Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Living Area Square Feet: 2500 to 2999
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Winter Garden - 156 properties found
13780 FRESH IVY ST, WINTER GARDEN, FL 34787
$865,00049 Days on yellowkey MLS ID: O6403387
REDUCED by $30,000 (3.4%) on 06/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2862 Built: 2025Monthly Fee: $642 Tax: $2,578 (2025)Community: Del Webb Oasis Ph 3Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,578
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Welcome to this elegant and NEARLY NEW 4-bedroom, 3-bath home in the highly sought-after Del Webb Oasis of Winter Garden, a GUARD-GATED 55+ community where luxury, comfort, and lifestyle come together beautifully. Built in 2025 and offering over 2,800 SQUARE FEET, this residence features the LARGEST FLOOR PLAN in the community and is perfectly situated on one of the MOST EXPANSIVE LOTS providing both space and privacy. From the moment you arrive, the home impresses with its REFINED CURB APPEAL and spacious 2-car garage with an additional TANDEM BAY—ideal for a golf cart or extra storage. Inside, you’ll find a bright, open-concept design enhanced by LUXURY VINYL PLANK FLOORING that flows seamlessly through the Living Room, Dining area, and Kitchen. NATURAL LIGHT pours into the main living spaces through large windows with ELECTRIC BLINDS and dramatic corner sliding glass doors, creating a seamless transition to the outdoor living area. The Kitchen is a TRUE SHOWPIECE, thoughtfully designed with white cabinetry, stone countertops, a stylish tile backsplash, stainless steel appliances, BUILT-IN OVENS, a gas cooktop, a closet pantry, and an oversized breakfast bar that anchors the space beautifully. The Primary Suite, located on the main floor, offers a private retreat with ABUNDANT NATURAL LIGHT and serene backyard views. It features a CUSTOM-DESIGNED WALK-IN CLOSET (2026) and a SPA-INSPIRED EN SUITE BATH with dual sinks, a dedicated makeup area, a walk-in shower with built-in seating, and a private water closet. Also on the main level, you’ll find a secondary bedroom and full bath, along with a FLEXIBLE OFFICE SPACE behind glass French doors that can easily serve as a fourth bedroom. A Mudroom and well-appointed Laundry Room—complete with washer, dryer, cabinetry, and COUNTER SPACE—add everyday convenience. Upstairs, a GENEROUS LOFT AREA offers incredible versatility, currently enhanced with a CUSTOM COFFEE BAR (2025) and large enough to accommodate additional living, entertaining, or even a future bedroom while still maintaining open loft space. An ADDITIONAL BEDROOM AND FULL BATH upstairs provide the perfect setup for guests. Step outside to your EXTENDED COVERED PAVER PATIO, complete with a SUMMER KITCHEN (2025) and set beneath an oversized screened lanai, all enhanced by CUSTOM OUTDOOR LIGHTING (2025). This home has been further enhanced with thoughtful upgrades, including a WATER FILTRATION AND SOFTENER SYSTEM (2026), FENCED BACKYARD (2025), and expanded outdoor living features that elevate both comfort and functionality. Residents of Del Webb Oasis enjoy RESORT-STYLE AMENITIES, including a clubhouse, sparkling pool, fitness center, tennis courts, and social activities, along with included cable and internet, fostering an active and connected lifestyle. IDEALLY LOCATED in Winter Garden, you’re just minutes from the charm of HISTORIC DOWNTOWN WINTER GARDEN, known for its boutique shopping, dining, and weekly farmers market. Enjoy OUTDOOR RECREATION along the West Orange Trail, or take a short drive to WORLD-CLASS ATTRACTIONS like Walt Disney World Resort. Convenient access to major roadways makes exploring all that Central Florida has to offer effortless. This exceptional home offers a RARE OPPORTUNITY to enjoy elevated, low-maintenance living in one of Winter Garden’s premier active adult communities—where every detail has been THOUGHTFULLY DESIGNED for both luxury and ease. Now is the time—don't miss your chance to call this home!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787
$669,990147 Days on yellowkey MLS ID: S5142710
REDUCED by $22,000 (3.2%) on 06/19/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2908 Built: 2024Monthly Fee: $202 Tax: $9,669 (2025)Community: Harvest At OvationSingle Family
Taxes:$9,669
