Between $400,000 - $500,000 Winter Garden FL Real Estate, Homes, Condos for Sale

4 Beds ⋅ 3 Baths ⋅ Hamilton Gardens Ph 2a 2b SubDv. ⋅ 34787 Zip Code

Location, Location, Location! Welcome to this beautiful 4-bedroom home located in the highly desirable Hamilton Gardens community in Winter Garden. Just minutes from Hamlin Town Center, you’ll enjoy convenient access to shopping, restaurants, coffee shops, movie theaters, fitness centers, Publix, and everyday essentials. This spacious home features 4 bedrooms, with all bedrooms conveniently located upstairs, creating a functional layout that offers privacy and separation from the main living areas. Downstairs, you’ll find a versatile flex space that can be used as a home office, study area, playroom, or additional sitting room. The open-concept kitchen features a gas stove, perfect for those who enjoy cooking and entertaining. The kitchen flows seamlessly into the living and dining areas, creating an inviting space for family gatherings and everyday living. Residents of Hamilton Gardens enjoy access to the community swimming pool and beautifully maintained neighborhood amenities. The home is also conveniently located near SR-429, providing quick access to Disney, Downtown Winter Garden, Downtown Orlando, and other major destinations throughout Central Florida. Families will appreciate the excellent school district, including highly rated elementary and middle schools, making this one of the most desirable areas in Winter Garden.

5754 Surprise Lily Drive, Winter Garden

$499,999

2 Beds ⋅ 3 Baths ⋅ Overlook 2/Hamlin Ph 2 & 5 SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Beautiful home in The Cove at Hamlin Now Available. This is part of the highly desirable Overlook at Hamlin community in Winter Garden. This home has been Well Maintained, and Tastefully Upgraded by the Original Owner. Amenities and Upgrades include: Gourmet Kitchen (with 42" Cabinetry, Gas Range, Farmer's Sink, Large Center Island), Hardwood Flooring, Plantation Shutters throughout, Shiplap Accent Walls, Custom Wine Room, and more. Improvements continued to the Outdoors as well with a Large Screened Paver Patio Outdoor Living Area, Summer Kitchen complete with TV mount, and Fenced Yard (wrought iron). Relax on the front porch overlooking the community park, or take advantage of the resort-style amenities including a clubhouse, fitness center, pool, splash pad, pavilion, event space, sports lawn, amphitheater, fire pit, canoes, private boat ramp and playground. Landscaping is maintained by the community. Located just minutes from SR 429, Florida’s Turnpike, shopping, dining, medical facilities, and the major theme parks, this home combines modern comfort with unbeatable convenience in one of Winter Garden’s most sought-after neighborhoods. Don't miss your opportunity to own this amazing home. Schedule your private showing today!

15073 Valverse Alley, Winter Garden

$424,990

3 Beds ⋅ 3 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code

Virtually Staged. Under Construction. SAMPLE IMAGES 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 a versatile loft, providing additional living space or an ideal work-from-home area. With a two-car garage and laundry room conveniently located on the second floor, the Porter combines functionality with comfort, making it a standout home choice.

13303 Peaceful Melody Drive, Winter Garden

$459,000

3 Beds ⋅ 2 Baths ⋅ Covington Chase Ph 2a SubDv. ⋅ 34787 Zip Code

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 429. Disney World and Universal Studios are less than 20 miles away. Don't miss this gem — schedule your showing today!

411 Millwood Place, Winter Garden

$471,000

3 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. Toll Brothers New Construction at Winter Garden Horizonwest. Our Crowley Townhome features a covered entry that leads to an open and expansive living space, kitchen, and dining. The home features a spacious courtyard with access to the detached 2 cars garage. The Primary Bedroom is highlighted by a large walk-in closet and a private bath with dual vanities and separate shower. There's still time to personalize this home with your preferred design upgrades.

12830 Sunset Walk Drive, Winter Garden

$480,000

2 Beds ⋅ 2 Baths ⋅ Grova Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code

Welcome to The Grove Resort & Water Park, a luxury vacation condo-hotel community offers owner privacy and convenience. Located 5 minutes from Walt Disney World, ownership of the largest 2-bedroom provides a family friendly place to vacation and relax. Let's discuss more about this 2B When you step through the door, you enter directly into the living space. The unit features in-unit laundry, with full-size washer and dryer. The kitchen is well-equipped with all major appliances, so you can certainly cook here if desired. The living space is spacious, and also includes a dining area. You can be making $ on the day of closing! Financial statements are available! Please note that this is a condo-hotel, so you could not live here full time due to zoning restrictions

14501 Grove Resort Avenue Unit 3425, Winter Garden

$489,990

4 Beds ⋅ 2 Baths ⋅ Stoneybrook West 47/78 SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully maintained 4-bedroom, 2-bath home located in the highly desirable gated golf community of Stoneybrook West in Winter Garden. This move-in-ready residence features an open and spacious floor plan with separate living and dining areas, high ceilings, abundant natural light, and ceramic tile throughout. The upgraded kitchen offers granite countertops, ample cabinet space, and all appliances are included. The spacious primary suite features a large walk-in closet and an updated bathroom with skylights, dual vanities, a garden tub, and a separate shower. Enjoy outdoor living in the fully fenced backyard with a large patio, perfect for entertaining or relaxing. Recent updates and meticulous care make this home a true standout. Roof replaced in 2022. Property comes with solar panels. Residents enjoy resort-style amenities including a community pool, fitness center, tennis and basketball courts, playgrounds, lake access, fishing pier, boating, and 24-hour guarded gate security. Conveniently located near top-rated schools, shopping, dining, major highways, downtown Winter Garden, and Orlando's world-famous attractions. Don't miss this exceptional opportunity—schedule your private showing today!

