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34787 Homes For Sale & 34787 FL Real Estate

Home For Sale $699,888

Charming home featuring a three-car garage, manicured lawn, and beautiful landscaping with inviting front door at 714 Regina Cir, Oakland, FL 34787
View Details 52 Photos
Charming home featuring a three-car garage, manicured lawn, and beautiful landscaping at 714 Regina Cir, Oakland, FL 34787
Well-maintained home featuring a three-car garage, lush landscaping, and inviting curb appeal at 714 Regina Cir, Oakland, FL 34787
Beautiful home features a three-car garage, manicured lawn, and mature trees for added curb appeal at 714 Regina Cir, Oakland, FL 34787
On Market Today

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2832

  • Year Built

    2003

  • $/SqFt

    $247

Don’t miss your chance—schedule a showing today! CENTURY 21 CARIOTI.

Home For Sale $519,888

Charming single-story home with stone accents, manicured landscaping and a brick walkway leading to the front door at 8262 Bayview Crossing Dr, Winter Garden, FL 34787
View Details 42 Photos
Charming single-story home with stone accents, manicured landscaping and a brick walkway leading to the front door at 8262 Bayview Crossing Dr, Winter Garden, FL 34787
Charming single-story home with stone accents, manicured landscaping and a fenced front yard at 8262 Bayview Crossing Dr, Winter Garden, FL 34787
Charming single-story home with stone accents, manicured landscaping and a brick walkway leading to the front door at 8262 Bayview Crossing Dr, Winter Garden, FL 34787
On Market Today

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1685

  • Year Built

    2016

  • $/SqFt

    $309

Schedule your private tour today and experience all that this home has to offer! CENTURY 21 CARIOTI.

Home For Sale $2,480,000

Charming two-story home with a well-manicured lawn, three-car garage, and beautiful stone accents at 16054 Johns Lake Overlook Dr, Winter Garden, FL 34787
View Details 96 Photos
Stunning aerial view of a two-story home with a three-car garage that is located on the water at 16054 Johns Lake Overlook Dr, Winter Garden, FL 34787
Beautiful aerial view of landscaped home with dock on the water and manicured lawn at 16054 Johns Lake Overlook Dr, Winter Garden, FL 34787
Lakefront two-story home with well-kept landscaping and a private dock for enjoying the water at 16054 Johns Lake Overlook Dr, Winter Garden, FL 34787
On Market For 3 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    5253

  • Year Built

    2015

  • $/SqFt

    $472

Hickory Hammock - Call to set up an appointment. EMPIRE NETWORK REALTY.

Home For Sale $899,000

Inviting home with a well manicured lawn and lovely stone accented entry at 408 Egret Place Dr, Winter Garden, FL 34787
View Details 52 Photos
Beautiful aerial shot of a home near a tranquil pond and lush green surroundings at 408 Egret Place Dr, Winter Garden, FL 34787
Stylish living room featuring a modern accent wall and comfortable leather seating at 408 Egret Place Dr, Winter Garden, FL 34787
Well-equipped kitchen boasts granite countertops, stainless appliances and breakfast bar at 408 Egret Place Dr, Winter Garden, FL 34787
On Market For 4 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4247

  • Year Built

    2012

  • $/SqFt

    $212

Contact me for a private showing. CLOCK TOWER REALTY.

Home For Sale $894,900

Stunning two-story home featuring a three-car garage, lush landscaping, and a beautiful dusk sky at 13044 Lakeshore Grove Dr, Winter Garden, FL 34787
View Details 62 Photos
Beautiful two-story home with a three-car garage, lush landscaping, and well-manicured lawn at 13044 Lakeshore Grove Dr, Winter Garden, FL 34787
Elegant two-story home boasts a three-car garage and well-manicured lawn, reflecting sophisticated curb appeal at 13044 Lakeshore Grove Dr, Winter Garden, FL 34787
Expansive two-story home featuring a three-car garage, lush lawn, and mature landscaping at 13044 Lakeshore Grove Dr, Winter Garden, FL 34787
On Market For 2 Days

  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    3775

  • Year Built

    2000

  • $/SqFt

    $237

Don’t miss your chance to own this incredible home—schedule your private tour today! REALTY HUB.

Home For Sale $535,000

Charming two-story home boasts a well-maintained lawn and sleek black fence, creating a welcoming curb appeal at 12272 Bracco St, Winter Garden, FL 34787
View Details 46 Photos
Inviting two-story home featuring a landscaped yard and a modern black fence, exuding suburban charm at 12272 Bracco St, Winter Garden, FL 34787
Charming front porch with brick walkway, complemented by lush landscaping and a cozy, inviting ambiance at 12272 Bracco St, Winter Garden, FL 34787
Welcoming front porch offers an outdoor dining area, perfect for enjoying the pleasant neighborhood views at 12272 Bracco St, Winter Garden, FL 34787
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1770

  • Year Built

    2024

  • $/SqFt

    $302

Don't miss out! Call for your showing today! RE/MAX ASSURED.

Home For Sale $499,000

Charming single-story home featuring stone accents, a well-manicured yard, and a concrete driveway leading to an attached garage at 1663 Markel Dr. Dr, Winter Garden, FL 34787
View Details 40 Photos
Bright dining room with tiled floors, a decorative chandelier, and a view into the entryway through an arched doorway at 1663 Markel Dr. Dr, Winter Garden, FL 34787
Dining room featuring tile flooring, a chandelier, and a sunlit window providing natural light at 1663 Markel Dr. Dr, Winter Garden, FL 34787
Open-concept dining area with tile floors and arched doorways leading to the living room and kitchen, creating a flow at 1663 Markel Dr. Dr, Winter Garden, FL 34787
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1783

  • Year Built

    2002

  • $/SqFt

    $280

Don’t miss your chance to own a slice of paradise with plenty of room to spread out — all in the highly desirable Winter Garden area! DENIZ REALTY PARTNERS LLC.

