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$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

$935,000
3 Beds 3 Baths Casa Jardin Condo SubDv. 32789 Zip Code
Elegant Santa Barbara-style townhome in prime location, walking distance to many of Winter Park’s wonderful amenities. Most furnishings can be included in price for a "turn-key" purchase experience!! This gorgeous townhome has a tree-top terrace all accessed by a beautiful winding staircase and a private, in-house elevator. The third level terrace also features a private hideaway office, exercise or media room (an additional 200 square feet air-conditioned, but not included in the living area square feet). This exclusive residence has had extensive remodeling over the years and is meticulously maintained by current owners. A premier unit at Casa Jardin has its own private driveway (living more like a single-family home) to further enjoy the lock-and-leave lifestyle at this very private oasis residence. The main first level enjoys the gathering room with two-story ceilings, beautiful island kitchen with an adjacent outdoor patio and grilling area, along with generous dining area all open to a screened two-story atrium with lots of windows/doors with flooding light in from all directions. The second level enjoys the owner’s bedroom suite with lavish bath, dual closets and private balcony, as well as two other bedrooms that share a hall bath. Lastly, there is a third-level, secluded tree-top terrace and a hidden office, exercise or media room. The home also includes great storage as well as a well-appointed two-car garage. Neighborhood amenities all within walking distance include Park Avenue, Rollins College, Mead Gardens, Winter Park Tennis Center, Azalea Park playground, Lake Virginia access and kayak/paddleboard storage.

1272 S Pennsylvania Avenue Unit 11, 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

$1,900,000
7 Beds 6 Baths Lugano Terrace SubDv. 32789 Zip Code
MAJOR PRICE IMPROVEMENT! Discover your dream home in Winter Park - Boasting a total of 6,954 SF across three levels, this spacious residence on a tranquil street in the sought-after Vias is a haven for those seeking abundant living space. The first and second floors encompass 4,387 SF, featuring six bedrooms and four baths, while the basement adds 2,567 SF with one bedroom with an ensuite bathroom, a full bath in the hallway, a kitchenette/bar, gym, pool room, and more. Whether you envision a quiet retreat, a productive workspace, a game haven, a private hideaway, a workshop haven, an entertainment hub, or simply a place to live abundantly, this home has it all. The expansive first floor showcases a well-designed layout with a private main bedroom suite, a second bedroom suite, and a versatile open floor plan. The grand foyer separates the open living and dining areas, leading into the spacious family room/kitchen combo with a cozy gas fireplace. Natural wood floors adorn the first floor, complemented by French doors that open to the covered rear patio and pool deck. The main bedroom wing on the first floor is generously appointed, featuring a remodeled (2020) marble bathroom, a custom walk-in closet, and a convenient laundry closet with a full-size washer and dryer. The second floor unveils four bedrooms, two Jack-and-Jill baths with double sinks, a large laundry/utility room, and a studio/playroom. A custom built-in ladder leads to a third-floor bonus room with an air hockey table. The real surprise lies in the lower level—a fabulous and functional basement spanning 2,567 SF. This versatile space includes a private living area, an open kitchenette, a breakfast bar, an expansive bedroom with an en-suite bath, a gym, a workshop-ready room, a game room with a pool table, and a second full bathroom. Natural light streams in through large window wells, and a staircase leads up to the back patio/pool deck. Tucked away on a quiet circle just minutes from Park Ave and a few blocks from the Winter Park Racquet Club, this unforgettable gem is located in the desirable Dommerich/Maitland/WP High School district. This residence presents a remarkable opportunity to add your personal touches, allowing you to transform it into your dream home. Fulfill your lifestyle aspirations with this extraordinary Winter Park residence! Please ask for a measured floor plan to explore every detail of this extraordinary home.

