Homes in ZIP Code 32789

• 

  

  

  /40

  $1,595,000

  • 4 Beds
  • 3.5 Baths
  • 3,204 Sq Ft

  1831 Mizell Ave, Winter Park, FL 32789

  Stunning contemporary home in Winter Park is close to Park Avenue and all of the wonderful restaurants, shops and the historic farmer's market. This luxurious home exudes a crisp, pristine setting with modern living spaces and a well-designed, stylish living environment. Off the foyer entry is a home office or bonus room as well as a powder bath. The beautiful dining room is open to an elegant

  Bryan DeCorso EXP REALTY LLC

  1831 Mizell Ave, Winter Park, FL 32789
• 

  

  

  /18

  $4,340 per month

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft
  • House for Rent

  332 N Phelps Ave, Winter Park, FL 32789

  Discover the allure of this Winter Park retreat! Nestled in a prime location, this delightful 3 bedroom, 2 bathroom abode boasts a sunlit open floor plan that invites comfort and relaxation. Adorned with warm wood flooring and custom millwork, the home exudes charm at every turn. The heart of this residence is its inviting kitchen, complete with ample counter space, abundant storage, and a

  David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

  332 N Phelps Ave, Winter Park, FL 32789
• 

  

  /2

  $280,000 Sold Jun 27, 2025

  • Land
  • 0.17 Acre
  • $1,647,059 per Acre

  • 123 Days On Market

  2446 Lotafun Ave, Winter Park, FL 32789

  Who wouldn’t want to live on a street called LOTAFUN? This is your opportunity to build your dream home on a quiet street with convenient access to Winter Park, Maitland and Orlando as well as Interstate 4 either from Lee Road or Fairbanks Avenue. This beautiful vacant lot has 75-feet of frontage and is 100-feet deep. This has a Winter Park address but is located in Orange County. An

  David Francetic COLDWELL BANKER RESIDENTIAL RE

  2446 Lotafun Ave, Winter Park, FL 32789
• 

  

  

  /3

  Est $2,167,303 Not Listed For Sale

  150 Whipple Ave, Winter Park, FL 32789

  150 Whipple Ave, Winter Park, FL 32789
• 

  

  

  /58

  $1,325,000

  • 5 Beds
  • 4 Baths
  • 3,068 Sq Ft

  2105 Fosgate Dr, Winter Park, FL 32789

  This home is the perfect blend of resort luxury and farmhouse charm, with high-end finishes and features that cater to both relaxation and entertaining. From the resort-style backyard with a magnificent Saltwater Pool, lovely green space around the koi pond to the HGTV-worthy Interior with an entertainer’s dream kitchen, this has it all. The spacious split-bedroom floor plan, luxurious primary

  Eileen Winfrey LPT REALTY, LLC

  2105 Fosgate Dr, Winter Park, FL 32789
• 

  

  /29

  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,152 Sq Ft
  • House for Rent

  957 Dupont Ave, Winter Park, FL 32789

  Nestled in the heart of Winter Park's most desirable zip code, this beautifully maintained 3-bedroom, 2.5-bath home is a rare find. Located at 957 Dupont Ave, Winter Park, FL 32789, this charming residence offers 1,289 sq. ft. of living space on a generous 7,875 sq. ft. lot, complete with a 1-car attached garage. This home is move-in ready and brimming with updates. Step inside to discover an

  Stephanie Barber HOME & HIVE REALTY

  957 Dupont Ave, Winter Park, FL 32789
• 

  /2

  $2,250,000 Sold Jun 25, 2025

  • 3,694 Sq Ft
  • $609/SF
  • 98 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 1958

  301 Rippling Ln, Winter Park, FL 32789

  Nestled along the serene shores of Lake Killarney, one of Winter Park's best-kept secrets Lake Killarney is one of Winter Park's largest freshwater spring-fed lakes (240 acres) this stunning lakefront home offers breathtaking views and direct water access. Featuring a private boat lift, dock, and spacious outdoor entertaining areas, this property is perfect for boating enthusiasts and nature

