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$500,000
3 Beds 2 Baths Lakes/Windermere-Peachtree SubDv. 34786 Zip Code
Your opportunity to own a beautiful home in the sought-after gated community of Lakes of Windermere! This charming home offers a spacious and welcoming open floor plan, with the kitchen and dining areas flowing seamlessly into the living room, all filled with excellent natural light. Additional features include a separate laundry room, a breakfast nook, a two-car garage, a fully fenced yard, and a screened-in solar-heated pool. Recent upgrades add peace of mind, including: New AC (2023), New Roof (2021), New Water Heater (2021), New Pool Pump (2024), and Fresh Exterior Paint (2022). The home is conveniently located just steps from the community playground and minutes from Disney, shopping, dining, top-rated schools, and major roadways. Don’t miss this wonderful opportunity!

8726 Greenbank Boulevard, Windermere

$495,000
3 Beds 3 Baths Windermere Trls Ph 3b SubDv. 34786 Zip Code
**$5,000 closing cost credit available*. Welcome to this beautifully maintained home in Windermere Trails. This home offers an open and inviting floor plan, featuring a combined living and dining area that flows seamlessly into the kitchen. Under-stair storage provides convenient space for seasonal décor and other household items. The kitchen includes builder-selected upgrades from the original construction, featuring granite countertops, a breakfast counter, premium cabinetry, stainless steel appliances, and a 2025 upgraded refrigerator, combining both style and functionality. Ceiling fans are installed throughout the home, and the property is equipped with a whole-house water softener and an upgraded washer and dryer. Carpeting is found on the stairs and throughout the second floor, while tile flooring covers the main level. The staircase is enhanced with elegant wrought iron railings, leading to the upper level that includes three bedrooms, two and a half bathrooms, and a versatile loft area perfect for a reading nook, home office, or play space. Immerse yourself in the enchantment of Walt Disney World Theme Parks, located only a few minutes away and watch the spectacular fireworks from the comfort of your own balcony. This corner lot provides privacy with a fully fenced yard, including a paved patio, green space, and a secure area for families and pets to play. Additional exterior features include gutters and a two-car garage with storage racks. Residents of Windermere Trails enjoy exceptional community amenities, including a pool, playground, dog park, fitness stations, walking trails, and covered pavilions. Ideally located near top-rated schools and minutes from shopping, dining, and entertainment, this home offers the perfect combination of comfort, functionality, and a desirable location. This prime location places you just minutes from major attractions and conveniences. Enjoy easy access to Tibet-Butler Nature Preserve, downtown Windermere’s charming shops and dining, top-rated schools, and multiple golf courses. The home is also a short drive from Walt Disney World, Universal Orlando, and Orlando’s famed entertainment and dining districts, making everyday living both relaxing and connected.

12142 Canyon Sun Trail, Windermere

$484,000
3 Beds 2 Baths Silver Woods Ph 03 SubDv. 34786 Zip Code
TIME TO SELL! HUGE PRICE REDUCTION! Don’t miss this Silver Woods jewel box in a super central location! Large corner lot on quiet cul-de-sac. Featuring a FANTASTIC 55x10 screened porch with custom summer kitchen - PERFECT for relaxing and entertaining. Sunny and bright great room plan with vaulted ceilings and hardwood floors is freshly painted and ready for your personal touches. Updated kitchen with granite counters, stainless steel appliances and breakfast bar open to living area. Split bedroom plan features large primary suite with privacy barn door to vanity area and large walk in closet. 2 generous additional bedrooms with updated hall bath and great closets. BRAND NEW A/C, Newer roof 2019! Low HOA with tennis courts and recreation area. Top schools, restaurants and shopping and entertainment within minutes! Close to Orlando’s theme parks and attractions. Move in ready!

4818 Breezy Palms Court, Windermere

$445,000
3 Beds 3 Baths Vineyards/Horizons West Ph 2b SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Ask about a lender provided RATE BUY-DOWN CREDIT on this home ~ Seller may consider buyer concessions if made in an offer ~ Welcome to effortless living in the heart of Windermere! This fantastic 3-bedroom, 2.5-bath townhome in the highly desirable Vineyards/Horizon West community offers modern upgrades, a bright and airy layout, and a prime location close to everything Central Florida is known for! From top A-RATED SCHOOLS to theme parks, shopping, dining, golf, and recreation, this address checks all the boxes for easy living. Step inside and you are greeted by high ceilings, nice natural light, and an OPEN CONCEPT living and dining space that feels instantly inviting. WOOD LOOK TILE FLOORS flow through the main level, pairing style with durability, while plush carpet adds comfort to the upstairs bedrooms. The front door features a glass inset that brings in even more light, setting the tone for the easy breezy feel of the home. At the heart of the main floor is the UPGRADED KITCHEN, beautifully designed with stone countertops, timeless cabinetry topped in crown molding, STAINLESS STEEL APPLIANCES, a complementary backsplash, pantry storage, and a large ISLAND with a breakfast bar – perfect for casual everyday meals or entertaining family and friends. A convenient half bath at the foyer and a laundry room just off the kitchen keep the main level functional and stress-free. Upstairs, the spacious PRIMARY SUITE offers a peaceful retreat with a WALK-IN CLOSET and a private en-suite bath. Bedrooms two and three share a second full bath, making the layout ideal for family, guests, or a home office. Outdoor living is just as enjoyable with your PRIVACY FENCED COURTYARD PATIO, perfect for morning coffee or relaxing at the end of a long day. The COVERED FRONT PORCH and a rear-facing 2-CAR GARAGE add charm and practicality, complemented by beautifully maintained landscaping and curb appeal throughout the community. With double-pane/insulated windows, low-maintenance townhome living, and a well-kept community atmosphere, this home offers the best of Windermere living with none of the hassle. All of this, just moments from Winter Garden Vineland Road, top attractions, and the best Horizon West has to offer. Call today to schedule a tour and fall in love with your new HOME SWEET HOME!

