11,861

Homes in ZIP Code 32789

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    • /2

      Est $416,924

      Not Listed For Sale

      690 Osceola Ave Unit 410, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,148 Sq Ft
      • Built 1969
      690 Osceola Ave Unit 410, Winter Park, FL 32789

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Catherine Mitchell SANDRONI HOLDINGS REAL ESTATE LLC

  • /37

    $999,000

    $96K PRICE DROP Under Contract
    • 3 Beds
    • 3.5 Baths
    • 2,213 Sq Ft

    1120 Wisconsin Ave, Winter Park, FL 32789

    Under contract-accepting backup offers. Curated with intention and finished without compromise, 1120 Wisconsin Avenue is a rare opportunity to own a bespoke Winter Park residence where elevated design meets effortless everyday living. Every detail of this 2,213-square-foot, three-bedroom, three-and-a-half-bath home has been thoughtfully considered — from the custom Pella® multi-point entry door

    Kelly Price KELLY PRICE & COMPANY LLC

    1120 Wisconsin Ave, Winter Park, FL 32789
  • /2

    $610,000

    Sold Dec 18, 2025

    1620 Howell Branch Rd, Winter Park, FL 32789

    • 3 Beds
    • 4 Baths
    • 1,984 Sq Ft
    • Built 1985

    Last Sold Summary

    • 13% Below List Price
    • $307/SF
    • 97 Days On Market

    Current Estimated Value $663,998

    Last Listing Agent Michelle Rhea THE WILKINS WAY LLC

    1620 Howell Branch Rd, Winter Park, FL 32789
    • /28

      Est $607,702

      Not Listed For Sale

      102 S Interlachen Ave Unit 510, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 901 Sq Ft
      • Built 1971
      102 S Interlachen Ave Unit 510, Winter Park, FL 32789

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

  • /59

    $699,000

    $21K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,602 Sq Ft

    436 W Swoope Ave, Winter Park, FL 32789

    Virtually Staged. Don't miss the best priced townhome in Winter Park!! Welcome to this virtually staged contemporary townhome in the desirable 400 West community, home to just nine residences and steps away from lively Park Avenue. Enter through the private garage or the charming front path, and you'll find a bright and open main floor that perfectly balances comfort and modern style.The

    Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

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

    $1,860,000

    Sold Mar 26, 2026

    1540 Palm Ave, Winter Park, FL 32789

    • 5 Beds
    • 3.5 Baths
    • 3,423 Sq Ft
    • Built 2014

    Last Sold Summary

    • 11% Below List Price
    • $543/SF
    • 158 Days On Market

    Current Estimated Value $1,886,861

    Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES

    1540 Palm Ave, Winter Park, FL 32789
    • /2

      Est $1,526,150

      Not Listed For Sale

      662 Osceola Ave Unit 203, Winter Park, FL 32789

      • 3 Beds
      • 3.5 Baths
      • 2,290 Sq Ft
      • Built 2003
      662 Osceola Ave Unit 203, Winter Park, FL 32789

      Last Sold Summary

      • 164 Days On Market

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

  • /2

    $599,999

    Under Contract
    • Land
    • 16,552 Sq Ft
    • $1,578,945 per Acre

    1821 Killarney Dr, Winter Park, FL 32789

    Under contract-accepting backup offers. Rare opportunity to own a cleared waterfront lot on the shores of Lake Killarney in the heart of Winter Park. Spanning approximately .38 acres, this exceptional property offers stunning lake views and the potential for a future custom residence, subject to buyer verification of building requirements and intended use. Enjoy direct access to Lake Killarney

    Karly Campbell NOVA REAL ESTATE SERVICES INC

    1821 Killarney Dr, Winter Park, FL 32789
  • /2

    $237,500

    Sold Jun 05, 2026

    2500 Lee Rd Unit 229, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 956 Sq Ft
    • Built 1969

    Last Sold Summary

    • 7% Below List Price
    • $248/SF
    • 81 Days On Market

    Current Estimated Value $235,246

    Last Listing Agent Janice Erickson REALCOM REAL ESTATE SERVICES INC

    2500 Lee Rd Unit 229, Winter Park, FL 32789
    • /2

      Est $288,757

      Not Listed For Sale

      700 Melrose Ave Unit A22, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,074 Sq Ft
      • Built 1964
      700 Melrose Ave Unit A22, Winter Park, FL 32789

