Location: Winter Garden
Do Not Show Listings
16038 JOHNS LAKE OVERLOOK DR, WINTER GARDEN, FL 34787
$2,175,00084 Days on yellowkey MLS ID: G5107162
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 4139 Built: 2015Community: Hickory Hammock Ph 1DSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Discover lakefront luxury at its finest in the coveted community of Hickory Hammock - where peaceful water views greet you from both the front and back of this extraordinary Winter Garden residence. Perfectly positioned on the shimmering shores of Johns Lake, this home offers a rare blend of elegance, privacy, and resort-style living that feels like a vacation every single day.Step inside and experience over-the-top comfort in this expansive 5-bedroom home, complete with a theatre/loft, 5 full bathrooms, and a breathtaking outdoor oasis. Designed with multigenerational living in mind, the main level features two generous suites, including a luxurious primary and an oversized guest suite - each offering serene views, spa-inspired bathrooms, and exceptional privacy.Upstairs, a second secluded primary suite becomes your personal sanctuary. Wake up to panoramic lake views, unwind in the garden bath, or step onto your private balcony to savor unforgettable sunsets over the water.At the heart of the home, an open-concept living area flows effortlessly into a chef’s dream kitchen, showcasing premium appliances, granite countertops, and custom cabinetry. Whether you're hosting intimate dinners or lively gatherings, this space is built for connection and celebration.Slide open the doors and step into your own private resort. The expansive outdoor living area features a full outdoor kitchen with Brazilian granite, a sparkling pool with infinity-edge hot tub, and multiple spaces for lounging, dining, and entertaining. Just steps away, your covered private boat dock - complete with boat and jet ski lifts - invites endless days of boating, fishing, and watersports on Johns Lake.For those who love to play, the backyard also includes a 5-hole putting green and 2-hole chipping green, perfect for sharpening your short game without ever leaving home.This property is more than a home - it’s a lifestyle. A rare opportunity to live in one of Winter Garden’s most desirable communities, surrounded by natural beauty, premium amenities, and the tranquility of lakefront living.Homes like this don’t come along often. Schedule your private showing today and experience firsthand what it feels like to live in your own slice of paradise.
Listing is courtesy of: WHEATLEY REALTY GROUP (352-227-3834)
Listing Agent: Bradley Gruber (407-810-3938)
7679 SILVER MEADOW ST, WINTER GARDEN, FL 34787
$590,49043 Days on yellowkey MLS ID: G5109150
0 Days Off yellowkey (back on 3/5/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1772 Built: 2026Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Amelia floor plan offers the ease of one-story living with a smart and stylish layout featuring three bedrooms, two bathrooms, and a two-car garage. A spacious great room flows effortlessly into the dining and kitchen areas, making entertaining and everyday living a breeze. The private primary suite is tucked away with a large walk-in closet and a well-appointed bath. Two additional bedrooms and a full bath provide flexibility for guests, kids, or a home office. With thoughtful touches like a lanai, a dedicated laundry room, and a roomy garage, the Amelia delivers comfort and convenience in one beautifully designed space.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
7701 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787
$2,350,00028 Days on yellowkey MLS ID: O6391690
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 4072 Built: 2021Community: Summerlake Pd Ph 2A & 2BSingle Family
Remarks: Experience of luxury living in this 2021 custom-built contemporary masterpiece by Davila Homes with acess to Lake Hancock-a highly sought after ski lake. Boasting five bedrooms, a dedicated office and a loft, this residence seamlessly blends modern design with the tranquility of lakeside living. Step inside to discover an open, sunlit space connecting the living room, dining area, and chef's kitchen. Expansive windows frame panoramic lake views, creating an inviting atmosphere throughout. The owner's bedroom, complete with a custom walk-in closet, provides comfort and convenience. Beyond the ordinary, this home features a expansive windows, surround sound throughout the home and an oversized laundry room. The floor-to-ceiling stackable sliding doors allow you to step outside to your private paradise with a saltwater pool with a spa and a boat dock. Enjoy a low-maintenance turf yard, ensuring lush greenery year-round. As part of a vibrant community, residents enjoy access to Resident's Club, featuring a state-of-the-art fitness center, business center, resort-style pool with splash pad, playground, tennis and basketball courts. Conveniently located just minutes from the Hamlin Center and 429, this residence offers a perfect blend of serenity and accessibility. Don't miss the chance to call this lakefront haven home.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Vanessa Ferreira (407-800-6383)
