Winter Garden, FL Homes for Rent under $2,600

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  $2,000 per month

  • 2 Beds
  • 2.5 Baths
  • 1,209 Sq Ft
  • Townhouse for Rent

  6919 Pasturelands Place, Winter Garden, FL 34787

  Move-In Ready & Pet-Friendly! Charming 2-Bedroom, 2.5-Bath Townhome Minutes from DisneyStep onto the inviting brick-paved entrance and discover this beautifully updated townhome featuring fresh interior paint and new carpets. The open-concept living and dining area flows seamlessly to the kitchen, which is fully equipped with all appliances and ready for move-in.The spacious master suite

  Katrina Anarumo RENT A FLORIDA HOME

  6919 Pasturelands Place, Winter Garden, FL 34787
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  /24

  $1,460 - $5,255 per month

  The Westerly

  Studio - 3 Beds

  14680 Westerly Dr, Winter Garden, FL 34787

  Luxury apartment living has never been easier than in your dream apartment home at The Westerly Apartments in Horizon West. Offering pet-friendly homes with modern interiors, abundant amenity spaces and an unparalleled location near Orlando's theme parks.With exceptional craftsmanship and attention to detail, our rentals offer a variety of studio, one, two, and three-bedroom layout to meet your

  14680 Westerly Dr, Winter Garden, FL 34787
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  /25

  $2,450 per month

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft
  • Townhouse for Rent

  14996 Windflower Aly, Winter Garden, FL 34787

  Beautiful 3-Bedroom Townhouse for Rent in Winter Garden Welcome to this stunning two-story townhouse located in the highly desirable area of Winter Garden. Designed for comfort and modern living, this spacious 3-bedroom home offers the perfect blend of style, functionality, and location — ideal for families and professionals looking for a place to truly feel at home. The thoughtfully designed

  Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

  14996 Windflower Aly, Winter Garden, FL 34787
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  /23

  $1,460 - $1,950 per month

  Inland Seas Apartments

  1 - 3 Beds

  1301 Inland Seas Blvd, Winter Garden, FL 34787

  1301 Inland Seas Blvd, Winter Garden, FL 34787
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  $2,450 per month

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft
  • Townhouse for Rent

  15146 Windflower Aly, Winter Garden, FL 34787

  Beautiful Corner Unit 3-Bedroom Townhouse for Rent in Winter Garden Welcome to this stunning two-story corner unit townhouse located in the highly desirable area of Winter Garden. As a corner unit, this home offers additional privacy, extra natural light, and an enhanced sense of space — making it an even more attractive and comfortable place to live. Designed for modern living, this spacious

  Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

  15146 Windflower Aly, Winter Garden, FL 34787
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  $2,048 - $2,763 total monthly price

  Overture Hamlin 55+ Active Adult Apartment...

  1 - 2 Beds

  5795 Citrus Village Blvd, Winter Garden, FL 34787

  Schedule your in-person or virtual tour today! Walk-ins are also welcome!

  5795 Citrus Village Blvd, Winter Garden, FL 34787
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  /17

  $2,099 per month

  • 3 Beds
  • 2 Baths
  • 1,180 Sq Ft
  • Townhouse for Rent

  1009 Westside Dr, Winter Garden, FL 34787

  AVAILABLE NOW! Beautiful 3-bedroom, 2-bath townhome available for rent in the heart of Winter Garden! This 1,180 sq. ft. home features brand-new windows, a new microwave, a brand new AC, new roof, a new sliding glass door, an updated electrical panel, offering comfort, efficiency, and peace of mind. FIRST FLOOR BEDROOM with ensuite bathroom, then remaining 2 bedrooms upstairs. The interior boasts

  Gabriella Philippone INDEPENDENCE REALTY GROUP LLC

  1009 Westside Dr, Winter Garden, FL 34787
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  /35

  $1,500 - $1,750 per month

  Garden City Apartments

  2 Beds

  521 S Park Ave, Winter Garden, FL 34787

  Garden City Apartments is nestled in the heart of Downtown Winter Garden, Florida. Within walking distance or a quick golf cart ride to Historic Plant Street, life is full of excitement with local arts and entertainment, trails and restaurants galore you will surely feel at home and safe living in our newly renovated industrial designed family-friendly apartments. We have a mix between

