Winter Park Real Estate for Sale by Neighborhood

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ALOMA real estate for sale ALOMA PARK real estate for sale
BROOKSHIRE HEIGHTS 1ST ADD real estate for sale CASA ALOMA real estate for sale
CEDARWOOD VILLAGE 1 real estate for sale CHARMONT real estate for sale
CHATEAUX DU LAC real estate for sale CLOISTER GROVE SUB real estate for sale
CLOISTERS CONDO real estate for sale COLONIES real estate for sale
COMSTOCK PARK real estate for sale CONWILL ESTATES real estate for sale
COUNTRY LANE real estate for sale DUBSDREAD HEIGHTS real estate for sale
EASTBROOK SUB UNIT 05 real estate for sale EASTBROOK SUB UNIT 8 real estate for sale
EASTGATE SUB real estate for sale ELLNO WILLO real estate for sale
FOREST HILLS real estate for sale FOUR SEASONS CONDO real estate for sale
GARDEN LAKE ESTATES UNIT 1 real estate for sale GEORGETOWN ESTATES real estate for sale
GLENCOE SUB real estate for sale GOLDENROD VILLAS CONDO real estate for sale
GOLFSIDE VILLAS CONDO real estate for sale GRAYSON SQUARE real estate for sale
H VANWIES SUB real estate for sale HENKEL ADD real estate for sale
HIDDEN OAKS CONDO PH 12 real estate for sale HOWELL ESTATES REP real estate for sale
HOWELL HEIGHTS real estate for sale J KRONENBERGER SUB real estate for sale
KAROLINA ON KILLARNEY real estate for sale KENILWORTH ESTATES 1ST ADD real estate for sale
KENILWORTH SHORES SEC 01 real estate for sale KENILWORTH SHORES SEC 03 real estate for sale
KENILWORTH SHORES SEC 04 real estate for sale KENILWORTH SHORES SEC 06 real estate for sale
KENILWORTH SHORES SEC 07 real estate for sale KILLARNEY BAY CONDO real estate for sale
KILLARNEY CIRCLE real estate for sale KILLARNEY ESTATES real estate for sale
KINGS COVE real estate for sale LAKE FLORENCE PRESERVE real estate for sale
LAKE FOREST PARK real estate for sale LAKE KILLARNEY CONDO real estate for sale
LAKE KNOWLES TERRACE real estate for sale LAKE KNOWLES TERRACE ADD 02 real estate for sale
LAKESIDE MANOR APTS CONDO real estate for sale LAKEVIEW TERRACE real estate for sale
LANDINGS AT HAWKS CREST real estate for sale LAUREL SPGS real estate for sale
LAWNDALE real estate for sale LOST CREEK real estate for sale
MAITLAND SHORES FIRST ADD real estate for sale MEADOWS AT HAWKS CREST real estate for sale
NA real estate for sale ORANGE TERRACE real estate for sale
ORWIN MANOR WESTMINSTER SEC real estate for sale PARK MANOR real estate for sale
PARKVIEW VILLAGE real estate for sale PHILLIPS CIRCLE REP real estate for sale
STRATFORD A WINTER PARK CONDO real estate for sale SYLVAN LAKE SHORES real estate for sale
THE ENCLAVE WINTER PARK real estate for sale VISTAS AT LAKE HOWELL real estate for sale
WATERFALL COVE real estate for sale WHISPERWOOD CONDO real estate for sale
WINTER PARK ESTATES real estate for sale WINTER PARK GARDENS CONDO real estate for sale
WINTER PARK PINES real estate for sale WINTER PARK PINES MERRIE OAKS real estate for sale
WINTER PARK PINES REP real estate for sale WINTER PARK VILLAGE real estate for sale
WRENWOOD CONDO real estate for sale

Newest Real Estate in Winter Park by Neighborhood

View all Winter Park Real Estate for Sale

  • 341 E READING WAY, WINTER PARK, FL - MLS# O6420387

    CHARMONT - O6420387 - 341 E READING WAY, WINTER PARK, FL 32789
    Just Added on 06/30/2026 2:25PM

    $1,695,000 | Single Family Home | 4 beds | 4.0 baths | 2 gar

    Virtually Staged. A rare opportunity to live on a quiet one-way street overlooking a park in the heart of Winter Park. Built in 2007 and meticulously maintained, this exceptional 4-bedroom, 4-bath pool home with a dedicated office offers timeless design, thoughtful updates, and an unbeatable location. A welcoming covered front porch provides the perfect spot to enjoy your morning coffee. Inside, soaring ceilings, extensive moldings, travertine and hardwood floors, and abundant natural light create an elegant first impression. Just off the foyer, French doors open to a private office, ideal for working from home. A secondary bedroom and full bath with a walk-in shower are conveniently located on the main level. The spacious kitchen flows seamlessly into the family room and features granite countertops, solid wood soft-close cabinetry, a gas cooktop, wall oven, breakfast bar, wet bar, walk-in pantry, and a sunny breakfast nook overlooking the lanai and pool. The adjoining family room is anchored by a gas fireplace and French doors leading outdoors. The covered lanai showcases a tongue-and-groove ceiling and remote-controlled screens, creating the perfect setting for year-round entertaining. The generous first-floor primary suite offers space for a sitting area and features two custom walk-in closets, dual vanities, a soaking tub, separate shower, and private water closet. A beautiful wrought-iron staircase leads upstairs to two generous en-suite bedrooms and a cozy loft. The private backyard is designed for relaxation and entertaining, featuring a saltwater pool and spa surrounded by lush landscaping. Additional highlights include two newer HVAC systems (2022 and 2023), a gas water heater (2022), central vacuum system, built-in Home Team pest defense system, and plantation shutters throughout. Located within the highly sought-after Audubon K-8 and Winter Park High School districts, this exceptional home is ideally situated between Park Avenue and Corrine Drive, with downtown Orlando just minutes away.

