Explore Winter Garden, FL Homes for Sale Between $800,000 to $850,000

Winter Garden, FL Homes for Sale Between $800,000 to $850,000 Map Search

Homes for Sale in Winter Garden, FL Between $800,000 to $850,000

Welcome to your dedicated resource for Homes for Sale Between $800,000 to $850,000 in Winter Garden, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Winter Garden, FL agent, The Nest Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $800,000 to $850,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Winter Garden, FL Homes for Sale Between $800,000 to $850,000

$850,000
4 Beds 2 Baths Winter Garden Shores Rep SubDv. 34787 Zip Code
Virtually Staged. Welcome to your next obsession. Nestled on one of Winter Garden's iconic brick-lined streets in the highly sought-after Golf Cart District, this completely remodeled home delivers the perfect blend of historic charm, modern luxury, and walkable lifestyle - just minutes from Downtown Winter Garden, Plant Street Market, the West Orange Trail, award-winning restaurants, breweries, coffee shops, boutiques, farmers market and year-round community events. From the moment you step inside, you'll love the light filled open floor plan, gorgeous hardwood floors and designer finishes throughout. The stunning chef's kitchen is truly the heart of the home, featuring a farmhouse sink, new quartz countertops, under-cabinet lighting, abundant cabinetry and an oversized island overlooking the spacious living and dining areas - perfect for entertaining, hosting wine nights, game days, holiday gatherings or cozy evenings at home. With four spacious bedrooms, a dedicated home gym and a flexible bonus/playroom with classic French doors, there's room for everyone to live, work and play. Step outside and discover your own private Florida retreat featuring a new screened-in pool enclosure, creating the ultimate backyard oasis for pool parties, weekend BBQs, relaxing afternoons and year-round outdoor living. The expansive patio offers plenty of room for dining, entertaining and making memories with family and friends. The updates don't stop there. The home has been completely renovated from top to bottom, including new plumbing, updated electrical, roof, kitchen, bathrooms, flooring, fixtures, and finishes - giving you the confidence of modern systems with timeless style. Love the outdoors? You're just steps away from beautiful Lake Apopka where you'll enjoy breathtaking sunset views, walking and biking trails, kayaking, fishing and everything that makes Winter Garden one of Central Florida's most desirable places to call home. If you've been searching for a move-in ready home in Downtown Winter Garden, with a screened pool, open concept living , designer upgrades, Golf Cart District access and an unbeatable location close to shopping, dining, parks, top-rated schools and major highways - this is the one! Don't miss your chance to own one of Winter Garden's most desirable homes.

64 E Crest Avenue, Winter Garden

$810,000
5 Beds 4 Baths Signature Lakes SubDv. 34787 Zip Code
Welcome to this exceptional 5-bedroom, 3 full bathroom and 1 half bathroom two-story home located in the highly desirable Signature Lakes at Independence community of Winter Garden. Offering approximately 3,438 square feet of thoughtfully designed living space, this residence showcases a perfect blend of modern upgrades, elegant finishes, and exceptional indoor and outdoor living. The home was fully renovated and modernized in 2024 with high-quality materials carefully selected for the owners’ personal enjoyment and long-term use. The inviting open-concept floor plan features beautiful flooring, custom lighting throughout, upgraded details, a spacious family room, formal dining area, and flexible spaces ideal for a home office, media room, or additional entertainment area. The modern kitchen offers beautiful cabinetry, ample storage, and a functional layout designed for everyday living and entertaining. Additional features include customized closets, a complete laundry room, and a whole-house water filtration system. The washer and dryer will convey with the sale. Enjoy the ultimate Florida lifestyle with a large private screened-in pool area featuring a pool approximately 30x14 and a separate spa approximately 8x8, creating the perfect setting for relaxing, entertaining, and enjoying year-round outdoor living. The home also features a covered outdoor living area and outdoor kitchen space. Major improvements include two air conditioning systems replaced in 2023 and 2024, a Tesla electric vehicle charger, and an additional EV charger compatible with other electric vehicles. The custom lighting throughout the home will remain, including the one-of-a-kind natural stone chandelier at the staircase, a truly unique statement piece designed specifically for the residence. The spacious primary suite offers a private retreat with an upgraded spa-inspired bathroom and elegant finishes, while additional bedrooms provide comfort and flexibility for family members and guests. Located in Signature Lakes at Independence, residents enjoy resort-style amenities including a clubhouse, community pools, fitness center, parks, playgrounds, sports courts, and scenic walking trails. Conveniently located near Hamlin Town Center, shopping, dining, entertainment, major highways, and Walt Disney World attractions, this beautifully upgraded Winter Garden residence offers the perfect combination of luxury, comfort, and community lifestyle. Please note: curtains do not convey with the sale. Buyer and buyer’s agent are encouraged to verify all measurements, HOA information, restrictions, fees, and community requirements.

