Open Houses in 32789

Set on over half an acre in Winter Park’s coveted Orwin Manor, this 1935 French Provincial estate offers a rare blend of architectural character, modern system updates, and extraordinary future potential. The property offers the unique opportunity to own an estate in a beautifully historic Winter Park neighborhood. Whether thoughtfully renovated, expanded, or reimagined, this property stands as a

Lisa Gould KELLER WILLIAMS WINTER PARK

NEW 2026 Black Steel doors windows with low e-dual pane glass ($150k value!). Located in highly desirable Lugano Terrace just steps from the shores of Lake Knowles, this stunning all new interiors, 5-bedroom, 3.5-bath brick home effortlessly blends timeless charm with extensive modern updates. Set on a beautifully oversized landscaped lot with a roundabout driveway. Winter Park’s most

Jennifer Sloan COMPASS FLORIDA LLC

Exceptional design meets refined luxury in this brand-new architectural masterpiece by DaVinci. This 5 bedroom, 6.5 bath home offers over 4,500 square feet of bright, open living space designed for both comfort and functionality. Enter through your custom glass front door into the foyer leading to your main living area featuring a fireplace and sliding glass walls for indoor-outdoor living. This

Tab Bish LLC REAL BROKER, LLC

BUYER BACKED OUT IS NOW YOUR OPPORTUNITY! This property is now priced under appraised value with new carpet, paint and landscaping. Beautifully updated and offered for the first time, this 2015 David Weekley home sits on a rare cul-de-sac in the heart of Winter Park, zoned for Dommerich Elementary and Winter Park schools. This 5-bedroom, 5-bath home features an office, large bonus room, covered

Sarah Tomlinson COMPASS FLORIDA LLC

Price Improvement on this amazing oversized lot! Located in one of Winter Park’s most desirable and picturesque neighborhoods, Timberlane Shores! This stunning five-bedroom residence has been recently renovated in an elegant, European style blending timeless character with modern luxury. Situated on over one-third of an acre, the property is accented by majestic oak trees and lush Florida-native

Farah Bloom KELLER WILLIAMS WINTER PARK

Welcome to 1751 Goodrich Ave, a beautifully designed residence in the heart of Winter Park! This 4-bedroom, 3.5-bath home showcases thoughtful contemporary architecture with 10' ceilings on both floors, and an open-concept layout that effortlessly blends style and function. With large double paned windows throughout, this home is drenched with an abundance of natural light. High-end finishes

Stephanie Baldner EXP REALTY LLC

Brand new construction luxury home in the heart of Winter Park! This stunning two-story custom residence offers nearly 3,000 sq ft of heated living space with 5 bedrooms and 4 1/2 bathrooms. A soaring two-story foyer creates a dramatic first impression and opens into an expansive great room featuring 12-foot ceilings, wide-plank flooring, and abundant natural light. The family room showcases a

Milena Fernandes GOLDEN GROUP REALTY LLC

Perfectly positioned just one street from iconic Park Avenue, this exceptional Winter Park residence is a masterclass in refined luxury and bespoke design. With unobstructed views often lush landscape and lake views from coveted fourth-floor vantage point, this one-of-a-kind pied-'a-terre has been completely transformed by W DESIGNS LTD. into a sophisticated sanctuary with an old-world Ritz

Ruth Harris COLDWELL BANKER REALTY

Experience lakefront living in the heart of Winter Park. One of only two residences in The Cloisters with soaring 9-foot ceilings, this first-floor, three-bedroom, two-bath home offers a rare blend of privacy, scale and panoramic Lake Osceola views. Just two blocks from Park Avenue and adjacent to the Alfond Inn, this condominium lives like a private residence with unmatched access to boutique

Drew Henner PREMIER SOTHEBY'S INTL. REALTY

Rarely does a property of this caliber grace the Winter Park market. Nestled along the coveted Venetian Canal with 95 feet of pristine waterfrontage, this magnificent masonry estate is the pinnacle of refined Florida living — offering 6,396 square feet of meticulously crafted space, a private boathouse, resort-style grounds, and an address mere steps from the best of Park Avenue.From the

Kelly Price KELLY PRICE & COMPANY LLC

A short stroll to Park Avenue in 5 minutes. Beautiful townhome, move in ready. Spacious and open floor plan with 4 bedrooms and 3.5 baths.