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    Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES

  • 2361 ROXBURY RD, WINTER PARK, FL - MLS# O6418164

    GLENCOE SUBDIVISION - O6418164 - 2361 ROXBURY RD, WINTER PARK, FL 32789
    Just Added on 06/30/2026 8:30AM

    $599,000 | Single Family Home | 3 beds | 2.0 baths

    Nested on a spacious, tree lined lot just steps from Lake Killarney, 2361 Roxbury Road offers a rare opportunity to create your dream home in one of Winter Park’s most convenient locations. Ideally situated just off Fairbanks Avenue with quick access to I-4 , this 3 bedroom, 2 bath residence features 1723 square feet of living space and mid century character. Built in 1951, the home showcases an original pine paneled ceiling in the living room, adding warmth and architectural charm. Two large new Anderson windows fill the room with natural light and highlight the pool view. The expansive Florida room provides flexible space for entertaining or future updates. Major improvements include a resurfaced pool (2024), exterior paint (2024), new paver driveway (2024), roof (2020) and HVAC system (2019). The garage has been enclosed and currently serves as storage and utility space. Outside you’ll find a fully fenced backyard with plenty of room to enjoy the Florida lifestyle. Located on a large lot with sidewalks and mature trees, this home presents an excellent opportunity for buyers looking to personalize a property in a desirable Winter Park location. The septic system was pumped in 2026, providing peace of mind. Bring vision and make this home your own!

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    Listing is courtesy of: ANNE ROGERS REALTY GROUP INC

  • 4887 N MAGNOLIA AVE, WINTER PARK, FL - MLS# O6420961

    SUBURBAN HOMES - O6420961 - 4887 N MAGNOLIA AVE, WINTER PARK, FL 32792
    Just Added on 06/29/2026 10:13PM

    $495,000 | Single Family Home | 4 beds | 3.0 baths | 1 car

    Experience the Florida lifestyle in this beautifully updated 4-bedroom, 3-bath Winter Park pool home! From the renovated bathrooms and spacious family room to the all-new flooring and fresh paint, this move-in-ready home offers comfort, style, and room to entertain. Step through the new French doors into your private backyard oasis featuring a sparkling pool with new pavers, a new pool pump (2026), and a child safety fence for added peace of mind. The homes roof was replaced in 2016 and other updates include HVAC system with ductwork, water heater, all-new windows, an updated utility room, a new garage door with remote, plus an extended driveway for spacious parking. Conveniently located near shopping, dining, and downtown Orlando. This home is zoned for highly rated Lake Monte Elementary, Maitland Middle, and Winter Park High School. Don't miss this exceptional opportunity to own a beautifully updated home in one of Central Florida's most desirable communities.

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    Listing is courtesy of: LUXE PROPERTIES

  • 2022 EASTBROOK BLVD, WINTER PARK, FL - MLS# S5152746

    EASTBROOK SUB UNIT 07 - S5152746 - 2022 EASTBROOK BLVD, WINTER PARK, FL 32792
    Just Added on 06/29/2026 9:39PM

    $353,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome home to this beautifully maintained 3-bedroom, 2-bathroom residence in the desirable Winter Park area! From the moment you arrive, you'll appreciate the long driveway, inviting curb appeal, and numerous recent upgrades that provide both style and peace of mind. Step inside to find updated bathrooms, newer appliances, and a functional layout designed for comfortable everyday living. Major improvements include a new roof and gutters (2023) and a newer water heater, making this home truly move-in ready. One of the standout features is the spacious, fully fenced backyard that backs up to preservation land, offering the privacy and tranquility of having no rear neighbors. Enjoy Florida living year-round from the large screened-in patio, perfect for entertaining, relaxing, or enjoying your morning coffee. Gardening enthusiasts will love the three raised garden beds, ready for planting your favorite flowers, herbs, or vegetables. Conveniently located near major highways, shopping, grocery stores, restaurants, and everyday conveniences, this home also offers easy access to the University of Central Florida (UCF), Valencia College, parks, and a variety of local attractions and family-friendly activities. Whether you're a first-time homebuyer, growing family, or simply looking for a home that combines comfort, privacy, and an unbeatable location, this Winter Park gem is one you won't want to miss. Schedule your private showing today!

