Location: Windermere
Do Not Show Listings
11903 CAVE RUN AVE, WINDERMERE, FL 34786
$750,00082 Days on yellowkey MLS ID: O6392757
0 Days Off yellowkey (back on 6/5/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3413 Built: 2014Monthly Fee: $81 Tax: $10,874 (2025)Community: Windermere Trls Ph 1CSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,874
Elementary School: Bay Lake Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Horizon West Middle School
Remarks: Under contract-accepting backup offers. 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)
325 MAGNOLIA ST, WINDERMERE, FL 34786
$2,450,00088 Days on yellowkey MLS ID: O6391047
REDUCED by $25,000 (1.0%) on 05/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3975 Built: 1954 Tax: $24,094 (2025)Community: Windermere TownSingle Family
Taxes:$24,094
Elementary School: Windermere Elem
High School: Olympia High
Middle School: Gotha Middle
Remarks: Under contract-accepting backup offers. Location Location Location. Set along the shores of Lake Down, part of the Butler Chain of Lakes, this Windermere home offers a rare mix of laid-back lake living with walkability to town, and a bike ride to Windermere Elementary. The Town of Windermere has much to offer. Walk to the local park and tennis courts just a few blocks from your home. It’s an easy stroll or bike ride to Main Street—home to local spots like Dixie Cream, Paloma Coffee, Windermere Brewing Company, the Friday farmer’s market, and the newly updated shops and dining on the 500 Block. Inside, the home is both comfortable and thoughtfully updated, with travertine flooring in the main living areas and new luxury vinyl plank in two bedrooms —no carpet. The kitchen features a gas cooktop with vented exhaust, a new Dacor refrigerator and a newer all-in-one convection oven, microwave, and air fryer. The large dining room provides a pleasurable dining experience with lake views. The 4th bedroom/theater room is a flexible space that can be used as a guest bedroom, theatre room, workout room or a game room. It can also work as a large office, playroom, or just a place to sit and relax with views of the lake. The bright open Florida room, equipped with three full glass French doors with side panels, a wet bar and views of your outdoor lakefront oasis, opens up to the pool and overlooks the water, creating an easy space to relax or entertain. A great opportunity to enjoy the convenience of the Butler Chain lifestyle in the heart of Windermere—with no HOA.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Rebekkah Boskovich (321-438-3307)
5128 BUTLER RIDGE DR, WINDERMERE, FL 34786
$1,175,00015 Days on yellowkey MLS ID: O6412016
REDUCED by $75,000 (6.0%) on 06/04/2026
Bed: 4 Bath: 3.0 Gar: 7 Liv Area Sq Ft: 2816 Built: 1989 Tax: $9,506 (2025)Community: Butler RidgeSpa: NoSingle Family
Taxes:$9,506
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Calling all car enthusiasts or artisans needing a large, detached workshop on your property! This house has it all; including a gorgeous interior, huge pool and lanai equipped with an outdoor kitchen, and a large 30 x 30 detached 5 car garage/workshop in addition to a 2 car attached garage. This house is perfect for work and play! Situated on a rare, 1 acre lot in the coveted town of Windermere, this house is truly 1 of a kind. Surrounded by sweeping oak trees and quiet streets, you’ll feel miles away from the hustle and bustle of the city even though you’re right at its back door. Enjoy entertaining? This is your dream entertaining house with a HUGE kitchen (which was gutted in 2017), high end appliances including a Bosch cook top/built in oven, and all the refrigerating needs you could have, including a wine fridge and a brand-new LG thinQ refrigerator that makes cocktail ice. There is plenty of room for friends and family to sprawl out as this house boasts an eat in kitchen as well as a formal dining area, and dual living room/family room areas that are split by a gorgeous, wood burning fireplace giving this home the coziest, homiest feeling. Love to have fun pool days? There is an oversized 14 x 34 lanai off the rear of the home decked out with an outdoor kitchen from Paradise Grills perfect for grilling out and relaxing. The oversized pool is a perfect place to cool off afterwards. This home has so much charm as a sprawling 1 story on a huge lot with space between houses, which is a rare find in this area. The backyard is fenced in for your furry friends enjoyment, and there is even plenty of land left to build an in-law suite if that is something you desire to do. With a fully renovated kitchen, and newly renovated bathrooms, this home is truly a turnkey experience. The sellers have poured tons of money into this home, please see MLS attachments for full list of recent upgrades. This home is zoned for top ‘A’ rated schools of Orange County including Windermere Elementary, Bridgewater Middle, and Windemere High school making it a great pick for personal enjoyment and resale value. The home has a 2 car garage attached to the home, and a 4 car detached garage in the back. ****Updates the sellers have completed since purchase: New AC unit - main house (Jan 2023) - New water heater (Oct 2021) - New water chlorination filtration system (2025)- Custom trim and molding throughout house (2025) - Custom built in shelving (2025) - Both bathrooms updated w custom cabinetry (2022 and 2025) - aluminum fencing in backyard (2021) - New AC in back garage (Sept 2021) - New refrigerator – LQ ThinQ (2025) - Pool area concrete replaced with pavers and patio extended off the master suite (2022) - New septic drain field and septic pumped (2026)... additionally, the kitchen and master bathroom were gutted and completely renovated in 2017, roof is 2017.
