Homes in ZIP Code 32789

/51
$1,180,000
- 4 Beds
- 2 Baths
- 2,750 Sq Ft
1981 Blue Ridge Rd, Winter Park, FL 32789

One or more photo(s) has been virtually staged. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**Welcome home to this beautifully renovated 4-bedroom, 2-bathroom home nestled on a desirable corner lot in the heart of Winter Park’s Timberlane Shores community. Boasting

Thomas Nickley

KELLER WILLIAMS REALTY AT THE PARKS

(321) 599-3889

1981 Blue Ridge Rd, Winter Park, FL 32789
/57
$2,900 per month
- 3 Beds
- 2 Baths
- 1,760 Sq Ft
- House for Rent
2128 Sycamore Dr, Winter Park, FL 32789

MOVE-IN READY! Don’t miss this fantastic opportunity to rent a beautiful 3-bedroom, 2-bathroom home situated on a spacious .23-acre corner lot. This property has undergone a complete upgrade inside and out, making it perfect for those looking for a fresh start. Key Features: • Newer Septic Tank: Ensures peace of mind and efficiency. • 2016 Roof: A reliable roof that adds to the home’s longevity.

Luis Perez Garcia

EXP REALTY LLC

(321) 492-0489

2128 Sycamore Dr, Winter Park, FL 32789
/2
$130,000 Sold May 09, 2025

1695 Lee Rd Unit E205, Winter Park, FL 32789
- 2 Beds
- 1 Bath
- 881 Sq Ft
- Built 1966
Last Sold Summary
- 10% Below List Price
- $148/SF
- 25 Days On Market
Current Estimated Value $137,112

Last Listing Agent Joseph Pacholski KELLER WILLIAMS HERITAGE REALTY

1695 Lee Rd Unit E205, Winter Park, FL 32789

/2
Est $2,889,800 Not Listed For Sale
- 5 Beds
- 8 Baths
- 4,807 Sq Ft
1618 Holts Grove Cir, Winter Park, FL 32789

1618 Holts Grove Cir, Winter Park, FL 32789

/35
$260,000
- 2 Beds
- 1 Bath
- 804 Sq Ft
151 N Orlando Ave Unit 101, Winter Park, FL 32789

Welcome home to this beautiful 2-bedroom, 1-bath gem in the heart of Winter Park! Nestled on the ground floor of the Lake Killarney Condominiums, Unit 101 offers a seamless blend of comfort, style, and lakeside living. Bright & open layout that flows from the living space into a modern kitchen with a large center island — perfect for entertaining or casual family meals. Granite countertops,

Elizabeth Fowler

THE FLORIDA PROPERTY SHOP SALE

(321) 463-4625

151 N Orlando Ave Unit 101, Winter Park, FL 32789
/15
$3,000 per month
- 3 Beds
- 2 Baths
- 1,195 Sq Ft
- House for Rent
1891 Oglesby Ave, Winter Park, FL 32789

Beautifully maintained home in the highly desirable Winter Park 32789 neighborhood. This charming property offers an inviting floor plan with abundant natural light, spacious living and dining areas, and a well-appointed kitchen with generous counter space and modern finishes. Comfortable bedrooms provide ample storage, and the primary suite offers a private and peaceful retreat. Flexible bonus

Paul Jimenez

URBANISTA BROKERS

(321) 977-5674

1891 Oglesby Ave, Winter Park, FL 32789
/2
$1,450,000 Sold Feb 27, 2025

1101 Kenwood Ave, Winter Park, FL 32789
- 3 Beds
- 2.5 Baths
- 2,955 Sq Ft
- Built 2024
Last Sold Summary
- 23% Below List Price
- $491/SF
- 363 Days On Market
Current Estimated Value $1,483,681

Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

1101 Kenwood Ave, Winter Park, FL 32789

/2
Est $330,705 Not Listed For Sale
- 1 Bed
- 1 Bath
- 482 Sq Ft
311 E Morse Blvd Unit 7-15, Winter Park, FL 32789

311 E Morse Blvd Unit 7-15, Winter Park, FL 32789

/5
$740,000
- 2 Beds
- 1 Bath
- 1,396 Sq Ft
841 W Swoope Ave, Winter Park, FL 32789

Prime Winter Park Redevelopment Opportunity – R-2 Zoned Rare opportunity to acquire an R-2 zoned parcel in one of Winter Park’s fastest-transforming corridors. This approximately 9,752 SF lot is ideally positioned between Park Avenue and Orlando Avenue and is within walking distance to Winter Park Village, offering convenient access to shopping, dining, and entertainment. Surrounded by active and

