Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
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Winter Garden - 709 properties found
14005 ALDFORD DR, WINTER GARDEN, FL 34787
$650,00062 Days on yellowkey MLS ID: O6401397
REDUCED by $19,000 (2.8%) on 05/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2334 Built: 2017Monthly Fee: $115 Tax: $9,241 (2025)Community: Latham Park NorthSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,241
Elementary School: Panther Lake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Welcome to 14005 Aldford Drive in Winter Garden, a beautifully designed two-story home built by Ashton Woods, known for its modern architecture, creative floor plans, and thoughtful design. This inviting residence offers 3 bedrooms, 2 full baths, and 1 half bath, with a layout that blends everyday comfort with welcoming indoor and outdoor living spaces. Inside, the home features a bright and functional flow with living areas designed for both daily routines and effortless entertaining. The two-story layout creates a comfortable separation between gathering spaces and private retreats, while the bedroom arrangement provides flexibility for a variety of lifestyles. The primary suite offers a relaxing place to unwind, and the additional bedrooms are well suited for family, guests, or a home office setup. Step outside and enjoy a screened and covered patio that extends the living space and creates the perfect setting for outdoor dining, morning coffee, or unwinding at the end of the day. The fully fenced backyard provides privacy and plenty of room to relax, play, garden, or create your own outdoor oasis. Adding to the home's unique appeal, this desirable lot is situated next to a community green space, offering additional open views and only one direct neighboring home. On select evenings, you can even enjoy views of Disney fireworks in the distance from your own backyard retreat. Adding to the home's functionality is a detached 2-car garage equipped with an electric vehicle charger, providing convenient parking, extra storage, and modern-day convenience. The garage's detached design also enhances curb appeal and maximizes backyard usability. Even more valuable, the home is equipped with solar panels that will be paid off at closing, allowing the new owner to enjoy the benefits of renewable energy, increased efficiency, and potential savings on monthly utility costs without assuming a solar loan. Located in Winter Garden, this home is set in an area known for its blend of neighborhood charm and everyday convenience. Residents enjoy access to shopping, dining, parks, and major roadways, while the surrounding area adds to the home's appeal with a welcoming residential feel and the lifestyle benefits that make Winter Garden such a desirable place to call home. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
13822 JOMATT LOOP, WINTER GARDEN, FL 34787
$1,000,00026 Days on yellowkey MLS ID: O6411926
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3828 Built: 2016Monthly Fee: $75 Tax: $12,039 (2025)Community: Cypress Reserve Ph 1Spa: YesSingle Family
Taxes:$12,039
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Welcome to 13822 Jomatt Loop! This stunning home offers 4 spacious bedrooms, 3 full bathrooms, a bonus loft space, private office and a 3 car garage off of an expansive driveway, all perfectly situated on an OVERSIZED FULLY FENCED LOT. Designed for both comfort and entertaining, the open-concept floor plan features generous living and dining spaces filled with natural light, and was just freshly painted throughout. The primary bedroom is located on the first floor and features his and hers walk in closets with CUSTOM BUILT INS, dual vanity spaces, a free-standing soaker tub, and spa like shower. Located on the second level is a large bonus room that's perfect for kids to play, a movie room, game room, and so much more. Step back outside to your personal backyard oasis where you can enjoy year-round Florida living with a heated sparkling pool and spa that's peacefully nestled between lush landscaping and a fully fenced yard. The expansive covered lanai is enhanced by a stunning outdoor kitchen by Paradise Grills, ideal for hosting gatherings, weekend barbecues, or simply unwinding at sunset. Additional upgrades include GAS APPLIANCES, custom living room built in entertainment center, automated pool pump, and various other thoughtful finishes throughout that elevate both style and function. This home is zoned for A-rated schools including Sunridge Elementary School and Sunridge Middle School, making it an exceptional choice for families seeking top-tier education options. Schedule your showing today! With its rare oversized conservation lot, luxury outdoor living, and prime location, this home truly checks every box. Schedule your private showing today and experience the lifestyle you’ve been waiting for.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Jenna Palmero (407-697-8727)
5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$700,00024 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
Taxes:$9,630
Elementary School: Independence Elementary
High School: Windermere High School
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
$890,00021 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
Elementary School: Water Spring Elementary
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
$525,99057 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
$556,00099 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
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
$819,99022 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
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
$850,0009 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)
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)
14902 ARRENA RD, WINTER GARDEN, FL 34787
$638,000614 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
$913,3139 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
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
$898,0009 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
$994,7339 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.
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
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
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
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
$749,80012 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 Agent: Jessica Otero, Pa (407-780-1663)
5024 PALMETTO PARK DR, WINTER GARDEN, FL 34787
$849,00016 Days on yellowkey MLS ID: O6414749
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3061 Built: 2017Monthly Fee: $165 Tax: $10,816 (2025)Community: Orchard Hills Ph 3Single Family
Taxes:$10,816
Remarks: Welcome to this beautifully upgraded home in the heart of Winter Garden. Featuring luxury vinyl flooring throughout with no carpet, this home offers a clean, modern feel and a functional layout designed for everyday living and entertaining. The main living area showcases custom millwork and built-in details, while the elegant powder room adds a touch of sophistication. With over $150,000 in improvements, this home showcases a level of quality rarely found at this price point. Designed and improved by an owner who planned to live in the home long-term, no expense was spared in creating a space that is both beautiful and highly functional. The gourmet kitchen serves as the heart of the home, offering ample space for cooking and gathering. Step outside to a fully equipped outdoor living area featuring a complete summer kitchen with sink, cooktop, refrigerator, built-in grill, and a traditional parrilla grill. With no rear neighbors, the backyard provides added privacy and the perfect setting for relaxing or entertaining guests. Additional improvements include a whole-home water softener system and numerous thoughtful enhancements throughout the property. Located just steps from the community clubhouse, residents enjoy access to resort-style amenities including a swimming pool, fitness center, social hall with event kitchen, playground, sports courts, walking and biking trails, dog park, community green spaces, and parks. Conveniently located near shopping, dining, and major roadways, and zoned for highly rated A-rated schools, this home offers an exceptional opportunity to enjoy the best of Winter Garden living.
Listing is courtesy of: PRISTINE INTERNATIONAL REALTY LLC (407-286-3846)
Listing Agent: Bruna Canesin Motta (407-580-1367)
6051 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$737,11011 Days on yellowkey MLS ID: G5113741
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: Virtually Staged. Welcome to the Anna Maria, an award-winning single-story, open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
902 JOHNS POINT DR, WINTER GARDEN, FL 34787
$1,799,00019 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)
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