Location: Windermere
Do Not Show Listings
11162 LEDGEMENT LN, WINDERMERE, FL 34786
$995,000190 Days on yellowkey MLS ID: O6346461
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3248 Built: 2002Monthly Fee: $170 Tax: $7,747 (2024)Community: Glenmuir Ut 02 51 42Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,747
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year: 2024
Middle School: Bridgewater Middle
Remarks: NEW TILE ROOF INSTALLED BEFORE CLOSING! Welcome to Glenmuir—one of Windermere’s most sought-after gated communities. This 4 bedroom, 3 full bath, plus 2 half bath home includes a dedicated office and an upstairs bonus room within a primarily single-story layout—a thoughtful blend of functionality and comfort. Double doors open to a bright foyer with immediate views of the custom 2021 saltwater pool and serene greenspace—no rear neighbors. A private office with French doors and a closet sits just off the foyer. The formal living and dining rooms open directly to the covered lanai and pool, offering seamless indoor–outdoor living. The kitchen provides abundant cabinetry, extensive counter space, a butler’s pantry, and a café area overlooking the pool and outdoor spaces. The kitchen and dining nook flow into a spacious family room—an ideal gathering place. The family room provides lots of windows for natural light. The primary suite is a true retreat with direct pool access and a spa-style bath featuring dual vanities, a soaking tub, a walk-in shower, and an oversized walk-in closet. On the opposite wing, three secondary bedrooms and two full baths— including one en suite—offer excellent flexibility for family or guests. Upstairs, a large bonus room with a half bath functions beautifully as a game room, media space, lounge, or studio. Outdoor living shines with the 2021 custom saltwater pool and generous patio space to enjoy evening views of the Disney fireworks. A dedicated exterior half bath for pool access adds convenient hospitality. The fully fenced yard offers privacy and ample room for pets, gardening, or play. A three-car garage and extended driveway provide generous parking. A new tile roof will be installed prior to closing. Recent updates include two new A/C units (Nov 2024), a new water heater (2025), a new irrigation timer and well pump, fresh exterior paint, and a newly painted garage floor. Glenmuir offers a park, playground, basketball court, and picnic pavilion. Zoned for Windermere Elementary, Bridgewater Middle, and Windermere High, and convenient to Windermere Prep. Prime location near the Lake Butler public boat ramp (Butler Chain of Lakes), SR-429, the Florida Turnpike, and nearby shopping, dining, and world-class attractions including Disney, Universal, and SeaWorld. Schedule your private tour today!
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
6857 VALHALLA WAY, WINDERMERE, FL 34786
$3,700,0009 Days on yellowkey MLS ID: S5147781
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 7153 Built: 2006Monthly Fee: $298 Tax: $35,537 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$35,537
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Perfection has an address along with comfortable Florida living. Located on the 17th fairway of Jack Nicklaus-designed Golden Bear Club's golf course, this stunning home offers 5 bedrooms with the master on the 1st floor, 5 full baths, 2 half baths, home theatre, game room, office, and 2nd floor gathering room overlooking a stunning balcony. Invest in quality in this Rick Watson built masterpiece offering a detailed office with coffered ceiling and built-ins, gourmet kitchen with Wolf appliances, and an abundance of custom features. Come experience the peaceful setting of this lovely home with a beautiful view of the golf course and the perfect floor plan for entertainment with its integrated sound system all over the house. An expansive master suite offers lanai access, two spacious walk-in closets with custom organization system, a spa-like bath with stone-top jetted tub, a travertine-covered wrap around walk-in shower with multiple shower heads, and separate