Elementary School: Whispering Oak Elem
Middle School: Horizon West Middle School
Remarks: PRICE IMPROVEMENT! Exceptional opportunity in Winter Garden. This 2024 home offers 5 bedrooms, 4.5 bathrooms, and a private suite with a separate entrance, bedroom, bathroom, and kitchenette. With over $60,000 in upgrades already completed, this property delivers value from day one. Ideally located just minutes from Disney, Flamingo Crossings, Hamlin Town Center, shopping, dining, entertainment, hospitals, and top-rated schools. The open-concept floor plan features high ceilings, a remodeled kitchen, porcelain tile flooring on the first floor, upgraded second-floor flooring, wood stairs, upgraded paint, paver driveway and patio, epoxy garage flooring, and numerous additional improvements throughout the home. The private suite provides excellent flexibility for multigenerational living, guests, or additional private living space. A rare opportunity to purchase a nearly new home in a prime Winter Garden location with major upgrades already completed. Buyer and buyer’s agent to verify all information, including room sizes, HOA, school zoning, rental restrictions, lease details, and all property information. Proof of funds or pre-approval required prior to showing.
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Keyla Chirinos Sivira (786-380-5541)
12390 CLEAR SAPPHIRE, WINTER GARDEN, FL 34787
$764,99086 Days on yellowkey MLS ID: O6394850
1 Days Off yellowkey (back on 6/19/2026)
REDUCED by $5,000 (0.6%) on 06/16/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2552 Built: 2026Monthly Fee: $96Community: Osprey RanchSingle Family
Taxes:$0
Elementary School: None
High School: None
Tax Year: 2026
Middle School: None
Remarks: Under contract-accepting backup offers. Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
1219 SADDLEBACK DR, WINTER GARDEN, FL 34787
$1,050,00019 Days on yellowkey MLS ID: O6412381
0 Days Off yellowkey (back on 6/18/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2667 Built: 2022Monthly Fee: $215 Tax: $11,474 (2025)Community: Oakland Parkb-1Spa: NoSingle Family
Taxes:$11,474
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Welcome to what may be the most impeccably maintained and beautifully upgraded home in Oakland Park! This stunning 4-bedroom, 3.5-bath residence showcases designer-inspired finishes throughout, featuring soaring ceilings, modern color palettes, and countless custom enhancements that make it truly one of a kind. Built just four years ago and nestled on a quiet street directly across from green space, this exceptional David Weekley Seaside model offers the perfect blend of elegance, comfort, and convenience. The thoughtfully designed floor plan features a luxurious first-floor owner's retreat complete with a spacious spa-like bath, while the additional bedrooms, study, dining area, and generous living spaces provide room for everyone to spread out and enjoy. No detail has been overlooked. The current owners have invested extensively in premium upgrades, including custom wood trim and accent walls, designer wallpaper, upgraded lighting throughout, custom Zebra window shades, professionally designed closets in the owner's suite, secondary bedroom, and laundry room, plus a water softener, gutters, epoxy-coated garage floors, updated landscaping, and an inviting paver patio. Both the interior and exterior have been freshly painted, creating a truly move-in-ready experience. Step outside to the screened rear porch, where you'll enjoy peaceful mornings, evening breezes, and endless opportunities for birdwatching and outdoor dining. The spacious 3-car garage provides ample storage and functionality for today's lifestyle. Beyond the home itself, Oakland Park offers an award-winning lifestyle unlike any other. This celebrated Parade of Homes community is known for its charming streetscapes, abundant green spaces, waterfront gathering areas, parks, and strong sense of community. Golf-cart-friendly and ideally located just minutes from the West Orange Trail, you'll also enjoy the convenience of walking or riding into vibrant downtown Winter Garden for exceptional dining, shopping, entertainment, and year-round events. This is more than a home—it's a lifestyle defined by luxury, connection, recreation, and the timeless charm of Winter Garden Living.
