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$4,000,000
5 Beds 6 Baths Twelve Oaks SubDv. 32789 Zip Code
Presenting a rare opportunity nestled within the enclave of Twelve Oaks, one of the most coveted areas in Winter Park. Set along a private drive with only a dozen residences this Spanish farmhouse was crafted under the discerning eyes of architect Gary Hancock and master builder Carlos Posada. Spanning 5,320 square feet, this house boasts 5 bedrooms, 4 full baths and 2 half baths. It is the essence of “Olde Winter Park” but was built in 2002. As you enter through the front courtyard and the custom front door you are welcomed into the gathering room adorned with a 13-foot pecky cypress beamed ceiling, Saltillo tile, and a stone fireplace. There is a seamless transition to the loggia that opens to the serene courtyard. The farmhouse gathering kitchen offers opportunities for cooking, dining, and conversation and also opens to the loggia. The first-floor primary suite offers a vaulted ceiling, Australian cypress wood floors, large walk-in closet, adjoining room that can be for exercise or a sitting room to compliment the primary bedroom, and a “hidden” entrance into a fully wood paneled study with built in bookcases and fireplace. The exercise room and study both open to another screened porch. Upstairs you will find 3 bedrooms with 3 full baths and ample closets and storage. The back courtyard is surrounded by beautiful flowers, landscaping and lighting and is covered with a canopy of trees. You will find a fireplace, outdoor kitchen, dining area, and steps leading to the mother-in-law suite over the garage. This well-loved home has been well maintained, with thoughtful details that add to its undeniable charm. Once described as “magical”, this property is truly the essence of Olde Winter Park living. Close to the charming boutiques and restaurants on Park Avenue.

1228 N Park Avenue, Winter Park

$2,100,000
4 Beds 4 Baths Sylvan Lake Shores SubDv. 32789 Zip Code
Captivating and bathed in abundant natural sunlight, this enchanting 4 bed, 3.5 bath home sits nestled in the heart of Winter Park, boasting over 60' of serene Lake Sylvan frontage. Recently renovated to perfection, this residence seamlessly combines charm with modern elegance. Step inside to discover a haven flooded with natural light, accentuating the stunning hardwood floors and welcoming atmosphere. Entertaining is a breeze with three wood-burning fireplaces, including one in the formal living area, where glass sliders offer panoramic lake views. The heart of the home lies in its gourmet kitchen, featuring stainless steel Bosch appliances, glass cabinetry, and a generously sized butcher block island—a culinary delight and a gathering space for friends and family. Upstairs, the luxurious master suite features cozy wood burning fireplace, his/her walk-in closets, and a spa-like bath boasting a zero-entry shower, soaking tub, and marble countertops—a true retreat for relaxation. Flexibility with a lower level that can serve as a fourth bedroom, home office, or game room, and added gym, while the transformed garage into a second family room and bedroom suite adds even more functionality and style. Step outside where a large front porch, newer back Trex deck, and downstairs patio invite you to enjoy breathtaking lake views . Impeccable additional upgrades in 2021, including a new roof, electrical updates, fresh paint, and modern lighting fixtures, ensure both beauty and functionality. Conveniently located just minutes from Park Avenue shops and restaurants, top-rated schools, and Rollins College, this home offers the quintessential Winter Park lifestyle. Water enthusiasts will appreciate the option for a dock for pontoon boats, kayaks, paddleboards and fishing making this residence perfect for those who crave the tranquility of lakeside living combined with the convenience of urban amenities. Motor boats not permitted. Don't miss the opportunity to experience the captivating charm and natural beauty of this Winter Park gem.<div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=UN1Zg9YAWtQ&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1551 Harris Circle, Winter Park

$1,583,000
4 Beds 4 Baths Robert Dhu Macdonald Park SubDv. 32789 Zip Code
Welcome to 1161 Lincoln Circle, a stunning gem nestled in the heart of Winter Park's most desirable area. This charming residence offers the perfect blend of modern comfort and classic elegance, boasting impeccable craftsmanship and attention to detail throughout. As you step inside, you'll be greeted by a spacious and inviting floor plan flooded with natural light. The open concept living area is ideal for entertaining, featuring hardwood floors, soaring ceilings, and a cozy fireplace, creating a warm and inviting atmosphere for gatherings with family and friends. The gourmet kitchen is a chef's dream, equipped with stainless steel appliances, granite countertops, custom built-in banquette with mahogany table, and ample cabinet space, perfect for preparing delicious meals and culinary creations. The adjacent dining area provides a seamless flow for hosting intimate dinners or festive celebrations. Retreat to the luxurious master suite, where relaxation awaits. This private oasis boasts a tranquil atmosphere, complete with a spa-like ensuite bathroom featuring dual vanity, a Jacuzzi tub, and a separate shower. Three additional bedrooms offer comfort and versatility, accommodating guests, family members, or a home office space with ease. Step outside to discover your own private paradise, with a heated swimming pool and lush landscaping and mature trees provide privacy and serenity. Whether you're enjoying a morning coffee on the porch or hosting a barbecue with loved ones you will love the Zen-like atmosphere the tropical Koi Pond offers. Conveniently located just a few steps away from Winter Park's charming downtown area and golf course, you'll enjoy easy access to boutique shops, gourmet restaurants, and cultural attractions. With top-rated schools and recreational amenities nearby, this is more than just a home—it's a lifestyle! Don't miss your opportunity to own this exquisite residence in one of Winter Park's most coveted location, location, locations! Schedule you're showing today and experience the epitome of luxury living at 1161 Lincoln Circle."

