Location: Winter Garden
Do Not Show Listings
1720 PORTCASTLE CIR, WINTER GARDEN, FL 34787
$389,90079 Days on yellowkey MLS ID: O6377195
2 Days Off yellowkey (back on 2/20/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1606 Built: 2004Monthly Fee: $46 Tax: $5,520 (2024)Community: Stone Creek Unit 4Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,520
Elementary School: Whispering Oak Elem
High School: West Orange High
Tax Year: 2024
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Welcome to this fantastic, move-in ready, 4-bedroom, 2.5-bathroom, two-story home with a two-car garage. Enter the foyer leading directly into the open-concept living room and kitchen. The kitchen is functional and stylish, featuring laminate countertops, an island, and stainless steel appliances. Conveniently located off the kitchen are the laundry room, a half bathroom, and access to the two-car garage. All four bedrooms are located on the second level, with the primary suite situated at the rear of the home for privacy. A small flex space upstairs is perfect for a reading nook or a small office area. The primary bedroom features a walk-in closet and an attached ensuite with dual sinks and a tub/shower combo. Schedule your showings today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
327 S LAKEVIEW AVE, WINTER GARDEN, FL 34787
$849,00018 Days on yellowkey MLS ID: O6394438
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2225 Built: 2014 Tax: $2,758 (2025)Community: G T Smith Sub 3Single Family
Taxes:$2,758
Elementary School: Dillard Street Elem
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. *Ask about a lender provided credit up to $12,500 on this home!* Welcome to 327 S Lakeview Ave, a rare opportunity in the heart of the golf cart district in Downtown Winter Garden. Built in 2014 and tastefully updated, this move-in ready property offers the perfect blend of character, comfort, and flexibility with no HOA. This unique property features a 2-bedroom, 2-bath main home plus a detached 1-bedroom, 1-bath guest cottage, ideal for buyers seeking a multi-generational home, income-producing property, or a home with an in-law suite. Situated on an oversized, fenced corner lot, the property is enhanced by lush, mature landscaping and a charming mini vineyard with sweet muscadine grapevines perfect for homegrown wine or fresh snacking. Inside, the main residence offers a desirable split floor plan with bright, open living spaces and abundant natural light. The inviting living room features a cozy fireplace perfect for relaxing evenings or entertaining guests. The spacious kitchen flows seamlessly into the main living area and is equipped with a gas range, making it ideal for home chefs. The private primary suite is tucked away, creating a peaceful retreat, while the secondary bedroom offers comfort and privacy for guests or family. The detached guest cottage features its own private entrance, making it ideal for rental income, a home office, or private accommodations for extended family. Step outside to the covered back patio, accessible from both the living area and primary suite perfect for entertaining and relaxing. Pre-plumbed with natural gas you can create your dream summer kitchen. The fully fenced backyard and garden space provide both privacy and room to enjoy Florida outdoor living. Located just blocks from the West Orange Trail, Plant Street Market, and the award-winning Winter Garden Farmers Market, you’ll enjoy walkable access to top-rated restaurants, coffee shops, boutiques, and year-round community events. Whether you're searching for a primary residence with rental income potential, a flexible investment property, or a home with a guest house in Winter Garden, this property offers unmatched versatility in one of Central Florida’s most sought-after locations. Don’t miss your chance to own a home near Downtown Winter Garden with income potential and no HOA, schedule your private showing today.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ryan Leitter (321-684-9699)
18386 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$724,90040 Days on yellowkey MLS ID: O6388830
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2924 Built: 2024Monthly Fee: $280 Tax: $10,366 (2024)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$10,366
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: None
Remarks: **PRICE IMPROVEMENT – NOW THE LOWEST-PRICED POND VIEW 4-BEDROOM IN WATERLEIGH!** Don’t miss this opportunity to own a spacious 4-bedroom, 3-bath home with nearly 3,000 sq ft in one of Winter Garden’s most sought-after communities, now aggressively priced to sell quickly. Situated on a premium **pond-view lot with no rear neighbors**, this home offers peaceful water views and added privacy. The open-concept layout provides generous living space, a large kitchen ideal for entertaining, and flexibility for everyday living. Why wait months and pay more for new construction? This home is **move-in ready now** no delays, no added upgrade costs, and priced below comparable homes in the area, making it one of the **best values in Waterleigh**. Nearly 3,000 sq ft; 4 bedrooms / 3 full bathrooms; Pond view with no rear neighbors; Open-concept layout with spacious living areas; Located in amenity-rich Waterleigh **Seller is motivated. Bring all offers.** Opportunities like this don’t last. Schedule your showing today.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Linda Morgan (404-625-5256)
