Winter Park, FL Houses for Sale

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  /65

  $1,150,000

  • 4 Beds
  • 2.5 Baths
  • 2,431 Sq Ft

  1800 Magnolia Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Experience refined living in this exquisitely renovated custom home, positioned on an oversized corner lot in one of the area’s most peaceful and private neighborhoods. Tucked away at the end of a quiet dead-end street, this residence offers an exceptional blend of craftsmanship, sophistication, and modern comfort. Inside, soaring 10-foot ceilings

  

  Kathy Summers

  FLORIDA REALTY INVESTMENTS

  (321) 306-4359

  1800 Magnolia Ave, Winter Park, FL 32789
• Explore Winter Park

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  /35

  $845,000

  • 4 Beds
  • 3.5 Baths
  • 2,589 Sq Ft

  1090 Wildmeadow Run, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. This luxurious Modern Style home epitomizes maintenance-free living, featuring a premium solar system you own outright, paying for your electricity. (Ask to see the bill.) Imagine relaxing on your private, expanded lanai, soaking in the breathtaking sunsets. Your spacious 4-bedroom, 3.5-bathroom home offers premium views of nature, and is just steps

  

  Rod Chevalier

  BHHS FLORIDA REALTY

  (321) 468-9784

  1090 Wildmeadow Run, Winter Park, FL 32792
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  /58

  $479,900

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  3463 Arnel Dr, Winter Park, FL 32792

  Your pool home in Winter Park. This home offers three bedrooms plus a versatile bonus room, approximately 1,770 sq ft of living space, built in 1967, along with a two-car garage and extended driveway for additional parking. Located in the established Eastbrook community with no HOA. Key updates include a roof replaced in 2018, solar panels installed in 2020 (fully paid off), water heater replaced

  

  Alexa Monasterio Flores

  KELLER WILLIAMS ADVANTAGE 2 REALTY

  (689) 356-6537

  3463 Arnel Dr, Winter Park, FL 32792
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  /41

  $525,000

  • 2 Beds
  • 1 Bath
  • 1,073 Sq Ft

  1036 Aragon Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Welcome to 1036 Aragon Avenue, a charming Winter Park bungalow perfectly positioned in one of Central Florida’s most sought-after locations. Nestled along picturesque cobblestone roads and surrounded by mature, tree-lined streets, this move-in ready home captures the character and warmth that make Winter Park real estate so desirable. Located just

  

  Tim Veigle

  WATSON REALTY CORP

  (321) 516-0689

  1036 Aragon Ave, Winter Park, FL 32789
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  /31

  $740,000

  • 2 Beds
  • 1 Bath
  • 1,396 Sq Ft

  841 W Swoope Ave, Winter Park, FL 32789

  Build your custom Winter Park home on one of the last available lots in this coveted 32789 corridor. Located at 841 W Swoope Ave, this 9,752 SF R-2 zoned parcel sits on W Swoope Avenue between Park Avenue and Orlando Avenue — walking distance to Winter Park Village, top-rated Winter Park schools, and the newly revitalized Park Avenue district. The existing shell structure is demo-ready, clearing

  

  Evelyn Alicea

  EXP REALTY LLC

  (321) 468-9259

  841 W Swoope Ave, Winter Park, FL 32789
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  /62

  $699,800

  • 3 Beds
  • 2 Baths
  • 1,575 Sq Ft

  643 Dunblane Dr, Winter Park, FL 32792

  PRICED TO SELL! Charming, quaint, and character-filled 3-bedroom, 2-bath home in the heart of Winter Park. From the moment you enter, you’re welcomed by warm original cognac hardwood floors that flow throughout the main living areas, creating a timeless and inviting atmosphere. The home offers a comfortable and functional layout with open yet cozy living and dining spaces, ideal for everyday

  