Home For Sale $1,050,000

Charming two-story home with three-car garage and beautifully landscaped front yard at 9567 Meadow Hunt Way, Winter Garden, FL 34787
View Details 59 Photos
Inviting front porch with stylish arches and white railing, perfect for relaxing outdoors at 9567 Meadow Hunt Way, Winter Garden, FL 34787
Bright living room with soaring ceilings, marble fireplace, and luxurious seating arrangement at 9567 Meadow Hunt Way, Winter Garden, FL 34787
Spacious living room featuring a fireplace, lots of natural light, and a seamless indoor-outdoor flow at 9567 Meadow Hunt Way, Winter Garden, FL 34787
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4305

  • Year Built

    2019

  • $/SqFt

    $244

This home offers the perfect combination of luxury, convenience, and community living. Please call for showing. INTEREALTY SERVICE.

Home For Sale $950,000

Elegant two-story home with a three-car garage, manicured landscaping and a paver driveway at 14003 Hampshire Bay Cir, Winter Garden, FL 34787
View Details 60 Photos
Elegant two-story home with a three-car garage, manicured landscaping and a paver driveway at 14003 Hampshire Bay Cir, Winter Garden, FL 34787
Street view showing the well manicured lawns and exteriors of surrounding homes in the neighborhood at 14003 Hampshire Bay Cir, Winter Garden, FL 34787
Open double front doors lead to a paver walkway and manicured front yard at 14003 Hampshire Bay Cir, Winter Garden, FL 34787
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4015

  • Year Built

    2005

  • $/SqFt

    $237

Priced to sell—don’t miss out! BUYER REBATES REALTY.

Home For Sale $745,000

Well maintained single story home featuring a 3-car garage and manicured lawn at 721 Lake Cove Pointe Cir, Winter Garden, FL 34787
View Details 55 Photos
Charming single story home boasts a well-manicured lawn and three car garage at 721 Lake Cove Pointe Cir, Winter Garden, FL 34787
Beautiful single-story home with well-kept lawn, three-car garage, and mature trees at 721 Lake Cove Pointe Cir, Winter Garden, FL 34787
Inviting entrance featuring tile floors, glass paned doors, and a stylish bar cabinet at 721 Lake Cove Pointe Cir, Winter Garden, FL 34787
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2475

  • Year Built

    2012

  • $/SqFt

    $301

New Screening for Outdoor Living Room Early 2025 COLDWELL BANKER REALTY.

Pended $745,000

Well-maintained two-story home featuring a two-car garage, mature trees, and landscaped front yard at 2644 Slagrove Ct, Winter Garden, FL 34787
View Details 40 Photos
Bright living room featuring tile entry, hardwood floors, and a large window at 2644 Slagrove Ct, Winter Garden, FL 34787
Cozy living room featuring hardwood floors, a leather sofa, and natural light at 2644 Slagrove Ct, Winter Garden, FL 34787
Welcoming foyer featuring hardwood floors, staircase, and natural light at 2644 Slagrove Ct, Winter Garden, FL 34787
On Market For 3 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3336

  • Year Built

    2003

  • $/SqFt

    $223

With quick access to all major highways, this home delivers both seclusion and convenience in a premier location. STOCKWORTH REALTY GROUP.

Home For Sale $720,000

Inviting exterior with well-manicured lawn, lush landscaping, and a three car garage at 15366 Sandfield Loop, Winter Garden, FL 34787
View Details 36 Photos
Bright living room features neutral tones, stylish decor, and sliding doors to the lanai at 15366 Sandfield Loop, Winter Garden, FL 34787
Cozy dining room with elegant chandelier and designer touches at 15366 Sandfield Loop, Winter Garden, FL 34787
Spacious kitchen with stainless steel appliances, granite counters, and center island at 15366 Sandfield Loop, Winter Garden, FL 34787
On Market For 5 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3154

  • Year Built

    2014

  • $/SqFt

    $228

Come experience the charm and comforts of this well-kept gem in one of Winter Garden’s most desirable communities! WEMERT GROUP REALTY LLC.

Home For Sale $716,195

Charming single-story home with stone accents, a tile roof, and a spacious two-car garage at 5254 Citrus Leaf Blvd, Winter Garden, FL 34787
View Details 1 Photo
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2080

  • Year Built

    2025

  • $/SqFt

    $344

Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind. MERITAGE HOMES OF FL REALTY.

Home For Sale $705,000

Beautiful home featuring a well-manicured lawn, brick driveway, and a two-car garage under a colorful, picturesque sunset at 743 Brooks Field Drive Dr, Winter Garden, FL 34787
View Details 50 Photos
Sprawling aerial view showcasing a neighborhood filled with modern homes and lush greenery and a glimpse of the lake at 743 Brooks Field Drive Dr, Winter Garden, FL 34787
Expansive aerial view capturing a well-planned residential area with tree-lined streets and manicured lawns near a lake at 743 Brooks Field Drive Dr, Winter Garden, FL 34787
Charming single-story home boasting a lush green lawn, brick driveway, and a convenient two-car garage at 743 Brooks Field Drive Dr, Winter Garden, FL 34787
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3027

  • Year Built

    2019

  • $/SqFt

    $233

Mcallister Landing - Don’t miss this opportunity of living in this thriving community. Schedule your private showing today! HILL'S PREMIER REALTY LLC.

