Homes in ZIP Code 32789

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  $3,000,000 Sold Aug 18, 2025

  1730 Winchester Dr, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 4,080 Sq Ft
  • Built 2024

  Last Sold Summary

  • 9% Below List Price
  • $735/SF
  • 313 Days On Market

  Current Estimated Value $2,997,800

  Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

  1730 Winchester Dr, Winter Park, FL 32789
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  /22

  Not Listed For Sale

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

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

  1500 Gay Rd Unit 21B, Winter Park, FL 32789
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  $1,625,000

  • 4 Beds
  • 4.5 Baths
  • 3,022 Sq Ft

  132 Burks Cir, Winter Park, FL 32789

  Experience refined living in this completely remodeled single story residence located in the heart of Winter Park. Enjoy luxury living in this impeccably maintained home. This beauty offers three spacious bedrooms and three beautifully appointed baths in the main house and a 1bed/1bth studio apt above the garage. Enter the spacious floorplan featuring open living and dining areas separated by a

  Ivey Geisler KELLER WILLIAMS REALTY AT THE PARKS

  132 Burks Cir, Winter Park, FL 32789
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  $2,200,000 Sold Sep 09, 2025

  1554 Lake Knowles Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 3,155 Sq Ft
  • Built 1954

  Last Sold Summary

  • 12% Below List Price
  • $697/SF
  • 2 Days On Market

  Current Estimated Value $2,222,312

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

  1554 Lake Knowles Cir, Winter Park, FL 32789
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  /26

  Est $183,801 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft

  2500 Lee Rd Unit 210, Winter Park, FL 32789

  2500 Lee Rd Unit 210, Winter Park, FL 32789
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  /33

  $229,000 Pending

  • 2 Beds
  • 1 Bath
  • 710 Sq Ft

  151 N Orlando Ave Unit 204, Winter Park, FL 32789

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Investors Dream with Minimal Lease Restrictions! Back on Market. Buyer financing fell through. Welcome to the Lake Killarney Condo Community! This two-bedroom, one-bathroom condo features sold surface countertops in the kitchen, complete bathroom renovation with updated fixtures, newer floors in some rooms,

  Eddie Cooper MAINFRAME REAL ESTATE

  151 N Orlando Ave Unit 204, Winter Park, FL 32789
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  /2

  $1,650,000 Sold Jun 30, 2025

  2339 Lafayette Ave, Winter Park, FL 32789

  • 4 Beds
  • 6 Baths
  • 3,379 Sq Ft
  • Built 2005

  Last Sold Summary

  • 6% Below List Price
  • $488/SF
  • 15 Days On Market

  Current Estimated Value $1,661,906

  Last Listing Agent Skip Kirst COLLADO REAL ESTATE

  2339 Lafayette Ave, Winter Park, FL 32789
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  /28

  Est $618,298 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 901 Sq Ft

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

  102 S Interlachen Ave Unit 510, Winter Park, FL 32789
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  /61

  $2,380,000

  • 3 Beds
  • 3 Baths
  • 3,828 Sq Ft

  1624 Barcelona Way, Winter Park, FL 32789

  Totally traditional. This luxury single-story home is in the desirable Sevilla neighborhood in Winter Park. Sitting high and dry on approximately a half-acre, beautifully landscaped lot. Original home was gutted down to the studs in 2011-2012 and completely re-done. Interior layout boasts formal living with bay window and tall ceilings, dining room with antiqued mirror set into extensive moldings

  Jan Walker PREMIER SOTHEBY'S INTL. REALTY

  1624 Barcelona Way, Winter Park, FL 32789
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  /2

  $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 $1,056,371

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

  2250 Forrest Rd, Winter Park, FL 32789
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  /6

  Est $260,156 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 987 Sq Ft

  700 Melrose Ave Unit J24, Winter Park, FL 32789

  700 Melrose Ave Unit J24, Winter Park, FL 32789
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  /89

  $8,950,000

  • 7 Beds
  • 11 Baths
  • 11,255 Sq Ft

  1120 Preserve Point Dr, Winter Park, FL 32789

  In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm and privacy rarely found in Winter Park. The home features seven spacious bedrooms and nine full and two half baths.

