Location: Winter Garden
Do Not Show Listings
5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$700,00027 Days on yellowkey MLS ID: O6412179
0 Days Off yellowkey (back on 6/16/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3532 Built: 2017Monthly Fee: $195 Tax: $9,630 (2025)Community: IndependneceSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,630
Elementary School: Independence Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: 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. Step inside and discover a versatile floor plan designed for today's lif estyle. 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
Listing is courtesy of: NEARBY REALTY (407-349-7533)
Listing Agent: Michael Ellingson (970-978-8101)
8289 TOPSAIL PL, WINTER GARDEN, FL 34787
$890,00024 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
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Water Spring Middle
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)
113 W DIVISION ST, WINTER GARDEN, FL 34787
$525,99060 Days on yellowkey MLS ID: S5148787
REDUCED by $13,910 (2.6%) on 06/16/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1487 Built: 1951 Tax: $4,920 (2025)Community: Winter Garden Shores RepSingle Family
Taxes:$4,920
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome a beautifully remodeled Winter Garden home that seamlessly blends classic charm with modern upgrades! step inside to discover an open-concept kitchen, top appliances, quartz countertops, sleek modern bathrooms, new windows, and durable waterproof laminate floors, excellent screen porch. Perfect for everyday living and entertaining alike. New windows flood the interior with natural light, while luxury flooring flows throughout for effortless style and maintenance. This inviting 4-bed, 2-bath residence offers 1,487 sq ft of thoughtfully reimagined living space on a generous 0.17-acre lot in the desirable Winter Garden Shores neighborhood. Relax in sleek, modern bathrooms and enjoy the lush Florida weather from your excellent screened porch, ideal for morning coffee or evening gatherings. The home also includes an attached garage and has been upgraded with central air and updated finishes throughout. Located just moments from top schools, City Hall, dining, parks, and major commute routes, this home offers convenience without compromising. Whether you’re a growing family, first-time buyer, or relocating to the area, this Winter Garden gem is not to be missed! Owner offering 5k to closing cost..
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Marcelo Garrido (321-502-4448)
503 FIRST CAPE CORAL DR, WINTER GARDEN, FL 34787
$556,000102 Days on yellowkey MLS ID: O6381166
1 Days Off yellowkey (back on 6/16/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2365 Built: 2006Monthly Fee: $123 Tax: $3,974 (2024)Community: Black Lake Park Ph 01Single Family
Taxes:$3,974
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT!! Set within a gated community, Black Lake Park, just moments from Winter Garden Village - This beautifully maintained corner-lot residence offers a rare blend of everyday convenience and true lake-life access. A standout feature of the community is the PRIVATE BOAT RAMP and dedicated boat parking, providing direct entry to Black Lake — an exceptional amenity seldom found so close to town. The home itself has been thoughtfully cared for and updated, featuring a 2022 roof, fully fenced backyard, and an open, airy floor plan designed for both comfort and entertaining. High ceilings enhance the sense of space, while the primary suite serves as a private retreat with two walk-in closets and generous proportions throughout. Ideally located near top local restaurants, shopping, and entertainment, this home is just a five-minute drive to historic Plant Street in downtown Winter Garden and offers easy access to major highways for a seamless commute. Whether enjoying waterfront weekends, dining out nearby, or relaxing at home, this property delivers a lifestyle that is as convenient as it is distinctive.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Heather Spirazza (407-757-6022)
12541 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787
$819,99025 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
Tax Year: 2026
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
13856 GLYNSHEL DR, WINTER GARDEN, FL 34787
$850,00012 Days on yellowkey MLS ID: O6416757
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3538 Built: 2003Monthly Fee: $167 Tax: $11,261 (2025)Community: GlynwoodSpa: YesSingle Family
Taxes:$11,261
Remarks: Located in the highly desirable gated community of Glynwood in Winter Garden, this spacious 5-bedroom, 4-bath pool home offers over 3,500 square feet of living space on a private cul-de-sac lot. The versatile floor plan features a first-floor owner's suite, dedicated office/den, formal and casual living areas, and an upstairs bonus/media room with an additional bedroom and bath—ideal for guests, multi-generational living, or a home theater. The screened pool and spa create a private backyard retreat, while the 3-car garage (AC by Modern Wall Unit and Upgraded Garage Floor Coating) provides ample storage and parking. Residents enjoy access to community amenities including a pool, tennis courts, playground, and gated entry. Conveniently located near Winter Garden Village, historic downtown Winter Garden, major highways, shopping, dining, and area attractions.
