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 DANIELS LNDG A-J real estate for rent
HAMLIN RESERVE real estate for rent HAMLIN RIDGE real estate for rent
HARVEST AT OVATION real estate for rent HARVEST AT OVATION 112/64 LOT 142 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
HICKORY HAMMOCK PH 2B real estate for rent HIGHLAND RDG PH 2 real estate for rent
HIGHLAND RIDGE real estate for rent HIGHLANDS AT SUMMERLAKE GROVES PHASE 2 91/36 LOT 1 real estate for rent
ISLES OF LAKE HANCOCK real estate for rent ISLES/LK HANCOCK PH III real estate for rent
JOE LOUIS PARK real estate for rent LAKE AVALON GROVES real estate for rent
LAKE AVALON GROVES REP 02 real estate for rent LAKESHORE PRESERVE PH 1 real estate for rent
LAKESHORE PRESERVE PH 5 real estate for rent LAKEVIEW POINTE/HORIZON WEST real estate for rent
LATHAM PARK NORTH real estate for rent LONGLEAF/OAKLAND REP real estate for rent
MANNS FIRST ADD real estate for rent NORTHLAKE AT OVATION 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 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 01A real estate for rent
SIGNATURE LKS-PCL 01B real estate for rent SILVERLEAF OAKS 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 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 2E real estate for rent
WATERLEIGH PH 3A real estate for rent WATERLEIGH PH 3B 3C & 3D real estate for rent
WATERLEIGH PH 4A 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
WINDING BAY PH 2 real estate for rent

Newest Real Estate in Winter Garden by Neighborhood

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  • 12829 CHARMED DR, WINTER GARDEN, FL - MLS# O6415235

    WATERLEIGH PH 4B & 4C - O6415235 - 12829 CHARMED DR, WINTER GARDEN, FL 34787
    Just Added on 06/16/2026 11:33PM

    $5,500 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    This fully furnished two-story home offers 4 bedrooms, 3 full bathrooms and a versatile flex room, ideal for a home office, playroom or additional living space. The kitchen has granite countertops, stainless steel appliances, a large center island with bar seating, and a spacious walk-in pantry. The kitchen flows seamlessly into the dining and family rooms, creating the perfect setting for entertaining. Large windows fill the home with natural light, while the covered lanai provides additional outdoor living space. Residents of Waterleigh have access to community pool, playground, fitness center and more. Within just minutes from top A schools, restaurants and major attractions.

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    Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC

  • 16153 WATER SPRING BLVD, WINTER GARDEN, FL - MLS# O6417585

    STOREY GROVE PH 2 - O6417585 - 16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787
    Just Added on 06/16/2026 7:00PM

    $3,300 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Excellent Investment Opportunity! Income-producing property with a tenant already in place. Start generating rental income immediately and enjoy a hassle-free investment opportunity. Single Family bungalow, 4 bedrooms and 3 full bathrooms, with backyard is rare. Designed for comfort and modern living, this property offers no carpet throughout, creating a clean and elegant look with luxury vinyl plank flooring. All pictures are real, no virtual staging or AI. The home includes a dedicated office space, thoughtfully designed and decorated, perfect for working from home. Enjoy the stylish TV/family room with a stunning wood slat accent wall and LED lights, adding warmth and sophistication to the space. Additional upgrades include a whole-house water filtration system and solar panels with a payment of less than $99 per month, helping reduce energy costs and increase efficiency. The community offers excellent amenities, including a resort-style pool, fitness center, basketball court, playground, and clubhouse for residents to enjoy. Ideally located next to top-rated schools, this home allows children to walk to school, making daily routines easier and safer. The property also sits on a premium lot adjacent to a walking path, providing additional privacy and open space. This is a fantastic opportunity to own a beautiful home in a highly desirable community.

