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Homes for Sale in 32789

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  • /36

    $259,900

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

    1500 Gay Rd Unit 17D, Winter Park, FL 32789

    Fantastic Winter Park Location on Lake Killarney. This 2 Bedroom 2 Bath Upstairs Unit has Lake and Pool Views. Spacious Living Spaces and Generously-sized Bedrooms. Unique Updated Kitchen has Sub Zero Refrigerator, Bosch Dishwasher, Solid Surface Counters, unbelievable amount of Storage with Corner Cabinets, Drawers, pull-out Shelving and 3 Tiers of Lighting! Updates include: Water Heater in

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    (321) 475-5617

    1500 Gay Rd Unit 17D, Winter Park, FL 32789
  • /22

    $262,000

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

    1500 Gay Rd Unit 20D, Winter Park, FL 32789

    LAKEFRONT COMMUNITY WITH SPECTACULAR SUNSETS OVER BEAUTIFUL LAKE KILLARNEY. LOCATED IN THE CHARMING AND ELLEGANT NEIGHBORHOOD OF WINTER PARK, IN A FULLY REVITALIZED AREA.CONVENIENT TO I-4, PARK AVENUE, FARMER'S MARKETS, TRADER JOE'S, AS WELL AS A MOVIE THEATER, BOUTIQUE SHOPS, RENOWNED RESTAURANTS AND A NATIONALLY RATED ART FESTIVAL - ALL WITHIN A SHORT WALKING DISTANCE.BRIGHT SUN-FILLED

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    (689) 399-5336

    1500 Gay Rd Unit 20D, Winter Park, FL 32789
  • /23

    $259,500

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

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

    ANOTHER PRICE REDUCTION! OWNER WILL CONSIDER ALL REASONABLE OFFERS!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! Beautifully Renovated 2 Bedroom 2 Bath End Unit. New Kitchen Cabinets and Quartz Counters,

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    (321) 450-8960

    1500 Gay Rd Unit 24B, Winter Park, FL 32789
  • /52

    $1,150,000

    • 4 Beds
    • 2 Baths
    • 2,750 Sq Ft

    1981 Blue Ridge Rd, Winter Park, FL 32789

    Welcome to 1981 Blue Ridge Rd in Winter Park, a spacious 4-bedroom, 2-bath home featuring an open floorplan, a generous family room, and a layout designed for both comfortable everyday living and easy entertaining. The home offers a well-connected flow between the main living spaces, creating an inviting setting with room to gather, relax, and spread out. Inside, the living room, dining room, and

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (689) 232-3531

    1981 Blue Ridge Rd, Winter Park, FL 32789
  • /31

    $380,000

    • 2 Beds
    • 1 Bath
    • 988 Sq Ft

    440 Cambridge Blvd, Winter Park, FL 32789

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 440 Cambridge Blvd in Winter Park, a charming 2-bedroom, 1-bath home featuring an open floorplan, an additional family room, and inviting indoor-outdoor spaces that offer both comfort and flexibility. Thoughtfully

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 461-2860

    440 Cambridge Blvd, Winter Park, FL 32789
  • /65

    $1,100,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,431 Sq Ft

    1800 Magnolia Ave, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. NEW PRICE! Experience refined living in this exquisitely renovated custom home, positioned on an oversized corner lot in one of the area’s most peaceful and private neighborhoods. Tucked away at the end of a quiet dead-end street, this residence offers an exceptional blend of craftsmanship, sophistication, and modern comfort. Inside, soaring 10-foot

    Agent Photo

    Kathy Summers

    FLORIDA REALTY INVESTMENTS

    (321) 306-4359

    1800 Magnolia Ave, Winter Park, FL 32789
  • /23

    $139,990

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft

    1695 Lee Rd Unit E103, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Waterfall Cove, where urban convenience meets tranquil living. This charming 2-bedroom, 1-bathroom condo offers a cozy retreat with all the perks of modern living. Located in the heart of Orlando, this condo is perfect for those looking for a blend of city life and natural beauty. As you step into the

    Agent Photo

    Jason Price

    RE/MAX SELECT GROUP

    (321) 324-0916

    1695 Lee Rd Unit E103, Winter Park, FL 32789
  • /41

    $510,000

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,073 Sq Ft

    1036 Aragon Ave, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Welcome to 1036 Aragon Avenue, a charming Winter Park bungalow perfectly positioned in one of Central Florida’s most sought-after locations. Nestled along picturesque cobblestone roads and surrounded by mature, tree-lined streets, this move-in ready home captures the character and warmth that make Winter Park real estate so desirable. Located just

