Location: Winter Garden
Do Not Show Listings
14282 CREEKBED CIR, WINTER GARDEN, FL 34787
$899,900160 Days on yellowkey MLS ID: O6365928
REDUCED by $24,600 (2.7%) on 05/20/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3479 Built: 2015Monthly Fee: $180 Tax: $7,163 (2025)Community: Bradford CreekSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,163
Elementary School: SunRidge Elementary
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: PRICED TO SELL. Schedule your showing today and bring your offer. Experience refined Florida living in this beautifully upgraded Winter Garden residence in the highly sought after gated Bradford Creek community. Thoughtfully designed for both everyday comfort and elevated entertaining, your new home has a rare and highly desirable floor plan with all 4 bedrooms on the main level, combining convenience with timeless style. The spacious primary suite serves as a private retreat with a luxurious ensuite bath featuring a soaking tub and waterfall shower. Two secondary bedrooms with private ensuite baths including one second master bedroom ideal for guests, multigenerational living, or private office space. Upstairs, the expansive bonus room/loft offers endless flexibility for a media room, game room, fitness studio with a large closet that can be converted to a 5th bathroom. Step outside to your own resort-inspired escape with all the bells and whistles to create exceptional setting for relaxing or entertaining year-round. High-end upgrades include the screened travertine lanai, saltwater gas-heated pool, oversized custom saltwater spa, and fully equipped outdoor kitchen with built-in grill and Big Green Egg. Elegant architectural details include crown molding, wainscoting, coffered ceilings, and designer wood-look ceramic tile creating a polished and sophisticated feel. The extended gourmet kitchen is a standout feature, appointed with white shaker cabinetry, granite countertops, double ovens, pot filler, and a premium gas cooktop, making it as functional as it is beautiful. Set on a .30-acre lot with an extended paved driveway conveniently located near Downtown Winter Garden, The Grove, SR-429, Florida’s Turnpike, and Highway 50, this is an opportunity to own a truly distinctive home in one of Central Florida’s most desirable areas. For added modern convenience, the home also includes an EMA outlet for electric car charging, seamlessly supporting today’s lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)
Listing Agent: Gislene Moorman (407-694-2246)
15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787
$579,90037 Days on yellowkey MLS ID: O6396640
1 Days Off yellowkey (back on 5/5/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2626 Built: 2013Monthly Fee: $128 Tax: $6,746 (2025)Community: Johns Lake Pointe A & SSingle Family
Taxes:$6,746
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Accepting Backup Offers! Location! Location! Located just 10 minutes from historic downtown Winter Garden and adjacent to the John Lake Conservation Area, you'll also enjoy easy walking and biking access to Tucker Ranch, the future site of a holistic wellness center, teaching farm, playground and family activity hub. Welcome to your move-in ready haven in Winter Garden's highly desirable Johns Lake Pointe community! This expansive 2,626 sq. ft. home sits on a generous 0.25-acre corner lot. Enjoy the comfort of a newer A/C unit and handler installed in January 2025 and freshly painted interiors (2022) that create a crisp, modern ambiance. The spacious eat-in kitchen features a large island with seating for four, ample cabinetry, a custom pantry, and extensive counter space—perfect for gatherings or morning routines. The first floor features a flexible private bonus room that can easily serve as a home office, study, or a welcoming fifth bedroom for overnight guests. The primary suite includes a beautifully crafted walk-in closet, while the custom laundry room offers built-in cabinetry and a convenient hanging bar for added functionality. Just beyond the living space, the screened-in lanai invites you to relax and unwind. Situated on a prime corner lot, the property also boasts a generously sized yard with endless potential for outdoor enjoyment. The epoxy-coated two-car garage is both functional and stylish, freshly painted and equipped with motion-sensor lighting for your convenience. This Meritage home is solid construction with 6 panel doors throughout and spray foam insulation in the attic. Community amenities include a pool, clubhouse, fitness center, yoga studio, pickleball and tennis courts—everything you need for a vibrant, active lifestyle. With its thoughtful design, abundant amenities, and unbeatable location, this home offers the perfect blend of comfort, convenience, and community.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lauren Marason (610-223-7086)
15075 TEA TREE DR, WINTER GARDEN, FL 34787
$829,347248 Days on yellowkey MLS ID: G5102184
