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Homes for Sale in 32789

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  • /9

    $699,000

    • Land
    • 0.32 Acre
    • $2,184,375 per Acre

    763 Overspin Dr, Winter Park, FL 32789

    Ideally located near Dubsdread Golf Course, this property sits amid the charming, oak-canopied neighborhoods of Winter Park and College Park. Enjoy convenient access to boutique shopping, popular attractions, I-4, and top-rated neighborhood schools: Princeton Elementary, College Park Middle, and Edgewater High. The 100' wide x 140' deep lot is zoned R-1A, with the following setbacks: 25' front,

    Jill Miles Sunshine Realty & Vacation Rentals, LLC

    763 Overspin Dr, Winter Park, FL 32789
  • /65

    $2,295,000

    • 3 Beds
    • 3.5 Baths
    • 2,714 Sq Ft

    660 Osceola Ave Unit 101, Winter Park, FL 32789

    Imagine waking, relaxing, and entertaining with serene lakefront views in this elegant ground-floor Perle du Lac residence. The refined 2,714-square-foot design includes hardwood and travertine flooring, ten-foot-high ceilings, and extensive millwork. The expansive open-plan living and dining room lets you configure your furniture however you’d like. A bank of glass doors leads to your covered

    Richard Traynor FLORIDA ONE REAL ESTATE LLC

    660 Osceola Ave Unit 101, Winter Park, FL 32789
  • /58

    $2,350,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,330 Sq Ft

    525 S Lakemont Ave, Winter Park, FL 32792

    Under Construction. Winter Park Luxury Awaits You! Welcome to your dream home—a stunning custom-built luxury residence offering the perfect blend of elegance, comfort, and modern design. Featuring 4 spacious bedrooms and 4 beautifully appointed bathrooms, this masterpiece showcases custom cabinetry and closets throughout, ensuring every space is both functional and refined. The chef’s kitchen is

    Nicole D. Cates KELLER WILLIAMS ADVANTAGE III

    525 S Lakemont Ave, Winter Park, FL 32792
  • /58

    $2,900,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 7 Baths
    • 5,483 Sq Ft

    1401 Green Cove Rd, Winter Park, FL 32789

    Set across Lake Maitland on a street where every home is an architectural gem, this Award-winning Villa Toscana blends Old-World craftsmanship with timeless architectural elegance in one of Winter Park’s most coveted enclaves. Built in 2009 and named “Best of Show” in the Parade of Homes, this 5,483 sq ft estate offers 3 bedrooms, 7 bathrooms, and 7 versatile bonus rooms, including a private

    Adriana Oyarce ANCHOR REAL ESTATE

    1401 Green Cove Rd, Winter Park, FL 32789
  • /57

    $1,525,000

    • 4 Beds
    • 4 Baths
    • 3,237 Sq Ft

    1408 Chapman Cir, Winter Park, FL 32789

    Nestled in the Elizabeth’s Walk subdivision in the highly desirable Windsong community of Winter Park, this renovated four-bedroom, four-bathroom pool home offers exceptional privacy and refined updates. Quiet interior street and mature landscaping the home feels secluded. Recent improvements include a new roof (2023), two new AC systems 4-ton Carrier Infinity downstairs and a 2.5-ton Trane

    Jennifer Sloan COMPASS FLORIDA LLC

    1408 Chapman Cir, Winter Park, FL 32789
  • /60

    $2,345,000

    • 4 Beds
    • 3.5 Baths
    • 3,986 Sq Ft

    2299 Via Tuscany, Winter Park, FL 32789

    Stunning 4-bedroom, renovated pool home with new Architectural shingle roof (2023) on a generous .40 acre lot in the highly coveted Winter Park Vias with bright open living areas, high ceilings, hardwood oak floors, two fireplaces, and a chef’s kitchen offering premium appliances including SubZero Refrigeration and Viking 6-Burner Gas Cooktop. The private backyard features a large pool, covered

