Location: Winter Garden
Do Not Show Listings
776 RAINFALL DR, WINTER GARDEN, FL 34787
$550,00020 Days on yellowkey MLS ID: O6400904
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2238 Built: 2007Monthly Fee: $92 Tax: $7,884 (2025)Community: Black Lake Park Ph 02Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,884
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: GREAT LOCATION & LAKE VIEWS! Welcome to this immaculately maintained corner-lot gem, featuring 3 bedrooms plus a versatile Office/Den and 2 full bathrooms. The open-concept floor plan is designed for both elegant entertaining and comfortable daily living, flowing seamlessly from the formal living/dining area into a spacious family room. The gourmet kitchen is a chef’s dream, boasting granite countertops, a cooktop, built-in oven, and beautiful 42” cabinetry. Retreat to the private Master Suite—a true oasis featuring a generous walk-in closet, dual sinks, a garden tub, and a separate shower. Step outside to your covered rear patio to unwind and enjoy breathtaking lake views and sunsets. Located just minutes from Winter Garden Village and Historic Downtown, this upscale community offers unparalleled amenities: a private boat ramp on a skiable lake, fishing dock, community pool, tennis, basketball, soccer fields, and a playground. With easy access to the 429, 408, and Turnpike, your commute is a breeze. Don’t miss this opportunity—start living your best life today!
Listing is courtesy of: ONLI REALTY GROUP LLC (352-278-8544)
Listing Agent: Vinny Machado Da Silva (352-278-8544)
14766 ELLINGSWORTH LN, WINTER GARDEN, FL 34787
$1,099,00058 Days on yellowkey MLS ID: O6390518
0 Days Off yellowkey (back on 4/23/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4661 Built: 2018Monthly Fee: $210 Tax: $14,115 (2025)Community: Oxford ChaseSpa: YesSingle Family
Taxes:$14,115
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Welcome to this beautifully upgraded 5 bedroom, 4 and a half bath pool and spa home located in the highly desirable, fully gated community of Oxford Chase! Zoned for top-rated schools, this home offers the perfect combination of luxury, privacy, and energy efficiency. This spacious residence features a 3-car garage, paver driveway, and impressive curb appeal. Inside, you’ll find thoughtfully designed living spaces including a formal dining room with a custom built-in bar, perfect for entertaining guests or hosting special occasions, multiple office spaces, upgraded flooring throughout, a large laundry room, private gated doggie retreat, and so much more. The primary suite is located on the first level, secluded for optimal privacy with oversized his and hers closets. Upstairs you'll find guest bedrooms, a large open air loft space, and plush movie theatre room. Step outside to your own gorgeous backyard oasis featuring a fully enclosed heated pool and spa, ideal for year-round Florida living. The backyard overlooks a peaceful green space with no rear neighbors, providing extra privacy and relaxing views. Enjoy outdoor entertaining with the fully equipped summer kitchen featuring a custom vented hood, perfect for grilling and gatherings. The home is also equipped with PAID IN FULL SOLAR PANELS offering incredible energy efficiency and the benefit of little to no electric bill. Located in a secure gated neighborhood close to top schools, shopping, dining, and major highways, this home truly has it all — privacy, premium upgrades, and resort-style outdoor living. Schedule your showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Jenna Palmero (407-697-8727)
15306 GILLIGAN CT, WINTER GARDEN, FL 34787
$925,00026 Days on yellowkey MLS ID: O6399653
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3127 Built: 2020Monthly Fee: $102 Tax: $8,308 (2025)Community: Winding Bay Ph 1BSpa: NoSingle Family
Taxes:$8,308
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Set within one of Winter Garden’s most sought-after communities, this thoughtfully designed two-story home offers a lifestyle defined by ease, connection, and everyday enjoyment. This 4-bedroom, 3.5-bath home with over 3,000 square feet features an open floor plan with a gourmet kitchen and a large island, perfect for both everyday living and entertaining. The main level includes a dedicated den/office, while the second floor offers a spacious loft, along with a fourth bedroom and full bath—ideal for guests or multi-generational living. Tree-lined sidewalks, friendly neighbors, nearby parks, and resort-style amenities create a setting that feels both relaxed and vibrant, while top-rated schools, convenient access to shopping and dining, and close proximity to Walt Disney World Resort. Positioned on arguably one of the BEST lots in the community, this home sits at the end of a quiet cul-de-sac with breathtaking, unobstructed pond and tree-lined views that create a peaceful and private backdrop. Inside, the home showcases extensive upgrades and thoughtful design throughout, including a kitchen with 42-inch cabinetry and additional custom upper cabinets, GE Profile appliances, and a seamless flow into the main living space highlighted by two expansive tri-sliders opening to the outdoor oasis. Custom floor-to-ceiling drapery adds elegance, while upgrades such as 8-foot doors throughout, level 