Winter Garden, FL Homes for Sale under $400,000

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  /21

  $140,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  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
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  /16

  $210,000

  $10K PRICE DROP

  • 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
• 

  

  

  /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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  /57

  $350,000

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

  14501 Grove Resort Ave Unit 1304, Winter Garden, FL 34787

  Discover comfort, convenience, and resort-style living in this beautiful 3-bedroom, 2-bath condo located at the sought-after The Grove Resort & Water Park Orlando. Property Highlights: Spacious 3 bedrooms, 2 bathrooms - Open-concept living and dining area - Fully equipped modern kitchen - Private balcony to relax and unwind - Perfect as a primary home, vacation getaway, or investment property.

  Rocio Bonilla EXP Realty LLC

  14501 Grove Resort Ave Unit 1304, Winter Garden, FL 34787
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  /11

  $369,900

  $20K 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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  /31

  $244,990

  $43K PRICE DROP

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

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

  GREAT NEW PRICE $244,990.00 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 PROFESSIONAL ON SITE

  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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  /22

  $212,000

  • 1 Bed
  • 1 Bath
  • 942 Sq Ft

  1315 Eastern Pecan Place Unit 202, Winter Garden, FL 34787

  Resort style living in Winter Garden close to everything. Enjoy an impressive array of resort-style community amenities, including a state-of-the-art fitness center, indoor basketball and racquetball courts, tennis courts, and a beautifully appointed clubhouse featuring a private movie theater and dedicated workspace. Relax by the resort-style swimming pool and spa, or entertain outdoors with a

  Steven Kwong CHARLES RUTENBERG REALTY ORLANDO

  1315 Eastern Pecan Place Unit 202, Winter Garden, FL 34787
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  /39

  $169,900

  $10K PRICE DROP

  • 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
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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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  /42

  $229,900

  • 2 Beds
  • 1 Bath
  • 966 Sq Ft

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

  Beautifully refreshed and ready to move in today, this charming 2-bedroom, 1-bath corner condo offers an inviting combination of modern updates, natural light, and exceptional community amenities. The bright, crisp interior is filled with loads of natural light and features fresh paint throughout, brand-new carpet, new door handles, and stylish modern finishes. All appliances are included, making

  Scott Cohara KELLER WILLIAMS CLASSIC

  233 Southern Pecan Cir Unit 101, 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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  /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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  /2

  $165,000

  $35K PRICE DROP

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

  14501 Grove Resort Ave Unit 2535, Winter Garden, FL 34787

  Welcome to the 4-Star Grove Resort & Spa Orlando! This high floor, corner unit offers a spacious split bedroom layout w/1,434 SF of living area. This model features an oversized Primary Suite with separate corner sitting area and the 2nd bedroom features 2 queen size beds. This condo sleeps 8! Other features include a modern interior with solid wood cabinets, solid surface countertops in the

  14501 Grove Resort Ave Unit 2535, Winter Garden, FL 34787
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  /35

  $398,000

  $17K PRICE DROP

  • 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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  /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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  /25

  $214,000

  $15K PRICE DROP

  • 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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  /3

  $299,900

  • Land
  • 1 Acre
  • $299,900 per Acre

  0 Arrowhead Blvd, Winter Garden, FL 34787

  1 acre of beautiful mature trees with a mixture of oaks and Cypress towards the lakefront. Utilities on site.Located on a spring fed lake. Ok for boats, skis, etc. Great school district. Ag zoning , ADU allowed (2nddwelling with restrictions) , paved road with easy access to commute. This is your slice of paradise you've beenwaiting for. Bring your own builder with NO HOA!!!

  Jaime Galeoto FLORIDA REALTY RESULTS LLC

  0 Arrowhead Blvd, Winter Garden, FL 34787
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  /21

  $149,900

  $10K PRICE DROP

  • 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

  ***Perfect for SNOWBIRDS!! Stay here all winter and let the onsite management company rent out your unit the rest of the year!! 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,

  Lesley O'Neal FLARE PROPERTIES LLC

  14501 Grove Resort Ave Unit 2532, Winter Garden, FL 34787
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  /33

  $239,000

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

  14501 Grove Resort Ave Unit 1707, Winter Garden, FL 34787

  Exceptional opportunity to own a spacious top-floor 3-bedroom, 3-bathroom condo at The Grove Resort & Water Park, just minutes from Walt Disney World! This fully furnished 1,544 sq. ft. “Sable” floor plan offers an ideal combination of personal vacation use and income-producing potential through The Grove’s professionally managed hotel rental program. Located on the 7th and top floor of Building

  Uno Sorlie HOPKEY REALTY

  14501 Grove Resort Ave Unit 1707, 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! Perfect for SNOWBIRDS!! Stay here all winter and let the onsite management company rent out your unit the rest of the year!! Onsite management does all the work for you by obtaining bookings through

  Lesley O'Neal FLARE PROPERTIES LLC

  14501 Grove Resort Ave Unit 1728, Winter Garden, FL 34787
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  /35

  $284,995

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

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

  ONE-YEAR HOME WARRANTY AVAILABLE WITH A FULL-PRICE OFFER! Welcome to this beautifully maintained 3-bedroom, 2-bathroom FIRST-FLOOR condo in the gated Southern Pines community of Winter Garden. Featuring a FRESH INTERIOR REPAINT (2026), UPDATED FIXTURES, a bright, open-concept layout, and NO CARPET THROUGHOUT FOR EASY MAINTENANCE, this home is truly move-in ready.Step inside to a spacious

  Nick Whitehouse RE/MAX PRIME PROPERTIES

  431 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
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  /16

  $139,999

  $6K PRICE DROP

  • 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
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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

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