Refine Search
Map
Sort by
$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
$935,000
5 Beds ⋅ 5 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
This beautifully maintained Toll Brothers Delray floor plan is 2 years new and sits on one of the community’s most desirable lots, directly overlooking the scenic community park. With excellent curb appeal, a covered front porch, and a long brick paver driveway, the home welcomes you from the moment you arrive. Step inside the dramatic two-story foyer and discover an open, light-filled floor plan with thoughtfully chosen upgrades, neutral colors, and high-end finishes throughout. The heart of the home is the expansive kitchen featuring a large prep island, built-in ovens, vented cooktop, walk-in pantry, and abundant cabinetry for all your storage needs. A convenient downstairs bedroom with a full bath offers ideal space for guests or multigenerational living. Upstairs, a spacious bonus room provides flexible living options, while the impressive primary suite steals the show with two walk-in closets, a luxurious garden bath, oversized shower, and dual vanities. Every bedroom is generously sized, giving family members their own private retreats. Just around the corner, the brand-new community clubhouse with its modern contemporary design is scheduled to open in July, bringing a state-of-the-art fitness center and sparkling community pool within easy walking distance. Perfectly located just minutes from Disney, major highways, top-rated shopping, and dining, this home is also zoned for highly sought-after K-12 schools. Why wait to build when you can move into this like-new Delray now and settle in before the new school year begins? A rare opportunity to own an upgraded Toll Brothers home in an unbeatable location.

14102 Lochend Way, Winter Garden
$249,950
2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. HOA fee includes cable, internet, water, sewer, trash, pool and exterior maintenance. Welcome to this well maintained 2-bedroom, 2-bath condominium offering 1,276 square feet of comfortable living space in a gated, resort-style community. The open-concept floor plan is perfect for everyday living and entertaining, featuring granite countertops, spacious living areas, abundant natural light throughout, and a versatile den that is ideal for a home office, reading space, or additional flex area. The community features an outstanding selection of amenities, including a serene pool and spa, fitness center, indoor basketball court, racquetball court, playground, outdoor grilling areas, and a beautifully appointed clubhouse complete with a movie room, pool table, business workspace, and a children's play area for added convenience while working out. Ideally located just minutes from Winter Garden Village, Historic Downtown Winter Garden, and major highways, this condo offers the perfect combination of comfort, convenience, and easy access to everything the area has to offer. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this condo is a must-see!

200 Southern Pecan Circle Unit 206, Winter Garden
$890,000
4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve Ph 5 SubDv. ⋅ 34787 Zip Code
Stunning home 4 bedrooms all suites, located in the Lakeshore community. This beautiful residence offers a perfect blend of modern elegance and comfort. House just has been used from Original owner twice a year since built as a second home, looks brand new! Fully upgraded Kitchen with High end Jen Air appliances, Quartz Waterfall Island countertop, upgraded cabinets and quartz countertops thru out the house.. Extensive custom Carpentry work thru out the house. Deep Lot with plenty of space for a large pool with pre wired and pre plumbing for a future summer kitchen. Residents enjoy resort-style amenities, including clubhouse, fitness center, resort-style pool and proximity to top-rated schools, shopping, and major highways.

8289 Topsail Place, Winter Garden
$646,000
4 Beds ⋅ 3 Baths ⋅ Northlake/Ovation Ph 1 SubDv. ⋅ 34787 Zip Code
Welcome to this stunning, nearly new home, just two years old and thoughtfully designed for modern living. Perfectly positioned directly across from a beautiful conservation area and just steps from the community amenities center, this exceptional residence offers the ideal blend of comfort, convenience, and style. As you enter through the inviting front porch, you'll find a private first-floor bedroom and full bathroom—perfect for guests, in-laws, or a home office. The heart of the home features a gourmet kitchen that seamlessly flows into the spacious open-concept living and dining areas, creating the perfect space for entertaining and everyday living. Step through elegant French doors to enjoy the extended covered lanai and side yard, offering plenty of outdoor living space. The oversized driveway and two-car garage provide ample parking and storage. Upstairs, you'll discover two additional bedrooms, a full bathroom, and an expansive primary suite designed as a true retreat. The luxurious primary bathroom features dual vanities, an oversized walk-in shower, and a spacious walk-in closet. Located within a highly sought-after school district and just minutes from Orlando Health Hospital, Hamlin Town Center, and Flamingo Crossings Town Center, this home offers unparalleled convenience to shopping, dining, entertainment, and major roadways. This move-in-ready gem truly has everything you've been looking for. Schedule your private showing today and experience the lifestyle this exceptional home has to offer!