13752 Bressler Alley, Windermere

$459,000
3 Beds 3 Baths Ashlin Park Ph 2 SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to Ashlin Park and this fabulous 3-bedroom, 2.5-bath END UNIT townhome in the heart of Windermere, where stylish upgrades meet an unbeatable Central Florida location! Perfectly situated just off Winter Garden Vineland Road, this light, bright, MOVE-IN READY home places you minutes from world-class theme parks, top-tier golf, endless dining, and everyday conveniences. “A” RATED SCHOOLS and a beautifully maintained community only add to the appeal! Step inside to a functional and well-designed layout with high ceilings, LUXURY VINYL PLANK flooring on the main level, and abundant NATURAL LIGHT streaming through end-unit windows. The OPEN LIVING & DINING areas flow seamlessly into the modern kitchen, complete with a large ISLAND and breakfast bar, rich cabinetry, STAINLESS STEEL APPLIANCES, pendant and recessed lighting, ample cabinet storage, and a window over the sink. An additional counter and cabinet area near the back door makes the perfect drop zone, coffee bar, or extra prep space! Both the living room and the primary bedroom feature chic accent walls that elevate the modern aesthetic. Upstairs, you will find a generous PRIMARY SUITE with a WALK-IN CLOSET, large picture window, and a private en-suite bath. Bedrooms two and three share a well-appointed full guest bath, and the convenient second-floor laundry room keeps daily routines simple. A half bath on the main level is ideal for guests. Enjoy your own PRIVATE COURTYARD PATIO and rear-facing garage with alley entry, creating charming CURB APPEAL and easy access. The lifestyle perks continue with a COMMUNITY POOL, playground, and walking trails, plus Bentonshire Park just .8 miles away. Recent/ongoing community improvements include newly replaced double-pane windows (2025) and fresh exterior paint (2025), giving even more peace of mind. Beautifully landscaped, well maintained, and in one of Windermere’s most sought-after locations, this end-unit Ashlin Park townhome offers the new owner style, comfort, and convenience. Schedule your tour today and let us say WELCOME HOME!

11692 Water Run Alley, Windermere

$430,000
3 Beds 3 Baths Lake Burden South Ph I SubDv. 34786 Zip Code
Welcome to this impeccably maintained Windermere townhome that perfectly combines modern finishes, elegant design, and an unbeatable location. Step inside to a grand entryway that opens to a flexible space, ideal for a home office, reading nook, or even a fourth bedroom. The spacious kitchen features ample cabinetry, a generous island with seating, and a cozy built in dining area perfect for family meals or entertaining guests. The bright and inviting living room overlooks the private patio, creating a seamless indoor-outdoor flow, perfect for relaxing evenings or weekend gatherings. Upstairs, you’ll find the primary suite along with two spacious guest bedrooms, each offering comfort and style. The expansive patio is a true retreat, a great spot to unwind under the stars, enjoy morning coffee, or host friends for a casual get-together. With luxury vinyl flooring throughout (2020) and thoughtfully chosen modern details, this Windermere gem offers the perfect balance of sophistication and comfort. Don’t miss your chance to call this stunning townhome yours! Schedule your private showing today!

7411 Ripplepointe Way, Windermere

$2,950,000
3 Beds 4 Baths Isleworth SubDv. 34786 Zip Code
Nestled within the exclusive Gardens of Isleworth enclave within Isleworth Golf & Country Club, this exquisite residence exemplifies refined Florida living. Crafted by Pellegrini Homes with professionally designed interiors, the single-story home seamlessly blends architectural sophistication with inviting comfort. A brick paver motor court introduces the residence, where a gracious custom arched French entry door sets the tone for the elegance within. The formal foyer makes a lasting impression with its soaring octagonal ceiling accented in tongue-and-groove woodwork. Inside, the formal living room—currently styled as a music salon—showcases a faux-painted garden ceiling and a custom brick wine nook, adding artistic charm and warmth. Throughout the home, travertine floors and curated details complement a spacious open plan, lending to the home's exceptional design and craftsmanship. Framed by reclaimed rustic wood beams and sliding glass doors, the family room flows naturally to the courtyard pool, creating effortless indoor-outdoor living. The center-island kitchen serves as a culinary showcase with custom cabinetry and premium appliances by Viking, Sub-Zero, and GE Monogram, while the adjoining casual dining area offers views of the pool and lush surroundings. The thoughtfully designed layout includes three bedrooms, one of which is a private cabana suite opening directly to the pool—ideal for guests or quiet retreat. The primary suite features a large bedroom, dual closets and a beautifully finished bath. Beyond the courtyard, a patio with pergola overlooks serene pond views, providing yet another setting for relaxation and entertaining. Centered around its picturesque courtyard pool with fireplace, summer kitchen, and hot tub, this remarkable residence offers both privacy and elegance in perfect balance—an exceptional opportunity to live beautifully within one of Isleworth's most coveted enclaves.

