Location: Winter Garden
Do Not Show Listings
11170 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$535,00016 Days on yellowkey MLS ID: O6414335
REDUCED by $30,000 (5.3%) on 06/17/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2474 Built: 2025Monthly Fee: $288 Tax: $2,389 (2025)Community: WaterleighSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,389
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Welcome to the best-priced Clearden floor plan currently available in all of Waterleigh. Only one year old and finished in today’s most desirable colors and design selections, this home offers an incredible opportunity to enjoy immediate equity without the wait, uncertainty, and added expense of new construction. With all appliances included, even the washer and dryer, this move-in-ready home delivers exceptional value in one of Winter Garden’s most sought-after master-planned communities. The versatile floor plan is thoughtfully designed for modern living. A charming covered front porch creates excellent curb appeal, while inside you will find a spacious and open layout highlighted by a first-floor bedroom that is perfect for guests, a home office, or multi-generational living. The expansive great room flows seamlessly into the beautifully designed kitchen featuring a large center island, abundant cabinetry, closet pantry, dedicated coffee station, and convenient drop zone near the garage entry. Upstairs, a generous bonus room provides additional living space ideal for a media room, playroom, or home office. The spacious owner’s retreat offers dual vanities, a large walk-in shower, and a well-appointed walk-in closet. The upstairs laundry room is strategically located for convenience, and three of the four bedrooms feature walk-in closets, providing plenty of storage throughout the home. Life in Waterleigh is about more than just a beautiful home—it is about embracing a true resort lifestyle. Residents enjoy access to multiple resort-style clubhouses featuring spectacular pools, state-of-the-art fitness centers, gathering spaces, playgrounds, tennis and basketball courts, volleyball courts, mini golf, stocked fishing ponds, and miles of scenic walking, jogging, and biking trails. Families will appreciate the convenience of having both the elementary and middle schools located within the community, while Horizons West High School is just minutes away. Perfectly positioned near Walt Disney World, the 429 Expressway, and an endless selection of shopping, dining, and entertainment destinations, this location offers unmatched convenience and connectivity. Opportunities like this are becoming increasingly difficult to find. When you combine a nearly new home, an outstanding floor plan, resort-style amenities, and one of the best values in all of 34787, you have a property that deserves your immediate attention.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
17167 WRITING ALY, WINTER GARDEN, FL 34787
$535,00040 Days on yellowkey MLS ID: O6406920
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2486 Built: 2020Monthly Fee: $110 Tax: $7,916 (2025)Community: Storey Grove Ph 1BSingle Family
Taxes:$7,916
Remarks: Located in the heart of Horizon West, 17167 Writing Aly offers the space, flexibility, and location buyers are looking for in Winter Garden. Just minutes from Hamlin Town Center, the 429, Disney, and Downtown Winter Garden, this home is positioned in one of Central Florida’s fastest-growing areas while still offering a true neighborhood feel with community green spaces, walking paths, and resort-style amenities nearby. Inside, the freshly repainted interior feels bright, clean, and move-in ready. The open-concept main living area flows seamlessly into the kitchen and dining spaces, creating a layout that works well for both everyday living and entertaining. One of the standout features of this floorplan is the rare dual primary suite setup, with one primary bedroom conveniently located downstairs and a second oversized primary suite upstairs, giving flexibility for multi-generational living, guests, or added privacy. Step outside to your private outdoor courtyard, perfect for grilling, relaxing, or creating an inviting entertaining space between the home and detached two-car garage. With thoughtful layout options, fresh interior updates, and a location close to everything Horizon West has to offer, this home checks boxes that are hard to find at this price point.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
7841 ICELAND GULL ST, WINTER GARDEN, FL 34787
$730,00018 Days on yellowkey MLS ID: O6413079
REDUCED by $15,000 (2.0%) on 06/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2765 Built: 2013Monthly Fee: $252 Tax: $4,898 (2025)Community: Summerlake Pd Ph 1B-A RepSingle Family
Taxes:$4,898
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. SELLERS MOTIVATED! It’s all about location, location, location! Welcome home to 7841 Iceland Gull Street in the highly sought-after Summerlake community. This beautifully maintained 3-bedroom, 2.5-bath home with a spacious loft, rear-entry 2-car garage, and fenced backyard truly stands out from the moment you arrive. The inviting curb appeal and charming front porch create the perfect setting to enjoy your morning coffee while taking in peaceful pond views or an evening stroll through the neighborhood. As the sun sets, turn on the JellyLights and relax with your favorite beverage while enjoying the ambiance—and even catch fireworks from the comfort of your own home. Inside, you'll immediately appreciate the thoughtful attention to detail, including custom trim work and upgraded lighting throughout. The versatile front room is currently used as a formal dining space but can easily serve as a home office, playroom, or flex space to fit your lifestyle. The gourmet kitchen is a chef’s dream, featuring not one but two built-in ovens, a gas cooktop, abundant cabinetry, and plenty of space for entertaining family and friends. The home also offers the added efficiency and convenience of a gas water heater. Upstairs, you'll find a generous loft area, a spacious primary suite, two additional bedrooms, and a conveniently located laundry room. This home is packed with extras, including a garage with newly installed Shark Coating flooring, a transferable warranty, and overhead storage racks for maximum organization. Located just minutes from Disney, Hamlin Town Center shopping and dining, and everything Horizon West has to enjoy, the location simply can't be beat. Enjoy Summerlake’s incredible amenities, golf cart-friendly lifestyle, scenic walking trails, and top-rated community schools nearby. Homes like this rarely become available—schedule your private showing today and discover all that this exceptional home has! SELLERS MOTIVATED!
