Homes in ZIP Code 32789

• 

  

  

  /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
• 

  

  

  /100

  $3,295,000

  • 5 Beds
  • 5.5 Baths
  • 3,974 Sq Ft

  532 Worthington Dr, Winter Park, FL 32789

  Nestled in peaceful Winter Park, your new contemporary home boasts expansive open living areas featuring 12-foot ceilings, five en-suite bedrooms, and outdoor living spaces spanning two levels.The semi-circular driveway and landscaped courtyard lead you to the front entry, adorned with frosted-glass double doors. Inside, the sweeping view of the spacious open living, dining, and kitchen spaces

  Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

  532 Worthington Dr, Winter Park, FL 32789
• 

  

  /2

  $520,000 Sold Apr 30, 2025

  • 1,900 Sq Ft
  • $274/SF
  • 51 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1926

  1481 Harmon Ave, Winter Park, FL 32789

  Welcome Home to Orwin Manor – Where Historic Charm Meets Modern Comfort!Nestled in the heart of Winter Park’s highly sought-after Orwin Manor, this 1926 historic gem is brimming with character and thoughtfully updated for today’s lifestyle. Priced below a recent appraisal, this four-bedroom, three-bath home showcases original hardwood floors, a brand-new roof (2024), and reinforced crawl space

  Laura Napoleon KELLER WILLIAMS WINTER PARK

  1481 Harmon Ave, Winter Park, FL 32789
• 

  

  

  /26

  Est $185,163 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
• 

  

  

  /11

  $575,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  1821 Goodrich Ave, Winter Park, FL 32789

  Wonderful LOT opportunity to build in prime, quiet location near Windsong and Winter Park Hospital in "active pocket neighborhood" of Winter Park. This 77-by-120-foot lot offers plenty of space to design and build your home or purchase as investment property. Based on the City of WP building worksheet, it appears the lot can accomodate New Construction of a Home apprx 3,700sf FAR + 400sf for

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1821 Goodrich Ave, Winter Park, FL 32789
• 

  /2

  $430,000 Sold Apr 28, 2025

  • 1,226 Sq Ft
  • $351/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  2743 Sanbina St, Winter Park, FL 32789

  Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the heart of charming Winter Park!From the moment you step inside, you'll be greeted by an abundance of natural light that fills the space and highlights the beautifully polished terrazzo flooring and fresh interior paint throughout. The open and airy layout creates an inviting atmosphere perfect for both relaxing and

  Logan Coon KELLER WILLIAMS WINTER PARK

  2743 Sanbina St, Winter Park, FL 32789
• 

  

  /28

  Est $587,911 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
• 

  

  /49

  $220,000

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  2500 Lee Rd Unit 208, Winter Park, FL 32789

  This charming two-bedroom, two-bathroom 2nd floor condo offers the perfect blend of comfort and convenience. Featuring tile and luxury vinyl plank flooring throughout, this home provides durability and style for modern living. The HVAC was replaced in 2020 and water is included in the monthly COA fee. Located in a picturesque community ON THE SHORES OF A SKI LAKE, residents will enjoy access to

  Debbie Fussell KELLER WILLIAMS REALTY AT THE PARKS

  2500 Lee Rd Unit 208, Winter Park, FL 32789
• 

  /2

  $482,500 Sold Apr 28, 2025

  • 960 Sq Ft
  • $503/SF
  • 4 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1950

  710 W Swoope Ave, Winter Park, FL 32789

  Bungalow with metal roof approximately one block from Winter Park mall. Considered an excellent location.

  Firmin Emanuel FIRMAN A. EMANUEL

  710 W Swoope Ave, Winter Park, FL 32789
• 

  

  /6

  Est $246,848 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
• 

  

  /48

  $829,000

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

  1276 S Pennsylvania Ave Unit 12, Winter Park, FL 32789

  Nestled within the tranquil confines of the Virginia Heights neighborhood lies a truly exceptional property that blends luxury, practicality, and location. Boasting three bedrooms and two and a half bathrooms, this residence offers a refined living experience with exclusive access to a private lakefront park—a serene retreat for relaxing or enjoying nature. Recently updated with brand-new luxury

  Chase Morton Tate COMPASS FLORIDA LLC

  1276 S Pennsylvania Ave Unit 12, Winter Park, FL 32789
• 

  /2

  $375,000 Sold Apr 28, 2025

  • 1,015 Sq Ft
  • $369/SF
  • 11 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1948