Listing Agent: Taylar Colangelo, Llc (781-413-7054)
5067 SAWYER COVE WAY, WINDERMERE, FL 34786
$2,100,00011 Days on yellowkey MLS ID: O6409382
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3567 Built: 2018Monthly Fee: $287 Tax: $21,824 (2025)Community: Sawyer SoundSingle Family
Taxes:$21,824
Remarks: Rare opportunity to be one of the 20 custom homes of Gated Sawyer Sound. Each one a stunning architectural masterpiece after another as you drive thru the enclave community. This stunning one-story custom home will leave you saying "wow" at every turn. Situated on an oversized cul-de-sac lot , this one-of-a-kind residence offers unparalleled curb appeal and fully embraces the Florida lifestyle with thoughtful flowing design in and out, creating the perfect blend of form and function. Pass double entry metal doors to soaring 18-foot ceilings accented by genuine wood beams that create an atmosphere of grandeur and warmth. Expertly laid marble tile flooring gleams throughout, guiding you into the expansive great room anchored by two spa-inspired primary suites on opposite wings for ultimate privacy. The heart of the home features a show-stopping kitchen adorned with hand-selected Cristallo Quartzite countertops featuring integrated uplighting that delivers a dramatic, one-of-a-kind glow. Top-of-the-line Thermador appliances powered by the community's natural gas lines, custom cabinetry, and a massive walk-in pantry—engineered as a FEMA-grade safe room—provide both gourmet functionality and exceptional storage. A dramatic wall of pocketing sliding glass doors seamlessly blends indoor and outdoor living, perfect for effortless entertaining. This opens to a sprawling covered lanai with tongue-and-groove ceilings and a cozy gas fireplace, overlooking a large saltwater heated pool with extensive travertine decking and a cabana-style summer kitchen that remains with the home. The generous lot—one of the largest in this intimate 20-home community—offers ample space for a private backyard oasis despite the impressive pool footprint. Additional premium features include ENTIRE HOME IS A SMART HOME, all lighting, pool,ac, audio and video controlled in the palm of your hand anywhere you are in the world ! A whole-home water filtration system, a Briggs & Stratton whole-home natural gas generator, spray foam insulation, a tile roof, and energy-efficient windows for comfort and efficiency too. The oversized CLIMATE CONTROLLED three-car garage boasts soaring ceilings (ideal for lifts), epoxy flooring, built-in storage cabinets, and an EV charger. Located in a highly sought-after K-12 school district, this property sits directly across from Windermere Preparatory School with Foundation Academy just minutes away. Residents enjoy convenient access to world-class shopping, dining, and entertainment in every direction, plus quick commutes via the 429 expressway and proximity to Disney's front gates. This Architectural Digest-worthy masterpiece was thoughtfully crafted as a personal vacation home by a professional interior designer who spared no detail. Custom silk draperies convey with the sale, and all like-new furniture is negotiable. Opportunities like this rarely arise in Sawyer Sound—don't miss your chance to own a true Florida luxury retreat that combines elegance, functionality, and resort-style living at its finest. Added bonus and peace of mind, home is priced 6 figures below appraisal for new buyer !