Listing is courtesy of: CENTRAL FLORIDA PRIME REAL ESTATE LLC (407-404-4041)
Listing Agent: Lynette Piontek (407-222-4310)
12451 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787
$599,99028 Days on yellowkey MLS ID: O6411261
REDUCED by $24,000 (3.8%) on 06/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2500 Built: 2026Monthly Fee: $96 Tax: $5,390 (2026)Community: Osprey RanchSingle Family
Taxes:$5,390
Remarks: Under Construction. .
214 S WOODLAND ST, WINTER GARDEN, FL 34787
$800,00021 Days on yellowkey MLS ID: O6413395
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2868 Built: 1925 Tax: $2,450 (2025)Community: Fries Winter GardenSingle Family
Taxes:$2,450
Elementary School: Dillard Street Elem
Remarks: Coming Soon! Awesome Opportunity to own in Historic Winter Garden. LOT parcels in the front are being sold seperate.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Nicole Prince (407-712-5688)
745 MARSH REED DR, WINTER GARDEN, FL 34787
$598,00021 Days on yellowkey MLS ID: TB8514854
REDUCED by $37,000 (5.8%) on 06/18/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2596 Built: 2015Monthly Fee: $132 Tax: $8,274 (2025)Community: John Lake PointeSingle Family
Taxes:$8,274
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Welcome to 745 Marsh Reed Dr, a move-in ready Winter Garden home offering privacy, comfort, and the Florida indoor-outdoor lifestyle. Built in 2015 and exceptionally maintained, this spacious 4-bedroom home features an open-concept floor plan designed for everyday living and entertaining. The kitchen serves as the heart of the home with granite countertops, stainless steel appliances, abundant cabinetry, recessed lighting, and a large center island overlooking the living and dining areas. One of the standout features is the screened covered lanai paired with a mature tree-lined backyard setting. Unlike many newer construction homes with direct rear neighbors and minimal shade, this home benefits from large established trees that create a peaceful, shaded outdoor environment rarely found in the area. The natural shade keeps the outdoor living space cooler and more enjoyable throughout the day while adding privacy and character to the backyard experience. The fully fenced backyard offers flexibility for entertaining, pets, family gatherings, or simply relaxing in a quiet outdoor setting. Additional highlights include 4 bedrooms, open concept layout, granite countertops, stainless steel appliances, large kitchen island, screened covered lanai, fully fenced backyard, mature shade trees, private rear setting, move-in ready condition, and convenient access to Horizon West, Hamlin, SR-429, shopping, dining, and entertainment. Located just minutes from Horizon West and Hamlin's growing collection of restaurants, shopping, entertainment, and highly rated schools, this home offers a strong combination of location, functionality, and outdoor lifestyle living. If you have been searching for a home with privacy, shade, outdoor comfort, and a backyard setting that stands out from typical builder-grade lots, 745 Marsh Reed Dr deserves your attention.