4711 Joanna Garden Ct, Windermere

$485,000
3 Beds 2 Baths Edens Hammock SubDv. 34786 Zip Code
Beautiful 3-Bedroom Ranch in Sought-After Windermere neighborhood – Priced to Sell at $485,000! Welcome to this inviting 3-bedroom, 2-bathroom single-family ranch-style home featuring an attached 2-car garage and timeless curb appeal. Nestled in the highly desirable Horizons West community of Summerport / Eden's Hammock, this home offers both comfort and convenience in one of the area’s most vibrant neighborhoods. Large picture windows let the light in, while the covered front porch and French blue door creates a welcoming entryway. Bright and airy, with the in-demand white kitchen, this home shows well, and offers the convenience of living nearby a wealth of community amenities. Enjoy the community clubhouse, resort-style pool, tennis and basketball courts, playgrounds, a dog park, several lakes with fishing spots, and scenic bike paths. Just a short stroll or bike ride away, walk to local eateries including Foxtail Coffee shop and Kelly's Ice Cream. Enjoy top-rated schools — Keene’s Crossing Elementary and Bridgewater Middle, both a quick walk or bike ride away, and Windermere High School. The screened-in terrace includes a hot tub! Don’t miss this incredible opportunity to own a home in one of Central Florida’s most desirable locations. Schedule your private showing today!

14211 Bridgewater Crossings Boulevard, Windermere

$350,000
3 Beds 3 Baths Wickham Park 04 05 06 09 10 11 12 01 SubDv. 34786 Zip Code
Welcome to Wickham Park, one of Windermere’s most cherished communities, where manicured streets, friendly neighbors, and the glow of Disney’s nightly fireworks create a lifestyle that feels both peaceful and magical. Just five miles from the Magic Kingdom, this beautifully updated 3-bedroom, 2.5-bath townhome offers the perfect blend of modern comfort, timeless style, and resort-style amenities surrounded by the small-town warmth Windermere is loved for. Step inside and instantly feel at home in the open, light-filled layout that connects the living and dining areas—perfect for entertaining or relaxing after a long day. The kitchen features stainless-steel appliances, a double-basin sink, ample cabinetry, and a spacious pantry, creating a welcoming space for both casual meals and gatherings with friends. A convenient half bath is tucked off the main living area for guests. From the dining room, step out to your private fenced courtyard—an ideal spot for grilling, dining, or relaxing beneath the Florida stars. Beyond the courtyard, a detached two-car garage offers privacy and easy access through your own gated entry. Upstairs, the primary suite offers a serene retreat with a spacious walk-in closet, a large window filling the room with natural light, and a beautifully appointed en-suite bath featuring dual vanities. Two additional bedrooms, a full bath, and a conveniently located laundry room complete the upper level, blending comfort and functionality for family or guests. With fresh finishes, a thoughtful layout, and recent updates, including an HOA-replaced roof in 2024 and a new AC system in 2020, this home is truly move-in ready and designed for peace of mind. Life in Wickham Park offers more than just a beautiful home, it’s a sense of community. Residents enjoy a sparkling resort-style pool, clubhouse, and lush green spaces with gazebos and walking trails that encourage outdoor living. Evening walks often end with a view of Disney’s fireworks lighting up the sky, a nightly reminder of how close you are to the magic. Located minutes from top-rated schools, shopping, and dining, this home offers unbeatable convenience. Enjoy nearby favorites such as The Hangry Bison, Windermere Brewing Company, and Hawkers Asian Street Fare, or spend a day at Hamlin Town Center or Winter Garden Village exploring local shops, cafes, and entertainment. Outdoor lovers will appreciate R.D. Keene Park, Tibet-Butler Preserve, and Lake Butler for boating and nature trails, while golfers can tee off at Arnold Palmer’s Bay Hill Club & Lodge or Orange Tree Golf Club just minutes away. Everyday essentials are within easy reach, including Publix, The Fresh Market, and major retailers. Nearby healthcare includes AdventHealth Winter Garden and Orlando Health Horizon West, both just a short drive away. As evening falls, step outside and watch the fireworks dance across the horizon, a daily reminder of why Windermere is one of Central Florida’s most sought-after places to live. With an HOA of only $540 quarterly, upgraded interiors, and a location close to world-class attractions, dining, and recreation, this home embodies effortless Florida living. Come experience why Wickham Park isn’t just a neighborhood, it’s a lifestyle filled with connection, charm, and everyday enchantment.

