Location: Windermere
Do Not Show Listings
7249 SHADEVIEW ALY, WINDERMERE, FL 34786
$429,00022 Days on yellowkey MLS ID: S5146580
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1569 Built: 2016Monthly Fee: $332 Tax: $5,983 (2025)Community: Ashlin Park Ph 2Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,983
Elementary School: Sunset Park Elem
High School: Windermere High School
Tax Year: 2025
Middle School: Horizon West Middle School
Remarks: This enchanting home located near all of Florida’s theme parks, necessities, and more can be yours today! What a stunning home located in a great neighborhood, feel safe in this community that also has a community pool and a playground! Minutes away from Disney, several shopping centers, spectacular schools, and more feel wonderful living close to everything one would need! Stepping into the gorgeous home be greeted by the open floor plan and the delightful kitchen. Granite countertops and stainless-steel appliances will captivate you as you dream about the delicious food that will be served in the future. Going upstairs the tidy carpet covers the three bedrooms, including the master bedroom! All the bedrooms are located upstairs with plenty of space. The bathrooms are also marvelous, especially the master bathroom with its double sinks and shower. With an excellent location and being a lovely home come make it yours today!
Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)
Listing Agent: Blanca Armada (407-908-2846)
2806 WINDSOR HILL DR, WINDERMERE, FL 34786
$1,150,0009 Days on yellowkey MLS ID: O6385977
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3181 Built: 1989Monthly Fee: $111 Tax: $13,057 (2024)Community: Windsor HillSpa: YesSingle Family
Taxes:$13,057
Elementary School: Thornebrooke Elem
High School: Olympia High
Tax Year: 2024
Middle School: Gotha Middle
Remarks: Step into this stunning 4-bedroom, 3-bathroom pool home nestled on nearly half an acre in the highly desirable Windsor Hill community of Windermere. From the moment you enter, you’ll appreciate the bright, open floor plan designed for both comfort and effortless entertaining. At the heart of the home is a beautifully updated kitchen featuring rich walnut cabinetry, quartz countertops, a mosaic tile backsplash, touch faucet and a spacious island that seamlessly connects to the dining and living areas. Equipped with a gas range, stainless steel appliances, and ample counter space, this kitchen is perfect for gathering with family and friends. The expansive media room offers the ultimate entertainment experience, complete with a built-in media center, kitchenette, wine refrigerator, and full-size refrigerator—ideal for movie nights or hosting guests in style. Step outside to your private backyard oasis, where a sparkling heated pool and spa await. Enjoy modern features including a heater, LED lighting with remote control, and a newer pool pump. The covered outdoor living area, complete with a sink and cabinetry, creates the perfect setting for al fresco dining and relaxation. Inside, every bathroom has been thoughtfully renovated with updated vanities, mirrors, bidets, and sleek shower stalls. The luxurious primary suite boasts a spa-inspired bath with a 67-inch freestanding soaking tub, smart mirror with defog function, and dual vanities. Major system upgrades provide peace of mind, including a new roof and skylight (2021), whole-home re-plumbing (2022), water heater (2022), and pool pump (2023). Garage features an electric car charger. Combining the tranquility of suburban living with convenient access to major roadways, shopping, dining, and downtown Orlando, this move-in ready home truly has it all. Don’t miss your opportunity to own this exceptional property—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Candace Hebert (321-246-0068)
2125 KANE PARK WAY, WINDERMERE, FL 34786
$999,998134 Days on yellowkey MLS ID: O6358139
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2743 Built: 1992Monthly Fee: $118 Tax: $8,555 (2024)Community: Willows At Lake Rhea Ph 02Spa: NoSingle Family
Taxes:$8,555
Elementary School: Windermere Elem
Middle School: Bridgewater Middle
Remarks: Welcome to this beautifully updated single-story pool home on a rare 0.71-acre cul-de-sac lot in Windermere’s Willows at Lake Rhea, zoned for A-rated schools and offering exceptional privacy between homes. Surrounded by mature landscaping, the property provides a peaceful setting rarely found in newer communities while still offering convenient access to major roads, shopping, dining, and area attractions. Custom built by well-known local builder Richard Watson, this four-bedroom, three-bath home features a thoughtful layout with formal living and dining rooms, a spacious family room, and a custom pool — ideal for both everyday living and entertaining. Inside, high ceilings, Acacia wood flooring, and abundant natural light highlight the open floor plan with views of the pool and backyard. The formal living room features triple sliding glass doors for seamless indoor-outdoor living, while the formal dining room offers a double tray ceiling, crown molding, and bay window with convenient access to the kitchen and family