  Cynthia Fernandez XCLUSIVE HOMES LLC

  301 Rippling Ln, Winter Park, FL 32789
• 

  

  /14

  Est $739,877 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,851 Sq Ft

  1407 Miller Ave, Winter Park, FL 32789

  1407 Miller Ave, Winter Park, FL 32789
• 

  

  /16

  $1,470,000

  • 3 Beds
  • 3 Baths
  • 2,145 Sq Ft

  1644 Hibiscus Ave, Winter Park, FL 32789

  Charming, Well-Maintained Home on a Prime Lot in Winter Park’s Coveted Tree StreetsDon’t miss this rare opportunity to own a beautifully landscaped and meticulously maintained property on one of the most desirable streets in Winter Park. Situated on one of the largest lots in the sought-after Tree Streets, this home is perfect for a buyer or builder ready to create something truly special

  Harry Pool, III COLDWELL BANKER RESIDENTIAL RE

  1644 Hibiscus Ave, Winter Park, FL 32789
• 

  

  /20

  $5,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,196 Sq Ft
  • House for Rent

  2227 Howard Dr, Winter Park, FL 32789

  Zoned for Audubon K-8 and Winter Park High. Move in just in time for the school year!! Single-story LAKEFRONT gem in Winter Park! This beautifully renovated mid-century home sits on an oversized waterfront lot minutes from downtown Winter Park, Audubon Park, and Baldwin Park. Enjoy access to top public and private schools. Step into nearly 2,200 square feet of beautifully maintained living space.

  Julian Correa REALTY ONE GROUP MAGIC CITY

  2227 Howard Dr, Winter Park, FL 32789
• 

  /2

  $850,000 Sold Jun 24, 2025

  • 2,910 Sq Ft
  • $292/SF
  • 25 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1954

  1832 Magnolia Ave, Winter Park, FL 32789

  Stunning fully remodeled Winter Park bungalow featuring a 500 square foot detached guest house. This charming residence is perfectly positioned on a rare oversized .41-acre double lot and has been completely transformed, offering a harmonious blend of modern luxury and timeless elegance. The main house features 4 bedrooms and 2.5 baths while the guest house features a living room, bedroom,

  Christopher Christensen COMPASS FLORIDA LLC

  1832 Magnolia Ave, Winter Park, FL 32789
• 

  

  /11

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,851 Sq Ft

  1405 Miller Ave, Winter Park, FL 32789

  1405 Miller Ave, Winter Park, FL 32789
• 

  

  /25

  $1,150,000

  • 5 Beds
  • 3 Baths
  • 2,813 Sq Ft

  233 Hampden Place, Winter Park, FL 32789

  Vintage original 5-Bed, 3-Bath pool home with new roof on an estate-size lot adorned with mature landscaping and breathtaking views that overlook a natural wooded area in desirable Virginia Heights. This fabulous property could have a full renovation to make best use of the existing home, or the 16,000+ square foot lot offers the perfect opportunity to build the new home of your dreams and

  Frank Ferrell FERRELL REALTY, INC.

  233 Hampden Place, Winter Park, FL 32789
• 

  

  /32

  $2,900 per month

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • House for Rent

  648 W Swoope Ave, Winter Park, FL 32789

  FOR RENT - 648 W. SWOOPE AVENUE, WINTER PARK | OFFERED AT $2,900/MO - Stunning Home, Completely Remodeled, and Professionally Designed! Super cute 3 bedroom, 1 bath home in downtown Winter Park. Updated flooring, paint, windows, newer HVAC unit, updated kitchen cabinets, stainless steel appliances, Quartz countertops, beautiful bathroom tile work & fixtures, and interior washer/dryer. Open

  Kelly Price KELLY PRICE & COMPANY LLC

  648 W Swoope Ave, Winter Park, FL 32789
• 

  /2

  $850,000 Sold Jun 20, 2025

  • 2,085 Sq Ft
  • $408/SF
  • 282 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2024