7504 Bentonshire Avenue, Windermere

$619,000
3 Beds 3 Baths Windermere Trls Ph 3a SubDv. 34786 Zip Code
Welcome to Windermere Trails! This beautifully maintained single-owner, one-story pool home is ready to welcome its next owner. Step inside to discover a bright, open layout with a split floor plan that offers both comfort and functionality. The heart of the home centers around an open kitchen and family room combo with a cozy dining area to the side, perfect for both daily living and entertaining. The kitchen features a large island, ample cabinetry, and plenty of counter space to gather, cook, and create memories. This thoughtfully designed floor plan offers three spacious bedrooms, two full bathrooms, and one-half bath, including a primary suite with a massive walk-in closet you’ll fall in love with. A dedicated office provides the ideal space for working from home or managing family projects. Enjoy Florida living at its finest with both a covered front porch and a covered back porch overlooking your screen-enclosed pool and paver patio. The fenced backyard is surrounded by mature landscaping and fruit trees, creating a peaceful, private retreat perfect for entertaining or relaxing. Additional highlights include a paver driveway, a whole-home water filtration system, and meticulous single-owner upkeep that truly sets this home apart. Situated in the highly sought-after Windermere Trails community, this home offers the perfect balance of convenience and charm, just minutes from Walt Disney World, Publix, restaurants, and top-rated schools. Don’t miss this rare opportunity to own a move-in-ready pool home in one of Windermere’s most desirable neighborhoods.

8776 Crescendo Avenue, Windermere

$585,000
3 Beds 4 Baths Vineyards/Horizons West Ph 1b SubDv. 34786 Zip Code
**Corner-Lot Home Across from Park in The Vineyards of Horizon West** Perfectly positioned on a corner lot directly across from a peaceful green space, this bright and beautifully upgraded home is located in one of Horizon West’s most sought-after communities. With park views, walkable streets, and a true neighborhood feel, this home offers the ideal blend of comfort, style, and location. The welcoming front porch sets the tone before you even step inside. Once indoors, you’ll immediately notice the abundance of natural light, tall windows, and transom accents that create an open, airy feel throughout. A flexible room just off the foyer works perfectly as a home office, formal dining space, or cozy sitting area. At the heart of the home is the open-concept kitchen and family room—designed for both everyday living and entertaining. The kitchen features 42” cabinets with crown molding, stone countertops, a gas cooktop with vented hood, double built-in ovens, and a casual dinette. Sliding doors lead to the covered back patio, already piped for natural gas—making it easy to add a grill or future outdoor kitchen. Upstairs, a built-in office nook and spacious bonus loft provide extra flexibility for work, play, or media space. The corner primary suite is a private retreat with a walk-in closet and spa-inspired bathroom offering dual sinks, a soaking tub, and a separate shower. Two additional bedrooms complete the upper level—one with a private en-suite bath and the other with convenient access to a third full bathroom. Additional highlights include an energy-efficient Carrier 15-SEER HVAC system, natural gas water heater, and all kitchen and laundry appliances included. Fresh interior paint and a quick-closing option make this home truly move-in ready. Residents of The Vineyards enjoy a community pool, parks, and walking trails, along with easy access to top-rated Horizon West schools, Hamlin Town Center, shopping, dining, Disney, and major highways—close to everything, yet tucked into a peaceful setting. If you’re looking for a modern, welcoming home with park views and thoughtful upgrades in an exceptional community, this corner-lot opportunity is one you don’t want to miss.

6626 Bridgewater Village Road, Windermere

$506,000
3 Beds 3 Baths Windermere Trls Ph 3b SubDv. 34786 Zip Code
***The Veranda on Canyon Sun*** A day in the life — where sunlight, serenity, and thoughtful design meet.*** Morning begins on the wide, covered Craftsman-style front porch, where you can sip coffee and take in the park view across the green. A gentle breeze moves through the trees as joggers and dog walkers pass along the trail — a scene that captures the peaceful charm of Windermere Trails, one of Central Florida’s most sought-after communities known for its A-rated schools, lakefront parks, and small-town ease just minutes from the magic of Disney.*** Inside, this three-bedroom, two-and-a-half-bath home reveals an inviting open-concept design that balances comfort and style. The kitchen features black granite countertops, a large island and breakfast bar, newer stainless-steel dishwasher and range, and abundant cabinet storage. The adjoining casual dining area and gathering room create an effortless flow for everyday living, while the formal dining room adds a touch of classic elegance — perfect for dinner parties or special occasions.*** Natural light pours through the windows, illuminating the custom millwork, chair rail details, and designer Sherwin-Williams color palette. With tile flooring throughout the first floor and luxury vinyl plank upstairs, there’s not a bit of carpet — easy to maintain, beautiful to live on.*** Upstairs, the loft offers flexible space for movie nights, a reading nook, or a creative home office. Each bathroomincludes double-sink vanities and spacious layouts, while the powder room downstairs adds everyday convenience.*** Step outside to the screened-in back porch or the private faux-turf courtyard — a perfect spot for al fresco dining or weekend relaxation. Out front, the park becomes a natural extension of your living space — a place to toss a ball, unwind, or gather at dusk for a view of Disney’s nightly fireworks lighting the sky beyond the treetops.*** Beyond the front door, the community itself feels like an extension of home. Bay Lake Elementary is just a short walk away. The lakefront community pool and park are only steps from your door. A quick ride takes you to local shops, restaurants, and an authentic French bakery, all within a mile. For weekends, explore Windermere’s farmers markets, Butler Chain of Lakes, and nature preserves that wind through the area. And when adventure calls, Disney’s back entrance is just minutes away.*** Thoughtfully upgraded with whole-house solar, this home delivers sustainable comfort — with average electric bills around $50 per month — and the quiet peace of mind that comes with smart, modern living.*** At The Veranda on Canyon Sun, every day feels beautifully balanced: connected yet calm, elegant yet effortless. It’s more than a home — it’s a lifestyle illuminated by sunshine, smart design, and the serene spirit of Windermere.

