11,861

Homes in ZIP Code 32789

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  • /36

    $1,050,000

    $400K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 2,342 Sq Ft

    632 Country Club Dr, Winter Park, FL 32789

    Experience lakeside living in Winter Park, FL with this custom LAKEFRONT PROPERTY on the shores of Lake Killarney, a 234 acre PRIVATE LAKE. There are a limited number of lakefront properties within the City, especially on skiable lakes, so this home presents a unique opportunity. Boasting an EXPANSIVE DOCK, one that’s grander than current building standards allow (but is grandfathered in), this

    Kristin Duncan CHARLES RUTENBERG REALTY ORLANDO

    632 Country Club Dr, Winter Park, FL 32789
  • /2

    $2,025,000

    Sold Aug 06, 2026

    2299 Via Tuscany, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,986 Sq Ft
    • Built 1953

    Last Sold Summary

    • 14% Below List Price
    • $508/SF
    • 230 Days On Market

    Current Estimated Value $2,400,617

    Last Listing Agent Vincent Scarlatos CORCORAN PREMIER REALTY

    2299 Via Tuscany, Winter Park, FL 32789
    • /2

      Est $213,680

      Not Listed For Sale

      1250 S Denning Dr Unit 124, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 903 Sq Ft
      • Built 1967
      1250 S Denning Dr Unit 124, Winter Park, FL 32789

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Lacey Laird 7 WAVES REAL ESTATE

  • /14

    $2,549,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,479 Sq Ft

    1823 Sunset Dr, Winter Park, FL 32789

    Under Construction. Nestled along a quiet street in Winter Park’s coveted Tree Streets, this stunning coastal farmhouse new build delivers the perfect combination of timeless architecture, luxury finishes, and an unbeatable location. From the moment you arrive, the home captivates with its warm and inviting facade, charming architectural details, and exceptional curb appeal. Step inside to an

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1823 Sunset Dr, Winter Park, FL 32789
  • /2

    $312,000

    Sold Oct 16, 2025

    1921 Dartmouth Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 987 Sq Ft
    • Built 1956

    Last Sold Summary

    • 16% Below List Price
    • $316/SF
    • 76 Days On Market

    Current Estimated Value $327,084

    Last Listing Agent Pat Hancock THOMAS LYNNE REALTY GROUP LLC

    1921 Dartmouth Ave, Winter Park, FL 32789
    • /2

      Est $808,210

      Not Listed For Sale

      200 Carolina Ave Unit 201, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,305 Sq Ft
      • Built 1981
      200 Carolina Ave Unit 201, Winter Park, FL 32789

      Last Sold Summary

      • 0 Days On Market

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

  • /3

    $249,000

    • Land
    • 2,178 Sq Ft
    • $4,980,000 per Acre

    669 W Comstock Ave, Winter Park, FL 32789

    A rare piece of land in the heart of Winter Park. Short distance to Park Ave. Approved permits for 2000 sqft under AC housing project.

    Jonathan Minerick HOMECOIN.COM

    669 W Comstock Ave, Winter Park, FL 32789
  • /2

    $550,000

    Sold Sep 02, 2026

    1821 Goodrich Ave, Winter Park, FL 32789

    • Land
    • 9,147 Sq Ft
    • $2,619,048 per Acre

    Last Sold Summary

    • 0 Days On Market

    Current Estimated Value $586,619

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

    1821 Goodrich Ave, Winter Park, FL 32789
    • /2

      Est $319,186

      Not Listed For Sale

      700 Melrose Ave Unit H3, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,074 Sq Ft
      • Built 1964
      700 Melrose Ave Unit H3, Winter Park, FL 32789

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

  • /9

    $2,460,000

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 3,294 Sq Ft

    2228 Howard Dr, Winter Park, FL 32789

    Under Construction. Welcome to 2228 Howard, a designer home that complements the irreplaceable natural beauty surrounding it with a one-of-a-kind façade. This curved street-front home winds around century-old oaks while overlooking Lake Howard, creating the kind of property you will love coming home to.Many rooms inside the home are designed to incorporate the outdoor spaces. These

    Ryan Feely COLEDEV REAL ESTATE LLC

    2228 Howard Dr, Winter Park, FL 32789
  • /2

    $3,100,001

    Sold Apr 13, 2026

    611 Williams Dr, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 4,686 Sq Ft
    • Built 2007

    Last Sold Summary

    • 4% Above List Price
    • $662/SF
    • 6 Days On Market

    Current Estimated Value $3,045,279

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    611 Williams Dr, Winter Park, FL 32789
    • /2

