Location: Windermere , 34786
Do Not Show Listings
2806 WINDSOR HILL DR, WINDERMERE, FL 34786
$1,150,0006 Days on yellowkey MLS ID: O6385977
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3181 Built: 1989Monthly Fee: $111 Tax: $13,057 (2024)Community: Windsor HillSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,057
Elementary School: Thornebrooke Elem
High School: Olympia High
Tax Year: 2024
Middle School: Gotha Middle
Remarks: Step into this stunning 4-bedroom, 3-bathroom pool home nestled on nearly half an acre in the highly desirable Windsor Hill community of Windermere. From the moment you enter, you’ll appreciate the bright, open floor plan designed for both comfort and effortless entertaining. At the heart of the home is a beautifully updated kitchen featuring rich walnut cabinetry, quartz countertops, a mosaic tile backsplash, touch faucet and a spacious island that seamlessly connects to the dining and living areas. Equipped with a gas range, stainless steel appliances, and ample counter space, this kitchen is perfect for gathering with family and friends. The expansive media room offers the ultimate entertainment experience, complete with a built-in media center, kitchenette, wine refrigerator, and full-size refrigerator—ideal for movie nights or hosting guests in style. Step outside to your private backyard oasis, where a sparkling heated pool and spa await. Enjoy modern features including a heater, LED lighting with remote control, and a newer pool pump. The covered outdoor living area, complete with a sink and cabinetry, creates the perfect setting for al fresco dining and relaxation. Inside, every bathroom has been thoughtfully renovated with updated vanities, mirrors, bidets, and sleek shower stalls. The luxurious primary suite boasts a spa-inspired bath with a 67-inch freestanding soaking tub, smart mirror with defog function, and dual vanities. Major system upgrades provide peace of mind, including a new roof and skylight (2021), whole-home re-plumbing (2022), water heater (2022), and pool pump (2023). Garage features an electric car charger. Combining the tranquility of suburban living with convenient access to major roadways, shopping, dining, and downtown Orlando, this move-in ready home truly has it all. Don’t miss your opportunity to own this exceptional property—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Candace Hebert (321-246-0068)
12863 HOLDENBURY LN, WINDERMERE, FL 34786
$539,00021 Days on yellowkey MLS ID: O6393781
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 2006Monthly Fee: $82 Tax: $7,361 (2024)Community: Lakes Of WindermereSingle Family
Taxes:$7,361
Elementary School: Sunset Park Elem
High School: West Orange High
Middle School: Bridgewater Middle
Remarks: Experience refined living in this impeccably upgraded residence located in Lakes of Windermere. This elegant 3-bedroom, 2-bathroom home showcases a seamless blend of modern sophistication and everyday comfort, featuring a thoughtfully designed split floor plan and no carpet throughout for a clean, contemporary aesthetic. From the moment you enter, you’re welcomed by light-filled living spaces enhanced by luxury wood-look flooring and freshly painted interiors in soft alabaster tones, creating a warm yet upscale ambiance. The primary suite is a private retreat, offering generous proportions, a spacious walk-in closet, and a beautifully appointed en-suite bath complete with stone countertops, a soaking garden tub, and a separate glass-enclosed shower—designed for relaxation and indulgence. At the heart of the home, the designer kitchen impresses with brand-new quartz countertops, an expansive island with breakfast bar, premium stainless-steel appliances, and a large pantry. The open-concept layout flows effortlessly into the family room and breakfast nook, ideal for both intimate gatherings and entertaining. Step outside to an extended covered lanai, where you can unwind in privacy with no rear neighbors, offering a tranquil outdoor setting perfect for morning coffee or evening relaxation. Residents of Lakes of Windermere enjoy access to resort-style amenities, including a sparkling community pool, tennis and basketball courts, and beautifully maintained green spaces. The home is ideally located near top-rated schools, upscale shopping, fine dining, and world-renowned attractions just minutes away. A rare opportunity to own a home that embodies style, comfort, and location—schedule your private tour today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Maria Castro Aversano, Pa (201-694-3982)
13312 LONGACRE DR, WINDERMERE, FL 34786
$534,90099 Days on yellowkey MLS ID: S5141031
REDUCED by $9,000 (1.7%) on 04/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2058 Built: 2013Monthly Fee: $120 Tax: $7,533 (2024)Community: Windermere TerraceSingle Family
Taxes:$7,533
High School: Windermere High School
Middle School: Horizon West Middle School
Remarks: Move in ready and recently refreshed! This inviting 3-bedroom, 2-bathroom home features a versatile flex room, a screened patio, and a private backyard, offering comfortable and functional living spaces. Located in a quiet, well-established neighborhood, the home is just 12 minutes from Walt Disney World and close to top rated schools, parks, shopping centers, restaurants, and supermarkets, with easy access to major roadways for convenient commuting. The property also includes an attached two car garage with rear entry and automatic door opener, plus a driveway with space for two additional vehicles.
