Homes for Sale in 32789

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  /75

  $1,495,000

  • 4 Beds
  • 4 Baths
  • 2,756 Sq Ft

  1581 Magnolia Ave, Winter Park, FL 32789

  Beautifully updated with a refined, welcoming feel, this two-story home sits on a charming brick-lined street in the heart of Winter Park, just minutes from the shops, dining and parks that make the area desirable. Natural light fills this home, with four bedrooms and four full baths with custom details throughout including wonderful wood flooring throughout the first level. The well designed

  Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

  1581 Magnolia Ave, Winter Park, FL 32789
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  /2

  $205,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft

  1695 Lee Rd Unit C202, Winter Park, FL 32789

  This property located in a peaceful community IN WINTER PARK. and easy access to FL I-4 , short drive distance to Rollins College, UCF, Valencia college, Hospitals, shopping center, restaurants and Orlando Theme Park. This unit located on the second floor, it has 3 bedrooms 2, bathrooms, open floor plan. The community amenities include a large pool with lounge chairs, playground and gazebo. This

  Hoover Yap PRIMESTATE REALTY, INC.

  1695 Lee Rd Unit C202, Winter Park, FL 32789
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  /22

  $799,000

  $142K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,511 Sq Ft

  1900 E Winter Park Rd, Winter Park, FL 32789

  Positioned in one of Central Florida’s most iconic and sought-after locations, this rare opportunity at 1900 Winter Park Road in Winter Park invites you to create something truly exceptional. Set on a spacious homesite, this property offers the flexibility to renovate, expand, or build your custom dream home from the ground up. Whether you envision a modern architectural masterpiece or a timeless

  William Grim, III RE/MAX ASSURED

  1900 E Winter Park Rd, 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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  /26

  $164,900

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft

  2500 Lee Rd Unit 232, Winter Park, FL 32789

  LAKEFRONT living just steps from the shore of 239-acre, spring-fed Lake Killarney! Welcome to Lakeside Manor and this charming second-floor end-unit condo offering partial lake views, private lake access, and an ideal blend of comfort and convenience.This 1-bedroom, 1-bath unit features a bright and inviting layout with luxury vinyl plank flooring throughout the main living areas,

  Wendy Rodriguez COLDWELL BANKER REALTY

  2500 Lee Rd Unit 232, Winter Park, FL 32789
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  /28

  $1,925,000

  $150K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,304 Sq Ft

  311 E Morse Blvd Unit 1-3, Winter Park, FL 32789

  Enjoy the Winter Park lifestyle in this beautifully renovated 2-bedroom, 2-bath lakefront condo offering 2,304 square feet in the heart of downtown Winter Park. Located on the second floor of Building 1, this light-filled residence was extensively remodeled in 2023 with an open floor plan and raised ceiling heights that give the home an airy, comfortable feel throughout. The spacious living room

  Megan Cross FANNIE HILLMAN & ASSOCIATES

  311 E Morse Blvd Unit 1-3, Winter Park, FL 32789
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  /43

  $290,000

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft

  700 Melrose Ave Unit H4, Winter Park, FL 32789

  Welcome to this charming ground-floor condo, nestled in the highly sought-after 55+ community of Winter Park Gardens. This TWO-bedroom, TWO-bathroom condo offers a perfect blend of comfort, and stunning picturesque views. The open layout seamlessly connects the kitchen to the living area, and into to the sunroom/Florida room. This space is perfect for enjoying the tranquil views, offering a

  Rob Rallo TAL BUSIDAN PA

  700 Melrose Ave Unit H4, Winter Park, FL 32789
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  /37

  $1,495,000

  Open Sat 2PM - 4PM $255K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,163 Sq Ft

  1565 Forest Ave, Winter Park, FL 32789

  Virtually Staged. Set apart from the ordinary, this historic Winter Park residence offers a rare opportunity to own a home rich in character and authenticity. Homes like this, with timeless architectural detail and enduring charm, rarely come to market, especially in such a premier location just steps from the shores of Lake Virginia. Surrounded by multi million dollar estates, this 4 bedroom, 2

  Elizabeth Nordquist NORDQUIST & COMPANY INC

  1565 Forest Ave, Winter Park, FL 32789
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  /49

  $1,200,000

  • 3 Beds
  • 2 Baths
  • 2,158 Sq Ft

  1600 S Pennsylvania Ave, Winter Park, FL 32789

  Welcome to this charming 3 bedroom, 2 bath home located in the highly desirable area of Winter Park. Situated on an oversized lot, this property offers both comfort and space with a layout designed for everyday living and entertaining. The home features a inviting living area along with a unique sunken sunroom just off the two-car garage; perfect for a relaxing sitting room, home office, or play

  Jami Giles EXIT REAL ESTATE PROPERTY SOL

  1600 S Pennsylvania Ave, Winter Park, FL 32789
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  /55

  $1,950,000

  • 4 Beds
  • 4.5 Baths
  • 3,460 Sq Ft

  2625 Park Place Dr, Winter Park, FL 32789

  Nestled on one of Winter Park’s most exclusive streets, this exceptional residence is located within Park Place—the only gated neighborhood in the coveted 32789 ZIP code—and is zoned for highly sought-after Audubon Park K–8 School.From the moment you arrive, you'll appreciate the rare combination of privacy, charm, and convenience that defines this remarkable home. Designed with both everyday

