Winter Garden, FL Homes for Sale

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  $799,900

  • Land
  • 5 Acres
  • $159,980 per Acre

  9940 Black Bear Ln, Winter Garden, FL 34787

  Serene 5 acre property! Zoned for residential and agricultural use. Whether you envision building your dream home, farming or simply enjoying the peaceful landscape, this land offers country living without sacrificing city amenities. Conveniently located just 7 minutes to Publix at Hamlin or Publix at Stoneybrook. Shopping, dining, medical offices, hospitals, movie theater are all close by!

  Edward Guerrette HAMLIN REALTY

  9940 Black Bear Ln, Winter Garden, FL 34787
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  /14

  $475,000

  • Land
  • 0.37 Acre
  • $1,283,784 per Acre

  506 N Pollard St, Winter Garden, FL 34787

  As Central Florida newest custom home community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! At Briley Farm you will have to

  Matthew Burks CORCORAN PREMIER REALTY

  506 N Pollard St, Winter Garden, FL 34787
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  /44

  $1,049,000

  • 3 Beds
  • 3.5 Baths
  • 2,938 Sq Ft

  149 S Park Ave, Winter Garden, FL 34787

  Gorgeous former model in this beautiful masonry wrapped complex in the heart of Winter Garden! Only 4 of these large 2900 SF units in entire complex which have a separate golf cart garage in addition to the two-car garage. Click on virtual tour for Matterport walk through and floorplan. This unit is elevator ready!! Ground level features a nice en-suite bedroom with walk in closet, full bath

  Brigitte Knott CHARLES RUTENBERG REALTY ORLANDO

  149 S Park Ave, Winter Garden, FL 34787
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  /23

  $500,000

  • Land
  • 0.45 Acre
  • $1,111,111 per Acre

  514 N Pollard St, Winter Garden, FL 34787

  As Central Florida newest custom home community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends. Welcome to a world of luxury, craftsmanship, and design excellence! At Briley Farm you will have to

  Alexis Anderson REGENCY REAL ESTATE LLC

  514 N Pollard St, Winter Garden, FL 34787
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  $925,000

  • 5 Beds
  • 5 Baths
  • 4,541 Sq Ft

  3198 Sailing Pier Ave, Winter Garden, FL 34787

  This beautifully designed custom home is located in the GATED COMMUNITY of Estates at Lakeview Preserve, one of Winter Garden’s most desirable residential communities. Originally built with the builder’s vision of serving as the MODEL HOME, this rare residence showcases extensive HIGH-END UPGRADES and a SPACIOUS LAYOUT that blends luxury, comfort, and privacy.With 5 bedrooms, 5 bathrooms,

  Gabriella Sadler SERHANT

  3198 Sailing Pier Ave, Winter Garden, FL 34787
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  /9

  $535,460 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft

  Austen Plan at Silverleaf Reserve - Bungalows, Winter Garden, FL 34787

  An open, spacious kitchen overlooks the great room and dining area making it perfect for entertaining friends and family. The second-floor loft can be configured as a home office or a play area for kids.

  Meritage Homes Builder

  5115 Citrus Leaf Blvd Unit 37076733, Winter Garden, FL 34787
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  /10

  $536,000 New Construction

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

  Hurston Plan at Silverleaf Reserve - Bungalows, Winter Garden, FL 34787

  A beautiful open kitchen features a large island that overlooks the combo spacious dining area and family room. The upstairs loft offers extra space to be configured to best fit your family's needs.

  Meritage Homes Builder

  5115 Citrus Leaf Blvd Unit 37076737, Winter Garden, FL 34787
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  /7

  $529,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,011 Sq Ft

  Hughes Plan at Silverleaf Reserve - Bungalows, Winter Garden, FL 34787

  Enjoy the functionality of the open designer curated kitchen, spacious great room and dining area. Flex space can be configured as a home office, hobby space, or play area for kids.

  Meritage Homes Builder

  5115 Citrus Leaf Blvd Unit 37076736, Winter Garden, FL 34787
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  /7

  $535,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,114 Sq Ft

  Ellison Plan at Silverleaf Reserve - Bungalows, Winter Garden, FL 34787

  The open first floor boasts a spacious great room and dining area that flow seamlessly together. The upstairs primary suite features an oversized walk-in closet, dual sinks, and a standing shower.

