Winter Garden Single Family Homes for rent by Neighborhood

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

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CANOPY OAKS PH 1 homes for rent CANOPY OAKS PHASE 1 homes for rent
COOPER & SEWELL ADD homes for rent COVINGTON PARK A B D E F G & J homes for rent
DANIELS CROSSING PH 03 43/50 homes for rent EMERALD RDG H homes for rent
ENCORE AT OVATION homes for rent ENCORE/OVATION PH 1 homes for rent
ENCORE/OVATION PH 4A homes for rent ESTATES AT LAKEVIEW PRESERVE homes for rent
GROVE PARK AT STONE CREST homes for rent HAMLIN PH 2 & 5 OVERLOOK 2 homes for rent
HAMLIN POINTE homes for rent HAMLIN RESERVE homes for rent
HARVEST AT OVATION homes for rent HARVEST/OVATION homes for rent
HAWKSMOOR-PH 2 homes for rent HIGHLAND RDG homes for rent
HIGHLAND RDG PH 2 homes for rent HIGHLAND RIDGE homes for rent
LAKE AVALON GROVES homes for rent LAKESHORE PRESERVE PH 5 homes for rent
LAKESIDE AT HAMLIN homes for rent LOVELESS J S ADD 01 homes for rent
MCALLISTER LANDING homes for rent NORTHLAKE 50’S homes for rent
NORTHLAKE AT OVATION PHASE 1 homes for rent OAKLAND TRAILS homes for rent
ORANGE COVE homes for rent OSPREY homes for rent
OSPREY RANCH - PHASE 2 120/24 LOT 223 homes for rent OSPREY RANCH PH 1 homes for rent
OSPREY RANCH-PH 1 homes for rent OVERLOOK 2/HAMLIN PH 2 & 5 homes for rent
OVERLOOK AT HAMLIN homes for rent SANCTUARY/HAMLIN homes for rent
SHADOW LAWN homes for rent SIGNATURE LAKES homes for rent
SIGNATURE LAKES PH 3B-1 homes for rent SIGNATURE LAKES PH 3B-2 & 3B-3 homes for rent
SIGNATURE LAKES PH 3B-4, 3B-5 & homes for rent SIGNATURE LAKES PRCL 01C homes for rent
SILVERLEAF OAKS AT HAMLIN homes for rent SILVERLEAF RESERVE homes for rent
SILVERLEAF RESERVE AT HAMLIN homes for rent SILVERLEAF RESERVE/HAML PH 2A homes for rent
SILVERLEAF RESERVE/HAMLIN PH 2 homes for rent SIMMONS SUB homes for rent
STONE CREEK 44/131 homes for rent STONE CREEK 48 140 homes for rent
STONE CRK A-1 & A-2 homes for rent STONEYBROOK WEST homes for rent
STONEYBROOK WEST D homes for rent STOREY GROVE homes for rent
STOREY GROVE PH 2 homes for rent STOREY GROVE PH 5 homes for rent
SUMMERLAKE GRVS homes for rent SUMMERLAKE PD PH 01A homes for rent
SUMMERLAKE PD PH 3A homes for rent TRADITIONS SUB homes for rent
VERDE PARK PH 1 homes for rent WATERLEIGH homes for rent
WATERLEIGH PH 1B homes for rent WATERLEIGH PH 2B homes for rent
WATERLEIGH PH 2D homes for rent WATERLEIGH PH 3B 3C & 3D homes for rent
WATERLEIGH PH 4B & 4C homes for rent WATERLEIGH PH 5 homes for rent
WATERMARK PH 1A homes for rent WATERMARK PH 1B homes for rent
WATERMARK PH 2B homes for rent WATERSIDE ON JOHNS LAKE - PHASE 2C homes for rent
WATERSIDE/JOHNS LK-PH 2B homes for rent WEST LAKE HANCOCK ESTATES homes for rent
WINTERMERE POINTE homes for rent