16826 BROADWATER AVE, WINTER GARDEN, FL 34787
$1,540,00044 Days on yellowkey MLS ID: O6387379
REDUCED by $50,000 (3.1%) on 04/02/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4451 Built: 2019Monthly Fee: $218 Tax: $9,892 (2025)Community: Waterside/Johns Lk-Ph 1Single Family
Taxes:$9,892
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Meticulously updated and move-in ready, this stunning residence is located in the highly sought-after gated community of Waterside in Winter Garden. Designed with both luxury and functionality in mind, the home features a desirable first-floor primary suite boasting an expansive en-suite bath with dual sinks and two custom-organized walk-in closets. The main level also includes a guest bedroom with its own full bath, a private office/den, and a convenient powder room. The second floor is an entertainer's dream, offering a massive loft, a Jack-and-Jill suite, and an additional bedroom with a private full bath. Significant upgrades abound, including new dual AC units (2024), rich hardwood flooring (2019), and a modern electric fireplace. Premium features include plantation shutters, custom shelving in the pantry and primary closets, a whole-house water purification system, and noise-blocking insulation for ultimate serenity. Outdoor and tech upgrades feature an extended driveway and an installed Tesla charger. Residents enjoy resort-style amenities including a community pool, fitness center, and clubhouse. Perfectly situated on a prime lot, you are minutes from Winter Garden Village, major highways, and premier shopping and dining. This could be your perfect dream home—schedule your private tour today!
Listing is courtesy of: ONE STOP SERVICE REALTY INC (407-739-3196)
Listing Agent: Ye Kang (321-279-1059)
WINTER GARDEN, FL 34787
$510,88016 Days on yellowkey MLS ID: G5110456
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
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)
$955,89316 Days on yellowkey MLS ID: G5110454
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4236 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. ARLINGTON bonus with 6 Bedrooms. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The 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, wrap-around cabinetry, and ample counter space, connecting directly to the living areas—perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort, making this home ideal for families or multi-generational living. 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. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.
7655 SILVER MEADOW ST, WINTER GARDEN, FL 34787
$511,70516 Days on yellowkey MLS ID: G5110445
15255 MARITIME PINE DR, WINTER GARDEN, FL 34787
$923,25016 Days on yellowkey MLS ID: G5110443
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3498 Built: 2026Monthly Fee: $150 Tax: $298 (2025)Community: Avalon WoodsSingle Family
Taxes:$298
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Image 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.
17362 WILD DAISY DR, WINTER GARDEN, FL 34787
$829,95316 Days on yellowkey MLS ID: G5110442
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4236 Built: 2026Monthly Fee: $125Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington with Bonus and 6 Bedrooms! This stunning 4,236 square foot, two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!
17465 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787
$849,35816 Days on yellowkey MLS ID: G5110441
17368 WILD DAISY DR, WINTER GARDEN, FL 34787
$909,77816 Days on yellowkey MLS ID: G5110440
14717 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787
$515,00016 Days on yellowkey MLS ID: O6395027
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2017Monthly Fee: $188 Tax: $4,529 (2025)Community: Orchard Hills Ph 2Single Family
Taxes:$4,529
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Welcome HOME to this stunning, move-in ready residence in the highly sought-after Orchard Hills community, where style, comfort, and modern upgrades come together effortlessly. This immaculate home showcases a spacious open-concept floor plan designed for both everyday living and elevated entertaining. From the moment you enter, you’re greeted by sleek porcelain wood-look flooring, elegant quartz countertops, and a kitchen featuring brand-new upgraded stainless steel appliances. The space flows beautifully, creating a bright and inviting atmosphere at the heart of the home. Thoughtful upgrades throughout, including a whole-home Nest system, GUTTERS, WATER SOFTENER, and SOLAR PANELS, giving both efficiency and peace of mind. Upstairs, retreat to a well-designed layout with generously sized bedrooms that provide comfort, privacy, and flexibility. Whether you’re envisioning a serene primary suite, guest accommodations, or a home office, the second level delivers both functionality and refinement. Downstairs, a conveniently located first-floor laundry room adds ease to your daily routine. The garage is truly a standout feature, complete with eye-catching HEXAGON LED lighting, perfect for showcasing