vanities. Year-round outdoor activity is possible on the lanai with a summer kitchen and generous outdoor living space that includes covered seating areas, a gas fireplace, space for an outdoor TV, and a gorgeous pool and spa. Watch cinematic masterpieces in your very own home theater, or host game nights in your very own game room with a wet bar diso style. Additional Features include but are not limited to: 5 A/C units with an upgraded air filtration system, a stone-paver driveway, an over-sized 3-car garage, elegant landscaping, and a hand crafted wood and iron front door. Located within 24-HR guard gated Keene’s Pointe and zoned for top-rated schools, this home is a true pleasure to experience.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Mely Carrero (786-717-1121)
12930 VENNETTA WAY, WINDERMERE, FL 34786
$414,900370 Days on yellowkey MLS ID: O6301208
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1644 Built: 2008Monthly Fee: $296 Tax: $2,692 (2024)Community: Lake Sawyer South Ph 3Townhouse
Taxes:$2,692
Remarks: Welcome to this beautifully renovated 3-bedroom, 2.5-bathroom townhouse in Berkshire Park, a highly desirable community in the heart of Windermere, Florida. With 1,644 sq ft of meticulously maintained living space, this move-in ready home is perfect for anyone seeking comfort, style, and convenience—just minutes from Walt Disney World, top-rated schools, and all that Central Florida has to offer. Step inside and feel the care of the original owners, with brand-new carpet, fresh interior paint, new blinds, and professionally cleaned tile and grout throughout. The kitchen features modern appliances—including a refrigerator, dishwasher, and microwave—all less than two years old—plus a new faucet, garbage disposal, and updated fixtures for added convenience. The downstairs bathroom has been completely refreshed with a new vanity, toilet, and faucet, while the upstairs bathrooms feature new fixtures and faucets, and the primary bathroom includes newly upgraded exhaust fans for added comfort. The laundry room is upgraded for efficiency, with a high-performance exhaust fan, updated faucets, LED lighting, and thoughtful details that simplify daily routines. The garage is a standout feature, offering a new subpanel and GFCI-protected breakers, additional outlets, LED lighting, ceiling fan, and its very own AC unit—perfect for a home gym, workshop, or extra storage. Smart home touches include a Ring doorbell, Govee under-cabinet LED lighting, and an Aladdin smart garage door opener with keypad. Downstairs features sleek LED wafer lighting and dual ceiling fans in the living room for a stylish and energy-efficient vibe. Enjoy quiet evenings in your rear-facing backyard with peaceful conservation views, and hear the nightly Disney fireworks, and the nostalgic sounds of the Disney World Railroad —all from the comfort of home. Berkshire Park is part of an “A”-rated school district and known for its scenic walking trails, community pool, and proximity to everything—theme parks, shopping, dining, and major highways. This home is a rare find in one of Central Florida’s most coveted neighborhoods.
Listing is courtesy of: FLORIDA IN MOTION REALTY INC (407-947-2757)
Listing Agent: Albert Viamontes Jr (407-865-4093)
6310 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786
$490,000121 Days on yellowkey MLS ID: O6368983
5 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1977 Built: 2012Monthly Fee: $125 Tax: $7,927 (2024)Community: Windermere Lndgs Ph 02Single Family
Taxes:$7,927
Remarks: Under contract-accepting backup offers. Windermere Landings, Highly desirable community, only five minutes from downtown Windermere, and great school district. Beautiful two story home, Three bedroom Two and half bath with upstairs loft space for a home office. The Kitchen has overlooking the great family room and dining room.wood cabinets, granite countertops, an island, and counter height bar seating. A/C unit was replaced in 2019 with an inverter that helps save on energy and utility expenses. The community has a pool, playground, dog park and a huge land area.
