Refine Search
Sort by
$393,000
3 Beds 3 Baths Lake Sawyer South Ph 03 SubDv. 34786 Zip Code
Welcome to 7712 Moser Avenue, a beautifully appointed and meticulously maintained three-bedroom, 2.5-bath townhome with a spacious two-car garage, located in the desirable Lake Sawyer community. NEW HOT WATER HEATER OCT 2025, NEWER HVAC AND CONDENSOR AUG 2024, NEW DECORATIVE WOOD TRIMMED MIRRORS IN PRIMARY BATH AND GUEST BATH, NEW OFFICE AND GUEST ROOM FANS. NEW UPDATED FAMILY ROOM TRACK LIGHTING. NEW KITCHEN FAUCET, NEWER MICROWAVE. Upon entering, you are greeted by a large family room featuring NEWLY INSTALLED WALL PANELING, adding a modern, stylish twist that makes the perfect space for entertaining guests or enjoying time with family. The open-concept kitchen is a standout feature, offering stainless steel appliances, granite countertops, white cabinetry, NEW RECESSED LED LIGHING, tile backsplash, and a large walk-in pantry. The kitchen island with bar seating comfortably fits three to four barstools and provides the perfect spot to enjoy your morning coffee while overlooking the PRIVATE brick paver patio. Spacious dining area with overhead Edison lighting. The first floor also includes a separate walk-in laundry room and a convenient half bath. Beautiful gray laminate flooring flows throughout most of the downstairs and continues upstairs—including the staircase—creating a clean, modern look. Upstairs, you’ll find the spacious primary bedroom with a walk-in closet and en-suite bath featuring a NEW GLASS SHOWER INCLOSURE, NEW UPGRADED LIGHITNG, NEW FAUCETS and a separate toilet area. Two additional bedrooms share a full bathroom including a tile shower with soaking tub and offering plenty of space for family or guests. This townhome is in Lake Sawyer South, a community known for its resort-style amenities, including a pool, cabana, walking trails, scenic ponds, basketball, tennis courts, playground and beautifully maintained common areas. Conveniently located near great restaurants and shopping, and just minutes from Disney Springs, Walt Disney World, nightly Magic kingdom Fireworks, Universal Orlando, major highways, Winter Garden Village, and top-rated schools. The HOA covers lawn care, roof maintenance, landscaping, and exterior paint, making this home truly low-maintenance living. For additional peace of mind, the townhome is equipped with an alarm system. Come see this fantastic townhome before its gone! Furniture is negotiable.

7712 Moser Avenue, Windermere

$420,000
3 Beds 3 Baths Lake Burden South Ph 2 SubDv. 34786 Zip Code
Welcome to your dream townhome in the heart of Windermere! This beautifully maintained, furnished former model home offers 3 spacious bedrooms, 2.5 bathrooms, and a versatile loft space, all thoughtfully designed to combine comfort, style, and functionality. Located in the highly sought-after Lake Burden community, this turnkey residence features a bright, open-concept floor plan that flows seamlessly with a well-appointed kitchen with granite countertops and backsplash, and a walk-in pantry. French doors open to your own private paved garden courtyard, an ideal spot for morning coffee, weekend gatherings, or evening relaxation. The courtyard also provides direct access to a two-car garage via a tranquil rear alley. The first floor includes a spacious primary suite filled with natural light, a walk-in closet, and a bathroom with double sinks and a large glass-enclosed shower. The 1st floor also has a convenient half bath and a laundry room with a full-size washer and dryer. Upstairs, you’ll find two additional bedrooms, a full bathroom, and a large loft area that’s perfect for a second living room, playroom, and/or home office. Step outside to enjoy tranquil walks around the pond or watch Disney’s nightly fireworks light up the sky. The Lake Burden community offers resort-style amenities, including a sparkling pool, tennis courts, a clubhouse, a playground, a fishing pier, walking trails, and beautifully maintained green spaces. The community park and fishing dock are just a short stroll away. Located just off Winter Garden Vineland Road (SR-535), this home offers unmatched convenience to top-rated schools, Publix, premier shopping, dining, golf courses, and world-renowned attractions like Disney and SeaWorld. Don’t miss this exceptional opportunity to own a fully furnished, move-in-ready home in one of Central Florida’s most desirable communities—schedule your private showing today!

11209 Grander Drive, Windermere

$6,000,000
7 Beds 7 Baths Isleworth SubDv. 34786 Zip Code
Newly renovated, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence. Spanning approximately 8,000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the fireplace and wine cellar anchor the living spaces with understated elegance. Every room feels deliberate, refined, and composed. The kitchen is a statement of both form and performance; finished with Taj Mahal quartzite countertops, a 60-inch Wolf gas cooktop, Dacor refrigerator and freezer, two warming drawers, a steam oven, and a discreet hidden pantry designed for seamless entertaining. Dual dishwashers and two laundry areas support effortless daily living behind the scenes. Designed for both privacy and flexibility, the home features six bedrooms, a dedicated office, a bonus room with a closet suitable as an additional bedroom, and an elevator for ease across levels. Bathrooms are equally considered, with five full and 2 half baths, all executed with a calm, modern sensibility. Outdoors, the residence enjoys full privacy and tranquil pond views, complemented by a gas-heated pool and jacuzzi, and summer kitchen; a serene backdrop for both quiet mornings and refined gatherings. Mechanically, the home has been comprehensively updated with four new A/C units (2025), two tankless water heaters, and recently replaced garage doors and motors, ensuring modern efficiency beneath the elegance. It is a residence restored with intention, where discretion, craftsmanship, and comfort converge. Private showings are easily accommodated, including same-day requests. Some photos (4 rooms on the second floor) have been virtually staged.