12136 Canyon Sun Trail, Windermere

$317,000
3 Beds 2 Baths Lakeside/Lks/Windermere Ph 3 SubDv. 34786 Zip Code
Resort style living year-round in this lovely first-floor 3 bed, 2 bath condo in Lakeside at Lakes of Windermere. Luxury features are the hallmark of this community and this particular abode featuring NEW stunning primary bath remodel (2025) with rare walk-in subway tiled shower, NEW double-sink quartz topped vanity, and backlit fog-free mirror. Stepping into the foyer, enjoy open concept living at its best - offering a split bedroom layout, gleaming wood flooring, crown molding, charming dining room, and spacious living room with glass sliders to the screened porch. The big kitchen will delight your home chef with stainless steel appliances, solid wood cabinets, Silestone countertops, breakfast bar, and HUGE custom pantry big enough for your Costco runs. With room for your king-size bed, the primary suite, along with the NEW luxury bathroom, offers a walk-in closet with custom cabinetry, drawers, and space for all your shoes. Two good sized bedrooms share the updated full hall bathroom just off the kitchen and interior laundry closet (washer/dryer stay too). Monthly HOA fee includes daily valet trash service, water/sewer, and maintaining the building exterior and lovely landscaping. Parking is a breeze with 1 reserved, assigned spot (#55), and 1 open parking spot. Steps from your front door is the state-of-the-art fitness center, located in the clubhouse with on-site management, resort-style pool, and BBQ area with sand volleyball and tennis courts. Stroll the community walking paths around the tranquil pond with mature trees and beautifully maintained elegant landscaping. Zoned for top-rated schools and surrounded by million-dollar neighborhoods, Lakes of Windermere is near it all. Lakeside Village is just across the street and includes Publix, Starbucks, and plenty of restaurants and shopping; plus, you’re only 5 minutes away from Disney and quick access to highways 429, I-4, the Orlando International Airport, and ALL the major Orlando destinations and attractions.

8180 Boat Hook Loop Unit 106/306, Windermere

$384,900
3 Beds 3 Baths Lake Sawyer South Ph 03 SubDv. 34786 Zip Code
Walk On In and Call It Home! Welcome to this move in ready gem of a townhome in the sought-after Lake Sawyer South community in Windermere! This spacious home offers: 3 Bedrooms | 2.5 Bathrooms Over 1,600 Sq. Ft. of Living Space and a 2-Car Garage—big enough to store your boat! Fresh interior paint, Beautiful tile and wood flooring throughout. Located in the desirable Horizon West area of Orange County, you’ll be just minutes from Walt Disney World Resort, Downtown Windermere, the Chain of Lakes, parks, boat ramps, and top-rated schools. Lake Sawyer South offers a perfect blend of single-family homes and townhomes, creating a welcoming and vibrant community. Don't miss your chance to own this incredible home in one of Central Florida's most desirable areas. Schedule your private showing today before it's SOLD!

7711 Fairgrove Avenue, Windermere

$410,000
3 Beds 3 Baths Ashlin Park Ph 2 SubDv. 34786 Zip Code
SELLER OFFERS up to $3,000 toward buyer's closing costs. NEW exterior paint completed by HOA. NEW INTERIOR PAINT and NEW REFRIGERATOR, DISHWASHER AND MICROWAVE - all ready to go. Welcome to 11818 Water Run Alley, a stunningly renovated residence located in the highly desirable community of Ashlin Park in Windermere. This move-in-ready  townhome  combines modern updates with timeless charm, offering an ideal setting for comfortable Florida living. Three bedrooms , two and half  bathrooms, gorgeous courtyard and 2 car garage. The home features brand-new appliances, updated finishes, and thoughtful renovations that enhance both style and functionality. Bright, open living spaces create a warm and inviting atmosphere, perfect for everyday living and entertaining alike. Nestled in Ashlin Park, residents enjoy a picturesque neighborhood with walking trails, parks, playgrounds, and easy access to top-rated schools. Conveniently located near shopping, dining, major highways, and all that Windermere and the greater Orlando area have for you. Whether you’re looking for a primary residence or a smart investment, this beautifully updated home delivers location, quality, and lifestyle in one of Windermere’s most sought-after communities. Windermere features high-quality public schools, including Windermere High School, recognized among the top high schools in Florida for college preparation and academic performance; Windermere Elementary and Keenes Crossing Elementary, praised for strong math and reading scores; as well as other highly rated schools such as Sunset Park Elementary, Bay Lake Elementary, and Horizon West Middle School. Schedule your private showing today and experience the charm of Ashlin Park living. Property includes a 6-month American Home Shield Home Warranty (Gold Plan), which covers the air conditioning system and other major home systems. Park at garage apron or ample visitor parking available near the park area on Ashley Park and Serenity Bend. Residents enjoy a private clubhouse with pool, well-maintained green areas, and pet-friendly walking paths with pet waste stations. Excellent Windermere location, close to shopping, dining, top-rated schools, and major access roads. A perfect opportunity to live or invest in one of Central Florida’s most sought-after communities!