12971 HARVEST RAIN AVE, WINTER GARDEN, FL 34787
$837,56251 Days on yellowkey MLS ID: O6385596
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2858 Built: 2026Community: Harvest At OvationSingle Family
Remarks: Pre-Construction. To be built. What's Special: Gourmet Kitchen | Covered Patio | Extended Patio | Oversized Patio | Flat Lot. New Construction - June Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Ozark at 12971 Harvest Rain Avenue in Harvest at Ovation! This delightful new home welcomes you with a gallery-style foyer that leads to a dedicated study and a hall with a powder room, two secondary bedrooms, and two full bathrooms, including one en-suite. Across the foyer, you will find the laundry room and entry to the two-car tandem garage. At the heart of the home, the dining area flows easily into the great room and gourmet kitchen with its center island and walk-in pantry for everyday convenience. A pocket sliding door opens to an extended covered lanai where you can enjoy the outdoors in comfort. Tucked at the back, the private primary suite features a tray ceiling, a luxurious spa-inspired bathroom, and a large walk-in closet that creates a peaceful retreat. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails, all in a highly coveted location. Choose your own design selections. Additional Highlights Include: Gourmet kitchen, study in place of bedroom, shower at bath 3, pocket slider at great room, extended lanai, tray ceiling pkg, 8' interior doors, and second sink at bath 2. Photos are for representative purposes only. MLS#O6385596
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
375 REGAL DOWNS CIR, WINTER GARDEN, FL 34787
$334,90051 Days on yellowkey MLS ID: O6377205
0 Days Off yellowkey (back on 3/20/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1464 Built: 2001Community: Regal Pointe Ph 01 43/129Single Family
Remarks: Under contract-accepting backup offers. Welcome to this beautiful 3-bedroom, 2-bathroom home with a two-car garage in the heart of the Regal Pointe subdivision of Winter Garden. Upon entry, you are welcomed by the large kitchen overlooking the living room, embracing open-concept living. The kitchen features laminate countertops, a tile backsplash, a breakfast eating area, and stainless steel Whirlpool appliances. The primary bedroom offers a private retreat, situated on the opposite side of the house from the secondary bedrooms. The large, open living room provides sliding door access to a screened-in patio with a peaceful pond view, making it the perfect place to enjoy a morning coffee or evening drink. You’re conveniently located within 25 minutes of Orlando’s theme parks, the airport, and downtown Orlando. Schedule your showings today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
16031 SCARPETTA ST, WINTER GARDEN, FL 34787
$610,00094 Days on yellowkey MLS ID: O6373345
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2474 Built: 2023Community: Waterleigh Ph 4B & 4CSingle Family
Remarks: Welcome to this beautiful 4-bedroom, 3.5-bath home located in the highly sought-after community of Waterleigh in Winter Garden. This stunning residence features tile throughout the first-floor main living areas and has an open floor plan with sleek finishes and quartz countertops, creating a modern and stylish atmosphere. There is one bedroom on the first floor that can serve as an in-law suite or guest bedroom, while upstairs you'll find three additional bedrooms, including a spacious master retreat. The upstairs also includes a versatile loft area, perfect for a home office, playroom, or additional living space. This home offers not just a comfortable living space but a vibrant lifestyle within a master-planned community. Enjoy access to a resort-style clubhouse, multiple pools with a fitness center, playgrounds, and sports fields. Additional amenities include mini-golf, walking and nature trails, beach volleyball, and all concrete block construction for durability. The home features smart home technology, and all landscaping is included for your convenience. The community is family-friendly with an elementary and middle school located right inside, while the high school is just minutes away. As you arrive, you'll be greeted by a beautiful waterfall entrance. Waterleigh is golf cart friendly and conveniently located with a Publix at the front of the neighborhood. Situated in a prime location, you're just minutes from all that Orlando showcases. Enjoy nightly views of the Disney fireworks, with easy access to Disney World. Explore the heart of Horizon West, including Hamlin Town Center and Flamingo Crossings, both offering a wide variety of shopping, dining, and entertainment options. With quick access to the Turnpike, commuting around Orlando is a breeze. This is truly a fantastic place to live!
