Homes in ZIP Code 32789

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  $440,000 Sold Aug 22, 2025

  3019 Northwood Blvd, Winter Park, FL 32789

  • 3 Beds
  • 1.5 Baths
  • 1,662 Sq Ft
  • Built 1953

  Last Sold Summary

  • 35% Below List Price
  • $265/SF
  • 98 Days On Market

  Current Estimated Value $467,009

  Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

  3019 Northwood Blvd, Winter Park, FL 32789
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  /22

  Not Listed For Sale

  1500 Gay Rd Unit 21B, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft
  • Built 1972

  1500 Gay Rd Unit 21B, Winter Park, FL 32789

  Last Sold Summary

  • $229/SF
  • 40 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Janice Erickson REALCOM REAL ESTATE SERVICES INC
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  /45

  $1,146,000

  • 3 Beds
  • 2.5 Baths
  • 2,342 Sq Ft

  503 W Canton Ave, Winter Park, FL 32789

  Walk to Park Avenue! Model Home, tons of upgrades. Enjoy luxury living and premium sought after location at Vilasa Homes in Winter Park, FL 32789. Park Avenue lifestyle, arts and culture, a mini-version of Manhattan’s Central Park, brick streets, historic neighborhoods, area’s hottest restaurants, shopping and the prestigious Rollins College. Modern finishes for this 2-story townhome personally

  Jennifer Sloan COMPASS FLORIDA LLC

  503 W Canton Ave, Winter Park, FL 32789
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  /2

  $312,500 Sold Oct 21, 2025

  1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 823 Sq Ft
  • Built 1983

  Last Sold Summary

  • 4% Below List Price
  • $380/SF
  • 9 Days On Market

  Current Estimated Value $308,077

  Last Listing Agent Livia Petraru EXP REALTY LLC

  1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789
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  /26

  Est $167,376 Not Listed For Sale

  2500 Lee Rd Unit 210, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft
  • Built 1969

  2500 Lee Rd Unit 210, Winter Park, FL 32789

  Last Sold Summary

  • 1% Below List Price
  • $262/SF
  • 3 Days On Market

  Last Sold Price $169,000

  Last Listing Agent Joyce Dowd FLORIDA REALTY INVESTMENTS
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  /23

  $169,000

  • 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
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  /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 $1,690,907

  Last Listing Agent Brian Teach COLDWELL BANKER REALTY

  1630 Chestnut Ave, Winter Park, FL 32789
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  /28

  Est $556,990 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

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

  Last Sold Price $550,000

  Last Listing Agent Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY
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  /52

  $3,495,000

  • 4 Beds
  • 6 Baths
  • 4,683 Sq Ft

  1581 Forest Ave, Winter Park, FL 32789

  Just steps from the charm and energy of Park Avenue, this exceptional Winter Park residence was completely rebuilt in 2018 by renowned custom builder Posada Homes, member of the elite Master Custom Builders Council. Offering a rare blend of modern design, crisp architectural lines, and timeless elegance, on an expansive 0.39-acre lot along one of Winter Park's most picturesque tree-lined streets.

  Julie Christensen ONE LUXURY INTERNATIONAL LLC

  1581 Forest Ave, Winter Park, FL 32789
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  /2

  $520,000 Sold May 30, 2025

  2507 Lafayette Ave, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 943 Sq Ft
  • Built 1956

  Last Sold Summary

  • 1% Below List Price
  • $551/SF
  • 41 Days On Market

  Current Estimated Value $521,477

  Last Listing Agent William Grim, III RE/MAX ASSURED

  2507 Lafayette Ave, Winter Park, FL 32789
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  /6

  Est $264,745 Not Listed For Sale

  700 Melrose Ave Unit J24, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 987 Sq Ft
  • Built 1964

  700 Melrose Ave Unit J24, Winter Park, FL 32789

  Last Sold Summary

  • 18% Above List Price
  • $228/SF
  • 7 Days On Market

  Last Sold Price $225,000

  Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES
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  /40

