Winter Park Single Family Homes for sale by Neighborhood

Find Winter Park Single Family Homes  by clicking on the relevant neighborhood.

View all Winter Park Single Family Homes for Sale

ALOMA homes for sale BROOKSHIRE HEIGHTS 1ST ADD homes for sale
CASA ALOMA homes for sale CHARMONT homes for sale
CLOISTER GROVE SUB homes for sale COMSTOCK PARK homes for sale
CONWILL ESTATES homes for sale COUNTRY LANE homes for sale
DIXIE TERRACE homes for sale DUBSDREAD HEIGHTS homes for sale
EASTBROOK SUB UNIT 05 homes for sale EASTBROOK SUB UNIT 8 homes for sale
EASTGATE SUB homes for sale ELLNO WILLO homes for sale
FOREST HILLS homes for sale FREMAR homes for sale
GARDEN LAKE ESTATES UNIT 1 homes for sale GARDEN LAKE ESTATES UNIT 2 homes for sale
GARDEN LAKE ESTATES UNIT 3 homes for sale GEORGETOWN ESTATES homes for sale
GLENCOE homes for sale GLENCOE SUB homes for sale
GREEN TERRACE V/140 LOT 3 BLK B homes for sale GREENVIEW AT WINTER PINES homes for sale
H VANWIES SUB homes for sale HAMILTON PLACE homes for sale
HAWKS CREST homes for sale HENKEL ADD homes for sale
HORTON AARON homes for sale HOWELL BRANCH WOODS homes for sale
HOWELL ESTATES 1ST ADD homes for sale HOWELL ESTATES 2ND ADD homes for sale
HOWELL ESTATES REP homes for sale HOWELL HEIGHTS homes for sale
J KRONENBERGER SUB homes for sale KAROLINA ON KILLARNEY homes for sale
KENILWORTH ESTATES 1ST ADD homes for sale KENILWORTH SHORES SEC 01 homes for sale
KENILWORTH SHORES SEC 03 homes for sale KENILWORTH SHORES SEC 04 homes for sale
KENILWORTH SHORES SEC 05 homes for sale KENILWORTH SHORES SEC 06 homes for sale
KENILWORTH SHORES SEC 07 homes for sale KILLARNEY CIRCLE homes for sale
KILLARNEY ESTATES homes for sale KILLARNEY POINT homes for sale
KINGS COVE homes for sale LAKE FLORENCE PRESERVE homes for sale
LAKE FOREST PARK homes for sale LAKE KNOWLES TERRACE homes for sale
LAKE KNOWLES TERRACE ADD 02 homes for sale LAKEVIEW TERRACE homes for sale
LANDINGS AT HAWKS CREST homes for sale LAUREL SPGS homes for sale
LAWNDALE homes for sale LOST CREEK homes for sale
MEADOWS AT HAWKS CREST homes for sale NA homes for sale
ORANGE TERRACE homes for sale ORWIN MANOR WESTMINSTER SEC homes for sale
SYLVAN HEIGHTS homes for sale SYLVAN LAKE SHORES homes for sale
SYLVAN PARK homes for sale TANGLEWOOD SEC 3 REP homes for sale
THE ENCLAVE WINTER PARK homes for sale TRINITY BAY homes for sale
VIRGINIA HEIGHTS homes for sale WINTER PARK homes for sale
WINTER PARK ESTATES homes for sale WINTER PARK MANOR homes for sale
WINTER PARK PINES homes for sale WINTER PARK PINES MERRIE OAKS homes for sale
WINTER PARK PINES REP homes for sale WINTER PARK VILLAGE homes for sale
WRENWOOD HEIGHTS UNIT 2 homes for sale

Newest Single Family Homes for Sale in Winter Park by Neighborhood

View all Winter Park Single Family Homes for Sale

  • 3006 NORTHWOOD BLVD, WINTER PARK, FL - MLS# O6419056

    NORTHWOOD TERRACE - O6419056 - 3006 NORTHWOOD BLVD, WINTER PARK, FL 32789
    Just Added on 06/26/2026 1:21PM

    $1,300,000 | Single Family Home | 4 beds | 3.0 baths | 1 gar

    Reimagined from the ground up for modern living while honoring its original mid-century modern heritage, this 1953 Winter Park residence pairs authentic MCM character with the ease of all-new finishes and systems. Four bedrooms and three full bathrooms are arranged around an open living, dining, and kitchen core that opens to a light-filled sitting area. White oak floors run throughout, while designer lighting and ceiling fans, clean horizontal lines, and warm natural finishes carry the home's MCM soul. The kitchen anchors the home with Taj Mahal quartzite counters and brand new KitchenAid stainless steel appliances. Step out to an expanded rear patio overlooking a private fenced backyard, ideal for entertaining or quiet evenings at home. Move in with confidence: new roof, all-new windows, new 200-amp electrical service, all-new plumbing with new water heater, new HVAC ductwork, and a new Nest thermostat. The attached garage and dedicated interior laundry complete the layout. The location is the rare kind you can live on foot: walk to East End Market, Kelly's Homemade Ice Cream, Redlight Redlight, Sushi Lola's, and the sought-after Audubon Park K-8 School. Winter Park High and the shops and dining of Park Avenue are just minutes away. A thoughtfully rebuilt classic in one of the area's most established and connected neighborhoods.

