Homes in ZIP Code 32789

/35
$149,900
- 2 Beds
- 1 Bath
- 881 Sq Ft
1695 Lee Rd Unit E103, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Price Reduced!! Waterfall Cove, where urban convenience meets tranquil living. This charming 2-bedroom, 1-bathroom condo offers a cozy retreat with all the perks of modern living. Located in the heart of Orlando, this condo is perfect for those looking for a blend of city life and natural beauty. As you step into the condo, you're greeted by a

Jason Price

ROBERT SLACK LLC

(321) 490-1756

1695 Lee Rd Unit E103, Winter Park, FL 32789
/43

$1,764 - $3,491 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
$995,000 Sold Jul 22, 2025
- 2,188 Sq Ft
- $455/SF
- 25 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2017
1821 Windsor Dr, Winter Park, FL 32789

WELCOME to 1821 WINDSOR DR in WINTER PARK, FLORIDA! This is a ONCE IN A LIFETIME OPPORTUNITY to own this BEAUTIFUL CUSTOM-BUILT MASTERPIECE of a HOME in ONE OF THE MOST DESIRED LOCATIONS in TOWN! When you buy this Home, you aren’t just purchasing a NEWLY BUILT CUSTOM HOME FULL OF LUXURIOUS UPGRADES and ARCHITECTURAL FEATURES; you are also buying into the LIFESTYLE that others DREAM OF LIVING in

Chris Creegan CREEGAN GROUP

1821 Windsor Dr, Winter Park, FL 32789

/2
Est $328,023 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,536 Sq Ft
230 Killarney Bay Ct Unit 3, Winter Park, FL 32789

230 Killarney Bay Ct Unit 3, Winter Park, FL 32789

/29
$375,000
- 4 Beds
- 2 Baths
- 1,568 Sq Ft
2827 Euston Rd, Winter Park, FL 32789

Welcome to 2827 Euston Rd, a beautifully updated home in the highly desirable Winter Park area with the added bonus of no HOA! This charming residence offers 3 beds, 2baths, and a versatile bonus room that can be used as an office, playroom, or additional living space.The master suite is thoughtfully separated from the other two bedrooms, providing privacy and convenience. Inside, you’ll

Evelyn Tejada

REGENCY REAL ESTATE LLC

(321) 461-5735

2827 Euston Rd, Winter Park, FL 32789
/17
$1,900 per month
- 2 Beds
- 1 Bath
- 1,160 Sq Ft
- Townhouse for Rent
2510 Roxbury Rd, Winter Park, FL 32789

This beautifully renovated half-duplex is just blocks from Lake Killarney, ideally situated between College Park and the Winter Park shopping district. Enjoy quick access to local favorites like the Orlando Science Center, Winter Park Village, and Mead Gardens—all just minutes away.The home features 2 bedrooms, 1 bathroom, and a dedicated carport for convenient parking. Inside, you'll

Angela Fettig KELLER WILLIAMS REALTY AT THE PARKS

2510 Roxbury Rd, Winter Park, FL 32789
/2
$705,000 Sold Jul 21, 2025
- 1,408 Sq Ft
- $501/SF
- 2 Days On Market
- 3 Beds
- 2 Baths
- Built 1967
1730 Oneco Ave, Winter Park, FL 32789

Vintage house with close proximity to Park Avenue surronded by newely constructed homes on a scenic brick street. A creative designer would find this vintage house a great project with a newly constructed roof to save the time. This winter park corner lot is highly sought after for its location and its potential.

John Tremblay THE TEAM REAL ESTATE GROUP INC

1730 Oneco Ave, Winter Park, FL 32789

/42
Est $1,621,115 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,052 Sq Ft
1805 Harland Park Dr, Winter Park, FL 32789

1805 Harland Park Dr, Winter Park, FL 32789

/23
$525,000 Pending
- 3 Beds
- 1.5 Baths
- 1,191 Sq Ft
2327 Mulbry Dr, Winter Park, FL 32789

Under contract-accepting backup offers. Charming Mid-Century Ranch in Prime Winter Park Location – Steps from Blue Jacket Park. Ideally situated in the heart of Winter Park and just a stone’s throw from Baldwin Park’s beloved Blue Jacket Park, this tastefully updated 3 BEDROOM, PLUS OFFICE, 1.5 BATHROOM home blends timeless character with modern touches. Enjoy a freshly painted interior,

Charlie Peterson

KELLER WILLIAMS HERITAGE REALTY

(321) 499-2363

2327 Mulbry Dr, Winter Park, FL 32789
/28

$1,614 - $1,654 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
$2,495,000 Sold Jul 21, 2025
- 3,967 Sq Ft
- $629/SF
- 56 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2020
1690 Palm Ave, Winter Park, FL 32789

