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Newest Homes for Sale in Winter Garden, FL

Welcome to your dedicated resource for newest homes for sale 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 newest properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Newest Homes for Sale in Winter Garden, FL

$1,195,000
5 Beds 4 Baths Oakland Park Unit 1b-1b SubDv. 34787 Zip Code
Virtually Staged. More than a home, this is a lifestyle. Perfectly positioned in the highly sought-after Oakland Park community, this exceptional residence combines timeless design, generous living spaces, and effortless indoor-outdoor living just a golf cart ride from the heart of downtown Winter Garden. With 5 large bedrooms plus a den spread across over 3,500 square feet, the home provides ample space for everyday living and entertaining. Upon arrival, a welcoming front porch sets the tone, offering the perfect place to enjoy a quiet morning coffee or unwind with a glass of wine at sunset. Inside, elegant French doors open to a private home office, while engineered hardwood flooring flows throughout the main living areas. The open-concept floor plan is filled with natural light, creating an inviting space for both everyday living and entertaining. At the heart of the home, the spacious kitchen overlooks the living area and seamlessly connects to the expansive screened lanai through double French doors. The first-floor primary suite is a private retreat, highlighted by a tray ceiling and a spa-inspired bath featuring dual vanities, a soaking tub, a separate walk-in shower, and an oversized walk-in closet. A secondary bedroom and full bath on the main level provide ideal accommodations for guests or multigenerational living. Upstairs, a spacious loft offers endless possibilities as a media room, game room, or additional gathering space. Three generously sized secondary bedrooms—each with its own walk-in closet—along with two full bathrooms provide comfort and privacy for family and guests alike. Step outside to one of the home's most impressive features: an expansive screened lanai overlooking a fully fenced backyard with ample room to design the pool of your dreams. Completing the property is a coveted three-car garage, offering abundant space for vehicles, storage, and recreation. Residents of Oakland Park enjoy a picturesque, tree-lined community known for its welcoming atmosphere, resort-style amenities, seasonal community events and unmatched location. Just minutes from the award-winning shops, restaurants, farmers market, and West Orange Trail in historic downtown Winter Garden, this home offers the perfect balance of luxury, convenience, and the quintessential Central Florida lifestyle.

844 Oakland Park Boulevard, Winter Garden

$1,046,000
5 Beds 4 Baths Twinwaters SubDv. 34787 Zip Code
Back on the market through no fault of the seller! This home successfully passed the buyer’s 4-Point Inspection, Wood-Destroying Organism (WDO) Inspection, and appraisal, demonstrating its excellent condition. The appraisal has already been completed, and the seller has the appraisal and inspections in hand for you peace of mind. Unfortunately, the previous buyer was unable to secure financing, creating a second opportunity for you to own this beautiful home. The seller is highly motivated and welcomes all reasonable offers. This move-in-ready property is ready for its next owner with no inspection surprises from the previous transaction.Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly blends sophistication and comfort, offering over 3,600 square feet of beautifully designed living space. Step through the grand entryway to find soaring ceilings, expansive windows that fill the home with natural light, and designer finishes that exude contemporary luxury. The gourmet chef’s kitchen is a true showpiece—featuring 42” custom cabinetry, gleaming quartz countertops, a massive entertainment island, stainless steel appliances, and a walk-in pantry, perfect for culinary enthusiasts and family gatherings alike. The open-concept great room flows effortlessly into a spacious dining area and covered lanai, ideal for both indoor and outdoor entertaining. Upstairs, the luxurious primary suite offers a serene retreat with a spacious walk-in closets, a spa-inspired bathroom with a deep soaking tub, frameless glass shower, and dual vanities. A versatile loft provides additional space for a home theater, gym, or play area, while the first-floor guest suite ensures comfort and privacy for visitors. The private backyard invites you to create your own oasis—whether adding a pool, summer kitchen, or lush garden escape. Enjoy resort-style amenities including a community pool, playground, and picturesque walking trails, all surrounded by pristine lakes and lush landscaping. Twinwaters is ideally situated near Horizon West, top-rated schools, fine dining, boutique shopping, and major highways for an easy commute to downtown Orlando and world-famous attractions. This home truly embodies the ultimate blend of luxury, location, and lifestyle—a rare opportunity to live beautifully in one of Central Florida’s premier communities. Special financing options may be available! Qualified buyers may be able to purchase this home with NO MONEY DOWN or through NO INCOME VERIFICATION loan programs, subject to lender approval, program availability, and borrower qualifications. Don’t miss this incredible opportunity. Schedule your private showing today and ask how this home could be yours with little to no money out of pocket!