Listing is courtesy of: JOY ESTATE ENTERPRISE INC (321-754-9131)
Listing Agent: Mengshi Lu (407-800-3900)
11608 CLAYMONT CIRCLE, WINDERMERE, FL 34786
$1,299,00042 Days on yellowkey MLS ID: O6390072
0 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2614 Built: 2004Monthly Fee: $298 Tax: $7,193 (2025)Community: Keenes Pointe Ut 04 Sec 31 48 82Spa: YesSingle Family
Taxes:$7,193
Remarks: Under contract-accepting backup offers. Keene's Pointe - 24-hour gated/attended golf community in Windermere, Florida. Experience refined living in this beautifully updated 4-bedroom, 3-bathroom residence. Designed for both comfort and elegance, this home features thoughtful upgrades throughout and exceptional indoor-outdoor living. Enter through the custom iron doors to discover porcelain flooring throughout the home and gorgeous quartz countertops that elevate the kitchen and bathrooms. Natural light pours in through new windows installed in 2023. There is a formal living and dining room, kitchen with stainless appliances overlooking the great room with access to the lanai. The primary suite is located privately on one side of the home with spacious bedroom, walk-in closet with built-in shelving, bathroom with dual vanities, large walk-in shower and freestanding tub. Out back, enjoy your own private resort-style retreat. The large swimming pool and spa are complemented by a rock waterfall, creating a tranquil ambiance. The paver pool deck and gazebo provide the perfect space for entertaining, relaxing, or enjoying Florida’s sunshine year-round.Additional highlights include a new roof in 2019, new double pane windows in 2023, spacious three-car garage with extra storage, large paver driveway offering ample parking and upgraded finishes throughout the house.In close proximity to shopping, dining, tourist attractions, major expressways and top-rated public and private schools, Keene's Pointe is home to The Golden Bear Club, a members only club featuring golf, tennis, fitness, dining and swimming, combines luxury, privacy, and lifestyle—perfect for those seeking upscale living with access to premier amenities.Schedule your private showing today and discover everything this exceptional home has to offer.
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Teresa Stewart (407-493-3057)
5018 RIVER GEM AVE, WINDERMERE, FL 34786
$775,00085 Days on yellowkey MLS ID: TB8469061
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2379 Built: 2005Monthly Fee: $130 Tax: $8,026 (2025)Community: Summerport Ph 03Spa: YesSingle Family
Taxes:$8,026
Elementary School: Keene Crossing Elementary
Remarks: Welcome to 5018 River Gem Avenue, an exceptional one-story pool estate with serene pond views in the prestigious Summerport community of Windermere, perfectly positioned for luxury living, convenience, and resort-style enjoyment — only 20 minutes from the Disney Theme Parks, Disney Springs, premier shopping, dining, and major roadways. This 3-bedroom, 2.5-bath, 2,379 sq ft showpiece features a refined split floor plan with 10- and 12-foot ceilings, abundant natural light, and new tile and marble flooring throughout (no carpet). Custom interior finishes elevate the living spaces, while tranquil water views grace multiple rooms. Recent high-end improvements include a new pool screen enclosure (Jan 2025), vinyl/iron fencing (2023), roof (2018), tankless water heater (2017), HVAC (2017), and Kinetico water softener & reverse osmosis system (2023). A natural gas line is in place for future chef-ready upgrades. The gourmet kitchen boasts granite countertops, stainless steel appliances, wood cabinetry, a raised breakfast bar, and a cozy nook overlooking the great room and pool. Designed for effortless entertaining, the interior flows to the travertine-finished, screen-enclosed lanai, extended patio, and solar-heated saltwater pool with a new pool pump (2025) and salt cell (2024, with warranty) — all framed by calming pond vistas. The primary suite is a private sanctuary with a tray ceiling, dual walk-in closets, garden tub, electronic window treatments, and direct access to outdoor living. Additional highlights include a pool-access half bath, oversized split garage with high ceilings and deep storage, and impeccably landscaped, low-maintenance grounds with mature fruit trees (lemon, lime, avocado, guava and papaya). Living in Summerport means enjoying an unparalleled lifestyle. Residents have access to the community’s exclusive clubhouse and pool complex with fitness center and social spaces at Summerport Residential POA Clubhouse. Meandering walking and biking trails, parks, and green spaces provide daily opportunities for outdoor recreation just steps from home. The nearby Summerport Neighborhood Park offers playgrounds, picnic areas, and scenic paths for all ages. For everyday convenience, Cornerstone at Summerport village-style shopping is just around the corner, providing groceries, cafés, services, and more. Downtown Windermere and Winter Garden’s vibrant boutiques, specialty dining, and lifestyle retail are also moments away, with premier destinations like Winter Garden Village and The Grove reachable in under 15–20 minutes. This remarkable home blends luxury, comfort, and lifestyle — ideal as a primary residence, second home, or Florida retreat with everything you want just minutes away.