This Fabulous transitional 5 bedroom pool home is perfect for family living & entertaining & just minutes from downtown Winter Park's shopping, entertainment & dining on Park Avenue. Floor plan is ideal w/ 2 bedroom suites downstairs plus office/flex space. Meticulously constructed by Austin Homes, modern & traditional elements blend together w/ its open layout & clean lines. Main floor features

Daniel Robinson HOUWZER INC

1690 Palm Ave, Winter Park, FL 32789

/2
Est $477,223 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,598 Sq Ft
1761 Indiana Ave Unit F, Winter Park, FL 32789

1761 Indiana Ave Unit F, Winter Park, FL 32789

/45
$1,300,000 Pending
- 4 Beds
- 3 Baths
- 2,303 Sq Ft
1500 Mizell Ave, Winter Park, FL 32789

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. An extraordinary opportunity to own a beautifully renovated home on a prestigious tree-lined street in Winter Park’s 32789. Set on a desirable 13,500 square foot (90 × 150) lot with no HOA and bordering the prestigious Windsong community, this prime property offers the freedom to live comfortably now, expand

Lisa Ratanasirintrawoot

CHARLES RUTENBERG REALTY ORLANDO

(321) 485-6636

1500 Mizell Ave, Winter Park, FL 32789
/45
$4,199 per month
- 3 Beds
- 2 Baths
- 1,499 Sq Ft
- House for Rent
1681 Walnut Ave, Winter Park, FL 32789

Fully furnished with dishes and all ! Tastefully decorated !Can be rented unfurnished if needed .Also month to a year lease is ok !Two separate living quarters en suite with private entrance and small fridge and microwave /dining /living area ( or master )Fully renovated this adorable 3 bedroom, 2 bath bungalow home is a rare find in one of Winter Park's most sought-after neighborhoods.Fully

Natalie Citarelli CITARELLI REALTY GROUP LLC

1681 Walnut Ave, Winter Park, FL 32789
/2
$2,910,000 Sold Jul 21, 2025
- 5,097 Sq Ft
- $571/SF
- 82 Days On Market
- 4 Beds
- 6 Baths
- Built 2001
1911 Stonehurst Rd, Winter Park, FL 32789

Set on a sprawling half-acre, surrounded by meticulously manicured landscaping, this custom-built traditional estate exemplifies refined luxury, modern convenience, and an unparalleled lifestyle.The red brick facade, covered porches with glass doors, and gated side porte-cochere set a timeless tone, while two-story fluted columns add stately elegance. Inside, classic architectural details

MaryStuart Day FANNIE HILLMAN & ASSOCIATES

1911 Stonehurst Rd, Winter Park, FL 32789

/39
Est $677,000 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,488 Sq Ft
311 E Morse Blvd Unit 6-1, Winter Park, FL 32789

311 E Morse Blvd Unit 6-1, Winter Park, FL 32789

/26
$699,000 Pending
- 3 Beds
- 2 Baths
- 1,622 Sq Ft
1891 Bryan Ave, Winter Park, FL 32789

Under contract-accepting backup offers. Rare find in Winter Park! This charming one-story pool home offers three bedrooms, two full baths, high ceilings, and an open floor plan—all at an incredible price point. The updated kitchen features gas appliances, a center island, breakfast bar, and a separate beverage fridge. Wood-look tile flooring runs throughout the home for a cohesive, modern

Jennifer King

CORCORAN PREMIER REALTY

(321) 336-5610

1891 Bryan Ave, Winter Park, FL 32789
/103

$2,165 - $6,076 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
$900,000 Sold Jul 18, 2025
- 2,286 Sq Ft
- $394/SF
- 63 Days On Market
- 4 Beds
- 4 Baths
- Built 1971
100 S Interlachen Ave Unit 304, Winter Park, FL 32789

Indulge in serene lakefront living from the comfort of two private balconies, each offering views of both the pool and the lake. This expansive, combined residence boasts the most generous square footage of any single unit within The Cloisters. Thoughtfully connected by an interior passthrough, it presents an ideal layout for elegant multi-generational living.Each wing of the home features

Greg Vazzana FANNIE HILLMAN & ASSOCIATES

100 S Interlachen Ave Unit 304, Winter Park, FL 32789

/43
Est $1,808,266 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,660 Sq Ft
1809 Harland Park Dr, Winter Park, FL 32789

1809 Harland Park Dr, Winter Park, FL 32789

/47
$1,050,000 Pending
- 3 Beds
- 2.5 Baths
- 2,140 Sq Ft
1610 Chestnut Ave, Winter Park, FL 32789