1711 Amsel Falls Park Terrace, Winter Garden

$689,900
5 Beds 3 Baths Belle Meade-Ph I B D & G SubDv. 34787 Zip Code
Welcome to this beautifully maintained 5-bedroom, 3-bathroom single-story home in the highly sought-after gated community of Belle Meade — zoned for Whispering Oak Elementary (10/10 GreatSchools rating, top 5% of all schools in Florida), SunRidge Middle, and West Orange High School. With 2,918 square feet of thoughtfully designed living space, a 3-car garage, and a fenced corner lot spanning 0.27 acres, this home offers the space, privacy, and top-tier school access today's families are searching for. Major systems have already been taken care of for you — enjoy true peace of mind with a brand new roof (February 2024), backed by a CertainTeed SureStart warranty that's fully transferable to the new owner, and a brand new Trane 5-ton AC system (2025) with a 10-year warranty through 2035. No surprise repairs, no looming replacements — just move in and relax. Inside, soaring cathedral and vaulted ceilings, tray ceilings, crown molding, and wood flooring create an elegant, open feel throughout. A separate laundry room adds everyday convenience, and the fifth bedroom functions as a versatile den/utility space — ideal for a home office, playroom, or guest suite. The primary suite is a true retreat, featuring dual walk-in closets, dual vanities, a spa-style soaking tub, a separate standing shower, and a private water closet. Step outside to your fully screened and covered patio — perfect for entertaining or simply enjoying Florida's year-round sunshine, rain or shine — overlooking the private, fenced backyard. Belle Meade is a secure, gated community known for its lush landscaping, sidewalks, welcoming neighbors, and an on-site dog park. You're just minutes from Winter Garden Village at Fowler Groves — Central Florida's premier outdoor shopping and dining destination — and a short drive from historic Downtown Winter Garden's Plant Street, home to the award-winning Saturday Farmers Market, Crooked Can Brewing Company, and some of the area's best restaurants. Lake Apopka and several highly rated golf courses, including West Orange Country Club and Orange County National Golf Center (home to PGA Tour and LIV Golf events), are also just minutes away. Commuters and theme park lovers alike will appreciate the unbeatable location: Walt Disney World is approximately 15–25 minutes away via SR 429, with Universal Studios and SeaWorld each roughly 20–30 minutes via the Florida Turnpike. Downtown Orlando is approximately 20–25 minutes away via SR 408 or SR 50, and Orlando International Airport is about 30–35 minutes via the Turnpike. This is a rare opportunity to own a move-in ready home with major systems already updated, zoned for one of Florida's top-rated elementary schools, in one of Winter Garden's most desirable gated communities. Schedule your private showing today!

1642 Chandelle Lane, Winter Garden

$395,000
3 Beds 3 Baths Waterleigh Ph 4a SubDv. 34787 Zip Code
Welcome to the highly sought-after Waterleigh community in Winter Garden, where resort-style living meets everyday convenience! This beautiful Dr. Horton Ibis Model offers 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed two-story layout in a desirable middle-unit townhome. Step inside to an open-concept floor plan featuring a spacious kitchen with granite countertops, ample cabinetry, and all appliances included—making this home truly move-in ready. The washer and dryer are conveniently located on the second floor alongside all three bedrooms, adding ease to your daily routine. Enjoy peace of mind with an air conditioning system and hot water heater that are only 1.5 years old. Outside, a paver driveway leads to the attached one-car garage, providing both curb appeal and functionality. Living in Waterleigh means enjoying exceptional community amenities, including three resort-style pools, a state-of-the-art fitness center, tennis courts, sand volleyball, scenic walking trails, playgrounds, and beautifully maintained green spaces. The HOA takes care of lawn maintenance and mulch, allowing you to spend more time enjoying everything this incredible community. Ideally located near top-rated schools, shopping, dining, major highways, and all that Winter Garden has to enjoy, this home is the perfect combination of comfort, convenience, and Florida living. Don't miss your opportunity to own in one of Central Florida's most desirable master-planned communities!

13158 Bounty Avenue, Winter Garden

$380,000
3 Beds 3 Baths Watermark Ph 3 SubDv. 34787 Zip Code
Discover refined, low-maintenance living in this impeccably cared-for townhome located in the sought-after Watermark community of Horizon West. Built by Meritage Homes in 2018 with a focus on energy efficiency, this residence combines comfort, style, and everyday functionality. The main level showcases an open-concept layout with elegant tile flooring throughout, leading into a well-appointed kitchen designed for both daily living and entertaining. Highlights include 42-inch cabinetry with crown molding, polished granite countertops, and a spacious walk-in pantry. Step outside to a private brick-paver lanai, along with access to a detached two-car garage. Upstairs, you’ll find all three bedrooms, including a peaceful primary suite featuring dual granite vanities and a generous walk-in closet. The secondary bedrooms are equally well-sized, sharing a full bathroom with granite finishes. An upstairs laundry room—with washer and dryer included—adds extra convenience. This home is complete with all essential appliances. Living in the Watermark community means enjoying an array of resort-style amenities such as a pool, spa, fitness center, tennis courts, splash pad, playground, picnic areas, and a beautifully appointed clubhouse ideal for gatherings. Conveniently located near top-rated schools, Hamlin Town Center, Walt Disney World, and major roadways including 429, 408, 192, and the Turnpike, this home offers a lifestyle. Don’t miss the opportunity to enjoy everything Florida living has to offer in this vibrant and amenity-rich community. Property is tenant occupied. Showings by appointment only. Listing Agent can provide a video tour of the property upon request.

