Winter Garden, FL Homes for Sale under $300,000

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  $299,900 Open Sun 12:30PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft

  1300 Eastern Pecan Place Unit 208, Winter Garden, FL 34787

  This second-floor condo with ground-level entry offers the feel of a townhome, combining privacy, space, and convenience. With 1,453 sqft, the unit features 3 bedrooms, all with walk-in closets, and 2 full bathrooms, providing a comfortable and functional layout. The home offers a spacious living area, a kitchen with breakfast bar seating, brand-new vinyl flooring, and all appliances included —

  Roberta Melo SELECTA REALTY LLC

  1300 Eastern Pecan Place Unit 208, Winter Garden, FL 34787
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  $285,000

  • 2 Beds
  • 1 Bath
  • 696 Sq Ft

  634 Foster Ave, Winter Garden, FL 34787

  Charming bungalow that's been completely renovated and is now move-in ready! Rebuilt down to the studs in 2022, with all-new systems and finishes, new roof, electrical, plumbing, central HVAC, flooring and appliances, makes it a very solid investment—whether as a starter home or potentially as a bed-and-breakfast (B&B) option. With two bedrooms and one bath, this bungalow would make for a cozy

  Stephen Hachey FLAT FEE MLS REALTY

  634 Foster Ave, Winter Garden, FL 34787
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  /55

  $215,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  14501 Grove Resort Ave Unit 1111, Winter Garden, FL 34787

  Ground Floor Unit | Pond and Fountain Views | Aggressively Priced Ground floor residence featuring 14 foot ceilings exclusive to first floor units, creating an open and spacious main living area. Ideally positioned within the community, the unit offers quick access to nearby resort amenities. Ground level units are often favored for vacation use due to convenient access without stairs or

  WIlliam Michael Prendergast EXP REALTY LLC

  14501 Grove Resort Ave Unit 1111, Winter Garden, FL 34787
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  $212,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  14501 Grove Resort Ave Unit 1545, Winter Garden, FL 34787

  PRICE REUDUCED !! Stunning luxury second /investment home in building 1 next too the lobby. The Grove Resort and Spa Orlando Florida is a high end, state of the art, two bedroom, fully furnished condotel. Quartz counter tops, stainless steal appliances, oversized balcony, and magnificent primary bedroom with king size bed, guest room sporting two queen size beds, and a sleeper sofa in the living

  Moire McKibbin LA ROSA REALTY ORLANDO LLC

  14501 Grove Resort Ave Unit 1545, Winter Garden, FL 34787
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  /24

  $289,000

  • 2 Beds
  • 2 Baths
  • 1,375 Sq Ft

  14501 Grove Resort Ave Unit 3714, Winter Garden, FL 34787

  HUGE PRICE REDUCTION!Welcome to your fully furnished, turn-key 2-bedroom, 2-bath retreat at the Grove Resort & Water Park—just minutes from Disney! Whether you’re searching for the perfect vacation getaway or a smart investment property, this unit has it all. From your private balcony, enjoy peaceful conservation views while knowing your condo is working for you when you’re away. With a

  Arturo Del Fierro UNITED REALTY GROUP INC

  14501 Grove Resort Ave Unit 3714, Winter Garden, FL 34787
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  /39

  $230,500

  • 2 Beds
  • 2 Baths
  • 1,375 Sq Ft

  14501 Grove Resort Ave Unit 2231, Winter Garden, FL 34787

  SELLER MOTIVATED !! PRICE IMPROVEMENT, Welcome to your dream vacation home or investment property! This beautiful 2-bedroom, 2-bathroom condo is located in the highly sought-after The Grove Resort & Water Park, just minutes from Disney's Animal Kingdom and with easy access to US-192 in Kissimmee—a hub for tourism, dining, shopping outlets, and grocery stores. Boasting over 1,400 SqFt of living

  Millie Gomez AGENT TRUST REALTY CORPORATION

  14501 Grove Resort Ave Unit 2231, Winter Garden, FL 34787
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  /17

  $235,000

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  304 Eron Way Unit 2, Winter Garden, FL 34787

  CONVENIENT 1 STORY CORNER 2/2 TOWNHOME, WITH 2 ASSIGNED CARPORTS, NEARBY THE HIGHWAY 50 AND THE WINTER GARDEN VILLAGE MALL WITH SUPERMARKET, LOWES, RESTAURANTS, BANKS, SHOPPING, ETC.

