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$899,000
4 Beds ⋅ 3 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code
Stunning cottage-style move-in ready home in the Orwin Manor neighborhood of Winter Park. Boasting over 2600 square feet of living space, this 4 bedroom, 3 bath home has all the most desirable updates. From the slate tiled front porch you enter the living room with 9' ceilings, crown molding, and hand scraped wood floors. An office or workout room opens beyond the french doors. The dining room adjoins the chef's kitchen with its gas cooktop, large island, upgraded stainless steel appliances and modern lighting. The kitchen opens into the spacious family room featuring wood beamed ceiling, plantation shutters and wet bar with wine refrigerator. The downstairs primary bedroom is bright and sunny offering two walk-in closets and a luxurious master bathroom. Up the iron railed staircase you will find 3 sizable bedrooms, a loft area, bathroom and laundry room. Out back you find an impeccably manicured patio and yard area. A spacious roofed Pergola covers the pavered patio. The new hot tub sits on a raised deck next to the pavered fire pit. Pet friendly turf completes the low maintenance exterior. A perfect setting to enjoy time relaxing with family and friends. Orwin Manor is conveniently located near Advent Health Hospital, downtown Winter Park with its charming shops and restaurants and I-4 for easy access to all of Orlando. Come and see the tree lined streets of this quiet neighborhood. Furniture available for purchase.

1400 Canterbury Road, Winter Park
$3,350,000
6 Beds ⋅ 6 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code
Enjoy luxurious living in Winter Park’s coveted Windsong Northshore neighborhood with this gorgeous, custom home located in a quiet, secluded, and natural setting just a short stroll from Lake Berry and Lake Mizell. Enter this 6-bedroom, 4 full bath, 2 half bath Parkland pool home on Genius Drive through an impressive foyer with new marble floors. A living room to the left features a beautiful gas fireplace and built ins. A formal dining room with beautiful custom molding leads to a large, open family room. A newly updated open gourmet kitchen includes a Wolf 6-burner gas stove, Thermador double ovens, a large walk-in pantry, 2 pull out refrigerator drawers, a warming drawer and Wolf coffee maker. The 1st level primary suite features an oversized, newly renovated bathroom with double vanity sinks, a 3rd separate vanity, a new soaking tub and large walk-in shower. A large custom walk-in closet (11’x14’) offers ample space. A second large, first floor bedroom is currently used as an office, with the other 4 spacious bedrooms located on the second floor. Also upstairs is a bonus room currently being utilized as a home theater. This 5,473 sq. ft. masterpiece on a canopied, tree-lined street includes a lovely front yard with circular driveway and front porch, and new light fixtures and plantation shutters throughout. Offering the ultimate in privacy, the fully fenced-in backyard opens to a large, accessible outdoor field with no rear neighbors. The retiled saltwater pool, fire pit, and newly renovated outdoor summer kitchen is the perfect place to relax or entertain friends or family. This exceptional location includes access to a private lakefront activity/community center. The home features a 3-car garage, one bay which is currently being used as a home gym. Move right into this exceptional home in one of Winter Park’s most sought-after locations.

534 Genius Drive, Winter Park
$3,217,500
4 Beds ⋅ 6 Baths ⋅ Winter Park Town Of SubDv. ⋅ 32789 Zip Code
Auction Property. AUCTION LIVE BIDDING OPEN: Bidding ends February 21st. Previously Listed $3.7M. Current High Bid $3M. No Reserve. Come home to your private estate in historic Olde Winter Park. Down a private lane, this Charleston-style residence offers the ultimate in privacy. The wrought-iron details and millwork mingle with luxurious finishes such as Brazilian hardwood, marble, and state-of-the-art home technology and upgrades. A top-of-the-line chef's kitchen with double Gaggenau ovens and butler's pantry anchor any gathering, while your formal dining room offers enough space to seat over a dozen friends and family. Enjoy your private owner's wing with two spa-worthy bathrooms and a laundry room. Guests benefit from a secluded retreat in the carriage house apartment, graced with a dedicated entrance. There's considered space for every mood, from the casual keeping room to the formal living room to the covered porch overlooking the tropical pool and fountain. There's even a cozy sunlit space off the library perfect for an additional office, reading nook, or yoga studio.