Listing is courtesy of: HOME SOLD REALTY LLC (833-700-2782)
Listing Agent: Camilo Perez (833-700-2782)
10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787
$999,00059 Days on yellowkey MLS ID: O6402434
REDUCED by $26,000 (2.5%) on 06/18/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2758 Built: 2020Monthly Fee: $250 Tax: $7,946 (2025)Community: Waterleigh Ph 2C-2 & 2C-3Single Family
Taxes:$7,946
Remarks: LAKEFRONT!!!Welcome to 10174 Merrymeeting Bay Dr — a gorgeous 4-bedroom, 3.5-bath home in the heart of Winter Garden that checks all the boxes and then some. Step inside and you'll notice the open floor plan right away. Tile floors run through the main living areas with cozy carpet in the bedrooms. The kitchen is a dream with quartz counters, stainless appliances, wood cabinets, and a walk-in pantry. The primary suite features tray ceilings and a custom feature wall, while the bathroom offers a large shower, double sinks, and a fully built-out walk-in closet. Laundry is conveniently located inside the house too. Now let's talk about the backyard — this is where things get really good. You've got 60 feet of lakefront and a screened lanai with roll-up screens that's an absolute show-stopper. Think full summer kitchen with a fridge, grill, sink, ceiling fans, and a large island. Oh, and you can catch the Disney fireworks right from your front porch. Not bad, right? A transfer switch has been added to accommodate a generator, so you're covered when storms roll through. The community itself is loaded with amenities like a pool, tennis courts, and volleyball. Atwater Bay Elementary is right inside the neighborhood, and Horizon High School is just minutes away. Publix sits right at the front of the community, and Lakeshore Private Park is close by for extra outdoor fun. This one won't last long — come see it for yourself!
Listing is courtesy of: LUXE PROPERTIES LLC (305-809-7650)
Listing Agent: Deanna Meredith (407-331-6542)
15174 FIELD DAISY DR, WINTER GARDEN, FL 34787
$689,0007 Days on yellowkey MLS ID: O6415990
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2686 Built: 2025Monthly Fee: $96 Tax: $2,290 (2025)Community: Osprey Ranch Ph 1Single Family
Taxes:$2,290
Remarks: Welcome to this beautiful bungalow-style home in the highly desirable Osprey Ranch community in Winter Garden! Featuring 4 bedrooms, 3 full bathrooms, and 1 half bath, this thoughtfully designed residence offers comfort, style, and functionality for the whole family. Located just minutes from Disney, shopping, dining, and major highways, this home combines convenience with a peaceful neighborhood feel. Enjoy spacious living areas, modern finishes, and a layout perfect for entertaining or everyday living. Situated in a prime location with access to highly rated schools, this property is ideal for families looking for both lifestyle and location. Don’t miss the opportunity to live in one of Winter Garden’s most sought-after communities!
Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)
Listing Agent: Guilherme Garcia Cavalcante (407-728-5310)
13706 WERRINGTON DR, WINTER GARDEN, FL 34787
$715,000230 Days on yellowkey MLS ID: S5138020
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2807 Built: 2022Monthly Fee: $192 Tax: $8,345 (2023)Community: Encore At Ovation-Ph 3Single Family
Taxes:$8,345
Tax Year: 2023
Remarks: ***Lease agreement in place until March 2027*** This beautifully furnished single-family home offers a luxurious living experience with 4 bedrooms and 3.5 bathrooms, meticulously built in 2022. The property boasts a 2-car garage and a spacious loft, ideal for versatile uses. The kitchen is adorned with top-of-the-line stainless steel appliances, while the windows are elegantly adorned with stylish treatments. The master bedroom is a sanctuary with dual walk-in closets providing ample storage space. The laundry room is both practical and stylish, featuring a sink and modern washer and dryer for added convenience. Nestled in a vibrant new community, residents can indulge in a range of amenities including a clubhouse, pool, and a dog park. The property's prime location offers easy access to Disney World and major highways, ensuring seamless travel experiences. Whether as a lucrative long-term investment or a cherished primary residence, this listing promises a contemporary and comfortable living environment with sought-after features and an enviable location.