      Est $231,605

      Not Listed For Sale

      1500 Gay Rd Unit 7A, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,026 Sq Ft
      • Built 1972
      1500 Gay Rd Unit 7A, Winter Park, FL 32789

      Last Sold Summary

      • 205 Days On Market

      Last Listing Agent Sean McCartney PRISTINE FLORIDA PROPERTIES LLC

  • /26

    $219,999

    $20K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 582 Sq Ft

    151 N Orlando Ave Unit 261, Winter Park, FL 32789

    HUGE price adjustment, ready for fast sale. Location, location, location! Bring your boat, enjoy lake views and the best of Winter Park from this beautifully updated, move in ready 1 bedroom, 1 bathroom condo in the desirable Lake Killarney community. This top floor beauty features two private entrances and an enclosed patio overlooking Lake Killarney, perfect for morning coffee or relaxing at

    Nikita Ager FLORIDA REALTY INVESTMENTS

    151 N Orlando Ave Unit 261, Winter Park, FL 32789
  • /2

    $735,000

    Sold Aug 14, 2026

    1871 Barker Dr, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 2,231 Sq Ft
    • Built 1957

    Last Sold Summary

    • 6% Below List Price
    • $329/SF
    • 8 Days On Market

    Current Estimated Value $794,971

    Last Listing Agent Rikhil Amin FANNIE HILLMAN & ASSOCIATES

    1871 Barker Dr, Winter Park, FL 32789
    • /21

      Est $288,962

      Not Listed For Sale

      700 Melrose Ave Unit E1, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 1,035 Sq Ft
      • Built 1964
      700 Melrose Ave Unit E1, Winter Park, FL 32789

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

  • /25

    $2,999,500

    New Construction Pending
    • 5 Beds
    • 5.5 Baths
    • 4,737 Sq Ft

    1229 Via Del Mar, Winter Park, FL 32789

    New construction by M. Lahr Homes, Orlando and Winter Park's premier custom home builder. This 5-bedroom, 5.5-bathroom home is situated on a 90' x 142' wide lot in the prestigious "Vias" neighborhood of Winter Park! The location is walking distance to the Winter Park Racquet Club and a short drive to Interlachen Country Club and Park Avenue. Don't miss an amazing opportunity to build a custom

    Erin Lahr CHARLES RUTENBERG REALTY ORLANDO

    1229 Via Del Mar, Winter Park, FL 32789
  • /2

    $1,840,000

    Sold Jun 09, 2026

    640 Arjay Way, Winter Park, FL 32789

    • 5 Beds
    • 5 Baths
    • 3,953 Sq Ft
    • Built 1958

    Last Sold Summary

    • 8% Below List Price
    • $465/SF
    • 107 Days On Market

    Current Estimated Value $1,817,382

    Last Listing Agent Farah Bloom KELLER WILLIAMS WINTER PARK

    640 Arjay Way, Winter Park, FL 32789
    • /51

      Est $659,265

      Not Listed For Sale

      350 Carolina Ave Unit 301, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,544 Sq Ft
      • Built 2006
      350 Carolina Ave Unit 301, Winter Park, FL 32789

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

  • /26

    $184,400

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 222, Winter Park, FL 32789

    Rent-to-own or lease option available with negotiable terms—Lakefront Lifestyle in Winter Park—Under $200K! Live the resort life for less! This stunning, move-in ready retreat in the heart of Winter Park offers rare, direct access to the 239-acre, spring-fed Lake Killarney. Enjoy exclusive resident-only amenities, including a private boat launch, boat slips, an updated dock, and a tranquil

    Christine Bouchard HOMESMART

    2500 Lee Rd Unit 222, Winter Park, FL 32789
  • /2

    $389,000

    Sold Apr 02, 2026

    311 E Morse Blvd Unit 7-2, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Built 1960

    Last Sold Summary

    • 25% Below List Price
    • $432/SF
    • 567 Days On Market

    Current Estimated Value $383,496

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    311 E Morse Blvd Unit 7-2, Winter Park, FL 32789
    • /22

      Est $1,164,804

      Not Listed For Sale

      100 S Virginia Ave Unit 402, Winter Park, FL 32789

      • 3 Beds
      • 3 Baths
      • 2,599 Sq Ft
      • Built 2008
      100 S Virginia Ave Unit 402, Winter Park, FL 32789