Newest Single Family Homes for Rent in Winter Garden by Neighborhood

View all Winter Garden Single Family Homes for Rent

  • 15167 NEWTONIA ST, WINTER GARDEN, FL - MLS# O6427490

    OVERLOOK 2/HAMLIN PH 2 & 5 - O6427490 - 15167 NEWTONIA ST, WINTER GARDEN, FL 34787
    Just Added on 07/23/2026 7:56PM

    $3,100 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Beautiful 2021 Bungalow-style home featuring 4 bedrooms, 3 bathrooms, and a 2-car garage. Designed with a functional and inviting floor plan, this newer home offers comfortable living spaces and timeless bungalow-inspired architecture. Built in 2021, it combines modern construction with thoughtful design, making it an excellent opportunity in the highly desirable Winter Garden area. Don't miss your chance to own this beautiful home!

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    Listing is courtesy of: FLORIDA CONNEXION PROPERTIES

  • 8 E CYPRESS ST, WINTER GARDEN, FL - MLS# O6427158

    SIMMONS SUB - O6427158 - 8 E CYPRESS ST, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $2,200 | Single Family Home | 2 beds | 2.0 baths | 1 car

    Available NOW for quick move-in. Fully renovated 2 bedroom, 2 bath home located in the Golf Cart District of Downtown Winter Garden. Stunning kitchen with top of the line Bosch appliances and luxury vinyl flooring throughout. Master bedroom features a slider leading to patio, fully renovated bathroom, and walk-in closet. Laundry room with washer and dryer. Spacious fenced in backyard with plenty of room for relaxing and entertaining. Steps away from Downtown Winter Garden, farmers market, shopping, local dining, West Orange Trail, local parks, and much more! Don't miss your opportunity to call it home, schedule a private showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: THE REAL ESTATE COLLECTION LLC

  • 14252 TITLE WAY, WINTER GARDEN, FL - MLS# O6427693

    STOREY GROVE - O6427693 - 14252 TITLE WAY, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $3,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Welcome to 14252 Title Way, a beautifully maintained home in the highly desirable Storey Grove community of Winter Garden. Ideally located in the heart of Horizon West, this home offers quick access to SR-429, Walt Disney World, Hamlin Town Center, shopping, dining, and everyday conveniences. Families will appreciate the zoning for sought-after Water Spring Elementary and Water Spring Middle, with Horizon High School just minutes away. Residents enjoy resort-style community amenities including a sparkling pool, clubhouse, fitness center, playgrounds, parks, and scenic walking trails, making this an exceptional place to live, relax, and enjoy the best of Central Florida living.

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    Listing is courtesy of: INTEREALTY SERVICE

  • 14186 TITLE WAY, WINTER GARDEN, FL - MLS# O6427672

    STOREY GROVE - O6427672 - 14186 TITLE WAY, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $3,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Welcome to 14186 Title Way, a beautifully maintained home in the highly desirable Storey Grove community of Winter Garden. Ideally located in the heart of Horizon West, this home offers quick access to SR-429, Walt Disney World, Hamlin Town Center, shopping, dining, and everyday conveniences. Families will appreciate the zoning for sought-after Water Spring Elementary and Water Spring Middle, with Horizon High School just minutes away. Residents enjoy resort-style community amenities including a sparkling pool, clubhouse, fitness center, playgrounds, parks, and scenic walking trails, making this an exceptional place to live, relax, and enjoy the best of Central Florida living.

    Contact Yellowkey Agent

    Listing is courtesy of: INTEREALTY SERVICE

  • 17143 BEACHGRASS ALY, WINTER GARDEN, FL - MLS# O6427581

    - O6427581 - 17143 BEACHGRASS ALY, WINTER GARDEN, FL 34787
    1 Day on yellowkey

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

    Brand new home!! Come be the first resident to live in this beautiful house. Resort style pool and gym. Easy to show.