Listing is courtesy of: USA DREAMS REALTY CORP. (407-780-6422)
Listing Agent: Renata Lazo (407-780-6422)
5966 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$695,000152 Days on yellowkey MLS ID: O6376219
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2839 Built: 2017Monthly Fee: $195 Tax: $9,648 (2025)Community: Signature Lakes Ph 3B-4, 3B-5 & 3B-7 83/27 Lot 184Single Family
Taxes:$9,648
Elementary School: Independence Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Price Improvement – Welcome to 5966 Cypress Hill Rd, located in the highly sought-after Independence community of Winter Garden. This well-maintained home offers a rare blend of privacy, space, and lifestyle amenities. Situated on a larger-than-average lot with no rear neighbors, the home backs up to an open area, creating a peaceful and private setting—perfect for relaxing or entertaining. Features include a covered side lanai, extended driveway, and detached garage, offering both functionality and additional space. Enjoy resort-style living in Independence, including: • Two private boat ramps with access to Lake Speer and Lake Hancock • Two clubhouses, pools, fitness centers, and sports courts • Internet included through Spectrum as part of the HOA • Walking trails, parks, and frequent community events • Internet included through Spectrum as part of the HOA The home is zoned for top-rated schools and conveniently located near shopping, dining, and major highways. Solar System: Property includes a solar system with an existing loan. Buyer to assume solar loan. Note: Water softener not included but may be purchased separately. Solar loan assumption required; details available upon request.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Mahmoud Mango (321-830-4678)
18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$650,000447 Days on yellowkey MLS ID: O6280496
REDUCED by $98,000 (13.1%) on 06/10/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2931 Built: 2023Monthly Fee: $250 Tax: $9,777 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$9,777
Tax Year: 2024
Remarks: Short Sale. *Motivated Seller* This 2023 built home has only had One-owner, highly upgraded luxury 4-bedroom, 3-bathroom home with 2-car garage, fenced-in oversized yard, and overhead storage in the highly desirable Waterleigh community—just minutes from Walt Disney World in the Top-Rated School zone. No lawn mower needed - the HOA maintains all lawn care in this beautiful community! This home is constructed Block on Block - top and bottom unlike many other builders who build wood frame on the second floor. Don't wait for a newly constructed home and pay more for a similar home... this one is ready now. This well-appointed home features a downstairs guest suite, upgraded wood-look tile (no carpet on the first floor), and a gourmet kitchen with 42” cabinets, quartz countertops, custom backsplash, large island, under-cabinet lighting, and premium LG stainless steel appliances, including a French door refrigerator with craft ice and Instaview. Additional features include an EV charging station, smart switches, custom lighting and fans throughout, and a covered lanai overlooking a spacious backyard. Upstairs offers a generous loft, two secondary bedrooms with walk-in closets, a full bathroom with dual sinks, a laundry room with LG washer and dryer on pedestals, and a luxurious primary suite with a tray ceiling, a spa-style bath, a frameless glass shower, a soaking tub, and an oversized walk-in closet. Oversized yard has plenty of space to build your own pool or you could enjoy the Waterleigh resort-style amenities with 3 pools, clubhouses, fitness centers, tennis courts, dog parks, playgrounds, putt-putt golf, fishing pier, walking trails, rock climbing, pickleball ball and a full calendar of social events. Just a couple of streets away, the 4th pool is under construction and will be completed shortly. Zoned for top-rated schools and offering convenient access to 429, 417, and 408. Many homeowners enjoy golf cart living in this community, where you can enjoy an abundance of amenities, social events, drop your little ones off at school, or do your grocery shopping; there's a daycare, elementary, and middle school, and a Publix located inside the community. This is a rare opportunity to own a move-in-ready, upgraded home in one of Winter Garden’s most popular neighborhoods!