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    Listing is courtesy of: ORLANDO HOMES GROUP LLC

  • 259 ORANGE TERRACE DRIVE, WINTER PARK, FL - MLS# O6419225

    ORANGE TERRACE - O6419225 - 259 ORANGE TERRACE DRIVE, WINTER PARK, FL 32789
    Just Added on 06/26/2026 6:25AM

    $465,500 | Single Family Home | 3 beds | 2.0 baths | 1 car

    Beautifully renovated 3 bedroom, 2 bath home in highly desirable Winter Park 32789! Extensively updated throughout, this move in ready home offers the perfect blend of modern style, comfort, and convenience. Filled with natural light, this home features a stunning renovated kitchen with an open pass-through breakfast bar and seating, ideal for entertaining and everyday living, a large stainless sink beneath a window and plenty of stunning quartz counter top space. Both bathrooms have been tastefully remodeled, and nearly every aspect of the home has been thoughtfully updated to create a fresh, contemporary feel. Major improvements provide added peace of mind, including a new roof October 2023, HVAC system 2023 and water heater in 2024. Enjoy the convenience of a large covered carport with built-in storage, plus a huge backyard with endless possibilities for gardening, pets, play, or future expansion. An additional storage shed, added in 2018, offers even more space for tools, hobbies, and outdoor equipment. Ideally located with quick access to I-4 and 17-92, and just minutes from Park Avenue, Winter Park Village, College Park, and Downtown Orlando, you'll enjoy some of Central Florida's finest shopping, dining, entertainment, and cultural attractions right at your fingertips. Best of all, NO HOA! Combining extensive renovations, major system updates, an oversized backyard, and an unbeatable location, this exceptional Winter Park home is truly move in ready and waiting for its next owner. Call to schedule your appointment today!

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    Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY

  • 3009 NICHOLSON DR, WINTER PARK, FL - MLS# O6419862

    WRENWOOD UNIT 3 3RD ADD - O6419862 - 3009 NICHOLSON DR, WINTER PARK, FL 32792
    Just Added on 06/25/2026 9:39PM

    $449,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome home to this beautifully remodeled **4-bedroom, 2-bath** residence in sought after Winter Park! BRAND NEW ROOF IN 2024! Thoughtfully renovated from top to bottom, this move-in-ready home offers the perfect combination of modern style, quality craftsmanship, and peace of mind with virtually every major system already updated. Step inside to discover beautiful new luxury vinyl flooring throughout, a stunning kitchen featuring brand-new cabinetry, elegant quartz countertops, and updated finishes designed for both everyday living and entertaining. Both bathrooms have been completely remodeled with stylish tile, new vanities, fixtures, and toilets, creating a fresh, contemporary feel throughout the home. The spacious primary suite has been completely reimagined and now features a beautifully remodeled bathroom along with a custom built-in closet organization system. New double patio doors provide abundant natural light while creating a seamless transition to the screened patio—perfect for enjoying Florida's beautiful weather. Beyond the cosmetic updates, this home offers the kind of improvements buyers truly appreciate, including a **new HVAC system with all-new ductwork, complete house replumb, new water heater, new electrical panel, new switches and outlets throughout, fresh interior and exterior paint, and a newly rescreened patio with a new screen door.** These significant upgrades provide years of worry-free ownership. Located within the highly sought-after Seminole County Public School District, this home is zoned for Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High School. You'll also enjoy an incredibly convenient location just minutes from shopping, restaurants, parks, entertainment, major roadways, and everything Winter Park and the surrounding area have to offer. With its extensive renovations, desirable **4-bedroom** floor plan, exceptional location, and true move-in-ready condition, this is a rare opportunity you won't want to miss. Schedule your private showing today!

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    Listing is courtesy of: LPT REALTY, LLC

  • 1037 N VIRGINIA AVE, WINTER PARK, FL - MLS# O6419694

    TANTUM ADD - O6419694 - 1037 N VIRGINIA AVE, WINTER PARK, FL 32789
    Just Added on 06/25/2026 4:16PM

    $649,000 | Single Family Home | 3 beds | 1.0 baths | 1 gar

    THE best kept secret in WP! Newly renovated charming bungalow located directly on famed 4th Fairway on WP9 – Winter Park Golf Course! Quiet, private & secluded setting with gorgeous views on dead end street. Walk or bike to Park Avenue, dining and shopping, Rollins College and Winter Park Village. New roof and water heater 2023, refinished hardwood floors, new kitchen with stainless appliances, renovated bath, 3 generous bedrooms, bonus Florida Room, PLUS single car garage. Open patio in backyard with separate firepit seating area overlooking the golf course. Great rental and/or build your dream home! Don’t miss this “one of a kind – live your best Winter Park life” opportunity!

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    Listing is courtesy of: KELLER WILLIAMS WINTER PARK

  • 2774 BANCHORY RD, WINTER PARK, FL - MLS# O6418821

    WINTER PARK PINES - O6418821 - 2774 BANCHORY RD, WINTER PARK, FL 32792
    1 Day on yellowkey

    $645,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Some homes are updated. Others are completely reimagined. At 2774 Banchory Road, the transformation started with a bold decision: remove the walls and rethink how the home lives. The result is a light-filled great room where the kitchen, dining, and living spaces flow together effortlessly—creating the kind of open, connected lifestyle today's buyers are searching for. The kitchen was designed to be the heart of the home, featuring a dramatic waterfall island, farmhouse sink, quartz countertops, and all-new stainless appliances. Wide-plank flooring runs throughout, while thoughtfully selected RH-inspired lighting adds warmth and character at every turn. Beautifully renovated baths, designer finishes, and thoughtful updates make this home feel both timeless and fresh. Beyond the beautiful finishes, nearly every major component has been improved—from new windows and doors to a new paver driveway, irrigation system, and a recently replaced roof—giving buyers the rare combination of style and peace of mind. Located in Winter Park Pines, one of Winter Park's most beloved neighborhoods, this home offers more than just a beautiful renovation. Residents enjoy zoning for highly regarded Aloma Elementary, Glenridge Middle School, and Winter Park High School, along with a location that's just minutes from Park Avenue, Rollins College, and downtown Winter Park. With easy access to downtown Orlando, you can enjoy the best of both worlds: a charming neighborhood setting with the city's dining, culture, and employment centers just a short drive away. This is what happens when a renovation focuses not just on how a home looks, but on how it lives. Reimagined. Refined. Ready for what's next.