9725 Chestnut Ridge Drive, Windermere

$705,000
4 Beds 4 Baths Providence Ph 02 SubDv. 34786 Zip Code
Welcome to this beautifully maintained four-bedroom, four-bath home in the desirable Providence Community, in the top-rated Windermere school district. Bright, open living spaces feature 10-foot ceilings, elegant architectural details, and a thoughtful split multigenerational floor plan for everyday living and entertaining. The spacious owner’s suite offers patio access and a spa-inspired bath, while the gourmet kitchen shines with granite countertops, stainless steel appliances, solid wood cabinetry and a breakfast bar that opens to the family room. Enjoy relaxing evenings on the enclosed paver patio and oversized lot. Additional highlights include a three-car garage, new five-ton HVAC, transferable leased solar system, no credit check and no financing, just thousands saved on energy bills! The Providence community includes a swimming pool, playground, and multiple green spaces for strolling and outdoor enjoyment. Providence subdivision is zoned for some of Orange County’s desirable schools which include Windermere Elementary, Bridgewater Middle and Windermere High School. This home is also ideally situated with immediate proximity to Windermere Prep and only minutes from downtown Windermere, downtown Winter Garden, Walt Disney World and other world-famous attractions of Orlando. Near Highway 535, shopping, dining and major highways, plus community amenities including a pool doors away, recreational trails and playground. Look no further and experience an elevated lifestyle!

13649 Zori Lane, Windermere

$960,000
5 Beds 3 Baths Reserve At Belmere Ph 03 51 01 SubDv. 34786 Zip Code
**Experience luxury living in this beautifully renovated and freshly painted 5-bedroom, 3-bathroom home, featuring engineered hardwood flooring throughout and a spectacular private pool. Located in the highly desirable, 24-hour guard-gated Reserve at Belmere community in Windermere, this fully renovated home with modern upgrades offers a formal living room, formal dining room, and a spacious family room—perfect for both entertaining and everyday living. The gourmet kitchen is a true highlight, showcasing tall custom cabinetry, stainless steel appliances, a double oven, natural gas cooking, and a spacious center island with quartz countertops, providing ample cabinet space ideal for meal prep and hosting. Residents of The Reserve at Belmere enjoy access to top-tier amenities just a short walk away, including a lakefront park and pier on Lake Whitney, a playground, a fitness center, tennis courts, a basketball court, and sand volleyball. Conveniently located near Winter Garden Village, shopping, dining, and major highways including SR 50, SR 429, and the Florida Turnpike, this home offers the perfect blend of comfort, community, and convenience.**

11550 Delwick Drive, Windermere

$649,900
4 Beds 3 Baths Eden Isle SubDv. 34786 Zip Code
Beautifully updated one-story home in Eden Isle, a cozy lakefront community with a private boat ramp in Windermere! This 4-bedroom, 3-bath property boasts a brand-new roof, fresh interior paint, and new carpet in all bedrooms. The open layout offers spacious living areas, while the split-bedroom design provides ample privacy for all, and a versatile layout suitable for life’s everchanging needs. Enjoy an oversized backyard and a large rear covered lanai that is perfect for outdoor entertainment or relaxing in the shade. The home includes a 2-car garage plus an additional 1-car garage, both attached, providing ample storage and parking. Located in a sought-after gated community with a playground and private boat ramp to Lake Spear, this home is ready for its next chapter. Proximity to shopping, dining, top-rated schools, and numerous entertainment options place modern conveniences at your fingertips. Move-in ready with room to personalize. Schedule your private showing today.

6368 Sedona Leaf Court, Windermere

$1,400,000
5 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Fully updated to a high standard, this 5 bed 4 bath pool home is nestled within Windermere's highly sought after Keene's Pointe golfing community, gated with 24hr guard. Beautifully upgraded, including: NEW IN 2024 - Water Heaters and Exterior paint. NEW IN 2025 - Roof - Interior paint - Fully upgraded bathrooms - Fully upgraded kitchen with quartz countertops, large pantry closet and Frigidaire Gallery appliances - Exterior and interior lighting - Built in cabinetry in family room - Luxury vinyl plank flooring throughout home - Pool heater - Door furniture - 6" baseboards. Newer AC, fully serviced in 2025. Spacious, light and open floor plan with french doors leading onto the large covered lanai overlooking the full fenced pool and spa, pretty garden and summer kitchen with NEW grill, sink and refrigerator - the perfect entertainment area! Golf cart friendly Keene's Pointe is an active social community built around the famous Jack Nicholas, Golden Bear private golf course where golf and/or social membership is available. The social clubhouse has a restaurant, bar, private function rooms, fitness center, pool, tennis, pickle ball courts and organizes regular social events for the community, including the popular Thanksgiving Turkey Trot! Gorgeous walks within the community, including two boardwalks onto the famous Butler Chain of Lakes. The community also features two boat launches and four playgrounds. Keene's Pointe is conveniently located close to major highways, stores, restaurants and all the Orlando attractions. Just a short drive from historic Windermere Town with its weekly farmers market and monthly food trucks. Located in a great school district! Don't miss this opportunity to live the exclusive Florida lifestyle in this fabulous move in ready home!