  $1,630,000

  • 3 Beds
  • 3.5 Baths
  • 3,174 Sq Ft

  101 S New York Ave Unit 302, Winter Park, FL 32789

  Discover unparalleled luxury at The Douglas Grand, a distinguished location just a stone’s throw from Park Ave in Downtown Winter Park. This expansive 2-Story unit boasts 3,174 sq/ft of living space with your private elevator. From the moment you step inside, you’ll be captivated by the exquisite craftmanship and modern comforts that define this exceptional residence. This stunning condo boast

  Julie Scott COLDWELL BANKER REALTY

  101 S New York Ave Unit 302, Winter Park, FL 32789
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  /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 $418,133

  Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

  535 N Interlachen Ave Unit 205, Winter Park, FL 32789
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  /2

  Est $1,525,253 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

  • 9% Above List Price
  • $611/SF
  • 164 Days On Market

  Last Sold Price $1,400,000

  Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY
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  /57

  $3,199,000 Open Sun 2PM - 4PM

  • 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
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  /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 $646,782

  Last Listing Agent Michelle Rhea THE WILKINS WAY LLC

  1620 Howell Branch Rd, Winter Park, FL 32789
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  /2

  Est $212,735 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

  • 8% Below List Price
  • $315/SF
  • 193 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Carol van den Berg VAN DEN BERG REAL ESTATE GROUP
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  /36

  $629,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  259 E Canton Ave Unit 259, Winter Park, FL 32789

  Experience elevated living in this rare fifth-floor corner residence, perfectly positioned just one block from the iconic Park Avenue in the heart of Winter Park. With sweeping views of the downtown skyline and abundant natural light from multiple exposures, this residence offers an exceptional blend of comfort, elegance, and location.The thoughtfully updated kitchen features custom shaker

  Mary Colton FANNIE HILLMAN & ASSOCIATES

  259 E Canton Ave Unit 259, Winter Park, FL 32789
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  $3,130,000 Sold Mar 27, 2025

  210 E Lake Sue Ave, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 4,188 Sq Ft
  • Built 2025

  Last Sold Summary

  • $747/SF
  • 6 Days On Market

  Current Estimated Value $3,104,689

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  210 E Lake Sue Ave, Winter Park, FL 32789
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  /27

  Est $345,276 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

  • 13% Below List Price
  • $368/SF
  • 0 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES
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  /58

  $6,900,000

  • 6 Beds
  • 7 Baths
  • 6,396 Sq Ft

  1260 Alabama Dr, Winter Park, FL 32789

  Rarely does a property of this caliber grace the Winter Park market. Nestled along the coveted Venetian Canal with 95 feet of pristine waterfrontage, this magnificent masonry estate is the pinnacle of refined Florida living — offering 6,396 square feet of meticulously crafted space, a private boathouse, resort-style grounds, and an address mere steps from the best of Park Avenue.From the

  Kelly Price KELLY PRICE & COMPANY LLC

  1260 Alabama Dr, Winter Park, FL 32789
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  /58

  $1,999,000 Pending

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

  1540 Palm Ave, Winter Park, FL 32789

  Under contract-accepting backup offers. Welcome to this stunning SINGLE STORY five-bedroom home with high ceilings, in one of Winter Park’s most desirable neighborhoods, where charming restorations and luxury new builds create a vibrant community feel. Designed with both beauty and comfort in mind, this open-concept home offers bright, welcoming living spaces and thoughtful upgrades throughout.

  John McDade FANNIE HILLMAN & ASSOCIATES

  1540 Palm Ave, Winter Park, FL 32789
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  /2

  Est $446,546 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

  • 4% Below List Price
  • $350/SF
  • 71 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Carol Wittman PALMANO GROUP RE BROKERAGE LLC
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  /8

  $1,795,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,674 Sq Ft

  633 Balmoral Rd, Winter Park, FL 32789

  Under contract-accepting backup offers. An exceptional opportunity to design and build your dream lakefront home in Winter Park. Positioned on the shores of Lake Berry, one of the area’s private and pristine ski lakes with no public boat ramp, this property offers a rare combination of privacy, location and potential. Set on over a half-acre of lakefront land, the property features a

