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Winter Springs, FL Homes for Rent with Pool

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    $1,606 - $1,984 per month

    Legends Winter Springs

    1 - 3 Beds

    440 Courtney Springs Cir, Winter Springs, FL 32708

    Legends Winter Springs effortlessly combines exceptional service with outstanding features to provide the ultimate living experience. Located near upscale shopping and entertainment, your home is minutes to Lake Jessup and the excitement of downtown Orlando. Enjoy the peaceful, relaxing atmosphere of Legends Winter Springs. Please call for an appointment today.

    440 Courtney Springs Cir, Winter Springs, FL 32708
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    $1,950 per month

    • 3 Beds
    • 2 Baths
    • 1,187 Sq Ft
    • Condo for Rent

    429 Sheoah Blvd Unit 12, Winter Springs, FL 32708

    This spacious 3-bedroom, 2-bath home offers 1,187 sq. ft. of comfortable living in the heart of Winter Springs. Located in a well-maintained community with HOA, this property combines convenience and lifestyle.Enjoy access to a refreshing community pool and beautifully maintained common areas. The home features an inviting layout with ample natural light, making it perfect for both

    Jason Hamilton THE REALTY MEDICS

    429 Sheoah Blvd Unit 12, Winter Springs, FL 32708
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    $1,153 - $3,490 per month

    The Avenues at Winter Springs

    1 - 3 Beds

    1 Laurel Oaks Dr, Winter Springs, FL 32708

    The Avenues at Winter Springs offer a tranquil living experience in Winter Springs, FL, blending comfort, convenience, and affordability. Nestled in a serene residential area, residents enjoy peaceful surroundings while remaining conveniently close to Interstate 4 and the vibrant Uptown Altamonte Springs area. With easy access to shopping, dining, and entertainment options, residents can explore

    1 Laurel Oaks Dr, Winter Springs, FL 32708
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    $2,200 per month

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Townhouse for Rent

    424 Club Dr, Winter Springs, FL 32708

    Welcome to this well-maintained 3-bedroom, 2-bath home located in the desirable Cypress Club community of Winter Springs. Nestled in a peaceful neighborhood, this inviting residence offers comfortable living with access to a host of amenities that make every day feel like a getaway. Enjoy spacious living areas, a functional layout, and thoughtful updates throughout. The primary suite features an

    Lee Sloan KELLER WILLIAMS ADVANTAGE REALTY

    424 Club Dr, Winter Springs, FL 32708
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    $1,570 - $2,750 per month

    RIZE at Winter Springs

    1 - 3 Beds

    150 Bear Springs Dr, Winter Springs, FL 32708

    RiZE at Winter Springs is a beautiful apartment community located in Winter Springs, Florida. Our convenient location provides easy access to fabulous shopping, fine dining, and ample entertainment to meet everyone's needs. Designed for comfort and luxurious hospitality, the upscale apartment homes at RiZE at Winter Springs offer gracious living in the northeastern portion of Orlando, Florida.

    150 Bear Springs Dr, Winter Springs, FL 32708
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    $2,499 per month

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • House for Rent

    640 Macduff Ln Unit A, Winter Springs, FL 32708

    Step into the inviting warmth of this charming 3-bedroom, 2-bathroom rental home at 640 Macduff Lane, Winter Springs, FL 32708. The spacious living area offers a perfect blend of comfort and style, while the fully equipped kitchen inspires culinary creativity. Enjoy peaceful moments in the delightful backyard or relax on the screened-in porch, all with the added convenience of a two-car garage.

