Homes in ZIP Code 32789

• 

  

  

  /32

  $775,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,062 Sq Ft

  675 Overspin Dr, Winter Park, FL 32789

  Seller may consider buyer concessions if made in an offer ~ Beautiful upgrades, a versatile layout, and the best of Winter Park at your doorstep! With Dubsdread Golf Course just around the corner and Fairbanks Avenue minutes away, this 4-bedroom, 3.5-bath CUSTOM BUILT HOME puts you in the center of it all – NO HOA required! Major systems have been well maintained; including a NEW A/C UNIT with UV

  Jennifer Wemert WEMERT GROUP REALTY LLC

  675 Overspin Dr, Winter Park, FL 32789
• 

  

  /2

  $879,000 Sold Nov 14, 2025

  451 Fairfax Ave, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 2,227 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Below List Price
  • $395/SF
  • 5 Days On Market

  Current Estimated Value $870,134

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

  451 Fairfax Ave, Winter Park, FL 32789
• 

  

  

  /49

  Est $2,194,283 Not Listed For Sale

  180 Whipple Ave, Winter Park, FL 32789

  • 4 Beds
  • Built 2025

  180 Whipple Ave, Winter Park, FL 32789

  Last Sold Summary

  • 13% Above List Price
  • $383/SF
  • 353 Days On Market

  • Last Sold Price $1,950,000
  • Dec 14, 2023

  Last Listing Agent Adam Cole COLEDEV REAL ESTATE LLC
• 

  

  

  /53

  $2,265,000

  • 5 Beds
  • 3.5 Baths
  • 3,691 Sq Ft

  1885 Temple Dr, Winter Park, FL 32789

  Located in highly desirable Lugano Terrace just steps from the shores of Lake Knowles, this stunning all new interiors, 5-bedroom, 3.5-bath brick home effortlessly blends timeless charm with extensive modern updates. Set on a beautifully oversized landscaped lot with a roundabout driveway. Winter Park’s most sought-after neighborhoods adjacent to the Vias, Winter Park Racquet Club and Dommerich

  Jennifer Sloan COMPASS FLORIDA LLC

  1885 Temple Dr, Winter Park, FL 32789
• 

  

  /2

  $630,000 Sold Aug 11, 2025

  1792 Killarney Dr, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,264 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Below List Price
  • $278/SF
  • 1 Day On Market

  Current Estimated Value $652,518

  Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

  1792 Killarney Dr, Winter Park, FL 32789
• 

  

  /17

  Not Listed For Sale

  700 Melrose Ave Unit K, Winter Park, FL 32789

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

  700 Melrose Ave Unit K, Winter Park, FL 32789

  Last Sold Summary

  • $350/SF
  • 188 Days On Market

  • Last Sold Price $376,000
  • Apr 29, 2024

  Last Listing Agent Scott Butts KIMBRIDGE REALTY, LLC
• 

  

  /29

  $439,000

  • 3 Beds
  • 2 Baths
  • 1,405 Sq Ft

  2779 Sanbina St, Winter Park, FL 32789

  Rare opportunity in the heart of 32789 — priced under $500K, this 3-bedroom, 2-bathroom Winter Park home delivers the location, lot, and bones that buyers in this zip code rarely find at this price point. Zoned for Dommerich Elementary and Winter Park High School and situated on a generous 0.23-acre lot, this is the one worth moving quickly on. Upon entry, a sun-drenched living room leads to a

