11,849

Homes in ZIP Code 32789

Section Image
  • 1951 Staunton Ave, Winter Park, FL 32789
    1951 Staunton Ave, Winter Park, FL 32789
    /2

    $599,900

    Sold Jun 01, 2026

    1951 Staunton Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,556 Sq Ft
    • Built 1984

    Last Sold Summary

    • $235/SF
    • 69 Days On Market

    Current Estimated Value $595,220

    Last Listing Agent Veronica Figueroa EXP REALTY LLC

    1951 Staunton Ave, Winter Park, FL 32789
    • 700 Melrose Ave Unit H3, Winter Park, FL 32789
      700 Melrose Ave Unit H3, Winter Park, FL 32789
      /2

      Est $341,728

      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

  • 420 Ohio St, Winter Park, FL 32789
    420 Ohio St, Winter Park, FL 32789
    420 Ohio St, Winter Park, FL 32789
    /8

    $1,360,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 3,735 Sq Ft

    420 Ohio St, Winter Park, FL 32789

    Pre-Construction. To be built. On a prominent corner lot in the evolving Killarney neighborhood, this offering presents a rare chance to create a custom residence in the heart of the 32789 zip code. Set among a mix of established homes and new construction, the setting reflects the ongoing transformation of the area while remaining close to the amenities that define Winter Park living. The

    Leighton Hope COMPASS FLORIDA LLC

    420 Ohio St, Winter Park, FL 32789
  • 1630 Chestnut Ave, Winter Park, FL 32789
    1630 Chestnut Ave, Winter Park, FL 32789
    /2

    $1,690,000

    Sold Mar 06, 2026

    1630 Chestnut Ave, Winter Park, FL 32789

    • 3 Beds
    • 4.5 Baths
    • 3,164 Sq Ft
    • Built 2021

    Last Sold Summary

    • 3% Below List Price
    • $534/SF
    • 70 Days On Market

    Current Estimated Value $1,674,466

    Last Listing Agent Brian Teach COLDWELL BANKER REALTY

    1630 Chestnut Ave, Winter Park, FL 32789
    • 700 Melrose Ave Unit E1, Winter Park, FL 32789
      700 Melrose Ave Unit E1, Winter Park, FL 32789
      700 Melrose Ave Unit E1, Winter Park, FL 32789
      /21

      Est $289,007

      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

  • 2228 Howard Dr, Winter Park, FL 32789
    2228 Howard Dr, Winter Park, FL 32789
    2228 Howard Dr, Winter Park, FL 32789
    /9

    $2,460,000

    New Construction
    • 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 artfully

    Ryan Feely COLEDEV REAL ESTATE LLC

    2228 Howard Dr, Winter Park, FL 32789
  • 535 N Interlachen Ave Unit 205, Winter Park, FL 32789
    535 N Interlachen Ave Unit 205, Winter Park, FL 32789
    /2

    $425,000

    Sold Aug 21, 2025

    535 N Interlachen Ave Unit 205, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 986 Sq Ft
    • Built 1972

    Last Sold Summary

    • $431/SF
    • 0 Days On Market

    Current Estimated Value $434,311

    Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

    535 N Interlachen Ave Unit 205, Winter Park, FL 32789
    • 350 Carolina Ave Unit 301, Winter Park, FL 32789
      350 Carolina Ave Unit 301, Winter Park, FL 32789
      350 Carolina Ave Unit 301, Winter Park, FL 32789
      /51

      Est $691,269

      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

  • 1229 Via Del Mar, Winter Park, FL 32789
    1229 Via Del Mar, Winter Park, FL 32789
    1229 Via Del Mar, Winter Park, FL 32789
    /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
  • 1620 Howell Branch Rd, Winter Park, FL 32789
    1620 Howell Branch Rd, 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 $639,160