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    Listing is courtesy of: KICANTO REALTY

  • 7591 TANGERINE KNOLL LOOP, WINTER GARDEN, FL - MLS# O6427588

    SANCTUARY/HAMLIN - O6427588 - 7591 TANGERINE KNOLL LOOP, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $3,450 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Welcome to this beautiful home located in the highly desirable Horizon West/Hamlin area of Winter Garden. This spacious 4-bedroom, 3.5-bath residence offers an open and functional layout designed for comfortable everyday living and entertaining. The home features a bright living area, a modern kitchen with stainless steel appliances, and a private primary suite with ample space to unwind. Enjoy the lifestyle this location offers. Just minutes from Hamlin Town Center, where you’ll find shopping, dining, a movie theater, fitness studios, and waterfront walking paths. Residents also benefit from top-rated schools, nearby parks, and convenient access to major roads connecting you to Downtown Winter Garden, Disney, and Orlando. A perfect blend of comfort, convenience, and vibrant community living in one of Central Florida’s most sought-after areas.

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    Listing is courtesy of: TRUVISION REAL ESTATE LLC

  • 123 PENNSYLVANIA AVE, WINTER GARDEN, FL - MLS# O6427304

    SHADOW LAWN - O6427304 - 123 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $1,650 | Single Family Home | 2 beds | 1.0 baths | 1 gar

    Cozy single family house with big lot to park your toys. Great location! Minutes to downtown Winter Garden, Plant street area. Spacious 2/1 with living/ dining and additional bonus room. Move in ready. Pet friendly. Application fee and approval required.

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    Listing is courtesy of: ROMAN REALTY GROUP, LLC

  • 12438 CLEAR SAPPHIRE DR, WINTER GARDEN, FL - MLS# O6422720

    OSPREY RANCH - PHASE 2 120/24 LOT 223 - O6422720 - 12438 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $3,800 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Be the first to live in this stunning, brand-new home in one of Winter Garden’s most desirable communities! This spacious two-story residence features a modern design, high-end finishes, and a functional floor plan ideal for today’s lifestyle. The gourmet kitchen showcases an oversized quartz island, shaker-style cabinetry, quartz countertops, and premium stainless steel appliances, including a built-in oven, microwave, and gas cooktop. The open-concept design seamlessly connects the kitchen, living, and dining areas, creating the perfect setting for everyday living and effortless entertaining. The luxurious primary suite features a tray ceiling and a spa-inspired bathroom with a double vanity, a large walk-in shower, and a spacious walk-in closet. The additional bedrooms are generously sized and filled with natural light. A spacious laundry room—equipped with a utility sink, washer, and dryer—is conveniently located on the upper floor. Please note that the apartment above the detached garage is not included in this lease. Ideally located just minutes from the Walt Disney World entrance, Flamingo Crossings, Horizon West, Hamlin Town Center, premier shopping, dining, major highways, and top-rated schools. Move-in ready. Schedule your private tour today!

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    Listing is courtesy of: WRA BUSINESS & REAL ESTATE

  • 15171 BRIDGEWATER CROSSINGS BLVD, WINTER GARDEN, FL - MLS# O6427348

    SIGNATURE LAKES PH 3B-4, 3B-5 & - O6427348 - 15171 BRIDGEWATER CROSSINGS BLVD, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $2,950 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Move-in ready now! Rent includes hoa internet/cable! Well maintained two story house at a wonderful community - Independence in Winter Garden! Graded school zone. Fresh painting. Beautiful home featuring 3 bedrooms & 1 Den/Office/Flex room & 2.5 baths. Screened back lanai. Great nice view without front neighbor houses. Master bedroom upstairs with garden tub and stand shower. Other two Jack & Jill bedrooms. Independence is an amazing community, with tons of amenities, including two resident clubs, pools/spa, fitness center, park, boat ramp, billiards lounge, eagle's nest, dog park, playground, etc. Only few minutes to Hamlin Town Shopping center, Walmart, Publix, Winter Garden Village. Near to Walt Disney World, Universal, Sea World, Premium Outlets. Only short drive to downtown Windermere. Easy/close to access SR429, 535, 545. Schedule a showing TODAY!