  Caroline Fiore MAINFRAME REAL ESTATE

  2779 Sanbina St, Winter Park, FL 32789
• 

  /2

  $755,000 Sold Jul 18, 2025

  1000 Howell Branch Rd, Winter Park, FL 32789

  • Land
  • 23,958 Sq Ft
  • $1,372,727 per Acre

  Last Sold Summary

  • 30% Below List Price
  • 241 Days On Market

  Current Estimated Value $822,466

  Last Listing Agent Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

  1000 Howell Branch Rd, Winter Park, FL 32789
• 

  /2

  Est $1,147,868 Not Listed For Sale

  625 N Interlachen Ave Unit A, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,718 Sq Ft
  • Built 1981

  625 N Interlachen Ave Unit A, Winter Park, FL 32789

  Last Sold Summary

  • $666/SF
  • 196 Days On Market

  • Last Sold Price $1,145,000
  • Mar 17, 2025

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC
• 

  

  /26

  $370,000

  • 3 Beds
  • 2 Baths
  • 1,283 Sq Ft

  780 Baffie Ave, Winter Park, FL 32789

  Great opportunity to live in Winter Park in the Dubsdread Golf Community. This 3 bedroom, 2 bath home is situated on a deep lot (50 x 140) with 1283 sq. ft., Bamboo hardwood floors in several rooms, split bedroom floor plan, large kitchen with tile floors, and oak cabinets, and the dining room has a tongue and groove wood ceiling. The primary bedroom has Bamboo floors, tongue and groove wood

  Melissa Woodman FANNIE HILLMAN & ASSOCIATES

  780 Baffie Ave, Winter Park, FL 32789
• 

  /2

  $3,845,000 Sold May 16, 2025

  2020 Venetian Way, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 4,188 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Below List Price
  • $918/SF
  • 4 Days On Market

  Current Estimated Value $3,891,840

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

  2020 Venetian Way, Winter Park, FL 32789
• 

  

  /14

  Est $1,222,053 Not Listed For Sale

  514 W Swoope Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,585 Sq Ft
  • Built 2022

  514 W Swoope Ave, Winter Park, FL 32789

  Last Sold Summary

  • 3% Above List Price
  • $460/SF
  • 52 Days On Market

  • Last Sold Price $1,189,382
  • Jun 06, 2023

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC
• 

  

  /14

  $2,289,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,334 Sq Ft

  2722 Eastern Pkwy, Winter Park, FL 32789

  Under contract-accepting backup offers. Under Construction. Masterfully designed new construction by LUIH Luxury Homes, where architectural elegance and refined livability meet an unbeatable lifestyle. Located in the Audubon Park School District just a short stroll from the iconic East End Market. From its captivating façade to its meticulously curated interiors, every element of this residence

  Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  2722 Eastern Pkwy, Winter Park, FL 32789
• 

  /2

  $975,000 Sold Feb 10, 2026

  1150 Kenwood Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,557 Sq Ft
  • Built 1988

  Last Sold Summary

  • 24% Below List Price
  • $381/SF
  • 97 Days On Market

  Current Estimated Value $1,022,572

  Last Listing Agent JJ Mackle PREMIER SOTHEBY'S INTL. REALTY

  1150 Kenwood Ave, Winter Park, FL 32789
• 

  /2

  Est $805,024 Not Listed For Sale

  1820 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,252 Sq Ft
  • Built 2018

  1820 Mondrian Cir, Winter Park, FL 32789

  Last Sold Summary

  • 4% Below List Price
  • $371/SF
  • 81 Days On Market

  • Last Sold Price $835,000
  • Dec 04, 2024

  Last Listing Agent Brian Teach COLDWELL BANKER REALTY
• 

  

  /36

  $450,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,119 Sq Ft

  665 W Lyman Ave, Winter Park, FL 32789

  Under contract-accepting backup offers. Welcome to this beautifully updated Winter Park bungalow, just steps from Hannibal Square and Park Avenue! This charming 3-bedroom, 2-bath home offers just over 1,100 square feet of thoughtfully renovated living space. The kitchen has been tastefully renovated and upgraded with modern appliances, while tile flooring runs throughout the entire home. Major

