11,861

Homes in ZIP Code 32789

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  • 1150 Via Salerno, Winter Park, FL 32789
    1150 Via Salerno, Winter Park, FL 32789
    1150 Via Salerno, Winter Park, FL 32789
    /64

    $3,750,000

    New Construction $1M PRICE DROP Under Contract
    • 4 Beds
    • 5.5 Baths
    • 3,826 Sq Ft

    1150 Via Salerno, Winter Park, FL 32789

    Under contract-accepting backup offers. In the heart of Winter Park, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends architectural refinement with organic warmth. Now offered at a compelling new price, the home presents a rare opportunity to experience architecturally distinctive new construction in the Vias neighborhood. Conceived, developed & designed by

    Padgett McCormick KELLY PRICE & COMPANY LLC

    1150 Via Salerno, Winter Park, FL 32789
  • 2881 Temple Trail, Winter Park, FL 32789
    2881 Temple Trail, Winter Park, FL 32789
    2881 Temple Trail, Winter Park, FL 32789
    /58

    $560,000

    Sold Sep 10, 2026

    2881 Temple Trail, Winter Park, FL 32789

    • 2 Beds
    • 2.5 Baths
    • 1,704 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Below List Price
    • $329/SF
    • 12 Days On Market

    Current Estimated Value $485,968

    Last Listing Agent Alexis Davis FANNIE HILLMAN & ASSOCIATES

    2881 Temple Trail, Winter Park, FL 32789
    • 1602 Alabama Dr Unit 107, Winter Park, FL 32789
      1602 Alabama Dr Unit 107, Winter Park, FL 32789
      1602 Alabama Dr Unit 107, Winter Park, FL 32789
      /29

      Est $932,972

      Not Listed For Sale

      1602 Alabama Dr Unit 107, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 993 Sq Ft
      • Built 1921
      1602 Alabama Dr Unit 107, Winter Park, FL 32789

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  • 2702 Parkland Dr, Winter Park, FL 32789
    2702 Parkland Dr, Winter Park, FL 32789
    2702 Parkland Dr, Winter Park, FL 32789
    /48

    $1,049,000

    Open Sun 12PM - 2PM $126K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,656 Sq Ft

    2702 Parkland Dr, Winter Park, FL 32789

    Welcome to this beautifully updated Winter Park home, perfectly positioned on a desirable corner lot and zoned for Audubon Park K-8 and Winter Park High School. With 5 bedrooms and 3 full baths, this spacious residence offers the ideal blend of functionality and style for modern living. Step inside to an open, light filled floor plan featuring luxury vinyl floors and a cozy wood burning fireplace

    Elizabeth Nordquist NORDQUIST & COMPANY INC

    2702 Parkland Dr, Winter Park, FL 32789
  • 2203 Via Tuscany, Winter Park, FL 32789
    2203 Via Tuscany, Winter Park, FL 32789
    /2

    $13,000,000

    Sold Feb 24, 2026

    2203 Via Tuscany, Winter Park, FL 32789

    • 6 Beds
    • 9 Baths
    • 12,190 Sq Ft
    • Built 2002

    Last Sold Summary

    • 1% Above List Price
    • $1,066/SF
    • 4 Days On Market

    Current Estimated Value $9,038,188

    Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY

    2203 Via Tuscany, Winter Park, FL 32789
    • 2001 Bett Mar Ln, Winter Park, FL 32789
      2001 Bett Mar Ln, Winter Park, FL 32789
      /2

      Est $8,393,519

      Not Listed For Sale

      2001 Bett Mar Ln, Winter Park, FL 32789

      • 8 Beds
      • 8.5 Baths
      • 8,583 Sq Ft
      • Built 1995
      2001 Bett Mar Ln, Winter Park, FL 32789

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Brian Teach COLDWELL BANKER REALTY

  • 1415 Grove Terrace, Winter Park, FL 32789
    1415 Grove Terrace, Winter Park, FL 32789
    1415 Grove Terrace, Winter Park, FL 32789
    /20