  1919 S Lakemont Ave, Winter Park, FL 32792

  Special financing or closing cost credits available for qualified buyers!Introducing the 2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! This exceptional, move-in ready residence is perfectly situated between the serene shores of Lake Spier and Lake Compton in the exclusive Lake Spier Crossing community of Winter Park.Discover modern luxury with 10 impeccably designed two-story townhomes,

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  1919 S Lakemont Ave, Winter Park, FL 32792
• 

  

  /9

  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,027 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /55

  $1,050,000

  • 4 Beds
  • 3.5 Baths
  • 2,173 Sq Ft

  208 Brewer Ave, Winter Park, FL 32789

  Welcome to this beautifully updated 4-bedroom, 3.5-bath Craftsman-style home, offering just under 2,200 sq ft of thoughtfully designed living space. From the moment you arrive, the charm is undeniable—with classic architectural details and a welcoming front porch that set the tone for what’s inside. Step into an open and inviting layout featuring an updated kitchen with modern cabinetry,

  Cassandra King COMPASS FLORIDA LLC

  208 Brewer Ave, Winter Park, FL 32789
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  /26

  $3,040 per month

  • 3 Beds
  • 2 Baths
  • 1,651 Sq Ft
  • House for Rent

  333 Cambridge Blvd, Winter Park, FL 32789

  Welcome to your dream home in Winter Park, Florida! Nestled in the heart of sunshine and sophistication, this charming 3-bedroom, 2-bathroom residence offers the perfect blend of comfort and style. Step inside to discover an inviting living space flooded with natural light, perfect for relaxing with loved ones or entertaining guests. The spacious kitchen boasts modern appliances and ample

  David Drawdy KELLER WILLIAMS REALTY AT THE PARKS

  333 Cambridge Blvd, Winter Park, FL 32789
• 

  /2

  $530,000 Sold Jun 18, 2025

  • 817 Sq Ft
  • $649/SF
  • 0 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1956

  2525 Lafayette Ave, Winter Park, FL 32789

  Investor / Builder special!! Prime land opportunity located just minutes from Park Avenue. Don't miss your chance to build your custom home in this highly desirable area, surrounded by multi-million dollar homes. Value is in the land. Schedule your showing today!

  Blaike Gill KELLER WILLIAMS WINTER PARK

  2525 Lafayette Ave, Winter Park, FL 32789
• 

  

  /9

  Est $398,039 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft

  1768 Miller Ave, Winter Park, FL 32789

  1768 Miller Ave, Winter Park, FL 32789
• 

  

  /16

  $195,000

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft

  2500 Lee Rd Unit 237, Winter Park, FL 32789

  LOCATION, LOCATION! excellently maintained turnkey 1 Bedroom/ 1 bathroom Condo at highly desired LAKESIDE MANOR community, with dock access to Lake KILLARNEY , true Florida living. This Low Maintenance Condo includes ground keeping and exterior / roof maintenance with an affordable HOA fee. HVAC 2021 , WTH 2020 Roof 2016, water is included with HOA fees.A serene gem in a convenient location

  Layla Zayed MARK SPAIN REAL ESTATE

  2500 Lee Rd Unit 237, Winter Park, FL 32789
• 

  

  /33

  $4,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,754 Sq Ft
  • House for Rent

  336 Blue Heron Dr, Winter Park, FL 32789

  AVAILABLE NOW!!! Charming Waterfront home in Winter Park's established community featuring 3 bedrooms, 2 full bathrooms and 1 half bathroom. Boasting open floor plan with bamboo flooring. Enjoy a renovated kitchen and stunning lake views. Mature trees surround this serene property on Lake Kearney. Embrace classic charm with modern comforts. Conveniently located near Winter Park Village Shopping

  Claudia Montes LPT REALTY, LLC

  336 Blue Heron Dr, Winter Park, FL 32789
• 

  /2

  $1,525,000 Sold Jun 18, 2025

  • 1,457 Sq Ft
  • $1047/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  747 Mcintyre Ave, Winter Park, FL 32789

  Prime opportunity in the heart of Winter Park! This 3 bedroom, 2 bathroom home with a 2-car detached garage sits on an expansive 0.41-acre lot, offering endless potential for the savvy buyer. Located in the sought-after Winter Park historic district, this property is just a short walk to Rollins College, iconic Park Avenue, and all the dining, shopping, and cultural attractions the area has to

