Winter Garden, FL Homes for Sale under $500,000

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  /15

  $434,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,553 Sq Ft

  Orchid Plan at Silverleaf Oaks - Townhome, Winter Garden, FL 34787

  Pulte Homes Builder

  16808 Silver Brook Way Unit 36464060, Winter Garden, FL 34787
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  /11

  $375,000

  $15K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,594 Sq Ft

  5863 Cypress Hill Rd, Winter Garden, FL 34787

  Welcome to Cypress Hill Road, featuring a beautifully maintained townhome located in the highly desirable Horizon West area of Winter Garden. Built in 2018, this move-in-ready residence offers approximately 1,594 square feet of thoughtfully designed living space featuring 2 spacious bedrooms, 2.5 bathrooms, and a rear-entry two-car garage. Step inside to discover an open-concept floor plan that

  Brianna Gordon ZENITH REALTY FIRM LLC

  5863 Cypress Hill Rd, Winter Garden, FL 34787
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  /34

  $495,935

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,846 Sq Ft

  15111 Groveside Rd, Winter Garden, FL 34787

  3 Level Townhome with Over 1,800 Finished Square Feet, All Three Levels Finished! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by your spacious flex space. As you continue

  DRB Homes Builder

  15111 Groveside Rd, Winter Garden, FL 34787
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  /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
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  /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
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  /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
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  /28

  $420,000

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,636 Sq Ft

  15755 Water Spring Blvd, Winter Garden, FL 34787

  Discover stylish and comfortable living in the highly sought after Storey Grove community of Winter Garden! This spacious 3 bedroom, 2 bathroom townhome offers the perfect blend of comfort, convenience, and modern upgrades in a great family friendly neighborhood. The home features beautiful plank tile flooring downstairs and laminate flooring upstairs, creating a seamless, low maintenance design

  Karen Grau REVEL REALTY LLC

  15755 Water Spring Blvd, Winter Garden, FL 34787
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  /40

  $490,900

  New Construction

  • 3 Beds
  • 3 Baths
  • 2,164 Sq Ft

  Whitney Plan at Harvest at Ovation - Townhomes, Winter Garden, FL 34787

  Experience luxury living in this stunning new townhome by RockWell Homes, featuring 3 bedrooms, 3 bathrooms, loft and 2-car garage. With a covered lanai, charming front porch, and private covered balcony, this home is designed for both relaxation and entertaining. The chef's kitchen is a highlight, featuring an island, upgraded solid surface flooring, and high-end stainless-steel appliances,

  RockWell Homes Builder

  14006 Scarlet Aster Aly Unit 40620799, Winter Garden, FL 34787
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  /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
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  /44

  $460,000

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

  14501 Grove Resort Ave Unit 2101, Winter Garden, FL 34787

  Experience resort-style living and exceptional investment potential with this luxurious first floor condo located in The Grove Resort & Water Park, Orlando’s premier vacation destination. Ideally situated just 5 minutes from Walt Disney World, this fully furnished, turnkey residence offers a perfect combination of elegance, comfort, and convenience. Notice the Soaring Ceilings in this beautiful

  Jeff Stewart WEICHERT REALTORS HALLMARK PROPERTIES

  14501 Grove Resort Ave Unit 2101, Winter Garden, FL 34787
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  /26

  $355,000

  $25K PRICE DROP

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

  14501 Grove Resort Ave Unit 3619, Winter Garden, FL 34787

  WELCOME TO THIS BEAUTIFUL 3 BEDROOM / 2 BATHROOM JASMINE LUXURY FULLY FURNISHED CONDO AT THE GROVE RESORT & WATER PARK. THIS UNIT IS LOCATED IN ONE OF THE BEST AND MOST DESIRABLE POSITIONS IN THE ENTIRE RESORT, FEATURING DIRECT VIEWS OF THE WATER PARK AND THE LAKE, MAKING IT ONE OF THE MOST SOUGHT-AFTER UNITS. GROUND-FLOOR UNIT WITH EASY ACCESS TO THE PARKING AREA, PROVIDING VERY CONVENIENT

  Juan Buitrago, Sr REALTY ONE GROUP ESTATES

  14501 Grove Resort Ave Unit 3619, Winter Garden, FL 34787
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  /9

  $414,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft

  16521 Barbours Creek Way, Winter Garden, FL 34787

  The property is located at 16521 Barbours Creek Way WINTER GARDEN FL 34787 priced at 414990, the square foot and stories are 1567, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