    Contact Yellowkey Agent

    Listing is courtesy of: YORK MILLS REALTY LLC

  • 15026 SUMMER HARVEST ST, WINTER GARDEN, FL - MLS# S5154214

    HARVEST/OVATION - S5154214 - 15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $3,500 | Single Family Home | 4 beds | 4.5 baths | 2 gar

    Exceptional opportunity in Winter Garden for rent. This stunning 2024 home offers 4 bedrooms, 3.5 bathrooms, With over $60,000 in completed upgrades, this property delivers exceptional value and a truly move-in-ready experience. Ideally located just minutes from Disney, Flamingo Crossings, Hamlin Town Center, top-rated schools, hospitals, shopping, dining, and entertainment, this home blends modern comfort with unbeatable convenience. The open-concept layout showcases high ceilings, a beautifully remodeled kitchen, porcelain tile flooring throughout the first floor, upgraded second-floor flooring, wood stairs, premium interior paint, a paver driveway and patio, epoxy-coated garage flooring, and numerous additional enhancements. A rare chance to own a nearly new, highly upgraded home in one of Winter Garden’s most desirable areas. This property is available for the program rent to own..

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    Listing is courtesy of: MOSAIC PARTNERS GROUP

  • 16331 SILVER GROVE BLVD, WINTER GARDEN, FL - MLS# O6427310

    SILVERLEAF RESERVE/HAMLIN PH 2 - O6427310 - 16331 SILVER GROVE BLVD, WINTER GARDEN, FL 34787
    2 Days on yellowkey

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

    Now available! This beautifully furnished 4-bedroom, 3.5-bathroom home with a spacious bonus room offers the perfect combination of comfort, elegance, and resort-style living in Winter Garden. The open-concept floor plan features generous living and dining areas, ideal for everyday living and entertaining. The home comes fully furnished with high-quality furniture, making it truly move-in ready. A private office on the first floor overlooks the pool and backyard, providing a peaceful and inspiring space for working from home. Upstairs, the large bonus room offers endless possibilities as a media room, playroom, additional lounge, or guest space. Outside, enjoy your own private retreat with a covered lanai, saltwater pool, and built-in outdoor grill—perfect for relaxing, entertaining, and enjoying the Florida lifestyle year-round. Conveniently located near top-rated schools, shopping, dining, entertainment, hospitals, and major roadways. Don’t miss this opportunity to lease an exceptional furnished home in one of Winter Garden’s most desirable areas. Schedule your private showing today!

    Contact Yellowkey Agent

    Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO

  • 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL - MLS# O6427276

    ENCORE AT OVATION - O6427276 - 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $2,900 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Freshly painted interior throughout. Brand-new carpet installed in the second-floor loft and primary bedroom. Welcome to 12597 Encore at Ovation Way in the highly desirable Winter Garden area! This beautifully designed home is located in a sought-after gas community and offers a modern open-concept layout perfect for everyday living and entertaining. Enjoy easy maintenance and a stylish look with no carpet throughout the main living areas. The spacious kitchen features upgraded finishes, ample cabinetry, and a large island overlooking the living and dining spaces. Conveniently situated near shopping, dining, major highways, and Disney attractions, this home is also zoned for highly rated schools, making it an excellent choice for both homeowners and investors alike. Experience comfort, convenience, and one of the best locations Winter Garden has to offer!

    Contact Yellowkey Agent

    Listing is courtesy of: INTEREALTY SERVICE

  • 211 N HIGHLAND AVE, WINTER GARDEN, FL - MLS# O6427252

    COOPER & SEWELL ADD - O6427252 - 211 N HIGHLAND AVE, WINTER GARDEN, FL 34787
    2 Days on yellowkey