1106 Palmer Avenue, Winter Park
$500,000
4 Beds ⋅ 2 Baths ⋅ Howell Forest SubDv. ⋅ 32789 Zip Code
Nestled in the serene and sought-after Hills of Winter Park, this expansive split-plan residence offers a unique opportunity to infuse your style into a home brimming with possibilities. As you step through its welcoming entrance, you are greeted by a generous living room that seamlessly transitions into an inviting dining area, perfect for hosting memorable gatherings. At the heart of this home lies the kitchen, opening gracefully into the family room. This space is a blank canvas for culinary creativity, equipped with ample storage, awaiting your custom touch. The adjoining family room, a haven for relaxation and family time, leads to three well-proportioned guest bedrooms. Each bedroom boasts considerable closet space and shares access to an updated full bathroom, echoing a sense of comfort and convenience. The primary suite, a sanctuary of tranquility, features a full bath and double closets. This masterful space connects to additional flex space, ideal for an office, nursery, or the creation of an expansive primary suite tailored to your desires. Step outside to discover the screened-in porch, a versatile area with indoor/outdoor carpeting, offering an idyllic setting for alfresco entertainment or quiet evenings under the stars. The substantial backyard, adorned with majestic trees and a charming deck area, presents a picturesque backdrop for outdoor activities or future landscaping projects. This home's location further enhances its appeal, zoned for the esteemed Dommerich Elementary, Maitland Middle, and Winter Park High schools. A residence not just offering a place to live, but a canvas for creating the home of your dreams. Your journey to personalize and complete this delightful Winter Park gem starts here.

2949 Lolissa Lane, 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
$560,000
3 Beds ⋅ 2 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code
Discover this charming turn-key treasure, nestled between Winter Park and College Park in the Dubsdread Heights Community. With a brand-new metal roof and all new energy saving windows and plantation shutters, this home stays cool in the hot summers! Step inside this ranch style home with vaulted ceilings and open floor plan to find large, remodeled bathrooms that add luxury to your daily routine. Experience hassle-free living in this turn-key property thoughtfully designed and ready for immediate occupancy. And, for your convenience, inquire about the curated furniture available for purchase, ensuring your new space is not only stylish but also fully furnished. In addition to the inside being move in ready, this property boasts a lush tropical outdoor ambiance, featuring updated pavers leading to a custom firepit. It’s simply perfect for outdoor gatherings. Located within blocks of Historical Dubsdread Golf Course, College Park, and Park Avenue. Embrace the convenience of a well-prepared home, making settling a breeze.

709 Baffie Avenue, Winter Park
$700,000
3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code
Welcome to Orwin Manor, where this latest listing offers an exceptional living experience in one of Winter Park's most desired neighborhoods. This home seamlessly combines a prime location, contemporary comforts, and a tranquil outdoor area, making it an ideal choice for those seeking the finest in Winter Park lifestyle. As you step through the front door, you're greeted by stunning flooring that extends to elegant French doors at the rear. The journey through this home is a blend of sophistication and warmth, ideal for family living. The welcoming foyer acts as a gateway, inviting you to explore the home's diverse spaces. To the right of the foyer lies the spacious master bedroom, accompanied by two additional versatile bedrooms. These rooms are perfect for accommodating family, guests, or setting up a convenient home office. On the opposite side, you'll find the heart of the home - the kitchen. Merging effortlessly from the foyer, this culinary haven boasts ample countertop space and a handy breakfast bar, ideal for everyday meals or socializing. Adjacent to the kitchen, the dining room and family room combo creates an expansive area for family gatherings and entertaining guests. This space beautifully balances functionality and style. The outdoor experience is just as impressive. Step into a meticulously groomed backyard, complete with a captivating pergola. This space is an oasis of relaxation and entertainment, offering a private and peaceful retreat. Located just minutes from grocery stores like Trader Joe’s and Publix, boutique shops, and renowned restaurants like Hillstone; the city’s best is at your doorstep. Enjoy convenient access to I-4, Park Avenue, and College Park. Don’t miss this opportunity to explore this magnificent home. Schedule a private tour today and be prepared to be enchanted by this Orwin Manor treasure.