    Last Listing Agent Michelle Rhea THE WILKINS WAY LLC

    1620 Howell Branch Rd, Winter Park, FL 32789
    • 100 S Virginia Ave Unit 402, Winter Park, FL 32789
      100 S Virginia Ave Unit 402, Winter Park, FL 32789
      100 S Virginia Ave Unit 402, Winter Park, FL 32789
      /22

      Est $1,161,811

      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

  • 770 W Webster Ave Unit REAR LOT, Winter Park, FL 32789
    770 W Webster Ave Unit REAR LOT, Winter Park, FL 32789
    770 W Webster Ave Unit REAR LOT, Winter Park, FL 32789
    /41

    $725,000

    $350K PRICE INCREASE Pending
    • 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
  • 1540 Palm Ave, Winter Park, FL 32789
    1540 Palm 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 $1,843,383

    Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES

    1540 Palm Ave, Winter Park, FL 32789
    • 100 S Virginia Ave Unit 401, Winter Park, FL 32789
      100 S Virginia Ave Unit 401, Winter Park, FL 32789
      /2

      Est $1,111,443

      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

  • 1250 Formosa Ave, Winter Park, FL 32789
    1250 Formosa Ave, Winter Park, FL 32789
    1250 Formosa Ave, Winter Park, FL 32789
    /37

    $560,000

    Open Sat 1PM - 4PM
    • 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
  • 2500 Lee Rd Unit 229, Winter Park, FL 32789
    2500 Lee Rd Unit 229, 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 $240,677

    Last Listing Agent Janice Erickson REALCOM REAL ESTATE SERVICES INC

    2500 Lee Rd Unit 229, Winter Park, FL 32789
    • 350 Carolina Ave Unit 207, Winter Park, FL 32789
      350 Carolina Ave Unit 207, Winter Park, FL 32789
      /2

      Est $688,026

      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

  • 250 Cortland Ave, Winter Park, FL 32789
    250 Cortland Ave, Winter Park, FL 32789
    250 Cortland Ave, Winter Park, FL 32789
    /46

    $950,000

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

    250 Cortland Ave, Winter Park, FL 32789

    Under contract-accepting backup offers. 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

    James Ferngren CREEGAN GROUP

    250 Cortland Ave, Winter Park, FL 32789
  • 825 Palmer Ave, Winter Park, FL 32789
    825 Palmer Ave, Winter Park, FL 32789
    /2

    $1,600,000

    Sold Dec 15, 2025

    825 Palmer Ave, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 3,297 Sq Ft
    • Built 1953

    Last Sold Summary

    • 11% Below List Price
    • $485/SF
    • 87 Days On Market

    Current Estimated Value $1,660,458

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

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

  • 2500 Lee Rd Unit 237, Winter Park, FL 32789
    2500 Lee Rd Unit 237, Winter Park, FL 32789
    2500 Lee Rd Unit 237, Winter Park, FL 32789
    /23

    $169,000

    $6K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 237, Winter Park, FL 32789

    BRING ALL OFFERS! Welcome to lakeside living! This cozy one-bedroom, one-bathroom condo offers a blend of amenities and convenience. This perfectly located condominium has low HOA FEES and has no assessment fees! Enjoy your days fishing, boating, or hanging out by the pool overlooking gorgeous Lake Killarney, a 240 acre spring-fed lake! Cherish living on the shores of Lake Killarney, complete

    Lydia Cassaro LPT REALTY LLC (DB)

    2500 Lee Rd Unit 237, Winter Park, FL 32789
  • 2503 Versailles Ave, Winter Park, FL 32789
    2503 Versailles Ave, 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 $2,127,640

    Last Listing Agent Sarah Tomlinson COMPASS FLORIDA LLC

    2503 Versailles Ave, Winter Park, FL 32789
    • 1500 Gay Rd Unit 9C, Winter Park, FL 32789
      1500 Gay Rd Unit 9C, Winter Park, FL 32789
      1500 Gay Rd Unit 9C, Winter Park, FL 32789
      /23