  521 S Park Ave, Winter Garden, FL 34787
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  /46

  $1,990 per month

  • 2 Beds
  • 2 Baths
  • 1,264 Sq Ft
  • Condo for Rent

  304 Southern Pecan Cir Unit 205, Winter Garden, FL 34787

  Beautiful 2 bedroom 2 bath condo, located in Winter Garden in the popular Southern Pines of Orange County. Open floor plan with bonus room area off the living room, granite counter tops in kitchen and bath, crown molding, indoor laundry, closet pantry. Kitchen equipped with recently upgraded stainless steel appliances. Washer & dryer in a separate room. Rent includes water, sewer and trash.

  Seyed Azimi AFT PROPERTY LLC

  304 Southern Pecan Cir Unit 205, Winter Garden, FL 34787
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  /16

  $2,265 per month

  • 3 Beds
  • 2 Baths
  • 1,326 Sq Ft
  • House for Rent

  314 Daniels Pointe Dr, Winter Garden, FL 34787

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2409.90. That covers your base rent, $2265.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  314 Daniels Pointe Dr, Winter Garden, FL 34787
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  $1,650 per month

  • 1 Bed
  • 1 Bath
  • 942 Sq Ft
  • Condo for Rent

  1301 Eastern Pecan Place Unit 203, Winter Garden, FL 34787

  Within the gated community of Southern Pines you will enjoy the FLORIDA LIFESTYLE everyday! Soak up the sun by the resort-style pool and spa. What's your pleasure? Enjoy the tennis courts, a volleyball court, or indoor racquetball, basketball courts and full fitness center with a kiddie playroom. The clubhouse feature a media room, theatre room, computer terminals with free internet and then

  Claire Schwartz CLAIRE SCHWARTZ & ASSOCIATES

  1301 Eastern Pecan Place Unit 203, Winter Garden, FL 34787
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  /8

  $2,350 per month

  • 3 Beds
  • 2 Baths
  • 1,128 Sq Ft
  • House for Rent

  16652 Rialto Dr, Winter Garden, FL 34787

  Property Id: 2362398Welcome to 16652 Rialto Drive- a beautifully maintained home nestled in a peaceful Winter Garden community. This inviting property offers the perfect blend of comfort, convenience and Florida charm.Step inside to find bright, open living spaces filled with natural light, ideal for relaxing evenings or entertaining guest on your screened in porch. The

  16652 Rialto Dr, Winter Garden, FL 34787
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  /19

  $2,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,026 Sq Ft
  • House for Rent

  216 Jean St, Winter Garden, FL 34787

  WELCOME TO YOUR WINTER GARDEN OASIS! This completely updated 3-bedroom, 2.5-bathroom single-family home perfectly blends modern comfort with an unbeatable location. Inside, enjoy a bright, open floorplan featuring spacious bedrooms, ceiling fans, and a beautifully equipped kitchen with a built-in oven, cooktop, dishwasher, and even a convenient bar fridge. Set on a massive 0.34-acre lot with no

  Brenden Rando NEXTHOME NEIGHBORHOOD REALTY

  216 Jean St, Winter Garden, FL 34787
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  /10

  $1,500 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  8907 Frodsham Way Unit B, Winter Garden, FL 34787

  Property Id: 1351911Utilities Included! Garage Apartment in Winter GardenWelcome home to 8907 Frodsham Way - B. Right in the heart of Winter Garden! This charming and cozy garage apartment offers the perfect blend of privacy and convenience ideal for a single professional or college student offering a comfortable, low-maintenance lifestyle.The unit features:All