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786
$825,00019 Days on yellowkey MLS ID: O6410762
REDUCED by $15,000 (1.8%) on 06/04/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3388 Built: 2013Monthly Fee: $10 Tax: $11,511 (2025)Community: Windermere Trls Ph 1CSpa: YesSingle Family
Taxes:$11,511
Elementary School: None
High School: None
Middle School: None
Remarks: Experience 8715 Quiet Meadows Trl, a residence recently refreshed with fresh interior paint throughout. The kitchen is equipped with a central island and all stainless steel appliances. The primary bathroom features double sinks and a separate tub and shower, while the primary bedroom contains a walk in closet. Outside, a covered patio overlooks a ground pool and partially fenced. A perfect blend of modern updates and refreshing outdoor comfort. 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)
1009 DOWN RESERVE CT, WINDERMERE, FL 34786
$4,650,000263 Days on yellowkey MLS ID: O6346638
Bed: 5 Bath: 7.0 Gar: 4 Liv Area Sq Ft: 7940 Built: 2026Monthly Fee: $433 Tax: $7,458 (2025)Community: Lake Down ReserveSpa: YesSingle Family
Taxes:$7,458
Middle School: Chain of Lakes Middle
Remarks: One or more photo(s) has been virtually staged. Just completed | Never lived in | A rare opportunity to be the very first to call this architectural showpiece home! Positioned in the highly sought after Lake Down Reserve community of Windermere, this custom-built modern Mediterranean estate delivers nearly 8,000 square feet of elevated design, cutting-edge construction, and curated luxury. This home is a true statement of craftsmanship and innovation. From the hollow-core concrete second floor to level five interior walls, hurricane-impact windows and doors, and comprehensive low-voltage wiring, every structural detail reflects next-level quality. Inside, the open-concept floor plan unfolds with dramatic scale and natural light, anchored by a show-stopping LED-lit staircase and seamless indoor-outdoor flow. The chef’s kitchen is outfitted with premium Wolf appliances, custom cabinetry, and refined finishes that balance timeless elegance with modern edge. Designed for both grand entertaining and private retreat, the home features: 5 spacious bedrooms | Dedicated executive office | 6 full baths and 2 half baths (each bath appointed with luxury bidets) | Custom California Closets throughout | Elevator access for effortless convenience | Oversized 4-car garage. A rare “bonus basement” level adds additional flex space – perfect for a media lounge, in-law suite, wine cellar, game room, or collector’s showcase. Outside, enjoy balcony views of Lake Down and a resort-caliber backyard that includes a custom pool and spa, a dramatic sunken outdoor kitchen, fire-pit and expansive entertaining terraces designed for unforgettable evenings under the Florida sky. Lake Down Reserve offers expansive homesites, 24-hour virtual guard security, zoning for top-rated schools, and proximity to fine dining, championship golf, world-class shopping, and Orlando’s renowned attractions – all while still preserving the privacy and tranquility that define Windermere living. This is more than new construction. It is a fully realized modern estate – bold, refined, and built for the most discerning buyer. Welcome to your legacy home!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
14217 BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786
$600,00071 Days on yellowkey MLS ID: O6396155
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2419 Built: 2006Monthly Fee: $131 Tax: $8,205 (2026)Community: SummerportSingle Family
Taxes:$8,205
Tax Year: 2026
Remarks: **BUYER INCENTIVE AVAILABLE!! Preferred Lender is offering a COMPLIMENTARY TEMPORARY RATE BUY DOWN for qualified buyers on new loan locks completed on or before 6/30/26!!** Don't miss out on this 4 bedroom 3 bathrooms in the tranquil Summerport community in Windermere. The first floor consists of the Kitchen, dining, family room, living room, the Master bedroom and the 3 other bedrooms and the guest bathroom. The second floor consists of the large loft, closets and a full bathroom. Don’t miss your chance to experience exceptional living very close to Keenes Crossing Elementary, Bridgewater Middle and Windermere high
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-585-0500)
Listing Agent: Azim Manji (407-342-3548)
12264 MONTALCINO CIR, WINDERMERE, FL 34786