    Steve Simpson 407 PROPERTIES

    640 Macduff Ln Unit A, Winter Springs, FL 32708
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    $1,596 - $1,912 per month

    Seville on the Green

    1 - 3 Beds

    300 Sheoah Blvd, Winter Springs, FL 32708

    Find the life of sophistication and style that awaits you at Seville on the Green. Our Winter Springs community is nestled in the Highland Residential Neighborhood, right off of 434 and 17-92. We are minutes from I-4 and SR-417 and are less than six miles from major shopping and dining. We proudly offer one, two, and three-bedroom apartments with multiple floor plans. Select homes feature

    300 Sheoah Blvd, Winter Springs, FL 32708
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    $2,795 per month

    • 3 Beds
    • 2.5 Baths
    • 1,476 Sq Ft
    • Townhouse for Rent

    1374 Tarflower Dr, Winter Springs, FL 32708

    New Construction 3/2.5, 2 Car Rear Garage, Two Story Townhome, Covered Front Porch, Living Room, Dining Room, Large Gourmet Kitchen with Breakfast Bar with Stainless Steel Appliances: Fridge, Stove, Microwave & Dishwasher, All Bedrooms Upstairs, Inside Utility Room with Washer & Dryer, Tile 1st Floor & Carpet Upstairs, Community Pool, Playground and Dog Park, NO PETS, NO SMOKING, Lawn Care

    Tina Lopez LEGENDS REALTY

    1374 Tarflower Dr, Winter Springs, FL 32708
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    $1,446 - $1,958 per month

    Tuskawilla at Winter Springs

    1 - 3 Beds

    4545 Willa Creek Dr, Winter Springs, FL 32708

    We are now welcoming in-person, virtual and self-guided tours by appointment only. Please contact us today to schedule your appointment.Tuskawilla, Winter Springs, FL Apartments boast premier location great for both business and leisure. Located just minutes from SR417 and SR408, the Tuskawilla Apartments in Winter Springs are perfect for commuters all across Florida. Choose from a variety of

    4545 Willa Creek Dr, Winter Springs, FL 32708
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    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,435 Sq Ft
    • Townhouse for Rent

    1307 Mill Pond Ln, Winter Springs, FL 32708

    Beautifully updated 3BR/2.5BA townhome in excellent condition. Home features brand new engineered hardwood flooring throughout both levels, fresh interior paint, and refinished kitchen cabinets. The main level offers an open living and dining area, modern kitchen with walk-in pantry, and half bath. Upstairs includes a large master suite with built-in walk-in closet , dual-sink bath with modern

    Yessica Diaz ELEMENT REAL ESTATE GROUP

    1307 Mill Pond Ln, Winter Springs, FL 32708
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    $1,174 - $1,799 per month

    Moss Park

    1 - 4 Beds

    170 N Gardenridge Ct, Winter Springs, FL 32708

    Experience the many benefits of this Winter Springs apartment community, where we bring affordability, comfort, and convenience to home. Moss Park Apartments is located off Moss Park Road and State Road 434, approximately two miles east of Highway 17-92.Moss Park Apartments is a mixed-income community that offers apartment homes for unrestricted and restricted-income residents. Located

    170 N Gardenridge Ct, Winter Springs, FL 32708
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    $3,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,695 Sq Ft
    • House for Rent

    510 Spoonbill Ct, Winter Springs, FL 32708

    Elevate your lifestyle at Greenspointe! This sought-after Winter Springs community offers an abundance of amenities designed for relaxation and recreation: a clubhouse with gathering spaces, sparkling pool, tennis courts, parks, playground, beach volleyball, scenic walking trails, picnic pavilions, and open green spaces.For your convenience FLOOR PLAN WAS ADDED. Step inside and you’ll

    Liliana Lamadrid Sierra LA ROSA REALTY CW PROPERTIES L

    510 Spoonbill Ct, Winter Springs, FL 32708
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    $4,100 per month

    • 5 Beds
    • 4.5 Baths
    • 3,512 Sq Ft
    • House for Rent

    423 Sandringham Ct, Winter Springs, FL 32708

    "DescriptionNestled in the highly sought-after community of Parkstone, this stunning 3,512 sq. ft. home boasts exceptional craftsmanship and thoughtful details throughout. From the moment you step inside, the rich wood floors seamlessly flow through the open-concept floor plan, setting the tone for this inviting and spacious home. With two primary suites and an additional ensuite bedroom,

