Browse All 32789 Zip Code FL Properties for Sale

2 Beds ⋅ 3 Baths ⋅ Trotters Rep SubDv. ⋅ 32789 Zip Code

Rare investment opportunity in the heart of Winter Park/Rollins College area. This turnkey, fully renovated triplex is located within one of Winter Park’s highest-demand rental corridors, just steps from Rollins College, Park Avenue, and Lake Virginia. The property features three separate 1-bedroom, 1-bath units, each with its own private outdoor patio area, positioned on a charming brick street in one of Winter Park’s most walkable and desirable neighborhoods. The asset is being delivered with strong in-place cash flow. Current rents provide additional value-add potential, with at least one unit currently operating below market rental rates, creating an opportunity for future income growth and increased returns. The block construction property has undergone significant capital improvements, including updated electrical panels (2019), new hot water heater (2019), new windows (2017), and a new roof (2015). Two of the three units were completely renovated in 2019, offering updated interiors while maintaining the charm and character of the surrounding neighborhood. The front unit includes washer/dryer hookups, while the middle and rear units share a common exterior-access washer/dryer area. Utilities are currently included in the rent and have been factored into annual operating expenses. This is a rare opportunity to acquire a stabilized multifamily asset with strong rental demand driven by proximity to Rollins College, downtown Park Avenue, dining, shopping, and employment centers throughout Winter Park.

408 Holt Avenue, Winter Park

$892,500

3 Beds ⋅ 3 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Discover the perfect canvas for your dream home at 1960 Winter Park Road! With utilities and sewer connected, plus a complete roof replacement in 2019, newer gutters with gutter guards added in 2020, and various new appliances and thoughtful upgrades since, this ¼-acre lot presents the ideal opportunity to either build new, or remodel. Zoned for the highly esteemed Audubon K-8 School, this property offers an ideal location nestled in one of the most coveted pockets of Winter Park. Stroll down the brick-lined street and land at East End market, Kelly’s Homemade Ice Cream, and all the shops and restaurants along the vibrant Corrine Drive corridor; walk around the corner to Blue Jacket Park; or venture North just 2.5 miles to discover the cultural delights of Park Avenue in downtown Winter Park. The existing 1940's home is still bursting with charm and potential. From the moment you arrive, the circular paver driveway and inviting front porch set the tone for a home that balances warmth and functionality. The main residence offers 2 bedrooms and 2 bathrooms across 1,500+ square feet, complemented by a detached 1-bedroom, 1-bath guest cottage. Ideal for extended stays, a private office, hobby space, or flexible living arrangements, the detached cottage presents endless possibilities, with enough space available for creative modifications to suit your needs. A paver 2-car parking pad off the circular drive allows room for temporary or long-term guests, with the added convenience of private entry to the detached dwelling via a paved walkway through the side gate. The main home is well-laid-out, with multiple living & dining spaces to make everyday living and entertaining a breeze, all anchored by hardwood flooring throughout. A spacious, paver side patio and large rear deck offer separate, gated outdoor living areas for versatility and enjoyment, while the rear deck overlooks a private, fenced-in backyard just waiting to be transformed into the perfect Florida oasis. If you are looking to land just a few minutes from downtown Orlando and downtown Winter Park, with easy Access to I-4…this is the location for you!