8 Days Off yellowkey (back on 5/19/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3038 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Welcome to the Biscayne, a spacious two-story single-family home designed with both style and functionality in mind. The 20-foot ceiling entryway creates a stunning first impression, leading into a bright and open main living area. A guest bedroom with full bath downstairs provides comfort and flexibility for visitors or multi-generational living. The beautifully extended kitchen cabinetry offers both storage and style, making the kitchen the heart of the home. Upstairs, the expansive owner’s suite serves as a private retreat, while the huge extended loft adds versatile space for entertaining, work, or play. Nestled in the brand-new Avalon Woods community, you’ll enjoy a boutique neighborhood in a prime location just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
15357 OAK APPLE CT #4C, WINTER GARDEN, FL 34787
$355,00029 Days on yellowkey MLS ID: O6401625
REDUCED by $5,000 (1.4%) on 05/19/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1699 Built: 2008Monthly Fee: $285 Tax: $4,779 (2025)Community: Tucker OaksCondo
Taxes:$4,779
Remarks: Located in the gated community of Tucker Oaks in sought after Winter Garden, this beautifully upgraded townhome offers a bright open-concept layout along with 3 bedrooms and 2.5 bathrooms.This stunning corner-unit townhome offers the perfect blend of modern upgrades and serene privacy. As one of the few units backing directly onto a lush conservation lot, you’ll enjoy peaceful, wooded views and extra natural light that only a corner position can provide. Relax on your back patio with no rear neighbors and a private forest backdrop. The community offers a pool, walking paths, basketball courts, BBQ area, playground, not to mention, minutes from the West Orange Trail and downtown Winter Garden’s charm. You Deserve this home.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Ali Mazahaem Flores (407-485-4177)
3208 SAILING PIER AVE, WINTER GARDEN, FL 34787
$1,049,90027 Days on yellowkey MLS ID: O6402332
1 Days Off yellowkey (back on 5/19/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3998 Built: 2023Monthly Fee: $208 Tax: $12,135 (2024)Community: Ests/Lakeview PreserveSingle Family
Taxes:$12,135
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to 3208 Sailing Pier Ave, the original model home at The Estates at Lakeview Preserve. Built in 2023, this stunning residence offers 5 bedrooms, 4 bathrooms, and nearly 4,000 square feet of living space. It is being sold fully furnished with designer-selected pieces, representing turnkey luxury at its finest. The first level features an open-concept layout filled with natural light, a chef-style kitchen with quartz countertops and a walk-in pantry, a spacious living and dining area, a private flex room, and a serene and elegant primary suite. Two additional bedrooms are also located on the first floor. The second level offers a second living area, two more bedrooms, and a beautifully furnished family/game room, perfect for entertaining and relaxing. As a former model home, every detail was professionally designed, and all furnishings are included. The expansive backyard provides the perfect space to create your dream outdoor oasis. Located in the gated community of Estates at Lakeview Preserve, residents enjoy resort-style amenities including a pool, clubhouse, fitness center, playground, and scenic lakeside trails. The home is just minutes from SR-429, Disney, Winter Garden Village, and top-rated schools. Move-in ready and meticulously maintained, this home offers exceptional style, convenience, and value. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Mireille Stewart (786-553-6246)
17406 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787
$845,00027 Days on yellowkey MLS ID: O6402286
REDUCED by $2,000 (0.2%) on 05/09/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3427 Built: 2026Monthly Fee: $83Community: Northlake At OvationSingle Family
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Under Construction. Discover the elegance and comfort of the Frost plan, a luxurious new home designed to meet all your needs. This stunning home features 5 bedrooms, 4.5 bathrooms, and a spacious layout that includes both a primary suite and a guest bedroom on the first floor, making it ideal for multi-generational living or hosting visitors. The Frost plan also boasts an oversized covered front patio, 8-foot front and first-floor interior doors, parcel entry and a covered backyard lanai for seamless indoor-outdoor living. The chef-inspired kitchen features a large eat-in island, stainless steel appliances including a cooktop, oven, microwave, vent hood and dishwasher, and an undermount sink with a Delta faucet. The kitchen is further enhanced with a ceramic tile backsplash to ceiling, upgraded 42-inch cabinets, abundant countertop space, and a huge walk-in pantry, offering both style and practicality for meal preparation and storage. The upgraded flooring and lighting package throughout the home complete the modern, elegant aesthetic. The luxurious primary suite is located on the first floor for ultimate convenience and privacy. The home is designed with energy-efficient construction and dual-pane energy-efficient windows, keeping your energy costs down while ensuring comfort throughout the year. Additional features of this new home include a full landscaping package, a full sprinkler system, a garage door opener, full gutters, covered back yard lanai, upgraded flooring throughout, and a new home warranty for added peace of mind. Call today to view!