4 wood-look tile flooring, upgraded carpet with 8-pound padding, 5 1/4-inch baseboards, and 7 1/4-inch shiplap accents in the hallway, kitchen, tech nook, and primary bedroom elevate the interior. Additional features include custom plantation shutters on the first floor, upgraded glass doors in the front den/office, Cat 6 wiring throughout with pre-wiring for PoE security cameras, and a new alarm system with wireless sensors on all doors and windows. The home has been meticulously maintained with quarterly HVAC servicing, gutters installed since purchase, and a freshly painted exterior completed in 2025 using upgraded Sherwin Williams 25-year paint. Step outside to a private outdoor retreat featuring fresh landscaping, a fully fenced side yard, a privacy-enhancing podocarpus hedge, and custom paver walkways with additional space for storage. The backyard feels like a private Central Florida escape, where an 18,000-gallon resort-style saltwater pool serves as the true centerpiece, complete with a lounging platform overlooking the serene pond and tree-lined backdrop. The pool is thoughtfully designed with sealed pavers, a striking midnight blue interior finish, a fountain with dual deck jets, two multicolor LED lights, and a Pentair smart system for remote control, all professionally serviced weekly. The screened enclosure allows for year-round enjoyment, while the community dog park directly across the street adds everyday convenience for pet lovers. From the upstairs loft and bedrooms, enjoy views of Disney fireworks, adding a magical touch to everyday living. This move-in ready home is prepared for its next chapter, with community amenities that include a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and a dog park. More than just beautifully upgraded, this home offers a rare opportunity to own a meticulously maintained, design-forward property in a premier location, delivering both luxury and lifestyle in one exceptional package—a place to settle in, build memories, and truly feel at home in Winter Garden.
Listing is courtesy of: REAL ESTATE HOUSE FL INC (407-484-0005)
Listing Agent: Gretchen Carlson (407-484-0005)
1075 CHASE DR, WINTER GARDEN, FL 34787
$625,00072 Days on yellowkey MLS ID: O6386607
1 Days Off yellowkey (back on 4/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2125 Built: 2015Monthly Fee: $41 Tax: $2,734 (2024)Community: Island Pointe SubSingle Family
Taxes:$2,734
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to 1075 Chase Drive-located in downtown Winter Garden, just minutes from the charm and energy of Plant Street. This rare, newer-construction single-story home offers a blend of modern comfort and timeless style that’s sure to impress. As you enter, custom tile in the foyer sets the tone, with a versatile flex room to the right—perfect for a home office, formal dining room, playroom, or whatever suits your lifestyle.The open-concept design seamlessly connects the kitchen, dining, and family areas, creating an ideal space for entertaining. The large kitchen island is perfect for cooking, casual meals, or hosting friends and family. Sliding glass doors open to create an effortless indoor-outdoor living experience—perfect for those quintessential Florida days. The split floor plan offers privacy, with the primary suite serving as a true retreat, complete with high ceilings, a double vanity, and a spa-like shower. On the opposite side of the home, you’ll find three additional spacious bedrooms, each with plantation shutters and high end laminate flooring. After a long day, unwind on your fully screened back porch with space for multiple seating areas, or head to the side yard to tend your garden. The thoughtfully designed outdoor living space offers plenty of room for grilling, dining, and relaxing—an entertainer’s dream. Just minutes from your front door, Winter Garden’s vibrant Plant Street awaits, offering an award-winning farmer’s market, local dining, boutique shopping, art galleries, Crooked Can Brewery, the West Orange Trail, and year-round festivals.This is a rare opportunity to own a beautifully crafted home in one of Winter Garden’s most desirable neighborhoods—where modern living meets small-town charm. Call for your private showing today.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Katie Bray (407-779-6677)
15543 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787
$645,900572 Days on yellowkey MLS ID: O6250356
2 Days Off yellowkey (back on 4/23/2026)
REDUCED by $3,900 (0.6%) on 04/17/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3359 Built: 2001Monthly Fee: $233 Tax: $8,538 (2023)Community: Stoneybrook WestSpa: NoSingle Family
Taxes:$8,538
Elementary School: Whispering Oak Elem
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Popular Stoneybrook West Subdivision - A gated golf community with 2255 homes. 2 Story, 4 Bedrooms, 3 Full Baths. Master is upstairs, huge bedroom, with walk in closet and master bath. A large 27x24 Bonus room over 3 Car Garage. One bedroom with guest bath downstairs also LR, DR, FR, Kitchen and Laundry. Off the master bedroom is a 12x22 Deck overlooking the screened pool and golf course. Nice quiet street also. The seller will give an allowance for new flooring & kitchen appliances, so buyer can pick their favorite colors.
