Location: Winter Garden
Do Not Show Listings
14501 GROVE RESORT AVE #1528, WINTER GARDEN, FL 34787
$289,90077 Days on yellowkey MLS ID: O6376561
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 2016 Tax: $4,450 (2025)Community: Grove Residence & Spa Hotel Condo ICondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,450
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: MOTIVATED SELLER... BRING OFFER! Welcome to a beautifully appointed 3-bedroom luxury condo-hotel residence at The Grove Resort & Water Park, offering exceptional views, a spacious layout, and true turnkey ownership just minutes from Disney and the Orlando theme parks. This well-designed unit features a generous open-concept living and dining area, ideal for entertaining or relaxing after a day at the parks. The thoughtfully separated bedroom layout provides comfort and privacy for owners and guests alike, making it especially attractive for short-term rentals. Offered fully equipped for immediate use, this residence is designed to perform as both a personal vacation retreat and an income-producing investment. Beyond the residence, owners and guests enjoy access to one of Central Florida’s most amenity-rich resorts. The Grove Resort & Water Park features a full-scale water park with lazy river and water slides, multiple resort-style pools, a surf simulator, full-service spa, fitness center, on-site shopping, and a variety of restaurants with indoor and outdoor dining. The resort also includes Lake Austin for fishing and paddle boating, conference and event facilities, and complimentary shuttles to Disney. The property is supported by a professional, on-site management team, providing a seamless and hands-off ownership experience while maintaining high guest satisfaction. This unique condo-hotel opportunity allows owners to enjoy personal use while generating rental income when not in residence. A rare combination of space, views, resort amenities, and location, this unit stands out among competing offerings—ideal for buyers seeking flexibility, lifestyle, and long-term value in a premier destination.
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Daniel Betancourt (407-375-9142)
12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$599,000207 Days on yellowkey MLS ID: O6346537
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2743 Built: 2025Monthly Fee: $96 Tax: $1,862 (2024)Community: Osprey Ranch-Ph 1Single Family
Taxes:$1,862
Tax Year: 2024
Remarks: This tenant-occupied home, rented for $3,400/month until June 30, 2026, presents an excellent investment opportunity with immediate income. Located in the desirable Osprey Ranch community of Winter Garden, the property features 4 bedrooms, 3.5 bathrooms, and 2,743 heated square feet of living space. The functional floor plan includes a modern kitchen with all appliances and a laundry room with washer and dryer. Osprey Ranch, in the highly sought-after Horizon West area, offers a lifestyle of comfort and recreation. Community amenities include a resort-inspired pool and cabana currently under construction, plus a splash pad, playground, and dog park. Showings must be scheduled in advance with the listing agent.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Adriana Pl Franzoi (407-924-0872)
14780 FIELD DAISY DR, WINTER GARDEN, FL 34787
$700,00033 Days on yellowkey MLS ID: O6391463
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2441 Built: 2026Monthly Fee: $229Community: Harvest At OvationSingle Family
Taxes:$0
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Under Construction. What's Special: Close to Amenities | North Facing Lot | Premium Location | Game Room. New Construction - August Completion! Built by America's Most Trusted Home Builder. Welcome to the Baldwin at 14780 Field Daisy Drive in Harvest at Ovation! Enter the charming oasis within this thoughtfully designed bungalow floor plan that offers 2,441 sq. ft. of inviting living space. Just past the foyer and formal dining room, the great room opens to the designer kitchen for an easy flow that is perfect for entertaining and relaxation. A first-floor bedroom with a full bath is in place of the flex room, creating a convenient option for guests or work-from-home needs. At the back of the home, the covered extended lanai provides a sunny space for outdoor revitalization. Upstairs, the exceptional primary suite features a dual-sink vanity and walk-in shower, with the laundry room and secondary bedrooms nearby. The spacious game room over the garage includes its own full bath and wet bar, creating an ideal space for casual gatherings. 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: game room over garage with full bath and wet bar, first floor bedroom with full bath in place of flex room, covered extended lanai, 8' interior doors throughout. Photos are for representative purposes only. MLS#O6391463