1860 Via Contessa, 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

$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

$1,325,000
4 Beds 2 Baths Tuscany Place First Add SubDv. 32789 Zip Code
Rare opportunity to own a ONE STORY lakefront home on a half acre lot located in the highly desirable Via’s of Winter Park. Tuscany Place is a quaint neighborhood that is zoned for top-rated schools and really is the perfect tuck-a-way for any family. Nestled on a quiet cul-de-sac, this beautifully maintained 4 bedrooms/2 full baths offers stunning views of Lake Temple from almost every room. The spacious interior provides the perfect canvas for you to create your dream home and the oversized lot provides so much space to run and play. Featuring a split bedroom floor plan that includes a separate living room, dining room and family room, it truly is the perfect plan for any family. The kitchen features solid wood cabinets, granite countertops and overlooks the family room that boasts beautiful bookcases and a wood burning fireplace with granite surrounding it. This open layout with hardwood floors throughout makes it easy to entertain and has tons of natural light flooding into all rooms. The master suite with lake views features a walk-in closet, dual sinks and a separate shower plus direct access to the rear porch. The 3 additional guest bedrooms are all a good size and share a bath with dual sinks with tub/shower combo. Spacious inside laundry room leads to the 2 car garage with side entry. Screened in rear patio provides even more space to entertain while relaxing by the pool and spa and enjoying the peaceful lake views. Close to Park Ave, the Winter Park Racquet Club, great schools and everything else Winter Park has to offer. This one-of-a-kind ½ acre LAKEFRONT lot in the Winter Park Via’s is special and unique. Don’t miss this amazing opportunity! Welcome Home!

1049 Tuscany Place, 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

$140,000
1 Beds 1 Baths Waterfall Cove At Winter Park SubDv. 32789 Zip Code
Spacious FIRST FLOOR condo in sought-after Winter Park! This 1 bedroom, 1 bath condo features a fully furnished kitchen, spacious living room, and sunny dining room. The primary bedroom includes a walk-in closet. For added convenience, a washer and dryer is located inside the condo. Just off the living room is a private outdoor patio with access to a community green space. Waterfall Cove features a community pool and playground, as well as internet and cable included. Within a mile of the community - easily walkable or bikeable - are fantastic Winter Park shopping and dining destinations including Ravaudage Winter Park, Whole Foods, Nordstrom Rack, and more. Also nearby is the recently renovated Winter Park Village. Traveling throughout Central Florida is easy with convenient access to I-4. Perfect investment opportunity as this outstanding condo is leased!

1695 Lee Road Unit D109, 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

$1,725,000
3 Beds 2 Baths Cloisters Condo SubDv. 32789 Zip Code
A RARE OPPORTUNITY to own 1 of only 6 EXCLUSIVE DIRECT LAKEFRONT condos located on the shores of Lake Osceola in the heart of downtown Winter Park’s bustling shopping district. Unit 219 in the esteemed Cloisters community offers an exceptional lakefront living experience. This corner, one story unit boasts almost 2000 square feet of living space. Its outstanding features include a captivating large outdoor terrace with breathtaking views of Lake Osceola, perfect for entertaining! With a private alcove double door entry, one is immediately drawn into the extraordinary beauty this unit offers. Starting with gleaming wood floors, crown molding, 5-inch baseboards, recessed lighting, and plantation shutters throughout the entire unit. A bank of windows in living room frames the stunning view of the lake and Pella glass doors open to the one-of-a-kind generous lakefront terrace. A lovely fireplace and custom-built in shelving complete the living room. The bright & welcoming kitchen is well appointed with custom wood cabinets with under cabinet lighting, granite counters, top of the line appliances including Sub-Zero, Bosch & Thermador & charming breakfast nook with banquette seating. Distinct dining space with room to accommodate a large dinner party. Gracious owner’s retreat offers more stunning lake views, 2 customized walk-in closets, dressing area, updated bath with dual sinks & custom cabinetry with lots of storage. Second bedroom is currently used has a den with built in desk area. This special unit has indoor laundry room with additional storage, tankless water heater, separate storage closet w/ temperature-controlled room and 1 car assigned carport. The complex offers a swimming pool, putting green, on-site manager, boat slips, dock, bike storage and paddle board/canoe storage. Just a short stroll to Park Avenues shoppes, cafes and eateries, the Alfond Inn, Sun Rail, WP Farmer’s Market, museums and all downtown Winter Park has to offer. Call today for your private viewing of this stunning Unit 219.