Listing is courtesy of: VALSTAR REALTY LLC (407-270-5000)
Listing Agent: Teresa Valdes (407-925-1567)
14446 WHITTRIDGE DR, WINTER GARDEN, FL 34787
$450,00051 Days on yellowkey MLS ID: O6378698
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1650 Built: 2005Community: Signature Lks-Pcl 01BSingle Family
Remarks: Welcome to 14446 Whittridge Dr., Winter Garden, FL 34787 – a charming home nestled in the highly sought-after Independence community! This beautifully maintained 3-bedroom, 2-bath home offers a light and airy open-concept floor plan with high ceilings and abundant natural light throughout. From the moment you step onto the inviting covered front porch, you’ll feel right at home. Inside, the spacious living and dining areas flow seamlessly into the kitchen, creating the perfect space for both everyday living and entertaining. The kitchen features ample cabinetry, generous counter space, stainless steel appliances, a breakfast bar, and an open view into the main living area so you’re always part of the action. The private primary suite offers plenty of room to unwind and includes an en-suite bath with dual vanities, a garden tub, and separate shower. Two additional bedrooms provide flexibility for guests, a home office, or growing needs. A dedicated laundry room adds convenience, and the functional layout makes excellent use of every square foot. Step outside to a fenced side yard—ideal for pets, play, or relaxing evenings outdoors. Major 2026 Updates: Both the main home roof AND the garage roof have been replaced in 2026, offering true peace of mind for years to come. (Please note: the garage roof photo was taken prior to replacement.) The current flooring has been virtually enhanced in the photos to showcase design potential. The seller is offering a closing concession for carpet replacement, allowing buyers to personalize the flooring to their own taste after closing. Living in Independence means enjoying an unmatched lifestyle with resort-style amenities, including: • Two community pools • Two fully equipped fitness centers • Clubhouses with event space • Multiple playgrounds and parks • Tennis and basketball courts • Scenic walking and biking trails • Private boat ramps and access to Lake Hancock • Community events and activities throughout the year • High-speed internet and basic cable included in HOA All of this just minutes from Hamlin Town Center, historic Downtown Winter Garden, top-rated schools, shopping, dining, and major highways. This is an incredible opportunity to own a well-cared-for home in a prime location with valuable updates already completed. Schedule your private showing today!
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Jasmine Reierson (407-630-3336)
16545 BROADWATER AVE, WINTER GARDEN, FL 34787
$854,90038 Days on yellowkey MLS ID: O6389243
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3036 Built: 2017Community: TwinwatersSingle Family
Remarks: NOT JUST A PLACE TO LIVE…THIS HOME IS A REAL STUNNER!! From the ALLURING CURB APPEAL to the BEAUTIFULLY DESIGNED and FUNCTIONAL FLOOR PLAN, this 4 BEDROOM, 3 BATHROOM, 3036sf home will SURPASS YOUR EXPECTATIONS! Upon entrance, you will encounter the designated 13’x11’ OFFICE/DEN/CRAFT ROOM to the left with DOUBLE DOORS for easy furniture placement. To the right of the foyer, there is a 14’x11’ BEDROOM next to a FULL BATHROOM which would be perfect for overnight guests. The 23’x13’ LIVING ROOM includes a DINING AREA OPTION if desired. The living room hallway leads to 2 ADDITIONAL 13’x11’ BEDROOMS and a POOL PLANNED FULL BATH which opens to the patio. The chef in your household will love the16’x13’ KITCHEN featuring HIGH QUALITY KitchenAid STAINLESS STEEL APPLIANCES, CERAMIC TILE BACKSPLASH, NUMEROUS 42” CABINETS, plenty of COUNTER SPACE including a CENTER ISLAND and a BREAKFAST BAR. The BUTLER PANTRY has additional cabinets