  Jonathan Nakhnoukh CENTRAL FLORIDA PRIME REAL ESTATE LLC

  665 W Lyman Ave, Winter Park, FL 32789
• 

  /2

  $475,000 Sold Feb 02, 2026

  1740 Anzle Ave, Winter Park, FL 32789

  • 4 Beds
  • 2 Baths
  • 1,808 Sq Ft
  • Built 1956

  Last Sold Summary

  • 40% Below List Price
  • $263/SF
  • 109 Days On Market

  Current Estimated Value $545,318

  Last Listing Agent Freddy DeCoster GOYAL & DECOSTER REALTY

  1740 Anzle Ave, Winter Park, FL 32789
• 

  

  /77

  Est $1,144,602 Not Listed For Sale

  690 Osceola Ave Unit 504, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 2,079 Sq Ft
  • Built 1969

  690 Osceola Ave Unit 504, Winter Park, FL 32789

  Last Sold Summary

  • 3% Below List Price
  • $565/SF
  • 74 Days On Market

  • Last Sold Price $1,175,000
  • Dec 29, 2023

  Last Listing Agent Dela Armstrong C BRENNER INC
• 

  

  /68

  $2,950,000

  • 4 Beds
  • 4.5 Baths
  • 4,129 Sq Ft

  151 Oakwood Way, Winter Park, FL 32789

  Welcome to 151 Oakwood Way, a beautifully executed residence by LunDev Custom Homes, set on a quiet, tree-lined street in the heart of Winter Park. Blending timeless architecture with a clean transitional aesthetic, this newer pool home offers sophisticated design, comfortable livability, and the kind of indoor-outdoor flow today’s buyers are looking for. Inside, the home is filled with natural

  Matthew Burks CORCORAN PREMIER REALTY

  151 Oakwood Way, Winter Park, FL 32789
• 

  /2

  $325,000 Sold Oct 03, 2025

  260 Killarney Bay Ct Unit 6, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Below List Price
  • $285/SF
  • 0 Days On Market

  Current Estimated Value $326,560

  Last Listing Agent Tyler Gibson LPT REALTY, LLC

  260 Killarney Bay Ct Unit 6, Winter Park, FL 32789
• 

  

  /47

  Est $1,351,719 Not Listed For Sale

  518 W Swoope Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,734 Sq Ft
  • Built 2021

  518 W Swoope Ave, Winter Park, FL 32789

  Last Sold Summary

  • 8% Below List Price
  • $535/SF
  • 119 Days On Market

  • Last Sold Price $1,464,000
  • Feb 29, 2024

  Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK
• 

  

  /30

  $630,000

  • 5 Beds
  • 3 Baths
  • 2,472 Sq Ft

  2612 Roxbury Rd, Winter Park, FL 32789

  SELLER MOTIVATED!! Potential of an extra one percent for closing costs, just ask your agent!!Come view this NEXTGEN Home FULLY MODERNIZED 5-bedroom, 3-bathroom home offering flexibility, and comfort that Includes an Attached 2 Bed/1 Bath IN- LAW SUITE!! Step inside to an open and airy layout featuring Luxury plank flooring, fresh neutral paint, and large windows that fill the home with

  Laura Mcadams EXP REALTY LLC

  2612 Roxbury Rd, Winter Park, FL 32789
• 

  /2

  $1,725,000 Sold Mar 05, 2026

  617 Worthington Dr, Winter Park, FL 32789

  • 5 Beds
  • 4.5 Baths
  • 3,533 Sq Ft
  • Built 2018

  Last Sold Summary

  • 13% Below List Price
  • $488/SF
  • 215 Days On Market

  Current Estimated Value $1,830,263

  Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

  617 Worthington Dr, Winter Park, FL 32789
• 

  

  /7

  Not Listed For Sale

  512 W Swoope Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,585 Sq Ft
  • Built 2021

  512 W Swoope Ave, Winter Park, FL 32789

  Last Sold Summary

  • $422/SF
  • 86 Days On Market

  • Last Sold Price $1,089,925
  • Jun 21, 2023

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC
• 

  