Under contract-accepting backup offers. Nestled in the desirable Tree Streets of Winter Park, this stunning Mid-Century Modern residence offers timeless style, thoughtful updates, and effortless indoor-outdoor living. With over 2,100 square feet of beautifully designed space, this 3-bedroom, 2.5-bath home delivers modern functionality with elegant character—just minutes from the heart of Park

Derek Kammerer

THE AGENCY ORLANDO

(321) 495-8354

1610 Chestnut Ave, Winter Park, FL 32789
/17
$2,850 per month
- 2 Beds
- 2 Baths
- 1,500 Sq Ft
- Townhouse for Rent
1057 Minnesota Ave, Winter Park, FL 32789

RARE FIND available Fully or Partially Furnished. This authentic 1920's bungalow style home sits in a picturesque location just blocks from the heart of downtown Winter Park and Rollins. Just a block from the best rated restaurants in town, 5 minute walk to live theater, and shopping. This two bedroom two full bath home has hardwood floors, granite counter tops, stainless steel appliances, cozy

Jake Johnson SHORES REAL ESTATE

1057 Minnesota Ave, Winter Park, FL 32789
/2
$755,000 Sold Jul 18, 2025
- Land
- 0.55 Acre
- $1,372,727 per Acre
- 241 Days On Market
1000 Howell Branch Rd, Winter Park, FL 32789

Welcome home to 1000 Howell Branch Road, a canal front private oasis. This recently cleared lot is located on an oversized half acre+ lot with a recently dredged fresh water canal frontage, with easy access to Lake Maitland/Winter Park Chain of lakes. Hurry, it’s currently the only vacant lot available on the Chain of lakes. The private backyard is backed up to more than 2 acres of conservation

Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

1000 Howell Branch Rd, Winter Park, FL 32789

/51
Est $1,465,946 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,922 Sq Ft
1347 Chapman Cir, Winter Park, FL 32789

1347 Chapman Cir, Winter Park, FL 32789

/47
$949,000 Open Sun 1PM - 3PM
- 4 Beds
- 3 Baths
- 2,646 Sq Ft
1840 Biscayne Dr, Winter Park, FL 32789

Biscayne Bay, a recent Parade of Homes winner, is one of the latest custom builds by the trusted team at Konkol Custom Homes—and it’s ready for its very first owner. Set in a prime Winter Park location, this two-story home offers clean lines, high-end finishes, and a layout that fits real life.With just over 2,600 square feet under air, the home features 4 bedrooms and 3 full bathrooms.

Jennifer King

CORCORAN PREMIER REALTY

(321) 346-4741

1840 Biscayne Dr, Winter Park, FL 32789
/23

$1,909 - $6,983 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
$916,000 Sold Jul 17, 2025
- 1,981 Sq Ft
- $462/SF
- 8 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1960
609 Langholm Dr, Winter Park, FL 32789

Nestled in the heart of Winter Park in one of the area’s most sought-after neighborhoods, this professionally designed and fully renovated 3-bedroom, 2.5-bathroom home offers luxurious living with timeless modern style.Step inside to an open-concept layout featuring a gourmet kitchen outfitted with custom cabinetry, stunning quartz countertops, GE Cafe appliances, a Thermador drawer-style

Jason Shore JMO REAL ESTATE GROUP

609 Langholm Dr, Winter Park, FL 32789

/13
Not Listed For Sale
- 1 Bed
- 1 Bath
- 730 Sq Ft
700 Melrose Ave Unit M, Winter Park, FL 32789

700 Melrose Ave Unit M, Winter Park, FL 32789

/100
$8,500,000 New Construction
- 4 Beds
- 4.5 Baths
- 4,564 Sq Ft
2661 Vía Tuscany, Winter Park, FL 32789

CALLING HIGHEST AND BEST BY 4/30/2025!! Introducing a Unique, Stunning Modern HomeA 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 home follows commercial-grade

Prescilla Vazquez

PV LUXURY GROUP PA

(321) 478-2671

2661 Vía Tuscany, Winter Park, FL 32789
/37
$3,400 per month
- 3 Beds
- 2.5 Baths
- 1,798 Sq Ft
- Townhouse for Rent
1273 Michigan Ave, Winter Park, FL 32789

**Luxury Townhomes for Lease in the Heart of Winter Park!**Experience upscale living in this stunning townhome community crafted by award-winning Osprey Custom Home Builders. These **3-bedroom, 2.5-bath Florida Green Certified Homes** offer an open-concept layout with high-end designer finishes throughout.The first floor features spacious living and dining areas and a gourmet kitchen