11474 Claymont Circle, Windermere

$2,170,000
6 Beds 6 Baths Windermere SubDv. 34786 Zip Code
Seller says bring all offers! Come experience the character and charm of Historic Olde Windermere in a home that simply cannot be duplicated. Thoughtfully custom-built, this one-owner Transitional Craftsman residence blends timeless architecture with exceptional livability, just steps from downtown's quaint lifestyle, multiple parks, weekly farmers market, tennis courts, playgrounds, and resident-only access to the Butler Chain of Lakes. From the moment you arrive, handcrafted timber details, natural stone accents, and inviting front porch creates a sense of warmth rarely found in newer construction. Inside, soaring wood ceilings, exposed pecky cypress beams, custom built-ins, and a dramatic floor-to-ceiling stone fireplace make this house both elegant and welcoming. Designed for everyday living as much as entertaining, the chef's kitchen features premium JennAir appliances, a striking stone cooking alcove, ceiling-height cabinetry, expansive island, generous walk-in pantry, and seamless connection to the dining and family rooms. The flexible floor plan offers six bedrooms and six baths, including two private owner's suites on the main level, making the home ideal for multi-generational living, long-term guests or one of many private spaces. Upstairs, 4 spacious secondary bedrooms and a large over-garage flex room provide endless possibilities as a home fitness studio, media room, hobby space, or home office. Outdoor living is equally impressive with a large covered porch, a wood-burning fireplace, outdoor kitchen, cabana bath, Tiki hut, circular fire pit, designed for year-round enjoyment. The backyard offers ample room to design the custom pool, allowing the next owner to create a backyard tailored to their lifestyle rather than inheriting someone else's design. Additional highlights include a newer roof (2024), commercial grade fire suppression, an oversized three-car garage with exceptional storage and workspace, and the opportunity to add a front gate for enhanced privacy off Main St. Storm hardy with underground electrical utility lines and public water. This is a home has been meticulously maintained and for buyers who appreciate exceptional craftsmanship, enduring quality, and the unique lifestyle that only Historic Windermere offers. Take a short stroll to the Downtown Redevelopment Project and shop at Victoria Jewelers, Ace Hardware, Solvino Wine Bar and Fresco's, one of Dr. Phillips' favorite Italian restaurants, adding even more charm and convenience to this incredible location.

713 Main Street, Windermere

$752,500
3 Beds 2 Baths Windermere Town SubDv. 34786 Zip Code
STOP --DON'T HESITATE! APPRAISED NOVEMBER 2025 FOR $750,000! This charming traditional cottage on one of Windermere’s signature sandy streets offers the perfect blend of nostalgia and convenience. Enjoy the timeless feel of this tranquil location just steps to the Farmers Market, Town Hall, Windermere Library, new Ace Hardware shopping plaza and family events hosted by the Town of Windermere. Set on a .38-acre lot beneath beautiful mature trees, this 3-bedroom, 2-bath home features a Brand-New Roof & Skylights (11/2025). Step inside to a vaulted-ceiling great room/kitchen with newly refinished REAL wood floors, exposed beams, and abundant natural light. A cozy adjacent living room includes built-in shelving and a double closet. The quaint kitchen offers tile and wood countertops, vintage-style paneled appliances and a nearby laundry. A separate dining room with REAL wood floors accommodates seating for eight and leads, through French doors, to a freshly updated screened rear porch with new carpeting—an ideal place to unwind. From here, new wood steps invite you into the expansive fully fenced backyard, framed by lush landscaping. The bedroom wing includes two secondary bedrooms with a shared hall bath, while the primary suite offers its own en-suite bath and French doors to a private open-air porch. Major updates support peace of mind: HVAC (May 2024), Natural Gas Water Heater (Oct 2021), Stackable Washer/Dryer (Sept 2022), Dishwasher (Aug 2019), Septic Pumped (June 2025), Exterior Paint (Jan 2024), Tree Trimming (Sept 2025), and gutters in place. A transferable termite bond is active through April 2026 and the home was re-sealed with the new roof installation. An oversized carport with a large enclosed storage/workshop room completes this picture-perfect Windermere opportunity. IF YOU BLINK THIS WILL BE GONE!

825 Oakdale Street, Windermere

$347,500
2 Beds 2 Baths Summerport Ph 03 SubDv. 34786 Zip Code
*Video Tour Available* Welcome to Summerport! This single-story townhome is FULLY FURNISHED and ready for you! Watch nightly FIREWORKS OVER LAKE CAWOOD from the FRONT PORCH and enjoy having NO REAR NEIGHBORS as this home backs to Caywood Pond. Inside you’ll find an open floorplan with beautiful finishes. The family and dining rooms are spacious and allow for comfortable living. There are GRANITE countertops, stainless-steel appliances, an island with seating and a pantry in the kitchen. FRENCH DOORS lead to a permitted and enclosed sunroom so you can enjoy the Florida sunshine. The large primary bedroom is at the back of the townhome, has a double TRAY CEILING, WALK-IN CLOSET, double sinks and a linen closet. The second bedroom has easy access to the 2nd bathroom at the front of the home. Other conveniences and comforts include a LAUNDRY ROOM, CEILING FANS inside and out, NEWER ROOF (2022), and AC (2019). HOA dues include LAWN MAINTENANCE and EXTERIOR MAINTENANCE including the roof, pest control, irrigation, and paint. Amenities include a community pool, tennis courts, basketball court, fitness center, clubhouse, and dock on Walsh Pond! An activity trail is just out the back door. Theme parks, shopping, restaurants and more are just minutes away as Summerport is near the 429 and Winter Garden Vineland Rd.