2227 Oakington Street, Winter Garden

$400,000

4 Beds ⋅ 3 Baths ⋅ Hawksmoor Ph 3 SubDv. ⋅ 34787 Zip Code

PRICED TO SELL Welcome to your future home in the highly desirable, sought-after Hawksmoor community of Horizon West / Winter Garden.This beautifully maintained, move-in ready 4-bedroom, 2.5-bathroom townhome offers the perfect blend of modern comfort, functional design, and a low-maintenance lifestyle. The main level features an inviting open-concept layout filled with abundant natural light, seamlessly connecting the spacious living areas, defined dining space, and a chef-inspired kitchen. Designed for both daily living and entertaining, the kitchen comes fully equipped with premium granite countertops, stainless steel appliances, an oversized island, and upgraded cabinetry. Just off the gathering room, a private, low-maintenance paver courtyard connects the home to the rear-facing garage, creating an ideal outdoor oasis for relaxing evenings or hosting guests. Upstairs, the generous primary suite serves as a peaceful retreat, boasting a elegant tray ceiling, a large walk-in closet, and a well-appointed en-suite bath with dual sinks and a glass-enclosed shower. Two additional spacious bedrooms offer excellent flexibility for family, guests, or a home office. Resort-Style Community & LifestyleResidents of Hawksmoor enjoy an incredible array of world-class amenities designed for an active and social lifestyle. Enjoy exclusive access to the spectacular clubhouse with water views, a resort-style pool, splash pad, fitness center, and scenic walking trails. Unbeatable Location 10 minutes from Disney! Perfectly positioned in one of Central Florida's fastest-growing areas, you are just minutes away from State Road 429, making commutes a breeze to downtown Winter Garden, Orlando, Clermont, and major employment corridors. Enjoy ultimate convenience with nearby shopping, dining, and entertainment at Hamlin Town Center and Waterleigh Village. You are also just minutes from the premier Orange County National Golf Center, top-rated A schools. Don’t miss this smart opportunity to own a beautiful home in Winter Garden’s premier townhome community. Schedule your tour today! EXCELLENT PRICE IN HORIZON WEST

16461 Prairie School Drive, Winter Garden

$435,000

3 Beds ⋅ 3 Baths ⋅ Hamilton Gardens SubDv. ⋅ 34787 Zip Code

Welcome to 6131 Elfin Herb Way, a beautifully maintained home offering comfort, functionality, and a desirable location. Situated on a prime corner lot, this inviting residence features a spacious and thoughtfully designed floor plan with abundant natural light throughout. At the heart of the home, you will find a cute, private courtyard tucked between the main house and the garage, the perfect unique spot for relaxing or enjoying your morning coffee. The well-appointed kitchen flows seamlessly into the living and dining areas, creating an ideal space for everyday living and entertaining. The primary suite provides a private retreat, while the additional bedrooms offer flexibility for family, guests, or a home office. Its amenities include a beach-style pool, cabana, dog park, playground, and nature gardens. Hamilton Gardens is conveniently located near Hamlin Town Center, restaurants, and shopping. Conveniently located in the heart of Hamlin, the most desirable area of Horizon West, you are just minutes away from shopping, dining, top-rated schools, major roadways, and local attractions. Don't miss this opportunity to own a wonderful home in a sought-after community. Schedule your private showing today!

6131 Elfin Herb Way, Winter Garden

$499,990

4 Beds ⋅ 3 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code

Under Construction. .

12427 Clear Sapphire Drive, Winter Garden

$495,000

4 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. Toll Brothers New Construction. Our beautiful Autumn townhome offers 1,897 square-feet, 4 bedrooms and 3 bathrooms. Upon entering the inviting foyer, you will find a spacious downstairs bedroom perfect for guests or office space. Leading to a bright kitchen and great room. The stunning kitchen is highlighted by a designer backsplash, modern cabinets, and upgraded countertops. With free-flowing space between the kitchen, great room and the casual dining area this townhomes offers the perfect open-concept living space. Secluded on the second floor is the primary bedroom, complete with a large walk-in closet and two additional secondary bedrooms that share a full bathroom. Additional highlights include a rear courtyard area, and a detached 2-car garage. The resort-style amenities in this community will make your family feel they're on vacation year-round. There's still time to personalize this home with your preferred design upgrades.

12808 Sunset Walk Drive, Winter Garden

$495,000

2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis Ph 3 SubDv. ⋅ 34787 Zip Code

2 bedrooms plus den, 2 bathroom.. Built in 2024, this like-new home is located on a premium cul-de-sac lot within a sought-after community in Winter Garden. Offering exceptional privacy with no rear neighbors, the backyard provides a peaceful setting to relax and enjoy Florida's outdoor lifestyle. The community is designated as 55+; however, buyers of 25 years old are permitted to purchase within the community. This beautifully maintained residence combines modern construction, energy-efficient features, and a desirable open floor plan with access to outstanding community amenities. Conveniently located near shopping, dining, entertainment, and major roadways, this home offers the perfect blend of comfort, privacy, and convenience.

15806 Gem View St, Winter Garden

$400,000

2 Beds ⋅ 2 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code

Under Construction. What's Special: Dedicated Study | Close to Park. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Caicos at 11291 Silver Trumpet Loop in Esplanade at McKinnon Groves! Step into a thoughtfully designed layout where the foyer opens into a bright great room, creating a comfortable and welcoming central living space. The great room flows seamlessly to the extended covered lanai, offering a beautiful indoor-outdoor connection that is perfect for relaxing or entertaining. The adjacent kitchen features a functional layout with easy access to the dining area, making everyday living feel effortless. Privately positioned at the rear, the primary suite offers a peaceful retreat with a well-appointed bath and generous closet space for added comfort. Near the front of the home, a versatile study is enhanced with pocket doors, providing flexibility for a quiet workspace or cozy retreat. A secondary bedroom and shared full bath are thoughtfully placed nearby, offering privacy and convenience. A dedicated laundry room and attached two-car garage add everyday functionality, while the covered front porch creates a warm and inviting entry. The overall design blends comfort, flow, and smart use of space for easy living. Additional Highlights Include: extended vinyl flooring, 8' doors, tray ceilings, and garden fence. Photos are for representative purposes only. MLS#O6412965 Esplanade at McKinnon Groves brings resort-style living to Winter Garden with beautifully designed open-concept homes set among natural views. This vibrant gated community offers a lifestyle centered on wellness, unique experiences, and signature amenities that make every day feel like a getaway. The Venue will feature a fitness center, movement studio, treatment room, lifestyle spaces, outdoor terrace seating, Bahama bar, and a resort pool with a spa and cabanas. You’ll also enjoy fireside seating, yoga and flex lawns, pickleball, tennis and bocce courts, a bark park, rose garden, and a trailhead connecting miles of equestrian and walking trails. Concierge services and year-round events elevate the experience even more. With zoning for Lake County public schools, this community blends everyday convenience with resort-style comfort!