Listing is courtesy of: RE/MAX SELECT GROUP (407-352-5800)
Listing Agent: Paul Mcgarigal (407-352-5800)
328 BAYSIDE AVE, WINTER GARDEN, FL 34787
$445,00026 Days on yellowkey MLS ID: O6396654
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1235 Built: 1986Monthly Fee: $7 Tax: $5,354 (2025)Community: Kings BaySingle Family
Taxes:$5,354
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Welcome to easy Florida living in this charming 3-bedroom, 2-bath ranch-style home, perfectly positioned on a spacious corner lot in one of Winter Garden’s most desirable areas. With its single-story layout and inviting curb appeal, this home offers both comfort and convenience in a relaxed, open setting. Step inside to discover a bright and functional floor plan designed for everyday living and effortless entertaining. The generous living spaces flow seamlessly, while ample natural light enhances the home’s warm and welcoming feel. The split-bedroom design provides privacy, with a well-appointed primary suite and comfortable secondary bedrooms. Outside, the oversized corner lot offers endless possibilities—plenty of room for outdoor gatherings, gardening, or simply enjoying the Florida sunshine. Located well within the golf cart district, you’re just a short ride from the charm and energy of historic downtown Winter Garden. Enjoy easy access to local shops, dining, community events, and the popular weekly farmers market, all just minutes from your doorstep. This is a rare opportunity to own a beautifully situated home that combines classic ranch-style living with an unbeatable location. Call Today!
Listing is courtesy of: SOUTHERN HERITAGE REALTY, INC (407-877-6928)
Listing Agent: Jim Kernohan (407-450-3861)
15327 GILLIGAN CT, WINTER GARDEN, FL 34787
$664,80027 Days on yellowkey MLS ID: O6398756
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2506 Built: 2021Monthly Fee: $103 Tax: $7,266 (2025)Community: Winding Bay Ph 1BSingle Family
Taxes:$7,266
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained multi-generational home nestled on a quiet cul-de-sac in the highly desirable Winding Bay community of Horizon West in Winter Garden. This thoughtfully designed 4-bedroom, 3-bath residence features a private 1-bedroom suite, perfect for in-laws, aging parents, or guests. The suite offers its own laundry closet, kitchenette, and a well-appointed bathroom with a walk-in shower and granite vanity, providing both comfort and independence. Inside the main home, you’ll find a bright and spacious open-concept split floor plan that blends functionality with modern style. Elegant plantation shutters are featured throughout the home, adding both charm and privacy, while tile flooring spans the main living areas for durability and easy maintenance. A versatile flex space is ideal for a home office, art studio, or den. The chef-inspired gourmet kitchen is the heart of the home, showcasing a large island, abundant cabinetry, granite countertop and built-in stainless-steel appliances, including a new cooktop. It flows seamlessly into the expansive family room, complete with built-in surround sound, perfect for entertaining or relaxing movie nights. The primary owner’s suite is a private retreat featuring a tray ceiling, walk-in closet, and a spa-like ensuite bathroom with dual sink vanity with granite countertop and an impressive walk-in shower with multiple shower heads, including a rain feature. Step outside to enjoy the wide, screened-in covered lanai overlooking a fully fenced backyard, ideal for entertaining or unwinding in a peaceful setting. The 2-car garage offers additional storage space to meet your needs. Residents of Winding Bay enjoy access to resort-style amenities, including a community pool and playground, all just minutes from Walt Disney World, Hamlin Town Center, top-rated dining, shopping, placing you close to the best of Winter Garden and the greater Central Florida area. Convenient access to Highway 429 makes commuting a breeze. Don’t miss the opportunity to own this exceptional home. Schedule your private showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Giovanni Sanginesi (407-276-0025)
16467 OLIVE HILL DR, WINTER GARDEN, FL 34787
$599,900609 Days on yellowkey MLS ID: O6240446
2 Days Off yellowkey (back on 6/27/2025)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2355 Built: 2019Monthly Fee: $115 Tax: $7,249 (2023)Community: Hawksmoor Ph 1Single Family
Taxes:$7,249