Listing is courtesy of: KELLER WILLIAMS SOUTH TAMPA (813-875-3700)
Listing Agent: Anastasia Fischer (813-597-4791)
11226 MACAW CT, WINDERMERE, FL 34786
$1,825,00010 Days on yellowkey MLS ID: O6393210
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4549 Built: 2004Monthly Fee: $283 Tax: $19,332 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$19,332
Remarks: The Ultimate Entertainer’s Dream Home. Welcome to this exceptional custom-built courtyard estate by Bill Sauerwine, offering 4 bedrooms, 4.5 bathrooms, and 4,549 square feet of luxurious living in the highly sought-after Windermere area. Designed for both grand entertaining and everyday comfort, this stunning residence centers around a private courtyard pool, creating a true indoor-outdoor lifestyle. The expansive outdoor patio overlooks the sparkling pool, providing the perfect setting for hosting guests or enjoying peaceful Florida evenings in your own private retreat. Inside, the home showcases spacious, thoughtfully designed living areas, including a dedicated movie theater for an elevated at-home experience and a versatile separate living space complete with a full bathroom—ideal for guests, in-laws, or multi-generational living. A generously sized loft adds flexibility for a home office, game room, or additional lounge space. At the heart of the home, the gourmet kitchen is a true chef’s delight. Featuring a premium Sub-Zero refrigerator, gas cooktop, and built-in oven and microwave, this space blends high-end functionality with timeless design. Abundant counter space, a spacious breakfast bar, and soaring two-story ceilings create an open and inviting atmosphere perfect for both entertaining and everyday living. The luxurious primary suite serves as a private sanctuary, offering ample space and a spa-like bathroom designed for ultimate relaxation and comfort. Combining custom craftsmanship, elegant design, and resort-style amenities, this one-of-a-kind home delivers an unparalleled lifestyle in Windermere, just moments from premier dining, shopping, and convenient access to major roadways. Opportunity awaits in the highly coveted guard-gate community of Keenes Pointe. Expansive W.J. Sauerwine custom home offering the best value in the community.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Sean Hooke (603-481-3377)
14215 DESERT HAVEN ST #3507, WINDERMERE, FL 34786
$389,00035 Days on yellowkey MLS ID: S5145972
2 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2028 Built: 2012Monthly Fee: $522 Tax: $5,453 (2025)Community: Oasis Cove 2 At Lakeside Village Condo Ph 1Townhouse
Taxes:$5,453
Remarks: Under contract-accepting backup offers. Welcome to this stunning, move-in-ready townhome in the highly sought-after Windermere community of Oasis Cove at Lakeview Village. Boasting over 2,000 heated Sq. Ft. of meticulously maintained living space, this residence offers the perfect blend of modern updates and functional design. The first floor features a bright, open-concept living and dining area that flows seamlessly into a spacious kitchen equipped with stone countertops, ample cabinetry, and a walk-in pantry allowing the family chef to entertain while whipping up your favorite meals. Retreat to the primary suite, conveniently located on the main level that features a walk-in closet and an en-suite bathroom with dual sinks and a walk-in shower. Head up to the second floor providing the ultimate versatility with two additional bedrooms, a dedicated office space that can be used as a play area, craft area, storage room or whatever your family needs. Pick up a book or turn on your favorite movie and relax in the spacious loft area. Prefer to enjoy the FL Sunshine? Just pop through the sliding glass doors in the living room to find your private, fully paved rear courtyard and covered patio within the security of a newly installed fence (2026). Other notable upgrades include a new roof (2025), fresh interior and exterior paint (2026), and stylish new lighting and ceiling fans. Beyond the home, the Oasis Cove HOA offers a resort-style lifestyle, covering your Cable TV, Internet, Water, Pest Control, and exterior maintenance, while providing access to a clubhouse, fitness center, pool, and playground. Did I mention the location?? It's PRIME! Within minutes of medical facilities, restaurants, shopping, and so much more! Not to mention Walt Disney World, Disney Springs, Lake Buena Vista and all the other attractions you'll love to visit! Don't miss out on this one, your new home is ready for you!