1161 Lincoln Circle, Winter Park

$1,700,000
5 Beds 4 Baths Temple Heights SubDv. 32789 Zip Code
Nestled on one of Winter Park's coveted and charming brick streets, this meticulously crafted 5-bedroom residence embodies traditional elegance with modern amenities, offering a NEWER ROOF (2022) and other recent updates for a fresh feel. Its exterior, a testament to Florida living, boasts a sprawling saltwater pool with a sun shelf, surrounded by 900 SF of Chicago brick, and complemented by lush landscaping and enchanting lighting for evenings of magic, while custom-irrigated garden boxes for cultivating fresh herbs and vegetables await those with green thumbs. Inside, natural hardwood floors grace the entire home, accented by updated fixtures. The family room and living areas include built-ins, one gas fireplace, and 4 glass doors that lead to the backyard. An open kitchen awaits, complete with a breakfast bar, walk-in pantry, and bright, sunlit dinette framed by plantation shutters. The front room off the foyer makes a great office or dining room, with access to the kitchen. The large DOWNSTAIRS Main suite treats residents to a renovated, spa-like bathroom, adorned with a large zero-entry shower and separate soaking tub. A massive walk-in closet (Closets by Design), equipped with a dedicated washer & dryer, provides organization and convenience. You will sleep sound with the electronic blackout shades behind the plantation shutters. Upstairs features 4 additional bedrooms with hardwood floors, along with 2 full baths and a second laundry room, affirming practicality and comfort for every member of the household. This is an enchanting traditional home has so much to offer on this brick street. This ideal location is just a few blocks from the WP YMCA, grocery stores, restaurants and shopping off Aloma, and a mile or so from Park Ave!

1333 Mayfield Avenue, Winter Park

$1,902,500
4 Beds 5 Baths Lugano Terrace SubDv. 32789 Zip Code
Don’t miss out on this stunning 4-bedroom, 3 full and 2 half bath, corner lot home in the heart of Winter Park’s sought-after Via’s neighborhood. Fully updated with high-end finishes, hardwood flooring, crown molding, stainless steel appliances, granite countertops and much more. The first floor features a library/den with a gas fireplace, a formal dining room with coffered ceiling, and 2 large bedrooms that share a full bathroom. The gourmet kitchen includes an induction top, stainless appliances, a large closet pantry and spacious eat in area. The cozy family room and kitchen overlook a lush, private fenced back yard and beautiful pool. A large private primary suite is upstairs and showcases 2 walk-in closets with organizers and a large master bath with a walk-in shower, soaking tub and dual sinks with beautiful cabinetry. French doors in the primary suite open to a huge deck overlooking the backyard, a serene spot to relax and enjoy your morning coffee or evening glass of wine. Also upstairs is an en suite bedroom. Offering ample closets and storage space throughout, the home includes a large, 2-car attached garage with a side entrance and workbench, a natural gas-fired whole house generator, and new tiled roof. Just a short stroll to the Winter Park Park Racquet Club, this beautiful home is in the top-rated Dommerich Elementary, Maitland Middle, and Winter Park High School district. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1205 Via Lugano, Winter Park

$1,800,000
4 Beds 4 Baths Osceola Shores Sec 01 SubDv. 32789 Zip Code
Welcome to 160 Trismen Terrace. This brilliant home has much to offer. Spotlighting an inviting formal living room, formal dining room with built in cabinetry and side board, a luminous family room with french doors to the pool deck, expansive kitchen with stainless steel appliances, prep sink, numerous cabinets, and vaulted ceilings complete with breakfast area. The generous primary en-suite bedroom features his and hers custom closets, newly remodeled primary contemporary bath with a stand alone tub, walk-in shower, dual vanities and water closet. Guest en-suite bedroom with new modern updated bath, 3rd bedroom can be used for the perfect office featuring views of the pool, and 4th bedroom with new Jack and Jill bathroom. This vibrant home also features a circular drive way with a considerable two car garage, crown moldings, recessed lighting through the entire home, built in bookshelves in the main hall, pristine polished terrazzo and high gloss snowwhite floors, ample inside laundry room with storage, dual HVAC systems with added air purification system, ADT security system, heated immense pool with travertine pool decking, and an abundant half acre lot with vinyl fencing for privacy. Termite bond conveys with the property. Roof replaced in 2019, Pex plumbing 2023, HVAC 2019, Pool 2018, Pella sliding and french doors 2024. This alluring Winter Park home is conveniently located just minutes from all the shops and restaurants of Historic Park Avenue, Trismen Park and so much more. 160 Trismen Terrace is truly a home for those who appreciate entertaining.