1316 Canterbury Road, 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
$1,325,000
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
$6,600,000
5 Beds ⋅ 7 Baths ⋅ Chapman & Chase Plan/Town/Wint SubDv. ⋅ 32789 Zip Code
Exquisite Winter Park estate designed by award winning architect Larry Boerder. Located just steps from Park Avenue’s upscale boutique shopping and restaurants, this architectural masterpiece is the epitome of luxury Winter Park Living. From the Restoration Hardware lighting, to the Thassos marble floors, nero marquina marble fireplace, laser cut stainless steel art panels, and designer finishes throughout, no expense was spared during the construction of this stunning residence. As you step through the custom glass front doors, you’re immediately greeted by the soaring 18-foot ceilings of the great room. The expansive kitchen is a chef’s dream, featuring imported custom cabinetry, marble countertops, Wolf & Subzero appliances, and the crown jewel, a French La Cornue gas range. Owners can choose from two primary bedroom suites, both with top-of-the-line custom closets, rich wood floors, and spacious spa baths. On the second floor there are three additional ensuite bedrooms, two of which have access to a 25 ft long balcony overlooking the pool and impeccably maintained grounds. At the end of the 90 ft grand hallway, you will find a magnificent, curved staircase with a striking chandelier, and the entrance to the lower level which is an entertainers dream, featuring a bar, theater, fitness room, and a full bathroom. Additional features include a home office, lounge, wine cellar, and multiple laundry rooms. Exterior amenities include a travertine driveway, dual 2 car garages with room for car lifts if you’re a car enthusiast, a resort style back yard with a summer kitchen, 50 ft covered lanai for entertaining, a massive pool and spa, and a private putting green to practice your short game. Don’t miss your opportunity to own one of Winter Parks most remarkable residences.

1001 Anchorage Court, 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
$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
$1,658,800
4 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code
Introducing a completely renovated residence, meticulously designed by renowned interior design firm Ashley Martin Home. Nestled on a tranquil corner lot, just a few minutes from downtown Winter Park, this Charleston-style home awaits you. As you step into the bright and inviting foyer, you'll be captivated by the seamless open floor plan with real hardwood floors throughout. The kitchen featuring brand new custom cabinetry, top of the line built in appliances including a La Cornue range and working island with all new stone tops. The breakfast area with built in seating and kitchen all effortlessly flow into a spacious gathering room, perfect for entertaining family and friends. Adjacent to this, a sun-filled dining room beckons you to create cherished memories around the table. For those seeking a private workspace, an elegant office awaits, adorned with glass French doors and wood detailing for added sophistication. The owner's suite, thoughtfully situated on the main level features a beautiful light fixture, hard wood floorings and views of the serene backyard. Ascending to the second level, you'll discover three additional bedrooms or the flexibility to transform one into a versatile flex room. A balcony awaits, overlooking the picturesque brick-paved street, embraced by the shade of majestic oak trees. Experience the allure of southern charm with all the modern conveniences in this desirable Winter Park neighborhood. Immerse yourself in the vibrant lifestyle this location offers, with easy access to everything. All new lighting, flooring, trim work and paint, cabinets, tops, light fixtures, plumbing fixtures, AC, roof (less than two years old), ceilings details, baths and tile, landscaping - this home is basically NEW! Plans also available for a pool - there is plenty of room for one to be added.