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Katie Morrison KELLER WILLIAMS HERITAGE REALTY

  • /41

    $725,000

    $350K PRICE INCREASE Under Contract
    • Land
    • 14,810 Sq Ft
    • $2,132,353 per Acre

    770 W Webster Ave Unit REAR LOT, Winter Park, FL 32789

    Under contract-accepting backup offers. Back on Market! Almost impossible to find 2 adjacent 75x100 R-3 lots for a total of 75x200 or 15,000 sq/ft in top Winter Park location! Located at northwest corner of proposed Winter Park Commons project. The vacant lot to be simultaneously purchased with adjacent parcel (TAX ID 06-22-30-1168-02-022) fronting Webster with BONUS 4/2 Bungalow. Walk to WP

    Lisa Gould KELLER WILLIAMS WINTER PARK

    770 W Webster Ave Unit REAR LOT, Winter Park, FL 32789
  • /2

    $482,000

    Sold May 28, 2026

    958 Hanover Ave, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 1,378 Sq Ft
    • Built 1956

    Last Sold Summary

    • 2% Below List Price
    • $350/SF
    • 9 Days On Market

    Current Estimated Value $479,305

    Last Listing Agent Christopher Lyons AGILE GROUP REALTY

    958 Hanover Ave, Winter Park, FL 32789
    • /2

      Est $1,127,212

      Not Listed For Sale

      100 S Virginia Ave Unit 401, Winter Park, FL 32789

      • 3 Beds
      • 3 Baths
      • 2,615 Sq Ft
      • Built 2008
      100 S Virginia Ave Unit 401, Winter Park, FL 32789

      Last Sold Summary

      • 1 Day On Market

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

  • /36

    $2,350,000

    • 3 Beds
    • 3.5 Baths
    • 3,110 Sq Ft

    200 S Interlachen Ave Unit 350, Winter Park, FL 32789

    Welcome to The Versailles of Winter Park, an extraordinary opportunity to own one of only seven exclusive private residences in one of Winter Park's most coveted luxury communities, nestled just steps from the world-renowned Park Avenue and adjacent to the prestigious Alfond Inn & Spa. This magnificent third-floor residence offers 3,110 square feet of impeccably designed one-level living, oak

    Rhonda Chesmore KELLY PRICE & COMPANY LLC

    200 S Interlachen Ave Unit 350, Winter Park, FL 32789
  • /2

    $3,000,000

    Sold Jul 22, 2026

    1351 Magnolia Ave, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 3,460 Sq Ft
    • Built 2026

    Last Sold Summary

    • 3% Below List Price
    • $867/SF
    • 0 Days On Market

    Current Estimated Value $2,364,613

    Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

    1351 Magnolia Ave, Winter Park, FL 32789
    • /2

      Est $658,930

      Not Listed For Sale

      350 Carolina Ave Unit 207, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,529 Sq Ft
      • Built 2006
      350 Carolina Ave Unit 207, Winter Park, FL 32789

      Last Sold Summary

      • 100 Days On Market

      Last Listing Agent Abby Green IAD REAL ESTATE

  • /44

    $1,950,000

    • 3 Beds
    • 3.5 Baths
    • 2,703 Sq Ft

    751 Pansy Ave, Winter Park, FL 32789

    Set along one of Winter Park’s charming brick streets just steps from Park Avenue, this beautifully maintained home pairs refined design with an exceptional location. Impressive curb appeal sets the tone, while thoughtfully curated interiors create a home that feels both elevated and inviting. Inside, the main living space centers around a custom entertainment wall with built-in shelving and an

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    751 Pansy Ave, Winter Park, FL 32789
  • /2

    $1,300,000

    Sold May 29, 2026

    1780 Mondrian Cir, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 2,310 Sq Ft
    • Built 2023

    Last Sold Summary

    • 7% Below List Price
    • $563/SF
    • 48 Days On Market

    Current Estimated Value $1,274,136

    Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

    1780 Mondrian Cir, Winter Park, FL 32789
    • /2

      Not Listed For Sale

      100 S Interlachen Ave Unit 502D, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,267 Sq Ft
      • Built 1971
      100 S Interlachen Ave Unit 502D, Winter Park, FL 32789

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Jeff Clark COLDWELL BANKER REALTY

  • /37

    $535,000

    Open Sun 12PM - 2PM $25K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,937 Sq Ft