  /65

  $2,399,000 Pending

  • 4 Beds
  • 5 Baths
  • 5,051 Sq Ft

  2550 Venetian Way, Winter Park, FL 32789

  Chain of Lakes Water- Front Home with Private Boat Dock, Winter Park Luxury Living. Step into your future with this extraordinary custom built residence, inspired by the artistic richness of Fernando Botero. From your back lanai, step directly onto your private, custom boat dock featuring a covered, remote-operated boat lift, and cruise the Venetian Canal with direct access to WinterPark’s

  Felicia Donateli PALM PROPERTIES OF CF, INC.

  2550 Venetian Way, Winter Park, FL 32789
• 

  /2

  $2,835,000 Sold Nov 24, 2025

  255 Stirling Ave, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 3,635 Sq Ft
  • Built 1982

  Last Sold Summary

  • 14% Below List Price
  • $780/SF
  • 25 Days On Market

  Current Estimated Value $2,830,977

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

  255 Stirling Ave, Winter Park, FL 32789
• 

  

  /13

  Est $1,252,910 Not Listed For Sale

  500 W Swoope Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,666 Sq Ft
  • Built 2021

  500 W Swoope Ave, Winter Park, FL 32789

  Last Sold Summary

  • 3% Above List Price
  • $455/SF
  • 85 Days On Market

  • Last Sold Price $1,212,835
  • May 27, 2023

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC
• 

  

  /82

  $149,990

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

  1695 Lee Rd Unit E215, Winter Park, FL 32789

  Located in the heart of Winter Park, this charming condo stands ready to welcome you home. This three-bedroom, two-bathroom sanctuary offers a blend of comfort and modern elegance, perfect for those who cherish both relaxation and entertaining. As you step inside, the spacious living and dining areas greet you with an abundance of natural light, creating a warm and inviting atmosphere. Imagine

  Jenaia Fowlkes FOWLKES REALTY CO

  1695 Lee Rd Unit E215, Winter Park, FL 32789
• 

  /2

  $625,000 Sold Mar 27, 2026

  1500 Berkshire Ave, Winter Park, FL 32789

  • 3 Beds
  • 1.5 Baths
  • 1,485 Sq Ft
  • Built 1925

  Last Sold Summary

  • $421/SF
  • 51 Days On Market

  Current Estimated Value $614,957

  Last Listing Agent Lianna D'Angelo SOTERA LIVING

  1500 Berkshire Ave, Winter Park, FL 32789
• 

  

  /32

  Est $2,400,452 Not Listed For Sale

  170 S Phelps Ave, Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 4,288 Sq Ft
  • Built 2023

  170 S Phelps Ave, Winter Park, FL 32789

  Last Sold Summary

  • 2% Above List Price
  • $548/SF
  • 236 Days On Market

  • Last Sold Price $2,350,000
  • Sep 26, 2023

  Last Listing Agent Monica Tipirneni FOLIO REALTY LLC
• 

  

  /27

  $115,000

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit E204, Winter Park, FL 32789

  Welcome to this lovely open-concept 2 bedroom, 1 bathroom condo, perfectly situated in a fantastic area close to plenty of shopping, dining, and everyday conveniences. Ideal for first-time buyers, downsizing, or investors looking for a solid opportunity! This property highlights an open-concept bright interior with great natural light living and dining area. Two spacious bedrooms with 1 bathroom.