$5,490,00040 Days on yellowkey MLS ID: O6404587
REDUCED by $270,000 (4.7%) on 06/05/2026
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 7872 Built: 2017Monthly Fee: $495 Tax: $85,351 (2024)Community: Casa Del Lago RepSpa: YesSingle Family
Taxes:$85,351
Elementary School: Sunset Park Elem
Tax Year: 2024
Remarks: Lakefront, Luxurious, home with Private Pool in Windermere. A True Paradise! Discover this rare gem in the heart of Windermere, located in the gated community of Casa Del Lago — a spectacular residence that combines sophistication, comfort, and stunning lake views. with over eight expertly designed rooms, this home was carefully customized by the builder down to the smallest detail — from the finishes to the overall design. With four suites, four full bathrooms, and three powder rooms, this home was designed to delight at every turn. Upon entering, you're welcomed by a grand entry hall with soaring ceilings over 10 feet high and elegant porcelain tile flooring, enhancing the space’s refined atmosphere. The living room, complete with a fireplace, offers a cozy yet sophisticated ambiance, while the kitchen is a showstopper: spacious, quartz countertops, a large island with a waterfall design, and impeccably finished custom cabinetry. The master suite, located on the second floor, is a true retreat. It features a private sitting area, a fireplace, and a spa-like bathroom with a double shower, dual sinks, and a sophisticated design focused on your comfort. In addition to the master suite, the second floor includes additional bedrooms and a versatile living area, ideal for use as a home theater or game room. On the ground floor, a guest suite provides the perfect space for entertaining visitors. The home also offers expansive balconies on both floors with panoramic lake views, seamlessly connecting indoor living areas to a breathtaking outdoor setting. Outdoor features include a terrace, a deck, a pool with a resort-style spa, and a gourmet area — perfect for entertaining friends and family. The entire home is hurricane-proof, offering maximum safety and peace of mind for your family. Located in one of Florida's most desirable areas, you'll be near fine dining, luxury shopping, premier entertainment, and, of course, just minutes from the Disney Parks. Don’t miss this unique opportunity to live in style at one of Windermere’s most prestigious addresses. Schedule your visit today and experience this true gem in person! This exceptional lakefront estate was recently prospected to be under contract, highlighting the strong demand for luxury homes in Casa Del Lago. Now available once again, this presents a rare opportunity to secure an extraordinary waterfront residence in one of Windermere's most prestigious gated communities.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jennifer Olmeda (407-547-9242)
11035 SCHOONER WAY, WINDERMERE, FL 34786
$1,500,0009 Days on yellowkey MLS ID: O6413965
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3517 Built: 1983 Tax: $9,933 (2025)Community: Marina Bay EstatesSingle Family
Taxes:$9,933
Remarks: Nestled among the Butler Chain of Lakes in the charming Town of Windermere, this 4-bedroom, 3-bath pool home offers the perfect blend of comfort, space, and tranquility. Located within the sought-after Marina Bay community, the home features a warm and inviting atmosphere, a spacious floor plan designed for everyday living and entertaining, and an oversized lot that provides plenty of room to enjoy the Florida lifestyle. Step outside to your private pool oasis, ideal for relaxing or gathering with family and friends, all while enjoying the peaceful surroundings of one of Central Florida’s most desirable communities.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Channing Harrison (407-697-7559)
728 FOREST ST, WINDERMERE, FL 34786
$10,200,0009 Days on yellowkey MLS ID: O6411906
Bed: 6 Bath: 8.5 Gar: 3 Liv Area Sq Ft: 6457 Built: 2026 Tax: $18,799 (2025)Community: Windermere TownSpa: YesSingle Family
Taxes:$18,799
