Location: Winter Garden
Do Not Show Listings
WINTER GARDEN, FL 34787
$1,99598 Days on yellowkey MLS ID: O6378945
REDUCED by $105 (5.0%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 2005Community: Southern PinesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: SunRidge Elementary
High School: West Orange High
Tax Year:
Middle School: SunRidge Middle
Remarks: Prime Location & Resort-Style Living! Welcome home to this beautifully appointed first-floor, 2-bedroom, 2-bath condo in the highly sought-after GATED community of Southern Pines. The desirable open, split floor plan offers both space and privacy, enhanced by wood laminate flooring throughout the living, dining, and kitchen, tile in the baths, and plush carpeted bedrooms. The kitchen features granite countertops, and the home includes an in-unit washer and dryer for added convenience. Relax year-round in the bright solarium just off the living room—perfect for morning coffee or unwinding after a long day. Water, sewage, basic cable, and internet are all included, making this home as practical as it is comfortable. Enjoy resort-style amenities right outside your door, including a community pool, fitness center, indoor basketball court, tennis court, sand volleyball, playground, business center, game room with pool table, gas grilling area, and a private movie theater. Ideally located close to everything, but tucked away from the hustle and bustle. Located just minutes from the Florida Turnpike, SR-408, Winter Garden Village, and historic downtown Winter Garden, this condo offers the perfect blend of convenience, comfort, and community living.
Listing is courtesy of: MARTI PURDY PROPERTIES INC (407-614-6177)
Listing Agent: Marti Purdy (407-761-0848)
12506 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$1,60021 Days on yellowkey MLS ID: S5148369
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 2900 Built: 2024Community: Osprey Ranch Ph 1Townhouse
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this stunning 1-bedroom, 1-bathroom home located at 12506 Westhaven Oak Dr, Winter Garden, FL 34787, in the highly desirable area of Winter Garden. This spacious residence offers a perfect combination of elegance, comfort, and modern living. Featuring a thoughtfully designed floor plan, the home boasts expansive living areas filled with natural light—ideal for both everyday living and entertaining. The kitchen is well-appointed with ample cabinetry and counter space, seamlessly connecting to the dining and family areas for a true open-concept feel. The generously sized bedrooms provide comfort and privacy, including a luxurious primary suite with a private bathroom and ample closet space. With four full bathrooms, this home is perfect for larger households or hosting guests. Enjoy outdoor living with a private backyard space, ideal for relaxing or entertaining. Conveniently located near top-rated schools, shopping, dining, and major highways, this home offers easy access to everything the greater Orlando area has to gives. Don’t miss this incredible opportunity—schedule your private showing today! ??
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Sheyla Fernandez Cardenas (407-675-0355)
1220 PRIORY CIR, WINTER GARDEN, FL 34787
$3,00039 Days on yellowkey MLS ID: O6395601
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1971 Built: 2009Community: Stoneybrook West ITownhouse
Elementary School: Whispering Oak Elem
Remarks: One or more photo(s) has been virtually staged. one or more photos have been digitally edited. WHERE MODERN MEETS ELEGANCE. AMAZING TOWNHOUSE in Winter Garden, FL. 3 BEDS, 2.5 BATHS, 2 CAR GARAGE, WITH LOFT. The LARGEST FLOOR PLAN in The Westbrook Community . GRANITE AND STAINLESS STEEL in the kitchen. Gorgeous Farm style sink. Very spacious bedrooms. Oversized master bedroom with 2 walk in closets and the master bath features double sinks and a walk in shower. The unit also features a loft or bonus room on the second floor which can be used as an office or a second living room. LOTS OF STORAGE. COMMUNITY POOL. From your rear porch, you can access the pool just crossing the street. WATCH VIDEO LINK below the pictures
Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)
Listing Agent: Maria Ubillus (954-242-7900)
13170 BOUNTY AVE, WINTER GARDEN, FL 34787
$2,49029 Days on yellowkey MLS ID: O6398807
REDUCED by $60 (2.4%) on 05/02/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1568 Built: 2022Community: WaterleighSpa: NoTownhouse
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: ..... Move in ready ..... Welcome to this bright and spacious 3-bedroom/2.5-bathroom/1 car garage townhome located in the desirable Waterleigh community! This home features ceramic tile flooring throughout the first floor, white kitchen cabinet with granite countertops, stainless steel appliances, and a large walk-in pantry. The open-concept layout includes a spacious living area and a half bath on the main level. All three bedrooms are located upstairs. ... Washer and dryer are included... ... Waterleigh offers resort-style amenities including multiple community pools, fitness center, clubhouse, scenic walking trails, volleyball courts, and playgrounds. Landscaping is maintained by the HOA. Conveniently located near major theme parks, shopping, dining, supermarkets, and hospitals. It is zoned for Horizon High School, Water Spring Middle School, and Atwater Bay Elementary School.