room. The kitchen and family room feature vaulted ceilings and porcelain tile flooring, with French doors leading outdoors. The kitchen includes soft-close cabinetry, granite countertops, under-cabinet lighting, generous storage, and a stylish backsplash. A bright breakfast nook overlooks the pool, while the family room is anchored by a wood-burning fireplace with built-in shelving. The oversized owner’s suite offers direct access to the pool and a spa-inspired bathroom with a freestanding soaking tub, quartz dual vanities, a zero-entry walk-in shower, and dual custom closets. Two spacious bedrooms share a Jack-and-Jill bathroom with dual sinks, while the fourth bedroom with French doors and a bay window works well as an office, den, or playroom. A third updated bathroom also serves as a convenient pool bath. Outdoor living features a custom pebble-finish pool, spacious deck, and screened lanai with a coffered ceiling, sink, and cabinetry. The expansive backyard provides rare space and privacy between homes with room for recreation or future enhancements. Additional highlights include a laundry room with utility sink and storage, an expansive driveway, and a side-entry garage. The Willows at Lake Rhea is zoned for Windermere Elementary, Bridgewater Middle, and Windermere High, and offers community amenities including tennis and pickleball courts, basketball, playground, and park. Residents also enjoy the nearby library, farmers market, food truck nights, and seasonal events. Optional access to the Butler Chain of Lakes boat ramp provides entry to one of Central Florida’s most desirable boating destinations. Conveniently located near SR-429, SR-408, Florida’s Turnpike, Disney, Universal, Winter Garden Village, and the shopping and dining of Dr. Phillips. Recent improvements include a new air-conditioning system (2025), water heater (2024), new irrigation and pool pumps (2025), and septic drainfield completed in 2018. With its large private lot, quality construction, desirable school zoning, and recent price improvement, this home presents an outstanding opportunity in one of Windermere’s most sought-after communities. Schedule your private showing today.
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
9713 ENDICOTT CT, WINDERMERE, FL 34786
$5,250,0001 Day on yellowkey MLS ID: O6393891
Bed: 6 Bath: 7.0 Gar: 6 Liv Area Sq Ft: 7818 Built: 2007Monthly Fee: $313 Tax: $66,793 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$66,793
Remarks: Experience elevated lakefront living in this beautifully updated estate, within the prestigious guard gated golf community of Keene’s Pointe, offering direct access to the Butler Chain of Lakes. With over $850,000 in upgrades, this home is perfectly positioned to capture breathtaking sunset views and nightly Disney fireworks from the primary suite. This home delivers a rare combination of privacy, luxury, and lifestyle. Thoughtfully designed for both everyday living and effortless entertaining, the residence features water views from multiple living spaces, a layout that balances open gathering areas with private retreats, and dedicated spaces for both relaxation and recreation. The primary suite is a true retreat, featuring a private balcony overlooking the tranquil backyard and lake. A dedicated lounge with a beverage bar, updated spa-inspired bathroom, and custom walk-in closet create a refined and relaxing escape. Every bedroom is an ensuite, providing exceptional comfort for family and guests, while two fully remodeled junior suites showcase modern bathrooms and expanded custom closets. On the main level, enjoy formal dining complemented by a wine cellar, while a double-sided gas fireplace connect the family and game rooms which adds warmth and ambiance. The spacious game room and media room ensure there is always something to enjoy indoors. Step outside to your private oasis, where a resort-style pool and spa, fully equipped outdoor kitchen, covered dining area, and outdoor fireplace set the stage for year-round enjoyment. Retractable screens provide shade and comfort during the summer months, while the updated dock and boat lift make lake access effortless. A private canal connects you to Lake Tibet and the greater Butler Chain, offering the best of true lakefront living. For extended stays or multi-generational living, the apartment above the detached garage offers a private, fully functional space complete with a kitchenette, full bath, walk-in closet, and laundry. Positioned on a quiet cul-de-sac, this estate offers enhanced privacy along with an expansive driveway and turnaround for effortless arrivals and guest parking. The impressive five-car garage, along with a dedicated golf cart garage, provides exceptional space for collectors, storage, and embracing the Keene’s Pointe golf lifestyle. This is more than a home—it’s a complete lifestyle experience. From lake days and sunset views to golf, dining, and the best of Central Florida just minutes away, this property delivers the elevated living today’s luxury buyer expects.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Amy Moline (407-506-7447)
9237 SABAL PALM CIR, WINDERMERE, FL 34786