Listing is courtesy of: CHOICEPOINTE REALTY, INC. (888-246-5758)
Listing Agent: Mary Dees (407-468-8285)
14501 GROVE RESORT AVE #1629, WINTER GARDEN, FL 34787
$290,000106 Days on yellowkey MLS ID: S5144771
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1544 Built: 2009 Tax: $5,068 (2025)Community: The Grove ResortCondo
Taxes:$5,068
Remarks: Located just 10 minutes from Walt Disney World, this beautifully maintained 3-bedroom, 3-bathroom condominium offers comfort, convenience, and stunning lake views. Fully furnished and move-in ready, the home features a private balcony overlooking tranquil conservation and water views — the perfect place to relax and enjoy Florida’s natural beauty. The spacious primary suite offers a true retreat with a spa-inspired ensuite bathroom, creating a comfortable and relaxing private space. This family-friendly resort offers the perfect place to vacation and unwind. When you are not using the property, you can place it in the professionally managed turnkey hotel rental program, providing an excellent opportunity to help offset ownership costs while enjoying truly hassle-free vacations and stress-free property ownership.
Listing is courtesy of: GLASSTONE GROUP INC (321-988-4663)
Listing Agent: Adrian Antunes, Sr (857-343-9065)
1437 SCARLET OAK LOOP, WINTER GARDEN, FL 34787
$350,00022 Days on yellowkey MLS ID: O6411620
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1684 Built: 2014Monthly Fee: $300 Tax: $3,213 (2025)Community: Tucker OaksTownhouse
Taxes:$3,213
Middle School: Lakeview Middle
Remarks: Don't miss this opportunity to own a well-maintained townhome in the sought-after gated community of Tucker Oaks. Featuring 3 bedrooms, 2.5 bathrooms, a 2-car garage, this home offers the perfect blend of comfort, convenience, and value. The open floor plan provides spacious living and dining areas, ideal for both everyday living and entertaining. A major recent improvement includes a roof installed in 2025, offering added peace of mind for years to come. Residents enjoy an array of community amenities, including a clubhouse, community pool, park, and playground. Ideally located just minutes from Historic Downtown Winter Garden, the West Orange Trail, shopping, dining, and major commuter routes including SR 429 and the Florida Turnpike, this home offers low-maintenance living with convenient access to everything Winter Garden has to offer.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Amy Moline (407-506-7447)
13843 LANYARD WAY, WINTER GARDEN, FL 34787
$619,00027 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)
648 ORANGE BELT LOOP, WINTER GARDEN, FL 34787
$499,990121 Days on yellowkey MLS ID: S5144591
3 Days Off yellowkey (back on 6/16/2026)
REDUCED by $25,010 (4.8%) on 04/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1688 Built: 2018Monthly Fee: $338 Tax: $4,171 (2024)Community: Heritage/Plant StreetTownhouse
Taxes:$4,171
Elementary School: Dillard Street Elem
Remarks: Under contract-accepting backup offers. Welcome to your opportunity to own in one of the most desirable locations near downtown Winter Garden—just off iconic Heritage at Plant Street in the GOLF CART DISTRICT. This beautiful 3-bedroom, 2.5-bath home offers nearly 1,700 square feet of thoughtfully designed living space in an unbeatable setting. Step inside to an expansive great room featuring stylish wood-look tile and an open-concept layout that seamlessly connects the living, dining, and kitchen areas—perfect for entertaining. The kitchen is designed for both function and style, offering abundant stylish cabinetry, gorgeous backsplash, elegant gold hardware, granite countertops, NEW Refrigerator, NEW microwave, NEW dishwasher, GAS stove and generous prep space. A screened courtyard with pavers creates a more private/secure outdoor retreat between the home and the detached 2-car garage. Whether you envision an outdoor lounge, garden oasis, or entertainment space, the possibilities are endless. Upstairs you will find upgraded- low maintenance flooring through out and your own private owner’s retreat. The spacious primary suite features a walk-in closet and an impressive ensuite bath designed to impress. Two additional bedrooms share a full bathroom, offering flexibility for guests, family, or a home office setup. A convenient half bath is located downstairs for visitors. Enjoy your summer months cooling off in the COMMUNITY POOL which is located just a couple of minutes from your front door. This community is ideally positioned between the West Orange Trail Park and the Winter Garden Branch Library, and just minutes from the 429 for easy commuting. If you like to run or bike this home is the perfect place for you since it is located along the West Orange Trail. Walk—or hop on your golf cart—to downtown Winter Garden where you’ll enjoy the vibrant atmosphere of Plant Street Market, known for its local food vendors, craft brews, artisan goods, and year-round community events. Located close to the community pool and surrounded by everything that makes Winter Garden special, this home truly offers the lifestyle buyers are searching for. Lower utility bills since it's an inside unit, double pane windows and a Instant Hot Gas Water Heater. Schedule your private showing today and experience why this location is so highly sought after.