Listing is courtesy of: MAY HO REALTY (407-923-8903)
Listing Agent: Jennie Ho (407-923-8903)
14384 BRAEMAR ST, WINTER GARDEN, FL 34787
$2,85011 Days on yellowkey MLS ID: O6400691
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2000 Built: 2023Community: Highland Rdg Ph 2Single Family
Remarks: SPECIAL $300 OFF THE 1ST MO RENT - terms apply This Beautiful home is located in the Highland Ridge community in Winter Garden. The house features a family and dining room with a mix of laminate and carpet flooring, as well as stunning fixtures throughout. The open kitchen is equipped with stainless steel appliances, a breakfast bar, and a large pantry. The spacious master bedroom includes both a regular closet and a walk-in closet, along with a private bathroom featuring a stand-up shower and dual sinks. Additionally, the home offers a large bonus room upstairs and a separate laundry room. For convenience, there is a half bathroom downstairs for guests, a 2-car garage, and a driveway situated in the back. The neighborhood provides easy access to major employment centers and boasts excellent schools. Resident Benefit Package: $49.00-month. Includes HVAC air filter delivery, Tenant Liability Insurance, Credit Reporting, Tenant Rewards Program, and much more! This property is eligible for deposit alternative coverage in lieu of a security deposit. For information and enrollment, please contact our leasing team and enjoy a deposit-free renting experience.
Listing is courtesy of: SPECIALIZED PROPERTY MANAGEMENT (407-682-3355)
Listing Agent: Nancy Guadagnino (407-705-8559)
1450 PORTMOOR WAY, WINTER GARDEN, FL 34787
$2,84965 Days on yellowkey MLS ID: O6388807
0 Days Off yellowkey (back on 5/2/2026)
REDUCED by $50 (1.7%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1661 Built: 2002Community: Stoneybrook West 44/134Single Family
Remarks: Fantastic 3 bedroom 2 home in Stoneybrook West! INTERNET and CABLE TV INCLUDED!!! TOP RATED SCHOOLS!!! This wonderful home is located less than 3 miles from the popular Winter Garden Fowlers Grove shopping mall, numerous restaurants and is just minutes from the Turnpike, 408, and 429. The community of Stoneybrook West features resort style amenities such as 24 hour guarded gates for maximum security, large community pool with views of SPRING FED Lake, fitness center/gym, in-line skating rink, large playground area, basketball courts and a dock for fishing
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Frederico Hexsel (407-745-8841)
16440 HAMLIN HILLS RD, WINTER GARDEN, FL 34787
$2,85011 Days on yellowkey MLS ID: O6404052
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1624 Built: 2024Community: Hamlin RdgTownhouse
Remarks: Hamlin Ridge enjoys a superb location just off SR 429, placing you a mere 7 miles north of Walt Disney World's western entrance and only 10 miles from Orlando's bustling tourist area along US 192. CORNER LOT townhouse right next to Hamlin Middle and Hamlin Elementary schools. Downstairs you'll find an open floorplan with the kitchen, dining room and great room, a half bathroom and the courtyard between the house and the garage, which is perfect for entertaining and relaxing outside. Upstairs the 3 bedrooms, 2 full baths, a loft and the laundry for your convenience.