$789,99514 Days on yellowkey MLS ID: G5110005
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2469 Built: 1985Monthly Fee: $32 Tax: $3,444 (2025)Community: Silver Woods Ph 01Single Family
Taxes:$3,444
Elementary School: None
High School: None
Middle School: None
Remarks: Nestled in the charming and highly desirable Silverwood subdivision of Windermere, this beautifully maintained home offers the perfect blend of comfort, convenience, and community living. Ideally situated between Bay Hill and Isleworth, Silverwood is a sought-after neighborhood of just over 250 homes, known for its tree-lined streets, sidewalks, street lighting, and welcoming atmosphere. Residents enjoy access to tennis courts and the ease of walkable surroundings, all while being just minutes from shopping, dining, grocery stores, churches, and everyday conveniences. This inviting residence provides three bedrooms and two bathrooms in a thoughtfully designed layout. Originally built in 1985, the home has been tastefully updated, including a modernized kitchen that serves as the heart of the home. A standout feature is the expansive Florida room, added by the current owners, creating a bright and versatile living space perfect for entertaining, relaxing, or enjoying views of the backyard year-round.Whether you’re drawn to the peaceful neighborhood setting or the unbeatable location close to everything Windermere has to share, this home presents a wonderful opportunity to enjoy both charm and convenience in one of the area’s most appealing communities.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Chelsea Murphy (407-373-8101)
13237 FOSSICK RD, WINDERMERE, FL 34786
$599,00057 Days on yellowkey MLS ID: O6382389
1 Days Off yellowkey (back on 4/18/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2516 Built: 2004Monthly Fee: $110 Tax: $7,347 (2024)Community: Providence Ph 01 50 03Single Family
Taxes:$7,347
Remarks: Under contract-accepting backup offers. Searching for a single story, 4-bed home in Windermere near Walt Disney World with space, convenience, and long term value? 13237 Fossick Rd offers 4 bedrooms, 2 full baths, 2,516 square feet of living space, a NEW ROOF from 2022, new WATER HEATER from 2022, and a 0.21 acre corner lot in the Providence community, minutes from Disney, Winter Garden Village, and major commuter routes. The concrete block and stucco construction provides durability and classic, easy to maintain Florida curb appeal. From the moment you arrive, the covered front porch with column detail, stone accents, and paver driveway creates a warm first impression. Inside, a light filled formal living room off the foyer offers flexibility as a sitting room, home office, or quiet retreat separate from the main living areas. The kitchen is centrally positioned and overlooks the informal dining space and spacious family room, creating seamless flow for daily living and entertaining. Granite countertops, stainless steel appliances, abundant cabinetry, breakfast bar seating, and a center island provide both function and gathering space. Open sight lines keep everyone connected. The primary suite is generously sized with room for a seating area and direct access to the screened lanai. The ensuite bath features dual vanities, a soaking tub, separate glass shower, and walk in closet. Three additional bedrooms offer ideal flexibility for guests, remote work, or multigenerational living. Step outside to a covered screened lanai that extends your living space year round. The backyard offers green space and mature trees, creating privacy and room to relax after a day exploring Orlando’s attractions. The single level design appeals to buyers seeking long term convenience without stairs. The Providence neighborhood is perfectly located and is zoned for Windermere Elementary, Bridgewater Middle and Windermere High. If you are looking for space, location, and long-term upside in Windermere, this home deserves a closer look. Schedule your private tour today!
Listing Agent: Michael Collier (407-863-3401)
12411 MONTALCINO CIR, WINDERMERE, FL 34786
$1,550,0001 Day on yellowkey MLS ID: O6400067
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3399 Built: 2011Monthly Fee: $150 Tax: $11,027 (2025)Community: Casa Del LagoSpa: YesSingle Family
Taxes:$11,027
High School: West Orange High
Remarks: A custom home in the desirable Casa del Lago community. The Spanish-style exterior and elegant, clean transitional interior will surely catch your attention. This home offers 4 beds, 4.5 baths, plus an office, 3,400 sq ft under air, a saltwater pool and spa, an outdoor kitchen, and a gas fireplace near the pool. This home is full of upgrades! Porcelain floors, exotic granite throughout the home a full Carrera marble master bath with floating vanities, organize closet system in every bedroom, all bedrooms have their own private bath, $15,000 worth of plantation shutters, $5,000 security system with cameras with access from your smart phone, all of the wood in the home is African Sapele, 7.25" crown molding and base boards in every room, pre-wired surround sound, casement double pane windows as well as spray foam insulation. Too many extras to list. This home is a MUST SEE!!