Listing Agent: Jasmine Martz (407-756-8344)
5526 TINY RD, WINTER GARDEN, FL 34787
$1,675,000288 Days on yellowkey MLS ID: O6334009
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2474 Built: 2007 Tax: $10,165 (2024)Community: NoneSingle Family
Taxes:$10,165
Remarks: Under contract-accepting backup offers. A Rare Slice of Serenity in the Heart of Horizons West – 5526 Tiny Road Tucked away on nearly five peaceful, rolling acres, this one-of-a-kind property offers the perfect blend of natural beauty, privacy, and access to everything the Horizons West area has to offer — all without the restrictions of an HOA. Located within the boundaries of the desirable Independence/Summerport area, this estate gives you the best of both worlds: rural charm and freedom, with the benefits of nearby neighborhoods, sidewalks, and community trails. Set just off Tiny Road, where major improvements are planned — including landscaped medians and 10-foot sidewalks — the entrance to the property will soon benefit from enhanced curb appeal and accessibility. Just a short walk away, the brand-new Orange County Library is currently under construction, promising a state-of-the-art community resource just minutes from your doorstep. Directly behind the property, the 225-acre Horizons West Sports Complex is taking shape, featuring planned amphitheaters, walking and biking paths, equestrian trails, and expansive green spaces — a future hub for recreation, events, and gathering. This property is also zoned for horses, a rare offering in such a prime location. You can enjoy sunrises and sunsets from the elevated ridge, surrounded by wide-open skies, a private pond, and visits from wild turkeys, native birds, and even a few roosters in the distance. The custom-built home (2007) offers 2,400 sq ft under air, with 3 bedrooms, a spacious loft, and 2.5 bathrooms — plus a half bath in the oversized 3+ car garage. A flex space provides room for an office, home gym, or guest suite. Inside, the layout is filled with natural light and includes a gourmet kitchen and flowing open spaces. Relax on the expansive front porch under the attached gazebo, or enjoy peaceful views from the screened-in rear lanai overlooking the nature preserve. All of this just a bike ride away from the restaurants, shops, and movie theater at Hamlin Town Center, with convenient access to top-rated schools and major roads. 5526 Tiny Road is a rare chance to live in peaceful privacy, with room to grow, create, and connect — a lifestyle property with heart, freedom, and long-term value.
Listing is courtesy of: BUYER REBATES REALTY (407-629-2300)
Listing Agent: Sean Popat (407-399-1669)
14525 WHITTRIDGE DR, WINTER GARDEN, FL 34787
$629,0006 Days on yellowkey MLS ID: O6407375
0 Days Off yellowkey (back on 5/19/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3487 Built: 2006Monthly Fee: $195 Tax: $10,373 (2025)Community: Signature Lks-Pcl 01BSpa: YesSingle Family
Taxes:$10,373
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Seller is asking for highest and best by 6:00PM May 18, 2026. 2 -Story single family home with 4 bedroom, AND 4 full bathrooms! Located in the highly desired Independence community! Gas heated pool/spa, lovely covered front porch, no rear neighbors. One bedroom and bath on the main floor, Brand new carpet in bedrooms and stairway, laundry room on the main floor the washer and dryer are included, 2 car garage with garage door opener. The roof was replaced in 2025, The water heater was replaced in 2021, The pool gas heater was replaced in 2019. Basic cable and internet is included in the monthly HOA dues. Community pool, tennis courts, playgrounds, walking paths and more!