13907 Ancilla Boulevard, Windermere

$385,000
3 Beds 3 Baths Summerport Ph 03 SubDv. 34786 Zip Code
SUMMERPORT TOWNHOME IN A GREAT LOCATION. Back to the Market, Buyer's financing fell through- their loss is your gain. Brand new A/C unit for buyers' peace of mind. Beautiful 3-bedroom, 2.5 - bathroom townhome. SUMMERPORT Community in Windermere offers Residents to enjoy fantastic amenities, including a clubhouse, resort -style swimming pool, tennis and volleyball courts, basketball court, fitness center, multiple playgrounds and green spaces to enjoy nature - plus lake access with a sandy beach. The neighborhood offers a convenient nearby plaza with restaurants, an ice cream shop, a veterinary clinic, Publix, a pizza place, a coffee shop, and Aldi Supermarket. Located in a Top-Rated district, featuring Keene Crossing Elementary School, Bridgewater Middle School and Windermere High School, just a mile away. Perfect situated just 7 minutes from Historic Downtown Winter Garden Village, with easy access to Highway 429, Disney Parks, Orlando Airport, and Downtown Orlando. Easy to show. schedule your private tour today and see how can make your dreams come true.

13808 Ancilla Boulevard, Windermere

$355,500
2 Beds 2 Baths Summerport Ph 03 SubDv. 34786 Zip Code
Welcome to this ONE STORY TOWNHOME on a CORNER LOT that has been beautifully UPDATED! Step inside onto luxury laminate flooring as you take in the open concept floor plan and freshly painted interior. Being an end unit, this home is lined with windows to allow in lots of natural lighting. The 2 bedrooms are on separate ends of the home for privacy when desired. Both bathrooms have also been elegantly updated with the primary bathroom featuring a walk-in shower and the secondary bathroom a shower/bathtub combination. The kitchen features new appliances, stylishly painted cabinets, and French doors that lead outside. Continue on out back to find a fully fenced in and easy-to-maintain patio. Being a corner lot, this home allows the unique opportunity to have a backyard space that is very uncharacteristic of a typical townhome. The lot is also oversized which allows for an incredibly long driveway where guests, owners, or tenants can comfortably have a place to park. The new AC (2025) and new roof (2022) will add peace of mind. Perfectly positioned in the Summerport community of Windermere, this home enjoys all of the wonderful amenities available to residents including a pool, sports courts, walking trails, playgrounds, dog parks, fitness center, events, and all within walking distance to A-rated schools. Whether looking for your first home, personal vacation home, investment opportunity, or retirement home, this has it all. Inquire today to make this gem your own!

13833 Ancilla Boulevard, Windermere

$965,000
5 Beds 4 Baths Westover Reserve Ph 02 SubDv. 34786 Zip Code
Welcome to Westover Reserve, a gated Windermere enclave celebrated for its tree-lined streets, strong community identity, and central convenience. Inside, vaulted ceilings, expansive windows, and an open layout give this 5-bedroom, 4-bath WITH BONUS home an immediate sense of volume and light. The newly renovated kitchen anchors the main level with 42" cabinetry, quartz counters, an oversized island, double oven, and thoughtful storage. It opens to a spacious family room with a fireplace, breakfast nook and the most incredible windows. The first floor also includes durable wood-look porcelain tile, a coffered formal dining room, a private office (5th bedroom), the primary suite with custom shutters and pool access, plus two additional bedrooms connected by a dual-entry bath. Upstairs offers a fourth bedroom, full bath, and a generous bonus room with wet bar, framed in warm wood flooring. Outside, a screened retreat features a sparkling pool, covered patio, and refreshed landscaping that enhances the home’s clean architectural lines. The seamless transitions between the indoor and outdoor living spaces are perfect for entertaining and gathering. Community amenities include a gated entrance, tennis courts, playground, sidewalks, and deeply rooted neighborhood pride. Minutes to dining, shopping, major highways, and top-rated schools. Schedule your showing today for this custom, bright, move-in-ready opportunity in one of Windermere’s most established and sought-after communities.Virtual tour, video and floor plan available.

2046 Westover Reserve Boulevard, Windermere

$925,000
3 Beds 2 Baths Windermere SubDv. 34786 Zip Code
Freshly remodeled and full of charm, this one-story home lives light, bright, and effortlessly easy. White oak floors flow from room to room like a warm welcome, setting the stage for airy spaces and sun-drenched corners. At the heart of the home, the family room opens wide with vaulted ceilings, a cozy fireplace, and windows that pull the outdoors in. The kitchen feels like the place everyone wants to gather, with a wraparound breakfast bar, quartz countertops, a wine fridge, and a cheerful breakfast nook that soaks in the morning light. Just beyond, a spacious dining room offers the ideal spot for long dinners, holiday celebrations, or spreading out homework and craft projects. A bonus room with plantation shutters adds an extra dash of flexibility — office, playroom, studio, you choose. The magic continues outside. French doors from the primary suite open straight to the pool, giving the whole space a resort-like feel. The oversized, solar-heated pool sits amid a lush, fenced backyard. A covered lanai waits for afternoon lounging, weekend barbecues, or quiet mornings with coffee and birdsong. Practical touches shine just as brightly, including an abundance of windows, a sunny laundry room near the primary suite, a functional open layout, and a 2-car garage offering storage and everyday convenience. Walk or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience. Move-in ready and filled with character, this home delivers a blend of comfort, beauty, and easy Florida living.