  Chuck Massab FANNIE HILLMAN & ASSOCIATES

  747 Mcintyre Ave, Winter Park, FL 32789
• 

  

  /9

  Est $428,663 Not Listed For Sale

  • 2 Beds

  822 Symonds Ave, Winter Park, FL 32789

  822 Symonds Ave, Winter Park, FL 32789
• 

  

  /30

  $609,900

  • 3 Beds
  • 3 Baths
  • 1,701 Sq Ft

  915 Aragon Ave, Winter Park, FL 32789

  Nestled in a peaceful enclave near Park Avenue in Winter Park, this inviting 3 bedroom, 3 bathroom, 1,701 SF townhome offers classic Florida living with modern comforts. A welcoming entry opens to bamboo wood flooring that flows through the main living areas. The living room and adjacent dining space connect seamlessly to the gorgeous kitchen, featuring 42" wood cabinets, stainless appliances,

  Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  915 Aragon Ave, Winter Park, FL 32789
• 

  

  /26

  $2,950 per month

  • 3 Beds
  • 2 Baths
  • 1,130 Sq Ft
  • Condo for Rent

  644 N Knowles Ave Unit 8, Winter Park, FL 32789

  Welcome to your private retreat in the heart of Downtown Winter Park. This exclusive address affords views of the world famous Winter Park 9 course, and the timeless Casa Feliz, right from your balcony! This wonderful 3/2 LARGE condo features: a FULLY renovated kitchen, equipped with designer touches, and top of the line stainless steel appliances, solid surface flooring throughout, clean and

  Raul Veitia BELMONT REALTY

  644 N Knowles Ave Unit 8, Winter Park, FL 32789
• 

  /2

  $3,950,000 Sold Jun 17, 2025

  • 4,715 Sq Ft
  • $838/SF
  • 0 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2024

  33 Eastwind Ln, Maitland, FL 32751

  Exquisite contemporary waterfront retreat in Maitland. Experience modern luxury and serene waterfront living in this breathtaking five-bedroom, 5.5-bath canal-front home, newly built in 2024. Positioned on a quiet dead-end street in Maitland, this architectural masterpiece offers an unparalleled lifestyle on the Winter Park Chain of Lakes. Enter through the stunning 10-foot glass pivot door into

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  33 Eastwind Ln, Maitland, FL 32751
• 

  

  /47

  Est $2,532,641 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,104 Sq Ft

  1721 Edwin Blvd, Winter Park, FL 32789

  1721 Edwin Blvd, Winter Park, FL 32789
• 

  

  /34

  $620,000

  • 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
• 

  

  /15

  $2,550 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  2176 Crandon Ave, Winter Park, FL 32789

  Fully furnished and Turnkey/Renovated in-town home. Close to downtown Winter Park, Advent and Orlando Health.Newly renovated kitchen with Sub-Zero/Cafe appliances. Monthly rental only…2 bedrooms sleeps 4. Nice covered/screened porch. Available now. Weekly to monthly rental.

  Dan Haber CORCORAN PREMIER REALTY

  2176 Crandon Ave, Winter Park, FL 32789
• 

  /2

  $1,250,000 Sold Jun 17, 2025

  • 3,483 Sq Ft
  • $359/SF
  • 43 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1957

  1370 Alberta Dr, Winter Park, FL 32789

  Discover luxurious lakeside living in prestigious Winter Park, where this extensively updated pool home offers the perfect blend of sophisticated main residence and private guest cottage. Just minutes from Park Avenue's renowned shopping and dining, this property provides coveted access to Lake Osceola, creating an ideal setting for the Florida lifestyle. The main residence showcases elegant

  Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

  1370 Alberta Dr, Winter Park, FL 32789
• 

  

  /46

  Est $2,252,518 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,286 Sq Ft

  660 W Morse Blvd, Winter Park, FL 32789

  660 W Morse Blvd, Winter Park, FL 32789
• 

  

