1120 PRESERVE POINT DRIVE
WINTER PARK FL 32789
Residential / Single Family Residence
7 Bed · 9 Bath · 2 Half Baths · 11,255 SqFt · $968/SqFt
Days on Market: 132
County: Orange
Complex/CommunityName: WINDSONG
Legal Subdivision Name: WINDSONG-PRESERVE POINT
Year built: 2009
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.63
Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean Estate is a true private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm, and privacy that is rarely found in Winter Park. The home features 7 spacious bedrooms and 9 full and 2 half baths. Entertain in the all-glass conservatory, dedicated theater room with motorized seating, and a fully equipped game room. Modern conveniences throughout including gas-powered generators, an elevator and dumbwaiter. Two above-garage apartments provide ideal accommodations for ... Read more....»
2661 VIA TUSCANY
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,564 SqFt · $1,928/SqFt
Days on Market: 113
County: Orange
Legal Subdivision Name: WINTER PARK
Year built: 2024
Garage: Yes 2 vehicles
Private Pool: Yes
CALLING HIGHEST AND BEST BY 4/30/2025!! Introducing a Unique, Stunning Modern Home A groundbreaking architectural masterpiece, this one-of-a-kind residence is built with reinforced concrete, steel, and iron framing, featuring floor-to-ceiling glass walls with no traditional windows. Designed to exceed Florida’s strictest building codes, this home follows commercial-grade construction standards, making it a bunker-style fortress unlike any other. Luxury Meets Modern Innovation Nestled in the heart of Historic Winter Park, Florida, this exceptional residence blends contemporary design with timeless elegance, offering unparalleled craftsmanship, high-end finishes, and an open-concept layout for those who appreciate architectural brilliance and luxury living. Key Features: • 4,564 sq. ft. of living space • 4 ... Read more....»
1112 PRESERVE POINT DRIVE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 6 Bath · 6,502 SqFt · $1,307/SqFt
Days on Market: 16
County: Orange
Legal Subdivision Name: WINDSONG PRESERVE POINT 43/76
Year built: 2013
Garage: Yes 3 vehicles
Private Pool: Yes
Community Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.94
Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and private, nearly 2-acre lakefront estate, is absolutely gorgeous and is available for the first time! Custom built by Phil Kean Design Group and located within Windsong's Preserve Point, this extraordinary Lake Berry home has it all including 1.97 acres of land adjacent to the historic Genius Preserve and 407' of pristine waterfront. The main house offers over 6,500 sf of luxurious living space and a modern and open floorplan with a great room for entertaining, a gourmet kitchen with double islands and high-end Miele and ... Read more....»
1400 ALABAMA DRIVE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 4 Half Baths · 7,916 SqFt · $821/SqFt
Days on Market: 78
Cumulative Days on Market: 343
County: Orange
Legal Subdivision Name: J KRONENBERGER SUB
Year built: 1996
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland - the largest of the Winter Park Chain of Lakes. A timeless Neoclassical Italian home that exudes luxury and sophistication, spanning a total of 7,916 square feet. Built by Charles Clayton. Designed by Marc Michaels. The main house boasts over 7,100 sf with 4 bedrooms, 4 full bathrooms, and 3 half bathrooms. The detached Guest House/In-Law is approx. 500 sf, with 1 bedroom, 1 bathroom, two closets, and a wet bar. The detached Catering Room with half (pool) bath is approx. 350 ... Read more....»
1660 PALMER AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 6 Bath · 1 Half Bath · 6,406 SqFt · $812/SqFt
Days on Market: 103
County: Orange
Legal Subdivision Name: COMSTOCK PARK
Year built: 2024
Garage: Yes 3 vehicles
Private Pool: Yes
Experience refined luxury in this newly constructed 2024 Hamptons-style residence, a seamless blend of elegance and modern sophistication. A remote-operated gated entrance opens to a grand circular driveway and private motor court, setting the stage for this exceptional estate. The two-story foyer impresses with a glass-paneled staircase that wraps around a temperature-controlled wine room and a transparent glass elevator, effortlessly connecting all levels, including an expansive third-floor multi-purpose retreat. Designed for contemporary living, the thoughtfully curated floor plan features a spacious open-concept gathering room with multiple French doors leading to a covered lanai. The dining area, framed by a striking ... Read more....»