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
13007 HARVEST RAIN AVE, WINTER GARDEN, FL 34787
$750,00066 Days on yellowkey MLS ID: O6382183
1 Days Off yellowkey (back on 3/11/2026)
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 2837 Built: 2025Monthly Fee: $140Community: Harvest At OvationSingle Family
Remarks: Under Construction. What's Special: Gourmet Kitchen | Corner Lot | Flat Lot | Dedicated Study. New Construction - March Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Saint Clair at 13007 Harvest Rain Avenue in Harvest at Ovation! This beautifully designed home offers 2,837 square feet with four bedrooms and four-and-a-half baths, giving each bedroom its own private retreat. Step through the welcoming foyer, where two secondary bedrooms sit just off the entry. Continue into the open kitchen with a center island that overlooks the great room and flows easily to the large, covered lanai—perfect for everyday living and outdoor gatherings. Off the great room, a versatile study adds flexibility, while another tucked-away bedroom and bath create extra comfort for guests. The spacious primary bedroom features a deluxe bath with a large walk-in shower, dual vanities, a private water closet, and a generous walk-in closet. Thoughtful design touches throughout make this home both functional and beautifully appointed. 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: outdoor kitchen rough-in, gourmet kitchen with 42" upper cabinets, quartz countertops, and kitchen island knee wall cabinets. Photos are for representative purposes only. MLS#O6382183
14568 SPOTTED SANDPIPER BLVD, WINTER GARDEN, FL 34787
$599,90027 Days on yellowkey MLS ID: O6392928
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1997 Built: 2013Monthly Fee: $252 Tax: $7,581 (2025)Community: Summerlake Pd Ph 1ASingle Family
Taxes:$7,581
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Stunning Pool Home in Highly Sought-After Summerlake – Winter Garden Don’t miss this gorgeous one-story, 3-bedroom, 2-bath pool home located in the highly desirable Summerlake community of Winter Garden. Thoughtfully designed with both comfort and entertaining in mind, this home offers a bright, open floor plan featuring a super-wide hallway that flows seamlessly into the spacious living, dining, and kitchen areas—perfect for gatherings of any size. Step through the sliding glass doors to your private outdoor oasis, where a covered patio and screen-enclosed pool create the ultimate year-round retreat. The pool area is truly a showstopper, featuring a waterfall feature, LED lighting, surround-sound speaker system, and a natural gas connection for your BBQ—your very own backyard resort. The pool has also been upgraded with a variable-speed pump and a new salt cell within the last three years, along with solar heating for year-round enjoyment and efficiency. There is also a dedicated dog run, perfect for your four-legged family members. Inside, the chef-inspired kitchen is the heart of the home, showcasing stainless steel appliances including a natural gas range, granite countertops, a large center island with double sinks, breakfast bar seating, and 42” cabinets with elegant crown molding offering abundant storage. The kitchen appliances—including the stove, refrigerator, and dishwasher—have all been updated within the last two years. Stylish recessed LED lighting, drop-down fixtures, and in-ceiling speakers enhance the kitchen, dining, and living spaces for both ambiance and entertainment. The split-bedroom layout provides ideal privacy, with the spacious primary suite tucked away at the rear of the home, offering direct access to the pool deck. The suite features dual walk-in closets with custom organizers and a luxurious en-suite bath complete with dual sinks, granite countertops, a relaxing garden tub, and a glass-enclosed shower. Guest bedrooms are conveniently located at the front of the home. This home is loaded with upgrades and thoughtful features, including plantation shutters, an inside laundry room, pre-installed TV mounts, and a WiFi-enabled garage door system. The