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$700,000
3 Beds 2 Baths Orwin Manor Westminster Sec SubDv. 32789 Zip Code
Welcome to Orwin Manor, where this latest listing offers an exceptional living experience in one of Winter Park's most desired neighborhoods. This home seamlessly combines a prime location, contemporary comforts, and a tranquil outdoor area, making it an ideal choice for those seeking the finest in Winter Park lifestyle. As you step through the front door, you're greeted by stunning flooring that extends to elegant French doors at the rear. The journey through this home is a blend of sophistication and warmth, ideal for family living. The welcoming foyer acts as a gateway, inviting you to explore the home's diverse spaces. To the right of the foyer lies the spacious master bedroom, accompanied by two additional versatile bedrooms. These rooms are perfect for accommodating family, guests, or setting up a convenient home office. On the opposite side, you'll find the heart of the home - the kitchen. Merging effortlessly from the foyer, this culinary haven boasts ample countertop space and a handy breakfast bar, ideal for everyday meals or socializing. Adjacent to the kitchen, the dining room and family room combo creates an expansive area for family gatherings and entertaining guests. This space beautifully balances functionality and style. The outdoor experience is just as impressive. Step into a meticulously groomed backyard, complete with a captivating pergola. This space is an oasis of relaxation and entertainment, offering a private and peaceful retreat. Located just minutes from grocery stores like Trader Joe’s and Publix, boutique shops, and renowned restaurants like Hillstone; the city’s best is at your doorstep. Enjoy convenient access to I-4, Park Avenue, and College Park. Don’t miss this opportunity to explore this magnificent home. Schedule a private tour today and be prepared to be enchanted by this Orwin Manor treasure.

1316 Canterbury Road, Winter Park

$935,000
3 Beds 3 Baths Casa Jardin Condo SubDv. 32789 Zip Code
Elegant Santa Barbara-style townhome in prime location, walking distance to many of Winter Park’s wonderful amenities. Most furnishings can be included in price for a "turn-key" purchase experience!! This gorgeous townhome has a tree-top terrace all accessed by a beautiful winding staircase and a private, in-house elevator. The third level terrace also features a private hideaway office, exercise or media room (an additional 200 square feet air-conditioned, but not included in the living area square feet). This exclusive residence has had extensive remodeling over the years and is meticulously maintained by current owners. A premier unit at Casa Jardin has its own private driveway (living more like a single-family home) to further enjoy the lock-and-leave lifestyle at this very private oasis residence. The main first level enjoys the gathering room with two-story ceilings, beautiful island kitchen with an adjacent outdoor patio and grilling area, along with generous dining area all open to a screened two-story atrium with lots of windows/doors with flooding light in from all directions. The second level enjoys the owner’s bedroom suite with lavish bath, dual closets and private balcony, as well as two other bedrooms that share a hall bath. Lastly, there is a third-level, secluded tree-top terrace and a hidden office, exercise or media room. The home also includes great storage as well as a well-appointed two-car garage. Neighborhood amenities all within walking distance include Park Avenue, Rollins College, Mead Gardens, Winter Park Tennis Center, Azalea Park playground, Lake Virginia access and kayak/paddleboard storage.

1272 S Pennsylvania Avenue Unit 11, Winter Park

$1,362,000
4 Beds 4 Baths Lake Knowles Terrace Add 02 SubDv. 32789 Zip Code
Expect to be impressed with this absolutely adorable two story home that sits on a brick lined street in the heart of Winter Park and just minutes from everything! The main home offers 4 bedrooms/3 full bathrooms plus there is a fabulous separate detached guest house with full bath. Beautifully appointed with designer finishes like the gorgeous brand new wood floors and 9” baseboards throughout the downstairs and plantation shutters and crown molding throughout the entire home. Light and bright kitchen features a huge custom center island with wine refrigerator and granite countertops that allows plenty of space for everyone to gather. A chef’s dream kitchen with the 5 burner gas range with double ovens, plenty of cabinet space, an apron sink and a walk-in custom pantry. Open floor plan with the kitchen overlooking the living room with gorgeous gas fireplace that was recently renovated with new shiplap surround and a custom mantle. Separate dining room with custom bead board wall is spacious enough to allow plenty of room for entertaining. The downstairs laundry room is just off of the kitchen with a butcher block countertop, custom shelving and plenty of storage. The 4th bedroom downstairs, currently being used as a playroom, was just updated with a custom shiplap wall and would be a great home office or guest room with its full bathroom downstairs with new marble tile flooring. The master bedroom and 2 more guest bedrooms are upstairs . The master suite features dual sinks, granite countertops, a soaking tub plus a separate walk-in shower as well as a huge walk-in closet. The Jack and Jill bathroom connects the two guest bedrooms upstairs and works perfectly for any family. There is even a little upstairs landing area that is a great spot for a reading nook or a place to play. Plenty of storage with custom closets throughout the home as well as a spacious closet under the stairs. When you step outside, you will find a lovely back porch with brick pavers, gorgeous tongue and groove ceiling and room to grill and entertain. Signature Landscape professionally designed the front and backyard providing ample room to roam and play. The detached guest house with full bathroom features custom cabinetry with more storage than you can imagine plus has a large walk-in closet. It really is the ideal space for a home office, home gym, or the perfect spot for the in-laws. Plenty of space for parking with the long brick paved driveway. Just a short walk to the YMCA, Phelps Park, and a quick bike ride to the Winter Park Racquet Club, Park Avenue, the Farmer’s Market and all things Winter Park! This truly is a must see! Welcome Home!

