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Winter Park, FL Homes for Sale with Garage

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  • /61

    $4,750,000 New Construction

    • 4 Beds
    • 5.5 Baths
    • 3,850 Sq Ft

    1150 Via Salerno, Winter Park, FL 32789

    In the heart of Winter Park’s coveted Vias neighborhood, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends architectural refinement w/ organic warmth. Designed and developed by Steve and Jodie Warrick Konold of Scout & Co., the 3,850 sf layout offers 4 bedrooms & 5.5 baths, wrapped in the intentional privacy of a luxury retreat. Beyond its terraced walkway and

    Padgett McCormick KELLY PRICE & COMPANY LLC

    1150 Via Salerno, Winter Park, FL 32789
  • /75

    $3,895,000 New Construction

    • 5 Beds
    • 7 Baths
    • 4,055 Sq Ft

    1820 Glencoe Rd, Winter Park, FL 32789

    Discover the ultimate in luxury real estate in Winter Park, Florida with this Dutch West Indies–inspired custom home built by FG Schaub Custom Homes. Ideally located just minutes from Park Avenue’s upscale dining and shopping, Rollins College, and the cultural charm of downtown Winter Park, this residence combines timeless architecture with modern elegance. Offering over 4,055 square feet of

    Laura Earl CORCORAN PREMIER REALTY

    1820 Glencoe Rd, Winter Park, FL 32789
  • /59

    $1,599,900 Open Sun 12PM - 2PM

    • 4 Beds
    • 4 Baths
    • 2,743 Sq Ft

    1780 Mizell Ave, Winter Park, FL 32789

    Discover modern luxury living in this newly constructed, architect-designed residence by Gary Hancock, ideally located in the heart of Winter Park. Offering nearly 2,800 square feet of thoughtfully planned living space, this four-bedroom, four-bath home combines timeless architecture with premium finishes for an elevated lifestyle experience.Step inside to 10-foot ceilings on both levels,

    Megan Byers PREMIER SOTHEBY'S INTL. REALTY

    1780 Mizell Ave, Winter Park, FL 32789
  • /16

    $1,201,000 New Construction

    • 5 Beds
    • 3 Baths
    • 2,618 Sq Ft

    1807 Magnolia Ave, Winter Park, FL 32789

    Under Construction. Scheduled to start in September 2025 with estimated completion in March 2026. New construction in the City of Winter Park! This home has been thoughtfully designed, but there is still time to make personalized finish selections if desired. This deep 56 x 157 lot is Winter Park's best kept secret, located in a quiet pocket of 32789. The huge backyard will be ~55-ft deep once

    Kristen Hamilton LOMBARDO TEAM REAL ESTATE LLC

    1807 Magnolia Ave, Winter Park, FL 32789
  • /49

    $3,150,000 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 Avenue—an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Located just steps from 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

    Bianca Rey KELLER WILLIAMS WINTER PARK

    541 W Canton Ave, Winter Park, FL 32789
  • /2

    $2,295,000 New Construction

    • 4 Beds
    • 4 Baths
    • 3,005 Sq Ft

    1760 Bryan Ave, Winter Park, FL 32789

    Pre-Construction. To be built. Welcome to an architectural masterpiece that redefines modern luxury and comfort. Situated in the heart of Winter Park, this newly built custom residence by Valdara Homes offers an unparalleled lifestyle of sophistication, comfort, and style. Every detail of this striking two-story home has been meticulously crafted, featuring clean lines, expansive walls of glass,

    Harif Hazera PREMIER SOTHEBY'S INTL. REALTY

    1760 Bryan Ave, Winter Park, FL 32789
  • /12

    $3,490,000 New Construction

    • 4 Beds
    • 6 Baths
    • 4,205 Sq Ft

    1910 Glencoe Rd, Winter Park, FL 32789

    Under Construction. Stunning architectural masterpiece built by LUIH homes nestled in the heart of prestigious Winter Park. This brand-new construction embodies the perfect fusion of contemporary design, timeless elegance, and exceptional quality offering 4 bedrooms, 4 full bathrooms, 2 half bathrooms, and over 4,200 square feet of thoughtfully designed luxury living space. As you step through

