Winter Springs, FL Homes for Rent

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  $2,150 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,468 Sq Ft
  • Fantastic 3 BR Townhome in Gated Winter Springs community with Pool and great schools

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

  Heritage park is a gated community convenient to 434, I4, 417 and is one of Winter Springs most desirable neighborhoods zoned for the best Winter Springs schools.The townhouse includes a convenient floor plan with a half bath and living/dining areas on the carpet-free main floor. The kitchen offers plenty of counter and cabinet space, a coffe bar area, with an open floor plan that

  310 Freedom's Ring Dr, Winter Springs, FL 32708
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  $4,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,562 Sq Ft
  • House for Rent

  4951 Courtland Loop, Winter Springs, FL 32708

  For rent & for sale

  Carolina Taborda MOMENTUM REALTY

  4951 Courtland Loop, Winter Springs, FL 32708
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  $2,350 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,835 Sq Ft
  • House for Rent

  1981 Saffron Ct, Oviedo, FL 32765

  Gorgeous 3/2.5 townhouse in gated community, with community pool and lots of upgrades. Single garage, Tile downstairs and carpet upstairs. Screen patio. The kitchen offers plenty of storage cabinets, an oversized island and a sizable kitchen pantry. All the bedrooms are located upstairs for complete privacy. Nice community pool. Enjoy convenient access to shopping, restaurants and close proximity

  1981 Saffron Ct, Oviedo, FL 32765
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  $1,595 Per Month

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Townhouse for Rent

  137 Garden Dr, Winter Springs, FL 32708

  MOVE IN SPECAIL: $200 OFF FIRST MONTH'S RENT. 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

  Sylvia Pletka FLORIDA RENTAL TEAM

  137 Garden Dr, Winter Springs, FL 32708
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  /20

  $1,950 Per Month

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  411 Sheoah Blvd, Winter Springs, FL 32708

  Discover your dream 3-bed, 2.5-bath corner condo in Sheoah, Winter Springs. Enjoy a spacious open layout connecting living, dining, and a modern kitchen with ceramic tiles, wood cabinets, and a mosaic backsplash. Newly repainted with Luxury Vinyl Flooring throughout.Downstairs, find a stylish powder room and discreet laundry. Upstairs, sunlit bedrooms await. The master features an ensuite with a

  411 Sheoah Blvd, Winter Springs, FL 32708
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  /19

  $1,795 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,156 Sq Ft
  • Townhouse for Rent

  603 Casa Park Court O, Winter Springs, FL 32708

  This 2-bedroom, 2.5-bathroom townhome is located within the Casa Park neighborhood of Tuskawilla. Upon entry of this lovely home you will notice the modern plank style, luxury vinyl flooring in the living areas, and fresh paint throughout. The updated kitchen will bring out the chef in you featuring shaker style soft close cabinets, pendulum lighting, granite countertops, and a breakfast bar.

  Joe English, Jr WILSON MANAGEMENT GROUP

  603 Casa Park Court O, Winter Springs, FL 32708
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  /31

  $2,499 Per Month

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

  665 Oak Lake Ln, Winter Springs, FL 32708

  Beautiful Jesups Landing 3-bedroom, 2.5-bath townhome available for occupancy July 1, 2026. Upgrades include plantation shutters, laminate wood and tile flooring, stainless steel appliances, and modern fixtures. Upstairs hallway features custom California Closet built-in cabinetry with hamper storage for added organization. Primary suite opens to a huge screened-in patio overlooking conservation!

  665 Oak Lake Ln, Winter Springs, FL 32708
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  $1,900 Per Month

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

  429 Sheoah Blvd Unit 9, Winter Springs, FL 32708

  Beautiful 3 bedroom / 2 bath condominium available for rent in The Highlands. Maintained, clean and ready for move in. Each room has remote light and fan. Kitchen is bright and inviting. Living/dining combo is open and welcoming. Sliding glass doors provide entry to the screen enclosed patio which overlooks the common areas of the association. The sliders provide natural sunlight into the rooms.