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    Listing is courtesy of: COMPASS FLORIDA LLC

  • 4353 STEED TER, WINTER PARK, FL - MLS# TB8517548

    KINGS COVE - TB8517548 - 4353 STEED TER, WINTER PARK, FL 32792
    1 Day on yellowkey

    $614,990 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    MOTIVATED SELLER – QUICK CLOSE AVAILABLE! Welcome to this beautifully maintained 4-bedroom, 2-bath home in the desirable Kings Cove community of Winter Park. From the moment you arrive, you'll appreciate the spacious layout and impressive updates throughout. The heart of the home features a beautifully appointed kitchen with quartz countertops, ample cabinetry, and a seamless flow into the family room, making it perfect for everyday living and entertaining. Vaulted ceilings and a cozy wood-burning fireplace create a warm and inviting atmosphere. Step outside to your own private outdoor oasis. The screened-in pool area is designed for year-round enjoyment and features a spacious patio, covered lanai, and a fully equipped outdoor kitchen complete with refrigerator, sink, and cabinetry—ideal for hosting family and friends. The primary suite offers a relaxing retreat with dual sinks and plenty of space to unwind. Additional highlights include a fenced backyard, new windows (2021), new roof (2019), and a new AC system (2024), providing peace of mind for years to come. Conveniently located with easy access to SR 417, shopping, dining, and everyday conveniences, this exceptional home combines comfort, style, and location. Don't miss this opportunity—schedule your private showing today!

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    Listing is courtesy of: DALTON WADE INC

  • 4053 COOL WATER CT, WINTER PARK, FL - MLS# O6419831

    LAKE WAUNATTA WOODS - O6419831 - 4053 COOL WATER CT, WINTER PARK, FL 32792
    1 Day on yellowkey

    $549,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    POOL HOME WITH A WOOD-BURNING FIREPLACE, HOME OFFICE, AND PRIME WINTER PARK LOCATION! This single-family home is packed with the features today's buyers are looking for, including a private pool, spacious backyard, dedicated office/den, and a cozy wood-burning fireplace. Inside, you'll find a versatile floor plan designed for both everyday living and entertaining. The family room is warm and inviting, featuring a beautiful wood-burning fireplace that adds character and charm. A separate office/den provides the flexibility needed for remote work, a playroom, home gym, or additional living space. Step outside to your private backyard oasis, complete with a sparkling swimming pool and plenty of room for outdoor entertaining, family gatherings, pets, and play. The expansive yard offers endless opportunities to create the outdoor lifestyle you've been dreaming of. Situated on a cul-de-sac in a desirable Winter Park neighborhood and zoned for sought-after schools, you'll enjoy easy access to Park Avenue's renowned restaurants, boutique shopping, community events, parks, and entertainment. Conveniently located near Downtown Orlando, major highways, hospitals, and top employers, this home offers the perfect combination of location, comfort, and lifestyle. If you're searching for a Winter Park pool home with a home office, fireplace, large backyard, and exceptional location, this home deserves a spot at the top of your list.

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    Listing is courtesy of: ALIGN REAL ESTATE LLC

  • 2249 MINNESOTA AVE, WINTER PARK, FL - MLS# O6419820

    OLYMPIA HEIGHTS ANNEX - O6419820 - 2249 MINNESOTA AVE, WINTER PARK, FL 32789
    1 Day on yellowkey

    $429,900 | Single Family Home | 4 beds | 2.0 baths | 1 car

    Welcome to one of Orlando's most beloved neighborhoods, where tree-lined streets, golf course views, and a true sense of community create the lifestyle buyers are searching for. Perfectly positioned across from the 5th tee of historic Dubsdread Golf Course, this beautifully renovated home places you in the heart of the Dubsdread bubble—just minutes from the dining, shopping, and charm of both College Park and Winter Park. Set on an oversized .22-acre lot, this move-in-ready residence offers over 1,500 square feet of thoughtfully updated living space, blending classic character with today's most desired upgrades. Inside, you'll find refinished original hardwood floors, a fully renovated kitchen featuring stunning quartz countertops, new cabinetry, and new stainless steel appliances, plus two completely renovated bathrooms with fresh, timeless finishes. A 2023 rear addition adds valuable living space, while the inviting Florida room and screened porch provide the perfect spots to enjoy morning coffee, entertain friends, or unwind after a round of golf. Beyond the cosmetic improvements, the heavy lifting has already been done. Enjoy peace of mind with updated plumbing (2026) including removal of cast iron piping, updated electrical (2026), roof (2020), tankless water heater (2023), and energy-efficient windows (2023). Homes in the Dubsdread District rarely offer this combination of location, charm, lot size, and major renovations. Whether you're drawn to the golf course views, the walkable neighborhood feel, or the proximity to Orlando's best restaurants, parks, and entertainment, this home delivers the lifestyle that makes this area one of Orlando's most desirable places to call home. Move-in ready, extensively updated, and perfectly located—schedule your private showing today!

