32789 Zip Code FL Real Estate, Homes with Sidewalk for Sale

300 S Interlachen Avenue Unit 503, Winter Park

5 Beds ⋅ 6 Baths ⋅ Windsong-Lookout Lndg Add 01 SubDv. ⋅ 32789 Zip Code

Welcome to this stunning custom-built pool home located in the highly sought after Windsong community. The home offers 5,066 sq. ft. of living space with 5 bedrooms, 5 and a half bathrooms, oversized 3 car garage and private in-law suite. Built in 2013 by Dave Cahill Company Homes, this thoughtfully designed home has left no detail overlooked and is an entertainers’ dream. Enjoy an open floor plan, high ceilings, gas fireplace and a spacious covered lanai that seamlessly blends indoor and outdoor living. The first floor features an eat-in kitchen, living room, dining room as well as the primary suite, additional bedroom ensuite, office, laundry room, wine room and powder/pool bath. The generously sized primary suite overlooks the backyard and boasts his and her vanities, soaking tub with separate shower and a large walk-in closet. The gourmet kitchen is enhanced with solid wood custom cabinetry, exotic blue granite, top of the line appliances, multiple dish washers, beverage drawers, and a large hidden pantry. The living space opens to a beautiful covered lanai with summer kitchen and bar overlooking the resort style pool complete with waterslide, fire bowls and spa. The second floor includes two bedroom ensuites with a large bonus/media/game room and wet bar for entertaining. The private in-law suite has its own entrance with stairway and offers a kitchenette, living and dining room with a separate bedroom ensuite. Play or swim in the lush backyard or enjoy the amenities of the Windsong community including clubhouse, community pools, splash pad, playgrounds and access to the beautiful Winter Park Chain of lakes. Conveniently located to Winter Park, Baldwin Park, Park Avenue, downtown Orlando. Top rated Winter Park Schools as well as Lake Highland Preparatory School are only minutes away. Call for your private showing today.

1737 Lookout Landing Circle, Winter Park

$3,450,000

5 Beds ⋅ 7 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Elegant Windsong Mediterranean on a premium-oversized corner lot with views of Lake Berry and the park. This residence was custom built by award-winning Cahill Homes founded in 1977 and an MCBC member. There is also community Chain-of-Lakes access via the HOA. This home features an extremely flexible, open floor plan including five bedrooms with primary suite, library and guest suite down, seven baths and two bonus and media rooms in approximately 7,100 square feet of living area. A grand entry invites guests along with soaring ceilings, hardwood and marble flooring, a beautiful wrought-iron staircase, and extensive windows and doors letting in lots of natural light flood. Luxury continues through the home and in the designer island kitchen with custom cabinetry and hard-carved details, granite countertops, and Sub-Zero and Wolf top-of-the-line appliances. The kitchen opens to a wonderful spacious gathering room with pool view, a gas fireplace and built-in cabinetry. Executive office with built-in shelving and lavish downstairs primary retreat featuring spa-like bath and dual solid-wood custom closets. Downstairs also enjoys a spacious secluded guest suite. The upstairs provides the ideal retreat for entertaining. inclusive of two bonus and flex rooms, and a full bar. There are three generously sized upstairs bedroom suites with dedicated baths and walk-in closets. The outdoor living is fabulous with a resort-style pool, spa & fire pit along with a summer kitchen and covered terrace. Additionally, there is a spacious three-car side entry garage along with a private motor court.

466 Genius Drive, Winter Park

$1,875,000

5 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Welcome to your dream home! This exquisite 5-bedroom, 4-bathroom residence is a true masterpiece, perfectly blending luxurious living with traditional design. Boasting a spacious 3,703 square feet. Upon entering, you are greeted by a beautifully appointed foyer, dining room, formal living room and office, ideal for those who work from home. Primary bedroom suite located on the first floor. The home features a thoughtfully designed layout with wood floors that have been meticulously refinished to add warmth and elegance. The heart of the home is the brand-new kitchen, a chef's delight, modern cabinetry, and exquisite countertops. The open-concept design seamlessly connects the kitchen to the living spaces, creating an inviting atmosphere for entertaining friends and family. Upstairs spaces include 3 bedrooms and two bathrooms, storage room and a charming playroom, perfect for family enjoyment. This property offers not only comfortable living spaces but also a touch of luxury with a heated pool and spa, providing the perfect setting for relaxation and recreation. The professionally landscaped yard, surrounded by a new fence, ensures both privacy and a picturesque setting for outdoor activities, this stunning home sits on a generous 90'x125' lot, providing an expansive and private oasis. A unique feature of this property is the 2-car garage with an additional apartment above, perfect for guests or an active family. The entire property has been thoughtfully upgraded, including a new roof, new interior and exterior paint, and meticulous landscaping to enhance curb appeal. Located in a great neighborhood, this home is not just a residence; it's a lifestyle. With its prime location, impeccable upgrades, and thoughtful design, representing a rare opportunity to own a truly exceptional home. Don't miss the chance to make this your forever home!

1331 Wooddale Avenue, Winter Park

$795,000

4 Beds ⋅ 3 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Fabulous opportunity in the heart of Winter Park! Cute single story home with some updates on a large buildable lot. Featuring an abundance of natural light, this home can be lived in, renovated or demolished to accommodate a much larger home. This 4 bedroom, 3 full bath home features a split bedroom plan, sliding doors to a large screened patio, updated kitchen, plenty of room for a pool and a side load garage. The street along with surrounding streets is transitioning to large luxury new builds.

1661 Palm Avenue, Winter Park

$950,000

4 Beds ⋅ 2 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Start the New Year off with a BOOM in this quintessential Winter Park mid-century modern classic pool home located on one of the largest lots (75x151) at .26 acres in a sought-after neighborhood! Surrounded by beautiful new homes & with a popular 'tree street' address, it's the perfect Tri-fecta offering a move-in ready home as well as the bones for a spectacular addition or even a possible new build opportunity! Options abound! Renos have been completed w/ Italian wood, 7" wide plank flooring, tongue & groove accented ceiling details in the showstopper L-shaped rear patio, complete w/ porcelain tile & eat-in bar. The heavy lifting is done & insurance a breeze w/ a new (shingle) roof (2022), variable speed 4 Ton A/C (2023), pool pump (2021), tankless gas water heater & newer windows. With a modern yet eclectic feel, its split plan features 4 spacious bedrooms, 2 baths, open living room, spacious dining area & a galley kitchen w/ recessed lighting tying it all together. Stainless steel appliances, Subzero fridge, granite counters, gas range & custom wood cabinetry make it functional and cozy. Huge, fully-fenced backyard for the kiddos w/ zoysia landscape. A side yard lends itself to a dog run or outdoor storage & a huge, expansive pool with unique tile detail offers year-round outdoor fun! Natural gas and a brick paver drive add to the appeal of this home as well as Southern exposure! Conveniently located to shopping, restaurants, hospitals, YMCA, Lake Knowles, Phelps Pk, Winter Pk Farmers Market, Winter Pk Scenic Boat Tour, Kraft Azalea Gardens & Park Avenue, plus top-rated Winter Pk schools! So much to offer & in the heart of Winter Park/32789! - Call for an appointment to see this fantastic home today!

1720 Palm Avenue, Winter Park

$1,250,000

4 Beds ⋅ 5 Baths ⋅ Chantilly Sub SubDv. ⋅ 32789 Zip Code

Nestled on a quiet street in the “Heart of Winter Park”, this beautiful and meticulously maintained pool home is equipped with 4 bedrooms, 3 full bathrooms, 2 half baths, office, and bonus room. Upon arrival you are greeted with lush landscaping and a quaint front porch. The foyer is open and has a direct view of the pool and lush backyard. An array of windows throughout the home brings in an incredible amount of natural light. The flow from the kitchen to the family room and backyard are perfect for entertaining with family and friends, showcasing two sets of French doors which open to the back porch and pool area. The spacious kitchen is equipped with newer SS appliances, granite countertops, built-in desk and a large island featuring a breakfast bar, lots of storage & gas cooktop. The family room is plenty big for family gatherings and features a cozy gas fireplace. Just beyond the kitchen is an office/exercise room. The downstairs showcases beautiful heart of pine wood flooring, crown molding and 10ft. ceilings. Upstairs you will find 4 bedrooms, 3 bathrooms and a laundry room. The primary suite is spacious with a gas fireplace and two walk-in closets. The primary bath features two vanities, clawfoot tub, shower, linen closet & a private water closet. A covered breezeway takes you from the kitchen to the oversized two car garage and above that is a wonderful bonus room which is perfect for a home office or hangout room for teenagers. The private backyard is a true “oasis” featuring a lovely covered lanai, newly resurfaced pool with fountains, lush landscaping, outdoor shower, pool bath & landscape lighting. Additional updates include, New Roof (2018), Carpet (4yrs), New Hot Water Heater (2020), New Driveway & Sidewalk (2021), Pool Resurfaced (2019), HVAC (2013 & 2021), New Pool Pump (2021), New Electrical Panels (2023) and a New Mini-Split in Bonus Rm (2023). Walking distance to the Winter Park Racquet Club and a short drive to the YMCA, Phelps Park and Popular Park Avenue featuring wonderful shops and restaurants. Excellent Schools!

2301 Chantilly Avenue, Winter Park

$1,362,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Expect to be impressed with this absolutely adorable two story home that sits on a brick lined street in the heart of Winter Park and just minutes from everything! The main home offers 4 bedrooms/3 full bathrooms plus there is a fabulous separate detached guest house with full bath. Beautifully appointed with designer finishes like the gorgeous brand new wood floors and 9” baseboards throughout the downstairs and plantation shutters and crown molding throughout the entire home. Light and bright kitchen features a huge custom center island with wine refrigerator and granite countertops that allows plenty of space for everyone to gather. A chef’s dream kitchen with the 5 burner gas range with double ovens, plenty of cabinet space, an apron sink and a walk-in custom pantry. Open floor plan with the kitchen overlooking the living room with gorgeous gas fireplace that was recently renovated with new shiplap surround and a custom mantle. Separate dining room with custom bead board wall is spacious enough to allow plenty of room for entertaining. The downstairs laundry room is just off of the kitchen with a butcher block countertop, custom shelving and plenty of storage. The 4th bedroom downstairs, currently being used as a playroom, was just updated with a custom shiplap wall and would be a great home office or guest room with its full bathroom downstairs with new marble tile flooring. The master bedroom and 2 more guest bedrooms are upstairs . The master suite features dual sinks, granite countertops, a soaking tub plus a separate walk-in shower as well as a huge walk-in closet. The Jack and Jill bathroom connects the two guest bedrooms upstairs and works perfectly for any family. There is even a little upstairs landing area that is a great spot for a reading nook or a place to play. Plenty of storage with custom closets throughout the home as well as a spacious closet under the stairs. When you step outside, you will find a lovely back porch with brick pavers, gorgeous tongue and groove ceiling and room to grill and entertain. Signature Landscape professionally designed the front and backyard providing ample room to roam and play. The detached guest house with full bathroom features custom cabinetry with more storage than you can imagine plus has a large walk-in closet. It really is the ideal space for a home office, home gym, or the perfect spot for the in-laws. Plenty of space for parking with the long brick paved driveway. Just a short walk to the YMCA, Phelps Park, and a quick bike ride to the Winter Park Racquet Club, Park Avenue, the Farmer’s Market and all things Winter Park! This truly is a must see! Welcome Home!

1581 Magnolia Avenue, Winter Park

$1,725,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

This 4-bedroom, 3.5-bath home located in Winter Park is truly stunning. From the moment you step inside, you'll be captivated by the attention to detail and the warm ambiance that permeates the entire home. The wood flooring in the foyer continues throughout most of the first floor, creating a beautiful and cohesive look. The office/study near the entry features a gas fireplace and windowpane pocket doors, offering a cozy and private space. The dining room is spacious and includes a large window seat, a convenient pass-through butler's pantry, and a wine cooler, perfect for entertaining and hosting unforgettable gatherings. Prepare to be amazed by the kitchen, which showcases custom wood cabinetry, commercial-style KitchenAid appliances, and a natural gas range. The open layout seamlessly connects the kitchen to the dining nook and great room, promoting effortless entertaining and family bonding. The great room opens up to a breathtaking courtyard lanai with a private saltwater pool, complete with fire and water features - a true oasis. The rear yard is secure with custom fencing and lighting, ensuring privacy and safety. The ground-floor primary bedroom offers a serene escape with double walk-in closets and a spa-like bath. Indulge in the hydro-massage tub, revel in the glass walk-in shower, and appreciate the double vanities, all designed to enhance your daily pampering routine. Upstairs, you'll find a versatile bonus room, three additional bedrooms, and two full baths. But that's not all. Step onto the unique covered outdoor space equipped with a gas fireplace, TV hookup, and summer kitchen, making it an ideal space for relaxation and outdoor enjoyment. This home is a work of art, featuring custom plantation shutters and thoughtfully designed feature walls, perfect for showcasing your prized artwork. Dimmable light controls, Nest thermostats, and app-enabled pool controls, convenience and energy efficiency are always at your fingertips. A charming residence adorned with a fresh coat of pristine white paint, accentuated by elegant blue ink details adorned with high-end carpeting, and enhanced with modern lighting fixtures and ceiling fans, this home is ready for you to move right in and make your own. Located in desirable Winter Park, this property offers proximity to the Winter Park Racquet Club, Park Avenue's shops and restaurants, the YMCA, and top-rated schools in Central Florida. Embrace the lifestyle you've always dreamed of in this exceptional Winter Park home. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1800 Temple Drive, Winter Park

$510,500

2 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This charming Orwin Manor POOL home in Winter Park is ready for a new owner! This home has 2 bedrooms with another room that could be an office or third bedroom, along with two full bathrooms. The front door entry is filled with light from 3 large arched windows. As you enter the living and dining spaces, you will notice the original hardwood floors and beautiful gas fireplace for those cozy evenings. The Kitchen is open to the Family room with high ceilings and both overlook the back yard with Screened Porch and open Pool. The Master bedroom has 2 large closets and adjoins a full bathroom with double sinks and tub/shower. The Second bedroom can share this bathroom. Toward the back of the house is another large room that could be used as a 3rd bedroom or office with the second full bathroom nearby. There is an interior Laundry room off of the Kitchen. With a screened Porch leading to the Pool area, there is plenty of room for lounging and relaxing with friends and family. Don't miss the large storage/utility room with laundry tub. Recent upgrades include: Roof replaced 2023, HVAC replaced 2022, electrical panel has been updated and home has fresh interior paint and new carpet. This location is conveniently nestled between downtown Orlando, College Park and Winter Park with easy access to shopping and restaurants. This home has been listed in the City of Winter Park historic register.