    $2,200,000

    • Land
    • 23,522 Sq Ft
    • $4,074,074 per Acre

    1415 Grove Terrace, Winter Park, FL 32789

    Exceptional opportunity to build your dream home in one of Winter Park’s most sought-after neighborhoods! This cleared, vacant homesite is ready for construction and offers the perfect canvas to create a custom residence tailored to your vision. Nestled on a quiet street, the property is surrounded by beautiful homes while providing convenient access to Park Avenue’s renowned shopping and dining,

    Milena Fernandes GOLDEN GROUP REALTY LLC

    1415 Grove Terrace, Winter Park, FL 32789
  • 2904 Parkland Dr, Winter Park, FL 32789
    2904 Parkland Dr, Winter Park, FL 32789
    /2

    $690,000

    Sold Feb 20, 2026

    2904 Parkland Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1952

    Last Sold Summary

    • $456/SF
    • 0 Days On Market

    Current Estimated Value $697,182

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    2904 Parkland Dr, Winter Park, FL 32789
    • 851 Miles Ave Unit 26, Winter Park, FL 32789
      851 Miles Ave Unit 26, Winter Park, FL 32789
      /2

      Est $199,989

      Not Listed For Sale

      851 Miles Ave Unit 26, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft
      • Built 1984
      851 Miles Ave Unit 26, Winter Park, FL 32789

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Kevin Mendoza CALL IT CLOSED INTL REALTY

  • 1417 Williams Dr, Winter Park, FL 32789
    1417 Williams Dr, Winter Park, FL 32789
    1417 Williams Dr, Winter Park, FL 32789
    /55

    $3,999,000

    New Construction Under Contract
    • 5 Beds
    • 5.5 Baths
    • 4,891 Sq Ft

    1417 Williams Dr, Winter Park, FL 32789

    Under contract-accepting backup offers. Designed to evoke the timeless architecture of Olde Winter Park, this exceptional modern Tudor home features character, craftsmanship, and presence rarely found in today's market. Perfectly positioned on an expansive 0.37-acre homesite in the highly coveted Park Grove neighborhood, the residence offers the rare privilege of walking to Park Avenue while

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1417 Williams Dr, Winter Park, FL 32789
  • 218 Orange Terrace Dr, Winter Park, FL 32789
    218 Orange Terrace Dr, Winter Park, FL 32789
    /2

    $560,000

    Sold May 08, 2026

    218 Orange Terrace Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,618 Sq Ft
    • Built 1955

    Last Sold Summary

    • 12% Below List Price
    • $346/SF
    • 30 Days On Market

    Current Estimated Value $561,465

    Last Listing Agent Arden Magee ANNE ROGERS REALTY GROUP INC

    218 Orange Terrace Dr, Winter Park, FL 32789
    • 851 Miles Ave Unit 8, Winter Park, FL 32789
      851 Miles Ave Unit 8, Winter Park, FL 32789
      /2

      Est $194,939

      Not Listed For Sale

      851 Miles Ave Unit 8, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft
      • Built 1984
      851 Miles Ave Unit 8, Winter Park, FL 32789

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Bobby Christiano COLDWELL BANKER REALTY

  • 1591 Cardinal Ct, Winter Park, FL 32789
    1591 Cardinal Ct, Winter Park, FL 32789
    1591 Cardinal Ct, Winter Park, FL 32789
    /44

    $2,995,000

    • 5 Beds
    • 3 Baths
    • 3,523 Sq Ft

    1591 Cardinal Ct, Winter Park, FL 32789

    Tucked away on a private cul-de-sac just a 15-minute walk from Park Avenue, this thoughtfully renovated Winter Park residence offers the rare combination of luxury, durability, and everyday practicality--with no HOA. Renovated down to the studs in 2024, the home features a hidden butler's pantry with double appliances, allowing the main kitchen to remain elegant and uncluttered. The primary suite

    DJ Diamond Sunset Lakes Realty

    1591 Cardinal Ct, Winter Park, FL 32789
  • 1860 Staunton Ave, Winter Park, FL 32789
    1860 Staunton Ave, Winter Park, FL 32789
    /2