1400 Lyndale Boulevard, Winter Park
$660,000
2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code
Introducing a splendid opportunity in downtown Winter Park living! This remodeled 2-bedroom, 2-bath condominium offers a prime location on the serene shores of Lake Osceola. With 1,143 square feet of living space, this unit exudes a light and airy feel, accentuated by warm-toned floors and an abundance of natural light. Notable features include two remodeled baths, with a walk-in shower in the master suite and a shower-tub combo in the hall bath, both elegantly enclosed in glass. The master bedroom boasts an en-suite bath, a dressing area with ample closet space, and even potential for adding a washer and dryer for added convenience. The separate kitchen, with the possibility for a simple cosmetic remodel, opens to a generous living and dining area, ideal for hosting guests or simply relaxing with tranquil views. Step outside to the oversized balcony, cocooned in privacy by mature landscaping, and enjoy vistas over the pool, lush greens, and the shimmering lake just around the corner. This condominium offers more than just comfortable living; it's a gateway to a lifestyle of luxury and convenience. Covered parking, an elevator, and proximity to daily amenities enhance the overall experience. Within the complex, you'll discover an array of amenities, including boat docks for water enthusiasts, a well-equipped gym for fitness enthusiasts, and an elegant community room for gatherings. Expertly managed by FirstService, this home promises a harmonious living experience. It's mere steps from the renowned shopping and dining on Park Avenue. Plus, you'll find the charm of Winter Park Village, nearby fitness centers, and the intellectual allure of Rollins College all within this vibrant community. Don't miss your chance to create lasting memories in this sophisticated Winter Park condominium. Contact us now to schedule your private viewing, and request the floor plan to discover how this exceptional unit can be your ideal home. Room Feature: Linen Closet In Bath (Primary Bedroom).

106 S Interlachen Avenue Unit 416, Winter Park
$4,500,000
5 Beds ⋅ 7 Baths ⋅ Lake Virginia Shores SubDv. ⋅ 32789 Zip Code
Beautiful traditional Winter Park estate home on ¾ acre lot on a quiet dead end street. Expansive private backyard with pool and cabana. Renovated up to today’s standards with immaculate attention to detail including extensive moldings and millwork.

460 Virginia Drive, 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
$371,000
3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge First Add SubDv. ⋅ 32789 Zip Code
Welcome to your dream abode! This spacious three-bedroom, two-bathroom house is a true gem nestled in a tranquil and sought-after neighborhood. This residence combines comfort, style, and functionality to offer you the ultimate living experience. As you step through the inviting entrance, you'll be greeted by an open-concept living area adorned with abundant natural light streaming through large windows. The modern kitchen, complete with granite countertops, stainless steel appliances, and ample storage space, is a haven for any home chef. The master suite is a private retreat boasting serenity and relaxation. With its generous size, it accommodates a king-sized bed with ease and features an en-suite bathroom for your convenience. The additional two bedrooms are versatile, perfect for a growing family, guests, or even a home office. The outdoor space is ready for your inspiration whether you add a pool, playground or expand. Enjoy morning coffee on the patio or host summer barbecues in style. This home also offers practical amenities such as a dedicated laundry room, an over sized one-car garage, and ample storage throughout. Its prime location provides easy access to local schools, parks, shopping centers, and major commuting routes, making every aspect of daily life effortlessly convenient. Upgrades include new roof 2020, new A/C 2018, updated electrical and plumbing as well as Windows. Don't miss out on the opportunity to make this stunning three-bedroom, two-bathroom house your forever home. Schedule a showing today and envision the countless memories waiting to be created within these walls. Your new chapter starts here!

941 Dupont Avenue, Winter Park
$575,000
3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code
Don’t miss your chance to live in Winter Park’s highly sought-after Orwin Manor community. As you step inside this fully renovated, 3 bedroom, 2 bathroom home, you will enjoy the light and bright, open floor plan. The living area seamlessly flows into the dining room and spacious, eat-in kitchen. The kitchen features stainless steel appliances, newer cabinetry and sleek, quartz countertops. The avid chef will appreciate the generous counter space. Both bathrooms have been updated with newer vanities and stylish tile work. Another perk is this home’s, oversized, interior laundry room. The cozy rear porch features brand new windows and is the perfect spot to enjoy your morning coffee. Outside you will enjoy a fully fenced, expansive backyard, perfect for entertaining with its gazebo and oversized paver patio with fire pit. All this and a newer roof (2021) too. Orwin Manor is a local favorite because of its lifestyle and prime location - close to College Park and the Dubsdread golf course. You are also in proximity to all Orlando has to offer. This home is sure to impress! And if you fall in love with the furnishings as well, you can purchase them under a separate bill of sale.

