Homes in ZIP Code 32789

/44
$839,500 Sold Mar 07, 2025
- 1,898 Sq Ft
- $442/SF
- 90 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1950
648 Callahan St, Winter Park, FL 32789

Welcome to this stunning modern, custom-built home in the heart of Winter Park, FL! This beautifully remodeled 3-bedroom, 2.5-bath residence offers 1,898 sq ft of inviting living space. The home features an eat-in kitchen with custom bench seating, earthy wood-tone cabinets, a large waterfall island, and elegant countertops. Sleek black appliances perfectly complement the modern

Alex Jerex MILLENIUM REALTY GROUP

648 Callahan St, Winter Park, FL 32789

/2
Est $154,391 Not Listed For Sale
- 2 Beds
- 1 Bath
- 881 Sq Ft
1695 Lee Rd Unit A113, Winter Park, FL 32789

1695 Lee Rd Unit A113, Winter Park, FL 32789

/13
$4,100,000 New Construction
- 5 Beds
- 6.5 Baths
- 4,782 Sq Ft
1782 Pine Ave, Winter Park, FL 32789

Under Construction. UNDER CONSTURCTION.....Step into this stunning West-Indies inspired luxury home crafted by Nautilus Homes, where tropical charm meets timeless elegance. An architectural masterpiece in the heart of City of Winter Park. Exquisite Interior Features that are offered starts with entering the grand foyer with 10ft high ceiling and the flex room and formal dining to your left and

Prentice Williams EXP REALTY LLC

1782 Pine Ave, Winter Park, FL 32789
/2
$800,000 Sold Mar 07, 2025
- 2,104 Sq Ft
- $380/SF
- 149 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2024
1915 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

1915 S Lakemont Ave, Winter Park, FL 32792

/32
Est $163,928 Not Listed For Sale
- 2 Beds
- 1 Bath
- 881 Sq Ft
1695 Lee Rd Unit A111, Winter Park, FL 32789

1695 Lee Rd Unit A111, Winter Park, FL 32789

/48
$4,950,000 New Construction
- 5 Beds
- 6.5 Baths
- 6,406 Sq Ft
1660 Palmer Ave, Winter Park, FL 32789

New Hamptons-style residence offering a seamless blend of elegance and modern sophistication. A gated entrance opening to a circular driveway and motor court, set the stage for enjoying this exceptional estate. As you enter home, an impressive 2-story foyer with a glass-paneled staircase wraps around a temperature-controlled wine room and a transparent glass elevator, effortlessly connecting all

Mick Night PREMIER SOTHEBY'S INTL. REALTY

1660 Palmer Ave, Winter Park, FL 32789
/58
$1,105,000 Sold Mar 06, 2025
- 3,691 Sq Ft
- $299/SF
- 77 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1963
1885 Temple Dr, Winter Park, FL 32789

Priced BELOW appraisal! New PEX plumbing and water heater replaced January 2025.Highly desirable Lugano Terrace, 4-bedroom, 3.5-bath brick home offering timeless charm and modern amenities just steps from the serene shores of Lake Knowles. Set amidst lush, mature landscaping, providing excellent value in this sought-after location. Inside, you'll be greeted by real hardwood floors that

Jennifer Sloan KELLY PRICE & COMPANY LLC

1885 Temple Dr, Winter Park, FL 32789

/24
Est $148,238 Not Listed For Sale
- 1 Bed
- 1 Bath
- 638 Sq Ft
1695 Lee Rd Unit A107, Winter Park, FL 32789

1695 Lee Rd Unit A107, Winter Park, FL 32789

/24
$1,664,900 New Construction
- 4 Beds
- 5 Baths
- 2,812 Sq Ft
607 Ellen Dr, Winter Park, FL 32789

Step into refined living at 607 Ellen Drive, a brand-new two-story modern minimalist home by award-winning Lazarus Winter Park. With 2,812 square feet, this stunning residence offers four bedrooms, a dedicated office, and a luxurious first-floor primary suite. Light oak wide-plank floors and glass stair railings create a sleek, airy aesthetic. Expansive sliding glass doors fully open to a private

Doug Addeo COMMUNITY REALTY ASSOCIATES

607 Ellen Dr, Winter Park, FL 32789
/2
$1,640,000 Sold Mar 06, 2025
- 4,133 Sq Ft
- $397/SF
- 258 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2021
508 W Swoope Ave, Winter Park, FL 32789

**Now Offered at a New, Improved Price** Discover luxury living at its finest in this stunning residence, ideally situated in one of Winter Park's most sought-after, pedestrian-friendly neighborhoods. Just a short stroll from the vibrant Park Avenue, you’ll enjoy easy access to renowned upscale boutiques, fine dining, and cultural attractions. This exquisite home boasts 4 spacious bedrooms, each