    $610,000

    Sold Apr 13, 2026

    1860 Staunton Ave, Winter Park, FL 32789

    • Land
    • 13,503 Sq Ft
    • $1,967,742 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 9 Days On Market

    Current Estimated Value $631,814

    Last Listing Agent Leighton Hope COMPASS FLORIDA LLC

    1860 Staunton Ave, Winter Park, FL 32789
    • 851 Miles Ave Unit 28, Winter Park, FL 32789
      851 Miles Ave Unit 28, Winter Park, FL 32789
      851 Miles Ave Unit 28, Winter Park, FL 32789
      /16

      Est $201,768

      Not Listed For Sale

      851 Miles Ave Unit 28, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft
      • Built 1984
      851 Miles Ave Unit 28, Winter Park, FL 32789

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Tom Graves FUN HOMES

  • 1220 Howell Branch Rd, Winter Park, FL 32789
    1220 Howell Branch Rd, Winter Park, FL 32789
    1220 Howell Branch Rd, Winter Park, FL 32789
    /49

    $1,050,000

    $150K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,487 Sq Ft

    1220 Howell Branch Rd, Winter Park, FL 32789

    A RARE WINTER PARK RENOVATION OPPORTUNITY DIRECTLY ACROSS FROM HOWELL BRANCH PRESERVE! Situated on an approximately 0.23-acre lot, this distinctive 3-bedroom, 2-bath home offers an exceptional opportunity for an investor, renovator, or buyer seeking to complete and personalize a property in one of Central Florida’s most desirable communities.Renovations have already begun, providing the

    Fook Snipper PARK PLACE REAL ESTATE

    1220 Howell Branch Rd, Winter Park, FL 32789
  • 311 Cortland Ave, Winter Park, FL 32789
    311 Cortland Ave, Winter Park, FL 32789
    /2

    $750,000

    Sold Sep 25, 2025

    311 Cortland Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,382 Sq Ft
    • Built 1952

    Last Sold Summary

    • 6% Below List Price
    • $543/SF
    • 48 Days On Market

    Current Estimated Value $729,314

    Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

    311 Cortland Ave, Winter Park, FL 32789
    • 851 Miles Ave Unit 4, Winter Park, FL 32789
      851 Miles Ave Unit 4, Winter Park, FL 32789
      /2

      Est $198,587

      Not Listed For Sale

      851 Miles Ave Unit 4, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft
      • Built 1984
      851 Miles Ave Unit 4, Winter Park, FL 32789

      Last Sold Summary

      • 218 Days On Market

      Last Listing Agent Lenny Migliaccio RE/MAX TOWN CENTRE

  • 1750 Carollee Ln, Winter Park, FL 32789
    1750 Carollee Ln, Winter Park, FL 32789
    1750 Carollee Ln, Winter Park, FL 32789
    /46

    $1,750,000

    Open Sat 12PM - 2PM $245K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,249 Sq Ft

    1750 Carollee Ln, Winter Park, FL 32789

    Welcome to 1750 Carollee Lane, where timeless charm meets modern luxury. Set on a homesite with desirable southern exposure in the heart of Winter Park, this four-bedroom, 3.5-bath, custom pool and spa residence offers more than 3,200 square feet of thoughtfully updated living space near Park Avenue, the Chain of Lakes and top-rated schools. The fully renovated 2025 kitchen serves as the

    Michelle Hochfelder PREMIER SOTHEBY'S INTL. REALTY

    1750 Carollee Ln, Winter Park, FL 32789
  • 1695 Lee Rd Unit E204, Winter Park, FL 32789
    1695 Lee Rd Unit E204, Winter Park, FL 32789
    /2

    $98,500

    Sold Sep 01, 2026

    1695 Lee Rd Unit E204, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft
    • Built 1966

    Last Sold Summary

    • 24% Below List Price
    • $112/SF
    • 247 Days On Market

    Current Estimated Value $116,553

    Last Listing Agent Brandy Ray LOKATION

    1695 Lee Rd Unit E204, Winter Park, FL 32789
    • 851 Miles Ave Unit 25, Winter Park, FL 32789
      851 Miles Ave Unit 25, Winter Park, FL 32789
      851 Miles Ave Unit 25, Winter Park, FL 32789
      /18