garage is equipped with stainless steel cabinetry, a built-in workbench, and overhead storage for added functionality. Major system updates provide peace of mind, including a newer HVAC system (approximately 3 years old) and a tankless water heater also installed within the last three years. Enjoy incredible energy efficiency with a fully paid-off solar electric system and solar pool heater—providing significant savings with no additional payments for the new owner. As part of the Summerlake community, residents enjoy resort-style amenities including a fitness center, pool with sundeck, playgrounds, basketball and tennis courts, scenic walking trails, and parks. HOA services include lawn and shrub care along with outdoor pest control, offering truly low-maintenance living. Ideally located just minutes from Hamlin Town Center, Winter Garden Village, and Disney, with convenient access to top dining, shopping, entertainment, and major roadways.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Jared Lippelgoos (863-224-0007)
1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787
$1,000,000189 Days on yellowkey MLS ID: O6346377
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3863 Built: 2017Monthly Fee: $180 Tax: $10,792 (2024)Community: TwinwatersSingle Family
Taxes:$10,792
Elementary School: Hamlin Elementary
High School: West Orange High
Remarks: Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly blends sophistication and comfort, offering over 3,600 square feet of beautifully designed living space. Step through the grand entryway to find soaring ceilings, expansive windows that fill the home with natural light, and designer finishes that exude contemporary luxury. The gourmet chef’s kitchen is a true showpiece—featuring 42” custom cabinetry, gleaming quartz countertops, a massive entertainment island, stainless steel appliances, and a walk-in pantry, perfect for culinary enthusiasts and family gatherings alike. The open-concept great room flows effortlessly into a spacious dining area and covered lanai, ideal for both indoor and outdoor entertaining. Upstairs, the luxurious primary suite offers a serene retreat with a spacious walk-in closets, a spa-inspired bathroom with a deep soaking tub, frameless glass shower, and dual vanities. A versatile loft provides additional space for a home theater, gym, or play area, while the first-floor guest suite ensures comfort and privacy for visitors. The private backyard invites you to create your own oasis—whether adding a pool, summer kitchen, or lush garden escape. Enjoy resort-style amenities including a community pool, playground, and picturesque walking trails, all surrounded by pristine lakes and lush landscaping. Twinwaters is ideally situated near Horizon West, top-rated schools, fine dining, boutique shopping, and major highways for an easy commute to downtown Orlando and world-famous attractions. This home truly embodies the ultimate blend of luxury, location, and lifestyle—a rare opportunity to live beautifully in one of Central Florida’s premier communities.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Jay Winston (407-497-1112)
1500 N FULLERS CROSS RD, WINTER GARDEN, FL 34787
$540,00026 Days on yellowkey MLS ID: G5110045
0 Days Off yellowkey (back on 3/29/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2416 Built: 2006 Tax: $3,315 (2025)Community: Magnolia WoodSingle Family
Taxes:$3,315
Remarks: Welcome to this beautifully constructed 3-bedroom, 2-bath home plus spacious office located in the desirable golf cart district of Winter Garden! Designed with both style and durability in mind, this home features an open-concept layout with elegant slate tile in the kitchen and baths, with warm wood flooring in the main living areas and bedrooms. Built to withstand Florida’s toughest weather, the home offers solid poured concrete exterior walls reinforced with rebar and a 50-year architectural shingle roof for long-term peace of mind. Enjoy modern comfort with a whole-house generator and in-wall pest control tubing system. The gourmet kitchen is perfect for entertaining, showcasing granite countertops, double ovens, and plenty of space for gathering. Step outside to a fully fenced backyard, ideal for pets, play, or relaxing evenings. Located just minutes from charming downtown shops, dining, and entertainment, this exceptional home blends quality construction, thoughtful upgrades, and prime location in one of Central Florida’s most sought-after communities.