      Est $248,221

      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

  • 512 W Swoope Ave, Winter Park, FL 32789
    512 W Swoope Ave, Winter Park, FL 32789
    512 W Swoope Ave, Winter Park, FL 32789
    /46

    $1,399,000

    Open Sun 12PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 2,585 Sq Ft

    512 W Swoope Ave, Winter Park, FL 32789

    Vilasa Homes — Winter Park’s Expression of Modern Luxury. Perfectly positioned just steps from Park Avenue, this architecturally stunning residence blends refined design with the effortless elegance of Winter Park living. Crafted by Nasrallah Architectural Group, Ted Maines Interiors, and Jordan Builders, this home showcases an Alys Beach–inspired aesthetic with warm wood accents, wrought iron

    Carmen Quintana COLDWELL BANKER REALTY

    512 W Swoope Ave, Winter Park, FL 32789
  • 1700 Mizell Ave, Winter Park, FL 32789
    1700 Mizell 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 $1,084,684

    Last Listing Agent Giannviana Roberts KORR REALTY CORP

    1700 Mizell Ave, Winter Park, FL 32789
    • 700 Melrose Ave Unit H1, Winter Park, FL 32789
      700 Melrose Ave Unit H1, Winter Park, FL 32789
      /2

      Est $230,848

      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

  • 1581 Forest Ave, Winter Park, FL 32789
    1581 Forest Ave, Winter Park, FL 32789
    1581 Forest Ave, Winter Park, FL 32789
    /57

    $3,393,000

    Open Sat 12PM - 3PM $102K PRICE DROP
    • 4 Beds
    • 6 Baths
    • 4,683 Sq Ft

    1581 Forest Ave, Winter Park, FL 32789

    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 elegance across

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    1581 Forest Ave, Winter Park, FL 32789
  • 1408 Chapman Cir, Winter Park, FL 32789
    1408 Chapman Cir, 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 $1,484,696

    Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

    1408 Chapman Cir, Winter Park, FL 32789
    • 700 Melrose Ave Unit M33, Winter Park, FL 32789
      700 Melrose Ave Unit M33, Winter Park, FL 32789
      /2

      Est $306,802

      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

  • 948 Poinciana Ln, Winter Park, FL 32789
    948 Poinciana Ln, Winter Park, FL 32789
    948 Poinciana Ln, Winter Park, FL 32789
    /57

    $2,899,900

    Open Sun 1PM - 3PM $699K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,676 Sq Ft

    948 Poinciana Ln, Winter Park, FL 32789

    Timeless Elegance Meets Modern Luxury in Winter Park's Most Coveted LocationDiscover an extraordinary residence where exceptional craftsmanship and sophisticated design converge at 948 Poinciana Lane. This meticulously reimagined estate represents the pinnacle of refined living in one of Winter Park's most prestigious neighborhoods, offering an effortless blend of classic architecture and

    Kelly Price KELLY PRICE & COMPANY LLC

    948 Poinciana Ln, Winter Park, FL 32789
  • 1682 Arbor Park Dr, Winter Park, FL 32789
    1682 Arbor Park Dr, 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 $1,821,169

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1682 Arbor Park Dr, Winter Park, FL 32789
    • 660 Osceola Ave Unit 104, Winter Park, FL 32789
      660 Osceola Ave Unit 104, Winter Park, FL 32789
      /2

      Est $2,093,352

      Not Listed For Sale

      660 Osceola Ave Unit 104, Winter Park, FL 32789

      • 3 Beds
      • 3 Baths
      • 2,632 Sq Ft
      • Built 1999
      660 Osceola Ave Unit 104, Winter Park, FL 32789

      Last Sold Summary

      • 21 Days On Market

  • 2430 Chantilly Ave, Winter Park, FL 32789
    2430 Chantilly Ave, Winter Park, FL 32789
    2430 Chantilly Ave, Winter Park, FL 32789
    /49