    423 Sandringham Ct, Winter Springs, FL 32708
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    $3,900 per month

    • 4 Beds
    • 2.5 Baths
    • 2,894 Sq Ft
    • House for Rent

    1606 Wildcat Ct, Winter Springs, FL 32708

    LEASE OPTION TO PURCHASE available on this Tuscawilla home. Annual lease includes lawn and pool service. See MLS O6281698 for sale information. Schools: Lawton Elem/Indian Trails Middle and Oviedo High.

    Susan Taliaferro COLDWELL BANKER RESIDENTIAL RE

    1606 Wildcat Ct, Winter Springs, FL 32708
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    $1,795 per month

    • 2 Beds
    • 2.5 Baths
    • 1,200 Sq Ft
    • Townhouse for Rent

    610 Casa Park Court O, Winter Springs, FL 32708

    Tuskawilla Town Home Casa Park Villas- 2 bedroom, 2 1/2 bath Casa Park townhome located in Winter Springs, just off Tuskawilla Rd. It offers aprox 1200 square feet of living space. New carpets and LVT flooring throughout, new washer and dryer, new dishwasher, fresh paint. Additional storage closet on back porch. The complex's pool/spa is well kept & inviting . Trotwood Park is across the street &

    610 Casa Park Court O, Winter Springs, FL 32708
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    $1,695 per month

    • 2 Beds
    • 1.5 Baths
    • 1,114 Sq Ft
    • Townhouse for Rent

    304 Woodgreen Ln Unit 2, Winter Springs, FL 32708

    One or more photo(s) has been virtually staged. Application in process. Lovely Townhome with new windows in The Vineyards of Mt. Greenwood! Step into this charming, move-in-ready townhome offering an open-concept layout perfect for modern living. The spacious living room flows seamlessly into the bright eat-in kitchen, complete with quality cabinetry and well-maintained appliances—ideal for both

    Brian Lemay ROMAN REALTY GROUP, LLC

    304 Woodgreen Ln Unit 2, Winter Springs, FL 32708
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    $1,649 - $3,344 per month

    Integra 360

    1 - 3 Beds

    1700 Integra Land Way, Winter Springs, FL 32708

    Discover modern luxury living at Integra 360, where elegant designs and upscale amenities await in our Winter Springs apartments. Choose from spacious one-, two-, or three-bedroom layouts, each adorned with premium features like table-sized kitchen islands, grand walk-in closets, and open-concept living spaces. Our pet-friendly community offers exclusive access to resort-style amenities,

    1700 Integra Land Way, Winter Springs, FL 32708
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    $2,590 per month

    • 3 Beds
    • 2.5 Baths
    • 1,484 Sq Ft
    • House for Rent

    1714 Fox Glen Ct, Winter Springs, FL 32708

    Welcome to this charming 3 bedroom 2 bathroom single family home in winter Springs, Florida with fresh new paint and granite countertop in the kitchen. the enclosed porch and private backyard is a place for you to relax and enjoy your weekends and evenings. HOA takes care of the of the yard for you. Beautiful club house with swimming pool/ jacuzzi and exercise room is all included in the rent.

    Armin Mossaddad SAND DOLLAR REALTY GROUP INC

    1714 Fox Glen Ct, Winter Springs, FL 32708
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    $2,300 per month

    • 3 Beds
    • 2 Baths
    • 1,161 Sq Ft
    • House for Rent

    526 Seasons Ct, Winter Springs, FL 32708

    Property Id: 2121780Welcome to this beautifully updated 3-bedroom, 2-bath single-family home in the heart of Winter Springs, FL. Built in 1998 and freshly renovated, this home features brand new luxury vinyl plank flooring, modern kitchen cabinets topped with quartz countertops, a new refrigerator, updated bathroom vanities, and fresh interior and exterior paint.Enjoy a bright,