Home For Sale $650,000

Charming single Gathering home featuring a landscaped front yard and welcoming entrance at dusk at 1667 Spring Loop Way, Winter Garden, FL 34787
View Details 37 Photos
Charming single Gathering home featuring a landscaped front yard and welcoming entrance on a clear day at 1667 Spring Loop Way, Winter Garden, FL 34787
Bright sitting area with neutral furniture, large windows, and light wood floors at 1667 Spring Loop Way, Winter Garden, FL 34787
Open living space featuring large windows, skylights and a seating area at 1667 Spring Loop Way, Winter Garden, FL 34787
On Market For 3 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2007

  • Year Built

    1993

  • $/SqFt

    $324

Crown Point Springs - Whether you’re enjoying your morning coffee on the charming front porch or exploring all that Winter Garden has to offer, you’ll love being in the heart of the sought-after Golf Cart District—just a short ride to downtown’s shops, dining, farmers ma HOMEVEST REALTY.

Home For Sale $644,900

Charming single-story home featuring a well-manicured front yard, a two-car garage, and a welcoming covered entry at 16527 Sea Glass St, Winter Garden, FL 34787
View Details 97 Photos
Beautiful community water feature and entrance in the community of Waterleigh with palm trees, blue tile and stone features at 16527 Sea Glass St, Winter Garden, FL 34787
Charming single-story home featuring a well-manicured front yard, a two-car garage, and a welcoming covered entry at 16527 Sea Glass St, Winter Garden, FL 34787
Inviting single-Gathering home showcases a landscaped front yard with flowering shrubs, a cozy porch with a bench, and a two-car garage at 16527 Sea Glass St, Winter Garden, FL 34787
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2117

  • Year Built

    2020

  • $/SqFt

    $305

Schedule your private tour today—this one won’t last long! AGENT TRUST REALTY CORPORATION.

Home For Sale $625,000

Charming single-story home featuring a well-manicured lawn, lush landscaping, and a welcoming front porch at 690 Cascading Creek Ln, Winter Garden, FL 34787
View Details 78 Photos
Charming single-story home featuring a well-manicured lawn, lush landscaping, and a welcoming front porch at 690 Cascading Creek Ln, Winter Garden, FL 34787
Beautifully landscaped home showcasing a manicured lawn, trimmed hedges, and a welcoming front porch at 690 Cascading Creek Ln, Winter Garden, FL 34787
Inviting single-story home with a green lawn, beautiful landscaping, and fenced in yard at 690 Cascading Creek Ln, Winter Garden, FL 34787
On Market For 4 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2365

  • Year Built

    2005

  • $/SqFt

    $264

Don't miss your chance to own this move-in ready gem and schedule your private showing today. CENTURY 21 CARIOTI.

Home For Sale $549,900

Charming one-story home featuring a manicured front lawn and a classic double-door entrance at 1046 Island Pointe Dr, Winter Garden, FL 34787
View Details 21 Photos
Bright foyer showcasing hardwood floors, elegant lighting, and a view to the front door at 1046 Island Pointe Dr, Winter Garden, FL 34787
Spacious living room with hardwood floors, flowing into the open-concept kitchen and dining area at 1046 Island Pointe Dr, Winter Garden, FL 34787
Bright kitchen features white cabinets, stainless appliances, and a breakfast bar overlooking the living area at 1046 Island Pointe Dr, Winter Garden, FL 34787
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1957

  • Year Built

    2000

  • $/SqFt

    $281

Island Pointe - NEW ROOF, NEW HVAC, NEW WATER HEATER, NEW POOL PUMP, The only thing left to do is move in. Schedule your showing today! OFFERPAD BROKERAGE FL, LLC.

Home For Sale $465,000

Charming two-story home featuring a two-car garage and well-maintained landscaping at 343 Grand Royal Cir, Winter Garden, FL 34787
View Details 38 Photos
Well-manicured lawn and landscaping surround this charming home on a corner lot at 343 Grand Royal Cir, Winter Garden, FL 34787
Inviting front entrance featuring a bright red door and manicured shrubs at 343 Grand Royal Cir, Winter Garden, FL 34787
Carpeted staircase with white banister and wood handrail leads to the upper level at 343 Grand Royal Cir, Winter Garden, FL 34787
*POTENTIAL GREAT VALUE
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2260

  • Year Built

    2001

  • $/SqFt

    $206

Regal Pointe - What a wonderful place to call home. RE/MAX PRIME PROPERTIES.

Pended $2,199,000

Beautiful white home featuring a brick driveway, front porch with rocking chairs, and a three-car garage at 907 Celadon St, Winter Garden, FL 34787
View Details 72 Photos
Charming home with a welcoming front porch, featuring rocking chairs and lush landscaping at 907 Celadon St, Winter Garden, FL 34787
Spacious three-car garage showcasing white doors, a brick driveway, and meticulous landscaping at 907 Celadon St, Winter Garden, FL 34787
Bright foyer with wood floors, French doors leading to an office, and a view of the front yard at 907 Celadon St, Winter Garden, FL 34787
On Market For 4 Days

  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    5247

  • Year Built

    2020

  • $/SqFt

    $419

Oakland Park - All this—just a short golf cart ride from historic downtown Winter Garden, where you can enjoy vibrant dining, shopping, and year-round events at Plant Street Market and much more!! ! THE REAL ESTATE COLLECTION LLC.