106 S Interlachen Avenue Unit 219A, 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

$3,045,000
5 Beds 5 Baths Kenilworth Shores Sec 06 SubDv. 32789 Zip Code
Stunning modern residence boasting almost 5,000 square feet, located in the heart of Winter Park. As you step through the glass front doors, you’re immediately greeted by the grandeur of the marble entry floors, setting the tone for the exceptional finishes throughout this beautiful home. From the gorgeous wood floors laid in a herring bone pattern, to the custom staircase, designer light fixtures, and beautiful mill work, no expense was spared in the construction of this exquisite residence. This luxurious home features two primary bedroom suites both with large walk-in closets and lavish bathrooms that would rival even the most prominent spas. The chef’s kitchen features exquisite custom cabinetry, porcelain countertops, a walk-in pantry, and top of the line appliances including a ILVE Nostalgie range, and a Dacor wine refrigerator for storing up to 100 bottles of your favorite wine. The bright open floor plan connects the family room, dining area, and outdoor spaces, making it a perfect home for entertaining. On the second floor you will find a total of 4 bedrooms, three bathrooms, a second laundry room, and a secret door that leads to a spiral staircase and a private roof top deck overlooking Lake Berry and views in the distance of downtown Orlando. Situated on a spacious lot, this property features a large, fenced yard with mature landscaping, perfect for outdoor activities and entertaining. The highlight of this home is the inviting pool, providing a refreshing oasis for those hot summer days. Jump on your golf cart and within minutes you’re transported to Park Ave, with its amazing shops, fine dining, and everything else that Winter Park has to offer. Schedule your private showing today and experience the epitome of luxury Winter Park living.

633 S Phelps Ave, Winter Park

$1,440,000
4 Beds 4 Baths Charmont SubDv. 32789 Zip Code
This traditional custom-built 4-bedroom, 3.5-bathroom home with a pool is a gem nestled on a charming brick street in the heart of Olde Winter Park, Florida. With approximately 3,000 square feet of living space, this residence offers a well-thought-out layout. The main floor hosts the owner's retreat, which includes a spa-like bathroom and an office that can double as a fourth bedroom. Upstairs, you'll find two en-suite bedrooms and a bonus room, providing ample accommodation options. The gourmet kitchen is a standout feature, featuring wood cabinets, granite countertops, stainless steel appliances, a spacious breakfast bar, an eat-in area, and a generously sized walk-in pantry. The kitchen seamlessly opens to the family room, complete with a cozy fireplace and built-in shelving. French doors from the family room lead to the outdoor covered porch and the pool area, which is adorned with custom pavers and an outdoor shower. This home also boasts a large formal dining room, high ceilings, a split floor plan for added privacy, crown molding, and beautiful hardwood floors throughout. The owner's retreat is a haven, offering a spa-like bathroom with a soaking tub, dual vanities, a walk-in shower, travertine flooring, and an oversized custom closet. Additional features include an indoor laundry room with ample storage space and a 2-car side-entry garage. The lushly landscaped yard is surrounded by a block wall, creating a private and tranquil rear yard. An oversized driveway with pavers ensures plenty of parking space. Moreover, the property is served by great Winter Park schools and enjoys close proximity to downtown Winter Park, Baldwin Park, and downtown Orlando, making it an ideal residence for those seeking a convenient and luxurious lifestyle in this desirable area. Don't miss the opportunity to make this fabulous one-owner home your own.

250 E Kings Way, 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

$1,281,550
4 Beds 5 Baths Tangerine Court SubDv. 32789 Zip Code
Get Busy Living the Winter Park Lifestyle in this 3-bedroom, 3.5 bathroom pool home with an additional 384 SF guest house with full bathroom and cozy kitchenette. Located on a quiet street, this home beautifully blends modern, open-floor updates with inviting outdoor spaces. A bank of French doors seamlessly connects the indoors to the outdoors, providing easy access to the pool area and infusing the home with natural light. A double-sided fireplace adds a touch of elegance, enhancing both the dining room and the family room. Step into the backyard oasis, and you'll be greeted by a sparkling pool with a soothing hot tub, creating a perfect setting for relaxation and outdoor enjoyment. The year 2023 brought significant upgrades to this home, including all new HVAC systems, new roof, new pool heater, fresh interior and exterior paint, newly epoxied garage floor, as well as meticulous landscape with a new irrigation system. Minutes to Winter Park’s famed Park Avenue, Rollins College and public schools as well as just blocks from AdventHealth. Click on virtual tour https://www.tourfactory.com/idxr3118992