1209 Main Street, Windermere

$820,000
2 Beds 2 Baths Windermere Town SubDv. 34786 Zip Code
Back on the Market. Buyer unable to secure financing. Step into a storybook cottage tucked in the heart of Windermere, where history whispers through every room and morning light dances across original 1915 details. Part of the early homestead still remains, giving this home a charm that simply can’t be recreated. The family room feels like a cozy tale come to life with its high ceilings, original wood floors, beadboard ceiling, and brick fireplace—the kind of spot that begs for gatherings, laughter, and quiet evenings by the fire. Sunlight pours through an abundance of windows, making every corner feel warm and cheerful. A sunny dinette awaits weekend breakfasts, while the formal living room offers a refined space for hosting or unwinding. The spacious laundry room and pantry off the kitchen brings a surprising sense of ease and practicality. Outdoors, the magic continues. This charming cottage backs up to a leafy park, with no homes behind or across the street, offering a rare pocket of privacy and peaceful views. There’s room to grow — add an addition, dream up a pool, or simply enjoy the open space as it is. A detached carport and one-car garage add to the home’s quaint, functional appeal. New A/C and septic within the past 3 years. Just a short stroll down the lane, the lake awaits with glorious sunrises that feel straight out of a painting or spectacular night rocket launches. Walk or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience. A home with a heart, a history, and a touch of whimsy — ready for its next chapter.

416 Magnolia Street, 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

$645,000
4 Beds 4 Baths Preston Square SubDv. 34786 Zip Code
Windermere Lake View Home with Disney Fireworks - Best Value in the Area! Recent price improvement - now one of the best opportunities in Windermere. Welcome to your dream home! This beautiful 4-bedroom, 3.5-bathroom residence offers the perfect blend of elegance, comfort, and convenience — ideally located in one of Windermere’s most sought-after communities with top-rated “A” schools. Enjoy breathtaking views of the lake and conservation area right from your spacious covered screened lanai, with a large backyard ready for your future pool. The open-concept kitchen flows seamlessly into the living and dining areas, creating an inviting space for family gatherings and entertainment. On the first floor, you’ll find a guest suite with a full bath, a private office, and a welcoming foyer. Upstairs features a massive loft — perfect as a media room, playroom, or second family room — along with the master suite and two additional bedrooms. The home also features a newer air conditioning system replaced just two years ago, offering added comfort and peace of mind. Enjoy the exclusive community amenities, including a clubhouse, pool, playground, and sports court. From your backyard, you can even watch the Disney fireworks at night! Conveniently located near shopping centers, dining, and entertainment, this home truly combines luxury, location, and lifestyle — the perfect place for your family in Windermere! Seller willing to consider offers.

6799 Helmsley Circle, Windermere

$4,850,000
7 Beds 8 Baths Gotha Town SubDv. 34786 Zip Code
Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space for 6 cars, an enormous screened enclosure with resort-style pool and spa, over 5.4 acres and no HOA. This private palace with brand new roof impresses with large circular paver drive, 3-tiered fountain, 10-foot iron front doors, 35-foot high ceilings, custom iron railings, and marble and travertine flooring – plus, coffered ceilings and elegant details throughout. Home has been extensively updated and lovingly cared for to highlight classic style and luxury to compliment today’s sophisticated lifestyle. The main kitchen features beautiful marble counters, three islands, two preparation sinks, custom cabinetry, and stainless appliances including two dishwashers, two microwaves, double ovens, and a Viking gas stove. The first-floor primary retreat is dressed with hardwood flooring, tray ceiling, and triple crown molding, and an exceptional bathroom with tiled shower, jetted tub, dual vanities, and expansive double closets. The main living spaces are abundant and stately with two first-floor family rooms, billiards room, living room, dining room, theater, and guest suite – upstairs is a third family room, secondary master suite, and three additional guest suites, plus a large balcony with screens. A separate entrance off the kitchen provides access to a private guest apartment with a kitchenette, family room, and bedroom. Plus, a second private apartment (978 sq feet, not included in the listed 8,931 sq feet) is accessible from the outside and is located over the 4-car garage and features family room, sink, and bedroom. Functional outdoor living space is extended to the mammoth screened enclosure to encompass a sitting area off the master and an additional family room with fireplace, tv, and full summer kitchen across the pool deck that can be separated by an electric additional privacy screen. The showstopping infinity edge pool is colossal in size and includes a sun shelf for shallow water relaxing and an infinity hot tub. Both sides of the house have all been paved with a new drainage system and ramps for easy access for boats and watercraft to Lake Olivia. The 150 ft refreshed covered dock has two cradles: currently set for a boat and two jet skis. There’s also a sitting area for lounging lakeside. Experience the best of Windermere with this lakefront retreat built for privacy, luxury, and lifestyle.

9575 Westover Roberts Road, Windermere

$862,000
4 Beds 3 Baths Windermere Town SubDv. 34786 Zip Code
This traditional farmhouse blends Old Florida charm with everyday comfort — a rare opportunity in the heart of Windermere. Full of character inside and out, the home sits on an elevated corner lot, offering room to play and beautiful curb appeal. A welcoming front porch invites you to slow down, relax, and enjoy the neighborhood setting. Step inside to original wood floors that extend throughout the main living areas, enriching the home with warmth and timeless appeal. The family room centers around a charming wood-burning fireplace, surrounded by newly installed windows (2020) that fill the space with natural light. French doors open to a large screened porch — an ideal spot for morning coffee, outdoor dining, or unwinding beneath the shade of mature trees. The island kitchen features granite countertops and generous workspace for cooking and entertaining. The first floor includes a full bedroom and bath, perfect for guests or a home office. Upstairs, the spacious primary suite offers a peaceful retreat, joined by two additional bedrooms and the convenience of a second-floor laundry room. New Septic and drain field 2020, A/C 2024, Well re-sleaved and new pump 2024. A partially air-conditioned, three-car garage provides excellent storage and space for vehicles, golf carts, or weekend adventure gear. Stroll or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience.