Remarks: Discover this stunning corner home in the heart of Horizon West! Virtually brand new, this home has been occupied for less than four months and offers a unique blend of comfort and thoughtful design. The property is fully fenced, ensuring privacy and security. Enjoy the beautifully landscaped backyard, complete with an outdoor shower, perfect for cooling off on warm Florida days. Relax in the charming Florida room while sipping coffee and taking in the delightful weather. Located in a highly desirable area with top-rated schools, shopping centers, markets, and entertainment options, including Disney World, just a short drive away. Don't miss the chance to see this exceptional home—schedule a visit today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Umberto Da Cunha Neto (407-690-3539)
205 SURPRISE DR, WINTER GARDEN, FL 34787
$1,200,000160 Days on yellowkey MLS ID: O6365188
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2171 Built: 1950 Tax: $3,406 (2024)Community: Winter Garden Shores RepSingle Family
Taxes:$3,406
Remarks: Under contract-accepting backup offers. PRICE ADJUSTED to reflect recent appraisal, this four-lot parcel presents immediate value- with two vacant lots ready for expansion, additional income potential, or future development. Discover an exceptional property in the heart of highly desirable GOLF CART DISTRICT of Winter Garden. Situated on an expansive four-lot parcel totaling 3/4 of an acre, this unique estate offers unmatched space, charm and potential with NO HOA- all within short distance to the 22 mile long West Orange Trail, Winter Garden Farms Market, Plant Street dining, shopping and breathtaking sunsets over Lake Apopka. This beautifully maintained three-bedroom, two-bath home features an office with custom wood built-ins and a light-filled breezeway framed in windows, perfect for a sunroom or additional living space. Gorgeous hardwood floors flow throughout, and the newly renovated bathroom showcases modern, floor-to-ceiling tile for a luxurious touch. Storage is abundant, including an oversized two-car garage with a half bath, ideal for hobbyist or future conversion opportunities. Outside, the property transforms into a private oasis featuring a sparkling heated saltwater pool, outdoor fireplace and lush mature landscaping complete with fruit trees - all fully fenced for privacy. Two of the four lots are currently vacant, offering potential to subdivide, expand, or build. A large shed, rated as a detached garage, on the property provides additional space for a workshop or equipment storage. There is ample room for all your recreational toys; golf-cart, boat, and more. The current owners also have plans for a kitchen renovation and poolside wraparound porch, which they are willing to share with the buyer - opening the door to greater customization. Whether you're seeking a serene retreat, developmental potential, or the charm of downtown Winter Garden living, this property is truly one of a kind. This private paradise location is a convenient commute to Downtown Orlando, Disney and other Orlando attractions. You're dream estate awaits.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Alison Scorsone (321-689-3554)
15408 LEBEAU LOOP, WINTER GARDEN, FL 34787
$580,00084 Days on yellowkey MLS ID: O6383534
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2415 Built: 2022Monthly Fee: $101 Tax: $7,566 (2024)Community: Winding Bay Ph 3Single Family
Taxes:$7,566
Remarks: Under contract-accepting backup offers. Discover the ease of low-maintenance living in Horizon West’s Winding Bay with this 2022- built home. No CDD. Low HOA. And a layout that actually works for real life. Winding Bay offers resort-style amenities including a clubhouse, pool, and dog park, and you’re zoned for Water Spring Elementary and Middle plus Horizon High. The location is what continues to drive demand here: you’re right in the heart of Horizon West, close to everything that makes this area so desirable. Inside, the floor plan is practical and well thought out. The main living area is open and bright, connecting seamlessly to the kitchen with a large island, gas range, quartz counters, stainless appliances, and subway tile backsplash. Clean finishes. Functional space. Nothing wasted. The primary suite is downstairs with tray ceilings, a custom walk-in closet, and a well-appointed bath with dual vanities and a beautifully tiled shower. Laundry is also on the first floor, exactly where it should be. Upstairs, a loft with built-in desk space anchors three generously sized bedrooms and a shared bathroom. It’s a great setup for keeping sleeping spaces separate from the main living area. Outside, you have a covered lanai, vinyl-fenced yard, and alley access to the two-car garage, which keeps the front elevation clean and charming. You’re minutes from Hamlin Town Center, Flamingo Crossings, Disney, dining, golf, shopping, and major highways for easy beach access. If you’re looking for newer construction, smart layout, and strong location in Horizon West, this one is worth a look.