  D.R. Horton Builder

  16521 Barbours Creek Way, Winter Garden, FL 34787
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  /2

  $440,289

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,715 Sq Ft

  13295 Peaceful Melody Dr, Winter Garden, FL 34787

  The Porter floorplan is an inviting two-story townhome designed with thoughtful spaces throughout. Featuring three bedrooms and two and a half bathrooms, the layout offers a smooth flow between living spaces. The first floor boasts a bright great room that opens into the dining area and lanai, perfect for entertaining or relaxation. Upstairs, all three bedrooms are thoughtfully arranged alongside

  Dream Finders Homes Builder

  13295 Peaceful Melody Dr, Winter Garden, FL 34787
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  /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
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  /9

  $414,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft

  16515 Barbours Creek Way, Winter Garden, FL 34787

  The property is located at 16515 Barbours Creek Way WINTER GARDEN FL 34787 priced at 414990, the square foot and stories are 1567, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

  D.R. Horton Builder

  16515 Barbours Creek Way, Winter Garden, FL 34787
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  /25

  $465,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,654 Sq Ft

  10089 Salt Point Dr, Winter Garden, FL 34787

  It can be negotiated along with the furniture.Welcome to this beautifully maintained 3-bedroom, 3-bathroom townhouse located in the highly desirable Waterleigh community. This modern home offers a functional and inviting open-concept layout, perfect for both everyday living and entertaining. The property features spacious bedrooms, well-appointed bathrooms, and a thoughtfully designed living

  Tiago Ferreira AUTHENTIC REAL ESTATE TEAM

  10089 Salt Point Dr, Winter Garden, FL 34787
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  /35

  $415,000

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  14942 Windflower Aly, Winter Garden, FL 34787

  Step into this beautifully designed 3-bedroom, 2.5-bath townhome located in the highly desirable Osprey Ranch community in Horizon West. Built recently and featuring 1,536 sq ft, this home offers modern finishes, an open-concept layout, and a bright, spacious living area perfect for entertaining. The kitchen includes elegant cabinetry, quartz countertops, and stainless-steel appliances. Upstairs,

  Hugo Borges Ota Neto WRA BUSINESS & REAL ESTATE

  14942 Windflower Aly, Winter Garden, FL 34787
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  /39

  $424,900

  $13K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,895 Sq Ft

  7279 Duxbury Ln, Winter Garden, FL 34787

  Welcome to this beautifully maintained END-UNIT townhome featuring one of Lakeview Pointe's most versatile floor plans in one of Horizon West's most desirable communities. Offering nearly 1,900 square feet of thoughtfully designed living space, 3 bedrooms, 2.5 bathrooms, and a RARE THIRD-FLOOR BONUS ROOM, this move-in ready home delivers the flexible living space today's buyers are searching for.

  Deb Schroeder INFINITY REALTY GROUP LLC

  7279 Duxbury Ln, Winter Garden, FL 34787
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  /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
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  /43

  $491,080

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,881 Sq Ft

  15075 Groveside Rd, Winter Garden, FL 34787

  3 Level Townhome with 3 Bedrooms! Ready in August 2026! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms with a powder room, spanning 1,881 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by a Study room. As you continue up, you will find luxury vinyl

  DRB Homes Builder

  15075 Groveside Rd, Winter Garden, FL 34787
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  /18

  $459,000

  Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft

  411 Millwood Place, Winter Garden, FL 34787

  Welcome to Covington Chase — one of Winter Garden's most sought-after communities! This charming 3BR/2BA/2-car garage home built in 2014 features an open great room layout, split bedrooms, and a 2-car garage. Enjoy community amenities including a pool, playground, and clubhouse, all just minutes from Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village shopping, and SR

  Kimberly Watson PEOPLE'S TRUST REALTY

  411 Millwood Place, Winter Garden, FL 34787
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  /36

  $414,900

  $45K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  17723 Japonica Bloom Dr, Winter Garden, FL 34787

  Why wait for new construction? Move-In Ready Newer Home in Northlake at Ovation! One of Winter Garden's Best Kept Secrets. This Hidden Community is tuckedaway among beautiful conservation areas of Horizon's West. Ashton Woods most desirable floor plan(The Kendall ll) is an Award Winning 3 Bedrooms, 2 full bathrooms and one half bath with 1584Square feet of living area, Brick Paver

  Thad Czapka COLDWELL BANKER REALTY

  17723 Japonica Bloom Dr, Winter Garden, FL 34787
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  /29

  $465,000

  Open Wed 9AM - 7PM $20K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,998 Sq Ft

  5545 Bowman Dr, Winter Garden, FL 34787

  Come see 5545 Bowman Dr, recently updated with fresh interior paint and partial flooring replacement throughout. The kitchen features a backsplash and a convenient island providing additional workspace. The primary bedroom includes a spacious walk in closet, and the primary bathroom is equipped with double sinks for enhanced utility. Outside, a covered patio extends to a fully fenced in backyard,

