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$1,495,000
4 Beds 4 Baths Conwill Estates SubDv. 32789 Zip Code
This fabulous, 2-story home, located just 1 block from Phelps Park and the YMCA, offers a BRAND NEW ROOF (Dec 2023) and features a long list of amenities, including a spacious downstairs Primary Suite, large open living area, dinette with a gas fireplace, upstairs bonus room, 2 flex/storage rooms, a covered rear patio with a summer kitchen, and so much more! Additional recent updates include a new HVAC system for the 2nd floor, new modern light fixtures & LED bulbs throughout, new ceiling fans, and newer wood flooring upstairs. The 1st floor, anchored by rich wood floors throughout, features an open kitchen with a gas cooktop, large island with room for seating, a large pantry, and a butler’s pantry with a side entrance. On one end of the kitchen, the spacious dinette is appointed with a gas fireplace, and provides access to the rear covered patio. The living room is accented by stylish wooden beams above, with French doors that open to a fabulous, covered patio and Summer kitchen, landscaped courtyard, and the 2-car garage. Tucked behind the staircase on the 1st floor is the Primary Suite, overlooking the back courtyard, with an enormous custom closet (13’ x 11.5’). The primary bathroom offers dual vanities, a large soaking tub, walk-in shower, linen closet, and a private water closet. The 2nd bedroom, conveniently situated just past the powder bathroom located under the staircase, is currently used as an office. A wooden staircase leads up to the second floor where you’ll find a bonus room with hardwood floors, 2 bedrooms, 2 full bathrooms, and 2 multi-purpose rooms that can be used for storage or an office/hobby room. The detached, 2-car garage sits behind the home, and is lined with 3 closets for great storage space, while additional space beyond the garage would be great for parking a golf cart. The property is fenced on 3 sides, while a gate closes off the covered patio area between the garage and the rear of the home for added privacy. Walk to Phelps Park and the YMCA, or jump in your car for a quick drive to all the boutiques and restaurants on Park Avenue. Please see the attachments for the floorplan, list of updates, and more!

1717 Pine Avenue, Winter Park

$899,990
4 Beds 3 Baths Golfview SubDv. 32789 Zip Code
Beautifully renovated Winter Park 4 bedroom 3 bath home with a 4 car garage now for sale. This home absolutely has it ALL at a terrific price. Large lot, 4 bedrooms plus an office and 3 baths, 2 large living areas, formal dining, eat in nook and bar area in the kitchen, huge inside laundry room with storage, a large Florida room plus an office and did I mention the FOUR CAR Garage plus 2 car carport and RENOVATED!! Home has brand new everything!! As you come through the front door you are greeted with beautiful new wood flooring throughout the home and all new lighting and paint. The living room and dining room are off the entrance. The chef's large new kitchen has quartz counter tops, new cabinets, lighting and all new stainless steel appliances. There are 5 eating spaces at the bar along with a nook off the kitchen. Off the kitchen there is an additional sitting area perfect for entertaining. Open to the sitting area and kitchen is a large but cozy family room with a wood burning fireplace. There are two bedrooms towards the front of the home with a shared bathroom. The split plan offers the primary bedroom privacy. The master is very generous in size and can accommodate the bedroom and a sitting area, has a large walk in closet and en suite new bathroom beautifully renovated with double sinks and an oversized shower. There is and additional large bedroom and third bathroom with shower stall and double sinks. Home offers a Florida room off the family room that is great flex space and has a view of the backyard. In addition to the living space and Florida room there is an office area off the Florida room that can be used as an office or would make a great gym. There are 2 two car garages and a two car carport. One garage is attached to the home and you enter straight into the laundry room and drop station. This room is huge and would provide a terrific drop station for all the family members, pet stations for all their supplies and would store even the largest Costco runs!! There is plenty of room for Washer, dryer and folding hanging and wash basin areas. Pet washing stations is a possibility. This room is virtually staged in photos as could be many things depending on buyer's needs. The other two car garage is on the side and back. In addition to the two car garage it also has storage on the side and back of garage and there is a 2 car carport in front! Car lovers dream or family with lots of drivers!!! The backyard is spacious and ready for a buyer's imagination!! Home is close to downtown Orlando and downtown Winter Park. Minutes from Florida Hospital. Easy access to I4 and 408. This home has it all for a terrific price!! Home is priced below 2 current appraisals. Schedule your appointment today!