11165 Green Citron Alley, 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
$789,890
4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve Ph 2 SubDv. ⋅ 34787 Zip Code
Imagine coming home to space, style, and ease—where every detail is already done. This move-in-ready Toll Brothers home offers 4 bedrooms, 3.5 baths, and 3,304 sq. ft. in one of Horizon West’s most desirable communities. From the Tuscan-inspired curb appeal and welcoming front porch to the bright, open living spaces, this home was designed for comfort, flexibility, and effortless entertaining. The chef’s kitchen features a large island and flows seamlessly into the family room and covered lanai. With two primary suites, including one on the main level, the floor plan is ideal for guests, multigenerational living, or a private owner’s retreat. The oversized backyard offers room to create your dream outdoor oasis, including space for a future pool. Enjoy resort-style amenities with lawn care included, a clubhouse, fitness center, parks, playgrounds, and a lakeside pool overlooking Panther Lake. Located minutes from top-rated schools, Hamlin Town Center, Disney, and everything Horizon West has to offer. Luxury without waiting. Space without compromise. This is where your next chapter begins.

15149 Canoe Place, 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
$875,000
5 Beds ⋅ 5 Baths ⋅ Lakeview Preserve Ph 2 SubDv. ⋅ 34787 Zip Code
Welcome to 3362 Hanging Tide Street, an exceptional residence located in the gated waterfront community of Lakeview Preserve in Winter Garden. Built in 2022 and situated on a premium corner lot, this expansive 5-bedroom, 5-bath home offers 4,495 square feet of thoughtfully designed living space where luxury, comfort, and modern technology seamlessly come together. From the moment you enter, soaring ceilings, abundant recessed lighting, luxury vinyl plank flooring, designer finishes, and an open-concept floor plan create an impressive sense of space and sophistication. The chef's kitchen serves as the heart of the home, featuring quartz countertops, soft-close cabinetry and drawers, under-cabinet lighting, and a custom-designed walk-in pantry. The spacious family room is enhanced by surround sound, creating the perfect setting for both everyday living and entertaining. The first-floor primary suite offers a true retreat with a tray ceiling, oversized custom-built walk-in closet, and a spa-inspired bath featuring dual shower heads and elegant finishes throughout. An additional en-suite bedroom, third guest bedroom, dedicated office with custom built-in cabinetry, full laundry room, and mudroom complete the thoughtfully designed main level. Upstairs, a spacious loft and dedicated media room create the ultimate entertainment retreat, featuring a 120-inch projection screen, projector, surround sound system, and motorized blackout shades. Two additional bedrooms and a full bath provide ample space and privacy for family and guests. Step outside to your private backyard oasis featuring a custom resort-style pool and spa complete with five waterfalls, LED lighting, a sun shelf, and Badu swim jets for endless swimming. The covered lanai is designed for year-round entertaining with surround sound, dual ceiling fans, a full cabana bath, and pre-plumbing for a future outdoor kitchen. Decorative exterior lighting further enhances the home's curb appeal and evening ambiance. No detail has been overlooked. Additional highlights include custom-built closets and cabinetry, upgraded tile finishes, glass sliders opening up to the lanai, whole-house Aquasana water filtration, dual HVAC systems, a hybrid water heater, sealed driveway, polyaspartic garage flooring, fans throughout, integrated Wi-Fi boosters, concealed TV wiring throughout the home, security system with cameras, and extensive smart-home technology allowing remote control of lighting, security, HVAC systems, garage doors, and select door locks directly from your phone. Lakeview Preserve is a gated waterfront community located along the southwestern shores of John's Lake. Residents enjoy low HOA fees and resort-style amenities including a community pool with lounges and tables, splash pad, fitness center, and scenic lakefront surroundings with kayaks. Conveniently located approximately 30 minutes from Walt Disney World and Universal Studios, just 8 miles from Downtown Winter Garden and 6 miles from Winter Garden Village, with access to top-rated Lake County schools. Offering the perfect combination of luxury, technology, and lifestyle, this exceptional residence presents a rare opportunity to own one of the most upgraded homes in Lakeview Preserve.

3362 Hanging Tide Street, Winter Garden
$875,000
5 Beds ⋅ 3 Baths ⋅ Signature Lakes Ph 3b-4 3b-5 & 3 SubDv. ⋅ 34787 Zip Code
Virtually Staged. HUGE CORNER LOT featuring 5 bedrooms, 3 full bathrooms and a 3 car garage with Epoxy flooring in a highly desirable neighborhood! With new fresh paint throughout, this move-in-ready home offers space, comfort, and versatility. The oversized backyard offers endless possibilities for customization, outdoor entertaining, and recreation. The spacious owner's suite is complete with two walk-in closets and a private en-suite bathroom. Upstairs, the expansive bonus room offers endless possibilities as a home theater, game room, in-law suite, or large bedroom. In addition to the owner's suite and bonus room, you'll find three generously sized secondary bedrooms upstairs that provide ample space and flexibility. Downstairs features another room with a closet and it has a connecting full bathroom, making it ideal for an office or additional guest room. The beautifully upgraded kitchen is the heart of the home, offering the perfect space for cooking, dining, and creating lasting memories. Featuring two expansive living rooms on the main level plus a formal dining room, this home is ideal for both entertaining guests and enjoying quality time together. With a versatile floor plan, generous living spaces, and endless possibilities, come experience everything this remarkable property has to offer. This is more than a house, it's a place to call home. Some photos have been virtually staged to illustrate potential furniture placement, room functionality, and design possibilities, helping buyers envision the home's full potential.

