Winter Garden Real Estate for Rent by Neighborhood

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ALEXANDER RDG real estate for rent ALEXANDER RIDGE real estate for rent
ANNIE L BERRY SUB real estate for rent CANOPY OAKS PH 1 real estate for rent
CANOPY OAKS PHASE 1 real estate for rent COVINGTON PARK A B D E F G & J real estate for rent
DANIELS LNDG A-J real estate for rent HAMLIN RESERVE real estate for rent
HAMLIN RESERVE 1ST AMD real estate for rent HAMLIN RIDGE real estate for rent
HARVEST AT OVATION real estate for rent HARVEST/OVATION real estate for rent
HAWKSMOOR real estate for rent HAWKSMOOR PH 1 real estate for rent
HAWKSMOOR PH 3 real estate for rent HIGHLAND RDG real estate for rent
HIGHLAND RDG PH 2 real estate for rent HIGHLAND RIDGE real estate for rent
LAKE AVALON GROVES real estate for rent LAKESHORE PRESERVE PH 1 real estate for rent
LAKESHORE PRESERVE PH 5 real estate for rent LAKESIDE AT HAMLIN real estate for rent
LATHAM PARK NORTH real estate for rent MANNS FIRST ADD real estate for rent
NORTHLAKE AT OVATION real estate for rent NORTHLAKE AT OVATION PHASE 1 real estate for rent
NORTHLAKE AT OVATION PHASE 1 109/122 LOT 49 real estate for rent NORTHLAKE/OVATION PH 1 real estate for rent
ORANGE COVE real estate for rent OSPREY real estate for rent
OSPREY RANCH PH 1 real estate for rent OVERLOOK AT HAMLIN real estate for rent
PARKVIEW AT HAMLIN real estate for rent PARKVIEW/HAMLIN real estate for rent
REPLAT PT PLEASANT PARK SUB real estate for rent SERENADE AT OVATION real estate for rent
SERENADE/OVATION PH 1 real estate for rent SIGNATURE LAKES real estate for rent
SIGNATURE LAKES PARCEL 1A real estate for rent SIGNATURE LAKES PH 02 A B H I J real estate for rent
SIGNATURE LAKES PH 3B-1 real estate for rent SIGNATURE LAKES PH 3B-4, 3B-5 & real estate for rent
SIGNATURE LAKES PH 3B-6 real estate for rent SIGNATURE LAKES PRCL 01C real estate for rent
SIGNATURE LKS-PCL 01B real estate for rent SILVERLEAF OAKS real estate for rent
SILVERLEAF OAKS AT HAMLIN real estate for rent SILVERLEAF OAKS/HAMLIN real estate for rent
SILVERLEAF OAKS/HAMLIN PH 3A real estate for rent SILVERLEAF RESERVE real estate for rent
SILVERLEAF RESERVE/HAML PH 2A real estate for rent SILVERLEAF RESERVE/HAMLIN PH 2 real estate for rent
SOUTHERN PINES real estate for rent SOUTHERN PINES CONDO real estate for rent
STONEYBROOK WEST real estate for rent STONEYBROOK WEST D real estate for rent
STONEYBROOK WEST I real estate for rent STONEYBROOK WEST UNIT 8 real estate for rent
STOREY GROVE real estate for rent STOREY GROVE PH 2 real estate for rent
STOREY GROVE PH 4 real estate for rent STOREY GROVE PH 5 real estate for rent
SUMMERLAKE GRVS real estate for rent SUMMERLAKE PD PH 01A real estate for rent
TRIBUTE/OVATION real estate for rent TUCKER OAKS real estate for rent
WATERLEIGH real estate for rent WATERLEIGH PH 1B real estate for rent
WATERLEIGH PH 2B real estate for rent WATERLEIGH PH 2E real estate for rent
WATERLEIGH PH 3B 3C & 3D real estate for rent WATERLEIGH PH 4B & 4C real estate for rent
WATERMARK PH 1B real estate for rent WESTHAVEN AT OVATION real estate for rent
WINTERMERE POINTE real estate for rent