11291 Silver Trumpet Loop, Winter Garden

$477,000

4 Beds ⋅ 3 Baths ⋅ Stone Creek 44/131 SubDv. ⋅ 34787 Zip Code

Experience luxury living in one of Winter Garden’s most desirable areas. This beautifully upgraded single-family home offers 4 spacious bedrooms and 2.5 elegant bathrooms, blending modern comfort with timeless sophistication. From the moment you step inside, you are welcomed by an open-concept design filled with natural light, enhanced by high-quality porcelain tile flooring throughout, adding elegance, durability, and a sleek modern finish to the entire home. The gourmet-style kitchen, fully renovated in June 2024, showcases contemporary finishes, modern design, and exceptional functionality for even the most discerning buyer. The outdoor space features a spacious covered patio, perfect for extending your living area, ideal for entertaining, enjoying Florida’s year-round weather, or relaxing in privacy. A 2-car garage adds convenience and everyday practicality. Recent upgrades provide lasting value and peace of mind, including a newer roof (2021) and an energy-efficient A/C system (2017), ensuring comfort and reliability for years to come. Located in a highly sought-after Winter Garden community, this home places you just minutes from upscale dining, boutique shopping, parks, and the vibrant lifestyle that makes this area so desirable. A rare opportunity to own a move-in-ready home that perfectly combines luxury, style, and location. Schedule your private showing today and experience elevated living at its finest.

1906 Sherbourne Street, Winter Garden

$419,900

3 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 1b-1 SubDv. ⋅ 34787 Zip Code

Beautifully maintained and thoughtfully upgraded townhome in the Storey Grove community of Winter Garden. This 3-bedroom, 2.5-bath residence features an open-concept floor plan, quartz countertops, stainless steel appliances, a spacious primary suite, and a private two-car garage. Recent improvements include a whole-home water softener system, whole-home electrical surge protection, and two dedicated electric vehicle charging stations. Residents have access to community amenities including a pool, fitness center, walking trails, playgrounds, and parks. Conveniently located near shopping, dining, entertainment, major roadways, and area attractions.

11025 Suspense Drive, Winter Garden

$410,000

3 Beds ⋅ 2 Baths ⋅ Overstreet Crate SubDv. ⋅ 34787 Zip Code

Welcome to this stunning, fully renovated and fully furnished home, perfectly situated on an oversized lot in one of Winter Garden's most exciting and rapidly growing areas. Whether you're looking for a primary residence, a turnkey investment, or a second home, this move-in-ready property offers the perfect blend of comfort, style, and convenience. Inside, you'll find an open-concept floor plan filled with natural light, featuring all-new flooring, recessed lighting throughout, energy-efficient double-pane windows, and a beautifully updated kitchen complete with stainless steel appliances. Major improvements include a new roof and a 3.5-ton AC system, providing peace of mind for years to come. Step outside and enjoy the spacious, fully fenced backyard, offering plenty of room for entertaining, pets, play, or simply relaxing outdoors. Located just one mile from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning dining, shopping, farmers markets, and community events, all while living in a welcoming, family-friendly neighborhood. Fully furnished, beautifully updated, and truly move-in ready, this home offers a rare opportunity to enjoy all that Winter Garden has to offer from day one.

420 E Cypress Street, Winter Garden

$485,000

3 Beds ⋅ 2 Baths ⋅ Waterside/Johns Lake Ph 2a SubDv. ⋅ 34787 Zip Code

Motivated sellers! Welcome to this highly sought-after home in the infamous Waterside Johns Lake. This adorable 3-bedroom, 2-bath home is truly a gem! This freshly painted home has delightful curb appeal, featuring an oasis of flowers and shrubs and a charming porch, perfect for sitting out and savoring life as it passes. This open floor plan is enhanced by modern high-end finishes throughout. The kitchen boasts of like-new cabinets, quartz countertops, stainless steel appliances, a walk-in pantry, and an oversized kitchen island that overlooks the family room, with the dining area conveniently located just off the kitchen, great for entertaining! The ceramic tile runs throughout with luxury Vinal plank fitted floors in two of the bedrooms. The living areas flow seamlessly together, creating an inviting space for everyday use. The primary suite offers both comfort and convenience, complete with a generous walk-in closet, dual vanities, quartz counters, and a walk-in shower. The laundry room is spacious and comes with a separate washer and dryer. The garage is located next to the laundry room, providing direct access into your home. Sliding doors open onto your own screened-in patio, perfect for enjoying the evenings or grilling out. This home has a newer roof 2025, a new tankless water heater 2026. Waterside at Johns Lake offers resort-style amenities, including a fully equipped gym, large well maintained swimming pool and a club house, this is all located just over the street for your convenience. There is easy access to all major highways including 429 and Florida's Turnpike for seamless access to downtown Orlando, area theme parks, and Orlando International Airport. Schedule your showing today! This won't last long.

17035 Harbor Oak Parkway, Winter Garden

$499,000

3 Beds ⋅ 3 Baths ⋅ Highland Rdg Ph 2 SubDv. ⋅ 34787 Zip Code

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 off the brand-new appliances! Located in the highly sought-after Highland Ridge community, this stunning energy-efficient home offers a spacious open-concept design perfect for today's lifestyle. The beautifully appointed kitchen features a large center island that flows seamlessly into the dining and living areas, creating the ideal space for entertaining and everyday living. Upstairs, a versatile loft provides endless possibilities: home office, media room, game room, fitness area, or additional family space. Built by Meritage Homes in 2024, this home showcases advanced energy-efficient construction designed to provide year-round comfort, healthier indoor air quality, and lower utility costs. Ideally located in the heart of Winter Garden, you'll enjoy convenient access to top-rated schools, shopping, dining, major employment centers, and world-famous Disney attractions just minutes away. Why wait months for new construction when you can move into a never-lived-in home today? Schedule your private tour and experience what "brand new" truly means!