14418 Avenue Of The Rushes, Winter Garden

$850,000
5 Beds 3 Baths Covington Chase Ph 2b SubDv. 34787 Zip Code
Virtually Staged. Beautiful five-bedroom, three-bath pool home located in the highly sought-after Golf Cart District of Downtown Winter Garden. Situated on a spacious, fully fenced corner lot, this home offers a versatile floor plan with room to live, work, and entertain. Upon entry, a flex room is located to the right and may be used as an office, playroom, sitting room, or study. A formal dining room is located to the left. The main living area features an open-concept kitchen, living room, and dinette area. A downstairs bedroom and full bath provide a convenient option for guests or multigenerational living. Upstairs, the primary suite includes two walk-in closets. Three additional bedrooms, a full bath, and the laundry room are also located upstairs. The large media room offers flexible use as a theater room, home office, game room, or bonus space. Enjoy the private outdoor area with a covered porch, fully fenced yard, and saltwater pool and spa. Upgrades include freshly painted interior and exterior, and new carpet installed on 7/23/26. The AC unit is one year old. The seller will pay off the solar system at closing, providing added energy-efficiency benefits for the next owner. Conveniently located near the West Orange Trail, Plant Street Market, local shopping, dining, parks, and Downtown Winter Garden. Golf cart is available for purchase separately and is not included in the sale of the home.

637 Grassy Stone Drive, Winter Garden

$815,000
4 Beds 4 Baths Cypress Reserve SubDv. 34787 Zip Code
Welcome to this beautifully maintained 4-bedroom, 3.5-bath pool home in the heart of Winter Garden, offering the perfect blend of comfort, privacy, and convenience. Nestled on a conservation lot with no rear neighbors, this home features a spacious screened-in saltwater pool with a freestanding hot tub and covered seating area, ideal for outdoor living. Inside, enjoy an open floor plan with vaulted ceilings, abundant natural light, and a chef's kitchen complete with gas range, breakfast bar, under-cabinet lighting, and custom pantry storage. The first floor features all tile, while the second floor has brand-new carpet throughout, including a large loft perfect for a game room, office, or play space. Upstairs, two bedrooms share a full bath, while a separate fourth bedroom includes its own ensuite. Storage is maximized with custom-built systems in every closet and pantry, plus overhead garage storage and built-ins in the laundry room. The three-car side-entry garage adds extra curb appeal and functionality. Located in the community of Cypress Reserve, which features a pool and playground and is just steps from Sunridge Elementary and Middle Schools, this home is minutes from historic downtown Winter Garden and a mile from the Tucker Ranch Park and Nature Preserve, with a new Wellness Park being completed soon. This community also offers an easy commute to theme parks and the airport via access to major roadways to enjoy all that Central Florida has to offer.

13857 Jomatt Loop, Winter Garden

$850,000
5 Beds 5 Baths Highlands/Summerlake Grvs Ph 2 SubDv. 34787 Zip Code
TURNKEY OPPORTUNITY IN HORIZON WEST! This beautifully maintained residence is offered with a long-term tenant in place through April 2027, providing immediate and stable rental income from day one. Whether you’re seeking a cash-flowing investment property or planning a future primary residence, this home offers the unique benefit of current income with the potential for future owner occupancy upon lease expiration. Located in one of Central Florida’s most desirable and consistently high-demand communities, the property combines strong rental appeal with long-term ownership potential. The home features a modern layout, spacious living areas, quality finishes, and a floor plan that continues to attract and retain quality tenants. Its prime Horizon West/Winter Garden location offers convenient access to major employment centers, shopping, dining, entertainment, top attractions, and major roadways, making it a highly desirable area for both renters and homeowners alike. HOA includes cable and internet, helping reduce owner expenses. Tenant is responsible for all utilities and lawn maintenance, creating a low-management ownership structure. Home includes a brand-new washer and dryer that will convey with the sale. Current lease income and contract can be provided upon request. Tenant occupied through April 2027. Showings by appointment only with advance notice.