Newest Real Estate in Winter Garden by Neighborhood

View all Winter Garden Real Estate for Rent

  • 4869 LACEWING DR, WINTER GARDEN, FL - MLS# O6417608

    SILVERLEAF RESERVE - O6417608 - 4869 LACEWING DR, WINTER GARDEN, FL 34787
    Just Added on 06/26/2026 10:54AM

    $3,200 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Welcome to this beautiful 4-bedroom, 2.5-bath home located in the highly sought-after Silverleaf Reserve at Hamlin community in Winter Garden. Offering over 2,000 square feet of thoughtfully designed living space, this home features a modern open-concept floor plan ideal for both everyday living and entertaining. The spacious kitchen showcases solid-surface countertops, abundant cabinet space, and overlooks the bright living and dining areas, creating a seamless flow throughout the main level. Upstairs, the primary suite features a large walk-in closet and private bathroom, while three additional bedrooms provide flexibility for family, guests, or a home office. An upstairs laundry room with washer and dryer adds everyday convenience. Enjoy contemporary finishes, energy-efficient construction, and a two-car garage. Residents have access to exceptional community amenities, including a resort-style pool, clubhouse, fitness center, playgrounds, and walking trails. Ideally located in the heart of Hamlin, this home is just minutes from shopping, dining, entertainment, top-rated schools, Disney attractions, and major highways including SR-429. Lease terms: 12-month minimum. Deposit required. Rental Insurance Required. Application fee $75 each adult . No short-term rentals. Small pets may be considered with owner approval and applicable fees. Don’t miss this opportunity to live in one of Winter Garden’s most desirable communities. Schedule your private showing today!

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    Listing is courtesy of: FLORIDA CONNEXION PROPERTIES

  • 18197 CIDER MILL LN, WINTER GARDEN, FL - MLS# O6420189

    WATERLEIGH - O6420189 - 18197 CIDER MILL LN, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $2,650 | Townhouse | 3 beds | 2.5 baths | 1 gar

    Be the very first to live in this beautiful brand-new townhome located in the highly sought-after Waterleigh community. This thoughtfully designed 3-bedroom, 2.5-bath residence offers a bright, open-concept floor plan that perfectly blends comfort and functionality. The spacious living and dining areas flow seamlessly into a modern kitchen featuring stainless steel appliances, granite countertops, 42-inch cabinetry, ample storage, and a large center island—ideal for both everyday living and entertaining. A convenient half bath and additional storage space under the stairs complete the first floor. Upstairs, primary suite offers a walk-in closet and a private en-suite bathroom, while two additional bedrooms share a well-appointed full bath. A dedicated laundry area is also conveniently located on the second floor. Residents enjoy access to Waterleigh outstanding resort-style amenities, including two clubhouses, multiple swimming pools, a state-of-the-art fitness center, tennis, volleyball courts, playgrounds, mini golf, BBQ and picnic areas, scenic walking trails, and a dog park. Ideally situated just minutes from Disney, shopping, dining, major highways, and top-rated hospitals, this home offers the perfect combination of luxury, convenience, and an exceptional lifestyle. Don't miss this opportunity to lease a never-lived-in home in one of Central Florida's most desirable master-planned communities.

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    Listing is courtesy of: FLORIDA CONNEXION PROPERTIES

  • 15006 SUMMER HARVEST ST, WINTER GARDEN, FL - MLS# O6419493

    HARVEST/OVATION - O6419493 - 15006 SUMMER HARVEST ST, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $3,350 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Welcome to this beautiful 4-bedroom, 3.5-bath single-family bungalow located in the highly desirable Harvest at Ovation community in Winter Garden. This spacious home offers a thoughtfully designed floor plan featuring a first-floor bedroom with a full bathroom, perfect for guests, multigenerational living, or a private home office. The second floor includes 3 bedrooms, 2 full baths and a conveniently located laundry room. All appliances included, making your move-in process seamless. A two-car garage and an extended driveway. Rent includes lawn maintenance and pest control, allowing for a low-maintenance lifestyle. Residents enjoy access to exceptional community amenities, including a resort-style pool, playground, and dog park. Ideally located just minutes from Flamingo Crossings, Walt Disney World, SR-429, shopping, dining, and entertainment. A new elementary school is currently under construction nearby, adding even more convenience to this growing area. Don't miss the opportunity to live in one of Winter Garden's most sought-after communities. Schedule your showing today!