    526 Seasons Ct, Winter Springs, FL 32708
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    $2,950 per month

    • 4 Beds
    • 4.5 Baths
    • 2,510 Sq Ft
    • House for Rent

    1308 Swift Creek Way, Winter Springs, FL 32708

    Georges 2 story home features 4 bedrooms, 3 full bathrooms, and a powder room. The house features stainless steel appliances, tile floor for the kitchen and bathrooms, carpets throughout the bedrooms. The in-law's suite is downstairs, and the master with 2 other rooms is upstairs. The master suite includes double sinks as well as a walk-in closet. A decent size loft on the second floor is great

    Jaime Hernandez INTOP PROPERTY MANAGEMENT

    1308 Swift Creek Way, Winter Springs, FL 32708
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    $1,795 per month

    • 2 Beds
    • 2.5 Baths
    • 1,300 Sq Ft
    • Townhouse for Rent

    605 Casa Park Court O, Winter Springs, FL 32708

    Property Id: 1708972Totally newly refurbished two story townhouse with all amenities in the popular Trottwood Park area of Winter Springs. Call Ben

    605 Casa Park Court O, Winter Springs, FL 32708
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    $3,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,706 Sq Ft
    • Townhouse for Rent

    1386 Blumberg Blvd, Winter Springs, FL 32708

    One year old corner unit, 3 bed/2.5 bath, a loft and an enclosed patio in Winter Springs Town Center. You have to see it in person to appreciate the location. Community pool is round the corner. Rent include cable and Fiber internet. There are restaurants, grocery stores, Gyms, shops, etc...within 5 minutes of walk. Open-concept ground floor seamlessly connects the kitchen, dining room, and

    Julia Martin JULIA MARTIN REALTY

    1386 Blumberg Blvd, Winter Springs, FL 32708
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    $2,095 per month

    • 3 Beds
    • 2.5 Baths
    • 1,468 Sq Ft
    • House for Rent

    303 Freedom's Ring Dr, Winter Springs, FL 32708

    Experience the ideal combination of comfort and convenience at this delightful property situated at 303 Freedoms Ring Dr. This home features 3 bedrooms, 2 full bathrooms, and 1 half bathroom, all within 1468 square feet. It offers a variety of amenities, including a dishwasher for hassle-free clean-up, a refrigerator to keep your food fresh, and an electric range oven for easy cooking. Enjoy the

    303 Freedom's Ring Dr, Winter Springs, FL 32708
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    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 1,078 Sq Ft
    • House for Rent

    610 Casa Park Court A, Winter Springs, FL 32708

    Spacious Tuscawilla Townhome located in the Community of Casa Park Villas. Conveniently located next to Trotwood Park, Keith Elementary & Indian Trails Middle Schools, walking distance to Winter Springs Town Center, Cross Seminole Trail, Central Winds Park, Tuscawilla Country Club and Golf Course, and close access to the 417. 1 Story end unit, 3 Bedroom, 2 Bath Townhome featuring: Wood Laminate

    Rick Protheroe RE/MAX TOWN & COUNTRY REALTY

    610 Casa Park Court A, Winter Springs, FL 32708
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    $1,835 - $3,060 per month

    Dwell Oviedo

    1 - 3 Beds

    500 Sugar Mill Rd, Oviedo, FL 32765

    500 Sugar Mill Rd, Oviedo, FL 32765
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    $2,750 per month

    • 3 Beds
    • 3.5 Baths
    • 2,213 Sq Ft
    • Townhouse for Rent

    1130 Clifton Springs Ln, Winter Springs, FL 32708

    Beautiful three story END UNIT in the Prestigious Jesup's Landing Community. This highly desired floor plan features model upgrades with two private balconies overlooking the water! This luxury townhome hosts a bedroom, full bath, and garage on the first floor. Formal living room and dining room on second story with dining room opening up to the GOURMET KITCHEN featuring 42'' cabinets and GRANITE