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Jorge Coello (407-272-5960)
12595 GOLD HONEYSUCKLE ST #284, WINTER GARDEN, FL 34787
$859,99024 Days on yellowkey MLS ID: O6393961
0 Days Off yellowkey (back on 3/28/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3338 Built: 2026Monthly Fee: $96Community: Osprey RanchSingle Family
Tax Year: 2026
Remarks: .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
16461 OLIVE HILL DR, WINTER GARDEN, FL 34787
$588,90076 Days on yellowkey MLS ID: O6379181
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2008 Built: 2019Monthly Fee: $127 Tax: $7,241 (2024)Community: HawksmoorSingle Family
Taxes:$7,241
Remarks: Beautiful modern single-family home featuring 3 bedrooms and 2.5 bathrooms, thoughtfully designed for comfort and style. The open-concept kitchen showcases quartz countertops, a breakfast island, luxury backsplash, and tall gray cabinets, creating a sleek and functional space.The first floor offers elegant tile plank flooring, a versatile flex space ideal for a home office or study, a convenient half bath, and extra storage with a closet under the stairs.Enjoy outdoor living in the extended screened patio, perfect for BBQs and gatherings, plus additional green space with the option to add a fence for extra privacy. Spacious bedrooms throughout, with a bright and inviting primary suite.Amazing Winter Garden location on Avalon Rd, just minutes from Hamlin, Flamingo Crossings, theme parks, FL-429, Orange County National Golf Center, Clermont, Windermere, and top-rated schools.The community features clubhouse, resort-style pool, fitness center, splash area, trails, playground, dog park, and soccer field perfect for the whole family.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Lizandra Troisi Passos (321-337-9448)
11400 LOVERS LN, WINTER GARDEN, FL 34787
$1,250,000382 Days on yellowkey MLS ID: O6295587
1 Days Off yellowkey (back on 3/28/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2517 Built: 1999 Tax: $6,673 (2024)Community: Avalon EstatesSingle Family
Taxes:$6,673
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: Under contract-accepting backup offers. If you've ever dreamed of country living, but don't want to give up your conveniences, then welcome to your DREAM property in desirable Winter Garden! This spacious 2,571 sq ft custom home sits on 4.6 acres and includes a 3 stall horse barn with a tack room, as well as an additional 10x20 garage. The home has so much natural light and views out of every window. The kitchen has been recently updated and it's a showstopper! Relax in the sparkling pool and enormous outdoor entertainment space. Property like this is a rare find! Avalon Estates is located close to several shops and restaurants, the Florida turnpike, 429 and 408 expressways, 11 miles from Disney World, 12 miles from Universal Studios, and is an easy 23 miles from Orlando International Airport. Reserve a private viewing of this exceptional country home and begin building memories today. Pool built in 2023 with a state-of-the-art heating and cooling system.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Brad Bolton, Llc (407-797-8875)
10043 SEQUEL ALY, WINTER GARDEN, FL 34787
$570,00055 Days on yellowkey MLS ID: O6384246
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2502 Built: 2018Monthly Fee: $100 Tax: $8,237 (2024)Community: Storey Grove Ph 1B-2Single Family
Taxes:$8,237
Remarks: About 10 minutes to Disney. Corner lot facing open green space. Main floor primary suite with a second upstairs. Below market interest rate may be assumable for qualified buyers. Located in Storey Grove in the heart of Horizon West, this home is positioned for both convenience and day to day livability. You are about 5 minutes to Publix and 15 minutes to Hamlin Town Center for dining, shopping, and everything you need close to home. The lot and orientation are what set this home apart. Instead of looking into another backyard, you face open park space and green views, bringing in more natural light and a more open feel throughout the home. All carpet on the stairs and second floor has been replaced with wood look luxury vinyl flooring, crown molding has been added throughout, and the interior has been freshly repainted so there are no immediate projects waiting after closing. The layout is flexible and practical. Two primary suites, including one on the main level, create options for guests, multigenerational living, or a private office without sacrificing bedroom space. The main living and dining areas are open and functional, while the upstairs loft works well as a playroom, media space, or work from home area. The backyard is fully fenced with an in ground sprinkler system, giving you usable outdoor space that is easy to maintain. The rear facing garage with alley access keeps the curb appeal clean and includes an EV charger, while the corner lot allows for additional nearby parking for guests. Storey Grove offers a community pool, clubhouse with gym, parks, playgrounds, and miles of sidewalks, with green space directly across the street extending your everyday living area. Zoned for Water Spring Elementary, Water Spring Middle, and Horizon High School.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
650 SETTING SUN DR, WINTER GARDEN, FL 34787
$740,00032 Days on yellowkey MLS ID: O6390644
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 3605 Built: 2006Monthly Fee: $123 Tax: $9,067 (2025)Community: Black Lake Park Ph 01Single Family
Taxes:$9,067
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: 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)
1408 SPRING RIDGE DR, WINTER GARDEN, FL 34787
$459,00037 Days on yellowkey MLS ID: O6390610
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1614 Built: 1991Monthly Fee: $25 Tax: $1,722 (2025)Community: Crown Point SpgsSingle Family
Taxes:$1,722
Elementary School: Dillard Street Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bathroom single-story home in highly desirable Winter Garden, Florida! This light and bright residence features an inviting open floor-plan with soaring high ceilings that create a spacious and airy feel throughout. The cozy wood-burning fireplace serves as a beautiful focal point in the main living area—perfect for relaxing evenings at home. The property sits on a spacious corner lot with a fully fenced backyard, offering privacy and plenty of room for outdoor entertaining, pets, or play. A large storage shed (10x16) designed to match the home provides excellent space for tools, hobbies, or additional storage. Located within Winter Garden’s popular golf-cart district, you’ll enjoy easy access to the vibrant historic downtown area. Cruise over to the shops, restaurants, and the beloved weekly farmers market, or take part in the many community festivals and events that make Winter Garden such a special place to live. With its desirable location, open layout, and charming features, this home offers the perfect blend of comfort, convenience, and small-town charm. Call today as these opportunities tend to go fast!