1645 Berkshire Avenue, Winter Park

$445,000

2 Beds ⋅ 1 Baths ⋅ Garden Acres SubDv. ⋅ 32789 Zip Code

Welcome home to your charming and centrally located Winter Park bungalow. This home is nearby beautiful Mead Botanical Gardens, Rollins College, Park Avenue and the Winter Park Tennis Center. 4-minute drive to Advent Health, I-4, Orlando Museum of Art, Lake Ivanhoe Antique District, and lots more! You will instantly be drawn in by it's stunning curb appeal. This 2 bedroom/ 1 bath (plus an office) home has gorgeous, refinished original hard wood floors, new windows (2022), new exterior paint (2021), new interior paint (2023), fresh landscaping and sod (2021). A very large screened-in rear patio offers an ideal spot for entertaining and relaxing. Bonus features include a 1-car garage, newer wood fencing (2021), washer and dryer plus a flex room that can be used as an office, den or hobby space. Roof – 2008, HVAC – 2005, Plumbing main drain replaced in 2019, electrical panel updated in 2004. Don’t miss out on this affordable home, perfect for you!

914 Grover Avenue, Winter Park

$5,995,000

4 Beds ⋅ 5 Baths ⋅ Residences Condo SubDv. ⋅ 32789 Zip Code

Premier downtown Winter Park condominium. It doesn’t get any better than this. Unit #601 has been artfully remodeled with top quality finishes and amenities located in The Residences. It is a 2-story penthouse covering the entire west end of the top two floors and offering the most spectacular views of any residential unit in Winter Park. To the south, you look down and across the Rollins College campus with its traditional Mediterranean roof lines and the blue waters of tree-lined Lake Virginia. To the southwest, view the unimpeded downtown Orlando skyline, dramatically lit at night with seasonal fireworks displays. To the north is The Alfond Inn hotel & Lake Osceola, and to the direct west is Park Avenue and the downtown shopping district. The unit is wrapped with large entertainment balconies and features key interior rooms. The effect is like floating in the air. The building offers 24/7 security and concierge service with staff on duty at all times. There is an awe-inspiring rooftop pool and entertaining deck area, a spacious card room, parlor, art-work lined promenade and secured underground parking. Unit #601 has its own private oversized 2-car garage within the main parking garage. Coded elevators bring you safely to your special entrance lobby and double door foyer with fabulous 2-story great room and wall of glass beyond with adjacent piano/sitting area. Additional rooms on the main floor are the dining area, magnificent chef's kitchen with top-of-the-line appliances, exquisite cabinetry & butler's pantry. Office/library, secluded bedroom suite, laundry room and powder bath. A sweeping staircase (or private elevator) takes you to the 2nd floor containing the luxurious expansive master suite with sumptuous bath, morning kitchen, and spacious walk-in closet, plus 3rd and 4th separate and private bedroom suites including one with its own lounge area. This is truly a one-of-a-kind and special opportunity to own the best of the best in lock-n-leave in downtown Winter Park.

300 S Interlachen Avenue Unit 601, Winter Park

$1,475,000

4 Beds ⋅ 4 Baths ⋅ Windsong - Knowles Place SubDv. ⋅ 32789 Zip Code

Nestled within the Windsong community in Winter Park, this immaculate 1-story residence, built in 2014, includes a range of recent updates, making it feel fresh and new. The list of improvements completed in the last 2 years include a few of the following… new wood floors in all secondary bedrooms (NO carpet!), new LED canned lighting, stunning light fixtures, modern fans, fresh exterior AND interior paint (including doors, trim and molding), sleek quartz countertops in the kitchen, bathrooms and around the fireplace, all new sinks and faucets (including a kitchen Kohler farm sink), new TOTO toilets (4), new security system, new washer and dryer, epoxy-finished garage flooring, and so much more. Enter the front door to a long, elegant foyer leading to a meticulously designed open family room, adorned with built-ins encasing a gas fireplace. Sliding glass doors along the back open to a covered brick paver lanai overlooking the private and fully fenced, lush backyard, with an electronic screen. The heart of this home boasts a large open kitchen with Wolf stainless steel appliances, including a gas cooktop and double ovens, a Sub-Zero refrigerator, and an oversized island (approx. 4 1/2 x 8 ft) for gatherings and culinary creations. The expansive dinette offers a relaxed space to enjoy meals with backyard views, while the separate dining room offers additional seating for entertaining guests. The private office features a large built-in desk, wrapped in built-in cabinetry and shelving, which is an ideal workspace. At the rear of the home is the private Primary suite, with wood floors, 2 large walk-in closets (one with a custom-built closet), and a large bathroom with split vanities, separate shower, and a private water closet. A convenient powder room for guests sets just off the foyer. The 3-way-split plan includes a bedroom suite, with a private bathroom, at the front of the home, perfect for guests or in-laws. The foyer also leads to 2 additional bedrooms with walk-in closets, new wood floors, and a 3rd bathroom with a double vanity. The laundry room is tucked away but spacious, with built-in cabinets, extra shelving, and a new, top-of-the-line LG top-loading washing machine and dryer. The large, side-facing 2-car garage is complete with epoxy finished flooring and a 2nd refrigerator that conveys. This home is not just a residence; it's a lifestyle. Situated across from Blue Jacket Park - Baldwin Park, this location is ideal with a short drive to downtown Winter Park- Park Ave, and Orlando's trending hot spots on Corrine Drive and more. In addition, the Windsong neighborhood offers enjoyable amenities, such as docks on Lake Berry and Lake Mizell, 2 community pools, a splashpad, 2 playgrounds, a community clubhouse and access to the Chain of Lakes. Don't miss the chance to make this haven your own – a testament to luxury living in one of Winter Park's most sought-after communities. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1805 Harland Park Drive, Winter Park

$1,550,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Modern traditional built in 2015 with custom designer features throughout. This 4 bedroom and 3.5 bathrooms home is beautifully appointed with 3 stories including lots of space and character with designer finishes throughout. It is nearly 3200 sf and on a brick Winter Park street with beautiful trees and landscaping. The inviting front porch leads you into foyer with creative wood working to add interest. Open kitchen and family room features cabinetry with upper cabinets and under cabinet lighting, a large island fit for hosting. Office/Playroom/Bonus room has custom built ins. This home has a great room layout and opens to dining room. Covered porch for outdoor living and entertaining and spectacular kitchen with wet bar. Generous marble island in kitchen seats 6 with breakfast eat-in table with custom lighting package. The kitchen has great counter space all honed black colored granite on perimeter counters, light and bright special cabinet design, Viking Stainless Appliances, gas stove top, counters, custom tile back splash and generous island. Kitchen is open to family room and dining room which overlooks covered porch to pool. Hardwood floors on first floor and painted wood stairs with custom carpets runners, carpet in secondary beds and tile in wet areas. Nest wifi thermostats for 3 zone A/C system, a mudroom/drop zone and great closets to keep home organized. Inviting cobblestone entry and back covered porch bricked, featuring remote controlled phantom screens. Professionally landscaped including artificial turf and fenced backyard makes for a private retreat. This home has so much charm with 3rd floor bedroom/bonus room with full bath. Excellent schools including Dommerich Elementary, Maitland Middle, and Winter Park High. Don't miss this opportunity!

1420 Magnolia Avenue, Winter Park

$2,400,000

5 Beds ⋅ 6 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Presenting a true masterpiece of modern luxury nestled in the heart of Winter Park's prestigious Tree Streets, this exquisite home seamlessly blends architectural design with exceptional functionality, offering an elevated experience of modern living. Built in 2020, it features 5 bedrooms, 5 & 1/2 baths, a private pool and spa on a 1/4 acre. The layout is thoughtfully designed, starting with a spacious primary suite, a guest suite, and an office all on the first floor. The large windows and french doors leading to a panoramic outdoor living area fills the family room with sunlight highlighting the stunning beauty of the tongue-and-groove ceilings—an elegance that must be seen in person experience. No chef’s dream kitchen would be complete without a Sub-Zero refrigerator, Wolf gas range, pot-filler and plenty of storage with two-tiered cabinets, an oversized breakfast bar, walk-in pantry with coffee bar, and Sub-Zero wine refrigerator. The expansive outdoor space includes a gas fireplace, summer kitchen, and extended dining area overlooking the pool. Easily enclose your covered living area at the touch of a button with your phantom screen for year-round outdoor entertaining rain or shine. The upper level includes three large bedrooms, each with a private ensuite bathroom, a spacious loft, an oversized bonus flex room, and a second laundry room for convenience. Beyond the luxurious aesthetics, the home's functional and energy-efficient features are equally impressive to include dual tankless water heaters, high-density spray foam insulation, two high-efficiency Trane AC units, and On-Q data center. At every turn, 1640 Oneco Ave redefines the standards of Winter Park luxury real estate. Please inquire with listing agent for further details, floor plan available.

1640 Oneco Avenue, Winter Park

$945,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Enjoy the Heart and Soul of one of Winter Park's Most Desirable Communities, Kenilworth Shores! This Mid Century Modern floor plan offers a range of spaces inside and out complete with Private Screened Pool and wonderfully landscaped yard with native plants attracting birds and butterflies year round. New large sliding glass doors and windows throughout the home provide a unique connection to the outdoors and bring in lots of daylight. The dramatic rear yard Oasis (.31 acre) includes paver walkways, fire pit sitting area and is completely fenced, perfect for pets and entertaining. This exceptional renovation includes Custom painted interior and exterior, New carpet in bedrooms, Updated Owner's Suite with New "walk-in" closet in addition to large closet and storage space. Owner's suite also offers an adjoining office/den with calming views of Garden and Sitting areas. New Laundry Room was added in 2022 including a new washer and dryer. The designer kitchen is updated with new refrigerator and high end appliances and is open to and overlooks Living, Dining and Family / Florida room with stunning views of pool and covered patio area. Engineered Hardwood Flooring in main living areas add warmth and comfort making this informal and relaxing home a joy and delight. Custom Bahama Shutters throughout add an additional level of class and sophistication. If you are looking for attention to detail, this home is for you! Extra large Garage with 6' x 15' storage area, 2 garage door openers, Plus electric car charging outlet. TWO HVAC units make this energy efficient home easy to maintain comfortably throughout the year. The entire experience of this walkable and friendly neighborhood is a revolution and close relationship with nature. Close proximity to Windsong, Lake Berry and Lake Mizell. Cady Way Park and bike path are less than a mile away. Minutes to Brookshire Elementary, Glenridge Middle and Winter Park High School. Easy access to Park Avenue Dining and Shops. Come preview this Hidden Gem Today!

617 S Phelps Avenue, Winter Park

$1,000,000

2 Beds ⋅ 2 Baths ⋅ Alabama Condo SubDv. ⋅ 32789 Zip Code

Welcome to the epitome of luxury living at The Alabama in beautiful Winter Park. Nestled in one of Central Florida’s most sought-after neighborhoods, this exquisite condo offers a rare opportunity to experience the best of urban convenience and tranquil suburban charm. Residents of the Alabama enjoy access to a range of amenities, including a sparkling pool, fitness center and a clubhouse for social gatherings. An intimate foyer welcomes you into this 2-bedroom, 2-bath unit with 993 square feet of space, gorgeous 7.5” plank White Oak floors and 11’ high ceilings throughout. The well-appointed kitchen featuring Viking & Fisher/Paykel appliances, marble counter tops and ample cabinet space, opens to a great room with lake views. Wake up to the soft Florida sun streaming through large windows of the Primary bedroom retreat which also showcases lake views, custom closet built-ins and a marble bath. Guest suite currently furnished as a flex space opens up to a private 400 sq. ft. terrace with gate (only 5 private patios in entire complex). Extra Details: Roof 2018, boat slip available (first come first serve), climate controlled storage closet, bike/scooter storage, 1 deeded covered parking space, plenty of guest parking, on site manager, property is gated and secured on over 5 acres on Chain of Lakes. No rentals permitted, small pets most welcome. Wether you step outside to your private terrace to unwind and enjoy a cup of coffee in the morning or enjoy the views of the well-manicured grounds/lush landscaping or watch sunset on Lake Maitland…your investment in a beloved piece of Winter Park's history is sure to enhance your lifestyle! Don’s miss the chance to make this luxurious condo your new home.

1602 Alabama Drive Unit 107, Winter Park

$639,000

3 Beds ⋅ 3 Baths ⋅ Park Shore SubDv. ⋅ 32789 Zip Code

Welcome to 1277 Michigan Ave in the Heart of Winter Park! Built by award-winning Osprey Custom Home Builders, this 3 bedroom, 2.5 bath interior unit has been designated a Florida Green Certified Home and offers a highly-desirable, open-concept layout with designer finishes throughout. The home comes with several Smart Home features including, WiFi Enabled Garage and Thermostat, Central Smart Home functionality and Central vac System. On the first floor you’ll find your living and dining room areas with plank style tile floors, the open-concept layout is perfect for entertaining guests and family and comes equipped with Surround Sound Speakers. The gourmet kitchen comes well appointed with solid wood cabinetry, waterfall quartz countertops, as well as Samsung Stainless Steel appliances and closet pantry. From the Kitchen you have a French door and triple slider that leads to the private courtyard and attached 2-car garage. Upstairs you will find three bedrooms, including the Primary Suite that has been beautifully appointed with a luxurious glass enclosed walk-in shower, double sink vanity area and large walk-in closet with custom built-ins. The additional two guest rooms are comfortably sized and share a hall bath with the same high-end finishes as the Primary Bath they also feature custom closet built-ins . Located just minutes from Park Avenue, Trader Joes, Whole Foods, Downtown Orlando, and many other Central Florida attractions, this Smart Home is a must see and is move-in ready, schedule your showing today!

