Location: Windermere
Do Not Show Listings
6412 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786
$550,0003 Days on yellowkey MLS ID: O6412095
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1984 Built: 2012Monthly Fee: $130 Tax: $6,210 (2025)Community: Windermere Lndgs Ph 02Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,210
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: RARE OPPORTUNITY IN WINDERMERE LANDINGS! Beautifully upgraded 4-bedroom home in one of Windermere's most desirable communities, just steps from Windermere Preparatory School. Originally designed with an expansive downstairs living and family room layout, the spacious loft was thoughtfully converted into a versatile fourth bedroom, creating exceptional value rarely found at this price point. The result is a flexible floor plan ideal for families, remote work, guests, or a growing household. Pride of ownership shines throughout this one-owner home. Elegant porcelain tile flooring, custom wood accent walls, designer finishes, and abundant natural light create a sophisticated yet welcoming atmosphere. Every detail has been carefully maintained and thoughtfully enhanced. The location is simply unmatched. Enjoy a short walk to the community pool and playground, while being just minutes from top-rated schools, shopping, dining, and everyday conveniences. Disney, major attractions, and Orlando's world-class entertainment are only a short drive away. Whether you're searching for a primary residence, a relocation home, or an investment in one of Central Florida's most sought-after areas, this property delivers the perfect combination of location, upgrades, functionality, and value. Homes offering this level of quality, flexibility, and proximity to Windermere Prep rarely become available. Schedule your private showing today.
Listing is courtesy of: URBAN-O REAL ESTATE SOLUTIONS (407-822-1063)
Listing Agent: Jose Rojo (786-502-6162)
1407 HEMPEL AVE, WINDERMERE, FL 34786
$1,090,0003 Days on yellowkey MLS ID: O6410840
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2842 Built: 1989 Tax: $10,727 (2025)Community: Gotha TownSingle Family
Taxes:$10,727
Remarks: Welcome to this incredible investment opportunity located in one of the most desirable areas in Central Florida. This beautiful property offers the perfect combination of space, privacy, freedom, and location. Featuring 4 spacious bedrooms and 3 full bathrooms, this home sits on more than half an acre of land, giving you and your family the opportunity to truly enjoy comfort and outdoor living. One of the greatest advantages of this property is that it has NO HOA, allowing you the freedom to enjoy your property without restrictive association rules or expensive monthly fees. Whether you are looking for a primary residence, vacation home, or investment property, this home offers endless possibilities. The property features a beautiful swimming pool and stunning water views, creating the perfect atmosphere to relax, entertain guests, and enjoy the Florida lifestyle all year round. The oversized lot provides plenty of space for family gatherings, outdoor activities, parking, or future improvements.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Lina Abi Hanna De El Bonney (407-227-1740)
9317 GLADYS GARDEN CT, WINDERMERE, FL 34786
$7,999,0003 Days on yellowkey MLS ID: O6410843
Bed: 6 Bath: 7.5 Gar: 4 Liv Area Sq Ft: 8038 Built: 2027Monthly Fee: $1,099 Tax: $9,424 (2025)Community: Gardens/IsleworthSpa: YesSingle Family
Taxes:$9,424
Elementary School: Windermere Elem
High School: Olympia High
Middle School: Chain of Lakes Middle
Remarks: Under Construction. Currently under construction in the renowned golf course community of Isleworth, this exceptional residence by Goehring & Morgan, thoughtfully designed by Ashley Martin, offers 8,038 square feet of refined luxury living. Featuring 6 bedrooms, 6 full bathrooms, 3 half bathrooms, and a 4-car garage, this custom home showcases timeless architecture paired with elevated finishes throughout. The exterior is highlighted by a durable concrete tile roof and resort-inspired outdoor living featuring a stunning pool with sundeck, deck jets, and a fully equipped summer kitchen with a Wolf grill, designed for year round entertaining. Inside, the expansive great room is framed by solid oak wall paneling and anchored by a striking gas Isokern fireplace.The chef’s kitchen is designed for both function and style with dual islands, Sub-Zero appliances, and an adjoining back kitchen for seamless preparation and hosting. Additional gathering spaces include an elegant sitting room with its own fireplace and a dedicated wine room. Thoughtfully designed for everyday convenience, the first-floor laundry room features dual washers, dual dryers, and a dedicated folding station. Sophistication and functionality come together seamlessly throughout this extraordinary Isleworth residence.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Robert Welker, Iii (321-287-0327)
7644 RIPPLEPOINTE WAY, WINDERMERE, FL 34786
$435,00061 Days on yellowkey MLS ID: O6395582
REDUCED by $10,000 (2.2%) on 05/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1881 Built: 2015Monthly Fee: $240 Tax: $6,847 (2025)Community: Lake Burden South Ph 2 #35 36Townhouse
Taxes:$6,847
Elementary School: Sunset Park Elem
High School: Windermere High School
Middle School: Horizon West Middle School
