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

• 

  

  

  /19

  $160,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft

  14438 Palos Place Unit 3094, Winter Garden, FL 34787

  Welcome to this beautifully maintained 4-bedroom, 2-bath manufactured home featuring a desirable split floor plan and a versatile den-perfect for a home office, playroom, or guest space. Enjoy the open and airy layout with spacious living and dining areas, ideal for entertaining or relaxing with family. Step onto the inviting front porch and into a home that blends comfort and functionality. The

  Kim Unger CFL PROPERTY GROUP

  14438 Palos Place Unit 3094, Winter Garden, FL 34787
• 

  

  

  /29

  $235,000

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 738 Sq Ft

  131 Southern Pecan Cir Unit 201, Winter Garden, FL 34787

  Welcome to Southern Pines in the heart of Winter Garden. This well-maintained 1-bedroom, 1-bath upper-level condo offers a bright and functional layout with abundant natural light. The kitchen features granite countertops, ample cabinetry, and a practical layout that connects to the living and dining areas, creating a comfortable flow for everyday living. The open layout and high ceilings help

  Eloisa Armas Camacho EC REAL ESTATE INVEST.& RENTAL

  131 Southern Pecan Cir Unit 201, Winter Garden, FL 34787
• 

  

  

  /30

  $279,900

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,264 Sq Ft

  225 Southern Pecan Cir Unit 208, Winter Garden, FL 34787

  Beautiful 2-bedroom, 2-bathroom condo just under 1,300 sq ft in one of the most desirable areas of Winter Garden. Both bedrooms feature large walk-in closets, and the layout is exceptionally well designed, making the home feel spacious and comfortable. The unit COMES WITH A 1-CAR GARAGE, a rare and valuable feature. All appliances are BRAND NEW, including refrigerator, microwave, stove, and

  John Silva JOHN SILVA REALTY & ASSOCIATES

  225 Southern Pecan Cir Unit 208, Winter Garden, FL 34787
• 

  

  

  /22

  $271,000

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

  14501 Grove Resort Ave Unit 3211, Winter Garden, FL 34787

  Highly motivated seller, The Grove Resort and Waterpark is a short-term rental complex. This Unit is the Jasmine Model (1,396 sq.ft) located on the second floor of condominium III. It is a 3-bedroom, 2-Bathroom Unit. King size bed in the Master Bedroom and the guest rooms will have one Queen size bed. Sleeper sofa in the living room. Excellent opportunity for investment and fun since the owner is

  Diana Salonia UNITED REALTY GROUP INC

  14501 Grove Resort Ave Unit 3211, Winter Garden, FL 34787
• 

  

  

  /22

  $247,500

  $2K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,302 Sq Ft

  434 Sand Lime Rd, Winter Garden, FL 34787

  Virtually Staged. Beautiful, move in ready home with many upgrades and a private backyard. Centrally located in Winter Garden near schools, shopping, dining and more.

  Danielle Galloway CFL REALTY PROS LLC

  434 Sand Lime Rd, Winter Garden, FL 34787
• 

  

  /22

  $210,000

  $55K PRICE DROP

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

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

  THIS IS A MUST-SELL UNIT. 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

  Jackie Cavada-Barrero LPT REALTY, LLC

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

  

  /21

  $150,000

  • 3 Beds
  • 2 Baths

  14741 Avenue de Palma Unit 5117, Winter Garden, FL 34787

  Nestled on a picturesque, palm tree-lined street, this charming 3-bedroom, 2-bath home blends comfort, style, and modern updates throughout. Step inside to find newer laminate wood flooring that flows seamlessly through the main living areas, creating a warm and inviting atmosphere. The bright and airy living room features a beautiful window accent above the sliding glass doors, allowing natural

  Kim Unger CFL PROPERTY GROUP

  14741 Avenue de Palma Unit 5117, Winter Garden, FL 34787
• 

  

  /16

  $220,000

  Coming Soon

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft

  320 Eron Way Unit 6, Winter Garden, FL 34787

  Presenting an affordable investment in the Winter Garden area between the infamous Plant St and Hwy 50! This larger 2 bedroom/2 bath condo provides convenience in the location added to the maintenance free exterior. It is a small quaint community with only 50 condos. The pool is large with depths up to 8 feet. The condo has been well maintained with upgrades. Whether you're a first-time

  Suzanne Martin MARTIN PROPERTY INVESTMENTS REALTY LLC

  320 Eron Way Unit 6, Winter Garden, FL 34787
• 

  