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    Listing is courtesy of: TALENT REALTY SOLUTIONS

  • 3425 TURNINGWIND LN, WINTER GARDEN, FL - MLS# O6419730

    WINDWARD CAY 48 125 - O6419730 - 3425 TURNINGWIND LN, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $5,600 | Single Family Home | 6 beds | 4.0 baths | 3 gar

    Set on a manicured corner lot in the desirable gated community of Windward Cay, the Southern plantation-style exterior — warm yellow stucco, black shutters, full-width upper balcony with black iron railings, and a charming front porch with columns — makes a statement most homes simply can't match. A paver driveway leads to a 3-car garage, and the beautifully maintained grounds set the tone for everything inside. Step through the front door into a soaring two-story foyer with an open railed staircase. Solid wood flooring flows through the main level, tying together an open floor plan designed for comfortable daily living and effortless entertaining. The first floor features a formal sitting room with rich dark hardwood floors, board-and-batten wainscoting and plantation shutters — equally suited as a home office, lounge, or formal living room. The open kitchen and family room is the true heart of the home: an oversized granite island with custom reclaimed wood paneling takes center stage, surrounded by white raised-panel cabinetry, subway tile backsplash, stainless steel appliances and a French door refrigerator. Three sets of sliding doors open directly onto the screened pool deck, seamlessly blending indoor and outdoor living. A dedicated guest bedroom and full bathroom on the first floor add flexibility for multi-generational families or frequent visitors. Step outside and you'll understand why this home commands a premium. A fully screened enclosure surrounds a beautiful freeform pool and expansive brick paver deck. The covered lanai with its tongue-and-groove wood plank ceiling and ceiling fan creates a true outdoor living room that stays comfortable year-round. A private side yard with mature privacy hedges provides seclusion and green space rarely found at this price point. Upstairs, four additional bedrooms and a large bonus room are connected by a gorgeous hardwood hallway with open railing and recessed lighting. The primary suite is a genuine retreat — featuring a spa-caliber bathroom with dual navy vanities, backlit LED mirrors, a freestanding soaking tub with gold floor-mount faucet, a frameless glass shower, and a walk-in closet. Secondary bedrooms are generously sized and well-appointed, including a with hardwood floors, crown molding, and plantation shutters throughout. The oversized bonus room is ready to become whatever your family needs — media room, playroom, home office, sixth bedroom, or additional lounge. Windward Cay is a quiet, secure, gated community in one of the most desirable corridors of Winter Garden — minutes from the 429 and Florida Turnpike, Winter Garden Village at Fowler's Grove, the vibrant Downtown Winter Garden dining and farmers market district, and the West Orange Trail. The airport is a 26-minute commute, and Disney and the attractions corridor are just 15 miles away. This property may be under audio/visual surveillance.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 15061 EVERGREEN OAK LOOP, WINTER GARDEN, FL - MLS# O6419987

    SIGNATURE LAKES - O6419987 - 15061 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $3,800 | Single Family Home | 5 beds | 3.0 baths | 2 gar

    SIGNATURE LAKES. BEAUTIFUL 5 BEDROOM, 3 BATH, TWO STORY, ELEGANT HOME IN RESIDENTIAL WINTER GARDEN NEIGHBORHOOD. Rent inlcudes basic cable and internet. Two club houses, two pools, gym, walking trails,community acitivities.This home offers a bright and airy atmosphere with abundant natural light throughout.The open-concept floor plan creates a seamless flow between the living,dining and kitchen areas, making it ideal for everyday living and entertaining. Spacious rooms and large living areas provide comfort and flexibility perfect for modern living. The oversized master suite on the second floor has great view to the backyard complemented by a large,elegant bathroom with plenty of space and comfort. Separate shower and hot tub. There is one bedroom on the first floor that may be used as an office. Tile on all first floor, carpet on the second floor. Great schools, conveniently located near restaurants, cinema, entertainment, banks and Publix grocery store. Two private car garages and good size backyard to spent time with the family.