  8907 Frodsham Way Unit B, Winter Garden, FL 34787
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  /30

  $2,600 per month

  • 3 Beds
  • 2 Baths
  • 1,588 Sq Ft
  • House for Rent

  12144 Stoneleigh Aly, Winter Garden, FL 34787

  Welcome to this beautiful 3-bedroom, 2.5-bath home located in the highly sought-after Winter Garden area. This property offers a modern and spacious layout featuring a bright open living area, a well-appointed kitchen with stainless steel appliances, and a dining space perfect for everyday living and entertaining. All bedrooms are generously sized, and the primary suite includes a walk-in closet

  Ricardo Molina TALENT REALTY SOLUTIONS

  12144 Stoneleigh Aly, Winter Garden, FL 34787
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  /20

  $2,585 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,541 Sq Ft
  • House for Rent

  15319 Torpoint Rd, Winter Garden, FL 34787

  Special security deposit offer: Pay just 50% of your base rent as your security deposit (taxes and fees not included), valid for new applicants who sign a 12-month lease by April 30, 2026. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This property is professionally managed by AMH, a leading single-family rental company. We

  15319 Torpoint Rd, Winter Garden, FL 34787
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  /8

  $1,900 per month

  • 2 Beds
  • 1.5 Baths
  • 1,281 Sq Ft
  • Townhouse for Rent

  467 Sand Lime Rd, Winter Garden, FL 34787

  LOCATION LOCATION, LOCATION!! Walking distance to Supermarkets, Bus stops and strip malls! This charming home features brand-new flooring, a fully renovated kitchen, and updated bathrooms designed with modern finishes and comfort in mind. The spacious layout provides an inviting living area, well-sized bedrooms, and abundant natural light throughout. The kitchen is equipped with a full appliance

  Lou Bello ACTION PLUS REALTY SERVICES

  467 Sand Lime Rd, Winter Garden, FL 34787
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  /17

  $2,290 per month

  • 3 Beds
  • 2.5 Baths
  • 1,345 Sq Ft
  • House for Rent

  1579 Tiverton Blvd, Winter Garden, FL 34787

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2434.90. That covers your base rent, $2290.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1579 Tiverton Blvd, Winter Garden, FL 34787
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  /18

  $2,250 per month

  • 2 Beds
  • 2.5 Baths
  • 1,234 Sq Ft
  • Townhouse for Rent

  13344 Harbor Shore Ln, Winter Garden, FL 34787

  Great location in Winter Garden. Beautiful and charming townhouse, well-maintain 2 bedrooms, 2.5 bath with 1234 sq ft. Step inside to a cozy living room, modern kitchen with granite countertop, stainless-steel appliances, nice dining room, patio and 1car garage. In second level we have all hardwood floors, 2 spacious bedrooms each with its own bath, and walk in closets. Laundry room located in

  Betty Medina EXP REALTY LLC

  13344 Harbor Shore Ln, Winter Garden, FL 34787
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  /3

  $900 per month

  • 1 Bed
  • 1 Bath
  • Townhouse for Rent

  7399 Mezzano Ln, Oakland, FL 34787

  Property Id: 1511745 Townhouse whit three bedr one is avaliable commu near Disney and the 429, with a private bathroom, access to the kitchen, and a washer and dryer and all uare included

  7399 Mezzano Ln, Oakland, FL 34787
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  /23

  $2,595 per month

  • 3 Beds
  • 2.5 Baths
  • 1,691 Sq Ft
  • Townhouse for Rent

  8019 Jeremy Joseph Aly, Winter Garden, FL 34787

  3 Bedroom, 2.5 Bath Town Home for rent in Winter Garden, FL 34787. Range, Refrigerator, D/W, Disposal, Central Heat and A/C. 2 car garage, Courtyard, Community Pool & tennis courts.

  Rick Sein REALSOURCE PROPERTY MANGNT LLC

  8019 Jeremy Joseph Aly, Winter Garden, FL 34787
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  /35

  $1,299 total monthly price

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  16024 Micelli Dr Unit 1, Winter Garden, FL 34787

  Live in this detached apartment home. RIGHT NEXT TO DISNEY WORLD FLAMINGO CROSSING. Located on the 2nd floor. Would not be connected to anyone else it is a detached apartment feeling like its own house. NO ADMIN FEES!