132 Burks Circle Circle, Winter Park

$1,600,000
4 Beds 4 Baths Cloister Grove Rep SubDv. 32789 Zip Code
This beautiful pool home is located in the middle of the very desirable Via’s of Winter Park. With 4-Bedrooms & 3.5-Baths, this treasure is across the street from lakefront mansions valued in the 8-digits. LOCATION, LOCATION, LOCATION. Just blocks from Kraft Azalea Gardens (0.40 mile), Isle of Sicily (0.70 mile), Lake Knowles (0.30 mile) and the Winter Park Racquet Club (0.50 mile). A bit further are Park Avenue (1.6 mile), Interlachen Country Club (1.9 mile), YMCA (1.1 mile), and AdventHealth Hospital (1.8 mile). As you enter the property from the iconic red bricks street of Via Tuscany, the circular drive of pavers provides for easy access and plenty of parking when entertaining. The lush, overhead canopy from the massive camphor trees gives the home privacy. Through the double front doors you enter the spacious foyer which is backed by the wooden stairway to the upstairs. To the right of the foyer is the elegant formal living room with a wood burning fireplace and french doors to the pool patio. On the opposite side is the separate, formal dining room decorated with a stunning glass chandelier. Behind this room is the gourmet kitchen equipped with custom, solid wood cabinets, stone countertops and GE appliances except for the Sub Zero fridge and freezer. The kitchen is flanked with an eat-in space and the family room accented with windows and french doors showcasing the spectacular backyard and pool. The backyard is your oasis EVERYDAY; first, with a huge covered patio area overlooking the sparkling pool and open paver area and second, with the massive trees and lush yard on this expansive lot more than a ¼-acre (11,148 sqft). Under the covered patio area is plenty of space for a long dining table or outdoor game table (billards or ping pong) and a sitting area with room for grilling station. Currently within the highly sought after Lakemont Elementary, Maitland Middle & Winter Park High school district.

1530 Via Tuscany, Winter Park

$2,200,000
3 Beds 4 Baths Versailles Winter Park Condo SubDv. 32789 Zip Code
It’s a New Year! Make a move to The Versailles of Winter Park! This exclusive, luxury property is located just steps away from the renowned "Park Avenue," known for its excellent dining, shopping, and special events such as Art Festivals and Concerts. This exquisite development is comprised of only 7 private residences, each offering over 3100 square feet of spacious one-level living and private 2-car garages. As you step out of the elevator, you are greeted by the charming 4th-floor lobby, granting access to just two private homes on this level. The 450 residence makes a grand entrance with its double-door entryway, leading to a generous and open living space featuring high ceilings exceeding 9’, elegant wood floors, crown molding, and custom cabinetry and shelving with accent lighting. A custom electric fireplace with a mantle adds ambiance and character to the room, and French doors open onto a large balcony perfect for outdoor entertaining. The adjacent dining room is equally impressive, easily accommodating a large table for 10-12, with additional space for a buffet or other dining needs. The den/office, situated off the main living area, boasts a wall of built-ins with two desk areas, open shelving, media space, cabinets with lighting, and file drawers. There's still ample space to relax, read, or watch TV in this versatile area. On the way to the kitchen from the living area, you'll find an integrated bar armoire equipped with a sink, beverage refrigerator, and storage, making it effortless to serve your guests. The kitchen itself features a tray ceiling, recessed lighting, a wealth of rich wood cabinets with under-cabinet lighting, an eat-in area with newer lighting fixture, a closet pantry, and a spacious center island with plenty of storage and newer pendant lighting. The split-bedroom layout ensures privacy for the expansive primary suite, which can be accessed through a double-door vestibule entrance. This suite includes new upgraded carpeting, crown molding, a substantial customized walk-in closet, and double Pella French doors opening onto the balcony. The primary luxury bath boasts double marble vanities, updated vanity lighting, a spa tub, a large walk-in shower, and a water closet with a bidet. The additional bedrooms are generously sized and offer en-suite baths, customized closets, newer upgraded carpeting, and newer Pella sliding doors to a balcony. The property itself is meticulously maintained, featuring lovely landscaping, well-kept walkways, and a patio area. Don't miss the chance to live at one of the most coveted addresses in Winter Park, and enjoy the fabulous lifestyle this residence has to offer. Room Feature: Linen Closet In Bath (Primary Bedroom).