Listing is courtesy of: KICANTO REALTY (305-744-2297)
Listing Agent: Cristiane Leon (305-744-2297)
6591 CALAMONDIN DR, WINTER GARDEN, FL 34787
$2,69041 Days on yellowkey MLS ID: S5146950
0 Days Off yellowkey (back on 5/1/2026)
REDUCED by $10 (0.4%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1624 Built: 2018Community: Hamlin ReserveTownhouse
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Townhome built in 2018 located in Hamlin, Winter Garden, within the Horizons West community. This property features a modern design with quartz countertops, 42” cabinets, pendant lighting, and stainless steel appliances. The open-concept kitchen connects to the main living area, creating a functional space for everyday living. The home includes a fenced backyard with access to a rear-entry 2-car garage. The second floor features a primary bedroom with a walk-in closet and an ensuite bathroom with dual sinks. The laundry area is conveniently located upstairs. Community amenities include a pool, clubhouse, playground, dog park, and green spaces. Conveniently located near Hamlin Town Center with shopping, dining, and entertainment options. Easy access to Florida State Road 429 provides connectivity to surrounding areas. Approximately 20–25 minutes from Walt Disney World. Located near outdoor recreation areas including West Orange Trail. Situated in an area with highly rated schools. Available starting May 1.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Graciano Castro (786-281-1751)
233 SOUTHERN PECAN CIR #101, WINTER GARDEN, FL 34787
$1,795114 Days on yellowkey MLS ID: S5142016
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 966 Built: 2005Community: Southern Pines CondoSpa: YesCondo
Elementary School: Richmond Heights Elem
Remarks: Welcome to an awesome 2-bedroom, 1-bath condo with an attached garage. Just steps away from the car wash in the beautiful gated community of Southern Pines. The community has a fully equipped state-of-the-art gym, indoor basketball and racquetball courts. BBQ Pavilion for entertaining friends and family with three grills. Pool table and computer room for residents. A theatre with surround sound and vibrating recliners.
Listing is courtesy of: HOMESMART (407-476-0451)
Listing Agent: Maria Lloret (407-929-1994)
1226 PORTMOOR WAY, WINTER GARDEN, FL 34787
$3,70046 Days on yellowkey MLS ID: O6393825
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2856 Built: 2003Community: Stoneybrook West 44/134Single Family
Remarks: One or more photo(s) has been virtually staged. Welcome to 1226 Portmoor Road in the highly sought-after, manned-gated Golf community of Stoneybrook West! This stunning 5-bedroom, 3-bath golf-view home offers over 2,800 square feet of beautifully updated living space. No Carpets!!! Designed for both comfort and entertaining, the home features formal living and dining rooms, a spacious family room, and a desirable first-floor guest bedroom with a full bath. The chef’s kitchen shines with granite countertops, stainless steel appliances, and an extra refrigerator in the garage. Upstairs, enjoy new laminate flooring, generously sized bedrooms, and a luxurious primary suite with tray ceilings and a private balcony overlooking the course. Step outside to your upgraded screened lanai and low-maintenance turf backyard—perfect for relaxing or hosting gatherings. Residents enjoy a Jr. Olympic pool, fitness center, clubhouse, dock, tennis, basketball, playground, high-speed internet, cable, and discounted golf—all minutes from Winter Garden Village, major highways, hospitals, theme parks, and Orlando International Airport. Schedule your showing today!
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Shirley Botansky (407-704-0874)
1570 SCARLET OAK LOOP #C, WINTER GARDEN, FL 34787
$2,40015 Days on yellowkey MLS ID: O6402586
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1696 Built: 2011Community: Tucker Oaks Bldg 66Townhouse
Remarks: Beautiful 3 Bedroom, 2.5 Bath Townhouse for Rent in Winter Garden, FL 34787. 2 car garage end unit, a private patio with views of a conservation area and a pond! The large living room/dining room combo is perfect for entertaining, all bedrooms are upstairs. Gated community offers a pool, cabana, basketball court, picnic area with barbecue option and 2 playgrounds areas. .
Listing is courtesy of: REALSOURCE PROPERTY MANGNT LLC (407-298-9777)
Listing Agent: Rick Sein (407-716-0459)
8019 JEREMY JOSEPH ALY #8019, WINTER GARDEN, FL 34787
$2,49597 Days on yellowkey MLS ID: O6379718
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1691 Built: 2017Community: SummerlakeTownhouse
Remarks: 3 Bedroom, 2.5 Bath Town Home for rent in Winter Garden, FL 34787. Range, Refrigerator, D/W, Disposal, Central Heat and A/C. 2 car garage, Courtyard, Community Pool & tennis courts.