1960 Winter Park Road, Winter Park

$365,000

2 Beds ⋅ 1 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

**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 to 440 Cambridge Blvd in Winter Park, a charming 2-bedroom, 1-bath home featuring an open floorplan, an additional family room, and inviting indoor-outdoor spaces that offer both comfort and flexibility. Thoughtfully maintained and updated over time, this property combines functional living with key improvements that add long-term value and peace of mind. Inside, the open floorplan creates a bright, connected flow across the main living areas—ideal for both everyday living and entertaining. The separate family room adds valuable versatility, perfect as a media room, home office, playroom, or relaxed second living area. The bedroom layout is practical and comfortable, providing a solid foundation for personal touches and customization. Recent updates enhance both the appeal and functionality of the home, including a roof installed in 2020, HVAC system replaced in 2019, a new garage door with opener (2019), and fresh exterior paint completed in 2024. The bathroom has been refreshed with a new sink, toilet, and tub surround in 2025, offering a clean, updated feel. The outdoor spaces further elevate the property. An enclosed front porch provides a welcoming spot to enjoy a quiet morning or unwind in the evening, while the open rear patio is perfect for grilling, dining, or relaxing outdoors. The private backyard offers plenty of space to expand your vision, with strong potential to create a personalized outdoor retreat. With its solid layout, meaningful updates, and room to grow, this home presents an excellent opportunity for buyers looking to settle into a well-located property while continuing to enhance it over time. Situated in desirable Winter Park, the home benefits from a location known for its established charm, tree-lined streets, and convenient access to shopping, dining, parks, and everyday essentials, making it one of Central Florida’s most sought-after communities.

440 Cambridge Boulevard, Winter Park

$1,201,000

3 Beds ⋅ 3 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Welcome to this thoughtfully expanded one-story home in Winter Park’s coveted “Tree Streets” neighborhood. A paved double drive and circular driveway create a gracious arrival with ample guest parking. Originally built in 1962 and expanded over time, this home offers a flexible floor plan designed for comfortable everyday living and effortless entertaining. Spacious living areas and the primary suite open to a stunning garden-like backyard, seamlessly connected by a full-length covered portico perfect for enjoying Florida’s indoor-outdoor lifestyle. The main hallway leads to the primary and guest bedrooms, along with a quiet sitting room overlooking the charming front porch. Expanded in the early 2000s, the private primary suite includes a generous bath with an oversized whirlpool tub, dual vanities, separate shower, dressing table, private water closet, and a spacious walk-in closet. At the heart of the home, the kitchen features solid wood cabinetry and solid-surface countertops, opening to the central family room with a traditional fireplace and casual dining area, all adjacent to the formal dining room. Just off the kitchen, a large flex space offers extensive built-ins, a desk area, dry bar, wine refrigerator, and integrated washer and dryer ideal for a home office, hobby room, or additional entertaining space. Located just minutes from Park Avenue, enjoy easy access to fine dining, boutique shopping, cafés, museums, and year-round community events. This one-story home offers abundant living space, exceptional entertaining areas, and a beautifully landscaped backyard complete with pool and outdoor living spaces all situated on a generous 77 x 150 lot.