15784 Sweet Limetta Drive, Winter Garden

$834,999
7 Beds 4 Baths Verde Park Ph 1 SubDv. 34787 Zip Code
Welcome to 16004 Ollivet, an exceptional residence where thoughtful design, high-end upgrades, and everyday functionality come together in one of Winter Garden's most desirable communities. Meticulously maintained and beautifully appointed, this move-in-ready home offers the perfect balance of elegant living, modern convenience, and timeless style. From the moment you enter, you'll appreciate the bright, open floor plan, soaring ceilings, and abundance of natural light that create an inviting and spacious atmosphere. Designed for both entertaining and everyday living, the expansive main living area flows seamlessly into the dining space and gourmet kitchen, making it easy to host family gatherings or enjoy quiet evenings at home. The chef-inspired kitchen is the heart of the home, featuring abundant cabinetry, generous countertop space, a large center island, quality appliances, and ample storage. Whether you're preparing a weeknight dinner or entertaining guests, this space offers both beauty and functionality. The spacious primary suite serves as a private retreat, offering a relaxing escape at the end of the day. One of its standout features is the professionally designed custom walk-in closet, providing exceptional organization, premium built-ins, and a luxurious boutique-style feel. The en-suite bathroom complements the space with modern finishes. A versatile flex room adds even more value to the home and has been enhanced with custom built-in cabinetry, making it an ideal home office, executive workspace, library, study, craft room, or media room. The custom storage solutions maximize functionality while adding a design element that sets this home apart. The additional bedrooms are generously sized and thoughtfully positioned to provide comfort and privacy for family members or guests. Every room reflects the pride of ownership found throughout the home. One of the rare features you'll appreciate is the three-car garage, offering plenty of room for multiple vehicles, golf carts, recreational equipment, a workshop, fitness area, or additional storage. Step outside to the covered lanai, where you can enjoy your morning coffee, unwind after a long day, or entertain family and friends while overlooking the backyard. The outdoor living space provides the perfect extension of the home's interior. Conveniently located near Historic Downtown Winter Garden, Horizon West, shopping, dining, entertainment, parks, walking trails, major highways, and Central Florida's world-famous attractions, this home offers both convenience and an exceptional lifestyle. With its designer upgrades, custom built-in features, spacious open floor plan, rare three-car garage, and outstanding location, this home truly stands out. Every detail has been thoughtfully curated to create a residence that is as functional as it is beautiful. Schedule your private showing today and experience everything this remarkable property has.

16004 Ollivett Street, Winter Garden

$849,900
4 Beds 4 Baths Lakeshore Preserve Ph 1 SubDv. 34787 Zip Code
Welcome to this stunning Toll Brothers Sanibel Spanish Colonial model, where timeless architecture meets modern luxury in the highly sought-after Lakeshore Preserve community. Distinguished by its elegant tile roof and thoughtfully designed floor plan, this exceptional home offers the perfect blend of sophistication, comfort, and functionality. Step inside to discover a massive great room that serves as the heart of the home—an inviting space designed for both everyday living and unforgettable entertaining. The gourmet kitchen is a chef's dream, featuring a natural gas range, quartz counters, oversized center island, abundant cabinetry, and seamless flow into the living and dining areas. Two expansive sliding glass doors, complete with custom blinds, open to a covered and screened lanai, creating the ideal indoor-outdoor living experience for relaxing or hosting guests year-round. The first floor also includes a versatile fourth bedroom or private home office with an adjacent full bathroom, providing flexibility for guests, multigenerational living, or remote work. Upstairs, the luxurious primary suite offers a peaceful retreat with large windows that fill the room with natural light. The spa-inspired primary bath features a soaking tub, separate walk-in shower, dual vanities, and twin walk-in closets. Two additional bedrooms, a spacious loft perfect for a media room or play area, and a convenient second-floor laundry room complete the upper level. Additional upgrades include a tankless water heater and a spacious two-car attached garage with a wireless door opener via remote app and has ample room for vehicles and storage. Living in Lakeshore Preserve means enjoying a low-maintenance lifestyle with HOA dues that include lawn care with annual mulch, internet, and cable. Residents also have access to an impressive collection of resort-style amenities, including a clubhouse, swimming pool, fitness center, playgrounds, sand volleyball courts, dog park, firepit, and kayak launch. Extra wide sidewalks allow for easy activities like running, biking, etc. Close to both Elementary as well as High Schools. Home includes a transferable, structural warranty from Toll Brothers builders (over 2 years left). Experience luxury living, exceptional amenities, and an unbeatable location in one of the area's most desirable communities.

15709 Shorebird Lane, Winter Garden

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