Location: Windermere
Do Not Show Listings
8411 WOBURN CT, WINDERMERE, FL 34786
$1,260,00019 Days on yellowkey MLS ID: O6391980
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2562 Built: 1999Monthly Fee: $222 Tax: $12,964 (2025)Community: Keenes PointeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,964
Elementary School: Windermere Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Welcome to this beautifully reimagined luxury residence in the highly sought-after Keene’s Pointe, ideally positioned on a quiet cul-de-sac and backing onto the serene natural beauty of the Tibet Butler Preserve. This exceptional 4 bedroom, 3 bathroom home with a dedicated office has been extensively renovated to an outstanding standard, offering a perfect blend of modern design, comfort, and privacy in one of Windermere’s premier guard-gated communities. From the moment you arrive, the custom iron front door sets the tone for the quality found throughout. Inside, the entire home has been thoughtfully updated with smooth finished walls and ceilings, elegant crown molding in every room, and wood-look ceramic flooring that flows seamlessly throughout. Every space has been freshly painted, creating a light, bright, and cohesive feel, while feature walls, custom trim detailing, and designer touches elevate the overall aesthetic. The heart of the home is the fully remodeled kitchen, showcasing custom cabinetry, granite countertops, and WiFi-enabled LG appliances, perfectly designed for both everyday living and entertaining. The open layout connects effortlessly to the main living areas, enhanced by upgraded LED lighting and stylish ceiling fans throughout. The primary suite offers a true retreat, featuring a beautifully redesigned bathroom with custom cabinetry, upgraded finishes, and a luxurious soaking tub. Guest bathrooms have also been fully renovated with new flooring, showers, and modern fixtures. Additional highlights include custom closet systems with integrated lighting, a redesigned pantry with barn-style doors, and upgraded ceilings in both the dining room and sunroom. Step outside to your private outdoor oasis, where the oversized screened lanai, pool, and spa create the perfect setting for relaxation or entertaining. The pool has been enhanced with an acid wash, updated tile, and a resurfaced pool deck, complemented by a new spa heater, WiFi-enabled pool controls, and thoughtfully designed landscaping with ambient lighting that adds to the home’s tranquil atmosphere. This home is as smart as it is stylish, featuring a comprehensive ADT security system with cameras, glass break sensors, water detection, CO2, and fire monitoring, along with an air purification system integrated into the HVAC for added comfort and peace of mind. Additional upgrades include new garage door openers, updated exterior lighting, and professionally enhanced landscaping. Located toward the front of Keene’s Pointe, the home also benefits from convenient access to CR 535 and I-4, offering a meaningful time-saving advantage compared to properties deeper within the community. With its private setting, extensive high-end upgrades, and prime location, this is a rare opportunity to own a truly turnkey luxury home in one of Windermere’s most desirable communities.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
6012 ROSEATE SPOONBILL DR, WINDERMERE, FL 34786
$1,200,00019 Days on yellowkey MLS ID: O6393392
1 Days Off yellowkey (back on 3/30/2026)
Bed: 8 Bath: 5.0 Liv Area Sq Ft: 4758 Built: 2013Monthly Fee: $133 Tax: $10,007 (2025)Community: Windermere LndgsSingle Family
Taxes:$10,007
Elementary School: Sunset Park Elem
High School: Windermere High School
Middle School: Horizon West Middle School
Remarks: Experience elevated living in this custom-built, energy-efficient Meritage estate, perfectly positioned on a rare double lot and thoughtfully enhanced with high-end upgrades throughout. Offering 8 bedrooms, 5 bathrooms, a private office, and an expansive bonus/theater room with wet bar, this home is designed for both luxury and versatility. There is also a spacious and versatile first-floor flex room, ideal as a game room, secondary living area, or media space, setting the tone for the home’s flexible and functional layout. A standout feature of this residence is the presence of two primary suites—one conveniently located on the main floor and another upstairs—perfect for multigenerational living or hosting guests in comfort and privacy. The interior showcases 9-foot ceilings and upgraded LVP flooring, creating a warm yet refined atmosphere. The updated gourmet kitchen serves as the heart of the home, featuring built-in stainless steel appliances, a sleek electric cooktop with designer hood, upgraded quartz countertops, a custom tile backsplash, 42” cabinetry with soft-close drawers, expanded pantry space, and exceptional prep and storage areas. It flows seamlessly into the family room, making it ideal for