1741 Westchester Avenue, 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
$800,000
3 Beds ⋅ 3 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code
Location, Location! Highly desirable quiet tree streets in Lake Knowles Terrace. Enter through private courtyard and natural landscaping. Home is a true traditional beauty. Open yet defined rooms for living room/study, family room and dining room. Timeless and refinished real oak wood floors (2023) throughout first floor. Large family room with wood burning fireplace overlooking picturesque backyard featuring fruit trees and birds of paradise. Living room study showcases room for office or tv and wood built-ins. Retreat to your own screened porch to enjoy the visiting hummingbirds, cardinals, blue jays, egrets, owls etc. Full plumbing re-pipe 2023. Roof 2018 (Collis), kitchen by Skolfield Homes. Gorgeous wood cabinets, granite counters, marble backsplash, soft close drawers. New appliances (2011). Pretty bay window with views of the outdoors in eat-in kitchen. All 3 bedrooms and 2 bathrooms upstairs. Master retreat opens to dual sinks in bathroom, shower and walk-in closet. Laundry is conveniently located on second floor. New carpet (2023) and most of interiors freshly painted. Oversized 2 car garage with new service door. House is under termite bond with Dr. Jack. Take the canoe down the street to Lake Knowles for fishing. Great walking on brick streets to Park Avenue, great local dining spots in Winter Park and Maitland, Winter Park Racquet Club, Phelps Park and YMCA. High demand schools- Dommerich Elementary, Maitland Middle and Winter Park High School.<div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=y5WYv9yct2T&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1443 Hibiscus Avenue, Winter Park
$679,000
2 Beds ⋅ 3 Baths ⋅ Villa Del Seis Condo SubDv. ⋅ 32789 Zip Code
Introducing Villa del Seis: a collection of six meticulously crafted condominiums in the heart of Winter Park. This two-bedroom gem offers access to the picturesque Lake Virginia with a community dock. Nestled at the end of the building, this end unit welcomes an abundance of natural light, highlighting its charm. A wood-burning fireplace graces the living room, creating a cozy ambiance. French doors open to a rear porch and garden, merging indoor and outdoor living seamlessly. The dining room and living area are perfectly proportioned for comfort. An attached one-car garage and guest parking enhance convenience. The master retreat on the second floor boasts an en-suite bath and a walk-in closet. The second bedroom is equally impressive with its own en-suite bath. A powder bath downstairs adds a touch of practicality. The soaring vaulted ceiling in the living room accentuates the sense of spaciousness. New flooring throughout the home adds a fresh touch, while the remodeled kitchen, designer light fixtures, and custom built-in shelving in the dining room elevate the aesthetic. At the front entry, a window seat built-in invites relaxation. Situated near the famed Park Avenue shops and dining, this residence provides the epitome of downtown Winter Park living. Experience the perfect blend of modern comfort and classic elegance in this exceptional offering. Contact us now to secure your place in Villa del Seis and make Winter Park your new home.

674 Osceola Avenue Unit 674, Winter Park
$560,000
4 Beds ⋅ 3 Baths ⋅ Quail Hollow SubDv. ⋅ 32789 Zip Code
VINTAGE FIXER-UPPER IN THE RIGHT PLACE! Desirable Quail Hollow in Winter Park. This traditional charmer is waiting for its new owners to make it sparkle and shine again. Lots of room in this 4 bedroom, 2 ½ bath home of 1,981sf. Sitting on a corner lot of over ¼ acre, in this well-established estate neighborhood, there is also potential to build new too. This traditional layout with formal living and dining rooms, formal entry, kitchen with dinette space, family room with fireplace, downstairs half-bath, with all bedrooms upstairs. Nice rear-entry, oversized 2-car garage and screened in back porch. Plenty of room to add a pool too! Rare opportunity to own an original-owner home here, on this nice corner lot on a cul-de-sac. This neighborhood is bikeable to famous Park Ave., nearby desirable schools, trendy Corrine Drive with its shops and restaurants. This home is also close to downtown Orlando, local hospitals and major highways. Use your creative vision to see this diamond in the rough, polished and shined to perfection…Don’t wait, call today to see this one, before it’s gone!