  Ramon Rosquete WINDERMERE REALTY GROUP

  304 Eron Way Unit 2, Winter Garden, FL 34787
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  /27

  $240,000

  • 3 Beds
  • 3 Baths
  • 1,544 Sq Ft

  14501 Grove Resort Ave Unit 3228, Winter Garden, FL 34787

  This property is attractively priced for a quick sale and represents a rare opportunity to acquire the largest floor plan at The Grove Resort & Water Park. Located in building 3, just steps from the water park, residents will enjoy convenient access to amenities including a large pool, lazy river, water slides, splash area, Flowrider surf simulator, and the Longboard Bar and Grill. The unit is

  Wilson Lima Lima REAL TERRA GROUP, LLC

  14501 Grove Resort Ave Unit 3228, Winter Garden, FL 34787
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  /40

  $275,000

  • 2 Beds
  • 2 Baths
  • 1,375 Sq Ft

  14501 Grove Resort Ave Unit 3514, Winter Garden, FL 34787

  Enjoy turnkey ownership with on-site management handling everything—from marketing to maintenance—so you can relax and earn. Condo 3514 at The Grove Resort and Waterpark offers the ultimate resort lifestyle. Income-producing property with proven rental demand year-round. Perfectly perched on the 5th floor, this stunning unit captures serene water views and vibrant resort scenery—all just steps

  Erica Diaz HOMEVEST REALTY

  14501 Grove Resort Ave Unit 3514, Winter Garden, FL 34787
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  $249,000

  • 2 Beds
  • 2 Baths
  • 1,203 Sq Ft

  14200 Avalon Rd Unit 426, Winter Garden, FL 34787

  Step into effortless elegance with this rarely available, fully furnished 2-bedroom, 2-bathroom condominium perfectly situated in one of Winter Garden’s most desirable communities. Offering a harmonious blend of comfort, style, and convenience, this residence is ideal for those seeking resort-inspired living or a turnkey investment property ready for immediate occupancy—whether for short-term

  Zane Place BLUE CHIP INTERNATIONAL REALTY LLC

  14200 Avalon Rd Unit 426, Winter Garden, FL 34787
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  /17

  $260,000

  • 3 Beds
  • 3 Baths
  • 1,544 Sq Ft

  14501 Grove Resort Ave Unit 3128, Winter Garden, FL 34787

  Location, location. location, Spacious 3-bedroom, 3-bathroom condo inside the highly desirable The Grove Resort & Spa Condominium. This well-designed unit offers a comfortable and functional layout, this is the largest unit available at the resort, ideal for personal use or as a short-term rental investment in the Orlando vacation market. The resort features an impressive array of world-class

  Yudy Lopez Hincapie EXP REALTY LLC

  14501 Grove Resort Ave Unit 3128, Winter Garden, FL 34787
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  /31

  $279,000

  • 2 Beds
  • 2 Baths
  • 1,375 Sq Ft

  14501 Grove Resort Ave Unit 3324, Winter Garden, FL 34787

  ***Wonderful opportunity to purchase a water park view 2-bedroom condo at the beautiful Grove Resort in Orlando!! This fully-furnished condo is on the 3rd floor, giving a lovely view of the pond with fountain, and the Surfari Water Park! You are only steps away from this amazing water playground, with large heated pool, water slides, splash area, lazy river, the Flowrider surfing amenity, the