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    Listing is courtesy of: FLORIDA REALTY INVESTMENTS

  • 1257 WINTER GREEN WAY, WINTER GARDEN, FL - MLS# O6419882

    VILLAGE GROVE PH 02 - O6419882 - 1257 WINTER GREEN WAY, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $1,850 | Townhouse | 2 beds | 1.5 baths

    Welcome to this extremely spacious 2-bedroom, 1 full-bathroom and 1 half-bath townhome, offering modern updates and a peaceful retreat in a quiet community. Step inside to find a bright and open floor plan with stylish finishes throughout. The fully updated kitchen features new cabinetry, sleek countertops, and stainless-steel appliances, making it a dream for cooking and entertaining. Enjoy the comfort and privacy of generously sized bedrooms, each having their own vanity the main bathroom upstairs, plus an additional half bath for guest's downstairs. The screened-in patio provides the perfect space to relax while overlooking the nicely sized fenced in backyard—ideal for outdoor gatherings or quiet moments of serenity. As a resident, you’ll have access to the community pool, offering a great place to unwind and enjoy the sunshine. With its prime location, modern updates, and tranquil setting, this townhome is a true gem. Don’t miss out on this incredible opportunity—schedule your showing today!

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    Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY

  • 5636 WATER ROSE RD, WINTER GARDEN, FL - MLS# O6419854

    SIGNATURE LAKES PH 3B-6 - O6419854 - 5636 WATER ROSE RD, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $2,800 | Townhouse | 3 beds | 2.5 baths | 2 gar

    Virtually Staged. Welcome to 5636 Water Rose Rd in the highly sought-after Signature Lakes at Independence! This move-in ready townhome features a bright open floor plan, a modern kitchen with stainless steel appliances and granite countertops, plus granite vanities in all bathrooms. A full-size washer and dryer are included, and basic internet and cable are covered by the HOA for added convenience. Enjoy resort-style living with access to 2 clubhouses, 2 community pools, fitness centers, scenic walking trails, a community boat ramp, dog parks, playgrounds, basketball and tennis courts, an arcade, a business center, and year-round community events. Located in a top-rated school district and just minutes from Disney, major highways, shopping, dining, and everything Horizon West has to offer, this home offers the perfect blend of comfort, convenience, and lifestyle. Schedule your private showing today and make this beautiful townhome your next home!

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    Listing is courtesy of: RE/MAX PRIME PROPERTIES

  • 3190 SAILING PIER AVE, WINTER GARDEN, FL - MLS# O6419673

    ESTATES AT LAKEVIEW PRESERVE - O6419673 - 3190 SAILING PIER AVE, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $3,900 | Single Family Home | 4 beds | 3.5 baths | 3 gar

    Live the Lifestyle You Deserve in Estates at Lakeview Preserve – Where Winter Garden Meets Clermont. Step into luxury and modern comfort with this immaculate 3,829 sq ft home, built in 2023 and situated in the sought-after gated community of Estates at Lakeview Preserve, located right on the border of Clermont and Winter Garden. Designed for both functionality and elegance, this spacious home features four generously sized bedrooms and three and a half upscale bathrooms, making it the perfect retreat for families or those who love to entertain. The expansive open-concept layout seamlessly integrates the grand great room with a chef’s dream kitchen, boasting a massive center island, sleek quartz countertops, and premium finishes that make every meal a delight. A dedicated home office on the first floor provides the perfect space for remote work or study. Upstairs, all bedrooms are thoughtfully designed for comfort and privacy, accompanied by a large versatile loft—ideal for a playroom, media room, or additional lounge space. The three-car garage offers ample storage and convenience, while the screened-in lanai provides a peaceful space to relax and enjoy the Florida breeze. As part of the vibrant Estates at Lakeview Preserve community, residents enjoy access to top-tier amenities including a resort-style pool, modern fitness center, clubhouse for gatherings, and a playground for family fun. This smoke-free home truly blends upscale design with an active, community-focused lifestyle. Rental Requirements: Minimum credit score: 630 - Income must be at least 3x the monthly rent - No prior evictions - No registered sex offenders - One or two medium, non-aggressive breed pets may be considered. Don’t miss this opportunity to make this beautifully crafted home your own in one of the most desirable locations straddling Clermont and Winter Garden!