entertaining. Thoughtful upgrades throughout the home include a new HVAC system, fully paid solar panels for significant energy savings, a 2023 water heater, a soft water system, CAT5 ethernet wiring throughout, and a wired security system, offering both efficiency and peace of mind. The primary suites have been beautifully updated with spa-inspired bathrooms, while additional bedrooms and baths provide ample space for family and guests. A second-floor laundry room adds everyday convenience, with an optional first-floor laundry hookup available for added flexibility. Step outside to your private resort-style oasis, featuring a $90K custom pool and spa, recently upgraded with a new pool pump and salt cell. The outdoor space is enhanced by a travertine marble deck, dual heaters, and a large, fully fenced backyard—perfect for relaxing or entertaining year-round. Upstairs, the expansive bonus/theater room with a large wet bar creates the ultimate entertainment experience, complemented by a built-in surround sound system that brings music throughout the home. With its tile roof, paver driveway, stone accents, added gutters, and impeccable condition, this home shows like new. A rare opportunity to own a fully upgraded, move-in-ready estate with space, flexibility, and modern efficiency—this home truly stands apart.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Nicole Dege (443-404-9293)
11903 CAVE RUN AVE, WINDERMERE, FL 34786
$750,00022 Days on yellowkey MLS ID: O6392757
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3413 Built: 2014Monthly Fee: $81 Tax: $10,874 (2025)Community: Windermere Trls Ph 1CSingle Family
Taxes:$10,874
Elementary School: Bay Lake Elementary
Remarks: Stunning move-in ready home in the highly sought-after Windermere Trails community, located in a top-rated school district and just 2 miles from Walt Disney World! This beautifully upgraded 4-bedroom, 3.5-bath home features a gourmet kitchen with an oversized center island, custom solid wood cabinetry, granite countertops, built-in ovens, and a spacious walk-in pantry — perfect for entertaining and everyday living. Brand new carpet has just been installed, offering a fresh, clean feel throughout the home. The first floor offers a dedicated office/den, ideal for working from home. Upstairs, a large bonus/media room provides flexible space for family gatherings, a playroom, or home theater. The spacious layout, combined with thoughtful upgrades, creates both comfort and functionality for modern living. Enjoy resort-style community amenities including a pool, dog parks with wash stations, cabana, walking/running trails, and playgrounds — all in one of Windermere’s most desirable neighborhoods. Zoned for highly rated schools, this home is perfect for families seeking both lifestyle and location.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Yan Zheng (407-279-8417)
2722 PARK ROYAL DR, WINDERMERE, FL 34786
$950,00074 Days on yellowkey MLS ID: O6378135
3 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2967 Built: 1990Monthly Fee: $111 Tax: $9,421 (2025)Community: Windsor HillSingle Family
Taxes:$9,421
Elementary School: Thornebrooke Elem
High School: Olympia High
Middle School: Gotha Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Under 20 minutes to Disney. Pool home on nearly half an acre. Space and privacy, without giving up convenience. Quick access to 429 and the Turnpike. Minutes to The Grove, Dr. Phillips Restaurant Row, golf, and daily essentials. Zoned for top rated Orange County Public Schools, including Thornebrooke Elementary. Located in Windsor Hill on the west side of Windermere, this home sits on a 0.49 acre lot, giving you real separation from neighbors and usable outdoor space that actually adds to how you live day to day. The exterior is clean and intentional with a semi circle brick paver driveway and a side facing two car garage, not the typical front facing setup. The backyard is where this property stands out. Private pool with a new cage (2024), plus additional yard space beyond the pool for pets, entertaining, and more. Inside, the home has been freshly painted with a layout that is functional and easy to live in. A fireplace anchors the main living space and adds character without overcomplicating the design. Major items are already handled with a newer roof (2021), AC/HVAC (2024), and a fully paid off solar system that offsets nearly the entire electric bill. Windsor Hill is a monitored community with a full time officer, contributing to a quieter, well kept neighborhood. For buyers looking for land, a pool, and proximity to Disney, Windermere and Dr. Phillips, this is a combination that checks all the boxes.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
12812 JACOB GRACE CT, WINDERMERE, FL 34786
$3,699,888277 Days on yellowkey MLS ID: V4943735
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 6054 Built: 2007Monthly Fee: $297 Tax: $25,596 (2024)Community: Tildens Grove Ph 01 47/65Single Family