1723 Chestnut Avenue, Winter Park

$2,755,000

5 Beds ⋅ 5 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code

Graceful and timeless, this classic Southern-inspired residence by esteemed builder Charles Clayton sits on a generous lot in Winter Park’s coveted Park Grove neighborhood and makes a striking first impression with beautifully composed architecture, charming dormer windows, a sweeping front porch with historic reclaimed Detroit brick flooring, and curated landscaping. Inside, the foyer unfolds with rich wood floors, raised-panel wainscoting, layered crown molding and detailed millwork which sets the tone for depth and quiet sophistication throughout the home. Just off the entry, a beautifully appointed office with finely crafted built-in shelving thoughtfully designed for both display and function. The same refined trim details carry through, while generous windows introduce soft natural light—an ideal setting for work or a quiet reading. Across, the dining room is both elegant and inviting—bathed in natural light from large windows and enhanced by more detailed millwork that adds character and creates a polished backdrop for dining and entertaining. Continue through wide detailed trim opening to an expansive great room anchored by a classic fireplace with custom built-ins, while a wall of French doors invites in natural light and extends the living space seamlessly to the covered verandah with more reclaimed Detroit brick flooring and the pool, creating perfect space to gather, lounge or entertain. Open to the Great room, the beautifully designed kitchen stands out with a coffered ceiling, marble countertops, and crisp white cabinetry, featuring illuminated upper cabinets and open shelving for thoughtful displays. A central island is complimented by an integrated breakfast table—perfect for casual dining or morning coffee. Professional-grade appliances, including a Wolf gas range and Sub-Zero refrigerator, are paired with a thoughtfully tucked-away walk-in pantry offering abundant storage and effortless organization—bringing both refined style and everyday function to the kitchen. Positioned between the kitchen and living area, this adaptable space creates a natural gathering point—ideal for casual dining, relaxed conversation, or a cozy sitting area thoughtfully suited to your lifestyle. The 1st floor primary suite offers a true retreat, with an elegant, coffered ceiling, private verandah access and dual walk-in closets. The marble bath includes a generous glass-enclosed shower with double shower heads, pedestal soaking tub, a pair of vanities, and water closet. Completing the 1st floor is a large mud room with custom built-in bench seating and integrated storage, an oversized laundry room that blends utility and style with generous storage and marble counters, and a well-appointed guest bath accented with herringbone wainscoting. Upstairs, a versatile loft area is laid out to easily accommodate multiple uses—lounge area, work-from-home space, or media retreat. The 2nd floor split-bedroom plan features a separate guest suite, with vaulted tongue & groove ceilings, a private living area and en-suite bath, a 3rd bedroom with an en-suite bath and walk-in closet, and two additional bedrooms are connected by a bath, plus an air-conditioned storage room. Outdoor living is elevated, with a covered veranda and built-in gas grill, overlooking a sleek, resort-style pool, marble decking, and a beautifully landscaped backyard. Every element of this home reflects livable elegance, all just a stone’s throw from renowned downtown Park Avenue.

670 Williams Drive, Winter Park

$140,000

1 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

LAKEFRONT living just steps from the shore of 239-acre, spring-fed Lake Killarney! Welcome to Lakeside Manor and this charming second-floor end-unit condo offering partial lake views, private lake access, and an ideal blend of comfort and convenience. This 1-bedroom, 1-bath unit features a bright and inviting layout with luxury vinyl plank flooring throughout the main living areas, complemented by granite countertops and a stylish backsplash in the kitchen. Pella energy-efficient windows fill the space with natural light while helping maintain efficiency. Additional highlights include a new HVAC system (11/2025) and an A/C closet providing extra storage. Residents enjoy a variety of amenities designed to enhance the lakefront lifestyle, including a pool and clubhouse overlooking the water, private boat ramp, boat slips (first-come, currently $35/month), guest parking, community laundry facility, and an outdoor grill and picnic area. A beautifully maintained central courtyard offers a peaceful, park-like setting right outside your door, with a laundry room conveniently located nearby. Low HOA fees add to the value, making this property even more attractive. Ideally located with quick access to I-4 and 17-92, and just minutes from Winter Park Village, Park Avenue dining and shopping, Rollins College, UCF, Valencia College Downtown Campus, and Downtown Orlando, this condo offers both tranquility and accessibility. Enjoy lakefront living in one of Winter Park's most convenient locations—an excellent opportunity for a primary residence or second home. Offered furnished or unfurnished for added flexibility.

2500 Lee Road Unit 232, Winter Park

$105,000

3 Beds ⋅ 2 Baths ⋅ Waterfall Cove/Winter Park SubDv. ⋅ 32789 Zip Code

Located in the heart of Winter Park, this 3-bedroom, 2-bathroom condo offers an excellent opportunity for both investors and buyers looking to customize a space in a highly desirable location. Whether you’re looking to renovate and create a strong rental or take advantage of the value for a primary residence, the potential here is undeniable. Inside, the spacious living and dining areas are filled with natural light, creating an open and inviting layout. The split floor plan offers three generously sized bedrooms, each with ample space and storage. A dedicated laundry room with washer and dryer adds everyday convenience. Step outside to your private courtyard with peaceful pond views, offering a quiet place to enjoy your morning coffee or unwind in the evening. The community features a pool, clubhouse, and well-maintained common areas, creating a welcoming environment for residents. This pet-friendly community also includes cable and high-speed internet through the HOA. Ideally located just minutes from shopping, dining, and major roadways including I-4, with easy access to downtown Orlando, area beaches, and theme parks. A great opportunity to own in Winter Park with flexibility, location, and value.