Whitney Johnson COLDWELL BANKER RESIDENTIAL RE

508 W Swoope Ave, Winter Park, FL 32789

/18
Est $158,086 Not Listed For Sale
- 2 Beds
- 1 Bath
- 881 Sq Ft
1695 Lee Rd Unit A104, Winter Park, FL 32789

1695 Lee Rd Unit A104, Winter Park, FL 32789

/83
$2,389,000 New Construction
- 5 Beds
- 6.5 Baths
- 4,506 Sq Ft
2412 Chantilly Ave, Winter Park, FL 32789

An architectural tour de force in the heart of Winter Park. Designed by a premier builder of boutique homes and crafted with no detail spared, this 5-bedroom, 6.5-bathroom estate offers over 4,500 square feet of bold yet elegant living. A soaring 28-foot foyer sets the tone with dramatic scale, introducing the home through double-height French doors into expansive interiors showcasing

Ahmad Hassan COMPASS FLORIDA LLC

2412 Chantilly Ave, Winter Park, FL 32789
/2
$1,500,000 Sold Mar 04, 2025
- 3,270 Sq Ft
- $459/SF
- 92 Days On Market
- 4 Beds
- 3 Baths
- Built 1951
1716 Palmer Ave, Winter Park, FL 32789

Contingent, ACCEPTING BACKUP OFFERS. We’re excited to announce a new price of $1,599,999 for this extraordinary property, making it an even greater value for buyers looking for a luxury home in Winter Park. This stunning & revived ONE-STORY Winter Park home is the perfect mix of classic charm & modern comforts. Featuring a MOTHER-IN-LAW SUITE, crown molding, NEW oak hardwood floors & soaring

Jonathan Minerick HOMECOIN.COM

1716 Palmer Ave, Winter Park, FL 32789

/2
Est $212,446 Not Listed For Sale
- 2 Beds
- 1 Bath
- 851 Sq Ft
2500 Lee Rd Unit 142, Winter Park, FL 32789

2500 Lee Rd Unit 142, Winter Park, FL 32789

/10
$2,119,000 New Construction
- 5 Beds
- 3.5 Baths
- 2,964 Sq Ft
785 N Phelps Ave, Winter Park, FL 32789

Under Construction. Completion September 2025, Nestled in the heart of Winter Park, this luxurious custom-built home seamlessly blends elegance, functionality, and thoughtful design. Boasting 5 bedrooms, 4.5 bathrooms, and 2,964 sq/ft of unparalleled living space, every detail has been meticulously crafted for modern living. From the moment you step inside, an elegant gallery entrance welcomes

Leighton Hope COMPASS FLORIDA LLC

785 N Phelps Ave, Winter Park, FL 32789
/2
$335,000 Sold Mar 04, 2025
- 1,080 Sq Ft
- $310/SF
- 70 Days On Market
- 3 Beds
- 2 Baths
- Built 1954
764 Baffie Ave, Winter Park, FL 32789

One or more photo(s) has been virtually staged. MOVE IN READY 3 bedroom / 2 full bath bungalow in PRIME LOCATION! Just steps from Dubsdread Golf Course, this home is a true gem with no HOA fees, plus easy access to downtown Orlando and Winter Park Village. Residence offers 3 bedrooms and the rare advantage of 2 updated full bathrooms. Kitchen boasts updated cabinetry, granite countertops, and

Jennifer Wemert WEMERT GROUP REALTY LLC

764 Baffie Ave, Winter Park, FL 32789

/38
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,026 Sq Ft
1500 Gay Rd Unit 25C, Winter Park, FL 32789

1500 Gay Rd Unit 25C, Winter Park, FL 32789

/6
$1,599,900 New Construction
- 5 Beds
- 4 Baths
- 3,312 Sq Ft
1417 Miller Ave, Winter Park, FL 32789

Under Construction. New construction, single family home from FG Schaub Custom Homes, featuring five bedrooms and four bathrooms with custom curated finishes within a 3312sqft., open floor plan. Approaching the home, you'll notice the gorgeous Transitional design and spacious front porch with tongue and groove ceilings. Upon entering, you will be treated to extensive natural light, hardwood

Laura Earl CORCORAN PREMIER REALTY

1417 Miller Ave, Winter Park, FL 32789
/2
$670,000 Sold Mar 03, 2025
- 1,523 Sq Ft
- $440/SF
- 61 Days On Market
- 2 Beds
- 2 Baths
- Built 2005
350 Carolina Ave Unit 304, Winter Park, FL 32789

One or more photo(s) has been virtually staged. This lovely 2 bedroom/2-bathroom condo is in the newest building in gated community of Park West Winter Park. The unit has 9ft ceilings, crown molding, and beautiful hardwood floors, and a private office. The primary bedroom is spacious with a large walk-in closet. The bathroom includes a large soaker tub and a walk-in shower with dual vanities.