  John McDade FANNIE HILLMAN & ASSOCIATES

  2625 Park Place Dr, Winter Park, FL 32789
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  /44

  $549,000

  $101K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,818 Sq Ft

  1809 Hammerlin Ave, Winter Park, FL 32789

  Highly coveted Winter Park! 40+ Pictures! This stunning 2-story end unit offers the epitome of modern convenience and elegant living; this residence provides the ideal "lock and go" lifestyle. Step through the charming covered front porch into the inviting open living area, adorned with abundant natural light, gleaming real wood flooring, and exquisite crown molding. Hosting gatherings is

  Edward Rice NICOLE-HUDSON REALTY CORP

  1809 Hammerlin Ave, Winter Park, FL 32789
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  /9

  $699,000

  • Land
  • 13,939 Sq Ft
  • $2,184,375 per Acre

  763 Overspin Dr, Winter Park, FL 32789

  Ideally located near Dubsdread Golf Course, this property sits amid the charming, oak-canopied neighborhoods of Winter Park and College Park. Enjoy convenient access to boutique shopping, popular attractions, I-4, and top-rated neighborhood schools: Princeton Elementary, College Park Middle, and Edgewater High. The 100' wide x 140' deep lot is zoned R-1A. To divide the property into two buildable

  Jill Miles Sunshine Realty & Vacation Rentals, LLC

  763 Overspin Dr, Winter Park, FL 32789
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  /70

  $1,599,900

  New Construction $35K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,252 Sq Ft

  1510 Miller Ave, Winter Park, FL 32789

  New Construction – Carefully Curated by SGC Conctruction. Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! Step into a world of refined living with this breathtaking new construction pool home, located in the vibrant heart of Winter Park. Just moments away from the eclectic energy of Park Avenue, this modern masterpiece seamlessly blends sophistication, style, and

  Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

  1510 Miller Ave, Winter Park, FL 32789
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  /21

  $130,000

  • 2 Beds
  • 1 Bath

  1695 Lee Rd Unit B204, Winter Park, FL 32789

  2 bedroom, 2 bathroom condo located in the desirable and well maintained Waterfall Cove community in Winter Park. New tile floor was installed and freshly painted. Long term tenant moved out recently and on the market for sale and for rent as well. Enjoy a highly walkable location close to Whole Foods, LA Fitness, Winter Park Village, shopping, dining, and more. Community amenities include a

  Mauricio Toro MTRE GROUPE LLC

  1695 Lee Rd Unit B204, Winter Park, FL 32789
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  /66

  $1,980,000

  $220K PRICE DROP

  • 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
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  /55

  $1,399,900

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,984 Sq Ft

  1540 Miller Ave, Winter Park, FL 32789

  Under Construction. NEW CONSTRUCTION!!! Welcome to Winter Park Grove — Winter Park’s newest community by SGC Construction! This stunning new Mid-Century Modern–inspired home is designed to impress with its architectural flair, meticulous craftsmanship, and luxurious finishes. Perfectly located near all the shopping, dining, and entertainment Winter Park is famous for, this home combines

  Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

  1540 Miller Ave, Winter Park, FL 32789
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  /7

  $899,000

  $100K PRICE DROP

  • Land
  • 8,276 Sq Ft
  • $4,731,579 per Acre

  731 Midget Dr, Winter Park, FL 32789

  Rare corner lot with stunning views of Lake Midget, located in the heart of Winter Park within an area of modern new-construction homes. This build-ready property offers an exceptional opportunity to create a custom residence in one of the city’s most desirable neighborhoods. Just minutes from Park Avenue and Winter Park Village, with easy access to premier dining, shopping, and

  Juliana Usquiano EMPIRE NETWORK REALTY

  731 Midget Dr, Winter Park, FL 32789
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  /44

  $6,888,888

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,636 Sq Ft

  2661 Vía Tuscany, Winter Park, FL 32789

  Set in the perfect Winter Park location, within exclusive Via Tuscany, this unique, RESILIENT CONSTRUCTION residence built by Developer & Builder Group, offers a rare blend of enduring quality, refined privacy, and effortless sophistication. Showcasing the finest European finishes, premium appliances, and exquisite light fixtures; this home is filled with clear, natural light and fresh air,

  Belinda Moreno The Keyes Company

  2661 Vía Tuscany, Winter Park, FL 32789
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  /34

  $750,000

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  300 Carolina Ave Unit 402C, Winter Park, FL 32789

  Virtually Staged. Welcome to Park West Condominiums — one of Winter Park’s most coveted and rarely available condominium communities, ideally located just one block from the boutiques, dining, and charm of Park Avenue. This unique 4th floor residence offers an exceptional combination of space, privacy, and potential. Featuring 3 bedrooms and 2 bathrooms, the expansive floor plan has been enlarged