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    Listing is courtesy of: REAL BROKER, LLC

  • 1000 S SEMORAN BLVD #408, WINTER PARK, FL - MLS# R4911527

    GOLFSIDE VILLAS CONDO - R4911527 - 1000 S SEMORAN BLVD #408, WINTER PARK, FL 32792
    Just Added on 06/29/2026 5:26PM

    $148,000 | Condo | 1 beds | 1.0 baths

    Great for INVESTORS!..instant rent upon closing, start collecting the day after closing!!..Also can be great Spacious Other units currently available in same complex Great starter home../ ONE bedroom condo in Golfside Villas located in the heart of Winter Park. Great location for travel to Winter Park, Full Sail, UCF and/or the airport. Low HOA fees that cover all exterior items, along with pool and other amenities. Water and sewer is though HOA fees , nice bonus for tenants. This condo home is investment property with a long term tenant but can be ready for an owner occupant Current tenant is under market rent… opportunity to make some changes here. Schedule a showing today!

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    Listing is courtesy of: KIMBRIDGE REALTY, LLC

  • 1000 S SEMORAN BLVD #404, WINTER PARK, FL - MLS# R4911526

    GOLFSIDE VILLAS CONDO - R4911526 - 1000 S SEMORAN BLVD #404, WINTER PARK, FL 32792
    Just Added on 06/29/2026 5:25PM

    $148,000 | Condo | 1 beds | 1.0 baths

    Great for INVESTORS!..instant rent upon closing, start collecting the day after closing!!..Also can be great Spacious Other units currently available in same complex Great starter home../ ONE bedroom condo in Golfside Villas located in the heart of Winter Park. Great location for travel to Winter Park, Full Sail, UCF and/or the airport. Low HOA fees that cover all exterior items, along with pool and other amenities. Water and sewer is though HOA fees , nice bonus for tenants. This condo home is investment property with a long term tenant but can be ready for an owner occupant Current tenant is under market rent… opportunity to make some changes here. Schedule a showing today!

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    Listing is courtesy of: KIMBRIDGE REALTY, LLC

  • 1000 S SEMORAN BLVD #306, WINTER PARK, FL - MLS# R4911525

    GOLFSIDE VILLAS CONDO - R4911525 - 1000 S SEMORAN BLVD #306, WINTER PARK, FL 32792
    1 Day on yellowkey

    $148,000 | Condo | 1 beds | 1.0 baths

    Virtually Staged. Great for INVESTORS!..instant rent upon closing, start collecting the day after closing!!..Also can be great Spacious Other units currently available in same complex Great starter home../ ONE bedroom condo in Golfside Villas located in the heart of Winter Park. Great location for travel to Winter Park, Full Sail, UCF and/or the airport. Low HOA fees that cover all exterior items, along with pool and other amenities. Water and sewer is though HOA fees , nice bonus for tenants. This condo home is investment property with a long term tenant but can be ready for an owner occupant Current tenant is under market rent… opportunity to make some changes here. Schedule a showing today!

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    Listing is courtesy of: KIMBRIDGE REALTY, LLC

  • 644 N KNOWLES AVE #3, WINTER PARK, FL - MLS# O6420484

    KNOWLES MANOR NORTH CONDO - O6420484 - 644 N KNOWLES AVE #3, WINTER PARK, FL 32789
    3 Days on yellowkey

    $475,000 | Condo | 1 beds | 1.0 baths

    LOCATION! LOCATION! LOCATION! Welcome to Knowles Manor...a charming 11 unit condo perched on quiet brick street in the heart of Olde Winter Park...literally steps from the Winter Park 9 golf course, Casa Feliz and all the shoppes, restaurants & enjoyment Park Avenue has to offer! This quaint, first floor flat is a perfect place to call home or your pied-a'-terre when away from home. Tile floor throughout, full kitchen & bath, amazing closet space & and adorable screened back porch are sure to delight. Extras include a cozy neighborhood patio, one assigned parking space & HVAC 2021. Welcome Home!

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    Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES

  • 1610 GLADIOLAS DR, WINTER PARK, FL - MLS# O6420292

    GARDEN LAKE ESTATES UNIT 1 - O6420292 - 1610 GLADIOLAS DR, WINTER PARK, FL 32792
    3 Days on yellowkey

    $430,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Welcome to this beautiful pool home in the heart of Winter Park, offering the freedom of NO HOA and situated on an oversized lot with a spacious enclosed lanai—perfect for year-round Florida living. This thoughtfully designed split floor plan provides added privacy, with the primary suite tucked away from the secondary bedrooms. The recently updated kitchen serves as the heart of the home & major updates include a 2023 HVAC system, 2019 water heater, and a newer roof, providing peace of mind for years to come. With plenty of outdoor space and endless potential to customize and add value, this home is a rare opportunity in one of Central Florida's most sought-after locations.