    Agent Photo

    Tim Veigle

    WATSON REALTY CORP

    (321) 516-0689

    1036 Aragon Ave, Winter Park, FL 32789
  • /41

    $2,495,000

    $155K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,011 Sq Ft

    1130 Park North Place, Winter Park, FL 32789

    Half-acre lot just steps from Park Avenue shopping and dining, tucked on a quiet cul-de-sac in the heart of Winter Park.This traditional two-story home offers a well-designed floorplan for both everyday living and entertaining. From the moment you enter, the home feels warm and inviting. The main level features a spacious primary suite along with connected living spaces that flow easily from

    Agent Photo

    Jennifer King

    CORCORAN PREMIER REALTY

    (321) 257-9480

    1130 Park North Place, Winter Park, FL 32789
  • /66

    $2,295,000

    $100K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 4,392 Sq Ft

    1760 Legion Dr, Winter Park, FL 32789

    Winter Park 1964 Charmer! This wonderful ranch is located just minutes to Downtown Orlando as well as Park Ave. With over 4300 sq ft of living space, this, 4 bed/5.5 bath home is in the prime location. Upon entering you'll notice just how light and bright this home shows, to your right you will find a home office space. Rich dark wood, custom cabinetry and dramatic lighting provide the perfect

    Steven Looper CHARLES RUTENBERG REALTY ORLANDO

    1760 Legion Dr, Winter Park, FL 32789
  • /48

    $1,275,000

    $174K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,426 Sq Ft

    1651 Westchester Ave, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Set on a prized corner lot in Winter Parks sought after Orwin Manor Neighborhood, 1651 Westchester Ave is a timeless classic with Cape Cod inspired architecture that has been meticulously reimagined with today’s luxury finishes while preserving its original charm. Refinished Original Pine hardwood flooring and a beautifully updated fireplace welcome

    Shawn Layton SERHANT

    1651 Westchester Ave, Winter Park, FL 32789
  • /20

    $400,000

    • 2 Beds
    • 1 Bath
    • 913 Sq Ft

    2482 Roxbury Rd, Winter Park, FL 32789

    Winter Park Charm Today — Endless Possibilities Tomorrow. Welcome to a rare find in one of Winter Park’s most sought-after neighborhoods. This cozy 2BR/1BA bungalow is full of charm and sits on a spacious quarter-acre lot, giving you room to dream big. The home itself is in great condition—bright, clean, and move-in ready.But what truly sets this property apart is the location and land. With

    Gary Cohl COLDWELL BANKER REALTY

    2482 Roxbury Rd, Winter Park, FL 32789
  • /51

    $2,800,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,553 Sq Ft

    541 W Canton Ave, Winter Park, FL 32789

    Timeless elegance meets boutique craftsmanship at 541 W Canton Ave., an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Near Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm and rich character with elevated modern living and a refined sense of calm. From its dormer windows and custom-carved wood

    Bianca Rey PREMIER SOTHEBY'S INTL. REALTY

    541 W Canton Ave, Winter Park, FL 32789
  • /54

    $1,949,500

    $346K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,307 Sq Ft

    2614 Parkland Dr, Winter Park, FL 32789

    Fully remodeled! One of the most competitively priced homes featuring over 3,300 SF, in the 32789 zip code, and in the K-8 Audubon Park School District. The K-8 Audubon Park School District is a small pocket, and ranked one of the best district's in the state. Fully remodeled luxury pool homes in the highly sought-after Audubon K-8 and Winter Park school district with over 3,300 square feet of

    Ryan Gaston JW GASTON LLC

    2614 Parkland Dr, Winter Park, FL 32789
  • /29

    $1,925,000

    • 4 Beds
    • 4 Baths
    • 2,653 Sq Ft

    721 Pansy Ave, Winter Park, FL 32789

    Ideally on a quiet residential street just near Park Avenue, this custom-built transitional residence offers the best of Winter Park living, accessible, refined and thoughtfully designed from the ground up. Built in 2018 by Carlos Posada, the home delivers 2,653 square feet of living space across two floors, with an additional 365 square feet walk-up attic, four bedrooms and four full baths. From

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    721 Pansy Ave, Winter Park, FL 32789
  • /82

    $2,325,000

    New Construction $70K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,111 Sq Ft