Listing Agent: Marian Schneider (407-383-2105)
1503 COLUSO DR, WINTER GARDEN, FL 34787
$473,00029 Days on yellowkey MLS ID: O6410109
REDUCED by $7,000 (1.5%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2187 Built: 1988 Tax: $1,952 (2025)Community: Magnolia Wood Fifth AddSpa: NoSingle Family
Taxes:$1,952
Elementary School: None
High School: None
Middle School: None
Remarks: Ideally located in Winter Garden's Magnolia Wood neighborhood, this single-story block-and-stucco home offers quick access to the SR-429 entrance for an easy commute, with historic Downtown Winter Garden and the West Orange Trail — and its shops, dining, and miles of paved path — within close reach. Set on a landscaped 0.32-acre lot, the home features 3 bedrooms, 2 baths, and 2,187 heated square feet of comfortable living space. Inside, the popular split floor plan places the primary bedroom on the main floor, while vaulted ceilings and an open layout create a bright, airy feel throughout. A wood-burning masonry fireplace anchors the family room, and a Florida room adds flexible space to enjoy year-round. Outdoor living is easy here, with a screened front porch overlooking the garden and a private backyard featuring a workshop and shed, plus an attached 20x24 two-car garage. Situated in Orange County with low annual taxes of approximately $1,952 and in low-risk Flood Zone X, this property also allows leasing with a one-month minimum and no association approval required — offering flexibility for owners and investors alike. Schedule your showing today.
Listing is courtesy of: FLA REAL ESTATE SERVICES (321-436-4911)
Listing Agent: John Tilton (407-955-2759)
14359 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787
$1,008,00036 Days on yellowkey MLS ID: O6408165
REDUCED by $10,000 (1.0%) on 06/04/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3881 Built: 2015Monthly Fee: $188 Tax: $13,774 (2025)Community: Orchard Hills Phase 1Single Family
Taxes:$13,774
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to this stunning 5-bedroom, 3.5-bath home located in the highly sought-after Orchard Hills community in Winter Garden. Known for its vibrant community atmosphere and resort-style amenities, Orchard Hills offers a community pool, fitness center, playground, and top-rated schools. This beautifully maintained home offers over 3,881 square feet of living space with an open layout, soaring ceilings, abundant natural light, crown molding, and upgraded finishes throughout. The gourmet kitchen features quartz countertops, stainless steel appliances, a walk-in pantry, and a large center island with plenty of prep and gathering space. The oversized primary suite is conveniently located on the first floor and features a large walk-in closet, dual vanities, soaking tub, and separate shower. Upstairs offers four generously sized bedrooms, Jack-and-Jill bathrooms, and a versatile loft space. Step outside to your own private backyard retreat featuring a screened heated pool, outdoor kitchen, and fenced yard—perfect for entertaining and enjoying Florida living. Conveniently located near SR-429, Hamlin Town Center, shopping, dining, and Disney attractions. All information and property details are deemed reliable but not guaranteed and should be independently verified by the buyer/buyer’s agent.