1277 Michigan Avenue, Winter Park

$640,000

2 Beds ⋅ 2 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Classic Winter Park home in the Audubon Park school district. One story two bedroom home with hardwood floors and a fantastic screened in lanai to relax and enjoy the sights and sounds of the outdoors and entertain. Many updates have been done throughout the years. Lovely kitchen with induction oven/stove,Bosch microwave,granite counters and a breakfast seating area, large living/family room with Dolby Atmos ceiling speakers, main bath remodeled,two sets of french doors lead out to the back patio/lanai, detached two car garage, circular driveway with security gate to garage and tropical back yard. HVAC unit installed in 2018, Roof replaced in 2013 and the utilities are underground. Outdoor shower behind garage has both hot and cold settings.

1740 Winter Park Road, Winter Park

$1,250,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code

Introducing Lake Killarney Townhomes: Your opportunity to be the first to call this brand-new construction home! Nestled on the tranquil shores of scenic Lake Killarney, this waterfront enclave offers 30 contemporary townhomes with exquisite attention to detail and unmatched quality. Step inside this meticulously designed residence and be greeted by the stunning finishes and unique features that set it apart from the competition. With level 4 drywall, light engineered flooring, quartz countertops, streamline cabinetry, and a luxury appliance package, this home epitomizes modern elegance. The large storefront style windows and 10'6" ceilings flood the interior with natural light, creating a bright and open living space. Upstairs, three spacious bedrooms, each with wood flooring and custom walk-in closets, provide ample space for relaxation. The primary bedroom boasts a generous private balcony, perfect for unwinding after a long day. Quality craftsmanship is evident throughout, with a Firestone TPO roofing system and Pella windows and doors ensuring lasting durability. Located in beautiful Winter Park, just minutes from downtown Orlando, Lake Killarney offers a serene retreat while being close to vibrant shops, upscale restaurants, and leisure activities. Imagine gazing over the picturesque lake from the newly completed dock or enjoying the sunset in the lakefront Pavilion. With private boat slips, you can easily access Trader Joe's or indulge in a meal at Shake Shack. For outdoor enthusiasts, the community racks provide storage for kayaks and paddleboards, ideal for fishing, exercise, or simply relaxing on the water. Embrace the convenience of the newly renovated Winter Park Village, where you can explore upscale shopping, fine dining, and enjoy irresistible outdoor areas. Cultural experiences such as The Morse Museum, Winter Park Farmer's Market and the Maitland's renowned Enzian Theater are minutes away. With its unbeatable location and impeccable modern design, Lake Killarney Townhomes offers the ultimate in comfort, luxury, and lifestyle. Don't miss your chance to make this exceptional property your own.

1772 Mondrian Circle, Winter Park

$1,600,000

2 Beds ⋅ 3 Baths ⋅ Town Of Winter Park SubDv. ⋅ 32789 Zip Code

How rare a find is this? It's a classy in-town Mediterranean single family house with 2 master suites, 1 up and 1 down. You go 2 blocks East to the upscale shops and restaurants of Park Avenue. 2 blocks West are the same at Hannibal Square. 2 blocks North are the acclaimed WP Police and Fire Stations. Closer yet are the Post Office, Central Park, Train Station and Farmer's Market. You enter the residence through an arched front double doorway into a 2-story foyer. Look up to see a 'Juliet' wrought iron balcony. Proceed forward through another archway to the elegant great room with fireplace. The dining room has a built-in wall-length cabinet with shelves. The kitchen offers beautiful S & W wood cabinets and island with granite counters, and pass-through to the dining room. Adjacent is a cheery breakfast rom. Downstairs are also the laundry room, powder bath, master suite with large, luxurious bath, and a screened masonry porch. Upstairs are a spacious home office, 2nd master suite and bath, 2nd screened porch and a huge bonus/storage room. The landscaping and trees are gorgeous, all surrounded with an attractive masonry and stucco wall. This location is in the middle of everything, yet secluded. It was a former WP Mayor's residence.

151 N Virginia Avenue, Winter Park

$925,000

3 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

This stylish bungalow has been completely reimagined and is located in the prime “Tree Streets” of Winter Park. This 3-bedroom, 2-bath split plan is a charmer that offers loads of style with modern conveniences and gorgeous natural light. About 1,700 square feet, it is an open floor plan with vaulted ceilings and beautiful deep walnut wood floors that contrast the crisp white walls. Impeccably renovated with designer influences and chic finishes, it packs a punch, and is truly move-in ready. The kitchen is fresh with white clean-lined cabinets, stainless steel appliances and quartz countertops with bar seating and a stunning dining space with wall details and contemporary lighting fixtures. Kitchen and family rooms blend with seamless transitions which makes it all feel so spacious. The wet bar enjoys a striking black and white tile pattern with glass shelving for making entertaining festive. The family space features a fireplace with marble detail and opens to pool and a backyard that delivers unmatched privacy with a mature podo hedge. Fabulous circle drive makes parking easy. So much to inspire you and just waiting for the next owner to love it. Location unparalleled other Winter Park amenities include the Winter Park YMCA, Phelps Park and Winter Park Racquet Club. It is also less than a mile from the Winter Park Hospital and medical corridor. Some of the best A-rated schools in Central Florida - Lakemont Elementary School, Maitland Middle and Winter Park High School.

1570 Oneco Avenue, Winter Park

$850,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code

New Construction! Lake Killarney Townhomes is a waterfront enclave of 30 contemporary townhomes nestled on the shores of scenic Lake Killarney. This meticulous new home is loaded with good-looking finishes and unique details that simply won't be found in our competition or at this price point. Level 4 drywall, light engineered flooring throughout, quartz countertops, streamline cabinetry, slab wall backsplash, luxury appliance package boasting natural gas cooktop and French door refrigerator with touchscreen display, modern light fixtures and ceiling fans, porcelain tile, custom closet systems throughout, solar shade window coverings, contemporary backlit mirrors, walk-in frameless glass shower and separate water closet, private fenced rear paver patio, and an over-sized second level balcony are just the beginning. Clean, contemporary designs include large storefront style windows and 10’6" ceilings to create a bright and open interior bathed with natural light. Upstairs, three full bedrooms, each with wood flooring, walk-in closets, and two with en suite bath. A third full bath can be found just outside bedroom three in the hallway. This floor plan includes a generous balcony off the primary bedroom which is an ideal place to relax and unwind. Whether you prefer quiet evenings alone or entertaining family and friends, this thoughtfully designed space will provide you with the ultimate comfort. Firestone TPO roofing system and Pella windows and doors deliver the peace of mind you should expect. This luxury waterfront community is in beautiful Winter Park, just north of downtown Orlando. Lake Killarney is minutes away from the exciting shops, upscale restaurants, and leisure activities that Winter Park has to offer. Gaze over stunning Lake Killarney from the newly completed dock or relax and enjoy the sunset in the lakefront Pavilion. Cruise across the lake from your private boat slip to shop at Trader Joe’s or grab a meal at Shake Shack. Kayaks and paddleboards can be stored on the community racks and are perfect for fishing, exercising, or just relaxing on the lake. Nearby Winter Park Village offers shopping and fine dining experiences for you and your family. Enjoy a morning stroll through the Farmer’s Market or take in a show at the famous Enzian Theater. This unique and convenient location allows owners to be moments away from some of the best dining and entertainment, making for the perfect location.

1812 Mondrian Circle, Winter Park

$335,000

3 Beds ⋅ 1 Baths ⋅ Magnolia Gardens Sub SubDv. ⋅ 32789 Zip Code

Opportunity Knocks- rare Winter Park block home brimming with ownership and investment potential! Live in the heart of Winter Park while enjoying all WP offers in outstanding restaurants, shopping, golf, art festivals, farmers market, theater and more! Walk to the renovated WP Village, Whole Foods, Park Avenue, and the train station while leaving your car at home after work and weekends! This 3 bedroom and 1 bath, bonus room and Florida room is a blank canvas just waiting for your creative touch to transform and possibly enlarge it into the perfect haven. Whether you're looking to craft your personal sanctuary or expand your rental portfolio, this property in the coveted Winter Park community offers a world of possibilities. Rental income potential is substantial in this highly sought-after neighborhood, ensuring a strong return on your investment. But that's not all – the sky's the limit when it comes to the value of this property. With exciting new developments in the area, your investment will only continue to appreciate. Don't miss the opportunity to make this bungalow your own and secure a bright future in the heart of Winter Park! Lot is 100 x 60 allowing 2400 sq feet total with no impact fees.

811 W Webster Avenue, Winter Park

$470,000

3 Beds ⋅ 3 Baths ⋅ Pines SubDv. ⋅ 32789 Zip Code

Welcome to the ultimate investment opportunity in Winter Park! We are thrilled to present to you this phenomenal TRIPLEX that boasts a remarkable occupancy history. This gem is an absolute rarity, nestled in one of the most sought-after locations in town. Don't let this golden chance slip through your fingers – seize the moment and come see it TODAY! Positioned just a stone's throw away from the prestigious Dubsdread Golf Course and Country Club, this trilevel treasure offers unrivaled convenience. Imagine waking up to stunning views of the lush green fairways or enjoying a relaxing afternoon on the verdant patio – the possibilities are endless! But that's not all, folks! This extraordinary property is surrounded by a plethora of amenities that Winter Park has to offer. From the vibrant Winter Park Village to the world-renowned Florida Hospital/Advent Health and the bustling Calvary Orlando, you'll find yourself at the heart of it all. And let's not forget the incomparable shopping, dining, and parks that await you in the vibrant enclave of College Park, just a stone's throw away. The location is truly a masterpiece, but what about the property itself? Well, let us assure you that it matches the splendor of its surroundings. With three separate units, each radiating its own unique charm, this TRIPLEX promises versatility and endless possibilities. Whether you're an astute investor looking to maximize returns or a savvy homeowner seeking to offset expenses, this is an opportunity that cannot be missed. Step inside and be mesmerized by the exquisite architecture and thoughtful design. Each unit showcases spacious living areas flooded with natural light, creating an inviting and warm atmosphere. Picture yourself preparing delicious meals in the well-appointed kitchens, entertaining friends and family in the generous living spaces, or enjoying some well-deserved relaxation in the peaceful bedrooms. Investing in this TRIPLEX means becoming a part of Winter Park's thriving community, where timeless elegance meets modern convenience. The potential for long-term growth and substantial returns awaits you. So, what are you waiting for? Don't hesitate, come explore this rare gem today! The perfect investment opportunity is calling your name. Reach out now and let us help you make your real estate dreams come true.

2040 Jewell Avenue, Winter Park

$1,547,500

3 Beds ⋅ 2 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code

Incredible lakefront condo in the iconic Whispering Waters enjoys breathtaking views of Lake Osceola and includes a deeded boat slip to the Winter Park Chain of Lakes. This 3-bedroom 2 bath with nearly 2100 sf is a corner unit allowing for an abundance of light and features picturesque backdrop of Florida nature. A private courtyard is recently landscaped and tucked away in the back for ultimate privacy and a rare find for a condo in Winter Park. Timelessly renovated with travertine and reclaimed wood floors that welcome you into open living and dining spaces with seamless views of the water. Walk to Park Avenue just a block away from the Complex and enjoy the lifestyle that makes Winter Park so desirable. Fantastic restaurants, shopping and museums and Central Park is host to nationally acclaimed art festivals and community events. Bedrooms are spacious and owners retreat has expansive closet and fully renovated bath with double vanities, steam shower with seamless glass, neutral appointments in a spa like setting. The secondary bedrooms are spacious and 3rd bedroom currently being used as a den which also has large walk in closet. Dedicated underground parking space and 2 additional storage units for this condo. This opportunity doesn’t come along often, this location and lifestyle are unparalleled. Call us for a private showing.

311 E Morse Boulevard Unit 1-1, Winter Park

$2,700,000

4 Beds ⋅ 5 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Perfectly nestled on the north side of Windsong on a premium Lake Berry water view, corner lot… This stunning Mizner Mediterranean estate has exquisite architectural detail and quality throughout in this one-owner, well maintained, custom-built residence. The home exudes grace & elegance with an open flexible floor plan including soaring ceilings and light flooding in from every direction. An exceptionally constructed and artfully designed home in every way. Well-manicured gardens adorn the exterior, while the brick paver circular drive meanders down the rear property line to a secluded, generous 3-car garage and motor court. Inside, you are welcomed with an elegant entry foyer opening to a “flex use” lakeview room (library, den, billiards rm, etc…), a private 1st level guest suite, and the stately great room that boasts 2 stories of windows & French doors, 2-sided masonry gas fireplace and an abundance of natural light leading out to a sunset/sunrise terrace. This space blends seamlessly with the formal dining and kitchen areas, creating an exceptional environment for entertainment. Continuing to the kitchen, this culinary haven is complete with ample cabinet space, a center island, gas cooktop, double ovens, Sub Zero refrigerator, butler’s pantry along with a casual, separate dining area... Upstairs - retreat to the spacious primary bedroom suite with seating area, lavish bath & dressing area along with generous wardrobe with island… The 3rd & 4th bedroom suites are also upstairs sharing a loft-lounge area… Outdoor living includes an oversized, almost 20,000 sf, premium Windsong lot with lush landscaping, mature tree canopy along with lakeview terrace and private lanai including summer kitchen… With proximity to hospitals, schools, golf courses, and the eclectic dining and shopping of Park Avenue, this immaculate one-owner home embodies luxury living at its finest with endless interior design possibilities and couldn’t begin to be reproduced today (land & home construction) anywhere near this offering price… NOTE: Pool designs available for review upon request - owner preferred not having one. Building plans show 6,390sf living area (7,483sf under roof)

526 Genius Drive, Winter Park

$225,000

3 Beds ⋅ 2 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Delightful 3/2 condo nestled in the serene Waterfall Cove. Boasting new tile flooring throughout and interior has been completely repainted from top to bottom. Additional community perks include a playground, community pool, and HOA-covered cable and internet. This gem is conveniently situated close to Rollins College and Winter Park's renowned Park Ave, complete with shops, eateries, and art galleries. Also, a walk away, is the fabulous Winter Park Village which received a multimillion-dollar renovation to add and update shopping, dining, and an entire entertainment complex facelift. Furthermore, an extraordinary outdoor experience will be completed in 2024 with the grand opening of Seven Oaks Park! Located mere minutes from downtown Winter Park and under a mile from I-4, commuting is a breeze. Ideal for homeowners and investors alike! Don't miss out—book a viewing now! *Living Room & Master Bedroom photos have been virtually staged.**