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    Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY

  • 2228 AZALEA PL, WINTER PARK, FL - MLS# O6416342

    MAITLAND SHORES FIRST ADD - O6416342 - 2228 AZALEA PL, WINTER PARK, FL 32789
    3 Days on yellowkey

    $5,600,000 | Single Family Home | 5 beds | 5.5 baths | 3 gar

    This elegant transitional French Provincial residence is located on a large, elevated corner lot in a quiet and secluded area in the Via’s of Winter Park. This residence has been significantly enhanced inside and out by the current owner. The home features 5,200 square feet of living space and 800+ square feet of outdoor space with 5 bedrooms, 5 bathrooms ensuite, 1 half bathroom, 3 car garage, pool, patio and professionally landscaped yard and lighting. Upon entry, you are welcomed through the exquisite foyer where you instantly notice the craftsmanship and expert care that went into the custom carpentry and crown molding details throughout. To the left of the foyer is an elegant and intimate parlor with grass cloth wallpaper, a gas vented fireplace and built-in bookshelves. To the right of the foyer is the formal dining room with beautiful hand painted wallpaper and an adjacent butler’s pantry. Past the foyer you are led to a spacious and grand formal living room with 6 new French iron doors that flow out to a covered brick porch and picturesque back yard & pool. Designed with entertainment in mind, the adjoining chef’s kitchen includes newly painted custom cabinetry, a Sub-Zero/Wolf appliance package, a grand center island and a walk-in pantry. Built in desk and casual dining area all open to the adjoining beamed ceiling family room with gas vented fireplace and additional French doors that lead to street side patio with new awnings. First floor master retreat overlooks the pool & yard and features 14-foot wood beam vaulted ceilings. The oversized master bath with double custom lacquered vanities made in Palm Beach, mosaic marble shower and a Waterworks free standing tub, brushed brass fixtures, and walk in closet. The second-floor features nine-foot ceilings with four bedrooms (one which was converted to a beautiful women’s dressing room) and four ensuite bathrooms, covered balcony adjoining two bedrooms, two built in desks and bookshelves for office/study time and large media room with big screen tv and wet-bar. There are also two laundry rooms, one upstairs and one downstairs. Attic space inside the home and inside the garage. Recent upgrades include slate roof/swooped decorative copper roof with chimney caps, complete chimney rebuild, nine iron French doors, white oak tongue and grove hardwood floors, renovated master bath and two ensuite baths, two new HVAC home units and a new garage mini-split air conditioner. This home offers boat access to the Winter Park chain of lakes and is within short distance of the Winter Park Racquet Club. It’s also a bike ride away and a short drive to the Interlachen Country Club and Park Avenue shopping and dining district. The property is zoned for Dommerich Elementary, Maitland Middle School, and Winter Park High School. One or more rooms virtually staged

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    Listing is courtesy of: COMPASS FLORIDA LLC

  • 981 ARAGON AVE, WINTER PARK, FL - MLS# O6420093

    SEVILLE PARK - O6420093 - 981 ARAGON AVE, WINTER PARK, FL 32789
    4 Days on yellowkey

    $535,000 | Single Family Home | 2 beds | 1.0 baths | 1 gar

    Charming renovated bungalow on a brick street in the heart of Winter Park! Recently updated with new finishes and appliances throughout. Move in ready, no HOA, and just a short stroll from Rollins College and beautiful Park Avenue. A rare must see opportunity!

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 1138 S PENNSYLVANIA AVE, WINTER PARK, FL - MLS# O6420090

    VIRGINIA HEIGHTS REP - O6420090 - 1138 S PENNSYLVANIA AVE, WINTER PARK, FL 32789
    4 Days on yellowkey

    $1,050,000 | Townhouse | 3 beds | 3.0 baths | 2 gar

    Georgetown-style 'Brownstown' in the Heart of Winter Park, walking distance to Downtown, PLUS deeded Lake Access to Lake Virginia! This spacious property has 3 bedrooms, 3 full baths, 2434 sq ft, 10' ceilings custom details throughout and natural lighting. Foyer with slate flooring, enjoy the double-sided gas fireplace in the Living & Dining areas, beautiful wood floors, crown molding, plantation shutters, a butler bar with custom cabinetry & wine refrigerator. Cooking inspired Kitchen with a lengthy granite island and sitting bar overlooks the Family room. Upgraded stainless appliances, including gas cooktop with griddle, microwave/convection oven, hanging pot rack with lighting, and soft close cabinets with pullouts. French doors to the covered 'English Garden' courtyard with pavers & stainless grill for entertaining. Guest suite or home office with a custom closet and full bath overlooks brick street, Pennsylvania Ave. Large laundry room near the garage with granite countertops, cabinets & utility sink, plus washer & dryer. Upstairs is a spacious Primary bedroom with French doors to a private covered balcony; also, 2 large walk-in closets with closet systems, Jacuzzi tub, huge walk-in shower, dual vanities with granite countertops & more. An additional ensuite bedroom, more wood floors, plus a built-in dehumidifier. Attached 2-car, rear alley access garage, plus an additional side parking pad. Walk to Park Ave. for dining, shopping, WP Tennis Center, outdoor park & Rollins College. Neighborhood Lake Virginia access for paddleboard & kayak launching to the Winter Park Chain of Lakes. Top schools, Audubon K-8 seconds away, and WPHS. NEW TPO membrane roof w/ metal coping March 2026. HOA maintains: landscaping, irrigation, building maintenance & outdoor lighting. Won't last!