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    Listing is courtesy of: WRA BUSINESS & REAL ESTATE

  • 15419 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL - MLS# O6417532

    - O6417532 - 15419 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787
    Just Added on 06/16/2026 5:12PM

    $2,850 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Now available this lovely 3 bedroom 2 bath single family home in beautiful Summerlake Groves community in Winter Garden. This spacious home features an open concept and clean design kitchen. Beautiful subway tile backsplash, stainless steal kitchen appliances, granite counter tops in kitchen and master suite. Tile flooring throughout and newer carpet in bedrooms. There's brick pavers on your front porch and backyard lanai. Oversized two car garage driveway. Perfectly located across the street from community pool and recreational area. LAWN CARE & WASHER/DRYER IS INCLUDED!! APPLY TODAY and live in one of Central FL most desired areas, horizon West!!

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    Listing is courtesy of: VESTI LLC

  • 13227 SPRING GROVE WAY, WINTER GARDEN, FL - MLS# O6417550

    ENCORE/OVATION PH 2 - O6417550 - 13227 SPRING GROVE WAY, WINTER GARDEN, FL 34787
    Just Added on 06/16/2026 5:09PM

    $3,295 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    This 4 bedroom, 2 bathroom home in the Encore at Ovation community is located near local shops and restaurants, Hamlin Town Center, theme parks, Orange County National Golf course, SR429, and the Florida Turnpike. The open floor plan features luxury vinyl plank throughout with a large family room and kitchen with stainless steel appliances, quartz counter-tops, breakfast bar, and pantry. The expansive primary suite has a large walk-in closet, dual sinks, and a walk-in shower. The backyard has been transformed into an oasis with a jacuzzi tub, artificial turf, covered outdoor kitchen with grill, sink, and refrigerator. Additional features include a lovely front porch, 2 car garage, and community swimming pool, playground, and gym. Schedule a showing or submit an application online. All Real Property Management & Realty residents enjoy convenience and well-maintained homes, with our safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, and a 24/7 emergency maintenance response team. Please note the listed amenities may not be accurate.

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    Listing is courtesy of: REAL PROPERTY MANAGEMENT AND REALTY

  • 15501 HAMLIN PARK DR, WINTER GARDEN, FL - MLS# S5152008

    PARKVIEW/HAMLIN - S5152008 - 15501 HAMLIN PARK DR, WINTER GARDEN, FL 34787
    Just Added on 06/16/2026 2:08PM

    $3,500 | Townhouse | 3 beds | 3.5 baths | 2 gar

    Experience luxury living in this stunning, professionally furnished Ashton Woods 3-story model home located in the highly sought-after Parkview at Hamlin community. The first floor features a private suite with a full bath, offering the flexibility to serve as a guest bedroom, home office, or study. On the second floor, you'll find an open-concept living space where the living room, dining room, and kitchen flow seamlessly together, creating the perfect setting for entertaining and everyday living. The gourmet kitchen is loaded with upgrades, including 42-inch cabinetry, stainless steel GE appliances, elegant quartz countertops, a spacious center island, and beautiful luxury vinyl plank flooring. Step outside to the large lanai and enjoy the ideal indoor-outdoor lifestyle Florida is known for. The third floor showcases the luxurious primary sweet, complete with a spa-inspired bathroom and a generous walk-in closet. An additional bedroom on this level provides versatility for family, guests, or a home workspace. Professionally decorated throughout, this exceptional model home features countless designer upgrades and finishes that must be seen to be appreciated. Conveniently located near premier shopping, dining, entertainment, and top-rated schools, this home offers the perfect combination of style, comfort, and location. Don't miss this incredible opportunity-call today to schedule your private appointment.

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    Listing is courtesy of: CELEBRATION RENTAL GROUP