  Hal George PREMIER SOTHEBY'S INTL. REALTY

  1120 Preserve Point Dr, Winter Park, FL 32789
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  /2

  $200,000 Sold Jan 30, 2026

  1821 Killarney Dr, Winter Park, FL 32789

  • Land
  • 0.38 Acre
  • $526,316 per Acre

  Last Sold Summary

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

  1821 Killarney Dr, Winter Park, FL 32789
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  /2

  Est $1,511,511 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,290 Sq Ft

  662 Osceola Ave Unit 203, Winter Park, FL 32789

  662 Osceola Ave Unit 203, Winter Park, FL 32789
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  /65

  $4,395,000

  • 4 Beds
  • 4.5 Baths
  • 4,181 Sq Ft

  1161 Valencia Ave, Winter Park, FL 32789

  Conveniently situated near the Winter Park Country Club, this contemporary masterpiece, built by premier builder Z Properties, offers the ideal mix of style, comfort, and modern living. Completed in 2021, the residence has 4,181 square feet of thoughtfully designed living space, including four bedrooms each with a private ensuite bath and an additional powder room. A 412-square-foot casita with a

  Lisa Mahjoub THE REAL ESTATE COLLECTION LLC

  1161 Valencia Ave, Winter Park, FL 32789
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  /2

  $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 $951,672

  Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1760 Mondrian Cir, Winter Park, FL 32789
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  /15

  Not Listed For Sale

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

  1500 Gay Rd Unit 20D, Winter Park, FL 32789

  1500 Gay Rd Unit 20D, Winter Park, FL 32789
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  /44

  $1,990,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,515 Sq Ft

  319 Santiago Dr, Winter Park, FL 32789

  Under contract-accepting backup offers. Nestled in coveted Winter Park’s Sevilla neighborhood, this 4-bed, 4.5-bath pool home delivers 3,500+ SF of refined living including 500 SF upstairs flex suite with its own full bath. A traditional foyer introduces formal living and dining rooms before the home unfolds into a spectacular 2022-renovated chef’s kitchen—an airy showpiece anchored by a 10-ft

  Anne Rogers ANNE ROGERS REALTY GROUP INC

  319 Santiago Dr, Winter Park, FL 32789
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  /2

  $975,000 Sold Nov 18, 2025

  901 Palmer Ave, Winter Park, FL 32789

  • Land
  • 0.32 Acre
  • $3,046,875 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 33 Days On Market

  Last Listing Agent Sharon Helsby FANNIE HILLMAN & ASSOCIATES

  901 Palmer Ave, Winter Park, FL 32789
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  /27

  Est $339,492 Not Listed For Sale

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

  700 Melrose Ave Unit J32, Winter Park, FL 32789

  700 Melrose Ave Unit J32, Winter Park, FL 32789
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  /53

  $949,900 New Construction

  • 3 Beds
  • 3 Baths
  • 1,875 Sq Ft

  870 Carver St, Winter Park, FL 32789

  Welcome to 870 Carver Street, a versatile three-bedroom, three-bath residence offering privacy, thoughtful design, and two distinct living experiences in the heart of Winter Park. With 1,875 square feet under air, the property includes a 1,209-square-foot, two-bedroom, two-bath main home and a 666-square-foot, one-bedroom, one-bath garage apartment, ideal for multigenerational living, rental

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  870 Carver St, Winter Park, FL 32789
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  /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 $1,632,927

  Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

  1915 Stonehurst Rd, Winter Park, FL 32789
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  /9

  Not Listed For Sale

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

  1500 Gay Rd Unit 10B, Winter Park, FL 32789

  1500 Gay Rd Unit 10B, Winter Park, FL 32789
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  /8

  $800,000

  • Land
  • 0.19 Acre
  • $4,210,526 per Acre

  1760 Bryan Ave, Winter Park, FL 32789

  Discover a truly unique offering in the heart of Winter Park! This property, located at 1760 Bryan Avenue, is being offered along with the adjoining lots at 1770 and 1780 Bryan Avenue. While available together as a rare collection of three consecutive parcels, each lot is also being sold separately at individual prices, giving buyers the flexibility to purchase one, two, or all

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  1760 Bryan Ave, 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 $367,621

  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 $396,485 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 968 Sq Ft

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

  535 N Interlachen Ave Unit 101, Winter Park, FL 32789
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  $679,000

  • 3 Beds
  • 2.5 Baths
  • 1,866 Sq Ft

  1275 Michigan Ave, Winter Park, FL 32789

  Welcome to this stunning townhome in the heart of Winter Park, built by award-winning Osprey Custom Home Builders. This residence combines timeless design, coastal aesthetic, certified greb construction, energy efficiency, and modern smart-home conveniences. Featuring 3 bedrooms, 2.5 baths, and an open-concept layout, the home is filled with designer finishes and thoughtful details throughout.