Listing is courtesy of: CORCORAN CONNECT LLC (407-953-9118)
Listing Agent: Milinda Knollinger (321-624-7384)
14902 ARRENA RD, WINTER GARDEN, FL 34787
$638,000617 Days on yellowkey MLS ID: O6248982
REDUCED by $10,000 (1.5%) on 06/16/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3392 Built: 2001 Tax: $7,754 (2023)Community: Arrowhead LakesSpa: NoSingle Family
Taxes:$7,754
Tax Year: 2023
Remarks: WATERFRONT--2 ACRES--NO HOA 7 Miles west of Disneys' main entrance...Winter Garden address with "A rated" schools listed on tax records. Close to many restaurants, shopping and other amenities. This is considered the 4 Corner Area because across Hwy 192 is Kissimmee, Hwy 27 is just a couple blocks west and if you go North it is Clermont and going south on Hwy 27 is Davenport. Piece of Paradise..Spacious..Upgraded...MOVE IN READY.. Expansive 2 car garage..workshop...storage...oversized.. Also approx 19X11 shed with an upper loft area ..The property is partially fenced. --..French doors open to a deck overlooks Lake Chapin in the rear of the property with fruit trees, banana trees, ..No damage from hurricane Milton. You will absolutely need to see to appreciate this home...even driving by, it is deceivingly large from just outside appearance.(almost 3400 Living sq ft). Beautifully maintained and Quality throughout.--Double Paned, tilt-out Windows with Marble sills--Well Maintained Bamboo Flooring (quality thicker boards ).Loads of Storage throughout and lighted closets...extra insulation in attic..Ceiling fans with wall controls and remotes..-French doors..-the list continues... A Central Kitchen that will delight the Chef --It has been thought out from past years of wants and needs and implemented. A WALL of Cabinetry..Corner Lazy susans upper and lower , pull out drawers ..under counter lights ..Convection oven and island cooktop with grill. Bar area opening into the Living room/ Dining room.. Split bedrooms plan and Master Suite has an extra room adjoining,which could be a exercise room, office, sitting room just to name a few. Large (approx 16x15) Suite has 3 solid core barn doors to close off the double walk in closet ROOMs and for the entrance door. Beautifully done Master Bath. (approx 13x9) Inside Laundry room with additional outlet for another refrigerator ..freezer. More than expansive (approx 16x13 sq ft) with a prestine pool table that can stay or go...your call.. This home makes a fantastic home for entertaining and/or family life with room to grow .. Come and see this home and you will want to make it yours..There is not another like it around. and it's so rare to find
Listing is courtesy of: STAR SOLUTION PROPERTIES LLC (407-383-9317)
Listing Agent: Cheryl Danboise (407-383-9317)
6334 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$913,31312 Days on yellowkey MLS ID: G5113852
0 Days Off yellowkey (back on 6/15/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3543 Built: 2026Monthly Fee: $150 Tax: $298 (2025)Community: Avalon WoodsSingle Family
Taxes:$298
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Virtually Staged. Under Construction. Welcome to this beautifully designed Tidewater Bonus new-construction home in the highly sought-after Avalon Woods community of Winter Garden! Built in 2026, this spacious residence offers modern finishes, an open-concept layout, and a prime location just minutes from Hamlin Town Center, shopping, dining, top-rated schools, and major highways. Inside, you’ll find a bright and inviting floor plan featuring a large kitchen with upgraded cabinetry, stainless steel appliances, stone countertops, and an oversized island overlooking the main living and dining areas — perfect for entertaining. The spacious primary suite offers a private retreat with a walk-in closet and a well-appointed bathroom with dual vanities and a large walk-in shower.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
519 TEAGARDEN CT, WINTER GARDEN, FL 34787
$898,00012 Days on yellowkey MLS ID: O6416709
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3061 Built: 2002Monthly Fee: $30 Tax: $3,496 (2025)Community: Teacup Spgs CoveSingle Family
Taxes:$3,496