  /30

  $219,900

  $35K PRICE DROP

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

  1286 Winter Green Way, Winter Garden, FL 34787

  Motivated sellers!!! 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

  Joshua Cromwell EXIT REALTY TRI-COUNTY

  1286 Winter Green Way, Winter Garden, FL 34787
• 

  

  /30

  $169,900

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 918 Sq Ft

  22 Windtree Ln Unit 203, Winter Garden, FL 34787

  MOTIVATED SELLER. THE BEST VALUE IN WINTER GARDEN | NEW ROOF | MOVE-IN READY. Stop your search at the LOWEST-PRICED, MOVE-IN-READY home in one of Central Florida’s most coveted zip codes. This solid BLOCK-STRUCTURE residence at 22 Windtree Ln #203 features a BRAND-NEW ROOF and unbeatable proximity to the magic of DOWNTOWN WINTER GARDEN. Just minutes from your front door, you can explore the

  Daniel Betancourt EXP REALTY LLC

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

  

  /23

  $230,000

  $56K PRICE DROP

  • 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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  /8

  $95,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  680 Queensbury Loop Unit 207, Winter Garden, FL 34787

  This is a lovely home in our 55+, land leased community. The Kitchen is large and features ample cabinetry and counter space. Natural light is abundant and includes all appliances. The carpet is new and a lovely neutral color. The extra large Florida Room is great for entertaining or morning coffee. This carefully maintained home is a must see in our golf-cart friendly community.

  Sandra Bergman Cove Communities

  680 Queensbury Loop Unit 207, Winter Garden, FL 34787
• 

  

  /31

  $249,990

  $38K PRICE DROP

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

  14501 Grove Resort Ave Unit 2223, Winter Garden, FL 34787

  GREAT PRICE REDUCTION: NEW PRICE $249,990.00 MOTIVATED SELLER. WELCOME TO THE GROVE RESORT & WATERPARK, A CONDO HOTEL LOCATED CLOSE TO DISNEY AND ALL THE ORLANDO ATTRACTIONS. THIS BEAUTIFUL LUXURY FULLY FURNISHED 2 BEDROOM/2 BATHROOM PALM DESIGN CONDO HAS GREAT WATER VIEWS FROM THE SCREENED BALCONY ON THE 2ND FLOOR. YOU CAN OWN A BEAUTIFUL VACATION CONDO AT THE GROVE RESORT THAT OFFERS

  Denise Sacks SACKS REALTY GROUP, INC.

  14501 Grove Resort Ave Unit 2223, Winter Garden, FL 34787
• 

  /2

  $200,000

  • Land
  • 23,522 Sq Ft
  • $370,370 per Acre

  0 Avalon Rd Unit MFRO6404433, Winter Garden, FL 34787

  PRIME WINTER GARDEN LAND OPPORTUNITY – 0.54 ACRES | R-2 ZONINGLocated along Avalon Rd in the highly desirable Winter Garden corridor, this 0.54-acre residential parcel offers an excellent opportunity for builders, investors, or end-users looking to secure land in one of Central Florida’s fastest-growing areas.Zoned R-2, the property allows for flexible residential development, ideal for a

  Alexandre Fraga WEBB FLORIDA REALTY LLC

  0 Avalon Rd Unit MFRO6404433, Winter Garden, FL 34787
• 

  

  /53

  $299,500

  • 2 Beds
  • 2.5 Baths
  • 1,293 Sq Ft

  13551 Daniels Landing Cir, Winter Garden, FL 34787

  Welcome to this INCREDIBLY PRICED luxury townhome living in the gated community of Daniels Landing, where an unbeatable Winter Garden location meets exceptional value. Built with durable / sound proofing two-story concrete block construction, this well-designed residence offers a highly desirable floor plan featuring two bedrooms with remodeled bathrooms ! Upstairs also includes a versatile bonus

  Ronald Ziolkowski RE/MAX PRIME PROPERTIES

  13551 Daniels Landing Cir, Winter Garden, FL 34787
• 

  

  /39

  $180,000

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

  14501 Grove Resort Ave Unit 1439, 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! Enjoy the ultimate resort lifestyle with incredible on-site amenities: a full water park with dual water slides, a FlowRider® double surf simulator, lazy river, splash zones, multiple pools, private cabanas,

  Jing Yue INTEREALTY SERVICE

  14501 Grove Resort Ave Unit 1439, Winter Garden, FL 34787
• 

  

  /33

  $159,900

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft

  14201 de Luna St Unit 4072, Winter Garden, FL 34787

  Space, style, and location-this home has it all! Welcome to this beautifully updated 1999 Palm Harbor home offering approximately 2,000 sq. ft. of comfortable living space in the highly desirable Vista Del Lago All-Age Community, just minutes from Disney World, shopping, restaurants, entertainment, and major highways. Situated on a prime corner lot, this home features a double driveway, a bonus

  Isabel Dalgleish Four Star Homes, Inc.