  Nydia Marrero

  ZEN LIVING HOMES LLC

  (321) 221-5519

  643 Dunblane Dr, Winter Park, FL 32792
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  /55

  $669,900

  • 3 Beds
  • 2.5 Baths
  • 1,770 Sq Ft

  1174 Wildmeadow Run, Winter Park, FL 32792

  Welcome to 1174 Wildmeadow Run in Winter Park’s gated Hawk’s Crest community. Located on a quiet, non-thru street, this SINGLE-STORY residence offers modern construction, refined finishes, and a comfortable, well-designed layout in the heart of Winter Park. Built in 2021, the home was thoughtfully planned for everyday living and easy entertaining. The open-concept design feels light and

  

  Kara Lushear

  COLDWELL BANKER REALTY

  (321) 280-1735

  1174 Wildmeadow Run, Winter Park, FL 32792
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  /40

  $2,650,000 Open Tue 12PM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 4,011 Sq Ft

  1130 Park North Place, Winter Park, FL 32789

  Located on a quiet cul-de-sac in the heart of Winter Park, this traditional two-story home offers a functional, well-designed floorplan for both everyday living and entertaining. From the moment you step inside, the home has an inviting warmth that you can immediately feel. The main level features a spacious primary suite along with connected living spaces that flow easily from room to room. The

  

  Jennifer King

  CORCORAN PREMIER REALTY

  (321) 257-9480

  1130 Park North Place, Winter Park, FL 32789
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  /43

  $550,000 Open Sun 4PM - 7PM

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  720 W Webster Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. This home can be purchased with NO INCOME VERIFICATION needed! Welcome to 720 W Webster Avenue, a beautifully renovated home in the heart of historic Carver Town in Winter Park—one of the most sought-after locations in Central Florida. Just a short walk to downtown Winter Park, this charming residence blends modern updates with timeless character

  

  Vincent Cordaro

  SERHANT

  (321) 341-3712

  720 W Webster Ave, Winter Park, FL 32789
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  /78

  $1,399,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,459 Sq Ft

  102 Bell Place, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Dreams Do Come True! This spectacular brand-new 2025 block construction home, crafted with steel framing instead of wood, combines modern luxury with timeless design in one of Winter Park’s up incoming desirable areas—just moments from Interlachen Country Club and the Lakemont Heights neighborhood an NO HOA!Step through the double-door entry

  

  Freddie Crespo

  INVESTOR'S REAL ESTATE LLC

  (321) 490-4832

  102 Bell Place, Winter Park, FL 32792
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  /13

  $1,825,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,655 Sq Ft

  2305 Coldstream Dr, Winter Park, FL 32792

  Under Construction. A rare opportunity to own brand-new construction in desirable Brookshire Heights, this thoughtfully designed residence blends timeless finishes with modern functionality. Featuring 5 bedrooms, a dedicated office, and a spacious bonus room, the floor plan is both highly livable and exceptionally functional—ideal for everyday living and entertaining alike. All bedrooms are

  

  Jennifer King

  CORCORAN PREMIER REALTY

  (321) 490-4786

  2305 Coldstream Dr, Winter Park, FL 32792
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  /94

  $4,195,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,665 Sq Ft

  2020 Via Tuscany, Winter Park, FL 32789

  PRESTIGIOUS VIA TUSCANY NEW CONSTRUCTION. If location was a lottery ticket, you just hit the jackpot!!! Welcome to a masterpiece of modern elegance in the heart of the Winter Park Vias. Crafted by the renowned Element Home Builders, this stunning 4,665 sq. ft. estate offers an unparalleled blend of sophistication and comfort. The expansive open-concept floor plan features 5 generous bedrooms, 4.5