Home For Sale $1,495,000

Beautiful two-story home with a brick driveway, manicured lawn, and vibrant landscaping offering excellent curb appeal at 10139 Austrina Oak Loop, Winter Garden, FL 34787
View Details 83 Photos
Attractive two-story home featuring a brick driveway, manicured landscaping, two-car garage, and covered porch at 10139 Austrina Oak Loop, Winter Garden, FL 34787
Back of the house featuring a beautiful pool area with a screened-in lanai and comfortable seating at 10139 Austrina Oak Loop, Winter Garden, FL 34787
Cozy front porch featuring comfortable seating and decorative plants, perfect for relaxing outdoors at 10139 Austrina Oak Loop, Winter Garden, FL 34787
On Market For 6 Days

  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    4493

  • Year Built

    2019

  • $/SqFt

    $333

Watermark - Contact us now to schedule a private showing of this beautiful home! RE/MAX TOWN CENTRE.

Home For Sale $1,350,000

Breathtaking aerial view of lakeside community with waterfront homes and private boat docks at 14906 Speer Lake Dr, Winter Garden, FL 34787
View Details 57 Photos
Stunning two-story home with beautiful blue facade and landscaped front yard overlooking the water at 14906 Speer Lake Dr, Winter Garden, FL 34787
Beautifully landscaped front yard with brick paver driveway leading to a charming two-story home at 14906 Speer Lake Dr, Winter Garden, FL 34787
Inviting exterior showcasing a well-maintained home with a three-car garage and manicured landscaping at 14906 Speer Lake Dr, Winter Garden, FL 34787
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3640

  • Year Built

    2015

  • $/SqFt

    $371

Call to schedule your private showing. FOLIO REALTY LLC.

Home For Sale $855,000

Charming two-story home with a brick driveway, beautiful landscaping, and a large palm tree at 15242 Heron Hideaway Cir, Winter Garden, FL 34787
View Details 47 Photos
Beautiful two-story home with red door and shutters and well-manicured landscaping at 15242 Heron Hideaway Cir, Winter Garden, FL 34787
Aerial view of a community with a tennis court, a community pool, and ponds and lakes at 15242 Heron Hideaway Cir, Winter Garden, FL 34787
Aerial view of a community with a pool, a tennis court, ponds, and mature trees at 15242 Heron Hideaway Cir, Winter Garden, FL 34787
*POTENTIAL GREAT VALUE
On Market For 5 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4247

  • Year Built

    2012

  • $/SqFt

    $201

Johns Lake Pointe - Welcome to your dream lifestyle—welcome home. THOMAS LYNNE REALTY GROUP LLC.

Home For Sale $750,000

Charming single-story home with lush landscaping and a welcoming brick-paved driveway at 2127 Bay Line Rd, Oakland, FL 34787
View Details 45 Photos
Inviting covered front porch with comfortable bench seating and verdant tropical landscaping at 2127 Bay Line Rd, Oakland, FL 34787
Bright foyer with a decorative front door, bench, and light wood-look tile flooring at 2127 Bay Line Rd, Oakland, FL 34787
Open-concept kitchen with a large island, granite countertops, and stainless steel appliances at 2127 Bay Line Rd, Oakland, FL 34787
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2858

  • Year Built

    2019

  • $/SqFt

    $262

HOMEVEST REALTY.

Home For Sale $679,000

Charming single-story home featuring a brick driveway and attached two-car garage at 5511 Orange Orchard Dr, Winter Garden, FL 34787
View Details 47 Photos
Inviting single-story home with a brick driveway, a covered porch, and an attached garage at 5511 Orange Orchard Dr, Winter Garden, FL 34787
Attractive single-story home featuring a brick driveway, a covered porch, and an attached two-car garage at 5511 Orange Orchard Dr, Winter Garden, FL 34787
Modern, white kitchen featuring an island with seating, stainless steel appliances, and pendant lighting at 5511 Orange Orchard Dr, Winter Garden, FL 34787
On Market For 4 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2270

  • Year Built

    2020

  • $/SqFt

    $299

The area boasts a strong sense of community, with frequent neighborhood events and a welcoming atmosphere. Schedule a showing today! KELLER WILLIAMS ADVANTAGE III.

Home For Sale $560,980

Charming two-story home with a welcoming front porch and beautifully landscaped front yard at 11957 Bracco St, Winter Garden, FL 34787
View Details 1 Photo
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1985

  • Year Built

    2024

  • $/SqFt

    $283

* Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind. MERITAGE HOMES OF FL REALTY.

Home For Sale $500,000

Charming two-story home featuring a welcoming front porch and beautifully landscaped front yard at 11941 Bracco St, Winter Garden, FL 34787
View Details 1 Photo
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1788

  • Year Built

    2024

  • $/SqFt

    $280

* Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind. MERITAGE HOMES OF FL REALTY.

Home For Sale $1,650,000

Charming home featuring a white picket fence, covered porch, and a beautifully landscaped front yard at 217 W Bay St, Winter Garden, FL 34787
View Details 78 Photos
Attractive home boasting a carport, gravel driveway, and a neatly maintained lawn with lush landscaping at 217 W Bay St, Winter Garden, FL 34787
Open kitchen featuring a large island, stainless steel appliances, and a view to the dining area at 217 W Bay St, Winter Garden, FL 34787
Well-appointed kitchen boasting stainless steel appliances, sleek countertops, and modern fixtures at 217 W Bay St, Winter Garden, FL 34787
On Market For 6 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    2800

  • Year Built

    2025

  • $/SqFt

    $589

Do not miss the opportunity to make this your home and live the Winter Garden Lifestyle in this most desirable and enchanting place! ! WATSON REALTY CORP..

