Location: Windermere
Do Not Show Listings
13732 SUMMER HARBOR CT, WINDERMERE, FL 34786
$599,00010 Days on yellowkey MLS ID: O6410454
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2236 Built: 2015Monthly Fee: $90 Tax: $5,074 (2025)Community: Summerport Trail Ph 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,074
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Wonderful opportunity rental investment . Prepare to be amazed by this beautiful nature friendly corner lot in Summerport. This spacious & immaculate 4-bedroom 2.5 bath features an array of upgrades. Enjoy the tranquil Waterfront pond and Disney fireworks from the comfort of your front porch. This premium lot is sitting on a quiet CUL-DE-SAC, nestled in a corner with no right neighbors and stunning conservation area. The home chef will appreciate the beautiful kitchen that features granite, custom 42" cabinets, stainless appliances and walk-in pantry. The living room boasts of high ceilings all the way to the second story with lots of windows to provide a light and bright area. The second story has four bedrooms including the Master Suite and laundry room for convenience. Community and Recreational Amenities include the following: community recreation/fitness center, tennis courts, junior Olympic pool, playground, basketball court, sand volleyball court, bike/nature trail, 2 lakeside parks with lake access. LOCATION, LOCATION, LOCATION, you’re walking distance from Windermere High School, Publix, shops & restaurants. 5-minute drive from Winter Garden Village center where you can enjoy a list of shops and restaurants. Easy access to major road ways such as the 429, I-4, 408 and Florida Turnpike. Excellent Tenant in place otherwise 60 day-period to move out This gem won't last, schedule your tour today!
Listing is courtesy of: SANCHEZ PROPERTIES GROUP LLC (407-952-5066)
Listing Agent: Daniel Sanchez (407-952-5066)
811 MAIN ST, WINDERMERE, FL 34786
$649,99910 Days on yellowkey MLS ID: O6409463
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1398 Built: 1985 Tax: $9,419 (2024)Community: Windermere TownSingle Family
Taxes:$9,419
Elementary School: Windermere Elem
High School: Olympia High
Tax Year: 2024
Middle School: Gotha Middle
Remarks: Exclusive Rare Opportunity to own this expansive 100'x160' double lot in downtown Windermere. Whether you’re looking for a charming home or a prime location to build your dream residence, this property delivers endless potential. The home features arched doorways, luxury vinyl plank (LVP) flooring, and a sunroom filled with natural light. The updated kitchen includes 42” soft-close cabinets, Granite countertops, stainless steel appliances, and a custom island with a breakfast bar. The primary bedroom boasts a spacious walk-in closet with custom built-ins, and the bathroom is finished with marble and subway tile. The nearly half-acre lot offers a fenced backyard, custom pergola, wood deck, fire pit, and a storage shed with electricity, perfect for entertaining or relaxing. Enjoy walking proximity to Windermere’s cafes, parks, and events like the Farmers Market. Deeded access to the Butler Chain of Lakes and Lake Bessie provides excellent opportunities for boating and water sports. With no HOA, A-rated schools, and golf-cart-friendly streets, this property blends convenience and practicality. Schedule your showing today.
Listing is courtesy of: CAMERON REALTY GROUP LLC (321-947-0424)
Listing Agent: Asim Iftikhar (917-250-8883)
8411 WOBURN CT, WINDERMERE, FL 34786
$1,200,00068 Days on yellowkey MLS ID: O6391980
REDUCED by $50,000 (4.0%) on 05/12/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2582 Built: 1999Monthly Fee: $222 Tax: $12,964 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$12,964
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Welcome to this beautifully reimagined luxury residence in the highly sought-after Keene’s Pointe, ideally positioned on a quiet cul-de-sac and backing onto the serene natural beauty of the Tibet Butler Preserve. This exceptional 4 bedroom, 3 bathroom home with a dedicated office has been extensively renovated to an outstanding standard, offering a perfect blend of modern design, comfort, and privacy in one of Windermere’s premier guard-gated communities. From the moment you arrive, the custom iron front door sets the tone for the quality found throughout. Inside, the entire home has been thoughtfully updated with smooth finished walls and ceilings, elegant crown molding in every room, and wood-look ceramic flooring that flows seamlessly throughout. Every space has been freshly painted, creating a light, bright, and cohesive feel, while feature walls, custom trim detailing, and designer touches elevate the overall aesthetic. The heart of the home is the fully remodeled kitchen, showcasing custom cabinetry, granite countertops, and WiFi-enabled LG appliances, perfectly designed for both everyday living and entertaining. The open layout connects effortlessly to the main living areas, enhanced by upgraded LED lighting and stylish ceiling fans throughout. The primary suite offers a true retreat, featuring a beautifully redesigned bathroom with custom cabinetry, upgraded finishes, and a luxurious soaking tub. Guest bathrooms have also been fully renovated with new flooring, showers, and modern fixtures. Additional highlights include custom closet systems