  Mauro Costa CORCORAN PREMIER REALTY

  2020 Via Tuscany, Winter Park, FL 32789
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  /75

  $2,095,000

  • 3 Beds
  • 4.5 Baths
  • 5,138 Sq Ft

  2820 Bear Island Pointe, Winter Park, FL 32792

  Tucked behind the gates of Cypress Reserve, this stunning custom-built lakefront home sits on 110 feet of private waterfront along the serene shores of Bear Gully Lake. Inspired by a featured Southern Living plan and thoughtfully expanded, the home blends timeless architecture with generous, well-appointed living spaces — all framed by panoramic water views, rolling greens, and towering oaks and

  Kelly Price KELLY PRICE & COMPANY LLC

  2820 Bear Island Pointe, Winter Park, FL 32792
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  /49

  $1,449,000

  • 3 Beds
  • 2.5 Baths
  • 2,426 Sq Ft

  1651 Westchester Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Set on a prized corner lot in Winter Parks sought after Orwin Manor Neighborhood, 1651 Westchester Ave is a timeless classic with Cape Cod inspired architecture that has been meticulously reimagined with today’s luxury finishes while preserving its original charm. Refinished Original Pine hardwood flooring and a beautifully updated fireplace welcome

  Shawn Layton SERHANT

  1651 Westchester Ave, Winter Park, FL 32789
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  /71

  $699,900

  • 4 Beds
  • 3 Baths
  • 2,702 Sq Ft

  3114 Heartleaf Place, Winter Park, FL 32792

  Tucked away on a rare and breathtaking .96-acre homesite, this one-of-a-kind property in Lost Creek offers a setting that feels more like a private nature retreat than a suburban neighborhood. Surrounded by protected wooded conservation land and stretching back to the serene Howell Creek, this home delivers unmatched privacy, beauty, and a daily connection to nature. From the moment you arrive,

  Nadia Kurakin CHAMPION HOMES

  3114 Heartleaf Place, Winter Park, FL 32792
• 

  

  /22

  $459,990

  • 3 Beds
  • 2 Baths
  • 1,715 Sq Ft

  2020 Cocos Ct, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Beautifully renovated pool home in the highly desirable Eastbrook community of Winter Park, featuring major recent upgrades including a new AC system, windows, doors, and flooring throughout the home. This move-in ready 3-bedroom, 2-bath residence sits on an oversized 0.30-acre corner lot in a quiet cul-de-sac with no HOA. The home offers a bright

  Julimar Barreiro Pastrana SERHANT

  2020 Cocos Ct, Winter Park, FL 32792
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  /17

  $499,990

  • 4 Beds
  • 2 Baths
  • 1,376 Sq Ft

  501 Heritage Blvd, Winter Park, FL 32792

  Welcome to this fully remodeled, move-in ready home in the highly sought-after Winter Park area! This beautifully updated single-story residence features 4 bedrooms and 2 bathrooms, offering comfortable living with a bright and inviting layout.Step inside to discover a bright, open floor plan with modern finishes and thoughtfully updated living spaces, designed for both comfort and

  Bernardo Carrasquel B EXP REALTY LLC

  501 Heritage Blvd, Winter Park, FL 32792
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  /66

  $2,395,000

  • 4 Beds
  • 5.5 Baths
  • 4,392 Sq Ft

  1760 Legion Dr, Winter Park, FL 32789

  Winter Park 1964 Charmer! This wonderful ranch is located just minutes to Downtown Orlando as well as Park Ave. With over 4300 sq ft of living space, this, 4 bed/5.5 bath home is in the prime location. Upon entering you'll notice just how light and bright this home shows, to your right you will find a home office space. Rich dark wood, custom cabinetry and dramatic lighting provide the perfect

  Steven Looper CHARLES RUTENBERG REALTY ORLANDO

  1760 Legion Dr, Winter Park, FL 32789
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  /34

  $569,900

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft

  330 Elkhorn Ct, Winter Park, FL 32792

  330 Elkhorn Ct is a beautifully renovated, move-in-ready home located in the highly desired Winter Park Pines community. Inside, you’ll find a bright, open layout with wide-plank flooring, recessed lighting, and a modern neutral color palette that feels clean and inviting. The kitchen has been thoughtfully updated with shaker-style cabinetry, sleek countertops, stainless steel appliances, and