  Joyce Gary PAINE-ANDERSON PROPERTIES, INC

  429 Sheoah Blvd Unit 9, Winter Springs, FL 32708
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  /20

  $1,795 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,156 Sq Ft
  • Townhouse for Rent

  603 Casa Park O Ct, Winter Springs, FL 32708

  A VIRTUAL TOUR VIDEO IS AVAILABLE ON OUR WEBSITE!This property is managed by Joseph English at ext. 219.This 2-bedroom, 2.5-bathroom townhome is located within the Casa Park neighborhood of Tuskawilla. Upon entry of this lovely home you will notice the modern plank style, luxury vinyl flooring in the living areas, and fresh paint throughout. The updated kitchen will bring out the chef in

  603 Casa Park O Ct, Winter Springs, FL 32708
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  $1,700 Per Month

  • 2 Beds
  • 1 Bath
  • 972 Sq Ft
  • Condo for Rent

  10 Sheoah Blvd Unit 8, Winter Springs, FL 32708

  Spacious and bright fully renovated 2-bedroom, 2-bathroom condo available for rent at The Highlands in Winter Springs. The entire interior has been freshly repainted and features tile flooring throughout. This inviting home offers a large family room with a cozy dining area and a split-bedroom floor plan for added privacy. The spacious primary bedroom includes sliding glass doors leading to the

  Nicole Howell FANNIE HILLMAN & ASSOCIATES

  10 Sheoah Blvd Unit 8, Winter Springs, FL 32708
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  /14

  $1,900 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,512 Sq Ft
  • 2/2.5 Townhome in desirable Barclay Reserve!

  654 Pinebranch Cir, Winter Springs, FL 32708

  Gorgeous town home with New Carpet and Luxury Vinyl Plank in this gated community, which was built in 2006. Beautifully landscaped and has a charming streetscape with sidewalks and fountain. In this 2 story home you will find Luxury Vinyl Plank in the living area and tile in the kitchen and baths. All bedrooms are upstairs with the two full baths, with the 1/2 bath downstairs. The kitchen

  654 Pinebranch Cir, Winter Springs, FL 32708
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  $2,150 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,602 Sq Ft
  • Townhouse for Rent

  540 Pinebranch Cir, Winter Springs, FL 32708

  Welcome to this beautifully maintained townhome in the gated community of Barkley Reserve, perfectly situated in the heart of Winter Springs. This spacious 3-bedroom, 2.5-bath home offers an inviting open layout, a large living area filled with natural light, and a well-appointed kitchen with plenty of cabinet space. One of the biggest highlights of this location is the incredible Central Florida

  Joshua Lopez EXP REALTY LLC

  540 Pinebranch Cir, Winter Springs, FL 32708
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  $3,200 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,998 Sq Ft
  • House for Rent

  1324 Swift Crk Way, Winter Springs, FL 32708

  This Beautiful Single Family home in Tuskawilla is a 1,998 square foot home is a two stories with three bedrooms, a flex room, two and a half bathrooms and a two car garage. The first floor has a kitchen full of upgrades with a breakfast nook and custom built pantry, a family room, a flex room and a half bathroom with a beautiful design. The three bedrooms include custom built closets including

  1324 Swift Crk Way, 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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  $2,450 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,771 Sq Ft
  • Spacious 3/3 home in Highlands

  618 Nighthawk Cir, Winter Springs, FL 32708

  Beautiful view from living area and master bedroom to the open green space and pond. Master suite has walk in closet and bath includes a sunken tub with shower. 2 other bedrooms share a Jack and Jill style bathroom with separate spaces for the toilet and shower. The kitchen has new cabinets and overlooks the breakfast nook, dining room and living room with fireplace. 1/2 bath near the

  618 Nighthawk Cir, Winter Springs, FL 32708
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  $2,450 Per Month

  • 4 Beds
  • 2 Baths
  • 1,675 Sq Ft
  • House for Rent

  142 Bayberry Ct, Winter Springs, FL 32708

  Well maintained 4 Bedroom/2 bath home includes a large bonus office/den. New Kitchen, Gas HVAC system, washer and dryer included. Large fenced rear yard on corner lot. Covered patio perfect for entertaining. Pets must be Owner approved (Dog $400 non-refundable pet deposit) Cat $200 non-refundable pet deposit. Spacious family home.

  Roxanne Rose ROSE PROPERTY MANAGEMENT INC

  142 Bayberry Ct, Winter Springs, FL 32708
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  $1,700 Per Month

  • 2 Beds
  • 2 Baths
  • 972 Sq Ft
  • The Highlands in Winter Springs

  10 Sheoah Blvd, Winter Springs, FL 32708

  Spacious and bright fully renovated 2-bedroom, 2-bathroom condo available for rent at The Highlands in Winter Springs. The entire interior has been freshly repainted and features tile flooring throughout. This inviting home offers a large family room with a cozy dining area and a split-bedroom floor plan for added privacy. The spacious primary bedroom includes sliding glass doors leading to the