with integrated lighting, a redesigned pantry with barn-style doors, and upgraded ceilings in both the dining room and sunroom. Step outside to your private outdoor oasis, where the oversized screened lanai, pool, and spa create the perfect setting for relaxation or entertaining. The pool has been enhanced with an acid wash, updated tile, and a resurfaced pool deck, complemented by a new spa heater, WiFi-enabled pool controls, and thoughtfully designed landscaping with ambient lighting that adds to the home’s tranquil atmosphere. This home is as smart as it is stylish, featuring a comprehensive ADT security system with cameras, glass break sensors, water detection, CO2, and fire monitoring, along with an air purification system integrated into the HVAC for added comfort and peace of mind. Additional upgrades include new garage door openers, updated exterior lighting, and professionally enhanced landscaping. Located toward the front of Keene’s Pointe, the home also benefits from convenient access to CR 535 and I-4, offering a meaningful time-saving advantage compared to properties deeper within the community. With its private setting, extensive high-end upgrades, and prime location, this is a rare opportunity to own a truly turnkey luxury home in one of Windermere’s most desirable communities.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
3328 WAX BERRY CT, WINDERMERE, FL 34786
$925,000217 Days on yellowkey MLS ID: O6355868
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2636 Built: 1984Monthly Fee: $21 Tax: $10,867 (2024)Community: Lake Butler EstatesSingle Family
Taxes:$10,867
Remarks: One or more photo(s) has been virtually staged. Located within Lake Butler Estates, one of Windermere’s most private and established communities, this 4-bedroom, 4-bath pool home is situated on a one-acre cul-de-sac lot surrounded by mature oak trees and only 11 neighboring homes. Originally constructed in 1984 and renovated in 2022, this single-story home offers an open, split floor plan that seamlessly integrates luxury finishes with functional daily living. The interior boasts marble flooring throughout the main living areas and engineered hardwood in all bedrooms, complemented by high ceilings, crown molding, and recessed LED lighting throughout. A dry bar enhances the living room’s entertaining capacity, along with new chandeliers that adorn the living and dining rooms. The living room is distinguished by a textured accent wall, skylights, and a wood-burning stone fireplace. The kitchen was redesigned, featuring sealed butcher block counters, soft-close cabinets and drawers, stainless steel smart appliances, a Fotile range hood with a self-adjusting capture shield, pantry storage, and breakfast bar. Well water for home and irrigation purposes, along with a reverse osmosis water treatment system. The additional 3 bedrooms are on the opposite side of the home, and bedrooms feature remote-controlled ceiling fans and lights. The expansive primary suite includes a custom walk-in closet and an ensuite primary bathroom. The primary bath features dual sinks, soft-close cabinetry, an oversized stand-up shower with pebble flooring, marble backsplash, rainfall shower heads, and a three-head body sprayer with jets. A recently added full guest bathroom includes a pedestal sink, marble finishes, and a stand-up shower with dual shower heads. The en-suite bath in the second bedroom features a stand-up shower with a marble backsplash, LED anti-fog mirror, and soft-close cabinetry. The shared bathroom offers dual sinks, an LED anti-fog mirror, direct pool access, marble finishes, a stand-up shower with pebble flooring, and dual shower heads. Smart-home and energy-efficient amenities include a new water heater, Ecobee smart thermostat, myQ garage opener, and a smart front door lock. The exterior features a screen-enclosed, in-ground pool, covered lanai with ceiling fans, circular driveway with side-entry two-car garage, and an additional rear concrete parking pad suitable for RV or boat storage. The extensive 1-acre lot offers flexibility for expansion, allowing for privacy fencing, a future mother-in-law suite, or an addition. HOA fee is only $253 per year, providing access to the adjacent Windermere Recreation Center, which offers three lighted tennis courts, playground, pet parks, lakefront boardwalk, kayak launch, sand volleyball court, BBQ grills, picnic tables, and a large entertaining pavilion. Residents of the Town of Windermere are afforded exclusive access to the Butler Chain of Lakes via two gated private boat ramps as well. Zoned for A-rated schools and within walking distance to Windermere Elementary. The location is ideal, situated within ten minutes of downtown Windermere, where you can enjoy the weekly Farmers Market. Easy access to Interstate 4, the Florida Turnpike, local hospitals, and within a 30 minute drive of the Orlando International Airport, Disney World, and Universal Studios. This property offers a blend of privacy, acreage, and premier community access within one of Central Florida's most desirable communities. Schedule your showing today!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Ferris Kassar (407-284-8384)
13842 ORANGE CREST DR, WINDERMERE, FL 34786
$739,88832 Days on yellowkey MLS ID: O6402132
REDUCED by $10,000 (1.3%) on 05/22/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2620 Built: 2003Monthly Fee: $116 Tax: $9,561 (2026)Community: Eden IsleSpa: YesSingle Family