Taxes:$25,596
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
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)
12720 JACOB GRACE CT, WINDERMERE, FL 34786
$2,895,00040 Days on yellowkey MLS ID: TB8476930
Bed: 6 Bath: 6.5 Liv Area Sq Ft: 5882 Built: 2005Monthly Fee: $300 Tax: $13,298 (2024)Community: Tildens Grove Ph 01 47/65Single Family
Taxes:$13,298
Middle School: Bridgewater Middle
Remarks: Nestled within one of **Windermere**’s most exclusive communities, this extraordinary custom-built lakefront estate with an almost 2 acres lot offers an elegant lifestyle defined by privacy, prestige, and breathtaking nightly views of the **Walt Disney World** fireworks. With nearly 6,000 square feet, six bedrooms, and six and a half baths, this residence is the pinnacle of refined Central Florida living. A long, winding driveway welcomes you, framed by mature trees and sweeping lawns. Tucked away on a quiet cul-de-sac within a 24-hour guard-gated neighborhood with a manned guard station, the property offers both grandeur and seclusion — a rare combination in today’s luxury market. Thoughtfully designed to maximize natural light and panoramic water views, the home features soaring ceilings, expansive picture windows, and seamless indoor-outdoor flow. The grand foyer opens to a spectacular living room anchored by tranquil lake vistas. The chef’s kitchen is appointed with custom cabinetry, high-end appliances, and an oversized island, effortlessly connecting to spacious dining and living areas — ideal for both intimate evenings and large-scale entertaining. The primary suite, located on the main level, is a private sanctuary with serene lake views and direct access to the outdoor living areas. The spa-inspired bath offers a soaking tub, dual vanities, walk-in shower, and generous closet space. Four additional bedrooms of which two of them include their own en-suite bath, ensuring comfort and privacy for family and guests. A detached in-law suite with private entrance, living area, bedroom, and bath provides exceptional flexibility for multigenerational living, long-term guests, or a private executive office. Step outside to your own outdoor oasis. The resort-style pool overlooks the lake, creating a stunning backdrop for entertaining or quiet relaxation. A charming pool house complete with a Murphy bed offers additional guest accommodations and enhances the estate’s resort-like ambiance. At the water’s edge, a private dock provides access to a private ski lake — perfect for boating, skiing, paddleboarding, or sunset cruises. As evening falls, the magic begins. From your backyard, dock, or expansive windows, enjoy nightly fireworks illuminating the sky above Disney — a spectacular private show reflected across the water. With nearly two acres of lakefront land, six bedrooms, six and a half baths, a detached suite, pool house, long private driveway, and location within one of Windermere’s most prestigious guard-gated communities, 12720 Jacob Grace Ct is more than a home — it is a destination, a sanctuary, and a stage for life’s most extraordinary moments.
Listing Agent: Adrian Jacob (832-381-4670)
9237 MCDAVID CT, WINDERMERE, FL 34786
$775,00061 Days on yellowkey MLS ID: O6382243
0 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2269 Built: 1984Monthly Fee: $25 Tax: $6,029 (2025)Community: Roberts LandingSingle Family
Taxes:$6,029
Remarks: Under contract-accepting backup offers. Your Private Windermere Oasis Awaits * Step into a lifestyle of space, serenity, and sophisticated upgrades with this stunning 4-bedroom family estate nestled on over an acre of pristine land. Perfectly positioned to blend modern comfort with the beauty of nature, this property is a rare find for those who refuse to compromise on size or scenery. Highlights of the Estate: Breathtaking Vistas: Wake up to calming lake views from the comfort of your home, or step into the backyard for an even more expansive panorama of the water. Ultimate Move-In Readiness: Enjoy peace of mind with a brand-new roof and extensive high-end upgrades throughout, meticulously curated by the current owner. The Ultimate Entertaining Terrace: Discover an outdoor patio so grand it was originally designed to host a wedding. This space virtually doubles your living area, featuring a built-in outdoor kitchen and built-in propane firepit and a cozy integrated seating area for unforgettable evenings under the stars. A Haven for Pets: Your four-legged family members will be in heaven with a dedicated dog run and a custom dog door integrated into the screen enclosure, ensuring they enjoy the patio as much as you do. Endless Potential: With over an acre of usable land, the possibilities are limited only by your imagination. There is ample room to add an in-law suite, a professional-grade shop building, or even a private soccer field. Special Opportunity To make this dream home even more accessible