  Meritage Homes Builder

  5115 Citrus Leaf Blvd Unit 37076734, Winter Garden, FL 34787
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  /7

  $528,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,985 Sq Ft

  Faulkner Plan at Silverleaf Reserve - Bungalows, Winter Garden, FL 34787

  This plan offers a large, covered front porch and spacious, open first floor. Upstairs boasts a game room for entertaining friends and family, a versatile loft that can be configured as a home office or play area for the kids and a private primary suite.

  Meritage Homes Builder

  5115 Citrus Leaf Blvd Unit 37076735, Winter Garden, FL 34787
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  /12

  $850,805 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,075 Sq Ft

  Thoreau Plan at Silverleaf Reserve - 50' Homesites, Winter Garden, FL 34787

  This functional floorplan has a spacious family room that's open to an expansive kitchen. A combination dining and living room provides ideal space for indoor entertaining or moving the party outdoors to the private lanai.

  Meritage Homes Builder

  5115 Citrus Leaf Blvd Unit 37076730, Winter Garden, FL 34787
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  /10

  $703,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,654 Sq Ft

  Barrett Plan at Silverleaf Reserve - 50' Homesites, Winter Garden, FL 34787

  The main floor features an open kitchen island work area overlooking the dining room and spacious family room. Enjoy outdoor living on the covered porch or back lanai. First floor den and hobby room offer great workspaces.

  Meritage Homes Builder

  5115 Citrus Leaf Blvd Unit 37076728, Winter Garden, FL 34787
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  /3

  $677,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,485 Sq Ft

  Ashbery Plan at Silverleaf Reserve - 50' Homesites, Winter Garden, FL 34787

  Have your morning coffee on the charming front porch or covered lanai of this home. Those who work form home will appreciate the first-floor private study. The whole family will enjoy gathering in the spacious, light-filled two-story great room.

  Meritage Homes Builder

  5115 Citrus Leaf Blvd Unit 37076727, Winter Garden, FL 34787
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  $771,990 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,871 Sq Ft

  Hayden Plan at Silverleaf Reserve - 50' Homesites, Winter Garden, FL 34787

  Enjoy cooking meals in the open kitchen overlooking the family room. Each secondary bedroom features a walk-in closet and there's plenty of storage in the oversized garage. Use the first-floor study for working or relaxation.

  Meritage Homes Builder

  5115 Citrus Leaf Blvd Unit 37076729, Winter Garden, FL 34787
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  /3

  $630,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  Alcott II Plan at Silverleaf Reserve - 50' Homesites, Winter Garden, FL 34787

  This home's family room is open to a functional kitchen that features a casual dining area. Flex room makes an excellent office or hobby space. The primary suite offers a corner soaking tub, separate shower, and dual vanities.

  Meritage Homes Builder

  5115 Citrus Leaf Blvd Unit 37076726, Winter Garden, FL 34787
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  /23

  $48,900

  • 2 Beds
  • 2 Baths
  • 768 Sq Ft

  14770 Sugura Dr, Winter Garden, FL 34787

  Discover unbeatable value in this 2 bedroom, 2 bath home in the highly desirable, gated Vista Del Lago community, just minutes aways from Disney, top schools, shopping, and endless entertainment. This home has the big ticket updates covered, newer roof, 2 years old. AC is 2 years old, fully re piped plumbing for peace of mind. Step inside to find wood laminate flooring, an open, spacious layout

  Mylvia Nova Four Star Homes, Inc.