1223 Formosa Avenue, Winter Park

$2,699,999
5 Beds 6 Baths Windsong-Lookout Lndg Add 01 SubDv. 32789 Zip Code
Welcome to this stunning custom-built pool home located in the highly sought after Windsong community. The home offers 5,066 sq. ft. of living space with 5 bedrooms, 5 and a half bathrooms, oversized 3 car garage and private in-law suite. Built in 2013 by Dave Cahill Company Homes, this thoughtfully designed home has left no detail overlooked and is an entertainers’ dream. Enjoy an open floor plan, high ceilings, gas fireplace and a spacious covered lanai that seamlessly blends indoor and outdoor living. The first floor features an eat-in kitchen, living room, dining room as well as the primary suite, additional bedroom ensuite, office, laundry room, wine room and powder/pool bath. The generously sized primary suite overlooks the backyard and boasts his and her vanities, soaking tub with separate shower and a large walk-in closet. The gourmet kitchen is enhanced with solid wood custom cabinetry, exotic blue granite, top of the line appliances, multiple dish washers, beverage drawers, and a large hidden pantry. The living space opens to a beautiful covered lanai with summer kitchen and bar overlooking the resort style pool complete with waterslide, fire bowls and spa. The second floor includes two bedroom ensuites with a large bonus/media/game room and wet bar for entertaining. The private in-law suite has its own entrance with stairway and offers a kitchenette, living and dining room with a separate bedroom ensuite. Play or swim in the lush backyard or enjoy the amenities of the Windsong community including clubhouse, community pools, splash pad, playgrounds and access to the beautiful Winter Park Chain of lakes. Conveniently located to Winter Park, Baldwin Park, Park Avenue, downtown Orlando. Top rated Winter Park Schools as well as Lake Highland Preparatory School are only minutes away. Call for your private showing today.

1737 Lookout Landing Circle, Winter Park

$700,000
6 Beds 4 Baths Golfview SubDv. 32789 Zip Code
Working from home takes on a whole new meaning here! Experience opportunity and creativity intertwined in this sprawling residence that has been home to a state-of-the-art recording studio: Studio 18. Boasting premium acoustics, and multiple studios, this Orlando gem redefines opulence for music enthusiasts. Immerse yourself in a harmonious blend of elegance and innovation or revert the property to a traditional home and have the flexibility of income from the 5 Bedroom, 3 Bath 3396 square-ft main house & the additional 2 car garage (currently used as a garage studio - perfect for a jam session) with a spacious 790 square-ft 1 Bedroom, 1 Bath GUEST HOUSE above! From the moment you step inside the reception area, be prepared to be transported into a unique environment & journey past studio B, a vocal closet, additional bedrooms, and gathering space which are found on the main level. If the heart of the home is the kitchen, this enormous kitchen with 2 full-size refrigerators and an abundant island is a Chef's Dream and is perfect for entertaining! Proceed down the hall, to find 2 additional bedrooms with private living spaces and a full bath. Ascending the stairs, you'll find Studio A, the largest studio with specially built walls and storage access, and a fabulous loft with a kitchenette - perfect for midnight snacks while finishing up a late-night session. Do not skip the 2nd story, 645 square-foot patio that is perfect for enjoying the evening with friends. The Primary Bedroom features a walk-in closet and a large 5-piece bathroom with a separate garden tub & shower. Additionally, the Roof was replaced last year (2023), Water Heater (2023), 1st A/C (2013), and 2nd A/C (2020). The original home was constructed in as a concrete bunker-style home - and the ACOUSTICAL OUTCOME is prime for creating functional studio rooms where sound does not bleed. PLEASE NOTE: Artwork, Equipment, Acoustical Treatments and the Business are not included in this listing. Can be negotiated separately. The current use is licensed with the city and compliant as a Home-Based Business. With parking for up to 15 cars, the proximity to Downtown Orlando, Winter Park, and College Park makes this the perfect location to make dreams come true!