160 Trismen Terrace, Winter Park

$2,750,000
5 Beds 6 Baths Comstock Park SubDv. 32789 Zip Code
Welcome to 1563 Lakehurst, a stunning five-bedroom, 5.5 bath pool home that epitomizes luxury living and has been meticulously remodeled. This residence won the prestigious Orlando Parade of Homes 2021 first place and grand award and is a masterpiece of design and craftsmanship. Initially conceived by the local architect Gary Hancock, this home was reimagined by the renowned Ted Maines and Hardwick General Contractors, resulting in a comfortably elegant living space deserving of accolades and awards. On an oversized lot on a charming brick-lined street in one of the most desirable neighborhoods of Central Florida, this home boasts an enviable address just moments from shops and restaurants of Winter Park and Park Avenue. Spanning over 4,200 square feet, the main house offers spacious and inviting living areas flooded with natural light. Every detail was considered throughout the renovation: top-of-the-line Anderson windows, custom inset cabinetry, luxury bi-fold Origin door, designer lighting, engineered oak floors, solid-core interior doors, custom mahogany front door, and many more finishes discerning buyers will recognize and appreciate. The kitchen is the heart of the home, featuring Wolf and Sub-Zero appliances, extensive custom inset cabinetry, Cambria luxury quartz, and a center island spanning almost 20 feet. The separate breakfast bar allows quick and easy coffee, tea and breakfast prep without disturbing the clean aesthetics of the kitchen. The open living space has an Origin luxury bifold door for indoor-outdoor living, and a vaulted cathedral ceiling finished with designer lighting. The lounge and bar offer a pre-dinner retreat before using the artfully designed formal dining room, with smoked glass, dramatic navy wood paneling, and custom herringbone wood floor. The light-filled primary bedroom is also on the ground floor. Updated in 2022, this bedroom has Phillip Jeffries wall covering and Flos pendants. The bath has two independent vanities and separate closets. A full pool bath with shower, additional powder room and large office or flexible space complete the first story. Three additional bedrooms provide ample space for family or guests. The largest bedroom has an en-suite bath, and two additional bedrooms are connected by a large bath with a double vanity. For those needing additional accommodations, the in-law suite over the garage offers an additional 400-plus square feet of living space, ideal for guests or multigenerational living. The extensive back patio has multiple areas for dining, entertaining and enjoying Florida living. The summer kitchen was installed in 2021, and there is additional wine and refrigeration space. The front parking pad and landscaping were completed in spring 2024. All the systems are from 2020 or newer. The roof was installed in 2020, two tankless water heaters were added in 2020, upstairs and downstairs Carrier air conditioners are from 2023, the guest house air conditioning is from 2021, and the guest house water heater is from 2024. Drywall, ceilings and tongue-and-groove were replaced, the home was taken down to the studs, and has an effective date for the build as 2020. With its unparalleled location, luxury, and craftsmanship, this home is a rare find. Don't miss your opportunity to own a piece of Winter Park's finest. Schedule your private showing today!

1563 Lakehurst Avenue, Winter Park

$540,000
4 Beds 3 Baths Glencoe Sub SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. SELLER MOTIVATED...JUST REDUCED $25,000!! Bring ALL OFFERS... Welcome to your dream home in the heart of Winter Park's Glencoe subdivision, Just a 5 minute walk to the BEAUTIFUL LAKE KILLARNEY, where luxury meets convenience with NO HOA fees! This FULLY renovated 4-bedroom, 3-bathroom residence sits majestically on over a quarter-acre lot, offering a sanctuary of modern comfort and style. From the moment you arrive, the curb appeal beckons with its custom pavers driveway and a 1-car garage, providing both parking convenience and additional storage space. Step inside to discover a harmonious blend of contemporary design and functionality, highlighted by BRAND NEW AC, roof, water heater, appliances & septic tank. The interior welcomes you with matching Wood look laminate flooring that flows seamlessly throughout the open floor plan, encompassing the living room, dining area, and kitchen. Natural light floods the space, accentuated by large windows and a back double sliding glass door leading to the expansive backyard. The kitchen is a chef's paradise, boasting brand new stainless steel appliances, elegant white cabinetry with gold accents, luxurious marble countertops, and a stunning tile backsplash. A massive center island serves as the focal point, ideal for effortless meal preparation and entertaining guests. Retreat to the master bedroom, where tranquility awaits with an attached master bathroom and a spacious walk-in closet. The master bathroom exudes opulence with a double sink vanity and a massive walk-in shower, complemented by matching white cabinetry, countertops, and chic black and gold accents echoing the home's sophisticated theme. Additional bedrooms offer ample space, natural light, and versatility, providing ideal accommodations for family members or guests. Step outside through the kitchen to the oversized backyard, a sprawling oasis perfect for hosting family gatherings, celebrating holidays, or simply unwinding in solitude. This exceptional property not only offers unparalleled comfort and style but also boasts an unbeatable location close to major roads, highways, restaurants, entertainment, and more. Don't miss your chance to make this unique residence your own! <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=o8FGEvVwB7G&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