Taxes:$9,561
Tax Year: 2026
Remarks: PRICED UNDER APPRAISED VALUE! Nestled behind the gated enclave of Eden Isle in Summerport, this stunning five-bedroom, three-bath residence blends modern updates with generous living space. Newly renovated in 2024, the home showcases luxury vinyl plank flooring throughout, a reimagined kitchen, and fully upgraded downstairs bathrooms. Step inside to soaring ceilings and an abundance of natural light that create an inviting first impression. The entryway opens to a spacious dining room, anchored by an eye-catching chandelier, ideal for hosting gatherings. The dining area transitions effortlessly into the open-concept kitchen, now beautifully updated with granite countertops, a waterfall island, abundant cabinetry, stainless steel appliances, and ample prep space. The expansive living room offers views of the backyard retreat, with direct access to a screened-in patio, private pool, and fully fenced yard, perfect for entertaining or unwinding. Designed with a split-bedroom layout, the home features two primary suites on separate levels. The main-floor primary suite, tucked just off the living area, includes a large walk-in closet and a spa-like bathroom with a rain shower, dual shower heads, floor-to-ceiling tile, double vanities and quartz counters. Two additional bedrooms and a fully renovated guest bath complete with quartz countertops, a new vanity, and a tiled floor-to-ceiling walk-in shower are also located on the first floor. The laundry room sits conveniently off the kitchen with direct garage access. Upstairs, a second primary suite offers a walk-in closet and private bath with dual sinks and a standalone shower, along with another generously sized bedroom just down the hall. Residents of Eden Isle enjoy exclusive amenities including a private boat ramp with access to Lake Speer, a playground, and added privacy. Notable upgrades include: UPGRADES: UPSTAIRS HVAC 2024! WATER HEATER 2023! TESLA CHARGER & BACK UP GATEWAY TO POWERHOUSE 2024! NEW POOL PUMP 2025! NEW POOL SCREENS WITH EXTRA PRIVACY 2024! PREMIUM LVP FLOORING & BASEBOARDS 2024! KITCHEN & DOWNSTAIRS BATHS FULLY RENOVATED 2024! POOL IS HEATED BY SOLAR! Conveniently located with easy access to major highways, Orlando’s world-renowned theme parks and attractions, downtown Orlando, Windermere, and Winter Garden, as well as Orlando International Airport, plus an abundance of nearby restaurants and shopping options. Don’t miss this opportunity to own a home in one of Central Florida’s most desirable areas, where lifestyle and convenience come together.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Erica Sadelfeld (407-427-0398)
7249 SHADEVIEW ALY, WINDERMERE, FL 34786
$407,00067 Days on yellowkey MLS ID: S5146580
REDUCED by $3,000 (0.7%) on 05/20/2026
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
Taxes:$5,983
Elementary School: Sunset Park Elem
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)
10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786
$3,450,000126 Days on yellowkey MLS ID: O6377244
REDUCED by $25,000 (0.7%) on 05/07/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 5273 Built: 1986Monthly Fee: $103 Tax: $28,092 (2025)Community: LakesSpa: YesSingle Family
Taxes:$28,092
Elementary School: Thornebrooke Elem
Remarks: Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with artisan leaded glass. Inside, the great room makes an immediate statement with soaring 23’ cathedral ceilings and a striking Tennessee river rock fireplace. Entertain in the showstopping formal dining room, where oversized picture windows perfectly frame the lake. Designed for everyday comfort, the majority of the living space including all bedrooms is located on the main level. The chef’s kitchen is fully equipped with solid wood cabinetry, granite countertops, Sub-Zero refrigerator, Thermador gas cooktop with exhaust, Bosch double ovens, wet bar, walk-in pantry, and a sunlit breakfast area with spectacular water views. The spacious primary suite is a private retreat with its own screened lanai and a spa-inspired bath featuring a shower, jetted tub, dual vanities, and three walk-in closets. Generous secondary bedrooms offer ample closet space and well appointed baths, including a steam shower. Outdoors is where this home truly shines. Enjoy mature landscaping and colorful gardens, plus a motorized screened lanai with a chef-worthy summer kitchen pizza oven, prep area, grill, refrigerator, and TV alongside the pool, heated spa, and gas firepit. The desirable southern exposure delivers refreshing lake breezes and comfortable outdoor living without harsh afternoon sun. The custom floor plan maximizes lake views throughout, and the partially enclosed dock is a rare find grandfathered in, with a boat lift and side jet-ski lift. Additional highlights include newer doors and windows and a tile roof. The Lakes neighborhood also offers a community boat ramp and tennis courts. Enjoy Windermere living on the Butler Chain without the traffic, just minutes from major roads, top schools, shopping, and dining. This rare, well-built lakefront home is ready to welcome you. Be sure to explore the virtual tours.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
8180 BOAT HOOK LOOP #109, WINDERMERE, FL 34786
$299,50013 Days on yellowkey MLS ID: S5150297