Listing is courtesy of: LA ROSA REALTY INTERNACIONAL L (407-600-7542)
Listing Agent: Mariesy Davila (407-548-4718)
7249 SHADEVIEW ALY, WINDERMERE, FL 34786
$429,00019 Days on yellowkey MLS ID: S5146580
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1569 Built: 2016Monthly Fee: $332 Tax: $5,983 (2025)Community: Ashlin Park Ph 2Townhouse
Taxes:$5,983
Tax Year: 2025
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)
801 W 2ND AVE, WINDERMERE, FL 34786
$3,995,00084 Days on yellowkey MLS ID: O6375693
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5639 Built: 2008 Tax: $49,401 (2024)Community: Aladar On Lake ButlerSpa: YesSingle Family
Taxes:$49,401
Elementary School: Windermere Elem
Remarks: Priced below appraised value, this extraordinary Windermere estate presents a rare opportunity to enjoy refined lakefront living on the Butler Chain of Lakes. Set along one of the area’s most desirable streets, the residence has undergone more than $350,000 in recent luxurious upgrades, including a reimagined kitchen and fireplace, new windows and doors, upgraded landscape lighting, refreshed landscaping, a freshly painted exterior and a new roof. Completing the offering is a newly constructed $85,000 private dock by Docks of Orlando, delivering direct access to the tranquil waters of Wauseon Bay. Spanning 5,639 square feet, the home showcases thoughtfully curated living spaces designed to capture sweeping views of one of the tranquil stretches of the Butler Chain. A dramatic two-story foyer opens to the formal living area, where expansive sightlines extend to the resort-style pool and spa. These views are beautifully complemented by a striking 650-gallon arched saltwater fish tank that creates a captivating visual connection to the bay beyond. The formal living room is further enhanced by a sculptural paneled feature wall accented with soft ambient lighting, lending an atmosphere of understated elegance. At heart of the home, the gourmet kitchen is sophisticated and functional, featuring a wet bar, wine refrigerator, oversized pantry with a custom swinging door, Wolf and Sub-Zero appliances, quartz countertops, bespoke cabinetry and updated designer lighting. Seamlessly connected is an inviting living space anchored by a dramatic fireplace clad in exotic stone and framed by custom cabinetry with refined wood detailing, creating a warm yet elevated focal point. The newly renovated primary suite on the main level serves as a serene retreat, offering panoramic views of Wauseon Bay. The luxurious en-suite bath is appointed with Christopher Guy lighting, dual vanities, a freestanding soaking tub and a Schonbek Da Vinci chandelier that crowns the space. Also on the first floor are a temperature-controlled wine cellar, a well-equipped laundry room, an additional bedroom and a full bath. A graceful staircase with curved glass railings leads to the second level, highlighted by an impressive 195-square-foot feature wall clad in custom copper patinated iron. The residence also includes a private residential elevator finished with rich wood paneling and a stainless steel SICIS tile floor. The custom cinema is exceptional, showcasing eucalyptus wood millwork, an illuminated glass bar top, Busby cabinetry, generous storage, Sub-Zero appliances, dual under-counter wine refrigerators and plush seating beneath a starlit ceiling. Go onto the expansive private balcony to enjoy sunrise views over the lake, framed by glass railings and finished with AstroTurf flooring. The second floor also offers three additional bedrooms, three full baths and a second laundry room, providing comfort and flexibility for family and guests. Outdoors, the living areas are designed for relaxation and entertaining, complete with a summer kitchen and ample space to enjoy Central Florida lifestyle. For the automotive enthusiast, the three-car air-conditioned garage features RaceDeck tile flooring and a custom storage system. An exclusive respite, this home represents a refined, opulent lifestyle inside and out.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Harif Hazera Llc (407-953-9098)
3130 BUTLER BAY DR N, WINDERMERE, FL 34786
$1,725,00012 Days on yellowkey MLS ID: O6395307
Bed: 5 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 4490 Built: 1985Monthly Fee: $181 Tax: $21,502 (2025)Community: Butler BaySingle Family