and drawers with a WALK-IN PANTRY. The kitchen opens to a 20’x16’ FAMILY ROOM and a 2nd DINING AREA with DOUBLE AND TRIPLE SLIDERS to the rear patio. The 13’x14’ PRIMARY SUITE has an entryway from the Dining Area with an ART NICHE for displaying your favorite piece. LUXURY IS EVIDENT in the PRIMARY ENSUITE BATHROOM as shown by an OVERSIZED SOAKING TUB, a SPACIOUS WALK-IN SHOWER with DUAL SHOWERHEADS, HIS and HERS VANITIES, a WATER CLOSET and an L-SHAPED WALK-IN CLOSET PROFESSIONALLY DESIGNED with BUILT-IN SHELVES, DRAWERS and CABINETRY. ADDITIONAL INTERIOR FEATURES of this home include NEW CARPET in the BEDROOMS; GRANITE COUNTERTOPS THROUGHOUT, TRIPLE SPLIT BEDROOM PLAN; VAULTED CEILINGS; SECURITY SYSTEM; COPIOUS STORAGE and NATURAL LIGHT, and an INDOOR LAUNDRY ROOM with a WASHER & DRYER, DEEP BASIN SINK and CABINETRY. HIGHLIGHTS OF THE REAR YARD include a 12’x40’ COVERED BACK PORCH with a SUMMER KITCHEN to include a REFRIGERATOR, SINK, JENN-AIR STYLE GAS COOKTOP and GRILL, and DUAL TERRACE CEILING FANS. For privacy, there is a BLOCK WALL FENCE at the rear of the yard and an ECO-FRIENDLY PRIVACY SCREEN OF MATURE BAMBOO on each side which shines beautifully THROUGH the automatic GARDEN NIGHT DECORATIVE REFLECTORS. ADDITIONAL EXTERIOR FEATURES INCLUDE A FRENCH DRAINAGE SYSTEM for flood prevention, ALL AROUND GUTTERS, a TILE ROOF, a 3 CAR GARAGE with EPOXY STYLE FLOORING, and BRICK PAVERS covering the DRIVEWAY and FRONT PORCH ENTRYWAY. The popular TWINWATERS COMMUNITY offers a COMMUNITY POOL WITH GATHERING AREAS, a PLAYGROUND and an enjoyable WALKING TRAIL. TWINWATERS is DESIRABLY LOCATED just minutes from the WINTER GARDEN VILLAGE, HISTORIC DOWNTOWN WINTER GARDEN, CENTRAL FLORIDA ATTRACTIONS, MAJOR HIGHWAYS and so much more. DON’T DELAY! THIS IS AN AMAZING VALUE IN A COMMUNITY OF MILLION DOLLAR PLUS HOMES. Call us today for your private showing!
Listing is courtesy of: REAL ESTATE FIRM OF ORLANDO (407-581-5550)
Listing Agent: Donna Cox (407-694-8685)
7104 TICKLEGRASS ST, WINTER GARDEN, FL 34787
$1,246,000268 Days on yellowkey MLS ID: O6329696
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3347 Built: 2014Community: Signature Lakes Parcel 1DSingle Family
Remarks: Seller is offering a concession of up to $10,000 toward Buyer Pre-paids and Closing costs. Welcome to your dream oasis! This stunning 5-bedroom, 3.5-bath single-family home on Lake Hancock is a true masterpiece, offering the ultimate in luxury and comfort. With a contemporary design and exceptional features, this residence is a rare gem in the world of real estate. Upon entering this exquisite residence, you'll find a spacious living room and an elegant dining room, both thoughtfully designed for special occasions and entertaining. Continuing through the home, you'll be greeted by an exquisite open floor plan that seamlessly connects the kitchen, complete with top-of-the-line appliances, to the inviting family room. This perfect layout ensures that you're never far from the action, whether you're preparing a gourmet meal or enjoying quality time with family and friends. Natural light pours in through retractable sliding doors, creating an indoor-outdoor experience like no other. These doors lead to a captivating saltwater infinity pool and spa, perfect for relaxing on warm days or entertaining under the stars. With five generously sized bedrooms, there's plenty of space for your family and guests. The master suite is a sanctuary, featuring a spacious walk-in closet and an ensuite bath with all the luxurious amenities you deserve. Situated on a large corner lot, the property offers privacy and ample outdoor space for gardening, play, or simply basking in the sun. Your options are endless when it comes to creating your own outdoor paradise. This residence is not just a home; it's a lifestyle. Experience the epitome of elegance and modern living in every corner of this property. This home is just minutes from top-rated schools, shopping, dining, and moments away from the enchantment of Disney and Orlando's premier attractions.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: Michele Acosta Gladding (407-963-6431)