Listing is courtesy of: VINTAGE REALTY GROUP LLC (407-217-5458)
Listing Agent: Scott Howard (305-934-7727)
11026 CONISTON WAY, WINDERMERE, FL 34786
$2,150,00018 Days on yellowkey MLS ID: O6391330
0 Days Off yellowkey (back on 3/29/2026)
Bed: 6 Bath: 7.5 Liv Area Sq Ft: 5783 Built: 2003Monthly Fee: $647 Tax: $20,701 (2025)Community: Reserve At Lake Butler SoundSingle Family
Taxes:$20,701
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged Step into this former Street of Dreams masterpiece, masterfully crafted by renowned builder David Konkol. Spanning nearly 6,000 square feet of timeless elegance, the home showcases a thoughtfully designed floor plan that prioritizes effortless first-floor living while bathing every space in abundant natural Florida sunshine. The moment you arrive, the circular driveway welcomes you with an ornate fountain and grand double entry doors. Inside, soaring ceilings and exquisite architectural details captivate, complemented by travertine stone floors and a striking stone-encased wood-burning fireplace in the formal living area. Expansive windows frame immediate views of the sparkling pool and private yard beyond. The updated kitchen impresses with premium appliances, including a massive Sub-Zero refrigerator, vented gas cooktop, warming drawers, and a generous prep island—ideal for both casual family meals and grand entertaining. Seamlessly blending sophistication with everyday warmth, the home features a main level billiard room complete with a full bar and half bath. Upstairs, a large bonus room serves the additional bedrooms, one of which functions as a second private suite, alongside a fully equipped home theater for unforgettable movie nights. The lavish first-floor primary suite offers true resort-style living with a convenient morning kitchen featuring pull-out drawer refrigerators, a luxurious Jacuzzi spa tub, bidet, oversized shower, and an enormous walk-in closet with custom built-ins. Outside, your own secluded paradise awaits, fully enclosed by a towering natural hedge that provides lush privacy and a breathtaking natural backdrop. Low-maintenance custom turf covers the yard, accented by a fun putting green. At the center sits a massive heated pool and spa, while the expansive covered lanai creates unparalleled outdoor living with a comfortable sitting area and a cozy wood burning fireplace as its focal point. A summer kitchen, outdoor cabana bath and remote controlled screen walls complete the ultimate Florida lifestyle experience. Additional highlights include a three-car garage and extended driveway for ample parking, EV charger, central vacuum and so much more. Located within The Reserve at Lake Butler Sound—one of Central Florida’s most prestigious 24/7 guard-gated communities. Home to numerous professional athletes, rockstars, and landmark estates like the House of Versailles, this enclave delivers unmatched privacy and security while remaining just minutes from world-class dining, shopping, and attractions. Rarely does a property offer this level of luxury, thoughtful design, and resort-style living at such an exceptional value. 6 bedrooms, 7.5 baths, 2 bonus rooms and a home theatre ! Every bedroom is oversized and has its own full bath.Come experience it for yourself and fall in love with your new home.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
11816 ANGLE POND AVE, WINDERMERE, FL 34786
$835,00039 Days on yellowkey MLS ID: O6388116
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3391 Built: 2013Monthly Fee: $81 Tax: $10,010 (2024)Community: Windermere Trls Ph 1CSingle Family
Taxes:$10,010
Remarks: Under 15 minutes to Magic Kingdom. Fireworks on your drive home. Dinner at EPCOT on a Tuesday. Located in Windermere Trails, one of Windermere’s most sought-after communities, this home puts you minutes from Hamlin and Winter Garden Village while keeping you close enough to Disney to make everyday life feel anything but ordinary. The backyard is where this home really stands apart. Designed for living, not maintaining, it features low-maintenance faux turf, a fully fenced yard, and a private, open-air pool and spa with no cage, a rare find in Central Florida. The pool is finished with PebbleTec, a saltwater system, and an electric heater, along with a sun shelf with built-in umbrella holder and an extended paver deck for easy entertaining. Inside, the layout is open, functional, and flexible, with versatile spaces that adapt to how you live. The open-concept kitchen and main living area flow seamlessly, while thoughtful upgrades like plantation shutters, custom closets, and surround sound pre-wiring add a polished feel throughout. You are also walking distance to a top rated elementary school, with access to trails, parks, a community dog park with wash station, playground, and fitness area, making day to day life simple. A backyard you’ll actually use, a lifestyle that just works, and a home that fits the way you live.