1209 Formosa Avenue, Winter Park

$2,400,000
5 Beds 6 Baths V H Musselwhites Sub SubDv. 32789 Zip Code
Welcome to 1851 Windsor Drive! This breathtaking custom new-construction home by Urban Perch- A Boutique Home Builder features 4,000 square feet elegantly and efficiently designed with 5 expansive bedrooms, 5.5 lovely bathrooms, charming casita, and gas-heated saltwater pool. Wrapped in hand-troweled smooth finish stucco, with a copper metal roof feature and exceptional landscaping, the exterior hints at the details within. The brick driveway, handcrafted in herringbone pattern, leads to two separate garages with copper Primo gas lantern accents. Follow the brick path, framed by two more lanterns, and enter the first courtyard with artificial turf. Step through the 10-foot front doors and experience approachable luxury around every turn. The first floor includes a bold powder room, classic study/office, and luxurious primary suite with pool view, oversized walk-in closet, and spa-like Kallista tub and rainfall shower. Gathering spaces abound, including the great room with pre-cast stone fireplace surround opening to the main kitchen, formal dining, and outdoor dining and patio areas. Ideal for entertaining, the main kitchen features Quartzite waterfall countertops and backsplash, GE Monogram appliances and built-in refrigerator, and Kohler fixtures. A separate glass-front cabinet features two wine refrigerators and display storage beyond the large hidden walk-in pantry. A scullery kitchen houses an additional refrigerator and dishwasher conveniently located behind-the-scenes for preparation and clean up while hosting. Casual island bar seating is complemented by the adjacent formal dining room, which boasts custom paneling and Quartzite buffet with rift-cut white oak trim details. Indoor entertaining areas flow seamlessly to the beautiful outdoor spaces through grand sliding glass doors. Sandblasted marble decking grounds the outdoor kitchen with motorized retractable screens, and a relaxing gas-heated saltwater pool invites guests to indulge year-round. A second courtyard with artificial turf connects the main home to the adorable casita, featuring a full bathroom and separate cooling unit. The staircase, with curved brass railing and intuitive lighting, leads to an open landing space and four additional bedrooms, each with plenty of storage space and custom-designed bathrooms. This home has been meticulously crafted and careful selections made to ensure comfort, style, and luxury. Additional design details that elevate this home beyond expectations are Level 5 drywall, rift-cut white oak trim details, Oak engineered wood flooring, LED recessed lighting, and pre-wiring for wireless access. Seeing is believing, and 1851 Windsor Drive has it ALL in the ideal location! Just completed in 2024, this home is ready for the most discerning buyer.

1851 Windsor Drive, Winter Park

$3,450,000
5 Beds 7 Baths Windsong North Shore 43/74 SubDv. 32789 Zip Code
Elegant Windsong Mediterranean on a premium-oversized corner lot with views of Lake Berry and the park. This residence was custom built by award-winning Cahill Homes founded in 1977 and an MCBC member. There is also community Chain-of-Lakes access via the HOA. This home features an extremely flexible, open floor plan including five bedrooms with primary suite, library and guest suite down, seven baths and two bonus and media rooms in approximately 7,100 square feet of living area. A grand entry invites guests along with soaring ceilings, hardwood and marble flooring, a beautiful wrought-iron staircase, and extensive windows and doors letting in lots of natural light flood. Luxury continues through the home and in the designer island kitchen with custom cabinetry and hard-carved details, granite countertops, and Sub-Zero and Wolf top-of-the-line appliances. The kitchen opens to a wonderful spacious gathering room with pool view, a gas fireplace and built-in cabinetry. Executive office with built-in shelving and lavish downstairs primary retreat featuring spa-like bath and dual solid-wood custom closets. Downstairs also enjoys a spacious secluded guest suite. The upstairs provides the ideal retreat for entertaining. inclusive of two bonus and flex rooms, and a full bar. There are three generously sized upstairs bedroom suites with dedicated baths and walk-in closets. The outdoor living is fabulous with a resort-style pool, spa & fire pit along with a summer kitchen and covered terrace. Additionally, there is a spacious three-car side entry garage along with a private motor court.

466 Genius Drive, Winter Park

$1,500,000
5 Beds 4 Baths Fremar SubDv. 32789 Zip Code
Location, location! Lovely custom built 5 bedroom/4 bathroom pool home in a quiet and well established Winter Park neighborhood easily accessible to Park Avenue’s fine shops and restaurants, Baldwin Park, Advent Hospital and Orlando. The downstairs living areas and master suite open up to a lovely lanai with a full summer kitchen and roll down screens allowing you to enjoy the outdoors throughout the year. Relax in the saltwater pool and heated spa in the private back yard. The large kitchen with custom cabinets and solid stone counters opens to the family room and fireplace, offering a great gathering area overlooking the lanai and pool. The primary suite and all the bedrooms are on the first floor. The master suite and ensuite bath feature a large walk-in shower and jetted tub, walk-in closets and lovely travertine floors. Upstairs you will find an expansive game room, separate movie theater, office with a balcony and 4th bathroom. This versatile area could also work well as an in-law suite. Upstairs office has a closet and could be a 6th bedroom. The floor plan would suit a number of household configurations from a large family to multiple generations. New roof, new vinyl double pane insulated windows and new exterior paint in 2023. House is very efficient with very low electric and water bills – energy star appliances, tankless water heater, gas dryer and irrigation well. A-rated Winter Park schools and several excellent private and parochial schools are nearby.