Listing is courtesy of: DON ASHER & ASSOCIATES, INC. (407-425-4561)
Listing Agent: Linda Jaramillo, Llc (407-715-2848)
408 S BOYD ST, WINTER GARDEN, FL 34787
$795,00052 Days on yellowkey MLS ID: O6394810
REDUCED by $20,000 (2.5%) on 05/11/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2295 Built: 1939 Tax: $2,572 (2025)Community: G T Smith Sub 3Spa: NoSingle Family
Taxes:$2,572
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: Charming home located just blocks from Winter Garden's historical downtown in the highly sought-after GOLF CART DISTRICT! This 3 bedroom, 3 Bath house blends timeless character with modern living, featuring hardwood floors, vintage tiled bathroom, built-ins, and a traditional layout with separate dining room. The kitchen opens to a comfortable family room, ideal for everyday living. The primary suite offers a spacious, spa-like bath with freestanding tub, walk-in shower, and custom vanity. A recent addition includes an oversized two-car garage , HVAC , large pantry, and bathroom to the third bedroom, creating a private en-suite with separate exterior entrance, ideal for guests or flexible living. Situated on a fenced, .41-acre corner lot, enjoy the screened-in back porch, expansive yard with mature landscaping, and the pavered pool area-perfectly designed for entertaining. Live the Historical Downtown Winter Garden Life-Style with convenient access to dining, shopping, farmer's market, Lake Apopka sunsets, and more.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Alison Scorsone (321-689-3554)
14736 FIELD DAISY DR, WINTER GARDEN, FL 34787
$550,00066 Days on yellowkey MLS ID: O6391435
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2149 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: Close to Amenities | Close to Trails | North Facing Lot | Popular Plan | Covered Extended Lanai. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Newberry at 14736 Field Daisy Drive in Harvest at Ovation! The Newberry bungalow floor plan is a true representation of modern living and the perfect space for all of your entertainment needs and desires. The 2149 sq. ft. two-story home with 3 bedrooms, 3.5 bathrooms and a 2-car detached garage presents prospective homebuyers with both the basic features and intricate details that will make this bungalow their dream home. Enter through the foyer into the expansive gathering room, as you pass by one of the secondary bedrooms and baths. The marvelous designer kitchen overlooks the first-floor space, complementing it with the sunny lanai that sits parallel to it. Upstairs, you'll find your striking owner's suite, matched with a spacious owner's bath with a dual-sink vanity and sizeable shower! The third bedroom and bathroom, and laundry room all share the second floor with your private haven, overlooking the first floor through the overlook. 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: Shower at bath 2, covered extended lanai with pavers, 8' interior doors, laundry sink. Photos are for representative purposes only. MLS#O6391435
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
170 WINDTREE LN, WINTER GARDEN, FL 34787
$204,9006 Days on yellowkey MLS ID: S5150050
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 918 Built: 1985 Tax: $2,782 (2025)Community: Windtree Gardens Condo Ph 06Condo
Taxes:$2,782
Remarks: Great opportunity to own in the heart of Winter Garden! This beautifully updated 2-bedroom, 2-bath condo features a fully renovated kitchen, updated flooring throughout with NO carpet, and a functional open layout perfect for comfortable living or investment purposes. Conveniently located near shopping, dining, major roads, and just minutes from Winter Garden Village and Winter Garden Plaza. Whether you are looking for a primary residence or an income-producing property, this is an excellent opportunity at a great price. Community amenities include pool and recreational areas. Don’t miss out!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Romina Cabanas (941-744-7331)
17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787
$630,00024 Days on yellowkey MLS ID: O6403063
REDUCED by $5,500 (0.9%) on 05/19/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2692 Built: 2017Monthly Fee: $215 Tax: $8,922 (2025)Community: Waterside/Johns Lake Ph 2ASingle Family
Taxes:$8,922
