Newest Properties by Winter Springs Neighborhood

  • HICKORY GROVE - O6395636 - 1350 TARFLOWER DR, WINTER SPRINGS, FL 32708
    Just Added on 04/02/2026 11:46AM

    $2,750 | Townhouse 3 bedrooms, 2.5 bathroom, 2 car garage

    Live in the heart of Winter Springs Town Center, one of the most sought after communities in the area, with only one rental becoming available since last year. Just steps from A rated schools, shopping, dining, and grocery stores, this location offers both convenience and lifestyle. This beautiful newly built 3 bedroom, 2.5 bathroom townhome features an open concept layout with wood look ceramic tile throughout the first floor and a modern kitchen complete with stainless steel appliances and quartz countertops. The home offers added privacy with no rear neighbors and a prime location directly across from the community pool. Upstairs, the spacious owner’s suite includes a large walk in closet, while two additional bedrooms provide flexibility for guests, a home office, or a growing household. The upstairs laundry area comes fully equipped with washer and dryer for added convenience. Basic cable and fiber optic internet are included, helping you save on monthly expenses. Current tenants will vacate by April 30th, with the home ready for move in by May 6th. Opportunities like this are rare in this community. Schedule your showing today and secure your next home.

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    This listing is courtesy of: WRA BUSINESS & REAL ESTATE

  • SHEOAH A CONDO SEC 2 - O6394745 - 407 SHEOAH BLVD #9, WINTER SPRINGS, FL 32708
    4 Days on yellowkey

    $1,800 | Townhouse 3 bedrooms, 2.5 bathroom

    This 3 bedroom, 2.5 bath condo is located in one of Winter Springs most desireable communities, THE HIGHLANDS! This unit features a large living and dining area, first floor guest half bath with a washer & dryer alcove, and large storage room. Back of property offers private views with no rear neighbors. The community amenities offer miles of walking trails, playground, park, tennis court and community pool. Seminole County Schools. Convenient location with access to both I-4 and the 417. Close to shopping.

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    This listing is courtesy of: BENSON MARSHALL LLC

  • NORTH ORLANDO TOWNSITE 4TH ADD REP - O6393501 - 643 DAVID ST, WINTER SPRINGS, FL 32708
    7 Days on yellowkey

    $1,795 | Single Family Home 3 bedrooms, 1.5 bathroom

    Wonderfully updated 3-bedroom, 1.5-bath single family home in Winter Springs. Combined living and dining areas featuring a beautiful kitchen with breakfast bar, and stainless appliances. Large family room with washer and dryer closet, hook-ups only. Fully fenced backyard with storage shed. Conveniently located off 434 close to 17-92 and the Toll 417 for easy commuting and just a short drive to downtown Winter Springs entertainment, dining, and community parks. All information is deemed reliable, but not guaranteed. Listing Brokerage does not discriminate on the basis of race, color, religion, national origin, sex, disability or familial status. All residents are enrolled in the Resident Benefits Package (RBP) for $50.00/month as additional rent, which includes renters insurance, credit building to help boost your credit score with timely rent payments, our best-in-class resident rewards program, $1M Identity Protection, move-in concierge service making utility connection and home service setup a breeze during your move-in, online resident portal for easy online rent payments & maintenance reporting, HVAC air filter delivery (for applicable properties), and much more! More details available upon application.

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    This listing is courtesy of: WILSON MANAGEMENT GROUP

  • PARKSTONE UNIT 4 - O6393459 - 781 SENECA MEADOWS RD, WINTER SPRINGS, FL 32708
    9 Days on yellowkey

    $2,900 | Single Family Home 4 bedrooms, 2.0 bathroom

    This lovely home is located in the sought-after Parkstone gated subdivision in Winter Springs. The house has been updated with a Gorgeous Modern kitchen which has beautiful granite countertops, tall cabinets and Stainless Steel Appliances. Easy to clean with Ceramic tiles in the entire house, including the 2 cars garage. This home has 4 bedrooms, 2 bathrooms and 3 living areas (one formal living and dining room, one family/dining combo room and a large Florida room in the back with its own separate AC unit and private office. Fenced backyard with brick paving floor. Rooms measurements are approximately. Enjoy the hot summer days in the community pool and recreational areas within the community. In addition, all the outdoor activities in Central Winds Park. Easy access to I-417, short drive distance to UCF, Valencia and Seminole Colleges, Orlando International Airport, Hospitals, shopping centers and restaurants. To schedule an appointment please call or text the listing agent and be ready to show proof of income of at least twice the monthly rent. VERY IMPORTANT Background and credit check for all applicants above 18 years of age will be performed.