      Est $199,731

      Not Listed For Sale

      851 Miles Ave Unit 25, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft
      • Built 1984
      851 Miles Ave Unit 25, Winter Park, FL 32789

      Last Sold Summary

      • 77 Days On Market

      Last Listing Agent Brian Hyser THE AGENCY FL

  • 1840 Laurel Rd, Winter Park, FL 32789
    1840 Laurel Rd, Winter Park, FL 32789
    1840 Laurel Rd, Winter Park, FL 32789
    /12

    $2,299,000

    New Construction $70K PRICE INCREASE
    • 5 Beds
    • 5 Baths
    • 2,868 Sq Ft

    1840 Laurel Rd, Winter Park, FL 32789

    Under Construction. Experience modern luxury in this exceptional new construction residence by LUIH Luxury Homes, scheduled for completion in December 2026.Offering 5 bedrooms, 5 bathrooms, and 2,868 square feet of thoughtfully designed living space, this home showcases contemporary architecture, refined finishes, and a functional layout tailored to today's lifestyle.A light-filled open

    Matt Tomaszewski CORCORAN PREMIER REALTY

    1840 Laurel Rd, Winter Park, FL 32789
  • 246 Palmer Ave, Winter Park, FL 32789
    246 Palmer Ave, Winter Park, FL 32789
    /2

    $1,500,000

    Sold May 19, 2026

    246 Palmer Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 2,281 Sq Ft
    • Built 1948

    Last Sold Summary

    • $658/SF
    • 2 Days On Market

    Current Estimated Value $1,508,248

    Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

    246 Palmer Ave, Winter Park, FL 32789
    • 1545 Indiana Ave Unit B, Winter Park, FL 32789
      1545 Indiana Ave Unit B, Winter Park, FL 32789
      /2

      Est $475,186

      Not Listed For Sale

      1545 Indiana Ave Unit B, Winter Park, FL 32789

      • 3 Beds
      • 2.5 Baths
      • 1,598 Sq Ft
      • Built 2005
      1545 Indiana Ave Unit B, Winter Park, FL 32789

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Ron Murray MAGIC REALTY LLC

  • 1071 Aragon Ave, Winter Park, FL 32789
    1071 Aragon Ave, Winter Park, FL 32789
    1071 Aragon Ave, Winter Park, FL 32789
    /34

    $575,000

    • 2 Beds
    • 2.5 Baths
    • 1,851 Sq Ft

    1071 Aragon Ave, Winter Park, FL 32789

    Brand new roof. Conveniently located between downtown Winter Park and College Park with easy access to shopping, restaurants and highways. Zoned for Audubon Park K-8 for elementary and middle school. All the amenities one could want in this luxurious townhome. Tall ceilings and doorways throughout home. Custom tile floors on the first floor with a gas fireplace in the great room. Two patios

    Greg Vazzana FANNIE HILLMAN & ASSOCIATES

    1071 Aragon Ave, Winter Park, FL 32789
  • 446 Alberta Dr, Winter Park, FL 32789
    446 Alberta Dr, Winter Park, FL 32789
    /2

    $1,600,000

    Sold Apr 22, 2026

    446 Alberta Dr, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 3,263 Sq Ft
    • Built 1968

    Last Sold Summary

    • 12% Below List Price
    • $490/SF
    • 271 Days On Market

    Current Estimated Value $1,624,726

    Last Listing Agent Vonda Fields CHARLES RUTENBERG REALTY ORLANDO

    446 Alberta Dr, Winter Park, FL 32789
    • 851 Miles Ave Unit 15, Winter Park, FL 32789
      851 Miles Ave Unit 15, Winter Park, FL 32789
      851 Miles Ave Unit 15, Winter Park, FL 32789
      /26

      Est $198,679

      Not Listed For Sale

      851 Miles Ave Unit 15, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft
      • Built 1984
      851 Miles Ave Unit 15, Winter Park, FL 32789