your vehicle or creating the ultimate home gym, along with added storage racks for optimal organization. Step outside to your private backyard retreat, where a cozy fire pit area sets the stage for relaxing evenings or perfect for unwinding or hosting in a beautifully designed outdoor space. Living in Orchard Hills means enjoying exceptional resort-style amenities, including a pool, clubhouse, fitness center, dog park, and playground, all with HOA-covered lawn care for a low-maintenance lifestyle. Ideally located just minutes from Hamlin Town Center, Winter Garden Village, and Windermere, with easy access to the 429 for seamless commuting. Enjoy being close to Orange County National Golf Center and the world-renowned Walt Disney World. Zoned for top-rated, A-rated schools including Keene's Crossing Elementary School, this home offers exceptional value for families seeking premier education. This energy-efficient, beautifully upgraded home truly has it all, style, location, and lifestyle. Don’t miss your opportunity to make it yours. Schedule your private showing TODAY!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (704-905-0698)
18001 PHIL C PETERS RD, WINTER GARDEN, FL 34787
$669,95031 Days on yellowkey MLS ID: O6391296
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1987 Tax: $8,371 (2025)Community: Lake Avalon Groves Rep 02Single Family
Taxes:$8,371
Elementary School: None
High School: None
Remarks: Rare Opportunity in Lake Avalon – 2.5 Acres of Country Living Near Horizon West A truly rare find! Properties like this do not come on the market often—it can take years to see a home with this much land at this price point in the highly desirable Lake Avalon rural community near Horizon West. Enjoy the best of both worlds: close to shopping, dining, and major roadways, yet offering the peace and privacy of rural living. The property is surrounded by mature trees and provides ample space for farm animals, gardening, or outdoor recreation. The home features three bedrooms and two bathrooms, with both bathrooms recently remodeled. A new roof was installed less than six months ago, and new air ducting enhances heating and cooling efficiency throughout the home. Step outside to a large deck, perfect for entertaining or simply relaxing while enjoying the natural surroundings. An additional storage shed offers space for tools and equipment, while the oversized carport easily accommodates a large RV, boat, or multiple vehicles. This is a unique opportunity to own acreage in a prime location—don’t miss your chance to live the rural lifestyle without sacrificing convenience.
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Xuan Bravo (407-802-0566)
10291 ATWATER BAY DR, WINTER GARDEN, FL 34787
$1,274,500277 Days on yellowkey MLS ID: O6326819
REDUCED by $25,000 (1.9%) on 04/01/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3910 Built: 2019Monthly Fee: $250 Tax: $15,141 (2024)Community: Waterleigh Ph 2BSingle Family
Taxes:$15,141
Middle School: Water Spring Middle
Remarks: OFFERED with a 2021 LOWE PONTOON BOAT! Lakefront Luxury in Waterleigh with Private Dock and Fireworks Views. Welcome to the perfect blend of comfort, function, and lakeside living in the highly sought-after Waterleigh community. This spacious home sits on a fully fenced 1/3-acre lot with over 100' fronting the lake in the back and 90'+ of open green space to the side; featuring a private dock with low-maintenance composite boards, a pontoon boat lift, and a peaceful sitting area—offering a front-row seat to nightly Disney fireworks from your dock or living room. Inside, no detail has been overlooked. The home boasts durable wood-look tile downstairs and luxury vinyl plank flooring upstairs—no carpet in sight. The open-concept layout seamlessly connects the kitchen, dining, and family rooms, all with stunning lake views. The kitchen is a chef’s dream, complete with 42” cabinets, a 4-seat island, 5-burner stove, double convection oven, butler’s pantry, walk-in pantry, and built-in wine rack. The extra-large primary suite is located on the first floor and showcases crown molding, tray ceiling, huge walk-in closet and serene lake views. The primary bathroom is a dream with quartz counters, dual vanities, a makeup counter, and a walk-in double shower. Upstairs, a versatile loft offers the ideal space for a game room, media room, or second living area. All bedrooms are generously sized with walk-in closets, and there’s no shortage of storage with additional closets throughout. Work from home in the dedicated office, enjoy surround sound in the family room (pre-wired for 5.1), and take advantage of the spacious laundry room with built-in cabinetry and counter space. The 3-car garage features epoxy flooring, and the home is pre-wired for a pool if you wish to expand your outdoor living. Waterleigh offers unmatched amenities including resort-style pools, playgrounds, sports fields, fitness centers, and even a Publix right at the entrance. Lawn, landscape and irrigation maintenance are included with the HOA dues, and you're just minutes from the 429, Disney, shopping, dining, and top-rated schools. This is Florida living at its best.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Chris Sapp (407-574-1002)
9751 QUIET LN, WINTER GARDEN, FL 34787