Evelyn Alicea

EXP REALTY LLC

(321) 468-9259

841 W Swoope Ave, Winter Park, FL 32789
/26
$1,465 per month
- 1 Bed
- 1 Bath
- 645 Sq Ft
- Condo for Rent
2500 Lee Rd Unit 244, Winter Park, FL 32789

Discover easy living at 2500 Lee Road, Unit 244, Winter Park, FL 32789. This charming spacious 1 bedroom, 1 full bathroom condo is located in the heart of Winter Park, offering comfort, convenience, and access to everything you need. Bright kitchen with plenty of storageand an Open living area with natural light Community features may include: Swimming pool, Assigned parking, Landscaped

Rustina Gibson

RE/MAX VANTAGE

(321) 336-5615

2500 Lee Rd Unit 244, Winter Park, FL 32789
/2
$2,144,000 Sold Aug 21, 2025

1077 N Pennsylvania Ave, Winter Park, FL 32789
- 4 Beds
- 4 Baths
- 3,462 Sq Ft
- Built 2004
Last Sold Summary
- $619/SF
- 0 Days On Market
Current Estimated Value $2,131,857

Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

1077 N Pennsylvania Ave, Winter Park, FL 32789

/2
Est $748,565 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,016 Sq Ft
1804 Mondrian Cir, Winter Park, FL 32789

1804 Mondrian Cir, Winter Park, FL 32789

/15
$134,900 Pending
- 3 Beds
- 2 Baths
- 1,149 Sq Ft
1695 Lee Rd Unit B216, Winter Park, FL 32789

Under contract-accepting backup offers. Lovely 3 bedroom 2 bathroom second floor unit at Waterfall Cove in the heart of Winter Park, close to shopping, restaurants, schools and major roadways. This end unit features a nice open floorplan with lots of natural light. The kitchen is spacious and has lots of cabinet storage and countertop space it overlooks the large living room with sliding glass

Martha Grasty

EXP REALTY LLC

(321) 414-4853

1695 Lee Rd Unit B216, Winter Park, FL 32789
/75

$1,332 - $3,469 per month

Bainbridge Winter Park

1 - 3 Beds

1400 Morgan Stanley Ave, Winter Park, FL 32789

Celebrate the power of possibilities. Signature details enhance grand features in expansive homes, all a promise to your heightened prosperity at Bainbridge Winter Park. In the heart of Winter Park, Florida’s lush parks and gardens, museums, festivals, and events - you’re central to the finer things in life.

1400 Morgan Stanley Ave, Winter Park, FL 32789
/2
$675,000 Sold Jul 10, 2025

1511 Chestnut Ave, Winter Park, FL 32789
- 2 Beds
- 2 Baths
- 1,275 Sq Ft
- Built 1960
Last Sold Summary
- $529/SF
- 1 Day On Market
Current Estimated Value $670,419

Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

1511 Chestnut Ave, Winter Park, FL 32789

/2
Est $1,135,863 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,510 Sq Ft
1571 Oneco Ave, Winter Park, FL 32789

1571 Oneco Ave, Winter Park, FL 32789

/39
$474,000 Open Sun 12PM - 2PM
- 2 Beds
- 1 Bath
- 925 Sq Ft
764 W Comstock Ave, Winter Park, FL 32789

Welcome to this charming 1935 Winter Park bungalow that blends timeless character with smart, modern upgrades in one of the city’s most walkable locations. This 2-bedroom, 1-bath home offers 1,002 square feet of thoughtfully updated living space, including a remodeled kitchen and bathroom (2021), newer ROOF (2021), Carrier A/C (2020), new flooring, and a tankless EcoSmart water heater. As you

Manny del Valle

KELLER WILLIAMS WINTER PARK

(321) 475-7512

764 W Comstock Ave, Winter Park, FL 32789
/25
$5,500 per month
- 4 Beds
- 2 Baths
- 1,548 Sq Ft
- House for Rent
1815 Barker Dr, Winter Park, FL 32789

Available for Monthly Rentals | Furnished or UnfurnishedWelcome to your luxury lake-view home in Winter Park where comfort meets style. This beautifully designed 4-bedroom / 2-bath residence features an open-concept layout, curated artwork, lush front and backyard spaces, a wood deck, and an outdoor kitchen perfect for entertaining. ( for shorter terms only 3 bedrooms, a fourth bedroom is

Cliff Glansen FLATFEE.COM

1815 Barker Dr, Winter Park, FL 32789
/2
$280,000 Sold Jul 30, 2025

700 Melrose Ave Unit A22, Winter Park, FL 32789
- 2 Beds
- 2 Baths
- 1,074 Sq Ft
- Built 1964
Last Sold Summary
- 11% Below List Price
- $261/SF
- 130 Days On Market
Current Estimated Value $281,032

Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

700 Melrose Ave Unit A22, Winter Park, FL 32789

/2
Est $451,856 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,438 Sq Ft
2112 Staunton Ave, Winter Park, FL 32789

2112 Staunton Ave, Winter Park, FL 32789

/44
$3,399,999
- 5 Beds
- 5.5 Baths
- 4,955 Sq Ft
1761 Legion Dr, Winter Park, FL 32789

One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath residence was completed in 2017 and first sold in 2018. Lovingly maintained by the original owner and elevated with high-end designer finishes, the home showcases the impeccable vision of renowned designer Ted Maines, who reimagined much of the interior with timeless sophistication. Perfectly

Brian Scanlon SCANLON REALTY GROUP LLC

1761 Legion Dr, Winter Park, FL 32789
/28

$1,589 - $1,609 per month

Elon Winter Park

1 Bed

712 Nicolet Ave, Winter Park, FL 32789

Welcome to Elon Winter Park Apartments in Winter Park, Florida, where chic meets serenity in the heart of Winter Park's vibrant tapestry. Nestled within this charming community, our boutique one-bedroom apartments redefine urban living with spacious interiors, a contemporary aesthetic, and designer accents that elevate every moment. Immerse yourself in the allure of Winter Park's entertainment

712 Nicolet Ave, Winter Park, FL 32789
/2
$1,300,000 Sold Aug 28, 2025

1500 Mizell Ave, Winter Park, FL 32789
- 4 Beds
- 3 Baths
- 2,303 Sq Ft
- Built 1957
Last Sold Summary
- $564/SF
- 2 Days On Market
Current Estimated Value $1,277,442

Last Listing Agent Lisa Ratanasirintrawoot CHARLES RUTENBERG REALTY ORLANDO

1500 Mizell Ave, Winter Park, FL 32789

/2
Est $1,008,052 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,610 Sq Ft
627 N Interlachen Ave Unit B, Winter Park, FL 32789

627 N Interlachen Ave Unit B, Winter Park, FL 32789

/29
$1,225,000
- 3 Beds
- 2.5 Baths
- 2,372 Sq Ft
501 W Canton Ave, Winter Park, FL 32789

Introducing a rare opportunity to own a brand-new, luxury modern townhome just steps from Park Avenue in the heart of Winter Park. This stunning two-story, all-block construction residence offers the perfect blend of design, quality, and location—within walking distance to Hannibal Square, Rollins College, upscale dining, boutique shopping, and more. Inside, soaring 13-foot ceilings, custom wood

Nicole Howell FANNIE HILLMAN & ASSOCIATES

501 W Canton Ave, Winter Park, FL 32789
/12
$1,400 per month
- 1 Bed
- 1 Bath
- 638 Sq Ft
- Condo for Rent
1695 Lee Rd Unit C110, Winter Park, FL 32789

Spacious first floor unit in Waterfall Cove 1 bedroom, charming residential unit , This inviting space offers a comfortable layout with plenty of natural light. Conveniently located near shops, restaurants and parks. It is perfect for enjoying the Winter park lifestyle.

Yigit Orer EMPIRE NETWORK REALTY

1695 Lee Rd Unit C110, Winter Park, FL 32789
/2
$2,295,000 Sold Dec 16, 2025

1661 Palm Ave, Winter Park, FL 32789
- 4 Beds
- 6 Baths
- 3,570 Sq Ft
- Built 2025
Last Sold Summary
- 12% Below List Price
- $643/SF
- 26 Days On Market
Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

1661 Palm Ave, Winter Park, FL 32789

/2
Est $1,261,912 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,734 Sq Ft
335 W Welbourne Ave Unit 103, Winter Park, FL 32789

335 W Welbourne Ave Unit 103, Winter Park, FL 32789

/44
$985,000 Pending
- 4 Beds
- 3.5 Baths
- 2,824 Sq Ft
512 Clarendon Ave, Winter Park, FL 32789

Under contract-accepting backup offers. Beautifully updated 4BD/3.5BA townhome in highly sought-after Virginia Heights, just steps from Park Ave, Rollins College and zoned for AudubonK-8! This spacious 2,824 SF home features two primary suites—one on each level—ideal for guests or multi-gen living. Gorgeous hardwood liketile floors throughout, high ceilings, crown molding, and two fireplaces add

Sarah Tomlinson COMPASS FLORIDA LLC

512 Clarendon Ave, Winter Park, FL 32789
/53

$1,683 - $9,184 per month

Juno Winter Park

Studio - 3 Beds

1305 Morgan Stanley Ave, Winter Park, FL 32789

Situated in Winter Park near Harry P Leu Gardens, Juno Winter Park brings you urban living at its height. Featuring exquisite studio, one, two, and three-bedroom apartments along with a variety of enviable amenities, our vibrant community invites you to elevate your everyday life. Plus, our prime location just six miles north of downtown Orlando puts you within arm's reach of top-notch shopping,