    Vincent Scarlatos CORCORAN PREMIER REALTY

    2299 Via Tuscany, Winter Park, FL 32789
  • /21

    $745,000

    • 4 Beds
    • 2.5 Baths
    • 1,692 Sq Ft

    1324 Indiana Ave, Winter Park, FL 32789

    Charming two story bungalow built in 1935. Timeless character meets modern comfort in this beautifully maintained four bedroom, two and a half bath home. Classic architectural details and a welcoming balcony make this beauty special. This residence perfectly blends historic charm with today's lifestyle. NEW PLUMBING 2017, ELECTRICAL 2017, ROOF 2018, AC 2021, DUCT WORK/INSULATION 2021, TANKLESS

    Ivey Geisler KELLER WILLIAMS REALTY AT THE PARKS

    1324 Indiana Ave, Winter Park, FL 32789
  • /45

    $3,895,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 7 Baths
    • 4,520 Sq Ft

    1751 Glencoe Rd, Winter Park, FL 32789

    Nestled just moments from the boutiques and cafés on Park Avenue, this newly completed Davila Homes masterpiece redefines Winter Park luxury living. Perfectly positioned on an expansive 0.30-acre lot, this residence captures attention from the moment you arrive, with its striking architectural details, a sweeping driveway, and detached garage that together set a tone of timeless sophistication.

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    1751 Glencoe Rd, Winter Park, FL 32789
  • /30

    $750,000

    • 5 Beds
    • 3 Baths
    • 2,472 Sq Ft

    2612 Roxbury Rd, Winter Park, FL 32789

    SELLER MOTIVATED!! CONTRIBUTING $10,000 FLEX CASH!!! Potential of an extra one percent for closing costs, just ask your agent!!A FULLY MODERNIZED 5-bedroom, 3-bathroom home offering Modern style, flexibility, and comfort that Includes an Attached 2 Bed/1 Bath IN- LAW SUITE!! Step inside to an open and airy layout featuring Luxury vinyl plank flooring, fresh neutral paint, and large windows

    Laura Mcadams EXP REALTY LLC

    2612 Roxbury Rd, Winter Park, FL 32789
  • /47

    $2,885,000

    • 5 Beds
    • 5 Baths
    • 4,001 Sq Ft

    1411 Nottingham St, Orlando, FL 32803

    This one-of-a-kind, top-tier custom contemporary home in coveted Beverly Shores/Rose Isle delivers true turnkey luxury with exceptional finishes, premium cabinetry, high-end appliances, and fully integrated smart features throughout. The five-bedroom, three-and-a-half-bath main home plus a detached 384 SF casita (sixth bedroom) sits on a premium lot with unmatched access to scenic Mead

    Gwyn Clark FANNIE HILLMAN & ASSOCIATES

    1411 Nottingham St, Orlando, FL 32803
  • /2

    $2,495,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 3,656 Sq Ft

    2812 Mulford Ave, Winter Park, FL 32789

    Pre-Construction. To be built. Experience exceptional craftsmanship and timeless design in this brand-new luxury custom home being built by FG Schaub Custom Homes. This residence will feature 5 bedrooms, 5.5 bathrooms, and 3,656 square feet of thoughtfully designed living space, blending modern architecture with everyday comfort. The open-concept floor plan highlights a gourmet chef’s kitchen

    Laura Earl CORCORAN PREMIER REALTY

    2812 Mulford Ave, Winter Park, FL 32789
  • /41

    $1,190,000

    • 3 Beds
    • 2.5 Baths
    • 2,557 Sq Ft

    1150 Kenwood Ave, Winter Park, FL 32789

    Nestled in the heart of Winter Park, this exquisite 3-bedroom, 2.5-bath residence offers 2,557 square feet of beautifully designed living space along with a spacious 2-car garage. Situated on a charming, tree-lined brick street just minutes from Park Avenue, the home’s first level includes a welcoming living room, versatile bonus/flex space, dining room with built-ins, a well-appointed kitchen,

    JJ Mackle PREMIER SOTHEBY'S INTL. REALTY

    1150 Kenwood Ave, Winter Park, FL 32789
  • /61

    $619,500

    • 3 Beds
    • 2 Baths
    • 1,437 Sq Ft

    1451 Cavendish Rd, Winter Park, FL 32789

    Welcome to 1451 Cavendish Road, a beautifully renovated home in the heart of Orwin Manor, one of Winter Park's most desirable and family-friendly neighborhoods. Set on a large and prominent corner lot, this move-in-ready home perfectly balances charm, safety, and convenience just minutes from Park Avenue, Downtown Orlando, and the Mills District. Enjoy extensive upgrades including new AC, attic