  Neil Chetram LA ROSA REALTY CW PROPERTIES L

  330 Elkhorn Ct, Winter Park, FL 32792
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  /54

  $424,900

  • 3 Beds
  • 2 Baths
  • 2,083 Sq Ft

  1367 Tierra Cir, Winter Park, FL 32792

  Located in the highly desirable Casa Aloma neighborhood of Winter Park, this updated 3-bedroom, 2-bath, 2,083 sq ft home offers Spanish architectural combined with thoughtful modern improvements. Built in 1969, the home features concrete block construction on a concrete foundation, providing durability and peace of mind. Situated on a corner lot with updated landscaping, the property offers

  Brian Bauer SOUTHERN LAND & HOMES

  1367 Tierra Cir, Winter Park, FL 32792
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  /20

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,146 Sq Ft

  1033 Hamlet Dr, Maitland, FL 32751

  This charming 3-bedroom, 2-bathroom single-family home with the best of Florida living. Located in the north of Orlando (Maitland - Winter Park area). 1.3 miles to the Center of Winter Park Shopping Plaza (Office Depot, UPS, Ross, Marshalls, Home Goods, Five Below, LA Fitness, Petco and Michaels, Whole Foods Markets, and Banking). Access to major highways, minutes to downtown, and Orlando's

  Bennie Olivo BOX REAL ESTATE LLC

  1033 Hamlet Dr, Maitland, FL 32751
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  /6

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,296 Sq Ft

  2007 Edwin Blvd, Winter Park, FL 32792

  Excellent opportunity to build your dream home in Winter Park. 10,278 SqFt corner lot. Value is in the Land, home being sold AS-IS. Zoned for Lakemont, Maitland Middle, Winter Park High. Centrally located near restaurants, shopping, Winter Park Hospital & a short drive to Park Avenue, Rollins College & many local parks. This sale is strictly for the value of the land & location.

  Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

  2007 Edwin Blvd, Winter Park, FL 32792
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  /47

  $1,000,000

  • 3 Beds
  • 2 Baths
  • 2,111 Sq Ft

  520 Fitzwalter Dr, Winter Park, FL 32792

  Welcome to a rare gem in one of Winter Park’s most sought-after neighborhoods, Brookshire Heights—where trees line the street and the mailman still delivers right to your front door. Perfectly positioned with the scenic and wooded Cady Way Trail in your backyard, this custom-built 2022 residence offers over 2,100 square feet of thoughtfully designed single-story living, where refined style meets

  Amy Turner KELLER WILLIAMS WINTER PARK

  520 Fitzwalter Dr, Winter Park, FL 32792
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  /64

  $1,795,000

  • 4 Beds
  • 3.5 Baths
  • 2,851 Sq Ft

  647 Randy Ln, Winter Park, FL 32789

  Welcome to 647 Randy Lane in Winter Park. This is a rare opportunity to own a designer residence in one of the area's most sought-after neighborhoods, offered for the first time in over 10 years. Situated on a spacious corner lot, 0.36 acres, this meticulously maintained home showcases timeless charm paired with modern luxury. Lush, mature landscaping surrounds an oversized private pool,

  Sara Cambron PREMIER SOTHEBY'S INTL. REALTY

  647 Randy Ln, Winter Park, FL 32789
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  /46

  $950,000

  • 3 Beds
  • 2 Baths
  • 2,114 Sq Ft

  250 Cortland Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Introducing 250 Cortland Ave — a refined expression of Winter Park living, ideally positioned on one of the area’s most picturesque brick-lined streets, surrounded by established luxury homes and mature canopy trees. From the moment you arrive, the home exudes a quiet sophistication, with manicured, low-maintenance landscaping and a sense of privacy

