Homes in ZIP Code 32789

/32
$775,000
- 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
/18
$2,195 per month
- 3 Beds
- 2 Baths
- 1,282 Sq Ft
- House for Rent
1148 Park Green Place, Winter Park, FL 32789

Single family home in Winter Park! Close to shopping, theater, malls! Single family three bedroom two bath home Fully tiled interior, all appliances including washer and dryer. Fenced courtyard and patio. Two car garage with remote! Home is currently occupied. Call ahead for showing appointments

Linda Baez DON ASHER & ASSOCIATES, INC.

1148 Park Green Place, Winter Park, FL 32789
/2
$417,100 Sold Nov 24, 2025

690 Osceola Ave Unit 502, Winter Park, FL 32789
- 2 Beds
- 2 Baths
- 1,400 Sq Ft
- Built 1969
Last Sold Summary
- 26% Below List Price
- $298/SF
- 196 Days On Market
Current Estimated Value $428,343

Last Listing Agent Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

690 Osceola Ave Unit 502, Winter Park, FL 32789

/16
Est $996,024 Not Listed For Sale

2400 Roxbury Rd, Winter Park, FL 32789
- 4 Beds
- 3.5 Baths
- 3,110 Sq Ft
- Built 2023
2400 Roxbury Rd, Winter Park, FL 32789

Last Sold Summary
- $321/SF
- 55 Days On Market
Last Sold Price $997,500

Last Listing Agent Sherri Dyer PREMIER SOTHEBY'S INTL. REALTY

/29
$460,000
- 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
/33
$2,435 per month
- 3 Beds
- 1.5 Baths
- 1,351 Sq Ft
- House for Rent
1622 Arbor Park Dr, Winter Park, FL 32789

Free 1/2 month's rent move in incentive! Come view this 3 bed/1.5 bath home in Winter Park! With easy access to Lake Howell Rd and Lakemont Ave, it's close to several restaurants, surrounded by schools, parks, and lakes, Interlachen Country Club, AdventHealth, and Kraft Azalea Garden. Aloma and Old Winter Park are also nearby. Inside, you'll find a large living room with plenty of natural light

Christopher Bright BEST ORLANDO PROPERTY MANAGEMENT LLC

1622 Arbor Park Dr, Winter Park, FL 32789
/2
$1,200,000 Sold Mar 20, 2026

950 Aragon Ave, Winter Park, FL 32789
- 4 Beds
- 2.5 Baths
- 2,592 Sq Ft
- Built 2020
Last Sold Summary
- $463/SF
- 5 Days On Market
Current Estimated Value $1,006,236

Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

950 Aragon Ave, Winter Park, FL 32789

/19
Est $2,603,578 Not Listed For Sale

350 Beloit Ave, Winter Park, FL 32789
- 3 Beds
- 3.5 Baths
- 3,205 Sq Ft
- Built 2018
350 Beloit Ave, Winter Park, FL 32789

Last Sold Summary
- 5% Below List Price
- $858/SF
- 0 Days On Market
Last Sold Price $2,750,000

Last Listing Agent Drew Henner PREMIER SOTHEBY'S INTL. REALTY

/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
/23
$1,500 per month
- 2 Beds
- 1 Bath
- 881 Sq Ft
- Condo for Rent
1695 Lee Rd Unit B114, Winter Park, FL 32789

The unit has two spacious bedrooms, galley kitchen, walk in closet, living/dining room combo, washer and dryer combo brand new refrigerator , and lovely patio that leads to the community pool and playground. .This well-maintained unit features a spacious living area filled with natural light Cove is located centrally to major highways, schools, tons of shopping & restaurants so it is a great

Yigit Orer EMPIRE NETWORK REALTY

1695 Lee Rd Unit B114, Winter Park, FL 32789
/2
$637,500 Sold Jan 16, 2026

595 Huntington Ave Unit 4, Winter Park, FL 32789
- 3 Beds
- 2.5 Baths
- 1,951 Sq Ft
- Built 1987
Last Sold Summary
- 6% Below List Price
- $327/SF
- 149 Days On Market
Current Estimated Value $637,523