  14770 Sugura Dr, Winter Garden, FL 34787
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  $475,000

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft

  15424 Enchanted Melody Way, Winter Garden, FL 34787

  Welcome to your dream home, a stunning 2024-built residence located just minutes from Walt Disney World. This beautifully designed property offers the perfect combination of modern elegance, thoughtful layout, and an unbeatable location. Featuring 3 spacious bedrooms and 2 stylish bathrooms, the home’s open-concept floor plan is enhanced by soaring 10-foot ceilings, creating an airy and inviting

  Elle Probst EXP REALTY LLC

  15424 Enchanted Melody Way, Winter Garden, FL 34787
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  $494,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,072 Sq Ft

  15447 Hamlin Park Dr, Winter Garden, FL 34787

  Experience modern living in this beautifully designed end-unit, 3-story townhome located in the sought-after community of Parkview at Hamlin in Winter Garden, FL. This spacious home features three private suites, including a convenient first-floor suite and a luxurious third-floor primary suite, offering comfort and privacy for guests or multi-generational living. The second floor is the heart of

  Ashton Woods Builder

  15447 Hamlin Park Dr, Winter Garden, FL 34787
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  /27

  $445,990

  • 3 Beds
  • 2.5 Baths
  • 1,712 Sq Ft

  5718 Cypress Hill Rd, Winter Garden, FL 34787

  Welcome to Your Dream Townhome in Orchard HillsThis stunning townhome in the heart of Orchard Hills offers everything you’ve ever dreamed of—a place to truly call your own, nestled in a vibrant, amenity-rich community.From the moment you walk through the front door, you’ll know this home was meant for you. The kitchen is a chef’s delight, featuring sleek granite countertops, a

  Pamela Montes RE/MAX PRIME PROPERTIES

  5718 Cypress Hill Rd, Winter Garden, FL 34787
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  /45

  $674,000

  • 3 Beds
  • 3 Baths
  • 2,571 Sq Ft

  15456 Gilligan Ct, Winter Garden, FL 34787

  Welcome to your dream home in the heart of Winding Bay, Winter Garden, just minutes from Disney! This stunning single-story, 3-bedroom, 3.5-bathroom home is in one of Winter Garden’s most sought-after communities. From the moment you arrive, you’ll be impressed by the charming curb appeal, featuring a brick-paved driveway, stone-accented facade, and a spacious two-car garage. Step inside to

  Loren Rosenthal NEXTHOME CASA BELLA ELITE

  15456 Gilligan Ct, Winter Garden, FL 34787
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  /29

  $568,950 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,027 Sq Ft

  11858 Shine View Ln, Winter Garden, FL 34787

  The property is located at 11858 Shine View Lane WINTER GARDEN FL 34787 priced at 568950, the square foot and stories are 2027, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  11858 Shine View Ln, Winter Garden, FL 34787
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  /46

  $894,900

  • 3 Beds
  • 3 Baths
  • 2,225 Sq Ft

  327 S Lakeview Ave, Winter Garden, FL 34787

  Charming Winter Garden Home with In-Law Suite & Botanical Backyard Retreat Welcome to this beautifully crafted single-family home built in 2014, where quality workmanship, thoughtful design, and everyday convenience come together. Located in the heart of Winter Garden’s desirable golf cart district, this property is just a few short blocks from the scenic West Orange Trail, Plant Street Market,

  Joey Feeser WEICHERT REALTORS HALLMARK PR

  327 S Lakeview Ave, Winter Garden, FL 34787
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  /31

  $675,000

  • 4 Beds
  • 3 Baths
  • 3,022 Sq Ft

  2510 Black Lake Blvd, Winter Garden, FL 34787

  Beautifully Updated Corner-Lot Home in Guard-Gated Stoneybrook West! This stylish residence sits on a spacious corner lot in one of Winter Garden’s most sought-after golf communities. Step inside to 24x24 marble tile flooring with sleek minimal grout lines, a show-stopping remodeled kitchen with quartz countertops, and designer lighting that elevates every room. Upstairs boasts new wood flooring

  Robert Schott TEAMCONNECT REALTY LLC

  2510 Black Lake Blvd, Winter Garden, FL 34787
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  /46

  $1,149,900

  • 4 Beds
  • 5 Baths
  • 4,299 Sq Ft

  1675 Amsel Falls Park Terrace, Winter Garden, FL 34787

  Discover 1675 Amsel Falls Park Terrace, a home where elegance meets everyday comfort, perfectly set on one of Twinwaters’ most coveted conservation lots. This Meritage Lafayette model offers the rare combination of privacy, stunning sunrise views, and thoughtful upgrades in every corner. Step through the grand wood entry door and you’re immediately welcomed by soaring ceilings, gleaming imported