2227 OAKINGTON ST, WINTER GARDEN, FL 34787
$2,99512 Days on yellowkey MLS ID: O6403884
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1867 Built: 2002Community: Stoneybrook West 47/78Single Family
Remarks: Must see!! Welcome Home, beautiful property with a lots of upgrades, freshly painted. Four ample bedrooms, separated Living and Dining, kitchen with granite counter tops. All appliances are included. Master suite with a large walking closet, and separate upgraded master bathroom with skylights. Big patio fenced. Conveniently Gated Community with Security Guard 24 hrs, closed Shopping centers, restaurants, and Theme Parks. Golf Community with amenities such as Pool, Tennis court, Lakefront, Fitness Center, Boating, basketball, Fishing pier, hockey, beach volleyball, and playground. Call today to request your showing.
Listing is courtesy of: REALTY ONE GROUP EVOLUTION (786-477-4715)
Listing Agent: Milena Nunez (407-247-1814)
2827 SANCTUARY LN, WINTER GARDEN, FL 34787
$4,50012 Days on yellowkey MLS ID: O6403747
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2178 Built: 1987Community: Lake Avalon GrovesSpa: NoSingle Family
Remarks: s a beautiful 3 bedroom, 3 bathroom home offering the perfect blend of space and comfort. With a thoughtfully designed layout and inviting living areas, this home is ideal for both everyday living and entertaining. Nestled in a peaceful, well maintained community and just minutes from top-rated schools, shopping, and dining, it delivers both convenience and a relaxed Florida lifestyle.
Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)
Listing Agent: Elaine Garcia (407-920-3616)
502 S HIGHLAND AVE, WINTER GARDEN, FL 34787
$2,80012 Days on yellowkey MLS ID: O6403053
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 2102 Built: 1951Community: Replat Pt Pleasant Park SubSingle Family
Remarks: AVAILABLE NOW! Location, location, location*HISTORIC WINTER GARDEN. 3br/1bath mid-century single family home. Short walk or golf-cart ride to Plant Street. Completely remodeled.
Listing is courtesy of: NEW SOLUTIONS REALTY INC (407-451-5473)
Listing Agent: Arletis Delarm (407-451-5473)
16435 PARABLE WAY, WINTER GARDEN, FL 34787
$3,00012 Days on yellowkey MLS ID: O6402360
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2030 Built: 2023Community: Storey Grove Ph 5Spa: NoSingle Family
Elementary School: Water Spring Elementary
Remarks: Discover the perfect rental home at 16435 Parable Way in Winter Garden, where comfort meets convenience in one of the area’s most desirable locations. Nestled in a highly sought-after school zone, this home is ideal for families looking to combine quality education with a vibrant community lifestyle. Enjoy easy access to nearby shopping, dining, parks, and major roadways, making daily commutes and weekend outings effortless. Inside, the home features stylish, low-maintenance flooring throughout—no carpet anywhere—offering a clean, modern feel that’s both practical and elegant. Residents also benefit from fantastic community amenities, creating a welcoming environment you’ll love coming home to every day.
Listing is courtesy of: INTEREALTY SERVICE (626-328-8535)
Listing Agent: Emma Yue (626-328-8535)
9158 SONOMA COAST DR, WINTER GARDEN, FL 34787
$3,49514 Days on yellowkey MLS ID: TB8502828
0 Days Off yellowkey (back on 4/30/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2021Community: Waterleigh Ph 3B 3C & 3DSpa: NoSingle Family
Remarks: Welcome to this beautiful 4 bedroom, 3 bathroom home with 2 car garage. The kitchen features quartz countertops, stainless steel appliances, a large island with bar seating (three chairs included), making it perfect for cooking and entertaining. This spacious single family home also offers a screened lanai and covered furnished patio along with a fully fenced backyard. From the backyard you can enjoy beautiful lake view and stunning Florida sunsets. Located in one of the most desirable communities in Winter Garden, the resort style neighborhood offers multiple pools, fitness centers, playgrounds, a clubhouse, and plenty of walking paths and nature trails. Waterleigh is conveniently located near Downtown Winter Garden, Winter Garden Village, Hamlin Town Center, and Florida State Road 429.