  Brandon Geers COMPASS FLORIDA LLC

  1275 Michigan Ave, Winter Park, FL 32789
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  /2

  $1,100,000 Sold Apr 10, 2025

  1932 Temple Dr, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,432 Sq Ft
  • Built 1952

  Last Sold Summary

  • 15% Below List Price
  • $452/SF
  • 44 Days On Market

  Current Estimated Value $1,091,350

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

  1932 Temple Dr, Winter Park, FL 32789
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  /15

  Est $464,885 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft

  640 N Park Ave Unit 31, Winter Park, FL 32789

  640 N Park Ave Unit 31, Winter Park, FL 32789
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  /22

  $550,000

  • 2 Beds
  • 2 Baths
  • 986 Sq Ft

  535 N Interlachen Ave Unit 203, Winter Park, FL 32789

  Experience effortless luxury living just blocks from iconic Park Avenue in this stunning, fully renovated condo located in the heart of downtown Winter Park. Perfectly designed for a lock-and-leave lifestyle, this beautifully upgraded residence blends timeless elegance with modern convenience. Step into a beautifully designed foyer entry that opens to bright, open living spaces with treetop views

  Mary Colton FANNIE HILLMAN & ASSOCIATES

  535 N Interlachen Ave Unit 203, Winter Park, FL 32789
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  $1,250,000 Sold Mar 14, 2025

  1778 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,377 Sq Ft
  • Built 2023

  Last Sold Summary

  • $526/SF
  • 51 Days On Market

  Current Estimated Value $1,226,157

  Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1778 Mondrian Cir, Winter Park, FL 32789
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  /2

  Est $237,709 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 908 Sq Ft

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

  1250 S Denning Dr Unit 210, Winter Park, FL 32789
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  $565,000 Open Tue 11AM - 3PM

  • 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

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  1250 Formosa 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 $595,775

  Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

  2812 Woodside Ave, Winter Park, FL 32789
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  /22

  Not Listed For Sale

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

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

  1500 Gay Rd Unit 3C, Winter Park, FL 32789
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  $1,675,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,609 Sq Ft

  315 E New England Ave Unit 7, Winter Park, FL 32789

  Under contract-accepting backup offers. Located on the second floor of Villa Siena, this two-bedroom, two-bath residence offers 1,511 square feet of elegantly appointed living space with two balconies overlooking New England Avenue’s tree-lined brick streets in the heart of Winter Park. A split-bedroom layout ensures privacy, with wood flooring and tray ceilings defining the open-concept living

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  315 E New England Ave Unit 7, Winter Park, FL 32789
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  $2,594,550 Sold May 09, 2025

  254 Sylvan Blvd, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 3,653 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $710/SF
  • 8 Days On Market

  Current Estimated Value $2,523,268

  Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

  254 Sylvan Blvd, Winter Park, FL 32789
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  /19

  Est $202,795 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 851 Sq Ft

  2500 Lee Rd Unit 139, Winter Park, FL 32789

  2500 Lee Rd Unit 139, Winter Park, FL 32789
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  $949,000

  • 2 Beds
  • 2 Baths
  • 1,086 Sq Ft

  560 Ololu Dr, Winter Park, FL 32789

  Nestled on the shores of private, skiable Lake Killarney, this beautifully updated and absolutely adorable 2-bedroom, 2-bath home offers a rare opportunity to enjoy true lakefront living without the upkeep of a large estate. Perfect as a full-time residence, a weekend lake escape, a snowbird retreat, or even an income-producing short-term rental (as previously used by the current owners), this

  Tiffany Yates COMPASS FLORIDA LLC

  560 Ololu Dr, Winter Park, FL 32789
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  /2

  $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 $1,016,846

  Last Listing Agent Kris Kennedy COMPASS FLORIDA LLC

  2680 Oglesby Ave, Winter Park, FL 32789

Showing Results 441 - 480, Page 12 of 18