1755 Grinnell Terrace, Winter Park

$1,875,000
5 Beds 4 Baths Lake Knowles Terrace SubDv. 32789 Zip Code
Welcome to your dream home! This exquisite 5-bedroom, 4-bathroom residence is a true masterpiece, perfectly blending luxurious living with traditional design. Boasting a spacious 3,703 square feet. Upon entering, you are greeted by a beautifully appointed foyer, dining room, formal living room and office, ideal for those who work from home. Primary bedroom suite located on the first floor. The home features a thoughtfully designed layout with wood floors that have been meticulously refinished to add warmth and elegance. The heart of the home is the brand-new kitchen, a chef's delight, modern cabinetry, and exquisite countertops. The open-concept design seamlessly connects the kitchen to the living spaces, creating an inviting atmosphere for entertaining friends and family. Upstairs spaces include 3 bedrooms and two bathrooms, storage room and a charming playroom, perfect for family enjoyment. This property offers not only comfortable living spaces but also a touch of luxury with a heated pool and spa, providing the perfect setting for relaxation and recreation. The professionally landscaped yard, surrounded by a new fence, ensures both privacy and a picturesque setting for outdoor activities, this stunning home sits on a generous 90'x125' lot, providing an expansive and private oasis. A unique feature of this property is the 2-car garage with an additional apartment above, perfect for guests or an active family. The entire property has been thoughtfully upgraded, including a new roof, new interior and exterior paint, and meticulous landscaping to enhance curb appeal. Located in a great neighborhood, this home is not just a residence; it's a lifestyle. With its prime location, impeccable upgrades, and thoughtful design, representing a rare opportunity to own a truly exceptional home. Don't miss the chance to make this your forever home!

1331 Wooddale Avenue, Winter Park

$3,650,000
4 Beds 6 Baths Winflor Court Pt Rep SubDv. 32789 Zip Code
In the heart of Winter Park, Elegant, Immaculate, Stunning, One of a Kind…the list could go on & on. Welcome to the house that has absolutely “everything.” This one-story, newly constructed 2022 custom masterpiece, nestled at the end of a private cul-de-sac, has a modern, transitional & timeless style that appeals to anyone & everyone. Enjoy the combination of luxury, the highest quality finishes and a cozy & comfortable warmth that always feels like “home.” While this house is made for entertaining family & friends, it is also premierly located behind the renowned Enzian movie theater & less than 1 mile from Winter Park Village where you can enjoy a plethora of shopping, phenomenal restaurants and entertainment. Additionally, it is situated in the highly-coveted Dommerich school district offering A-rated educations for all families. If the sun is too much, just press your remote control and lower your electronic shades. If the mosquitos come out at night, don’t worry, just turn on your mosquito mister. When it’s unusually cold outside, just turn on your wall-mounted space heaters on the outdoor covered lanai. If you are thirsty, grab some wine from the kitchen wine refrigerator, pour yourself a beer from the summer kitchen keg or grab a soft drink from one of the 4 refrigerators. Enjoy the detached Fitness building with full gym equipment set up, powder bath & steam shower. If you prefer to swim laps, turn on your Badu Swim Jet Pool System & swim as many laps as like against the current. You have 4,060 SF which includes 4 Bedrooms (all en-suites with customized closet systems), 5 full baths, a powder bath, Bonus Room with built-in Office, large utility room with custom doggie area, huge gourmet Kitchen overlooking the family room, dining room and pool area along with an additional Chef’s Kitchen complete with sink, refrigerator & dishwasher. Additionally, the oversized 2 car garage does not disappoint with it’s industrial epoxy floor, custom wall & cabinet storage, incredible dog wash area, side door access to outside and access to a special attic storage under AC. No detail has been overlooked in this beauty from custom built-ins throughout, unique accent walls and metalwork, spectacular light fixtures, 3 sets of Nano Doors for indoor/outdoor living, the finest building materials, including luxurious engineered hardwood floors and the highest-end appliances including 2 WOLF ovens, SubZero refrigerator & Wine Refrigerator and so much more. Enjoy your wood-burning fireplace inside or your gas fire pit outside where you can add an above ground hot tub if you choose with the pre-wire already in place. There is a dedicated speaker for the fire pit area and surround sound speakers throughout. You will appreciate the curb appeal of this home from the outside with its clean, manicured, simplicity and ease of maintenance. No mowing in the back as it is all beautiful, artificial turf that stays green and manicured year-round. Not only does this home offer privacy, it also offers safety with it’s Simply Safe alarm system which includes 3 surveillance cameras (2 outside, 1 inside), window sensors, motion sensors, glass breakage alarms and a doorbell camera. Enjoy NO HOA and no water bill for irrigation with your own private well. This home also has underground utilities which is a bonus when Mother Nature comes around. Too many amazing components and features of this home to list here so come and see what could be your Dream Home!

1441 Cardinal Court, 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.