12253 S Bracco Street, Winter Garden

$438,890

3 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code

Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Dahlia interior unit townhome by Pulte, a new construction home that seamlessly combines luxury and convenience. This modern townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Elkins White cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and bathrooms is finished with Tile Flooring. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Dahlia townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

6238 Sunny Time Avenue, Winter Garden

$498,995

4 Beds ⋅ 2 Baths ⋅ Deerfield Place A-G SubDv. ⋅ 34787 Zip Code

Imagine coming home to a place where comfort, convenience, and community come together perfectly. Nestled in the highly desirable Deerfield Place neighborhood, this beautiful 4-bedroom, 2-bath home offers the space, style, and location today's buyers are searching for. From the moment you step inside, you'll appreciate the bright, open layout designed for making memories. The heart of the home is the spacious kitchen, featuring upgraded cabinetry, stainless steel appliances, and plenty of room to gather with family and friends. Whether you're hosting holiday celebrations, enjoying a quiet morning coffee, or helping with homework while preparing dinner, this home was designed for the moments that matter most. The private owner's retreat provides a peaceful escape at the end of the day, while the additional bedrooms offer flexibility for family, guests, a home office, or a fitness space. Step outside to your fully fenced backyard, perfect for weekend barbecues, pets, playtime, or simply relaxing under the Florida sunshine. What truly sets this home apart is its incredible Winter Garden location. Just minutes from Historic Downtown Winter Garden, the award-winning West Orange Trail, Winter Garden Village, top-rated schools, dining, shopping, and entertainment, you'll enjoy the best of Central Florida living right outside your door.

231 Doe Run Drive, Winter Garden

$457,900

3 Beds ⋅ 3 Baths ⋅ Oakland Trails SubDv. ⋅ 34787 Zip Code

Welcome to this exceptional home in the highly sought-after Oakland Trails community! This beautifully designed 3-bedroom, 2.5-bath residence offers approximately 1,838 square feet of thoughtfully designed living space with an open and functional floor plan that truly stands out in the neighborhood. From the moment you arrive, you’ll notice the extended brick paver driveway, providing additional parking and excellent curb appeal. The inviting front porch is perfectly positioned with elevated views overlooking the peaceful walking trails — an ideal spot to enjoy your morning coffee or unwind in the evenings. Inside, the bright and airy layout flows seamlessly, creating an inviting atmosphere for both everyday living and entertaining. High ceilings and tall doorways enhance the spacious feel throughout the home. The open-concept living, dining, and kitchen areas are designed for comfort and functionality. The beautifully upgraded kitchen features polished granite countertops, an expansive breakfast bar island, rich espresso shaker cabinetry with crown molding, stainless steel appliances, recessed lighting, a spacious pantry, and a bright window above the sink — combining style and practicality for modern living. Upstairs, the spacious primary suite offers a private retreat, while two additional bedrooms, a versatile loft area, and a convenient second-floor laundry room provide flexibility for family, guests, or a home office. Built with energy efficiency in mind, this Meritage home includes spray foam insulation to help maintain indoor comfort while reducing utility costs. The home is also equipped with an advanced HVAC system featuring enhanced air purification and fresh-air intake for improved comfort and healthier living. Ideally located approximately 30 minutes from Disney, Universal Studios, and Downtown Orlando, this home offers convenient access to major attractions while maintaining a peaceful residential setting. Oakland Trails is known for its top-rated schools, scenic walking and biking trails, low HOA, and thoughtfully planned amenities, including a community pool, clubhouse, and dog park. Just minutes away, Downtown Winter Garden offers the popular Winter Garden Farmers Market, charming boutiques, restaurants, and cultural attractions in one of Central Florida’s most beloved small-town districts. For commuters, easy access to the Florida Turnpike allows convenient travel throughout Orlando and to the airport. Investors will also appreciate the home’s strong long-term rental potential, supported by modern construction, low-maintenance design, and consistent tenant demand. This home perfectly blends peaceful neighborhood living with outstanding convenience, style, and everyday functionality. Don’t miss your opportunity to own one of Oakland’s standout homes!

2247 White Feather Loop, Oakland

$469,000

4 Beds ⋅ 4 Baths ⋅ Mezzano SubDv. ⋅ 34787 Zip Code

Short Sale. Great home, great shape, let's talk

7030 Twilight Bay Drive, Winter Garden

$488,000

3 Beds ⋅ 3 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in the highly desirable Watermark community in Winter Garden! This home features a bright open-concept floor plan where the kitchen, dining, and living areas seamlessly flow together — perfect for entertaining and everyday living. Upstairs, you’ll find all three bedrooms, two full bathrooms, a convenient upstairs laundry room, and an additional flex space ideal for a playroom, office space, media room, or second family room. The spacious primary suite offers privacy, while the two secondary bedrooms share access to a charming private balcony overlooking the neighborhood. A downstairs half bath adds convenience for guests. Additional features include a 2-car garage, energy-efficient solar panels, and thoughtfully designed living spaces throughout. Enjoy an unbeatable location with Starbucks, Walgreens, restaurants, shopping, and everyday conveniences all in close proximity. For Disney lovers, Magic Kingdom is approximately 9 miles away and Disney Springs is about 12 miles away, making this an ideal primary residence, vacation home, or investment opportunity. Residents of Watermark enjoy resort-style amenities including a community pool, tennis courts, clubhouse, playground, fitness center, and scenic walking trails. This home offers the perfect combination of location, lifestyle, and modern Florida living!

14610 Seton Creek Boulevard, Winter Garden

$467,690

3 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code

Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Julep Exterior unit townhome, a new construction home that seamlessly combines luxury and convenience. This modern townhome features 3 bedrooms, 2 full bathrooms, a powder room, a loft, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, white cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and powder room, is finished with elegant tile flooring. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Three additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. In the bathrooms and laundry room, you’ll also find beautiful tile. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Julep townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

6230 Sunny Time Avenue, Winter Garden

$500,000

3 Beds ⋅ 2 Baths ⋅ Rep Pt Pleasant Park Sub SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Some Photos virtually staged. Solidly built mid-century home in an exceptional Downtown Winter Garden location, just moments from Plant Street shopping and dining, Crooked Can Brewing Company, Garden Theatre, the splash pad, and all the charm of the golf cart district. Enjoy dinner downtown, then take your golf cart to Newton Park to catch breathtaking sunsets over Lake Apopka. Hard to find, timeless charm and well maintained! Offering 1,716 sq. ft. per the property appraiser, including a spacious laundry room. The roof was replaced in 2016, windows have been updated, and the home includes a termite bond for added peace of mind. Rare opportunity to own a one owner (since the 60's) home, lovingly cared for in a Prime Downtown location~ Schedule your private showing today!