Listing is courtesy of: SOUTHERN HERITAGE REALTY, INC (407-877-6928)
Listing Agent: Jim Kernohan (407-450-3861)
4624 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787
$619,90041 Days on yellowkey MLS ID: S5145370
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2459 Built: 2021Monthly Fee: $281 Tax: $8,150 (2024)Community: Enclave/HamlinSingle Family
Taxes:$8,150
Remarks: Welcome to this stunning and spacious 4-bedroom, 3.5-bathroom home with a private apartment above the garage, located in the desirable Enclave at Hamlin community in Winter Garden. This property features a modern open-concept layout with a dedicated office/den, perfect for working from home or study space. Enjoy a chef-inspired kitchen complete with quartz countertops, stainless steel appliances, and ample cabinet space. The ample living and dining areas flow seamlessly to the kitchen. All bedrooms and full bathrooms are conveniently located upstairs, while the half bathroom is located downstairs. Also the laundry room is conveniently located upstairs and features a laundry sink. The home also features a private apartment above the garage, complete with its own kitchen, bathroom, and laundry room—ideal for guests, extended family, or additional living space. The home includes a 2-car garage with additional driveway parking. The community offers great amenities such as a playground and a community pool, perfect for leisure and recreation. Located near restaurants, shops, grocery stores, and entertainment in the Hamlin area, this home offers both comfort and convenience. Schedule your visit today.
Listing is courtesy of: FLORIDA SPIRIT HOMES (407-396-4441)
Listing Agent: Gabriel Silva Andrada (321-666-0301)
4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787
$589,00086 Days on yellowkey MLS ID: O6370772
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2184 Built: 2021Monthly Fee: $136 Tax: $8,224 (2025)Community: Lakeview Preserve Ph 2Single Family
Taxes:$8,224
Remarks: A STUNNING, ENERGY-EFFICIENT HOME LOCATED IN ONE OF WINTER GARDEN’S MOST DESIRABLE GATED COMMUNITIES. Located at the highly desirable gated community of Lakeview Preserve, this 2021-built residence offers a rare combination of modern design, comfort, and quality of life in one of Central Florida’s fastest-growing and most appreciated areas. The home features 3 bedrooms and 2 bathrooms with a fully open and integrated floor plan that creates spacious, functional living areas filled with natural light, ideal for both everyday living and entertaining. A key highlight of this property is the installed solar panel system, providing meaningful energy savings, increased efficiency, and lower monthly utility costs, adding immediate value while aligning comfort with sustainability. Lakeview Preserve is a distinctive community surrounded by nature and thoughtfully designed to deliver leisure, security, and well-being. In addition to being a gated and well-maintained neighborhood, the community offers a full range of amenities, including a swimming pool, fitness center, clubhouse for various activities and events, a splash pad, lake access with designated kayaking areas, and inviting outdoor spaces that promote a relaxed and family-friendly atmosphere. The location is strategic, with convenient access to major roadways, highly rated schools, shopping, dining, and all that Winter Garden has to provide, making this property an excellent choice for both homeowners and investors seeking long-term value, strong demand, and consistent appreciation.