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    Listing is courtesy of: MARKET CONNECT REALTY LLC

  • 426 WORTHINGTON DR, WINTER PARK, FL - MLS# O6418049

    KENILWORTH SHORES SEC 01 - O6418049 - 426 WORTHINGTON DR, WINTER PARK, FL 32789
    2 Days on yellowkey

    $2,499,000 | Single Family Home | 5 beds | 4.5 baths | 2 gar

    Nestled within the highly sought-after Kenilworth Shores neighborhood, this extraordinary new construction home represents a rare opportunity to own one of Winter Park's finest new builds. Thoughtfully designed with an exceptional floor plan and uncompromising level of craftsmanship, detail, and finishes. This home is located just minutes from everything Winter Park has to offer. Step through the front doors into a breathtaking two-story foyer where soaring ceilings, and a statement chandelier create an unforgettable first impression. Designed for both everyday living and effortless entertaining, the floor plan is one of the home's most desirable features. Rare for Winter Park, the residence offers a luxurious primary suite, private guest suite, and dedicated office all on the main level. The expansive living room serves as the heart of the home, showcasing extensive custom trim work, an electric fireplace, and bespoke built-in cabinetry with LED underlighting. Walls of glass create a seamless connection to the outdoor living spaces while filling the home with natural light. The chef's kitchen is a true showpiece, designed to satisfy even the most discerning culinary enthusiast, featuring stunning Calacatta quartz countertops, custom cabinetry, a paneled built-in refrigerator, and a complete suite of Thermador appliances. Adjacent to the kitchen, the formal dining room creates an elegant setting for entertaining, featuring a custom dry bar complete with a wine refrigerator. Privately tucked away, the primary suite serves as a true retreat, featuring sliding glass doors leading directly to the backyard oasis, creating a seamless indoor-outdoor connection. The spa-inspired primary bath features marble mosaic tile, floating mirrors above dual vanities, a freestanding soaking tub, an oversized walk-in shower, and a generous walk-in closet. The upper level continues the home's thoughtful design with a spacious loft, accompanied by three generously sized bedrooms. Outdoor living is equally impressive, a covered lanai creates the perfect setting for year-round entertaining and is fully equipped with a summer kitchen. The beautifully designed backyard retreat showcases a sparkling pool and spa surrounded by lush green space, offering the ideal balance of recreation, relaxation, and privacy. Perfectly positioned in the heart of Winter Park, residents enjoy tree-lined streets while remaining just a golf-cart ride from the boutiques, award-winning restaurants, and cafés, of Park Avenue. The home is also conveniently located near Winter Park High School, Advent Health Winter Park, and the beloved Cady Way Park, where tennis courts, soccer fields, baseball fields, walking trails create one of Central Florida's most desirable active lifestyles. Don't miss out on this amazing new home!

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    Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC

  • 1826 BANCHORY RD, WINTER PARK, FL - MLS# O6419474

    KENILWORTH SHORES SEC 06 - O6419474 - 1826 BANCHORY RD, WINTER PARK, FL 32789
    3 Days on yellowkey

    $779,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Under contract-accepting backup offers. Beautiful corner 4 bedroom home in the heart of Kenilworth Shores in Winter Park.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 1564 LAWNDALE CIR, WINTER PARK, FL - MLS# O6418817

    COUNTRY LANE - O6418817 - 1564 LAWNDALE CIR, WINTER PARK, FL 32792
    3 Days on yellowkey

    $450,000 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Discover the potential of this spacious 4-bedroom, 2.5-bath home located at 1564 Lawndale Cir in desirable Winter Park. Featuring a comfortable floor plan with generous living space, this home offers flexibility for everyday living, entertaining, working from home, or hosting guests. The bedroom layout provides privacy and functionality, while the location offers convenient access to shopping, dining, parks, schools, major roadways, and nearby Orlando destinations. With its size, layout, and prime Winter Park location, this property is a great opportunity for buyers looking to personalize a home and create lasting value. Don’t miss your chance to schedule a private showing.

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    Listing is courtesy of: SET HOMES REALTY LLC

  • 2652 ABBEY RD, WINTER PARK, FL - MLS# O6419026

    WINTER PARK PINES MERRIE OAKS - O6419026 - 2652 ABBEY RD, WINTER PARK, FL 32792
    4 Days on yellowkey