Remarks: Welcome to Lake Burden, one of Windermere’s most desirable and well-established communities! This corner-lot townhome offers 3 bedrooms, 2.5 bathrooms plus office. This open-concept floor plan that flows seamlessly with a well-appointed kitchen with granite countertops and backsplash, and a walk-in pantry. Large living room features high ceilings and tons of windows for natural light. 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. Upstairs laundry room has built-ins with a full-size front load washer and dryer. Enjoy a vibrant lifestyle with resort-style amenities — a sparkling community pool, shaded picnic tables, two tennis courts, a playground, and scenic walking paths around the lake ideal for peaceful evening strolls. This is a full-of-life neighborhood where pride of ownership shows everywhere. Residents enjoy wonderful community amenities such as a clubhouse, resort-style swimming pool, tennis courts, and scenic walking paths, perfect for relaxing or staying active. Ideally situated just minutes from Walt Disney World, major highways, top-rated A schools, shopping centers, Publix, restaurants, and everyday conveniences. This property offers the perfect combination of location, lifestyle, and value, ideal as a primary residence, vacation home, or investment opportunity in one of Central Florida’s most sought-after areas.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Kelly Zannini (407-970-6298)
11326 LEDGEMENT LN, WINDERMERE, FL 34786
$939,00012 Days on yellowkey MLS ID: O6409714
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3182 Built: 2002Monthly Fee: $170 Tax: $9,509 (2025)Community: Glenmuir 48 39Single Family
Taxes:$9,509
Middle School: Bridgewater Middle
Remarks: One or more photo(s) has been virtually staged. Experience refined living in this beautifully updated 5-bedroom home, nestled in an exclusive gated community zoned for top-rated schools. The open-concept main level boasts soaring high ceilings, abundant natural light, elegant tile flooring, and a convenient primary suite for ultimate privacy. At the heart of the home is a fully remodeled kitchen (2021) featuring upgraded cabinetry and modern finishes. Upstairs, you'll find premium luxury vinyl plank flooring, newly replaced in 2026. Additional high-value upgrades include a whole-house water filtration system and a private well irrigation system (both installed in 2022). 2 Air Conditioning units installed in October, 2020. Combining security, style, and efficiency, this thoughtfully upgraded home is completely move-in ready!
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Jingjing Guan (713-820-3325)
2002 WATER KEY DR, WINDERMERE, FL 34786
$1,299,0006 Days on yellowkey MLS ID: O6408915
0 Days Off yellowkey (back on 5/30/2026)
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3695 Built: 2002Monthly Fee: $335 Tax: $16,085 (2025)Community: Reserve At Waterford Pointe Ph 01Spa: YesSingle Family
Taxes:$16,085
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Set behind the gates of Reserve at Waterford Pointe, this exceptional 5-bedroom, 5-bathroom estate spans 3,695 square feet on more than half an acre of beautifully manicured grounds, delivering refined everyday living in one of Central Florida's most sought-after lakeside communities. Framed by freshly updated landscaping and mature greenery, the residence commands attention with its stately presence, expansive lot, and genuine sense of privacy. Recent upgrades elevate both comfort and longevity, including a new HVAC system, new water heater, fresh carpet in the main living areas, and tile flooring throughout the primary rooms. A grand entry introduces spectacular formal living and dining spaces designed to elevate both intimate gatherings and large-scale entertaining. At the heart of the home, the chef's kitchen is thoughtfully designed with a large center island, bar seating, stainless steel appliances, abundant cabinetry, and an open-concept layout that flows effortlessly into the main living areas. Overlooking the kitchen, the family room feels both warm and dramatic, anchored by a striking floor-to-ceiling stone feature wall with a gas fireplace that creates an inviting focal point. Privately positioned, the primary suite serves as a luxurious retreat with direct access to the outdoor living spaces. Spacious and serene, it is complemented by a spa-inspired bath with dual vanities, a soaking tub, walk-in shower, and an oversized walk-in closet designed for both comfort and functionality. Upstairs, a generous bonus room doubles as a private movie theatre with a wet bar, offering an ideal space for entertaining, relaxing, or hosting guests in a setting that feels distinctly elevated. Beyond the interiors, the home opens into a private outdoor oasis featuring a sprawling screened lanai, sparkling pool and spa, and a fully equipped summer kitchen with grill and bar seating. The expansive backyard delivers exceptional space and privacy, framed by lush mature landscaping that creates a tranquil, secluded atmosphere. Residents of The Reserve at Waterford Pointe enjoy an exclusive lifestyle with access to private community amenities, including a boat ramp to Lake Roberts, tennis courts, a playground, and beautifully maintained park spaces. Ideally positioned just minutes from Disney, Universal Orlando, SR 429, the Florida Turnpike, and some of Central Florida's finest shopping and dining destinations, this remarkable residence offers a rare combination of luxury, privacy, and convenience.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)