200 S Interlachen Avenue Unit 450, Winter Park

$4,087,500
5 Beds 9 Baths Osceola Shores Sec 03 SubDv. 32789 Zip Code
This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises & sunsets… Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements… There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef’s kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lake side breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30’ long dining room with direct lake views… along with a screened lanai... The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bathroom provides a spa-like experience including modern fixtures, his/her separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential 6th bedroom used previously for a caretaker’s quarters tucked away by the garage entry... The upstairs living areas, include 4 additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and sitting area... When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with entertaining terrace, tropical pool, sprawling lawn with retaining walls, boathouse and majestic cypress, oak & palm trees to enhance the lakefront lifestyle... Located on private, quiet street with oversized 3-car garage… Note: roof replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue…

421 Lakewood Drive, 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

$1,090,000
4 Beds 2 Baths South Lakemont Shores SubDv. 32789 Zip Code
The dream of lakefront living in Winter Park can come true with this highly sought-after waterfront property on private Lake Spier in Winter Park. This impressive renovation, both inside and out, is nestled on an expansive 0.88-acre lot with over 117 feet of lake frontage and breathtaking views. The open floor plan flawlessly connects the living and dining areas, featuring rich wood flooring, double-pane windows, carefully selected lighting, and slider doors that provide easy access to the back patio, and the stunning lake views. All creating the perfect setting to entertain & delight your guests. The thoughtfully designed Kitchen showcases custom shaker cabinetry with under cabinet lighting, captivating counter-to-ceiling backsplash, slide in range with range hood, French door refrigerator with separate beverage drawer, a generous peninsula that comfortably seats 4, a statement making island from Williams Sonoma & additional space for breakfast or sitting area with more sliders to back patio. The ideal split plan delivers a private primary suite with a luxury bath featuring distinctive double vanity, premium fixtures, upgraded lighting, & large shower surrounded with wonderful dimensional tile & seamless glass. The suite also has more sensational views through its slider doors leading to back patio, where you can enjoy the evening sunsets. All the additional bedrooms are spacious with wood flooring with bedrooms 3 & 4 having more spectacular lake views. The 2nd bath displays a fresh modern double floating vanity, travertine flooring & shower/tub with travertine tile. More stand out features of the home are the laundry room with utility sink, open shelving, storage closet and washer/dryer, the garage with glass panel door & epoxy flooring-2019. You'll never want to leave the extensive backyard leading to the serene lake with a sophisticated landscape package that includes lighting and an upgraded irrigation system. There's also a newer seawall along the water to protect your frontage, and the grandfathered-in fencing provides safety for your pets. This property is perfect as it is, but the lot allows for future additions and a pool. Other important details to note are: New double pane windows and doors-2019, All new interior doors & hardware-2013, Electrical upgrade & expansion including interior & exterior panels-2013, Full replumbing of home-2013, Hot Water Heater-2019, HVAC 2018, Roof 2013, Septic system completely redone & upgraded to larger system with drain field moved to front & tank moved, to allow for future addition- 2020, Detailed Landscape package, lighting & irrigation-2021, Exterior stucco & stone accents-2013, Brick paver drive, walkway & side patio-2017, Stone tile Back patio-2017, Video camera security-2014, Seamless gutters with leaf filter-2021, Fencing -2013, 2016 & new front gate-2023. This turn-key lakefront property in Winter Park is truly a unique opportunity, with recent updates and improvements that make it ready for you to move in and start enjoying lakefront living. Don't miss your chance to own this sensational waterfront home!"

1887 Lake Spier Drive, Winter Park

$2,600,000
4 Beds 4 Baths Ethel Park SubDv. 32789 Zip Code
This gracious estate is situated on a pristine 1/2 acre private lot just minutes to Park Avenue’s upscale boutiques & restaurants. As you enter this exquisite home you notice the light & bright open floor plan perfect for family living & entertaining. The fabulous chef’s kitchen has beautiful custom cabinets, Sile stone countertops, Thermador appliances including a 48” gas cooktop w/ pot filler, refrigerator, double ovens, microwave, 2 dishwashers & a large center island w/ prep sink. The expansive Great Room has a fireplace & French Doors . The Family Room is open to the kitchen w/ a cozy fireplace & French doors. There is a private office-den & fabulous walk-in temperature controlled wine room. The floor plan has 2 dining areas . The downstairs guest suite would be ideal for elderly parents or a 2nd master. Upstairs the exquisite & spacious Owners' Suite was recently renovated w/ 2 walk-in closets. Owners' spa bath has dual sinks, a soaking tub & large separate shower. There are 2 additional bedroom en suites upstairs & a laundry room. As you walk outside expect to be impressed by the spacious private park-like setting w/ masonry wall, classic open pool w/ firepit & fountains, a large screened & covered lanai & a sport court w/ reg. basketball. Add'l features: New: Roof, Windows, AC, Master Suite, Generator, electric charging station, ext. paint & flooring.

520 Shepherd Avenue, Winter Park