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    This listing is courtesy of: LA ROSA REALTY PREMIER LLC

  • HOLLOWBROOK PH 2 - O6392383 - 3847 BISCAYNE DR, WINTER SPRINGS, FL 32708
    9 Days on yellowkey

    $2,499 | Single Family Home 3 bedrooms, 2.0 bathroom

    Welcome home! This charming 3-bedroom, 2-bathroom home at 3847 Biscayne Drive in Winter Springs is available for immediate move-in. The property offers a comfortable and functional layout with well-sized bedrooms and bathrooms, perfect for everyday living. The kitchen provides ample cabinet and counter space, making meal preparation and storage easy and convenient. The home features a bright and welcoming atmosphere along with several desirable features that make it a great place to call home. Conveniently located in Winter Springs, you’ll enjoy easy access to shopping, dining, and major roadways. Act now—this one won’t last long! Application Requirements: All applicants must complete a credit and background check. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.

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    This listing is courtesy of: 407 PROPERTIES

  • SEVEN OAKS - O6393563 - 775 MAPLE LEAF LOOP, WINTER SPRINGS, FL 32708
    9 Days on yellowkey

    $3,700 | Single Family Home 4 bedrooms, 4.5 bathroom

    Discover this stunning 4-bedroom + office/den home designed for comfort, efficiency, and modern living. Equipped with a solar energy system, you'll enjoy significantly reduced utility bills while being environmentally conscious. Upstairs features elegant, engineered wood flooring, while the garage includes its own air conditioning, perfect for a workshop, gym, or extra storage. The gourmet kitchen is a standout, offering an induction cooktop, double built-in ovens, spacious center island, and abundant cabinetry. The oversized owner's suite is a true retreat, complete with dual vanities, a luxurious soaking tub, separate shower, and a custom-built closet system. Every bedroom is generously sized and includes walk-in closets, with bedrooms two and three connected by a convenient Jack-and-Jill bathroom. Need flexibility? This home delivers: A private den ideal for a home office or guest room A large flex room perfect for a playroom, game room, or home theater Step outside to enjoy the extended lanai and expansive outdoor living space, featuring a fenced yard and no rear neighbors—ideal for relaxation or entertaining. Located in the desirable Seven Oaks community, residents enjoy access to a pool, park, playground, and walking trails. All of this in a prime location with easy access to major roads, shopping, dining, and top-rated schools. This home truly offers the perfect blend of space, functionality, and lifestyle. In lieu of our standard 1 full month's deposit, we now offer deposit-free living to qualified renters through Obligo! We understand that moving costs can add up, so we want to extend financial flexibility to our residents. When you move in with us, you can skip paying a security deposit and use the savings where it can generate the most value for you.

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    This listing is courtesy of: ADVANCE REALTY & MANAGEMENT LLC

  • CASA PARK VILLAS PH 2 - S5146166 - 603 CASA PARK CT #H, WINTER SPRINGS, FL 32708
    15 Days on yellowkey

    $1,695 | Townhouse 2 bedrooms, 2.5 bathroom

    One or more photo(s) has been virtually staged. Charming 2-Bed, 2.5-Bath Townhome in Winter Springs with Screened Porch! Welcome to 603 Casa Park Ct. H, a cozy and well-maintained 2-bedroom, 2.5-bath townhome located just off Tuskawilla Rd in desirable Winter Springs. Offering 1,156 sq. ft. of living space, this home features a functional layout with an inside utility area and plenty of room for comfortable everyday living. Enjoy relaxing in your private 10x12 screened porch—perfect for morning coffee or unwinding in the evenings. The community pool and spa are beautifully maintained, providing a resort-like atmosphere just steps from your door. Trotwood Park is conveniently located across the street, offering open green spaces, playgrounds, and recreational fields for outdoor enjoyment. Situated in a sought-after school district, this home is ideal for those looking for both convenience and quality living. You’ll also love the easy access to shopping, dining, and major roadways for commuting. The quiet, well-kept community adds to the charm and appeal of this property. With its great location and comfortable layout, this townhome is a fantastic rental opportunity. Schedule your tour today and make this wonderful home yours! ***Additional HOA Application Required. All Innovation Property Management residents are enrolled in the Resident Benefits Package (RBP) for $45.00/month which includes liability insurance, HVAC air filter delivery (for applicable properties), on-demand pest control, and much more! More details upon application. Price may be reduced depending on tenant’s desire to add pest control and/or provide proof of adequate insurance coverage. HOW TO APPLY: 1. Visit the website of Innovation Property Management, Inc. 2. Click "Rentals" at the top of the page. 3. Find the rental unit you are interested in on the list and click "Apply Now”.