    $1,665,000

    New Construction Open Sun 12PM - 2PM
    • 4 Beds
    • 4 Baths
    • 2,916 Sq Ft

    2430 Chantilly Ave, Winter Park, FL 32789

    Positioned as one of the best values currently available in Winter Park, this exceptional residence designed by renowned architect Gary Hancock is a masterclass in craftsmanship, architecture, and timeless elegance. From the moment you arrive, the home commands attention with a breathtaking facade defined by graceful archways and refined architectural symmetry. Every exterior line and material

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    2430 Chantilly Ave, Winter Park, FL 32789
  • 2612 Lafayette Ave, Winter Park, FL 32789
    2612 Lafayette 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 $733,974

    Last Listing Agent Maoline Herrera EXP REALTY LLC

    2612 Lafayette Ave, Winter Park, FL 32789
    • 690 Osceola Ave Unit 308, Winter Park, FL 32789
      690 Osceola Ave Unit 308, Winter Park, FL 32789
      /2

      Est $419,013

      Not Listed For Sale

      690 Osceola Ave Unit 308, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,148 Sq Ft
      • Built 1969
      690 Osceola Ave Unit 308, Winter Park, FL 32789

      Last Sold Summary

      • 35 Days On Market

  • 2600 Euston Rd, Winter Park, FL 32789
    2600 Euston Rd, Winter Park, FL 32789
    2600 Euston Rd, Winter Park, FL 32789
    /36

    $630,000

    • 6 Beds
    • 3 Baths
    • 3,145 Sq Ft

    2600 Euston Rd, Winter Park, FL 32789

    Discover a unique opportunity in the heart of Winter Park, just moments from Lake Killarney. This versatile property offers exceptional potential for multigenerational living, a primary residence with additional income, or a strategic investment. The home features a flexible layout designed to adapt to a variety of needs, with bright living spaces, natural light throughout, and comfortable areas

    Suheil Flores AROD PARTNERS REALTY

    2600 Euston Rd, Winter Park, FL 32789
  • 1695 Lee Rd Unit B216, Winter Park, FL 32789
    1695 Lee Rd Unit B216, 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 $128,597

    Last Listing Agent Martha Grasty EXP REALTY LLC

    1695 Lee Rd Unit B216, Winter Park, FL 32789
    • 700 Melrose Ave Unit L33, Winter Park, FL 32789
      700 Melrose Ave Unit L33, Winter Park, FL 32789
      700 Melrose Ave Unit L33, Winter Park, FL 32789
      /22

      Est $217,998

      Not Listed For Sale

      700 Melrose Ave Unit L33, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 917 Sq Ft
      • Built 1964
      700 Melrose Ave Unit L33, Winter Park, FL 32789

      Last Sold Summary

      • 76 Days On Market

  • 1421 Chapman Cir, Winter Park, FL 32789
    1421 Chapman Cir, Winter Park, FL 32789
    1421 Chapman Cir, Winter Park, FL 32789
    /49

    $1,550,000

    Open Sun 2PM - 4PM
    • 4 Beds
    • 3.5 Baths
    • 3,578 Sq Ft

    1421 Chapman Cir, Winter Park, FL 32789

    Welcome to 1421 Chapman Circle, an elegant Spanish-Mediterranean home nestled within the highly coveted Windsong community in the heart of Winter Park. From the moment you arrive, the classic barrel tile roof and timeless architectural character set the tone for what awaits inside — a home with enduring style, gracious proportions, and tremendous potential to be personalized for its next chapter.

    Kelly Price KELLY PRICE & COMPANY LLC

    1421 Chapman Cir, Winter Park, FL 32789
  • 1401 Green Cove Rd, Winter Park, FL 32789
    1401 Green Cove Rd, 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 $2,622,392

    Last Listing Agent Adriana Oyarce ANCHOR REAL ESTATE

    1401 Green Cove Rd, Winter Park, FL 32789

Showing Results 401 - 440, Page 11 of 18

Florida Orange County Winter Park 32789

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