  14201 de Luna St Unit 4072, Winter Garden, FL 34787
• 

  

  /30

  $215,000

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

  14501 Grove Resort Ave Unit 3303, Winter Garden, FL 34787

  Experience the ultimate vacation lifestyle and investment opportunity at Grove Resort & Spa Orlando! This beautifully appointed 2-bedroom, 2-bath condo-hotel offers approximately 1,265 square feet of thoughtfully designed living space with an open-concept layout, stone countertops, stainless steel appliances, walk-in closet, in-unit laundry, private balcony, and elevator access. Fully furnished

  Juliana Fonseca de Andrade Dantas WRA BUSINESS & REAL ESTATE

  14501 Grove Resort Ave Unit 3303, Winter Garden, FL 34787
• 

  

  /45

  $245,000

  $40K PRICE DROP

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

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

  Seller is offering $5,000 toward the buyer’s closing costs, making this fully furnished condo at The Grove Resort & Water Park Orlando an even better opportunity for a vacation home, Airbnb-style investment, or personal getaway. Just minutes from Walt Disney World Resort and close to Universal Orlando Resort and SeaWorld Orlando, this 4th-floor condo-hotel unit offers peaceful fountain and

  Erica Diaz HOMEVEST REALTY

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

  

  /5

  $299,000

  • Land
  • 4,791 Sq Ft
  • $2,718,182 per Acre

  0 9th St, Winter Garden, FL 34787

  Developer alert! Secure this rare residential lot that has plans for the construction of FOUR (4) RESIDENTIAL UNITS. Incredible opportunity to secure a multi-family development site complete with fully drafted architectural plans for a 4-unit building. Skip months of initial design work and the associated architectural expenses because these plans are completed and ready for submission to the

  Laura Senzamici ENGEL & VOELKERS LAKELAND

  0 9th St, Winter Garden, FL 34787
• 

  

  /25

  $229,000

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft

  359 Douglas Way Unit 54, Winter Garden, FL 34787

  Short Sale. Don't miss this beautifully updated 2-bedroom, 2-bathroom townhouse offering the perfect blend of comfort, convenience, and unbeatable location. Tucked away in a quiet community, this home is just minutes from all the charm and excitement of downtown Winter Garden, known for its boutique shopping, top-rated restaurants, farmers market, splash pad, and the scenic West Orange

  Denise Pellegrino REAL BROKER, LLC

  359 Douglas Way Unit 54, Winter Garden, FL 34787
• 

  

  /14

  $85,000

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  1035 Highgate Blvd Unit 18, Winter Garden, FL 34787

  GOLF CART INCLUDED with this home in our 55+ land leased community has been thoughtfully remodeled and is move in ready. The roof is brand new and the A/C is recent. Pleasing open floor plan with large rooms for your comfort. Ample parking and a nice sized shed for convenience. This home is within walking distance of the heated pool and other beautiful amenities. Come tour this home today.

  Sandra Bergman Cove Communities

  1035 Highgate Blvd Unit 18, Winter Garden, FL 34787
• 

  

  /67

  $99,000

  $31K PRICE DROP

  • 3 Beds
  • 2 Baths

  14280 Vista Del Lago Blvd, Winter Garden, FL 34787

  Welcome home to this beautiful, move-in-ready property perfectly situated on a premium corner lot in a highly desirable, all-age Winter Garden community, where the energy of Kissimmee and local attractions are just down the street. Offering exceptional curb appeal, the exterior features gorgeous, mature landscaping and a built-in irrigation system to keep it looking pristine year-round. Enter

  Lisa Dobbs LISA DOBBS LLC

  14280 Vista Del Lago Blvd, Winter Garden, FL 34787
• 

  

  /21

  $159,900

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  14802 Vista Del Lago Blvd Unit 5084, Winter Garden, FL 34787

  Beautifully Maintained 3 Bedroom, 2 Bathroom Manufactured Home - Turn‐Key & Move‐In Ready Welcome to this well‐cared‐for 3 bedroom, 2 bathroom manufactured home featuring a desirable split bedroom floor plan that offers privacy and comfort. This turn‐key home has been beautifully maintained and is ready for its new owner. The home features wood laminate flooring throughout the living room, dining