Home For Sale $1,250,000

Charming two-story home with a brick driveway, two-car garage, tile roof, and well-maintained landscaping at 8210 Topsail Pl, Winter Garden, FL 34787
View Details 77 Photos
Charming two-story home with a three car garage, brick-paved driveway, covered entry, and well manicured lawn at 8210 Topsail Pl, Winter Garden, FL 34787
Charming front porch with stone accents, wooden door, tile flooring, and a view of the landscaped yard at 8210 Topsail Pl, Winter Garden, FL 34787
Elegant wooden front door with a modern black handle and lock, complemented by a white door frame at 8210 Topsail Pl, Winter Garden, FL 34787
On Market For 5 Days

  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    4284

  • Year Built

    2020

  • $/SqFt

    $292

Call today to schedule your private tour today. KELLER WILLIAMS ELITE PARTNERS III REALTY.

Home For Sale $794,480

Charming one-story home featuring a beige exterior, attached garage, and well-manicured lawn at 12869 Harvest Rain Ave, Winter Garden, FL 34787
View Details 19 Photos
Detailed floor plan showcasing the layout of the home, including bedrooms, bathrooms, and living spaces at 12869 Harvest Rain Ave, Winter Garden, FL 34787
Bright kitchen features white cabinets, stainless steel appliances, a marble backsplash and a large countertop at 12869 Harvest Rain Ave, Winter Garden, FL 34787
Bright main bedroom with neutral walls, tile floors, tray ceiling, and large windows at 12869 Harvest Rain Ave, Winter Garden, FL 34787
On Market For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    2837

  • Year Built

    2025

  • $/SqFt

    $280

Structural options added include: Gourmet kitchen, deluxe primary bath, 8' interior doors, and outdoor kitchen rough-in. TAYLOR MORRISON REALTY OF FLORIDA INC.

Home For Sale $783,555

Charming single-story home with a two-car garage, inviting curb appeal, and manicured landscaping at 12863 Harvest Rain Ave, Winter Garden, FL 34787
View Details 24 Photos
Detailed floorplan showcasing the layout of the home, including bedrooms, bathrooms, kitchen, and living spaces at 12863 Harvest Rain Ave, Winter Garden, FL 34787
Modern kitchen featuring gray cabinets, a large center island, stainless steel appliances, and sleek countertops at 12863 Harvest Rain Ave, Winter Garden, FL 34787
Serene bedroom with neutral tones, plush carpeting, and natural light streaming through the windows at 12863 Harvest Rain Ave, Winter Garden, FL 34787
On Market For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2858

  • Year Built

    2025

  • $/SqFt

    $274

Structural options added include: Gourmet kitchen, extended covered lanai, and 8' interior doors. TAYLOR MORRISON REALTY OF FLORIDA INC.

Home For Sale $630,000

Charming two-story home featuring a covered entry, neat landscaping, and a cozy front porch at 15929 Moonlight Bay St, Winter Garden, FL 34787
View Details 11 Photos
Modern living room features a sleek entertainment center, stylish decor, and plenty of storage at 15929 Moonlight Bay St, Winter Garden, FL 34787
Bright kitchen showcases white cabinetry, stainless steel appliances, and an elegant backsplash at 15929 Moonlight Bay St, Winter Garden, FL 34787
Stairway features wooden treads and white risers leading to the upper level at 15929 Moonlight Bay St, Winter Garden, FL 34787
On Market For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2290

  • Year Built

    2021

  • $/SqFt

    $275

Waterleigh - Come And Explore This Area Where You Can Enjoy Disney Fireworks From Home. Location Location Location. VALSTAR REALTY LLC.

Home For Sale $575,000

Charming single Gathering home featuring a manicured lawn and covered front entryway at 4591 Gliding Wave St, Winter Garden, FL 34787
View Details 53 Photos
Inviting home featuring a covered entryway and beautiful, low-maintenance landscaping at 4591 Gliding Wave St, Winter Garden, FL 34787
Welcoming foyer features dark hardwood floors and a decorative accent table at 4591 Gliding Wave St, Winter Garden, FL 34787
Cozy living room view into the foyer through glass French doors at 4591 Gliding Wave St, Winter Garden, FL 34787
On Market For 6 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2144

  • Year Built

    2022

  • $/SqFt

    $268

Do not miss out on your chance to make this home your Florida oasis, schedule your private showing today! COLDWELL BANKER REALTY.

Home For Sale $499,900

Charming single Gathering home featuring a two-car garage and mature landscaping at 2407 Oakington St, Winter Garden, FL 34787
View Details 22 Photos
Landscaped front yard with a mulch bed, plants, and green grass at 2407 Oakington St, Winter Garden, FL 34787
Home entryway with black front door framed by columns and potted plants at 2407 Oakington St, Winter Garden, FL 34787
Open-concept living room featuring luxury vinyl plank flooring and vaulted ceilings at 2407 Oakington St, Winter Garden, FL 34787
On Market For 5 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1755

  • Year Built

    2003

  • $/SqFt

    $285

Nearby Schools: • Whispering Oak Elementary School (10/10 rating) • SunRidge Middle School (7/10 rating) • West Orange High School (6/10 rating) Don’t miss the opportunity to own this exceptional home in one of Winter Garden’s most sought-after communities. RE/MAX PRIME PROPERTIES.