713 MAIN ST, WINDERMERE, FL 34786
$2,235,000117 Days on yellowkey MLS ID: O6368185
Bed: 6 Bath: 5.0 Liv Area Sq Ft: 5031 Built: 2013 Tax: $9,559 (2025)Community: WindermereSingle Family
Taxes:$9,559
Remarks: Architecturally refined and thoughtfully designed, this custom built Transitional Craftsman residence blends timeless craftsmanship with modern luxury in the heart of Historic Olde Windermere. Rich wood detailing, exposed pecky cypress beams, and dramatic stonework create warmth and depth throughout. The chef’s kitchen is both functional and sculptural, featuring a stone-framed cooking alcove, premium JennAir® appliances, custom ceiling-height cabinetry, and a walk-in pantry designed for serious cooks and entertainers. The home offers six bedrooms and six bathrooms, with two main-level owner’s suites providing exceptional functionality and privacy. Multiple living spaces are anchored by a striking floor-to-ceiling stone fireplace and beautiful library with rolling ladder, while upstairs bedrooms and bonus room are thoughtfully designed for comfort and quiet, complemented by quality finishes throughout. Recent updates include a newly installed roof (2024), windows (2025), enhancing both peace of mind and long-term value. A spacious three-car garage adds both convenience and functionality. Outdoors, the home transitions easily to an entertainer’s retreat with covered porches, fireplace, outdoor kitchen, circular firepit, cabana bath, Tiki hut and lush landscaping. Deeded town resident access to the Butler Chain of Lakes and a prime location within Windermere’s vibrant town center with its new re-development complete this rare offering where architectural integrity meets a fun and functional Florida lifestyle.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Kari Fleck (407-925-5283)
2125 KANE PARK WAY, WINDERMERE, FL 34786
$999,998130 Days on yellowkey MLS ID: O6358139
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2743 Built: 1992Monthly Fee: $118 Tax: $8,555 (2024)Community: Willows At Lake Rhea Ph 02Single Family
Taxes:$8,555
Remarks: Welcome to this beautifully updated single-story pool home on a rare 0.71-acre cul-de-sac lot in Windermere’s Willows at Lake Rhea, zoned for A-rated schools and offering exceptional privacy between homes. Surrounded by mature landscaping, the property provides a peaceful setting rarely found in newer communities while still offering convenient access to major roads, shopping, dining, and area attractions. Custom built by well-known local builder Richard Watson, this four-bedroom, three-bath home features a thoughtful layout with formal living and dining rooms, a spacious family room, and a custom pool — ideal for both everyday living and entertaining. Inside, high ceilings, Acacia wood flooring, and abundant natural light highlight the open floor plan with views of the pool and backyard. The formal living room features triple sliding glass doors for seamless indoor-outdoor living, while the formal dining room offers a double tray ceiling, crown molding, and bay window with convenient access to the kitchen and family room. The kitchen and family room feature vaulted ceilings and porcelain tile flooring, with French doors leading outdoors. The kitchen includes soft-close cabinetry, granite countertops, under-cabinet lighting, generous storage, and a stylish backsplash. A bright breakfast nook overlooks the pool, while the family room is anchored by a wood-burning fireplace with built-in shelving. The oversized owner’s suite offers direct access to the pool and a spa-inspired bathroom with a freestanding soaking tub, quartz dual vanities, a zero-entry walk-in shower, and dual custom closets. Two spacious bedrooms share a Jack-and-Jill bathroom with dual sinks, while the fourth bedroom with French doors and a bay window works well as an office, den, or playroom. A third updated bathroom also serves as a convenient pool bath. Outdoor living features a custom pebble-finish pool, spacious deck, and screened lanai with a coffered ceiling, sink, and cabinetry. The expansive backyard provides rare space and privacy between homes with room for recreation or future enhancements. Additional highlights include a laundry room with utility sink and storage, an expansive driveway, and a side-entry garage. The Willows at Lake Rhea is zoned for Windermere Elementary, Bridgewater Middle, and Windermere High, and offers community amenities including tennis and pickleball courts, basketball, playground, and park. Residents also enjoy the nearby library, farmers market, food truck nights, and seasonal events. Optional access to the Butler Chain of Lakes boat ramp provides entry to one of Central Florida’s most desirable boating destinations. Conveniently located near SR-429, SR-408, Florida’s Turnpike, Disney, Universal, Winter Garden Village, and the shopping and dining of Dr. Phillips. Recent improvements include a new air-conditioning system (2025), water heater (2024), new irrigation and pool pumps (2025), and septic drainfield completed in 2018. With its large private lot, quality construction, desirable school zoning, and recent price improvement, this home presents an outstanding opportunity in one of Windermere’s most sought-after communities. Schedule your private showing today.