14031 Picard Alley, Winter Garden

$2,615,320
6 Beds 7 Baths Grove/Oakland SubDv. 34787 Zip Code
Under Construction. Introducing one of Central Florida's most distinguished new addresses — the Oakshade floor plan by award-winning Davila Homes, nestled within the exclusive, boutique enclave of The Grove at the Harvest District in the charming Town of Oakland, Florida. Spanning an impressive 4,658 square feet, this stunning residence offers six generously sized bedrooms, each with its own private ensuite bath, delivering the ultimate in comfort and privacy for family and guests alike. A dedicated home office provides the perfect retreat for focused work, while the airy upper-level loft adds flexible living space ideal for a media room, playroom, or secondary lounge. Step outside and experience true Florida luxury a custom pool serves as the centerpiece of the outdoor living area, perfectly positioned to capture serene pond views that make every morning and evening feel like a private escape. Seamless indoor-outdoor integration defines this home's design philosophy, with expansive windows flooding the interior with natural light and blurring the line between inside and out. Inside, Davila Homes' signature craftsmanship is evident at every turn: timeless architecture, high-end finishes, an open-concept layout designed for effortless entertaining, and a gourmet kitchen appointed with state-of-the-art appliances. Every detail was thoughtfully curated and personalized through Davila's exclusive Design Center experience. The Grove is one of Oakland's most intimate and sought-after communities, featuring just 44 homesites surrounded by lush common areas, water features, walking trails, and bike paths. Minutes from the vibrant shops and dining of Downtown Winter Garden, top-rated West Orange County schools, and the beloved West Orange Trail, yet tucked away in the quiet charm of one of Central Florida's most historic small towns.

1152 Prado Lane, Oakland

$1,359,999
4 Beds 4 Baths Overlook 2/Hamlin Ph 2 & 5 SubDv. 34787 Zip Code
*** NEW PRICE! *** Welcome to this spacious 4-bedroom, 3.5-bath pool home offering 4,000 square feet in the highly sought-after Overlook at Hamlin community in Horizon West. Showcasing Lake Hancock views throughout the home and Disney fireworks in the distance, this property combines generous living space, impressive architecture, and an unbeatable location in one of Winter Garden's most desirable communities. From the moment you arrive, you'll appreciate the paver driveway, fresh landscaping, side-entry two-car garage, and curb appeal. Step inside to find a formal dining room and home office. Continue into the heart of the home where soaring ceilings and a dramatic two-story design create a bright, open atmosphere. The expansive family room showcases picturesque pool and lake views, while the open-concept layout flows seamlessly into the kitchen and casual dining area, making it ideal for everyday living and entertaining. The kitchen features granite countertops, light cabinetry, two oversized islands, abundant prep space, a walk-in pantry, and a butler's pantry ideal for a coffee station. Stainless steel appliances include a Monogram built-in oven and microwave, Monogram dishwasher, and a Monogram five-burner natural gas cooktop. The first-floor primary suite offers a private retreat with pool views, two walk-in closets, and an ensuite bath complete with dual vanities, a garden tub, and a large glass-enclosed shower. An impressive staircase with decorative iron balusters leads to the second floor, where an open overlook adds to the home's spacious feel. Upstairs you'll find three additional bedrooms, all with walk-in closets, two full bathrooms, a large loft perfect for a media room or secondary living area, and a versatile flex room that can serve as a home gym, study, playroom, hobby room, or potential fifth bedroom. Combined with the dedicated first-floor office, these flexible spaces provide exceptional versatility for remote work, multi-generational living, or growing households. Two upstairs bedrooms enjoy Lake Hancock views. Step outside to the expansive screened lanai with space for outdoor dining, relaxing, and entertaining. The saltwater pool and Lake Hancock views create an exceptional outdoor setting. Residents of Overlook at Hamlin enjoy access to a clubhouse, fitness center, resort-style pool, playgrounds, golf cart-friendly streets, and community lake access. Located just minutes from Hamlin Town Center, you'll enjoy convenient access to shopping, dining, waterfront restaurants, grocery stores, PopStroke, Cinépolis Luxury Cinemas, Urban Air, and everyday conveniences. A rare opportunity to own a spacious pool home with Lake Hancock views in the heart of Horizon West and Winter Garden's thriving Hamlin area.

15264 Shonan Gold Drive, Winter Garden

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