Listing Agent: Christopher Christensen (407-312-8003)
10520 PARK RIDGE GOTHA RD, WINDERMERE, FL 34786
$2,400,0006 Days on yellowkey MLS ID: O6409659
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3101 Built: 1979 Tax: $3,341 (2025)Community: NoneSingle Family
Taxes:$3,341
Elementary School: Thornebrooke Elem
Middle School: Gotha Middle
Remarks: This listing presents two distinct 1+ acre residential properties, located at 10532 & 10520 Park Ridge Gotha Rd, offering a unique opportunity: a 2.522-acre residential estate parcel situated in Windermere, Florida. The two adjacent lots, both exceeding one acre, currently feature vacant, yet well-maintained, older single-family homes. Windermere is renowned as one of Central Florida's most desirable, high-end luxury communities. Orange County's A1 zoning permits one single-family home per acre, in addition to horses, agricultural activities, barns, nurseries, sheds, etc. The property offers ample space for various amenities, including a pool, summer kitchen, tennis court, playground, or horses and stables. The neighborhood is predominantly comprised of large, luxury residences. The land is high and dry & flat and level, with only a few mature trees. This premium location provides convenient access to numerous retail developments, hospitals, expressways, restaurants, entertainment venues, golf courses, Publix, Walmart, and other popular shopping areas. Please be advised that these two parcels can only be purchased together as a package; they are not available for individual purchase. Note the attachments for aerial video, surveys, floor plans, and other descriptions.
Listing is courtesy of: DAVID WEAVER, REALTOR (407-230-4778)
Listing Agent: David Weaver (407-230-4778)
11434 JASPER KAY TER #106, WINDERMERE, FL 34786
$320,0004 Days on yellowkey MLS ID: S5150874
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1455 Built: 2007Monthly Fee: $485 Tax: $4,640 (2025)Community: Lakeside/Lks/WindermereCondo
Taxes:$4,640
Remarks: investment property with a very high rental demand for its location and comfort or a vacation retreat, this condo is perfect for you. Beautiful condo located in Lakeside at Lakes of Windermere, corner unit on the first floor (ground floor) with covered lanai Welcome to this stunning condo located in one of the best and most exclusive areas of Orlando Fl such as Windermere, with 3 bedrooms and 2 bathrooms, this condo which is in perfect condition of care and maintenance, offers a spacious and open layout that perfectly combines the kitchen, dining and living areas, ideal for both everyday life and entertaining. The master suite, located to one side for privacy, has a generous bathroom with a garden-style tub/shower and a large walk-in closet. The kitchen is beautifully equipped with wood cabinets. On the opposite side, you will find the secondary bedrooms along with the second bathroom, a convenient laundry closet and ample storage space throughout. The gated resort-style community includes a clubhouse, pool, fitness room, walkways, green areas, parks, sports areas, on-site management and valet trash service, ensuring convenience and comfort. Located in the heart of Windermere in a strategic location just minutes from Walt Disney World and Downtown Winter Garden, easy access to major streets and highways that bring you closer to other important areas of the city and other local attractions such as Universal Studios, it is close to Publix, shops, restaurants and stores.
Listing is courtesy of: NUMBER 1 BROKER, LLC (407-566-3400)
Listing Agent: Eric Jia (407-401-1431)
13048 LAKE ROPER CT., WINDERMERE, FL 34786
$1,890,000263 Days on yellowkey MLS ID: O6342354
5 Days Off yellowkey (back on 5/30/2026)
REDUCED by $60,000 (3.1%) on 04/22/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4130 Built: 2002Monthly Fee: $333 Tax: $14,738 (2025)Community: Windermere PointeSingle Family
Taxes:$14,738
Remarks: Under contract-accepting backup offers. Back on the market. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't miss this opportunity. Enjoy the e evenings to a breathtaking sunset at your own private lake in this stunning custom-built home. Land: 1.6 acres including lake portion with 135 feet direct lake frontage. Lake Roper is renowned for its water sports, water skiing, jet skiing and fishing only acceded by the surrounding houses (No Public Ramps). This is one of the largest lots in the community. Location: Only minutes from Winter Garden Village and Downtown Windermere, minutes from main roads like 429 and 408 and a short distance from Theme Parks and Shopping Areas. Great School District. Kitchen: Totally renewed, custom-built cabinetry, high-end stainless still appliances, built in induction cook top, built in microwave and oven, huge island built with one piece of quartz, no sims. Pop-out outlets, touchless faucet and built in hood. Bathrooms: Contemporary look with porcelain tiles, quartz tops, custom made cabinetry and modern metals. Pool area: The pool was resurfaced, surrounded by new pavers overviewing the lake and a brand-new equipped summer kitchen just built. Dock: Wood dock and fishing pier with Electric Boat lift. The house was completely renovated from top to bottom including new engineering hardwood floors, 3 new A/Cs, new water heater, new irrigation system, fresh painted and new roof installed in 2020. Important Notice: "Seller is willing to accept a smaller house as part of the payment".