2228 AZALEA PLACE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 5,072 SqFt · $986/SqFt
Days on Market: 210
County: Orange
Legal Subdivision Name: MAITLAND SHORES FIRST ADD
Year built: 2008
Garage: Yes 3 vehicles
Private Pool: Yes
Gorgeous Winter Park home beautifully curated with designer details and recently featured in June’s “Orange Appeal” and was the 2022 Mystery Home Tour selected by Council of 101 for the Orlando Museum of Art. This elegant transitional French Provincial residence is located on a large, elevated corner lot in a quiet and secluded area in the Via’s of Winter Park. This designer home has been significantly enhanced inside and out by the current owner and is in “brand new condition.” The home features 5,100 square feet of living space and 800+ square feet of outdoor space with 5 bedrooms, 5 ... Read more....»
2161 SHARON ROAD
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 6 Bath · 1 Half Bath · 6,338 SqFt · $749/SqFt
Days on Market: 160
County: Orange
Legal Subdivision Name: TUSCANIA
Year built: 2023
Garage: Yes 4 vehicles
Private Pool: Yes
New Home Nestled in the esteemed The Vias area and near the WPRC. Situated on a secluded street, it occupies an approximately 0.58-acre lot with an expansive backyard landscape that is truly captivating. This exquisite home encompasses five bedrooms and six-and-a-half bathrooms with a four-car garage. An indomitable presence is seen in its immense and grand pivoting iron door which directs you to a double-height foyer and great room separated by a glass-railing catwalk. The property boasts exclusive features like a formal dining room endowed with a glass-encased wine display as well as an intimate den/office safeguarded by private entrance ... Read more....»
421 LAKEWOOD DRIVE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 7 Bath · 2 Half Baths · 5,847 SqFt · $770/SqFt
Days on Market: 304
County: Orange
Legal Subdivision Name: OSCEOLA SHORES SEC 03
Year built: 1957
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
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 ... Read more....»
1840 W FAWSETT ROAD
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 4,129 SqFt · $1,064/SqFt
Days on Market: 13
County: Orange
Legal Subdivision Name: FOREST HILLS
Year built: 1998
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Just Listed ~ Stunning lakefront home in Winter Park that has been completely remodeled and offers 4 bedrooms, a bonus room, and guest apartment! This home is exquisite from top to bottom and features elevated ceilings, crown moldings, designer fixtures and wall coverings. Large picture windows overlook Lake Sue from the living room, dining room, and kitchen. The kitchen is gorgeous and offers chef-grade appliances, a large center island, plenty of soft-closed cabinetry for storage, and an open-concept layout for inclusive entertaining. French doors open off the family room to seamlessly blend the indoor/outdoor living space. A covered lanai ... Read more....»
1581 FOREST AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 4 Bath · 2 Half Baths · 4,683 SqFt · $892/SqFt
Days on Market: 2
County: Orange
Legal Subdivision Name: ELLNO WILLO
Year built: 1954
Garage: Yes 2 vehicles
Private Pool: Yes
Oak trees line the brick street as you arrive at this exquisite Hollywood Regency style home. Situated on a double lot across from Lake Virginia and within walking distance to Park Avenue and Rollins College this is one of 32789's most desired locations. With 4 Bedrooms, all on the main floor, 4 full baths and 2 half baths, this rare 3-way split plan will accommodate all of your needs. In addition, the timeless elegance of this home offers 2 large livings spaces, 3 separate flex spaces, a large lanai overlooking a beautiful pool with fountains and a ... Read more....»
1782 PINE AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 6 Bath · 1 Half Bath · 4,782 SqFt · $857/SqFt
Days on Market: 1
County: Orange
Legal Subdivision Name: CONWILL ESTATES
Year built: 2025
Garage: Yes 4 vehicles
Private Pool: Yes
Under Construction. UNDER CONSTURCTION.....Step into this stunning West-Indies inspired luxury home crafted by Nautilus Homes, where tropical charm meets timeless elegance. An architectural masterpiece in the heart of City of Winter Park. Exquisite Interior Features that are offered starts with entering the grand foyer with 10ft high ceiling and the flex room and formal dining to your left and right. Followed by entering the gallery that leads to the massive grand room. The Chef’s Kitchen, a culinary dream featuring an oversized center island, quartz countertops throughout, custom 42"+15" cabinetry, a custom walk-in pantry, and top-of-the-line Thermador professional series. That Includes ... Read more....»