  Lesley O'Neal FLARE PROPERTIES LLC

  14501 Grove Resort Ave Unit 3324, Winter Garden, FL 34787
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  /52

  $299,900

  • 3 Beds
  • 3 Baths
  • 1,544 Sq Ft

  14501 Grove Resort Ave Unit 1407, Winter Garden, FL 34787

  PRICED TO SELL Water Park View Sable! The largest 3 bed 3 bath fully furnished and outfitted condo hotel located 15 minutes from Walt Disney World. This is in the tower where all amenities are located making it the best location to save you time and add convenience. The Sable is huge with a primary suite containing a sitting room, an ensuite, and a bedroom with a hall bath. The inside laundry

  Bill Traback MBI REALTY LLC

  14501 Grove Resort Ave Unit 1407, Winter Garden, FL 34787
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  /21

  $279,000

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft

  14501 Grove Resort Ave Unit 2119, Winter Garden, FL 34787

  Gorgeous Lakeview Condo at The Grove Resort & Water Park Orlando!Perfect for snowbirds or investors, this fully furnished 3-bedroom, 2-bath Palm floor plan offers 1,396 sq ft with modern décor and a strong short-term rental history. Owner’s suite features a king bed; guest rooms are ideal for families and groups.Enjoy owner use up to 180 days/year with professional on-site rental

  Darryl Love WATSON REALTY CORP., REALTORS

  14501 Grove Resort Ave Unit 2119, Winter Garden, FL 34787
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  $275,000

  • 3 Beds
  • 3 Baths
  • 1,544 Sq Ft

  14501 Grove Resort Ave Unit 2528, Winter Garden, FL 34787

  Located 15 minutes from Disney, this 3-bedroom, 3-bathroom condominium is nestled within the acclaimed, guard-gated, resort-style community of The Grove Resort & Water Park. Step into a spacious 1,554 square foot corner unit, boasting an open living space, a cozy, screened balcony, and not one, but two primary suites for maximum comfort. Resort amenities include on-site restaurants, two

  Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  14501 Grove Resort Ave Unit 2528, Winter Garden, FL 34787
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  /39

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft

  14501 Grove Resort Ave Unit 1224, Winter Garden, FL 34787

  ***Beautiful 3-bedroom condo on 2nd floor of The Grove Resort and Water Park, with peaceful views of foliage and a pond with a tranquil fountain. This fully-furnished condo is rented out for you through the onsite management company, yet you can use it yourself up to 179 nights per year! Owners and guests can enjoy the spacious layout of this 3-bed/2-bathroom condo, with fully-equipped kitchen

  Lesley O'Neal FLARE PROPERTIES LLC

  14501 Grove Resort Ave Unit 1224, Winter Garden, FL 34787
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  /23

  $250,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  14501 Grove Resort Ave Unit 3305, Winter Garden, FL 34787

  The condo 3305 is perfectly located at the entrance of the resort facing the beautiful water fountain, offering the CLOSEST AND EASIEST ACCESS to the front desk and the Water park. The condo is FULLY FURNISHED, DECORATED and equipped with everything you need. Featuring a modern open concept living & dining combo, kitchen with quartz countertops and stainless steel appliances, laundry

  Alessandra Gräfin Kamensky THE FLORIDA LOUNGE REALTY LLC

  14501 Grove Resort Ave Unit 3305, Winter Garden, FL 34787
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  /22

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft

  14501 Grove Resort Ave Unit 2534, Winter Garden, FL 34787

  VACATION Investment opportunity at The Grove Resort & Water Park, Orlando—welcome to Unit 2534. This fully furnished 3-bedroom, 2-bath CONDO-HOTEL is positioned in one of Central Florida’s highest-demand VACATION RENTAL communities. The spacious Jasmine floor plan sleeps 8 and includes a king suite, two queen beds in the guest room, and a pull-out sofa in the living room. Designed for durability