1695 Lee Road Unit A115, Winter Park

$376,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Amazing Winter Park Lake Front location! This fully remodeled and totally updated two bedroom unit has just been completed. All new paint, porcelain flooring, all new fixtures, bathroom, appliances, new wood cabinets, new stone counters. All NEW The desirable condo community of Winter Park Gardens is nestled between Mead Gardens, Azalea Tennis Center and upcoming Winter Park's Progress Point. Unit is located on the second floor but there is an elevator / stairs to help to the location. With its prime location in Winter Park, you'll have easy access to a many of the dining opportunities, shopping, and entertainment options.This is a 55+ community .Whether you're strolling through the charming downtown area of Park Avenue or Hannibal Square or immersing yourself in the thriving arts and culture scene, with the Orlando Museum of Art right around the corner This property is centrally located to Downtown Orlando and Downtown Winter Park… no need to use the expressways!THIS UNIT DOES NOT REQUIRE OWNER TO BE OVER 55+ furniture can convey with purchase

700 Melrose Avenue Unit K, Winter Park

$360,000

1 Beds ⋅ 1 Baths ⋅ Village Winterset Inc SubDv. ⋅ 32789 Zip Code

Welcome to the Village of Winterset…and the quintessential downtown Winter Park lifestyle! The classic, updated, 1 bed/1 bath, turnkey condo exemplifies accessible, easy living, while located only 1 block from Park Avenue. Move-in ready, this unit is located on the 5th floor, with great views of Downtown Winter Park and Orlando. The south facing condo consistently keeps this unit bursting with sunlight! A convenient bar area is located just off the foyer, with a beverage refrigerator and granite countertops. Past the foyer is a renovated, white kitchen with stainless steel appliances, accented by upper glass cabinets with interior and undercabinet lighting. The kitchen overlooks the dining and family areas. Modern LED light fixtures in the entrance, bar area, and dinette add a fresh touch, while all 4 windows were replaced and upgraded to Category 5 Hurricane-Rated windows. The bedroom is spacious, boasting a large walk-in closet, and the hall bathroom offers a shower with a tub, and a large medicine cabinet for extra storage. A nice size linen/storage closet is located between the bedroom and bathroom. Other conveniences include 1 designated, covered parking spot near the building entrance and additional guest parking, recently updated with stone pavers. The community lap pool is wrapped in a spacious paver deck with a pergola and a grill area that is perfect for spending cool evenings outdoors. The secured building requires a key or code to access the lobby and is equipped with a security call box for your guests to be buzzed into the building. Upon entrance, you will be greeted by a recently renovated lobby, which is perfect for meeting guests and community meetings. Just a block from Park Avenue, you’ll have easy access to all the amenities of downtown Winter Park, like Central Park, fabulous boutique shops, & award-winning restaurants.

251 E Canton Avenue Unit 251, Winter Park

$475,000

2 Beds ⋅ 2 Baths ⋅ Lake Virginia Shores SubDv. ⋅ 32789 Zip Code

Welcome to this charming home nestled near the picturesque Blue Jacket Park and vibrant Baldwin Park neighborhood! This delightful property offers a prime location, with easy access to excellent schools, shopping destinations, top-notch restaurants, and a variety of entertainment options, making it an ideal choice for anyone seeking a comfortable and convenient lifestyle. As you step inside, you'll immediately appreciate the unique blend of classic and modern features. The terrazzo floors exude timeless elegance, while ceramic tile and laminate floors provide both durability and style. This mix of flooring creates a warm and inviting atmosphere throughout the home. Built in 1964, this home boasts a solid block construction that has stood the test of time, showcasing its good bones. The sturdy build ensures the longevity and structural integrity of the property, giving you peace of mind for years to come. The interior layout is well-designed, offering comfortable living spaces and a seamless flow between rooms. The two bedrooms provide ample space for relaxation, and the two bathrooms add convenience and functionality to your daily routine. The surrounding neighborhood is a true gem. Blue Jacket Park, with its lush greenery and recreational amenities, offers a perfect spot for outdoor enthusiasts and families alike. Baldwin Park, known for its vibrant community and bustling town center, is just a stone's throw away, providing endless options for shopping, dining, and entertainment. Whether you're looking for a starter home, downsizing, or an investment opportunity, this property's prime location and solid structure make it a fantastic choice. Don't miss the chance to make this house your home, as it offers the perfect blend of comfort and convenience in a sought-after area. Schedule a viewing and experience the potential of this timeless property for yourself!

615 Glenridge Way, Winter Park

$1,200,000

4 Beds ⋅ 5 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Rare Winter Park opportunity to own a renovated and move-in ready home overlooking Lake Wilbar. The home exemplifies the best of Olde Winter Park with its brick streets and oak tree canopy. A lovely chef's kitchen opens into a large sun filled family room with French doors that lead to an amazing 13 by 33 foot covered paver patio with retractable screens. The patio features a tongue-in-grove ceiling with wood beams. Fabulous white vinyl fenced manicured back yard with room for a pool and play set, and a side yard with raised irrigated garden beds. Main floor features include a flex room that could be used as a playroom or office and separate dining room. The home has beautiful wood floors, crown molding and wooden shutters. Upstairs there are four very spacious bedrooms each with its own en suite bathroom. The master bath has two walk-in closets. Amazing attic space for storage with pull down stairs. Roof 2021, Andersen windows 2021, plumbing 2018, electric update 2018. Convenient access to the shops and restaurants of Park Avenue, Phelps Park, Winter Park YMCA and Lakemont Elementary.

1525 Wilbar Circle, Winter Park

$1,650,000

3 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 32789 Zip Code

Elegant single-story home on an oversized lot in the heart of Olde Winter Park. This home has been meticulously maintained and updated over the years. Interior features include 3 bedrooms and 4 full bathrooms with an office and bonus/TV room that can be used as additional bedrooms, beautiful natural oak floors throughout, higher ceilings with varied heights up to 12 feet, extensive millwork, moldings & built-ins, newer windows, 2 natural gas fireplaces, wet bar, and generous-sized laundry room. The eat-in island kitchen was completely renovated in 2017 designed by Signature Kitchens with Wolf & Bosch appliances, custom cabinets, and quartz countertops. The expansive owner’s suite has a large bedroom with a fireplace, spa-like bathroom with walk-in shower and separate soaker tub, and 2 walk-in closets. Outdoor living areas include a covered porch with a remote-controlled ceiling to enjoy the outdoor living rain or shine, a summer kitchen with natural gas grill, all overlooking a beautiful private and manicured yard with mature landscaping. Natural gas generator. A short distance to Park Avenue, YMCA, and within the top-rated Winter Park school system.

1120 Palmer Ave, Winter Park

$1,175,000

3 Beds ⋅ 3 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code

Welcome to this esteemed Winter Park Serene Lakeside Living condo within walking distance of Park Avenue!! Upon entering, you're immediately embraced by stunning VIEWS of LAKE VIRGINIA FROM EVERY ROOM. The two balconies total 50 feet and are accessible from every room! Truely special, this is not just a place to live; not just any condo; it's a sanctuary of peace and tranquility, offering a lifestyle that's second to none! This fifth-story condo boasts TWO private balconies with 50 feet of LAKEFRONT VIEWS…! From the moment you walk in, you'll experience open, airy, & bright living spaces that beckon you to call this place home. YES… each room opens up to awe-inspiring views that will take your breath away. Two master suites, one on each side of the condo, provide the ultimate in privacy. And let's not forget the abundance of upgrades throughout this remarkable residence: 2022 both AC units were replaced, new plumbing, 2 new GORGEOUS bathrooms with imported marble, new fixtures & lighting, wood floors were refinished…all that is left to do is for you to move-in! Imagine waking up to the gentle caress of a fresh morning breeze from your fifth-floor condo overlooking Lake Virginia! Step out onto your private balcony with your cup of coffee,, basking in the glow of the rising sun over the tranquil waters. It's a moment to center yourself, to find complete peacefulness before the day begins. When the day ends, picture yourself unwinding by the lakefront saltwater pool or sitting on one of your TWO private balconies, sipping on early evening cocktails with your loved one. The world fades away as you share moments of pure bliss. You'll be treated to breathtaking sunsets and even the occasional rocket launch! This isn't just a living space though; it's a LIFESTYLE. You'll enjoy access to a range of first-class amenities, including Winter Park Chain of Lakes access which is a stunning network of six interconnected lakes and navigable Venetian-style canals. Birdwatching, lush scenery, and historic estates await you. The condo has rentable boat slips (based on availability), a lakefront saltwater pool and spa, a lakefront fire pit and BBQ area, a clubroom with a kitchen, outdoor entertaining space, a fitness room, a rentable poolside guest suite, and paddleboard & kayak racks. Live like you're on vacation every day in this resort-style condominium. With two assigned parking spaces and private storage, convenience is at your doorstep. Nestled in the heart of Winter Park, you'll relish the convenience of being within walking distance of "THE AVENUE," known for its world-renowned boutique shopping, restaurants, and museums. Plus, easy access to downtown Orlando, MCO, and all the major attractions, ensuring that every day is an adventure. Call now to schedule your private viewing. Don't miss this one-of-a-kind chance to own a truly unique lifestyle in Winter Park….Make it yours today!

690 Osceola Avenue Unit 504, Winter Park

$875,000

3 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Buyer Financing Fell Through. Don't miss this exquisite ORWIN MANOR residence, nestled in the heart of a historic neighborhood. With 3 bedrooms, 2 baths, and an additional half bath by the poolside retreat. This home spans 2,114 sq ft and features beautiful WOOD FLOORING throughout. The one-car garage blends seamlessly with the classic design. Enter a refined and upscale ambiance adorned with VAULTED CEILINGS that create an expansive sense of space, complemented by the gentle glow of RECESSED LIGHTING, and enriched with luxurious high-end finishes. A GAS FIREPLACE sets a cozy atmosphere in the formal living area, while the adjacent dining room is perfect for intimate dinners. The spacious family room with CUSTOM NANYA DOORS opens to the enchanting backyard oasis. The impeccably outfitted kitchen showcases stunning quartz countertops, gleaming STAINLESS-STEEL APPLIANCES, and a NATURAL GAS RANGE complete with a convenient pot filler. The master suite is a private sanctuary with DUAL SINKS, a WALK-IN CLOSET, and a luxurious bath with a separate shower and soaking tub. Two additional guest bedrooms share a beautiful bath with a REFRESHING RAIN SHOWER. The backyard boasts meticulously designed landscaping reminiscent of a LUSH TROPICAL PARADISE, an elegantly appointed patio space, and an inviting round SALTWATER POOL that's comfortably HEATED. Conveniently located close to Winter Park's Park Avenue, Downtown Orlando, AdventHealth, and I-4, this home is both beautiful and convenient. Additional practical upgrades include a gas-heated TANKLESS WATER HEATER and a WHOLE-HOUSE GENERATOR. Don't miss out on the opportunity to embrace the elegance, convenience, and comfort of Orwin Manor living at its finest.

1714 Westchester Avenue, Winter Park

$1,464,000

3 Beds ⋅ 3 Baths ⋅ Vilasa Twnhms SubDv. ⋅ 32789 Zip Code

ENJOY LUXURY & MAINTENANCE FREE LIVING WITH PREMIUM WINTER PARK LOCATION IN THIS VILASA TOWNHOME WITH ELEVATOR! OWNER IS RELOCATING AFTER SPARING NO EXPENSE FOR HIGH-END UPGRADES, ADDITIONAL DESIGNER FEATURES ADDED THROUGHOUT AND LIGHTLY LIVING HERE! The carefully selected award-winning design team of Nasrallah Architectural Group, Ted Maines Interior and Jordan Builders combined forces to orchestrate this exquisite residence of two-story block construction with extra insulation and double pane Pella windows, wood accents, architectural wrought iron stairway and park-like views-all steps away from downtown WP! Your friends and family are welcomed to the bright and open living area of combined kitchen, dining and living room with 13-foot ceilings, designer classic modern lighting, luxury vinyl flooring and picturesque views to the outdoors! The spacious living room is a music lover’s dream with 7.1 Control 4 Surround Sound all powered by Synergy and controllable by one remote and/or phone for TV’s and Yamaha stereo sound inside/outside of the home, lights, window shades, fans, Nest, and alarm- fully automated with no wires! Overlooking the living and dining room, is the Chef’s gourmet kitchen well-appointed with top-of-the-line stainless Sub-Zero French door refrigerator, Wolf built-in microwave and 4 burner gas range with center griddle with convection oven and stainless hood, Cove near-silent dishwasher, quartz counters and designer backsplash, an abundance of flat panel cabinetry and under-mount oversized black sink! The large floating quartz island is perfect for quick meals, chef assistants and tasters while looking through the double stacking sliding glass doors to the private covered lanai with automated screens, gas grill and landscaped greenspace-perfect for year-round enjoyment. Nearby is the built-in butler area with wine refrigerator for servicing your favorite beverage, a guest half bath, access to the oversized 2-car garage with insulated garage door along and ample street parking for all your guests. Lighted steps and wood floored stairs lead to a large den/loft with 5.1 Surround Sound and automated window coverings in order to enjoy your favorite TV series before heading to bed! Or you can ride the wood lined quiet elevator! Two floor-to-ceiling glass doors open to the relaxing balcony overlooking the property’s entrance and beyond. Upstairs the 10- foot ceilings and added insulation allow all 3 bedrooms to experience quietness and their preferred temperature with Nest. Spacious master with an abundance of natural light has an elegant fan and dual designer customized walk-in closets. The refreshing bath will spoil you after a day of enjoying Park Ave with the luxurious oversized soaking tub, marbled-wall glass shower and dual quartz vanities. Hall leads to 2 more stately suits sharing a Jack-n-Jill bath offering an expansive dual quartz vanity, designer created wall and private glass shower. Full-size laundry room has a generous amount of custom cabinetry, quartz counter and an under mounted stainless sink. This home has everything you need to enjoy the nicely added luxurious details including green and energy efficient features while having a maintenance free Winter Park lifestyle: steps away from Park Ave, Winter Park 9, Rollins, Hannibal Square and renovated Winter Park Village-also zoned for top schools. Please see feature sheet for details of this one-of-a-kind townhome and warranties transferring to the new owner!