516 S Highland Avenue, Winter Garden

$443,000

3 Beds ⋅ 2 Baths ⋅ Magnolia Wood Fifth Add SubDv. ⋅ 34787 Zip Code

Just minutes from downtown Winter Garden's Plant Street district, this Magnolia Wood home puts the Saturday farmers market, the local brewery and restaurant scene, the downtown splash pad, and direct access to the 22-mile West Orange Trail all within easy reach — with quick SR-429 access for an easy commute. And because there's no HOA, there are no monthly dues, no rental restrictions (one-month minimum lease, no association approval required), and no association rules limiting your boat, trailer, or toys — savings and flexibility that can add up to thousands per year compared to many nearby communities. Set on a landscaped 0.32-acre lot, this single-story block-and-stucco home offers 3 bedrooms, 2 baths, and 2,187 heated square feet. The split floor plan places the primary suite on the main floor, while vaulted ceilings and an open layout keep it bright and airy. A wood-burning masonry fireplace anchors the family room, a Florida room adds flexible year-round space, and outside you'll find a screened front porch, a private backyard with workshop and shed, and an attached 20x24 two-car garage. Low annual taxes (approx. $1,952) and low-risk Flood Zone X. Flexible for owner-occupants and investors alike. Schedule your showing today.

1503 Coluso Drive, Winter Garden

$483,930

3 Beds ⋅ 3 Baths ⋅ Parkview At Hamlin SubDv. ⋅ 34787 Zip Code

Under Construction. 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 luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.

15135 Groveside Road, Winter Garden

$424,900

3 Beds ⋅ 3 Baths ⋅ Lakeview Pointe At Horizon West SubDv. ⋅ 34787 Zip Code

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. Whether you're working from home, creating a media room, fitness studio, playroom, or simply need extra space, this home adapts to your lifestyle. Recent improvements include REFRESHED INTERIOR PAINT (2026) and EXTERIOR PAINT (2024), making this home truly move-in ready. Built in 2016, the OPEN-CONCEPT floor plan is enhanced by ADDITIONAL WINDOWS EXCLUSIVE TO ITS END-UNIT LOCATION, filling the home with abundant natural light while creating a bright, open, and inviting atmosphere. From the moment you enter, you'll appreciate the stacked stone accents, extended tile flooring, and tasteful designer finishes that add warmth and character throughout. The beautifully appointed kitchen is the heart of the home, featuring GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, DESIGNER TILE BACKSPLASH, PANTRY, and a LARGE CENTER ISLAND overlooking the dining and family rooms—perfect for both everyday living and entertaining. The first floor area also includes a FULL LAUNDRY ROOM, WALK-IN STORAGE CLOSET, and convenient HALF BATH. Upstairs, the Owner's Suite offers a WALK-IN CLOSET and an en-suite bathroom featuring DUAL VANITIES, a WALK-IN SHOWER, and PRIVATE WATER CLOSET. Two additional bedrooms and a full bathroom are thoughtfully positioned on the opposite side of the home, providing privacy and flexibility for family or guests. The RARE THIRD-FLOOR BONUS ROOM is truly one of this home's standout features and sets it apart from many townhomes in Horizon West. Whether you envision a HOME OFFICE, MEDIA ROOM, PLAYROOM, FITNESS STUDIO, GAME ROOM, or hobby space, this versatile room provides valuable additional living space that adapts to your needs. Step outside to your PRIVATE PAVER COURTYARD, perfect for grilling, relaxing, or entertaining friends and family. A COVERED BREEZEWAY provides sheltered access to the DETACHED TWO-CAR GARAGE, while the welcoming front porch offers the perfect place to enjoy your morning coffee. In the evening, stroll to the community dock on Lake Huckleberry to enjoy breathtaking sunsets and Disney's nightly FIREWORKS.. Lakeview Pointe residents enjoy resort-style including a community pool, fitness center, splash pad, playground, lakefront dock, fireworks viewing area, and lawn maintenance, creating an exceptional low-maintenance lifestyle. Ideally located near the NEW RETAIL & DINING PLAZA and just minutes from Hamlin Town Center, Orange County National Golf Center, Publix, Starbucks, shopping, dining, entertainment, Walt Disney World, Highway 429, and top-rated schools, this home offers exceptional convenience in one of Central Florida's fastest-growing communities. If you've been searching for a bright END-UNIT townhome with a RARE THIRD-FLOOR BONUS ROOM, nearly 1,900 square feet of flexible living space, abundant natural light, and exceptional community amenities, this is the one you've been waiting for. Schedule your private showing today!

7279 Duxbury Lane, Winter Garden

$490,000

4 Beds ⋅ 4 Baths ⋅ Signature Lakes Ph 3b-4 3b-5 3b- SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Motivated seller. New paint and new flooring throughout. This home features two primary suites — one downstairs and one upstairs. Located in an area with all A-rated schools. Close to Disney World, and you can even enjoy Disney fireworks from the front yard. The home is conveniently located near Super Walmart, Winter Garden Village shopping centers, and top-rated restaurants. The Independence Community Association offers outstanding amenities, including: 2 community pools, green spaces & park areas, tennis & basketball courts, a main clubhouse with fitness & arcade, 2nd clubhouse with fitness & billiards, community boat ramp to ski-able Lake Hancock, dog park, bike & walking paths. HoA fee covers basic TV CABLE and WIFI.