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    This listing is courtesy of: TRANSCEND REALTY

  • HOWELL CREEK RESERVE PH 1 - O6391437 - 107 NANDINA TER, WINTER SPRINGS, FL 32708
    16 Days on yellowkey

    $3,199 | Single Family Home 4 bedrooms, 3.0 bathroom, 2 car garage

    Welcome home! This spacious 4-bedroom, 2-bath home with a dedicated office is available for immediate move-in in the desirable Howell Creek Reserve community in Winter Springs. The home features a comfortable and functional layout with well-proportioned bedrooms and bathrooms, a bright living area, and a lovely kitchen with plenty of counter and cabinet space—perfect for everyday living and entertaining. In addition to the four bedrooms, the property includes a private office space that can easily be used as a fifth bedroom, guest room, or study, offering extra flexibility for your needs. Enjoy living in a well-maintained community conveniently located near shopping, dining, parks, and major roadways. Act now—this one won’t last long! All applicants are required to complete a credit and background check. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.

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    This listing is courtesy of: 407 PROPERTIES

  • CASA PARK VILLAS PH 2 - O6391421 - 610 CASA PARK COURT H, WINTER SPRINGS, FL 32708
    16 Days on yellowkey

    $1,650 Reduced | Condo 2 bedrooms, 1.0 bathroom

    CASA PARK VILLAS, this 2/1-unit features tile flooring, freshly painted, Close to Parks (Trotwood Park is across the street) and Recreation, schools, shopping and dining... Washer and Dryer hookups in unit. There is a nice open patio ,2 assigned parking spaces right in front of unit. The community has a nice POOL area and there is access to walking trails and biking nearby.

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    This listing is courtesy of: HOUSESTAR REALTY GROUP INC

  • DOUGS UNIT 1 - O6389988 - 155 CORY LN, WINTER SPRINGS, FL 32708
    23 Days on yellowkey

    $1,399 | Condo 2 bedrooms, 2.0 bathroom

    Enjoy one month of free rent at the beginning of your lease! Welcome home! This fantastic 2-bedroom, 2-bath home is available for immediate move-in! Located conveniently in the desirable community of Winter Springs, this property features a comfortable layout with well-apportioned bedrooms and bathrooms, a lovely kitchen with lots of counter and cabinet space, and many desirable features such as in-unit laundry. Act now! This one won’t last long! All applicants are required to complete a credit and background check. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.

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    This listing is courtesy of: 407 PROPERTIES

  • GARDEN CLUB APTS - O6389179 - 133 GARDEN DR, WINTER SPRINGS, FL 32708
    25 Days on yellowkey

    $1,695 | Townhouse 2 bedrooms, 1.5 bathroom

    This renovated 2 bedroom and 1.5 bath Winter Springs townhome, features a large living area upon entry. There is a half bath downstairs for guests. The newly updated kitchen provides plenty of room for cooking, while the bedrooms offer peaceful retreats with ample natural light. Step outside to enjoy a private screen enclosed patio space, perfect for relaxing or unwinding after a busy day. Conveniently located near parks, shopping, dining, and top-rated Seminole County schools, this home blends comfort, convenience, and community living. Contact Florida Rental Team for your private showing.