518 W Swoope Avenue, Winter Park

$669,000

3 Beds ⋅ 2 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

***MOTIVATED SELLERS*** Move in ready 3 bedroom 2 bath Winter Park home located in the Audubon K-8 and Winter Park High district. This renovated and updated home has beautiful wood flooring, a lovely kitchen with a gas range with vented hood and stainless steel appliances, an open dining and family room area and a floor-to-ceiling view of the backyard from the sun room. The master bedroom with walk in closet is located on the ground floor. Two additional bedrooms and a full bath are located on the second floor. Interior of the home was just repainted, new garage door lift, roof replaced in 2017, circular driveway, front porch and brick backyard patio with fenced yard. Room for a pool. Located within biking distance of Park Avenue, Mead Gardens, Rollins College, East End Market and Baldwin Park. One mile from Audubon Park K-8 School and one mile to Winter Park High School 9th grade center. Seven minutes to AdventHealth Orlando hospital and seven minutes to AdventHealth Winter Park hospital. Text or call for a showing appointment

1710 Winter Park Road, Winter Park

$1,200,000

4 Beds ⋅ 3 Baths ⋅ Lake Knowles Terr SubDv. ⋅ 32789 Zip Code

Charming custom-built, two-story transitional home exudes warmth and character from the moment you step inside. Located on a beautiful, quiet, tree-lined Winter Park brick street. This 4 bedroom modern style home has an inviting atmosphere with light interiors, extensive glass doors and oversized windows, along with soaring ceilings (rare to find in WP) taking advantage of bringing the picturesque outside scenery in. Further, the home enjoys a very open, flexible floor plan with separate living/dining and spacious island kitchen open to gathering rm… The space comes with a cozy wood burning fireplace, vaulted ceilings, crown molding, beautiful wood floors enhanced by a neutral, bright ambiance. The well-designed island kitchen offers finely crafted cabinetry, stainless appliances and a bar top seating area. There is tons of natural light flooding in the picture windows and sliding glass doors out to the patio & pool area. The spacious primary bedroom is conveniently located on the first floor with more natural light and beautiful views out to the pool & scenic back yard... Upstairs offers 3 additional bedrooms and a bonus room/flex space… The outdoor living is enhanced by a private/secluded setting with tall perimeter hedge and mature landscaping. The back yard includes a wonderful pool, expansive travertine patio and deck enhanced by evening landscape lighting, perfect for outdoor entertaining! There is also a 2-car garage and separate laundry/mud room for great storage needs. This property is conveniently located near Phelps Park/YMCA, ICC & the WPRC neighborhood amenities…

1531 Sunset Drive, Winter Park

$525,000

3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Location, Location, Location. This is a cute 3 bedroom 1 1/2 bathroom house located in 32789 part of Orwin Manor subdivision of beautiful Winter Park. The home is charming with a completely renovated kitchen with stainless steel appliances, granite counter tops and upgraded cabinetry. When you first walk in you will notice the original hardwood floors and bright living room with built in book case. Off the living area is one of 3 bedrooms, a dining area, indoor laundry room and much more. The home has a HUGE back yard, plenty of room for a pool or just entertaining on the lawn. Conveniently located to Winter Park downtown Historic District, Park Avenue and it's trendy restaurants and bars, downtown Orlando and Thornton Park. Don't miss out on this great home!!

1523 Berkshire Avenue, Winter Park

$550,000

2 Beds ⋅ 1 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Nestled in between the Winter Park Chain of Lakes and Park Avenue, this stunning condominium offers the perfect blend of elegance and convenience, making it an ideal dwelling place to call home. Dating back to the 1970s, The Cloisters Condominiums has consistently been a sought-after address for those seeking the pinnacle of Winter Park living. Boasting two bedrooms, one full bath, and spanning over 900 square feet of living space, this top floor condo provides ample room for comfortable living. Upon entering, a charming foyer effortlessly connects each room, leading you to a well-appointed kitchen featuring stainless steel appliances, granite countertops, and an abundance of cabinet and counter space. The living area extends an open invitation with an oversized screened balcony, offering a tranquil retreat with scenic views. The Cloisters offers a range of amenities, including a heated pool surrounded by meticulously maintained grounds, a clubhouse, a boat dock with six slips providing access to Lake Osceola, and a putting green. Conveniently located just a short stroll from Park Avenue, enjoy living walking distance from numerous dining and shopping options. Whether you prefer exploring Hannibal Square, or embarking on a boat ride along the Winter Park Chain of Lakes, this is Winter Park living at its finest.

102 S Interlachen Avenue Unit 510, Winter Park

$1,000,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Residential SubDv. ⋅ 32789 Zip Code

Enjoy all that beautiful downtown Winter Park has to offer at the Douglas Grand at Winter Park. Luxurious living located in Winter Park, Florida just minutes away from Orlando and Central Florida's attractions. Winter Park's beautiful Central Park is across the street, making a strolls to Park Avenue, Hannibal Square and the Winter Park Farmers Market, for an elegant shopping or dining experience just a block away. These unique residential single-story condominiums are designed to be architecturally timeless, capturing the elegance and sophistication of classic buildings in the U.S. and Europe, reminiscent of the renowned brownstone residences of Manhattan. The appointments within the residence feature premium finishes, crown molding, wood floors, granite counters Wolf/Sub-Zero appliance, Kohler plumbing fixtures and Pella windows. This unique one story second floor corner unit with a private entry, the Hawthorne plan is a 3 bedroom, 3 bathroom with 2,756 of living area. The Hawthorne plan boast a large master suite with two walk in closets with oversize bedroom and bath as well as a second bedroom Junior Suite. All bedrooms have large walking closets. Large kitchen with breakfast nook. Your home will have its own private entry directly from the gated/secured garage with two dedicated parking spaces and plenty of guest spots. One owner with no pets.

100 S Virginia Avenue Unit 201, Winter Park

$1,075,000

5 Beds ⋅ 4 Baths ⋅ Park Grove Area: Green Oaks Rep 03 SubDv. ⋅ 32789 Zip Code

Gorgeous one-story pool home in the heart of Winter Park, a short walk to downtown Park Avenue’s shops, restaurants, and Central Park. This house has it all with split floorplan that has 4 bedrooms + den/office that can be a 5th bedroom, plus bonus area off kitchen. Open concept in the primary living spaces, with vaulted ceilings in all the main rooms up to 11’ high in some areas. The great room is warm and inviting with wood floors, fireplace, and large bay window, all open to the kitchen and dining space with custom built-in cabinets and bar area. The kitchen has granite counters, a window overlooking pool, oven & microwave, warming drawer, gas cooktop, and bar seating area. Adjacent bonus room has beautiful built-ins on two walls and is perfect for a playroom, sitting area, etc. Large owners’ suite has French doors to pool area, walk-in closet, and generous bathroom with tub + separate shower, marble counters, and double vanity. The back wing of the house has three bedrooms (2 with En Suite bathrooms) plus office with closet that can easily be 5th bedroom. Features include crown molding, wood floors, French doors, wood shutters, interior laundry room, gas Rinnai tankless hot water heater, 2 car attached garage, and fenced yard. New main electric panel & breaker box 2023, ACs/Roof/Plumbing done within past 10 years (approximately). The back of home opens to screened in 39’ wide outdoor living space + heated pool, with views of natural Florida landscape. Zoned for excellent schools – Dommerich Elementary, Maitland Middle, Winter Park High.

1700 Diana Drive, Winter Park

$2,000,000

3 Beds ⋅ 4 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Stunning and Sophisticated. Highly desirable Genius Drive on the North Shore of Windsong. Home will be sure to impress! Detailed architectural design and open floor plan. Gorgeous wood moldings, custom cabinetry and gas fireplace. New windows throughout home. (FAS) New roof 2023. Whole house generator (2023). Over 500 square feet added with addition- back of the home, pantry, laundry room, dog shower, kitchen renovation featuring Nuvolato granite island and Negresco granite in laundry room (2019). 10 ft. ceilings and 8 ft. doors. Refinished oak floors by Walk on Wood, remodeled powder room with designer wallpaper, new sink vanity and toilet. Showcase kitchen! Breakfast nook with vaulted ceiling detail and ceiling height picture windows. Top end Subzero and Wolf appliances, double Wolf ovens. Butler’s pantry includes hidden microwave, full freezer, wine fridge. New laundry includes walk in second pantry and extra fridge. Primary retreat on first floor, tall ceilings, his and hers closets by Closets by Design. Dual sinks, soaking tub and shower in master bathroom. Stackable, new sliders from family room overlooks tranquil back yard. Landscaping is private and natural. Staked stone flower beds and still plenty of yard for kids or pets. Lightscape landscape lighting. Marble tile creates expansive entertaining area. Remote retractable screens on new outdoor porch. (2023) Two quiet bedrooms and two bathrooms located upstairs. Fourth bedroom was turned into workshop and could easily be converted back to a bedroom or work out area. Additional bonus featuring built-in desks and storage. Gas tankless hot water heater, gas stove top, fireplace and stub for gas grill in back yard. 2 car garage with additional parking, 2 ACs plus additional unit in bonus room. Located in one of Winter Park’s most sought-after neighborhoods, Windsong offers its residents Chain of Lake Access, community pools, splash park, pontoon boat, paddleboards. Top rated schools and minutes to Park Avenue shopping and dining.

559 Genius Drive, Winter Park

$430,000

2 Beds ⋅ 1 Baths ⋅ Carver Town SubDv. ⋅ 32789 Zip Code

This charming bungalow located in Winter Park has so much to offer! You can make it your own cozy home or use it as a great source of steady income. As you step inside, you'll find yourself in the spacious living and dining area, which seamlessly flows into the updated kitchen. The kitchen boasts a natural gas range, stainless steel appliances, granite countertops, wood cabinets, and a breakfast bar. <br><br> Additionally, there is a handy utility closet with a washer and dryer located right next to the kitchen. The family room features lovely skylights and French doors, creating a bright and inviting atmosphere. The bathroom has been nicely updated, replacing the bathtub with a shower. The large fenced-in backyard comes with a freestanding utility shed, providing extra storage space. The A/C unit was also recently replaced just three years ago. <br><br> Winter Park is a fantastic place to call home, with so much to see and do! You'll be just a short distance from Winter Park Village, Park Avenue, public transit, the Sunrail, the Winter Park golf course, and so much more. Don't miss out on this amazing opportunity!

663 Callahan Street, Winter Park

$1,250,000

2 Beds ⋅ 2 Baths ⋅ Villa Siena SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Pending for Sold Data Only

315 E New England Avenue Unit 23, Winter Park

$1,117,500

4 Beds ⋅ 3 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

Welcome to this stunning Winter Park pool home. This impeccably designed 4 bedroom, 3 bathroom home features a thoughtful layout, perfectly balancing various living spaces to accommodate all your needs. With split bedroom floor plan, a bonus room, a formal dining room/living room combo, and a family room/kitchen combo, this residence offers both versatility and comfort. The large lot further enhances the appeal, making it an oasis to enjoy throughout the year. The house has undergone numerous improvements starting with fresh exterior paint and trim, giving it a modern and inviting appeal. The upgraded kitchen features new quartz countertops, a beautiful backsplash, enhanced lighting, and soft-shut cabinets. Wooden shutters adorn every window, adding a touch of sophistication and privacy. The primary bedroom comes with his/her closets, providing ample storage space for personal belongings, and room for a lounge. The main living area and primary bedroom feature two cozy fireplaces, perfect for creating a warm and inviting atmosphere during the winter months. The secondary rooms are connected by a functional Jack and Jill bathroom, adding convenience for families and guests. Additional features include a secondary refrigerator in the garage for extra storage capacity, a shed in the side yard, and an enclosed pool for year-round enjoyment. This Winter Park home is a true gem, combining style, functionality, and practicality to create the perfect living space for your family. Don't miss out on the opportunity to make it yours! Schedule a visit today and experience the charm and comfort this home has to offer.

1226 Germaine Drive, Winter Park

$2,695,000

4 Beds ⋅ 5 Baths ⋅ Windsong SubDv. ⋅ 32789 Zip Code

Windsong hard-to-find one-story estate home on newly landscaped lot. Home has been completely updated with new appliances, built-ins, and updated baths and kitchen. Large primary bedroom suite with huge closet and updated bathroom. All bedrooms are en suite and a split plan as well. The family room has a gas fireplace and views of the pool. Large rear porch with retractable screens and summer kitchen overlooking the beautiful pool/spa and private backyard oasis. The three-car garage is airconditioned and could be used as a workout room. This home is meticulously maintained and has so much to offer. All of this in the Windsong community which provides access to WP Chain of Lakes, 2 community pools, and several parks.

410 Genius Drive, Winter Park

$1,162,500

3 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Spectacular lakefront condominium in downtown Winter Park. Steps to Park Avenue's quaint shops, restaurants and manicured parks! Very rare do these units so close to the lake come on the market. Completely renovated, this magnificent condominium home features 3 Br, 2 Baths. Very spacious living room, with impressive wood-burning fireplace gorgeous views of Lake Osceola with double sliders. Lakefront Master Suite includes an oversized walk-in closet. Large double porch overlooks the lake and is perfect for year-round outdoor entertaining. The Cloisters offers a heated pool, exercise room with saunas, entertainment room with kitchen, putting green, covered parking, visitor parking, boat dock, private boat slip and on-site management with 24 hour video surveillance.

106 S Interlachen Avenue Unit 518B, Winter Park

$6,000,000

7 Beds ⋅ 8 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Casa Bianca, the extraordinary Winter Park estate, has entered the market for the first time available in over 40 years. Perfectly positioned on the corner of Via Tuscany and Alabama Drive in the distinguished Vias of Olde Winter Park is one of the area's finest and most notable properties. Resting on an expanse of premier, elevated acreage and surrounded by lush landscaping with gorgeous palms and majestic oaks, this elegant lakefront estate showcases breathtaking sunset scenes over Lake Maitland, the largest lake on the Winter Park Chain of Lakes. House, guest apt, pool and boat house are being sold “AS IS” as the inherent value for this property is in the land… This remarkable lakefront estate property presents a rare, once-in-a-lifetime opportunity to own a landmark property in Winter Park.