1581 Magnolia Avenue, Winter Park

$1,900,000
7 Beds 6 Baths Lugano Terrace SubDv. 32789 Zip Code
MAJOR PRICE IMPROVEMENT! Discover your dream home in Winter Park - Boasting a total of 6,954 SF across three levels, this spacious residence on a tranquil street in the sought-after Vias is a haven for those seeking abundant living space. The first and second floors encompass 4,387 SF, featuring six bedrooms and four baths, while the basement adds 2,567 SF with one bedroom with an ensuite bathroom, a full bath in the hallway, a kitchenette/bar, gym, pool room, and more. Whether you envision a quiet retreat, a productive workspace, a game haven, a private hideaway, a workshop haven, an entertainment hub, or simply a place to live abundantly, this home has it all. The expansive first floor showcases a well-designed layout with a private main bedroom suite, a second bedroom suite, and a versatile open floor plan. The grand foyer separates the open living and dining areas, leading into the spacious family room/kitchen combo with a cozy gas fireplace. Natural wood floors adorn the first floor, complemented by French doors that open to the covered rear patio and pool deck. The main bedroom wing on the first floor is generously appointed, featuring a remodeled (2020) marble bathroom, a custom walk-in closet, and a convenient laundry closet with a full-size washer and dryer. The second floor unveils four bedrooms, two Jack-and-Jill baths with double sinks, a large laundry/utility room, and a studio/playroom. A custom built-in ladder leads to a third-floor bonus room with an air hockey table. The real surprise lies in the lower level—a fabulous and functional basement spanning 2,567 SF. This versatile space includes a private living area, an open kitchenette, a breakfast bar, an expansive bedroom with an en-suite bath, a gym, a workshop-ready room, a game room with a pool table, and a second full bathroom. Natural light streams in through large window wells, and a staircase leads up to the back patio/pool deck. Tucked away on a quiet circle just minutes from Park Ave and a few blocks from the Winter Park Racquet Club, this unforgettable gem is located in the desirable Dommerich/Maitland/WP High School district. This residence presents a remarkable opportunity to add your personal touches, allowing you to transform it into your dream home. Fulfill your lifestyle aspirations with this extraordinary Winter Park residence! Please ask for a measured floor plan to explore every detail of this extraordinary home.

1860 Via Contessa, Winter Park

$1,725,000
4 Beds 4 Baths Lake Knowles Terrace Add 02 SubDv. 32789 Zip Code
This 4-bedroom, 3.5-bath home located in Winter Park is truly stunning. From the moment you step inside, you'll be captivated by the attention to detail and the warm ambiance that permeates the entire home. The wood flooring in the foyer continues throughout most of the first floor, creating a beautiful and cohesive look. The office/study near the entry features a gas fireplace and windowpane pocket doors, offering a cozy and private space. The dining room is spacious and includes a large window seat, a convenient pass-through butler's pantry, and a wine cooler, perfect for entertaining and hosting unforgettable gatherings. Prepare to be amazed by the kitchen, which showcases custom wood cabinetry, commercial-style KitchenAid appliances, and a natural gas range. The open layout seamlessly connects the kitchen to the dining nook and great room, promoting effortless entertaining and family bonding. The great room opens up to a breathtaking courtyard lanai with a private saltwater pool, complete with fire and water features - a true oasis. The rear yard is secure with custom fencing and lighting, ensuring privacy and safety. The ground-floor primary bedroom offers a serene escape with double walk-in closets and a spa-like bath. Indulge in the hydro-massage tub, revel in the glass walk-in shower, and appreciate the double vanities, all designed to enhance your daily pampering routine. Upstairs, you'll find a versatile bonus room, three additional bedrooms, and two full baths. But that's not all. Step onto the unique covered outdoor space equipped with a gas fireplace, TV hookup, and summer kitchen, making it an ideal space for relaxation and outdoor enjoyment. This home is a work of art, featuring custom plantation shutters and thoughtfully designed feature walls, perfect for showcasing your prized artwork. Dimmable light controls, Nest thermostats, and app-enabled pool controls, convenience and energy efficiency are always at your fingertips. A charming residence adorned with a fresh coat of pristine white paint, accentuated by elegant blue ink details adorned with high-end carpeting, and enhanced with modern lighting fixtures and ceiling fans, this home is ready for you to move right in and make your own. Located in desirable Winter Park, this property offers proximity to the Winter Park Racquet Club, Park Avenue's shops and restaurants, the YMCA, and top-rated schools in Central Florida. Embrace the lifestyle you've always dreamed of in this exceptional Winter Park home. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1800 Temple Drive, Winter Park

$510,500
2 Beds 2 Baths Orwin Manor Westminster Sec SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. This charming Orwin Manor POOL home in Winter Park is ready for a new owner! This home has 2 bedrooms with another room that could be an office or third bedroom, along with two full bathrooms. The front door entry is filled with light from 3 large arched windows. As you enter the living and dining spaces, you will notice the original hardwood floors and beautiful gas fireplace for those cozy evenings. The Kitchen is open to the Family room with high ceilings and both overlook the back yard with Screened Porch and open Pool. The Master bedroom has 2 large closets and adjoins a full bathroom with double sinks and tub/shower. The Second bedroom can share this bathroom. Toward the back of the house is another large room that could be used as a 3rd bedroom or office with the second full bathroom nearby. There is an interior Laundry room off of the Kitchen. With a screened Porch leading to the Pool area, there is plenty of room for lounging and relaxing with friends and family. Don't miss the large storage/utility room with laundry tub. Recent upgrades include: Roof replaced 2023, HVAC replaced 2022, electrical panel has been updated and home has fresh interior paint and new carpet. This location is conveniently nestled between downtown Orlando, College Park and Winter Park with easy access to shopping and restaurants. This home has been listed in the City of Winter Park historic register.

1645 Berkshire Avenue, Winter Park

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32789 Winter Park FL Homes for Sale

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)
43
Average Days on Market
74

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.

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