Listing is courtesy of: BAMYOU REALTY (813-384-7666)
Listing Agent: Shitong Liang (626-999-6667)
217 W BAY ST, WINTER GARDEN, FL 34787
$1,395,00043 Days on yellowkey MLS ID: S5149527
REDUCED by $55,000 (3.8%) on 06/15/2026
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2800 Built: 2025 Tax: $5,958 (2025)Community: Cooper & Sewell AddSingle Family
Taxes:$5,958
Remarks: LOCATION, LOCATION, LOCATION! Experience the best of Historic Winter Garden living in this brand-new Craftsman-style home, ideally located just steps from downtown dining, shopping, entertainment, and the renowned West Orange Trail. Originally a charming 1950s bungalow, the 576 sq. ft. home has been completely renovated and thoughtfully expanded into a stunning 2,800 sq. ft. residence offering 5 bedrooms, 4 bathrooms, and exceptional modern upgrades throughout. Relax on the inviting front porch and enjoy the charm and atmosphere of this idyllic golf cart community. Inside, a bright and spacious open floor plan welcomes you with designer finishes, 10-foot ceilings, luxury waterproof vinyl plank flooring, plantation shutters, 8-foot doors, and elegant architectural details throughout. The heart of the home is the spectacular chef’s kitchen featuring premium LG stainless steel appliances, built-in oven and microwave, induction cooktop, wine fridge, oversized island with seating and storage, 42” refrigerator, and an enormous walk-in pantry complete with an additional retro-style refrigerator. The adjoining family room showcases a custom fireplace with built-in storage and two sets of French doors opening to a large covered lanai with summer kitchen, overlooking the beautifully landscaped and fully fenced backyard with additional deck space for entertaining and relaxing. The luxurious primary suite offers custom walk-in closets, a spa-inspired en-suite bath, and private French doors leading to a secluded patio and deck area. A separate lower-level wing includes two additional bedrooms, a full bath, and utility room, creating endless possibilities for an in-law suite, home office, theater room, or private guest retreat. Upstairs, you’ll find two spacious bedrooms, including one with en-suite bath, an additional full bath, linen storage, and generous extra storage space. Additional highlights include a covered carport with EV charging outlet, oversized driveway with parking for at least 6 cars, 2-zone A/C system, gutters with leaf guards, upgraded lighting, charming picket fencing, lush landscaping, and a 10x8 storage/workshop. Live the coveted Winter Garden lifestyle with golf cart access to charming boutiques, restaurants, breweries, parks, the weekly farmers market, Lake Apopka, splash pad, and more. This exceptional home perfectly combines historic charm with luxurious modern living in one of Central Florida’s most sought-after communities. Don’t miss this rare opportunity!
Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)
Listing Agent: Sue Webb (407-361-6425)
15419 UGLIS ALY, WINTER GARDEN, FL 34787
$555,00052 Days on yellowkey MLS ID: O6403047
REDUCED by $10,000 (1.8%) on 06/12/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2270 Built: 2018Monthly Fee: $60 Tax: $8,121 (2025)Community: Highlands/Summerlake Grvs Ph 2Single Family
Taxes:$8,121
Remarks: Welcome to 15419 Uglis Aly, a uniquely positioned Horizon West home offering rare privacy, lifestyle, and convenience just minutes from Disney. This property faces open green space with no immediate front neighbors, creating a rare sense of privacy and openness. Enjoy nightly Disney fireworks views from home, with Grand Floridian approximately 12 minutes door to door. Built by K. Hovnanian, this open-concept home features surround sound, full ethernet wiring throughout, a bright sunroom, double ovens, stainless appliances, and flexible living spaces ideal for modern family life. Upstairs offers 3 spacious bedrooms, a dedicated laundry room, and a versatile loft—an option many similar homes in the area have converted into a 4th bedroom. The primary suite includes dual walk-in closets and an en-suite bath. The backyard is designed for low-maintenance entertaining with premium artificial turf, a covered lanai, and extended pavers. An oversized 20’ x 24’ garage plus one of the longest driveways in the neighborhood provide exceptional parking and storage. Just steps from the playground, green space, and mailboxes without crossing a street, plus access to resort-style amenities including pool, tennis, dog park, grills, and golf-cart-friendly access to shops, dining, and top-rated schools. A rare move-in ready opportunity combining privacy, smart upgrades, and the Horizon West lifestyle.