Remarks: Welcome to this beautiful, well-maintained home located in the Waterside Community at 17059 Harbor Oak Parkway. This inviting property features a spacious living area with modern finishes and newly installed luxury vinyl plank (LVP) flooring great for both everyday living and entertaining.The open-concept layout flows seamlessly into a stylish kitchen equipped with stainless steel appliances, including a newly installed range, along with updated shelving, blinds, and lighting throughout (2024). The first floor also features an additional bedroom, for guests or a home office; whatever suites your needs. Upstairs, you’ll find a versatile loft area great for cozy movie nights, a playroom, or a secondary living space. The primary suite serves as a relaxing retreat, complete with a fully updated master bathroom (2025). Two additional bedrooms provide ample space for family or visitors. Step outside to enjoy the patio, great for entertaining, along with a newly installed fence (2024) that adds both privacy and charm. Conveniently located in a community with A-rated schools and school bus transportation available right on your street. Less than a 2 minute walk to your community pool and gym, with 2 playgrounds and a dock located within the community. This home places you just minutes from the best of Florida living including Disney Resorts, Universal theme parks, and Historic Downtown Winter Garden (award winning Farmers Market) all within a 20-minute drive. With convenient access to Highway 429, commuting and travel throughout Central Florida are a breeze. Plus, you’re less than an hour away from Florida’s beautiful beaches and natural springs.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
503 FIRST CAPE CORAL DR, WINTER GARDEN, FL 34787
$556,00066 Days on yellowkey MLS ID: O6381166
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2365 Built: 2006Monthly Fee: $123 Tax: $3,974 (2024)Community: Black Lake Park Ph 01Single Family
Taxes:$3,974
Remarks: PRICE IMPROVEMENT!! Set within a gated community, Black Lake Park, just moments from Winter Garden Village - This beautifully maintained corner-lot residence offers a rare blend of everyday convenience and true lake-life access. A standout feature of the community is the PRIVATE BOAT RAMP and dedicated boat parking, providing direct entry to Black Lake — an exceptional amenity seldom found so close to town. The home itself has been thoughtfully cared for and updated, featuring a 2022 roof, fully fenced backyard, and an open, airy floor plan designed for both comfort and entertaining. High ceilings enhance the sense of space, while the primary suite serves as a private retreat with two walk-in closets and generous proportions throughout. Ideally located near top local restaurants, shopping, and entertainment, this home is just a five-minute drive to historic Plant Street in downtown Winter Garden and offers easy access to major highways for a seamless commute. Whether enjoying waterfront weekends, dining out nearby, or relaxing at home, this property delivers a lifestyle that is as convenient as it is distinctive.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Heather Spirazza (407-757-6022)
11117 BOSTWICK ALY, WINTER GARDEN, FL 34787
$520,0008 Days on yellowkey MLS ID: O6407552
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1685 Built: 2022Monthly Fee: $291 Tax: $6,722 (2025)Community: Waterleigh Ph 4ASingle Family
Taxes:$6,722
Remarks: This open-concept home offers a functional layout with modern kitchen, stainless steel appliances, and a large island overlooking the main living area. The home also includes a whole-house water filtration system and a screened lanai. Prime location directly across from Atwater Bay Elementary and community green space, offering added privacy and convenient access for families. Enjoy resort-style amenities including pools, fitness centers, clubhouse, playgrounds, and walking trails. Conveniently located near Disney, Hamlin Town Center, shopping, dining, and major highways.
Listing Agent: Fernanda Bover (407-520-0127)
14058 FRASIER ST, WINTER GARDEN, FL 34787
$459,00091 Days on yellowkey MLS ID: V4947394
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1996 Built: 2023Monthly Fee: $110 Tax: $7,893 (2024)Community: Highland RdgSingle Family
Taxes:$7,893
Remarks: Welcome to 14058 Frasier Street in the heart of Winter Garden, Florida—where modern comfort meets small-town charm! Located in one of Central Florida’s most sought-after communities, this beautifully maintained home offers the perfect blend of style, space, and convenience. Step inside to discover an inviting open-concept floor plan filled with natural light, high ceilings, and thoughtfully designed living spaces ideal for both everyday living and entertaining. The spacious kitchen serves as the centerpiece of the home, featuring ample cabinetry, generous counter space, and a seamless flow into the dining and living areas—perfect for hosting family and friends. The primary suite provides a private retreat with a well-appointed en-suite bath and generous closet space. Additional bedrooms are comfortably sized and versatile, ideal for guests, a home office, or a growing family. Every detail has been carefully maintained to create a move-in-ready opportunity. Enjoy Florida living year-round with a private backyard space perfect for relaxing evenings, weekend barbecues, or creating your own outdoor oasis. Whether you envision a garden, play area, or custom patio retreat, the possibilities are endless. If you’re looking for a home that offers comfort, location, and lifestyle all in one—14058 Frasier Street is ready to welcome you home. Schedule your private showing today!