  Kenard Walker, Jr NOVA REAL ESTATE SERVICES INC

  1675 Amsel Falls Park Terrace, Winter Garden, FL 34787
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  $574,900

  • 5 Beds
  • 4 Baths
  • 2,526 Sq Ft

  2337 Aurelius Dr, Winter Garden, FL 34787

  Location! Location! Location! That's just the beginning of the benefits to this wonderful home! This 5 bedroom ( 5th bedroom or tremendous bonus room ) with 4 full baths including an ensuite plus aforementioned bonus room gives you all the space you need to stretch out your growing family or have multiple offices while working from home and a possible home theatre. Centerpiece Kitchen with 42"

  Carmen Aridas RE/MAX PRIME PROPERTIES

  2337 Aurelius Dr, Winter Garden, FL 34787
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  $899,000

  • 5 Beds
  • 4.5 Baths
  • 3,633 Sq Ft

  15755 Sweet Limetta Dr, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Welcome to this stunning 5-bedroom, 4.5-bathroom home in the highly sought-after Highlands of SummerLake. With modern and elegant touches throughout, this move-in ready home offers the perfect blend of space, style, and functionality. Inside, you'll find a thoughtfully designed layout that includes a dedicated office, formal dining room, spacious

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  15755 Sweet Limetta Dr, Winter Garden, FL 34787
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  /7

  $537,000

  • 4 Beds
  • 2.5 Baths
  • 2,003 Sq Ft

  12073 Bracco St, Winter Garden, FL 34787

  Unmissable opportunity in Winter Garden, Florida!Located in one of the most sought-after and valued areas of Greater Orlando, this beautiful residence combines comfort, modernity, and an excellent location.With 4 bedrooms, 2 full bathrooms, and 1 powder room, the home offers spacious, well-appointed spaces, ideal for families or those who enjoy entertaining in style. The garage

  Gustavo Carneiro WRA BUSINESS & REAL ESTATE

  12073 Bracco St, Winter Garden, FL 34787
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  /30

  $759,000

  • 3 Beds
  • 3 Baths
  • 2,018 Sq Ft

  14039 Lake Tilden Blvd, Winter Garden, FL 34787

  Escape the hustle without sacrificing convenience in this 3 bedroom 3 bathroom 2018 SF single story retreat nestled on a one-acre corner lot in the exclusive Country Lakes Estates community of Winter Garden. New A/C and Roof Sep 2025. This home strikes the perfect balance between peaceful country living and urban accessibility. The family room centers around an impressive 14 ft stone fireplace

  Greg Martinez CORCORAN PREMIER REALTY

  14039 Lake Tilden Blvd, Winter Garden, FL 34787
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  /38

  $819,900

  • 4 Beds
  • 4 Baths
  • 3,278 Sq Ft

  5427 Orange Orchard Dr, Winter Garden, FL 34787

  PREFERRED LENDER CONTRIBUTING $8,190 FOR RATE BUY DOWN OR ADDITIONAL CLOSING COSTS! Don’t miss this stunning 4-bedroom, 4-bathroom home located in the desirable Wincey Groves community in Winter Garden. This spacious residence features a functional 3-way split floor plan with a massive upstairs loft and bonus room currently used as a gym with luxury vinyl flooring.The open-concept kitchen

  Julimar Barreiro Pastrana SERHANT

  5427 Orange Orchard Dr, Winter Garden, FL 34787
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  /53

  $649,900

  • 4 Beds
  • 3 Baths
  • 2,648 Sq Ft

  15452 Firelight Dr, Winter Garden, FL 34787

  Welcome to this stunning 4 bedroom, 3 bathroom home nestled in the highly sought-after gated community of Belle Meade. Boasting a brand new roof (2025) and freshly painted exterior, this home offers a perfect blend of elegance, comfort, and thoughtful upgrades throughout. A charming paver walkway leads to a cozy front porch and inviting foyer. Just off the entryway, you’ll find a formal dining