  Crystal Whitehead CREEGAN GROUP

  250 Cortland Ave, Winter Park, FL 32789
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  /30

  $2,195,000

  • 4 Beds
  • 4.5 Baths
  • 3,412 Sq Ft

  1636 Elizabeths Walk, Winter Park, FL 32789

  Discover refined living in this stunning custom-built home located in the coveted community of Windsong. Thoughtfully designed and expertly constructed by Goehring & Morgan, this four-bedroom, 4.5 bath residence offers a perfect balance of elegance, comfort and functionality. From the moment you enter, the home impresses with its airy, open-concept design, ideal for both relaxed living and

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1636 Elizabeths Walk, Winter Park, FL 32789
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  /44

  $975,000

  • 3 Beds
  • 2 Baths
  • 2,003 Sq Ft

  1507 Golfside Dr, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. OUTSTANDING RENOVATION in a FANTASTIC LOCATION! Peace, Quiet & GOLF COURSE LIVING! This rare opportunity places you along the 13TH tee & offers tranquil backyard views of the 16TH fairway of the Winter Park Pines Golf Course (WP18)! Tree-lined street welcomes you to this completely renovated Floor to Ceiling ONE STORY beauty offers Serendipity LW

  Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

  1507 Golfside Dr, Winter Park, FL 32792
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  /53

  $1,750,000

  • 3 Beds
  • 3 Baths
  • 2,488 Sq Ft

  1110 Alabama Dr, Winter Park, FL 32789

  Masterclass in Modern Luxury on Alabama Drive 3 Beds | 3 Baths | Premier Corner Lot | Winter Park, FL Nestled on a premier corner lot at the intersection of Alabama Drive and Palmer Avenue, this fully renovated 3-bedroom, 3-bathroom residence stands as a masterclass in modern luxury. Located in one of Winter Park’s most highly sought-after areas, the property is beautifully framed by the iconic

  Omar Albaba COLDWELL BANKER REALTY

  1110 Alabama Dr, Winter Park, FL 32789
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  /44

  $850,000

  • 4 Beds
  • 3.5 Baths
  • 3,020 Sq Ft

  1287 Verdant Glade Place, Winter Park, FL 32792

  This beautiful home is in the gated Hawk's Crest community of Winter Park. Built in 2020, the spacious layout gives everyone plenty of room to spread out featuring NO CARPET and a LARGE SCREENED LANAI. With TWO PRIMARY SUITES, this is the perfect home for multigenerational living! The open floor plan is perfect for everyday living and entertaining, with a beautiful kitchen that flows into the

  Megan Hedrick Mark Spain Real Estate

  1287 Verdant Glade Place, Winter Park, FL 32792
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  /84

  $2,850,000

  • 4 Beds
  • 6 Baths
  • 4,356 Sq Ft

  1529 Holts Grove Cir, Winter Park, FL 32789

  Tucked within the prestigious enclave of Windsong Lakeside in Winter Park, this extraordinary estate is a masterclass in refined living—where thoughtful design, cutting-edge technology, and timeless elegance converge. From the moment you arrive, the circular drive and stately presence set a tone of quiet grandeur. Step inside, and the home unfolds with an effortless sense of scale, defined by

  Kristin Vogt PLLC KGV REALTY GROUP

  1529 Holts Grove Cir, Winter Park, FL 32789
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  /38

  $1,795,000

  • 3 Beds
  • 3.5 Baths
  • 2,399 Sq Ft

  621 Huntington Ave, Winter Park, FL 32789

  Experience elevated living in this fully transformed luxury residence in the heart of Winter Park, where design, premium finishes, and effortless functionality come together seamlessly. This 3-bedroom, 3.5-bath pool home offers approximately 2,400 square feet of impeccably curated living space, designed for those who appreciate both style and substance. Expertly designed by Morrone Interiors,