    Spencer Flory LoKation

    1451 Cavendish Rd, Winter Park, FL 32789
  • /47

    $3,499,000

    • 5 Beds
    • 6 Baths
    • 4,143 Sq Ft

    516 Henkel Cir, Winter Park, FL 32789

    This beautiful Mediterranean style home offers a rare opportunity for prime waterfront living on Lake Mizell, part of the highly sought out after Winter Park Chain of Lakes. Situated on a 1.32 acre lot, the property is just a short walk or drive to Park Avenue’s restaurants, boutiques, and local attractions. The main home features three bedrooms and five bathrooms, each bedroom offering its own

    Morgan Seefried KELLER WILLIAMS WINTER PARK

    516 Henkel Cir, Winter Park, FL 32789
  • /35

    $269,000

    • 2 Beds
    • 1 Bath
    • 762 Sq Ft

    2009 Cornell Ave, Winter Park, FL 32789

    Unlock potential in one of Central Florida’s most desirable pockets! This centrally located Winter Park home shines with major updates already completed including a 2018 roof, 2022 HVAC, and fresh interior paint. Just bring a little extra love to elevate the finishes and create instant equity. Perfect as a long-term rental, short-term investment, or a future flip with strong resale appeal. Live

    Juliet Saldarriaga ORLANDO HOME DEALER LLC

    2009 Cornell Ave, Winter Park, FL 32789
  • /7

    $800,000

    • Land
    • 0.19 Acre
    • $4,210,526 per Acre

    1770 Bryan Ave, Winter Park, FL 32789

    Discover a truly unique offering in the heart of Winter Park! 1770 Bryan Avenue is now on the market along with the adjoining lots at 1760 and 1780 Bryan Avenue, creating a rare opportunity to own three consecutive parcels in one of Central Florida’s most desirable communities.While each property is being sold and priced separately, buyers have the option to purchase one, two, or all three

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    1770 Bryan Ave, Winter Park, FL 32789
  • /47

    $733,000

    • 3 Beds
    • 2 Baths
    • 1,761 Sq Ft

    3018 Northwood Blvd, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. "MOVE-IN READY", 3-BED, 2-FULL BATHS, SINGLE FAMILY HOME WITH A LARGE PRIVATE YARD, WINTER PARK, FL 32789. This AMAZING LOCATION just off Corrine Drive is walking distance to East End Market and zoned for TOP-RATED Audubon Park (K-8) & Winter Park High (Magnet Program) Schools. The Owners completed a DETAILED HOME ADDITION & UPDATE in 2020 with over

    Joe Bornstein ROCK SPRINGS REALTY, LLC

    3018 Northwood Blvd, Winter Park, FL 32789
  • /6

    $1,199,900

    • 3 Beds
    • 2 Baths
    • 1,627 Sq Ft

    1822 Greenwich Ave, Winter Park, FL 32789

    Rare opportunity in the heart of Winter Park! This property sits on a double lot (0.29 acres) — a true rarity in this highly desirable location. The existing 1953 concrete-block home (3 bed / 2 bath) with an attached garage apartment (studio + bath) and shared 2-car carport offers little to no current value and would require a complete renovation. Property will be sold as-is with no repairs.

    Cliff Glansen FLATFEE.COM

    1822 Greenwich Ave, Winter Park, FL 32789
  • /24

    $179,900

    • 1 Bed
    • 1 Bath
    • 653 Sq Ft

    1250 S Denning #122 St Unit 122, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Come take a lovely stroll to Mead Gardens(47 acres), located just around the corner from this adorable condo in one of Winter Park’s most popular communities! The pool is located directly behind this condo! This cozy first-floor unit features brand-new luxury vinyl flooring that gives it a fresh, welcoming feel. The spacious living room has sliders