Listing Agent: Ken Pozek (407-813-2773)
15306 LEBEAU LOOP, WINTER GARDEN, FL 34787
$568,00082 Days on yellowkey MLS ID: O6384014
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2482 Built: 2021Monthly Fee: $101 Tax: $6,339 (2024)Community: Winding Bay Ph 3Single Family
Taxes:$6,339
Remarks: Under contract-accepting backup offers. Tucked on a corner homesite in one of Winter Garden’s most sought-after communities, 15306 Lebeau Loop offers the space and layout so many buyers are searching for. Featuring 4 bedrooms, 2.5 bathrooms, and 2,482 square feet. The first-floor primary suite is privately situated at the rear of the home, creating a true retreat with direct access to the expansive lanai and charming courtyard. The en suite bathroom features dual sinks, granite countertops, and a generous walk-in closet. The main living space has an inviting farmhouse feel, highlighted by luxury vinyl plank flooring throughout the living areas, white cabinetry, and granite countertops in the kitchen. Designed with storage in mind, the kitchen includes a walk-in pantry as well as a coffee nook, providing the extra prep and organization space that makes a difference. While the community is natural gas, this home is equipped with an induction stove for precise, modern cooking. Upstairs, you’ll find three additional bedrooms and a spacious loft that opens to a private balcony, the perfect spot to catch breezy evenings and Florida sunsets. Whether used as a secondary living area, media room, or home office, the loft adds valuable flexibility to the layout. Additional upgrades include a water filtration system, professional window tint, and blinds already in place, making this home truly move-in ready. Located near the neighborhood playground, park, and play field, this home combines a prime corner location with convenient access to community amenities, all just minutes from the best of Winter Garden and, of course, the Disney Parks. ADT alarm system installed: 24 hr monitor for fire and alarm. Also ADT 6 outdoor camera continuous record with monitor.
16834 HOBE SOUND CT, WINTER GARDEN, FL 34787
$634,99021 Days on yellowkey MLS ID: O6401373
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2494 Built: 2026Monthly Fee: $190 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Remarks: Under Construction. Waterleigh presents the Clearden. This amazing 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’ll find the first bedroom complete with ensuite bathroom and a powder room across the hall. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and additional three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity sinks and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. This home features a two car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Clearden includes a Smart home technology package which allows you to control your home with your smart device while near or away. *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)
13837 LANYARD WAY, WINTER GARDEN, FL 34787
$490,00065 Days on yellowkey MLS ID: O6388993
REDUCED by $5,000 (1.0%) on 04/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1994 Built: 2023Monthly Fee: $225 Tax: $7,647 (2024)Community: Encore/Ovation Ph 3Spa: NoSingle Family
Taxes:$7,647
Remarks: Welcome to 13837 Lanyard Way, a home that exudes elegance and comfort. The kitchen is a chef's dream with all stainless steel appliances and a functional kitchen island. A walk-in pantry provides ample storage for all your culinary needs. The primary bedroom is a sanctuary with a spacious walk-in closet. The primary bathroom is a haven of relaxation with double sinks. Outside, a storage shed provides additional space for your belongings. Enjoy outdoor living with a covered patio and a fenced-in backyard. This home is a perfect blend of style and functionality. Don't miss out on this gem! Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
7343 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$599,99929 Days on yellowkey MLS ID: S5147747
0 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 2017Monthly Fee: $249 Tax: $5,164 (2025)Community: Lakeview Pointe/Horizon West PSingle Family
Taxes:$5,164
Elementary School: Summerlake Elementary
Middle School: Hamlin Middle
Remarks: ("MORE PHOTOS COMING) Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly desirable Lakeview Pointe community in Horizon West. Built in 2017, this single-story home offers approximately 1,975 square feet of thoughtfully designed living space with an open floor plan ideal for both everyday living and entertaining. The spacious kitchen features a large center island, ample cabinetry, and a seamless flow into the dining area and great room. The private primary suite includes a walk-in closet and an en-suite bath with dual vanities and a walk-in shower. Two additional bedrooms are located toward the front of the home, providing a comfortable split-bedroom layout. Residents of Lakeview Pointe enjoy resort-style amenities including a community pool, clubhouse, fitness center, playground, dog park, walking trails, and access to Huckleberry Lake with a community dock. Conveniently located just minutes from SR-429, Disney, Hamlin Town Center shopping and dining, and top-rated schools. This home offers the perfect combination of comfort, location, and lifestyle in one of Central Florida’s most sought-after communities. Upgrades include: 8’ interior doors, extended Lanai, Newer Trane hvac system, extended length garage, dimmers throughout.