  2259 Minnesota Ave, Winter Park, FL 32789

  Come build your dream home on this oversized single family corner lot (62.5 by 141.5) in Winter Park Florida with amazing views of Dubsdread Golf Course hole 6. Located just a short drive or walk away from all your favorite shops and restaurants (Agave Azul, Publix, Tap Room, Black Bean Deli) Convenient access to I-4 making it easy to get around the greater Orlando area. Less than a minute drive

  Kayla Barnes LPT REALTY, LLC

  2259 Minnesota Ave, Winter Park, FL 32789
• 

  /2

  Est $1,472,266 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
• 

  

  /14

  $575,000

  • Land
  • 0.21 Acre
  • $2,738,095 per Acre

  1821 Goodrich Ave, Winter Park, FL 32789

  Wonderful LOT opportunity to build in prime, quiet location near Windsong and Winter Park Hospital in "active pocket neighborhood" of Winter Park. This 77-by-120-foot lot offers plenty of space to design and build your home or purchase as investment property. Based on the City of WP building worksheet, it appears the lot can accomodate New Construction of a Home apprx 3,700sf FAR + 400sf for

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1821 Goodrich Ave, Winter Park, FL 32789
• 

  /2

  $635,000 Sold Apr 28, 2025

  • 901 Sq Ft
  • $705/SF
  • 53 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1971

  100 S Interlachen Ave Unit 111, Winter Park, FL 32789

  Fresh, modern and move-in ready. This pristine, first-floor condo is located in historic downtown Winter Park at the coveted Cloisters Condominiums. Professionally designed and remodeled in 2021, this two-bedroom, two-bathroom unit includes an open floor plan with marble tile throughout and a screened patio with built-in planters and mature garden views. The large, open kitchen includes a

  Mary Colton FANNIE HILLMAN & ASSOCIATES

  100 S Interlachen Ave Unit 111, Winter Park, FL 32789
• 

  

  /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
• 

  

  /45

  $525,000

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  690 Osceola Ave Unit 502, Winter Park, FL 32789

  Beautifully Renovated Lakefront Condo with Partial Lake Virginia & Downtown Views. Located just minutes from Park Avenue and Rollins College, this fully renovated condo offers stylish, maintenance-free living with partial views of Lake Virginia and the downtown skyline. The open-concept layout features a brand-new kitchen with quartz countertops, stainless steel Samsung appliances, recessed

  Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

  690 Osceola Ave Unit 502, Winter Park, FL 32789
• 

  /2

  $535,000 Sold Apr 25, 2025

  • 1,795 Sq Ft
  • $298/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1947

  1531 Norfolk Ave, Winter Park, FL 32789

  Welcome to your dream home nestled in the highly sought-after College Park district of Winter Park! This charming residence seamlessly blends history with modern upgrades, offering a perfect balance of comfort and convenience.Step inside to discover a beautifully updated kitchen featuring elegant granite countertops, ideal for both casual meals and entertaining guests. The home now boasts 1,795

  Erica Diaz HOMEVEST REALTY

  1531 Norfolk Ave, Winter Park, FL 32789
• 

  

  /27

  Est $341,191 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
• 

  

  /26

  $699,000

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  101 S Interlachen Ave Unit 104, Winter Park, FL 32789

  FIRST TIME ON THE MARKET! SUPER RARE, GROUND FLOOR, DOWNTOWN WINTER PARK CONDO AT LACHEN HOUSE NOW AVAILABLE! This gorgeous 2 bedroom, 2 bath condo has been completely remodeled and features new laminate flooring, bright recessed lighting, and a stunning gourmet kitchen. Each bedroom is oversized with ample closet space. A charming courtyard off the back bedrooms provides a relaxing outdoor space

  Kelly Price KELLY PRICE & COMPANY LLC

  101 S Interlachen Ave Unit 104, Winter Park, FL 32789
• 

  /2

  $1,516,500 Sold Apr 24, 2025

  • 2,420 Sq Ft
  • $627/SF
  • 31 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  335 Beloit Ave, Winter Park, FL 32789

  A special opportunity awaits on one of Winter Park’s most sought-after streets, BELOIT AVENUE! This charming 3-bedroom, 2-bathroom home is perfectly positioned just two blocks from the vibrant energy of Park Avenue and steps from the lush greens of the Winter Park 9 Golf Course.Brimming with character and warmth, this jewel box offers over 2,400 square feet of beautifully designed living space.

  MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  335 Beloit Ave, Winter Park, FL 32789
• 

  

  /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
• 

  

  /26

  $625,000

  • 3 Beds
  • 3 Baths
  • 1,890 Sq Ft

  1360 Formosa Ave, Winter Park, FL 32789

  Discover a rare and lucrative opportunity at 1360 Formosa Ave, a corner lot triplex in the highly sought-after Winter Park market. This income-generating property features three fully rented one-bedroom, one-bathroom units, providing a strong and steady return on investment. With 100% occupancy, this property is already a cash-flowing asset, but its value-add potential makes it even more enticing

  Salvison Dickson TOP FLORIDA HOMES

  1360 Formosa Ave, Winter Park, FL 32789
• 

  /2

  $1,295,000 Sold Apr 22, 2025

  • 2,795 Sq Ft
  • $463/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2017

  1601 Chestnut Ave, Winter Park, FL 32789

  Nestled in one of the most sought-after locations, the “Tree Streets” of Winter Park. 1601 Chestnut Avenue is a stunning Modern European Cottage-style home, built in 2017, that masterfully blends classic charm with modern finishes. Offering over 2,800 square feet, this pool home includes: four bedrooms, three full baths, and an over-sized loft. Step inside to hard wood flooring, complemented by

  Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

  1601 Chestnut Ave, Winter Park, FL 32789
• 

  

  /19

  Est $283,270 Not Listed For Sale

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

  700 Melrose Ave Unit M23, Winter Park, FL 32789

  700 Melrose Ave Unit M23, Winter Park, FL 32789
• 

  

  /35

  $459,000

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft

  1564 Cavendish Rd, Winter Park, FL 32789

  Charming 3BR bungalow in sought-after Orwin Manor with a true bungalow vibe and tons of potential. Updated throughout with original hardwood floors, gas fireplace, granite kitchen, and remodeled bath. The 3rd BR serves well as a guest room, office, or flex space. Spacious fenced yard with wood deck and room for a pool. Once-car garage. Walk to Park Ave, Rollins College, Hannibal Square,

  Julie Wright CHARLES RUTENBERG REALTY ORLANDO

  1564 Cavendish Rd, Winter Park, FL 32789
• 

  /2

  $580,000 Sold Apr 21, 2025

  • 1,710 Sq Ft
  • $339/SF
  • 1 Day On Market

  • 4 Beds
  • 2 Baths
  • Built 1953

  3006 Northwood Blvd, Winter Park, FL 32789

  Discover the perfect blend of classic charm and modern potential in this delightful single-family home with endless possibilities, nestled in a prime Winter Park location! This inviting fully fenced home features a comfortable layout with 3 bedrooms and 1 bathroom in the main living area. An exciting attached addition has a separate entrance leading to a spacious 4th bedroom and 2nd bathroom,

  Chris Creegan CREEGAN GROUP

  3006 Northwood Blvd, Winter Park, FL 32789
• 

  

  /7

  Est $1,240,790 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,750 Sq Ft

  100 S Interlachen Ave Unit 501, Winter Park, FL 32789

  100 S Interlachen Ave Unit 501, Winter Park, FL 32789
• 

  

  /38

  $245,000

  • 1 Bed
  • 1 Bath
  • 787 Sq Ft

  700 Melrose Ave Unit L23, Winter Park, FL 32789

  Welcome to your serene retreat in the highly desirable Winter Park Gardens community. This beautifully renovated second-floor 1-bedroom, 1-bathroom condo offers an exceptional living experience with modern upgrades and a prime location less than a mile from Park Avenue and Orlando Avenue. Step inside to discover luxury vinyl flooring throughout the entry, living space, and kitchen, complemented

  Elena Sanchez BALDWIN PARK REALTY LLC

  700 Melrose Ave Unit L23, Winter Park, FL 32789
• 

  /2

  $4,100,000 Sold Apr 18, 2025

  • 4,582 Sq Ft
  • $895/SF
  • 1 Day On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2024

  1691 Chestnut Ave, Winter Park, FL 32789

  Welcome home to this one-of-a-kind custom-designed and built home by Ferrarini Custom Homes, Inc. in February 2024. This singular mid-century modern home is like no other in Winter Park.  Boasting an ideal location just steps from Phelps Park as well as only 1.5 miles from Park Avenue makes it the ideal home for the most discerning buyer. Custom features abound in this stunning 4582 sq. ft.