Listing Agent: Ali Partovi (386-295-5115)
3351 HANGING TIDE ST, WINTER GARDEN, FL 34787
$635,0008 Days on yellowkey MLS ID: O6407746
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2741 Built: 2021Monthly Fee: $152 Tax: $7,521 (2025)Community: Lakeview Preserve Ph 2Single Family
Taxes:$7,521
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this move in ready home newly built in 2021 in the gated Lakeview Preserve community. This single story home is offering 4 bedrooms, 3.5 bathrooms, with split bedroom layout and a spacious open floor plan. Step inside to find a bright and airy living space that seamlessly connects the kitchen, dining, and living areas. The gourmet kitchen is the centerpiece of the home, featuring sleek quartz countertops, a large center island ideal for gatherings, and ample cabinetry for storage. Whether you're hosting guests or enjoying a quiet night in, this layout delivers both comfort and functionality. The split bedroom design provides added privacy, with a generously sized primary suite offering a peaceful retreat. Additional bedrooms are well appointed and versatile, perfect for guests, a home office, or growing families. This gated community features resort style amenities including a clubhouse, zero entry pool, splash pad, playground, fitness center, and a private dock with kayak launch on John’s Lake, offering the ideal setting to experience the best of Florida living. Located just minutes from the charm of Downtown Winter Garden, you’ll enjoy access to boutique shopping, local dining, farmers markets, and the popular West Orange Trail for biking and outdoor recreation. Food lovers will appreciate nearby favorites like The Hangry Bison, Chef's Table at the Edgewater, and Crooked Can Brewing offering everything from casual bites to upscale dining. Convenient access to Florida State Road 429 and Florida State Road 408 makes commuting to Orlando and nearby attractions a breeze. Don't miss out on this opportunity and schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Devon Sobers (407-341-4720)
3518 TURNINGWIND LN, WINTER GARDEN, FL 34787
$810,00037 Days on yellowkey MLS ID: S5147067
3 Days Off yellowkey (back on 5/19/2026)
REDUCED by $15,000 (1.8%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2744 Built: 2003Monthly Fee: $115 Tax: $10,313 (2025)Community: Windward Cay 48 125Single Family
Taxes:$10,313
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Remarks: Under contract-accepting backup offers. Welcome to 3518 Turningwind Lane, located in a gated upscale community in one of Winter Garden’s most desirable areas! This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of luxury, comfort, and convenience. A classic brick paver driveway and french door entry welcomes you inside, leading to a grand entryway that immediately sets the tone for this light, bright and inviting home. Just to the right of the entry is a spacious bonus room perfect for a home office, den or flex space. Straight ahead, you'll find a large living room with glass french doors that fill the room with natural light from the sparkling pool. To the left is a full sized formal dining area complete with elegant chandelier ideal for hosting family dinners and special occasions. The stunning renovated gourmet kitchen features solid wood cabinetry, beautiful granite countertops, and designer backsplash tile, creating an elegant and functional centerpiece of the home. To the right of the kitchen is an additional dining area featuring a matching bar and wine fridge creating a seamless extension of this beautifully renovated space. The family room offers even more space to gather and entertain also highlighted by french glass doors that lead directly to the pool and outdoor entertaining area, filling the home with abundant natural light throughout. The expansive primary suite is a true retreat, boasting a bay window separate seating area with french door access to the pool, two separate walk in closets and a luxurious en-suite bathroom complete with separate his-and-her vanities, matching windows, and an oversized walk-in shower overlooking a separate relaxing soaker tub. Your private outdoor oasis featuring a covered patio, sparkling screened pool, and large deck is perfect for entertaining. Enjoy peaceful views of the lush conservation area behind the home with no rear neighbors, providing privacy and a serene backdrop for relaxation. A convenient door from the patio leads directly to the pool bath and into the thoughtfully designed guest wing offering three additional bedrooms and a third full bathroom. Buyers will appreciate the added peace of mind with major updates already completed, including a brand new water heater, 2021 roof and HVAC replaced in 2019. Additional highlights include a 3-car garage, a laundry room with sink and cabinetry (washer & dryer included), gorgeous ceramic tile and real wood floors throughout and zoned for excellent schools. Conveniently located just minutes from highways, shopping/dining (Winter Garden Village) parks/recreation (West Orange Trail and West Orange Country Club) and entertainment (Orlando’s world-famous theme parks and tourist attractions) - it's truly a gem! This exceptional property offers Florida living at its finest in an exclusive highly sought after community. A home like this is a rare opportunity, so schedule your private showing today!