    $625,000 | Single Family Home | 5 beds | 2.0 baths | 2 gar

    Welcome to 2652 Abbey Road, a beautifully renovated home tucked away on a quiet cul-de-sac in the highly desirable Winter Park Estates community. Situated on a spacious corner lot, this stunning 4-bedroom, 2-bath residence with a dedicated office offers the perfect blend of modern design, functionality, and location. From the moment you step inside, you'll appreciate the open-concept floor plan designed for today's lifestyle. New flooring flows seamlessly throughout the home, complemented by updated interior doors, abundant natural light, and thoughtfully selected finishes. The private office, featuring elegant double glass doors, provides the perfect space for working from home, a playroom, or a flex space to fit your needs. The heart of the home is the completely redesigned kitchen, showcasing beautiful natural-tone soft-close cabinetry, sleek black hardware, premium stainless steel appliances, and luxurious Level 6 countertops that create both style and functionality. The spacious living and dining areas flow effortlessly together, making entertaining family and friends a breeze. The primary suite serves as a private retreat, featuring a large walk-in closet, dual vanity, and a beautifully appointed walk-in shower with designer finishes. Three additional bedrooms provide ample space for family and guests, while both bathrooms have been tastefully updated with modern touches throughout. Beyond the cosmetic updates, this home offers peace of mind with major improvements including a newer roof (2021), double-pane windows and sliding glass door (2021), updated HVAC system, new AC ductwork, new sprinkler system, and fresh sod. Every detail has been thoughtfully addressed to provide a truly move-in-ready experience. Outside, the oversized corner lot offers plenty of room to relax, entertain, or enjoy the mature surroundings of this established Winter Park neighborhood. The location is hard to beat, with easy access to Sprouts, Publix, Costco, Baldwin Park, Park Avenue, top-rated dining, boutique shopping, and major roadways connecting you to everything Central Florida has to offer. Combining quality renovations, flexible living spaces, and one of Winter Park's most convenient locations, 2652 Abbey Road presents a rare opportunity to enjoy modern living in an established neighborhood without sacrificing character or charm.

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    Listing is courtesy of: COMPASS FLORIDA LLC

  • 2344 WOODCREST DR, WINTER PARK, FL - MLS# O6418782

    KENILWORTH ESTATES 1ST ADD - O6418782 - 2344 WOODCREST DR, WINTER PARK, FL 32792
    5 Days on yellowkey

    $729,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Resort Style Pool Home in KENILWORTH ESTATES! Conveniently located in Winter Park with a walking distance to Baldwin Park, Advent Health, Cody trail park! A short drive to Rollin College, Park Ave, Full Sail University, downtown Orlando, theme parks, and UCF! Close to restaurants, shopping centers, bars, Publix, CVS and gas stations. Welcome Home! through the main door, you will be amazed by its modern and spacious floor plan! A lovely living room with a fireplace, an extra room for home gym or office, on the right, a sparkling pool in front of your eyesight through a modern glass sliding door, sitting under porch, enjoying family gathering in this resort style garden! There are plenty closet spaces for storage! Spacious kitchen cabinets for cooking supplies. Be ready to live in a luxury and breath-taking Winter Park Pool home, while enjoying all Florida sunshine and outdoor biking, jogging and golfing at Winter Park Pine. House was repiped in 2021, Brand-new roof in 2023, Newer AC, like-new hot water heater! Entire home was renovated, new paints, new pool filter, new cabinets and appliances. Are you ready living in your dream home! Move in KENILWORTH ESTATES home today!

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    Listing is courtesy of: EXPLORE FLORIDA REALTY SERVICES LLC

  • 7134 WRENWOOD WAY, WINTER PARK, FL - MLS# O6418289

    WRENWOOD HEIGHTS UNIT 2 - O6418289 - 7134 WRENWOOD WAY, WINTER PARK, FL 32792
    7 Days on yellowkey

    $445,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. Welcome to this beautifully renovated home in the heart of Winter Park! Filled with abundant natural light, this fully updated property features a desirable open-concept layout with a split-bedroom floor plan designed for both comfort and privacy. The stunning new kitchen offers modern finishes and brand-new stainless steel appliances, while new luxury vinyl flooring flows seamlessly throughout the entire home, creating a modern and elegant feel. Additional upgrades include a newer roof and newer A/C for added peace of mind. Step outside to an oversized backyard with endless possibilities for entertaining, gardening, or simply relaxing outdoors. Perfectly situated in a prime Winter Park location, this exceptional home provides convenient access to top dining, shopping, parks, and major roadways. Don’t miss the opportunity to own a beautifully updated home in one of the most desirable areas!

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    Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L

  • 2625 PARK PLACE DR, WINTER PARK, FL - MLS# O6413031

    WINTER PARK PLACE 45/148 - O6413031 - 2625 PARK PLACE DR, WINTER PARK, FL 32789
    7 Days on yellowkey

    $1,950,000 | Single Family Home | 4 beds | 4.5 baths | 2 gar

    Nestled on one of Winter Park’s most exclusive streets, this exceptional residence is located within Park Place—the only gated neighborhood in the coveted 32789 ZIP code—and is zoned for highly sought-after Audubon Park K–8 School. From the moment you arrive, you'll appreciate the rare combination of privacy, charm, and convenience that defines this remarkable home. Designed with both everyday living and effortless entertaining in mind, the versatile floor plan features elegant formal living and dining rooms, creating a welcoming setting for gatherings both large and small. The spacious primary suite is conveniently located on the first floor, along with a secondary bedroom ideal for guests or multigenerational living. Upstairs, you'll find two additional bedrooms, a full bath, and a generous bonus room perfect for a home office, media room, playroom, or fitness space. At the heart of the home is a beautifully appointed kitchen featuring granite countertops, crisp white cabinetry, a center island, and a sunlit breakfast nook surrounded by windows. The kitchen flows seamlessly into the inviting family room, where custom built-ins, a cozy fireplace, and French doors create the perfect blend of comfort and sophistication. Step outside to your own private Florida oasis. The covered paver lanai, summer kitchen, and sparkling saltwater pool provide an ideal backdrop for year-round entertaining, weekend gatherings, or peaceful evenings at home. Rich hardwood floors extend throughout the entire residence—there’s not a stitch of carpet anywhere. Architectural details such as crown molding, plantation shutters, 10-foot ceilings, and 8-foot doors enhance the home’s timeless elegance and spacious feel. Additional conveniences include a first-floor laundry room with pantry storage and a guest powder bath. A standout feature is the oversized detached two-car garage, complete with a private upstairs studio and full bath—perfect for a home office, guest suite or creative space. Surrounded by lush professional landscaping and shaded by magnificent mature oak trees, the fully fenced backyard offers beauty, privacy, and natural cooling throughout Florida’s warmer months. Tucked away on a quiet cul-de-sac, the property also benefits from added privacy provided by the neighborhood’s surrounding brick wall and direct access to a nearby open field. Park Place is more than a neighborhood—it’s a rare opportunity to enjoy a secure, friendly lifestyle.