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Evan Caulfield (407-432-9767)
14280 BRAEMAR ST, WINTER GARDEN, FL 34787
$499,00060 Days on yellowkey MLS ID: TB8500322
REDUCED by $40,000 (7.4%) on 06/12/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1964 Built: 2023Monthly Fee: $100 Tax: $7,928 (2025)Community: Highland RdgSingle Family
Taxes:$7,928
Remarks: PRICE IMPROVEMENT – NOW OFFERED AT $499,000! Exceptional opportunity to own a nearly new home in the highly sought-after Highland Ridge community of Winter Garden. Built in 2023, this beautifully maintained 3-bedroom, 2.5-bath residence offers a modern open-concept floor plan with stylish finishes throughout. The spacious kitchen features granite countertops, stainless steel appliances, ample cabinet space, and opens seamlessly to the living and dining areas, making it ideal for everyday living and entertaining. Upstairs, you’ll find a generous primary suite, two additional bedrooms, and a versatile loft space. At just $499,000, this home presents one of the best values in Winter Garden for a newer construction property. Conveniently located near Downtown Winter Garden, Hamlin Town Center, shopping, dining, entertainment, major highways, and top-rated schools. Community amenities include a playground, pool, and beautifully maintained common areas. Move-in ready and priced to sell—schedule your private showing today before this opportunity is gone!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Freddy Escobar (352-217-7815)
2450 DAHLGREN WAY, WINTER GARDEN, FL 34787
$1,700,000111 Days on yellowkey MLS ID: TB8481106
REDUCED by $250,000 (12.8%) on 05/20/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4365 Built: 2007Monthly Fee: $225 Tax: $8,970 (2024)Community: Bronsons Lndgs F & MSpa: YesSingle Family
Taxes:$8,970
Elementary School: SunRidge Elementary
High School: West Orange High
Tax Year: 2024
Middle School: SunRidge Middle
Remarks: Rare Gated Lakefront Retreat with Grandfathered Boat Access on Lake Luntz Discover resort-style living in this one-of-a-kind gated lakefront home in the heart of Winter Garden. Nestled on a quiet, tree-lined cul-de-sac, this 5-bedroom, 5-bathroom, 4,365 Sq Ft home offers a smart layout designed for both everyday living and entertaining. The first-floor bedroom and full bath are ideal for guests or multi-generational living, while upstairs includes a loft, media room, and three additional bedrooms, including one en-suite and a Jack-and-Jill setup. Enjoy endless lake views from the screened pool with grotto seating and waterfall, or entertain indoors in the Florida Grill/Bar room featuring a refrigerator, freezer, deep fryer, griddle, bar sink, dishwasher, and full pool/guest bath. The primary suite is a true retreat with double walk-in closets, spa-style bath, garden tub, walk-in shower, and dual water closets. Lake enthusiasts will love the boathouse, covered dock, and boat lift, complete with power and water, along with multiple watercraft options including a pontoon slip (~20’), jet ski slip for 2, power lifts, and additional space for non-powered boats. Additional bonus spaces include a garage under air with a separate gym/rec room. Outdoor living abounds with a beachfront-style area, wood-burning fireplace, granite bar-top seating, and spectacular sunset views. This is a rare opportunity to own the only home on Lake Luntz with grandfathered boat access, offering a private lakefront lifestyle you won’t find anywhere else.
