Location: Winter Garden
Do Not Show Listings
16434 HAMLIN HILLS RD, WINTER GARDEN, FL 34787
$480,00017 Days on yellowkey MLS ID: O6396052
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1729 Built: 2025Monthly Fee: $225 Tax: $252 (2025)Community: Hamlin RidgeTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$252
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Beautiful 3-bedroom, 2.5-bathroom townhouse located in the highly desirable Hamlin Hills area of Winter Garden. This well-maintained home features a functional layout, a charming front porch, and a detached 2-car garage. Enjoy living directly across from an elementary and middle school, offering unmatched convenience for families. The community provides excellent amenities, including playgrounds and recreational areas. Ideally situated just minutes from Hamlin Town Center, with easy access to supermarkets, pharmacies, restaurants, and shopping. A perfect combination of comfort, location, and lifestyle.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Ronaldo Menezes Lima (561-909-5025)
11045 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$749,90023 Days on yellowkey MLS ID: O6394192
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 2025Monthly Fee: $295 Tax: $3,196 (2025)Community: WaterleighSingle Family
Taxes:$3,196
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Why wait to build when you can move right into this gently used, practically brand-new home in the highly sought-after Waterleigh community? Nestled on a peaceful, quiet street with no rear neighbors, this 4-bedroom, 3-bathroom gem offers over 2,000 sq. ft. of functional living space, perfect for modern family living. Step inside and immediately appreciate the open, airy layout, featuring wood-look tile floors throughout for a sleek, low-maintenance finish. The heart of the home is an inviting living area, ideal for both everyday living and entertaining. The spacious kitchen offers ample storage, and the bright bedrooms provide a retreat at the end of the day. No detail has been overlooked in this home’s design. Situated on a beautiful conservation/water lot, you’ll enjoy serene views and privacy with no rear neighbors. It's the perfect backdrop for your outdoor living moments, whether you're relaxing on your patio or taking in the tranquil surroundings. Waterleigh offers an active and vibrant community lifestyle, with access to multiple resort-style amenity centers, including clubhouses, indoor fitness centers, walking trails, playgrounds, and sports fields—perfect for all ages. The community also provides lawn care and weed control as part of the HOA, so you can spend more time enjoying your beautiful home and less time maintaining it. The community is conveniently located near top-rated schools, including Water Spring Elementary and Middle School, and Horizon High School, making it ideal for families. You’re just a short drive away from everything Central Florida has to offer—amusement parks, shopping, dining, and entertainment. With easy access to I-4 and 429, commuting to all parts of the area is a breeze. Plus, the charming historic district of Downtown Winter Garden is just minutes away, featuring unique boutiques, restaurants, and entertainment options. This beautiful home is truly move-in ready and waiting for its next owner. Don’t miss out on the chance to make it yours—schedule your private showing today before it's SOLD!