299 W 4th Avenue, Windermere

$6,700,000
7 Beds 8 Baths Keenes Pointe 46/104 SubDv. 34786 Zip Code
Luxury Living at its finest in one of Windermere's most unique Waterfront properties, with 2+ acres in the exclusive Keene's Pointe community. Soak up the Florida sunshine in the very private garden oasis boasting 2 Resort Style pools with waterfalls, grotto and waterslide, outdoor kitchen and fireplace all overlooking Lake Tibet on the Butler Chain of Lakes. 7 Bedrooms/8 Bathrooms and over 10,000 square feet with custom finishes including a chef's kitchen with butler pantry, home theatre, game room and professional bar. The formal dining room offers a custom designed wine cellar. The first floor owners retreat offers a private office, beverage station, screened lanai overlooking the pools and lake plus a spa bath and indoor and outdoor showers. Within the owners retreat is an upstairs owners lounge and screened balcony with panoramic view of the lake and nightly Disney Fireworks. A private boat dock with built in seating, boat and jet ski lifts, complete this one of a kind retreat. Residents have access to optional Golf or Social membership to the Golden Bear Golf Club, restaurant and bar, fitness center, tennis courts and pool. Keene's Pointe is near downtown Windermere where you can enjoy quaint shops, cafe's and community events such as Food Truck Nights, Walk Among the Lakes 5k, Golf Cart Christmas Parade, Windermere Wine and Dine and much more! Click Video Link Above and Schedule your private showing today!

6507 Rosella Court, Windermere

$1,855,000
5 Beds 5 Baths Lake Crescent Reserve SubDv. 34786 Zip Code
PRICE IMPROVEMENT! Rarely available property featuring a separate GUEST HOUSE! Recently appraised - Pricing adjusted to reflect current appraised value. This beautiful and elegant courtyard-style estate, complete with a PRIVATE GUEST HOUSE/IN-LAW SUITE, offers the ideal retreat for multi-generational living within one of the most exclusive gated communities in the Town of Windermere. Designed for comfort, refinement, and privacy, this home embodies Florida luxury living at its finest, where indoor grace meets outdoor serenity. The split floor plan offers a grand entry foyer, bedrooms on one side and open living/entertaining areas on the other, all wrapped around the screen-enclosed, completely private pool with a built-in summer kitchen. Through the courtyard, you’ll find the spacious guest house, complete with its own living room, bedroom, bathroom on the main floor, and a large upstairs flex room with a screened balcony overlooking the expansive backyard. This property has just undergone a modern renovation, featuring: * A brand-new primary bathroom with dual vanities, oversized shower, dedicated makeup/dressing area, and a custom walk-in closet. * A remodeled kitchen with new flooring, cabinetry, and striking quartz countertops. * Fresh interior and exterior paint, new flooring throughout half the home, and the guest house. * Additional Highlights: • 4.5 bathrooms • Generator • Water softener system • New pavers (front and pool area) • Two new A/C units — 2023 and 2025 • Plantation shutters on all windows • New paint inside & out • Two-car garage • Outdoor summer kitchen • Guest house with full kitchen. This residence is walking distance to Windermere Elementary and the Windermere Recreation Center, offering the best of both convenience and community. The guest house has been virtually staged to illustrate its potential.

2958 Marquesas Court, Windermere

$1,800,000
4 Beds 5 Baths Lake Davis Estates SubDv. 34786 Zip Code
Adjacent to the northwest corner of Lake Butler, beautifully set along the shores of Lake William Davis, this custom Mediterranean-inspired estate captures the essence of timeless design and relaxed Florida living. Framed by lush landscaping and serene water views, the home blends classic architectural details with fresh, inviting interiors. Inside, sunlight pours through large windows, highlighting rich textures and custom ironwork that lend both warmth and sophistication. With just over 4,200 square feet of living space, the thoughtful floor plan features 4 bedrooms, 4.5 baths, and a dedicated office that can easily serve as a 5th bedroom. The main level includes formal living and dining rooms designed for gathering, while the open-concept kitchen, with its oversized island and generous prep space, anchors the heart of the home. The 1st floor primary suite offers a private retreat with views of the gardens and an adjacent executive study. A comfortable guest suite is conveniently positioned near the covered breezeway for added privacy. Upstairs loft, with two additional bedrooms, a full bath, have lake and garden views. Outdoors, the home’s timeless charm continues with a warm terracotta roof, graceful arches, a decorative fountain, and wrought-iron accents that connect the main residence to the 3 car garage. The lakefront backyard is equally inviting, complete with a summer kitchen, pool with water features, and beautifully landscaped gardens. FULLY OWNED Energy-efficient solar panels help keep electric costs impressively low, averaging under $100 per month. Every space is designed to balance elegance with livability, creating a Tuscan inspired residence that feels both refined and welcoming.