Taxes:$21,502
Remarks: One or more photo(s) has been virtually staged. PALATIAL ESTATE in the heart of Windermere offers LUXURY living on an exclusive ONE ACRE LOT with mature landscaping among pines and palms for the ultimate in PRIVACY and SERENITY. A true estate in GATED Windermere Club, this pristine single story oasis offers extraordinary curb appeal with an expansive paver driveway, a grand drive through porte-cochere, three car garage, and professionally manicured grounds. This custom built home features true craftsmanship and offers quality details - a blank canvas just waiting for YOUR personal style AND PRICED BELOW APPRAISAL! You will feel like you are living in a Mediterranean villa in Windermere! The kitchen island was custom designed for the home with seating and two sinks so the chef can entertain while creating masterpieces with the 6 burner GAS cooktop, grill and double Monogram oven. The cabinets are truly a work of art custom made with rich wood planks. The pantry is elegantly hidden behind an artisan designed sliding door and is not only huge but well equipped with electrical outlets. The living and dining room share a double faced MASONRY FIREPLACE. Archways lead into every room and expertly finished plaster style walls make your palazzo a stylish retreat - DEFINITELY NOT A COOKIE CUTTER - THIS ESTATE IS SPECIAL. Lighting has been updated to give a bright, elegant and contemporary vibe. Each bedroom has its own ensuite bath! There is a finished “bonus room/in law suite” (2020) with a private exterior door and plenty of adjacent unfinished space, wired and plumbed for easy installation of a kitchen and bathroom - THIS WOULD BE AN IDEAL IN LAW OR TEEN SUITE! Three additional bedrooms, each with an ensuite bathroom are located in a wing of the home that can be closed from common area, creating privacy and comfort for family and guests. The Primary/Master suite, located on the other side of the home, is a private oasis overlooking the flower filled garden, resort style pool, pines and pristine green space on the sprawling ONE ACRE lot with NO REAR NEIGHBORS! There is a small office with a door connected to the primary suite. The primary/master bathroom has a walk around shower, an indulgent soaking tub, double vanities, high end finishes, TWO WALK IN CLOSETS with designer lighting and custom built ins, and a second hot water heater. The custom designed home has everything you’d expect for a LUXURY LIFESTYLE. The laundry room has granite, a sink, custom cabinets, and plenty of space. Likewise, the oversized three car garage has a sink, potting shed/room, epoxy floor and built in cabinets. No expense was spared as the owner installed thousands of dollars in exterior uplighting and two fountains creating a world class private resort ambience. Among meandering paver paths lined with flowers and bougainvillea arches, you’ll have an abundance of outdoor lounging space, including a sparkling heated pool and spa adjacent to a screen enclosed summer kitchen with commercial style built in grill, sink, built in refrigerator - all of this is steps from the pool cabana bath and outdoor shower. Windermere Club is zoned for award winning public and private schools. The Windermere Recreation Center is less than one mile away and features a boardwalk onto Lake Crescent, playground, kayak launch, pavilions, sand volleyball court, tennis courts and walking trails for residents. While all measurements are believed to be correct, buyer is encouraged to confirm all.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Denise Crabbe (407-592-0692)
6152 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786
$1,130,0007 Days on yellowkey MLS ID: O6396835
Bed: 8 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4830 Built: 2012Monthly Fee: $133 Tax: $14,684 (2025)Community: Windermere Lndgs Fd-1Single Family
Taxes:$14,684
Elementary School: None
High School: None
Middle School: None
Remarks: More pictures coming soon. Beautiful and spacious 8-bedroom, 5-bathroom corner home offering 4,830 sqft of living space. This well-designed property features a generous layout with plenty of room for comfortable living and entertaining. The fenced backyard provides a great outdoor space, perfect for relaxing or enjoying time outside. Located on a desirable corner lot, offering added space and privacy.