Listing is courtesy of: VOSS REALTY INC (407-456-0777)
Listing Agent: Lindsay Kaye Voss (407-456-0777)
419 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787
$874,99018 Days on yellowkey MLS ID: O6395693
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2650 Built: 2026Monthly Fee: $240 Tax: $1,955 (2025)Community: Winter GroveSingle Family
Taxes:$1,955
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Under Construction. Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Step into the Imperial by Pulte Homes, where luxury and convenience seamlessly combine to create a truly elevated living experience. This remarkable 5-bedroom, 3.5-bathroom home with a 2-car garage offers unparalleled craftsmanship and thoughtful design throughout. The open-concept layout flows effortlessly, creating an expansive, airy feel that exudes both sophistication and comfort. On the first floor, discover a private en suite bedroom with a walk-in closet and elegant quartz countertops—a perfect retreat for guests. At the heart of the home, the chef-inspired kitchen is a true masterpiece, featuring 42” soft-close cabinetry, striking quartz countertops and decorative tile backsplash. Whirlpool stainless steel appliances, including a built-in natural gas cooktop and a refrigerator, make cooking a pleasure. The kitchen seamlessly connects to the café and gathering room, where a sliding glass door opens to the covered lanai, enhancing the flow of indoor-outdoor living. The first floor also offers a convenient powder room, perfect for guests. Upstairs, the luxurious owner’s suite is a private sanctuary, featuring a spacious walk-in closet and a spa-like en suite bathroom with quartz-topped dual vanity sinks and a frameless glass enclosed shower. The loft area provides the perfect space to unwind, while three additional bedrooms and a bathroom complete the upper level. For added convenience, a thoughtfully located upstairs laundry room with utility sink simplifies everyday tasks. Beautiful wood-look luxury vinyl plank flooring is found throughout the main living areas of the first-floor, at the stair case, and first floor bedroom, while plush, stain-resistant Shaw carpet can be found throughout the upstairs bedrooms and loft, and tile complements the bathrooms and laundry room. Designer-curated finishes elevate every corner of this home, including pendant light pre-wire and under cabinet lighting in the kitchen, brushed nickel plumbing fixtures and hardware, 2” faux wood blinds, and Whirlpool washer and dryer enhance the home's style and comfort. This home is equipped with a smart thermostat, smart doorbell, and LED downlights, ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax. Schedule a tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
WINTER GARDEN, FL 34787
$688,78919 Days on yellowkey MLS ID: G5110452
0 Days Off yellowkey (back on 4/1/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3117 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 Carter offers a thoughtfully designed layout featuring 4 bedrooms, 3.5 baths, and a 2-car garage. The open-concept floor plan showcases a spacious family room that flows seamlessly into a well-appointed gourmet kitchen with a large island, ample cabinetry, and a walk-in pantry, along with a dedicated dining area perfect for everyday living and entertaining. The primary suite provides a private retreat, complete with a luxurious en-suite bath and a generous walk-in closet. Additional bedrooms are well-sized and offer comfort and privacy for family or guests. A standout feature of this home is the above-garage apartment, complete with its own bedroom, full kitchen, living area, laundry, and closet—ideal for guests, multigenerational living, or potential rental income
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
17061 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$565,99019 Days on yellowkey MLS ID: G5110436
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2515 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model by Dream Finders Homes. 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.
5413 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787
$488,00019 Days on yellowkey MLS ID: S5146601
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2131 Built: 2012Monthly Fee: $264 Tax: $5,449 (2025)Community: Signature Lakes Ph 02 A B H I JTownhouse
Taxes:$5,449
Elementary School: None
High School: None
Middle School: None
Remarks: Beautiful 4-bedroom, 2.5-bathroom townhouse located in the desirable Winter Garden area. The primary bedroom is conveniently located downstairs, offering comfort and privacy, while upstairs you’ll find additional spacious bedrooms. This home features a modern layout perfect for everyday living and entertaining, along with a cozy patio, a 2-car garage, and ample natural light throughout. The community also offers great amenities including a pool and clubhouse, tennis court and more ...Located in a quiet community, close to everything you need. Perfect for living or investing.Ideally located near Publix, Walmart, major expressways, and just minutes from Winter Garden Village, Walt Disney World Resort, cinemas, restaurants, and more. All appliances and the pergola on the patio are included.