Listing Agent: Keegan Siegfried (813-670-7226)
15037 LAKE BESSIE LOOP, WINTER GARDEN, FL 34787
$1,100,0001 Day on yellowkey MLS ID: O6418541
Bed: 7 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3938 Built: 2022Monthly Fee: $160 Tax: $11,662 (2025)Community: Lakeside/Hamlin 60Spa: NoSingle Family
Taxes:$11,662
Remarks: Welcome to luxury living in the highly sought-after Lakeside at Hamlin community in Winter Garden, Florida. Built in 2022 and situated on a spacious corner lot, this beautifully upgraded home combines elegant design, modern technology, and exceptional outdoor living. This two-story home is just under 4,000 square feet of living space, features seven true bedrooms, four spacious bathrooms, ample closets, a two-car garage with a paver driveway, a fenced backyard, and a screened-in pool, with the oversized kitchen flowing seamlessly into the living room and dining room. Additional upgrades include: * Smart thermostats * Security system * Irrigation system * CAT 6 wiring * New blinds throughout * Custom closet systems * Stainless-steel kitchen appliances, washer and dryer * Natural-gas community * HOA includes fiber-optic cable * Fenced backyard * Screened pool enclosure and pool equipment. Step through the covered front porch and arched entryway into a bright and inviting interior featuring high ceilings, recessed lighting, crown molding, tall baseboards, built-in art niches, designer doors, and hardware. French doors and abundant natural light create a warm atmosphere throughout. The heart of the home is an impressive chef's kitchen complete with custom cabinetry, a large center island with a deep stainless sink, a solid surface cooktop, an upgraded vent hood, stainless steel appliances, a glass tile backsplash, a coffee station, and an oversized breakfast counter perfect for casual dining and entertaining. The luxurious primary suite offers a spa-inspired bath with dual vanities, solid-surface countertops, an oversized walk-in closet with custom organizers and a folding table, dual showerheads, and upgraded finishes throughout. Bedroom Two offers a full private ensuite bathroom downstairs, perfect for guests or family wanting extra privacy. Bedrooms Four and Five are currently used as private home offices. Upstairs, Bedroom Six is used as a home gym, and Bedroom Seven is used as a media room. Both bedrooms have large walk-in closets and share a spacious bathroom upstairs. Designed for Florida living, the backyard is truly exceptional. Enjoy your private screened custom pool featuring a sun shelf, all surrounded by a beautifully fenced yard with professional landscaping and irrigation. The expansive sealed paver patio is already plumbed for a future summer kitchen or wet bar, creating the ideal setting for outdoor entertaining. Built with attention to detail and thoughtfully enhanced inside and out, this move-in-ready residence offers the perfect blend of luxury, comfort, and convenience. Quickly access SR429 around the corner. Walk to the brand-new retail plaza across the street for a dentist, women's health clinic, plastic surgery center, Foxtail Coffee, Degree Wellness Yoga, and a Sensory Play Cafe. You are 10 minutes from Hamlin Town Center and have easy access to Disney, Downtown Winter Garden, and major highways.
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
15813 SWEET LEMON WAY, WINTER GARDEN, FL 34787
$569,0001 Day on yellowkey MLS ID: O6418559
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2119 Built: 2018Monthly Fee: $125 Tax: $8,371 (2025)Community: Highlands/Summerlake Grvs Ph 2Single Family
Taxes:$8,371
Remarks: Discover this charming house located in Horizon West, which is the most dynamic and thriving community in Orange County! You'll find a unique blend of cutting-edge amenities and jaw-dropping landscapes, all while being conveniently located near world-renowned theme parks and the magic of the Walt Disney World(R) Resort. There is no shortage of things to do, places to go, and people to meet.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
16627 SILVER BROOK WAY, WINTER GARDEN, FL 34787
$805,2601 Day on yellowkey MLS ID: O6418338
0 Days Off yellowkey (back on 6/19/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2656 Built: 2026Monthly Fee: $152Community: SilverleafSpa: NoSingle Family
Taxes:$0
Elementary School: Vista Lakes Elem
High School: Colonial High
Middle School: Odyssey Middle
Remarks: Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
13086 SUNRISE HARVEST DR, WINTER GARDEN, FL 34787
$849,0005 Days on yellowkey MLS ID: O6415942
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2835 Built: 2025Monthly Fee: $140 Tax: $2,829 (2025)Community: Harvest/OvationSingle Family
Taxes:$2,829
Remarks: Heavily upgraded RockWell Faulkner in Harvest at Ovation with rare upstairs primary suite featuring a covered balcony and peaceful water view. East-facing front means soft morning light out front and sunset views from the balcony every evening. 5 bed, 3.5 bath, open-concept main level, gourmet kitchen, and 2-car attached garage. Zoned for top-rated Water Spring schools and Horizon High, just minutes to Disney and Horizon West dining.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Suheil Albaree (407-426-4266)
2241 WHITE FEATHER LOOP, WINTER GARDEN, FL 34787
$525,00021 Days on yellowkey MLS ID: O6411576