Listing is courtesy of: VESTI LLC (407-749-5489)
Listing Agent: Vitor Silva (407-506-3712)
6102 S HAMPSHIRE CT, WINDERMERE, FL 34786
$2,499,000208 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: One or more photo(s) has been virtually staged. 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
$2,380,00016 Days on yellowkey MLS ID: S5146178
Bed: 5 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5108 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. This home is being offered fully furnished, providing a truly turnkey, move in ready experience. 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 is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Catalina Gomez (407-289-9029)
5145 LATROBE DR, WINDERMERE, FL 34786
$3,449,00059 Days on yellowkey MLS ID: O6382287
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4512 Built: 1991Monthly Fee: $1,224 Tax: $27,776 (2025)Community: IsleworthSpa: NoSingle Family
Taxes:$27,776
Middle School: Chain of Lakes Middle
Remarks: Welcome to Isleworth Golf & Country Club. This home features a grand entrance that welcomes you with a spacious open foyer featuring a custom bar and a dramatic two-story living room with a fireplace, creating an impressive yet inviting setting for entertaining. Providing access from all rooms to the outdoor living area, the thoughtfully designed floor plan blends elegance and functionality throughout. The kitchen is designed for both everyday living and entertaining, featuring Thermador appliances, including a cooktop, double ovens, warming drawer, microwave, dishwasher, icemaker, and beverage refrigerator. The space overlooks a generous dinette area with direct access to the patio, seamlessly connecting indoor and outdoor living. A formal dining room and a spacious great room provide additional gathering spaces for family and guests. The primary suite, located on the first floor, is a private retreat complete with three closets and a spa-inspired bath showcasing a large walk-in shower, soaking tub, and dual vanities. A second ensuite bedroom is also conveniently located on the main level, along with a well-appointed laundry room featuring built-in cabinetry. Upstairs, the travertine staircase with iron railing leads the way to a large game room with wet bar and French doors opening to an expansive balcony overlooking the pool and golf course. Two additional ensuite bedrooms complete the upper level. Throughout the home, you’ll find plantation shutters, travertine flooring, and hardwood floors, adding warmth and sophistication. The property also features an oversized three-car garage with storage and a large driveway for ample parking.Outdoor living is truly exceptional, with a large swimming pool, covered patio with half bath, and summer kitchen with beverage refrigerator—perfect for entertaining while enjoying serene golf course views. The oversized fenced backyard offers privacy and space to relax or play. Conveniently located to shopping, dining and expressways, as well as top-rated public and private schools, this home has it all!