6100 Cypress Hill Road, 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
$1,300,000
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 1b SubDv. ⋅ 34787 Zip Code
Welcome to an exceptional residence where luxury, lifestyle, and location converge in one of Winter Garden’s most desirable communities. Situated on a hard to find oversized premium corner lot, this stunning 4-bedroom, 4-full bath home offers 3,424 square feet of thoughtfully designed living space, perfectly positioned to capture serene park views in the front and tranquil pond vistas in the rear. From the moment you arrive, the home’s elevated presence and expansive setting set the tone. Inside, you are greeted by a light-filled, open-concept layout designed for both elegant entertaining and everyday comfort. The spacious floor plan flows seamlessly, enhanced by refined finishes and generous living areas. At the heart of the home, the kitchen and great room spaces connect effortlessly to the outdoors, where your private resort-style retreat awaits, outdoor living at its finest! Step outside to your private POOL (built in 2022)—a true showpiece designed for relaxation and entertaining. The fully fenced backyard with a sleek metallic fence offers both privacy and unobstructed views, creating the perfect balance of security and openness. Whether hosting gatherings or enjoying a quiet evening, the backdrop of the pond and open skies delivers an unparalleled sense of tranquility. And as the sun sets, prepare for a truly magical experience—nightly views of the MAGIC KINGDOM FIREWORKS right from your backyard create a one-of-a-kind ambiance that elevates everyday living into something extraordinary. INTERIOR HIGHLIGHTS: 4 Bedrooms | 4 Full Bathrooms. A spacious DEN located in the first floor is currently set as a guest room, with the convenience of a full bathroom in the first floor with access to the pool. A spacious BONUS ROOM located on the second floor– ideal for a media room, office, or playroom. Expansive GREAT ROOM and entertaining areas including a STUDY SPACE off of the kitchen and a DINETTE SPACE. A thoughtfully designed layout with functional flow! Recent Update:A/C UNIT REPLACED in late 2025, offering peace of mind and energy efficiency for years to come. Park views from the front – providing openness and privacy. Pond views from the rear – creating a serene and picturesque backdrop. Oversized corner lot enhances curb appeal and outdoor space. This is more than just a home—it’s a lifestyle property that blends natural beauty, luxury amenities, and a prime location. From quiet mornings overlooking the pond to evenings watching Disney fireworks, every day here feels elevated.

9189 Busaco Park Way, Winter Garden
$525,000
3 Beds ⋅ 3 Baths ⋅ Oakland Trls Ph 1 SubDv. ⋅ 34787 Zip Code
Welcome to Oakland Trails, one of Oakland’s most desirable communities! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and location. Built in 2018, the home features a bright, open-concept floor plan with spacious living areas, a modern kitchen, and plenty of room for both everyday living and entertaining. Step outside and enjoy all the amenities that make Oakland Trails so special, including a resort-style community pool and playground. Outdoor enthusiasts will love being just minutes from the renowned West Orange Trail, offering miles of scenic paths for walking, running, and biking through some of Central Florida’s most beautiful landscapes. Conveniently located near historic downtown Winter Garden, shopping, dining, and major roadways, this home combines small-town charm with everyday convenience. Whether you're relaxing at the pool, exploring the nearby trail system, or enjoying all that the area has to offer, this property delivers the Florida lifestyle you've been looking for.

2241 White Feather Loop, Winter Garden
$719,900
5 Beds ⋅ 4 Baths ⋅ Signature Lakes Ph 3b-4, 3b-5 & SubDv. ⋅ 34787 Zip Code
Welcome to 5973 Cypress Hill Road, an exceptional 5-bedroom, 3.5-bathroom home offering nearly 3,500 square feet of thoughtfully designed living space in the highly sought-after Independence community of Winter Garden. Located in the heart of Horizon West, one of Central Florida's fastest-growing and most desirable areas, this move-in-ready home combines spacious living, resort-style amenities, top-rated schools, and unbeatable convenience. Seller is willing to help with buyers closing costs Step inside and discover a versatile floor plan designed for today's lifestyle. Multiple living spaces, including a formal living room, family room, and great room, provide the flexibility needed for entertaining, working from home, multigenerational living, or simply enjoying time with family. The spacious first-floor primary suite offers a private retreat away from the secondary bedrooms, while each of the five bedrooms features its own walk-in closet, abundant natural light, and comfortable carpeting. With room for everyone and everything, this home delivers the space buyers are searching for. At the heart of the home, the kitchen features stainless steel appliances, ample cabinetry, tile flooring, and generous workspace for meal preparation and entertaining. The washer, dryer, and all kitchen appliances convey with the sale, making your transition seamless. Step outside to the screened lanai and enjoy Florida living year-round. Whether you're enjoying your morning coffee, hosting weekend barbecues, or unwinding after a long day, this outdoor living space provides the perfect setting. Additional highlights include a newer HVAC system, a two-car garage, ceramic tile flooring in the main living areas, and abundant storage throughout the home. Residents of Independence enjoy access to an impressive collection of community amenities, including resort-style swimming pools, a fitness center, parks, playgrounds, walking trails, sports courts, and year-round community events. The location places you just minutes from Hamlin Town Center, downtown Winter Garden, shopping, dining, entertainment, major highways, and world-renowned attractions including Walt Disney World. Families will appreciate the home's location within the highly regarded school zones for Independence Elementary, Bridgewater Middle School, and Windermere High School. If you've been searching for a spacious Winter Garden home for sale with a downstairs primary suite, walk-in closets in every bedroom, resort-style community amenities, and convenient access to everything Central Florida has to offer, 5973 Cypress Hill Road deserves a spot at the top of your list. Schedule your private showing today and experience the Independence lifestyle for yourself. All information provided is deemed reliable but not guaranteed. All buyers should verify all information provided