  Jackie Cavada-Barrero LPT REALTY, LLC

  14501 Grove Resort Ave Unit 2534, Winter Garden, FL 34787
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  /50

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  14200 Avalon Rd Unit 227, Winter Garden, FL 34787

  1 of Only 4 Oversized Balcony Units in the Entire Complex!Welcome to Unit 227 at 14200 Avalon Rd, Winter Garden—a fully furnished and beautifully renovated 3-bedroom, 2-bathroom condo that combines rare features, resort-style living, and an unbeatable location.This exceptional unit is one of just four in the entire complex with an oversized private balcony, in addition to its screened

  Oscar Brea LA ROSA RTY WINTER GARDEN LLC

  14200 Avalon Rd Unit 227, Winter Garden, FL 34787
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  /30

  $249,900

  • 2 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  1286 Winter Green Way, Winter Garden, FL 34787

  Discover this charming 2-bedroom, 1.5-bath townhouse located just 2 miles—about 5 minutes—from downtown Winter Garden. Perfectly positioned for convenience and entertainment, this home offers a lifestyle you’ll love. Enjoy being a short walk to Publix, close to abundant shopping and dining, and only 30 minutes from Disney and other world-class theme parks. Commuters will appreciate quick access

  Joshua Cromwell EXIT REALTY TRI-COUNTY

  1286 Winter Green Way, Winter Garden, FL 34787
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  /23

  $286,000

  • 2 Beds
  • 2 Baths
  • 1,375 Sq Ft

  14501 Grove Resort Ave Unit 3424, Winter Garden, FL 34787

  Luxury fully furnished 2-bedroom, 2-bathroom condo-hotel located in a high-demand resort area of Orlando. This unit offers a spectacular water park view and is part of a professionally managed resort, designed exclusively for short-term rentals.The layout features a spacious living area with access to a private balcony, a fully equipped kitchen, and a split-bedroom floor plan ideal for

  Maria Carvajal EXP REALTY LLC

  14501 Grove Resort Ave Unit 3424, Winter Garden, FL 34787
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  /51

  $270,000

  • 2 Beds
  • 2 Baths
  • 1,434 Sq Ft

  14501 Grove Resort Ave Unit 2436, Winter Garden, FL 34787

  Welcome to luxury living at The Grove Resort in Orlando! This beautiful condo features a spacious layout with two bedrooms and two bathrooms, offering both comfort and convenience. The master suite serves as a tranquil retreat, boasting a generously sized bedroom, a walk-in closet, and an ensuite bathroom equipped with dual vanities and a luxurious soaking tub. The second bedroom provides

  mariel tavarez NOVALUX REALTY, LLC.

  14501 Grove Resort Ave Unit 2436, Winter Garden, FL 34787
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  /16

  $236,900

  • 5 Beds
  • 2 Baths
  • 2,000 Sq Ft

  14203 Los Altos St, Winter Garden, FL 34787

  Rare 5-Bedroom Home on a Prime Corner Lot in Vista Del Lago-This home has incredible potential and charm! Welcome to one of the largest and most desirable corner lots in Vista Del Lago! This rare 5-bedroom home is beautifully landscaped and tucked away on a quiet side street, offering both privacy and curb appeal. Inside, you'll find a spacious open floor plan with luxury vinyl flooring

  Jane LaFrance

  14203 Los Altos St, Winter Garden, FL 34787
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  /19

  $229,000

  • 3 Beds
  • 2 Baths
  • 846 Sq Ft

  1166 Westside Dr, Winter Garden, FL 34787

  Charming 3 bedroom, 2 bath townhome with desirable Winter Garden address. Step through the front entry to a light and bright interior with vaulted ceiling and a new skylight to cast warmth and sunshine throughout your living space. No carpet throughout allows for easy care & maintenance. Enjoy your backyard oasis from a spacious and fully enclosed rear patio, with new fencing for complete