2171 FORREST ROAD
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 6 Bath · 4,565 SqFt · $821/SqFt
Days on Market: 52
County: Orange
Legal Subdivision Name: FOREST HILLS
Year built: 2016
Garage: Yes 3 vehicles
Private Pool: Yes
On one of Winter Park’s most scenic brick-lined streets, this exceptional two-story residence commands attention on a spacious corner lot, blending timeless architectural elegance with modern luxury. Built in 2016 by the highly regarded Rex-Tibbs Development & Construction, the home showcases quality craftsmanship throughout, from its striking curb appeal to its impeccably appointed interiors. A three-car side-entry garage, air-conditioned and offering generous storage, is connected to the home via a covered walkway, adding functionality and charm. Inside, beautiful wood floors extend seamlessly throughout the entire home, including all bedrooms, creating a warm, cohesive atmosphere. The main level offers an elegant ... Read more....»
182 N PHELPS AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 5 Bath · 4,812 SqFt · $748/SqFt
Days on Market: 27
County: Orange
Legal Subdivision Name: GOLFVIEW HEIGHTS
Year built: 2025
Garage: Yes 3 vehicles
Private Pool: Yes
Welcome to a stunning new home positioned near Windsong and the AdventHealth Hospital. This extraordinary property boasts 4,812 square feet under AC. The stately manner is thoughtfully designed with four commodious bedrooms and five full-size bathrooms. Additionally, it features an expansive three-car garage complemented by an impressively constructed circular paver driveway. The first floor showcases lofty 11.4-foot ceilings, while the second floor features equally impressive 10-foot ceilings. A plentiful array of windows and numerous sliding doors augment the home's overall charm by inviting a flood of natural sunlight. A medley of Lutron dimmers and smart switches grants effortless convenience at ... Read more....»
1761 LEGION DRIVE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,955 SqFt · $727/SqFt
New Listing!!! Days on Market: 1
County: Orange
Legal Subdivision Name: GREEN OAKS REP 02
Year built: 2017
Garage: Yes 3 vehicles
Private Pool: Yes
One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath residence was completed in 2017 and first sold in 2018. Lovingly maintained by the original owner and elevated with high-end designer finishes, the home showcases the impeccable vision of renowned designer Ted Maines, who reimagined much of the interior with timeless sophistication. Perfectly positioned on a prime over-sized corner lot, the home blends transitional architecture with modern elegance. Sunlight fills the open layout through expansive sliding doors, creating effortless indoor-outdoor flow. The main living area seamlessly connects a formal living room and spacious dining area ... Read more....»
141 S PHELPS AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
6 Bed · 5 Bath · 1 Half Bath · 5,878 SqFt · $612/SqFt
Days on Market: 29
County: Orange
Legal Subdivision Name: WINDSONG LAKESIDE SEC 01 43/70
Year built: 2006
Garage: Yes 2 vehicles
Private Pool: Yes
**This stunning estate just became an unbeatable opportunity--luxury living at a dramatically reduced price! Don't miss your chance to own this exceptional home in the highly coveted Windsong community with access to the gorgeous Winter Park chain of lakes. Prepare to be impressed as you enter this almost 6,000 square foot home adorned with custom high-end features throughout, plus a fabulous guest apartment with a full bathroom and kitchenette fully renovated to be enjoyed as a private poker/bourbon room. This exceptional residence has been converted to a full Smart Home with integrated controls for lighting, audio/video, security system with cameras, ... Read more....»
1391 RICHMOND ROAD
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 4,635 SqFt · $755/SqFt
Days on Market: 177
County: Orange
Legal Subdivision Name: VIRGINIA HEIGHTS
Year built: 2001
Garage: Yes 2 vehicles
Waterfront: Yes
Welcome to 1391 Richmond Road, a true work of art and a surreal living experience now on the market. The most discerning buyer will fall in love with the optimal location, an unusually private lot right in the heart of Winter Park, a short stroll to Park Avenue along the stunning shores of Lake Virginia. This handcrafted Georgian style home, designed to emulate New York City townhouse living was masterfully crafted on a magical lot abundant with pristine natural vegetation. Enjoy the Florida lifestyle with frontage on Howell Creek…kayak or paddleboard amongst incredible wildlife to the Winter Park Chain of ... Read more....»