      Last Sold Summary

      • 130 Days On Market

      Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

  • /31

    $689,000

    • 3 Beds
    • 3 Baths
    • 1,794 Sq Ft

    900 Carver St, Winter Park, FL 32789

    Completely Remodeled 2026 | Single-Story | Prime Location | Dual Suites | The redesigned kitchen features 42" shaker cabinetry, Calcutta quartz countertops, and new stainless steel appliances. Bathrooms have been completely remodeled with updated finishes. Luxury vinyl flooring extends through all common areas, complemented by LED recessed lighting and updated fixtures throughout. The open layout

    Farhad Haniff EXP REALTY LLC

    900 Carver St, Winter Park, FL 32789
  • /2

    $2,100,000

    Sold Jun 11, 2026

    2503 Versailles Ave, Winter Park, FL 32789

    • 5 Beds
    • 4 Baths
    • 4,026 Sq Ft
    • Built 2015

    Last Sold Summary

    • 24% Below List Price
    • $522/SF
    • 138 Days On Market

    Current Estimated Value $2,066,194

    Last Listing Agent Sarah Tomlinson COMPASS FLORIDA LLC

    2503 Versailles Ave, Winter Park, FL 32789
    • /2

      Est $328,520

      Not Listed For Sale

      151 N Orlando Ave Unit 131, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 1,000 Sq Ft
      • Built 1960
      151 N Orlando Ave Unit 131, Winter Park, FL 32789

      Last Sold Summary

      • 355 Days On Market

      Last Listing Agent Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC

  • /34

    $725,000

    $300K PRICE INCREASE Under Contract
    • 4 Beds
    • 2 Baths
    • 1,008 Sq Ft

    770 W Webster Ave, Winter Park, FL 32789

    Under contract-accepting backup offers. Stop the car! Develop your dream project on this hard to find R-3 lot! Adjacent 75x100 R-3 vacant lot (TAX ID 06-22-30-1168-02-023) on the south side to be purchased simultaneously, for a total of 75x200 or 15,000sq/ft. Next to the proposed Winter Park Commons project, walk to Winter Park Village, Hannibal Square, WP9 and Park Ave for top shopping, dining

    Lisa Gould KELLER WILLIAMS WINTER PARK

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

    $1,100,000

    Sold Mar 16, 2026

    1700 Mizell Ave, Winter Park, FL 32789

    • 4 Beds
    • 4 Baths
    • 2,045 Sq Ft
    • Built 1949

    Last Sold Summary

    • $538/SF
    • 1 Day On Market

    Current Estimated Value $1,103,913

    Last Listing Agent Giannviana Roberts KORR REALTY CORP

    1700 Mizell Ave, Winter Park, FL 32789
    • /2

      Est $208,019

      Not Listed For Sale

      700 Melrose Ave Unit F2, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 730 Sq Ft
      • Built 1964
      700 Melrose Ave Unit F2, Winter Park, FL 32789

      Last Sold Summary

      • 193 Days On Market

      Last Listing Agent Carol van den Berg VAN DEN BERG REAL ESTATE GROUP

  • /14

    $2,725,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,784 Sq Ft

    1773 Walnut Ave, Winter Park, FL 32789

    Under Construction. Set within Winter Park’s highly sought-after Tree Streets, this exceptional new home delivers a sophisticated blend of architectural presence, refined interiors, and effortless indoor-outdoor living. A striking façade creates an unforgettable first impression, while a marble mosaic entry introduces the artistry and attention to detail found throughout the home. The main living

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1773 Walnut Ave, Winter Park, FL 32789
  • /18

    $1,000,000

    Sold May 15, 2026

    1903 S Lakemont Ave, Winter Park, FL 32792

    • 4,056 Sq Ft
    • Built 1964

    Last Sold Summary

    • 60% Below List Price
    • $247/SF
    • 330 Days On Market

    Last Listing Agent Maria Tenner Platinum Properties Int'l Inc.

    1903 S Lakemont Ave, Winter Park, FL 32792
    • /27

      Est $343,282

      Not Listed For Sale

      700 Melrose Ave Unit J32, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,074 Sq Ft
      • Built 1964
      700 Melrose Ave Unit J32, Winter Park, FL 32789

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

  • /45

    $689,000

    $70K PRICE DROP Under Contract
    • 3 Beds
    • 3 Baths
    • 2,124 Sq Ft

    2157 Lake Dr, Winter Park, FL 32789

    Under contract-accepting backup offers. Welcome to this beautifully maintained Winter Park home in coveted 32789, offering over 2,600 square feet, peekaboo Lake Killarney views, and a peaceful setting on a quiet private lakefront street. From the moment you enter, pride of ownership shines through, with custom built-ins throughout creating stylish and functional living spaces.The heart of the