  Kim Le MILLENIUM REALTY GROUP

  1166 Westside Dr, Winter Garden, FL 34787
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  /25

  $218,900

  • 2 Beds
  • 2 Baths
  • 918 Sq Ft

  142 Windtree Ln Unit 202, Winter Garden, FL 34787

  ''STUNNING RENOVATED CONDO FOR SALE! Experience the ultimate in comfort and convenience in this beautifully updated 2 bedroom, 2 bathroom condo! Features: Renovated with modern carpet and vinyl floors Gorgeous granite countertops Updated appliances for effortless entertaining Washer and dryer included for added convenience! Perfectly located just minutes from: Top-rated public schools Fresh

  Kevin Isaacs Own At Last

  142 Windtree Ln Unit 202, Winter Garden, FL 34787
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  /23

  $275,000

  • 2 Beds
  • 2.5 Baths
  • 1,240 Sq Ft

  13266 Harbor Shore Ln, Winter Garden, FL 34787

  Step into luxury and comfort with this stunning end-unit townhome nestled in the highly desirable, gated community of Daniels Landing in Winter Garden. This beautifully residence offers a rare blend of modern elegance and timeless charm — featuring rich wood flooring, a spacious open-concept layout, and abundant natural light that fills every room. Enjoy a gourmet-inspired kitchen complete with

  Cedrick Thomas LAWYERS REAL ESTATE

  13266 Harbor Shore Ln, Winter Garden, FL 34787
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  /45

  $278,000

  • 2 Beds
  • 2 Baths
  • 1,375 Sq Ft

  14501 Grove Resort Ave Unit 1440, Winter Garden, FL 34787

  ust minutes from Disney, this fully furnished condo at The Grove Resort and Waterpark offers the perfect balance of vacation luxury and investment potential. Close to Universal Studios and SeaWorld, This fully furnished 4th-floor vacation condo-hotel unit offers a quiet and peaceful retreat with tranquil views of the fountain and rotunda, yet it sits inside one of Central Florida's most exciting

  Erica Diaz HOMEVEST REALTY

  14501 Grove Resort Ave Unit 1440, Winter Garden, FL 34787
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  /21

  $299,999

  • 2 Beds
  • 1 Bath
  • 760 Sq Ft

  330 E Story Rd, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Welcome to an incredible opportunity to own a fully remodeled home just minutes from the heart of Downtown Winter Garden and iconic Plant Street. Enjoy the best of “small-town charm meets everyday convenience” with easy access to the Winter Garden Farmers Market, boutique shopping, local coffee spots, award-winning restaurants, breweries, and

  Erica Diaz HOMEVEST REALTY

  330 E Story Rd, Winter Garden, FL 34787
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  /36

  $232,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  14501 Grove Resort Ave Unit 2522, Winter Garden, FL 34787

  PRICE TO SELL FULLY EQUIPPED and FULLY FURNISHED LIKE NEW Condo Unit 2/2 at THE GROVE RESORT & WATER PARK. Just few miles from WALT DISNEY WOORLD and many other attractions. Unit is locate on the fifth floor of Condominium II, the BEST BUILDING in the Community with access to the Resort Amenities; restaurants, lodge, business center, market, coffee bar and fitness center. Few steps to garage and

  Concetta Di Guida EXP REALTY LLC

  14501 Grove Resort Ave Unit 2522, Winter Garden, FL 34787
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  /28

  $298,500

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  14501 Grove Resort Ave Unit 1727, Winter Garden, FL 34787

  This luxurious 2-bedroom, 2-bath vacation condo is the ultimate retreat for those seeking to immerse themselves in the magic of Disney World while enjoying a wealth of resort-style amenities. Perched on the 7th floor, this condo offers breathtaking, unnobstructed views of Disney's iconic fireworks, allowing you to experience the enchantment of Disney right from your private screened balcony. Just

  Erica Diaz HOMEVEST REALTY

  14501 Grove Resort Ave Unit 1727, Winter Garden, FL 34787

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