Listing is courtesy of: HAMLIN REALTY (321-299-4279)
Listing Agent: Edward Guerrette Llc (321-299-4279)
17379 CHANNEL WAY, WINTER GARDEN, FL 34787
$678,00021 Days on yellowkey MLS ID: O6412749
REDUCED by $11,000 (1.6%) on 06/16/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2782 Built: 2019Monthly Fee: $215 Tax: $9,049 (2025)Community: Waterside At Johns LakeSingle Family
Taxes:$9,049
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Large 4-bedroom home + 2 large Bonus rooms. This 2782sf 7-year-old home is in the awesome community of Lakeside just west of the Winter Garden Village about 4 miles. The home has tons of space, humungous kitchen and Master bedroom downstairs along with bedroom #2 and 3, and with a full bath. The first floor is gorgeous tile from the front door throughout up to the bedrooms. Coffered details in high ceilings, arched openings and a back yard looking over a green retention area. This Hampshire plan has a split plan with 2 bedrooms and full bath near the front of the house first floor. Walking past the flex room that can be used for formal dining, office, etc to the main open living area with living, dining, and kitchen. The kitchen is large with TONS of tall 42 inch raised panel cabinetry and walk-in pantry. The beautiful light brown speckled granite is accented by medium Brown cabinets and all stainless-steel appliances with the stove fueled with gas. A walk-in pantry and Island sink with breakfast bar look out to the open living room and dinette. Dinette has large windows on 3 sides to embrace the outside nature. The main living area has a 3-panel slider door to open wide to the paved, covered Lania that overlooks a good-sized back yard with a large field retention area beyond. Past the living room through the arched entry into the large primary bedroom. Ceiling fan and high coffered detailed ceilings and a huge bath with a seated walk-in shower separating two individual vanities on large cabinets for lots of storage. Large walk-in closet, separate toilet room, and linen closet. Washer and dryer have their own room near the garage. Take a quick step upstairs to a HUGE open loft, 4th bedroom and 3rd full bath. full bath. This home has a 2 car garage and gas heated Tankless water heater. This home is located in the awesome community of Waterside at Johns lake, with an incredible huge pool lakeside, playground, dock, clubhouse, state-of-the-art fitness center
Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)
Listing Agent: Chun Cai (951-699-4983)
8289 TOPSAIL PL, WINTER GARDEN, FL 34787
$890,00021 Days on yellowkey MLS ID: S5151179
REDUCED by $30,000 (3.3%) on 06/16/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2755 Built: 2020Monthly Fee: $350 Tax: $11,564 (2024)Community: Lakeshore Preserve Ph 5Spa: NoSingle Family
Taxes:$11,564
Remarks: 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.
Listing is courtesy of: MIAMI BRAZIL INVESTMENTS, LLC (561-479-9047)
Listing Agent: Ricardo Oliveira (561-479-9047)
12541 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787
$819,99022 Days on yellowkey MLS ID: O6412476
REDUCED by $10,000 (1.2%) on 06/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2636 Built: 2026Monthly Fee: $96 Tax: $10,790 (2026)Community: Osprey RanchSingle Family
Taxes:$10,790
13843 LANYARD WAY, WINTER GARDEN, FL 34787
$619,00024 Days on yellowkey MLS ID: O6412130
REDUCED by $29,000 (4.5%) on 06/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2568 Built: 2022Monthly Fee: $225 Tax: $9,717 (2025)Community: Encore/Ovation Ph 3Single Family
Taxes:$9,717
Remarks: Beautiful home come with 4 bedrooms, 3½ baths, and a detached alley-loaded 2-car garage. Enjoy the wide-open space of this Horizon West new home, where the family room and kitchen flow harmoniously. The sizable family room offers plenty of natural light with lots of windows. The kitchen features a large island with overhang for seating, the perfect spot for prepping dinner and for meals on the go. The large walk-in pantry has plenty of space to help keep you stocked up. stainless steel appliance package that includes a natural gas slide-in range. The dining room, with a large window allowing natural light to stream in, offers convenient access to the kitchen. A powder bath, along with a linen closet, complete the downstairs, while a single French door leads you to the covered lanai and access to the detached garage. Upstairs, the 2 secondary bedrooms, the destination laundry room with a deep tub, a hall bath with a second sink, open are at the second floor. tow Walkin closet located privately in the front of the home is the owner’s suite, with a tray ceiling. The owner’s bath showcases separate vanities, a large shower. Disney Animal Kingdom is 7-minutes away 5 minutes to shopping area.