Listing is courtesy of: VISTA CAY REALTY COMPANY (407-996-4656)
Listing Agent: Drew Frahm (407-996-4656)
11449 LAKE BUTLER BLVD, WINDERMERE, FL 34786
$1,730,0001 Day on yellowkey MLS ID: O6399319
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4648 Built: 1995 Tax: $19,423 (2025)Community: Lake Butler EstatesSpa: YesSingle Family
Taxes:$19,423
Remarks: Discover Windermere’s charm and classic style from this stunning Victorian-style pool home, set on a 1-acre lot with no HOA, on one of the most desirable streets. Under the canopy of majestic oaks, this 5-bedroom residence features a dedicated office space and a versatile bonus room ideal for a private apartment or guest suite. A charming wrap-around porch welcomes you into a classic foyer featuring rich wood floors, soaring ceilings, custom millwork, and a graceful grand staircase. Throughout the home, you’ll find exquisite traditional details including dental crown molding, chair rails, and beautifully crafted trim. The spacious formal dining room is filled with natural light and accented by warm wood flooring. The kitchen blends style and function with stainless steel appliances, granite countertops, an island, walk-in pantry, custom cabinetry, and a lovely view of the pool with newly installed screen enclosure. All main living areas are carpet-free, and every bathroom has been thoughtfully updated with travertine flooring, porcelain showers, and marble countertops. The owner’s suiteis located upstairs and features bay windows, wood floors, crown molding, and a walk-in closet. Its luxurious bath includes a frameless glass stone shower, dual vanities, and an elegant vessel tub. The expansive bonus room accessible off the primary bathroom offers an optional private entrance leading to the large backyard—complete with a sparkling pool, generous patio space, and room to store a boat. The oversized 3-car garage provides exceptional clearance for larger vehicles, golf carts, and lake toys. Town of Windermere residents have private access available to the Butler Chain via a town boat ramp plus town tennis courts. Home is walking distance to downtown and the weekly farmer’s market, monthly food trucks, and the quaint shopping district.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
7519 BROFIELD AVE, WINDERMERE, FL 34786
$755,000Listed 04/17/2026 9:27PM MLS ID: O6398459
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2628 Built: 2009Monthly Fee: $81 Tax: $5,238 (2025)Community: Lake Sawyer South Ph 02Single Family
Taxes:$5,238
Remarks: Experience the best of Florida living in this home located in the sought-after Lake Sawyer community in Windermere. Offering a perfect blend of comfort, style, and functionality, this residence is ideal for both everyday living and entertaining. The first floor features a well-designed layout with separate formal and family room areas, while still maintaining an open-concept feel that creates great flow and plenty of space for gathering, entertaining, and daily living. Upstairs, you’ll find a spacious primary suite with a newly renovated bathroom (2023), offering a modern and relaxing retreat. The additional bedrooms are thoughtfully arranged, including two bedrooms connected by a Jack & Jill bathroom and a separate guest suite, providing flexibility for family and visitors. Step outside to the private backyard retreat, beautifully finished with travertine pavers and featuring a one-year-old heated saltwater pool, all within a fully fenced yard for added privacy. The home has been further enhanced with new flooring (2020), exterior paint (2019), and the added convenience of an electric vehicle charger that conveys with the home. One of the standout features is the rare opportunity to enjoy Disney fireworks views from both the primary bathroom and the front of the home, adding a magical touch to your evenings. Residents of Lake Sawyer enjoy an array of amenities including a community pool, covered playgrounds, scenic walking trails, green spaces, and courts for basketball, tennis, and pickleball—all with a low HOA fee and no CDD. Located just minutes from top-rated schools, shopping, dining, and major attractions, this home offers both convenience and lifestyle. Make this your new home and enjoy everything Windermere living has to offer.
Listing Agent: Carlos German (888-883-8509)
6315 CLEARMEADOW CT, WINDERMERE, FL 34786
$618,0004 Days on yellowkey MLS ID: O6398505
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2077 Built: 2002Monthly Fee: $170 Tax: $3,701 (2024)Community: Glenmuir 48 39Single Family
Taxes:$3,701
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained home in the gated community of Glenmuir in Windermere. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, SeaWorld Orlando, and the charming downtown areas of Winter Garden and Downtown Windermere, this location offers both luxury and convenience. Tucked away on a quiet cul-de-sac, this freshly painted 3-bedroom, 2-bath home offers 2,077 sq. ft. of move-in ready living space. The open-concept great room features retractable sliding glass doors that lead to a 350 sq. ft. covered and enclosed outdoor retreat, creating the perfect space for relaxing or entertaining. The spacious kitchen includes solid wood cabinetry, quartz countertops (2022), stainless steel appliances, and a new dishwasher (2025), along with a cozy breakfast nook. The primary suite offers a large walk-in closet and a spa-like bath with dual vanities, garden tub, and private water closet. Major upgrades include a brand-new Spanish tile roof (2025), sprinkler system upgrade (2025), hot water heater (2020), A/C (2017), new blown insulation, and new carpet throughout. The extended driveway fits six or more vehicles, ideal for hosting guests. Residents enjoy a beautiful tree-lined community with a park, playground, basketball courts, and convenient access to major highways including Interstate 4 and Florida's Turnpike. A rare opportunity to own a move-in ready home with luxury upgrades, a private cul-de-sac location, and an exceptional outdoor retreat in one of Windermere’s most desirable communities.