  Noelle LeBlanc OLDE TOWN BROKERS INC

  621 Huntington Ave, Winter Park, FL 32789
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  /33

  $499,999

  • 4 Beds
  • 3 Baths
  • 2,117 Sq Ft

  1923 Linden Rd, Winter Park, FL 32792

  ***WINTER PARK **** 4 BEDROOMS ****3 BATHROOM **** PAID OFF SOLAR ***** WILL HELP BUYER****METAL ROOF ***1/3 ACRE*** Welcome to 1923 Linden Rd, Winter Park—a well-maintained single-story residence offering space, character, and an exceptional location. Built in 1955, this solid masonry and concrete block home features 4 bedrooms, 3 full bathrooms, and approximately 2,117 heated square feet, with

  Milton James COLDWELL BANKER REALTY

  1923 Linden Rd, Winter Park, FL 32792
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  /63

  $1,400,000

  • 4 Beds
  • 3.5 Baths
  • 2,544 Sq Ft

  823 Granville Dr, Winter Park, FL 32789

  Timeless Olde Winter Park charm meets relaxed Florida living at 823 Granville Drive, a true Park Grove gem on an expansive 100' x 135' lot. Nestled among tree-lined streets in this coveted, well-established neighborhood, this single-story residence offers 4 bedrooms, 3.5 baths, and effortless indoor-outdoor living. Thoughtfully designed for entertaining, the home features two fireplaces that

  Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

  823 Granville Dr, Winter Park, FL 32789
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  /14

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,529 Sq Ft

  3245 Coleus Ct, Winter Park, FL 32792

  This home sits at the end of a cul-de-sac with an attractive courtyard entry to the 2 car garage. The Kitchen has been updated with new cabinets and tile flooring and the baths all have been remodeled and have tile flooring. The remodeled Primary Bedroom has Luxury Vinyl Flooring. The house has had all the windows and front door replaced. The screened porch overlooks a spacious fenced backyard

  Diane Gerry PA RE/MAX 200 REALTY

  3245 Coleus Ct, Winter Park, FL 32792
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  /35

  $775,000

  • 4 Beds
  • 3 Baths
  • 2,038 Sq Ft

  350 Cornwall Rd, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Fully reimagined and COMPLETELY RENOVATED with Custom features, this stunning 4-br, 3-ba home in desirable Winter Park Pines sits proudly on a spacious corner lot and offers Modern Luxury with thoughtful, HIGH END UPGRADES throughout. The interior showcases all-new cabinetry and countertops, highlighted by a dramatic waterfall kitchen island,

  Kelly Butterfield RE/MAX TOWN & COUNTRY REALTY

  350 Cornwall Rd, Winter Park, FL 32792
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  /56

  $2,850,000

  • 5 Beds
  • 5.5 Baths
  • 4,389 Sq Ft

  1300 Mayfield Ave, Winter Park, FL 32789

  Tucked behind towering hedges on a coveted brick-lined street, this estate sits on an approximately 1⁄2-acre corner lot and has been enhanced with thoughtful improvements, delivering a rare combination of modern functionality, Old World charm, and a fabulous lifestyle. Notable updates include newer HVAC systems (2020 and 2025), a tankless gas water heater, a fully renovated laundry room with new

  MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  1300 Mayfield Ave, Winter Park, FL 32789
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  /66

  $3,250,000 Open Thu 4PM - 6PM

  • 5 Beds
  • 4.5 Baths
  • 5,243 Sq Ft

  141 Glenridge Way, Winter Park, FL 32789

  Grand Southern charm and architectural elegance define this stately residence in one of Winter Park’s most desirable neighborhoods, set along a quiet brick-lined street just steps from Lake Chelton. Positioned on nearly half an acre, the home spans over 5,200 square feet, offering 5 bedrooms, 4.5 baths, a designated office, a large, versatile media/game room, a 3-car garage, and an expansive

  Mary Colton FANNIE HILLMAN & ASSOCIATES

  141 Glenridge Way, Winter Park, FL 32789
• 

  