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  633 Balmoral Rd, Winter Park, FL 32789
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  /2

  $385,000 Sold Jun 11, 2025

  1930 Albert Lee Pkwy, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,262 Sq Ft
  • Built 1955

  Last Sold Summary

  • 4% Below List Price
  • $305/SF
  • 101 Days On Market

  Current Estimated Value $387,852

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

  1930 Albert Lee Pkwy, Winter Park, FL 32789
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  /2

  Est $411,709 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

  • 12% Above List Price
  • $381/SF
  • 250 Days On Market

  Last Sold Price $369,000

  Last Listing Agent Ellen Hencken MILLER GRANT AND COMPANY
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  /18

  $249,900

  • 2 Beds
  • 1 Bath
  • 818 Sq Ft

  1996 Indiana Ave, Winter Park, FL 32789

  Investor Special – Fixer Upper Opportunity in Winter Park / College Park Area. Rare opportunity to acquire a true fixer-upper in the desirable Winter Park area of College Park. This 2 bedroom, 1 bathroom property needs a full renovation and is being sold as a shell—perfect for investors or builders looking for their next project. Situated on an oversized lot at the end of a quiet dead-end street,

  Mike Rance RE/MAX 200 REALTY

  1996 Indiana Ave, Winter Park, FL 32789
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  /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 $1,655,754

  Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

  825 Palmer Ave, Winter Park, FL 32789
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  /2

  Est $224,435 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

  • 2% Above List Price
  • $242/SF
  • 133 Days On Market

  Last Sold Price $220,000

  Last Listing Agent Tina Beshara REALTY GROUP SPECIALISTS, LLC
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  /45

  $475,000 Open Sat 12PM - 3PM

  • 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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  /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 $967,517

  Last Listing Agent Giannviana Roberts KORR REALTY CORP

  1700 Mizell Ave, Winter Park, FL 32789
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  /22

  Not Listed For Sale

  1500 Gay Rd Unit 3C, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft
  • Built 1972

  1500 Gay Rd Unit 3C, Winter Park, FL 32789

  Last Sold Summary

  • $231/SF
  • 110 Days On Market

  Last Sold Price $236,500

  Last Listing Agent Heather Frazee FANNIE HILLMAN & ASSOCIATES
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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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  /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 $1,498,014

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

  1408 Chapman Cir, Winter Park, FL 32789
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  /19

  Est $189,843 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

  • 3% Below List Price
  • $229/SF
  • 16 Days On Market

  Last Sold Price $195,000

  Last Listing Agent Robin Daniels SAND DOLLAR REALTY GROUP INC
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  /2

  $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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  $1,800,000 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 $1,764,296

  Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  1682 Arbor Park Dr, Winter Park, FL 32789
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  /30

  Est $473,395 Not Listed For Sale

  311 E Morse Blvd Unit 6-4, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 1,227 Sq Ft
  • Built 1960

  311 E Morse Blvd Unit 6-4, Winter Park, FL 32789

  Last Sold Summary

  • 14% Above List Price
  • $338/SF
  • 6 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Richard Traynor FLORIDA ONE REAL ESTATE LLC
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  $698,000

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

  3018 Northwood Blvd, Winter Park, FL 32789

  NEW PRICE ON THIS "MOVE-IN READY", 3-BED, 2-FULL BATHS, SINGLE FAMILY HOME WITH A LARGE PRIVATE YARD, WINTER PARK, FL 32789. AWESOME LOCATION just off Corrine Drive. WALKING DISTANCE to East End Market. TOP-RATED Audubon Park (K-8) & Winter Park High (Magnet Program) Schools. The Owners completed a DETAILED HOME ADDITION & UPDATE in 2020 with over $115,000.00 of improvements, including a NEW

  Joel Bornstein ROCK SPRINGS REALTY, LLC

  3018 Northwood Blvd, Winter Park, FL 32789
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  /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 $681,468

  Last Listing Agent Maoline Herrera EXP REALTY LLC

  2612 Lafayette Ave, Winter Park, FL 32789

Showing Results 401 - 440, Page 11 of 18