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311 E Morse Boulevard Unit 1-3, Winter Park
$1,595,000
2 Beds ⋅ 2 Baths ⋅ Whispering Waters SubDv. ⋅ 32789 Zip Code
Welcome to this stunning downtown Winter Park lakefront luxury condo with picturesque views overlooking Lake Osceola offering the very best of walk to Park Avenue lifestyle. This convenient second floor unit is nestled on the western shores of Lake Osceola and was recently artfully remodeled with beautiful wood floors, two fireplaces, updated bathrooms, raised various ceiling heights throughout and new HVAC in 2023. Tons of natural light throughout the condo, with an open concept floorplan. Enjoy a sun-filled living room with panoramic elevated lake views, a spacious family room with built-in's, a sophisticated kitchen with an office nook, a breakfast area, a wine/beverage fridge, coffee bar, an additional built-in oven - a perfect place to prepare every meal while enjoying the lake views, formal yet open dining area with a built-in sideboard and pantry... The primary suite is really 2 rooms, offering a sleeping area with fireplace and gorgeous wood details, a large walk-in closet, ensuite bath, as well as a full flex room/den plus a cozy enclosed Florida room with brick floors… The secondary bedroom also has an additional space for a reading nook or a study area. Whispering Waters is located two blocks from Winter Park's iconic Park Avenue. Stroll to fantastic restaurants and shopping, local concerts and activities in Central Park, the weekly Farmer's Market, and much more. Whispering Waters offers secured parking (this unit has “2” deeded under-building parking spaces, plus a private storage room), a community pool, and a sundeck for boat watching and enjoying the Florida sun. Enjoy the Lock + Leave lifestyle with the perks of a lakefront setting and ease of downtown living.

311 E Morse Boulevard Unit 1-3, Winter Park

1362 Richmond Road, Winter Park
$1,915,000
5 Beds ⋅ 4 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. The Seller has reduced the price $500k since listing and is motivated to Sell! "Short Walking Distance to Rollins College and Downtown Winter Park" Century Old Charleston Manor and Guest/pool Cottage with lake access to Lake Virginia in Olde Winter Park. This Traditional four bedroom two story residence is in walking distance to Rollins College and Downtown Winter Park. The Home originally built for the Weston Family in 1925 and the guest cottage carries the name “Weston Cottage” The home was renovated in 2013 adding a foyer, 2nd Primary Bedroom and bath and an addition of three of the four covered porches. This home provides 2 primary suites, one on each floor, four covered porches and a private office overlooking the pool. The Formal dining room opens to a screen porch, foyer, Spacious kitchen and kitchenette, living and piano room downstairs all with cove ceilings and an indoor entertainment room with a large reading nook and covered outdoor area upstairs. The traditional staircase has the original built in chute. Floors are original hardwood and have been preserved for almost 100 years. All interiors doors in the house have original Glass Door knobs and Mortise Hardware including all additions. The home has great lighting including recess lighting in living and dining, office, entertainment rooms, 2nd floor master bedroom and 4th bedroom and 3 porches, and the outdoor lighting is smart and Alexa compatible. The Upstairs Master bedroom has Glass pane French doors to the 4th bedroom to provide a family a nursery or a sitting/dressing room for the master bedroom. The house has a basement with concrete floor for storage and lighted attic space. Outside the home are brick driveways and walkways with brick patio around the pool with wonderful garden flowers and a bougainvillea terrace. The backyard also has a stone look parameter fencing and many tropical palm trees. The present owner has preserved this home for over 20 years. This is the perfect family or forever home.

1362 Richmond Road, Winter Park

1661 Hillcrest Ave, Winter Park
$1,800,000
4 Beds ⋅ 4 Baths ⋅ Ellno Willo SubDv. ⋅ 32789 Zip Code
Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Avenue, a masterpiece of coastal design nestled in the heart of the highly sought after Winter Park. This exceptional property presents an exclusive opportunity to own a home crafted by the Parade of Home Winner, Lazarus Development Group. This elegant home boasts 4 bedrooms, 3.5 baths, and a 2 car garage. As you step inside, you are greeted by a bright open, airy ambiance that invites you to effortlessly call it your home. The first floor boasts a seamless open floor plan concept with Great American wire brushed oak throughout, featuring a sprawling great room with decorative Faux and woods beams, a soaring foyer that leads to a private home office space and, a classy dining area. A meticulously designed kitchen equipped with Viking appliances, including a refrigerator and stove, along with a KitchenAid dishwasher make this kitchen a culinary enthusiast's dream. The home features an electric blind on kitchen window and shutters throughout. A large walk-in pantry ensures ample storage space, while an indoor gas fireplace adds a touch of elegance and warmth. Escape to your own private paradise with the impressive outdoor amenities. Host unforgettable gatherings in the outside summer kitchen, where al fresco dining becomes a daily delight with a fireplace and pool footsteps away. Backyard is zero maintenance and has K9 turf for dogs from Forever Lawn. The second floor is dedicated to the luxurious master suite that will be your own private sanctuary at the end of the day. Need more space? This home includes an upstairs versatile flex space that can be tailored to your needs that’d be perfect for movie nights, a home theater, a game room or play area. For added convenience, the upstairs offers a laundry room. Presented in immaculate condition with custom shutters, a third floor balcony that has expansive views offering additional outdoor living. This home is ready for you to move right in and start living the life of luxury. Every detail has been carefully considered, from the sleek finishes to the abundance of natural light that fills each room. Located in one of Winter Park's most coveted neighborhoods, this property offers not just a home, but a lifestyle. Excellent schools, fine dining and boutique shopping options on Park Avenue and Baldwin Park, very close proximity to Park Ave, Art shows or Rollins College and, easy access to downtown Orlando make this the perfect place to call home. This is more than a home—it's an unparalleled opportunity to own the lifestyle you deserve and a piece of Winter Park's finest living.