  Karen Albright OPENDOOR BROKERAGE LLC

  5545 Bowman Dr, Winter Garden, FL 34787
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  /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
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  /32

  $459,900

  $40K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,905 Sq Ft

  900 Walkers Grove Ln, Winter Garden, FL 34787

  Downtown Winter Garden – Golf Cart District! Don’t miss this amazing opportunity to own a well maintained 3-bedroom, 2.5-bath townhome in the heart of Downtown Winter Garden, right in the highly desirable Golf Cart District—with no rear neighbors! Built in 2015, this home features a spacious layout with tile flooring throughout the first floor, a welcoming foyer, and an open-concept kitchen with

  Laura Taylor SPECTRUM PROPERTY GROUP LLC

  900 Walkers Grove Ln, Winter Garden, FL 34787
• 

  

  /9

  $414,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft

  16588 Barbours Creek Way, Winter Garden, FL 34787

  The property is located at 16588 Barbours Creek Way WINTER GARDEN FL 34787 priced at 414990, the square foot and stories are 1567, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

  D.R. Horton Builder

  16588 Barbours Creek Way, Winter Garden, FL 34787
• 

  

  /6

  $442,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,683 Sq Ft

  6262 Sunny Time Ave, Winter Garden, FL 34787

  Beautiful 3 Bedroom, 2.5 Bathroom Dahlia Townhouse Complete Quartz Countertops & Tile Backsplash, Tile Flooring Throughout First Floor, Refrigerator, Washer, Dryer & Blinds!

  Pulte Homes Builder

  6262 Sunny Time Ave, Winter Garden, FL 34787
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  /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
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  /15

  $342,000

  • 2 Beds
  • 1 Bath
  • 914 Sq Ft

  636 Coke Ave, Winter Garden, FL 34787

  Updated 2 Bedroom, 1 Bath Home Near Downtown Winter Garden. Welcome to your dream home! This beautifully updated 2-bedroom, 1-bath home is located just minutes from the heart of downtown Winter Garden, Florida. Property Highlights: Fully updated with brand-new cabinetry throughout the home, giving it a sleek, modern look. Stylish bathroom completely renovated with updated fixtures and finishes.

  Otto Solis VALSTAR REALTY LLC

  636 Coke Ave, Winter Garden, FL 34787
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  /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
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  /6

  $419,000

  $16K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,636 Sq Ft

  10534 Tribute Dr, Winter Garden, FL 34787

  This stunning and spacious townhome will exceed all expectations! Built in 2023 and designed with modern living in mind, this 3-bedroom, 2.5-bath home feels like a model property and offers the perfect blend of style, comfort, and investment potential. The first floor showcases an open-concept design with upgraded tile flooring, a beautifully appointed kitchen featuring solid-surface countertops,

  Solon Potenciano Silva, Jr LEGACY PLUS REALTY

  10534 Tribute Dr, Winter Garden, FL 34787
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  /43

  $483,930

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,881 Sq Ft

  15135 Groveside Rd, Winter Garden, FL 34787

  3 Level Townhome with 3 Bedrooms! Ready in September 2026! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,881 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by your spacious flex space. As you continue up, you will find

  DRB Homes Builder

  15135 Groveside Rd, Winter Garden, FL 34787
• 

  

  /10

  $329,900

  $20K PRICE DROP

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

  14501 Grove Resort Ave, Winter Garden, FL 34787

  Turnkey 2-bedroom fully furnished and equipped condo-hotel residence at The Grove Resort & Water Park Orlando, just minutes from Walt Disney World and Orlando’s top attractions. Unit 3632 offers the perfect combination of personal enjoyment and income-producing potential in one of Central Florida’s most desirable vacation destinations. This spacious residence features an open-concept layout,

  Migdalia Croes EXP REALTY LLC

  14501 Grove Resort Ave, Winter Garden, FL 34787
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  /29

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 1,788 Sq Ft

  12253 Bracco St, Winter Garden, FL 34787

  BRAND NEW CONSTRUCTION – NEVER LIVED IN – MOVE-IN READY! This is a rare opportunity to own a truly brand-new home that has never been occupied since the day it closed. No previous residents, no wear and tear, no surprises.Just a fresh start in a home that feels exactly as the builder intended. Be the very first person to live here, create memories here, and even peel the protective plastic

  Gil Semedo LIFESTYLE INTERNATIONAL REALTY

  12253 Bracco St, Winter Garden, FL 34787
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  /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
• 

  

  /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

Showing Results 241 - 276, Page 7 of 7