1311 Via Tuscany, Winter Park

$1,995,000

4 Beds ⋅ 4 Baths ⋅ Flora Park 2nd Add SubDv. ⋅ 32789 Zip Code

Stunning Rustic Modern pool home with clean lines and top quality finishes. As you walk through the front door you are welcomed by a spacious Foyer with stack stone and wood paneling detail on the wall. Just off the foyer is the formal living/flex room. As you continue through the foyer you walk into the large open and family room / kitchen / dining room area which overlooks the oversized and private backyard. The family room features a stack stone fire place and double sliding doors leading out to the covered travertine lanai. The gourmet kitchen offers Thermador stainless steel appliances, a large breakfast bar and built-in pantry storage. Just off the Kitchen is the dining room which features 3 large picture windows for amazing natural light and beautiful wood beams on the ceiling. The spacious master bedroom located on the first floor features a trey ceiling with wood beams and sliding doors leading to covered lanai overlooking the large private backyard. The stunning master bath features a large walk-in shower and soaker tub, dual vanity and a large walk-in closet. The main floor also includes a half bath and spacious laundry room. The second floor has 3 bedrooms, 2 full baths, 2 Loft/Flex space areas and Laundry Closet. The spacious lanai, extended patio deck & summer kitchen overlook the sparkling pool, heated spa & private HUGE totally fenced back yard. Additional amenities include: 2 Trane 16 seer A/C dual systems, vinyl Low E insulated windows, core fill in block walls, high density foam insulation in ceilings, Rinnai gas tankless water heater, full security, camera & surround sound pre-wire & more!

2012 Arbor Park Dr, Winter Park

$2,750,000

5 Beds ⋅ 7 Baths ⋅ Golfview Terrace SubDv. ⋅ 32789 Zip Code

This fairytale property is located in the gracious neighborhood surrounding Park Avenue known for homes of unique character & historic architecture. The main home was originally built in 1918 & has been thoughtfully renovated to modernize the home’s function while maintaining the architectural integrity. It is located in the heart of Winter Park on a rare half acre, corner lot w/ charming views of the Winter Park Country Club & golf course. The semi-circular driveway that connects to both Webster & Old England provides convenience & enhances the curb appeal. Upon arrival, your guests will immediately appreciate the lush landscape, the dynamic & steeply pitched roof, overlapping, front-facing gables & charming, arched front door popular w/ Tudor style homes. Inside the foyer & through the arched doorway to the left, this home opens to an expansive, formal living space featuring cathedral style, volume ceilings ornamented w/stained, hand hewn oak, wood floors, tall windows, french doors overlooking the brick courtyard & an elegant, floor to ceiling, wood burning fireplace. To the right of the foyer are the formal dining & sitting rooms w/ long, rectangular windows clustered together offering an abundance of natural light to these richly detailed yet comfortable interior spaces. Towards the back, right side of the home, the spacious kitchen opens to an eat-in area, family room & stairs leading down to the basement wine storage. The kitchen features real wood cabinets, black granite counter tops, a sizable island w/seating for five, a Subzero refrigerator, Viking gas range & oven w/stainless steel vent hood, double-bowl, under-mount sinks, commercial style faucet, ice maker, prep sink, under counter microwave, a pantry & a large closet-style storage space allowing for easy access to your favorite serving pieces. The eat-in area & family rooms feature multiple sets of french doors through which you are provided beautiful views of the fountain at the center of the courtyard, pool & backyard haven. The layout of the main house includes a 3-way split plan w/ all bedrooms & bathrooms on the 2nd floor. The primary is located on the left side of the home and is accessed through a rear stairwell. This spacious suite is equipped w/ a walk-in closet, Juliet balcony & charming bathroom featuring a wood vanity, marble countertop & a shower/tub combination w/ floor to ceiling white subway tile. The two alternate bedrooms & bathrooms are accessed from the entry stairwell. The front, right alternate bedroom suite features a spiral staircase w/ loft. The rear, alternate bedroom suite is adjacent to the roof top deck. Both are rich w/ character showcasing wood floors, extensive millwork, renovated baths w/shower-tub combination, white subway tile, bead-board & pedestal sinks. The guest house was built in 1925 & is located on the far side of the courtyard. It includes a full kitchen, general living space, laundry room & half bathroom on the 1st floor as well as 2 bedrooms & 1 ½ bathrooms on the 2nd floor. This flexible space could be used in myriad ways. A rear, gated driveway w/ access from Old England is located at the NE corner of the property & is discretely hidden behind a jasmine covered wall. This is the first time this century that this Old Florida property w/ its storybook exterior architecture, majestic oaks & private courtyards that leaves you w/ a rare feeling of deep connection & an undeniable sense of place is being offered for sale.

341 E Webster Avenue, Winter Park

$1,075,000

5 Beds ⋅ 4 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

This exquisite home overlooking Dubsdread golf course is a true gem, offering a perfect blend of classic charm and modern comfort. New roof, new AC units and whole house emergency generator added in 2020! New tankless water heater installed in 2021! The home is on a large corner lot which actually consists of three lots combined, so this spacious yard affords plenty of room for outdoor gatherings, privacy, or possibly even a future additional dwelling unit! From the moment you step inside, you will be captivated by the attention to detail found throughout and the thoughtful design elements that define this residence. Boasting impeccable craftsmanship, this home features beautiful molding, hardwood floors, french doors, and tray ceilings that add a touch of warmth to every room. The custom built-ins throughout the house not only offer convenient storage solutions but also add a unique and personal charm. The formal living room is the perfect place to unwind and relax, with a working wood-burning fireplace that sets the ambiance for intimate gatherings or quiet evenings. The spacious kitchen features granite countertops, custom cabinetry, stainless steel appliances, brand new ice maker and six burner gas stove top. There is also a prep kitchen that includes an additional oven, refrigerator, separate freezer, wine cooler, and second dishwasher. This one-of-a-kind home offers 5 spacious bedrooms and 3.5 bathrooms (two of which have double vanities), providing ample space for accommodating guests or entertaining. The primary suite features a large walk- in closet and a spacious sitting area that overlooks the picturesque backyard view. Step outside to discover a breathtaking outdoor space that is truly a private oasis. The gorgeous backyard showcases a private pool, providing the ideal setting for private outdoor entertainment. With its lush landscaping and serene atmosphere, this space is perfect for creating lasting memories with loved ones or hosting events. With its prime location in a walkable neighborhood, this home allows for easy access to an array of shopping, dining, and activities. Don't miss out on the opportunity to make this unique property your own. Call today to schedule a private tour.

2521 Minnesota Avenue, Winter Park

$235,000

2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

Reduced over $20,000. Make an appointment today! Owner is interested in holding a mortgage with a balloon payment or a Lease Purchase to close beginning of 2024. Owners not interested in Cash offer or financing Contract to close in 2023. Call Jan for more details. Updated 2BR 2 Bath !st Floor Unit in Lakefront Community. Spacious Rooms/Great Layout. Great Winter Park Value! Community Heated Pool. Community Lakefront Deck. Lake Access to beautiful Lake Killarney. Walk to Shopping, Movies, Restaurants. Close to Park Avenue! Easy Access to 1-4.

1500 Gay Road Unit 21B, Winter Park

$1,255,000

4 Beds ⋅ 4 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Beautiful Mediterranean 4 bed 4 bath within a 5 minute stroll to all the beauty that Park Ave has to offer. Main house has 3 bed 3 bath and then there is a guest house (income producing) 1 bed 1bath.

422 Carolina Avenue, Winter Park

$1,587,381

5 Beds ⋅ 5 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

**SELLER IS OFFERING OWNER-FINANCING - 25% DOWN, 5.2% INTEREST RATE, 3-YEAR BALLOON** This stunning custom-built 5 bedroom, 3 full & 2 half bathroom home boasts a wonderful floor plan, detached 2-car garage with covered space and a salt system pool with gas fire pit, perfect for those who love to entertain or simply relax in style. The formal living and dining rooms are filled with natural light, making it the ideal place to host gatherings with family and friends. The newly renovated kitchen features exceptional stainless appliances; brand new wood cabinetry; beautiful quartzite countertops and spacious eat-in dining area. The kitchen opens to the family room with a gas fireplace and double french door that open onto the back porch. The master suite includes a walk-in closet and luxurious ensuite bathroom with a large, lighted Roman tub and separate shower. The master connects to a spacious office for those who work from home or need a quiet space to focus. The remaining 4 bedrooms are upstairs and are generously sized with ample closet space. The second floor also features a large bonus room situated between the bedrooms and 2 full bathrooms, one being an ensuite. The home's interior is further enhanced by archways, custom millwork and iron stair rail with patina brass banister plus designer touches throughout. Step outside and enjoy the Florida lifestyle with nicely sized pool for hot summer days, along with a gas fire pit for cool winter nights. The covered lanai provides the ideal spot to relax with family and friends. Additional amenities include plantation shutters, large laundry, travertine and wood floors, powder bath downstairs and copper rain gutters. The Massey termite bond on the home is transferable - $95 fee to transfer. Shingle roofs replaced in 2018.

1331 Hibiscus Avenue, Winter Park

$686,000

3 Beds ⋅ 2 Baths ⋅ Northwood - Winter Park Oasis SubDv. ⋅ 32789 Zip Code

Nestled just steps away from the Winter Park 9 golf course and a short stroll from the vibrant Park Avenue, this fabulous home boasts the desirable walkability that everyone is looking for! This modern and stylish one-level home, situated in a charming Winter Park neighborhood, offers the perfect combination of location and updates. Step inside and experience the cozy sophistication of this completely refreshed and upgraded home. The trendy & tasteful finishes create a modern ambiance that will leave you impressed. The open living space is complemented by three bedrooms and two bathrooms, making it the ideal split floorplan for comfortable living. Upon entering, you are greeted with newer tile flooring throughout the entire home. The spacious kitchen is a chef's delight, with a large island adorned with quartz counters and a convenient microwave drawer. The adjacent bar area includes a built-in pantry, open shelving, and a wine fridge, adding a touch of luxury to your everyday life. Just beyond the kitchen/living room, you'll discover a fantastic dining area and two well-appointed bedrooms. The chic fully redone bathroom will impress you with its delightful features and selections. The laundry room, equipped with a newer GE washer & dryer (2021), built-in storage cabinets, a sink, and a tankless water heater, adds convenience to your daily routine. On the opposite side of the home, the owner's suite awaits, exuding brightness and airiness. A space-saving built-in wardrobe lines one wall, while the en-suite bathroom showcases stunning design elements, including a walk-in shower, dual sinks, and a private water closet. Step through the sliding glass doors at the back of the house and be greeted by a rear brick patio and backyard, seamlessly connecting indoor and outdoor spaces for delightful entertaining. Enjoy shaded dining and lounging on sunny days with the newer retractable awning (2021) controlled by a convenient remote. The fully fenced backyard, lined with bamboo, offers the privacy you desire. Additional features that make this home stand out include a newer roof (2020), newer AC (2020), a two-car garage with a new electric car charger (2022), a custom workbench, and storage cabinets added in 2021. And let's not forget the incredible location—a couple blocks from the Winter Park 9 Golf Course, Park Avenue, and the Farmers Market on Saturdays. With Whole Foods, Winter Park Village, and Publix just minutes away, this home truly is your private oasis in the heart of Winter Park.

630 Northwood Circle, Winter Park

$520,000

Metzingers Add SubDv. ⋅ 32789 Zip Code

Close to hospital, shops, school, entertainment, I4, 408, markets, restaurants, medical buildings, few miles to Orlando and Winter Park's downtown, golf course, tennis courts, and public boat dock. Five minutes from Rolins and Valencia Community College. 5 minutes to Park Avenue and US Post Office.

1321 Harmon Avenue, Winter Park

$2,300,000

4 Beds ⋅ 5 Baths ⋅ Golf View Heights Un A SubDv. ⋅ 32789 Zip Code

SHOWCASE HOME- Resort style living! Beautiful Modern-Mediterranean Custom Pool Home, built by Dave Cahill Company. 4,611 heated square feet! Flexible split bedroom floorplan featuring spacious open living spaces full of natural light. Open and airy home has 4 large bedrooms with private bathrooms, including a rare DOWNSTAIRS guest suite, walk-in closets, powder bath, great room with a gas fireplace and lofty ceilings, den/office, family dining room with built in area for bar or credenza. Huge gourmet kitchen gas 4- burner cooktop 2 pantries (one hidden in cabinetry), floor to ceiling windows, island and eat-in space, honed granite countertops, farmhouse sink with commercial grade faucet, stainless steel Bosch appliances. Luxurious PRIMARY downstairs bedroom and elegant primary bathroom- double headed shower, dual vanities, soaking tub and enormous primary closet. Upstairs boasts a large game room, a spacious media room with vaulted ceilings pre- plumbed and pre-wired for a home theatre and 2 large bedrooms with private bathrooms, office and walk-in closets. Loft currently being used as a playroom and gym. You will never run out of closet space! Large storage closets throughout. Nicely sized laundry room with built in dog house for our furry friends. Spacious back porch with remote retractable screens, summer kitchen, backyard with a cabana and gas fireplace (new heating mechanism), pool with beach shelf and water feature. Very private backyard and fully landscaped. New exterior paint 2022 and freshened interior paint 2023. Oversized 2 car garage. Neighborhood draws lots of doctors due to proximity to hospitals. Walk the brick street and bike around Windsong and Baldwin Park. Minutes from Park Avenue Restaurants and shopping! Close to Lake Highland Prep, Park Maitland, and Geneva Schools. Winter Park public schools- Brookshire, Glenridge and WPHS.

