Location: Windermere , 34786
Do Not Show Listings
4301 DOWN POINT LN, WINDERMERE, FL 34786
$2,950,0008 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$19,012
Elementary School: Windermere Elem
High School: Olympia High
Tax Year: 2025
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 is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Phil Mariani (407-257-3609)
6626 BRIDGEWATER VILLAGE RD, WINDERMERE, FL 34786
$585,000167 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
High School: Windermere High School
Tax Year: 2024
Middle School: Bridgewater Middle
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
$1,490,0003 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
$659,00079 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
Elementary School: None
High School: None
Middle School: None
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
$2,149,00043 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
$800,000207 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
Middle School: Horizon West Middle 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
$465,00089 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
$2,350,0003 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
High School: West Orange High
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
$449,98095 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
$1,225,0004 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
Middle School: Gotha Middle
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)
6102 S HAMPSHIRE CT, WINDERMERE, FL 34786
$2,499,000212 Days on yellowkey MLS ID: O6344907
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 Agent: Jessica Cueva Pa (321-286-6065)
1329 GLENHEATHER DR, WINDERMERE, FL 34786
$821,00013 Days on yellowkey MLS ID: O6395704
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2519 Built: 2002Monthly Fee: $201 Tax: $7,240 (2025)Community: Reserve At BelmereSingle Family
Taxes:$7,240
Remarks: Impeccably maintained one-story pool home in the 24/7 guard gated community of Reserve at Belmere in Windermere. This move-in-ready residence offers peaceful pond views and stunning postcard-worthy sunsets from the expansive screened lanai overlooking the stocked pond in the backyard. Step inside to discover elegant one-story living with soaring high ceilings, an updated kitchen featuring a natural gas cooktop, built-in double convection ovens, abundant cabinet storage, and a walk-in pantry. The spacious family room includes an entertainment system with the TV conveying. A large dedicated home office provides flexibility and could easily serve as a fourth bedroom if desired. The primary suite is a true retreat, complete with two walk-in closets, a luxurious jacuzzi garden tub, separate walk-in shower, and dual vanities. The oversized premium lot backs directly to the serene pond, creating a private oasis designed for the ultimate Florida lifestyle. Enjoy the sparkling screened pool, deep covered lanai, and custom summer kitchen—perfect for outdoor entertaining while watching nightly western sunsets. A pocketing glass wall opens to.the lanai and extended pool deck, the outdoor shower is perfect to rinse off. Additional highlights include a three-car garage with a large paver driveway, mature landscaping that enhances incredible curb appeal, a tile roof, and a full hurricane shutter system on all windows and entries. The Reserve at Belmere delivers resort-style living with 24/7 guarded entry, a state-of-the-art fitness center, tennis courts, basketball courts, beach volleyball, and a fishing pier on Lake Reams. Families appreciate the sought-after A-rated K-12 schools in the area, along with convenient access to top private school campuses. Endless shopping and dining options are just minutes away in every direction, with quick commutes via the 429, Florida turnpike, 408 ,I-4, Winter Garden Village, and Downtown Orlando. Pride of ownership shines throughout this lovingly cared-for home, making it one of the best values in the community. Don't miss the opportunity to call this exceptional pond-view pool home yours.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
5525 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786
$14,250,000335 Days on yellowkey MLS ID: O6304800
Bed: 5 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 9511 Built: 1999Monthly Fee: $1,224 Tax: $37,372 (2024)Community: IsleworthSpa: YesSingle Family
Taxes:$37,372
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with interior designs by Faith Fournet, the property has been fully transformed and thoughtfully curated over the last three years to deliver exceptional comfort, sophistication and panache at every turn. The two-story estate is set on a pristine 1.02-acre golf-front home site along Isleworth's famed championship golf course and from the moment you enter, you'll be captivated by the artistry in design and modern innovation. The interiors span more than 9,500 square feet living and 13,000 under roof, blending 5 bedrooms, 5.5 baths and an array of indoor and outdoor living areas with uncompromisingly luxurious finishes designed for effortless entertaining and quiet moments alike. At the heart of the home, the showstopping glass-enclosed wine room—temperature-controlled and with more than 2,200-bottle capacity—is a collector's dream and the ultimate conversation piece. The primary suite is a sanctuary unto itself, featuring a magnificent two-story closet and dedicated dressing room with a bar. Indulge in true tranquility within the home’s private wellness suite, complete with exercise room, a rejuvenating steam room, dry sauna and invigorating cold plunge tub. Additional interior highlights include the grand kitchen with Cristallo quartzite lighted countertops; a fully custom lounge with full bar; an upper-level game room with bar; an oversized, air-conditioned garage accommodating up to 8 vehicles; two laundry rooms; and more. Outdoor spaces are equally impressive, with an expansive lanai and balcony, a custom swimming pool with fire pits, meticulously landscaped yard adorned with integrated lighting, sound and lush, native greenery and putting green —all overlooking panoramic views of Isleworth’s championship golf course. Whether hosting guests or enjoying a peaceful evening at home, this estate offers a rare opportunity to live a life of unmatched beauty, comfort, and distinction in one of Central Florida's most desirable enclaves.
Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)
Listing Agent: Monica Lochmandy (407-230-6888)
11866 CAMDEN PARK DR, WINDERMERE, FL 34786
$984,90045 Days on yellowkey MLS ID: O6381558
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3337 Built: 2006Monthly Fee: $298 Tax: $13,742 (2025)Community: Keenes PointeSingle Family
Taxes:$13,742
Remarks: Welcome. A new roof and one new AC System are being installed! Residing in the established, guard-gated community of Keene’s Pointe, this delightful five-bedroom, four-bathroom home features a functional two-story layout, with multiple living areas, spacious bedrooms, and modern finishes, creating an environment that is ready for life’s ever-changing needs. At the heart of the home, the gourmet kitchen showcases granite counters, plenty of cabinetry, a breakfast bar, and an island overlooking the family room and backyard, offering a cohesive main living space fit for relaxation and memorable gatherings. If practicality and privacy are aspects at the top of your list, the three-way split-bedroom floor plan allows for incredible flexibility and offers pristine privacy for all. On one side of the home, the large primary suite enjoys a tray ceiling, stylish flooring, a spacious closet, dual vanities, and a separate garden tub there to soothe you each day. On the other side of the home, the remaining bedrooms and bathrooms are designed to maximize privacy, with the ability to easily create en-suites, while the upstairs bonus room, bedroom, and bathroom provide a versatile and private space. High ceilings, crown molding, and ceiling accents throughout the home add a refined finish to the interior spaces. Venture outside to enjoy the sizable, covered lanai, providing a perfect retreat while remaining protected from the elements, or enjoy a journey through the lusciously landscaped community, with multiple parks and a community boat ramp accessing the Butler Chain of Lakes deliver regular delight. If the country club lifestyle is for you, The Golden Bear Club offers social and golf membership for an additional fee, which grants access to the renowned Golden Bear Golf Course and practice facilities, as well as the resort-style pool, tennis courts, state-of-the-art fitness center, and dining. The community’s location delivers unmatched convenience with proximity to well-rated schools, along with The Grove, Westside Shoppes, Cornerstone at Summerport, and Downtown Windermere for daily essentials, local dining, and shopping adventures. Entertainment options abound with easy access to Disney, Universal, and the famed Restaurant Row in Dr. Phillips. Schedule your private showing today to experience the full charm of this practical home.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
4029 ISABELLA CIR, WINDERMERE, FL 34786
$3,299,0003 Days on yellowkey MLS ID: O6400064
Bed: 6 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 7217 Built: 2018Monthly Fee: $480 Tax: $30,300 (2025)Community: CasabellaSpa: YesSingle Family
Taxes:$30,300
Remarks: Experience an architectural masterpiece in the gated enclave of Casabella. Situated on a rare, oversized .85-acre lot, this estate has been transformed by the original owner with impeccable attention to detail. The interior features 6 beds, 6 full and 2 half baths, all the high-scratch-resistant flooring throughout the home comes in a beautiful white oak finish with bathrooms featuring porcelain floors and walls. Tech enthusiasts will marvel at the Lutron smart home system's ability to control power shades and lighting throughout the home. enterprise-grade 10Gbps networking backbone. Cinema lovers will find no equal in the custom movie theater, boasting a 133” anti-reflection screen, Sony 4K 3D projection, and a commercial-grade Dolby Atmos 11.2 3D sound system within a fully soundproofed environment. The backyard is a tropical paradise featuring imported African white marble flooring, a custom smart pool, and a professional Alfresco summer kitchen. The centerpiece is a magnificent 20,000-gallon Obsidian & Natural Stone Koi garden, fully equipped with UV/scrub filters and gas heating to protect its world-class inhabitants. Located minutes from top-rated Windermere schools, Orlando Health Central, and Dr. P. Phillips Hospital, with easy access to Downtown Orlando. This is not just a home; it is a high-tech fortress and a private resort