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2152 Built: 2018Monthly Fee: $105 Tax: $4,991 (2025)Community: Oakland Trls Ph 1Single Family
Taxes:$4,991
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Welcome to Oakland Trails, one of Oakland’s most desirable communities! This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and location. Built in 2018, the home features a bright, open-concept floor plan with spacious living areas, a modern kitchen, and plenty of room for both everyday living and entertaining. Step outside and enjoy all the amenities that make Oakland Trails so special, including a resort-style community pool and playground. Outdoor enthusiasts will love being just minutes from the renowned West Orange Trail, offering miles of scenic paths for walking, running, and biking through some of Central Florida’s most beautiful landscapes. Conveniently located near historic downtown Winter Garden, shopping, dining, and major roadways, this home combines small-town charm with everyday convenience. Whether you're relaxing at the pool, exploring the nearby trail system, or enjoying all that the area has to offer, this property delivers the Florida lifestyle you've been looking for.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Brynn Allen (407-617-8963)
16186 HONEY HARVEST ST, WINTER GARDEN, FL 34787
$610,00024 Days on yellowkey MLS ID: O6411495
REDUCED by $20,000 (3.2%) on 06/12/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2445 Built: 2025Monthly Fee: $229 Tax: $1,614 (2025)Community: Harvest/Ovation Ph 2Single Family
Taxes:$1,614
Remarks: Move right into one of the most sought-after floor plans in Harvest at Ovation. This just-completed Taylor Morrison Baldwin model offers the rare opportunity to skip the build timeline and step into a never fully lived-in home loaded with designer upgrades and timeless style. Originally purchased as a long-term move, the sellers had a change of plans, creating an incredible opportunity for the next owner. With soaring 20-foot ceilings in the main living area, this home makes an immediate impression the moment you walk through the door. Natural light pours into the open-concept layout, highlighting the upgraded flooring, custom window treatments, and carefully curated finishes throughout. The kitchen was designed to be the centerpiece of the home, featuring white and chrome GE Café appliances, a gas cooktop, oversized island, designer lighting, and striking blue cabinetry that brings warmth and character to the space. It flows seamlessly into the dining and living areas, making it ideal for entertaining or everyday living. The first-floor ensuite bedroom with a walk-in closet offers flexibility for guests, multigenerational living, or a private office setup. Upstairs, the spacious primary suite feels like a retreat with a spa-inspired bath and elevated design selections, while the additional bedrooms and bathrooms continue the same high-end aesthetic throughout the home. Additional upgrades include an epoxy-coated garage floor, elevated bathroom finishes throughout, covered lanai, and premium design selections that would be costly and time-consuming to recreate in a new build today. Located in the highly desirable Harvest at Ovation community, residents enjoy resort-style amenities including a pool, playground, walking trails, and green spaces, all just minutes from Flamingo Crossings, Walt Disney World, Horizon West dining, shopping, and major roadways. Why wait months for construction when this designer-finished Baldwin is available now?
33 TIMBERCREEK PINES CIR, WINTER GARDEN, FL 34787
$555,00031 Days on yellowkey MLS ID: O6408941
REDUCED by $7,000 (1.2%) on 06/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1584 Built: 2004Monthly Fee: $46 Tax: $7,326 (2025)Community: Timbercreek Pines A B C & DSingle Family
Taxes:$7,326
Elementary School: Dillard Street Elem
Remarks: Welcome to this beautifully renovated single-story gem nestled in the heart of Historic Winter Garden, one of Central Florida’s most sought-after communities. Perfectly situated just two blocks from vibrant downtown Winter Garden and iconic Plant Street, this home offers the ultimate blend of historic charm, modern luxury, and walkable convenience. Located within the highly desirable golf cart district and just moments from the renowned West Orange Trail, you’ll enjoy easy access to cobblestone streets, boutique shopping, coffee houses, award-winning restaurants, and the beloved Saturday Farmer’s Market — all right outside your door. Completely renovated from top to bottom, inside and out, this move-in ready home showcases exceptional attention to detail and thoughtful upgrades throughout. Step inside to discover a bright open floor plan enhanced by luxury vinyl plank flooring, upgraded 6-inch baseboards, updated light fixtures, neutral designer finishes, and ceiling fans in every bedroom. The stunning remodeled kitchen serves as the heart of the home, featuring crisp white cabinetry, elegant quartz countertops, modern backsplash, dark designer hardware, LED lighting, stainless appliances, and an oversized island with seating for six — perfect for entertaining family and friends. The bathrooms have been tastefully updated to blend timeless character with modern functionality, while the inside laundry room and abundant storage, including two hallway closets near the secondary bedrooms, add everyday convenience. Outdoor living shines with a newly added tiled screened lanai complete with new sliding doors and windows that create seamless indoor-outdoor flow. The expansive fenced backyard is a private oasis featuring fresh landscaping, a Magnolia tree, Orange tree, and Avocado tree — the perfect setting to relax and enjoy Florida living year-round. Additional highlights include a brand-new AC unit, anti-slip garage floor coating, and a 6-foot white vinyl privacy fence. This one-of-a-kind home perfectly captures the charm of Historic Winter Garden while offering the modern updates today’s buyers desire. WELCOME HOME.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Peyton Blanton (407-462-7891)