    Julie Christensen COMPASS FLORIDA LLC

    1910 Glencoe Rd, Winter Park, FL 32789
  • /48

    $4,950,000 New Construction

    • 5 Beds
    • 6.5 Baths
    • 6,406 Sq Ft

    1660 Palmer Ave, Winter Park, FL 32789

    New Hamptons-style residence offering a seamless blend of elegance and modern sophistication. A gated entrance opening to a circular driveway and motor court, set the stage for enjoying this exceptional estate. As you enter home, an impressive 2-story foyer with a glass-paneled staircase wraps around a temperature-controlled wine room and a transparent glass elevator, effortlessly connecting all

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    1660 Palmer Ave, Winter Park, FL 32789
  • /24

    $1,644,900 New Construction

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

    607 Ellen Dr, Winter Park, FL 32789

    Step into refined living at 607 Ellen Drive, a brand-new two-story modern minimalist home by award-winning Lazarus Winter Park. With 2,812 square feet, this stunning residence offers four bedrooms, a dedicated office, and a luxurious first-floor primary suite. Light oak wide-plank floors and glass stair railings create a sleek, airy aesthetic. Expansive sliding glass doors fully open to a private

    Doug Addeo COMMUNITY REALTY ASSOCIATES

    607 Ellen Dr, Winter Park, FL 32789
  • /11

    $2,119,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 2,964 Sq Ft

    785 N Phelps Ave, Winter Park, FL 32789

    Under Construction. Completion December 2025, Nestled in the heart of Winter Park, this luxurious custom-built home seamlessly blends elegance, functionality, and thoughtful design. Boasting 5 bedrooms, 3.5 bathrooms, and 2,964 sq/ft of unparalleled living space, every detail has been meticulously crafted for modern living. From the moment you step inside, an elegant gallery entrance welcomes you

    Leighton Hope COMPASS FLORIDA LLC

    785 N Phelps Ave, Winter Park, FL 32789
  • /11

    $1,759,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,172 Sq Ft

    1660 Walnut Ave, Winter Park, FL 32789

    Under Construction. Elegant and modern new construction home perfectly situated in beautiful Winter Park. Scheduled for completion in December 2025, this brand new construction home offers a perfect blend of luxury, comfort, and contemporary design. With 4 spacious bedrooms, 3.5 beautifully appointed bathrooms, and 2,172 square feet of meticulously crafted living space, this home is built to

    Julie Christensen COMPASS FLORIDA LLC

    1660 Walnut Ave, Winter Park, FL 32789
  • /12

    $1,800,000 New Construction

    • 5 Beds
    • 4 Baths
    • 3,246 Sq Ft

    2260 Mulbry Dr, Winter Park, FL 32789

    Pre-Construction. To be built. Price Improvement!!! Your Dream Home Is Ready To Be Built!! Pre-Construction Opportunity! Build-to-Suit! Buyers who act now can still pick finishes and style! Build your custom dream home with renowned Konkol Homes in one of Central Florida’s most desirable areas! This nearly 1/4-acre lot is perfectly situated near Baldwin Park, East End Market, Audubon Park K-8,

    Farah Bloom KELLER WILLIAMS WINTER PARK

    2260 Mulbry Dr, Winter Park, FL 32789
  • /100

    $6,600,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,636 Sq Ft

    2661 Vía Tuscany, Winter Park, FL 32789

    CALLING HIGHEST AND BEST BY 09/26/2025!! PRIVATE AUCTION WITH-BID RESERVE AT $6,600,000SELLER FINANCING AVAILABLE WITH VERY ATTRACTIVE TERMSIntroducing a Unique, Stunning Modern HomeA groundbreaking architectural masterpiece, this one-of-a-kind residence is built with reinforced concrete, steel, and iron framing, featuring floor-to-ceiling glass walls with no traditional

    Prescilla Vazquez PV LUXURY GROUP PA

    2661 Vía Tuscany, Winter Park, FL 32789
  • /22

    $819,700 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,051 Sq Ft

    1917 S Lakemont Ave, Winter Park, FL 32792

    Special financing or closing cost credits available for qualified buyers!Introducing the 2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! This exceptional, move-in ready residence is perfectly situated between the serene shores of Lake Spier and Lake Compton in the exclusive Lake Spier Crossing community of Winter Park.Discover modern luxury with 10 impeccably designed

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    1917 S Lakemont Ave, Winter Park, FL 32792
  • /42

    $849,900 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,063 Sq Ft

    1907 S Lakemont Ave, Winter Park, FL 32792

    Special financing or closing cost credits available for qualified buyers!Introducing the 2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! This exceptional, move-in ready residence is perfectly situated between the serene shores of Lake Spier and Lake Compton in the exclusive Lake Spier Crossing community of Winter Park.Discover modern luxury with 10 impeccably designed