5973 Cypress Hill Road, Winter Garden
$600,000
5 Beds ⋅ 3 Baths ⋅ Lakeview Reserve SubDv. ⋅ 34787 Zip Code
Virtually Staged. Experience elevated living in the gated WATERFRONT community of Lakeview Reserve, ideally situated in the heart of historic downtown Winter Garden in the GOLF CART DISTRICT with LOW HOA. This impressive FIVE-bedroom, THREE-bath residence with dining space and LOFT offers an exceptional combination of space, comfort, and versatility, thoughtfully designed to accommodate both everyday living and grand-scale entertaining. Boasting a generous floor plan with expansive living areas and well-proportioned bedrooms, the home provides ample room for growing families, multigenerational living, or those seeking dedicated spaces for a home office, fitness room, or media retreat. Situated on a premium homesite spanning nearly one-quarter of an acre (.19), the property presents endless possibilities for outdoor enjoyment. Whether you envision creating a private backyard oasis, adding a custom pool, designing an outdoor kitchen, or simply enjoying the abundance of open green space, this oversized lot offers the flexibility to bring your vision to life while still providing plenty of room for recreation and relaxation. Upon entering, you are welcomed by a thoughtfully designed open-concept floor plan enhanced by new flooring and a freshly painted interior (2023-2024), creating a bright and inviting atmosphere throughout. The beautifully appointed and newly UPDATED gourmet kitchen serves as the heart of the home, featuring stainless-steel appliances, quartz countertops, shaker style cabinets, and two pantries. The living area is adjacent to the kitchen and presents a great opportunity to expand into the outdoor space creating an indoor-outdoor vibe. Designed with flexibility and comfort in mind, the main level offers a generously sized guest bedroom and a full bathroom, ideal for visitors, a home office, or multigenerational living. The laundry room and dining space are also located on the main level. Upstairs, the spacious primary suite provides a private retreat, while three additional bedrooms, full bath, and loft offer abundant space for family and guests. The primary suite includes a garden tub with separate shower, vanity, linen closet, and walk-in closet. Enjoy picturesque views of Lake Apopka from multiple vantage points throughout the home, creating a serene backdrop for everyday living. ADDITIONAL UPDATES: roof (2018), water heater (2025), downstairs AC (2024-2025), Just moments away, residents enjoy exclusive access to a private community dock overlooking the lake—an idyllic setting for morning coffee, fishing, or taking in spectacular sunset views. Located within the golf-cart district, this remarkable home places you just minutes from the charming boutiques, acclaimed dining, farmers market, and year-round events that make downtown Winter Garden one of Central Florida’s most sought-after destinations. Convenient access to major highways (Turnpike, 429, East-West Expressway) further enhances the lifestyle, placing world-renowned attractions such as Walt Disney World, Universal, and downtown Orlando within easy reach. You can access the 22 mile long WEST ORANGE Trail just footsteps outside of the community to take in cycling and exercising. Move-in ready, this exceptional residence offers a rare opportunity to enjoy luxury, convenience, and a true sense of community in one of Winter Garden’s sought after gated neighborhoods. Measurements are approximate. Buyer is responsible for verifying information.

181 Zachary Wade Street, Winter Garden
$730,000
5 Beds ⋅ 4 Baths ⋅ Osprey Ranch Ph 1 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully upgraded home in Winter Garden, where style, comfort, and thoughtful design come together seamlessly. From the moment you step inside, you’re greeted by an open, bright, and airy layout, enhanced by elegant farmhouse-inspired finishes and abundant natural light throughout. The main home features no carpet, creating a clean and modern aesthetic, while stunning custom built-in cabinetry in the kitchen, living room, and bedrooms adds both sophistication and functionality. At the center of the home, the spacious kitchen is designed to impress, featuring a large island perfect for entertaining, elegant finishes, and seamless flow into the living and dining spaces. Every detail has been thoughtfully selected, and with tons of upgrades throughout, this home feels elevated at every turn. One of the standout features is the private studio above the garage, ideal for guests, extended family, a home office. Located in the desirable Osprey Ranch community, this home is just minutes from Walt Disney World and everyday conveniences. Even better, you are just steps from the resort style amenities, including the community pool, splash pad, cabana, and playground, offering the perfect blend of lifestyle, convenience, and community living.