1910 GLENCOE ROAD
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 4 Bath · 2 Half Baths · 4,205 SqFt · $830/SqFt
Days on Market: 37
County: Orange
Legal Subdivision Name: FOREST HILLS
Year built: 2025
Garage: Yes 2 vehicles
Private Pool: Yes
Under Construction. Stunning architectural masterpiece built by LUIH homes nestled in the heart of prestigious Winter Park. This brand-new construction embodies the perfect fusion of contemporary design, timeless elegance, and exceptional quality offering 4 bedrooms, 4 full bathrooms, 2 half bathrooms, and over 4,200 square feet of thoughtfully designed luxury living space. As you step through the grand custom glass door, you're greeted by soaring ceilings, sleek wood flooring, and an abundance of natural light streaming through oversized windows and glass doors. Every detail has been curated to perfection from the artisan millwork and designer lighting to the open floor ... Read more....»
1820 ENGLEWOOD ROAD
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,263 SqFt · $774/SqFt
Days on Market: 4
County: Orange
Legal Subdivision Name: FOREST HILLS
Year built: 2015
Garage: Yes 2 vehicles
Private Pool: Yes
Award-winning Phil Kean design on a prominent corner lot in the heart of Winter Park, just minutes from Baldwin Park, Park Avenue, and East End Market—home to Michelin-rated dining and upscale retail. This 5-bed, 5.5-bath residence delivers clean lines, smart design, and seamless indoor-outdoor flow. Recognized with multiple honors, including the 2015 Parade of Homes 1st Place Award for Custom Homes, the American Residential Design Award from the AIBD, and the prestigious 2015 Aurora Awards, this home reflects the highest level of architectural achievement. A retractable Nanowall opens to a private outdoor escape with a heated saltwater pool, summer kitchen, fireplace, motorized ... Read more....»
532 WORTHINGTON DRIVE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 3,974 SqFt · $829/SqFt
Days on Market: 51
County: Orange
Legal Subdivision Name: KENILWORTH SHORES SEC 01
Year built: 2023
Garage: Yes 2 vehicles
Private Pool: Yes
Nestled in peaceful Winter Park, your new contemporary home boasts expansive open living areas featuring 12-foot ceilings, five en-suite bedrooms, and outdoor living spaces spanning two levels. The semi-circular driveway and landscaped courtyard lead you to the front entry, adorned with frosted-glass double doors. Inside, the sweeping view of the spacious open living, dining, and kitchen spaces will leave a lasting impression. A fireplace, built-in floor-to-ceiling bookshelves, and sliding glass doors punctuate the bright living room, which enjoys both east and west exposure. The adjoining dining area, equipped with a built-in buffet, elegantly accommodates intimate dinners and large sit-down gatherings. The gourmet chef's kitchen ... Read more....»
731 WILLIAMS DRIVE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 4 Bath · 2 Half Baths · 4,260 SqFt · $746/SqFt
Days on Market: 40
County: Orange
Legal Subdivision Name: PARK GROVE
Year built: 2025
Garage: Yes 3 vehicles
Private Pool: Yes
Introducing a stunning brand-new custom home by Butler Ridge Development, located in the highly desirable Park Grove neighborhood—strolling distance to Winter Park’s famed Park Avenue. This home offers timeless elegance, modern luxury, and walkable access to top-tier dining, shopping, and culture. From the inviting circular drive and professionally designed landscaping by Joe Knight, including a signature front palm that sets the tone for this elegant Florida property, every exterior detail makes a statement. Step through the inviting entry into an airy and sun-drenched interior featuring soaring ceilings, wide-plank white oak floors, oversized picture windows, and beautiful crown molding throughout. Inside, ... Read more....»
