Homes in ZIP Code 32789

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  /39

  $769,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,957 Sq Ft

  1278 S Pennsylvania Ave Unit 13, Winter Park, FL 32789

  In the heart of Winter Park’s Virginia Heights neighborhood, just steps from Park Avenue and Seven Oaks Park, this Mediterranean-inspired townhome-style condominium offers refined living with exceptional walkability. Featuring three bedrooms, two and a half baths, and nearly 2,000 square feet under air, this residence combines architectural elegance and everyday functionality. Inside, soaring

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  1278 S Pennsylvania Ave Unit 13, Winter Park, FL 32789
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  /2

  $699,000 Sold Feb 07, 2025

  1804 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,016 Sq Ft
  • Built 2018

  Last Sold Summary

  • 4% Below List Price
  • $347/SF
  • 68 Days On Market

  Current Estimated Value $726,541

  Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1804 Mondrian Cir, Winter Park, FL 32789
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  /9

  Est $155,037 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit B103, Winter Park, FL 32789

  1695 Lee Rd Unit B103, Winter Park, FL 32789
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  /24

  $129,000

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit E211, Winter Park, FL 32789

  HUGE $15,900 PRICE DROP! Discover your perfect home in this two-bedroom, one-bath second-floor unit at Waterfall Cove, ideally situated in the heart of Winter Park. This inviting open-concept layout features large windows that fill the space with natural light, along with cozy carpeting throughout and stylish tile in the bathroom. Each bedroom offers a comfortable retreat, while sliding glass

  David Small KELLER WILLIAMS REALTY SMART 1

  1695 Lee Rd Unit E211, Winter Park, FL 32789
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  /2

  $699,000 Sold Jul 31, 2025

  1891 Bryan Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,622 Sq Ft
  • Built 1989

  Last Sold Summary

  • $431/SF
  • 14 Days On Market

  Current Estimated Value $694,862

  Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

  1891 Bryan Ave, Winter Park, FL 32789
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  /2

  Est $250,293 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 908 Sq Ft

  1250 S Denning Dr Unit 105, Winter Park, FL 32789

  1250 S Denning Dr Unit 105, Winter Park, FL 32789
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  /33

  $229,000

  • 2 Beds
  • 1 Bath
  • 710 Sq Ft

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

  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, washer/dryer hookups, newer kitchen

  Eddie Cooper MAINFRAME REAL ESTATE

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

  $2,250,000 Sold Jun 25, 2025

  301 Rippling Ln, Winter Park, FL 32789

  • 4 Beds
  • 6 Baths
  • 3,694 Sq Ft
  • Built 1958

  Last Sold Summary

  • 10% Below List Price
  • $609/SF
  • 98 Days On Market

  Current Estimated Value $2,212,352

  Last Listing Agent Cynthia Fernandez XCLUSIVE HOMES LLC

  301 Rippling Ln, Winter Park, FL 32789
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  /29

  Est $189,525 Not Listed For Sale

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

  1695 Lee Rd Unit B102, Winter Park, FL 32789

  1695 Lee Rd Unit B102, Winter Park, FL 32789
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  /38

  $599,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,718 Sq Ft

  640 Killarney Bay Ct Unit 4, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Tucked away on the tranquil shores of Lake Killarney, this impeccably remodeled two-story residence offers a rare opportunity to enjoy waterfront living with unmatched convenience. Just steps from Hillstone, Trader Joe’s, and Winter Park Village, this 2-bedroom, 2.5-bathroom home is the perfect blend of modern sophistication and timeless charm.

  Brandon Geers COMPASS FLORIDA LLC

  640 Killarney Bay Ct Unit 4, Winter Park, FL 32789
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  /2

  $1,000,000 Sold Nov 03, 2025

  215 Salvador Square, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 2,565 Sq Ft
  • Built 1973

  Last Sold Summary

  • 16% Below List Price
  • $390/SF
  • 44 Days On Market

  Last Listing Agent Carrie Bantel PREMIER SOTHEBY'S INTL. REALTY

  215 Salvador Square, Winter Park, FL 32789
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  /33

  Est $1,100,815 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,834 Sq Ft

  106 S Interlachen Ave Unit 518, Winter Park, FL 32789

  106 S Interlachen Ave Unit 518, Winter Park, FL 32789
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  /32

  $399,000

  • 2 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  240 Killarney Bay Ct Unit 4, Winter Park, FL 32789

  Welcome to Killarney Bay—Winter Park’s best-kept secret for tranquil lakeside living, and just steps from the city’s finest shopping and dining!This beautifully updated and spacious 2-bedroom, 2.5-bath townhome-style condo offers a rare blend of modern upgrades and classic charm. Enjoy a BRAND NEW WATER HEATER, vaulted ceilings, a wood-burning fireplace, and rich wood-like flooring

  Blaike Gill KELLER WILLIAMS WINTER PARK

  240 Killarney Bay Ct Unit 4, Winter Park, FL 32789
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  /2

  $850,000 Sold Dec 26, 2024

  1771 Windsor Dr, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,059 Sq Ft
  • Built 1953

  Last Sold Summary

  • 29% Below List Price
  • $413/SF
  • 164 Days On Market

  Current Estimated Value $875,800

  Last Listing Agent Dawn Romance FANNIE HILLMAN & ASSOCIATES

  1771 Windsor Dr, Winter Park, FL 32789
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  /28

  Est $187,037 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft

  2500 Lee Rd Unit 211, Winter Park, FL 32789

  2500 Lee Rd Unit 211, Winter Park, FL 32789
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  /61

  $2,350,000

  • 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

  $1,575,000 Sold Jan 10, 2025

  101 S New York Ave Unit 303, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 3,174 Sq Ft
  • Built 2009

  Last Sold Summary

  • 6% Below List Price
  • $496/SF
  • 129 Days On Market

  Current Estimated Value $1,614,635

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  101 S New York Ave Unit 303, 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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  /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