15591 Gentle Rain Drive, Winter Garden
$454,900
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
$1,049,000
5 Beds ⋅ 4 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Located in the highly desirable Westhaven at Ovation, this exceptional five bedroom, four bathroom home sits on one of the largest lots in the community with an impressive 0.28 acres, offering extra privacy, space, and an unbeatable setting. With no front or rear neighbors and peaceful pond views behind the home, this property delivers a rare combination of comfort and tranquility. Designed with both elegance and functionality in mind, the home features a spacious open layout with a large loft, an oversized covered lanai perfect for entertaining, and a charming front porch that creates a warm welcome. The gourmet kitchen is equipped with premium KitchenAid appliances and an LG InstaView Door-in-Door refrigerator, combining luxury and modern convenience. Thoughtful upgrades can be found throughout the home, including elegant open rail stairs with luxury vinyl flooring, floor-to-ceiling tile in the bathrooms, and custom-designed spaces in the primary suite closet, laundry room, and pantry for maximum organization and style. The laundry room also includes a utility sink, adding extra practicality for everyday living. The spacious primary suite and well-distributed floor plan provide comfort for the entire family, while the proximity to the community clubhouse adds even more convenience and lifestyle appeal. With a two car garage, exceptional finishes, and one of the best locations in the neighborhood, this home is truly a standout opportunity in Winter Garden.

13181 Toolcross Way, Winter Garden
$885,000
5 Beds ⋅ 4 Baths ⋅ Encore/Ovation-Ph 3 SubDv. ⋅ 34787 Zip Code
Experience elevated Florida living in the highly sought-after resort-style community of Encore at Ovation, just minutes from Walt Disney World and Central Florida’s premier attractions. This exceptional 5 bedroom, 4 bath residence offers 3,687 square feet of thoughtfully designed living space with tranquil conservation views, blending luxury, comfort and functionality in every detail. From the moment you enter, you’ll appreciate the home’s refined finishes, expansive layout and seamless indoor-outdoor flow designed for both everyday living and effortless entertaining. Upgraded tile flooring spans the entire main level, while engineered hardwood flooring enhances the staircase. At the heart of the home, the gourmet kitchen is beautifully appointed with upgraded cabinetry, premium countertops, an exterior-vented range hood and a redesigned oversized center island strategically positioned to maximize prep and cooking space — an ideal setup for both casual meals and culinary enthusiasts. A large walk-in pantry provides abundant storage, while the formal dining room offers the perfect setting for hosting family dinners and special occasions. The main floor also features a private guest bedroom and full bath with direct outdoor access, creating the perfect space for visitors, multigenerational living or a dedicated home office. Upstairs, an elegant open-rail staircase leads to a bright and versatile loft area, ideal for a media room, workspace or additional lounge space. The luxurious primary suite serves as a true retreat, complete with a spa-inspired en-suite bath featuring dual vanities, a semi-frameless glass shower, an expansive walk-in closet and a private balcony perfect for enjoying Florida’s year-round sunshine. Three additional generously sized bedrooms and another spacious loft complete the upper level. Additional upgrades include a well-designed laundry room with a built-in utility sink for added convenience. A spacious three-car tandem garage offers ample room for vehicles, storage and hobbies. Step outside to the fenced expansive backyard overlooking peaceful conservation views, with plenty of room to design your dream outdoor oasis. Residents of Encore at Ovation enjoy access to outstanding community amenities including a resort-style pool, clubhouse, fitness center and lawn maintenance services. Ideally located near world-class shopping, dining, entertainment and major highways, this move-in-ready home offers the perfect blend of luxury, lifestyle and convenience. Don’t miss the opportunity to make this stunning property your next home.

13978 Lanyard Way, Winter Garden
$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
$632,990
3 Beds ⋅ 3 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
Under Construction. .