    Leah Laboy EDEN CREST REALTY, LLC

    1250 S Denning #122 St Unit 122, Winter Park, FL 32789
  • /32

    $1,195,000

    • 2 Beds
    • 2 Baths
    • 1,267 Sq Ft

    100 S Interlachen Ave Unit 415, Winter Park, FL 32789

    Residence 415 at The Cloisters offers a rare opportunity to own a comprehensively rebuilt home in one of Winter Park’s enduring lakefront communities. Set on the fourth floor, just one block from Park Avenue, this residence blends timeless architecture with newly reimagined design. Taken thoughtfully down to its original structure and meticulously reconstructed with longevity in mind, this

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    100 S Interlachen Ave Unit 415, Winter Park, FL 32789
  • /31

    $635,000

    • 3 Beds
    • 2.5 Baths
    • 1,798 Sq Ft

    1267 Michigan Ave, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Modern Comfort in the Heart of Winter Park! Built in 2019, this 3-bedroom, 2-bath, 1,798sf townhome offers the perfect blend of convenience and contemporary style in a private 12-unit community. Light and bright with high ceilings and tile floors, the open-concept living area features a quartz island kitchen with Samsung appliances, solid wood

    Megan Cross FANNIE HILLMAN & ASSOCIATES

    1267 Michigan Ave, Winter Park, FL 32789
  • /76

    $7,200,000 New Construction

    • 5 Beds
    • 6.5 Baths
    • 5,939 Sq Ft

    550 Palmer Ave, Winter Park, FL 32789

    Exquisite new construction in the Heart of Winter Park perfectly positioned on an oversized lot just steps from Park Avenue’s renowned shops, fine dining, and the iconic Winter Park 9-hole golf course, this extraordinary custom residence is a showcase of timeless design and modern luxury. Conceived by acclaimed architect Dan Delong of Origins Residential Design and brought to life by Sean Wulff

    John McDade FANNIE HILLMAN & ASSOCIATES

    550 Palmer Ave, Winter Park, FL 32789
  • /45

    $1,630,000 New Construction

    • 4 Beds
    • 5 Baths
    • 2,812 Sq Ft

    607 Ellen Dr, Winter Park, FL 32789

    Discover sophisticated modern living at 607 Ellen Drive, a stunning new construction home by the acclaimed Lazarus Homes in the heart of Winter Park. This impeccably designed 2,812-square-foot residence showcases contemporary architecture with clean lines, high ceilings, and an abundance of natural light throughout. The open floor plan seamlessly connects living spaces, creating an ideal setting

    Kelly Price KELLY PRICE & COMPANY LLC

    607 Ellen Dr, Winter Park, FL 32789
  • /8

    $1,875,000

    • 4 Beds
    • 2.5 Baths
    • 2,674 Sq Ft

    633 Balmoral Rd, Winter Park, FL 32789

    An exceptional opportunity to design and build your dream lakefront home in Winter Park. Positioned on the shores of Lake Berry, one of the area’s private and pristine ski lakes with no public boat ramp, this property offers a rare combination of privacy, location and potential. Set on over a half-acre of lakefront land, the property features a four-bedroom, two-and-a-half-bath, single-story

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    633 Balmoral Rd, Winter Park, FL 32789
  • /26

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,721 Sq Ft

    1007 Early Ave, Winter Park, FL 32789

    Welcome to your next chapter at 1007 Early Ave in Winter Park, a charming 3-bedroom, 2-bathroom home. Thoughtfully maintained, this home combines character with modern comfort. Step inside to find inviting living spaces and enjoy peace of mind with a roof replaced in 2019. The spacious backyard is perfect for entertaining, gardening, or simply relaxing under the Florida sun. With plenty of room

    Eric Gross EXP REALTY LLC

    1007 Early Ave, Winter Park, FL 32789
  • /23

    $699,000

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft

    1655 Sunnyside Dr, Maitland, FL 32751

    Welcome to 1655 Sunnyside Drive, a beautifully charming home nestled on a picturesque corner lot in the heart of Maitland. Set on classic brick-lined roads, this 3-bedroom, 2-bathroom residence offers 1,418 square feet of thoughtfully designed living space filled with character and warmth. From the moment you arrive, you'll notice the inviting curb appeal, mature landscaping, and the undeniable

    Joseph Sipp KELLER WILLIAMS WINTER PARK

    1655 Sunnyside Dr, Maitland, FL 32751
  • /32

    $445,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    740 Baffie Ave, Winter Park, FL 32789