Home For Sale $2,500,000

Stunning aerial view of a secluded waterfront property with lush landscaping on a private island at 13377 Lake Butler Blvd, Winter Garden, FL 34787
View Details 28 Photos
Beautiful lakefront home with a private dock and swimming pool, nestled in a serene, wooded landscape at 13377 Lake Butler Blvd, Winter Garden, FL 34787
Grand foyer with a striking wood accent wall, stone floors, a modern staircase, and a bright entryway at 13377 Lake Butler Blvd, Winter Garden, FL 34787
Modern kitchen with stainless steel appliances, a center island with seating, and stone tile flooring at 13377 Lake Butler Blvd, Winter Garden, FL 34787
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4961

  • Year Built

    1990

  • $/SqFt

    $504

Value is in the land -- get a free house! BLUE MAGNOLIA REALTY LLC.

Home For Sale $790,000

Charming two-story home with a three car garage and well-manicured lawn and landscaping at 2704 Gorst Rd, Winter Garden, FL 34787
View Details 49 Photos
Relaxing screened-in pool overlooking a serene lake, perfect for outdoor enjoyment and entertaining at 2704 Gorst Rd, Winter Garden, FL 34787
Expansive property featuring a well-maintained lawn, mature trees, and inviting curb appeal at 2704 Gorst Rd, Winter Garden, FL 34787
Charming two-story home with a three car garage and well-manicured lawn and landscaping at 2704 Gorst Rd, Winter Garden, FL 34787
On Market For 7 Days

  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    3014

  • Year Built

    2003

  • $/SqFt

    $262

Don’t miss your chance to live the Florida lifestyle at its finest. Schedule your private tour today! TEAMCONNECT REALTY LLC.

Home For Sale $690,000

Stunning two-story home featuring a three-car garage, well-manicured lawn, and covered front porch at 18219 Oliver Twist Way, Winter Garden, FL 34787
View Details 38 Photos
Inviting hallway with neutral paint, white trim, and ceramic tile flooring throughout main living area at 18219 Oliver Twist Way, Winter Garden, FL 34787
Modern kitchen with granite countertops, a spacious island, stainless appliances and gray wood cabinetry at 18219 Oliver Twist Way, Winter Garden, FL 34787
Comfortable living room with large windows and sliding glass doors to a patio and modern light fixture at 18219 Oliver Twist Way, Winter Garden, FL 34787
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2683

  • Year Built

    2021

  • $/SqFt

    $257

Storey Grove - Situated in Horizon West, near to 191 and 429 to Disney world U S GLORY REALTY.

Home For Sale $579,500

Charming two-story home showcasing verdant landscaping, shrubs, and a brick walkway at 16043 Pebble Bluff Loop, Winter Garden, FL 34787
View Details 53 Photos
Exterior view showcasing the home's architectural style and surrounding landscaping at 16043 Pebble Bluff Loop, Winter Garden, FL 34787
Inviting front exterior with lush landscaping, showcasing the home's curb appeal at 16043 Pebble Bluff Loop, Winter Garden, FL 34787
Inviting front exterior with lush landscaping, showcasing the home's curb appeal at 16043 Pebble Bluff Loop, Winter Garden, FL 34787
On Market For 7 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2170

  • Year Built

    2018

  • $/SqFt

    $267

Ideal for families looking for a blend of indoor luxury and outdoor vibrancy, this property promises a balanced life amidst the lively locale of Winter Garden. ORLANDO REGIONAL PROPERTY MANAGEMENT.

Home For Sale $985,000

Charming two-story home featuring a stone facade, manicured landscaping, and a paved driveway at 1078 Vinsetta Cir, Winter Garden, FL 34787
View Details 100 Photos
Beautiful two-story home showcasing well-maintained landscaping and a paved driveway leading to the garage at 1078 Vinsetta Cir, Winter Garden, FL 34787
Aerial view of a stunning home and its surroundings with a beautiful pond in the neighborhood at 1078 Vinsetta Cir, Winter Garden, FL 34787
Inviting living room with high ceilings, elegant decor, and an ornate front door with leaded glass at 1078 Vinsetta Cir, Winter Garden, FL 34787
*POTENTIAL GREAT VALUE
On Market For 8 Days

  • Bedrooms

    6

  • Full Bath(s)

    4

  • Sq. Ft.

    4733

  • Year Built

    2014

  • $/SqFt

    $208

Avalon Reserve Village - Don’t miss out on this wonderful opportunity for your dream home in Winter Garden! GILKEY REAL ESTATE.

Home For Sale $975,000

Charming two-story home featuring a double porch, columns, and landscaped yard at 908 Tilden Oaks Trl, Winter Garden, FL 34787
View Details 91 Photos
Charming two-story home showcasing a double porch, columns, and swing at 908 Tilden Oaks Trl, Winter Garden, FL 34787
Stunning two-story home featuring a double porch, beautiful landscaping, and a cozy swing at 908 Tilden Oaks Trl, Winter Garden, FL 34787
Beautiful two-story home with a double porch, swing, chairs, and professionally landscaped yard at 908 Tilden Oaks Trl, Winter Garden, FL 34787
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2683

  • Year Built

    2022

  • $/SqFt

    $363

Welcome to a life where every detail is designed for harmony, at 908 Tilden Oaks Trail. COMPASS FLORIDA LLC.