12537 Grape Chardonnay Alley, Winter Garden
$610,000
5 Beds ⋅ 3 Baths ⋅ Panther View 40 SubDv. ⋅ 34787 Zip Code
Nestled in the sought-after Innovation at Panther View community of Horizon West, this 5-bedroom, two-story home delivers the space, style, and flexibility today's buyers are looking for, with solar and a Tesla EV charger already in place to keep your monthly energy costs working in your favor. Step inside to rich wood-look tile flooring that flows throughout the entire first floor, setting a warm yet sophisticated tone. The heart of the home is a show-stopping gourmet kitchen featuring white shaker cabinets, quartz countertops, a dramatic shiplap island with seating for four, subway tile backsplash, stainless appliances, and statement black pendant lighting. It opens seamlessly to the dining area and living spaces, making it a true chef's dream and the natural gathering point of the home. A formal sitting room with beadboard wainscoting and a gorgeous chandelier adds an elegant touch perfect for entertaining. This home gives you more than just 5 bedrooms. A flexible den on the first floor works beautifully as a home office, a study, or a playroom, and the first-floor guest bedroom is ideal for multigenerational living or visiting family. Upstairs, a spacious loft with custom board-and-batten accent walls offers a true second living space, perfect as a media room, kids' hangout, or upstairs lounge. Retreat to the grand primary suite with a tray ceiling, custom wainscoting wall, and a en-suite bath complete with a garden soaking tub, dual vanities, and a walk-in glass shower. Three additional bedrooms with thoughtful character round out the upper level. Step outside to the screened lanai and enjoy easy, low-maintenance Florida living year-round. Innovation at Panther View is a boutique 152-home community wrapped by the Panther Lake golf course, with amenities including a playground, dog park, outdoor amphitheater, covered BBQ pavilion, and walking trails. Just minutes from SR-429, Hamlin Town Center, top-rated Orange County schools, and Walt Disney World, with the new Horizon West Regional Park.

7542 Summerlake Groves Street, Winter Garden
$610,000
4 Beds ⋅ 4 Baths ⋅ Harvest/Ovation Ph 2 SubDv. ⋅ 34787 Zip Code
Move right into one of the most sought-after floor plans in Harvest at Ovation. This just-completed Taylor Morrison Baldwin model offers the rare opportunity to skip the build timeline and step into a never fully lived-in home loaded with designer upgrades and timeless style. Originally purchased as a long-term move, the sellers had a change of plans, creating an incredible opportunity for the next owner. With soaring 20-foot ceilings in the main living area, this home makes an immediate impression the moment you walk through the door. Natural light pours into the open-concept layout, highlighting the upgraded flooring, custom window treatments, and carefully curated finishes throughout. The kitchen was designed to be the centerpiece of the home, featuring white and chrome GE Café appliances, a gas cooktop, oversized island, designer lighting, and striking blue cabinetry that brings warmth and character to the space. It flows seamlessly into the dining and living areas, making it ideal for entertaining or everyday living. The first-floor ensuite bedroom with a walk-in closet offers flexibility for guests, multigenerational living, or a private office setup. Upstairs, the spacious primary suite feels like a retreat with a spa-inspired bath and elevated design selections, while the additional bedrooms and bathrooms continue the same high-end aesthetic throughout the home. Additional upgrades include an epoxy-coated garage floor, elevated bathroom finishes throughout, covered lanai, and premium design selections that would be costly and time-consuming to recreate in a new build today. Located in the highly desirable Harvest at Ovation community, residents enjoy resort-style amenities including a pool, playground, walking trails, and green spaces, all just minutes from Flamingo Crossings, Walt Disney World, Horizon West dining, shopping, and major roadways. Why wait months for construction when this designer-finished Baldwin is available now?

16186 Honey Harvest Street, Winter Garden
$889,000
5 Beds ⋅ 4 Baths ⋅ Ests/Lakeview Preserve SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to your dream home in the highly sought-after Lakeview Preserve Estates, where modern luxury meets refined living. This exceptional designer-furnished residence offers 5 bedrooms, 4 bathrooms, over 4,000 square feet of thoughtfully curated living space, and a spacious 3-car garage, all situated on an oversized homesite with ample room to create your own private outdoor oasis and custom pool retreat. Designed with sophistication in mind, this turnkey home showcases soaring ceilings, abundant natural light, luxury wood-look tile flooring throughout the main level, and an expansive open-concept floor plan ideal for both grand entertaining and everyday comfort. At the heart of the home is the gourmet chef’s kitchen, featuring quartz countertops, 42-inch shaker-style cabinetry, an oversized center island, designer finishes, and a massive walk-in pantry that seamlessly flows into the spacious living and dining areas. The first floor offers an incredibly desirable layout with three bedrooms, including two private primary suites. The main owner’s retreat serves as a luxurious sanctuary featuring a spa-inspired bathroom with dual vanities, an oversized walk-in shower, and custom walk-in closets. A second primary suite with its own full bathroom provides the perfect setup for multi-generational living, long-term guests, or added privacy. An additional bedroom and full bathroom are also conveniently located on the main level. Upstairs, you’ll find generously sized secondary bedrooms, a large bonus/game room, and an additional living area perfectly suited for entertaining, a media room, home office, or flexible multi-generational living space. Located within the exclusive gated community of Lakeview Preserve near Johns Lake, residents enjoy resort-style amenities including a luxury clubhouse, state-of-the-art fitness center, zero-entry pool, splash pad, playground, scenic lakeside trails, and private kayak launch access. Ideally positioned just minutes from SR-429, Walt Disney World, Winter Garden Village, Downtown Winter Garden, Clermont, and top-rated schools, this impeccably maintained home delivers the perfect blend of luxury, lifestyle, and convenience. Schedule your private showing today and experience the elegance and comfort of Lakeview Preserve living.