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Eric Powell (407-720-1833)
2621 SHIREHALL LN, WINTER GARDEN, FL 34787
$475,00068 Days on yellowkey MLS ID: O6386585
REDUCED by $25,000 (5.0%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2003Monthly Fee: $243 Tax: $3,181 (2024)Community: Stoneybrook West Ut 04 48 48Spa: NoSingle Family
Taxes:$3,181
Remarks: PRICE IMPROVEMENT. Welcome to this beautifully maintained 3-bedroom, 2-bath home nestled in a 24 hour guard-gated golf community offering resort-style living. Enjoy tranquil mornings from the screened lanai overlooking a serene pond, creating the perfect setting for relaxation or entertaining. The thoughtfully designed floor plan features spacious living areas, abundant natural light, and comfortable bedrooms ideal for both everyday living and guests. The spacious primary suite has a beautiful water view with ensuite having dual sinks, garden tub and walk in shower. This spilt bedroom plan adds to the convenience of privacy, noise reduction and efficient space management. The open Kitchen overlooks the family room and has a breakfast area with center island and granite countertops. The interior has just been painted first of March, New water heater 4/2026. Residents enjoy access to an impressive array of amenities, including a championship golf course, clubhouse, resort-style pool, fitness center, tennis and pickleball courts, walking and biking trails, and an active social calendar. Conveniently located near shopping, dining, and entertainment, this home offers the perfect blend of comfort, security, and lifestyle. Please call for your showing today.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Barbara Waltman (407-616-2790)
650 SETTING SUN DR, WINTER GARDEN, FL 34787
$740,00056 Days on yellowkey MLS ID: O6390644
1 Days Off yellowkey (back on 4/22/2026)
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3605 Built: 2006Monthly Fee: $123 Tax: $9,067 (2025)Community: Black Lake Park Ph 01Single Family
Taxes:$9,067
Remarks: Under contract-accepting backup offers. Invite your buyers to discover this beautiful 5-bedroom, 3-bath home offering 3,605 square feet of living space, freshly painted with a brand-new roof installed in 2025. The spacious open-concept kitchen flows seamlessly into the main living areas, creating the perfect space for everyday living and entertaining. Step outside to an oversized back porch, ideal for enjoying Florida’s year-round sunshine with family and friends. Located in the Black Lake Park community, residents enjoy a boat ramp, pool, tennis courts, pickleball courts, soccer field, and a large playground. Just minutes from charming Downtown Winter Garden, with easy access to shopping, dining, and scenic rides along the West Orange Trail.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Nicholas Leloudis (407-489-0711)
276 SUMMER PINE ST, WINTER GARDEN, FL 34787
$875,00081 Days on yellowkey MLS ID: O6384565
REDUCED by $5,000 (0.6%) on 04/22/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3147 Built: 2025Monthly Fee: $240 Tax: $1,914 (2024)Community: Winter GroveSpa: NoSingle Family
Taxes:$1,914
Remarks: QUICK MOVE IN!!! NEWLY BUILT Highly Desirable Community and Location!! 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 Gated New Community features single-family homes on large homesites without a CDD. Step into the Coral Grand by Pulte Homes, where Luxury and Convenience seamlessly combine to create a Truly Elevated Living Experience. This Remarkable 4-Bedroom 3-Bathroom 1-Flex Room Home, Offers an Oversized Driveway and Corner Lot. The Chef-Inspired Kitchen Features Upgraded Dana White Cabinetry (Soft Close), Oversized Quarts Countertops, Undercabinet Lighting, and Whirlpool Stainless Steel Appliances with Exhaust Fan Exterior, Making Cooking a True Pleasure. The Kitchen seamlessly connects to the Café and Extended Gathering room, where a Sliding Glass Door opens to the Covered Lanai, Enhancing the flow of Indoor-Outdoor Living. The Loft area provides the perfect space to unwind, with two additional bedrooms and one bathroom complete the upper level. This Elegant Home is Equipped with a Smart Nest Thermostat, Smart Google Doorbell, 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. This Split Floorplan Design of the Home and Laundry Room maximizes Privacy, Useful Space, and Peace. Residents also enjoy all the proximity to Shopping Plazas, Restaurants, Parks, and Entertainment this area is known for. Call NOW and Schedule a tour today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Raymond Tong (954-940-1628)