Home For Sale $650,000

Charming single-story home with a lush green lawn, mature trees, and well-maintained landscaping at 97 Desiree Aurora St, Winter Garden, FL 34787
View Details 29 Photos
Charming single-story home with a lush green lawn, mature trees, and well-maintained landscaping at 97 Desiree Aurora St, Winter Garden, FL 34787
Open kitchen featuring stainless steel appliances, granite countertops, and hardwood flooring at 97 Desiree Aurora St, Winter Garden, FL 34787
Open kitchen featuring stainless steel appliances, granite countertops, and hardwood flooring at 97 Desiree Aurora St, Winter Garden, FL 34787
On Market For 7 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1853

  • Year Built

    2001

  • $/SqFt

    $351

Combining modern updates, privacy, and prime location, this move-in-ready home is a rare opportunity in one of Winter Garden’s most desirable gated communities. HOMEVEST REALTY.

Home For Sale $624,875

Charming two-story home featuring blue shutters, a covered porch, and well-maintained landscaping at 14522 Old Thicket Trace, Winter Garden, FL 34787
View Details 63 Photos
Side view of a charming two-story home with well-maintained landscaping and a spacious front yard at 14522 Old Thicket Trace, Winter Garden, FL 34787
View from the front porch featuring white columns, a brick path, and lush landscaping at 14522 Old Thicket Trace, Winter Garden, FL 34787
Spacious front porch with white railings and columns, offering a view of the landscaped yard at 14522 Old Thicket Trace, Winter Garden, FL 34787
On Market For 8 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2717

  • Year Built

    2006

  • $/SqFt

    $230

Signature Lakes - Shopping & Restaurants near by. Excellent Winter Garden Schools!. WATSON REALTY CORP.

Home For Sale $870,000

Beautiful home exterior featuring a stone facade, arched entry, and a two-car garage with a brick driveway at 15079 Guava Bay Dr, Winter Garden, FL 34787
View Details 40 Photos
Charming home exterior with stucco and stone accents, landscaped yard, and a corner lot near a street intersection at 15079 Guava Bay Dr, Winter Garden, FL 34787
Attractive home with a stone facade, manicured lawn, mature landscaping, and located on the corner at 15079 Guava Bay Dr, Winter Garden, FL 34787
A fenced-in backyard featuring a covered patio with ceiling fans for outdoor enjoyment at 15079 Guava Bay Dr, Winter Garden, FL 34787
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2935

  • Year Built

    2020

  • $/SqFt

    $296

Watermark - Don’t miss the opportunity to own this exceptional Winter Garden property – schedule your private tour today! EXP REALTY LLC.

Home For Sale $699,000

Charming single-story home featuring well-manicured landscaping and a brick-paved driveway at 14517 Black Lake Preserve St, Winter Garden, FL 34787
View Details 43 Photos
Spacious living room featuring tile flooring and neutral paint tones at 14517 Black Lake Preserve St, Winter Garden, FL 34787
Bright dining area with tiled floors and a view from the window at 14517 Black Lake Preserve St, Winter Garden, FL 34787
Open-concept living area featuring neutral paint, tiled floors and access to the backyard at 14517 Black Lake Preserve St, Winter Garden, FL 34787
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2569

  • Year Built

    2016

  • $/SqFt

    $272

Black Lake Preserve - Don’t miss your chance to own this move-in-ready home where comfort, convenience, and community come together. Schedule your showing today! TOPSKY REALTY INC.

Home For Sale $639,000

Two-story home with a light yellow exterior, a green two car garage door, and tropical landscaping at 207 Black Springs Ln, Winter Garden, FL 34787
View Details 55 Photos
Charming two-story home with manicured lawn, colorful front door, and vibrant tropical landscaping at 207 Black Springs Ln, Winter Garden, FL 34787
Beautiful two-story home with green shutters, a well-maintained lawn, and mature palm trees at 207 Black Springs Ln, Winter Garden, FL 34787
Aerial view of a two-story home featuring a green garage door, mature palms, and a landscaped front yard at 207 Black Springs Ln, Winter Garden, FL 34787
*POTENTIAL GREAT VALUE
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    3311

  • Year Built

    2007

  • $/SqFt

    $193

Great opportunity for investors or 1st time owners. AFT PROPERTY LLC.

Pended $274,900

Newly renovated home featuring gray siding, black trim and a vibrant red door with updated windows at 232 W Lafayette St, Winter Garden, FL 34787
View Details 17 Photos
Home's exterior featuring gray siding, vibrant red door, updated windows and concrete steps at 232 W Lafayette St, Winter Garden, FL 34787
Charming exterior view showcasing gray siding, updated windows, and a well-maintained foundation at 232 W Lafayette St, Winter Garden, FL 34787
Bright living room features updated flooring, fresh paint, new trim, and large windows at 232 W Lafayette St, Winter Garden, FL 34787
On Market For 9 Days

  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    880

  • Year Built

    1952

  • $/SqFt

    $312

Don’t miss the opportunity to own this charming, turnkey home in one of the area’s most desirable locations! LA ROSA REALTY LLC.