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1161 Built: 2006Monthly Fee: $485 Tax: $4,173 (2025)Community: Lakeside/LksCondo
Taxes:$4,173
Elementary School: None
High School: None
Middle School: None
Remarks: Discover comfort and convenience in this well-appointed first-floor condo located in the heart of Windermere. Unit 109 offers a functional split-bedroom layout with inviting living spaces, generous natural light, and easy ground-level access. The kitchen opens seamlessly to the main living area, creating a welcoming flow that works equally well for everyday living or entertaining guests. The primary suite features a spacious walk-in closet and private bath, while the additional bedrooms provide flexibility for guests, a home office, or family living. Step outside to enjoy the covered patio — a perfect spot for morning coffee or winding down at the end of the day. Situated within a gated community with resort-style amenities, residents enjoy access to a pool, fitness center, playground, walking areas, and more. Conveniently located near shopping, dining, major roadways, and Central Florida attractions, this property combines low-maintenance living with an unbeatable location.
Listing is courtesy of: ROMAN'S PRO REALTY LLC (407-610-1970)
Listing Agent: Reinaldo Roman (321-682-1124)
14442 DESERT HAVEN ST #4305, WINDERMERE, FL 34786
$359,90011 Days on yellowkey MLS ID: O6410152
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1534 Built: 2013 Tax: $4,125 (2025)Community: Oasis Cove/Lakeside Village Ph ViiCondo
Taxes:$4,125
Remarks: Beautiful Two-Story Condo in Gated Windermere Community – Minutes from Disney World Welcome to this stunning two-story condo located in the heart of Windermere, inside a beautifully maintained gated community and conveniently located near shopping centers, markets, restaurants, and everyday conveniences. This spacious townhome features 3 bedrooms, 2 full bathrooms, and 1 half bathroom, with a bright and open floorplan designed for both comfortable everyday living and entertaining. Residents enjoy access to excellent community amenities, creating a comfortable and enjoyable lifestyle in one of Central Florida’s most desirable areas. Ideally situated just minutes from Walt Disney World, major highways, top-rated schools, beautiful lakes, shopping, and dining, this property offers the perfect combination of tranquility, convenience, and prime location. An exceptional opportunity to own one of the best-priced 3-bedroom properties in the highly sought-after Windermere area.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Umberto Da Cunha Neto (407-690-3539)
11401 EVESHAM DR, WINDERMERE, FL 34786
$440,00011 Days on yellowkey MLS ID: O6410182
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1847 Built: 2008Monthly Fee: $315 Tax: $3,077 (2024)Community: Preston SquareTownhouse
Taxes:$3,077
Remarks: One or more photo(s) has been virtually staged. Brand New Roof just installed a couple of weeks ago! Welcome to this stunning corner unit townhome in the highly sought after Preston Square community in Windermere. Offering 3 bedrooms, 2.5 baths, and an exceptional layout.This beautifully maintained home perfectly combines elegance, comfort, and convenience. Ideally situated directly across from the community amenities, you’ll enjoy easy access to everything Preston Square has to offer while still enjoying the charm and privacy of a welcoming neighborhood setting. From the inviting front porch to the light filled interior, every detail of this home has been thoughtfully designed. Expansive wrap around windows flood the space with natural light, accentuating the soaring 10 foot ceilings and rich hardwood flooring throughout the main living areas. The open and functional floor plan is ideal for both everyday living and effortless entertaining. One of the home’s standout features is the private courtyard, a tranquil outdoor oasis perfect for hosting gatherings, grilling with friends, or simply unwinding after a long day. Inside, the gourmet kitchen is sure to impress with 42 inch solid wood cabinetry, granite countertops, stainless steel appliances, and ample prep and storage space for any home chef. The spacious first floor primary suite offers a peaceful retreat with a tray ceiling and a luxurious ensuite bath featuring dual vanities, a relaxing garden tub, and a walk in shower with dual shower heads. Upstairs, an oversized open concept loft provides flexible living space along with two additional bedrooms, creating ideal separation and privacy for family members or guests. Additional highlights include a laundry room with a utility sink and natural light, plus a rear entry two car garage complete with overhead storage racks and an extended driveway for extra parking. Residents of Preston Square enjoy resort style amenities including a sparkling community pool, beautifully landscaped grounds, basketball court, playground, fitness stations, and a large community park that regularly hosts movie nights and food truck events. Conveniently located near top rated schools, shopping, dining, golf courses, hospitals, and major roadways, this home offers easy access to Orlando, Winter Garden, and Central Florida’s world famous theme parks. This is an incredible opportunity to own a stylish and move in ready home in one of Windermere’s most desirable communities.
