Homes in ZIP Code 32789

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  $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 $2,927,217

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  611 Williams Dr, Winter Park, FL 32789
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  /51

  Est $705,709 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

  • $456/SF
  • 26 Days On Market

  • Last Sold Price $704,700
  • Mar 11, 2025

  Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC
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  /45

  $459,000

  • 3 Beds
  • 2 Baths
  • 1,491 Sq Ft

  405 Lake Fair Ln, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Fully rebuilt, not just renovated. This Winter Park home at 405 Lake Fair Ln has been completely transformed from top to bottom, with all major systems updated and no detail overlooked, enhanced by custom architectural wood paneling that gives the exterior a modern, high-end presence and standout curb appeal. Positioned on a quiet dead-end street

  Donnamarie Leiba Gough EXP REALTY LLC

  405 Lake Fair Ln, Winter Park, FL 32789
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  $1,050,000 Sold Aug 14, 2025

  2250 Forrest Rd, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft
  • Built 1950

  Last Sold Summary

  • 12% Below List Price
  • $704/SF
  • 0 Days On Market

  Current Estimated Value $1,000,862

  Last Listing Agent Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

  2250 Forrest Rd, Winter Park, FL 32789
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  /22

  Est $1,143,925 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

  • 8% Below List Price
  • $478/SF
  • 4 Days On Market

  • Last Sold Price $1,242,802
  • Mar 25, 2024

  Last Listing Agent Katie Morrison KELLER WILLIAMS HERITAGE REALTY
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  /28

  $470,000

  • 3 Beds
  • 2 Baths
  • 1,606 Sq Ft

  950 Hanover Ave, Winter Park, FL 32789

  Preferred lender credit available. Welcome home to your peaceful retreat tucked away near the end of a quiet street with views of Lake Wilderness. Completely updated in 2017, move-in ready so you can lock and leave with peace of mind to enjoy the everyday lifestyle of Winter Park and Central Florida this amazing location offers. Full updates made in 2017 include new roof, plumbing, electrical,

  Michael Domi COMPASS FLORIDA LLC

  950 Hanover Ave, Winter Park, FL 32789
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  $200,000 Sold Jan 30, 2026

  1821 Killarney Dr, Winter Park, FL 32789

  • Land
  • 16,552 Sq Ft
  • $526,316 per Acre

  Last Sold Summary

  Current Estimated Value $201,170

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

  1821 Killarney Dr, Winter Park, FL 32789
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  /2

  Est $1,109,902 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

  • 2% Below List Price
  • $433/SF
  • 1 Day On Market

  • Last Sold Price $1,131,000
  • Feb 28, 2025

  Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
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  /20

  $695,000

  • 4 Beds
  • 3.5 Baths
  • 2,317 Sq Ft

  432 W Swoope Ave, Winter Park, FL 32789

  A short stroll to Park Avenue in 5 minutes. Beautiful townhome, move in ready. Spacious and open floor plan with 4 bedrooms and 3.5 baths.

  Thomas Bonner COLDWELL BANKER REALTY

  432 W Swoope Ave, Winter Park, FL 32789
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  $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 $415,604

  Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

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

  Est $661,395 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

  • 3% Above List Price
  • $419/SF
  • 100 Days On Market

  • Last Sold Price $640,000
  • Aug 12, 2024

  Last Listing Agent Abby Green IAD FLORIDA LLC
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  /63

  $6,997,000 Pending

  • 5 Beds
  • 6.5 Baths
  • 5,006 Sq Ft

  1821 Pinetree Rd, Winter Park, FL 32789

  Under contract-accepting backup offers. Set on over half an acre along the shores of Lake Maitland in the heart of the coveted Vias, this exceptional residence by Modish Homes is both a former 2018 Parade of Homes winner and a standout example of Winter Park luxury living. From the moment you enter, a dramatic two-story foyer sets the tone, drawing your eye through to the main living space where

  Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  1821 Pinetree Rd, Winter Park, FL 32789
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  $965,000 Sold Jul 07, 2025

  1760 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,245 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $430/SF
  • 11 Days On Market

  Current Estimated Value $944,443

  Last Listing Agent Brian Teach COLDWELL BANKER REALTY

  1760 Mondrian Cir, Winter Park, FL 32789
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  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

  • $741/SF
  • 0 Days On Market

  • Last Sold Price $939,000
  • Mar 26, 2025

  Last Listing Agent Jeff Clark COLDWELL BANKER REALTY
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  /17

  $2,719,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,845 Sq Ft

  432 Worthington Dr, Winter Park, FL 32789

  Under Construction. Spectacular new LUIH Luxury Home in the heart of Winter Park! Clean architectural lines, a bold façade, and curated exterior detailing set the tone for what unfolds inside. Beyond the entry, the home opens into a dramatic, light-filled living space featuring a sleek electric fireplace, framed by custom built-ins with ambient LED underlighting, while a glass-enclosed wine

  Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  432 Worthington Dr, Winter Park, FL 32789
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  $560,000 Sold Apr 10, 2026

  1517 Harmon Ave, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 2,035 Sq Ft
  • Built 2005

  Last Sold Summary

  • $275/SF

  Current Estimated Value $849,411

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

  1517 Harmon Ave, Winter Park, FL 32789
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  /23

  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

  • $225/SF
  • 24 Days On Market

  • Last Sold Price $231,000
  • May 25, 2024

  Last Listing Agent Jason Zinno RE/MAX
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  /13

  $595,000

  • 3 Beds
  • 2 Baths
  • 1,126 Sq Ft

  1319 Bessmor Rd, Winter Park, FL 32789

  Tremendous value in the land. Well cared for vintage Winter Park home that has 3 BEDROOM and two bath rooms. Potential to remodel, improve and expand or simply tear down to build a new custom home. However, this home is move in ready! There is not an HOA. 1343 total square feet and 1186 heated square feet. Newer DUAL-PANE WINDOWS! New HVAC system in NOvember 2025. Home was replumbed in 2024.

  Sidney Galloway GALLOWAY REAL ESTATE

  1319 Bessmor Rd, Winter Park, FL 32789
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  $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 $1,040,208

  Last Listing Agent Sharon Helsby FANNIE HILLMAN & ASSOCIATES

  901 Palmer Ave, Winter Park, FL 32789
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  /2

  Est $229,082 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

  • 8% Below List Price
  • $309/SF
  • 90 Days On Market

  • Last Sold Price $250,000
  • Dec 16, 2024

  Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES
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  $2,450,000

  • 5 Beds
  • 5.5 Baths
  • 4,010 Sq Ft

  1771 Taylor Ave, Winter Park, FL 32789

  Custom Winter Park home completed in 2019 by FG Schaub Custom Home Builder. Contemporary Florida living awaits in this newly built home, boasting a spacious open floor plan spanning over 4,000 square feet with five bedrooms and five-and-a-half baths. Delight in the stunning gourmet kitchen, gas cooktop, oversized island and an extended walk-in pantry with cabinets. Distinctive features include

  Michelle Hochfelder PREMIER SOTHEBY'S INTL. REALTY

  1771 Taylor Ave, Winter Park, FL 32789
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  $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 $1,604,708

  Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

  1915 Stonehurst Rd, Winter Park, FL 32789
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  /2

  Est $289,855 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

  • 9% Above List Price
  • $247/SF
  • 155 Days On Market

  • Last Sold Price $265,000
  • Dec 18, 2024

  Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES
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  $659,000

  • 3 Beds
  • 2 Baths
  • 1,761 Sq Ft

  3018 Northwood Blvd, Winter Park, FL 32789

  "PRICE REDUCTION" ON THIS MOVE-IN READY, 3-BED, 2-FULL BATHS, SINGLE FAMILY HOME WITH "NO HOA" & LARGE PRIVATE YARD, WINTER PARK, FL 32789. The Seller has already relocated and willing to work with a "Fully Pre-Qualified" Buyer to get this home sold quickly. AWESOME LOCATION just off Corrine Drive. WALKING DISTANCE to East End Market. TOP-RATED Audubon Park (K-8) & Winter Park High (Magnet

  Joel Bornstein ROCK SPRINGS REALTY, LLC

  3018 Northwood Blvd, Winter Park, FL 32789
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  /2

  $362,500 Sold Jul 30, 2025

  311 E Morse Blvd Unit 6-7, Winter Park, FL 32789

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

  Last Sold Summary

  • 19% Below List Price
  • $410/SF
  • 103 Days On Market

  Current Estimated Value $368,416

  Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  311 E Morse Blvd Unit 6-7, Winter Park, FL 32789
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  /2

  Est $2,085,967 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

  • 7% Below List Price
  • $855/SF
  • 21 Days On Market

  • Last Sold Price $2,250,000
  • Jan 02, 2025

  Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
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  $1,125,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,608 Sq Ft

  1723 Chestnut Ave, Winter Park, FL 32789

  Welcome to this thoughtfully expanded one-story home in Winter Park’s coveted “Tree Streets” neighborhood. A paved double drive and circular driveway create a gracious arrival with ample guest parking. Originally built in 1962 and expanded over time, this home offers a flexible floor plan designed for comfortable everyday living and effortless entertaining. Spacious living areas and the primary

  Anne Rogers ANNE ROGERS REALTY GROUP INC

  1723 Chestnut Ave, Winter Park, FL 32789
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  $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 $2,147,175

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

  1710 Oneco Ave, Winter Park, FL 32789
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  /2

  Est $346,913 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

  • 10% Above List Price
  • $274/SF
  • 35 Days On Market

  • Last Sold Price $315,000
  • Apr 14, 2025

  Last Listing Agent Deborah Teixeira STRAWBERRY FIELDS FOREVER REALY LLC
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  $399,500