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Teresa Stewart (407-493-3057)
8350 BOWDEN WAY, WINDERMERE, FL 34786
$1,199,00012 Days on yellowkey MLS ID: O6395966
0 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3368 Built: 2001Monthly Fee: $298 Tax: $8,638 (2025)Community: Keenes PointeSpa: NoSingle Family
Taxes:$8,638
Remarks: Under contract-accepting backup offers. Gated/24-hour attended Keene's Pointe. Home of The Golden Bear Club, a private membership club offering golf, tennis, fitness, dining and swimming. This thoughtfully designed home offers both space and functionality for modern living. Upon entry, you’re welcomed by a spacious formal dining room, formal living room, and a private office featuring classic French doors—perfect for working from home. Wood-look tile flooring flows seamlessly throughout the entire first floor, adding warmth and durability.The private primary suite is a true retreat, complete with a large walk-in closet featuring custom shelving and an en suite bathroom. The updated kitchen boasts white shaker cabinets, stainless appliances, ample storage, and a cozy breakfast nook that opens to the inviting family room—ideal for everyday living and entertaining.The first floor also includes two additional bedrooms, a fully renovated bathroom, and bonus space for work or play, offering flexibility for family or guests. Upstairs, you’ll find a spacious bonus room that can easily serve as a fourth bedroom along with a full bathroom—perfect for a guest suite or multi-purpose space.The back yard provides plenty of space for a future pool or entertaining area. There is also a garage with 2 spaces for cars and a tandem third space for golf cart or storage.Tankless gas water heater, water softner system, NEW ROOF in 2022, updated HVAC units (2026 and 2021), new paver driveway in 2026, designer touches throughout, and much more! This home combines comfort, style, and versatility—ready for you to move in and make it your own.
14368 DESERT HAVEN ST #4106, WINDERMERE, FL 34786
$360,0009 Days on yellowkey MLS ID: O6396784
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1840 Built: 2013Monthly Fee: $541 Tax: $3,885 (2025)Community: Oasis Cove Ii/Lakeside Village #XiSpa: NoCondo
Taxes:$3,885
Remarks: Don't miss 14368 Desert Haven St, recently enhanced with a partial flooring replacement, providing an updated surface throughout. The kitchen is equipped with stainless steel appliances for functional meal preparation. This residence includes a primary bedroom with a spacious walk-in closet, and its connecting bathroom provides double sinks and a separate tub and shower, contributing to its practical design. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
1849 WATERMERE LN, WINDERMERE, FL 34786
$1,325,00032 Days on yellowkey MLS ID: O6389840
REDUCED by $70,000 (5.0%) on 04/03/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3934 Built: 2005Monthly Fee: $267 Tax: $8,439 (2024)Community: Windermere GrandeSpa: YesSingle Family
Taxes:$8,439
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Nestled at the heart of Windermere Grande, a 28-home gated community situated on a north-facing 3/4-acre lot, stands an executive 4000 sq ft home with 4 to 5-bedrooms. There is a three-car side-entry garage. The house features a flat tile roof, and an impressive 74 Tesla solar panels. In-law au pair suite with an en-suite bathroom with walk in shower. Under a cathedral ceiling is an appliance -ready kitchenette and great room with shutter window treatment and its own sliding glass door to the lanai. This in-law suite has its own entrance with a paver sidewalk leading to the driveway. Soaring 14-foot ceilings adorned with crown molding create an awe-inspiring atmosphere. Modern crystal chandeliers illuminate the foyer and dining room, while walls of sliding glass doors seamlessly connect the living room, family room, Florida room, and master bedroom, offering breathtaking views of a 3-acre community green space. This green space features a playground, a 1-Mile coquina walking path, and a retention pond with a tall spout-lit fountain. The five sets of sliding glass doors open to a spacious 1000 ft² covered lanai that transitions into a 1500 ft² open area under a screened cage that was re-screened in 2025. This open space is adorned with pavers and features a 30-foot-long pool with end-to-end blue, green, and purple iridescent tiles that shimmer in the water’s reflection. The pool includes an 8 x 8 sun shelf with a lighted bubbler for entertainment and accommodates an umbrella pole, positioned directly across from a bench seat with a waterfall feature from the top tier and three LED underwater changing color lights. Additionally, the pool is equipped with an underground pop-up water-jet self-cleaning system for effortless maintenance. The pool filter is new as of February 2026. Adjacent to the pool, on a pre-poured concrete slab, lies a six-seater