$2,799,00019 Days on yellowkey MLS ID: O6389101
Bed: 3 Bath: 3.5 Gar: 6 Liv Area Sq Ft: 3041 Built: 1999Monthly Fee: $15 Tax: $5,519 (2025)Community: Acreage & UnrecSingle Family
Taxes:$5,519
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Encompassing five pristine acres, this exceptional compound offers a rare blend of privacy, craftsmanship, and refined outdoor living. Framed by mature oaks and approached by a picturesque, tree-lined drive, the property unfolds as a secluded retreat designed for casual entertaining and boundless enjoyment of serious hobbies and collections. At the heart is a 3,041-square-foot farmhouse rich in warmth and architectural character, offering 3 bedrooms, 2.5 bathrooms, a flex room, and a second-floor bonus space. Thoughtfully designed for function and lifestyle, the estate is further enhanced by a detached lake side retreat—featuring a 4-car garage with 13-foot doors, multiple vehicle lifts, epoxy floors, and an integrated compressor system. An air conditioned 2nd story storage area is accessed by elevator. The commercial kitchen, comfortable gathering area, and private lounge create a truly unique environment for entertaining and displaying prized possessions. Additional features include a 6-car pavilion and BBQ pergola with a stone fire pit. Structures are versatile - offering endless possibilities for collectors, creatives, or future expansion. The sweeping setting captures serene lake and sunset views, while a whole-property generator and security system provide comfort and peace of mind. With ample room to expand, the existing residence can serve as a guest home while a new primary estate is brought to life. Zoned for horses and ideally located just minutes from Hamlin Town Center, with convenient access to SR-429, Walt Disney World, and downtown Winter Garden, this is a rare opportunity to create a true legacy compound. All TV's included. Furnishings and other items may be available to purchase. See attachments for Feature Sheet.
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Judy Black (407-810-1803)
13001 HARVEST RAIN AVE, WINTER GARDEN, FL 34787
$750,00031 Days on yellowkey MLS ID: O6391387
1 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2858 Built: 2026Monthly Fee: $140Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: East Facing Lot | Large Kitchen Island | Gourmet Kitchen | Covered Extended Lanai. New Construction - April Completion! Built by America's Most Trusted Home Builder. Welcome to the Ozark at 13001 Harvest Rain Avenue, a thoughtfully designed new home that blends comfort and functionality. A gallery style foyer welcomes you inside and leads to a hallway featuring a powder bathroom, three secondary bedrooms, and two full bathrooms, including a private en-suite. Across the foyer, you will find the laundry room and entry to the two-car tandem garage for everyday convenience. At the heart of the home, the dining area flows seamlessly into the great room and gourmet kitchen, complete with a center island and walk in pantry. Pocket sliding doors open to an extended covered lanai, creating an easy connection to outdoor living. Tucked quietly at the back of the home, the primary suite offers a peaceful retreat with a tray ceiling, spa inspired bathroom, and a spacious walk-in closet. 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. Additional Highlights Include: Gourmet kitchen, shower at bath 3, pocket slider at great room, extended covered lanai, tray ceiling package, 8' interior doors, and second sink at bath 2. Photos are for representative purposes only. MLS#O6391387
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
14740 FIELD DAISY DR, WINTER GARDEN, FL 34787
$510,00058 Days on yellowkey MLS ID: O6383531
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1992 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: Close to Amenities | Dedicated Study | Game Room. New Construction - June Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Ashwood at 14740 Field Daisy Drive in Harvest at Ovation! Enter a charming oasis in this new two-story home that blends spacious living areas with the welcoming comfort you deserve. Beyond the foyer, the great room opens beautifully to the gourmet kitchen, and this bright space extends to the outdoor living area with a lanai positioned just beside the kitchen. A private study sits off the main foyer, offering a quiet spot for work or relaxation. The first floor is thoughtfully designed for hosting memorable gatherings or enjoying peaceful nights in. Upstairs, the roomy primary suite features a remarkable private bath with a dual sink vanity and a walk-in shower. Two secondary bedrooms, a shared full bathroom and a convenient laundry room complete the second floor and surround your private 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. Additional Highlights Include: study in place of a flex room, and a secondary bedroom in place of a loft. Photos are for representative purposes only. MLS#O6383531
17737 DEER ISLE CIR, WINTER GARDEN, FL 34787
$2,950,00060 Days on yellowkey MLS ID: O6381953
3 Days Off yellowkey (back on 4/1/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4886 Built: 2015Monthly Fee: $207 Tax: $24,540 (2024)Community: Deer IslandSingle Family
Taxes:$24,540