15025 Evergreen Oak Loop, Winter Garden

$440,000

3 Beds ⋅ 2 Baths ⋅ Encore/Ovation Ph 4b SubDv. ⋅ 34787 Zip Code

Ask about a lender-provided RATE BUY-DOWN CREDIT on this home //// Welcome to this BEAUTIFULLY MAINTAINED 3-bedroom, 2-bath home in the highly desirable Encore at Ovation community in Winter Garden, where modern style, energy efficiency, and LOW-MAINTENANCE LIVING come together perfectly. Built in 2024, this single-story residence still FEELS BRAND NEW and currently stands out as the only home available in the neighborhood, making it a RARE OPPORTUNITY in one of Winter Garden’s most sought-after communities. From the moment you arrive, the home impresses with its beautiful landscaping, charming front porch, and EXCEPTIONAL CURB APPEAL. The HOA even includes LAWN AND LANDSCAPE MAINTENANCE, allowing you to enjoy a carefree lifestyle in this walkable community. Step through the elegant GLASS-PANELED FRONT DOOR into a bright and inviting open-concept layout where the Living Room, Dining area, and Kitchen flow seamlessly together beneath SOARING CATHEDRAL CEILINGS. Windows throughout the home fill the space with ABUNDANT NATURAL LIGHT, enhancing the airy and welcoming atmosphere while STYLISH TILE FLOORING throughout the main living areas adds both beauty and easy maintenance. The bright designer Kitchen is the heart of the home, featuring white cabinetry, quartz countertops, a FARMHOUSE SINK, stainless steel SAMSUNG APPLIANCES, a gas stove, closet pantry, and a spacious breakfast bar, creating the perfect space for entertaining or everyday living.The thoughtfully designed SPLIT-BEDROOM FLOOR PLAN offers both comfort and privacy. Tucked away at one end of the home, the Primary suite serves as a peaceful retreat, featuring a spacious walk-in closet and a BEAUTIFULLY DESIGNED EN SUITE BATH with dual sinks, a step-in shower, and a linen closet. On the opposite side of the home, two additional bedrooms each feature their own WALK-IN CLOSETS and share a full bath, making them ideal for guests, family, or a home office. Conveniently located near the primary suite, the Laundry Room comes complete with STORAGE CABINETRY, washer, and dryer for added functionality. Step outside to enjoy the COVERED SIDE PATIO with paver stone flooring, a perfect private space for morning coffee or evening relaxation. A private entrance from the patio leads directly to the REAR-FACING GARAGE with EPOXY FLOORING, preserving the home’s charming streetscape and curb appeal. Residents of Encore at Ovation enjoy OUTSTANDING AMENITIES, including a sparkling resort-style pool, clubhouse, fitness center, dog park, playground, included internet service, and LAWN AND LANDSCAPE MAINTENANCE—creating a true resort-inspired lifestyle. Located in Winter Garden, this home is JUST MINUTES from Walt Disney World Resort, making world-class entertainment, dining, and shopping incredibly convenient. You’ll also enjoy EASY ACCESS to Hamlin Town Center, featuring popular restaurants, boutiques, movie theaters, and waterfront dining, as well as NEARBY GOLF COURSES, nature trails, and MAJOR ROADWAYS for commuting throughout Central Florida. Zoned for TOP-RATED SCHOOLS and offering a perfect blend of modern design, ENERGY EFFICIENCY, and low-maintenance living, this exceptional Encore at Ovation home is an incredible opportunity to enjoy the very best of the Winter Garden lifestyle. Call and schedule your tour today!

12103 Eastmoor Drive, Winter Garden

$470,500

3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

Under Construction. Waterleigh presents the Sandhill. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As we head upstairs, you are greeted with a loft area. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Sandhill includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

16533 Barbours Creek Way, Winter Garden

$499,000

3 Beds ⋅ 3 Baths ⋅ Oakland Trails Ph 2 SubDv. ⋅ 34787 Zip Code

Under contract-accepting backup offers. Oakland Trails is located right on the scenic West Orange Trail and just a bike ride away from the vibrant downtown Historic Winter Garden! **This home qualifies for loan options with NO DOWN PAYMENT required, 100% financing available for qualified buyers.** Step into an immaculately maintained three-bedroom, two-and-a-half-bathroom bungalow with updated wood-look plank luxury vinyl flooring (2024), new carpet in all bedrooms (2025), quartz countertops, and an open-concept living area. Functional floor plan design includes a downstairs half bathroom, a drop zone by the garage, and an understairs storage closet. A shaded front porch is perfect for enjoying coffee in the morning and decorating for the holidays! Two car garage and an extended pavered driveway. Upstairs you have a huge loft, all three bedrooms, and laundry. The primary bedroom features two large walk-in closets, a double-door entrance, and granite countertops in the bathroom. The loft is prewired for surround sound. This home has been lovingly maintained; the exterior was painted in 2023. The interior walls and trim were painted in 2024. Modern updates that make this home move-in ready also include new light fixtures throughout, fans in all bedrooms, and new garage door lanterns. Oakland is perfectly situated between Clermont, Winter Garden, and Orlando. You have quick and convenient access to the Florida Turnpike, the 429, 408, Highway 50, and Highway 27. Oakland Trails has a community pool, community playground, walking trails, and a dog park. Lots of dedicated street parking means you can welcome family and friends easily. The Oakland Nature Preserve is less than five minutes away, West Orange Trail's Killarney Station is just outside the neighborhood. Towering Live Oak Trees, the shore of Lake Apopka, and the extensive trail system make this neighborhood perfect for anyone who loves spending time outdoors!

1937 Standing Rock Circle, Oakland

$455,752

3 Beds ⋅ 3 Baths ⋅ Hamlin Meadows SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Sage floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Sage floor plan offers modern living tailored to meet everyday needs with style and functionality. Sample Image

17013 Haggerty Hollow Drive, Winter Garden

$465,000

3 Beds ⋅ 3 Baths ⋅ Encore At Ovation SubDv. ⋅ 34787 Zip Code

Freshly painted interior throughout. Brand-new carpet installed in the second-floor loft and primary bedroom. Welcome to 12597 Encore at Ovation Way in the highly desirable Winter Garden area! This beautifully designed home is located in a sought-after gas community and offers a modern open-concept layout perfect for everyday living and entertaining. Enjoy easy maintenance and a stylish look with no carpet throughout the main living areas. The spacious kitchen features upgraded finishes, ample cabinetry, and a large island overlooking the living and dining spaces. Conveniently situated near shopping, dining, major highways, and Disney attractions, this home is also zoned for highly rated schools, making it an excellent choice for both homeowners and investors alike. Experience comfort, convenience, and one of the best locations Winter Garden has to offer!

12597 Encore At Ovation Way, Winter Garden

$489,000

3 Beds ⋅ 2 Baths ⋅ Waterleigh Phase 3a SubDv. ⋅ 34787 Zip Code

Beautiful corner-lot home in a highly desirable location and excellent condition featuring 3 spacious bedrooms, 2 full bathrooms, a 2-car garage, and a long driveway with space for 2 additional vehicles. This well-maintained, move-in ready property also includes solar panels and a water purification system, offering both comfort and energy efficiency. With great natural lighting and located in a quiet and convenient area, this home is perfect for families looking for comfort, savings, and an outstanding location.

9318 Mclaren Alley, Winter Garden

$493,583

3 Beds ⋅ 3 Baths ⋅ Hamlin Meadows SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Sage floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Sage floor plan offers modern living tailored to meet everyday needs with style and functionality.

7280 Windy Willow Street, Winter Garden

$491,490

3 Beds ⋅ 3 Baths ⋅ Hamlin Meadows SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Porter floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Porter floor plan offers modern living tailored to meet everyday needs with style and functionality. Sample Images

17007 Haggerty Hollow Drive, Winter Garden

$485,705

3 Beds ⋅ 3 Baths ⋅ Hamlin Meadows SubDv. ⋅ 34787 Zip Code

Virtually Staged. Pre-Construction. To be built. The Harbor floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Harbor floor plan offers modern living tailored to meet everyday needs with style and functionality.