729 MEADOW GLADE DR, WINTER GARDEN, FL 34787
$515,00038 Days on yellowkey MLS ID: O6407943
REDUCED by $14,000 (2.6%) on 06/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2070 Built: 2011Monthly Fee: $72 Tax: $3,138 (2025)Community: Covington Park A B D E F G & JSingle Family
Taxes:$3,138
Remarks: Virtually Staged. Welcome to the highly sought after GOLF CART DISTRICT of downtown Winter Garden! Located in Covington Chase, this beautifully maintained home offers functionality, charm, and the unbeatable lifestyle that makes Winter Garden one of Central Florida’s most loved communities. Situated on a desirable corner lot, the curb appeal immediately stands out with mature landscaping, lush lawn space, and a welcoming exterior that makes a lasting first impression. Step inside and you will find a spacious open floor plan designed for both comfortable everyday living and entertaining guests. Natural light fills the home and creates a warm and inviting atmosphere throughout. The kitchen is truly the heart of the home featuring granite countertops, beautiful cherry cabinetry, closet pantry, breakfast bar seating, and plenty of prep space for cooking and hosting. The open concept layout allows full views into the family room so you never miss a moment while entertaining or spending time with family and friends. Sliding glass doors lead directly out to the screened lanai creating seamless indoor and outdoor living. The partially vinyl fenced backyard offers both privacy and flexibility with plenty of room to design the pool of your dreams, create an outdoor kitchen, garden space, or simply enjoy the Florida sunshine. Whether hosting weekend barbecues or relaxing after a long day, this outdoor space provides endless possibilities. The split bedroom floor plan offers privacy and convenience for everyone. The spacious secondary bedrooms are thoughtfully positioned with access to a guest bathroom that could easily function as a future pool bath. The primary suite offers a relaxing retreat with generous space and functionality. Inside laundry adds even more convenience to daily living. What truly makes this home special is the incredible Winter Garden lifestyle. Hop on your golf cart and head into historic downtown Winter Garden where you can spend your evenings enjoying local restaurants, boutique shopping, breweries, coffee shops, live entertainment, seasonal festivals, and community events year round. Cool off at the splash pad, bike or walk the scenic West Orange Trail, and experience the award-winning Winter Garden Farmers Market every Saturday morning which has become one of the most beloved attractions in Central Florida. Residents of Covington Chase also enjoy access to community amenities including a pool, playground, parks, and walking areas, all while being conveniently located near major highways, shopping, dining, and top rated schools. The location offers the perfect blend of peaceful neighborhood living with easy access to everything Winter Garden and Orlando have to offer. This is more than just a home. It is a lifestyle that so many are searching for and very few neighborhoods can truly offer. Come experience the charm, convenience, and golf cart lifestyle of downtown Winter Garden for yourself. Schedule your private showing today!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
14511 ISLEVIEW DR, WINTER GARDEN, FL 34787
$3,330,00053 Days on yellowkey MLS ID: O6403188
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 5290 Built: 2001Monthly Fee: $300 Tax: $32,571 (2025)Community: Isles Lake HancockSingle Family
Taxes:$32,571
Remarks: Get ready to be impressed by this exceptional lakefront residence at 14511 Isleview Dr in Winter Garden, fully renovated by the renowned Davila Homes. Set directly on the pristine shores of Lake Hancock, this luxury property offers breathtaking water views and a private dock, perfect for boating, sunset lounging, or embracing the ultimate Florida lifestyle. This thoughtfully designed home features 5 spacious bedrooms, including a private mother-in-law suite ideal for multigenerational living or guests. A dedicated home office provides the perfect space for remote work or quiet study, while a fully equipped home gym adds to the home’s functional appeal. At the heart of the home is a stunning chef’s kitchen, complete with top-of-the-line appliances, custom cabinetry, and premium finishes—designed to impress both everyday cooks and seasoned entertainers alike. With refined modern design, high-end finishes, and meticulous attention to detail throughout, this residence offers an unmatched blend of luxury, comfort, and lakefront living in one of Winter Garden’s most desirable locations.