  Brandy Ray LOKATION

  1695 Lee Rd Unit E204, Winter Park, FL 32789
• 

  /2

  $1,430,000 Sold Nov 10, 2025

  1011 Mckean Cir, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,230 Sq Ft
  • Built 1955

  Last Sold Summary

  • $641/SF
  • 0 Days On Market

  Current Estimated Value $1,449,623

  Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES

  1011 Mckean Cir, Winter Park, FL 32789
• 

  /2

  Est $1,442,080 Not Listed For Sale

  1009 S Pennsylvania Ave, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 3,023 Sq Ft
  • Built 2016

  1009 S Pennsylvania Ave, Winter Park, FL 32789

  Last Sold Summary

  • 8% Below List Price
  • $521/SF
  • 5 Days On Market

  • Last Sold Price $1,575,000
  • Oct 18, 2024

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

  

  /55

  $495,000

  • 2 Beds
  • 2.5 Baths
  • 1,428 Sq Ft

  630 Killarney Bay Ct Unit 3, Winter Park, FL 32789

  Lakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedrooms, 2.5 baths, and a one-car carport. This spacious residence features an open living and dining area that flows to a screened porch, perfect for relaxing and enjoying tranquil lake views in a well-maintained complex. Both bedrooms are upstairs for privacy, each with its own bath, with a convenient half

  Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

  630 Killarney Bay Ct Unit 3, Winter Park, FL 32789
• 

  /2

  $439,900 Sold Jul 22, 2025

  1945 Bering Ave, Winter Park, FL 32789

  • 3 Beds
  • 1.5 Baths
  • 1,576 Sq Ft
  • Built 1958

  Last Sold Summary

  • $279/SF
  • 6 Days On Market

  Current Estimated Value $439,314

  Last Listing Agent Carmen Gonzalez, Pa HORIZON WEST REALTY

  1945 Bering Ave, Winter Park, FL 32789
• 

  /2

  Est $1,810,565 Not Listed For Sale

  643 Pansy Ave, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 3,228 Sq Ft
  • Built 2015

  643 Pansy Ave, Winter Park, FL 32789

  Last Sold Summary

  • 3% Above List Price
  • $542/SF
  • 10 Days On Market

  • Last Sold Price $1,750,000
  • Sep 30, 2024

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

  

  /81

  $3,799,000 Pending

  • 5 Beds
  • 5 Baths
  • 4,451 Sq Ft

  150 Dana Way, Winter Park, FL 32789

  JUST COMPLETED....WINTER PARK / LAKE SUE DISTRICT — A TRUE STANDOUT IN TODAY’S LUXURY NEW CONSTRUCTION MARKETProudly presented by RARE Builders, a name synonymous with design-forward custom homes that continue to help set and raise the standard in Orlando and Winter Park, this newly completed residence represents a rare opportunity to secure a fully realized custom home in one of the area’s

  Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

  150 Dana Way, Winter Park, FL 32789
• 

  /2

  $2,575,000 Sold Oct 20, 2025

  1341 Place Picardy, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 4,469 Sq Ft
  • Built 2016

  Last Sold Summary

  • 8% Below List Price
  • $576/SF
  • 95 Days On Market

  Current Estimated Value $2,546,833

  Last Listing Agent Julie Bettosini STOCKWORTH REALTY GROUP

  1341 Place Picardy, Winter Park, FL 32789
• 

  

  /31

  Est $925,216 Not Listed For Sale

  842 English Ct, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,903 Sq Ft
  • Built 2023

  842 English Ct, Winter Park, FL 32789

  Last Sold Summary

  • 10% Below List Price
  • $541/SF

  • Last Sold Price $1,030,000
  • Aug 11, 2023

  Last Listing Agent Kris Kennedy COMPASS FLORIDA LLC
• 

  

  /99

  $5,250,000

  • 5 Beds
  • 6.5 Baths
  • 7,278 Sq Ft

  2211 Azalea Place, Winter Park, FL 32789

  Exquisite Waterfront Estate in the Heart of Winter Park - Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Park’s most prestigious neighborhoods—just moments from the exclusive Winter Park Racquet Club. This extraordinary residence offers the perfect blend of timeless architecture, refined finishes, and state-of-the-art updates, all

  Maggie Walas FORTUNE INTERNATIONAL REALTY

  2211 Azalea Place, Winter Park, FL 32789

Showing Results 241 - 280, Page 7 of 18