Listing Agent: Jessica Otero, Pa (407-780-1663)
4301 DOWN POINT LN, WINDERMERE, FL 34786
$2,950,0007 Days on yellowkey MLS ID: O6398366
Bed: 5 Bath: 4.0 Gar: 6 Liv Area Sq Ft: 7153 Built: 1983 Tax: $19,012 (2025)Community: Down Point SubSingle Family
Taxes:$19,012
Middle School: Chain of Lakes Middle
Remarks: Lakefront estate on Lake Down in the Butler Chain of Lakes with over 150 feet of frontage and no HOA in Sunset Bay. Built in 1983, this 5 bedroom, 4 bath pool home offers nearly 7,000 square feet across three levels and presents a rare opportunity to renovate a true chain-of-lakes property to your own style and standards. Home retains much of its original character and is priced accordingly, creating strong value for buyers seeking premier waterfront frontage, square footage, and long-term upside in one of Windermere’s most desirable locations. Main level includes kitchen, dining area, secondary bedrooms, full baths, oversized laundry room, and sliding doors opening to covered outdoor living and lake views. A few steps down, the sunken living room features a bar, fireplace, storage, and direct water views. Upstairs, the primary suite includes a fireplace, large walk-in closet, dual vanities, tub, separate shower, and screened balcony overlooking the lake. This level also includes a private office. The lower level is a standout feature, offering a full basement living space with its own kitchen, living room, bedroom, full bath, and direct pool access, ideal for extended family, guests, or multigenerational living. An additional reinforced interior room provides flexible use as a secure safe room, storm shelter, private storage room, or secluded flex space. Outdoor features include a screened pool, covered entertaining area, fenced yard, and private dock with space for two boats and two jet skis. Garage space accommodates up to 6 cars, plus a 2-car carport and a large circular driveway that provides additional parking for guests, larger households, or recreational vehicles. Additional storage areas and the lower-level garage create excellent space for boat gear, kayaks, paddle boards, trailers, and lakefront equipment. Home is priced in line with its recent appraisal, with the value reflecting both its current condition and the renovation investment a future owner may choose to make. For buyers seeking a large lakefront footprint, multigenerational layout, extensive parking, and the ability to modernize to today’s standards, this property offers a rare value on the Butler Chain. Located minutes from downtown Windermere, Restaurant Row, golf, shopping, and major attractions.
Listing Agent: Phil Mariani (407-257-3609)
6626 BRIDGEWATER VILLAGE RD, WINDERMERE, FL 34786
$585,000166 Days on yellowkey MLS ID: O6349184
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2720 Built: 2014Monthly Fee: $248 Tax: $5,382 (2024)Community: Vineyards/Horizons West Ph 1BSingle Family
Taxes:$5,382
Elementary School: Independence Elementary
Remarks: Under contract-accepting backup offers. **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.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: David Dorman (407-948-8295)
12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786
$1,490,0002 Days on yellowkey MLS ID: O6399958
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3487 Built: 1997Monthly Fee: $130 Tax: $6,661 (2025)Community: Isles WindermereSpa: YesSingle Family
Taxes:$6,661
Remarks: Welcome to 12718 Windermere Isles Place, a spectacular residence tucked away on a quiet cul-de-sac in the heart of Windermere. Situated on a sprawling nearly one-acre lot, this beautifully remodeled home offers an exceptional blend of privacy, space, and elegance. Enjoy serene views of the expansive backyard and picturesque koi pond from the spacious shaded patio or the screened rear porch. The outdoor living area is designed for true Florida living, featuring a sparkling pool and spa, perfect for relaxing or entertaining. Adding to the sense of tranquility, one side of the property has no direct neighbors—only beautifully maintained green space and a scenic bridge, creating gorgeous views and a rare feeling of serenity. Inside, the home features generously sized rooms filled with comfort and charm, including an oversized family room with a wood-burning fireplace. The primary suite is a private retreat, complete with a luxurious bath featuring dual sinks, a jetted garden tub, a large walk-in shower, and a full vanity area. Every detail has been thoughtfully updated with style and functionality in mind. Additional highlights include a three-car garage with ample space for parking and storage, as well as a prime location within a top-rated public school district, just minutes from Windermere’s premier shopping, dining, and recreation. A rare opportunity to own a beautifully updated home in one of Central Florida’s most desirable communities.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Patricia Zimath, Llc (321-318-1050)
12936 DROXFORD RD, WINDERMERE, FL 34786
$659,00078 Days on yellowkey MLS ID: O6376097
REDUCED by $11,000 (1.6%) on 04/17/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2960 Built: 2006Monthly Fee: $82 Tax: $9,928 (2024)Community: Lakes/Windermere Ph 02ASingle Family
Taxes:$9,928
Remarks: The seller will install a brand-new roof prior to closing, ensuring the property is fully updated and move-in ready on closing day. Lakes of Windermere STUNNER! This Ashton Woods Kensington model comes with an amazing bonus room and much more! The well-established neighborhood is out of a Norman Rockwell painting, lined with trees, 15 minutes from Disney, and loaded with charm. All you will need are a couple of Adirondack chairs for the front patio and a glass of sweet tea to become part of this amazing neighborhood. The inviting front porch leads you into the luxuriously upgraded home! As you enter, you are greeted by the formal living/dining area with magnificent windows and natural light, HIGH CEILINGS, upgraded CERAMIC WOODGRAIN TILE FLOORING, CROWN MOLDING, and recessed lighting. A 3-WAY SPLIT & OPEN FLOOR PLAN gives you the privacy a large family needs. Arched halls lead you to 3 bedrooms with spacious closets, beautiful ceiling fans, BRAND NEW laminate flooring, and a fully upgraded bathroom complete with dual sinks. An entertainer's DREAM KITCHEN awaits you. Truly the heart of the home, this STUNNING two-toned kitchen renovation includes an oversized island with cut granite, an inlay sink, a breakfast bar, and additional storage. Stainless