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    Listing is courtesy of: COLDWELL BANKER REALTY

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

    NORTHWOOD TERRACE - O6419056 - 3006 NORTHWOOD BLVD, WINTER PARK, FL 32789
    4 Days on yellowkey

    $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
    4 Days on yellowkey

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

    Beautifully renovated three-bedroom, two-bath home in 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 countertop space. Both baths 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 in October 2023, an HVAC system in 2023 and a 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 Interstate 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
    5 Days on yellowkey

    $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

  • 1000 S SEMORAN BLVD BLVD #603, WINTER PARK, FL - MLS# O6420027

    GOLFSIDE VILLAS CONDO - O6420027 - 1000 S SEMORAN BLVD BLVD #603, WINTER PARK, FL 32792
    5 Days on yellowkey

    $99,900 | Condo | 2 beds | 2.0 baths

    Investor Special with Endless Potential in Winter Park! Opportunity knocks with this first-floor 2-bedroom, 2-bath condominium located in a great location in Winter Park. Whether you’re looking for your next renovation project, income-producing rental, or affordable entry into the Winter Park market, this property offers exceptional upside potential. Featuring a functional floor plan, spacious living areas, and a desirable ground-floor location, this condo is ready for your vision and updates. With the right improvements, this hidden gem can be transformed into a highly desirable residence, flip or investment property. Located just minutes from top-rated dining, shopping, major employment hubs, and a desirable school district, this property sits in a proven area for strong rental demand. SOLD AS-IS. Bring your imagination and contractor—this is the opportunity you’ve been waiting for!

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    Listing is courtesy of: VALENCE REALTY GROUP

  • 3381 CEDAR SPRINGS PL #151, WINTER PARK, FL - MLS# O6419959

    HIDDEN. OAKS - O6419959 - 3381 CEDAR SPRINGS PL #151, WINTER PARK, FL 32792
    5 Days on yellowkey

    $179,900 | Condo | 2 beds | 2.5 baths

    Move right in and enjoy low-maintenance living in the desirable Hidden Oaks community of Winter Park. This meticulous maintained and nicely updated 2-bedroom, 2.5-bath townhome-style condo features two spacious primary suites, each with its own private en-suite bathroom, offering a flexible floor plan and exceptional functionality. The open and inviting layout includes an oversized great room, 12-inch ceramic tile flooring, and a well-appointed kitchen with maple cabinetry, Corian countertops, flat-top range, stainless steel refrigerator, and new microwave. The washer and dryer are included, making this home truly move-in ready. Both bathrooms have been tastefully updated, maple cabinetry, one with granite & one with Corian countertops for a cohesive, modern look. Enjoy outdoor living on the private rear patio, complete with space for grilling and an additional storage closet. Hidden Oaks is a beautifully maintained community featuring mature landscaping, a community pool, and a convenient Winter Park location near shopping, dining, entertainment, major employers, and highly rated Winter Park schools. The monthly condo fee includes water, sewer, trash, exterior maintenance, grounds maintenance, and community amenities, creating an easy lock-and-leave lifestyle. Conveniently located near Full Sail University, the University of Central Florida, Downtown Winter Park, and major roadways, this home offers an excellent opportunity for owner-occupants, those seeking a second home, or buyers looking for a long-term investment property. Don't miss the chance to own a well-maintained and move-in-ready home in one of Winter Park's most convenient locations.

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    Listing is courtesy of: MAINFRAME REAL ESTATE

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

    TANTUM ADD - O6419694 - 1037 N VIRGINIA AVE, WINTER PARK, FL 32789
    5 Days on yellowkey

    $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
    5 Days on yellowkey

    $645,000 | Single Family Home | 3 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
    5 Days 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

  • 660 W MORSE BLVD, WINTER PARK, FL - MLS# O6419377

    MORSE & PENNSYLVANIA TWNHMS - O6419377 - 660 W MORSE BLVD, WINTER PARK, FL 32789
    5 Days on yellowkey