Listing is courtesy of: WOODSTONE INVESTMENTS LLC (407-300-4727)
Listing Agent: Fernando Teixeira (407-300-4727)
9057 BALMORAL MEWS SQ, WINDERMERE, FL 34786
$1,859,00080 Days on yellowkey MLS ID: O6390656
REDUCED by $40,000 (2.1%) on 05/29/2026
Bed: 6 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 5430 Built: 1997Monthly Fee: $267 Tax: $12,735 (2025)Community: BalmoralSingle Family
Taxes:$12,735
Remarks: Located within the prestigious gated community of Balmoral Estates, this spectacular 6-bedroom, 5.5-bath 4 car garage luxury estate sits on an expansive ¾-acre homesite and has been completely renovated with exceptional custom upgrades throughout. From the moment you arrive, the property makes a striking impression with a brand-new circular paver driveway centered around a dramatic custom water fountain, creating a grand sense of arrival. The residence also features a spacious four-car garage equipped with two EV charging stations, offering modern convenience for today’s lifestyle. Custom front entry doors open to an impressive grand foyer with elegant marble tile flooring, introducing the refined finishes that define the home. Inside, the residence has been beautifully transformed with brand-new flooring throughout, custom recessed lighting, upgraded designer fixtures, and crown molding across the main level. At the heart of the home is a stunning designer gourmet kitchen featuring custom white cabinetry, granite countertops, a striking tile mosaic accent wall, and premium KitchenAid stainless steel appliances, including a built-in oven, microwave, and cooktop. Perfect for entertaining or multi-generational living, the home also features a fully rebuilt second kitchen with granite countertops, custom cabinetry, and stainless steel appliances with direct access to the outdoor entertaining area. The home offers two luxurious primary suites, each thoughtfully designed as a private retreat. The upstairs primary suite features a spa-inspired bathroom with dual vanities, custom cabinetry, a dedicated makeup vanity, an oversized jacuzzi soaking tub, and a beautifully tiled walk-in shower. Outdoor living is equally impressive with a custom outdoor kitchen complete with built-in grill, professional venting, and built-in speakers, creating the perfect setting for entertaining and relaxation. Three brand-new sliding glass doors upstairs open to a private balcony, enhancing the home’s seamless indoor-outdoor lifestyle. Recent upgrades provide comfort and peace of mind, including a new Carrier 5-ton air conditioning system, new 50-gallon water heater, whole-home water purification system, and a new pool pump installed within the last six months. With extensive renovations, luxurious finishes, and exceptional indoor-outdoor living, this remarkable residence offers the sophistication, comfort, and lifestyle expected of a premier luxury estate.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ryan Rogers (407-492-0674)
13106 ORANGE ISLE DR, WINDERMERE, FL 34786
$870,000176 Days on yellowkey MLS ID: O6361057
INCREASED by $20,000 (2.4%) on 05/30/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3312 Built: 2022Monthly Fee: $95 Tax: $11,893 (2025)Community: Sanctuary/Lks/WindermereSpa: NoSingle Family
Taxes:$11,893
Remarks: Explore the WINTERSET model from Ryan Homes of the Sanctuary at Lakes of Windermere, a corner unit, this 5- bedroom, 4.5 bathroom in Windermere combines the modern elegance, and a touch of magic with its a DISNEY Fireworks view, offering a lifestyle of unparalleled comfort. Upon entering, you are greeted by those who appreciate a dedicated workspace, the home includes a spacious office and a serene atmosphere, allowing for maximum productivity while working from home. The expansive living room boasts soaring ceilings, allowing natural light to cascade through the large windows, creating an airy and inviting ambiance. The gourmet kitchen is a chef's dream, featuring stainless steel appliances, a large cabinetry, and a spacious island with granite countertops. The adjacent formal dining room is perfect for hosting intimate gatherings or grand dinner parties. The master suite is offering a sanctuary of tranquility, a enormous shower, and dual vanities. Each of the remaining four bedrooms is generously sized, providing comfort and privacy for family and guests. The highlight of the outdoor space is the breathtaking view of the nightly Disney fireworks display, visible from the comfort of your own home. This feature creates a magical atmosphere and makes every evening a celebration. Current under one year lease.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Victor De Oliveira (321-393-2772)
13124 FILLY CT, WINDERMERE, FL 34786
$1,575,000403 Days on yellowkey MLS ID: O6303140
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3300 Built: 1989Monthly Fee: $46 Tax: $15,459 (2024)Community: FarmsSpa: NoSingle Family
Taxes:$15,459
Tax Year: 2024
Remarks: Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As you step up to the front entrance, you are greeted by beautiful water fountain. Once inside your living room with a wood burning fireplace welcomes you to your living room on the right. Continuing your way into the house, your inviting family room awaits with an eat in kitchen island completing the scene. The gourmet kitchen is a chef’s dream, outfitted with top-of-the-line appliances and plentiful cabinetry. Retreat to the oversized owner’s suite with double walk-in closets, a luxurious master bathroom and a private sitting area overlooking the pool area. Enjoy an enclosed pool area and expansive backyard. There is also a second master suite with private bathroom and walk-in closet. At the opposite end of the family room there is a hallway leading to another full bathroom and three additional bedrooms. Located just minutes from championship golf courses, downtown Windermere, Winter Garden Village, and top-rated schools, this home offers the perfect blend of tranquility and convenience. Don’t wait, schedule your showing today!