    Nickolas McKee KELLER WILLIAMS WINTER PARK

    1907 S Lakemont Ave, Winter Park, FL 32792
  • /32

    $1,249,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,596 Sq Ft

    1835 Lake Sue Dr, Orlando, FL 32803

    Built in 2019 by David Weekley, this Craftsman-style residence blends modern design with timeless character in the heart of Beeman Park. Inside you’re welcomed by an inviting office with French doors, perfect for working from home. Engineered hardwood floors flow throughout the main level, leading to a bright, open concept living space. The kitchen is a chef’s dream with quartz countertops,

    Jenny Lake FANNIE HILLMAN & ASSOCIATES

    1835 Lake Sue Dr, Orlando, FL 32803
  • /23

    $795,000

    • 3 Beds
    • 2 Baths
    • 2,296 Sq Ft

    805 Nottingham St, Orlando, FL 32803

    One or more photo(s) has been virtually staged. Coveted Orwin Manor uniquely positioned between the charm of College Park and the luxury of Park Avenue offers one of its best for you today. Step into a home that feels like it was lifted from a Thomas Kinkade painting—where light dances across tree-lined streets, neighbors wave from their porches, and the mailman strolls by with letters delivered

    Angela Worachek DALTON WADE INC

    805 Nottingham St, Orlando, FL 32803
  • /26

    $1,250,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,707 Sq Ft

    3632 Upper Union Rd, Orlando, FL 32814

    Charming and Rare David Weekley Home on Oversized Manor Lot in Baldwin ParkWelcome to 3632 Upper Union Road, Orlando, FL 32814, a beautifully maintained 3-bedroom, 2.5-bath David Weekley Village Home on a rare oversized Manor lot in the heart of Baldwin Park.This 2,707 sqft home exudes classic charm with its Victorian-inspired elevation, inviting full-length front porch, and one of

    Stephen Hachey FLAT FEE MLS REALTY

    3632 Upper Union Rd, Orlando, FL 32814
  • /20

    $308,000

    • 3 Beds
    • 2 Baths
    • 1,076 Sq Ft

    1074 Hamlet Dr, Maitland, FL 32751

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom home that blends comfort, convenience, and an unbeatable location. From the moment you step inside, you’ll notice the inviting layout featuring a spacious living area filled with natural light and a functional kitchen equipped with newer stainless steel appliances—perfect for everyday living and entertaining alike. The home sits on a

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    1074 Hamlet Dr, Maitland, FL 32751
  • /42

    $305,000

    • 3 Beds
    • 3 Baths
    • 1,328 Sq Ft

    1618 Gulfview Dr Unit 417, Maitland, FL 32751

    One or more photo(s) has been virtually staged. Welcome to this exquisitely renovated home offering the best value in the maintenance-free community of Park Lake Grove! This stunning 3-bedroom, 3-bathroom property features 1,328 square feet of beautifully updated living space and a rear-facing, fully enclosed one-car garage. Every inch of this home has been thoughtfully renovated with quality

    Wendy Aldana LLC NETWORTH REALTY OF ORLANDO, LLC

    1618 Gulfview Dr Unit 417, Maitland, FL 32751
  • /38

    $294,000

    • 3 Beds
    • 2 Baths
    • 1,146 Sq Ft

    1040 Hamlet Dr, Maitland, FL 32751

    This beautifully maintained three-bedroom, two-bath residence features an inviting open floor plan, perfect for both entertaining and everyday living. Recently painted with a fresh interior, the home radiates warmth and brightness throughout. Enjoy modern comforts with a brand-new air conditioning system installed just six months ago, ensuring a cool and comfortable atmosphere year-round. The

    Bianca Botelho RE/MAX ASSURED

    1040 Hamlet Dr, Maitland, FL 32751
  • /36

    $559,000

    • 2 Beds
    • 2.5 Baths
    • 1,897 Sq Ft

    2979 Upper Park Rd, Orlando, FL 32814

    Stately Townhome in Baldwin Park! Welcome to this exquisite townhome, ideally situated adjacent to the charming Windsong community and the well-established City of Winter Park. This spacious residence offers a refined living experience with a perfect blend of comfort and elegance.Upon entry, you are greeted by a formal living and dining room, providing an open and inviting space for

    Timothy Bratcher COLDWELL BANKER RESIDENTIAL RE

    2979 Upper Park Rd, Orlando, FL 32814

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