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  2889 Rouen Ave, Winter Park, FL 32789

  Welcome to 2889 Rouen Avenue, Fresh exterior paint and move-in-ready 3-bedroom, 2-bath residence offering approximately 1,140 square feet of comfortable living space. This home features a bright and functional layout, well-sized bedrooms, and a large fenced yard with plenty of room to enjoy the outdoors. Brand New water heater. Brand new Roof is underway. Conveniently located near Rollins

  Dan Farber HELLOSOLD LLC

  2889 Rouen Ave, Winter Park, FL 32789
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  $600,000 Sold Oct 17, 2025

  2812 Woodside Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft
  • Built 1952

  Last Sold Summary

  • 4% Below List Price
  • $326/SF
  • 50 Days On Market

  Current Estimated Value $589,359

  Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

  2812 Woodside Ave, Winter Park, FL 32789
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  /22

  Est $219,961 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

  • $240/SF
  • 76 Days On Market

  • Last Sold Price $220,000
  • Aug 28, 2023

  Last Listing Agent Mary Harmening ROAM FLORIDA REALTY LLC
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  $125,000

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

  1695 Lee Rd Unit E116, Winter Park, FL 32789

  Located in the heart of Winter Park, this 3-bedroom, 2-bathroom condo offers an excellent opportunity for both investors and buyers looking to customize a space in a highly desirable location. Whether you’re looking to renovate and create a strong rental or take advantage of the value for a primary residence, the potential here is undeniable. Inside, the spacious living and dining areas are

  Cara Edwards ALL REAL ESTATE & INVESTMENTS

  1695 Lee Rd Unit E116, Winter Park, FL 32789
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  $1,025,000 Sold Jun 27, 2025

  2680 Oglesby Ave, Winter Park, FL 32789

  • 4 Beds
  • 2.5 Baths
  • 2,546 Sq Ft
  • Built 2019

  Last Sold Summary

  • 2% Below List Price
  • $403/SF
  • 55 Days On Market

  Current Estimated Value $1,014,900

  Last Listing Agent Kris Kennedy COMPASS FLORIDA LLC

  2680 Oglesby Ave, Winter Park, FL 32789
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  Est $301,298 Not Listed For Sale

  700 Melrose Ave Unit K3, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft
  • Built 1964

  700 Melrose Ave Unit K3, Winter Park, FL 32789

  Last Sold Summary

  • 14% Above List Price
  • $247/SF
  • 62 Days On Market

  • Last Sold Price $265,000
  • Feb 15, 2024

  Last Listing Agent Julie Glass KEYSEEKERS REAL ESTATE
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  $1,695,000

  • 4 Beds
  • 2 Baths
  • 2,640 Sq Ft

  446 Melrose Ave, Winter Park, FL 32789

  A distinctive offering where design, location and performative upgrades come together seamlessly. One of the original modern homes in Winter Park, this iconic residence has been thoughtfully reimagined through a designer-led renovation that emphasizes clean lines, natural light, easy maintenance and high durability. The result is a bright, refined space that balances architectural character with

  Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

  446 Melrose Ave, Winter Park, FL 32789
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  $405,000 Sold Apr 01, 2026

  1028 Lake Bell Dr, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,418 Sq Ft
  • Built 1956

  Last Sold Summary

  • 1% Above List Price
  • $286/SF
  • 4 Days On Market

  Current Estimated Value $399,205

  Last Listing Agent Maria Nunez COMPASS FLORIDA LLC

  1028 Lake Bell Dr, Winter Park, FL 32789
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  Est $178,357 Not Listed For Sale

  700 Melrose Ave Unit G34, Winter Park, FL 32789

  • Studio
  • 1 Bath
  • 624 Sq Ft
  • Built 1964

  700 Melrose Ave Unit G34, Winter Park, FL 32789

  Last Sold Summary

  • 5% Below List Price
  • $300/SF
  • 0 Days On Market

  • Last Sold Price $187,500
  • Dec 05, 2024

  Last Listing Agent Luly Cueto-Lauridsen PARK PLACE REAL ESTATE
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  $4,550,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 5,253 Sq Ft

  1701 Summerland Ave, Winter Park, FL 32789

  Under Construction. Stunning Winter Park new build by Vimaro Homes in Park Grove.

  Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  1701 Summerland Ave, Winter Park, FL 32789
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  $1,050,000 Sold Jul 14, 2025

  795 W Canton Ave, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,374 Sq Ft
  • Built 2017

  Last Sold Summary

  • 9% Below List Price
  • $442/SF
  • 23 Days On Market

  Current Estimated Value $1,044,746

  Last Listing Agent Margo Rochelle WEICHERT REALTORS HALLMARK PROPERTIES

  795 W Canton Ave, Winter Park, FL 32789

Showing Results 441 - 480, Page 12 of 18