heated above-ground Bahama spa with 75 therapeutic jets designed to relax and rejuvenate muscles. The expansive under-cover freshly painted lanai has been utilized for many celebrations. The house has a Bose speaker system installed in every major room. This gourmet U-shaped kitchen features 42-inch mocha upper cabinets, glass cabinet doors, Santa Cecilia granite countertops, and an island with onyx granite and gold accents. It includes a five-burner 36-inch GE Profile cooktop and a microwave/convection oven combination. The laundry room is equipped with 42-inch upper cabinets for ample indoor storage, complemented by a 48-inch granite countertop. The oversize master bedroom has a sliding glass door with access to the lanai. There is a tray ceiling with fan and recessed lights over the bed headboard. The master bathroom has a jetted tub/Jacuzzi, dual sink stations, separate shower stall, and water closet. A powerful Central VAC system with two outlets. Each outlet is equipped with a 60-foot hose. The 5-zone air conditioning damper system ensures individual climate control for each room. In 2018, the system was upgraded with a 5-ton and 3-ton new air conditioning units. Tankless water heater. This house offers the opportunity for personalized customization and renovation, transforming it into a cherished asset within the community.
Listing is courtesy of: SUSANA JORDAN STUTSMAN (321-278-0334)
Listing Agent: Susana Stutsman (321-278-0334)
8259 MARITIME FLAG ST #4, WINDERMERE, FL 34786
$320,000265 Days on yellowkey MLS ID: O6329585
1 Days Off yellowkey (back on 3/24/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1460 Built: 2011Monthly Fee: $459 Tax: $4,052 (2024)Community: Lakeside VillasCondo
Taxes:$4,052
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Experience the best of Windermere living! This freshly updated two-story townhome offers resort-style amenities and unbeatable convenience, all just 10 minutes from Disney! Step inside to discover fresh paint throughout, brand new carpet, and an open-concept first floor with a kitchen/living room combo and a half bath. Upstairs, you’ll find three spacious bedrooms, two full bathrooms, and a laundry closet with washer and dryer included. Located in the resort-style community of Lakeside Villas, enjoy access to a beautiful pool, well-equipped fitness center, playgrounds, sand volleyball and tennis courts, clubhouse, dog park, and more just steps from your front door. Walk across the street to Lakeside Village’s Publix grocery store and local restaurants, or unwind at the nearby Tibet-Butler Preserve, home to 3.6 miles of peaceful walking trails. Plus, you'll enjoy quick access to Orlando’s top amusement parks, Evermore Resort and downtown Orlando, making this home the perfect full-time residence or investment opportunity. Call today for your private showing!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lindsey Hudson (865-712-8452)
5151 LATROBE DR, WINDERMERE, FL 34786
$4,100,00026 Days on yellowkey MLS ID: O6392380
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5301 Built: 2000Monthly Fee: $1,224 Tax: $23,020 (2025)Community: IsleworthSpa: NoSingle Family
Taxes:$23,020
Remarks: Positioned along the stunning 4th fairway of the renowned Isleworth Golf & Country Club, this exceptional single-story estate offers four bedrooms and more than 5,300 square feet of meticulously crafted living space. Every detail of this residence reflects the owner’s exceptional craftsmanship, with bespoke woodwork woven throughout the home, culminating in the crown jewel: the primary suite’s expansive wardrobe, featuring a central island, tiger wood floors, and cherry birch built-in displays—a true collector’s dream. The elegant foyer sets the tone, leading to formal living and dining spaces, and flowing effortlessly past a private office into the heart of the home: an open-concept kitchen, casual dining area, and family room designed for both entertaining and daily living. The gourmet kitchen is appointed with anigre wood cabinetry, a center island, dual sinks, a walk-in pantry, and professional appliances by Sub-Zero, Dacor, and Kitchenaid, marrying style and functionality in perfect harmony. A spacious game room with a wet bar provides an ideal space for recreation or hosting, while four luxurious bedrooms and 4.5 spa-inspired baths ensure comfort and privacy for family and guests alike. Seamlessly blending indoor and outdoor living, the estate features a sparkling open-air pool set against serene golf course vistas—an idyllic setting for year-round leisure and entertaining. Additional highlights include a circular driveway and motor court, a three-car garage, and a separate workshop. This is a rare opportunity to acquire a residence where world-class craftsmanship, refined design, and premier golf-front location converge, offering an unparalleled lifestyle in one of Central Florida’s most coveted enclaves.
Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)
Listing Agent: Monica Lochmandy (407-230-6888)
11578 ASHLIN PARK BLVD, WINDERMERE, FL 34786
$619,90090 Days on yellowkey MLS ID: O6373714
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2396 Built: 2016Monthly Fee: $107 Tax: $9,270 (2025)Community: Ashlin Park Ph 1Spa: NoSingle Family
Taxes:$9,270
Remarks: PRICE IMPROVEMENT! This is THE ONLY 5-bedroom single-family home located in Windermere UNDER $620K!!! Designed with both style and functionality in mind, this open-concept home features a spacious kitchen with quartz countertops, ample cabinetry, and a walk-in pantry, perfect for entertaining and everyday living. The fenced backyard offers low-maintenance synthetic grass, providing a lush, year-round green appearance while promoting water conservation and allergy relief. Enjoy nightly front-row views of the spectacular DISNEY FIREWORKS right from your own home. Additional upgrades include a built-in pest guard system that creates invisible protective barriers using eco-friendly, targeted treatments, safe for family and pets, with no disruption or need to be home. A TESLA charger in the garage adds modern convenience for electric vehicle owners. The primary suite is conveniently located on the first floor and features a spacious built-in walk-in closet, quartz countertops, double sinks, a walk-in shower, and a private water closet. Upstairs, you'll find 4 additional bedrooms, including two connected by a Jack-and-Jill bathroom with double sinks, quartz countertops, and a shower. Two bedrooms offer walk-in closets, while the remaining two have standard closets. All bathrooms throughout the home feature quartz countertops. An additional upstairs bathroom includes a tub with double sinks, and a built-in desk area provides the perfect space for work or study. Ideally located directly across the street from the community pool and clubhouse, this home is a short distance to the Westside Shoppes of Windermere and just minutes from Disney Springs, Magic Kingdom, other major theme parks, and convenient access to major highways. Additional bonus: This property qualifies for a $5,000 GRANT, which can be used toward closing costs or buying down your interest rate, a fantastic opportunity for homebuyers. Be sure to check out the VIRTUAL TOUR!
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: Erika Garcia (407-704-0311)
6631 CRESTMONT GLEN LN, WINDERMERE, FL 34786
$834,000280 Days on yellowkey MLS ID: O6323076
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3068 Built: 2002Monthly Fee: $170 Tax: $9,573 (2024)Community: GlenmuirSpa: NoSingle Family
Taxes:$9,573
Remarks: Welcome to 6631 Crestmont Glen Lane, a beautifully maintained executive home in the gated community of Glenmuir. Set on a large and spacious, landscaped lot, this 4-bedroom, 3.5-bath residence offers an ideal blend of space, comfort, and everyday functionality. Step inside to soaring ceilings, abundant natural light, and an open-concept layout designed for both entertaining and relaxed living. The gourmet kitchen features granite countertops, ample cabinetry, and a breakfast nook that flows seamlessly into the inviting family room. Enjoy year-round Florida living in your private screened lanai—perfect for quiet mornings or hosting guests. The primary suite offers a true retreat with a spa-like bath, walk-in closets, and direct access to the outdoor living space. Residents of Glenmuir enjoy a peaceful, tree-lined setting with a private park, playground, and walking paths—just minutes from top-rated schools, golf, dining, shopping, and world-renowned attractions including Walt Disney World.