Miranda Azer PARKVIEW REAL ESTATE

1273 Michigan Ave, Winter Park, FL 32789
/2
$1,335,000 Sold Jul 15, 2025
- 3,046 Sq Ft
- $438/SF
- 75 Days On Market
- 4 Beds
- 4 Baths
- Built 2025
1077 Minnesota Ave, Winter Park, FL 32789

Under Construction. New Construction in the Heart of Winter Park by Nautilus Homes - Introducing an exceptional opportunity to own a brand-new luxury residence by award-winning builder Nautilus Homes, ideally situated between Orlando Avenue and Orange Avenue—just moments from Winter Park’s renowned shops, dining, and cultural attractions.This thoughtfully designed 4-bedroom, 4-bath estate

Jake Johnson SHORES REAL ESTATE

1077 Minnesota Ave, Winter Park, FL 32789

/44
Est $894,432 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,602 Sq Ft
436 W Swoope Ave, Winter Park, FL 32789

436 W Swoope Ave, Winter Park, FL 32789

/54
$3,544,999
- 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
/50

$1,695 - $3,378 per month

Berkshire Winter Park

Studio-3 Beds

1874 Harmon Ave, Winter Park, FL 32789

Cultivated Living; Rooted in Style! Well-appointed Studio, One, Two, & Three Bedroom Apartment Homes in Winter Park, FL.Berkshire Winter Park is an ultra-luxury apartment community with thoughtfully curated features and enviable amenities. Select from a variety of studio, one, two, and three-bedroom floor plan schemes designed with excellence in mind. Escape ordinary; indulge in an apartment

1874 Harmon Ave, Winter Park, FL 32789
/2
$1,400,000 Sold Jul 15, 2025
- 2,637 Sq Ft
- $531/SF
- 91 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1960
1750 Winchester Dr, Winter Park, FL 32789

Welcome to this masterfully renovated Winter Park residence, where modern luxury meets timeless comfort in coveted Timberlane Shores. The heart of this home is a chef's dream kitchen, featuring a professional WOLF range, custom two-tone cabinetry in rich wood and sophisticated navy blue, and premium stone countertops that extend to a generous entertainment island. Gleaming terrazzo floors flow

Michael Ford FANNIE HILLMAN & ASSOCIATES

1750 Winchester Dr, Winter Park, FL 32789

/15
Not Listed For Sale
- 2 Beds
- 3,098 Sq Ft
1858 Cornell Ave, Winter Park, FL 32789

1858 Cornell Ave, Winter Park, FL 32789

/66
$1,249,000 Open Sun 2PM - 4PM
- 3 Beds
- 2.5 Baths
- 1,993 Sq Ft
2525 Venetian Way, Winter Park, FL 32789

Modern Midcentury Retreat with Luxe Upgrades & Private Community Lake AccessThis meticulously renovated 3-bed, 2.5-bath midcentury home blends timeless design with high-end contemporary finishes. Reimagined in 2021, it features an open floorplan highlighted by terrazzo flooring, quartz accent walls, and a cozy family room with bamboo floor and a gas fireplace.The sleek, chef-inspired

Kimberly Slinger KELLY PRICE & COMPANY LLC

2525 Venetian Way, Winter Park, FL 32789
/17
$2,999 per month
- 3 Beds
- 2 Baths
- 1,641 Sq Ft
- House for Rent
101 S Lakemont Ave, Winter Park, FL 32792

Welcome to this beautifully renovated 3-bedroom, 2-bathroom single-family home, perfectly positioned just minutes away from shopping, dining, and all the charm of Winter Park. This home combines modern luxury with everyday convenience. As you step inside, you're greeted by the elegance of Calacatta Quartz countertops, sleek waterproof flooring, and top-of-the-line appliances that set the tone for

Robert Isaac Rodriguez RE/MAX DOWNTOWN

101 S Lakemont Ave, Winter Park, FL 32792
/2
$1,050,000 Sold Jul 14, 2025
- 2,374 Sq Ft
- $442/SF
- 23 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2017
795 W Canton Ave, Winter Park, FL 32789

Welcome to your dream home in the heart of beautiful Winter Park, Florida! Just a short stroll to iconic Park Avenue and Winter Park Village, this stunning modern Craftsman by David Weekley Homes perfectly blends luxury, comfort, and convenience.The thoughtfully designed floor plan features a downstairs primary suite, rich hardwood flooring, and sliding barn doors opening to a versatile

Margo Rochelle WEICHERT REALTORS HALLMARK PROPERTIES

795 W Canton Ave, Winter Park, FL 32789

/60
Est $1,675,376 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,105 Sq Ft
1318 Chapman Cir, Winter Park, FL 32789

1318 Chapman Cir, Winter Park, FL 32789

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