  16024 Micelli Dr Unit 1, Winter Garden, FL 34787
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  /23

  $2,100 per month

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Condo for Rent

  Unlisted Address

  Prime Location & Resort-Style Living! Welcome home to this beautifully appointed first-floor, 2-bedroom, 2-bath condo in the highly sought-after GATED community of Southern Pines. The desirable open, split floor plan offers both space and privacy, enhanced by wood laminate flooring throughout the living, dining, and kitchen, tile in the baths, and plush carpeted bedrooms. The kitchen features

  Marti Purdy MARTI PURDY PROPERTIES INC

  Unlisted Address
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  /33

  $2,495 per month

  • 3 Beds
  • 2.5 Baths
  • 1,451 Sq Ft
  • Townhouse for Rent

  12012 Holystone St, Winter Garden, FL 34787

  Beautiful 3-bedroom, 2.5-bath townhome located in the desirable Waterleigh Community in Winter Garden, FL. This modern home was built in 2022 and offers a comfortable and functional layout perfect for families or professionals. Inside, you’ll find an open design with stylish finishes, plenty of natural light, and a cozy living space that flows into the kitchen. The property includes a 1-car

  Franca Troisi MY REALTY GROUP, LLC.

  12012 Holystone St, Winter Garden, FL 34787
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  /16

  $1,799 per month

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • House for Rent

  14843 Astrolyn St, Winter Garden, FL 34787

  This spacious 3 bed 2 bath home is located in Winter Garden! It has laminate and tile flooring throughout and a living/dining room combo. The kitchen has all stainless steel appliances with granite counter tops. Master bedroom has sliding glass doors that lead to the outside and a walk in closet. The home also has a 1 car garage and washer/dryer Hookups! Resident Benefit Package: $42.00-month.

  Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

  14843 Astrolyn St, Winter Garden, FL 34787
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  /16

  $2,550 per month

  • 3 Beds
  • 2.5 Baths
  • 1,599 Sq Ft
  • Townhouse for Rent

  11007 Bookmark Ln, Winter Garden, FL 34787

  Welcome to this stunning townhouse situated in the coveted Storey Grove community within the Horizon West district of Winter Garden, this residence offers 3 bedrooms and 2.5 bathrooms. The well-appointed kitchen showcases Stainless Steel Appliances, Granite Countertops, and an attractive island. With its lofty ceilings and an open floor-plan, the home exudes a sense of spaciousness. Step outdoors

  Luis Talavera CENTURY 21 CARIOTI

  11007 Bookmark Ln, Winter Garden, FL 34787
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  /17

  $1,825 per month

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

  233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787

  Welcome to an awesome 2-bedroom, 1-bath condo with an attached garage. Just steps away from the car wash in the beautiful gated community of Southern Pines/ The community has a fully equipped state-of-the-art gym, inside basketball and racquetball courts. BBQ Pavilion for entertaining friends and family with three grills. Pool table and computer room for residents. A theatre with surround sound

  Maria Lloret HOMESMART

  233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
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  $2,490 per month

  • 3 Beds
  • 2.5 Baths
  • 1,451 Sq Ft
  • Townhouse for Rent

  12063 Holystone St, Winter Garden, FL 34787

  Charming Townhome for Rent with Courtyard Views in WaterleighWelcome to this beautifully maintained interior-unit townhome located in the highly desirable, Waterleigh community. Offering 3 bedrooms and 2.5 bathrooms, this home features a spacious open-concept first floor, perfect for both everyday living and entertaining.The property has been recently updated with brand-new luxury vinyl

  Denise Batista ALLUX REAL ESTATE LLC

  12063 Holystone St, Winter Garden, FL 34787
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  /25

  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,501 Sq Ft
  • Townhouse for Rent

  6424 Tabebuia Pkwy, Winter Garden, FL 34787

  Brand-new townhome built in 2025, available for lease in the Silverleaf oaks community in Winter Garden, one of the most desirable areas in the region. This community offers an excellent location close to shopping, top-rated schools, and everyday conveniences that support a high quality of life.The home features 3 bedrooms, 2 full bathrooms, and a half bath, with a contemporary layout and