Listing Agent: Melanie Shenosky (603-674-9405)
14501 GROVE RESORT AVE #3611, WINTER GARDEN, FL 34787
$220,00084 Days on yellowkey MLS ID: TB8481342
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1396 Built: 2018Monthly Fee: $998 Tax: $7,177 (2024)Community: Grove Residence & Spa Hotel Condo 3Condo
Taxes:$7,177
Remarks: Exceptional Vacation Investment Opportunity at The Grove Resort & Water Park – Orlando Welcome to this fully furnished 3-bedroom, 2-bath condo-hotel located in the highly sought-after The Grove Resort & Water Park Orlando — one of Central Florida’s premier short-term rental destinations. Featuring the spacious and popular Jasmine floor plan, this residence comfortably accommodates up to eight guests with a private king suite, two queen beds in the secondary bedroom, and a sleeper sofa in the living area. Thoughtfully designed for both durability and guest satisfaction, the unit showcases quartz countertops, stainless steel appliances, in-unit washer and dryer, and a large screened balcony offering peaceful views of the resort and surrounding conservation area. This property operates as a short-term rental, allowing owners up to 179 days of personal use annually while benefiting from full-service, on-site management. The professional management team handles reservations, housekeeping, maintenance, and guest services—making ownership truly hands-off and ideal for out-of-state or international investors seeking passive income. The resort itself delivers a true destination experience, highlighted by the renowned Surfari Water Park featuring a lazy river and FlowRider surf simulator, along with multiple pools, lake access for water activities, fitness center, arcade, glow mini golf, on-site dining, spa services, and 24-hour concierge. Convenient shuttle service to Disney and close proximity to major attractions continue to drive strong occupancy rates year-round. The HOA fee provides exceptional value, covering utilities including electricity, water, cable, WiFi, pest control, and insurance—creating predictable ownership expenses. With continued tourism growth in the Orlando market, strong rental demand, and professional management already in place, this property presents an outstanding opportunity to own a high-performing income-producing asset in one of Florida’s most dynamic vacation corridors. Schedule your showing today and secure your place in this thriving short-term rental market.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Michele Ranjbar (813-895-6122)
419 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787
$874,99050 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 GroveSpa: NoSingle Family
Taxes:$1,955
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)
1689 CRANLEIGH DR, WINTER GARDEN, FL 34787
$875,00079 Days on yellowkey MLS ID: O6387674
REDUCED by $13,800 (1.6%) on 04/30/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2937 Built: 2020Monthly Fee: $165 Tax: $7,225 (2025)Community: Sanctuary / Twin WatersSpa: NoSingle Family
Taxes:$7,225
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully designed 4-bedroom, 4-bath home in the sought-after Twin waters sanctuary community of Winter Garden. With a thoughtful layout, spacious living areas, and quality finishes throughout, this home offers comfort, flexibility, and the kind of space that truly fits real life. The open-concept design creates an easy flow between the kitchen and main living areas, making it perfect for both everyday living and entertaining. The kitchen features a large island, natural gas stovetop, ample counter space, and plenty of room to gather. A separate formal dining room provides a dedicated space for holidays, celebrations, or intimate dinners at home. The main floor offers open concept convenient primary living spaces, while upstairs you'll find a private en-suite bedroom and a generous loft-ideal for guests, a home office, playroom, or second living area. Go outside to your spacious backyard retreat, complete with a large private pool with fountain and plenty of room to relax, entertain, and enjoy Florida's year-round sunshine. Location is prime with everything Winter Garden is known for ... Historic Downtown Winter Garden, Plant Street Market, the West Orange Trail, Hamlin Town Center, premier shopping and dining, major highways including SR-429 and Florida's Turnpike, and world-renowned attractions just minutes away. This home combines practical design with a welcoming atmosphere in one of central Florida's most desirable areas. come and see - the lifestyle you are desiring is here!!
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
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