    Tara Mason WATSON REALTY CORP

    1130 Clifton Springs Ln, Winter Springs, FL 32708
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    $2,200 per month

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Townhouse for Rent

    890 Caneel Bay Terrace, Winter Springs, FL 32708

    LUXURY UPSCALE SECURE GATED COMMUNITY AWAITS YOU. This HUGE 3 BEDROOM 2.5 BATHROOM FRESHLY PAINTED high style townhome is packed with upgrades. Kitchen has 42" CHERRY SOLID WOOD CABINETS, PERFECT GLEAMING STAINLESS APPLIANCES, & TONS OF STORAGE. There is a HUGE LAUNDRY room with MAYTAG appliances. The ENORMOUS MASTER BEDROOM had WIDE PLANK WOOD TILE, PLANTATION SHUTTERS, WALK IN CLOSETS and a

    Timothy Johnson ELEVATE REAL ESTATE BROKERS

    890 Caneel Bay Terrace, Winter Springs, FL 32708
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    $2,375 per month

    • 3 Beds
    • 3.5 Baths
    • 1,914 Sq Ft
    • Townhouse for Rent

    614 Cruz Bay Cir, Winter Springs, FL 32708

    Very nice 3 bedroom 2 1/2 bath town home in gated community with formal living room, dining room, family room. Patio doors from family room lead to a screened patio. There is a built in table at top of stairs for computer/work area. Nice size bedrooms. Two car garage with community pool. Close to shopping, parks and easy access to 417. Seminole Cross Trail is right outside the neighborhood.

    Kristin Dobo SCHMITT REALTY PLLC

    614 Cruz Bay Cir, Winter Springs, FL 32708
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    $2,200 per month

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft
    • Townhouse for Rent

    474 Club Dr, Winter Springs, FL 32708

    Lovely 3 bedroom, 2 bathroom townhome located in the peaceful and well-maintained Cypress Club community in Winter Springs, Florida. This home features a split-bedroom layout with two bedrooms and a full bathroom upstairs, complete with a garden tub and separate shower, and one bedroom with a full bathroom downstairs ideal for guests, extended family, or a home office setup. The living and dining

    Oscar Fonseca JEMCO REALTY & PROPERTY MANAGEMENT

    474 Club Dr, Winter Springs, FL 32708
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    $2,300 per month

    • 3 Beds
    • 3 Baths
    • 1,447 Sq Ft
    • Townhouse for Rent

    600 Northern Way Unit 606, Winter Springs, FL 32708

    Beautifully maintained townhouse tucked away in the exclusive, gated community of Tuscany Place. Step inside and feel the warmth of home as you're greeted by sleek ceramic tile floors flowing into a spacious open-concept kitchen and family room with granite countertops and modern stainless steel appliances. On the second level, you’ll find two spacious bedrooms, EACH with their own private

    Kathy Perez-Palacios DELTONA LAKES REALTY INC

    600 Northern Way Unit 606, Winter Springs, FL 32708
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    $2,400 per month

    • 3 Beds
    • 2.5 Baths
    • 1,914 Sq Ft
    • Townhouse for Rent

    585 Cruz Bay Cir, Winter Springs, FL 32708

    Welcome to this pristine and beautifully designed townhome, nestled in the highly sought-after and gated community of The Landings at Parkstone. This charming 3-bedroom, 2.5-bathroom, two-story residence offers a spacious and open floor plan, featuring over 1,900 square feet of elegant living space that truly feels like a model home. Every corner of this home showcases designer touches

    Zane Place BLUE CHIP INTERNATIONAL REALTY LLC

    585 Cruz Bay Cir, Winter Springs, FL 32708
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    $1,495 per month

    • 2 Beds
    • 2 Baths
    • 972 Sq Ft
    • Condo for Rent

    10 Sheoah Blvd Unit 7, Winter Springs, FL 32708

    Spacious and bright 2 bedroom 2 bathroom condo for rent at The Highlands in Winter Springs. Just repainted throughout entire interior. Large family room with a small dining area. The two bedrooms on a split floor plan. The large master bedroom has sliding doors that lead to patio. The second, smaller, bedroom has its set of sliding doors leading to the screened-in porch and it's own bathroom.