    Jake Johnson SHORES REAL ESTATE

    2157 Lake Dr, Winter Park, FL 32789
  • /2

    $1,475,000

    Sold Mar 16, 2026

    1408 Chapman Cir, Winter Park, FL 32789

    • 4 Beds
    • 4 Baths
    • 3,237 Sq Ft
    • Built 2003

    Last Sold Summary

    • 5% Below List Price
    • $456/SF
    • 95 Days On Market

    Current Estimated Value $1,521,198

    Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

    1408 Chapman Cir, Winter Park, FL 32789
    • /2

      Est $508,943

      Not Listed For Sale

      690 Osceola Ave Unit 610, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,328 Sq Ft
      • Built 1969
      690 Osceola Ave Unit 610, Winter Park, FL 32789

      Last Sold Summary

      • 71 Days On Market

      Last Listing Agent Carol Wittman PALMANO GROUP RE BROKERAGE LLC

  • /49

    $6,200,000

    New Construction Coming Soon
    • 5 Beds
    • 5.5 Baths
    • 5,096 Sq Ft

    698 N New York Ave, Winter Park, FL 32789

    Brand new 2026 custom residence in the heart of downtown Winter Park, just completed and showcasing elevated finishes thoughtfully curated by FG Schaub Construction & SOCO Interiors. Positioned across from the seventh green of the Winter Park 9 Golf Course, this exceptional five-bedroom, five-and-one-half-bath home includes a dedicated office, plus upstairs lounge in offering an extraordinary

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    698 N New York Ave, Winter Park, FL 32789
  • /2

    $1,800,000

    Sold Oct 24, 2025

    1682 Arbor Park Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,950 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $610/SF
    • 16 Days On Market

    Current Estimated Value $1,565,819

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1682 Arbor Park Dr, Winter Park, FL 32789
    • /2

      Est $467,177

      Not Listed For Sale

      535 N Interlachen Ave Unit 101, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 968 Sq Ft
      • Built 1972
      535 N Interlachen Ave Unit 101, Winter Park, FL 32789

      Last Sold Summary

      • 250 Days On Market

      Last Listing Agent Ellen Hencken MILLER GRANT AND COMPANY

  • /24

    $529,000

    $81K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,434 Sq Ft

    1741 Westchester Ave, Winter Park, FL 32789

    In the sought-after Orwin Manor neighborhood, this beautifully updated one-story residence offers a seamless blend of comfort, style and convenience. Featuring three bedrooms and two baths, the home showcases an open-concept floor plan enhanced by engineered wood flooring that extends throughout every room, creating a cohesive and inviting living environment. The kitchen is thoughtfully updated

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    1741 Westchester Ave, Winter Park, FL 32789
  • /2

    $550,000

    Sold Nov 10, 2025

    2612 Lafayette Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,447 Sq Ft
    • Built 1956

    Last Sold Summary

    • 39% Below List Price
    • $225/SF
    • 573 Days On Market

    Current Estimated Value $655,500

    Last Listing Agent Maoline Herrera EXP REALTY LLC

    2612 Lafayette Ave, Winter Park, FL 32789
    • /2

      Est $217,055

      Not Listed For Sale

      1250 S Denning Dr Unit 210, Winter Park, FL 32789

      • 2 Beds
      • 1.5 Baths
      • 908 Sq Ft
      • Built 1967
      1250 S Denning Dr Unit 210, Winter Park, FL 32789

      Last Sold Summary

      • 133 Days On Market

      Last Listing Agent Tina Beshara REALTY GROUP SPECIALISTS, LLC

  • /44

    $840,000

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,017 Sq Ft

    338 Blue Heron Dr, Winter Park, FL 32789

    Step into timeless style and modern comfort in this stunning 3-bedroom, 3-bathroom Mid-Century Modern home nestled in the heart of Winter Park. Designed with character and functionality in mind, this unique residence features abundant natural light, clean architectural lines, and a striking pass-through fireplace that creates the perfect ambiance between living spaces.Enjoy true Florida

    Samuel Kingsford STOCKWORTH REALTY GROUP

    338 Blue Heron Dr, Winter Park, FL 32789
  • /2

    $125,000

    Sold Feb 23, 2026

    1695 Lee Rd Unit B216, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Built 1966

    Last Sold Summary

    • 7% Below List Price
    • $109/SF
    • 7 Days On Market

    Current Estimated Value $131,294

    Last Listing Agent Martha Grasty EXP REALTY LLC

    1695 Lee Rd Unit B216, Winter Park, FL 32789
    • /2

      Est $248,974

      Not Listed For Sale

      1250 S Denning Dr Unit 111, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 908 Sq Ft
      • Built 1967
      1250 S Denning Dr Unit 111, Winter Park, FL 32789