1606 MALCOLM POINT DR, WINTER GARDEN, FL 34787
$599,900269 Days on yellowkey MLS ID: TB8409266
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2455 Built: 2003Community: Tuscany Ph 02Single Family
Remarks: ***Golf Cart District*** Nestled in a serene cul-de-sac in the heart of Winter Garden, Florida, this stunning 4-bedroom, 3-bathroom contemporary stucco home offers 2,455 square feet of comfort and style. Blending elegance and functionality, this residence has been meticulously updated with high-end features, making it an ideal choice for discerning buyers seeking a move-in-ready home. Gorgeous Carrera marble countertops in kitchen and bathrooms, with stylish subway tile backsplash. Step inside to discover a bright and airy floor plan, enhanced by new windows installed in 2020, rated for hurricanes up to 185 MPH, the home features a whole-house water filtration system with UV light for clean, purified water throughout. New carpet in rarely used guest bedrooms. Master bedroom closet expanded to be pass through to His and Hers Full Bathrooms, you'll love this setup! The open-concept living area flows seamlessly, offering ample space for gatherings and everyday living, a beautifully updated kitchen, featuring refinished cabinets (2020) and stainless steel appliances, including a new induction cooktop stove, microwave, and dishwasher, all installed in 2020. There is also a brand new 55 Gallon hot water heater installed less than 2 years ago. The exterior is stucco complemented by a new roof installed in 2020, ensuring durability. The front of the home is adorned with permanent trim lights, controllable via an app to change colors and patterns. The fenced backyard provides privacy, professionally designed 32 x 15 paver patio with a sitting wall, fans with Aeromist misting system, Patio lights and a retractable awning creates a shaded outdoor oasis. A large 10 x 12 permitted site-built shed offers ample storage or workshop space and the irrigation system keeps the lush landscaping vibrant and low-maintenance. This home is designed for effortless living. Located in vibrant Winter Garden, in the highly desirable Tuscany neighborhood, this home offers easy access to charming downtown shops, restaurants, golf cart district and the scenic West Orange Trail. Prepare to be impressed!
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
1419 HUNTERMAN LN, WINTER GARDEN, FL 34787
$479,90036 Days on yellowkey MLS ID: O6390064
1 Days Off yellowkey (back on 3/20/2026)
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 2840 Built: 2005Community: Chapin Station ASingle Family
Remarks: Under contract-accepting backup offers. This impressive 5-bedroom, 3.5-bathroom residence is situated on a sprawling large corner lot, offering both privacy and abundant outdoor space. The interior is defined by high ceilings and an array of large windows that flood the home with natural light, creating an airy and ambiance. Designed for maximum comfort and privacy, the layout features a primary master suite along with two additional bedrooms boasting their own en suite bathrooms, making it an ideal floor plan for multi-generational living or hosting guests. With its generous proportions and premium lot positioning, this home represents a rare opportunity for those seeking space, light, and a versatile, high-end configuration.
7532 SPRING VALLEY ST, WINTER GARDEN, FL 34787
$615,99030 Days on yellowkey MLS ID: G5109790
0 Days Off yellowkey (back on 3/18/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2520 Built: 2026Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways.