Last Listing Agent Andrew Livingston COLDWELL BANKER REALTY

595 Huntington Ave Unit 4, Winter Park, FL 32789

/46
Est $880,537 Not Listed For Sale

1913 S Lakemont Ave, Winter Park, FL 32792
- 3 Beds
- 3.5 Baths
- 2,085 Sq Ft
- Built 2023
1913 S Lakemont Ave, Winter Park, FL 32792

Last Sold Summary
- 18% Below List Price
- $516/SF
- 119 Days On Market
Last Sold Price $1,075,000

Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

/55
$1,329,950
- 4 Beds
- 4 Baths
- 3,474 Sq Ft
952 Moss Ln, Winter Park, FL 32789

Back on market at no fault of the seller! Brand new Roof and HVAC systems 2025. Discover the allure of 952 Moss Ln, a stunning residence in the heart of Winter Park that seamlessly blends elegance and modern comfort. This captivating 4-bedroom, 3-bathroom home exudes warmth and sophistication, creating an inviting haven for discerning buyers. Sunlight floods every room, highlighting the home’s

Terry Connors THE SHOP REAL ESTATE CO.

952 Moss Ln, Winter Park, FL 32789
/17
$2,000 per month
- 3 Beds
- 2 Baths
- 1,149 Sq Ft
- Condo for Rent
1695 Lee Rd Unit E115, Winter Park, FL 32789

Spacious first floor unit in Waterfall Cove with 3 bedrooms and 2 bathrooms is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. This unit is perfect for lease , brand new paint and flooring ! RENOVATED BATHROOMS! The open living room is spacious and has lots of natural light shining in from the sliding glass doors leading out to the

Yigit Orer EMPIRE NETWORK REALTY

1695 Lee Rd Unit E115, Winter Park, FL 32789
/2
$1,250,000 Sold Dec 29, 2025

359 Beloit Ave, Winter Park, FL 32789
- 3 Beds
- 2.5 Baths
- 2,395 Sq Ft
- Built 1979
Last Sold Summary
- $522/SF
- 0 Days On Market
Current Estimated Value $1,248,370

Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

359 Beloit Ave, Winter Park, FL 32789

/2
Est $6,270,695 Not Listed For Sale

654 W Morse Blvd, Winter Park, FL 32789
- 5 Beds
- 7.5 Baths
- 8,752 Sq Ft
- Built 2022
654 W Morse Blvd, Winter Park, FL 32789

Last Sold Summary
- 4% Above List Price
- $691/SF
- 120 Days On Market
Last Sold Price $6,050,000

Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

/100
$6,600,000 New Construction
- 4 Beds
- 4.5 Baths
- 4,636 Sq Ft
2661 Vía Tuscany, Winter Park, FL 32789

CALLING HIGHEST AND BEST BY 09/26/2025!! SELLER FINANCING AVAILABLE WITH VERY ATTRACTIVE TERMS Introducing a Unique, Stunning Modern Home A groundbreaking architectural masterpiece, this one-of-a-kind residence is built with reinforced concrete, steel, and iron framing, featuring floor-to-ceiling glass walls with no traditional windows. Designed to exceed Florida’s strictest building codes, this

Prescilla Vazquez COMPASS FLORIDA LLC

2661 Vía Tuscany, Winter Park, FL 32789
/2
$1,595,000 Sold Sep 02, 2025

1733 Harmon Ave, Winter Park, FL 32789
- 5 Beds
- 4.5 Baths
- 3,267 Sq Ft
- Built 2025
Last Sold Summary
- $488/SF
- 27 Days On Market
Current Estimated Value $1,576,017

Last Listing Agent Jordan Freeland SOUTH REALTY, INC

1733 Harmon Ave, Winter Park, FL 32789

/18
Not Listed For Sale

1411 Miller Ave, Winter Park, FL 32789
- 3 Beds
- 3.5 Baths
- 1,813 Sq Ft
- Built 2023
1411 Miller Ave, Winter Park, FL 32789

Last Sold Summary
- $430/SF
- 30 Days On Market
Last Sold Price $779,900

Last Listing Agent Kimberly Griffin RE/MAX

/30
$645,000
- 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
$380,000 Sold May 02, 2025