  /37

  $700,000

  • 3 Beds
  • 4 Baths
  • 1,984 Sq Ft

  1620 Howell Branch Rd, Winter Park, FL 32789

  Welcome to 1620 Howell Branch Road—a beautifully reimagined 3-bedroom, 3-bath home that effortlessly blends timeless character with modern convenience. Thoughtfully remodeled from top to bottom, this residence retains much of its original architectural charm while offering the benefits of a full renovation. This gem is in the heart if Winter Park and allows all the amazing benefits of the

  Michelle Rhea THE WILKINS WAY LLC

  1620 Howell Branch Rd, Winter Park, FL 32789
• 

  /2

  $1,500 per month

  • House for Rent

  987 Cherokee Ave, Winter Park, FL 32789

  The landlord seeks a long term tenant or a joint venture from a developer or someone with a home to move.Contact us now and let's discuss this opportunity. Vacant LandIncredible opportunity to bring your own home to this prime Winter Park building lot with all utilities stubbed at the curb from a previous home that was removed. The current owner of 987 Cherokee Avenue, Winter Park is willing to

  John R. Gordon EXP REALTY LLC

  987 Cherokee Ave, Winter Park, FL 32789
• 

  /2

  $1,335,000 Sold Jun 16, 2025

  • 2,199 Sq Ft
  • $607/SF
  • 12 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2014

  242 W Lyman Ave, Winter Park, FL 32789

  Presenting a stunning and fully furnished END UNIT Townhome, one block off Park Ave! This is 1 of only 8 townhomes built in 2014 by David Weekly, and the only one on the market with incredible Florida outdoor living space. This unit is a gem, with the most privacy and largest side yard of all 8. The location is AMAZING, you can see Park Avenue from your front porch! SO many upgrades, you won't

  Jill Henry COLDWELL BANKER RESIDENTIAL RE

  242 W Lyman Ave, Winter Park, FL 32789
• 

  

  /29

  Est $512,250 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,468 Sq Ft

  1114 Washington Ave Unit 3, Winter Park, FL 32789

  1114 Washington Ave Unit 3, Winter Park, FL 32789
• 

  

  /34

  $845,000

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  734 Maryland Ave, Winter Park, FL 32789

  Fully renovated 1926 historic Winter Park bungalow with separate guest cottage in the heart of the Winter Park Historic District. Surrounded by a beautiful tree-lined street with brick roads, you'll be impressed by the magnificent curb appeal. Ideally located within a short distance to Park Avenue, Rollins College and the Winter Park Chain of Lakes community dock, just minutes from the Winter

  Michael Domi PREMIER SOTHEBY'S INTL. REALTY

  734 Maryland Ave, Winter Park, FL 32789
• 

  

  /49

  $14,900 per month

  • 3 Beds
  • 5 Baths
  • 3,180 Sq Ft
  • Townhouse for Rent

  649 N Park Ave, Winter Park, FL 32789

  Now offered for lease, this luxury brownstone at northern end of Park Avenue delivers an exceptional lifestyle in the heart of Winter Park. In Park Hill, a distinguished collection of residences, the home is ideally positioned between upscale boutiques, acclaimed dining, cultural landmarks and historic Winter Park Golf Course. As the only brownstones in this prestigious location, this residence

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  649 N Park Ave, Winter Park, FL 32789
• 

  /2

  $718,500 Sold Jun 13, 2025

  • 2,069 Sq Ft
  • $347/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1981

  1130 Washington Ave Unit 11C, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. A rare (and low-maintenance!) gem, this 3 bed/2.5 bath home is located just around the corner from Park Avenue and Rollins College. Tucked away in the most perfect location, this 2-story Winter Park condo was stripped down to the studs and completely remodeled in 2007 with all new plumbing, electrical, ductwork, flooring, appliances, and natural gas

  MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  1130 Washington Ave Unit 11C, Winter Park, FL 32789
• 

  

  /37

  Est $1,306,902 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,702 Sq Ft

  325 Park North Ct, Winter Park, FL 32789

  325 Park North Ct, Winter Park, FL 32789

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