  Sue Silberbusch COMPASS FLORIDA LLC

  1691 Chestnut Ave, Winter Park, FL 32789
• 

  

  /15

  Est $498,307 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
• 

  

  /22

  $528,000

  • 3 Beds
  • 2 Baths
  • 1,645 Sq Ft

  2381 Roxbury Rd, Winter Park, FL 32789

  WINTER PARK-Outstanding Renovations! Beautiful 3 Bedrooms 2 Baths! Open concept floor plan, single story with a lot of natural light!REMODELLED Kitchen with Stainless steel appliances, New cabinets, Quartz countertops, with Undermount chef sink, backsplash, faucet. Wood laminate floors & custom tile floors (2020). NEW BATHROOM (5 YEAR NEW) with new upgraded subway tiles & Pebble shower floor,

  Caroline Moffitt-Lawton KELLER WILLIAMS HERITAGE REALTY

  2381 Roxbury Rd, Winter Park, FL 32789
• 

  /2

  $480,000 Sold Apr 17, 2025

  • 1,920 Sq Ft
  • $250/SF
  • 29 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1981

  423 Ololu Dr, Winter Park, FL 32789

  NO HOA! Beautifully Remodeled Home with Expansive Garden in Winter ParkWelcome to this charming and fully remodeled two-story, 3-bedroom, 3-bathroom home nestled in the heart of Winter Park. Offering a blend of modern upgrades and historic charm, this property is surrounded by a vibrant community with easy access to top destinations.Prime Location:5 minutes to Whole Foods

  tanya fei AAA GLOBAL VENTURES PA

  423 Ololu Dr, Winter Park, FL 32789
• 

  

  /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
• 

  

  /69

  $1,295,000

  • 4 Beds
  • 3 Baths
  • 2,841 Sq Ft

  1701 Palmer Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Charming Winter Park Pool Home – A Rare Opportunity! Nestled in the heart of Winter Park’s highly sought after 32789 zip code, this 4-bedroom, 3-bathroom pool home offers timeless charm, abundant space, and unlimited potential! Set on an expansive corner lot, this residence is just steps from Phelps Park, surrounded by tree-lined streets, and

  Jackie Swisher TRUST EQUITY GROUP LLC

  1701 Palmer Ave, Winter Park, FL 32789
• 

  /2

  $615,000 Sold Apr 17, 2025

  • 2,242 Sq Ft
  • $274/SF
  • 82 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  735 Maryland Ave, Winter Park, FL 32789

  Welcome to this elegant three-story townhouse in the heart of Winter Park! Step through French doors into a welcoming foyer leading to a bright and open living room, seamlessly connected to the dining area. Adorned with crown molding and charming Spanish tile, this space is bathed in natural light from sliding glass doors that open to a private outdoor patio. The kitchen features white cabinets,

  Chuck Massab FANNIE HILLMAN & ASSOCIATES

  735 Maryland Ave, Winter Park, FL 32789
• 

  

  /19

  Est $196,268 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
• 

  

  /68

  $960,000

  • 3 Beds
  • 2 Baths
  • 2,114 Sq Ft

  250 Cortland Ave, Winter Park, FL 32789

  Welcome to the epitome of the Winter Park lifestyle at 250 Cortland Ave, nestled among million-dollar homes on one of the most picturesque, tree-lined, brick streets in the heart of Winter Park, FL. This meticulously maintained house presents the ideal blend of luxury and comfort, with a low-maintenance, fully landscaped yard, complete with a sprinkler system, an oversized two-car garage, a

  Alexandra Nordine EXP REALTY LLC

  250 Cortland Ave, Winter Park, FL 32789
• 

  /2

  $1,630,000 Sold Apr 17, 2025

  • 3,174 Sq Ft
  • $514/SF
  • 146 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2009

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

  One or more photo(s) has been virtually staged. This one-of-a-kind duplex in the heart of Winter Park stands out as the best value in town. Discover an unparalleled living experience in over 3,100 square feet of sophisticated space. Every detail- from the exquisite wood craftmanship which exudes classic Americana to the meticulously finished gourmet kitchen, this home truly speaks of timeless

  Sandra Cuba PREMIER SOTHEBY'S INTL. REALTY

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

  

  /30

  Est $470,295 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,227 Sq Ft

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

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

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