Listing is courtesy of: IRON VALLEY REAL ESTATE OSCEOLA (407-698-4663)
Listing Agent: Brandi Crain, Pa (407-334-7035)
8648 POWDER RIDGE TRL, WINDERMERE, FL 34786
$499,00093 Days on yellowkey MLS ID: O6373065
REDUCED by $17,000 (3.3%) on 04/13/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1876 Built: 2014Monthly Fee: $81 Tax: $6,733 (2025)Community: Windermere Trls Ph 1CSingle Family
Taxes:$6,733
Elementary School: Bay Lake Elementary
Remarks: LOCATION, LOCATION, LOCATION! Welcome to this stunning bungalow-style single-family home located in the highly sought-after Windermere Trails community—where lifestyle, convenience, and charm meet at your front door. Built by Meritage Homes (consistently ranked among the best builders in Florida), this residence features the desirable Angelou floor plan offering 3 bedrooms, 2.5 bathrooms, a spacious loft, and 1,876 square feet of thoughtfully designed living space. The open-concept kitchen and living area create a warm, inviting flow—perfect for everyday living and entertaining. Upstairs, you’ll find a versatile loft, a spacious primary suite, and two additional bedrooms with a full bathroom conveniently located between them. Wood flooring throughout the main living areas and a wooden staircase. Step outside and enjoy Florida living at its finest. From the large front porch, take in breathtaking sunsets and the Magic Kingdom nightly fireworks, while the extra-wide private balcony offers peaceful sunrise views. The rear-entry 2-car attached garage and low-maintenance yard provide both functionality and ease of ownership. *** Owned solar panel system (paid in full—no lease) designed to offset most or all of your monthly electric bill.*** The location is truly unbeatable. The home is walking distance to Bay Lake Elementary, as well as top-rated daycare and middle schools—offering unmatched peace of mind for families. Everyday conveniences such as grocery stores, dining, gyms, and shopping are also just steps away, including the newly opened Lakeside Village shopping plaza. Windermere Trails residents enjoy resort-style amenities including a large community pool, playground, dog park, scenic lakes and preserves, and miles of biking and jogging trails surrounded by beautiful retention ponds and local wildlife—perfect for morning walks and outdoor living.
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC (407-592-1744)
Listing Agent: Renan Serretiello (407-415-7317)
715 MAGNOLIA ST, WINDERMERE, FL 34786
$1,250,00012 Days on yellowkey MLS ID: S5147648
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3390 Built: 1999 Tax: $5,631 (2024)Community: Windermere TownSpa: NoSingle Family
Taxes:$5,631
High School: Olympia High
Middle School: Gotha Middle
Remarks: ADU A beautiful home located in the heart of downtown Windermere offering 4-bedrooms, 3-bathrooms, with a perfect blend of comfort and convenience. The house features hardwood floors throughout, and large sliders that open to a beautiful backyard. This is a great home for entertaining or relaxing. This property features a fully equipped ADU with one-bedroom, one-bathroom space, ideal for in-laws, guests, or use as a private office. Located minutes from boat ramps and local amenities. Please schedule your viewing today.