    1250 Formosa Ave, Winter Park, FL 32789

    Modern living meets unbeatable location in this stunning 3 bedroom, 3.5 bathroom home nestled in the highly sought-after Urban Green Community. Built in 2022, this move-in ready residence showcases sleek, contemporary finishes throughout all three levels. Step up to a welcoming covered and pavered front porch, fenced-in front yard, and into a thoughtfully designed layout. The first floor offers a

    Jeanine Louis-Alcime EXP REALTY LLC

    1250 Formosa Ave, Winter Park, FL 32789
  • /2

    $975,000

    Sold Nov 18, 2025

    901 Palmer Ave, Winter Park, FL 32789

    • Land
    • 13,939 Sq Ft
    • $3,046,875 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 33 Days On Market

    Current Estimated Value $991,790

    Last Listing Agent Sharon Helsby FANNIE HILLMAN & ASSOCIATES

    901 Palmer Ave, Winter Park, FL 32789
    • /23

      Est $245,773

      Not Listed For Sale

      1500 Gay Rd Unit 9C, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,026 Sq Ft
      • Built 1972
      1500 Gay Rd Unit 9C, Winter Park, FL 32789

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Jason Zinno RE/MAX ASSURED

  • /51

    $4,750,000

    Under Contract
    • 5 Beds
    • 4.5 Baths
    • 4,542 Sq Ft

    2525 Temple Dr, Winter Park, FL 32789

    Under contract-accepting backup offers. Privately nestled on 1.32 acres (1.1+ acres HIGH & DRY) along the tranquil shores of Lake Temple, this remarkable residence is a true compound where architecture, craftsmanship, and nature exist in perfect balance. Completed in 2019 by Gallimore Homes and enhanced with more than $300K in upgrades, this home was designed to feel secluded and private while

    MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    2525 Temple Dr, Winter Park, FL 32789
  • /2

    $1,650,000

    Sold Oct 09, 2025

    1915 Stonehurst Rd, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 2,489 Sq Ft
    • Built 1956

    Last Sold Summary

    • $663/SF
    • 0 Days On Market

    Current Estimated Value $1,668,636

    Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

    1915 Stonehurst Rd, Winter Park, FL 32789
    • /2

      Est $227,869

      Not Listed For Sale

      700 Melrose Ave Unit H1, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 810 Sq Ft
      • Built 1964
      700 Melrose Ave Unit H1, Winter Park, FL 32789

      Last Sold Summary

      • 90 Days On Market

      Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

  • /46

    $1,399,000

    • 3 Beds
    • 2.5 Baths
    • 2,585 Sq Ft

    512 W Swoope Ave, Winter Park, FL 32789

    Steps from Park Avenue, this architecturally stunning 2023-built Vilasa townhome blends modern luxury with the timeless elegance of Winter Park living. Designed by Nasrallah Architectural Group, Ted Maines Interiors, and Jordan Builders, the residence showcases an Alys Beach–inspired aesthetic with warm wood accents, wrought iron detailing, and two-story block construction for enduring quality.

    Carmen Quintana COLDWELL BANKER REALTY

    512 W Swoope Ave, Winter Park, FL 32789
  • /2

    $1,810,000

    Sold Mar 31, 2026

    1710 Oneco Ave, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 3,240 Sq Ft
    • Built 2020

    Last Sold Summary

    • $559/SF

    Current Estimated Value $1,841,384

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

    1710 Oneco Ave, Winter Park, FL 32789
    • /2

      Est $301,912

      Not Listed For Sale

      700 Melrose Ave Unit M33, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,074 Sq Ft
      • Built 1964
      700 Melrose Ave Unit M33, Winter Park, FL 32789

      Last Sold Summary

      • 155 Days On Market

      Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

  • /52

    $3,275,000

    $220K PRICE DROP
    • 4 Beds
    • 6 Baths
    • 4,683 Sq Ft

    1581 Forest Ave, Winter Park, FL 32789

    Virtually Staged. This exceptional Winter Park residence offers a floor plan rarely found in the area, with nearly all living spaces thoughtfully positioned on a single level for effortless everyday living. Completely rebuilt in 2018 by renowned custom builder Posada Homes, a member of the elite Master Custom Builders Council, the home blends modern design, crisp architectural lines, and timeless

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    1581 Forest Ave, Winter Park, FL 32789

Showing Results 441 - 480, Page 12 of 18

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