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    Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES

  • 5350 ORANGE AVE, WINTER PARK, FL - MLS# O6415309

    SUBURBAN HOMES - O6415309 - 5350 ORANGE AVE, WINTER PARK, FL 32792
    7 Days on yellowkey

    $469,900 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. 4 BEDROOM | 2 BATH | 1,863 SQ FT + TINY HOUSE GUEST SUITE | CUSTOM BUILD | NO HOA | WINTER PARK | Located just minutes from the charm and energy of Downtown Winter Park, this exceptional custom-built residence offers a rare opportunity to enjoy thoughtfully crafted living in one of Central Florida's most convenient and desirable corridors. Built in 2011 in a quiet community with no HOA restrictions, the home combines quality construction, modern aesthetics, and an outstanding lifestyle location that is difficult to replicate at this price point. From its welcoming front porch to its expansive backyard retreat, the property is designed for both comfortable everyday living and effortless entertaining. Situated on a generous 70-foot wide lot, the double-wide driveway, attached garage, and extra-wide side yard with a double-wide 11'6" gate provide exceptional utility for those with a boat, RV, or trailer — a rare and coveted feature with no association limitations. Throughout the interior, custom solid wood built-ins and cabinetry lend a warmth and permanence seldom found in production construction. The kitchen serves as the true centerpiece of the home, featuring custom solid wood cabinetry with pull-out pantry shelves, an extra-large entertaining island with abundant storage, solid stone countertops, and a striking tray ceiling with LED lighting that creates an elevated, modern ambiance. The open layout connects seamlessly to the living spaces and flows naturally toward the screened rear porch and the large, private backyard beyond. The private primary suite offers a genuine retreat experience, complete with a tray ceiling, generous walk-in closet, and a beautifully appointed en-suite bath featuring both a separate shower and soaking tub. Custom built-ins throughout the additional bedrooms add function and character at every turn. At 1,863 square feet, the main residence is complemented by a fully finished 156-square-foot backyard suite constructed in 2022, complete with a kitchenette and full bathroom — bringing the total living footprint to just over 2,000 square feet. Whether utilized for guests, extended family, a home office, or income-generating potential, this additional structure adds a remarkable dimension of flexibility and value rarely found in this market. The durable metal roof and quality of construction throughout speak to a home built with longevity in mind. Freshly painted and brand new, high-end Waterproof Laminate flooring throughout. Energy efficiency is woven into the fabric of the home as well, with open-cell spray foam insulation in the attic and a smart water heater working together to meaningfully reduce utility costs — a genuine and ongoing financial benefit that discerning buyers will appreciate. All of this, positioned less than ten minutes from Publix, Starbucks, and Costco, and within fifteen minutes of the boutique dining, shopping, and cultural offerings of Downtown Winter Park.

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    Listing is courtesy of: ABSOLUTE REALTY GROUP, LLC

  • 2914 REEF KNOT PL, WINTER PARK, FL - MLS# O6418185

    LAKE FLORENCE PRESERVE - O6418185 - 2914 REEF KNOT PL, WINTER PARK, FL 32792
    8 Days on yellowkey

    $1,725,000 | Single Family Home | 6 beds | 5.0 baths | 3 gar

    Welcome to an exceptional lakefront home in the gated community of Lake Florence Preserve, where luxury, space, and lifestyle come together in the heart of Winter Park. This stunning 6-bedroom, 5+ bath pool home sits on the shores of private, Lake Florence, offering a rare opportunity for true waterfront living. Step inside to a grand two-story entry with soaring 10-foot ceilings and an open-concept layout designed for effortless entertaining. Natural light fills the expansive living, dining, and kitchen spaces, highlighting the home’s high-end finishes and thoughtful design. At the center of the home is a chef’s kitchen featuring an oversized 11’ x 5’ island, gas range with vent hood, premium Samsung and GE appliances, and an impressive 10’ x 4’ walk-in pantry, perfect for hosting or daily convenience. With six generously sized bedrooms, including a private in-law suite, this home offers flexibility for multigenerational living or guests. Upstairs, the spacious primary suite boasts lake views, a large ensuite bath, and dual walk-in closets. You’ll also find a versatile 19’ x 18’ game room with a 17' wide balcony overlooking the pool and lake, along with an oversized second-floor laundry room. Outdoor living is where this property truly shines. Enjoy direct access to Lake Florence from your private dock with electric boat lift, ideal for boating, jet skiing, or peaceful sunset cruises. The backyard is designed for relaxation and entertaining, complete with a saltwater pool, fully fenced yard, tiki hut featuring an outdoor kitchen and outdoor shower fitted with hot and cold water. Additional highlights include a 3-car garage, tankless water heater, custom closets throughout, and upgraded lighting and ceiling fans. Ideally located just minutes from SR 436, the 417, and only 15 minutes to Park Avenue, this home offers both convenience and exclusivity within a sought-after gated community. This is a rare opportunity to own a true lakefront retreat. Schedule your private showing today.