Listing is courtesy of: IRIS INTERNATIONAL (407-448-5085)
Listing Agent: Robert Trien (407-484-8474)
6343 MERRICK LANDING BLVD, WINDERMERE, FL 34786
$325,000124 Days on yellowkey MLS ID: O6368529
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1068 Built: 2003Monthly Fee: $300 Tax: $4,465 (2024)Community: Merrick LandingTownhouse
Taxes:$4,465
Remarks: Welcome to Merrick Landing, a highly desirable Windermere community offering comfort, convenience, and a touch of magic. This rare ONE STORY, well appointed townhome features a primary bedroom with a Private Ensuite. The Open concept kitchen boasts stainless steel appliances and overlooks the spacious living area, making it perfect for both everyday living and entertaining. Enjoy slate flooring throughout the main living areas, offering a timeless, elegant look that is both durable and easy to maintain. For added peace of mind enjoy the BOSCH A/C (2024). New Carpeting and Interior Paint (both 2026). There is a fully fenced in patio for outdoor enjoyment. The 2 CAR Garage offers ample storage and parking, along with the long driveway. The townhouse is just around the corner from the community pool. This is a great area to walk or bike ride. Take a leisurely stroll around the community pond during the day, then unwind in the evening while watching Disney fireworks light up the night sky. Ideally located near Disney, Winter Garden Village, Hamlin, major expressways, shopping, dining, and top rated schools, this home offers the perfect blend of lifestyle and location. Whether you are looking for a vacation home or a full time oasis this home is truly a must see! Call today to schedule a private showing.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Wende Landt (407-579-4864)
5106 TILDENS GROVE BLVD, WINDERMERE, FL 34786
$1,700,00015 Days on yellowkey MLS ID: O6397273
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4572 Built: 2006Monthly Fee: $317 Tax: $12,584 (2025)Community: Tildens Grove Ph 02Spa: YesSingle Family
Taxes:$12,584
Remarks: PARADISE…FOUND. Welcome to this incredible custom-built executive home in Windermere’s esteemed & highly desired Tildens Grove community which welcomes you with 24-hour guard gated security and beautiful quiet tree-lined streets. Get ready for LUXURY around every corner of this home spanning nearly 6,000 square feet of indoor & outdoor living space. Starting with one-of-a-kind curb appeal, this gorgeous home sits on a large lot measuring ½ acre with endless views of beautiful greenspace & water, mature trees & extensive landscaping…peace, privacy & serenity are all yours. Live the Florida lifestyle OUTDOORS in your fully screened resort style saltwater pool & spa with an oversized travertine lanai patio complete with summer kitchen…an incredible outdoor living space ideal for entertaining or enjoying in solitude. The fantastic & flexible floor plan begins with solid wood six lite double entry doors into a grand welcoming foyer which flows directly into the large living spaces. Extremely tall ceilings on both first & second floors with stunning coffered trim details in each room and TONS of gorgeous windows & natural light throughout. The incredible gourmet kitchen is the HEART of this home featuring a large center island, custom cabinetry, recently upgraded quartz countertops & backsplash, built-in appliances including wood-panel refrigerator, wine/beverage cooler, Fisher and Paykel double dishdrawers, walk-in pantry…for the professional chef or amateur, you couldn’t ask for more! Interior & Exterior Neutral Paint in 2022. Custom Closet Built-ins. Plantation Shutters Throughout. This functional floor plan features SIX (6) large bedrooms, FOUR (4) full bathrooms and ONE (1) half bath (four bedrooms & three full baths on first floor -- two bedrooms & one full bath PLUS huge bonus room with half bath & wet bar plumbing on second floor). Large laundry room with tons of built-in cabinets & storage spaces, desk area plus full-sized fridge/freezer. Oversized three car garage with built-in storage and large paver driveway for plenty of parking space. Whole House Aquasana Water Filtration System. Pet-Free Home. The PERFECT location -- you can be tucked AWAY FROM IT ALL, yet located just minutes from shopping, dining, golf and major highways and roadways for easy access to anywhere in Central Florida & beyond -- 18 miles to Downtown Orlando, 25 miles to Orlando International Airport (MCO), 9 miles to world-famous “Restaurant Row” and Arnold Palmer’s Bay Hill, 7 miles to Walt Disney World. In addition to the 24-hour guard gated security (one gate only for entry/exit), Tildens Grove offers a beautiful community park area with large playground, tennis & pickleball courts, basketball court & soccer field. A+ public schools plus options for Windermere Prep & Foundation Academy within minutes. This is THE ONE you have been waiting for…WELCOME HOME!