13617 SALAMANDER ST, WINTER GARDEN, FL 34787
$549,90029 Days on yellowkey MLS ID: O6391534
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2216 Built: 2022Community: Waterleigh Ph 4ASingle Family
Remarks: NEARLY NEW "BELLAKE" MODEL HOME featuring 3 bedrooms and 2.5 bathrooms, situated on a PREMIUM LOT just a short Walk to the BRAND NEW Phase 4 POOL & GYM, Atwater Bay Elementry School, Waterfront Park and Community Playground! Excellent features include Upgraded Rectangular Tile throughout the first floor! A GOURMET KITCHEN with Shaker Cabinets, GRANITE Countertops, and Stainless Steel Appliances (including a French-door Refrigerator) an oversized ISLAND and a LARGE Walk-In Pantry. Great OPEN CONCEPT FLOOR PLAN: The kitchen opens directly into the dining area, and the family room overlooks a COVERED PATIO—offering the perfect space for RELAXING, Chilling and Grilling! The FLEX SPACE at the front of the home serves perfectly as an Office or Formal Dining Room - or ADD a DOOR and Make Bedroom 4! SUPERIOR STORAGE options abound, including a DROP ZONE area with a Closet and 6 Feet of Cabinetry and Counter Space! PLUS there is a HUGE under the stairs Storage Closet AND a front Hallway Closet! A convenient Powder Room completes the First Floor. Upstairs, you will find a spacious Primary Suite with a Bath featuring DOUBLE SINKS, LARGE Shower, Upgraded Cabinets, Granite Counters, a Linen Closet and a generous 10' x 6' Walk-In Closet. Bedrooms 2 and 3 share a Full bathroom with DOUBLE Sinks! The Laundry Room includes a Front Load Washer and Dryer! This Energy Efficient home SAVES you $$$ on Utility bills. Gutters have been added, and the LONG Driveway provides ample additional Parking Space. The HOA handles all Lawn Maintenance, allowing you to fully ENJOY this PREMIER Lifestyle Community—which boasts 4 RESORT Style Pools, 3 Clubhouses, 3 Fitness Centers, Beach Volleyball, Tennis Courts, Parks, Playgrounds, Special Events, and Vews of the DISNEY Fireworks! Zoned for the NEW Atwater Bay Elementary, Water Spring Middle, and Horizon High School. Close to theme parks, shops, restaurants, and the 429!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Joann Best (407-963-2981)
336 COURTLEA PARK DR, WINTER GARDEN, FL 34787
$789,00037 Days on yellowkey MLS ID: S5145471
0 Days Off yellowkey (back on 3/19/2026)
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2640 Built: 2006Community: Greystone Ph 01Single Family
Remarks: Beautifully renovated and upgraded by current owners, this 4 bed 4 bath family home with large bonus room/5th bedroom suite, is located on a large corner lot within the highly sought after Golf Cart District of Winter Garden, just steps from the West Orange Trail and minutes from historic Winter Garden with its many stores, restaurants and bustling small town atmosphere. UPGRADES IN 2026 include: NEW Roof, two HVAC units, Interior and Exterior paint, TV area with built in cabinets and wood paneling. Luxury vinyl plank flooring throughout, all light fixtures and fans. Remodeled kitchen boasting quartz countertops, all stainless appliances, sink, faucet and waste disposal. Remodeled bathrooms with new tile, quartz countertops, sinks, faucets, toilets, lighting, mirrors and luxury double vanity in primary bathroom. Ample shelving in the spacious 3 car garage, electric door opener and spacious paved driveway. Utility room has new cabinets with wooden countertop. Upgraded landscaping and irrigation system, with gorgeous mature trees and palms. Bright and airy, spacious floor plan with ground floor consisting of living room or study, dining room, kitchen, utility room, family room, breakfast nook, primary bedroom suite, 2nd bedroom suite, 2 further bedrooms and 3rd full bathroom. Upstairs is a large bonus room with bathroom and walk in closet. Courtlea Park is a short half mile drive or simply walk to the popular downtown weekly Farmers Market, or to the diverse selection of restaurants, Plant Street Market and its Crooked Can microbrewery, or enjoy one of the many annual festivals: Christmas, St. Patrick’s, Easter, Spring Festival, Halloween, Auto Shows, Oktoberfest and many others! The property is also near Lake Apopka and Newton Park. Do not miss this opportunity to live the Florida lifestyle in this fabulous home!
Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)
Listing Agent: Sue Webb (407-361-6425)
1674 VICTORIA WAY, WINTER GARDEN, FL 34787
$674,990167 Days on yellowkey MLS ID: O6357191
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2239 Built: 1992Community: TuscanySingle Family
Remarks: Beautifully updated POOL home in the desirable Tuscany community! Major updates include a new water heater (2020), whole house re-plumed (2021), new saltwater pool/spa with panoramic screen (2022), and new HVAC (2024). Pool features include Heat pump/chiller combo, iAquaLink (an intelligent pool control-turn on filter, lights, spa through app), auto fill/auto drain, bubbler, and Eco pool feature (circulation). Kitchen features quartz counters, 42” cabinets, stone backsplash, and stainless appliances, opening to a cozy family room with fireplace and French doors to the pool. Enjoy a private primary suite with pool access and a luxurious bath. Additional highlights include crown molding, 10-ft ceilings, bamboo/slate/travertine flooring, smart thermostat, and a fully fenced backyard. Excellent location near the West Orange Trail, downtown Winter Garden, and SR 429. This home truly shines!
Listing is courtesy of: RE/MAX DOWNTOWN (407-770-2050)
Listing Agent: Marlon Vega (407-791-0572)
7189 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787
$609,99992 Days on yellowkey MLS ID: O6373509
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2138 Built: 2018Community: Highlands/Summerlake Grvs Ph 2Single Family
Remarks: COME set your eyes on your Gorgeous 2-Story Winter Garden DREAM HOME located in the Highlands at Summerlake Groves! As soon as you walk through the front door you'll notice the tall 9 ft Ceilings and see the Openness in the Large Living Room, Dining Room, and Kitchen area that is all light & bright with tons of windows and a Sliding Glass door leading out to your Back Porch with Pavers and Fenced-In Back Yard. The Kitchen comes equipped with Granite Countertops, all Stainless Steel GE Appliances including Fridge, GAS Stove, Built-In Microwave, Dishwasher, LARGE Granite Island with Sink and nice Backsplash in a Herringbone pattern. The Primary Bedroom and Two More Bedrooms are Located Upstairs with the Split Bedroom Floorplan along with a Second Living Room on the 2nd Floor for all your family's needs. The Primary Bedroom features an En-Suite Bathroom with a Large Shower, Doule Sinks, Walk-In Closet, and a PRIVATE BALCONY! All of the Upstairs has NEW Carpet by SHAW. Inside Laundry Room is located upstairs. Tankless Water Heater. The HOA features: Swimming Pool, Playground, Tennis Courts, and Dog Park. Golf Carts are Welcome! The Neighborhood is very close to Orange County National Golf Course which is a public golf course. Close to Hamlin that features lots of Shops, Restaurants, Publix Grocery Store, Wal-Mart, a Movie Theatre and more! Don't miss your chance to make this house your home!
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Joanna Browning (407-453-3000)
11021 BOSTWICK ALY, WINTER GARDEN, FL 34787
$632,00048 Days on yellowkey MLS ID: O6379924
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2474 Built: 2022Community: Waterleigh Ph 4ASingle Family
Remarks: Welcome to this stunning 4-bedroom, 3.5-bath residence in the highly sought-after Waterleigh community. The popular Clearden floor plan features a thoughtfully designed layout with the owner's suite, two additional bedrooms, and a spacious loft on the second floor, plus a private guest suite conveniently located on the main level. The owner's bath showcases dual granite vanities and a generous walk-in closet. The stylish kitchen offers stainless steel appliances, granite countertops, and flows seamlessly into the expansive family room-perfect for entertaining. This two-story block concrete building lot premium is located in a strategic area of the community, with no neighbors in front or behind it. The home has central water softener system, automated blinds and has never had pets. Outside, you'll appreciate the brick paver driveway, extended rear patio, and a covered, screened lanai ideal for relaxing evenings. Waterleigh residents enjoy exceptional amenities, including two elegant clubhouses, resort-style pools, fully equipped fitness centers, putt-putt golf, beach volleyball, tennis courts, a lakeside BBQ and picnic area, a dog park, and much more. Schedule your visit today to see this beautiful home discover why this vibrant Winter Garden community is truly a must-see!