Listing is courtesy of: MD3 HOMES LLC (407-557-8810)
Listing Agent: Monica Duran (407-702-5796)
8197 LAKEVIEW CROSSING DR, WINTER GARDEN, FL 34787
$434,900119 Days on yellowkey MLS ID: TB8458488
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1685 Built: 2016Monthly Fee: $265 Tax: $6,511 (2024)Community: Waterleigh Ph 1BSingle Family
Taxes:$6,511
Elementary School: Panther Lake Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. SELLERS ARE MOTIVATED AND ARE OFFERING CLOSING COST CONCESSIONS PLUS A FREE HOME WARRANTY TO THE BUYER, MAKING THIS AN EXCEPTIONAL OPPORTUNITY. Welcome to 8197 Lakeview Crossing Drive in Winter Garden, Florida, a MOVE-IN-READY 3 BEDROOM, 2 BATHROOM home located in one of Central Florida’s most desirable and fast-growing areas, known for TOP-RATED SCHOOLS, convenient access to major highways, shopping and dining, and the charm of DOWNTOWN WINTER GARDEN with its farmers markets, trails, and community events. This home has had ONE ORIGINAL OWNER SINCE 2016, has been PROFESSIONALLY CLEANED, and features CARPETS JUST CLEANED THROUGHOUT THE PROPERTY WITH RECEIPT ATTACHED. The kitchen offers STAINLESS STEEL APPLIANCES, and the home includes a WASHER AND DRYER, plus an ADDITIONAL NEVER-USED WASHER AND DRYER IN THE GARAGE along with an EXTRA REFRIGERATOR, providing excellent functionality and storage. The AC WAS JUST SERVICED RECEIPT AND SERCIVE REPORT ATTACHED, and the TWO-CAR GARAGE adds everyday convenience. For full transparency and buyer peace of mind, a FULL HOME INSPECTION REPORT IS ATTACHED DONE DEC 2025, ALONG WITH A PASSING 4-POINT AND WIND MITIGATION REPORT COMPLETED IN DECEMBER 2025; the ROOF HAS APPROXIMATELY 16 YEARS OF REMAINING LIFE, which may allow the buyer to RECEIVE INSURANCE DISCOUNTS. ALL DOCUMENTATION IS ATTACHED IN THE MLS, making this a truly turnkey home in a prime Winter Garden location.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Betsy Tinervin (727-270-0912)
4937 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787
$869,00078 Days on yellowkey MLS ID: S5142834
1 Days Off yellowkey (back on 4/2/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3289 Built: 2015Monthly Fee: $187 Tax: $10,004 (2024)Community: Orchard Hills Ph 2Single Family
Taxes:$10,004
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Welcome to this spacious and beautifully maintained 5-bedroom, 4-bathroom home in the desirable Winter Garden area. Situated on a premium lot with no rear neighbors, this home backs onto a peaceful preserve, offering privacy and natural views. The open-concept layout features a large kitchen with granite countertops, stainless steel appliances, and a center island—perfect for cooking and entertaining. The first floor includes a guest bedroom and full bath, ideal for visitors or multi-generational living. Upstairs, the generous master suite offers a walk-in closet and a luxurious en-suite bathroom. Three additional bedrooms and a versatile loft complete the second floor. Enjoy outdoor living on the open lanai, overlooking a spacious backyard and the quiet conservation area—an ideal setting for morning coffee or evening relaxation. Located in a well-maintained community that offers access to a clubhouse, resort-style pool, and fitness center, and conveniently close to top-rated schools, shopping, dining, and major highways—this home delivers both comfort and lifestyle.
Listing is courtesy of: OLIVO REALTY GROUP, LLC (917-687-3373)
Listing Agent: Yadira Olivo (917-687-3373)
16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787
$2,200,00031 Days on yellowkey MLS ID: O6391901
Bed: 6 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 5524 Built: 2024Monthly Fee: $225 Tax: $8,585 (2025)Community: Avalon RdgSingle Family
Taxes:$8,585
Remarks: THE BEST OF AVALON RIDGE. FULLY UPGRADED. DESIGNER-CURATED. UNMATCHED. Welcome to one of the most exceptional residences in Avalon Ridge, a 2024-built estate that sets the standard for luxury living. Offered at $2,200,000, this is not just another home in the neighborhood, it is the benchmark: the most upgraded, most refined, and most thoughtfully designed. Spanning a grand two-story layout, this residence offers 6 bedrooms, 5 full baths, and 2 half baths, seamlessly blending modern sophistication with elevated functionality. From the moment you enter, you’re met with striking architectural presence, enhanced by custom high-end carpentry, bespoke built-ins, designer vanities, and fully customized walk-in closets; every inch curated with intention. The home is grounded by premium upgraded flooring throughout and anchored by a true gourmet kitchen, a showpiece space designed for both everyday living and elevated entertaining. Flowing effortlessly into expansive open-concept living areas, this home was built to impress and perform. The main-level primary suite is a private sanctuary, featuring a spa-inspired bath, dual vanities, and an oversized custom closet. Floor-to-ceiling sliding glass doors flood the home with natural light and open to a generous backyard, complete with approved plans for a future resort-style pool, offering the opportunity to create a true private oasis. Upstairs, the lifestyle continues with a spacious loft featuring a built-in wet bar, perfect for entertaining or unwinding. Four additional bedrooms include a well-designed Jack-and-Jill layout, while a dedicated bonus/media room provides flexibility for a theater, game room, or lounge. ADDITIONAL HIGHLIGHTS INCLUDE: Dual laundry rooms (both levels for ultimate convenience) * Two EV charging stations * Designer lighting and custom window treatments throughout * Extensive built-ins and upgraded finishes that convey. For those seeking a fully turnkey experience, select designer furnishings may be available under a separate agreement, making this one of the most compelling move-in-ready opportunities in Winter Garden. This is more than a home, it’s the crown jewel of Avalon Ridge. A rare opportunity to own the best-renovated, best-designed, and best-presented property in the community.
Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)
Listing Agent: Dianna Desboyaux (407-920-4601)
14501 GROVE RESORT AVE #2541, WINTER GARDEN, FL 34787
$310,000327 Days on yellowkey MLS ID: O6313000
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1396 Built: 2018Monthly Fee: $889 Tax: $8,154 (2024)Community: Grove Resort And Spa Hotel CondominiumCondo
Taxes:$8,154
Remarks: The Jasmine model is the MOST SPACIOUS condo in the sought after Grove Resort & Water Park. The condo 2541 is FULLY FURNISHED, DECORATED and equipped with everything you need and is located in NEWEST STERLING TOWER-II. Featuring an open concept living & dining area with a screened balcony overlooking lush gardens. The modern kitchen has quartz countertops, stainless steel appliances, and attached laundry room with full size washer and dryer. YOUR PERFECT VACATION HOME IS AT THE GROVE RESORT where you will enjoy privacy and convenience, including a concierge, multiple bars, restaurant, convenience store, spa, elaborate game room, stunning water park oasis, breathtaking 22-acre activity lake all professionally managed with turnkey hotel rental programs to help offset costs. The property is JUST 6 MILES FROM WALT DISNEY WORLD and close to all Central Florida’s attractions, shops, restaurants and major highways.
Listing is courtesy of: THE FLORIDA LOUNGE REALTY LLC (786-241-7619)
Listing Agent: Alessandra Grafin Kamensky (407-453-3943)
15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787
$690,90082 Days on yellowkey MLS ID: S5142710
2 Days Off yellowkey (back on 4/2/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2908 Built: 2024Monthly Fee: $202 Tax: $9,669 (2025)Community: Harvest At OvationSingle Family
Taxes:$9,669
Elementary School: Whispering Oak Elem
Middle School: Horizon West Middle School
Remarks: Under contract-accepting backup offers. Rare opportunity in Horizon West! This 2024-built home features 5 bedrooms, 4.5 bathrooms, and approximately 2,900+ sq ft of living space with a modern open-concept design, high ceilings, and abundant natural light. A standout feature is the private suite with a separate entrance, including its own bedroom, bathroom, and kitchenette—ideal for guest use, multigenerational living, or additional flexibility. The main home offers a spacious kitchen, upgraded finishes, and seamless flow between living and dining areas. Located just minutes from Walt Disney World, top-rated schools, shopping, dining, and major highways. Located in a growing and highly desirable area, this property offers a unique combination of location, design, and versatility. Buyers are encouraged to verify all measurements, HOA restrictions, and intended use. Homes with separate living spaces like this are extremely rare in the community, making this property a unique opportunity for homeowners and investors alike. potential.
Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)
Listing Agent: Keyla Chirinos Sivira (786-380-5541)
5778 LAUREL CHERRY AVE, WINTER GARDEN, FL 34787
$540,00019 Days on yellowkey MLS ID: O6395452
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2524 Built: 2016Monthly Fee: $195 Tax: $9,031 (2025)Community: Signature LakesSingle Family
Taxes:$9,031
Remarks: Welcome to this sophisticated, modern and spacious, elegant two-story home in the beautiful neighborhood of Independence in the Horizon West area. Across the pond, this 2,524-square-foot home offers an open concept living space. As you enter through the front door, you are greeted with gorgeous tile floors. The kitchen features beautiful modern espresso cabinetry, a large pantry, stainless steel appliances, and an oversized island overlooking the family room and dining area. This open floor plan provides a great space for entertaining and includes dual primary bedrooms on the main and second levels. The expansive primary suite features a walk-in closet, separate sinks with beautiful cabinetry, a soaking tub and a luxurious walk-in shower. Other features completing this exquisite home include three bedrooms and an upstairs loft on the second level, plus a two-car garage. Capturing some of the best living in Florida, the Independence neighborhood provides a resort-style swimming pool, walking trails, basketball courts, tennis courts, fitness center and a private community boat ramp. Conveniently minutes from Disney World, Orange County National Golf Course, restaurants, shopping, hospitals and zoned for top-rated schools. Schedule your private showing and start enjoying the Florida lifestyle!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Llin Lu, Pa (954-907-3868)
14501 GROVE RESORT AVE #1110, WINTER GARDEN, FL 34787
$185,00019 Days on yellowkey MLS ID: A4688528
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2016Monthly Fee: $805 Tax: $6,081 (2025)Community: Grove ResortCondo
Taxes:$6,081
Remarks: Welcome to your fully furnished, turn-key vacation retreat at The Grove Resort & Spa Orlando—a highly sought-after, full-service luxury resort located just minutes from Walt Disney World Resort. As part of the Walt Disney World Good Neighbor Hotel Program, this property offers exceptional appeal for both personal use and income-generating potential. This spacious 2-bedroom, 2-bathroom condo (Cypress/Jasmine model) offers over 1265 square feet of thoughtfully designed living space. Positioned on a high floor as a desirable corner unit, it features an open-concept layout with split bedrooms for enhanced privacy. The oversized primary suite includes a separate sitting area, while the guest bedroom is equipped with two queen beds. Altogether, the unit comfortably accommodates up to 8 guests—ideal for families and vacation renters. The interior showcases modern finishes throughout, including solid wood cabinetry, granite countertops in both the kitchen and bathrooms, stainless steel appliances, and the convenience of in-unit laundry. The condo is fully furnished and professionally decorated, making it truly move-in or rental ready. A screened-in private balcony offers peaceful views, perfect for relaxing after a day at the parks. Residents and guests enjoy access to world-class resort amenities, including a full water park with dual water slides, a FlowRider® double surf simulator, lazy river, multiple pools, splash zones, private cabanas, on-site restaurants and bars, spa, fitness center, arcade game room, mini golf, walking trails, and private access to Lake Austin. The resort also features a convenient marketplace and complimentary shuttle service to Disney parks. This condo operates under a condo-hotel model with an on-site professional rental management program, allowing owners to generate income when not using the property. Owners also benefit from VIP check-in privileges. Notably, all utilities are included in the monthly maintenance fee, simplifying ownership and expense management. Conveniently located just off U.S. Route 192, the property is close to a wide variety of shopping, dining, and entertainment options, and only about 4.3 miles from Margaritaville Resort Orlando. This is resort-style living at its finest—perfect as a vacation home, investment property, or both.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Yunfei Liu (941-928-8573)
327 S LAKEVIEW AVE, WINTER GARDEN, FL 34787
$849,00021 Days on yellowkey MLS ID: O6394438
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
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
$724,90043 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
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
$1,540,00047 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
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)
$510,88019 Days on yellowkey MLS ID: G5110456
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2026Monthly Fee: $150Community: 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.
$955,89319 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
$511,70519 Days on yellowkey MLS ID: G5110445
15255 MARITIME PINE DR, WINTER GARDEN, FL 34787
$923,25019 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.
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.