    $2,800,000 | Townhouse | 3 beds | 3.5 baths | 3 gar

    Hidden Gem! Designed and built by the acclaimed Phil Kean Design Group, this exceptional luxury townhome offers modern living in one of Downtown Winter Park’s most desirable locations. Situated in the heart of Hannibal Square and just three blocks from Park Avenue, this residence places premier dining, shopping, galleries, museums, Central Park and year-round community events within easy walking distance. Thoughtfully designed with both style and functionality in mind, the home showcases high-end finishes throughout including rich Brazilian walnut flooring, oversized 24 x 48 ceramic tile, coffered ceilings, quartz countertops, custom cabinetry and premium stainless-steel appliances. The chef’s kitchen is anchored by an eight-burner Wolf gas range and a Sub-Zero refrigerator, paired with a hidden pantry discreetly concealed behind custom cabinetry. A striking metal staircase serves as a central architectural feature, adding a contemporary design element that complements the home’s clean lines and sophisticated aesthetic. The open-concept floor plan is filled with natural light, enhanced by expansive windows throughout that frame peaceful green views and mature tree-lined surroundings. The main living areas extend seamlessly to the outdoors, where a first-floor entertaining wet bar with a wine refrigerator opens directly to the private courtyard, creating an effortless indoor-outdoor flow ideal for hosting. The courtyard features a fire pit surrounded by greenery, while the balcony off the main living area includes a summer kitchen. A fenced yard offers privacy and space for pets to enjoy. Designed for today’s lifestyle, the home includes a PRIVATE ELEVATOR servicing all three floors, dual HVAC systems, two tankless water heaters hardwired security cameras and a spacious three-car garage with an electric vehicle charging station and generous storage space. RARELY AVAILABLE in Downtown Winter Park, the oversized THREE CAR GARAGE offers exceptional functionality and flexibility. The private driveway provides additional parking while abundant guest parking nearby makes entertaining easy, an uncommon convenience in a downtown setting. The primary suite occupies the third floor, offering a private retreat with separation from the main living areas. It features a very large owner’s closet filled with natural light and a dedicated vanity area, creating a functional yet refined dressing space. Two additional bedrooms and a dedicated office or den provide flexibility for working from home, accommodating guests or creating additional living space. Each bathroom has been thoughtfully appointed with quality finishes and timeless design. Tucked within a quiet enclave , this residence offers a unique balance of privacy and walkability. The property is adjacent to the recently completed $6.1 million residence of internationally respected architect Kamal Rizk further underscoring the caliber of the surrounding neighborhood. Homes of this quality and location rarely come to market, presenting a truly limited opportunity to own in one of Winter Park’s most sought-after addresses. Combining the architectural vision and craftsmanship of Phil Kean Design Group with luxury finishes, modern conveniences and an exceptional location, this residence offers sophisticated low-maintenance living in the heart of Winter Park’s most vibrant neighborhood. Furniture may convey and pricing upon request. New 10 yr. termite bond will convey with the sale.

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    Listing is courtesy of: COMPASS FLORIDA LLC

  • 3037 ANTIQUE OAKS CIR #156, WINTER PARK, FL - MLS# O6420008

    PARKVIEW VILLAGE - O6420008 - 3037 ANTIQUE OAKS CIR #156, WINTER PARK, FL 32792
    5 Days on yellowkey

    $154,900 | Condo | 1 beds | 1.0 baths

    Cute as a button and move-in ready! This charming top floor 1-bedroom, 1-bath condo offers a bright, airy feel with an open-concept layout designed for comfortable living. Literally just steps away, you will enjoy peaceful views overlooking the hot tub and community pool from your private retreat above it all! The updated kitchen features beautiful white cabinetry with SOFT-CLOSE DRAWERS, providing both style and functionality. The spacious living area is enhanced by a vaulted ceiling that creates an expansive feel and allows natural light to pour in throughout the day. The primary bedroom continues the open, inviting atmosphere with vaulted ceilings and a generous walk-in closet. The bathroom offers a raised-height vanity with ample countertop space, making your daily routine both convenient and comfortable. This unit also comes with an INTERIOR LAUNDRY so you don’t have to worry about going off-site! Whether you’re relaxing at home on your SCREENED PATIO, enjoying the pool or hot tub, or taking in the view from your top floor location, this condo is the perfect blend of charm, comfort, and convenience. Come see it today!

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    Listing is courtesy of: VALENCE REALTY GROUP

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

    LAKE WAUNATTA WOODS - O6419831 - 4053 COOL WATER CT, WINTER PARK, FL 32792
    5 Days 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
    6 Days 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

  • WINTER PARK, FL - MLS# O6419422

    FOUR SEASONS CONDO - WINTER PARK, FL 32792
    6 Days on yellowkey

    $229,900 | Condo | 2 beds | 1.5 baths

    Welcome to this spacious and well-maintained two-story townhome nestled in the highly desirable Four Seasons community in the heart of Winter Park. Offering 2 bedrooms, 1.5 bathrooms, and 1,219 square feet of comfortable living space, this home features a functional floor plan designed for both everyday living and entertaining. The spacious kitchen offers abundant cabinetry, generous countertop space, and stainless steel appliances replaced in 2025, creating a practical and inviting setting for meal preparation and gatherings. The dishwasher and refrigerator were replaced in 2023, adding additional value and convenience. Adjacent to the kitchen is a dedicated dining area that can easily accommodate formal dining, a home office setup, or additional living space to suit your needs. The welcoming living room opens through French glass doors to a private, fully enclosed screened porch and fenced patio surrounded by mature landscaping. Complete with a metal storage closet, this outdoor space is perfect for enjoying your morning coffee, relaxing after a long day, or entertaining guests. Upstairs, both bedrooms are generously sized, with the primary bedroom featuring dual closets and a ceiling fan for added comfort. The second floor also features new vinyl plank flooring installed in 2026, offering durability and a modern touch throughout the bedroom level. A full bathroom serves the upstairs living area, while a convenient half bath is located downstairs for guests. Additional improvements include all plumbing piping replaced approximately five years ago, an electrical panel replacement completed approximately three years ago, and all electrical outlets replaced in 2026, providing additional peace of mind for future owners. Both bathrooms feature updated lighting fixtures installed in 2026. Additional features include a full-size stackable washer and dryer, ceiling fans and blinds throughout, and fresh interior paint completed in 2026, contributing to the home's move-in-ready appeal. Residents of Four Seasons enjoy an array of community amenities including three swimming pools, a clubhouse with fitness center, tennis courts, shuffleboard courts, and beautifully maintained grounds with mature trees and walking paths. Conveniently located just minutes from Ward Park, Winter Park Pines Golf Club, the YMCA, AdventHealth Winter Park, and the Center for Health & Wellbeing. Enjoy nearby shopping and dining along Aloma Avenue, including Publix, Sprouts, and Aldi, while the shops, restaurants, and entertainment of Park Avenue are less than 10 minutes away. Easy access to SR 436, SR 417, and SR 408 makes commuting simple, and Orlando International Airport is approximately 25 minutes away. Located within the highly rated school district of Brookshire Elementary, Glenridge Middle School, and Winter Park High School. Don't miss this opportunity to own in one of Winter Park's most sought-after communities. Schedule your private showing today!