3286 Mainsail Court, Winter Garden
$2,500,000
6 Beds ⋅ 7 Baths ⋅ Lakeshore Preserve Ph 4 SubDv. ⋅ 34787 Zip Code
This extraordinary lake-view residence redefines luxury, comfort, and sophistication in the heart of Winter Garden. Located in the highly sought-after Lakeshore Preserve community, this stunning home impresses from the moment you arrive with an elegant paved driveway, beautifully manicured landscaping, and grand double entry doors leading into a dramatic two-story foyer with soaring ceilings and an unforgettable first impression. Designed for exceptional living and entertaining, the home features a sophisticated open-concept floor plan filled with abundant natural light and breathtaking lake views that create a serene and picturesque atmosphere throughout the property. The elegant dining area showcases stunning views of the pool and lake, creating the perfect setting for memorable gatherings with family and friends. The gourmet kitchen is truly a chef’s dream, featuring granite countertops, a spacious center island with seating, stainless steel appliances, designer tile backsplash, and a large walk-in pantry with custom built-in shelving. Overlooking the expansive living room, the space is enhanced by tray ceiling details and elegant recessed lighting, offering both warmth and sophistication. Sliding glass doors seamlessly connect the indoor and outdoor living spaces, opening to a spectacular pool deck and outdoor gourmet area designed for the ultimate Florida lifestyle. Relax while enjoying peaceful water views from your private backyard oasis — the perfect place to entertain, unwind, and enjoy Florida sunsets over the lake. The luxurious primary suite serves as a private retreat, featuring a spa-inspired bathroom with modern square sinks, a soaking tub, and a spacious walk-in rain shower. A separate laundry room provides ample cabinetry and additional storage for convenience and organization. Residents of Lakeshore Preserve enjoy outstanding resort-style amenities, including a clubhouse, resort-style swimming pool, fitness center, yoga room, playgrounds, dog park, sand volleyball court, fishing pier, and community canoes and kayaks. The HOA also maintains the community common areas, allowing for a truly low-maintenance lifestyle. Ideally located just minutes from Orange County National Golf Center, Walt Disney World Resort, premier shopping, dining, top-rated schools, and major highways, this impeccably maintained lakefront-inspired home offers the perfect combination of luxury, convenience, and lifestyle. A rare opportunity to own an exceptional lake-view home in one of Winter Garden’s most desirable communities.

15505 Shorebird Lane, Winter Garden
$825,000
5 Beds ⋅ 4 Baths ⋅ Verde Park Ph 1 SubDv. ⋅ 34787 Zip Code
One or more photo(s) has been virtually staged. Price improved and ready for its next owner, this beautifully maintained pool home in the sought-after Verde Park community offers more than 4,240 square feet of thoughtfully designed living space on a beautiful 0.26-acre corner lot in one of Winter Garden’s most beloved communities. With 5 bedrooms and 4 bathrooms, the home delivers an exceptional combination of space, comfort, and Florida outdoor living with a flexible layout designed for everyday living and entertaining. Inside, elegant formal living and dining rooms, architectural archways, and generous gathering spaces create a warm and welcoming first impression. The expansive family room connects seamlessly to a gourmet kitchen complete with granite countertops, stainless steel appliances, a cooktop, built-in wall oven, and a sunny breakfast nook overlooking the outdoor living area - the kind of space where mornings feel easy and gatherings happen naturally. The versatile floor plan offers room for a variety of needs, including a downstairs Murphy bed office that is perfect for guests or working from home, plus an additional downstairs bonus room with exciting potential as a next-generation living space ideal for multigenerational families or extended stays. Upstairs, the primary suite wraps you in comfort with a large bedroom, spa-like bath, garden tub, dual vanity, separate walk-in shower, and a custom oversized walk-in closet with built-in storage. The second floor also features a large open loft with a convenient kitchenette and a dedicated media room, creating the perfect setup for movie nights or entertainment. Outdoors, enjoy a private screened pool and lanai, covered patio, and summer kitchen designed for year-round enjoyment. The home is also EV charging ready, adding modern convenience for today’s lifestyle. When you’re ready to explore, everything is right at your doorstep. Enjoy walkable access to the West Orange Trail, perfect for morning bike rides, jogging, or evening strolls. Major shopping, including Costco, popular retail, and everyday conveniences, is just minutes away, charming downtown Winter Garden, with its vibrant farmers market, local dining, and boutique shops, is a short drive from home. Add easy access to Montverde Academy and the Florida Turnpike, and this location truly checks every box. Some photos are virtually staged. Aerial property lines are approximate and should be verified by buyer. *Aerial photo property lines are an estimate and to be verified by buyer, some photos are virtually staged