Remarks: An extraordinary brand-new contemporary lakefront estate on prestigious LAKE BUTLER, part of the renowned Butler Chain of Lakes, offering an exceptional blend of architectural sophistication, modern luxury, and unparalleled waterfront living. Situated on approximately 0.83 acres with 114 feet of pristine lake frontage, this remarkable residence was designed to capture breathtaking panoramic water views, spectacular sunrises, and unforgettable sunsets from nearly every major living space. Encompassing 6,457 square feet of heated living area, the home seamlessly integrates architecture and landscape through expansive walls of glass, soaring ceilings, refined finishes, and an abundance of natural light. Every space was carefully oriented to maximize the connection between the interior and the surrounding waterfront setting. The designer chef’s kitchen showcases premium Sub-Zero and Wolf appliances, custom European cabinetry, an oversized waterfall island, Italian marble accents, and contemporary finishes, making it both a stunning focal point and an ideal space for entertaining. Designed for flexibility and comfort, the residence features six private bedroom suites, including two luxurious primary suites—one conveniently located on the main level and another on the second floor. Both primary retreats offer spa-inspired bathrooms with elevated finishes, expansive custom closets, premium TOTO fixtures, and living spaces that blend comfort and sophistication. The home also includes eight full bathrooms, one half bath, a dedicated wine room with elegant Italian marble detailing, wide-plank engineered hardwood flooring throughout, designer lighting, dual laundry rooms, a natural gas fireplace, and fully integrated Control4 smart home automation. Control4 home automation allows seamless control of lighting, audio, security cameras, pool equipment, and HVAC systems, creating a connected living experience. Outdoor living is equally impressive, featuring expansive covered lanais, a summer kitchen, saltwater pool and spa, and a private two-level covered dock equipped with water, electricity, and a boat lift. Designed for the ultimate waterfront lifestyle, the dock accommodates a 25-foot boat and two jet skis while providing direct access to the Butler Chain of Lakes, one of Central Florida’s most sought-after boating destinations. Constructed with exceptional attention to detail, the residence features concrete block construction on the main level, metal-frame construction on the second floor, DensGlass exterior sheathing for enhanced durability and weather resistance, energy-efficient TPO roofing, advanced spray foam insulation, four Daikin variable-speed HVAC systems with a combined 20-ton capacity, and natural gas tankless water heaters with recirculation technology. The garage is also equipped with dual 220V outlets for future EV charging capability. Located within the historic Town of Windermere, residents enjoy a unique golf-cart-friendly lifestyle with access to community parks, tennis courts, playgrounds, private lake amenities, and charming tree-lined streets, and the added benefit of no HOA, all while being just minutes from Orlando’s finest dining, shopping, world-class golf, and top-rated private schools. A rare offering on Lake Butler, where architectural excellence, luxury finishes, advanced technology, and one of Central Florida’s most coveted waterfront settings come together to create an exceptional living experience.
Listing is courtesy of: S2J REALTY, LLC (407-745-6023)
Listing Agent: Soraya Resende (407-745-6023)
9150 OUTLOOK ROCK TRL, WINDERMERE, FL 34786
$915,00093 Days on yellowkey MLS ID: S5145642
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2988 Built: 2015Monthly Fee: $13 Tax: $10,964 (2024)Community: Windermere Trls Ph 5BSingle Family
Taxes:$10,964
Remarks: Welcome to this exquisite and impeccably maintained home filled with natural light and elegant open spaces. As you step inside, you are greeted by a soaring ceiling in the grand foyer that immediately sets the tone for the home’s impressive design. The first floor features a versatile bedroom with a full bath, perfect for guests or multi-generational living, along with a formal dining room that can easily serve as a home office. The beautifully remodeled kitchen is a true showpiece, boasting 42” warm white -colored cabinetry, granite countertops. A walk-in pantry, vented built-in microwave, and two full double ovens provide both convenience and functionality. The spacious island is illuminated with elegant pendant lighting, while a butler’s pantry conveniently located between the kitchen and garage adds extra storage and practicality. The home also features brand-new flooring, adding a fresh and modern touch throughout. The main living areas are finished with neutral tile, while