11818 Water Run Alley, Windermere

$390,000
3 Beds 3 Baths Ashlin Park Ph 2 SubDv. 34786 Zip Code
This property is a beautifully maintained 3-bedroom, 2.5-bath townhouse located in the desirable Ashlin Park community of Windermere. Built in 2017, this home features an open-concept layout filled with natural light, a modern kitchen with quartz countertops, stainless steel appliances, and espresso cabinetry. The spacious primary suite offers a walk-in closet and an elegant ensuite bath. Enjoy a private interior patio between the main home and the detached two-car garage with epoxy flooring, perfect for relaxing or entertaining. Residents benefit from community amenities including a pool, clubhouse, playground, and walking trails. Conveniently situated near top-rated schools, shopping, dining, and major highways, this property combines modern comfort with an unbeatable location in the heart of Windermere.

11636 Water Run Alley, Windermere

$325,000
3 Beds 2 Baths Lakeside/Lks/Windermere Ph 9 SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Step into this beautifully maintained Second Corner unit -floor unit in the sought-after Lakeside at Lakes of Windermere community. Ideally located Directly across from the community pool and clubhouse. Offering 1,442 square feet, this 3-bedroom, 2-bathroom home is designed for effortless Florida living—with timeless details and upscale finishes throughout. The spacious kitchen features granite countertops, ample cabinetry, and a custom walk-in pantry, while the open-concept layout seamlessly connects the living and dining areas. Relax on your screened-in patio or enjoy the serenity of your freshly renovated condo. Your primary suite offers a private retreat with dual vanities, separate shower, and a custom walk-in closet. Two additional bedrooms are filled with natural light, ideal for guests or a home office. Includes appliances, new Laundry Machines (2025), new AC Handler (2025), new dishwasher (2025), new refrigerator (2025), New Range (2025), New Microwave (2025), New Water Heater (2025), 2 parking spaces (1 assigned + One Parking Pass), and valet trash. HOA covers water, sewer, security, and amenities. Convenient Windermere location near Disney and Winter Garden Village and Lakeside Village Center. One of two Sellers is a licensed real estate agent.

11564 Mizzon Drive Unit 210/913, Windermere

$352,155
3 Beds 3 Baths Oasis Cove I/Lakeside Village Ph 01 SubDv. 34786 Zip Code
Elegant 3-Bedroom Townhome in Gated Windermere Community — Minutes from Disney World Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhouse nestled in one of Windermere’s most sought-after gated communities. Boasting a spacious open layout and thoughtful upgrades throughout, this home perfectly blends style, comfort, and convenience. The primary suite is conveniently located downstairs, offering privacy and ease of access, while the upstairs bonus room and flex space provide the ideal setup for a home office, media room, or guest retreat. The gourmet kitchen is a chef’s dream, featuring modern appliances, ample counter space, and elegant finishes — perfect for cooking and entertaining. Relax on the screened porch, a peaceful retreat to enjoy morning coffee or evening breezes. Recent updates include a newer roof and air conditioning system, adding extra peace of mind. Residents enjoy access to exceptional community amenities, including a resort-style pool, clubhouse, and well-maintained grounds — all within a secure gated neighborhood. Located just 5 minutes from Walt Disney World, this home offers unmatched convenience to world-class attractions, shopping, dining, and top-rated schools.

14008 Luminous Lane Unit 802, Windermere

$3,550,000
3 Beds 5 Baths Isleworth SubDv. 34786 Zip Code
Experience the art of fine living in this exquisite one-story Modern Mediterranean garden villa, offered fully furnished with a curated designer furniture package. Every detail has been thoughtfully crafted, blending timeless architecture with refined finishes and effortless comfort. Inside, travertine floors, wood-beamed ceilings, and solid wood doors set a warm, sophisticated tone. Custom cabinetry, designer window treatments, and rich textures throughout create a sense of understated luxury. The double island kitchen is a culinary masterpiece, featuring Quartzite countertops, a marble mosaic backsplash, gourmet appliances, a gas stove, wet bar, and butler’s pantry—perfect for both intimate dining and grand entertaining. A cast stone fireplace anchors the elegant living room, while the expansive family room opens through panoramic sliding doors to a covered lanai, creating a seamless indoor-outdoor experience. The primary suite is a sanctuary of indulgence, complete with a morning bar, private sitting area, spa-inspired bath, and generous walk-in closet. A wood-floored study with custom built-ins provides a refined space for work or reflection. Outdoors, the resort-style setting is framed by lush tropical landscaping and tranquil pond views. The spacious lanai features a summer kitchen and pool bath overlooking a heated saltwater pool and spa—your private oasis for relaxation and entertaining. A three-car garage completes this extraordinary residence, where every element has been designed for the most discerning homeowner. Isleworth is surrounded by the Butler Chain of Lakes and known for its manicured gardens, timeless architecture, and unparalleled privacy. This exclusive guard-gated community offers 24-hour security and the opportunity to join the Isleworth Golf & Country Club featuring world-class golf, tennis, resort-style pool, fitness, dining, and social events. Garden Villas include exterior grounds maintenance for effortless living.