  • 9496 BAUER ALY, WINTER GARDEN, FL - MLS# O6417010

    WATERLEIGH PH 3A - O6417010 - 9496 BAUER ALY, WINTER GARDEN, FL 34787
    Just Added on 06/16/2026 12:59PM

    $2,600 | Townhouse | 3 beds | 2.5 baths | 1 gar

    Waterleigh Subdivision 3/2.5 Town Home For Rent in Winter Garden, Fl. 34787. Range, Refrigerator, D/W, Disposal, Central Heat and A/C, Call to schedule a showing. Brand New Construction, townhouse for rent, energy efficient , 3 bedroom, 2.5 bathrooms. 1 Car Garage and large driveway. Spacious 1,567 SqFt.; Features include laundry room, walk-in closet, linen closet, blinds, ceiling fans, dual sink vanity, home with excellent layout and ceramic tile flooring on the entire 1st floor. HOA includes landscape, lawn care, and amenities: resort-style swimming pool, cabana, playground, sand volleyball court, gymnasium, Grills areas, family-friendly parks, walking and biking trails, and much more. Horizon West has great access to all major highways 429, Turnpike and I-4. Only minutes away from Disney and other theme parks, New Florida Hospital Winter Garden, variety Restaurants, Shopping centers, theater and entertainment options.

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    Listing is courtesy of: REALSOURCE PROPERTY MANGNT LLC

  • 273 AVALON RD, WINTER GARDEN, FL - MLS# G5113807

    - G5113807 - 273 AVALON RD, WINTER GARDEN, FL 34787
    Just Added on 06/16/2026 12:18PM

    $2,995 | Single Family Home | 4 beds | 2.0 baths | 1 car

    Welcome home to 273 Avalon Road, a stunningly beautiful 4 Bedroom, 2 Bath home with 2,459 sqft of living space on almost a 1/2 acre lot !!! Just minutes from Down Town Winter Garden, this is a one of a kind property that was remodeled giving a modern flair to a farmhouse style property. The kitchen has a large center Island, with granite counter tops, stainless steel appliances, custom cabinets, with plenty of bar stool seating. The kitchen flows into a dining/living room space, with lots of windows to let in natural light, a further step down leads into a second space which could be a second living space/home school/office. The Primary bedroom is spacious with a large walk in closet and ensuite. Three additional bedrooms and bathroom complete this unique home. Outside we have a carport, lockable oversized storage for bikes etc, in the backyard there is a smaller fenced area with a shed and patio area making it perfect for privacy and for pets to roam safely. Across the street we have the Tucker Ranch Recreational Park with playground and trails, close to shopping, Restaurants, turnpike and easy access to Orlando. This home is available August 1st, call today for your own private tour !!!

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    Listing is courtesy of: THE FLORIDA PROPERTY SHOP SALE

  • 15537 HONEYBELL DR, WINTER GARDEN, FL - MLS# O6417196

    HAMLIN RESERVE - O6417196 - 15537 HONEYBELL DR, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $2,600 | Townhouse | 3 beds | 2.5 baths | 2 gar

    Beautiful and well-maintained townhome located in the highly sought-after Hamlin area of Winter Garden. This inviting home features stainless steel appliances and a fully fenced backyard with pavers, creating the perfect outdoor space to relax, entertain, or enjoy Florida living year-round. Enjoy an unbeatable location just minutes from Orlando Health Horizon West Hospital, Hamlin Town Center, grocery stores, restaurants, shopping, parks, and schools. With quick access to SR-429, commuting throughout Central Florida is simple and convenient. The property is also conveniently located near Walt Disney World Resort, Flamingo Crossings, Winter Garden Village, Downtown Winter Garden, and Downtown Orlando. Combining comfort, convenience, and an exceptional location, this home is ready for its next residents. Schedule your private showing today.

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    Listing is courtesy of: MY REALTY GROUP, LLC.

  • 12079 BRACCO STREET, WINTER GARDEN, FL - MLS# O6417016

    HIGHLAND RIDGE - O6417016 - 12079 BRACCO STREET, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $2,600 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Welcome to this beautiful 3-bedroom, 2.5-bathroom home located in the highly desirable Winter Garden area! This charming rental property offers a bright and spacious open-concept floor plan, perfect for comfortable living and entertaining. The main floor features a welcoming living space, a fully equipped kitchen, and a convenient half bath for guests. Upstairs, you will find three cozy bedrooms, including a generous primary suite with a private en-suite bathroom. Located in prime Orange County, you are just minutes away from top-rated schools, fantastic shopping, dining, and major highways. Don't miss out on this incredible opportunity—schedule your private tour today!