the stairwell and entire second floor—including all bedrooms—showcase new Lifeproof wood-look luxury vinyl flooring. The expansive owner’s suite serves as a private retreat, offering two large walk-in closets, a relaxing soaking tub, separate shower, and dual vanities. Each additional bedroom also includes walk-in closets and TV cable feed-throughs for added convenience. Upstairs you’ll also find a spacious bonus/media room pre-wired for A/V components, perfect for movie nights, gaming, or entertaining. Step outside to your private outdoor oasis, featuring a screened lanai and sparkling saltwater pool with a sun shelf, surrounded by elegant glass mosaic tiles in soothing ocean-blue tones. The property has also been recently enclosed with a newly installed vinyl privacy fence, creating the perfect setting for relaxing afternoons or weekend barbecues. This home is not only beautiful but also energy efficient, featuring R-38 insulation, a 15 SEER HVAC system, and a hybrid water heater, helping keep utility costs low while earning an ENERGY STAR rating. Located in the highly desirable Windermere Trails community, surrounded by scenic green spaces and ponds, and just minutes from shopping, dining, and top attractions. Residents enjoy exceptional amenities including a lakeside pool with splash pad, playgrounds, and a running and biking trail. Don’t miss the opportunity to make this stunning home yours. Schedule your private showing today and experience the lifestyle it offers.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Andrea Munoz (407-989-2021)
6315 CLEARMEADOW CT, WINDERMERE, FL 34786
$618,00060 Days on yellowkey MLS ID: O6398505
0 Days Off yellowkey (back on 5/4/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2077 Built: 2002Monthly Fee: $170 Tax: $3,701 (2024)Community: Glenmuir 48 39Single Family
Taxes:$3,701
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this beautifully maintained home in the gated community of Glenmuir in Windermere. Perfectly located just minutes from Walt Disney World, Universal Orlando Resort, SeaWorld Orlando, and the charming downtown areas of Winter Garden and Downtown Windermere, this location offers both luxury and convenience. Tucked away on a quiet cul-de-sac, this freshly painted 3-bedroom, 2-bath home offers 2,077 sq. ft. of move-in ready living space. The open-concept great room features retractable sliding glass doors that lead to a 350 sq. ft. covered and enclosed outdoor retreat, creating the perfect space for relaxing or entertaining. The spacious kitchen includes solid wood cabinetry, quartz countertops (2022), stainless steel appliances, and a new dishwasher (2025), along with a cozy breakfast nook. The primary suite offers a large walk-in closet and a spa-like bath with dual vanities, garden tub, and private water closet. Major upgrades include a brand-new Spanish tile roof (2025), sprinkler system upgrade (2025), hot water heater (2020), A/C (2017), new blown insulation, and new carpet throughout. The extended driveway fits six or more vehicles, ideal for hosting guests. Residents enjoy a beautiful tree-lined community with a park, playground, basketball courts, and convenient access to major highways including Interstate 4 and Florida's Turnpike. A rare opportunity to own a move-in ready home with luxury upgrades, a private cul-de-sac location, and an exceptional outdoor retreat in one of Windermere’s most desirable communities.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Jessica Otero, Pa (407-780-1663)
8796 PEACHTREE PARK CT, WINDERMERE, FL 34786
$949,99959 Days on yellowkey MLS ID: O6399023
1 Days Off yellowkey (back on 6/4/2026)
REDUCED by $30,000 (3.1%) on 05/16/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3299 Built: 2014Monthly Fee: $218 Tax: $9,513 (2025)Community: Peachtree ParkSingle Family
Taxes:$9,513