    2361 Mulbry Dr, Winter Park, FL 32789

    Casa Noir | Selected as a 2026 Parade of Homes showcase in Winter Park, this signature new construction residence blends elevated architecture, warmth, and designer finishes across nearly 3,200 square feet. Offering 4 bedrooms, 4 full baths, a dedicated office, loft, and 2-car garage, the home quickly became one of the standout properties of the showcase — recognized for its lighting, atmosphere,

    Ahmad Hassan COMPASS FLORIDA LLC

    2361 Mulbry Dr, Winter Park, FL 32789
  • /3

    $1,949,999

    New Construction
    • 4 Beds
    • 4 Baths
    • 2,810 Sq Ft

    2501 Lafayette Ave, Winter Park, FL 32789

    Under Construction. GENEROUSLY APPOINTED LUXURY HOME at $1,875.000 with sound and water walls at $1,950,000.Exceptional design meets refined luxury in this brand-new architectural masterpiece by DaVinci. This 4-bedroom, 4-bath home offers over 2,800 square feet of bright, open living space, designed for both comfort and functionality. Enter through your custom pivot front door into the foyer

    Tab Bish LLC REAL BROKER, LLC

    2501 Lafayette Ave, Winter Park, FL 32789
  • /25

    $1,350,000

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    1881 Lake Spier Dr, Winter Park, FL 32789

    Lakefront home on over 1 acre in Winter Park with direct frontage on Lake Spier.Positioned on a private, spring-fed lake, this property presents a rare opportunity to build a brand-new luxury residence or thoughtfully renovate the existing home into a refined lakefront retreat. The expansive lot, tranquil water views, and ownership extending into the lake create a setting defined by privacy,

    Rafael Zenke Pinhao NOVA REAL ESTATE SERVICES INC

    1881 Lake Spier Dr, Winter Park, FL 32789
  • /46

    $1,799,000

    $101K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,727 Sq Ft

    1840 Bryan Ave, Winter Park, FL 32789

    This custom 2014-built Winter Park residence is stretched over a double lot with a backyard resort style retreat yet close to all Winter Park offers. A home with function and flexibility with a separate guest house, office or studio based on your needs. This thoughtfully designed home is sophisticated with casual comfort and showcases four bedrooms, 3.5 baths and nearly 3,800 square feet,

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    1840 Bryan Ave, Winter Park, FL 32789
  • /57

    $1,800,000

    $170K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,363 Sq Ft

    1177 Kenwood Ave, Winter Park, FL 32789

    Welcome to 1177 Kenwood Ave, a home that blends warmth, comfort, and thoughtful design. The inviting living room features a cozy fireplace, creating the perfect space to relax on cooler evenings. The kitchen is designed with both style and function in mind, stainless steel appliances and a center island ideal for meal preparation and gathering. The spacious primary suite serves as a retreat,

    Karen Albright OPENDOOR BROKERAGE LLC

    1177 Kenwood Ave, Winter Park, FL 32789
  • /50

    $1,425,000

    $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,170 Sq Ft

    1751 Goodrich Ave, Winter Park, FL 32789

    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

    1751 Goodrich Ave, Winter Park, FL 32789
  • /47

    $1,890,000

    $105K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,249 Sq Ft

    1750 Carollee Ln, Winter Park, FL 32789

    Welcome to 1750 Carollee Lane, where timeless charm meets modern luxury. In one of Winter Park’s established neighborhoods, residents enjoy access to top-rated schools, tree-lined streets, and proximity to Park Avenue’s renowned dining and shopping, as well as the area’s scenic Chain of Lakes. Originally built in 2012, this four-bedroom, 3.5-bath home offers over 3,200 square feet of thoughtfully

    Michelle Hochfelder PREMIER SOTHEBY'S INTL. REALTY

    1750 Carollee Ln, Winter Park, FL 32789
  • /25

    $309,900

    $79K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 570 Sq Ft

    311 E Morse Blvd Unit 7-11, Winter Park, FL 32789

    Charming Downtown Winter Park Pied-à-Terre – Steps from Park Avenue!Welcome to Whispering Waters, a beautifully maintained mid-century community nestled on the shores of Lake Osceola. This light-filled corner studio offers a rare opportunity to own a piece of Winter Park’s most coveted location—just steps from Park Avenue, Central Park, and all the cultural charm the city has to

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    311 E Morse Blvd Unit 7-11, Winter Park, FL 32789
  • /29