steel appliances, 42-inch cabinets, soft-close cabinets and pull-out drawers, recessed lighting, and a sleek cabinet pantry. The dedicated coffee/beverage bar area leads you to the eating space in kitchen and the spacious Family room, which continues out to a (2018) addition of a SCREENED and COVERED lanai perfect for year-round enjoyment. A double-door package leads you into the tasteful primary bedroom and ensuite bathroom, where the upgrades continue to enhance this jewel of a home! Dual showerheads, including a RAIN shower, luxury flooring, a makeup vanity, and dual sinks all tastefully tie into the kitchen upgrades on color palette and natural light. Walk past a guest bathroom and let your imagination wander with the large upstairs bonus/flex room complete with a closet and a full bathroom package (currently used as a 5th bedroom). Additionally, a dual A/C system completely replaced in 2017, SOLAR PANELS PAID IN FULL and a REVERSE HEAT PUMP WATER HEATER (that cools the garage!) in 2018, and a transferable termite bond make this a move-in-ready home! The first-floor laundry/mudroom was recently enclosed but can easily be turned back into a pass-through butler's pantry. SO much flexibility in this floor plan! Lakes of Windermere is an established neighborhood with mature landscaping that offers a pool, tennis, volleyball and basketball courts, a dock, parks and playgrounds! MAKE YOUR APPOINTMENT TO VIEW TODAY!
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Leo Rico (786-366-5634)
5926 BLAKEFORD DR, WINDERMERE, FL 34786
$2,149,00042 Days on yellowkey MLS ID: O6388716
1 Days Off yellowkey (back on 4/17/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3906 Built: 1999Monthly Fee: $298 Tax: $12,674 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$12,674
Remarks: Keene's Pointe - 24 hour gated/attended golf community in Windermere, Florida. This fully renovated home is situated on one of the most beautiful lots in the community. Located on the 11th fairway of The Golden Bear Club with golf and pond views, as well as golf and pond views of the 12th green from the front porch. Boasting an open floor plan with a dining room large enough to hold a table of 12, 3 bedrooms downstairs including the primary. The kitchen is functional with an island seating 4 with quartz waterfall edges, coffee bar, stainless KitchenAid appliances, Dacor panel refrigerator and pantry. The great room has a wall of windows overlooking the patio and stone fireplace. There is also a spacious office with desk and built-ins, and a second office/bar with built-ins that can be easily converted to a 5th bedroom. The primary suite is spacious with a wall of windows overlooking the pond/golf course, bathroom with 2 vanities with lighted mirrors, free-standing tub, and shower with rain head and 6 body jets, and large walk-in closet. The second floor features the 4th bedroom, perfect as an in-law suite, media or game room with 2 walk-in closets and a bath with shower and tub. Enjoy the view from the large covered patio with stone fireplace and summer kitchen overlooking the updated screened salt water pool and spa (new pump and heater in 2025), as well as the expansive and private back yard. The side entry garage features two parking spaces and an additional golf cart parking area, as well as epoxy coated floor and built-in cabinets and overhead racks. There is also steps to the attic over the garage with wood flooring for extra storage. Everything in this home has been tastefully updated in 2025. Wood-look tile and plantation shutters throughout, elegant lighting, tankless gas water heater (2025), pavered driveway and porch, new roof in 2021, AC's (2025/2018). This home has everything that country club living has to offer. Conveniently located to shopping, dining, expressways, tourist attractions and top-rated public and private schools. Call for your private showing today.
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Teresa Stewart (407-493-3057)
8337 VIVARO ISLE WAY, WINDERMERE, FL 34786
$800,000206 Days on yellowkey MLS ID: O6332989
0 Days Off yellowkey (back on 4/17/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3294 Built: 2018Monthly Fee: $268 Tax: $6,438 (2024)Community: Windermere IsleSpa: NoSingle Family
Taxes:$6,438
Elementary School: Castleview Elementary
High School: Horizon High School
Remarks: Under contract-accepting backup offers. Discover your dream home in the highly sought Windermere Isle community, just minutes from the world-renowned Disney attractions. This stunning residence offers an unparalleled blend of comfort, convenience, and elegance, making it an ideal choice for families and those who love to entertain. Boasting five spacious bedrooms and four well-appointed bathrooms, this home provides ample space for family and guests. The thoughtful floor plan includes a first-floor bedroom and full bath, perfect for visitors seeking privacy. The oversized owner's suite offers a private retreat, while the loft area adds versatility to the living space. One of the home's standout features is its exceptional storage capacity, a rare find in Florida. The freshly painted exterior and meticulously maintained interior create a like-new ambiance, with elegant touches such as a separate dining room with a coffered ceiling, perfect for formal gatherings or as a flexible office space. The serene setting of this property is truly captivating, with a tranquil pond view that enhances the sense of retreat and relaxation. The extended lanai and expansive backyard provide the perfect backdrop for outdoor activities, entertaining, or simply unwinding in the Florida sunshine. The open floor plan seamlessly connects the gourmet kitchen, breakfast nook, and family room, offering a harmonious space for daily living and hosting guests. Windermere Isle offers a host of community amenities, including a neighborhood pool with cabana, playground, and walking paths. The HOA ensures easy living by providing lawn maintenance, internet, and cable services. Located near top-rated public and private schools, SR 429, and the vibrant dining and shopping options of Horizon West, this home offers the perfect balance of a peaceful neighborhood setting with the convenience of nearby urban amenities. This property is a rare gem in today's market, combining a desirable location, generous living space, and a picturesque setting. Don't miss your chance to call this exceptional residence your new home. Contact me today to schedule a private viewing before it's gone!