17001 Haggerty Hollow Drive, Winter Garden

$410,990

3 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium 1 SubDv. ⋅ 34787 Zip Code

GREAT NEW PRICE: $410,990.00. MOTIVATED SELLER. GREAT OWNER FINANCING AVAILABLE. BEAUTIFUL FULLY FURNISHED LUXURY 3 BED 2 BATH CONDO WITH GREAT VIEWS. Take the opportunity to own a slice of paradise in one of the world's most sought-after vacation destinations. The Grove Resort and Waterpark is a haven of fun and relaxation, featuring a plethora of amenities including: A Thrilling Water Park; Relaxing Lazy River; Exciting Water Slides; Multiple swimming pools; tranquil spa; The picturesque Lake Austin for fishing and paddle boating, etc.. Indulge in a variety of dining experiences with both indoor and outdoor settings, engage in retail therapy with on-site shopping, stay active in the state-of-the-art fitness center, and unwind in the full-service spa. The resort also caters to business and events with its well-equipped conference rooms. Embrace the luxury. Dive into the excitement. Make it yours. Take advantage of this opportunity

14501 Grove Resort Ave Unit 1535, Winter Garden

$449,900

3 Beds ⋅ 2 Baths ⋅ Waterleigh Ph 2c-1 SubDv. ⋅ 34787 Zip Code

One or more photo(s) has been virtually staged. MOVE-IN READY and the BEST-PRICED SINGLE-STORY HOME IN WATERLEIGH with the ability to close quickly! Situated on an oversized 145-foot-deep homesite, this beautifully maintained 3 Bedroom, 2 Bathroom Laurel floor plan offers an extended paver driveway, spacious backyard, and an open-concept layout perfect for everyday living. The gourmet kitchen features a large granite island, walk-in pantry, brand-new stainless steel appliances, upgraded pendant lighting, and beautiful Toscana stained glass windows. The spacious primary suite includes dual sinks, an oversized walk-in shower with bench, and a walk-in closet. A split floor plan provides added privacy, while the rear-entry garage offers built-in cabinetry, granite workspace, and extra storage. Additional upgrades include designer lighting, upgraded faucets, extensive tile flooring, wood window sills, and window blinds throughout. Enjoy Waterleigh's resort-style amenities including 4 pools, 3 clubhouses, fitness centers, tennis, pickleball, walking trails, playgrounds, and HOA lawn maintenance. Conveniently located just minutes from Disney, Hamlin Town Center, shopping, dining, SR-429, and I-4. Beautifully upgraded, competitively priced, and ready for its next owner.

10294 Merrymeeting Bay Drive, Winter Garden

$499,900

4 Beds ⋅ 3 Baths ⋅ Waterside/Johns Lake Ph 2c SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully designed 2022-built home freshly painted, move in ready and located in the highly sought-after Waterside at Johns Lake community in Winter Garden! Offering 4 bedrooms, 3 full bathrooms, and over 2,030 square feet of thoughtfully designed living space, this move-in ready home combines modern style, functionality, and an unbeatable location. Step inside to an open-concept floorplan featuring a spacious great room, abundant natural light, ceramic tile flooring in the main living areas, and seamless flow between the kitchen, dining, and living spaces — ideal for entertaining and everyday living. The kitchen features solid surface countertops, modern appliances, ample cabinetry, and overlooks the main gathering areas for easy living and hosting. The flexible layout includes a desirable first-floor bedroom and full bath perfect for guests, multigenerational living, or a private home office. Upstairs, the spacious primary suite offers a walk-in closet and relaxing retreat feel, while additional bedrooms provide generous space and versatility. Additional features include central air, public utilities, inside laundry, ceiling fans, walk-in closets, split-bedroom design, and modern finishes throughout. Located in Waterside on Johns Lake, residents enjoy resort-style community amenities including a community pool, playground, walking trails, green spaces, and scenic surroundings. Conveniently located near Downtown Winter Garden, Horizon West, Hamlin, Winter Garden Village, SR-429, Florida Turnpike, Disney, shopping, dining, hospitals, golf, and top-rated schools. Enjoy easy access to everything Central Florida has to offer while living in one of Winter Garden’s fastest-growing and most desirable communities.

1431 Viscaya Cove Boulevard, Winter Garden

$465,000

2 Beds ⋅ 3 Baths ⋅ Overlook 2/Hamlin Ph 1 & 6 SubDv. ⋅ 34787 Zip Code

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, completing the exterior amenities. Enjoy updated comfort and practical features in this exceptional residence. Included 100-Day Home Warranty with buyer activation

5545 Bowman Drive, Winter Garden

$469,000

4 Beds ⋅ 2 Baths ⋅ Crown Point Spgs SubDv. ⋅ 34787 Zip Code

Welcome Home!! Nestled beneath the canopy of beautiful mature oak trees on a large corner lot, this exceptional 4-bedroom, 2-bathroom home offers the perfect blend of warmth, space, and classic Florida charm in one of Winter Garden’s most desirable locations. From the moment you arrive, the inviting curb appeal and expansive lot create a welcoming first impression that immediately feels like home. Inside, the thoughtfully designed split floorplan provides both privacy and functionality, featuring a formal living room and elegant formal dining room ideal for entertaining guests or hosting family gatherings. At the heart of the home, the spacious family room showcases a stunning wood-burning fireplace, creating a cozy focal point perfect for relaxing evenings and holiday memories. The seamless flow of the living spaces makes this home ideal for both everyday living and entertaining alike. Step outside to the oversized screened-in rear porch, where you can unwind while overlooking the spacious backyard shaded by majestic oak trees. Whether enjoying your morning coffee, hosting weekend barbecues, or simply appreciating the peaceful outdoor setting, this backyard offers endless possibilities for relaxation and recreation. This home has been meticulously maintained with several important updates already completed, including a roof replaced in 2018 and an HVAC system installed in 2022. Additional features include public water and sewer, an irrigation system to keep the landscaping lush year-round, and gutters with leaf guards for added convenience and low-maintenance living. Best of all, enjoy the benefits of a LOW HOA at only $250 annually. Combining timeless character, generous living spaces, mature landscaping, and major system upgrades, this Winter Garden gem offers an incredible opportunity to enjoy comfortable Florida living just minutes from shopping, dining, entertainment, and major commuter routes.