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
6876 MERRICK LANDING BLVD, WINDERMERE, FL 34786
$620,00083 Days on yellowkey MLS ID: O6373037
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2781 Built: 2014 Tax: $8,591 (2024)Community: Vineyards/Horizons West Ph 1ASingle Family
Taxes:$8,591
Elementary School: Independence Elementary
Remarks: The Vineyards in Windermere is a newer, non-gated suburban community with a mix of single-family homes and townhomes, appealing amenities. The house is located on the main corner at the entrance to the community and has excellent garden spaces. Primary suite provides a private retreat with a walk-in closet and a well-appointed en-suite bathroom. Additional bedrooms are generously sized, offering flexibility for family, guests, or a home office. Enjoy outdoor living with a private backyard, perfect for relaxing, entertaining, or adding a future pool. Community pool, cabana, playgrounds, and green spaces for residents’ enjoymentQuick access to shopping, grocery stores, restaurants, services in Winter Garden Village, Restaurant and local centers. Property featuring a fully repainted interior, including kitchen and bathroom cabinets, creating a fresh and modern feel throughout. The home also offers brand-new carpeting, adding comfort and a move-in-ready appeal. A great opportunity for buyers seeking a well-maintained and updated residence.
Listing is courtesy of: INTERNATIONAL REAL ESTATE LLC (407-760-5150)
Listing Agent: Delia Lugo (407-760-5150)
6718 ROMNEY LN, WINDERMERE, FL 34786
$540,00097 Days on yellowkey MLS ID: O6371234
0 Days Off yellowkey (back on 3/28/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2460 Built: 2005Monthly Fee: $80 Tax: $4,904 (2024)Community: Lakes/Windermere Ph 02ASingle Family
Taxes:$4,904
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Well-maintained 4-bedroom, 2.5-bath home in the heart of Windermere featuring inviting curb appeal with a covered front porch and classic columns. The bright, open layout offers high ceilings, crown molding, and tile and wood-look flooring throughout the main living areas. The kitchen includes dark wood cabinetry, granite countertops, stainless steel appliances, recessed lighting, and a center island open to the living and dining spaces. The primary suite features tray ceiling detail, plantation shutters, and an en-suite bath with dual vanities, soaking tub, and separate glass-enclosed shower. Roof from 2023 and AC updated 2019. A fenced paver patio provides a private outdoor space, with the added convenience of a rear-entry garage and driveway, all located near shopping, dining, and major roadways.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Tyler Gibson Llc (877-366-2213)
7271 SUNNY MEADOW ALY, WINDERMERE, FL 34786
$675,00020 Days on yellowkey MLS ID: O6392619
1 Days Off yellowkey (back on 3/28/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2280 Built: 2015Monthly Fee: $107 Tax: $7,200 (2025)Community: Ashlin Park Ph 1Single Family
Taxes:$7,200
Remarks: This meticulously maintained contemporary home is ideally situated on a premium FENCED corner lot just steps from the resort style community pool and clubhouse in sought after Ashlin Park in Windermere. Your family will enjoy the private and large fenced yard! This home is like new and features a long list of amazing upgrades - including recently installed luxury vinyl plank flooring and designer lighting. The entire home has a clean and contemporary design aesthetic with smooth walls and ceilings in serene colors, quartz countertops, flat panel 42” cabinets, tumbled marble and glass backsplash, and designer lighting. Tons of windows and double French doors provide abundant natural light for a bright and airy ambience. The kitchen is the heart of every home and this one offers a large island with seating, stainless appliances and an open flow into the family room, dining room and large screened lanai offering the ultimate space to entertain family and friends. The screened lanai is plumbed for a summer kitchen and offers a tranquil space to enjoy your outdoor oasis. The FENCED yard has mature privacy landscaping with room for your family and pets to run and play. Professionally landscaped with a well manicured lawn, the property is the envy of the neighborhood. Upstairs, the master suite is a harmonious retreat