Listing is courtesy of: TARA MOORE REAL ESTATE (407-738-5588)
Listing Agent: Tara Moore (407-765-3700)
1703 ROBERTS LANDING RD, WINDERMERE, FL 34786
$1,520,000215 Days on yellowkey MLS ID: O6346120
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3288 Built: 1996 Tax: $17,269 (2024)Community: Roberts LandingSingle Family
Taxes:$17,269
Elementary School: Thornebrooke Elem
Remarks: This elegant and fully renovated lakefront home on Lake Olivia in Windermere offers the ultimate blend of luxury, comfort, and Florida lifestyle. Featuring three master suites plus a guest bedroom and bathroom, the spacious layout is designed for both entertaining and everyday living. Large windows fill the home with natural light and frame breathtaking views of the water, while recent upgrades—including a new roof, new insulation, new tile floors, new kitchen cabinets and countertops, new stainless steel appliances, fresh interior and exterior paint, and updated lighting fixtures-add modern elegance throughout. The east-facing design bathes every room in golden sunsets, creating a warm and inviting atmosphere. Set on 1.4 acres with no mandatory HOA, the property boasts a huge driveway with space for RV or boat parking, along with a twin boat slip dock and covered boat house. Perfectly located near top-rated schools, shops, restaurants, attractions, and major roads, this home is ideal for those seeking the Floridian way of life—where swimming, fishing, jet skiing, and year-round relaxation are just steps from your back door.
Listing is courtesy of: INTERNATIONAL NETWORK REALTY (407-963-8539)
Listing Agent: Wui Keong Goh (407-963-8539)
8724 PEACHTREE PARK CT, WINDERMERE, FL 34786
$850,000202 Days on yellowkey MLS ID: S5135795
REDUCED by $49,000 (5.5%) on 04/07/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3315 Built: 2015Monthly Fee: $216 Tax: $9,856 (2024)Community: Peachtree ParkSingle Family
Taxes:$9,856
Middle School: Horizon West Middle School
Remarks: Recent pricing adjustment creates an exceptional opportunity to own a thoughtfully designed home in one of Windermere’s most sought-after hidden gems. With bonus spaces including a loft, mudroom, screened outdoor patio that goes around the house and a well-appointed this residence offers both refined living and everyday practicality. Experience the magic of Windermere living at Peachtree Park, a boutique enclave of just 28 homes located directly across the street from Walt Disney World. This rare community blends exclusivity, charm, and convenience, offering the perfect setting for both everyday comfort and unforgettable moments. Crafted by Ashton Woods, this Bimini model radiates elegance and functionality at every turn. Step inside to discover wood floors throughout the first level, a private office with French doors, and a formal dining room enhanced with a butler’s pantry and wine cooler. Ideal for entertaining. The gourmet kitchen is the heart of the home, featuring quartz countertops, custom window seating in the breakfast nook, and premium appliances. Upstairs, the primary suite is a true retreat with French doors, a long shower, and a custom walk-in closet. Additional bedrooms include a second suite and a Jack-and-Jill layout, providing flexibility for family or guests. Outdoor living is exceptional, with over 1,000 sq. ft. of decking—including 600 sq. ft. under screen enclosure—overlooking a serene pond and untouched forest, perfect for morning sunrises or evening gatherings. Schedule your private showing today and experience firsthand why Peachtree Park is unlike anywhere else.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Marcelo Machado (321-939-3748)
9548 CROWN PRINCE LN, WINDERMERE, FL 34786
$1,450,00054 Days on yellowkey MLS ID: S5144606
REDUCED by $10,000 (0.7%) on 04/12/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3997 Built: 1999Monthly Fee: $108 Tax: $8,883 (2024)Community: Windsor HillSingle Family
Taxes:$8,883
Remarks: Situated on a premier half-acre lot in highly desirable area of Windermere, this fully renovated 4-bedroom, 4-bath home offers a hard to find 'like-new' living experience. Every detail has been thoughtfully updated, featuring a chef’s kitchen with brand-new Thermador appliances, custom cabinetry, luxury vinyl plank flooring, and designer lighting throughout. The versatile floor plan includes an oversized upstairs bonus room, perfect for a media retreat or home office. Modern systems provide complete peace of mind, including a 2021 roof, dual high-efficiency A/C units, new water heater, and new sliding doors opening to the expansive backyard. An epoxy-finished garage adds style and convenience. Just minutes from the Butler Chain of Lakes, top-rated schools, and world-class golf, this move-in-ready home blends refined design with modern comfort.