      Last Sold Summary

      • 101 Days On Market

      Last Listing Agent Chris Creegan CREEGAN GROUP

  • 700 Melrose Ave Unit J24, Winter Park, FL 32789
    700 Melrose Ave Unit J24, Winter Park, FL 32789
    700 Melrose Ave Unit J24, Winter Park, FL 32789
    /28

    $350,000

    $40K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 987 Sq Ft

    700 Melrose Ave Unit J24, Winter Park, FL 32789

    Fully updated ..Amazing modern Winter Park Lake Front location! This is a DELUXE corner unit fully remodeled and totally updated one bedroom unit has just been completed. All new paint, porcelain flooring, all new fixtures, bathroom, appliances, new wood cabinets, new stone counters. All NEW The desirable condo community of Winter Park Gardens is nestled between Mead Gardens, Azalea Tennis Center

    Scott Butts KIMBRIDGE REALTY, LLC

    700 Melrose Ave Unit J24, Winter Park, FL 32789
  • 685 Overspin Dr, Winter Park, FL 32789
    685 Overspin Dr, Winter Park, FL 32789
    /2

    $622,000

    Sold Jul 23, 2026

    685 Overspin Dr, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,112 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Below List Price
    • $295/SF
    • 13 Days On Market

    Current Estimated Value $626,957

    Last Listing Agent Corey Van Dyke HOMEVEST REALTY

    685 Overspin Dr, Winter Park, FL 32789
    • 851 Miles Ave Unit 3, Winter Park, FL 32789
      851 Miles Ave Unit 3, Winter Park, FL 32789
      /2

      Est $199,004

      Not Listed For Sale

      851 Miles Ave Unit 3, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 808 Sq Ft
      • Built 1984
      851 Miles Ave Unit 3, Winter Park, FL 32789

      Last Sold Summary

      • 112 Days On Market

      Last Listing Agent Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  • 645 Pansy Ave, Winter Park, FL 32789
    645 Pansy Ave, Winter Park, FL 32789
    645 Pansy Ave, Winter Park, FL 32789
    /60

    $2,390,000

    Under Contract
    • 4 Beds
    • 4.5 Baths
    • 3,661 Sq Ft

    645 Pansy Ave, Winter Park, FL 32789

    Under contract-accepting backup offers. Custom-built Santa Barbara-style estate set on one of Winter Park's most coveted brick-paved streets, just moments from Park Avenue's boutiques, galleries and celebrated restaurants, Winter Park Golf Course, Winter Park Racquet Club, historic Rollins College and vibrant Winter Park Village. Built in 2010, this four-bedroom, 4.5-bath residence spans 3,661

    Jamie Sharon PREMIER SOTHEBY'S INTL. REALTY

    645 Pansy Ave, Winter Park, FL 32789
  • 147 S Interlachen Ave Unit 202, Winter Park, FL 32789
    147 S Interlachen Ave Unit 202, Winter Park, FL 32789
    /2

    $1,900,000

    Sold Aug 31, 2026

    147 S Interlachen Ave Unit 202, Winter Park, FL 32789

    • 3 Beds
    • 4.5 Baths
    • 3,272 Sq Ft
    • Built 1990

    Last Sold Summary

    • $581/SF

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    147 S Interlachen Ave Unit 202, Winter Park, FL 32789
    • 151 N Orlando Ave Unit 233, Winter Park, FL 32789
      151 N Orlando Ave Unit 233, Winter Park, FL 32789
      /2

      Est $230,204

      Not Listed For Sale

      151 N Orlando Ave Unit 233, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 710 Sq Ft
      • Built 1960
      151 N Orlando Ave Unit 233, Winter Park, FL 32789

  • 922 N Pennsylvania Ave, Winter Park, FL 32789
    922 N Pennsylvania Ave, Winter Park, FL 32789
    922 N Pennsylvania Ave, Winter Park, FL 32789
    /30

    $1,875,000

    $120K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,440 Sq Ft

    922 N Pennsylvania Ave, Winter Park, FL 32789

    Truly a rare Winter Park offering. Perfectly positioned along the dogleg of the fourth fairway of the historic Winter Park 9-Hole Golf Course, this beautifully renovated four-bedroom, four-bath Mediterranean residence seamlessly blends timeless architectural character with sophisticated modern living. Rich in charm and thoughtfully updated throughout, the home welcomes you with an elegant living