with French doors to a private balcony, a huge walk-in closet and a luxurious bath suite featuring a rain shower and jetted tub. The additional bedrooms are ample and elegantly appointed and ALL bedrooms feature luxury vinyl plank floors. The bathrooms are upgraded with premium cabinetry and quartz countertops. Ashlin Park is conveniently located for easy access to highways, theme parks, dining and shopping. The community pool and clubhouse are an easy walk from your front door and there are walking trails and park space throughout this tranquil neighborhood for exercise and leisurely strolls. Enjoy the charm of Windermere with easy access to the Butler Chain of Lakes, world class dining and entertainment, golfing, boating, fishing and more. Known for top-rated schools, Windermere truly offers a wonderful quality of life! This house is truly a MUST SEE! All information intended to be accurate but BUYER SHOULD VERIFY ALL MEASUREMENTS, SQ. FOOTAGE, HOA RESTRICTIONS AND FEES.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Denise Crabbe (407-592-0692)
9319 WOODBREEZE BLVD, WINDERMERE, FL 34786
$574,99550 Days on yellowkey MLS ID: O6384930
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1798 Built: 1986Monthly Fee: $30 Tax: $3,384 (2024)Community: Silver WoodsSingle Family
Taxes:$3,384
Remarks: WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you will notice the details: beveled glass front door, split floorplan, large dining and living (open concept) and well-appointed kitchen. The kitchen overlooks the Livingroom and dining room, and boost upgrades you are sure to love. Cherrywood cabinets with pullout shelves, glass doors, pantry, under cabinet lighting, decorative lighting in cabinets, stainless steel appliances and upgraded granite counters. Additional cabinets were added to create workspace or an eat in kitchen space. Just off the kitchen if the laundry area with matching cabinets. The spacious living room is positioned with views of the kitchen and dining space with sliders leading to the massive patio space. Two additional bedrooms are located just off the living room with the hall bath set up for a pool bath if you decided to add one. Just off the dining room you will find the primary bedroom with French doors leading to a private patio space. The primary bath includes a walk in closet space, cherrywood cabinets and a walk in shower. The rear patio has just as many endless options as the front courtyard does...dining spaces or entertaining or both! All this in a home and still just minutes to restaurants, entertainment, shopping, the parks and so much more. Land, Site, and Tax Information
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Steven Looper (321-662-3582)
5538 W LAKE BUTLER RD, WINDERMERE, FL 34786
$3,495,00076 Days on yellowkey MLS ID: O6376859
Bed: 6 Bath: 5.5 Liv Area Sq Ft: 6000 Built: 1982Monthly Fee: $67 Tax: $25,546 (2025)Community: Kelso On Lake ButlerSingle 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)
12784 GARRIDAN AVE, WINDERMERE, FL 34786
$550,00022 Days on yellowkey MLS ID: O6392486
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1970 Built: 2012Monthly Fee: $243 Tax: $5,000 (2025)Community: Wickham ParkSingle Family
Taxes:$5,000
Remarks: Welcome to this well-maintained 4-bedroom, 2.5-bath home in the desirable Wickham Park community in Windermere. Offering 1,970 square feet of living space, this home is move-in ready and has been thoughtfully cared for. The layout is both functional and comfortable, making it easy to enjoy everyday living as well as time with family and friends. It’s a home that simply feels right from the moment you walk in. Enjoy low-maintenance living with an HOA that covers exterior maintenance for normal wear and tear, including roof, exterior painting, and landscaping. Residents also have access to a community pool and clubhouse. Additional features include a two-car garage, central air, and walkability to nearby Top rated schools, adding to the home’s overall convenience. Located just minutes from Walt Disney World Resort and close to Winter Garden Village, this home also offers convenient access to nearby grocery shopping, including Publix, along with a variety of dining and everyday essentials. This property offers the perfect balance of location, comfort, and ease of living. A/C was replaced in 2023.