1305 Morgan Stanley Ave, Winter Park, FL 32789
/2
$2,700,000 Sold Oct 30, 2025

1020 Mayfield Ave, Winter Park, FL 32789
- 4 Beds
- 3 Baths
- 2,663 Sq Ft
- Built 1989
Last Sold Summary
- 15% Below List Price
- $1,014/SF
- 149 Days On Market
Current Estimated Value $2,662,282

Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

1020 Mayfield Ave, Winter Park, FL 32789

/2
Est $1,145,855 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,871 Sq Ft
363 N Phelps Ave, Winter Park, FL 32789

363 N Phelps Ave, Winter Park, FL 32789

/44
$1,590,000 Pending
- 4 Beds
- 3.5 Baths
- 2,860 Sq Ft
1166 Oaks Blvd, Winter Park, FL 32789

Under contract-accepting backup offers. HUGE PRICE IMPROVEMENT-MOTIVATED SELLER-Discover this stunning, custom-built home nestled on a tranquil, tree-lined street just steps from all the charm of Winter Park’s renowned Park Avenue. Located in a peaceful neighborhood, this elegant residence combines sophisticated craftsmanship with luxury features throughout its expansive 2,860 square feet of

Kevin Kelly FANNIE HILLMAN & ASSOCIATES

1166 Oaks Blvd, Winter Park, FL 32789
/25
$3,000 per month
- 3 Beds
- 2.5 Baths
- 1,659 Sq Ft
- Townhouse for Rent
1278 Miller Ave, Winter Park, FL 32789

Bright and beautiful END UNIT townhome in a very desirable, centrally located, WINTER PARK community. This bright, open floor plan features hardwood floors throughout the first floor, stairs and second floor hallway. Gourmet eat-in kitchen with granite countertops, center island, cherry cabinets and stainless appliances including a gas range. The enclosed patio courtyard is private and great for

Susan Tamlin KELLER WILLIAMS REALTY AT THE PARKS

1278 Miller Ave, Winter Park, FL 32789
/89
$830,000 Sold Mar 11, 2025

1223 Formosa Ave, Winter Park, FL 32789
- 4 Beds
- 3 Baths
- 3,834 Sq Ft
- Built 1940
Last Sold Summary
- 31% Below List Price
- $216/SF
- 240 Days On Market
Current Estimated Value $857,873

Last Listing Agent Farah Bloom KELLER WILLIAMS WINTER PARK

1223 Formosa Ave, Winter Park, FL 32789

/2
Est $700,271 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,940 Sq Ft
678 Depugh St, Winter Park, FL 32789

678 Depugh St, Winter Park, FL 32789

/54
$1,989,300
- 4 Beds
- 3.5 Baths
- 3,307 Sq Ft
2614 Parkland Dr, Winter Park, FL 32789

The only home priced under $2MM that has over 3,300 SF, in the 32789 zip code, and in the K-8 Audubon Park School District. The K-8 Audubon Park School District is a small pocket, and ranked one of the best district's in the state. Fully remodeled luxury pool homes in the highly sought-after Audubon K-8 and Winter Park school district with over 3,300 square feet of exceptional living space,

Ryan Gaston JW GASTON LLC

2614 Parkland Dr, Winter Park, FL 32789
/103

$1,991 - $6,413 per month

Paseo at Winter Park Village

1 - 3 Beds

940 W Canton Ave, Winter Park, FL 32789

Ready for an apartment home that truly feels like home? With upscale finishes and modern amenities, Paseo's units are ready to welcome you. You (and your pet!) can relax in our palm-lined courtyard, lounge by the pool, or play in our on-site dog park. With the shopping of Winter Park Village, movies at the Regal Cinema, and the historic downtown all close by, there are endless opportunities to

940 W Canton Ave, Winter Park, FL 32789
/2
$4,100,000 Sold Apr 18, 2025

1691 Chestnut Ave, Winter Park, FL 32789
- 5 Beds
- 4.5 Baths
- 4,582 Sq Ft
- Built 2024
Last Sold Summary
- 15% Below List Price
- $895/SF
- 1 Day On Market
Current Estimated Value $3,851,500

Last Listing Agent Sue Silberbusch COMPASS FLORIDA LLC

1691 Chestnut Ave, Winter Park, FL 32789

/2
Est $831,893 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,861 Sq Ft
439 N Capen Ave, Winter Park, FL 32789

439 N Capen Ave, Winter Park, FL 32789

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Florida Orange County Winter Park 32789

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