Listing is courtesy of: HOME N OFFICES INTERNATIONAL (407-864-4590)
Listing Agent: Marcelo Brandao (407-864-4590)
9222 TIBET POINTE CIR, WINDERMERE, FL 34786
$2,599,00025 Days on yellowkey MLS ID: O6405278
REDUCED by $100,000 (3.7%) on 05/30/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5323 Built: 2009Monthly Fee: $298 Tax: $27,697 (2025)Community: Keenes Pointe 46/104Single Family
Taxes:$27,697
Remarks: LOCATION, LOCATION, LOCATION!!! This beautifully custom 5 Bedroom/ 6 full bathroom located a few walks to lake Tibet at KEENE'S POINTE man guard gated Windermere community. Situated on almost half-acre lot, as soon as you walk in toward this custom double-door facade door, you feel the true flawless finish of this stunning Home. The property is richly appointed with travertine floors, granite counter tops, custom cabinetry, with extensive molding throughout the home with top quality of appliances featuring a 6-burner natural gas cook top plus griddle, pot filler, 3 ovens, and a warming drawer just perfect for family gathering of hosting formal dinner. This property has it all from Design features include high ceilings and open below with beautiful chandeliers and plenty of large windows surrounding the entire home for more natural lights. The three bedrooms downstairs, including the Owner Master bedroom on the first floor and two other bedrooms upstairs, Plus the Bonus room 20 x 20 and small seating are upstairs as well. The 3-car garage with newly insulated garage doors with high lift tracks to accommodate car lifts and brand-new garage flooring. This contemporary Home has large, tall 90 degree sliding pocket doors that invite you to this beautiful outdoor living area including a custom heated pool, spa with New interior pool and tiles as well as New pool equipment (2025) including Pool enclosure, new outdoor kitchen with spacious outdoor large seating area with brand new pavers. This particular home is ready for new buyer with worry free from Brand New roof (2024), 2 brand new water Heaters (2025) , Whole home water treatment system (2026) and (3) A/C units (2021) not to mention All pool maintenance, landscaping and pest control are pre-paid for the rest of 2026 with no charge. Conveniently located to shopping, dining, expressways, tourist attractions, and top-rated public and private schools, this is a great opportunity to own this meticulously designed Home that has it all from comfort and style. Keene's point Community is golf community that has Jack Nicklaus Signature Golf Course at the Golden Bear Club, Lake Butler chain access, four playgrounds, scenic walking trails, and several parks ALL INFORMATION RECORDED IN THIS MLS IS INTENDED TO BE ACCURATE FROM THE PUBLIC RECORD; HOWEVER, ALL THE SQUARE FEET, LOT SIZE, ROOM DIMEMSIONS, SCHOOLS AND TAXES SHOULD BE VERIFIED BY BUYER/BUYER'S AGENT *** ***Home can be purchased with all brands new furniture, TVs and Car lifts to make this gorgeous Home a true Turnkey***
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Khadija Webber (407-592-2166)
5538 W LAKE BUTLER RD, WINDERMERE, FL 34786
$3,195,000125 Days on yellowkey MLS ID: O6376859
REDUCED by $300,000 (8.6%) on 05/15/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6000 Built: 1982Monthly Fee: $67 Tax: $25,546 (2025)Community: Kelso On Lake ButlerSpa: YesSingle Family
Taxes:$25,546
Remarks: Welcome to 5538 W Lake Butler Road—an expansive, newly renovated estate set on 1.9 acres of lush, lakefront land in arguably one of Central Florida’s most coveted locations, Kelso on Lake Butler. What distinguishes this property is its remarkable dual lake access. Your own private boat dock provides direct skiable waterfront on Lake Davis, while exclusive community privileges grant you gated access to Kelso's private boat ramp on the prestigious Butler Chain of Lakes. This convergence of private waterfront with chain-of-lakes connectivity creates unparalleled boating and recreational opportunities found in few lakefront estates. The expansive grounds and recent outdoor enhancements create an entertainer's paradise that is second to none! A newly upgraded outdoor bar and grill area, resort-caliber pool and spa, and sweeping lawn frame breathtaking sunset views over the water. Boasting 6 bedrooms, 6 bathrooms, 3 car garage, and more than 6,000 square feet of living space, this custom estate offers privacy, scale, and unforgettable lakefront views from nearly every room. From the moment you arrive, the chic coastal architecture, circular drive, and sprawling presence command attention. Step inside to dramatic 25-foot ceilings in the living room with a two story stacked stone fireplace and walls of glass that dissolve the boundary between interior luxury and lakefront beauty. An adjacent sun-filled flex room provides tranquil views of Lake Davis, while the completely remodeled chef's kitchen, with its oversized