Remarks: Come live in paradise!! Minutes from the Magic Kingdom with amazing fireworks view from front porch and private pool. This exceptional builder model offers an unmatched combination of luxury upgrades, thoughtful design, and a premier location in the coveted Peachtree Park community. Perfectly positioned with conservation views and no rear neighbors, this home delivers privacy, style, and a true Windermere lifestyle. Step inside to discover custom upgrades throughout the house, including beams, shiplap accents, built-ins, and designer finishes that elevate every room. The first-floor features engineered hardwood flooring and a beautifully upgraded powder room, while the second floor offers upgraded carpet, a spacious loft with custom built-in shelving and a cushioned bench overlooking the backyard, and a fully outfitted laundry room with soft-close cabinetry and a farmhouse sink. The gourmet kitchen is a showstopper with a quartz island, open shelving, built-in appliances, a stainless steel vent hood, and a stylish backsplash. A custom cushioned bench at the kitchen table seats 8+ and stays with the home. Retreat to the luxurious primary suite featuring a custom shiplap wall, large pendant lighting, and a mounted TV, along with a spa-inspired bath offering dual vanities and a large walk-in shower. The expansive California Closets–designed primary closet is large enough to function as a second office, and the desk remains with the home. Outdoor living shines with a heated electric pool with water fountains, upgraded landscaping including a turfed backyard, bamboo and hedging for privacy, and extensive black rock accents. The pavered lanai features a motorized awning, a mounted TV, and a cedar tongue-and-groove ceiling, mirrored on the charming front porch. Professional landscape lighting enhances both the front and back yards. Insulated garage door, quiet side-winder opener, and a temperature-controlled storage closet with a keypad lock. Epoxy flooring and ceiling storage racks in the garage. Custom plantation shutters, curtains, blinds, and motorized shades. The HOA also takes care of the lawn, trees, fertilizer and hedge trimming. This home is zoned for A+ Windermere schools and offers the rare opportunity to own a meticulously upgraded, model-quality residence in one of the area’s most desirable neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Lee Goldberg (407-223-6965)
2125 KANE PARK WAY, WINDERMERE, FL 34786
$975,000190 Days on yellowkey MLS ID: O6358139
REDUCED by $24,998 (2.5%) on 04/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2743 Built: 1992Monthly Fee: $118 Tax: $8,555 (2024)Community: Willows At Lake Rhea Ph 02Spa: NoSingle Family
Taxes:$8,555
Remarks: ***Exterior paint refresh and pool deck enhancements have been submitted for HOA approval and anticipated to be completed soon. Updated photos will be added once the improvements are finished.*** A rare opportunity to own a .71-acre pool home in the Town of Windermere for under $1 million—beautifully updated and truly move-in ready. Welcome to this beautifully updated single-story pool home on an oversized 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 luxury builder Richard Watson, this four-bedroom, three-bath home features an open layout with formal living and dining rooms, a spacious family room, and a custom pool — ideal for 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. 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 enjoy the nearby library, farmers market, food truck nights, and seasonal events. Residents of the Town of Windermere enjoy access to the Butler Chain of Lakes boat ramp, offering entry to one of Central Florida’s most sought-after 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 HVAC (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.
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
12640 SALOMON COVE DR, WINDERMERE, FL 34786
$1,290,00094 Days on yellowkey MLS ID: O6388605
REDUCED by $5,000 (0.4%) on 06/04/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3694 Built: 2018Monthly Fee: $133 Tax: $13,961 (2024)Community: Westside VillageSpa: YesSingle Family
Taxes:$13,961
High School: Horizon High School
Remarks: Luxurious contemporary residence featuring 5 bedrooms, including the primary suite on the main floor. The main level with porcelain tile and marble staircase add sophistication, while the upper level with luxury vinyl flooring provides comfort and durability. Gourmet kitchen with custom cabinetry, waterfall island, premium stone countertops, and Samsung appliances. Walk-in closets in every bedroom and spa-inspired bathrooms with custom vanities, frameless glass showers, rainfall showerheads, and matte-black fixtures. Dramatic double-height entry with modern chandelier and glass railing. Staircase with motion-activated LED lighting. Elegant wine bar perfect for entertaining. Resort-style outdoor living with heated pool, spa, and screened lanai, offering privacy, relaxation, and style.