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    Listing is courtesy of: SOTERA LIVING

  • 2015 SUMMERFIELD RD, WINTER PARK, FL - MLS# O6418198

    KENILWORTH SHORES SEC 07 - O6418198 - 2015 SUMMERFIELD RD, WINTER PARK, FL 32792
    8 Days on yellowkey

    $1,275,000 | Single Family Home | 4 beds | 4.0 baths | 1 gar

    Welcome to one of Winter Park's most impressive move-in-ready homes, where luxury, comfort, and location come together seamlessly. Completely reimagined and renovated, this stunning 4-bedroom, 4-bath residence offers the rare combination of modern construction quality and an established Winter Park location just minutes from Baldwin Park, Park Avenue, Rollins College, and top-rated schools. From the moment you arrive, the circular driveway, modern architecture, and professional landscaping create a memorable first impression. Inside, soaring natural light and oversized porcelain tile floors lead you through an open-concept floor plan designed for both everyday living and entertaining. The heart of the home is an extraordinary chef's kitchen featuring premium Bosch appliances, an oversized quartz island, custom cabinetry, a walk-in pantry, and a stylish wet bar. Whether hosting holiday gatherings or enjoying a quiet morning coffee, this space was designed to bring family together. The private owner's retreat feels like a luxury resort, offering direct pool access, a spa-inspired bathroom, soaking tub, oversized walk-in shower, custom closet, and a private beverage station for added convenience. Step outside and discover what truly sets this property apart. The backyard was designed for Florida living at its finest, featuring a sparkling pool, expansive covered lanai, outdoor dining area, and a fully equipped summer kitchen complete with grill, refrigeration, storage, and sink. It's the perfect setting for family gatherings, weekend entertaining, or relaxing after a long day. A dedicated office, versatile flex room, pool bath, and guest suite provide the flexibility today's buyers demand for work, fitness, hobbies, multigenerational living, or media space. Beyond the home itself, you'll enjoy a lifestyle few locations can match. Walk or bike to nearby parks and trails, spend evenings dining on Park Avenue, explore Baldwin Park's restaurants and shops, and enjoy quick access to Downtown Orlando and Orlando International Airport. With luxury finishes, smart-home upgrades, resort-style outdoor living, and a premier Winter Park address, this is more than a home—it's a lifestyle opportunity rarely available in Kenilworth Shores. Schedule your private showing today and experience the difference for yourself.

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    Listing is courtesy of: UNITED REAL ESTATE PREFERRED

  • 2718 SANDWELL DR, WINTER PARK, FL - MLS# O6410283

    WINTER PARK PINES - O6410283 - 2718 SANDWELL DR, WINTER PARK, FL 32792
    8 Days on yellowkey

    $525,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. Virtually Staged. Step into this beautifully updated home in Winter Park Pines—one of the area’s most sought-after neighborhoods—where modern upgrades, top-rated schools, and everyday convenience come together effortlessly. The front foyer showcases the home’s original mid-century planter box, a nostalgic architectural detail that some adore and others prefer to modernize. Anticipating this, the seller thoughtfully ordered extra matching flooring so you can easily update the foyer and remove the planter after closing if you choose. Beyond this space, brand-new luxury vinyl plank flooring extends through the main living areas, creating a warm, modern look that’s both stylish and durable. The kitchen has been completely transformed with sparkling quartz countertops, shaker-style cabinetry, and all-new stainless-steel appliances—offering a fresh, functional space perfect for everyday cooking and entertaining. Fresh interior and exterior paint give the home a bright, clean, move-in-ready feel from the moment you arrive. The split floor plan provides comfortable living, with the ensuite primary bedroom on one side and two additional bedrooms and the second bath on the opposite wing. The bathrooms remain in their original condition but are fully functional, allowing this home to be priced below comparable properties with recent bath renovations. With the major updates already completed—including a new roof in 2023 and new HVAC system in 2020—you can move in now and refresh the bathrooms over time to suit your style. Additional highlights include a two-car garage with an impressive 10' x 10' workshop area near the washer and dryer (both of which convey). This flexible space is ideal for hobbies, storage, or projects. An extra refrigerator in the garage also conveys. With thoughtful updates throughout, no required HOA dues, a friendly community atmosphere, and access to highly rated schools, this home offers the lifestyle buyers are searching for. It’s the perfect blend of comfort, convenience, and modern style. Schedule your showing today!

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    Listing is courtesy of: BHHS FLORIDA REALTY

  • 332 FLEET RD, WINTER PARK, FL - MLS# O6414829

    WINTER PARK PINES MERRIE OAKS - O6414829 - 332 FLEET RD, WINTER PARK, FL 32792
    8 Days on yellowkey