island, custom cabinetry, high end appliances, adjacent indoor bar and generous family room, is designed for both intimate moments as well as large scale entertaining. The main level's thoughtfully designed primary suite offers serene seclusion with a private sitting area, spa-inspired bathroom, and expansive walk-in closet, complemented by a convenient main-floor office. Upstairs, five additional oversized bedrooms, a versatile loft, dedicated gym, and stunning rooftop deck provide space for every lifestyle need. Recent upgrades give you the ultimate peace of mind, including upgraded lighting throughout, a new roof with GAF Golden Pledge 20 year workmanship warranty, three newer A/C units, updated water heater, Hayward pool heater, new dock motor, new sprinkler system with a lake-fed pump, and a transferable Massey termite bond. Minutes from Disney's back gates, top-tier schools, and Windermere's celebrated shopping and dining, yet completely private and serene—this is lakefront living without sacrifice. Your Kelso compound awaits!
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
8409 VIVARO ISLE WAY, WINDERMERE, FL 34786
$1,235,00022 Days on yellowkey MLS ID: G5112154
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4176 Built: 2019Monthly Fee: $299 Tax: $9,493 (2025)Community: Windermere IsleSpa: YesSingle Family
Taxes:$9,493
Elementary School: Castleview Elementary
High School: Horizon High School
Remarks: Welcome to 8409 Vivaro Isle Way, an exceptional move-in ready luxury residence located in the highly desirable community of Windermere Isle in Windermere. This impressive home offers 4,176 square feet of living space featuring 6 bedrooms, 4.5 bathrooms, and a dedicated office space. Perfectly positioned approximately 2.5 miles from Magic Kingdom Park at Walt Disney World Resort, this elegant home offers the ideal combination of luxury, comfort, and the sought-after Central Florida lifestyle. Surrounded by conservation areas, residents enjoy privacy, tranquility, and a connection to nature while remaining close to premier golf courses, Hamlin Town Center, Horizon West, upscale dining, shopping, and major roadways. Recently painted inside and out, this energy-efficient smart home was thoughtfully designed with both functionality and sophistication in mind. The expansive open-concept floor plan features elegant 9'4" ceilings on the first floor and 9'0" ceilings on the second level, creating a spacious and airy feel throughout the home. The gourmet kitchen showcases upgraded cabinetry, stainless steel appliances, a walk-in pantry, and generous preparation and gathering space ideal for entertaining. Additional highlights include spacious living and dining areas, beautifully designed finishes throughout, and a private office space ideal for remote work or study. The functional layout includes two bedrooms conveniently located on the first floor, offering flexibility for guests, multigenerational living, or private workspace options. Upstairs, enjoy an ample loft filled with natural daylight, perfect for family gatherings, media space, game room, or flexible living area. The second floor also features a conveniently located laundry room and an additional junior suite with its own private full bathroom. All appliances are included, making this home truly move-in ready. The spacious owner’s suite offers a true private retreat featuring an in-suite bathroom with a generous walk-in closet, relaxing garden tub, and separate shower designed for comfort and relaxation. Step outside into your own private outdoor oasis featuring an extended covered and screened pool, spa, lanai, and travertine deck area designed for entertaining and year-round Florida living. The saltwater, gas-heated pool and spa combined with the spacious outdoor gathering areas create the perfect setting to relax and entertain. The fully fenced backyard and screened enclosure further enhance the outdoor experience. With no rear neighbors and surrounded by conservation, this home offers exceptional privacy and peaceful views. Enjoy breathtaking nightly Disney fireworks and connect with nature from your own backyard. Additional exterior highlights include future outdoor kitchen utility connections already available and newly finished epoxy garage floors that enhance both appearance and functionality. Residents of Windermere Isle enjoy resort-style amenities including a community pool, cabana, playground/tot lot, scenic conservation surroundings, and beautifully maintained streetscapes while remaining close to Disney, golf, shopping, dining, and everyday conveniences. Located within a highly rated school zone, this home presents a rare opportunity to own an exceptional property in one of Windermere’s most desirable communities. Experience the lifestyle, location, elegance, privacy, and convenience that make 8409 Vivaro Isle Way truly exceptional.