14001 Rugby Street, Oakland
$575,000
4 Beds ⋅ 3 Baths ⋅ Signature Lks-Pcl 01d Ph 01 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this beautifully maintained former model home located in the highly sought-after Winter Garden area, just minutes from Magic Kingdom, shopping, dining, and top community amenities including pools, tennis courts, basketball courts, and a dog park. This spacious 4-bedroom, 2.5-bath residence combines thoughtful upgrades, functional living spaces, and exceptional curb appeal. Step inside to discover upgraded ceramic tile flooring throughout the main living areas, an open-concept layout, and a dedicated office/flex room featuring custom built-in desks and cabinetry—perfect for working from home. The expansive gourmet kitchen offers granite countertops, upgraded cabinetry, stainless steel appliances, oversized island seating, and abundant storage space ideal for entertaining and everyday living. The first floor flows seamlessly into the oversized great room and large screened covered lanai, creating the perfect indoor-outdoor lifestyle. A spacious laundry room includes built-in cabinetry, utility sink, and folding station for added convenience. Upstairs, the generous primary suite features dual vanities, a garden tub, walk-in shower, and spacious walk-in closet. Three additional bedrooms and a full bathroom provide comfortable accommodations for family and guests. The second upstairs bathroom was updated with a new vanity in 2024. This home has been extensively improved with major recent upgrades including: NEW ROOF (2022) Solar panels (2023) NEW fence (2021) Fresh exterior paint (2026) New refrigerator (2024) Washer & dryer (2021) HVAC (2014) Updated blinds throughout Ring security system, Ring cameras, and smart front door lock Water softener system Reverse osmosis system in kitchen Enjoy the oversized yard, exceptional cabinet and storage space, and the premium feel that comes with owning a former model home. This move-in-ready property offers the perfect combination of comfort, upgrades, energy efficiency, and prime Central Florida living. Schedule your private showing today!

14542 Black Cherry Trail, Winter Garden
$595,000
3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained, move-in ready 3-bedroom, 3-bathroom home in the highly sought-after Oakland Park community of Winter Garden. Combining timeless architecture with modern upgrades, this turnkey home offers the perfect blend of comfort, style, and convenience. Inside, you'll find a bright, open-concept floor plan with abundant natural light, soaring ceilings, spacious living and dining areas, and a flexible layout ideal for entertaining, working from home, or accommodating multigenerational living. The chef-inspired kitchen features desirable gas appliances, generous counter space, ample cabinetry, and seamlessly connects to the main living areas, creating the heart of the home. Thoughtful upgrades throughout include plantation shutters, designer finishes, and quality craftsmanship, providing a low-maintenance lifestyle that allows you to simply move in and enjoy. The spacious primary suite offers a private retreat with a luxurious ensuite bathroom and generous walk-in closet, while the additional bedrooms and bathrooms provide flexibility for family, guests, or a dedicated home office. Step outside and enjoy Oakland Park's signature charm, featuring tree-lined streets, inviting front porches, scenic green spaces, and resort-style amenities that foster a true sense of community. Perfectly located just minutes from Historic Downtown Winter Garden, the award-winning Farmers Market, the West Orange Trail, boutique shopping, popular restaurants, community events, and convenient access to SR 429, the Florida Turnpike, Disney, downtown Orlando, and Orlando International Airport. Families will appreciate the proximity to top-rated schools and nearby parks. Whether you're searching for a primary residence, a second home, or simply a home that offers an exceptional lifestyle in one of Central Florida's most desirable communities, this Oakland Park gem delivers the location, upgrades, and quality you've been waiting for.

914 Trowman Alley, Winter Garden
$825,000
5 Beds ⋅ 4 Baths ⋅ Lake Forest Sec 10a SubDv. ⋅ 34787 Zip Code
Welcome to the luxury living! Conveniently located in gated Glynwood II/Stone Crest you will find this charming home. Featuring 5bedrooms, 4 baths, formal living and dining rooms, office/den, upstairs bedroom and second floor bonus/theatre room. This exquisite residence offers an expansive and open floor plan that effortlessly blends comfort and sophistication. The gourmet kitchen, adorned with solid surface countertops, stainless steel appliances, and a dedicated breakfast nook is the heart of this home. The spacious family room sets the stage for relaxation and gatherings while the dedicated formal living and dining spaces provide the perfect spot for hosting holiday gatherings and hosting special occasions. In addition to the expansive common areas, this home also features a dedicated study, complete with built-ins making it the perfect spot for those who work from home, a playroom or even a spouse-cave. Retreat to the master suite, an elegant sanctuary featuring dual walk-in closets and a lavish in-suite bathroom with a soaking tub and a separate shower. In addition to the master suite, there are three more generously sized bedrooms, ensuring space for family or visitors. Each of the three bathrooms is beautifully appointed with modern fixtures and finishes. A quick trip upstairs you will find a generous bonus room as well as a 5th bedroom with its own dedicated bathroom, making this the perfect space for growing teenagers, family or guests. Step outside to your own slice of paradise. The screened lanai opens to a private patio area, creating a tranquil space to enjoy Florida living. There is also a vinyl privacy fence and spacious back yard. Close to Winter Garden Village for dining and shopping, and Disney and other major attractions, as well as major highways. Call for your private showing today.

13613 Larsen Lane, Winter Garden