339 Grouse Court, Winter Park
$910,000
4 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code
Surrounded by alluring brick streets and majestic trees, this charming home exudes the thoughtfulness and care the homeowners have given it over the years. This property offers a spectacular ¼ acre, lushly landscaped, deep lot, along with 4 bedrooms, 3 baths & over 2700 SF, comprised of wonderful additions and renovations. The space created by the additions has transformed this home into an owner’s dream. You'll be drawn to the inviting front covered porch, then enter a bright foyer with tall entry windows and plantation shutters, ushering natural light into the combined living & dining areas. The space also features delightful glass shelf built-ins and detailed millwork, like the columns, the 4-piece crown molding, the tall baseboards, and the faux fireplace. The kitchen is placed at the heart of the home, and with the surrounding functional living spaces, it offers the ideal flow for entertaining family & friends. Through the kitchen, with lots of cabinets & storage, granite counters and stainless appliances, you’ll find a large, open den/family room combo with a custom wall of built-ins, a converted electric fireplace, & a vaulted ceiling. Beyond the open den is a bright & cozy sunroom, where tons of windows are accented by newer zebra blinds to offer tropical pool views. The Master suite positioned at the back of the home is spacious, boasting his and hers closets, and an en-suite bath with a double-sink vanity & a nicely renovated shower. An additional 2 bedrooms, a fresh and modern full bath, & multiple storage closets are also found off the west bedroom wing. The laundry room with cabinetry & a utility sink is located between the Master and secondary bedrooms for great convenience. The 4th bedroom with a 3rd (en-suite) bath makes the perfect guest room, situated on the other side of the house. Enjoy the fantastic Florida outdoors from the covered back lanai looking over the magical backyard, with its gorgeous pool (new Polaris sweep in 2023), surrounded by brick paver decking & sensational landscaping. All of this is located in the highly coveted Forrest Hills area of Winter Park and in the very desirable school district of Audubon K-8 & Winter Park High School. Room Feature: Linen Closet In Bath (Primary Bedroom).

220 W Reading Way, 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
$768,000
3 Beds ⋅ 4 Baths ⋅ Sorensen Heights SubDv. ⋅ 32789 Zip Code
Are you looking for style, space, and comfort in the heart of luxurious Winter Park? Come see this Sorensen Fletcher mid-century modern pool home, strategically located just minutes from Park Ave. Spanning well over 3,000 sq ft, this architectural gem boasts timeless design and abundant living space, providing the ideal setting for luxurious living and entertaining. Spacious Layout: This home offers a well-designed floor plan with 3 bedrooms and 3.5 bathrooms, including two bonus rooms that can be used as additional bedrooms, an office, or a nursery – perfect for accommodating a growing family or hosting guests. Abundant Natural Light throughout: The living room and Florida room are highlighted by ceiling-to-floor windows, allowing natural light to flood the interiors and create a seamless connection with the lush outdoor surroundings. Enjoy the warmth of the fireplace during cozy evenings. Upgraded Kitchen: The kitchen is a host/hostesses dream, featuring modern appliances and a stylish design that will inspire culinary creativity just off the Formal Dining Room and Bar Room. Entertain in style with a formal dining room overlooking a serene side patio, ideal for intimate gatherings. Additionally, a dedicated bar room adds a touch of sophistication to your entertainment space. Luxurious Main Suite: The main suite is a private retreat with a bonus room that can be utilized as a dressing room, home office, or nursery, providing versatility to suit your lifestyle. Step outside to your oversized pool. Mother-in-Law Suite: Offering comfort and privacy, the mother-in-law suite features a bedroom and a separate living room, making it perfect for guests or multigenerational living. Enchanting Outdoor Living: Step outside to your own paradise featuring an enormous pool, expansive outside entertaining area, and multiple enclaves for intimate gatherings and solitude. A fountain, pond, and an adorable red bridge add to the charm of the outdoor space. Garage and Storage: The property includes a 2-car garage and an exterior storage building, ensuring ample space for vehicles and storage needs. Lush Landscaping: The landscaped grounds are a testament to elegance and care, showcasing mature showpiece palms, staghorns, crape myrtles, and a variety of other plantings that enhance the property's curb appeal. Nearby Attractions: Residents will appreciate the convenience of being just minutes away from the vibrant Park Avenue, Rollins College, and Winter Park Hospital. This Sorensen Fletcher mid-century modern home is a rare find, offering the perfect balance of timeless charm, modern amenities, and an enviable location. Don't miss the opportunity to make this masterpiece your own! Contact us for a private showing today.

412 Fletcher Place, 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
$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