Thomas Bonner COLDWELL BANKER REALTY

Limited-time incentive: Seller offering a $20,000 buyer credit for qualified buyers. Brand-New 2025 Mediterranean Luxury in Historic Winter Park. Introducing 1473 Berkshire Avenue -- a newly completed residence on a peaceful, tree-lined street. This two-story home offers 5 bedrooms, 4 bathrooms, and nearly 2,900 sq ft of living space. Features include 10-ft ceilings, 8-ft solid-core doors,

Crystal Canina Golden Group Realty LLC

Welcome to 851 Miles Ave #13, a beautifully renovated 2-bedroom, 1-bathroom second-floor condo in the heart of charming Winter Park, FL 32789! Meticulously updated since 2023, this home blends modern luxury with effortless comfort and is truly move-in ready.As you step inside, you’ll be greeted by elegant porcelain tile flooring throughout—offering both durability and a look that’s easy to

Eric Campbell LPT REALTY, LLC

This stunning custom residence built by respected Winter Park Builder Charles Clayton blends classic elegance with refined modern comfort, offering seamless indoor–outdoor living and impeccable craftsmanship throughout. From the manicured lawn and stately traditional exterior to the welcoming front porch with old Detroit brick, the home’s curb appeal sets a tone of understated luxury, all wrapped

Brian Mitnik RE/MAX 200 REALTY

Nestled behind gates in the heart of Winter park, this enchanting 1930's residence blends historic charm with many recent upgrades. The beautifully renovated kitchen anchors the home, while the downstairs primary suite offers privacy and comfort with an elegant spa inspired bath. The detached one bedroom guest house is perfect for houseguests, a home office or multi-generational living. The main

Nicole Seybold FANNIE HILLMAN & ASSOCIATES

Enjoy the Winter Park lifestyle in this spacious 2-bedroom, 2-bath lakefront condo offering 1,900 square feet in the heart of downtown Winter Park. Enjoy serene lake views from the 120 sq ft screened porch—perfect for morning coffee or evening wine. The light-filled living area features soaring 8 ft 10 in ceilings, creating an open, airy atmosphere. A cozy family room offers built-in shelving and

Megan Cross FANNIE HILLMAN & ASSOCIATES

Discover Orwin Manor, one of Winter Park’s most established neighborhoods centrally located with an easy walk to the Orange Avenue WP corridor and minutes to downtown Orlando. Transitional architecture with modern leaning influences this home is designed for ease of living. This 4-bedroom 3.5 bath home stretches across nearly 3,200 sf features open kitchen to dining & living spaces that all blend

Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

Welcome to 147 Interlachen Place, Enjoy Winter Park's most desirable location! One block from Historic Park Avenue/Central Park. Spacious, bright and all on ONE FLOOR. The buildings second floor offers privacy and easy access. The Southwest corner provides direct natural light throughout the day. Private elevator access with secured underground parking. This beautiful home offers a short walk to

Dan Farber HELLOSOLD LLC

New Construction – JUST COMPLETED! Discover Modern Luxury in Winter Park's Latest Neighborhood, Winter Park Grove! Step into a world of refined living with this breathtaking new construction pool home, located in the vibrant heart of Winter Park. Just moments away from the eclectic energy of Park Avenue, this modern masterpiece seamlessly blends sophistication, style, and convenience — all within

Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

Welcome to Lake Sue Drive – A Rare Gem located in Beeman Park right in the heart of the Audubon Park Garden District. Situated on an oversized 0.49 lot (21,148 sf), this property has been owned by the same family for over 80 years. This charming home offers 4 bedrooms and 2.5 bathrooms in the main residence, along with a detached guest house (704 sq ft) complete with a full kitchen and

Lisa Fleming FANNIE HILLMAN & ASSOCIATES