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Chris Courtney (407-406-0506)
1430 GLENWICK DR, WINDERMERE, FL 34786
$779,90033 Days on yellowkey MLS ID: O6403052
4 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2606 Built: 2002Monthly Fee: $155 Tax: $6,877 (2025)Community: Reserve At BelmereSpa: NoSingle Family
Taxes:$6,877
Remarks: Under contract-accepting backup offers. Beautifully updated 4-bed, 3-bath home in the Reserve at Belmere, a 24-hour guard-gated community in Windermere. Major upgrades include a new tile roof (2024), new energy-efficient windows (2025), and a new storm front door, and new plantation shutters with a lifetime warranty offering exceptional durability, style and long-term value, curb appeal, and long-term insurance benefits. The bright, open layout features high ceilings, spacious living areas, and a split floor plan with a generous primary suite. Enjoy a covered lanai and private backyard with room for outdoor living or a future pool. Community amenities include a fitness center, tennis courts, playground, clubhouse, and lakeside pier. Ideally located near top-rated schools, shopping, dining, and major highways—this home is truly move-in ready.
Listing is courtesy of: PREMIUM REAL ESTATE SERVICES (407-270-9550)
Listing Agent: Chloe Joseph (407-362-8312)
5849 SOTER LN, WINDERMERE, FL 34786
$445,90084 Days on yellowkey MLS ID: O6388590
REDUCED by $4,000 (0.9%) on 05/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2001 Built: 2019Monthly Fee: $171 Tax: $6,775 (2024)Community: Vineyards/Horizons West Ph 4Townhouse
Taxes:$6,775
Elementary School: Independence Elementary
Remarks: Beautiful 3-bedroom, 2.5-bathroom townhome in the desirable Horizon West area. This spacious two-story home features an open-concept layout with a bright living and dining area that flows into the kitchen, perfect for everyday living and entertaining. Upstairs you’ll find a large primary suite with private bath and walk-in closet, along with two additional bedrooms and a full bathroom. Convenient half bath on the first floor. Located near shopping, dining, parks, and top-rated schools, with easy access to major roads and Disney. A great opportunity to own in one of Central Florida’s fastest-growing communities.
Listing is courtesy of: ORLANDO HOME DEALER LLC (407-537-5353)
Listing Agent: Juliet Saldarriaga (407-579-1224)
1125 KELSO BLVD, WINDERMERE, FL 34786
$1,425,00025 Days on yellowkey MLS ID: O6406003
0 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3660 Built: 1992Monthly Fee: $63 Tax: $13,799 (2025)Community: Kelso On Lake ButlerSpa: YesSingle Family
Taxes:$13,799
Remarks: This is a must see!!! Offering four bedrooms and three and one half baths, this home sits on a beautifully landscaped, estate-sized 1 acre lot! The floor plan is flexible and allows for multiple entertaining options. The kitchen is a cook's dream with an abundance of wood cabinetry, expansive granite counters, a huge center island and built in appliances. It is light and bright and open to the breakfast area and family room, which have sweeping views across the pool and out to Lake Butler. All bedrooms are on the second floor and do not share walls, offering privacy for all of the occupants. The primary bedroom is large and even has space for a sitting area and all three upstairs bathrooms have been upgraded. Both the pool and enclosure are over-sized and have gorgeous views of Lake Butler. And there is still plenty of surrounding yard space. The house was re-piped, the pool enclosure screens and the roof were just replaced! Kelso on Lake Butler is one of the most sought-after, and little known. communities in Windermere. The street is a cul de sac, so there is no through traffic! This home will exceed your expectations, and the private community boat dock is just the icing on the cake!!!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Kenneth Teixeira (407-697-4946)
9648 WEATHERSTONE CT, WINDERMERE, FL 34786
$2,500,00043 Days on yellowkey MLS ID: O6400680
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4482 Built: 2000Monthly Fee: $227 Tax: $20,450 (2025)Community: Weatherstone On Lake OliviaSpa: NoSingle Family
Taxes:$20,450
Remarks: Set within the private gates of Weatherstone on Lake Olivia, this stunning spring fed lakefront residence offers a rare opportunity to enjoy refined living along the peaceful shoreline of Lake Olivia in Windermere. Situated on an expansive lakefront homesite, an increasingly rare find in this area, the property provides exceptional space, privacy, and unobstructed water views. Boasting 6 bedrooms and 4 full baths, the home blends classic design with thoughtful updates and an inviting, functional layout. A charming wraparound front porch creates a warm first impression, surrounded by mature landscaping and tranquil views, perfect for relaxing mornings or unwinding at the end of the day. Inside, natural light fills the home, highlighting soaring ceilings, rich wood flooring, plantation shutters, crown molding, and carefully curated designer details. The open concept design allows for effortless flow between the main living spaces, many of which capture picturesque lake views. At the center of the home, the updated kitchen serves as a true gathering place, featuring generous prep space, a large island, stainless steel appliances, and a spacious dining area. Two oversized walk in pantries, one with a concealed bar, offer