9310 Isleworth Gardens Drive, Windermere

$370,000
3 Beds 3 Baths Lake Burden South Ph I SubDv. 34786 Zip Code
Welcome to 7407 Ripplepointe Way – Windermere’s Best Townhome Value! Price just improved and the seller is motivated — offering a $10,000 credit to help with closing costs, buying down your rate, or even refreshing the home with new paint or carpet! Tucked away in the highly sought-after Lake Burden community, this charming townhome is ready for its next chapter. Featuring a beautifully designed layout, comfortable living spaces, and modern touches, it’s the most aggressively priced townhome in all of Windermere — making it an incredible opportunity you don’t want to miss. Highlights: A/C handler replaced in 2019 3D Virtual Tour available — see it for yourself under “Virtual Tour” in the media section Access to fantastic community amenities: clubhouse, pool, tennis courts, children’s playground, and a scenic pier overlooking Lake Burden for peaceful walks or fishing afternoons Prime location — just minutes to shopping, dining, Publix, and everything Windermere has to offer This home captures the true essence of Windermere living — charm, community, and convenience all in one. Don’t miss this opportunity to make 7407 Ripplepointe Way your next home and start your next chapter today!

7407 Ripplepointe Way, Windermere

$380,000
3 Beds 3 Baths Summerport Ph 04 C E F & G SubDv. 34786 Zip Code
Beautifully Maintained 3-Bedroom Townhome in Sought-After Summerport! Don’t miss this spacious and move-in ready townhouse located in the heart of Summerport, one of the area’s most desirable communities. This light-filled home features 3 bedrooms, 2.5 bathrooms, and an open floor plan perfect for modern living. The primary suite is conveniently located on the first floor and includes a spacious en-suite bathroom—ideal for comfort and privacy. The large kitchen boasts elegant quartz countertops, ample cabinet space, and flows seamlessly into the dining and living areas, creating a welcoming space for entertaining. Upstairs, you'll find two generously sized bedrooms, a full bathroom, and a laundry closet for added convenience. Recent updates include new flooring throughout, a brand new A/C system (2025), and a roof replacement in 2018—with future roof replacements handled by the HOA every 10 years. Located close to top-rated schools, parks, shopping, and dining, this townhome offers the perfect blend of location, comfort, and low-maintenance living. The community features a pool, tennis courts, a dog park, pickle ball, fitness center and more. Be sure to click on the virtual tour links. Schedule a showing now!

5219 Keenes Pheasant Drive, Windermere

$850,000
3 Beds 2 Baths Windermere Town SubDv. 34786 Zip Code
Welcome Home to this beautiful ONE STORY Pool Home in Downtown Windermere! Don't miss this RARE OPPORTUNITY to live among Majestic Oaks with a small town Lifestyle. The setting is “Old Florida” at it's best. Situated on a large corner lot near the Lake Butler Chain of Lakes Private Boat Ramp. The split plan layout provides privacy. The center point of the home is a spacious living room, vaulted ceilings, wood floors and fireplace offering a warm style. The enclosed Sunroom opens to a screened lanai, pool and fenced backyard. Whether you enjoy boating on the spring fed lakes, playing tennis or pickle ball, or simply browsing the weekly Farmer's Market, Windermere has it all! The town is known for it's golf cart friendly community and monthly food trucks.

720 Main Street, Windermere

$435,000
3 Beds 3 Baths Legado SubDv. 34786 Zip Code
Price adjustment! Move in ready! Freshly painted last year in “North Star” inside, and luxury vinyl plank flooring (no carpets) in this end townhouse just minutes away from theme parks and great shopping at Legado community in Windermere. 3 spacious bedrooms, and 2.5 bathrooms combine with generous living space in this 2-story townhome. Designed for entertaining, the "Minneola" features a large gathering room bathed in natural light and complimented by an inviting dining space and sizeable kitchen together with 42” cabinets and Stainless Steel appliances. Massive walk-in closets, vaulted ceilings, and private access to this floorplan's covered balcony makes the primary suite the perfect oasis to relax in. Community features a pool, cabana, “tot lot” playground which are just steps away from the front door, and walking trails for your family’s enjoyment. This is a “must see” home and will not be on the market long. Ask your agent to show you this beauty today, before it’s gone!