1730 Greenwich Avenue, Winter Park

$1,000,000

4 Beds ⋅ 3 Baths ⋅ Campo Bello SubDv. ⋅ 32789 Zip Code

Don't miss out on this remarkable 1-story home in Winter Park, situated on a charming brick street just minutes away from Park Avenue! This immaculate residence is a true gem with its 10- foot ceilings and pristine condition. The property features a main house with 3 bedrooms and 2 bathrooms (2,473 SF), and a renovated Studio guest house (484 SF) with a kitchenette and full bathroom. Recent upgrades include a brand-new roof and gutters (2021), a new HVAC system in the main house (2021), stunning modern bathrooms, refreshed landscaping, new brick paver patio (2021), updated irrigation, and exterior lighting (2020), as well as newer Maytag washer and dryer (2020). The pool has been resurfaced, ensuring a delightful outdoor experience. Step inside the main house and be greeted by an abundance of beautiful windows adorned with newer plantation shutters and an inviting office nook. The rear wall of glass French doors offer picturesque views of the pool and tropical landscaping, embracing the true essence of Florida living. The open floor plan creates an airy and purposeful atmosphere, seamlessly connecting the living room, family room, kitchen, and a sunny Florida room with glass French doors leading to the rear patio and saltwater pool. The spacious open kitchen features beautiful stone countertops, ample storage, an expansive breakfast bar, and an eat-in dinette for additional seating. A separate dining room is perfect for hosting gatherings. The split bedroom layout is ideal, with two bedrooms, a full bathroom, and a laundry closet located in the front wing of the home. The Main Suite is positioned at the rear of the home, boasting floor-to-ceiling windows overlooking the pool, 2 custom walk-in closets, and a bathroom with a large, newer glass shower with multiple heads, a deep soaking tub, and a private water closet. The detached guest studio offers an open layout that accommodates both bedroom and living room furniture, a dinette area, a renovated kitchenette equipped with a microwave and refrigerator, built-in shelves, a closet, and a full bathroom. The easy accessibility is enhanced with a side patio gate conveniently located near the driveway, making it an ideal stay for your guests to come and go. Enjoy the Florida outdoors in your fully fenced-in yard enveloped by tropical landscaping. The property boasts a spacious side yard with a storage shed and a large paver patio with a pergola, perfect for outside dining. A grass area is also available for your pets to roam. Located within close proximity to Sprouts, Publix, Walgreens, Advent Health Hospital, eateries at the Aloma Shopping Center, Phelps Park, Rollins College, and Park Avenue. This home truly offers it all! Ask for a floorplan & list of improvements!

1861 Edwin Boulevard, Winter Park

$815,000

3 Beds ⋅ 3 Baths ⋅ Jenkins Add SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Welcome to 1710 Palmer a lovingly restored 1951 home nestled in the charming community of Winter Park. This stunning residence boasts timeless elegance, a spacious layout, and a private pool, creating the perfect oasis for relaxation and entertainment. With 3 bedrooms, 2.5 bathrooms, and a total of 2,386 square feet, this home offers the ideal blend of classic charm and modern comforts. As you walk in to the home, you’ll be greeted by the living room and dining, perfect for hosting memorable dinner parties and holiday celebrations, with ample space to accommodate a large dining table. The main living room exudes a cozy atmosphere, featuring a wood burning fireplace, ideal for gathering with loved ones on cooler evenings. The master suite, located upstairs, offers a tranquil retreat, complete with a private en-suite bathroom and plenty of closet space. The two additional bedrooms, located downstairs, are generously sized, providing comfort and versatility for guests, a home office, or a growing family. Step outside into your own private paradise. The backyard is a true haven, featuring a private pool surrounded by a paved patio, perfect for lounging under the Florida sun or hosting lively gatherings. The mature landscaping offers privacy and creates a serene atmosphere, making this outdoor space an idyllic retreat. Situated in the heart of Winter Park, this home is conveniently located near renowned parks, shopping destinations, the Winter Park Chain of Lakes, and top-rated schools. Enjoy the vibrant local community with its charming boutiques, and trendy restaurants. The lovely Winter Park Golf Course is just moments away, providing endless opportunities for outdoor recreation. Don't miss the chance to own this exceptional beautiful home, filled with character, charm, and modern amenities. Schedule your private showing today and embrace the Winter Park lifestyle in this captivating residence.

1710 Palmer Avenue, Winter Park

$800,000

3 Beds ⋅ 2 Baths ⋅ Capens Add SubDv. ⋅ 32789 Zip Code

Welcome to this stunning Mid-century style 3 bedroom, 2 bath, 1930 sq ft home with a 2 car garage, where sleek modern design meets functionality. Step into the open-concept living space and be captivated by the abundance of natural light streaming through the large windows, creating a warm and inviting atmosphere. The centerpiece of this home is the gourmet kitchen, featuring top-of-the-line appliances that are sure to impress any culinary enthusiast. The Samsung Fridge and new natural gas range are equipped with cutting-edge technology, including the ability to air fry, dehydrate, and even bread proof. The kitchen also boasts stylish two-tone cabinets with a 42" upper configuration. Prepare meals with ease using the convenient split oven, perfect for hosting and baking multiple dishes simultaneously. The oversized island, measuring an impressive 8'x4', offers a spacious area for meal preparation, dining, or casual gatherings. Wood beams on the ceiling in the open area add a touch of rustic charm to the modern aesthetic. The mature landscaping surrounding the property provides a serene and private outdoor oasis, perfect for relaxing. Enjoy the convenience of having the laundry facilities conveniently located inside the home. Additionally, the remote blinds in the public areas allow for easy light control and privacy adjustments at the touch of a button. Arlo security system included. This home is located in beautiful Winter Park, near Park Ave, with restaurants, shopping, Rollins College, and events close by. Also enjoy Winter Park's convenient transportation via the Sunrail to downtown or Amtrack throughout FL. Call today for a private tour! Room Feature: Linen Closet In Bath (Primary Bedroom).

737 N Capen Avenue, Winter Park

$9,250,000

5 Beds ⋅ 6 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Proudly presenting a unique opportunity to acquire one of the most significant lakefront estates in Winter Park, on beloved Via Tuscany, moments from downtown Park Avenue's shopping and restaurants. This iconic and historic property boasts the rarity of 1.57+ acres elevated above Lake Maitland, with 138 feet of waterfrontage and breathtaking views from sunrise to sunset. Built in 1919 in the Georgian Revival style, the home captures the essence and elegance of a bygone era but is resplendent in every aspect to withstand the test of time. Spectacular curb appeal with stunning mature landscaping, a park-like backyard with a gazebo and sweeping lawn to the lake, a boat dock, an outdoor fireplace, and an impressive screened indoor pool provide endless enjoyment and entertaining possibilities. The grand entry foyer welcomes with a balance of informal and formal rooms on the first floor, ideal for large-scale entertaining, both inside and out. The first floor features an oversized living room, a formal dining room, a den, a study, a kitchen, a breakfast room, a Butler's pantry, and two sunporches. Two sets of staircases lead to 5 bedrooms and 4 full baths, plus numerous flex spaces. The upstairs owners' suite is luxurious with a fireplace, a sitting area, oversized walk-in closets, a small bar area, a closet with a second washer/dryer, elevator access, a private porch, and a rooftop terrace. There is also a guest cottage with a bedroom, a bathroom, a living room, and a kitchen. The enormous attic and basement offer large amounts of storage. Features include soaring ceilings (12-14'), heart pine floors, plantation shutters, an elevator, intricate millwork and crown molding, and a 4-car garage. The total of 8,353 heated square feet includes 7,367 sq ft in the main house and 986 sq ft in the guest cottage. The property has been meticulously maintained and enormously loved. Prime location and unrivaled lot quality.

1461 Via Tuscany, Winter Park

$969,000

4 Beds ⋅ 4 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Contemporary new build in Winter Park, FL! Nestled amongst million-dollar properties, with Lake Killarney just down the street, this single-story residence with four bedrooms, three and a half bathrooms, 3,110 square feet of living space and two-car garage offers clean lines, open floor plan and sleek and modern interiors. The home features a split floor plan with tile plank flooring throughout. Enter to a central living area and designer kitchen overlooking the family room with views of both the front and spacious backyard. The kitchen features chic ceiling-height solid wood white shaker cabinetry, stainless appliances, electric range, island pendant lighting, white farmhouse sink/center island, quartz counters and recessed lighting with LED trim. The primary suite offers views and an entrance to the backyard with en-suite bath featuring a designer tiled walk-in shower with custom glass enclosure, solid wood vanity and walk-in closet with custom shelving. This gorgeous modern home also features three additional guest bedrooms with two full baths and one half bath. Interior laundry with mop sink. Plenty of room for a pool or host outdoor BBQs and gatherings in the spacious fenced-in backyard. Close proximity to all of the cultural offerings and commerce Winter Park is known for, just a quick stroll, bike ride or drive away. Near Hillstones, Park Avenue, Winter Park Village, Trader Joe's, Rollins College, Enzian Theater, golf courses, College Park, SunRail and traffic access points. No HOA. Additional Features: Pre-Wired for a Pool, 30-year fiberglass architectural shingles. Energy-saving features: Core-filled block with foam insulation, R-38 fiberglass insulation in attic, low-E double-pane vinyl-insulated windows, high-efficiency 15-seer Rheem AC. Programmable thermostat, high efficient 50-gallon propane gas tankless water heater. *Professional photos coming soon!

2430 Roxbury Road, Winter Park

$965,000

3 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers.One or more photo(s) has been virtually staged. Experience the fusion of luxury, convenience, and tranquility in this captivating three-bedroom, two-bath condominium, nestled in the heart of downtown Winter Park. Located on the tranquil shores of Lake Osceola, this quiet corner unit not only provides breathtaking views from its private balcony and sunroom, but also places you within a vibrant neighborhood full of life and charm. Upon entering this sun-filled 1734 sq. ft. home, you are welcomed by the warmth of the engineered hardwood floors and an abundance of natural light that adds to its inviting charm. The kitchen is a chef's delight, boasting stainless steel appliances and clever storage solutions. Further enhancing the refined ambiance of this sophisticated home are the features like granite countertops, plantation shutters, crown moldings, and modern electric roller shades that are subtly woven into the design. You'll find comfort and luxury in the bathrooms, equipped with walk-in showers enclosed in sleek glass, well-lit mirror spaces, and convenient storage. The master suite boasts an en-suite bathroom, ensuring your privacy and tranquility. This condominium has been thoughtfully remodeled, creating an inviting atmosphere throughout. The generous living and dining rooms are perfect for entertaining, while the cozy sunroom, doubling as an inspiring office space, invites quiet reflection with the serene lake as your backdrop. Outside your doorstep, you'll discover renowned Park Avenue shops, exceptional dining establishments, and the Winter Park Country Club and Golf Course. The convenience of covered parking, an elevator, and the building's proximity to daily amenities enhances the overall living experience. Within the complex, immerse yourself in a variety of amenities: boat docks for the seafarer, a gym for the fitness enthusiast, and an elegant community room for gatherings. Enjoy peaceful moments on the green, refresh by the poolside, or simply unwind by the serene lakefront. This residence is expertly managed by FirstService, ensuring a harmonious living experience. The charm of Winter Park Village's shopping and dining experiences, nearby fitness centers, and the intellectual allure of Rollins College are just a glimpse of what the community offers. This is more than just a home—it's a lifestyle of luxury and comfort. Don't miss your chance to create lasting memories in this sophisticated Winter Park condominium. Contact us now to schedule your private viewing. Floor plan available upon request.

100 S Interlachen Avenue Unit 201, Winter Park

$706,000

3 Beds ⋅ 2 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

Price Improvement on the Lowest Priced Pool Home in 32789!! Welcome to this stunning bungalow featuring 3 bedroom, 2 bathrooms with a Pool situated in the historic and charming area of Winter Park. This beautiful home features a brand-new kitchen with white shaker cabinets, quartz countertops and stainless-steel appliances. The entire house has been upgraded with luxury vinyl flooring throughout for an elegant yet modern touch that is sure to impress. As you explore the exterior of this home, you will quickly take note of its extra wide lot surrounded by million-dollar homes as well as its white vinyl fencing surrounding the pool in the backyard. You can also enjoy a circular drive or stroll down one of its brick streets while taking advantage of being mere steps away from Park Avenue’s many shops and restaurants. This property offers A rated schools nearby so you can ensure your children receive only the best educational opportunities available today! And with a spacious 1672 square feet interior space, there is plenty of room for everyone to grow and thrive in comfort - truly giving you all the necessary elements for an idyllic lifestyle here at this stunning home!

1231 Kenwood Avenue, Winter Park

$965,000

3 Beds ⋅ 4 Baths ⋅ Osceola Shores Sec 01 SubDv. ⋅ 32789 Zip Code

PRICE IMPROVEMENT! PRIME LOCATION! .45 ACRE HOME SITE with Charming pool home in the Heart and Soul of Winter Park's Osceola Shores neighborhood. Walk to Polasek Museum, Rollins College, Dinky Dock Park and Park Avenue shops and restaurants. Just a great location! BUILD YOUR DREAM HOME or Enjoy This Classic property, originally built for the Miller Hardware family, is truly a one of a kind property. Expansive front lawn, Split floor plan and exceptional renovation offers a range of spaces inside and out. Wood floors, custom tiles and a wood burning fireplace adds warmth and charm to this relaxed and informal gem. Professionally equipped Kitchen featuring granite countertops, Sub Zero built in refrigerator and gas stove. The spacious Owners suite has a Jacuzzi tub, large glass shower and oversized vanity with marble floors. Split plan with All 3 bedrooms having access to their own baths. This home has a nice size Den/ office space as well as a Sunny Florida Room with bright windows and French door overlooking lush landscaping and tree canopy. Custom shutters throughout add a touch of class and sophistication. Have a delicious meal in your formal dining room or step outside to your private rear deck and pool area and enjoy a casual dining experience under your custom pergola. Seperate pool bath as well. Plenty of parking for guests on the long paver driveway. Just under a half acre and set back with an amazing landscaped lawn and garden. Welcome Home!