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Laurel Kellett (407-758-1136)
12305 VIA DERNA PL, WINDERMERE, FL 34786
$465,00088 Days on yellowkey MLS ID: O6374964
REDUCED by $5,000 (1.1%) on 04/17/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 2014Monthly Fee: $316 Tax: $5,016 (2025)Community: CarringtonTownhouse
Taxes:$5,016
Elementary School: Bay Lake Elementary
Remarks: Welcome to this move-in ready 3-bedroom, 3-bath townhome in Windermere FL located in the desirable Carrington community near Walt Disney World, offering low-maintenance living and a prime Central Florida location. Major updates include a NEW ROOF (2022) for peace of mind and long-term value. From the moment you arrive, you’ll notice the curb appeal, mature landscaping, and covered entry. Inside, tile flooring flows throughout the main living areas, while bedrooms feature comfortable carpet. The open concept floor planseamlessly connects the living, dining, and kitchen—ideal for everyday living and entertaining. The kitchen features: Stainless steel appliances Center island with bar seating for casual dining Rich cabinetry and sleek countertops Stylish backsplash and pantry A highly desirable main floor bedroom and full bath offers flexibility for guests, multi-generational living, or a home office. Upstairs, the primary suite with private balcony provides a relaxing retreat, complete with a walk-in closet and en-suite bath with dual vanities and separate shower. A third bedroom, additional full bath, and loft/bonus space complete the layout. Enjoy outdoor living with a covered lanai and fenced, low-maintenance patio. The home also includes a rear-entry 2-car garage. Located just off Reams Road with easy access to 429, I-4, shopping, dining, and attractions, this home is ideal for buyers searching for a Windermere home near Disney. Carrington offers a community pool, green space, and a welcoming atmosphere, all within a family-friendly area zoned for A-rated schools. With modern upgrades, flexible living space, and a prime location, this is a turnkey opportunity in Windermere. Schedule your private showing today—this one checks all the boxes. Welcome home.
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
2068 ROBERTS POINT DR, WINDERMERE, FL 34786
$2,350,0002 Days on yellowkey MLS ID: O6397543
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4876 Built: 1999Monthly Fee: $325 Tax: $12,356 (2025)Community: Waterford Pointe Ph 02 RepSpa: YesSingle Family
Taxes:$12,356
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. 1+ Acre Estate in Guard-Gated Windermere with Private Courtyard Pool, Detached Casita & Whole-Home Generator. Rare opportunity in Waterford Pointe offering space, privacy, and Lake Roberts access. Situated in one of Windermere’s premier guard-gated communities, this 5-bedroom, 4-bath estate features a private pool, a new Generac Guardian 24kW whole-house generator, and over an acre of land, providing exceptional privacy, scale, and architectural style. Waterford Pointe is noted for estate-sized homes, mature landscaping, and a peaceful, low-density atmosphere, offering space and tranquility rarely found in newer developments. The courtyard design centers around the pool, blending indoor and outdoor living with an estate feel. Inside, the residence (4,441 sq. ft.) features soaring ceilings, a dramatic two-story living room with an elevated conversation area and dual crystal chandeliers, large polished marble tile flooring, a two-story family room, and detailed crown molding throughout. The layout balances formal and casual spaces, offering flexibility for both everyday living and entertaining. The kitchen is thoughtfully updated for gathering, featuring quartz countertops, an oversized island, and newer black stainless steel KitchenAid and Bosch appliances. Appointments include a double oven with convection, a 48” refrigerator, wine refrigeration, and a glass cooktop, all opening to a two-story family room with an electronic fireplace, custom built-ins, and a hidden space for your AV electronics. The first-floor primary suite includes plantation shutters, direct courtyard and pool access, and wood-look tile. The bath offers dual vanities, a jetted tub, a walk-in shower, and a custom closet (approx. 9x12) with built-ins. Three HVAC systems—including one for the primary suite—ensure comfort and efficiency. The first floor also has a second suite, ideal for guests or family. A detached casita (435 sq. ft.) with a private entrance and full bath is ideal as an in-law suite, guest retreat, or office, offering privacy and versatility. Upstairs, the home offers expansive living spaces, including a large game room with a balcony overlooking the courtyard, a dedicated office featuring custom wood built-ins, and a separate fitness room with its own private balcony and a spiral staircase leading directly to the primary suite. Additional bedrooms are thoughtfully situated, with two connected by a Jack-and-Jill bathroom. Several bathrooms now showcase modern finishes and seamless glass enclosures. Outdoor living includes a 35x47 screened pool and patio with an automatic saltwater system, a heated spa, and a waterfall. The resurfaced pool and covered outdoor kitchen with grill, side burner, and prep sink, plus an additional brick patio, offer multiple entertaining areas. Waterford Pointe residents enjoy a lifestyle community with: * Private boat ramp with access to Lake Roberts, * Waterfront clubhouse with lake views, * Tennis courts and playgrounds, and * Tree-lined streets and estate-sized homesites. Additional features include: * 4-car garage, * Two buried propane tanks, * Rain gutters and partial fencing, * Newer courtyard exterior paint, * Located within a highly regarded school district. Experience this home’s blend of space, privacy, and established luxury—plus lake access and community amenities—in one of Windermere’s most desirable gated communities. Schedule your tour today!