17037 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787
$609,61186 Days on yellowkey MLS ID: G5108288
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2520 Built: 2026Monthly Fee: $122Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
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 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.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
14014 LANYARD WAY, WINTER GARDEN, FL 34787
$778,20622 Days on yellowkey MLS ID: G5111358
0 Days Off yellowkey (back on 4/21/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3076 Built: 2026Monthly Fee: $160Community: Serenade At OvationSingle Family
Remarks: One or more photo(s) has been virtually staged. Under Construction. Images shown are for illustrative purposes only and will differ from the actual home. Anna Maria Bonus C with Stone on Lot 114 offers 5 Bedrooms: 3 baths and a 2 Car Garage. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly present Serenade at Ovation. Nestled amidst picturesque lakes and pristine conservation areas, our collection of award-winning single-family homes and contemporary townhomes beckons you. Embracing the essence of classic Florida architectural styles, each residence seamlessly blends indoor and outdoor living. Enrich your life with Winter Garden's local history and charm, while relishing easy access to top-tier schools, Orlando's business hubs, delectable dining, iconic attractions, and endless entertainment. Whether indulging in nearby theme parks or local shopping, your options are limitless. Within the community, relish leisurely walks to the pavilion, let the little ones thrive at the tot lot, and embrace tranquil evenings under the starlit sky. At Serenade at Ovation, a meticulously crafted home designed by experts eagerly awaits, ready to cocoon your cherished memories within the embrace of Florida living.“includes high-speed fiber optic internet”
14645 SCOTT KEY DR, WINTER GARDEN, FL 34787
$890,000117 Days on yellowkey MLS ID: G5106818
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3427 Built: 2016 Tax: $10,465 (2024)Community: Watermark Ph 1BSingle Family
Taxes:$10,465
Elementary School: Panther Lake Elementary
Remarks: PRICE REDUCED!!...STUNNING SINGLE-FAMILY HOME WITH SOLAR PANELS & RESORT-STYLE AMENITIES!! Welcome to this beautiful 4 bedroom, 3.5 bath home, offering comfort, efficiency, and an unbeatable location. Featuring 33 solar panels, this home delivers exceptional energy savings and sustainability. Recently enhanced with brand new exterior paint and new flooring throughout, this property feels fresh, modern, and move-in-ready. The spacious, well-designed floor plan is filled with natural light, perfect for both everyday living and entertaining. Step ousite to your private pool ideal for relaxing weekends and hosting family and friends. Located in the highly desirable community of Watermark in Winter Garden, with A-rated schools, and just minutes from shops, restaurants, and entertainment. This resort style community includes a water park-style pool, multiple tennis courts, and an exclusive fitness center. There are two clubhouses with balconies where you can see the nightly fireworks from Disney World. This very well maintained home has a large bonus room and all bedrooms on the second floor.
Listing is courtesy of: RIVA REALTY GROUP LLC (407-845-1003)
Listing Agent: Arlete Ritt (407-592-9500)
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