911 Osceola Avenue, Winter Park

$400,000

Capens Add SubDv. ⋅ 32789 Zip Code

Prime Winter Park location in a fast-growing section of the city this is a great find. Zoned R-2, .25 acres, this lot is cleared with nice shade trees, not in any flood zone and a great lot for a builder or investor. Build your dream property in the heart of Winter Park. Mega homes being built all around this amazing location. Surrounded by mature landscaping and an abundance of trees. Nestled in between a church on one side, and a parking lot on the other side this land has so much potential. The parking lot is for the office complex located behind this piece of land. Nice and quiet. Within 15 minute walk to everything Winter Park has to offer. So close to 17-92 and EZ access to downtown Orlando, good food, shopping, and entertainment. Winter Park SCHOOLS are some of the best in the state. Very popular area for new construction and increased values. They are not making any more land!!! Build something fabulous!

822 Symonds Avenue, Winter Park

$2,050,000

5 Beds ⋅ 5 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

Residing in one of Winter Park’s most sought-after communities, this gorgeous Windsong Estate awaits. From the expansive layout and beautiful outdoor living space to the stunning Brazilian Walnut floors and detailed, high ceilings throughout the downstairs living areas, no aspect was overlooked in its construction or care since. The custom double entry doors and 19’ entry foyer welcome you into the formal living and dining, and flow into the remainder of the home. There are 5-bedrooms and 5-bathrooms (one being used as an office), a family room, formal living and dining rooms, bonus room, and a chef’s dream of a kitchen. Here you will find high-end Thermador, Monogram, and Bosch appliances, as well as custom cabinetry, granite counters, two large islands, breakfast bar, and walk-in pantry. The primary bedroom sits on the main level and is extremely spacious, offering a spa bath with dual vanities, large shower, soaking tub, and double walk-in closets with custom organizers. Upstairs is the bonus room along with 3 En-suite bedrooms, all quite spacious with large closets. Accessible from either the family room, formal living room, or primary bedroom to the outdoor living space is sure to be a favorite for everyone. The covered lanai boasts remote controlled screens, tongue and groove ceilings, tile floors, and a custom outdoor kitchen. All overlooking the custom pool by Southern Designs and lovely pond views. Community residents are zoned for A-rated schools and have access to 2 community pools, a splash park, playgrounds, and chain of lake access. With the recent price reduction, it is now the lowest priced home in Windsong Lakeside while enjoying a premium oversized, waterfront lot.

1428 Holts Grove Circle, Winter Park

$285,000

2 Beds ⋅ 3 Baths ⋅ Sandalwood Creek Condo Ph 02 SubDv. ⋅ 32789 Zip Code

NEW PRICE!!!!!! A VERY DELIGHTFUL WINTER PARK CONDO awaits your purchase in desirable 32789. Stylish and updated, this two bedroom with 2.5 baths is a rare find, and is perfect for the buyer who wants an easy commute to so many places. Situated between HWY 17-92 and SR 436, this location is close to good schools, restaurants and shopping in both Winter Park and Maitland. The location also makes a convenient starting point for commutes to UCF, Full Sail, and to the Orlando International Airport. As you enter this home you are welcomed with good natural light, 18x18 tile floors, and a spacious LR/DR combo that is open to a kitchen with handsome granite counters and stainless appliances. There is a laundry closet with full size washer (2020) and dryer and a powder bath that completes the first floor plan. Upstairs there are two carpeted bedrooms and two baths both that have newer cabinets, hardware and granite counter tops. A complete HVAC system was installed in December 2022, and the complex roof was installed in 2021. The Sandlewood Creek complex has a community pool, and both guest and assigned parking. It is rare that a unit here comes on the market. Tenant occupied until September 30, 2023. The tenant could continue to lease if income investment is wanted by buyer, and if lease terms are suitable to all parties. This cute condo is calling your name!

287 Sandlewood Trail Unit 4, Winter Park

$1,211,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. Pre-Construction. to Be Built. You'll love this stunning brand new, 2-story Modern Mediterranean pool home located in the highly desirable Winter Park area. This 2-story property offers custom luxury design and materials. As you step inside you will notice the beautiful tones in the engineered hardwood flooring, modern light fixtures greeted with a beautiful dining/foyer living area leading to a generous kitchen. This home will offer opulent features that will accommodate the whole family. The kitchen will offer custom real wood cabinetry, quartz counter tops, wine fridge, over-sized island, 36’ high-end natural gas range top, in wall microwave, in wall convection oven, refrigerator and dishwasher. While you entertain guests in the family room, enjoy the view of the lanai with a beautiful summer kitchen for outside entertainment. The master suite is located on the first floor with a large walk-in closet with custom shelving. As you enter the large master bath, you’ll enjoy the freestanding tub and Shower combo on a daily basis. As you ascend the staircase to the second floor, there are three nicely sized bedrooms and two full baths. One of the bedrooms has a En-suite bathroom. The other two bedrooms share a bathroom. The home is being constructed and marketed as a custom home. Any proposed changes to selections will be at the sole discretion of Seller. No changes to the floor plan will be permitted. The seller reserves the right to make any and all necessary changes to ensure and facilitate efficiency of construction and completion. Interior finishes and colors are not final and to be determined. About the builder: Nautilus Homes has been building and renovating homes in the central Florida area for over 35 years. Many of the custom homes completed show attention to detail with great craftsmanship. Winter Park’s most desirable neighborhoods five-minute drive to distance to Phelps Park, the YMCA, Lakemont Elementary and Interlachen Country Club. Please reach out today for more detailed information!

1511 Palm Avenue, Winter Park

$1,950,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Old Town SubDv. ⋅ 32789 Zip Code

NEW AND IMPROVED PRICE: Located in the heart of “The Golden Triangle” of Winter Park, this 0.43 acre property is approximately 125 feet wide by 150 feet deep. Discretely hidden behind a wall of podocarpus, this exclusive Georgia Avenue opportunity is only a few short blocks from the retail and restaurants located on Park. Live in the lovely, one-story 2,709 SF Santa Barbara style pool home currently sitting on the property as it is, add on and renovate it to make it your own or tear it down to build the custom home of your dreams. The current home includes a deep covered entry to greet your guests. Beyond the front door is an ample foyer and powder bath. Visible from the foyer are several old-world-style brick walls with gracious arches. Directly through the foyer’s arched opening you will find the entertaining areas — kitchen, dining and family rooms. The dining area is complete with a built-in bar. Updated countertops in the kitchen, lighting and neutral paint allow these flexible spaces to be well received by guests and owners alike. A touch of warmth is added by the masonry fireplace. Multiple sets of french doors and large scale windows allow for an abundance of natural light and a direct view of the enormous backyard. The mature landscaping, pool and broad brick patio area are ideal for entertaining or private enjoyment. Large scale windows also line the galley hallway to the right of the foyer where you will find the master suite featuring a renovated bathroom updated with a soaking tub, designer tile, lighting fixtures and vanities. Continuing down the hall are the two remaining bedrooms, a shared full bathroom and a bonus area. Incredible new house plans designed by the collaborative team of Cynde Norris and Jodie Warrick Konold of Scout & Company Lifestyle + Design are offered with the sale. The Kingston House plans reflect a 6,010 SF estate in a Modern Tudor style with five bedrooms, plus an office and detached Casita as well as an accompanying six full and one half bathrooms.

870 Georgia Avenue, Winter Park

$?

4 Beds ⋅ 2 Baths ⋅ Fairbanks Shores SubDv. ⋅ 32789 Zip Code

2884 Euston St, Winter Park

$?

3 Beds ⋅ 3 Baths ⋅ Fairshores Place SubDv. ⋅ 32789 Zip Code

Charming Winter Park Pool Home! This fantastic three bedroom, two and one-half bath home has been completely renovated inside and out with high-end finishes. New Tile floors throughout with beautiful inlay in the foyer, granite counters and cabinets in the kitchen and bathrooms, stainless steel appliances, freshly painted inside and out, all new windows throughout home with blinds. Hot water heater, plumbing, roof and HVAC all replaced in 2013. Great open floor plan with rooms that flow seamlessly. Family Room offers a wood burning fireplace, bar and sliding doors that lead to the patio and new marcited pool. Nice fenced yard, oversized lot and two car garage. All this with a Winter Park address! Do not miss this one!

2803 Riddle Drive, Winter Park

$?

4 Beds ⋅ 3 Baths ⋅ Dixie Terr Unit No 2 SubDv. ⋅ 32789 Zip Code

Winter Park Home just steps from Park Avenue. Brazilian Cherry & Porcelain tile floors. Trey Ceilings, Crown & Chair moulding. Custom 42" Mahogany Kitchen Cabinetry with Island. Stainless Steel Appliances, Sile Stone Counters. 3 or 4 Bedrooms and 3 Full Baths. Upstairs Laundry features Stacked front load Washer & Dryer. Gorgeous Master Bath features Jacuzzi jet tub and separate shower, His & Hers vanities, brushed bronze fixtures. Custom Bronze accent. Two 10x20 covered lanai on back, one upstairs off Master Bedroom and one downstairs off Great Room. Bedroom #4 on first floor could be Den/Office/Library. Beautiful landscaping with fountain. This home has it all and is close to everything, restaurants, shopping, minutes to Park Maitland School. Enjoy all that Winter Park has to offer. MUST SEE THIS HOME. BRING YOUR pickiest BUYERS AND EXPECT TO BE IMPRESSED. **Available for Rent** $2500/mo plus $2500 security deposit.

1341 Lyndale Boulevard, Winter Park

$?

4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Great Winter Park home ~ meticulously maintained & move-in ready! Brand new A/C & brand new carpet installed January 2014. Three bedroom + office and three full baths in main house with gorgeous hardwood floors, family room with fireplace, French doors with views of the picturesque backyard, a covered patio, a spacious master suite with dual vanity master bath & large walk-in closet. All bedrooms are freshly painted. The detached two-car garage offers a second floor guest/in-law suite complete with full bath ~ perfect for overnight guests, a fitness room, art studio or home office. Central location, closet to Grade A schools, Maitland & downtown Winter Park. Walk to the Winter Park Racquet Club or bike to Kraft-Azalea Park.

2350 Temple Drive, Winter Park

$?

2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code

GREAT TOWN HOME WITH PRIVATE REAR SCREED PORCH. BOTH BEDROOMS ARE UPSTAIRS WITH EN SUITE BATHROOMS AND WALK IN CLOSETS. MASTER BEDROOM HAS A VERY LARGE BALCONY. WOOD BURNING FIREPLACE IN THE GREAT ROOM, OPEN KITCHEN FLOOR PLAN, SCREENED PORCH WITH OUTDOOR STORAGE CLOSET. DINING ROOM OFF FRONT FOYER, LARGE LAUNDRY ROOM AND SEPARATE HALF BATH. CENTRAL HEATING AND AIR WERE INSTALLED MARCH 2011. ONLY 45 UNITS IN THIS VERY WELL FUNDED COMPLEX. ONLY TOWN HOME AVAILABLE. LAST ONE SOLD FOR OVER $200,000. RARELY DO THIS UNITS COME AVAILABLE. WALK TO WINTER PARK VILLAGE, THAT IS HOME TO PUBLIX, MITCHELLS SEAFOOD, BRIO, PF CHANG'S, CHEESECAKE FACTORY, AND REGAL 20 SCREEN MOVIE THEATER. STARBUCKS IS ONLY STEPS AWAY FROM YOUR FRONT DOOR. COMPLEX SITS ON LAKE KILLARNEY, BRING YOUR BOAT AND ENJOY THIS MASSIVE CLEAN LAKE.

130 Killarney Bay Court Unit 5-3, Winter Park

$?

2 Beds ⋅ 2 Baths ⋅ Phillips Circle Rep (Whispering Waters) SubDv. ⋅ 32789 Zip Code

Sophisticated & spacious Whispering Waters ground floor unit. Lake Osceola is your front yard & downtown Winter Park your backyard. Gracious floor plan with travertine floors & a spectacular sun/family room overlooking a large patio. This premium unitis within easy walking distance of Park Avenue & all it has to offer. There are two (2) exquisite baths in marble & stone with custom cabinetry, an inviting kitchen with newer appliances & granite counter tops. Excellent storage in living room, bathrooms, hall closets. Bright home office off master bedroom with built in desks & cabinetry. Underground parking. Surround sound system. New Air Conditioning 2009. A MUST SEE!! Also available for rent - $2,100/month.

311 E Morse Boulevard Unit 3-2, Winter Park

$?

4 Beds ⋅ 3 Baths ⋅ Winter Park Hgts SubDv. ⋅ 32789 Zip Code

Active with Contract. Lease in Place. Tenant comes with purchase at $3300 per month for 1 year plus month to month option after. Spanish Mission revival built by E2 Homes. Certified green construction in the "Tree Streets" of Winter Park. Original construction 1967. Complete ground up renovation in 2006 ensures an efficient worry free home for years to come.Separate office between kitchen and Master, split plan with four bedrooms, three full baths with spacious master retreat. Travertine floors in main living areas, custom cabinetry, butlers pantry, exotic granite counter tops, stainless appliances, and much more. Open kitchen that looks out to covered lanai area and large back yard with room for a pool. Drought tolerant landscaping creates a low water consumption yard. Don't wait until it is too late, make an appointment today! Also available for Lease at $3,500 per month.

1690 Oneco Avenue, Winter Park

$?

2 Beds ⋅ 2 Baths ⋅ Villa Siena SubDv. ⋅ 32789 Zip Code

The Villa Siena Residences take sophistication to a new level offering the convenience of city living and the privilege of estate luxury.Reflecting the classic architecture of Tuscany's centuries-old Siena, Villa Siena combines Old World design and a carefree lifestyle in the heart of Winter Park. Offering 1,619 to nearly 4,000 square feet of living space, Villa Siena's eight distinct floor plans are appointed with superb features, including stone and hardwood floors, private balconies and Sub-Zero and Wolf appliances. With just four floors, Villa Siena imparts an intimate setting while delivering abundant amenities, including a club roomwith bar, billiards and card lounge, fitness center and a rooftop terrace. Villa Siena a quintessential turnkey property ideal for part-time residents and those with demanding lifestyles. Villa Siena's coveted downtown Winter Park location is replete withretail, fine dining and entertainment offerings and is in convenient proximity to the Alfond Inn.

315 E New England Avenue Unit 22, Winter Park

32789 Zip Code Real Estate & Homes with Sidewalk

Browse All 32789 Zip Code FL Properties with Sidewalk for Sale