    Welcome to this fully remodeled, move in ready home perfectly situated on a spacious corner lot in Winter Park, just blocks from the Dubsdread Golf Course and close to the shops, restaurants, and charm of College Park and downtown Winter Park. Every inch of this 3 bedroom, 2 bath home has been thoughtfully updated to blend modern comfort with timeless style. Step inside to find a bright, open

    Chris Creegan CREEGAN GROUP

    740 Baffie Ave, Winter Park, FL 32789
  • /62

    $5,300,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 4,738 Sq Ft

    1302 Raintree Place, Winter Park, FL 32789

    An expression of modern luxury by SMRS Design and Cole Homes, The Maybourne masterfully blends Neoclassical elegance with Art Deco sophistication—all just steps from Winter Park’s iconic Park Avenue. A curved, manicured driveway leads to a grand entrance featuring bespoke double doors with electromagnetic privacy glass, setting the tone for the artistry within. Inside, a European hotel–inspired

    Rikhil Amin FANNIE HILLMAN & ASSOCIATES

    1302 Raintree Place, Winter Park, FL 32789
  • /63

    $631,400

    • 2 Beds
    • 2 Baths
    • 1,057 Sq Ft

    265 E Canton Ave Unit GE, Winter Park, FL 32789

    RARE CORNER TOP-FLOOR CONDO WITH AMAZING VIEWS – FULLY FURNISHED AND IN THE HEART OF WINTER PARK! Discover the perfect blend of comfort, style, and unbeatable location! This beautifully maintained 2-bedroom, 2-bath corner unit sits on the top floor of the desirable Villages of Winterset, offering expansive views and abundant natural light throughout. Enjoy the convenience of two elevators, a

    Luciana Amorim Panajotti FLORIDA CONNEXION PROPERTIES

    265 E Canton Ave Unit GE, Winter Park, FL 32789
  • /54

    $950,000

    • 4 Beds
    • 3 Baths
    • 2,509 Sq Ft

    668 Overspin Dr, Winter Park, FL 32789

    Modern Elegance Meets Custom Craftsmanship in the Heart of Winter ParkWelcome to your dream home — a custom-built Winter Park masterpiece blending modern luxury with thoughtful design. With over 2,500 sq/ft of stunning living space, this 4-bedroom, 3-bathroom home was built to impress and designed to entertain.Step inside and be captivated by the seamless open layout, drenched in natural

    Karen Jacobs COLDWELL BANKER RESIDENTIAL RE

    668 Overspin Dr, Winter Park, FL 32789
  • /41

    $130,000

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft

    1695 Lee Rd Unit C214, Winter Park, FL 32789

    Charming 2-bedroom, 1-bath condo located in the heart of Winter Park. This well-maintained unit offers comfortable living with an open layout, ample natural light, and convenient access to shopping, and dining. Enjoy the community pool and beautifully landscaped grounds, perfect for relaxing or entertaining. Ideal for first-time buyers, investors, or anyone looking to enjoy the Winter Park

    Diana Perez PROFESSIONAL REAL ESTATE TEAM

    1695 Lee Rd Unit C214, Winter Park, FL 32789
  • /4

    $1,399,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,984 Sq Ft

    1540 Miller Ave, Winter Park, FL 32789

    Under Construction. NEW CONSTRUCTION!!! Welcome to Winter Park Grove — Winter Park’s newest community! This stunning new Mid-Century Modern–inspired home is designed to impress with its architectural flair, meticulous craftsmanship, and luxurious finishes. Perfectly located near all the shopping, dining, and entertainment Winter Park is famous for, this home combines convenience, style, and

    Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

    1540 Miller Ave, Winter Park, FL 32789
  • /5

    $1,634,900 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,252 Sq Ft

    1510 Miller Ave, Winter Park, FL 32789

    Under Construction. New Construction – Modern Luxury Meets Urban Living at Winter Park's Newest Neighborhood, Winter Park Grove!Step into the future of refined living with this stunning new construction pool home, situated in the vibrant heart of Winter Park. Just minutes from the eclectic energy of Park Avenue, this modern masterpiece offers the perfect blend of sophistication, style, and

    Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

    1510 Miller Ave, Winter Park, FL 32789
  • /89

    $8,950,000

    • 7 Beds
    • 11 Baths
    • 11,255 Sq Ft

    1120 Preserve Point Dr, Winter Park, FL 32789

    In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm and privacy rarely found in Winter Park. The home features seven spacious bedrooms and nine full and two half baths.