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    Listing is courtesy of: COMPLETE REALTY STORE, LLC

  • 2521 GALLIANO CIR, WINTER PARK, FL - MLS# O6419329

    VISTAS AT LAKE HOWELL - O6419329 - 2521 GALLIANO CIR, WINTER PARK, FL 32792
    6 Days on yellowkey

    $360,000 | Townhouse | 3 beds | 2.5 baths | 1 gar

    Welcome to this beautifully maintained townhome located in the heart of Winter Park, Florida. From the moment you arrive, the charming exterior draws you in with its classic stucco finish, attached one-car garage, manicured landscaping, and a welcoming shaded entry framing the front door. Step inside to an inviting foyer featuring high ceilings, modern lighting, and a striking staircase that sets a stylish tone for the rest of the home. The main level transitions into an expansive, light-filled open concept floor plan seamlessly connecting the living room, dining area, and kitchen. Rich wood-look LVP flooring runs throughout the entire lower level, perfectly complementing the crisp neutral walls and providing a cohesive, contemporary aesthetic. The spacious living and dining areas offer an exceptional layout for both daily living and effortless entertaining. Large sliding glass doors at the rear of the home flood the living space with natural light and open directly to a private, screened-in back patio, making it easy to enjoy the Florida breeze. Overlooking the dining area is a spacious kitchen, which features a half-wall cutout that keeps the chef connected to the conversation. Equipped with plenty of warm wood cabinetry, neutral countertops, a deep double sink, and a suite of white appliances, this kitchen is as ample as it is welcoming. A convenient guest half-bathroom with a pedestal sink completes the well-designed ground floor layout. Head upstairs to discover the private living quarters, where the beautiful wood-look flooring continues through the hallway and into each spacious bedroom. The expansive primary suite serves as a true retreat, boasting high vaulted ceilings, an elegant modern ceiling fan, a massive walk-in closet with built-in wire shelving, and a trio of large windows that fill the space with cheerful morning light. This main bedroom easily accommodates king-sized furniture and offers the luxury of an attached en-suite bathroom with dual sinks. The additional bedrooms are equally impressive, each featuring soaring vaulted ceilings, updated stylish ceiling fans, and generous closet space near the dedicated upper-level laundry closet, which comes equipped with a washer and dryer. The outdoor and utility spaces add tremendous value and convenience to this efficient property. The attached garage features an open, clean layout perfect for secure parking, extra storage, or a small home workshop area. At the back of the home, the deep screened-in patio is an ideal spot for outdoor dining, grilling, or relaxing in the shade. The patio steps out onto a beautiful community green belt with pristine lawns and mature shade trees, offering a peaceful residential backdrop. Nestled in a premium, tree-lined enclave, the community boasts pristine, winding roads, manicured privacy hedges, and a scenic retention pond complete with a flowing water fountain feature. This idyllic neighborhood setting perfectly balances the tranquility of nature with outstanding proximity to nearby lakes, parks, major roadways, and local shopping centers. Don't miss the opportunity to own this pristine, move-in ready retreat in one of Central Florida's most highly sought-after locations.

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    Listing is courtesy of: LPT REALTY LLC

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

    KENILWORTH SHORES SEC 01 - O6418049 - 426 WORTHINGTON DR, WINTER PARK, FL 32789
    6 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
    7 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

  • 751 WARRENTON RD, WINTER PARK, FL - MLS# TB8522073

    WINTER PARK PINES PATIO HOMES - TB8522073 - 751 WARRENTON RD, WINTER PARK, FL 32792
    7 Days on yellowkey

    $319,900 | Half Duplex | 3 beds | 2.0 baths | 1 gar

    Beautiful 3 bedroom 2 bath duplex in Winter Park in the Winter Park school district on a quiet dead end street near the Winter Park Pines Golf Course. Your new home is freshly painted inside and out, has updated kitchen and bathrooms, stainless steel appliances, new A/C system, new roof, and a new hot water heater. There is no need to worry about your yard, your bushes, or your fence, they are all covered under an inexpensive HOA, what a great deal! This updated home is move in ready and the neighbors are a pleasure! Come see your new home today!