    $595,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. Tucked away on a quiet dead-end street in sought-after Winter Park Pines, this beautifully maintained 4-bedroom/ 2 bath pool home offers the perfect blend of privacy, updates, and location. Designed with a desirable split floor plan, the home provides separation between the primary suite and secondary bedrooms while offering comfortable spaces for everyday living and entertaining. The kitchen is positioned to overlook the backyard and pool, creating an inviting setting for both daily life and gatherings. Inside, you'll find timeless terrazzo and laminate flooring throughout, beautiful plantation shutters at the front of the home, plus a dedicated home office or flex space just outside the kitchen. Towards the back of the home you will find a versatile climate-controlled four-seasons room overlooking the backyard and pool provides even more flexibility for today's lifestyle. Whether you need a playroom, fitness area, hobby room, or additional living/dining space, this home offers room to adapt to your needs. Set on a spacious FULLY FENCED lot with mature landscaping, the property is beautiful from the moment you pull up. The private pool and expansive backyard create an ideal outdoor retreat for relaxing and entertaining year-round. Major improvements provide peace of mind, including a NEW ROOF (2021), ALL NEW WINDOWS (2025), NEW HVAC SYSTEM (2025), and EXTERIOR PAINT (2023). Additional energy-saving features include a solar-assisted hot water system helping contribute to lower monthly utility costs. Location is everything, and this home delivers. Just steps from the Cady Way Trail, you'll enjoy easy access to miles of biking, jogging, and walking paths. Nearby Cady Way Park offers tennis, pickleball, athletic fields, playgrounds, and recreation facilities. Conveniently located just minutes from Downtown Winter Park, Park Avenue, Winter Pines Golf Club, Baldwin Park, AdventHealth Winter Park, Full Sail University, shopping, dining, and SR-417. Situated in a well-established neighborhood with NO HOA, this home offers a rare opportunity to enjoy the Winter Park lifestyle with exceptional convenience and charm.

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    Listing is courtesy of: COMPASS FLORIDA LLC

  • 1232 VALLEY CREEK RUN, WINTER PARK, FL - MLS# O6417190

    LOST CREEK - O6417190 - 1232 VALLEY CREEK RUN, WINTER PARK, FL 32792
    8 Days on yellowkey

    $535,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Welcome to this beautifully maintained pool home in the highly desirable Lost Creek community, where comfort, functionality, and location come together perfectly. This spacious residence features three generously sized bedrooms and a thoughtfully designed floor plan offering both formal and casual living spaces, including a living room, formal dining room, and a large family room that flows seamlessly into the kitchen beneath soaring vaulted ceilings. The private primary suite serves as a true retreat with dual walk-in closets, dual vanities, a relaxing garden tub, and a separate glass-enclosed shower. The secondary bedrooms are well-proportioned and share a convenient Jack-and-Jill bathroom. Step outside and enjoy Florida living year-round from the covered patio overlooking the screened pool enclosure, creating the perfect space for entertaining or unwinding in privacy. Ideally located in Winter Park's Cross Creek community, residents enjoy easy access to top-rated Seminole County schools, abundant shopping and dining options, major commuter routes, and popular recreational destinations including Red Bug Lake Park with its sports fields, playgrounds, walking trails, tennis courts, and family-friendly activities. This is an exceptional opportunity to enjoy the lifestyle and convenience that make Cross Creek one of the area's most sought-after communities.

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    Listing is courtesy of: CENTURY 21 ALTON CLARK

  • 2501 LAFAYETTE AVE, WINTER PARK, FL - MLS# O6416565

    WINTER PARK VILLAGE - O6416565 - 2501 LAFAYETTE AVE, WINTER PARK, FL 32789
    9 Days on yellowkey

    $1,795,000 | Single Family Home | 4 beds | 4.0 baths | 2 gar

    Virtually Staged. A rare new construction offering in the heart of Winter Park — 2501 Lafayette Ave is a 2,810 sq ft architectural residence crafted by curated design firm - Catalyst Design, with 25-year experience and Parade of Homes judge across Naples, Daytona & Southwest Florida. 4 bed | 4 bath | office | 2-car garage | saltwater pool. Every detail built to a single standard: the highest one. Step through the custom pivot front door into a home that immediately announces its intentions. Soaring 10-ft ceilings throughout rise to a dramatic 22-ft volume in the great room, framed by sliding glass walls that dissolve the line between interior living and the private outdoor retreat beyond. Level 5 smooth drywall finish — the standard reserved for the finest custom builds — runs throughout, while wide-plank hardwood flooring flows across every living area. Italian porcelain tile anchors all bathrooms and the laundry room with precision and permanence. Every window and exterior door is imported from Germany — Unilux® precision-engineered for thermal performance, acoustic excellence, and longevity that no domestic product can match. Grohe® plumbing fixtures, also made in Germany, carry that same philosophy through every bathroom. Countertops are Cambria or Silestone® quartz with a thickened 3cm mitered edge throughout. Custom solid wood cabinetry is built to plan in the kitchen, laundry, and all bathrooms, finished with Emtek® hardware and 8-ft solid core architectural doors with 7" baseboard throughout. The Winter Park Chain of Lakes — 12 interconnected lakes spanning 2,781 acres of pristine Florida waterways — is moments away, offering boating, paddleboarding, and the beloved Winter Park Scenic Boat Tour. Over 70 parks, Kraft Azalea Gardens, Mead Botanical Garden, and more than a dozen walkable green spaces define the outdoor lifestyle. The Winter Park Farmers' Market, held every Saturday at the historic train station, is a community institution. Rollins College, one of the South's most respected liberal arts institutions, sits lakeside just minutes away, bringing cultural programming, the Bach Festival, and vibrant intellectual energy to the neighborhood year-round. Families are served by highly rated Orange County public schools, with Winter Park High School renowned for its academic rigor and championship programs, as well as exceptional private options, including Trinity Preparatory School and St. Margaret Mary. New construction in 32789 is genuinely rare — historic preservation standards and limited land availability make it so. For international buyers, Orlando International Airport is 30 minutes south. Disney, Universal, and the theme park corridor are under 30 minutes via I-4. Atlantic beaches are under an hour away. This is not a production home dressed up with upgrades. It is a ground-up, custom-built, German-engineered, the most coveted zip code in Central Florida. Schedule your private showing today.

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    Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO





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