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    922 N Pennsylvania Ave, Winter Park, FL 32789
  • 641 Bonita Dr, Winter Park, FL 32789
    641 Bonita Dr, Winter Park, FL 32789
    /2

    $4,800,000

    Sold Jan 02, 2026

    641 Bonita Dr, Winter Park, FL 32789

    • 5 Beds
    • 6 Baths
    • 6,699 Sq Ft
    • Built 1948

    Last Sold Summary

    • 4% Below List Price
    • $717/SF
    • 0 Days On Market

    Current Estimated Value $4,887,563

    Last Listing Agent Nicole Seybold FANNIE HILLMAN & ASSOCIATES

    641 Bonita Dr, Winter Park, FL 32789
    • 700 Melrose Ave Unit E6, Winter Park, FL 32789
      700 Melrose Ave Unit E6, Winter Park, FL 32789
      /2

      Est $201,676

      Not Listed For Sale

      700 Melrose Ave Unit E6, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 730 Sq Ft
      • Built 1964
      700 Melrose Ave Unit E6, Winter Park, FL 32789

      Last Sold Summary

      • 230 Days On Market

      Last Listing Agent Milton James COLDWELL BANKER REALTY

  • 0 Jessica Ct, Winter Park, FL 32789
    0 Jessica Ct, Winter Park, FL 32789
    0 Jessica Ct, Winter Park, FL 32789
    /11

    $449,000

    • Land
    • 6,098 Sq Ft
    • $3,207,143 per Acre

    0 Jessica Ct, Winter Park, FL 32789

    Some opportunities don't announce themselves. They show up quietly in Winter Park's most sought-after zip code, waiting for someone who knows exactly what to do with them.This vacant lot inside Waterbridge sits in the 32789 zip code, a rare chance to build the home you've always had in mind, in a neighborhood that has already decided who it is. Waterbridge is a tight-knit, tree-lined enclave

    Hannah True RE/MAX 200 REALTY

    0 Jessica Ct, Winter Park, FL 32789
  • 150 Dana Way, Winter Park, FL 32789
    150 Dana Way, Winter Park, FL 32789
    /2

    $3,675,000

    Sold Jul 30, 2026

    150 Dana Way, Winter Park, FL 32789

    • 5 Beds
    • 5 Baths
    • 4,451 Sq Ft
    • Built 2026

    Last Sold Summary

    • 3% Below List Price
    • $826/SF
    • 35 Days On Market

    Current Estimated Value $3,457,860

    Last Listing Agent Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

    150 Dana Way, Winter Park, FL 32789
    • 1500 Gay Rd Unit 25A, Winter Park, FL 32789
      1500 Gay Rd Unit 25A, Winter Park, FL 32789
      1500 Gay Rd Unit 25A, Winter Park, FL 32789
      /21

      Est $247,856

      Not Listed For Sale

      1500 Gay Rd Unit 25A, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,026 Sq Ft
      • Built 1972
      1500 Gay Rd Unit 25A, Winter Park, FL 32789

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Sue Gilman KELLER WILLIAMS WINTER PARK

  • 2361 Roxbury Rd, Winter Park, FL 32789
    2361 Roxbury Rd, Winter Park, FL 32789
    2361 Roxbury Rd, Winter Park, FL 32789
    /34

    $599,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,723 Sq Ft

    2361 Roxbury Rd, Winter Park, FL 32789

    Under contract-accepting backup offers. Nested on a spacious, tree lined lot just steps from Lake Killarney, 2361 Roxbury Road offers a rare opportunity to create your dream home in one of Winter Park’s most convenient locations. Ideally situated just off Fairbanks Avenue with quick access to I-4 , this 3 bedroom, 2 bath residence features 1723 square feet of living space, solid plaster walls and

    Arden Magee ANNE ROGERS REALTY GROUP INC

    2361 Roxbury Rd, Winter Park, FL 32789

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