1695 Lee Road Unit E116, Winter Park

$3,150,000

4 Beds ⋅ 6 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

2026 PARADE OF HOMES ENTRY! - Positioned on an expansive corner lot in the heart of Winter Park, this extraordinary new masterpiece is a true architectural statement, delivering a level of craftsmanship and detail that is simply unforgettable. Framed by a massive front yard and a canopy of mature trees, the bold modern façade creates an immediate sense of arrival and sets the tone for what lies within. A grand set of double doors opens to a breathtaking two-story entry, where a dramatic marble mosaic feature establishes the home’s elevated design from the moment you step inside. The main living space is nothing short of stunning, anchored by a sleek electric fireplace and custom built-ins with integrated LED underlighting. At the heart of the home, the chef’s kitchen is a true showpiece, outfitted with Dekton Cosentino countertops, a paneled refrigerator, a full suite of Thermador appliances, and a hidden walk-in pantry. The kitchen flows effortlessly into the dining room which is bathed in natural light from an oversized statement window, making it perfect for hosting at any scale. Designed with versatility and luxury in mind, the home features two primary suites, one on each level. The downstairs primary offers soaring 12-foot ceilings and a serene, spa-like bath wrapped in marble mosaic tile. Upstairs, the main primary suite is a true showstopper, defined by its scale and attention to detail. Dual custom closet systems include an expansive hers closet complete with a dedicated makeup vanity, while the bathroom delivers a resort-caliber experience with stunning marble floors, a freestanding soaking tub, and dual vanities. The upper level continues to impress with a spacious loft designed for both relaxation and entertaining, complete with a custom entertainment center, wet bar, wine fridge, and a full bath. Each additional bedroom is ensuite, offering privacy and comfort for family and guests alike. Outdoor living rivals that of a private resort. A massive covered lanai features a fully equipped summer kitchen with tile backsplash, overlooking an expansive lounging area framed by a wall of glass. The heated pool and spa create the ultimate setting for year-round enjoyment, while the oversized front yard (an incredibly rare find in Winter Park), adds an unmatched sense of space and setting rarely found in this market. Additional features further elevate the home, including a sleek metal roof, striking hex LED lighting in the garage, and curated designer lighting fixtures throughout. Perfectly positioned just moments from Lake Chelton and Virginia Heights Park, with easy access to the boutiques and dining of Park Avenue and the charm of Hannibal Square, this residence offers a lifestyle that is as elevated as the home itself.

1910 Glencoe Road, Winter Park

$540,000

3 Beds ⋅ 3 Baths ⋅ La Casas De Indiana SubDv. ⋅ 32789 Zip Code

Virtually Staged. Well-maintained townhome in Winter Park, ideally located near Park Avenue’s shops, restaurants, and everyday conveniences. The home features a bright, open floor plan with new luxury vinyl plank flooring throughout the main level. The kitchen has been updated with white cabinetry and newer appliances, offering a functional layout that flows seamlessly into the living and dining areas—well-suited for both daily living and entertaining. Upstairs, the bedrooms provide comfortable space with a practical and efficient layout. The primary bedroom includes an ensuite bathroom and a walk-in closet with built-in storage. The HOA covers roof, exterior maintenance, and landscaping, offering a low-maintenance ownership experience. Enjoy a fenced and enclosed back patio, creating a private outdoor setting ideal for entertaining, dining, or relaxing. In addition, the rear alley access offers a tucked-away, low-traffic environment with added flexibility and privacy. Additional features include a two-car garage and a central location with convenient access to major roadways, shopping, and dining.