1681 E Spring Ridge Circle, Winter Garden

$440,000

3 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 1b-2 SubDv. ⋅ 34787 Zip Code

Come see 11072 Silver Surfer Aly, recently updated with fresh interior paint and partial flooring replacement. The kitchen features all stainless steel appliances, an accent backsplash, a practical island, and a convenient walk-in pantry. The primary bedroom includes a walk-in closet for ample storage, and the primary bathroom contains double sinks. An exterior covered patio extends the living space. This home is a perfect blend of style and utility. Included 100-Day Home Warranty with buyer activation

11072 Silver Surfer Alley, Winter Garden

$439,990

3 Beds ⋅ 3 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code

Virtually Staged. Under Construction. SAMPLE IMAGES 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 a versatile loft, providing additional living space or an ideal work-from-home area. With a two-car garage and laundry room conveniently located on the second floor, the Porter combines functionality with comfort, making it a standout home choice.

13295 Peaceful Melody Drive, Winter Garden

$437,990

3 Beds ⋅ 3 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code

Virtually Staged. Under Construction. Sample Image The Harbor floor plan offers a smartly designed two-story townhome that caters to both convenience and space. With three bedrooms and two and a half bathrooms, this home ensures comfort on every level. All three bedrooms are located upstairs, providing privacy and quiet from the main living areas. The second floor also features a spacious primary suite with a walk-in closet and private bath, alongside two additional bedrooms. Downstairs, the open-concept layout connects the great room to the dining area, making it perfect for entertaining or family gatherings. The covered lanai offers a cozy outdoor retreat, ideal for relaxing at the end of the day. Completing the home is a detached two-car garage, ensuring ample parking and storage. The Harbor floor plan offers modern living tailored to meet everyday needs with style and functionality

13307 Peaceful Melody Drive, Winter Garden

$449,990

3 Beds ⋅ 3 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code

Virtually Staged. Under Construction. Sample Image The Sage floorplan offers a thoughtfully designed two-story layout, ideal for comfortable living and modern convenience. This 3-bedroom, 2.5-bathroom townhome features an open concept on the first floor, highlighted by a spacious great room, a cozy lanai, and a breezeway that connects to a 2-car garage. Upstairs, the second floor boasts all three bedrooms, along with a versatile loft space, perfect for a secondary living area, office, or entertainment zone. A conveniently located laundry room on the second floor enhances functionality, making the Sage floorplan ideal for families seeking both style and practicality

13299 Peaceful Melody Drive, Winter Garden

$490,575

3 Beds ⋅ 3 Baths ⋅ Parkview At Hamlin SubDv. ⋅ 34787 Zip Code

Under Construction. Ready estimate 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, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by your Study Room with Storage space. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Your inner gourmet will be delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.

15051 Groveside Road, Winter Garden

$429,000

2 Beds ⋅ 2 Baths ⋅ Del Webb Oasis Ph 2 SubDv. ⋅ 34787 Zip Code

Step into refined, low-maintenance living in this beautifully upgraded villa located in Del Webb Oasis, one of Horizon West’s premier 55+ communities. With builder villa inventory now sold out, this villa stands out as one of the best available for its location, upgraded finishes, and price. Designed for comfort and convenience, this villa offers true single-level living with a spacious two-car garage and only one adjoining neighbor, providing more privacy and ease. A custom front door with a decorative glass insert creates an inviting first impression, leading into a versatile enclosed flex space perfect for a home office, hobby room, or guest retreat. Travertine tile flooring, plantation shutters, and satin nickel finishes provide a clean, upscale look throughout. The kitchen serves as the heart of the home, showcasing 42” Landen burlap cabinetry, quartz countertops, soft-close drawers, pull-out shelving, and pendant lighting over the island; blending functionality with modern design. The private primary suite at the rear of the home offers a quiet escape , complemented by a spa-inspired bath featuring quartz counters, a glass-enclosed shower, and comfort-height finishes. This villa is ideal as a full-time residence or a seasonal getaway offering a true lock-and-leave lifestyle. The HOA covers exterior maintenance such as painting and roof, landscaping and even paver cleaning. Residents enjoy access to a resort-style clubhouse featuring fitness classes, social events, and gathering spaces designed to foster connection and activity. Nearby parks, scenic walking trails, and green spaces provide easy access to outdoor living. Located just minutes from Walt Disney World, world-class attractions, and highly acclaimed dining, including Michelin-recognized restaurants, along with the vibrant shopping and waterfront setting of Hamlin, this home delivers both convenience and lifestyle.

15157 Aqua Sol Lane, Winter Garden

$495,000

4 Beds ⋅ 3 Baths ⋅ Watermark Phase 2c SubDv. ⋅ 34787 Zip Code

Beautiful corner-lot home located in the highly desirable Watermark community in Horizon West, Winter Garden. This impressive property offers the perfect combination of modern design, comfort, and an unbeatable location. This well-appointed two-story residence features 4 bedrooms, 2 full bathrooms, and a convenient half bath. All bedrooms are located on the second floor, including a spacious primary suite designed for privacy and relaxation. A versatile loft area upstairs provides additional flexibility, ideal for a home office, media room, or extra living space. The open-concept layout creates a seamless flow between the living, dining, and kitchen areas, making it perfect for both everyday living and entertaining. The kitchen is equipped with contemporary cabinetry, quality countertops, and modern appliances, offering both style and functionality. The home features ceramic tiles flooring in the main living areas for a sleek and modern look, while the carpeted bedrooms provide added comfort. Energy Star certification and enhanced insulation contribute to greater energy efficiency, helping reduce utility costs. Step outside to enjoy a charming front porch, perfect for relaxing and taking in the neighborhood ambiance. Residents of Watermark enjoy access to exceptional resort-style amenities, including a community pool with splash pad, clubhouse, fitness center, tennis courts, playgrounds, and scenic walking trails. Conveniently located near top-rated schools, shopping, and dining, this home is just a short 15-minute drive from Walt Disney World, making it an ideal location for both homeowners and investors. Don’t miss the opportunity to own a beautiful home in one of Horizon West’s most sought-after communities. Currently tenant occupied; tenants agree to vacate the property with a 30-day notice if requested by the buyer. See the professional video attached.

9231 Grand Island Way, Winter Garden

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