Listing is courtesy of: VISTA CAY REALTY COMPANY (407-996-4656)
Listing Agent: Drew Frahm (407-996-4656)
5825 OXFORD MOOR BLVD, WINDERMERE, FL 34786
$1,500,0003 Days on yellowkey MLS ID: O6399697
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4319 Built: 2002Monthly Fee: $183 Tax: $16,530 (2025)Community: Oxford MoorSpa: YesSingle Family
Taxes:$16,530
Remarks: Completely Remodeled 2022 | Single Story |Gated Windermere Community | Set on nearly three-quarters of an acre in the gated Oxford Moor community, this fully remodeled single-story home delivers the kind of space and finish level that's genuinely hard to find. Wide-open living areas, high ceilings, oversized rooms, and a modern aesthetic. The kitchen provides a large island, full stone backsplash, Bosch appliances with induction cooktop and double ovens, and a dedicated coffee bar. The split floorplan separates the primary suite from the secondary bedrooms, each generously sized, while the living areas flow directly to the covered lanai and saltwater pool. The primary suite includes a sitting area, expanded closet, and a fully renovated bath. A large private office comfortably fits dual workstations. Outdoor living space includes the saltwater pool running on updated equipment and automation, surrounded by a spacious fenced yard framed by mature landscaping and fruit trees that actually produce. Oxford Moor is one of Windermere's quieter gated communities comprised of 85 Estate Homes. Top-rated schools including Windermere Elementary, Bridgewater Middle, Windermere High school, and less than 1 mile from Windermere Prep, convenient SR 429 access, and a short drive to Walt Disney World round out the location.
Listing Agent: Jeffrey Funk, Pa (407-285-9672)
9663 GOTHA RD, WINDERMERE, FL 34786
$1,400,0003 Days on yellowkey MLS ID: O6399130
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3731 Built: 2000 Tax: $8,425 (2025)Community: Gotha TownSpa: NoSingle Family
Taxes:$8,425
Elementary School: Thornebrooke Elem
Remarks: Experience refined Florida living in this extensively upgraded estate nestled in the sought-after Windermere–Gotha enclave. Set on a rare and private 0.55-acre homesite with no HOA, this 4-bedroom, 2.5-bath residence offers a seamless blend of luxury, comfort, and versatility. No detail has been overlooked—from the 2023 metal roof and full hurricane-impact windows to brand-new A/C systems, upgraded insulation, and a state-of-the-art water treatment system. Interiors are enhanced with modern finishes, custom window treatments, and fully remodeled spa-inspired bathrooms featuring premium upgrades. Step into your private resort-style retreat, complete with a newly built saltwater pool, expansive paved driveway, and a beautifully designed outdoor living space. The custom gazebo with outdoor kitchen creates the perfect setting for entertaining, while the fully enclosed, air-conditioned patio extends your living space year-round. A standout feature is the detached 1-bedroom, 1-bath guest residence, complete with a full kitchen—ideal for multigenerational living, a private office, or an income-producing opportunity. Located just minutes from Orlando Hospital, Orlando’s premier dining, shopping, and entertainment, including Walt Disney World and Universal Studios Florida, this exceptional property offers the ultimate balance of privacy and convenience.