Listing is courtesy of: WATSON REALTY CORP., REALTORS (352-243-7374)
Listing Agent: Katherine Figueroa Santiago (407-417-4227)
325 MAGNOLIA ST, WINDERMERE, FL 34786
$2,450,00077 Days on yellowkey MLS ID: O6391047
REDUCED by $25,000 (1.0%) on 05/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3975 Built: 1954 Tax: $24,094 (2025)Community: Windermere TownSingle Family
Taxes:$24,094
Remarks: Location Location Location. Set along the shores of Lake Down, part of the Butler Chain of Lakes, this Windermere home offers a rare mix of laid-back lake living with walkability to town, and a bike ride to Windermere Elementary. The Town of Windermere has much to offer. Walk to the local park and tennis courts just a few blocks from your home. It’s an easy stroll or bike ride to Main Street—home to local spots like Dixie Cream, Paloma Coffee, Windermere Brewing Company, the Friday farmer’s market, and the newly updated shops and dining on the 500 Block. Inside, the home is both comfortable and thoughtfully updated, with travertine flooring in the main living areas and new luxury vinyl plank in two bedrooms —no carpet. The kitchen features a gas cooktop with vented exhaust, a new Dacor refrigerator and a newer all-in-one convection oven, microwave, and air fryer. The large dining room provides a pleasurable dining experience with lake views. The 4th bedroom/theater room is a flexible space that can be used as a guest bedroom, theatre room, workout room or a game room. It can also work as a large office, playroom, or just a place to sit and relax with views of the lake. The bright open Florida room, equipped with three full glass French doors with side panels, a wet bar and views of your outdoor lakefront oasis, opens up to the pool and overlooks the water, creating an easy space to relax or entertain. A great opportunity to enjoy the convenience of the Butler Chain lifestyle in the heart of Windermere—with no HOA.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Rebekkah Boskovich (321-438-3307)
9960 6TH ST, WINDERMERE, FL 34786
$3,750,0004 Days on yellowkey MLS ID: O6412077
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6182 Built: 2027 Tax: $5,791 (2025)Community: Gotha TownSingle Family
Taxes:$5,791
Remarks: Under Construction. Experience unparalleled luxury in this custom-built Davila Homes estate, ideally located in the heart of Windermere. Showcasing the highly sought-after Stanford floor plan, this magnificent residence offers approximately 6,182 square feet of living space with 5 bedrooms, 5 full baths, 1 half bath, and a spacious 3-car garage. Designed for both elegant entertaining and comfortable everyday living, the home features a grand foyer with soaring ceilings, expansive living and family rooms, a private study, and a spectacular gourmet kitchen with an oversized island, walk-in pantry, and premium finishes throughout. The luxurious first-floor owner's retreat serves as a private sanctuary with a spa-inspired bath, oversized walk-in closets, and direct access to the outdoor living areas. Upstairs, you'll find additional en-suite bedrooms surrounding a spacious loft and bonus room, providing the perfect space for family gatherings, a media room, or guest accommodations. Large covered lanais seamlessly blend indoor and outdoor living, creating an ideal setting for entertaining while enjoying Florida's year-round lifestyle. Situated in prestigious Windermere, this exceptional estate combines timeless architecture, thoughtful design, and superior craftsmanship, all within close proximity to top-rated schools, world-class golf, fine dining, shopping, and the Butler Chain of Lakes.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Fernanda Negromonte (407-592-1744)
12812 JACOB GRACE CT, WINDERMERE, FL 34786
$3,699,888326 Days on yellowkey MLS ID: V4943735
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6054 Built: 2007Monthly Fee: $317 Tax: $25,596 (2024)Community: Tildens Grove Ph 01 47/65Spa: YesSingle Family
Taxes:$25,596
Remarks: Experience Unmatched Lakeside Luxury in a Custom-Built Masterpiece Discover the pinnacle of elegance and tranquility in this exquisite custom-built estate, ideally positioned on an expansive lot within an exclusive guard-gated community. With direct access to a crystal-clear spring-fed lake that permits private boat docks, this home offers a rare blend of relaxation, recreation, and refined living. Step inside to a beautifully designed open-concept living space where the family room and gourmet kitchen seamlessly connect. The kitchen is a chef’s dream, featuring top-of-the-line appliances, a breakfast bar, an inviting eat-in nook, and a spacious butler’s pantry. A custom wine closet nearby provides a perfect display for your finest vintages. Adjacent to the kitchen, a well-appointed guest suite and a large laundry room enhance the home's convenience. The formal dining and living rooms, centered around a cozy shared fireplace, has stunning