  /44

  $4,650,000

  • 4 Beds
  • 6.5 Baths
  • 6,242 Sq Ft

  1760 Via Venetia, Winter Park, FL 32789

  Presenting an extraordinary southern traditional estate in the heart of the coveted Vias of Winter Park, a residence that effortlessly blends timeless architecture with exceptional craftsmanship. This stunning home, designed by acclaimed architect Gary Hancock, made its debut as the Southeast Builder’s Conference Showhouse for two consecutive years, a testament to its design and quality. From the

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1760 Via Venetia, Winter Park, FL 32789
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  /69

  $2,200,000 Open Sat 1PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,433 Sq Ft

  318 Vitoria Ave, Winter Park, FL 32789

  Elegant 1922 Mission Revival home, located in popular College Quarter is a registered historic place in Winter Park, FL. Lifestyle is neighborly/relaxed/pet friendly/enhanced by proximity to Lake Virginia/lakeshore sidewalks/Rollins College campus/downtown Winter Park/Central Park/museums/shops/restaurants/cultural events, most walking distance. College Quarter residents enjoy exclusive use of

  Wendy Brandon KELLER WILLIAMS WINTER PARK

  318 Vitoria Ave, Winter Park, FL 32789
• 

  

  /30

  $740,000

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  418 Gilbert Rd, Winter Park, FL 32792

  Beautifully renovated solid block home on a quiet street in highly desirable Winter Park Pines! This property features fresh exterior paint, updated lighting, a newly paved courtyard, and a bright open floor plan. The stunning kitchen offers modern cabinetry, quartz countertops, and brand-new stainless steel appliances, flowing seamlessly into the dining and family rooms. The sun-drenched Florida

  Lianna D'Angelo SOTERA LIVING

  418 Gilbert Rd, Winter Park, FL 32792

Showing Results 1 - 40, Page 1 of 6

Why Live in Winter Park

Winter Park, located near Orlando, Florida, began in the 1880s as a planned community appealing to northern ex-pats with its warm winters, good schools, and lively arts scene. Today, it maintains its "City of Arts and Culture" nickname with museums and a vibrant cultural atmosphere. The main commercial district, Park Avenue, features high-end boutiques and bistros, including The Ravenous Pig, a renowned gastropub. Rollins College and The Rollins Museum of Art are local highlights, along with The Alfond Inn, which serves as a social hub. The city’s nearly 30,000 residents enjoy highly rated schools such as Winter Park High and Trinity Preparatory School of Florida. Housing options range from petite bungalows to lakeside mansions, with styles including New Traditional, midcentury-era ranch homes, Colonial Revival, and Contemporary homes. The Winter Park Chain of Lakes offers boating, kayaking, and paddleboarding opportunities, while Central Park provides 11 acres of green space with walking paths and a rose garden. Annual events like the Winter Park Sidewalk Arts Festival and Christmas on Park attract visitors and foster community spirit. Residents have access to Interstate 4, SunRail, and Lynx buses for transportation, with Orlando International Airport about 20 miles away. Winter Park’s crime rates are lower than the national average, making it a safer area compared to nearby Orlando.

Learn more about living in Winter Park

Home Trends in Winter Park, FL

On average, homes in Winter Park, FL sell after 67 days on the market compared to the national average of 55 days. The median sale price for homes in Winter Park, FL over the last 12 months is $480,000, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$480,000

Median Single Family Sale Price

$610,000

Median Townhouse Sale Price

$459,500

Median 2 Bedroom Sale Price

$200,000

Median 1 Bedroom Sale Price

$154,000

Average Price Per Sq Ft

$371

Number of Homes for Sale

305

Last 12 months Home Sales

1,020

Months of Supply

3.60

Median List Price

$539,000

Median Change From 1st List Price

5%

Median Home Sale Price YoY Change

1%