  $675,000 Sold Nov 28, 2025

  2190 Temple Dr, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Built 1956

  Last Sold Summary

  • 4% Below List Price
  • $468/SF
  • 108 Days On Market

  Last Listing Agent Sharon Mikol MAINFRAME REAL ESTATE

  2190 Temple Dr, Winter Park, FL 32789
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  /26

  Est $183,008 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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  /66

  $4,545,000

  • 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

  $380,000 Sold Sep 26, 2025

  690 Osceola Ave Unit 209, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1969

  Last Sold Summary

  • 11% Below List Price
  • $331/SF
  • 34 Days On Market

  Last Listing Agent Mike Wang LOKATION

  690 Osceola Ave Unit 209, Winter Park, FL 32789
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  /28

  Est $612,936 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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  /24

  $499,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,354 Sq Ft

  259 Blossom Ln, Winter Park, FL 32789

  No HOA! Fully Renovated Home with Deeded Lake Access to Lake Killarney in Prime Winter Park Location! Welcome to this move-in ready gem nestled in one of Winter Park’s most coveted neighborhoods. This solid concrete block home has been thoughtfully updated with timeless finishes, featuring a brand-new kitchen with freshly painted cabinetry, quartz countertops, stainless steel appliances and a

  Carlinhos Fregonezi TALENT REALTY SOLUTIONS

  259 Blossom Ln, Winter Park, FL 32789
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  /2

  $315,000 Sold Apr 14, 2025

  690 Osceola Ave Unit 308, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1969

  Last Sold Summary

  • 15% Below List Price
  • $274/SF
  • 35 Days On Market

  Current Estimated Value $347,835

  Last Listing Agent Deborah Teixeira STRAWBERRY FIELDS FOREVER REALY LLC

  690 Osceola Ave Unit 308, Winter Park, FL 32789
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  /6

  Est $256,240 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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  /15

  $1,107,750 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,329 Sq Ft

  240 E Lake Sue Ave, Winter Park, FL 32789

  Discover the perfect blend of convenience and tranquility with this delightful single-family home located in the sought-after Winter Park community. Situated on East Lake Sue Avenue, this property sits on a beautifully maintained lot featuring mature trees and lush landscaping that provides plenty of shade and privacy. Enjoy the ultimate Winter Park lifestyle with close proximity to Park Avenue’s

  Tika Van Den Hurk Compass Florida, LLC

  240 E Lake Sue Ave, Winter Park, FL 32789
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  /2

  $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 $461,699

  Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

  3019 Northwood Blvd, Winter Park, FL 32789
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  /2

  Est $1,496,193 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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  /3

  $425,000

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

  900 Carver St, Winter Park, FL 32789

  RARE OPPORTUNITY TO OWN A GREAT HOME IN WINTER PARK! MOTIVATED SELLER! Check out this spacious 3 bedroom, 3 bathroom home almost 1800 sq. ft. The home offers a great layout with abundant natural light, comfortable living spaces and timeless design elements. Enjoy central Florida living in one of Winter Park's most established neighborhoods, walking distance to dining, shopping, parks and

  Tori Alexander LEGACY REALTY & BROKERS LLC

  900 Carver St, 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

  Last Listing Agent Livia Petraru EXP REALTY LLC

  1308 S Pennsylvania Ave Unit 3, 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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  /64

  $1,995,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,314 Sq Ft

  1752 Chestnut Ave, Winter Park, FL 32789

  Timeless Elegance Meets Modern Comfort in Sought-After Tree Streets Welcome to this thoughtfully designed, custom-built residence in the coveted Tree Streets community of Winter Park. Boasting 4 bedrooms, 4.5 bathrooms, and over 3,300 square feet of meticulously curated living space, this one-of-a-kind home perfectly blends craftsmanship, comfort, and style. At the heart of the home, the

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  1752 Chestnut Ave, 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 $423,084

  Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

  535 N Interlachen Ave Unit 205, Winter Park, FL 32789
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  /27

  Est $345,972 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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  /29

  $625,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,015 Sq Ft

  785 Mcintyre Ave, Winter Park, FL 32789

  Under contract-accepting backup offers. Experience the ease of townhome living with the feel of a single-family residence. Nestled on a picturesque brick street shaded by mature trees, this well-maintained home offers prime access to Rollins College, Park Avenue, and the best of Winter Park. With 2,015 square feet of living space, the home offers three generously sized bedrooms and two and a half

  Beth Logullo KELLER WILLIAMS WINTER PARK

  785 Mcintyre 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 $514,266

  Last Listing Agent William Grim, III RE/MAX ASSURED

  2507 Lafayette Ave, 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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  /44

  $1,990,000

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

  319 Santiago Dr, Winter Park, FL 32789

  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 quartz island with bar seating, custom

  Anne Rogers ANNE ROGERS REALTY GROUP INC

  319 Santiago Dr, Winter Park, FL 32789

Showing Results 401 - 440, Page 11 of 18