    $2,150 | Single Family Home | 2 beds | 1.0 baths | 1 gar

    Welcome to this delightful 2-bedroom, 1-bathroom cottage located in the Historic District of Winter Garden. Just two blocks from Plant Street, you'll enjoy easy walking access to local restaurants, coffee shops, and boutique shopping. This home features beautiful hardwood flooring throughout, with tile in the kitchen and bathroom for added durability and style. Off the main living area is a spacious flex room—perfect for a home office, playroom, or additional living space to suit your needs. The kitchen has ample cabinet space. Please note the fireplace is non working, decoration only. The property includes a detached one-car garage off the kitchen, connected to the home by a covered walkway, with washer and dryer hooks ups, offering both convenience and charm. The large front and backyard are shaded by mature trees, creating a serene and inviting outdoor space. Don’t miss the opportunity to make this unique home yours! *RentSpree applications will not be accepted. Residents are enrolled in the Resident Benefits Package (RBP) for $39.95/month. More details upon application.

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    Listing is courtesy of: WATSON REALTY CORP

  • 12743 BRODLOVE LN, WINTER GARDEN, FL - MLS# O6427186

    ENCORE/OVATION PH 4A - O6427186 - 12743 BRODLOVE LN, WINTER GARDEN, FL 34787
    3 Days on yellowkey

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

    This beautiful 4-bedroom, 3.5-bath home for rent in the highly desirable area of Winter Garden offers a perfect blend of comfort, space, and style. Featuring a 2-car alley-load garage in the back and a welcoming front porch, this home boasts an impressive 2-story foyer and a private downstairs bedroom with a full bath—ideal for guests, in-laws, or a home office. The open-concept layout seamlessly connects the family room, kitchen, and dining area, all filled with natural light from large windows. Enjoy the Florida lifestyle on the angled covered lanai accessed through sliding glass doors. Wood-look tile flows throughout the first floor, which also includes a convenient powder bath near the garage entrance. Upstairs, a spacious loft offers a perfect spot for relaxing or entertaining, along with three more bedrooms, including a private owner’s suite located at the back of the home for added privacy.

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    Listing is courtesy of: ROBERT SLACK LLC

  • 12560 WESTHAVEN OAK DR, WINTER GARDEN, FL - MLS# O6426960

    OSPREY RANCH-PH 1 - O6426960 - 12560 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $3,500 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Welcome to your single-family home in the highly sought-after community of Osprey Ranch! Located in the heart of charming Winter Garden, this beautiful 4-bedroom, 3-bath residence with a 2-car garage offers the perfect blend of comfort, convenience, and community — an ideal place to raise a family. Enjoy living just minutes from world-class theme parks, top-rated local schools, major roadways, dining, shopping, parks, and vibrant farmers' markets. Families will appreciate the excellent educational opportunities nearby, making this location truly special. Inside, you'll find a spacious, gourmet-style kitchen with a large center island, flowing into the open-concept dining area and expansive family room — perfect for entertaining and everyday living. The first floor features a comfortable bedroom with a walk-in closet and a full bathroom, offering flexibility for guests or multi-generational living. Upstairs, the privately located owner’s suite includes a beautiful bathroom with dual sinks and a generous walk-in closet, creating a relaxing retreat. Step outside to enjoy your open-air patio — ideal for weekend barbecues, or relax on the welcoming front porch after a long day. Don't miss the opportunity to live in one of Winter Garden’s most desirable neighborhoods! Schedule your private tour today and experience the perfect place to call home.

    Contact Yellowkey Agent

    Listing is courtesy of: WRA BUSINESS & REAL ESTATE

  • WINTER GARDEN, FL - MLS# O6426643

    SILVERLEAF RESERVE AT HAMLIN - WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $2,950 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Energy-Efficient Home in Silverleaf Reserve Winter Garden! This spacious Hurston model features an open-concept layout with a stunning kitchen, complete with a large island overlooking the dining area and family room-perfect for entertaining and everyday living. The upstairs loft offers flexible space to fit your lifestyle, whether as a home office, playroom, or media room. Located in the desirable Silverleaf Reserve community, you'll enjoy easy access to top-rated schools, dining, shopping, and entertainment in the heart of Winter Garden. Built with innovative energy-efficient features, this home helps reduce utility costs while providing year-round comfort and peace of mind.

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    Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY





Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.