5412 Water Creek Drive, 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

$2,275,000
5 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Now it’s your turn to live on the 18th hole of the Golden Bear Club golf course in a fully updated custom home, located on one of the most desirable streets in Keene’s Pointe. This house with a timeless design inside and out, has five bedrooms (two down and three up), four full bathrooms, three car garage, and incredible outdoor living with renovated pool and brand new pool enclosure. Upstairs you will find a second family room with a storage room that is perfect for storing your holiday decorations and those extra bulky items that are hard to find a place for. And when you are ready to enjoy the serene views of the 18th fairway, you can either sit on your second floor balcony or inside your first floor lanai. The house has been completely updated over the past five years, including kitchen, bathrooms, roof (2022), floors, pool, and much more. Since purchasing, the current owners have invested an additional $250K in the following improvements: replacing both HVAC systems with top of the line Carrier units, added plantation shutters throughout, added a beautiful pool enclosure with panoramic screens and built in programmable LED lights, added an outdoor kitchen and pergola, new pool heater, EV outlet in garage, and landscaping throughout the property. This is a truly turn-key, move in ready home with a incredible curb appeal on an oversized golf course lot. What more could you ask for? Come see what the Keene’s Pointe lifestyle has in store for you.

6252 Blakeford Dr, Windermere

$1,875,000
5 Beds 6 Baths Windermere Pointe At Lake Roper SubDv. 34786 Zip Code
Prepare to be dazzled by this exquisitely remodeled waterfront estate in a gated Windermere community. On over a one-acre private lot, the home sits on the shores of the pristine 38-acre Lake Roper. Massive double doors greet you as you enter into impeccable craftsmanship and high-end finishes that sparkle amongst the lakefront backdrop. Soaring ceilings and natural light highlight the scale and architectural grandeur of the open-concept design. The gourmet kitchen will delight the chef in your family, boasting professional-grade stainless steel appliances, a gas cooktop, solid wood cabinetry, a floating island and stunning quartz countertops. The main living space features a contemporary fireplace, with expansive windows and enormous sliding glass doors that perfectly frame the shimmering lake. The primary suite is a tranquil space with a dedicated sitting area, offering uninterrupted views of the water. The spa-like primary bath features a deep soaking tub, oversized walk-in closets, and dual vanities, turning your daily routine into a peaceful ritual. Seamless outdoor entertaining is effortless, thanks to the outdoor summer kitchen and the custom-designed, heated pool with an integrated sun-shelf and seating. The private boathouse is designed for the ultimate watersport enthusiast with a state-of-the-art dock featuring an electric boat lift and two dedicated drive-up jet ski docks, all while serving up unforgettable Florida sunsets, nightly. This is a place to unwind, complete with custom lights for in-water illumination that casts a captivating glow across the lake at twilight. Unwavering peace of mind is ensured by the Generac whole-house standby generator, while the oversized three-car garage offers ample, dedicated space for your luxury vehicles and recreational pursuits. Two newer HVAC systems (2019, 2021) for climate control zones. This premier location offers unparalleled convenience: Enjoy walking/biking to Winter Garden Village for dining and boutique shopping, while remaining just moments from the charm of downtown Windermere. Enjoy top-rated schools, world-class amusement parks, and quick access to Central Florida's major luxury and business corridors.

13036 Lake Roper Court, 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

$2,404,000
6 Beds 7 Baths Windermere Downs Ph 03 SubDv. 34786 Zip Code
Private Resort Luxury with Butler Chain Access in Windermere Downs Set within one of Windermere’s most sought-after lakefront communities, this extraordinary residence offers exclusive access to the Butler Chain of Lakes. Situated on over an acre, the estate blends handcrafted design, advanced technology, and magazine-featured architecture to deliver a lifestyle of rare sophistication and privacy. The primary bathroom—honored as Bathroom of the Year by K+BB Design + Innovation + Lifestyle Magazine—showcases exceptional craftsmanship. This spa retreat features dual rain showers, a freestanding stone soaking tub, and a secluded outdoor spa area with sauna, and outdoor shower. Dual walk-in closets—hers exceptionally spacious and beautifully finished—provide abundant storage and elegant custom detailing. The resort-style pool and grotto with waterfall, slide, and artisan stonework—crafted by the same designer who created the rock formations at Disney’s Animal Kingdom—anchor the outdoor oasis. Featured in LaPalme Magazine, the pool area embodies resort luxury with natural coquina tile that stays cool underfoot and complements lush tropical landscaping. Multiple entertaining spaces surround the pool, including a summer kitchen, fire pit, outdoor bar, and covered terraces with Mist and More mosquito misters for year-round comfort. A Pentair automation system allows control of heating, lighting, and water features directly from your phone or iPad. Inside, Control4 Home Automation orchestrates lighting, music, and media throughout. The entertainment wing includes a full bar, game room, and theater with custom sliding partitions for privacy or open flow. The executive office and library offer an inspiring workspace with extensive built-ins, a rolling ladder, and an integrated climate-controlled wine room—ideal for work or entertaining in style. Throughout the home are custom doors, built-ins, and fine craftsmanship. Thoughtful infrastructure includes deep-well irrigation, in-ground propane tanks servicing the fire pit, grill, hot tub, and fireplace, and an oversized main waterline for strong pressure throughout. Community Windermere Downs is a highly regarded lakefront enclave on Lake Down with direct Butler Chain access—a paradise for boating, fishing, and watersports. Residents enjoy a gated beach lot, gazebo dock, and private boat ramp. The neighborhood also features two tennis courts (one lined for pickleball) and landscaped parks with playgrounds and shaded greens beneath majestic oaks. Known for its wide, tree-lined streets and expansive homesites, Windermere Downs offers tranquility, privacy, and timeless appeal—minutes from Isleworth, Bay Hill, and Golden Bear Club golf. Enjoy convenient access to dining, shopping, and entertainment in Windermere, Dr. Phillips, and Winter Garden Village, plus Walt Disney World®, Universal Studios®, and SeaWorld®. Served by top-rated public schools and elite private academies, it remains one of Central Florida’s most coveted addresses. A masterpiece of design, technology, and lifestyle, this estate captures the essence of Florida indoor-outdoor living—luxurious, private, and unforgettable.