Home For Sale $1,100,000

Charming two-story home with a stone facade, attached two-car garage, and beautifully landscaped front yard at 10699 Petrillo Way, Winter Garden, FL 34787
View Details 38 Photos
Modern kitchen with white cabinets, a large center island, pendant lighting, and stainless steel appliances at 10699 Petrillo Way, Winter Garden, FL 34787
Bright kitchen featuring a large island with barstool seating, alongside an adjacent dining area and staircase at 10699 Petrillo Way, Winter Garden, FL 34787
Spacious kitchen with sleek white cabinets, a center island, stylish backsplash, and modern appliances at 10699 Petrillo Way, Winter Garden, FL 34787
On Market For 10 Days

  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    3670

  • Year Built

    2021

  • $/SqFt

    $300

Winding Bay - Don't miss your chance to own a slice of paradise in Winter Garden—where luxury meets lifestyle in the most enchanting way. DOUGLAS ELLIMAN.

Home For Sale $975,000

Charming two-story home boasts a manicured lawn, symmetrical design, and a convenient two-car garage at 8768 Sonoma Coast Dr, Winter Garden, FL 34787
View Details 66 Photos
Inviting front porch features stone accents, comfortable seating, and lush landscaping for curb appeal at 8768 Sonoma Coast Dr, Winter Garden, FL 34787
Aerial view of a well-maintained property with a dark roof, solar panels, and manicured lawns at 8768 Sonoma Coast Dr, Winter Garden, FL 34787
Relaxing screened-in patio with brick flooring, a built-in fire pit, and an outdoor kitchen area at 8768 Sonoma Coast Dr, Winter Garden, FL 34787
On Market For 10 Days

  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    3416

  • Year Built

    2022

  • $/SqFt

    $285

Waterleigh - Don't you deserve to finally have the house you dream of? schedule your visit ASAP MIHOUSE REALTY LLC.

Home For Sale $950,000

Charming home with a well-manicured lawn, mature trees, and a two-car garage, showcasing its curb appeal at 922 Home Grove Dr, Winter Garden, FL 34787
View Details 50 Photos
Attractive home with a well-kept lawn, palm trees, and a two-car garage, offering a welcoming exterior at 922 Home Grove Dr, Winter Garden, FL 34787
Elegant front entrance with decorative doors, lush landscaping, and architectural columns creating a grand welcome at 922 Home Grove Dr, Winter Garden, FL 34787
Bright foyer with hardwood floors, decorative doors, high ceilings, and a glimpse of the outdoor scenery at 922 Home Grove Dr, Winter Garden, FL 34787
On Market For 6 Days

  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3826

  • Year Built

    2006

  • $/SqFt

    $248

Foxcrest - Schedule your private tour today — this beauty won’t last! COLDWELL BANKER RESIDENTIAL RE.

Home For Sale $629,000

Charming two-story home with a well-manicured lawn and inviting curb appeal at 14314 Pleach St, Winter Garden, FL 34787
View Details 33 Photos
Beautiful two-story home featuring manicured landscaping and a welcoming front porch at 14314 Pleach St, Winter Garden, FL 34787
Inviting front porch leading to a modern interior, showcasing a bright, open doorway at 14314 Pleach St, Winter Garden, FL 34787
Bright and modern foyer with wood-look tile, staircase, and an arched entryway to the living area at 14314 Pleach St, Winter Garden, FL 34787
On Market For 9 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2240

  • Year Built

    2005

  • $/SqFt

    $281

Signature Lakes - Do NOT MISS THE OPPORTUNITY TO SEE IT! ZARIA REALTY GROUP LLC.

Viewing HOMES 1 to 50 of 654

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 407-967-1435 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Altamonte Springs
$515,996
$440,000
142
1.4%
44.4%
79

Apopka
$537,349
$479,000
547
1.6%
45.0%
88

Belle Isle
$860,723
$649,993
21
0.0%
42.9%
62

Casselberry
$442,939
$422,500
108
1.9%
47.2%
66

Celebration
$1,335,939
$1,070,000
49
0.0%
40.8%
95

Champions Gate
$703,916
$712,498
18
0.0%
44.4%
285

Chuluota
$931,520
$704,450
30
0.0%
30.0%
42

Clermont
$581,505
$496,070
722
0.6%
49.7%
77

Gotha
$1,078,262
$689,945
14
0.0%
71.4%
70

Groveland
$490,881
$408,000
260
1.9%
58.5%
88

Harmony
$446,230
$423,900
75
0.0%
32.0%
93

Kissimmee
$515,989
$445,900
2387
1.7%
49.2%
102

Longwood
$754,778
$554,950
228
1.3%
44.3%
68

Maitland
$888,969
$589,450
86
2.3%
53.5%
81

Minneola
$556,150
$533,918
130
0.8%
39.2%
80

Montverde
$1,468,724
$1,095,240
52
0.0%
46.2%
125

Ocoee
$529,663
$490,000
181
1.7%
55.2%
80

Orlando
$692,653
$499,900
3016
1.5%
48.7%
78

Oviedo
$732,791
$649,900
200
0.5%
44.5%
67

Poinciana
$326,786
$314,990
284
1.4%
55.6%
121

Reunion
$1,909,534
$1,125,000
102
1.0%
55.9%
160

Saint Cloud
$646,562
$475,000
129
1.6%
62.8%
217

Sanford
$527,662
$417,990
382
0.8%
50.5%
96

Sorrento
$604,515
$459,333
113
0.9%
47.8%
77

Windermere
$2,065,865
$1,259,000
283
0.4%
48.4%
101

Winter Park
$1,239,116
$730,000
318
0.3%
48.4%
84

Winter Springs
$669,707
$519,500
144
0.7%
50.7%
70

EasyStreet

Call to Schedule a Showing

(407) 967-1435

(407) 967-1435