Remarks: Location, Lifestyle, and a Backyard Retreat unlike any other! Nestled in desirable North Winter Garden, this Custom-built 4 Bedroom 3 Bath Home with a Bonus Room offers a peaceful setting that feels like a vacation escape. The backyard oasis features a picturesque running creek flowing toward Lake Apopka, creating a truly serene outdoor experience~ Enjoy the view with morning coffee from the large back Screened-in Porch! Lovingly Maintained, this Home showcases high ceilings and warm wood flooring, a thoughtfully designed floor plan, Generously sized bedroom closets, and a stunning Primary Suite tucked among the trees~ The spacious Ensuite Bath includes a Garden tub and separate shower for a private retreat feel. Situated in an intimate cul-de-sac community of only 9 homes, this special property combines privacy with convenience. Enjoy close proximity to Newton Park on the shores of Lake Apopka and a quick golf cart ride to Downtown Winter Garden’s Plant Street, where you’ll find popular restaurants, shopping, the Garden Theatre, splash pad, award-winning Farmers Market, and Plant Street Market. A rare opportunity to enjoy natural beauty and the sought-after Winter Garden lifestyle—welcome home!
Listing is courtesy of: WINDSOR REALTY GROUP INC (407-877-3463)
Listing Agent: Lisa Bennett (407-877-3463)
15154 TEA TREE DR, WINTER GARDEN, FL 34787
$994,73312 Days on yellowkey MLS ID: G5113803
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3839 Built: 2026Monthly Fee: $150 Tax: $298 (2025)Community: Avalon WoodsSingle Family
Remarks: Virtually Staged. Pre-Construction. To be built. The Venice is a two-story home designed for efficient and flexible living. The first floor features an open-concept layout with a centrally located kitchen overlooking the dining area and main living space. The primary bedroom is located on the main level and includes a walk-in closet and en-suite bathroom, offering privacy and convenience. A flex room with walk in closet and a half bathroom are also located on the first floor, along with direct access to the garage and additional storage. The second floor includes additional secondary bedrooms with access to full bathrooms, a central loft providing flexible living space, and a dedicated laundry area. A secondary primary bedroom is also located on the second floor, featuring its own en-suite bathroom and walk-in closet, making it ideal for multi-generational living or extended stays.
925 EASLEY AVE, WINTER GARDEN, FL 34787
$1,175,00012 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
Elementary School: Tildenville Elem
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)
14501 GROVE RESORT AVE #1703, WINTER GARDEN, FL 34787
$299,00082 Days on yellowkey MLS ID: O6394100
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1396 Built: 2016Monthly Fee: $998 Tax: $6,709 (2025)Community: Grove Residence & Spa Hotel CondoCondo
Taxes:$6,709
Remarks: RARE opportunity to own a TOP-FLOOR UNIT with SWEEPING LAKE VIEWS! This 3-bedroom, 2-bathroom Jasmine floor plan is located in The Grove Resort & Spa, one of Central Florida’s premier vacation investment communities. Just minutes from Disney World, with Universal Orlando and SeaWorld also nearby, this resort offers an unparalleled combination of luxury and convenience. Enjoy incredible amenities, including theFlowRider® surf simulator, a lazy river with waterfalls, multiple water slides, a zero-entry resort-style pool, private cabanas with poolside food and drink service, and an activity pool. Beyond the waterpark, the resort also features three large pools and a jacuzzi conveniently located near the unit’s building. After a day of excitement, guests can unwind at the Longboard Bar & Grill or take advantage of the resort’s many luxurious amenities. The unit itself boasts a beautifully designed, well-equipped kitchen, an open-concept layout, and comes FULLY FURNISHED for a seamless move-in or rental experience. The great room, master bedroom, and one of the additional bedrooms all feature stunning LAKE VIEWS, with the great room opening to a private balcony where you can relax and take in the scenery. The master suite offers a spa-like ensuite bathroom with a garden tub, separate tiled shower, and dual vanities. The split-bedroom layout ensures privacy, and the unit comes equipped with four large-screen TVs for entertainment. As a turn-key investment, this condo includes all bookings upon purchase, with on-site management handling hotel operations and maintenance, a truly hassle-free opportunity that generates immediate income. Schedule your showing today!
Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)
Listing Agent: Blake Blahut (407-748-0484)
15160 TEA TREE DR, WINTER GARDEN, FL 34787
$879,80614 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
Taxes:$0
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!
14241 SUNRIDGE BLVD, WINTER GARDEN, FL 34787
$749,80015 Days on yellowkey MLS ID: O6416383
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)
902 JOHNS POINT DR, WINTER GARDEN, FL 34787
$1,799,00022 Days on yellowkey MLS ID: O6412933
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4085 Built: 2002Monthly Fee: $173 Tax: $20,547 (2025)Community: Johns Cove 43/104Spa: YesSingle Family
Taxes:$20,547
Remarks: Under contract-accepting backup offers. Seller financing available! Discover an extraordinary waterfront retreat where luxury, privacy, and breathtaking lake views come together in perfect harmony. This exceptional 4-bedroom, 4-bath custom residence offers over 4,000 square feet of thoughtfully designed living space on the shores of highly sought-after Johns Lake, delivering an unparalleled Florida lifestyle. Designed with both elegance and functionality in mind, the custom-built home features a desirable split-floor plan that provides ultimate privacy. The expansive primary suite occupies its own private wing, creating a true owner's retreat complete with serene lake views, generous sized closets, and a spa-inspired ensuite bath featuring a luxurious steam shower for the ultimate relaxation experience. The additional bedrooms are thoughtfully positioned on the opposite side of the home, offering comfort and privacy for family and guests. From the moment you enter, you'll be captivated by the abundance of natural light, soaring ceilings, and panoramic water views. Recent updates enhance both style and value, including fresh interior paint throughout and brand-new waterproof luxury laminate flooring with a lifetime warranty installed throughout the entire home. These elegant upgrades provide a seamless, modern aesthetic while offering exceptional durability for years to come. Designed for today's lifestyle, the home also features a spacious executive office, ideal for remote work or a private study, along with a highly desirable game room that offers endless possibilities for recreation, media, or entertaining. The heart of the home is a spacious chef's kitchen that opens effortlessly to the main living spaces, allowing you to enjoy lake views while cooking, dining, or entertaining. Expansive windows and glass doors flood the home with natural light while framing the stunning waterfront scenery and creating a seamless connection between indoor and outdoor living. Step outside to your private resort-style oasis featuring a sparkling pool, spa, covered lanai, and private boat dock. Enjoy direct access to Johns Lake, one of Central Florida's premier recreational lakes, offering endless opportunities for boating, fishing, jet skiing, paddleboarding, wakeboarding, and unforgettable sunset cruises right from your backyard. Whether relaxing poolside, entertaining guests, or enjoying a quiet evening overlooking the water, every day feels like a vacation. What's more you have easy access to Florida's turnpike and 429 for seamless access to downtown Orlando, area theme parks, and Orlando International Airport!! Schedule for showing today.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Heidi Pfeffer-Morgan (407-408-6101)
12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$929,00070 Days on yellowkey MLS ID: O6400451
REDUCED by $103,000 (10.0%) on 06/15/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3626 Built: 2026Monthly Fee: $80 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Taxes:$2,326
Remarks: Under Construction. Welcome to the sought-after Delray floorplan by Toll Brothers in Westhaven at Ovation. This spacious two-story home offers over 3,600 square feet with 5 bedrooms, 3.5 bathrooms, and a 2-car garage. The open-concept design features a large great room, a well-appointed kitchen with center island and walk-in pantry, and a casual dining area that flows to the covered lanai. A first-floor guest suite provides added convenience, while upstairs includes a versatile loft and generously sized secondary bedrooms. The primary suite offers dual walk-in closets and a spa-inspired bath, creating a comfortable retreat. 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.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Devahn Powell (571-234-7236)
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