1724 Windermeredown Place, Windermere

$2,460,000
5 Beds 5 Baths Reserve At Lake Butler Sound SubDv. 34786 Zip Code
Welcome to 11019 Ullswater Drive, a timeless Italian-inspired residence built by Brierhill Custom Homes. Set on over half an acre within the 24-hour manned gates of The Reserve at Lake Butler Sound, this home offers exceptional updates, modern amenities, and a thoughtfully designed floor plan. The impressive brick paver circular driveway leads to a grand front entry. Stepping through the arched French doors, you’ll immediately notice the attention to detail, including: custom travertine inlays, elegant ceiling work, and expansive views of the pool and backyard entertaining space. The chef’s kitchen features Z-Line appliances, refaced cabinetry in a modern color palette, a large pantry, updated lighting, and ample counter space. Overlooking the spacious family room, this area is perfect for gathering and entertaining. The family room features panoramic pool views through large windows and French doors, along with a fireplace, custom solid-wood built-ins, and coffered ceilings. Adjacent to the family room, the first-floor media room and parlor provide additional space for entertaining, complete with a full wet bar, sliding glass doors to the lanai, and direct access to the guest bathroom. The primary suite, located in a private wing of the home, offers a floor-to-ceiling windows, impressive accents like a tray ceiling, and lanai access. The en-suite bath includes dual vanities, a soaking tub, a walk-in shower, and a custom walk-in closet system. Also on the first floor is a study with soaring ceilings, built-ins, and a floor-to-ceiling fireplace, overlooking the front of the home. A formal living room, dining room with butler’s pantry pass-through, dedicated laundry room, and three-car garage are also accessible on the first floor. A first-floor guest suite with an updated en-suite bathroom completes the main level. Upstairs, you’ll find a spacious loft with balcony access, three large guest bedrooms, and two full baths. The outdoor living space is equally as impressive as the interior of the home, featuring a screened and covered lanai with seating and a summer kitchen, overlooking a private pool, spa, cabana, and putting green. The landscaping is newly upgraded and low-maintenance, featuring turf throughout. At night, the entire space features up lighting, creating additional ambiance throughout the rear yard. Throughout the home, thoughtful craftsmanship and modern updates complement the classic European design, creating a balance of warmth and sophistication rarely found in many homes available today. Located in one of Windermere’s most sought-after communities, this home offers privacy, beauty, and proximity to downtown Windermere, Restaurant Row, and Walt Disney World. Request a full copy of the upgrades and features list for this home. Schedule your private tour today.

11019 Ullswater Lane, Windermere

$3,178,500
6 Beds 7 Baths Keenes Pointe SubDv. 34786 Zip Code
Welcome to luxury living in the prestigious Keene's Pointe Community. As you step into this home you are greeted with the opulence of high ceilings and tremendous natural light. The elegant foyer that flows seamlessly into the spacious living areas adorned with exquisite finishes and designer touches throughout. The expansive floor plan boasts a unique 6 bedrooms and 6 bathrooms opportunity, providing ample space for both relaxation and entertainment. The gourmet kitchen is a chef's dream, boasting state-of-the-art appliances, custom cabinetry, and quartz countertops. Retreat to the sumptuous master suite, complete with a spa-like en-suite bathroom and a private sitting area overlooking the pristine fairways of the golf course. Outside, a private oasis awaits, featuring a sparkling pool surrounded by lush landscaping. This exclusive pool home combines elegance, sophistication, and tranquility in one captivating package. Keene's Pointe, offers private membership opportunities please inquire for details. With 24-hour security and a amazing community lifestyle and atmosphere, you'll feel safe and welcomed in this prestigious enclave.

6030 Greatwater Drive, Windermere

$3,100,000
5 Beds 7 Baths Sawyer Sound SubDv. 34786 Zip Code
Welcome to “The Sounding:” a captivating lakefront estate residence with inviting water views and a serene and peaceful setting offering the best of Florida living. Tucked inside this privately gated and intimate enclave of estate homes across the street from Windermere Prep, Sawyer Sound offers an escape from the ordinary and this showplace residence sets the standard for lakefront living. A welcoming entrance showcases style and elegance with a massive Great Room as the lake and massive saltwater pool beckons beyond. An impressive chef’s kitchen with island and stainless appliances are perfectly fitted for entertaining family and friends. Highlights include rich hardwood floors throughout plus Thermador appliances including 6-burner plus griddle stove and hood, custom-built cabinetry, hidden walk-in pantry, expansive built-in China cabinet, and an especially large dining room with picturesque window. Opposite is a primary retreat with sitting room, spa-like bath with soaking tub, walk-in shower, toilet closet, and separate den. Bathrooms just updated. Upstairs are four bedrooms, each with a private full bath, plus gathering room and separate gaming room. Distinct outdoor spaces are crafted for year-round enjoyment: covered cabana with bar and gas grill plus dining space, mammoth saltwater pool with hot tub, and outdoor family room with fireplace and disappearing screens. Boat house with boat lift puts your water toys within reach and offers easy access to Little Lake Sawyer. Also, enjoy nightly Disney World fireworks viewing from the dock. Boat, trailer, kayaks, and all furniture available for purchase separately. Home is fitted with automatic Generac generator plus 3-car garage (one single and one double). Home may be sold furnished if desired.

5024 Sawyer Cove Way, Windermere