both convenience and a touch of character. The primary suite is located on the first floor, offering serene lake views, a spacious custom closet, and a beautifully redesigned bathroom with dual quartz vanities, a soaking tub, and a walk in shower. The first floor also includes a private office with custom built ins, an additional family room, or optional formal dining space, and a full bath. Upstairs, a well planned layout provides flexibility and privacy with five secondary bedrooms, some connected by updated Jack and Jill baths, plus a dedicated workspace with built in features on the landing area. An additional oversized bonus room with closet can easily function as a media room or play space. The home previously had a large loft area which could quite easily be converted back. Additional highlights include a first floor laundry room, abundant storage throughout, an updated tile roof, refreshed exterior paint, and a three car garage with epoxy flooring and built in storage. Designed for entertaining, the outdoor living space features a covered lanai, summer kitchen, resort style pool, fire pit, artificial turf dog run, and a Trex dock with boat lift, all overlooking the calm waters of Lake Olivia, where you can water ski, have fun on your boat or jet ski’s or just enjoy a calm ride on your paddle boards, the fun is endless. The gently sloping homesite enhances the home’s elevated position, maximizing lake views while naturally directing rainwater away from the property, an often overlooked advantage in Florida lakefront living. It also adds character to the outdoor space, creating a more dynamic and enjoyable setting for both relaxation and play. With only 13 homes, Weatherstone Ct offers a boutique gated setting just moments from local favorites like The Yellow Dog Eats, parks, top rated schools, and the heart of Windermere. This is lakefront living at its finest, private, spacious, and beautifully appointed. Ideally located with direct access to all the major highways, the home provides seamless connectivity to destinations throughout Central Florida and beyond, while still maintaining a quiet, tucked-away feel.
11015 HAWKSHEAD CT, WINDERMERE, FL 34786
$1,529,99913 Days on yellowkey MLS ID: O6405977
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3868 Built: 2004Monthly Fee: $640 Tax: $18,824 (2025)Community: Reserve At Lake Butler SoundSpa: YesSingle Family
Taxes:$18,824
Remarks: Located within the guard gated community of Reserve at Lake Sound in Windermere, this beautifull 5-bedroom, 5-bath residence offers the perfect blend of elegance, comfort, and functionality. Featuring nearly 3,900 square feet of living space, the home showcases tall ceilings, travertine flooring throughout the main living areas, and thoughtful modern updates completed in recent years. A grand double-door entry opens to formal living and dining spaces highlighted by contemporary accent walls and a striking fireplace. The spacious kitchen is designed for both everyday living and entertaining, featuring upgraded stainless steel appliances, abundant cabinetry, stylish countertops, a beverage refrigerator, and an open flow into the family room. The split-bedroom floor plan includes a private office and a spacious primary suite complete with California closets and a luxurious ensuite bath featuring dual vanities, a walk-in shower, and a freestanding soaking tub. Upstairs, the oversized bonus room with full bath offers flexibility as a guest suite, second primary suite, or media room. Sliding doors lead to an expansive screened pool area ideal for relaxing or entertaining, while the lush backyard garden creates a peaceful setting to enjoy your morning coffee. The home also features a spacious 3-car garage. *Roof and water heater was replaced 5 years ago.* Ideally located near top-rated schools, shopping, dining, and area attractions, this move-in ready Windermere home is one you won’t want to miss.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Julie Davis, Llc (407-579-7584)
4819 INDIAN DEER RD, WINDERMERE, FL 34786
$669,90020 Days on yellowkey MLS ID: O6403960
1 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3049 Built: 2005Monthly Fee: $131 Tax: $9,523 (2025)Community: Summerport Ph 05Spa: NoSingle Family
Taxes:$9,523
Remarks: Under contract-accepting backup offers. Expansive four-bedroom, four-bathroom home in Windermere featuring a grand and thoughtfully designed floor plan. Upon entry, you are welcomed by a dramatic foyer with a sweeping staircase and an overlooking balcony. The main level offers a versatile front flex space—ideal for a formal sitting area—that flows into a chef-inspired kitchen. With abundant cabinet and counter space, the kitchen is perfectly suited for hosting and opens seamlessly into a massive living room. Additionally, the ground floor includes a dedicated private office and a full bathroom. All bedrooms are located on the second floor for maximum privacy. The primary suite is a true retreat, featuring a "Romeo and Juliet" balcony overlooking the foyer, a large walk-in closet, and a luxurious ensuite bathroom with dual vanities, a garden tub, and a separate standing shower. Ideally located just minutes from Winter Garden Village, Highway 429, and Downtown Winter Garden. This home is zoned for highly-regarded schools, including Keenes Crossing Elementary, Bridgewater Middle, and Windermere High School. Schedule your showings today!
Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)
Listing Agent: Robert Salmons (888-216-6364)
14005 SPARKLING COVE LN, WINDERMERE, FL 34786
$375,00012 Days on yellowkey MLS ID: O6409827
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1647 Built: 2007Monthly Fee: $539 Tax: $1,943 (2025)Community: Oasis Cove 1 At Lakeside Village Condo Ph 1Townhouse
Taxes:$1,943
Elementary School: Bay Lake Elementary
Remarks: Welcome to resort-style living in the gated community of Oasis Cove in the heart of Windermere! This beautifully maintained three-bedroom, 2.5-bath townhome with a two-car garage also features a spacious loft and a versatile bonus room/home office, offering flexible living space beyond the traditional bedroom layout. Tucked away on a quiet dead-end street with minimal traffic, the home enjoys peaceful wooded and lake views with no rear neighbors, creating a tranquil retreat to come home to each day. Inside, soaring ceilings and an open-concept layout create a bright and spacious feel. The updated kitchen features granite countertops, ample cabinetry and overlooks the main living area, ideal for entertaining or everyday living. The primary suite is conveniently downstairs and offers serene wooded views for a relaxing escape. Upstairs, you’ll find additional bedrooms along with the loft and bonus room, ideal for remote work, hobbies, a media room, playroom or guest overflow space. The laundry room is also conveniently upstairs. Sellers are offering a $5,000 carpet allowance with an acceptable offer, giving buyers the opportunity to personalize the flooring to their taste. Enjoy Florida living year-round from the screened patio and open patio deck, both with attractive stone pavers in the front walkway and rear of the home. Additional upgrades include a 2020 HVAC system with UV lighting and an air filtration system for enhanced comfort and air quality. The home is also wired for surround sound, and the speakers are available should buyers wish to reconnect them after the freshly painted downstairs interior. Residents of Oasis Cove enjoy exceptional amenities, including a resort-style pool with lake views, fitness center, clubhouse, playground and beautifully maintained grounds. HOA fees include exterior maintenance, water, cable, internet, and grounds maintenance for added convenience and value. Just minutes from shopping, dining and everyday conveniences, this home also offers quick access to SR 429, Florida’s Turnpike, and Interstate 4. Enjoy being approximately 20 minutes from Walt Disney World, EPCOT and Disney's Animal Kingdom Theme Park while enjoying the peaceful charm of Windermere living. Nearby attractions also include Hamlin Town Center, golf courses, scenic lakes, restaurants and top-rated schools.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Carrie Bantel (321-217-8750)
12540 PARK AVE, WINDERMERE, FL 34786
$4,599,000109 Days on yellowkey MLS ID: O6381869
0 Days Off yellowkey (back on 5/21/2026)
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 7740 Built: 1995Monthly Fee: $633 Tax: $41,429 (2025)Community: Chaine Du LacSpa: YesSingle Family
Taxes:$41,429
Remarks: Under contract-accepting backup offers. Extraordinary Lake Butler views abound from this classically elegant yet recently updated Chaine du Lac estate residence. Cradled in a private cove on Windermere’s signature lake on The Butler Chain, this showplace address stands supreme for its majestic presence, distinguished features and updates, and unsurpassed outdoor resort-style entertainment and living areas. Boasting a new roof, new reimagined primary retreat with a completely renovated bathroom and spa-like shower, new summer kitchen, refreshed game room/theater, and $100,000 designer lighting package by Lightstyle Orlando, this grand residence epitomizes glorious lakefront living. Inspired by tranquil golden sunsets, sparkling lake vistas, and elevated living, every detail has been crafted to create seamless living in a luxurious setting. The sumptuous living and dining rooms are highlighted by soaring ceilings and a dramatic double-sided fireplace, while the spacious family room and breakfast nook seamlessly connect to the kitchen and open to serene water views. The primary suite is masterfully updated with modern appointments including beautiful vanities, an oversized walk-in shower, and a freestanding tub. The primary suite also features a gas fireplace and a private den, offering a quiet escape. A thoughtfully designed guest suite with its own sauna is also located on the main level. Upstairs is a game room with full-bar, half bath, restaurant-grade smoke filtration system, and private balcony. A separate staircase leads to three ensuite bedrooms and newly unveiled