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    Listing is courtesy of: BUILD 2 RENT DIRECT, LLC

  • 10126 SALT POINT DR, WINTER GARDEN, FL - MLS# S5151937

    WATERLEIGH PH 2E - S5151937 - 10126 SALT POINT DR, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $2,850 | Townhouse | 3 beds | 2.5 baths | 1 gar

    Welcome home to this beautiful, light-filled 3-bedroom, 2.5-bathroom corner-unit townhouse located at 10126 Salt Point Drive. Built in 2021, this modern home sits on a premium corner lot, offering extra privacy and an abundance of large windows that flood the entire space with natural light. Interior Highlights: Gourmet Kitchen: Features a massive central island, premium stainless steel appliances, and ample cabinet storage. Open-Concept Living: An inviting, spacious family area on the first floor perfect for entertaining. Versatile Second Floor: Features a large, open loft with an integrated closet—ideal for a home office, media room, or play area. Convenience: Private garage, dedicated driveway, and thoughtful storage throughout. World-Class Waterleigh Lifestyle Amenities: Living here gives you exclusive access to premier, resort-style community amenities: 2 beautiful clubhouses and 2 resort-style swimming pools 2 fully-equipped fitness centers Championship tennis courts & beach volleyball Community putt-putt golf course Lakeview BBQ and picnic areas, plus a dedicated dog park The Perfect Location: Perfectly situated in Winter Garden/Orlando, you are minutes away from top-rated local schools, upscale shopping, diverse dining, major highways, and world-famous Disney attractions. Don't miss the opportunity to live in one of Central Florida's most coveted master-planned communities. Schedule your private viewing today!

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    Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL

  • 9586 MEADOW HUNT WAY, WINTER GARDEN, FL - MLS# S5151933

    WATERMARK PH 2B - S5151933 - 9586 MEADOW HUNT WAY, WINTER GARDEN, FL 34787
    1 Day on yellowkey

    $5,500 | Single Family Home | 6 beds | 5.0 baths | 2 gar

    Experience refined elegance in this beautifully maintained residence located in one of Winter Garden’s most desirable communities. Designed for modern living, this exceptional home offers bright open-concept living spaces, a stylish kitchen, and spacious bedrooms that seamlessly blend comfort and sophistication. Enjoy a private backyard retreat featuring a resort-style pool and beautifully maintained outdoor living areas, perfect for relaxing, entertaining, and enjoying Florida living year-round. For added convenience, **pool maintenance and lawn care are included in the rent**. Ideally located just minutes from top-rated schools, Downtown Winter Garden, Hamlin Town Center, shopping, dining, major highways, Disney attractions, and Orlando, this home offers the perfect combination of luxury, convenience, and lifestyle. **Available August 1, 2026.** Don't miss this opportunity to lease a remarkable home in one of Central Florida's most sought-after locations.

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    Listing is courtesy of: NAIM REAL ESTATE LLC

  • 17876 ADRIFT RD, WINTER GARDEN, FL - MLS# O6415044

    WATERLEIGH PH 4B & 4C - O6415044 - 17876 ADRIFT RD, WINTER GARDEN, FL 34787
    3 Days on yellowkey

    $3,999 | Single Family Home | 5 beds | 4.0 baths | 2 gar

    Virtually Staged. One or more photo(s) has been virtually staged. Experience refined Florida living in this exceptional 2023-built lakefront home in the highly sought-after Waterleigh community of Winter Garden. Set on a premium lot with serene natural lake views, this residence offers a perfect blend of modern design, smart technology, and everyday convenience. The bright, open-concept layout is filled with natural light and seamlessly connects the living, dining, and kitchen areas—ideal for both daily living and entertaining, all enhanced by tranquil water views. The gourmet kitchen features sleek countertops, ample cabinetry, and a large island designed for gathering. Upstairs, upgraded hardwood flooring throughout adds elegance and durability. The spacious primary suite offers a spa-inspired bath and walk-in closet, while additional bedrooms provide flexibility for family, guests, or a home office. Enjoy breathtaking lake views and Florida sunsets from your private outdoor space. A smart home system with integrated security enhances comfort and peace of mind. Prime location: Resort-style community amenities, top-rated schools within the neighborhood, Publix nearby, ~17 minutes to Disney, and easy access to highways, dining, shopping center.