  Kim Unger CFL PROPERTY GROUP

  14802 Vista Del Lago Blvd Unit 5084, Winter Garden, FL 34787
• 

  

  /40

  $275,000

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

  14501 Grove Resort Ave Unit 2532, Winter Garden, FL 34787

  ***Beautiful and spacious fully-furnished fifth floor 2-bedroom condo located in The Grove Resort and Water Park! This condo easily sleeps six, with a screened in balcony for enjoying those evening sunsets! A full washer and dryer is located off the fully equipped kitchen, and overlooks the family room with dining area. Every unit has a sleeper sofa for extra sleeping also! The primary bedroom

  Lesley O'Neal FLARE PROPERTIES LLC

  14501 Grove Resort Ave Unit 2532, Winter Garden, FL 34787
• 

  

  /40

  $260,000

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

  14501 Grove Resort Ave Unit 1728, Winter Garden, FL 34787

  ** WOW** A rare opportunity to purchase a 7th (top) floor condo at the beautiful Grove Resort and Water Park! This 3-bedroom, 2-bathroom, with sleeper sofa, comes fully furnished and ready to go! Onsite management does all the work for you by obtaining bookings through major websites and travel companies, and whenever you want to stay just let them know and you can stay in your unit for up to 179

  Lesley O'Neal FLARE PROPERTIES LLC

  14501 Grove Resort Ave Unit 1728, Winter Garden, FL 34787
• 

  

  /18

  $74,500

  $41K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft

  1197 Meadow Finch Dr, Winter Garden, FL 34787

  Move in at closing and make this your dream home with a little TLC Walk to many shopping choices, Publix, Aldi, misc. restaurants, Etc. 1 mile to vibrant downtown Winter Garden, access to Turnpike, 429, 408. GOLD standard Home Warranty with full price offer. $2,500 Discount for a CASH contract. Enjoy life in beautiful Central Florida.

  Larry Bruner Four Star Homes, Inc.

  1197 Meadow Finch Dr, Winter Garden, FL 34787
• 

  

  /16

  $145,900

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  14249 Canarias Dr Unit 1165, Winter Garden, FL 34787

  Located in the highly sought after Gated, All-Age, Resort-style Community of Vista del Lago. Welcome to this charming home with plenty of space for your Family. Relax in the generous primary suite. Unwind after a long day in your private oasis, complete with an en-suite bath and den for added convenience. Need a home office or study this en-suite den offers versatility and can be tailored to your

  Kim Unger CFL PROPERTY GROUP

  14249 Canarias Dr Unit 1165, Winter Garden, FL 34787
• 

  

  /14

  $204,900

  • 2 Beds
  • 2 Baths
  • 918 Sq Ft

  170 Windtree Ln, Winter Garden, FL 34787

  Great opportunity to own in the heart of Winter Garden! This beautifully updated 2-bedroom, 2-bath condo features a fully renovated kitchen, updated flooring throughout with NO carpet, and a functional open layout perfect for comfortable living or investment purposes. Conveniently located near shopping, dining, major roads, and just minutes from Winter Garden Village and Winter Garden Plaza.

  Romina Cabanas LA ROSA REALTY LLC

  170 Windtree Ln, Winter Garden, FL 34787
• 

  

  /17

  $82,500

  $22K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  16580 Menorca Dr Unit 1140, Winter Garden, FL 34787

  This home features wood laminate flooring throughout, offering a warm and cohesive feel in every room and offers side by side parking. The spacious living room provides the perfect setting for relaxing or entertaining, complete with a built-in cabinet for added storage and display. The master bedroom is a true retreat, highlighted by barn doors that add a touch of rustic charm. Enjoy the comfort

  Kim Unger CFL PROPERTY GROUP

  16580 Menorca Dr Unit 1140, Winter Garden, FL 34787
• 

  

  /26

  $275,000

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  1300 Eastern Pecan Place Unit 102, Winter Garden, FL 34787

  This first-floor condo in the gated Southern Pines community offers 1,216 square feet of well-designed living space with an open floor plan, private outdoor area, and two full bathrooms. Making it a strong fit for first-time buyers, down-sizers, or investors. The layout connects the living area directly to the outdoor space, and both bedrooms provide solid closet storage. The kitchen offers ample

  Brendan Morales KELLER WILLIAMS LEGACY REALTY

  1300 Eastern Pecan Place Unit 102, Winter Garden, FL 34787

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