13369 GORGONA ISLE DR, WINDERMERE, FL 34786
$449,98094 Days on yellowkey MLS ID: O6373676
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1767 Built: 2019Monthly Fee: $240 Tax: $4,623 (2024)Community: LegadoTownhouse
Taxes:$4,623
Remarks: Under contract-accepting backup offers. Gorgeous, newly updated three-bedroom luxury townhome with a scenic water and fountain view near Disney theme parks. This spacious, light-filled home is open, bright, clean and move-in ready. This home features a new HVAC system with programmable thermostat, new flooring, trim and fresh interior, exterior paint, and new designer light fixtures and mirrors. The first floor features a spacious open floor plan with all stainless steel appliances, including a side-by-side refrigerator with ice and water, a range, microwave, dishwasher, garbage disposal and touchless faucets. The cabinets are 42-inch espresso cabinetry with built-in upper and lower cabinet lighting, quartz countertop with a beautiful tile backsplash. There are also a spacious walk-in pantry and a unique built-in kitchen tech center to provide storage, shelving, a tile backsplash, extra outlets and a built-in phone charging station. The upstairs features three bedrooms and a laundry room with a combo washer and dryer. The owner's suite features crown molding, two spacious closets and a large bath with a designer lighted mirror. The bedrooms have new carpeting, and all have ceiling fans. There is also an upstairs covered porch to have a morning coffee or relax in the evenings. The home features a two-car garage with automatic openers. This home is in the Legado community. Enjoy carefree living with exterior maintenance and landscaping included. The community amenities are within short distance and include a playground, pool and cabana, walking trails and even nightly Disney firework views for your enjoyment. Plenty of nearby restaurants and shopping, and highly rated schools. This exceptional home shows like a model and is must-see.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Wendy Fischer (407-620-0713)
109 E 12TH AVE, WINDERMERE, FL 34786
$1,225,0003 Days on yellowkey MLS ID: O6394569
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2791 Built: 1989 Tax: $20,244 (2025)Community: Windermere TownSpa: YesSingle Family
Taxes:$20,244
Remarks: Modern style blends with Windermere charm. This totally renovated home is located just steps from Lake Bessie in the Town of Windermere. Set on a beautifully landscaped corner lot with no HOA, this home combines luxury and comfort in one of Central Florida’s most desirable communities. Every detail has been thoughtfully updated within the last 3 years to include roof, a/c, plumbing, flooring, drain field and water filtration system. Inside, sun drenched living and dining spaces flow seamlessly, anchored by a warm inviting fireplace setting the tone for relaxed living and effortless entertaining. The kitchen serves as the heart of the home, featuring soft gray shaker cabinetry, quartz countertops, a generous island with induction cooktop, hood, double wall ovens, mosaic glass backsplash and all new stainless appliances. Sliding doors open to a sparkling pool with sun deck and pergola, surrounded by lush landscaping in a private, fenced courtyard. Whether hosting gatherings or enjoying quiet evenings at home, this outdoor space delivers the true Florida lifestyle. Upstairs, the primary suite features a spa inspired bath with a freestanding soaking tub, rainfall shower, dual sinks, and elegant finishes. Additional bedrooms include an oversized fourth bedroom with its own fireplace and built-ins which easily can be used as a media room, office, or home gym. Located just a short walk or golf cart ride to Windermere shops, restaurants, lakefront parks, weekly farmers markets, library and more, this home places you at the center of it all. Surrounded by the Butler Chain of Lakes and close to renowned golf, fine dining and premium shopping. Windermere offers small town charm yet convenient to major roadways, area attractions and the International Airport. The location is as exceptional as the home itself. This is more than a residence; it is a refined Windermere lifestyle defined by comfort connection and enduring style.
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Judy Black (407-810-1803)
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