541 W CANTON AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 3 Bath · 1 Half Bath · 3,553 SqFt · $887/SqFt
Days on Market: 28
County: Orange
Legal Subdivision Name: WINTER PARK
Year built: 2024
Garage: Yes 2 vehicles
Private Pool: Yes
Timeless elegance meets boutique craftsmanship at 541 W Canton Avenue—an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Located just steps from Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm and rich character with elevated modern living and a refined sense of calm. From its dormer windows and custom-carved wood entry door, to its charming striped awnings and the flicker of gas lanterns, every detail of the exterior is carefully curated. Classic marble-paved patios frame the home, and a courtyard-style pool with fountain and sandblasted marble decking invite quiet ... Read more....»
1891 LAKE SPIER DRIVE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 4 Bath · 3,932 SqFt · $801/SqFt
Days on Market: 27
County: Orange
Legal Subdivision Name: SOUTH LAKEMONT SHORES
Year built: 2024
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to a rare opportunity to embrace the Winter Park lakefront lifestyle in this custom-built masterpiece that blends timeless architecture with relaxed coastal sophistication. Crafted by Hanson Custom Homes and thoughtfully curated by Kate Voss Interiors, this modern coastal residence offers the perfect setting for those who value both refined living and a vibrant, connected lifestyle. With top-rated Winter Park schools, endless parks, bike paths, and the shopping, dining and events at Park Avenue and Baldwin Park just minutes away, the owners of this home spared no expense in creating a unique blend of luxury and livability in one of ... Read more....»
1730 WINCHESTER DRIVE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,080 SqFt · $772/SqFt
Days on Market: 283
County: Orange
Legal Subdivision Name: TIMBERLANE SHORES
Year built: 2024
Garage: Yes 2 vehicles
Private Pool: Yes
Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the highly sought-after Timberlane Shores neighborhood of Winter Park. Spanning 4,080 square feet, this property offers the ultimate blend of luxury and comfort. Thoughtfully designed for both entertaining and everyday living, this home features high-end finishes and top-quality craftsmanship throughout. Upon entering, you're greeted by a charming front porch with a cozy fireplace, setting the tone for the warmth and elegance that continues inside. This inviting outdoor space is perfect for relaxing with a morning coffee or enjoying cool evenings with friends and family. Step inside to find ... Read more....»
1020 MAYFIELD AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 3 Bath · 2,663 SqFt · $1,108/SqFt
Days on Market: 46
County: Orange
Legal Subdivision Name: J KRONENBERGER SUB
Year built: 1989
Garage: Yes 2 vehicles
Exquisite, Luxury Listing in the Heart of Winter Park! Stunning, single-story residence, customized and remodeled by Phil Kean Design Group. Open and spacious, 2,600 + SF interior layout which boasts 4 bedrooms, 3 full baths, a home office, living/dining spaces, a chef’s kitchen, and more. Throughout the home are beautiful hardwood floors, beam and coffered ceilings, plantation shutters, French doors, oversized picture windows, and designer accents. The gourmet kitchen features a large island with bar top seating, stone counters, marble tile backsplash, stainless steel appliances, WOLF gas range, SUBZERO refrigerator, dual drawer dishwasher, and walk-in pantry. French doors off the ... Read more....»
1401 GREEN COVE ROAD
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 4 Bath · 3 Half Baths · 5,416 SqFt · $535/SqFt
Days on Market: 31
County: Orange
Complex/CommunityName: WINTER PARK
Legal Subdivision Name: CAMWOOD SUB
Year built: 2009
Garage: Yes 2 vehicles
Private Pool: Yes
This award-winning Tuscan Mediterranean residence seamlessly blends timeless architecture with a light-filled, open interior, situated on a spacious corner lot just moments from Park Avenue. From the moment you step into the grand foyer—with its graceful circular staircase, custom tile work, and rich wood floors—it's clear that every detail of this home was crafted with care. The heart of the home is a stunning chef’s island kitchen featuring professional-grade Thermador appliances, custom cabinetry, and granite countertops, all flowing effortlessly into the expansive family room with tranquil views of the private backyard. The main level also boasts a formal dining room, a ... Read more....»