Elementary School: Tildenville Elem
Remarks: Under contract-accepting backup offers. Experience over an acre of elevated direct sunset lakefront luxury living on the naturally spring-fed waters of John’s Lake. Offered publicly for the first time, this fully custom estate represents a rare convergence of beauty, privacy and enduring design. Nearly 5,000 square feet of interior living space unfold effortlessly into an additional 1,000 square feet of exceptionally well-appointed enclosed outdoor living, creating seamless indoor to outdoor living. Positioned within the private gated enclave of Deer Island and presented in impeccable condition since its 2015 construction, the home reflects meticulous care and pride of ownership. Thoughtfully designed for a life well lived by owners and guests alike, every detail was executed with intention. Arrival is elegant and memorable, welcomed by a central fountain and expansive motor court leading to an oversized three-car garage, while two bedrooms on the main level, including the primary and guest suite, provide comfort, privacy and effortless livability for generations. Designed for entertaining, walls of fully retractable sliding glass doors dissolve the boundary between indoors and out, allowing the living and great rooms to open to the terrace beyond. The covered outdoor lounge, finished with a wood-paneled ceiling, gas fireplace and fully equipped outdoor kitchen, extends daily living outdoors. The infinity pool and spa, framed by gas fire bowls, merge seamlessly with the lake view itself, while a dedicated pool access bath enhances convenience. Privately positioned to capture sweeping lake views, the primary suite opens directly to the lanai and features dual walk-in closets. Its bath is anchored by a freestanding copper soaking tub, hammered copper sinks set within custom vanities, and a full stone walk-in shower with multiple showerheads and built-in bench. The kitchen features custom wood cabinetry, oversized island, induction cooktop, separate built-in refrigerator and freezer, professional-grade appliances, and walk in pantry. Architectural details include travertine flooring, coffered and tray ceilings, refined millwork and wrought iron staircase. All closets feature custom built-ins. The second-floor media room may also serve as a spacious fifth bedroom with private balcony overlooking the lake. Beyond the terrace, tiered gardens descend toward the shoreline, where Four Seasons marble statuary is thoughtfully placed throughout the grounds, like a work of art set within the landscape. A private putting green, fire pit and manicured lawn enhance the setting. The composite dock includes dual lifts for boat and jet ski, water and electric service, and upper level sun deck positioned for sunset views. John’s Lake spans over 2,500 acres and is known for exceptional clarity, ideal for skiing, boating, water sports and fishing. Deer Island offers gated entry with waterside tennis, pickleball and basketball courts. The home is serviced by a private well. Less than one mile from the Florida Turnpike and 25 minutes to downtown Orlando. Contact for your private viewing.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Candace Cassidy (407-529-8630)
11205 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$969,09125 Days on yellowkey MLS ID: O6392839
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $250 Tax: $1,989 (2025)Community: WaterleighSingle Family
Taxes:$1,989
Remarks: Under Construction. Watrerleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for additional storage. All homes in this community feature stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the rear of the home for privacy. It's bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk-in closet. As you head upstairs, you are greeted with a loft area and three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
1112 JUNIPER HAMMOCK CT, WINTER GARDEN, FL 34787
$520,00038 Days on yellowkey MLS ID: O6388013
REDUCED by $5,000 (1.0%) on 04/01/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2545 Built: 2002Monthly Fee: $44 Tax: $6,455 (2024)Community: Fullers Crossing Ph 02 49 31Single Family
Taxes:$6,455
High School: Ocoee High
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautiful and spacious 4-bedroom, 2-bath home located in the desirable Fullers Crossing Community in charming Winter Garden. This well-maintained residence has over 2,500 square feet of comfortable living space, perfect for families and those who love to entertain. Step inside to discover a bright open floor plan featuring generous living and dining areas, a large kitchen with plenty of cabinet space, and a welcoming family room that flows seamlessly for everyday living. Conveniently located just minutes from shopping, dining, major highways, and the historic downtown district of Winter Garden, known for its popular farmers market, scenic trails and vibrant community events. You couldn't miss this incredible opportunity to own a beautiful home in one of the Central Florida's most sought-after areas. Contact agent to request your showing today! Some photos have been virtually staged.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Dulce Moise (407-697-4754)
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