1745 Indiana Avenue Unit J, Winter Park

$2,650,000

5 Beds ⋅ 5 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

The seller has just completed a full renovation. Bathrooms have been entirely gutted and updated with new tiles, fixtures, and lighting. All lighting throughout the home has been replaced, and fresh paint has been applied throughout. Situated on a spacious double lot spanning over 1/3 acres, this home offers a private retreat, complete with an impressive 18 x 40 pool. The layout features generous common areas, including a large family room, a formal living room, a separate dining room, a kitchen with an adjacent breakfast room, a dedicated home office, a loft-style office or playroom, and a cozy home theater located above the garage. The kitchen, primary bedroom, and both the family and living rooms provide stunning views of the pool and backyard. The three-car garage offers ample space for large vehicles. Beyond the pool, you’ll find a charming gazebo and a fully equipped outdoor kitchen. Built with block and stucco construction and topped with a durable tile roof designed to last up to 100 years, this home boasts incredible durability and aesthetic appeal. Combining the feel of new construction with a rare, expansive lot in a well-established neighborhood, it provides privacy, mature landscaping, and modern elegance all in one.

1630 Lasbury Avenue, Winter Park

$82,000

1 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

This great second floor one bedroom 1 bath condo is in the quiet community of Waterfall Cove just off LeeRoad and 17-92 intersection. Conveniently located walking distance from shopping, dining, and Winter Park Village. Close to Park Avenue,Maitland 's Lake Lilly Park with the Farmer's Market and to Rollins College. Easy I-4 access. Open floor plan, walk in closet, and stack-able washer and dryer. Assigned parkingspace. Community features swimming pool, tennis court and playground. Rent price includes use of the amenities, free basic cable TV, free internet, and pest control.

1695 Lee Road Unit B210, Winter Park

$3,000,000

5 Beds ⋅ 5 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Under Construction. Just completed and ready to impress, this stunning custom-built residence delivers elevated design and effortless luxury in one of Winter Park’s most sought-after locations. Featuring 5 bedrooms and 4.5 bathrooms, this home blends timeless architecture with a fresh, curated aesthetic. From the moment you step inside, you’re greeted by warm wood flooring, custom millwork, and designer lighting that create a sophisticated, inviting atmosphere. The open-concept layout flows beautifully, centered around a showpiece kitchen with custom cabinetry, premium finishes, and an oversized island that anchors the space—perfect for gathering and entertaining. The great room is highlighted by a striking fireplace wall, adding depth and character. The first-floor primary suite offers a serene, private retreat, while a dedicated office with a full bath provides flexibility for guests or a refined work-from-home space. Upstairs, spacious secondary bedrooms and additional living areas offer comfort and privacy for family and visitors. Step outside to your own resort-style escape, complete with a sparkling pool, covered lanai, and fully equipped summer kitchen designed for seamless indoor-outdoor living. Ideally located just minutes from Park Avenue, top-rated schools, dining, and shopping, this newly completed home is a rare blend of style, comfort, and location.

1351 Magnolia Avenue, Winter Park

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32789 Winter Park FL Homes for Sale

← Back to: Orange County Zip Codes

32789 At a Glance

The 32789 zip code covers Winter Park, an upscale established city in Orange County, Florida.
Neighborhoods: Olde Winter Park, the Vias, Interlachen, Windsong, Comstock Park, and Kenilworth Shores.
Schools (zoning is address-specific, so confirm via OCPS Find My School): Winter Park High; Glenridge Middle and Audubon Park K-8; and elementaries including Brookshire, Lakemont, and Killarney.
Culture & nature: Park Avenue, Rollins College, the Charles Hosmer Morse Museum, Central Park, Mead Botanical Garden, and the Winter Park Chain of Lakes.
Access: US 17-92 (Orlando Avenue), Aloma Avenue (SR 426), Fairbanks Avenue, and I-4.