Listing Agent: Jessica Oliveira (407-925-9768)
13734 LAKE CAWOOD DR, WINDERMERE, FL 34786
$1,390,00078 Days on yellowkey MLS ID: G5107723
2 Days Off yellowkey (back on 4/11/2026)
REDUCED by $110,000 (7.3%) on 04/08/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4437 Built: 2006Monthly Fee: $172 Tax: $11,421 (2024)Community: Lake Cawood EstatesSingle Family
Taxes:$11,421
Remarks: Under contract-accepting backup offers. NEW PRICE - SELLER MOTIVATED! Welcome to this stunning single-story luxury estate located in the highly sought-after gated community of Lake Cawood Estates in Windermere, Florida. Situated on nearly a full acre at the end of a cul-de-sac, this beautifully maintained four-bedroom, three-and-a-half-bathroom home offers over 4,400 square feet of spacious, thoughtfully designed living with a three-car garage and exceptional privacy. A long driveway and inviting covered front porch create a warm welcome, while soaring ceilings and tranquil pool views greet you the moment you step inside. The open floor plan is ideal for entertaining and everyday living, featuring a grand living room with gas fireplace, formal dining room with wet bar, expansive family room, and a versatile game or bonus room perfect for a media space, home office, or guest retreat. The gourmet kitchen opens seamlessly to the breakfast nook and family room and is beautifully appointed with granite countertops, stainless steel appliances, built-in double ovens, and a large center island. The luxurious primary suite offers tray ceilings, a private fireplace, sitting area, and abundant natural light, along with a spa-inspired ensuite featuring dual vanities, a jacuzzi tub and two spacious walk-in closets. Three additional bedrooms are generously sized with large closets and a convenient cabana bath provides direct access to the outdoor living area. Step outside to your private resort-style retreat featuring a screened heated pool and spa, expansive paver patio, and a fully equipped summer kitchen designed for year-round Florida living and entertaining. Large sliding doors provide seamless indoor-outdoor flow, enhancing the home’s open and airy feel. Built in 2004 and extensively upgraded for modern comfort and peace of mind, this move-in-ready home features a brand-new roof (2024), new A/C system (2024), new well system (2025), new water filtration system, new saltwater pool system (2025), fresh interior paint (2025), updated lighting and fans (2024), and new kitchen and laundry appliances including a GE Café refrigerator and dishwasher and Samsung washer and dryer. The property operates on well and septic, providing efficiency and long-term value. Ideally located near top-rated dining, shopping, and everyday conveniences, this exceptional home is approximately 15 minutes from Walt Disney World and less than 30 minutes from Orlando International Airport. This rare opportunity combines luxury, space, and major system upgrades in one of Central Florida’s most desirable communities. Schedule your private showing today and experience the lifestyle you’ve been dreaming of.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Angela Schifano (407-953-7476)
12863 HOLDENBURY LN, WINDERMERE, FL 34786
$539,00029 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
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)
6152 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786
$1,130,00015 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
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)
5145 LATROBE DR, WINDERMERE, FL 34786
$3,449,00067 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!
8350 BOWDEN WAY, WINDERMERE, FL 34786
$1,199,00020 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.
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