Listing is courtesy of: ANNE ROGERS REALTY GROUP INC (407-649-4141)
Listing Agent: Reza Shirzad (407-234-1515)
1420 DINGENS AVE, WINDERMERE, FL 34786
$1,600,00080 Days on yellowkey MLS ID: O6376538
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4072 Built: 2018 Tax: $13,393 (2025)Community: GothaSingle Family
Taxes:$13,393
Remarks: One or more photo(s) has been virtually staged. No HOA custom pool home on over half an acre, offering rare space and privacy in a central Windermere location just minutes from top schools, dining, and 20–30 minutes to Disney, Universal, and Orlando International Airport. Set on 0.63 acres, the outdoor space is set up to be used, with a fully fenced yard, gas-heated saltwater pool with sunshelf, covered lanai, and outdoor kitchen. Inside, the main living area flows into a kitchen designed to anchor the home, featuring a large island, custom cabinetry, walk in pantry, natural gas cooktop with pot filler, and double wall ovens. The layout is designed to work without wasted space. The primary suite is set apart with backyard views and a well finished en suite with dual vanities, a freestanding tub, walk in shower with dual heads, and a custom closet. Secondary bedrooms are generously sized and share a well designed bath, while a fourth bedroom with direct pool access, a dedicated office with built ins, and a separate bonus room provide flexibility for guests, work, or additional living. Additional features include a mudroom and laundry space with built ins, an oversized three car garage with epoxy flooring, a large paver driveway, outdoor lighting, a security system, a fully fenced yard and paid off 20kW solar panels. Zoned for A rated Thornebrooke Elementary and just minutes from Windermere Prep, the home brings together space, layout, and location in a way that is hard to replicate in this area.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
4812 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786
$3,699,000228 Days on yellowkey MLS ID: O6339134
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4262 Built: 2007Monthly Fee: $1,146 Tax: $45,888 (2024)Community: IsleworthSpa: YesSingle Family
Taxes:$45,888
Remarks: Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional Southpoint built residence boasts a captivating courtyard floor plan that provides breathtaking views from every corner of the home. The rear of the residence presents serene views of a picturesque pond and the tranquil Isleworth Gardens, while interior windows reveal a private courtyard featuring a glistening pool adorned with a cascading waterfall from the pergola. An expansive covered patio houses a summer kitchen, pool bath, and attached third bedroom accessed only from the courtyard. The heart of this home is a chef's dream, with a gourmet kitchen featuring top-of-the-line Wolf appliances, striking custom cabinetry, and an open design that seamlessly connects to the family room and dining areas. The grand primary suite offers a private sitting area overlooking the peaceful pond, double walk-in closets, and a spa-like bath complete with a Jacuzzi tub and an expansive walk-in shower. The third garage was converted into a gym with air conditioning and can be converted back to additional garage space. Garden villas offer carefree living with exterior grounds maintenance included in the separate monthly fees. The 600-acre Isleworth community, surrounding the Butler Chain of Lakes, is a residential enclave that sets the standard of excellence for Central Florida living. Isleworth Golf & Country Club, which is located within the community, is recognized as one of the Top 100 Platinum Clubs of the World offering separate membership opportunities that provide access to golf, tennis, fitness, Clubhouse dining and social events, swimming in the resort-style pool and sundeck, dock, and an abundance of activities. Enjoy a lifestyle defined by casual elegance in a setting that sets the standard for luxury living.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
11434 JASPER KAY TER #1120, WINDERMERE, FL 34786
$315,00066 Days on yellowkey MLS ID: O6382035
0 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 2007Monthly Fee: $489 Tax: $2,663 (2024)Community: Lakeside/Lks/WindermereCondo
Taxes:$2,663
Elementary School: Sunset Park Elem
Remarks: Beautifully maintained condo located in the highly desirable Lakeside Lakes of Windermere community. Situated on the third floor with elevator access, this residence features a spacious split floor plan offering both privacy and functionality. The open concept living and dining area flows seamlessly to a private balcony perfect for enjoying your morning coffee or relaxing evenings. The generous primary suite includes a walk in closet and an en suite bath with dual sinks. Wood flooring runs throughout the main living areas, with ceramic tile in wet areas for added durability. Residents enjoy an array of resort style amenities including a community pool, fitness center, outdoor grilling areas, sand volleyball courts, and more. Conveniently located near Disney, Winter Garden Village, shopping, dining, and zoned for top rated schools, this property is ideal for first time buyers, investors, or as a second home. Schedule your private showing today.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Alonso Delgado, Pa (407-592-8306)
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