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    Listing is courtesy of: FLORIDA REALTY INVESTMENTS

  • 16137 WIND VIEW LN, WINTER GARDEN, FL - MLS# O6416733

    WATERLEIGH PH 1B - O6416733 - 16137 WIND VIEW LN, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $3,500 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    Welcome to Waterleigh master planned community. This lovely home located within the peaceful Marina Bay section has a fenced yard, 2 car garage, no rear or across street neighbors. The Cleardon floorplan is very desirable for it's layout, loads of storage, 1st and 2nd floor ensuite bedrooms, 2nd floor bonus loft space, large covered front porch, balcony and rear screened porch. 2-car Garage is in the back of home with dedicated alley access. Plenty of guest parking. This home has luxury vinyl plank flooring throughout, no carpeting, upgrades to lighting and blinds and window treatments, washer dryer stay. Lawncare incuded. Enjoy quick access to Hamlin, Winter Garden and Disney! Neighborhood amenities include multiple resort style community pools, sidewalks and walking trails, beach volleyball, putt putt golf, gym. Available for minimum 12 month lease. *Owners are open to longer term lease.

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    Listing is courtesy of: IVRE ORLANDO

  • 8222 TOPSAIL PL, WINTER GARDEN, FL - MLS# O6416728

    LAKESHORE PRESERVE PH 5 - O6416728 - 8222 TOPSAIL PL, WINTER GARDEN, FL 34787
    4 Days on yellowkey

    $6,250 | Single Family Home | 5 beds | 4.5 baths | 2 gar

    STUNNING, well-maintained Executive estate home with everything you've been looking for! This gorgeous GARDENIA model by TOLL BROTHERS features 4200 square feet of living space with AMAZING VIEWS of a tranquil pond in the front, retention space in back in the desirable LAKESHORE community in HORIZON WEST, providing the perfect ONE OF A KIND idyllic space you've been looking for! You will enjoy relaxed Florida living perfect for entertaining or a quiet day amongst the HIGH-END DETAIL throughout. You will feel the MAJESTY of this home upon entering the Welcoming Foyer & Dining Room! Attention to detail is observed throughout this home - from the window treatments, lighting features, built-ins, amongst many others. As you enter the WELL-APPOINTED open-concept kitchen/living room area you are greeted with the CHEF'S KITCHEN boasting Quartz countertops beautifully accenting the tall cabinets. Multiple pantries including a butler’s pantry, laundry room and an oversized Guest Bedroom and Bath complement the downstairs. The GRANDEUR of this home is evident in its back wall of windows which slide opens to a SPACIOUS EXTENDED COVERED PATIO to complete a truly blended indoor/outdoor living space. Outdoor comfort is accented by AUTOMATIC SCREENS which lead to a large, outdoor yard, perfect for enjoying sunrises and sunsets in a tranquil setting. Upstairs continues the warmth and high-end retreat you deserve. You will find the MASTER RETRAT, LARGE BATH with custom finishes and OVERSIZED WALK IN CLOSETS and a PRIVATE BALCONY, separated for privacy from the rest of the upstairs bedrooms. The middle of the second floor offers a LARGE FAMILY/GAME AREA. 3 additional bedrooms allow for a home office and enough room for family to complete the upstairs. Tankless GAS hot water heater, gas range and stove, and energy efficient windows provides for energy conservation peace of mind. Residents enjoy a MAGNIFICENT CLUBHOUSE with swimming pool, gym, volleyball court, grill area, canoes, lake access and fire pit for entertaining. Cable TV, Internet, Washer, Dryer, Pest Control and Ground Maintenance are included! The elementary and high school is in close proximity to the community! Located minutes from 429 with easy access to Disney, downtown Orlando, the beaches and theme parks. Note $1,000 of deposit will be non-refundableand due at signing contract to lease. Do not miss this opportunity, schedule a showing today!

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    Listing is courtesy of: CHASTAIN REAL ESTATE COMPANY LLC





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.