Listing is courtesy of: 7 BLUE LLC (813-842-1000)
Listing Agent: Giovanni Caballero (813-842-1000)
4812 LIME RICKEY ALY, WINTER GARDEN, FL 34787
$3,40099 Days on yellowkey MLS ID: O6377477
0 Days Off yellowkey (back on 4/9/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2084 Built: 2024Community: Silverleaf Reserve/Hamlin Ph 2Single Family
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Welcome to this CUSTOMZIED and MODERN property! 2,084 square feet of living space featuring four bedrooms, including a CUSTOM HOME OFFICE, and two and a half bathrooms. The open-concept layout includes a bright and inviting living area, contemporary design elements, elegant PANEL WALLS, CUSTOM BUILT-IN FURNITURE, and LED LIGHTINNG upgrades on the main floor. The home is fully furnished with SMART TVs, STYLISH DECOR, and high-end finishes throughout. The dedicated office is ideal for remote work or study, while the KID´S BEDROOM is tastefully decorated with two MONTESSORI style beds. The primary suite provides a peaceful retreat, perfect for rest and relaxation. Enjoy the convenience of a two-car garage and a prime location just minutes from top-rated schools, shopping, restaurants, banks, and more. Families will especially appreciate being near excelent schools, making this an ideal choice for those prioritizing quality education and a family-friendly environment. Schedule your appointment today. Association approval is not required. Renters Insurance is required.
Listing is courtesy of: CELEBRITY GLOBAL REALTY LLC (407-530-9264)
Listing Agent: Eduardo Pavone (407-232-1241)
5301 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787
$6,000120 Days on yellowkey MLS ID: O6372658
0 Days Off yellowkey (back on 4/7/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3871 Built: 2025Community: Silverleaf ReserveSpa: NoSingle Family
Remarks: *****Brand-New Home with Premium Upgrades and Lake View in Silverleaf – Be the First Resident! ***** . Welcome to this stunning brand-new residence and be the first resident on the main streets of the highly desirable Silverleaf community. This exceptional home offers modern design, premium upgrades, and a prime location, making it the perfect choice for those seeking comfort, style, and quality living. The upgraded first floor features custom wood paneling, decorative LED light panels, designer chandeliers, decorative mirrors, and a built-in wine refrigerator, creating elegant living spaces. The open-concept layout provides seamless flow between areas and abundant natural light, enhancing the home’s modern and inviting atmosphere. Also on the first floor, you’ll find a customized and modern suite, ideal for use as a home office, guest accommodation, or a comfortable space for individuals with mobility needs—adding versatility and functionality to the home. The primary suite is a private retreat, offering comfort and privacy, with a beautifully designed en-suite bathroom perfect for relaxation and everyday convenience. Step outside to a backyard with direct lake views, offering a peaceful and scenic outdoor setting. ***For added privacy and comfort, a Fence and Screening will be installed in the backyard. As a unique bonus, you can enjoy Disney fireworks views right from the comfort of your home.*** A rare opportunity to live in a brand-new home with premium upgrades, lake views, and an exceptional location. Schedule your showing today! *Note: Renters insurance is required. Grounds care fee is additional.
6919 PASTURELANDS PL, WINTER GARDEN, FL 34787
$2,10067 Days on yellowkey MLS ID: O6387726
1 Days Off yellowkey (back on 4/30/2026)
INCREASED by $100 (5.0%) on 04/27/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1209 Built: 2006Community: Signature Lakes - Parcel 1CSpa: NoTownhouse
Remarks: Move-In Ready & Pet-Friendly! Charming 2-Bedroom, 2.5-Bath Townhome Minutes from Disney Step onto the inviting brick-paved entrance and discover this beautifully updated townhome featuring fresh interior paint and new carpets. The open-concept living and dining area flows seamlessly to the kitchen, which is fully equipped with all appliances and ready for move-in. The spacious master suite offers a generous walk-in closet, while the master bath features a tiled walk-in shower and dual sinks for modern comfort. Carpeted living areas and tile in wet spaces provide both style and easy maintenance. Enjoy a private, fenced-in courtyard with direct access to the garage, offering added privacy and convenience. Residents of this community have access to a wide range of amenities, including pools, a fitness center, tennis and basketball courts, and scenic walking and biking trails. Located just minutes from Walt Disney World Resort, Lake Hancock, the Golden Bear Club, plus numerous restaurants and shopping destinations. Front yard lawn care is included, while the back yard remains your private oasis. Washer and dryer are included as a convenience. Don’t miss this incredible opportunity to live near the magic — schedule your showing today!
Listing is courtesy of: RENT A FLORIDA HOME (863-232-6262)
Listing Agent: Katrina Anarumo (863-232-6262)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.