Listing Agent: Simone De Souza Nunes Silva (689-837-5076)
12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$609,90038 Days on yellowkey MLS ID: O6389532
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2420 Built: 2024Monthly Fee: $96 Tax: $2,162 (2024)Community: Osprey Ranch-Ph 1Single Family
Taxes:$2,162
Remarks: PRICE IMPROVEMENT! Welcome to 12566 Westhaven Oak Drive in the desireable Osprey Ranch community of Winter Garden. This beautifully designed 4-bedroom, 3-bath home offers the perfect blend of modern comfort and luxury finishes, featuring an open-concept layout ideal for everyday living and entertaining. The gourmet kitchen shines with quartz countertops, a spacious island and stylish cabinetry, flowing seamlessly into the main living and dining areas. A convient downstairs guest suite offers flexability for visitors or a home office, while the upstairs primary retreat provides a relaxing escape with a spa-like bathroom and generous walk-in closets. Residents of Osprey Ranch enjoy a welcoming community athomsphere with a scenic walking paths, convenient access to Horizon West's shopping, dining, top-rated schools and world class attractions. Experience luxury, comfort and the best of the Winter Garden lifestyle in this exceptional home. Call to schedule a private tour today!
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Kendra Wallace (407-457-7069)
2450 DAHLGREN WAY, WINTER GARDEN, FL 34787
$1,950,00048 Days on yellowkey MLS ID: TB8481106
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 4365 Built: 2007Monthly Fee: $225 Tax: $8,970 (2024)Community: Bronsons Lndgs F & MSingle Family
Taxes:$8,970
Remarks: Rare Gated Lakefront Retreat with Grandfathered Boat Access on Lake Luntz Discover resort-style living in this one-of-a-kind gated lakefront home in the heart of Winter Garden. Nestled on a quiet, tree-lined cul-de-sac, this 5-bedroom, 5-bathroom, 4,365 Sq Ft home offers a smart layout designed for both everyday living and entertaining. The first-floor bedroom and full bath are ideal for guests or multi-generational living, while upstairs includes a loft, media room, and three additional bedrooms, including one en-suite and a Jack-and-Jill setup. Enjoy endless lake views from the screened pool with grotto seating and waterfall, or entertain indoors in the Florida Grill/Bar room featuring a refrigerator, freezer, deep fryer, griddle, bar sink, dishwasher, and full pool/guest bath. The primary suite is a true retreat with double walk-in closets, spa-style bath, garden tub, walk-in shower, and dual water closets. Lake enthusiasts will love the boathouse, covered dock, and boat lift, complete with power and water, along with multiple watercraft options including a pontoon slip (~20’), jet ski slip for 2, power lifts, and additional space for non-powered boats. Additional bonus spaces include a garage under air with a separate gym/rec room. Outdoor living abounds with a beachfront-style area, wood-burning fireplace, granite bar-top seating, and spectacular sunset views. This is a rare opportunity to own the only home on Lake Luntz with grandfathered boat access, offering a private lakefront lifestyle you won’t find anywhere else.
Listing Agent: Keegan Siegfried (813-670-7226)
2131 TALL OAK DR, WINTER GARDEN, FL 34787
$890,00052 Days on yellowkey MLS ID: O6385247
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 3282 Built: 2000Monthly Fee: $92 Tax: $8,475 (2024)Community: Wintermere PointeSingle Family
Taxes:$8,475
Elementary School: Whispering Oak Elem
High School: Windermere High School
Remarks: Welcome to Wintermere Pointe, one of Winter Garden’s most established gated communities, and to a residence defined by scale, light, and thoughtful renovation. The home’s symmetrical facade and covered entry create a strong architectural presence, leading into a dramatic double-height foyer framed by expansive arched windows. Natural light reflects across Italian porcelain flooring, while a striking split-face stone accent wall extends vertically alongside the staircase, adding texture and depth to the open space. The fully renovated kitchen is both refined and functional, featuring waterfall quartz countertops, custom solid-wood cabinetry, marble designer backsplash, integrated wine storage, stainless steel appliances, under-cabinet lighting, and a contrasting island that anchors the room. The open layout connects seamlessly to the family room, where oversized windows overlook the fenced backyard and fill the space with natural light. Upstairs, luxury vinyl plank flooring replaces carpet entirely, creating continuity and durability throughout. According to public records, the home offers 5 bedrooms and 3 bathrooms, plus an additional bathroom added by the current owner. The primary suite combines comfort and modern elegance, offering tray ceilings, direct access to the backyard, and a spa-inspired bathroom finished with large-format marble-look tile, a walk-in shower, and a dedicated vanity area. A dedicated cinema room delivers a true theater experience, the perfect setting for movie nights and gatherings. It’s an exceptional feature for entertaining or quiet evenings at home. Situated on a .28-acre fenced lot with mature landscaping, the property includes a 3-car garage and an extended driveway accommodating up to six vehicles. Major improvements include the roof (2018), A/C unit (2025), and septic system (2020). Located minutes from SR-429 and Winter Garden Village, the home offers convenient access to shopping, dining, and everyday amenities while preserving the privacy of gated living.