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Jiu Wei (407-729-8007)
14776 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787
$880,0009 Days on yellowkey MLS ID: O6416354
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2876 Built: 2017Monthly Fee: $187 Tax: $11,232 (2025)Community: Orchard Hills Ph 3Spa: NoSingle Family
Taxes:$11,232
Elementary School: Keene Crossing Elementary
Remarks: Discover Your Dream Home in the Exclusive Orchard Hills Community! This stunning residence perfectly blends elegance, comfort, and functionality in one of Winter Garden's most sought-after neighborhoods. Featuring 4 spacious bedrooms, 3 full bathrooms, and 1 half bath, this home offers thoughtfully designed living spaces ideal for both everyday living and entertaining. At the heart of the home is a beautifully appointed gourmet kitchen, complete with a large center island, elegant granite countertops, and ample cabinetry. The kitchen seamlessly flows into the expansive open-concept living and dining areas, creating the perfect setting for gatherings with family and friends. A charming front porch welcomes you and provides the perfect place to relax and enjoy Florida’s beautiful weather. Step through the sliding glass doors and discover your own private outdoor retreat. The backyard features a spectacular covered gourmet outdoor living area and a beautiful private pool, offering the ideal space for entertaining, relaxing, and enjoying year-round outdoor living. Living in Orchard Hills means enjoying an exceptional lifestyle with resort-style amenities, including a clubhouse, fitness center, resort-style swimming pool, dog park, playgrounds, walking trails, and community events throughout the year. Ideally located, this home is just minutes from Hamlin Town Center, Winter Garden Village, top-rated schools, shopping, dining, grocery stores, and major highways, including SR-429. You'll also enjoy convenient access to world-famous attractions such as Walt Disney World and the many entertainment options that make Central Florida such a desirable place to live. This is a rare opportunity to own a beautiful home in one of Winter Garden's premier communities. Schedule your private showing today and experience everything this exceptional home has to offer!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Erika Castellani (781-502-6199)
925 EASLEY AVE, WINTER GARDEN, FL 34787
$1,175,0009 Days on yellowkey MLS ID: O6412977
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2667 Built: 2016Monthly Fee: $208 Tax: $12,692 (2025)Community: Oakland ParkSpa: YesSingle Family
Taxes:$12,692
Remarks: Welcome to a life beautifully lived. Situated on a premier corner lot in Oakland Park, Winter Garden's golf cart community, this exceptional residence blends thoughtful design, effortless indoor-outdoor living, & a private tropical retreat. Freshly redesigned professional landscaping with premium weed barrier, smart irrigation, app control, & a mature Medjool date palm creates stunning curb appeal. A custom front door opens to a partially screened wraparound front porch, perfect for morning coffee or evening chats. Inside, rich hardwood floors span the main level, complemented by abundant natural light, crown molding, plantation shutters, designer lighting, brass floor outlets in the living room & office, and ceiling fans throughout. The kitchen features granite countertops, a farmhouse sink, stainless steel appliances, tile backsplash, under-cabinet lighting, a beverage refrigerator, & a new Bosch dishwasher and microwave (2023). Open to the living & dining areas, it overlooks the front porch & connects seamlessly to outdoor living through French doors. A flexible front room serves as an office, study, or playroom. A powder room serves guests. The first-floor owner's suite overlooks the pool & offers dual granite vanities, a spa-style walk-in shower, linen storage, custom California Closets, & direct laundry room access. Upstairs, hardwood flooring continues throughout 3 spacious bedrooms, including one en-suite, plus two full baths and a generous loft ideal for theater, fitness, playroom, or guest retreat. A whole-home Generac natural gas generator keeps lights, air conditioning, & appliances running during outages. Step outside to one of Oakland Park's rare