  10 Sheoah Blvd, Winter Springs, FL 32708
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  $2,775 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,314 Sq Ft
  • House for Rent

  1238 Royal Oak Dr, Winter Springs, FL 32708

  This home is in desirable Winter Springs, within a golf front community...3 bedroom , 3 bath with two master suites one upstairs and one downstairs... home has updated bathrooms, ...large kitchen with all appliances, kitchen has eat in area with large window .. walk in pantry and separate utility room. Formal dining room with large great room with wood burning fireplace, cathedral ceilings grand

  Scott Butts KIMBRIDGE REALTY, LLC

  1238 Royal Oak Dr, Winter Springs, FL 32708
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  /15

  $1,595 Per Month

  • 2 Beds
  • 1.5 Baths
  • 900 Sq Ft
  • Townhouse for Rent

  133 Garden Dr, Winter Springs, FL 32708

  MOVE IN SPECAIL: $200 OFF FIRST MONTH'S RENT. 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

  Sylvia Pletka FLORIDA RENTAL TEAM

  133 Garden Dr, Winter Springs, FL 32708
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  /19

  $1,800 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Townhouse for Rent

  407 Sheoah Blvd Unit 9, Winter Springs, FL 32708

  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

  Helen Marshall BENSON MARSHALL LLC

  407 Sheoah Blvd Unit 9, Winter Springs, FL 32708
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  /23

  $2,300 Per Month

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

  416 Diamond Dove Cove, Winter Springs, FL 32708

  3-bed, 2.5-bath townhome in the Seminole Townhome community of Winter Springs. Two-story unit with combined living and dining area on the first floor, featuring large kitchen island with breakfast-bar, stainless appliances, solid surface counter tops, and gracious amounts of cabinet space. Wood plank floors downstairs, and carpet upstairs. The top of the stairs opens to a spacious loft area with

  Christopher Gold WILSON MANAGEMENT GROUP

  416 Diamond Dove Cove, Winter Springs, FL 32708
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  $2,695 Per Month

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

  1350 Tarflower Dr, Winter Springs, FL 32708

  Live in the heart of Winter Springs Town Center, one of the most sought after communities in the area. 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

  Carolina Brum WRA BUSINESS & REAL ESTATE

  1350 Tarflower Dr, Winter Springs, FL 32708
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  $3,245 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,359 Sq Ft
  • Townhouse for Rent

  1120 Spotted Sandpiper Loop, Winter Springs, FL 32708

  4/3.5, 2 Car Garage, Three Story Town Home, Covered Front Porch, Floor One: Garage & Front Entry, Bedroom with On-Suite Bathroom. Floor Two: Living Room and Dining Room Combo, Large Gourmet Kitchen with Breakfast Bar with Stainless Steel Appliances: Fridge, Glass Top Stove, Double Oven, Microwave & Dishwasher, & Half Bathroom, Floor Three: Master Bedroom with Walk In Closet and Master Bathroom

  Tina Lopez LEGENDS REALTY

  1120 Spotted Sandpiper Loop, Winter Springs, FL 32708
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  $2,159 Per Month

  • 3 Beds
  • 2 Baths
  • 1,255 Sq Ft
  • House for Rent

  Unlisted Address

  Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,255 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

  Cathy Behe TAH FLORIDA LLC

  Unlisted Address
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  /11

  $1,650 Per Month

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Condo for Rent

  610 Casa Park Court H, Winter Springs, FL 32708

  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.

  Tony Martinez HOUSESTAR REALTY GROUP INC

  610 Casa Park Court H, Winter Springs, FL 32708
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  $1,399 Per Month

  • 2 Beds
  • 2 Baths
  • 938 Sq Ft
  • Apartment for Rent

  103 Cory Ln, Winter Springs, FL 32708

  Make your new home in this spacious ground-floor apartment in Winter Springs, directly across from beautiful Torcaso Park with easy access to walking trails, green space, and recreation just outside the door. This two-bedroom, two-bathroom apartment features a practical layout with a galley kitchen open to a combined living and dining space that leads to a screen-enclosed covered patio, perfect

  Donna Vogler FLORIDA ONE REAL ESTATE LLC

  103 Cory Ln, Winter Springs, FL 32708
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  $2,100 Per Month

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft
  • House for Rent

  1334 Palo Alto Ct, Winter Springs, FL 32708

  A Must-See Gem in Winter Springs! This beautifully remodeled 2-bedroom, 2-bathroom home is move-in ready and packed with modern features, including a fully fenced oversized backyard, a 2-car garage, and an Electric Car Charging Port. Conveniently located near Winter Springs, Orlando, UCF, and major highways, this home offers both comfort and accessibility. From the moment you arrive, you’ll