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    Listing is courtesy of: SHINING OAK REALTY

  • 720 PARKMONT PL, WINTER GARDEN, FL - MLS# O6419049

    COVINGTON PARK A B D E F G & J - O6419049 - 720 PARKMONT PL, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $3,965 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to 720 Parkmont Place, a charming 3-bedroom, 2-bathroom, single-story home located in the desirable Covington Chase community, nestled along the West Orange Trail in the heart of Winter Garden. Fully furnished and move-in ready, this home offers generous living space and well-sized rooms throughout. Upon entering, you'll find French doors leading to a flexible bonus room currently set up as a living area. This space would work equally well as a home office, playroom, or home gym. Continuing through, you're welcomed into the dining room, which flows seamlessly into the kitchen with additional dining options. The fully equipped kitchen includes a breakfast bar, ample cabinetry, and all major appliances. The main living room features a large, comfortable sofa, a television, and sliding glass doors that open to the rear of the home. The spacious primary suite includes its own sitting area, direct access to the covered porch, and an en-suite bathroom complete with a soaking tub, walk-in shower, oversized walk-in closet, and private water closet. Two additional bedrooms with built-in closets share a family bathroom with a shower-over-tub. A separate laundry room provides convenient access to the garage. Outside, the home offers driveway parking, a two-car garage, a covered rear porch, and a good-sized yard. Located within the golf cart district of Winter Garden, this home is ideally positioned just minutes from Historic Downtown Winter Garden, with easy access to the 429 and other major routes, plus an array of amenities including restaurants, bars, shops, and recreational options.

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    Listing is courtesy of: WINTER GARDEN REAL ESTATE

  • 9078 WADING WALK LN, WINTER GARDEN, FL - MLS# O6418672

    WATERLEIGH PH 3B 3C & 3D - O6418672 - 9078 WADING WALK LN, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $2,800 | Townhouse | 3 beds | 2.5 baths | 1 gar

    Spacious End Unit townhome in beautiful Waterleigh! This spacious home offers you three bedrooms, two and a half bathrooms, a loft and so much more! Impeccably maintained and updated with chic and class, this home has it all! Stainless steel appliances, hidden bar area, spectacular woodworking and ready for you! Community has fantastic amenities with two clubhouses, two fitness centers, multiple pools, tennis courts and walking trails. This beautiful home will not last!

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    Listing is courtesy of: FATHOM REALTY FL LLC

  • 13274 PONTOON RD, WINTER GARDEN, FL - MLS# O6419180

    WATERLEIGH PHASE 3A 99/54 LOT 49 - O6419180 - 13274 PONTOON RD, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $2,800 | Townhouse | 3 beds | 2.5 baths | 1 gar

    PERFECT Location in PERFECT Waterleigh Community at Horizon West in Winter Garden! SIZABLE CORNER LOT! 3 bedroom + Loft/Office Upstairs + 2.5 baths. Rent includes lawn maintenance and all appliance and all amenities access. Waterleigh is an amazing community, tons of amenities, including TWO large resort style clubhouses with fitness centers, TWO resort style pools and 3rd&4th pool amenity, soccer fields, mini golf, dog parks, playground, tennis, volleyball, etc. Only 5 mins to Orange County National Golf Center and SR429. Publix shopping village is on front of community. Few minutes to the Hamlin Town Shopping center, Walmart, Publix, Luxury Cinema, Banks, Restaurants, Winter Garden Village. Few minutes to Disney World. Schedule a showing TODAY!