  Erin Baker FANNIE HILLMAN & ASSOCIATES

  300 Carolina Ave Unit 402C, Winter Park, FL 32789
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  /22

  $735,000

  • 4 Beds
  • 2.5 Baths
  • 1,647 Sq Ft

  2831 Mulford Ave, Winter Park, FL 32789

  Rare opportunity to own on one of the most desirable streets in Audubon Park with a coveted Winter Park address. Just a few blocks from East End Market and surrounded by many of Orlando’s Michelin-recognized restaurants, this location offers an unbeatable combination of walkability, lifestyle, and top-rated schools. Zoned for Audubon Park K-8 and Winter Park High School, you’ll enjoy the best of

  Patrick Arenson UNITED REAL ESTATE PREFERRED

  2831 Mulford Ave, Winter Park, FL 32789
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  /49

  $1,395,000

  • 4 Beds
  • 4 Baths
  • 3,046 Sq Ft

  1077 Minnesota Ave, Winter Park, FL 32789

  Location. Design. Lifestyle. Newly built in 2025 by Nautilus Homes and lightly lived in, this exceptional custom residence offers the perfect blend of modern construction, elevated design, and an unbeatable Winter Park location. Ideally positioned between Orlando Avenue and Orange Avenue, just moments from Park Avenue, Mead Botanical Garden, acclaimed dining, boutique shopping, and cultural

  Frank Benevento COLDWELL BANKER REALTY

  1077 Minnesota Ave, Winter Park, FL 32789
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  /5

  $4,200,000

  New Construction

  • 5 Beds
  • 7 Baths
  • 5,500 Sq Ft

  141 W Lake Sue Ave, Winter Park, FL 32789

  Pre-Construction. To be built. A Generational Opportunity in the Heart of Winter Park Presenting an exceptionally rare opportunity to build a fully custom luxury estate on one of Winter Park’s most extraordinary homesites. Situated on an expansive 1/2-acre corner lot, an offering virtually unheard of in this coveted location, this property represents the pinnacle of luxury new construction

  Brian Hyser THE AGENCY FL

  141 W Lake Sue Ave, Winter Park, FL 32789
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  /49

  $870,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,276 Sq Ft

  1001 Nottingham St, Orlando, FL 32803

  Welcome to this Exquisitely appointed 3 bed / 2 bath home, located in the highly desirable Orwin Manor neighborhood! This home combines timeless elegance with modern luxury. Inviting foyer greets you with a leaded glass door and marble floor, setting the tone for the rest of the home. The spacious living room features raised panel wainscoting, intricate wood detailing, crown moulding, a tray

  Judd Cheyney KELLER WILLIAMS REALTY AT THE PARKS

  1001 Nottingham St, Orlando, FL 32803
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  /76

  $2,199,900

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,330 Sq Ft

  525 S Lakemont Ave, Winter Park, FL 32792

  Winter Park Luxury Awaits You! Welcome to your dream home—a stunning custom-built luxury residence offering the perfectblend of elegance, comfort, and modern design. Featuring 4 spacious bedrooms and 4 beautifully appointed bathrooms, this masterpieceshowcases custom cabinetry and closets throughout, ensuring every space is both functional and refined. The chef’s kitchen is a true

  Nicole D. Cates KELLER WILLIAMS ADVANTAGE III

  525 S Lakemont Ave, Winter Park, FL 32792
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  /35

  $1,095,000

  • 3 Beds
  • 3 Baths
  • 2,349 Sq Ft

  505 Westminster St, Orlando, FL 32803

  Stunning Renovation in the Heart of Orwin Manor | $1,095,000 | 3 BD | 3 BA | 2,349 SFA rare find in one of Winter Park's most sought-after neighborhoods, this beautifully reimagined 1947 estate blends the character of a classic home with the quality of brand-new construction. Renovated by the celebrated Maroon Fine Homes, every inch of its 2,349 square feet has been thoughtfully

  Kelly Price KELLY PRICE & COMPANY LLC

  505 Westminster St, Orlando, FL 32803
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  /17

  $279,900

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,665 Sq Ft

  709 Alton Ave, Orlando, FL 32804

  Investor Special or Renovation Loan Opportunity in Prime Orlando Location! Attention investors and rehab specialists! This 4/2 property offers an incredible opportunity to transform a solid home with great bones into a highly desirable updated residence. The home is approximately 30 years outdated and will require a full renovation, making it the perfect project for an experienced investor

  Carla Connelly SCATES REALTY & INVESTMENT PRO

  709 Alton Ave, Orlando, FL 32804
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  /43

  $500,000

  • 3 Beds
  • 2 Baths
  • 1,413 Sq Ft

  512 N Lakemont Ave, Winter Park, FL 32792

  Set on an oversized corner lot in one of the most desirable pockets of Winter Park, this 3-bedroom, 2-bath pool home blends character, location, and opportunity.The backyard is a standout feature, with a resurfaced pool finished in Tahoe Blue PebbleTec and positioned for open sky views, a rare find in a neighborhood known for its mature tree canopy. It creates a bright, inviting outdoor space

  David Plasencia COLDWELL BANKER REALTY

  512 N Lakemont Ave, Winter Park, FL 32792

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