Listing Agent: Fernanda Negromonte (407-592-1744)
14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787
$675,00081 Days on yellowkey MLS ID: O6395287
REDUCED by $14,999 (2.2%) on 06/13/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3410 Built: 2005Monthly Fee: $100 Tax: $3,503 (2025)Community: Emerald RidgeSingle Family
Taxes:$3,503
Elementary School: Lake Whitney Elem
Remarks: Expansive and Inviting! Welcome home to 14790 Tullamore Loop. Location says it all! Convenient to restaurants, shopping, highways, theme parks, and more, this gated community remains one of the most popular communities in the area. This family-oriented neighborhood with a community pool is sure to please. With an oversized lot and plenty of room to roam, the open floor plan of this 4-bedroom / 2.5-bath home awaits to impress. Large formal living and formal dining rooms are the perfect venue for family gatherings. An elegant, open kitchen, overlooking the dinette into the family room, offers granite counters, 42” cabinets, double built-in ovens, a large breakfast bar, and a huge walk-in pantry allowing space for everyone to help the cook. When the day is done, retire to the oversized second-floor primary suite, which offers a spacious bath with a double-sink vanity, shower, garden tub, and a walk-in closet, completing this special and intimate space. Anchoring 3 large secondary bedrooms, this home beckons to an active family, offering the space you need. Enjoy your morning coffee or an evening barbecue, while enjoying the peace of your private pool, a HUGE private backyard! Complete with fruit trees (recovering from the freeze), including mango, sugar apple, sapodilla, guava, loquat, pear, jackfruit, fig, lemon, orange, neem, and banana, gives an instant farm-to-table experience. While certainly offering plenty of space for everyone to claim their own piece of paradise, you’ll find peace of mind that your investment is in a location that can’t be beat! Highlights include: Roof replaced in 2020. AC replaced in 2018. Appliances replaced in 2022. All blinds replaced 2022. Whole Home water filtration and softener system. Be sure to click the link for an interactive 3D Virtual Tour and floor plan!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Rita Phillips (407-928-0573)
617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,139,000101 Days on yellowkey MLS ID: O6389100
REDUCED by $11,000 (1.0%) on 06/01/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3624 Built: 2019Monthly Fee: $255 Tax: $16,181 (2025)Community: Canopy Oaks Ph 1Spa: NoSingle Family
Taxes:$16,181
Remarks: Virtually Staged. One or more photos are virtually staged. Location. Luxury. Architectural character. Welcome to The Sanibel, affectionately known as “The Castle,” an award-winning home just minutes from the charm and energy of Historic Downtown Winter Garden. This stunning residence blends timeless Italian-inspired architecture with modern comforts, creating a home that feels both elegant and inviting. From the moment you arrive, the home makes a memorable first impression with its arched wood double doors, custom soffit lighting, and classic concrete tile roof. Step inside and you’re greeted by soaring ceilings, detailed beams, and crown molding that add warmth and sophistication to the open-concept living spaces—perfect for both everyday living and entertaining. The gourmet kitchen is designed to impress, featuring premium KitchenAid appliances, a natural gas cooktop, built-in refrigerator, 42” custom cabinetry, a hidden walk-in pantry, and a reverse osmosis water system. Whether hosting guests or enjoying a quiet night at home, this kitchen is the heart of it all. The first floor offers exceptional flexibility with a private office and a Junior Owner’s Suite—ideal for guests or multi-generational living. Upstairs, the primary suite becomes your personal retreat with a unique round spa-inspired bathroom, oversized walk-in closet, wet bar, and access to a private balcony. Two additional en-suite bedrooms, a loft, and an upstairs laundry room complete the second level. Step outside and enjoy multiple spaces designed for relaxing and entertaining, including Trex-decked balconies, a summer kitchen, and a peaceful fountain feature. Additional highlights include surround sound wiring, a whole-home generator, and thoughtful upgrades throughout the home. Beyond the property itself, the location truly sets this home apart. You’re just minutes from Downtown Winter Garden’s award-winning farmers market, vibrant restaurants, charming boutiques, scenic parks, and top-rated schools—with easy access to major highways for commuting throughout Central Florida. Recognized as Florida’s Best Model Home by the SEBC Excel Awards, The Sanibel offers a rare opportunity to own a home that combines architectural distinction, luxury features, and an unbeatable Winter Garden lifestyle. Note: One image includes a virtually added pool to illustrate potential backyard possibilities.
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