350 Killarney Bay Ct Unit 5, Winter Park, FL 32789
- 2 Beds
- 2.5 Baths
- 1,428 Sq Ft
- Built 1986
Last Sold Summary
- 5% Below List Price
- $266/SF
- 42 Days On Market
Current Estimated Value $378,517

Last Listing Agent Dora Siler FOLIO REALTY LLC

350 Killarney Bay Ct Unit 5, Winter Park, FL 32789

/2
Est $529,097 Not Listed For Sale

1051 Aragon Ave Unit 1051, Winter Park, FL 32789
- 3 Beds
- 2.5 Baths
- 1,669 Sq Ft
- Built 1987
1051 Aragon Ave Unit 1051, Winter Park, FL 32789

Last Sold Summary
- 7% Below List Price
- $342/SF
- 104 Days On Market
Last Sold Price $570,000

Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

/26
$625,000 Pending
- 3 Beds
- 1.5 Baths
- 1,485 Sq Ft
1500 Berkshire Ave, Winter Park, FL 32789

Under contract-accepting backup offers. Welcome to this beautifully renovated historic home in the heart of Orwin Manor, one of Winter Park’s most treasured neighborhoods. Thoughtfully updated while preserving its timeless character, this 3 bedroom 1 and a half bath home blends classic architectural charm with today’s modern conveniences. Major system improvements include updated plumbing and

Lianna D'Angelo SOTERA LIVING

1500 Berkshire Ave, Winter Park, FL 32789
/2
$1,095,000 Sold Dec 01, 2025

1450 Chestnut Ave, Winter Park, FL 32789
- 3 Beds
- 3.5 Baths
- 1,942 Sq Ft
- Built 2009
Last Sold Summary
- 16% Below List Price
- $564/SF
- 49 Days On Market
Current Estimated Value $1,080,985

Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

1450 Chestnut Ave, Winter Park, FL 32789

/3
Est $2,242,616 Not Listed For Sale

150 Whipple Ave, Winter Park, FL 32789
- 4 Beds
- Built 2025
150 Whipple Ave, Winter Park, FL 32789

Last Sold Summary
- 15% Above List Price
- $443/SF
- 0 Days On Market
Last Sold Price $1,950,000

Last Listing Agent Adam Cole COLEDEV REAL ESTATE LLC

/65
$2,450,000
- 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
$220,000 Sold Jan 30, 2026

700 Melrose Ave Unit J23, Winter Park, FL 32789
- 1 Bed
- 1 Bath
- 772 Sq Ft
- Built 1964
Last Sold Summary
- 6% Below List Price
- $285/SF
- 107 Days On Market
Current Estimated Value $214,548

Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

700 Melrose Ave Unit J23, Winter Park, FL 32789

/14
Est $704,454 Not Listed For Sale

1407 Miller Ave, Winter Park, FL 32789
- 3 Beds
- 2.5 Baths
- 1,851 Sq Ft
- Built 2023
1407 Miller Ave, Winter Park, FL 32789

Last Sold Summary
- 11% Below List Price
- $427/SF
- 86 Days On Market
Last Sold Price $789,900

Last Listing Agent Kimberly Griffin RE/MAX

/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
$805,000 Sold Jul 01, 2025

1795 Walker Ave, Winter Park, FL 32789
- 5 Beds
- 3 Baths
- 1,813 Sq Ft
- Built 1958
Last Sold Summary
- 17% Below List Price
- $444/SF
- 143 Days On Market
Current Estimated Value $794,536

Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

1795 Walker Ave, Winter Park, FL 32789

/9
Not Listed For Sale

Unlisted Address
- 3 Beds
- 3.5 Baths
- 3,027 Sq Ft
- Built 2018
Unlisted Address

Last Sold Summary
- $628/SF
- 0 Days On Market
Last Sold Price $1,900,000

/52
$4,995,000
- 5 Beds
- 5.5 Baths
- 5,164 Sq Ft
1221 Richmond Rd, Winter Park, FL 32789

Now offered with a significant price improvement, this award-winning custom residence presents a rare opportunity in Winter Park’s sought-after Virginia Heights neighborhood, prized for its proximity to Park Avenue, placement within an A-rated school district, and deeded access to the Winter Park Chain of Lakes. Created by an award-winning builder as a personal family residence, this home

Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

1221 Richmond Rd, Winter Park, FL 32789
/2
$567,500 Sold Dec 09, 2025

1010 Aragon Ave, Winter Park, FL 32789
- 3 Beds
- 2 Baths
- 1,453 Sq Ft
- Built 1949
Last Sold Summary
- 1% Below List Price
- $391/SF
- 2 Days On Market
Current Estimated Value $562,085

Last Listing Agent Devin Loh COLDWELL BANKER REALTY

1010 Aragon Ave, Winter Park, FL 32789

/9
Est $393,784 Not Listed For Sale

1768 Miller Ave, Winter Park, FL 32789
- 2 Beds
- 2 Baths
- 1,025 Sq Ft
- Built 1963
1768 Miller Ave, Winter Park, FL 32789

Last Sold Summary
- 16% Above List Price
- $332/SF
- 26 Days On Market
Last Sold Price $340,000

Last Listing Agent Jeremy Gamble SIMPLESHOWING INC

/29
$600,000 Open Sun 1PM - 4PM
- 3 Beds
- 2 Baths
- 1,618 Sq Ft
218 Orange Terrace Dr, Winter Park, FL 32789

Come see this charming pool home on a desirable corner lot near Lake Killarney in Winter Park. This beautifully maintained mid-century residence features 3 bedrooms and 2 baths with warm wood floors and timeless character throughout. The private, fully fenced backyard is turfed for low maintenance and perfect for relaxing and entertaining. Major updates provide peace of mind, including new

Arden Magee ANNE ROGERS REALTY GROUP INC

218 Orange Terrace Dr, Winter Park, FL 32789
/2
$2,078,500 Sold Dec 11, 2025

715 Via Bella, Winter Park, FL 32789
- 5 Beds
- 4 Baths
- 4,328 Sq Ft
- Built 1976
Last Sold Summary
- 12% Below List Price
- $480/SF
- 70 Days On Market
Current Estimated Value $2,115,882

Last Listing Agent Adam Roark COMPASS FLORIDA LLC

715 Via Bella, Winter Park, FL 32789

/9
Est $414,428 Not Listed For Sale

822 Symonds Ave, Winter Park, FL 32789
- 2 Beds
- Built 1942
822 Symonds Ave, Winter Park, FL 32789

Last Sold Summary
- 4% Above List Price
- $392/SF
- 314 Days On Market
Last Sold Price $400,000

Last Listing Agent Laurie Cash Cain CHARLES RUTENBERG REALTY ORLANDO

/11
$630,000 Pending
- Land
- 0.31 Acre
- $2,032,258 per Acre
1860 Staunton Ave, Winter Park, FL 32789

Under contract-accepting backup offers. Large double lot in the highly desirable Killarney Shores neighborhood of Winter Park. The property has already received county approval to revert to the original platting, subdivide into two 50' x 135' lots. Located just one block from Lake Killarney. This prime location is minutes from Park Avenue, College Park, and I-4, providing both convenience and

Leighton Hope COMPASS FLORIDA LLC

1860 Staunton Ave, Winter Park, FL 32789
/2
$602,500 Sold May 09, 2025

777 S Denning Dr Unit B, Winter Park, FL 32789
- 3 Beds
- 3 Baths
- 1,762 Sq Ft
- Built 2004
Last Sold Summary
- 6% Below List Price
- $342/SF
- 37 Days On Market
Current Estimated Value $582,504

Last Listing Agent Susan Chapin KELLER WILLIAMS WINTER PARK

777 S Denning Dr Unit B, Winter Park, FL 32789

/46
Est $1,691,667 Not Listed For Sale

660 W Morse Blvd, Winter Park, FL 32789
- 3 Beds
- 3.5 Baths
- 3,286 Sq Ft
- Built 2021
660 W Morse Blvd, Winter Park, FL 32789

Last Sold Summary
- 24% Below List Price
- $682/SF
- 119 Days On Market
Last Sold Price $2,240,000

Last Listing Agent Brian Hyser THE AGENCY FL

Showing Results 201 - 240, Page 6 of 18

Florida Orange County Winter Park 32789

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