full-size Jandy-iAqualink-controlled saltwater pool & spa. The pool measures approximately 12' x 30' with depths from 3' to 5' & features an 8' x 12' sun shelf with bubbling fountain and umbrella sleeve. The approximately 6' x 8' spa includes four therapy jets and heats in 20-30 minutes. Equipment includes a 2.7 HP Jandy Variable-Speed Energy-Efficient Pump & Jandy 400,000 BTU natural gas heater. A travertine pool deck, oversized covered rear porch, vinyl-fenced yard with dual gates, & three-car garage with built-in storage racks complete the outdoor experience. Oakland Park offers a waterfront, golf-cart-approved lifestyle with two resort-style pools, a clubhouse, dog park, playgrounds, parks, & spectacular sunsets. Two blocks from the waterfront trail, minutes from the 22-mile West Orange Trail, & near multiple parks. Historic downtown Winter Garden is a golf cart ride away, offering Crooked Can Brewery, rooftop dining, boutique shopping, splash park, Farmers Market, live theater, golf cart parades, 5Ks, book clubs, poker nights, and more. Convenient access to major interstates, premier golf courses, shopping, & Central Florida theme parks. Additional features: fresh interior/exterior paint (2021), Apple HomeKit-compatible door locks, thermostats & ceiling fans, Apple Secure Video cameras at the doorbell, front entry, pool area & indoor locations, new remote-controlled high-velocity fans on both porches, Apple HomeKit-controlled owner's bath fan, outlets inside primary bath cabinetry, 2, 85-inch Samsung Frame TVs that convey, & a state-of-the-art termite detection and control system with full warranty. Lovingly maintained & thoughtfully enhanced throughout, this one-of-a-kind Oakland Park pool & spa home is a special opportunity. Your oasis is waiting. Make it yours.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
15160 TEA TREE DR, WINTER GARDEN, FL 34787
$879,80611 Days on yellowkey MLS ID: G5113740
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: Virtually Staged. Under Construction. Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The Arlington is perfect for families of all sizes!
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
14241 SUNRIDGE BLVD, WINTER GARDEN, FL 34787
$749,80012 Days on yellowkey MLS ID: O6416383
0 Days Off yellowkey (back on 6/15/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2952 Built: 2019Monthly Fee: $75 Tax: $4,240 (2025)Community: Cypress Reserve Ph 1Single Family
Taxes:$4,240
Remarks: Under contract-accepting backup offers. Commanding striking curb appeal with its elegant stone exterior, this magnificent 2,952-square-foot Winter Garden estate offers the ultimate in turn-key luxury with four bedrooms, an office - flex space and three full bathrooms. Inside, soaring ceilings and elegant wood-look tile flooring guide you through a luminous, open-concept layout, while designer ceiling fans and plush carpeting elevate each of the four bedrooms. At the heart of the home, the upgraded epicurean kitchen shines with premium quartz countertops and stainless steel appliances, perfectly complemented by a thoughtful split-floor plan that ensures total privacy for the primary sanctuary. Unrivaled peace of mind is built directly into the property, boasting a brand-new roof (2025), a high-efficiency AC (2019), a tankless water heater (2019), and a dedicated interior laundry room. The interior transitions effortlessly to a spectacular outdoor oasis designed for world-class al fresco entertaining. The fully screened lanai showcases a striking custom ceiling and a premium outdoor kitchen, ideal for hosting unforgettable sunset soirées. Beyond the screen, a massive custom concrete patio extends into the beautifully manicured, privacy-fenced backyard, featuring a high-end retractable canopy for seamless indoor-outdoor living. Minutes from the fine dining and boutiques of historic downtown Winter Garden, this pristine residence perfectly balances refined style with unparalleled modern convenience. Cypress Reserve offers a community pool, playground and you are conveniently located near the new Tucker Ranch development, which will bring additional community amenities.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Jessica Otero, Pa (407-780-1663)
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