    Rafael Pierluisi ALFANO PROPERTY MANAGEMENT

    10 Sheoah Blvd Unit 7, Winter Springs, FL 32708
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    $2,699 per month

    • 3 Beds
    • 2.5 Baths
    • 1,784 Sq Ft
    • House for Rent

    213 Gentle Breeze Ln, Casselberry, FL 32708

    Winter Springs Awesome House for Rent3 BEDROOMS AND 2.5 FULL BATHROOMS HOME IN TUSKAWILLA CROSSING !!! Available to move in. This home has an open floor plan; the Kitchen is loaded with upscale quartz countertops and GE stainless steel appliances. The master bathroom has dual sinks, a garden tub, and a walk-in shower. This family-friendly community, situated in Winter Springs’ highly

    Jaime Hernandez INTOP PROPERTY MANAGEMENT

    213 Gentle Breeze Ln, Casselberry, FL 32708
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    $2,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,914 Sq Ft
    • Townhouse for Rent

    452 Harbor Winds Ct, Winter Springs, FL 32708

    Welcome to 452 Harbor Winds Ct in the heart of Winter Springs! This spacious and well-maintained 3-bedroom, 2.5-bath townhome offers the perfect blend of comfort, style, and convenience. Step inside to an open-concept floor plan featuring a generous family room, dedicated dining area, and a cozy breakfast nook-ideal for both everyday living and entertaining. The kitchen flows seamlessly into the

    Roxanna Cabrera La Rosa Realty

    452 Harbor Winds Ct, Winter Springs, FL 32708
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    $1,695 per month

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Townhouse for Rent

    208 Perth Ct Unit B, Winter Springs, FL 32708

    Highlights: 2 Car Garage | Spacious Backyard | Serene Patio | Community Pool | Nature Trails | BBQ Area Grills | Tennis Court | Community Playground | Picnic Area |Discover the vibrant charm of Winter Springs, nestled by the serene Lake Jesup and offering upscale living, diverse dining options, and a rich cultural scene. With pristine parks, top-notch schools, and annual festivities like

    Amy Johnston BELMONT REALTY

    208 Perth Ct Unit B, Winter Springs, FL 32708
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    $2,495 per month

    • 3 Beds
    • 3.5 Baths
    • 1,753 Sq Ft
    • Townhouse for Rent

    1844 Garden Sage Dr, Oviedo, FL 32765

    Isles of Oviedo Rental Home!! Spacious Oviedo Townhome located in the Gated Community of Isles of Oviedo. Conveniently located 1/3 Mile from the 417 & 400 Yards from Oviedo Mall, Great Shopping and Dining. 2 Story Townhome features; 3 Bedroom, 2.5 Bathrooms, 1753 Sqft under Air, Travertine Floors (1st floor), Laminate Wood flooring (2nd level), Brick Paver Driveway and Walkway, 2 Car Garage,

    Rick Protheroe RE/MAX TOWN & COUNTRY REALTY

    1844 Garden Sage Dr, Oviedo, FL 32765
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    $2,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,304 Sq Ft
    • Townhouse for Rent

    1622 Orrington Payne Place, Casselberry, FL 32707

    Welcome to your next home sweet home! This beautifully maintained 3-bedroom, 2.5-bathroom townhouse offers the perfect blend of comfort, style, and convenience. Nestled within a secure gated community, this two-story gem boasts an airy open floor plan with abundant natural light that fills the inviting living room and cozy dining area.The modern kitchen is a chef’s delight, featuring sleek

    Alison Ashby CORCORAN PREMIER REALTY

    1622 Orrington Payne Place, Casselberry, FL 32707
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