  Diogo Mac Knight EMPIRE NETWORK REALTY

  6424 Tabebuia Pkwy, Winter Garden, FL 34787
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  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft
  • Townhouse for Rent

  13519 Sagestone Dr, Winter Garden, FL 34787

  BEAUTIFUL TOWNHOME Nestled in the heart of the highly sought-after Winter Garden community. Bright and spacious 3 bedrooms and 2.5 bathrooms townhome in WATERLEIGH. Ceramic tiles on the first floor, Kitchen has granite counter tops, all new stainless steel kitchen appliances (dishwasher, refrigerator, electric stove, and microwave) and breakfast bar, large WALK IN Pantry. Kitchen and Living room

  Luciana Amorim Panajotti FLORIDA CONNEXION PROPERTIES

  13519 Sagestone Dr, Winter Garden, FL 34787
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  /7

  $2,280 per month

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

  7054 Broomshedge Trail, Winter Garden, FL 34787

  Amazing and very comfortable Townhome with two bedrooms and 2.5 bath , very nice backyard , all appliances includes, excellent community of Independence with many activities including gyms, Pools, Tennis Court, etc garage for two cars covered and another 2 uncovered, rents includes High Speed Internet and huge Cable tv includes Disney Plus and many more, (save like 150$ monthly) , Aprox 2 miles

  Giovanni Montano LA ROSA REALTY KISSIMMEE

  7054 Broomshedge Trail, Winter Garden, FL 34787
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  /22

  $2,500 per month

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

  12664 Charmed Dr, Winter Garden, FL 34787

  2024 BEAUTIFUL TOWNHOME Nestled in the heart of the highly sought-after Winter Garden community. Bright and spacious 3 bedrooms and 2.5 bathrooms townhome in WATERLEIGH. Ceramic tiles on the first floor, Kitchen has granite counter tops, all new stainless steel kitchen appliances (dishwasher, refrigerator, electric stove, and microwave) and breakfast bar, large WALK IN Pantry. Kitchen and Living

  Luciana Lima Chaves FLORIDA CONNEXION PROPERTIES

  12664 Charmed Dr, Winter Garden, FL 34787
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  /10

  $1,800 per month

  • 1 Bath
  • 750 Sq Ft
  • Apartment for Rent

  7121 Blue Indigo Crescent, Winter Garden, FL 34787

  SPACIOUS STUDIO APARTMENT located above the garage in a prime area of Winter Garden. RENT INCLUDES: WATER, ELECTRICITY, INTERNET, AND CABLE TV. This open-concept unit includes a Kitchenette with a stove, microwave and arefrigerator, plus a full bathroom and a private washer and dryer. Private side entrance and located near top-rated schools, shoppping, dining, and major highways. Community

  Miriam Rogacheski THE FLORIDA LOUNGE REALTY LLC

  7121 Blue Indigo Crescent, Winter Garden, FL 34787
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  /24

  $2,350 per month

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft
  • Townhouse for Rent

  15002 Windflower Aly, Winter Garden, FL 34787

  Discover this charming, like-new 3-bedroom semi-detached house, all with walk-in closets and carpeting, located in the heart of Horizon West in Winter Garden. The residence features a welcoming front porch, a modern kitchen with granite countertops and complete appliances, plus a separate, fully equipped laundry room. A garage with an automatic gate provides added convenience. Enjoy the

  Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

  15002 Windflower Aly, Winter Garden, FL 34787
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  /25

  $1,650 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • House for Rent

  17102 Heartwood Loop, Winter Garden, FL 34787

  First floor 1 bedroom suite. Clean and spacious 1 bedroom, 1 bathroom, with seperate entrance, laundry shared. Unfurnished or can be furnished. Long or short term rental, This house sits on a huge lot with beautiful sunrise and sunset views. . parking spot on driveway.This apt is on the first floor, no stairs, parking available

  Bibi Khan CHARLES RUTENBERG REALTY ORLANDO

  17102 Heartwood Loop, Winter Garden, FL 34787

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