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    This listing is courtesy of: FLORIDA RENTAL TEAM

  • GARDEN CLUB APTS - O6389170 - 137 GARDEN DR, WINTER SPRINGS, FL 32708
    25 Days on yellowkey

    $1,695 | Townhouse 2 bedrooms, 1.5 bathroom

    This renovated 2 bedroom and 1.5 bath Winter Springs townhome, features a large living area upon entry. There is a half bath downstairs for guests. The newly updated kitchen provides plenty of room for cooking, while the bedrooms offer peaceful retreats with ample natural light. Step outside to enjoy a private screen enclosed patio space, perfect for relaxing or unwinding after a busy day. Conveniently located near parks, shopping, dining, and top-rated Seminole County schools, this home blends comfort, convenience, and community living. Contact Florida Rental Team for your private showing.

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    This listing is courtesy of: FLORIDA RENTAL TEAM

  • JESUPS RESERVE TWNHMS REP - O6387552 - 412 BLUE BAYOU LN, WINTER SPRINGS, FL 32708
    27 Days on yellowkey

    $2,500 | Townhouse 3 bedrooms, 3.5 bathroom

    PRIME Location! Well maintained 3 bedroom, 3.5 bath Rental Townhome located in highly desired Jesup's Reserve. NO Carpet, all wood floors. Unit situated a short walk to the community pond & POOL. Features include INSIDE laundry room, a Covered Front Porch, Private living room and Primary bedroom balconies, rear entry 2 CAR GARAGE, 2 PRIMARY Bedrooms (one upstairs and one downstairs) Walk-in Closets, Ceiling Fans. Stair lift from main floor to 2nd floor. Lots of Natural light. Walking distance to Winter Springs Town Center, Central Winds Park, Cross Seminole Bike Trail and just minutes to great shopping, dining and 417! Great Seminole County Schools close by!

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    This listing is courtesy of: FLORIDA DREAMIN' REALTY LLC

  • WINTER SPGS VILLAGE PH 2 - O6386363 - 312 MICHAEL BLAKE BLVD, WINTER SPRINGS, FL 32708
    35 Days on yellowkey

    $2,900 | Single Family Home 4 bedrooms, 2.5 bathroom

    Winter Spring Village Home for Rent. Bungalow style rental located in the much sought after Community of Winter Springs Village. Conveniently located minutes from the 417, Winter Springs Town Center, Seminole Cross Trail, and Central Winds Park. Community offers a Swimming Pool, Playground, and Recreation Clubhouse. This 4 Bedroom, 2 1/2 Bathroom, 2 Story home features a 15 Seer AC unit, Double Pane Windows, Foam Insulation in the Attic, Large Front Porch facing a Greenbelt, Ceiling Fans, Water Softener System, Upstairs Loft, Upstairs Laundry Room, 2 Car Garage, Granite Counters, Tile Back splash, 42" Cabinets, and Stainless Steal Appliances. Master Suite boasts Tray Ceiling, Walk in Closet, Double Vanities, and Separate Shower and Garden Tub. Appliances included: Range, Refrigerator, Microwave, Washer, Dryer and Dishwasher. SEMINOLE COUNTY SCHOOLS! MOVE IN REQUIREMENTS: Credit Score 675+. Complete online Application,$75/adult. All adults must apply. Funds due at lease signing move-in: First Month's Rent, Security Deposit applicable with full approval. Online Income Verification Required w/Supporting documents: Last 2 Month's Pay Stubs or bank statements reflecting sufficient assets to sustain. One time Pet Fee ($500.00) applicable for any pets approved.

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    This listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY

  • BAY TREE SEC 09 - O6385980 - 70 MOREE LOOP #63, WINTER SPRINGS, FL 32708
    36 Days on yellowkey

    $1,600 | Condo 2 bedrooms, 1.5 bathroom

    Two story condominium in Winter Springs. The two bedroom, 1 and 1/2 bath unit is located in the Highlands community. Tile and laminate flooring, spacious layout, kitchen has a pass thru window to the dining area. Combo living/dining with sliding glass doors which offers natural sunlight and opens to an exterior patio. Two bedrooms, master full bath and laundry utility on the second floor.