    Hal George PREMIER SOTHEBY'S INTL. REALTY

    1120 Preserve Point Dr, Winter Park, FL 32789
  • /63

    $2,165,000

    • 5 Beds
    • 4 Baths
    • 4,798 Sq Ft

    2001 Lake Dr, Winter Park, FL 32789

    Nestled on a quiet cul-de-sac in the heart of Winter Park, this canal-front residence offers the perfect balance of elegance and lifestyle. With direct access to Lake Killarney, the home invites days filled with boating, fishing, and entertaining poolside. Offering a total of 4,798 heated square feet, the property includes the main residence with 3,798 square feet plus a 1,000-square-foot

    Brian Hyser THE AGENCY ORLANDO

    2001 Lake Dr, Winter Park, FL 32789
  • /8

    $800,000

    • Land
    • 0.19 Acre
    • $4,210,526 per Acre

    1760 Bryan Ave, Winter Park, FL 32789

    Discover a truly unique offering in the heart of Winter Park! This property, located at 1760 Bryan Avenue, is being offered along with the adjoining lots at 1770 and 1780 Bryan Avenue. While available together as a rare collection of three consecutive parcels, each lot is also being sold separately at individual prices, giving buyers the flexibility to purchase one, two, or all

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    1760 Bryan Ave, Winter Park, FL 32789
  • /44

    $1,990,000

    • 4 Beds
    • 4.5 Baths
    • 3,515 Sq Ft

    319 Santiago Dr, Winter Park, FL 32789

    Nestled in coveted Winter Park’s Sevilla neighborhood, this 4-bed, 4.5-bath pool home delivers 3,500+ SF of refined living including 500 SF upstairs flex suite with its own full bath. A traditional foyer introduces formal living and dining rooms before the home unfolds into a spectacular 2022-renovated chef’s kitchen—an airy showpiece anchored by a 10-ft quartz island with bar seating, custom

    Anne Rogers ANNE ROGERS REALTY GROUP INC

    319 Santiago Dr, Winter Park, FL 32789
  • /17

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    1500 Gay Rd Unit 24B, Winter Park, FL 32789

    Highly Desirable Winter Park Lakefront Community on Skiable Lake Killarney. Enjoy Peaceful Water Views and Million-Dollar Sunsets on Lakefront Deck! Private Community Ramp, Heated Pool, Men's and Women's Saunas!Don't miss this 2 Bedroom 2 Bath Beautifully Renovated Unit. New Kitchen Cabinets and Quartz Counters, Stainless Steel Appliances, Raised Ceiling with Lighting, Kitchen Island/Bar!

    Janice Erickson REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 24B, Winter Park, FL 32789
  • /30

    $3,100,000

    • 5 Beds
    • 4.5 Baths
    • 3,847 Sq Ft

    457 E New England Ave, Winter Park, FL 32789

    Nestled in the heart of downtown Winter Park, this beautifully maintained 1920s traditional residence captures the essence of Old Florida charm while offering the comfort of modern amenities. From the moment you arrive, the wraparound porch and circular drive create a welcoming first impression, setting the tone for the timeless character found throughout. Step inside to a gracious foyer accented

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    457 E New England Ave, Winter Park, FL 32789
  • /26

    $572,500

    • 2 Beds
    • 2 Baths
    • 858 Sq Ft

    640 N Park Ave Unit 26, Winter Park, FL 32789

    A gem in the heart of the city -was completely renovated in 2024, downtown Winter Park -walk to restaurants and shopping, ample parking and private storage. Laundry on 3rd floor and basement. Can be leased. Lots of south sunlight, #26 is on the 2nd floor overlooking pool area. New appliances. Rare opportunity to own in Park Aire!

    Michael O'Shaughnessy MICHAEL O'SHAUGHNESSY, INC.

    640 N Park Ave Unit 26, Winter Park, FL 32789

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