Listing is courtesy of: IRM INVEST., REAL EST.& MGMT. (407-903-0134)
Listing Agent: Gonzalo Senior (407-353-8841)
1329 GLENHEATHER DR, WINDERMERE, FL 34786
$821,0009 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)
6117 LOUISE COVE DR, WINDERMERE, FL 34786
$5,250,00096 Days on yellowkey MLS ID: O6372197
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5752 Built: 2002Monthly Fee: $1,224 Tax: $50,728 (2025)Community: Isleworth WestSingle Family
Taxes:$50,728
Remarks: Nestled along the shores of Lake Louise within Isleworth West, this exceptional two-story estate represents the finest in lakefront living. Offering four bedrooms, four-and-a-half baths, and more than 5,700 square feet of living space, the residence has been fully reimagined with sophisticated, modern finishes throughout. Recent enhancements include a new roof, windows, and doors; an all-new boat dock including a new roof; a new summer kitchen; exquisite white marble flooring, a dramatic glass-and-iron double-door entry, sleek modern air vents, and a host of elevated appointments that create a seamless blend of style and comfort. Grand living spaces—including the living room, kitchen, and family room—all feature soaring ceilings and an abundance of natural light, providing an ideal backdrop for both elegant entertaining and everyday living. The first-floor primary retreat is a true sanctuary, featuring a spacious bedroom and private sitting room divided by a stunning double-sided fireplace. A secondary primary suite, also located on the first floor, offers exceptional privacy and flexibility for guests or multigenerational living. Outdoors, the estate embraces its idyllic lakefront setting with a resort-style pool, summer kitchen, and private boat dock offering direct access to Lake Louise—perfect for boating, sunset cruises, and lakeside leisure. This is a rare opportunity to experience lakefront living at its finest in one of the community’s most coveted settings.
Listing Agent: Sarah Longwell (407-920-8451)
4819 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786
$3,200,000265 Days on yellowkey MLS ID: O6330108
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3745 Built: 2006Monthly Fee: $1,146 Tax: $33,607 (2024)Community: IsleworthSpa: YesSingle Family
Taxes:$33,607
Remarks: Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa. Featuring timeless elegance, this beautiful four-bedroom, four-bathroom custom villa, where every detail has been thoughtfully curated to create a refined sanctuary for everyday living and entertaining. Beyond the stately arched main entry door lies a secluded courtyard oasis—a private retreat centered around a sparkling pool, serene waterfall feature, and generous lounging areas. Whether basking in the sun or relaxing beneath the stars, this outdoor haven sets the tone for the extraordinary spaces within. Designed to embrace indoor-outdoor living, the oversized courtyard welcomes you with a seamless open-plan layout connecting the pool, summer kitchen, and a charming guest cabana. Perfect for hosting or escaping, the cabana offers a private retreat for guests or a peaceful haven for the homeowner. Inside the main residence, a sense of contemporary sophistication flows through the light-filled kitchen, elegant dining room—highlighted by a statement chandelier—and the spacious grand room. French doors throughout invite the outdoors in, offering lush views from nearly every space and extending the living area to multiple porches and verandas. The living room, centered around a calming fireplace, is the perfect spot to unwind after a long day, while the spa and cascading waterfall nearby add to the sensory appeal. Retreat to the expansive master suite, where a private porch overlooks vibrant greenery, offering a peaceful start and end to each day. Additional property highlights include a cozy morning room, a dedicated office with custom Burl wood built-ins, and a series of intimate outdoor and indoor spaces designed to inspire comfort and connection.
Listing Agent: Michelle Corbin (407-491-2690)
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