      Last Sold Summary

      • 76 Days On Market

      Last Listing Agent Alayna Phillips EXP REALTY LLC

  • /40

    $649,900

    Open Sat 11:30AM - 1:30PM $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,877 Sq Ft

    2333 Westminster Ct, Winter Park, FL 32789

    Welcome to 2333 Westminster Court, a stunningly reimagined residence that perfectly captures the effortless elegance of Winter Park living. A thoughtful and meticulous renovation in 2020 offers piece of mind showcasing a new roof, HVAC, plumbing, and a new septic tank. Step inside to find a bright, cohesive interior featuring modern flooring and a chef-inspired kitchen outfitted with sleek

    Steven Luppert COMPASS FLORIDA LLC

    2333 Westminster Ct, Winter Park, FL 32789
  • /2

    $2,500,000

    Sold Mar 31, 2026

    1401 Green Cove Rd, Winter Park, FL 32789

    • 3 Beds
    • 7 Baths
    • 5,483 Sq Ft
    • Built 2009

    Last Sold Summary

    • 14% Below List Price
    • $456/SF
    • 99 Days On Market

    Current Estimated Value $2,613,076

    Last Listing Agent Adriana Oyarce ANCHOR REAL ESTATE

    1401 Green Cove Rd, Winter Park, FL 32789
    • /19

      Est $185,735

      Not Listed For Sale

      2500 Lee Rd Unit 139, Winter Park, FL 32789

      • 2 Beds
      • 1 Bath
      • 851 Sq Ft
      • Built 1969
      2500 Lee Rd Unit 139, Winter Park, FL 32789

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Robin Daniels SAND DOLLAR REALTY GROUP INC

  • /22

    $2,689,000

    $101K PRICE DROP
    • Land
    • 20,908 Sq Ft
    • $5,602,083 per Acre

    620 Pinetree Rd, Winter Park, FL 32789

    Valuable architectural and interior design plans (being offered with the list price!) are available to provide a jump start on your stunning new custom home. Click the VIRTUAL TOUR LINK for a short video showing this lot's true potential, and see photos for a proposed site plan & renderings! One of the last remaining opportunities to build on a truly exceptional street in the Winter Park Via’s,

    MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    620 Pinetree Rd, Winter Park, FL 32789
  • /2

    $1,063,303

    Sold Dec 10, 2025

    1835 Karolina Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,662 Sq Ft
    • Built 2025

    Last Sold Summary

    • 23% Above List Price
    • $399/SF
    • 50 Days On Market

    Current Estimated Value $971,006

    Last Listing Agent Laura Hope COMPASS FLORIDA LLC

    1835 Karolina Ave, Winter Park, FL 32789
    • /2

      Est $224,129

      Not Listed For Sale

      1250 S Denning Dr Unit 205, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 908 Sq Ft
      • Built 1967
      1250 S Denning Dr Unit 205, Winter Park, FL 32789

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Jeff Singletary KELLER WILLIAMS HERITAGE REALTY

  • /20

    $299,999

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft

    151 N Orlando Ave Unit 118, Winter Park, FL 32789

    Investment opportunity! Discover this hidden gem—a 2-bed, 1-bath condo nestled in the heart of Winter Park. Situated in the serene Lake Killarney Condos, this property offers some of the town's most breathtaking sunsets from a sprawling lakefront lot. Enjoy extensive grassy areas and a community pool right on your doorstep. Ideally located near essentials and leisure spots including Publix,

    Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC

    151 N Orlando Ave Unit 118, Winter Park, FL 32789
  • /2

    $275,000

    Sold Mar 31, 2026

    409 Sandlewood Cove Unit 3, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 1,413 Sq Ft
    • Built 1986

    Last Sold Summary

    • $195/SF

    Current Estimated Value $271,646

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

    409 Sandlewood Cove Unit 3, Winter Park, FL 32789
    • /2

      Est $213,054

      Not Listed For Sale

      2500 Lee Rd Unit 107, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 956 Sq Ft
      • Built 1969
      2500 Lee Rd Unit 107, Winter Park, FL 32789

      Last Sold Summary

      • 110 Days On Market

      Last Listing Agent Philip Shields EMPIRE NETWORK REALTY

Showing Results 401 - 440, Page 11 of 18

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