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    Listing is courtesy of: FLAT FEE MLS REALTY

  • 7488 WHISPERWOOD DR #28, WINTER PARK, FL - MLS# O6419151

    WHISPERWOOD CONDO - O6419151 - 7488 WHISPERWOOD DR #28, WINTER PARK, FL 32792
    7 Days on yellowkey

    $230,000 | Condo | 2 beds | 2.5 baths | 2 car

    Welcome to Whisperwood, where space, convenience, and investment potential come together in one exceptional opportunity. This rare gem is a beautifully maintained 2-bedroom, 2.5-bath residence offering a rarely available townhome-style floor plan that combines generous living spaces, exceptional functionality, and outstanding investment potential. The spacious multi-level layout features expansive living and dining areas, a convenient guest powder bath, and two oversized dual primary-style suites, each with its own private bathroom. The thoughtfully designed floor plan delivers the privacy, flexibility, and comfort today's buyers are seeking. Natural light fills the interior, while the private balcony provides the perfect retreat for morning coffee or evening relaxation. A private fenced backyard opens to a lush green space, creating a peaceful outdoor setting rarely found in condominium living. Additional highlights include a covered carport, dedicated laundry closet, abundant storage throughout, and a large second-floor storage room. Residents enjoy a truly low-maintenance lifestyle with access to Whisperwood's sparkling community pool, clubhouse, and beautifully landscaped grounds. The HOA provides exceptional value by covering exterior building maintenance, grounds maintenance, water, sewer, trash, pest control, pool maintenance, recreational facilities, and common area upkeep. Perfectly positioned near SR-417, Goldenrod Road, and University Boulevard, this prime location offers seamless access to Downtown Orlando, Winter Park, Orlando International Airport, major employment centers, premier shopping and dining destinations, and Central Florida's world-famous attractions. For investors, this property represents a compelling income-producing opportunity. Currently tenant-occupied, offers immediate cash flow, Its strategic location near UCF, Full Sail University, Valencia College, and Seminole State College supports strong, year-round rental demand, making it an attractive move-in ready investment with enduring appeal. Whether you're searching for a primary residence, a low-maintenance lifestyle, or a strategic addition to your investment portfolio, this exceptional Whisperwood residence offers the perfect blend of space, location, convenience, and value.

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    Listing is courtesy of: PARKVIEW REAL ESTATE

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

    COUNTRY LANE - O6418817 - 1564 LAWNDALE CIR, WINTER PARK, FL 32792
    7 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

  • 2712 TORTOISE CV, WINTER PARK, FL - MLS# O6419150

    SLOVAK VILLAGE - O6419150 - 2712 TORTOISE CV, WINTER PARK, FL 32792
    7 Days on yellowkey

    $235,000 | Half Duplex | 2 beds | 1.0 baths | 1 gar

    Why Rent WHEN you can own this 2 bedroom 1 bath single car garage on this 1/2 duplex with NO HOA. Located conveniently to all major roads, shopping, schools and restaurants. New roof installed 2025. Don't hesitate to come view!

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    Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO

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

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

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

    Under contract-accepting backup offers. 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

  • 7733 COUNTRY PL #G2, WINTER PARK, FL - MLS# O6418682

    GOLDENROD VILLAS CONDO - O6418682 - 7733 COUNTRY PL #G2, WINTER PARK, FL 32792
    8 Days on yellowkey

    $239,500 Reduced | Condo | 2 beds | 2.0 baths

    Step into a remodeled condominium in Goldenrod Villas, a peaceful, well-established community. This renovated, 2-bedroom, 2-bath villa features a light and airy layout and puts you in one of Central Florida's most coveted zip codes. With more than 1000 square feet of updated, move-in-ready living space, it's the perfect low-maintenance home base for a busy homeowners who wants style, comfort, and location all in one. The refurbished kitchen features quartz countertops, a tiled backsplash, new stainless-steel appliances (including a built-in microwave), freshly painted cabinets, and a laundry closet. No more laundromats!!The living room opens to a private, shaded, custom designed, screened patio, along with a fenced backyard that offers a quiet escape after a long day or space for a pet or other outdoor activities. Both bedrooms are generously sized with more than ample walk-in closets. Both bathrooms have new tile floors, new cabinets, sinks, toilets, and bright lighting. Practical upgrades have already been done for you: brand-new HVAC, duct work, water heater, plumbing, lighting, knock-down ceilings, flooring, and updated fixtures throughout. Custom windows will soon be installed, too. The roof was recently replaced, too. Home-buying worries be gone! What are we near—that is enticing? Drive outside the community and you're minutes from Aloma Avenue shopping, and major corridors including SR 436, 417, and 408.

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    Listing is courtesy of: PROPERTIES BY PATTY PLLC

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

    KENILWORTH ESTATES 1ST ADD - O6418782 - 2344 WOODCREST DR, WINTER PARK, FL 32792
    9 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!

    Contact Yellowkey Agent

    Listing is courtesy of: EXPLORE FLORIDA REALTY SERVICES LLC





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