8937 Matriarca Alley, Windermere

$3,800,000
3 Beds 4 Baths Isleworth SubDv. 34786 Zip Code
Under contract-accepting backup offers. Stunning golf and lake views and beautifully updated grounds are hallmarks of this elegant Isleworth estate. Nestled along the front nine overlooking Isleworth’s 2nd fairway and beautiful Lake Chase, this two-story home spans more than 4,800 square feet and features modern finishes throughout. Beautiful porcelain tile travels throughout the main level from the spacious living room with an oversized modern built-in featuring slate stonework and lit shelves. The spacious master suite features a large sitting area and an en-suite bathroom with dual vanities, a walk-in closet, modern soaking tub and separate walk-in shower. Completing the main level are the home office, formal dining room, elegant powder bath and center-island kitchen with casual dining area. Two additional bedrooms with balcony access are on the upper level. Step outside and discover a newly reimagined outdoor living experience. The expansive pool deck has been fully updated with sleek new pavers, while fresh turf and lush landscaping create a vibrant backdrop for relaxation and entertaining. A striking glass wall encases the pool area, maximizing panoramic views of both the golf course and the lake. The outdoor kitchen has been thoughtfully upgraded with new granite, a built-in grill, pizza oven, sink, and designer lighting—seamlessly blending function with style. Enjoy evenings around the modern fire pit, take a dip in the resurfaced pool with its brand-new heater, or unwind in the extended backyard, which offers an additional 15 feet added to one side of the property. Every detail of this outdoor transformation has been designed to enhance both beauty and livability, making this property the perfect retreat for year-round enjoyment.

9648 Mccormick Place, Windermere

$560,000
3 Beds 2 Baths Lakes/Windermere-Peachtree SubDv. 34786 Zip Code
***Charming Windermere Home in Lakes of Windermere – Peachtree! *** Welcome to this beautifully maintained 3-bedroom, 2-bath single-story home located on a quiet cul-de-sac in the desirable Lakes of Windermere – Peachtree community, behind the famous Walt Disney World Magic Kingdom! This home combines comfort, convenience, and style in one of Central Florida’s most sought-after locations. Step inside to find a bright and open floor plan with a spacious great room, dining area, and a well-appointed kitchen featuring ample cabinetry and counter space and kitchen eat in nook. The primary suite includes a walk-in closet and an en-suite bath, while two additional bedrooms and a full bath provide plenty of room for family or guests. Outside, enjoy a large screened in patio perfect for relaxing or entertaining. The home also features a finished garage, new roof, recent exterior painting, storage racks in the garage, central heating & cooling, and fresh curb appeal. Located just minutes from Disney, shopping, dining, top-rated schools, and major highways, this property offers the ideal balance of convenience and community living. The HOA includes access to neighborhood amenities and ensures a well-kept environment. Don’t miss the opportunity to make this charming Windermere home yours!

13430 Hopkinton Court, Windermere

$470,000
3 Beds 2 Baths Preston Square SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. *** Multiple offers received, deadline for highest and best is Monday 10/13/2025 @ 6pm *** Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the highly sought-after Preston Square community of Windermere. This single-story residence offers 1,609 sq. ft. of open living space and fresh updates throughout. The heart of the home is the kitchen with granite countertops, stainless steel appliances (including a 2024 dishwasher), ample cabinet storage, and breakfast bar, which seamlessly connects to the dining space and great room. Fresh interior paint, new carpet, and updated landscaping add a move-in ready appeal. The private primary suite features a tray ceiling, walk-in closet, dual vanities, soaking tub, and separate shower. Two additional bedrooms and a full bath are tucked away on the opposite side of the home, perfect for guests, family, or office use. Major updates bring peace of mind, including a new roof (2025), A/C (2024), water heater (2024), exterior paint (2024), interior paint (Sep 2025) and new carpets (Sep 2025). Enjoy Florida living with a covered front porch, rear-entry garage, fenced yard, and paver patio. Preston Square offers resort-style amenities including a pool, playground, and basketball court. Conveniently located near top-rated schools, shopping, dining, and major highways, this home is the perfect blend of comfort, convenience, and style.

6864 Helmsley Circle, Windermere

$480,000
3 Beds 3 Baths Windermere Trails SubDv. 34786 Zip Code
This move-in ready home is situated on a premium corner lot in the desirable Windermere Trails community. With a 2-car garage accessible from the back, a lovely tree-lined sidewalk leads to your front oversized porch, perfect for relaxing with your morning coffee. TOUR THE HOUSE WITH THE VIRTUAL TOUR AND VIDEO WALK THROUGH LINKS. As you step inside, the open-concept living room, dining space, and kitchen flow seamlessly over beautiful tiled floors. The family cook will love preparing meals among the granite countertops, stainless steel appliances, and extended height 42-inch cabinets, while always feeling part of the action in the adjacent living room. Downstairs you’ll also find a powder room in a private hallway that leads to your spacious garage. At the top of the staircase, a loft area makes the perfect space for a 2nd living room, in-home office, playroom, or gym. Retreat to the primary suite, which is generous in space and features and en suite bathroom with double vanities, a large walk-in closet, and tiled shower. Gorgeous luxury vinyl floors flow throughout the upstairs where you’ll also find two additional bedrooms, a convenient laundry room (washer and dryer included), and a full bathroom. Other features of this house include a new roof (2025), crown molding, double-paned windows, exterior was freshly painted earlier this year, AND you have views of the Magic Kingdom fireworks from upstairs. Residents of Windermere Trails enjoy fantastic community amenities with the low HOA fee, including a dog park, resort-style pool, playground, and plenty of scenic walking trails. Plus, this neighborhood has something hard to find in Central Florida---walking proximity to Publix, the bank, the gym, restaurants, and shopping at the adjacent Lakeside Village Center. This location can’t be beat! With a neighborhood school close by, and just 7 minutes to Disney’s Magic Kingdom, don't miss your chance to call this beautiful house your home!

10600 Reams Road, Windermere