32789 Zip Code Homes For Sale By Price Range

**Browse Winter Park Properties by Price Category**
Property Type	Price Range	Bedrooms	Area
32789 Condos & Townhomes	Under $500,000	1-3	32789 Winter Park, FL
32789 Single-Family Homes	$500,000-$900,000	3-4	32789 Winter Park, FL
32789 Move-Up Homes	$900,000-$1,500,000	4-5	32789 Winter Park, FL
32789 Lakefront & Luxury Estates	Over $1,500,000	4-6+	32789 Winter Park, FL

32789 Market Data

Current market conditions for Winter Park's 32789 zip code, calculated from Orange County MLS data. Sale price and days on market cover homes that closed in July 2026; active listings is a current count.

Active Listings

170

Median Sale Price

$1,450,000

Homes Sold (July)

Average Days on Market

Winter Park 32789 Community Highlights

Chain of Lakes

Lake Virginia, Lake Osceola, Lake Maitland, and Lake Mizell offer boating, the Scenic Boat Tour, and lakefront estates.

Park Avenue

A walkable district of boutiques, sidewalk cafes, galleries, and Central Park's farmers market and events.

Rollins College

A nationally ranked private liberal arts college on the shore of Lake Virginia.

Morse Museum

The Charles Hosmer Morse Museum holds the world's most comprehensive collection of Tiffany glass.

Top-Rated Schools

Zoned to Winter Park High and Glenridge Middle, with Brookshire, Lakemont, and Killarney elementaries (zoning is address-specific).

Historic Character

Brick streets, a mature oak canopy, and historic estates define Olde Winter Park and the Via neighborhoods.

Frequently Asked Questions About 32789 Winter Park

Where is the 32789 zip code?

32789 is Winter Park, an incorporated city in Orange County, FL, just northeast of downtown Orlando and known for Park Avenue and its Chain of Lakes.

What schools serve the 32789 zip code?

Because 32789 spans several OCPS attendance zones, the assigned schools depend on the exact address. Use the OCPS Find My School locator to confirm. The area is zoned to Winter Park High; Glenridge Middle and Audubon Park K-8; and elementaries including Brookshire, Lakemont, and Killarney.

What is there to do in Winter Park, FL?

Winter Park 32789 offers Park Avenue shopping and dining, Rollins College, the Charles Hosmer Morse Museum, the Winter Park Scenic Boat Tour, Central Park, and Mead Botanical Garden.

Is there lakefront real estate in 32789?

Yes. Winter Park is built around a Chain of Lakes (Virginia, Osceola, Maitland, Mizell), with some of Central Florida's most sought-after lakefront estates throughout 32789.

Why is Winter Park so desirable?

Winter Park combines walkable Park Avenue, brick-lined historic streets, a mature oak canopy, top Orange County schools, lakefront living, and a rich arts and college culture minutes from downtown Orlando.

How far is 32789 from downtown Orlando?

Winter Park 32789 is approximately 10-15 minutes northeast of downtown Orlando via US 17-92 or I-4.

Explore Nearby Zip Codes

32792 Winter Park

East Winter Park and the Aloma area, established neighborhoods

32751 Maitland

Lakefront city with an arts scene, just north of Winter Park

32803 Orlando

Audubon Park, Colonialtown, and the Milk District near downtown Orlando

32814 Baldwin Park

Walkable master-planned community on the former Navy base

32804 College Park

Established Orlando neighborhood with lakes and a village center

Winter Park Homes for Sale

Every active listing in Winter Park, not just this zip code

View All Orange County Zip Codes

Complete guide to all Orange County areas

Your 32789 Winter Park Real Estate Experts

Brenden Rendo and his team specialize in Winter Park's 32789. We track the market every week with ORRA and Stellar MLS data, and we know the lakefront and historic neighborhoods (Olde Winter Park, the Vias, Interlachen, Windsong) and the Park Avenue district. Buyers get help with lakefront due diligence, historic and estate properties, and school zoning; sellers get pricing built on a real comparative market analysis, not a Zillow Zestimate.

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Prefer to talk? Call (407) 616-9019, contact our team, or register for free market reports.