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    This listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC

  • SHEOAH A CONDO SEC 2 - O6380890 - 407 SHEOAH BLVD #13, WINTER SPRINGS, FL 32708
    53 Days on yellowkey

    $1,500 | Condo 2 bedrooms, 1.5 bathroom

    Excellent Location in the Highlands at Winter Springs. This two bedroom condo features a large living/dining room combo that opens out to the screen enclosed patio. Offering a quiet and peaceful yard space with no rear neighbors. The kitchen is spacious and features stainless appliances. Upstairs you will find two bedrooms along with a bathroom that is accessible directly off the primary as well as off the hall. Washer and Dryer are provided. *HOA approval/fee required. *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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    This listing is courtesy of: WATSON REALTY CORP

  • SUNRISE UNIT TWO C - O6379255 - 1373 VIA VILLA NOVA, WINTER SPRINGS, FL 32708
    59 Days on yellowkey

    $1,950 | Single Family Home 2 bedrooms, 2.0 bathroom

    Beautiful/ immaculate 2 Bedroom/2 Bathroom House, Fully remodeled, 2 car Garage, in the Sunrise Subdivision, Ceramic tile floors, Appliances included are Refrigerator, Range, Dishwasher, Microwave oven. Washer/dryer hook ups, Close to Supermarkets and Seminole county Schools.

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    This listing is courtesy of: HOUSESTAR REALTY GROUP INC

  • OAK FOREST UNIT 3 - WINTER SPRINGS, FL 32708
    80 Days on yellowkey

    $2,499 | Single Family Home 3 bedrooms, 2.5 bathroom

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2.5 bathrooms, 2 car garage and approximately 2,404 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!

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    This listing is courtesy of: TAH FLORIDA LLC

  • TUSCANY PLACE PH 1 - S5141310 - 600 NORTHERN WAY #506, WINTER SPRINGS, FL 32708
    85 Days on yellowkey

    $1,875 | Condo 2 bedrooms, 2.0 bathroom

    Stunning 2BR/2BA Condo in Gated Tuscany Place – Steps from Trotwood Park! Experience low-maintenance luxury in this spacious 2-bedroom, 2-bathroom condo located on a second floor. Brand new bathroom cabinets, kitchen is well-appointed with BRAND NEW modern cabinetry, QUARTZ countertops, stylish backsplash and Stainless Steel Appliances, perfect for home chefs featuring an inviting private screened balcony overlooking the patio. Bathrooms have been Located in the quiet, gated community of Tuscany Place, residents enjoy access to a resort-style Community Pool and cabana. The neighborhood is meticulously maintained with lush landscaping and a strong sense of community plus conveniently located minutes away from Winter Springs Town Center for premier dining and shopping. Call Today!!

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    This listing is courtesy of: PR REAL ESTATE SERVICES

  • - O6355096 - 227 SAN GABRIEL ST, WINTER SPRINGS, FL 32708
    145 Days on yellowkey

    $1,875 | Single Family Home 3 bedrooms, 2.0 bathroom

    This charming 3-bedroom, 2-bathroom home located in the heart of Winter Springs, FL. The interior features a modern kitchen with stainless steel appliances, granite countertops, and ample cabinet space. The home offers tile and laminate wood flooring throughout, washer and dryer hookups inside the home, and a neutral color palette that complements any décor.

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    This listing is courtesy of: TRUSTHOME PROPERTIES INC

  • JESUPS RESERVE TWNHMS REP - O6389826 - 140 MCLEODS WAY, WINTER SPRINGS, FL 32708

    $1,950 | Townhouse 2 bedrooms, 2.0 bathroom

    PRIME Location! Well maintained 2 bedroom, 2 bath Rental Townhome located in highly desired Jesup's Reserve. Walking distance to Winter Springs Town Center, Central Winds Park, Cross Seminole Bike Trail and just minutes to great shopping, dining and 417! CORNER Unit situated across the street from the Community Pool and a short walk to a community pond. Features included a Covered Front Porch, rear entry 2 CAR GARAGE, 2 PRIMARY Bedrooms (one upstairs and one downstairs) 2 Bathrooms, Walk-in Closets, Ceiling Fans, New Stainless Steel Range, crown molding, and Mature Landscaping. Appliances included:Range, Refrigerator, Dishwasher, Disposal, Washer, and Dryer. New AC installed in 2025. NEW Carpet is being installed. Great Seminole County Schools! MOVE IN REQUIREMENTS: All RE/MAX Town & Country Realty Property Management Division residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery (for applicable properties), move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, on-demand pest control, and much more! More details upon application.

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    This listing is courtesy of: RE/MAX TOWN & COUNTRY 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.