  Beverly Amerman KELLER WILLIAMS REALTY AT THE LAKES

  15452 Firelight Dr, Winter Garden, FL 34787
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  /38

  $675,000 Open Sat 12PM - 3PM

  • 4 Beds
  • 4 Baths
  • 2,722 Sq Ft

  10031 Bedtime Story Dr, Winter Garden, FL 34787

  ***ASSUMABLE VA MORTGAGE OPTION WITH 3.75 INTEREST FIXED RATE. Sellers willing to install or give a credit for a Refrigerator, Washer, and Dryer*** Welcome to 10031 Bedtime Story Drive—where comfort, convenience, and community come together in one incredible home. Perfectly positioned on a premium corner lot in the sought-after Storey Grove neighborhood, this spacious 4-bedroom, 4-bathroom

  Tyler Somers KELLER WILLIAMS REALTY AT THE PARKS

  10031 Bedtime Story Dr, Winter Garden, FL 34787
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  $390,000

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

  14501 Grove Resort Ave Unit 2623, Winter Garden, FL 34787

  6th Floor Water View – Fully Furnished, Modern Condo at The Grove Resort!Experience the best of Orlando vacation living in this fully furnished 2-bedroom, 2-bath condo in the newest tower at The Grove Resort. This rare layout features two beds in the second bedroom, perfect for families or groups.Enjoy convenient access to the resort’s restaurants, lounge, coffee bar, fitness center,

  Bill Traback MBI REALTY LLC

  14501 Grove Resort Ave Unit 2623, Winter Garden, FL 34787
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  /65

  $1,165,000

  • 6 Beds
  • 4 Baths
  • 4,124 Sq Ft

  5391 Golden Apple Dr, Winter Garden, FL 34787

  Rarely available Arlington w/ Bonus by Dream Finders Homes, set on one of the largest and most private lots in Wincey Groves — approximately 0.32 acre with no rear neighbors and a west-facing backyard that captures spectacular sunsets. Built in 2021 and meticulously upgraded, this 6 bed, 4 bath residence offers over 4,000 sq ft of living space and over 5,000 sq ft total under the roof, including

  Eve Metlis WATSON REALTY CORP

  5391 Golden Apple Dr, Winter Garden, FL 34787
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  $760,900 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,296+ Sq Ft

  Frost Plan at Northlake at Ovation, Winter Garden, FL 34787

  RockWell Homes Builder

  17551 Lake Star Rd Unit 36901645, Winter Garden, FL 34787
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  $735,900 New Construction

  • 4 Beds
  • 2.5 - 3.5 Baths
  • 2,889+ Sq Ft

  Eliot Plan at Northlake at Ovation, Winter Garden, FL 34787

  RockWell Homes Builder

  17551 Lake Star Rd Unit 36901640, Winter Garden, FL 34787
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  $700,900 New Construction

  • 4 - 5 Beds
  • 3.5 - 4.5 Baths
  • 2,670+ Sq Ft

  Faulkner Plan at Northlake at Ovation, Winter Garden, FL 34787

  RockWell Homes Builder

  17551 Lake Star Rd Unit 36901635, Winter Garden, FL 34787
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  $645,900 New Construction

  • 3 - 4 Beds
  • 2.5 - 3.5 Baths
  • 2,120+ Sq Ft

  Hemingway Plan at Northlake at Ovation, Winter Garden, FL 34787

  RockWell Homes Builder

  17551 Lake Star Rd Unit 36901616, Winter Garden, FL 34787
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  $697,900 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,296+ Sq Ft

  Frost Plan at Harvest at Ovation - 50's, Winter Garden, FL 34787

  RockWell Homes Builder

  15069 Summer Harvest St Unit 36901584, Winter Garden, FL 34787
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  $675,900 New Construction

  • 4 Beds
  • 2.5 - 3.5 Baths
  • 2,889+ Sq Ft

  Eliot Plan at Harvest at Ovation - 50's, Winter Garden, FL 34787

  RockWell Homes Builder

  15069 Summer Harvest St Unit 36901564, Winter Garden, FL 34787
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  $662,900 New Construction

  • 4 - 5 Beds
  • 3.5 - 4.5 Baths
  • 2,670+ Sq Ft

  Faulkner Plan at Harvest at Ovation - 50's, Winter Garden, FL 34787

  RockWell Homes Builder

  15069 Summer Harvest St Unit 36901451, Winter Garden, FL 34787

Showing Results 481 - 520, Page 13 of 18