recreation room with TV, table games, and built-in bar with beverage cooler. Across the pool deck is a flexible cabana space that can be used for a sixth bedroom, gym, or craft room. The outdoor living spaces are equally impressive, anchored by a spacious sundeck completely overhauled within the last few years that wraps around a shimmering pool accented by elegant fire pits. A newly updated summer kitchen sets the stage for effortless entertaining, while a grand pergola—complete with a loveseat swing and fireplace—offers a serene retreat. The property also features an immaculate sandy beachfront and a private double-slip boat dock keeping water toys within easy reach. A whole-home generator, 4-car garage, and high-energy HVAC units top the wish list of any home seeker. Experience the best of refined lakefront living in this iconic and move-in ready residence in one of Windermere’s most sought-after locations.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
13519 BICTON LN, WINDERMERE, FL 34786
$717,000144 Days on yellowkey MLS ID: O6372084
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2594 Built: 2004Monthly Fee: $170 Tax: $8,456 (2024)Community: Lakes/Windermere-PeachtreeSingle Family
Taxes:$8,456
Remarks: Welcome to one of Windermere's most sought-after gated communities — where luxury living meets unbeatable Central Florida convenience. This impeccably maintained 4-bedroom, 3-bathroom home offers nearly 3,000 square feet of thoughtfully designed living space, a 3-car garage, and a brand-new roof and windows, giving buyers peace of mind and long-term value from day one. DISNEY VIEWS & OUTDOOR LIVING One of the most coveted features of this Windermere property is the nightly Walt Disney World fireworks view directly from your front porch — a truly magical experience exclusive to a handful of Central Florida homes. Out back, a private retreat awaits with a custom putting green perfect for golf enthusiasts, weekend entertaining, or simply unwinding in your own backyard oasis. Inside, an open-concept floor plan seamlessly connects the living, dining, and kitchen areas — ideal for modern family living and effortless entertaining. Upstairs, a generous bonus loft adds versatile flex space: use it as a media room, home office, playroom, or secondary lounge. The layout blends timeless style with the modern upgrades today's buyers expect. Residents enjoy resort-style amenities including a community pool, clubhouse, scenic walking paths, and a gazebo — all within a private gated setting. Zoned for top-rated Windermere schools and just minutes from Walt Disney World Orlando, Disney Springs, world-class dining, shopping, and major highways (I-4, SR-429), this home delivers the lifestyle Central Florida buyers are searching for. NEW WINDOWS | NEW ROOF | PUTTING GREEN
Listing is courtesy of: DIAMOND REAL ESTATE GROUP (407-279-0448)
Listing Agent: Tiphany Weeks (407-797-2931)
9225 MCDAVID CT, WINDERMERE, FL 34786
$815,00080 Days on yellowkey MLS ID: O6390371
REDUCED by $20,000 (2.4%) on 05/09/2026
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2713 Built: 1984Monthly Fee: $25 Tax: $5,005 (2025)Community: Roberts LandingSpa: NoSingle Family
Taxes:$5,005
Remarks: Welcome to this beautifully maintained custom 4-bedroom, 2-bath pool home set on a full 1-acre lot in a quiet, established neighborhood. Built and lovingly cared for by the original owner, this home offers a bright, airy interior with timeless wood trim details that add warmth and character throughout. The spacious family room features a wood-burning fireplace, creating a comfortable gathering space for everyday living and entertaining. Designed for enjoying Florida living, the home includes a large enclosed Florida Room with views of the pool and expansive backyard. Step outside to the extra-large pool deck—perfect for relaxing, hosting friends, or enjoying sunny afternoons. The pool area is fully fenced for added safety. Car enthusiasts, hobbyists, or those needing extra storage will appreciate the oversized side-facing 3-car garage, complete with a dedicated workshop area. The generous one-acre property provides space to spread out, garden, or simply enjoy the peaceful surroundings. Conveniently located near shopping, the local library, and medical facilities, and zoned for highly regarded schools, this home offers both privacy and everyday convenience. With well and septic already in place, you’ll also enjoy the benefit of no water or sewer bills. A wonderful opportunity to own a meticulously cared-for home with space, character, and room to enjoy the Florida lifestyle.
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: David Vannoy (702-245-6071)
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