Listing is courtesy of: ELITE GLOBAL REAL ESTATE LLC (407-758-2604)
Listing Agent: Maria Sarmiento Webel (305-793-6614)
8351 BOWDEN WAY, WINDERMERE, FL 34786
$1,199,00018 Days on yellowkey MLS ID: O6393659
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2599 Built: 2001Monthly Fee: $283 Tax: $8,252 (2025)Community: Keenes PointeSingle Family
Taxes:$8,252
Remarks: Nestled within the highly acclaimed guard-gated community of Keene’s Pointe, this completely remodeled Windermere home offers a 4-bedroom, 3-bathroom estate that showcases timeless architectural details, curated modern finishes, and a seamless indoor-outdoor luxury lifestyle. Step inside to discover a light-filled open layout with tall coffered ceilings, custom-laid wood tile flooring, formal dining, family room, and separate sitting area, all anchored by a gourmet chef’s kitchen featuring quartz countertops, premium stainless steel appliances, and custom cabinetry—effortlessly flowing into expansive living and dining spaces ideal for both everyday comfort and refined entertaining. The luxurious primary suite offers a tranquil retreat with a sitting area, a spa-inspired en-suite bath, and a spacious walk-in closet. 2 of the additional bedrooms are split from the main suite, providing comfort and flexibility with a jack-n-jill bathroom. While a separate 4th bedroom is set apart from the others and can be used as a guest suite or office, it's in a perfect space for remote work or study. Outside, your private oasis awaits—a covered lanai overlooks a sparkling pool and lushly landscaped backyard, creating a serene setting for alfresco dining or lounging under the Florida sun. This residence is also zoned for A-rated schools, within minutes of Windermere’s charming shops, fine dining, and world-renowned attractions. (Roof Replace 2026). This exceptional home invites you to experience the very best of Central Florida living. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Sharon Brandt (407-310-3623)
12121 SILVERLAKE PARK DR, WINDERMERE, FL 34786
$509,00034 Days on yellowkey MLS ID: O6388109
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2035 Built: 2013Monthly Fee: $33 Tax: $7,699 (2025)Community: Windermere Trls Ph 1Single Family
Taxes:$7,699
Remarks: Under contract-accepting backup offers. Enjoy over $35,000 in upgrades in this beautiful Windermere subdivision! This CORNER LOT home is move-in ready with FRESH INTERIOR AND EXTERIOR PAINT * REPLACED CARPETING * RENOVATED SECOND BATHROOM SHOWER * KITCHEN QUARTZ COUNTERTOP * APPLIANCES REPLACED * WASHER AND DRYER INLUDED * WATER SOFTENER/FILTRATION SYSTEM and more! Experience the bright and inviting atmosphere from the moment you enter. The updated kitchen features elegant quartz countertops, stainless steel appliances, and provides the perfect space for cooking, gathering, and entertaining. The secondary upstairs full bathroom has been updated with a newly renovated shower, offering a spa-like retreat within your own home. Additional upgrades include a water softener system, adding comfort and convenience to everyday living. This home is close to theme parks, major roadways, shopping, dining, and top area attractions! You'll enjoy the ideal balance of peaceful neighborhood living and easy access to everything Central Florida has to offer. From its stylish upgrades to its prime location, this home delivers exceptional value and comfort. Come experience everything this spectacular home has to offer!
Listing Agent: Amy Moline (407-506-7447)
5036 LATROBE DR, WINDERMERE, FL 34786
$4,900,000193 Days on yellowkey MLS ID: O6346003
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 5548 Built: 1990Monthly Fee: $1,224 Tax: $17,326 (2024)Community: IsleworthSingle Family
Taxes:$17,326
Middle School: Chain of Lakes Middle
Remarks: Within the gates of the renowned Isleworth Golf & Country Club, this beautiful lakefront estate captures the essence of timeless luxury and gracious living. Poised on the shores of Lake Bessie, the 5,548 square-foot residence unfolds across two levels, designed to frame sweeping water views and create effortless spaces for both grand entertaining and quiet retreat. The upper level greets guests with custom French entry doors that flow into the open formal living and dining rooms, perfectly designed for gatherings. The kitchen is spacious and inviting, offering casual dining and seamless access to the main living areas. A richly appointed library adds warmth and refinement, while two en-suite bedrooms complete this floor, including the primary suite. With its oversized windows capturing endless lake vistas, a large sitting area, exterior balcony, and an en-suite bath featuring dual vanities, a soaking tub, and walk-in shower, the primary suite is a sanctuary of light and serenity. On the lower level, the estate offers two expansive bonus areas joined by a well-equipped kitchenette. Ideal for gaming, entertaining, or working from home, both spaces connect effortlessly to the sun-drenched pool terrace—seamlessly integrating indoor luxury and outdoor living. A stunning mature oak tree anchors the property's beautiful lakefront grounds, stretching gracefully toward the water’s edge—a signature of the property’s natural beauty. Beyond the oak tree, Lake Bessie shimmers in full view, offering a breathtaking backdrop to the estate. A rare combination of elegance, versatility, and iconic setting, this residence presents a lifestyle within one of Central Florida's finest communities.
Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)
Listing Agent: Monica Lochmandy (407-230-6888)
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