    $314,000

    $15K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,133 Sq Ft

    184 Sandlewood Trail Unit 2, Winter Park, FL 32789

    Located in the heart of Winter Park, this beautifully fully renovated 2-bedroom, 2.5-bath condominium: New Roof, New Hot Water Heater, New Plumbing, New Maytag Washer & Drier offers the perfect blend of modern design and walkable lifestyle. The open-concept floor plan creates a bright and airy living space ideal for both everyday living and entertaining. The completely updated kitchen features

    Tom Noelke NOELKE REALTY

    184 Sandlewood Trail Unit 2, Winter Park, FL 32789
  • /34

    $1,499,900

    New Construction $130K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 2,812 Sq Ft

    607 Ellen Dr, Winter Park, FL 32789

    NEW PRICE!!! 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

    Kelly Price KELLY PRICE & COMPANY LLC

    607 Ellen Dr, Winter Park, FL 32789
  • /22

    $298,000

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft

    151 N Orlando Ave Unit 115, Winter Park, FL 32789

    Welcome to Lake Killarney Living ... Where Winter Park charm meets everyday convenience. Furniture negotiable, offering added flexibility for buyers or investors. Discover this beautifully appointed 2-bedroom, 1-bath condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, dining, shopping, and the peaceful waters of Lake

    Chris Creegan CREEGAN GROUP

    151 N Orlando Ave Unit 115, Winter Park, FL 32789
  • /42

    $1,695,000

    $100K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,807 Sq Ft

    1903 N Park Ave, Winter Park, FL 32789

    Completed in 2020, this beautifully designed contemporary residence on North Park Avenue offers refined finishes and seamless indoor-outdoor living just minutes from Park Avenue’s famed shopping and restaurant district as well as the vibrant retail and dining of Winter Park Village and Mills50. Positioned on a prominent corner lot with dual access from N Park Ave and N Denning Drive, the home

    Chris Creegan CREEGAN GROUP

    1903 N Park Ave, Winter Park, FL 32789
  • /43

    $1,650,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,249 Sq Ft

    1660 Walnut Ave, Winter Park, FL 32789

    Introducing a standout new construction in Winter Park’s coveted Tree Streets! As you arrive the home’s modern façade is complemented by a charming front porch, creating a warm yet striking introduction that feels both inviting and intentional. Inside, the home unfolds with a highly functional floor plan designed to enhance everyday living while still accommodating entertaining with ease. Clean

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1660 Walnut Ave, Winter Park, FL 32789
  • /8

    $1,360,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 3,735 Sq Ft

    420 Ohio St, Winter Park, FL 32789

    Pre-Construction. To be built. On a prominent corner lot in the evolving Killarney neighborhood, this offering presents a rare chance to create a custom residence in the heart of the 32789 zip code. Set among a mix of established homes and new construction, the setting reflects the ongoing transformation of the area while remaining close to the amenities that define Winter Park living. The

    Leighton Hope COMPASS FLORIDA LLC

    420 Ohio St, Winter Park, FL 32789
  • /54

    $1,495,000

    $130K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,046 Sq Ft

    1077 Minnesota Ave, Winter Park, FL 32789

    Huge price improvement. Seller is relocating and motivated. Built in 2025 by Nautilus Homes and lightly lived in, this custom Winter Park residence offers a rare combination of new construction quality, thoughtful owner upgrades, and a highly desirable location between Orlando Avenue and Orange Avenue, just minutes from Park Avenue shopping, dining, and cultural attractions. Set behind mature

    Shahram Sondi SHAHRAM SONDI + CO.

    1077 Minnesota Ave, Winter Park, FL 32789
  • /49

    $1,665,000

    New Construction
    • 4 Beds
    • 4 Baths
    • 2,916 Sq Ft

    2430 Chantilly Ave, Winter Park, FL 32789

    Positioned as one of the best values currently available in Winter Park, this exceptional residence designed by renowned architect Gary Hancock is a masterclass in craftsmanship, architecture, and timeless elegance. From the moment you arrive, the home commands attention with a breathtaking facade defined by graceful archways and refined architectural symmetry. Every exterior line and material

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    2430 Chantilly Ave, Winter Park, FL 32789
  • /39

    $1,695,000

    • 4 Beds
    • 2 Baths
    • 2,640 Sq Ft

    446 Melrose Ave, Winter Park, FL 32789

    A distinctive offering where design, location and performative upgrades come together seamlessly. One of the original modern homes in Winter Park, this iconic residence has been thoughtfully reimagined through a designer-led renovation that emphasizes clean lines, natural light, easy maintenance and high durability. The result is a bright, refined space that balances architectural character with

    Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

    446 Melrose Ave, Winter Park, FL 32789
  • /59

    $1,390,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 3,253 Sq Ft

    501 Lakeview Ave, Winter Park, FL 32789

    MOVE-IN READY! Construction Completed! Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 1⁄2 baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright loft that

    Marie Ledbetter COLDWELL BANKER REALTY

    501 Lakeview Ave, Winter Park, FL 32789
  • /65

    $1,499,999

    New Construction $50K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,164 Sq Ft

    1523 Miller Ave, Winter Park, FL 32789

    BRAND NEW CONSTRUCTION COMPLETED APRIL 2026, MOVE-IN READY. This 3,164 sqft home at 1523 Miller Ave, Winter Park, FL 32789 combines modern design, high-end finishes, and an unbeatable central location. Featuring 5 bedrooms, 4 full bathrooms, and a private salt-water pool, the home is designed for both everyday comfort and effortless entertaining. The open L-shaped living, kitchen, and dining area

    Eric Trumble II CHARLES RUTENBERG REALTY ORLANDO

    1523 Miller Ave, Winter Park, FL 32789
  • /31

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 2,838 Sq Ft

    2408 Lafayette Ave, Winter Park, FL 32789

    This custom home is nestled in an up-and-coming neighborhood in Winter Park. This stunning home redefines modern living. Designed with an open floor plan, it seamlessly blends spaces to create a harmonious flow, perfect for both entertaining and everyday life. The abundance of windows bathes the interiors in natural light, creating a bright and airy ambiance. The office/study is set apart for

    Matthew Burks CORCORAN PREMIER REALTY

    2408 Lafayette Ave, Winter Park, FL 32789
  • /53

    $1,750,000

    • 3 Beds
    • 3 Baths
    • 2,488 Sq Ft

    1110 Alabama Dr, Winter Park, FL 32789

    Come home to this gorgeous 3 Bed/3 Bath Winter Park masterpiece on a premier corner lot at the intersection of the coveted Alabama Drive and Palmer Avenue. FULLY RENOVATED DOWN TO THE STUDS IN 2020.Located in one of Winter Park’s most highly sought-after areas, the property is beautifully framed by the iconic tree-lined brick streets of the Chain of Lakes district and surrounded by historic

    Omar Albaba COLDWELL BANKER REALTY

    1110 Alabama Dr, Winter Park, FL 32789
  • /53

    $1,479,000

    New Construction $96K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,895 Sq Ft

    1473 Berkshire Ave, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. 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 just-completed luxury residence nestled on one of Winter Park’s most peaceful, tree-lined, and century-old streets. This two-story Mediterranean masterpiece delivers

    Milena Fernandes GOLDEN GROUP REALTY LLC

    1473 Berkshire Ave, Winter Park, FL 32789
  • /10

    $1,250,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,525 Sq Ft

    1870 Staunton Ave, Winter Park, FL 32789

    Pre-Construction. To be built. Discover a rare opportunity to build a fully custom residence in the highly sought-after Killarney Shores neighborhood of Winter Park—one of the last areas where new construction at this level remains attainable below $1.3M. Exclusively curated by The Hope Group, this offering pairs premier design with a seamless build experience alongside Deep Roots Construction,

    Vinny Lay COMPASS FLORIDA LLC

    1870 Staunton Ave, Winter Park, FL 32789
  • /48

    $719,000

    • 4 Beds
    • 2 Baths
    • 1,877 Sq Ft

    2333 Westminster Ct, Winter Park, FL 32789

    Settled on a rare double lot in the heart of Winter Park, this 4-bedroom, 2-bath home delivers the Florida lifestyle you've been waiting for–without a single item on your to-do list. Resort style pool with Travertine pavers, renovated in 2025– brand new and ready for summer.Inside, a complete renovation in 2020 touched every corner of the home. Every major system has been replaced within the

    Ernest Middleton CHARLES RUTENBERG REALTY ORLANDO

    2333 Westminster Ct, Winter Park, FL 32789
  • /39

    $589,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft

    1354 Indiana Ave, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Fabulous location in Winter Park! Completely remodeled from top to bottom this stunning home blends modern design with everyday comfort in a highly desirable Winter Park location. Thoughtfully updated with stylish and contemporary finishes throughout this home offers a bright and open feel that’s perfect for today’s lifestyle.The beautifully

    Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

    1354 Indiana Ave, Winter Park, FL 32789

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