views of the lake—creating a warm and relaxed setting for entertaining. The first floor also features a private office, a full pool bathroom, and a luxurious primary suite. This expansive retreat includes a dedicated exercise room, while the spa-inspired en-suite bath boasts double vanities, dual walk-in closets, a garden tub, and a walk-through shower. A beautifully crafted wood and iron staircase leads to the second floor, where you'll find two spacious bedrooms, each with its own private bathroom. The expansive game room opens to a lake-view balcony, perfect for taking in serene sunsets. Movie nights are elevated in the state-of-the-art home theater, complemented by a convenient half bath. Step outside to your own private paradise—an entertainer’s dream. The large covered lanai includes a fireplace and a fully equipped summer kitchen. A sparkling pool and spa, along with a generous open patio, set the stage for unforgettable gatherings or peaceful evenings under the stars—complete with views of the nightly fireworks. Rounding out this extraordinary residence is a three-car garage, offering ample room for vehicles and recreational equipment. This is more than a home—it’s a lifestyle. Luxury, privacy, and breathtaking views await. Schedule your private tour today and experience the ultimate in lakeside living.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Ali Partovi (386-295-5115)
6102 S HAMPSHIRE CT, WINDERMERE, FL 34786
$2,399,000256 Days on yellowkey MLS ID: O6344907
REDUCED by $100,000 (4.0%) on 05/29/2026
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4810 Built: 2002Monthly Fee: $277 Tax: $17,161 (2024)Community: Keenes PointeSpa: YesSingle Family
Taxes:$17,161
Remarks: This custom-built residence by Rick Watson is located in the sought-after community of Keene’s Pointe, positioned on a private lot overlooking the Jack Nicklaus Golden Bear Club golf course. The home offers consistent views of the 6th hole, along with the added bonus of nightly Disney fireworks visible from multiple areas, including the living room, primary bedroom, kitchen, and outdoor living space. Designed with a functional single-story layout, the home features a split floor plan. The primary suite and office are situated on one side for added privacy, while three additional bedroom suites and the laundry room are located on the opposite wing. A double-door entry leads into an open interior with quality finishes throughout, including 8-foot interior doors, custom woodwork, and detailed ceiling designs. The kitchen is equipped with high-end appliances, granite countertops, a spacious breakfast bar, a walk-in pantry, and a built-in desk area. The family room flows naturally into a bonus space that can be used as a media room, playroom, or game room. The primary suite includes a sitting area, a large custom closet, and a well-appointed bathroom with a soaking tub, walk-in shower, and dual vanities. The office features built-in cabinetry and classic wood detailing. Outdoor living is designed for comfort and functionality, with heated pool and spa, summer kitchen, and a dedicated pool bathroom. The exterior combines stucco and stone finishes, complemented by a paver driveway and a three-car side-entry garage. Keene’s Pointe is a gated community with 24-hour staffed security, offering privacy and a well-maintained environment.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jessica Cueva Pa (321-286-6065)
1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786
$2,290,00064 Days on yellowkey MLS ID: S5146178
REDUCED by $90,000 (3.8%) on 05/29/2026
Bed: 5 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5448 Built: 2019Monthly Fee: $250 Tax: $1,982 (2025)Community: Estancia/WindermereSingle Family
Taxes:$1,982
Remarks: Elegant and spacious home in the highly sought after Estancia at Windermere community, offering the perfect blend of luxury, comfort, and prime Central Florida living. Built in 2019 on an oversized homesite, this beautifully appointed residence showcases modern architecture, generous living areas filled with natural light, and high end finishes throughout. The open concept layout is ideal for both everyday living and entertaining, with a gourmet style kitchen, elegant dining spaces, and seamless flow to the outdoor living area. Enjoy Windermere’s signature lifestyle just minutes from top rated schools, charming downtown Windermere, and world class Orlando attractions, including Walt Disney World and Universal Studios. Estancia is a boutique community of luxury homes featuring a private, serene atmosphere with conservation surroundings, while still offering quick access to major highways, shopping, dining, parks, and the Butler Chain of Lakes. This is an outstanding opportunity to own a stylish, fully furnished, move in ready home in one of Windermere’s most desirable neighborhoods.
Listing Agent: Catalina Gomez (407-289-9029)
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