Listing Agent: Ane Rodrigues (407-488-3480)
1226 PORTMOOR WAY, WINTER GARDEN, FL 34787
$650,00064 Days on yellowkey MLS ID: O6381941
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2856 Built: 2003Monthly Fee: $243 Tax: $7,279 (2024)Community: Stoneybrook West 44/134Single Family
Taxes:$7,279
Remarks: One or more photo(s) has been virtually staged. Welcome to 1226 Portmoor Road in the highly sought-after, manned-gated Golf community of Stoneybrook West! This stunning 5-bedroom, 3-bath golf-view home offers over 2,800 square feet of beautifully updated living space. Designed for both comfort and entertaining, the home features formal living and dining rooms, a spacious family room, and a desirable first-floor guest bedroom with a full bath. The chef’s kitchen shines with granite countertops, stainless steel appliances, and an extra refrigerator in the garage. Upstairs, enjoy new laminate flooring, generously sized bedrooms, and a luxurious primary suite with tray ceilings and a private balcony overlooking the course. Step outside to your upgraded screened lanai and low-maintenance turf backyard—perfect for relaxing or hosting gatherings. A NEW ROOF (2021), A NEW A/C (2022), and A NEW Water Heater (2023) add peace of mind. Residents enjoy a Jr. Olympic pool, fitness center, clubhouse, dock, tennis, basketball, playground, high-speed internet, cable, and discounted golf—all minutes from Winter Garden Village, major highways, hospitals, theme parks, and Orlando International Airport.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Shirley Botansky (407-704-0874)
344 ERON WAY #12, WINTER GARDEN, FL 34787
$159,000192 Days on yellowkey MLS ID: O6349452
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1987Monthly Fee: $425 Tax: $2,408 (2024)Community: Townhomes Winter GardenCondo
Taxes:$2,408
Remarks: MOTIVATED OWNER GIVING LASt CHANCE BEFORE RENTING IT OUT! RARE OPPORTUNITY TO MEET THE 1% MONTHLY INVESTOR RULE IN CENTRAL FLORIDA! This two bed, two bath villa home offers low maintenance living near downtown Winter Garden. Walk into an open concept living area with two large windows giving plenty of natural light. New floors throughout. The kitchen offers solid wood cabinets, granite, and stainless steel appliances. The primary bedroom offers two closets and an ensuite bathroom. A second bathroom is down the hall going to the second bedroom. Exterior Maintainance and landscaping offers low maintenance for this beautiful villa. The community offers a pool to relax in or take your laps. The family can enjoy the pool or the large community yard right outside your doorstep. Just a short distance to Plant Street where you can enjoy the farmer’s market, dining, shops, and access to West Orange Trail downtown has to offer. Just off major highways for commuting anywhere in the Orlando area (Hwy 50, Turnpike, 429, 408, 414). Everything else you could need is right along Colonial Drive. This property qualifies for low down payment programs for primary buyers or a great opportunity to add to your investment portfolio! Aggressively priced to sell, set up your showing for this quaint villa now!
Listing is courtesy of: MOFFATT (407-988-2991)
Listing Agent: Marcus Moffatt (304-290-4020)
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