Jennifer Tyre REALTY AND COMPANY INT., LLC

350 Carolina Ave Unit 304, Winter Park, FL 32789

/20
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,026 Sq Ft
1500 Gay Rd Unit 21C, Winter Park, FL 32789

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

/12
$1,800,000 New Construction
- 5 Beds
- 4 Baths
- 3,246 Sq Ft
2260 Mulbry Dr, Winter Park, FL 32789

Pre-Construction. To be built. Price Improvement!!! Your Dream Home Is Ready To Be Built!! Pre-Construction Opportunity! Build-to-Suit! Buyers who act now can still pick finishes and style! Build your custom dream home with renowned Konkol Homes in one of Central Florida’s most desirable areas! This nearly 1/4-acre lot is perfectly situated near Baldwin Park, East End Market, Audubon Park K-8,

Farah Bloom KELLER WILLIAMS WINTER PARK

2260 Mulbry Dr, Winter Park, FL 32789
/2
$755,000 Sold Mar 03, 2025
- 2,012 Sq Ft
- $375/SF
- 78 Days On Market
- 3 Beds
- 2 Baths
- Built 1960
640 Worthington Dr, Winter Park, FL 32789

Magnificent family home located in the elite Winter Park/ Kenilworth Shores neighborhood. Just a few minutes from the world renowned Park Ave which boasts an abundance of upscale shopping and restaurants. Winter Park is home to Rollins College, ranked one of Americas best. Located in top rated schools district, Brookshire, Glendridge and WPHS. Walk into a stunning living area with a cozy wood

Felicia Donateli PALM PROPERTIES OF CF, INC.

640 Worthington Dr, Winter Park, FL 32789

/22
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,026 Sq Ft
1500 Gay Rd Unit 20C, Winter Park, FL 32789

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

/22
$849,000 New Construction
- 3 Beds
- 3.5 Baths
- 2,051 Sq Ft
1917 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

Nickolas McKee KELLER WILLIAMS WINTER PARK

1917 S Lakemont Ave, Winter Park, FL 32792
/2
$260,000 Sold Feb 28, 2025
- 1,074 Sq Ft
- $242/SF
- 0 Days On Market
- 2 Beds
- 2 Baths
- Built 1964
700 Melrose Ave Unit B4, Winter Park, FL 32789

This spacious 2-bedroom, 2-bathroom condo awaits you in a vibrant community. The mid-century modern complex offers the convenience of a community pool, on-site laundry, and picturesque pond views while being centrally located near Downtown Orlando, Downtown Winter Park, and Mead Gardens. Embrace a comfortable and active lifestyle in this desirable residence

Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

700 Melrose Ave Unit B4, Winter Park, FL 32789

/8
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,026 Sq Ft
1500 Gay Rd Unit 17C, Winter Park, FL 32789

1500 Gay Rd Unit 17C, Winter Park, FL 32789

/42
$849,900 New Construction
- 3 Beds
- 3.5 Baths
- 2,063 Sq Ft
1907 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

Nickolas McKee KELLER WILLIAMS WINTER PARK

1907 S Lakemont Ave, Winter Park, FL 32792
/2
$1,265,000 Sold Feb 28, 2025
- 2,676 Sq Ft
- $473/SF
- 0 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1950
420 Sylvan Dr, Winter Park, FL 32789

Data entry only.

Jennifer King CORCORAN PREMIER REALTY

420 Sylvan Dr, Winter Park, FL 32789

/30
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,026 Sq Ft
1500 Gay Rd Unit 7B, Winter Park, FL 32789

1500 Gay Rd Unit 7B, Winter Park, FL 32789

/45
$575,000 Pending
- 2 Beds
- 1 Bath
- 789 Sq Ft
1339 Orchid Ave, Winter Park, FL 32789

Under contract-accepting backup offers. A rare find in Winter Park: A charming Bungalow with 3-Car Garage (24x36) and detached finished Shed (10x14) for office & or additional Storage! Walking distance to Mead Gardens and the new Seven Oaks Park. Convenient to Rollins College, Park Avenue and Winter Park Village, featuring multiple local eateries and restaurants. Just one mile to Hospital,

Barbara Allen ABIDE REALTY

1339 Orchid Ave, Winter Park, FL 32789
/2
$1,131,000 Sold Feb 28, 2025
- 2,615 Sq Ft
- $433/SF
- 1 Day On Market
- 3 Beds
- 3 Baths
- Built 2008
100 S Virginia Ave Unit 401, Winter Park, FL 32789

Easy condominium living in the Douglas Grand in downtown Winter Park this exclusive complex is beautifully constructed and maintained. This one-level corner unit features a split bedroom plan and is on the top floor of building to enjoy sweeping views of downtown Orlando and Rollins Chapel. Floor plan includes three bedrooms, three baths, with two private balconies from bedrooms, all in the

Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

100 S Virginia Ave Unit 401, Winter Park, FL 32789

/11
Est $294,856 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 960 Sq Ft
287 Sandlewood Trail Unit 4, Winter Park, FL 32789

287 Sandlewood Trail Unit 4, Winter Park, FL 32789

/34
$649,000 Pending
- 4 Beds
- 3 Baths
- 2,264 Sq Ft
1792 Killarney Dr, Winter Park, FL 32789

Under contract-accepting backup offers. RENOVATED and MOVE-IN READY in WINTER PARK 32789 with DEEDED LAKE ACCESS! Located on a fully fenced 1⁄4-acre corner lot, this 4-bed, 3-bath charmer offers private access to Lake Killarney, a rare find. Step onto the welcoming front porch and into a home filled with character, upgrades, and natural light. The open layout flows effortlessly through spacious

Jill Healey KELLER WILLIAMS WINTER PARK

1792 Killarney Dr, Winter Park, FL 32789
/2
$2,500,000 Sold Feb 28, 2025
- 3,545 Sq Ft
- $705/SF
- 3 Days On Market
- 5 Beds
- 6 Baths
- Built 2021
1506 Chestnut Ave, Winter Park, FL 32789

In one of Winter Parks desired neighborhoods, this exquisite Bates Custom Homes house is a three-year-old modern farmhouse that offers the ideal blend of style, luxury and comfort. With five spacious bedrooms, a creative hub and 4.5 beautifully appointed baths, this home is designed for relaxed living and elegant entertaining. The primary suite is downstairs and boasts large windows and a

Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

1506 Chestnut Ave, Winter Park, FL 32789

/35
Est $292,700 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 960 Sq Ft
215 Sandlewood Trail Unit 7, Winter Park, FL 32789

215 Sandlewood Trail Unit 7, Winter Park, FL 32789

/54
$1,285,000 Pending
- 4 Beds
- 2 Baths
- 2,471 Sq Ft
1049 Tuscany Place, Winter Park, FL 32789

Under contract-accepting backup offers. This is a rare opportunity to own a ONE STORY LARKEFRONT home on a HALF-ACRE lot in the highly desirable Via’s of Winter Park. Nestled on a quiet cul-de-sac in Tuscany Place and zoned for top A-rated schools, this beautifully maintained 4-bedroom, 2-bath home offers breathtaking views of Lake Temple from nearly every room. The spacious and light-filled

Sarah Tomlinson COMPASS FLORIDA LLC

1049 Tuscany Place, Winter Park, FL 32789
/2
$2,325,000 Sold Feb 28, 2025
- 4,144 Sq Ft
- $561/SF
- 5 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2000
1522 Lake Knowles Cir, Winter Park, FL 32789

Welcome to this charming one owner home nestled on the shores of Lake Knowles in the heart of Winter Park, located in one of the most sought-after neighborhoods. This home truly has it all and is just steps from Winter Park Racquet Club and minutes to Winter Park’s Interlachen Country Club as well as coveted Park Avenue, that features many restaurants and shops. This 4-bedroom, 3.5 bath pool home

Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

1522 Lake Knowles Cir, Winter Park, FL 32789

/30
Est $302,709 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,133 Sq Ft
128 Sandlewood Trail Unit 6, Winter Park, FL 32789

128 Sandlewood Trail Unit 6, Winter Park, FL 32789

/33
$999,999 Pending
- 4 Beds
- 3 Baths
- 2,348 Sq Ft
2112 Fosgate Dr, Winter Park, FL 32789

Under contract-accepting backup offers. Welcome to 2112 Fosgate Drive, a beautifully updated home nestled on a quiet, tree-lined street in Winter Park. With 4 bedrooms, 3 bathrooms, and just under 2,400 square feet, this residence offers a thoughtful layout with plenty of space to fit your lifestyle. Fully remodeled in 2018, it’s move-in ready with a blend of charm and modern comfort.Step

Nickolas McKee KELLER WILLIAMS WINTER PARK

2112 Fosgate Dr, Winter Park, FL 32789
/2
$2,750,000 Sold Feb 28, 2025
- 2,310 Sq Ft
- $1190/SF
- 34 Days On Market
- 3 Beds
- 2 Baths
- Built 1938
425 Alberta Dr, Winter Park, FL 32789

425 Alberta Drive is a Gamble Rogers-designed lakefront home with a boathouse built in 1938 that has not been registered historical and is being sold as is. Bring your builder to build your future home. The home itself has lots of character if you want to take on a project but the value is in the lot. Spectacular views, location is wonderful with brick street, mature landscaping and the backyard

Andy Holland PREMIER SOTHEBY'S INTL. REALTY

425 Alberta Dr, Winter Park, FL 32789

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