940 LINCOLN CIRCLE
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 3,551 SqFt · $815/SqFt
Days on Market: 35
County: Orange
Legal Subdivision Name: ROBERT DHU MACDONALD PARK
Year built: 1995
Garage: Yes 2 vehicles
Private Pool: Yes
This newly adjusted price represents extraordinary value for one of Winter Park’s most coveted addresses. Located in the heart of the “Golden Triangle”—the core residential district just a short walk from Park Avenue’s world-class shopping and dining—940 Lincoln Circle is a beautifully renovated West Indies/Key West-style home that blends architectural charm, comfortable elegance, and thoughtful functionality on an oversized .33-acre lot. With 4 bedrooms and 4.5 bathrooms across 3,551 square feet, this home lives primarily as a one-story layout, enhanced by a private upstairs suite with bedroom, full bath, and bonus room—accessible from both inside and a separate outdoor entry. ... Read more....»
1860 VIA CONTESSA
WINTER PARK FL 32789
Residential / Single Family Residence
8 Bed · 6 Bath · 7,000 SqFt · $411/SqFt
Days on Market: 111
County: Orange
Legal Subdivision Name: LUGANO TERRACE
Year built: 2003
Garage: Yes 2 vehicles
Private Pool: Yes
Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted Vias neighborhood, offers ample space across three levels, making it an ideal choice for those who crave both room to spread out and a welcoming atmosphere. Gorgeous hardwood floors flow throughout the main living areas, enhancing the home's inviting, warm ambiance. The open-concept design seamlessly blends living spaces, perfect for both intimate family moments and large gatherings. The chef-inspired kitchen is the heart of the home, featuring 42-inch cabinets, gleaming quartz countertops, a gas range, and double ovens. The oversized ... Read more....»
1400 PLACE PICARDY
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,338 SqFt · $651/SqFt
Days on Market: 35
Cumulative Days on Market: 132
County: Orange
Legal Subdivision Name: FONTAINEBLEAU
Year built: 2008
Garage: Yes 3 vehicles
Private Pool: Yes
1440 Place Picardy, Winter Park, FL Custom-Built Elegance with Timeless Finishes A custom-built residence completed in 2008 that blends classic craftsmanship with luxurious, modern living. From the moment you step inside, the superior millwork, solid hardwood floors, and elegant design details make a lasting impression. The gourmet kitchen is a chef’s dream, featuring marble countertops, an oversized gas range, and premium DCS and Sub-Zero appliances. It opens seamlessly to a warm and inviting living area, complete with custom built-ins and a cozy gas fireplace—perfect for entertaining or quiet evenings at home. The spacious primary suite is located on the main floor and boasts generous ... Read more....»
2550 VENETIAN WAY
WINTER PARK FL 32789
Residential / Single Family Residence
4 Bed · 3 Bath · 2 Half Baths · 4,875 SqFt · $574/SqFt
Days on Market: 202
Cumulative Days on Market: 203
County: Orange
Legal Subdivision Name: MAITLAND SHORES FIRST ADD
Year built: 2008
Garage: Yes 2 vehicles
Waterfront: Yes
"The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME HOME to 2550 Venetian Way, located in the historic and renowned city of Winter Park, accessing the Maitland/Winter Park CHAIN OF LAKES! This custom modern/contemporary 2008 build, derives it's over 4800 sq/ft of essence and uniqueness by fusing vibrant colors and eloquence with high-end home features and artistic details. Upon entry, visitors are greeted by a gorgeous rotunda accented with stained glass panels and vaulted, recessed ceilings. With 4 bedrooms, 3 full baths, and 2 half baths, this split ... Read more....»
1630 LASBURY AVENUE
WINTER PARK FL 32789
Residential / Single Family Residence
5 Bed · 3 Bath · 2 Half Baths · 4,912 SqFt · $569/SqFt
Days on Market: 91
County: Orange
Legal Subdivision Name: COMSTOCK PARK
Year built: 2003
Garage: Yes 3 vehicles
Private Pool: Yes
One or more photo(s) has been virtually staged. Nestled on a serene, brick-paved street in the heart of Winter Park, this elegant 5-bedroom, 3.2-bathroom pool home is situated on a stunning oversized lot. Custom-built in 2003, it offers a thoughtful floor plan that adapts beautifully to any lifestyle. From the moment you arrive, this home welcomes you with timeless charm and a sense of warmth. Inside, expansive windows, rich wood flooring, and exquisite millwork create an atmosphere of sophistication. Upon entering, you’re greeted by breathtaking views of the lushly landscaped backyard, complete with a sparkling pool and spa. The main ... Read more....»
The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.