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Marcos Paulo Nero, Llc (407-923-5128)
1751 HIGHBANKS CIR, WINTER GARDEN, FL 34787
$715,00057 Days on yellowkey MLS ID: O6383337
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2037 Built: 2019Community: Roper ReserveSingle Family
Remarks: Price reduced & now offering $7,000 towards closing or rate buy down! Tucked inside the gated community of Roper Reserve with a low HOA and just 5 minutes from Winter Garden Village and charming Downtown Winter Garden, this beautifully upgraded home offers the perfect blend of location & lifestyle. Featuring 3 spacious bedrooms plus a versatile additional room (ideal for an office, playroom, or guest space) and 2 bathrooms, the thoughtful split floor plan provides privacy with a secluded primary suite and oversized custom closet system. Inside, you’ll find extensive updates including fresh paint, upgraded bathroom fixtures and mirrors, designer lighting and fans, custom blinds, and French doors leading out to the pool deck. The kitchen is a standout with $50,000 in builder upgrades, a gourmet layout, Samsung Bespoke appliances, and a stylish coffee bar complete with mini fridge. Custom closet systems throughout add both beauty and function. Step outside to your private backyard retreat featuring a heated pool with travertine deck, fully fenced yard, and an impressive tiki hut equipped with a grill, burner, TV, and two refrigerators—perfect for entertaining year-round. The exterior is also plumbed for an outdoor sink and shower. Additional highlights include a garage with shark-coated floors, bike rack and shelving, security cameras, Nest system, living room TV, Home Warranty and even pool lounge chairs and umbrella included. This move-in-ready home combines thoughtful upgrades, indoor-outdoor living, and an unbeatable location close to shopping, dining, and everything Winter Garden has to offer.
Listing is courtesy of: PREFERRED RE BROKERS III (407-440-4900)
Listing Agent: Lana Larrivee (407-341-8814)
14257 LAGOON COVE LN, WINTER GARDEN, FL 34787
$540,00087 Days on yellowkey MLS ID: O6375296
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2365 Built: 2007Community: Black Lake Park Ph 02Single Family
Remarks: Welcome to this charming single-family residence in the highly desirable Black Lake Park community of Winter Garden. This well-maintained home features 4 (3 bedrooms + 1 study)and 2 full bathrooms with a functional open floor-plan that seamlessly connects living, dining, and kitchen areas — perfect for everyday living and entertaining. The spacious interior offers approximately 2,365 sq. ft. of living area on a ±8,178 sq. ft. lot with no rear neighbors and lush landscaping for added privacy. Situated in a vibrant community with amenities including tennis and basketball courts, playground, pool and outdoor recreation areas, this property is conveniently located minutes from Winter Garden Village dining and shopping, major roadways (including the 429), and top-rated schools.
Listing is courtesy of: INTERNATIONAL REAL ESTATE LLC (407-760-5150)
Listing Agent: Anahi Rosario (407-721-9777)
8216 GRAY KINGBIRD DR, WINTER GARDEN, FL 34787
$489,00093 Days on yellowkey MLS ID: O6370636
1 Days Off yellowkey (back on 3/19/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1765 Built: 2018Community: Summerlake Pd Ph 4BSingle Family
Remarks: Under contract-accepting backup offers. !!SIGNIFICANT PRICE REDUCTION!! Come see this perfect GEM, nestled in the desirable Summerlake community in Winter Garden. This corner lot home features over 1700 sq ft, 3 bedrooms - 2 bathrooms- plus Bonus Den/Office, large kitchen that opens up to the family room and a rear load 2 car garage. The kitchen features 42"upper cabinets, spacious island, granite countertops, Stainless steel appliances and GAS COOKING RANGE for the inspired chef. Enjoy winding down at the end of the day on your front porch with a perfect view of the Disney Fireworks! As a resident of Summerlake you will enjoy the lakefront club house with resort style pool, fitness center, tennis courts, dog park and the many miles of sidewalks for evening or morning strolls. For ease of maintenance the HOA takes care of the lawns for you! Summerlake is a popular and well-designed community with the best of shopping and entertainment around you and all in close proximity to the FL-429, Florida Turnpike, East-West expressway and connections to Interstate-4. Don't let this one slip away as it won't last long, the true diamond that IT IS.
Listing is courtesy of: NEXTHOME SUNSHINE REALTY (321-900-2389)
Listing Agent: Lindsy Holland (321-900-2389)
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