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    Listing is courtesy of: YORK MILLS REALTY LLC

  • 16591 PARABLE WAY, WINTER GARDEN, FL - MLS# O6417116

    STOREY GROVE PH 5 - O6417116 - 16591 PARABLE WAY, WINTER GARDEN, FL 34787
    5 Days on yellowkey

    $3,300 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    **Fully fenced 4-bedroom, 3.5-bath home with dual primary suites and an upstairs loft — one suite on each level — in Storey Grove, Winter Garden, Florida.** Two full en-suite retreats with oversized walk-in closets give this two-story home maximum flexibility for multi-generational living, remote work, or hosting extended family. The open-concept main level features a tile entry, granite island kitchen with large cabinetry, and stainless steel appliances. An upstairs loft adds bonus living space — ideal as a media room, playroom, or home office. A fully fenced yard, 2-car garage, and generous storage complete the layout. Storey Grove residents enjoy a clubhouse with cabana, picnic area, resort-style pool, and fitness center. Located near Avalon Road and Flamingo Crossings Boulevard, the community offers walkable access to shopping and dining, with minutes to Historic Downtown Winter Garden, Walt Disney World Resort, SR 429, and Florida's Turnpike.

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    Listing is courtesy of: DREAM FINDERS REALTY GROUP CORP

  • WINTER GARDEN, FL - MLS# O6418382

    WATERLEIGH - WINTER GARDEN, FL 34787
    5 Days on yellowkey

    $2,650 | Townhouse | 3 beds | 2.5 baths | 1 gar

    Located in the highly desirable Waterleigh community, this charming townhome offers 3 bedrooms and 2.5 baths with a functional and modern layout. The first floor features an open-concept design with a spacious dining and family room area flowing into a well-appointed kitchen with stainless steel appliances, granite countertops, 42” cabinets, and modern lighting. A convenient half bath and a large pantry with additional storage under the stairs complete the main level. Upstairs, you’ll find two well-sized secondary bedrooms sharing a full bath, along with the primary suite featuring a walk-in closet and private bathroom. Residents enjoy resort-style amenities including two clubhouses, two pools, fitness center, sports courts, playgrounds, mini golf, BBQ areas, dog park, and scenic walking trails. Great location just minutes from Disney, shopping, dining, and major hospitals—offering comfort, convenience, and an exceptional lifestyle.

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    Listing is courtesy of: WRA BUSINESS & REAL ESTATE

  • 10224 ATWATER BAY DR, WINTER GARDEN, FL - MLS# S5152340

    WATERLEIGH PH 2B - S5152340 - 10224 ATWATER BAY DR, WINTER GARDEN, FL 34787
    5 Days on yellowkey

    $4,000 | Single Family Home | 5 beds | 3.5 baths | 2 gar

    Stunning home located in the highly desirable Winter Garden area, offering a modern and spacious floor plan designed for comfortable living and entertaining. This beautifully maintained property features bright open living spaces, a stylish kitchen with ample cabinetry, and generously sized bedrooms. Enjoy a private outdoor area perfect for relaxing or hosting gatherings. Conveniently located near top-rated schools, shopping, dining, major highways, and just minutes from Downtown Winter Garden, Hamlin Town Center, and Disney attractions. An exceptional opportunity to enjoy luxury, location, and lifestyle in one of Central Florida’s most sought-after communities.

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    Listing is courtesy of: NAIM REAL ESTATE LLC

  • 15845 MARINA BAY DR, WINTER GARDEN, FL - MLS# O6418878

    HAWKSMOOR - O6418878 - 15845 MARINA BAY DR, WINTER GARDEN, FL 34787
    5 Days on yellowkey

    $2,895 | Townhouse | 3 beds | 2.5 baths | 2 gar

    Spectacular furnished townhome located in the highly desirable Hawksmoor community in Horizon West/Winter Garden. This spacious residence features 3 bedrooms, 2.5 bathrooms, and a detached 2-car garage. The open-concept floor plan offers generous living space, a bright and modern kitchen with granite countertops, stainless steel appliances, and ample cabinet storage. The washer and dryer are conveniently located on the second floor. The spacious primary suite features a large walk-in closet and an en-suite bathroom with dual sinks. Enjoy a private courtyard, comfortable furnishings throughout, and a prime location just minutes from shopping, dining, parks, major highways, and top-rated schools. This home offers the perfect combination of comfort, style, and convenience.

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    Listing is courtesy of: FLORIDA HOMEGROUP REALTY LLC





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