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

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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

    Millie Gomez AGENT TRUST REALTY CORPORATION

    14501 Grove Resort Ave Unit 2231, Winter Garden, FL 34787
  • /3

    $225,000

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    304 Eron Way Unit 2, Winter Garden, FL 34787

    CONVENIENT 1 STORY CORNER 2/2 TOWNHOME NEARBY THE MALL.

    Ramon Rosquete WINDERMERE REALTY GROUP

    304 Eron Way Unit 2, Winter Garden, FL 34787
  • /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
  • /44

    $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
  • /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
  • /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
  • /21

    $289,000

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

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

    This absolute Gorgeous Lakeview property presents a unique opportunity for real estate investors seeking a proven, income-producing short-term rental. Located in a desirable area with strong tourism demand, the home is fully furnished, tastefully designed, and optimized for guest comfort. short-term rental asset that requires little to no ramp-up time, making it ideal for investors looking for a

    Darryl Love WATSON REALTY CORP., REALTORS

    14501 Grove Resort Ave Unit 2119, Winter Garden, FL 34787
  • /25

    $285,000

    • 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 prestigious, 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
  • /52

    $270,000

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

    14501 Grove Resort Ave Unit 3335, Winter Garden, FL 34787

    Fully Furnished & Turn-Key Ready!Welcome to your dream vacation retreat at the highly sought-after Grove Resort & Spa—a full-service luxury resort just 10 minutes from Disney World! This spacious 2-bedroom, 2-bathroom Jasmine Model is located on the 3rd floor and offers 1,434 sqft of comfortable living space, including a screened-in balcony with serene views. Enjoy the ultimate resort

    Jing Yue INTEREALTY SERVICE

    14501 Grove Resort Ave Unit 3335, Winter Garden, FL 34787
  • /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
  • /21

    $230,000

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    1009 Westside Dr, Winter Garden, FL 34787

    Back on the market! Buyer financing fell through! Beautiful 3-bedroom, 2-bath townhome in the heart of Winter Garden! This 1,180 sq. ft. residence features brand-new windows, brand new microwave and a brand-new Air-Conditioning unit is soon to be installed, a new sliding glass door, new electrical panel and a brand-new roof, providing lasting value and peace of mind. Inside, enjoy bright, open

    Ryan Diaz LPT REALTY, LLC

    1009 Westside Dr, Winter Garden, FL 34787
  • /22

    $265,000

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

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

    Exceptional investment opportunity at The Grove Resort & Water Park, Orlando—welcome to Unit 2534 at 14501 Grove Resort Ave. This fully furnished 3-bedroom, 2-bath condo-hotel unit is priced below market value and 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 rooms,

    Jackie Cavada-Barrero LPT REALTY, LLC

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

    $264,900

    • 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
  • /30

    $255,000

    • 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
  • /15

    $287,900

    • 3 Beds
    • 2 Baths
    • 770 Sq Ft

    515 9th St, Winter Garden, FL 34787

    Discover an incredible opportunity just minutes from the vibrant and historic Downtown Winter Garden! This beautifully updated 3 bedroom, 2 bathrooms home is located in an unincorporated area, giving buyers added flexibility and income potential while keeping maintenance simple and affordable. The open layout, modern finishes, and durable features make it an excellent option for first-time

    Tatiana Torres Torres HABLOFT GLOBAL

    515 9th St, Winter Garden, FL 34787
  • /27

    $220,000

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft

    22 Windtree Ln Unit 203, Winter Garden, FL 34787

    Beautiful views, 2 bedrooms, 2 bathroom renovated condo. This spacious unit has all the comforts of home and a relaxing view of the community pool. When sitting on the large balcony you get a direct view of the pool and custom landscaping. The fully equipped kitchen is completed with solid wood cabinets and custom granite. Enjoy a swim in the outdoor pool (open year round), enjoy walks around the

    Bernardo Carrasquel B EXP REALTY LLC

    22 Windtree Ln Unit 203, Winter Garden, FL 34787
  • /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
  • /20

    $205,000

    • 2 Beds
    • 2 Baths
    • 918 Sq Ft

    151 Windtree Ln Unit S, Winter Garden, FL 34787

    Located in the desirable Windtree community, this property offers spacious living with an open floor plan, updated kitchen, and plenty of natural light. The large primary suite features a walk-in closet and private bath, while additional bedrooms provide comfort and flexibility for family or guests. Residents of Windtree benefit from a community pool, tennis courts, and well-kept common areas,

    Stephanie Seedat EMPIRE NETWORK REALTY

    151 Windtree Ln Unit S, Winter Garden, FL 34787
  • /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
  • /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
  • /42

    $229,990

    • 3 Beds
    • 2 Baths
    • 1,395 Sq Ft

    14501 Grove Resort Ave Unit 2138, Winter Garden, FL 34787

    AN ADDITIONAL $20,000 PRICE REDUCTION HAS JUST BEEN REQUESTED BY THE SELLER. GREAT NEW PRICE: $229,990.00. WELCOME TO THIS BEAUTIFUL 3 BEDROOM/2 BATHROOM JASMINE LUXURY FULLY FURNISHED CONDO AT THE GROVE RESORT & WATER PARK. TAKE THE OPPORTUNITY TO OWN A GREAT CONDO IN ONE OF THE WORLDS MOST SOUGHT AFTER VACATION DESTINATION. THE GROVE RESORT HAS AN EXCELLENT PROFESSIONAL MANAGEMENT TEAM ON SITE.

    Denise Sacks SACKS REALTY GROUP, INC.

    14501 Grove Resort Ave Unit 2138, Winter Garden, FL 34787
  • /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
  • /23

    $295,000

    • 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
  • /45

    $283,000

    • 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
  • /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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