2710 Euston Road, Winter Park

$570,000
3 Beds 3 Baths Villas Of Aragon Condo SubDv. 32789 Zip Code
Welcome to easy living in Winter Park! Step into this charming townhouse nestled in the Villas of Aragon. With just 4 townhouses in the neighborhood, connected solely by the garage, you'll enjoy a secluded setting. On the first floor, discover a delightful kitchen boasting timeless white cabinets, granite countertops, stainless-steel appliances, a large breakfast bar, and a charming tongue and groove ceiling which adds a touch of character to this heart of the home. Enjoy meals in the spacious dining room, illuminated by natural light streaming through French doors leading to the courtyard. The dining room seamlessly flows into the inviting living room, adorned with a stunning white brick wood-burning fireplace and elegant plantation shutters. Throughout the home, you'll find gorgeous bamboo flooring adding warmth and sophistication. The first floor is complete with a chic powder bath for guests and a cozy desk nook tucked under the stairs. Upstairs, the large primary bedroom awaits with ample natural light, pitched ceilings, and a rustic barn door leading to the ensuite bathroom. Pamper yourself in the primary bathroom boasting double vanities, a large shower, and two walk-in closets. Two additional generously sized bedrooms share a beautifully renovated secondary bathroom. Step outside to the back patio and bask in the beauty that surrounds you. A pergola adorned with stunning jasmine vines creates a picturesque scene, while fern pine trees offer both elegance and privacy. With an oversized two-car garage, a parking pad for guests, and a low HOA fee of only $400/month, this townhouse offers both convenience and exceptional value. Other highlights include a new roof installed in 2021, a new AC unit in 2022, and fresh exterior and interior paint. Located centrally in Winter Park, this property provides easy access to all major roads and highways. Plus, it's just minutes away from Downtown Winter Park's renowned Park Avenue shopping and dining. Don't miss out on this fabulous opportunity to call this townhouse your home sweet home!

1051 Aragon Avenue Unit 1051, Winter Park

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32789 Winter Park FL Homes for Sale

32789 At a Glance

Winter Park 32789 is one of Central Florida's most prestigious addresses, an affluent Orange County, FL city of brick streets, mature oaks, and a celebrated Chain of Lakes. Home to Park Avenue's shops and dining, Rollins College, and the Morse Museum's Tiffany collection. Zoned mainly to Winter Park High, Glenridge Middle, and Brookshire, Lakemont, and Killarney elementaries. A top choice for buyers seeking lakefront estates, walkable luxury, and A-rated schools minutes from downtown Orlando.

Refine Your 32789 Winter Park Home Search

32789 zip code is our specialty. The Homes In Orlando Team is committed to making the buying and selling of real estate in 32789 Winter Park, FL a pleasurable and rewarding experience. Our website allows you to search all active 32789 homes, condos, townhouses, new construction & established community properties for sale.

Why 32789 Winter Park?

Lakefront Luxury & Walkable Park Avenue: Winter Park's 32789 blends a scenic Chain of Lakes (Virginia, Osceola, Maitland, Mizell) with the boutiques, cafes, and galleries of Park Avenue and the culture of Rollins College and the Morse Museum. Brick streets, grand oaks, and lakefront estates define the city. Ideal for luxury buyers, professionals, and families wanting walkable elegance and top Orange County schools.

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

Real-Time 32789 Market Data

Stay informed with live market trends, pricing data, and inventory levels for Winter Park's 32789 zip code. Our Smart Charts provide real-time insights into this dynamic Orange County housing market.

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Median List Price
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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

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.

Winter Park & Orange County specialists. Weekly Stellar MLS market tracking, real CMAs (not a Zestimate), and verified Google reviews from local buyers and sellers.

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

Curious about the 32789 zip code real estate market? Register to receive our free 32789 zip code home market value reports, where you can get access to see sold homes online as they get reported on the MLS.

32789 Winter Park Real Estate Resources

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.

Quick Links: View All 32789 Listings | Orange County Zip Codes Guide

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