1661 Hillcrest Ave, Winter Park

200 S Interlachen Avenue Unit 400, Winter Park
$2,350,000
3 Beds ⋅ 4 Baths ⋅ Versailles Winter Park Condo SubDv. ⋅ 32789 Zip Code
Versailles of Winter Park stands as an epitome of exclusive luxury, strategically located mere steps away from the vibrant ambiance of Park Avenue, renowned for its eclectic array of dining, shopping, and special events. A rare opportunity, this distinguished property offers only seven private residences, each boasting expansive one-level living spaces spanning over 3000 square feet, complete with private two-car garages. Upon entering through the secure guest lobby, an elevator ride ascends to the elegant fourth-floor lobby, exclusively serving the two private homes on the floor. As the doors of Residence #400 swing open, guests are greeted by an atmosphere of refined sophistication. Oak wood floors, soaring ceilings exceeding 9 feet, and intricate crown moldings adorn the spacious living area, complemented by a wall of custom built-ins illuminated with accent lighting and expansive windows & French doors ushering in abundant natural light. A wet bar niche, equipped with a sink, beverage refrigerator, and storage, seamlessly integrates into the living space, facilitating effortless entertainment, while a charming outdoor terrace, adorned with Chicago brick and stone railing, extends the living area outdoors, fostering an enchanting indoor-outdoor experience. A highlight of this residence is the impeccably redesigned and renovated kitchen, boasting custom shaker-style cabinetry, bespoke templated concrete countertops infused with terrazzo, marble, and stone, and a striking counter-to-ceiling marble backsplash. High-end appliances by Subzero and Wolf, including an induction cooktop and integrated microwave drawer, grace the culinary space, accompanied by a built-in breakfast nook bench and a truly custom statement hutch for showcasing cherished collections. The adjoining dining room is impressive & features a built-in buffet for serving/storage & can easily accommodate a table for 10-12. With the versatility the floor plan offers, this space is currently being used & works well as a den & media room. A bonus is the designated office boasting rich wood wall-to-wall built-ins. Privacy is assured by the split-bedroom layout, with the expansive primary suite separated & accessible via a double-door vestibule entrance. This luxurious retreat showcases vaulted ceilings, a wall of custom cabinetry, a private balcony, and an opulent bath with dual marble vanities, a spa tub, a separate shower, and a spacious walk-in closet. You will find the additional bedrooms are very comfortably sized with the spacious 2nd bedroom featuring extensive custom cabinetry, shelving & a built in desk with French doors to side balcony. The 3rd bedroom has wood floors and access to balcony also. Both additional baths have custom vanities with marble counters. The residence further delights with four balconies offering outdoor retreats, newly refinished hardwood floors, a freshly repainted garage interior with storage. Surrounded by meticulously maintained landscaping, well-kept walkways, and a charming patio area, the property epitomizes elegance and tranquility. Don't miss the opportunity to reside in one of Winter Park's most coveted addresses, adjacent to the esteemed Alfond Inn & Spa, and embrace the exceptional lifestyle this residence affords. Room Feature: Linen Closet In Bath (Primary Bedroom).

200 S Interlachen Avenue Unit 400, Winter Park

1821 Englewood Road, Winter Park
$1,000,000
3 Beds ⋅ 3 Baths ⋅ Forrest Hills SubDv. ⋅ 32789 Zip Code
Echelon Winter Park LOCATION! Don't miss this opportunity to renovate or construct on this most sought out top tier of land value in Olde Winter Park. Winter Park is known to be one of Florida's most beautiful and finest cities. It is famous for its stately trees, abundant parks, brick-lined streets, spectacular homes, museums, vibrant lakes, fine dining and fine shops along the famous Park Avenue. Home to Rollins College, one of America's most beautiful college campuses. Rollins College was ranked number one in the 2024 edition of Best Colleges of Regional Universities South. Winter Park is known locally to have top rated schools year after year. The home is just a few minutes from Downtown Orlando, Baldwin Park and the Hip Indie Audubon Park. This unique, indie chic and peaceful home is nestled among tropical foliage, roaming bamboo and the towering trees of Olde Winter Park. Just one walking block to the beautiful, shimmering Lake Sue and Lake Chelton. The Home is a 3 bedroom 3 bath pool home with open floor living, split bedroom plan, extensive front verandah, wood burning fireplace, cathedral ceilings, Spanish terracotta floors and Spanish tiled kitchen. The large dining and casual sitting area boast picturesque windows that overlook a tropical paradise and lead you back to enjoy the serene backyard and the inviting Florida pool. Call now to schedule a private showing! Location, Location, Location!

1821 Englewood Road, 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.