  Silvia Odebrecht ICON REALTY ASSOCIATES INC

  1334 Palo Alto Ct, Winter Springs, FL 32708
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  $2,200 Per Month

  • 3 Beds
  • 2 Baths
  • 1,409 Sq Ft
  • Condo for Rent

  600 Northern Way Unit 1206, Winter Springs, FL 32708

  Beautifully updated 3-bedroom, 2-bath home available for rent in the heart of Winter Springs! This spacious home features rich wood-look flooring throughout, soaring ceilings, upgraded dark wood cabinetry, granite countertops, stainless steel appliances, and an open-concept kitchen that overlooks the living and dining areas. The oversized bedrooms with plenty of natural light and space to relax,

  Phillip Blevins KELLER WILLIAMS ADVANTAGE REALTY

  600 Northern Way Unit 1206, Winter Springs, FL 32708
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  $1,795 Per Month

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

  506 San Gabriel Ct, Winter Springs, FL 32708

  Move In Special! Receive $250 OFF your first month of rent if approved and moving in by February 23rd!Welcome home to 506 San Gabriel Court, a charming 3 bedroom, 2 bath home featuring 1,187 square feet of living space. As you enter the home, you are welcomed into the main living area, featuring vaulted ceilings and plenty of natural light through the numerous windows and sliding glass

  Justin Recca INNOVATIVE REALTY, LLC

  506 San Gabriel Ct, Winter Springs, FL 32708
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  $2,200 Per Month

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • House for Rent

  661 Murphy Rd, Winter Springs, FL 32708

  RENTAL HOME READY FOR YOU! You must see this amazing rental opportunity, nestled in an ideal neighborhood of Winter Springs. This 3 BR, 2 Bath home spans over 1300 sq ft, complete with convenient indoor laundry and a separate formal living room. This home's location places you mere minutes away from the area's most sought after restaurants, retail stores, and shopping plazas. This beauty is also

  Adrian Langston LPT REALTY, LLC

  661 Murphy Rd, Winter Springs, FL 32708
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  /14

  $1,400 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,080 Sq Ft
  • Condo for Rent

  70 Moree Loop Unit 63, Winter Springs, FL 32708

  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.

  Joyce Gary PAINE-ANDERSON PROPERTIES, INC

  70 Moree Loop Unit 63, Winter Springs, FL 32708
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  /14

  $1,150 Per Month

  • 2 Beds
  • 1 Bath
  • 449 Sq Ft
  • Property for Rent

  760 Bayou Dr, Casselberry, FL 32707

  2 bedroom, 1 bath manufactured home for rent in Lake Kathryn Park. Well maintained and available for immediate occupancy. Features Hard surface floors, split bedrooms, AC wall units;Fenced yard and storage shed. Appliances included: Refrigerator and Range. Tenant is responsible for utilities, interior pest control and Lawn Care. *There is NO water/Dryer up on site* small dog (up to 25 lbs)

  Emily Lemieux RE/MAX TOWN & COUNTRY REALTY

  760 Bayou Dr, Casselberry, FL 32707
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  $1,495 Per Month

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Property for Rent

  1954 Boat Club Rd, Oviedo, FL 32765

  Enjoy peaceful waterfront living in this 2-bedroom, 1-bath Mobile Home Duplex located on a canal off Lake Jessup. Recently updated, the home features newly renovated flooring, kitchen, and bathroom, offering a fresh and modern feel throughout. WATER INCLUDED! Relax and take in the serene water views right from your backyard, with direct canal access leading into Lake Jessup, perfect for enjoying

  Vicky Aeschilman LA ROSA REALTY CW PROPERTIES L

  1954 Boat Club Rd, Oviedo, FL 32765
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  $2,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft
  • Townhouse for Rent

  438 Reed Grass Dr, Oviedo, FL 32765

  Experience the perfect blend of comfort, style, and location in this expertly designed move-in-ready townhome, featuring 1,568 square feet of thoughtfully planned living space with 3 bedrooms and 2.5 bathrooms plus a single-car garage, nestled within the highly coveted gated neighborhood of Isles of Oviedo in central Oviedo. The expansive first floor is perfect for social gatherings, showcasing

  Ruby Margaret CHARLES RUTENBERG REALTY ORLANDO

  438 Reed Grass Dr, Oviedo, FL 32765

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