Listing is courtesy of: WEBB FLORIDA REALTY LLC (407-779-4695)
Listing Agent: Ramon Brandao (407-779-4695)
5061 SAWYER COVE WAY, WINDERMERE, FL 34786
$2,750,00038 Days on yellowkey MLS ID: O6403804
REDUCED by $138,888 (4.8%) on 06/04/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3888 Built: 2020Monthly Fee: $253 Tax: $22,337 (2025)Community: Sawyer SoundSpa: YesSingle Family
Taxes:$22,337
Remarks: A truly exceptional CUSTOM residence in the gated enclave of SAWYER SOUND, a private neighborhood of 20 luxury homes. Across the street from Windermere Prep and Windermere High School! This MODERN TRANSITIONAL FARMHOUSE is a rare blend of architectural presence, intentional design, and elevated livability - set on nearly half an acre. Built in 2020 by Cam Bradford Homes, this home showcases solid BLOCK CONSTRUCTION, a METAL ROOF and a combination of BOARD AND BATTEN SIDING and HAND LAID PAINTED BRICK. From the moment you enter, SOARING CEILINGS, WIDE PLANK WHITE OAK flooring, CUSTOM BEAM DETAILS, and FULL CROWN MOLDING including 7’ BASEBOARDS THROUGHOUT create a sense of understated luxury. Designed for both everyday living and refined entertaining, the OPEN CONCEPT interiors flow effortlessly through retractable glass walls to a PRIVATE OUTDOOR RETREAT. The kitchen is a true centerpiece, crafted with QUARTZITE SURFACES, an OVERSIZE ISLAND WITH STORAGE, CUSTOM CABINETRY with glass accents, a fully integrated THERMADOR refrigerator, HIDDEN WALK-IN PANTRY creating a clean and tailored aesthetic. The floor plan is functional as it is beautiful, offering 1 DEDICATED FIRST FLOOR OFFICE, FIRST FLOOR 2ND OFFICE/BEDROOM FLEX SPACE, FIRST FLOOR PRIMARY bedroom/bath, FIRST FLOOR GUEST BEDROOM WITH ENSUITE BATH, a versatile LOFT space flanked by 2 more bedrooms, BOTH WITH ENSUITE BATHROOMS. The primary suite is a private sanctuary featuring DUAL CUSTOM WALK-IN CLOSETS and a spa inspired MARBLE BATH with a DOUBLE SHOWER. Outdoors, the property transforms into a RESORT CALIBER SETTING. A CUSTOM DESIGNED POOL with GLASS TILE, WATERFALL, SUNSHELF, BUBBLER, THERAPY JETS and ambient LED LIGHTING is surrounded by TRAVERTINE, TURF ACCENTS, and a CURATED LANDSCAPE of mature CYPRESS TREES creating both privacy and visual impact. The SUMMER KITCHEN and lLARGE COVERED PATIO open up through RETRACTABLE GLASS SLIDERS to elevate the experience of year round indoor/outdoor living. EVERY ELEMENT REFLECTS COMMITMENT TO QUALITY AND CUSTOMIZATION! Including the WHOLE HOME AUDIO with a DEDICATED AV ROOM with FIBER CONNECTIVITY IN EVERY ROOM, WiFi optimization, CAT 6 WIRING, 3 AIR HANDLERS including a separate unit for the great room, 1 ton for primary bedroom and 1 ton for upstairs. A 3 CAR GARAGE with EPOXY FLOORING and CUSTOM STORAGE complete this home. A statement of architectural intention and refined living, this is a home that quietly sets itself apart.
Listing Agent: Tammy Carns (561-445-6726)
6550 CARTMEL LN, WINDERMERE, FL 34786
$2,190,00070 Days on yellowkey MLS ID: O6396111
REDUCED by $110,000 (4.8%) on 06/04/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4257 Built: 2004Monthly Fee: $520 Tax: $23,347 (2025)Community: Reserve At Lake Butler SoundSpa: YesSingle Family
Taxes:$23,347
Remarks: RARE, ONE-OF-A-KIND FULLY RENOVATED LUXURY CONTEMPORARY ESTATE IN WINDERMERE – OVER HALF AN ACRE WITH PRIVATE POND VIEW Welcome to 6550 Cartmel Ln, located in the exclusive Reserve at Lake Butler Sound — one of Windermere’s most prestigious gated communities. Completely and extensively renovated from top to bottom, this exceptional modern-contemporary residence offers the perfect blend of luxury, sophistication, and privacy. Situated on an oversized lot of more than half an acre, the property showcases serene private pond views and extraordinary outdoor living spaces. This stunning two-story home features 4 bedrooms, 4 full bathrooms, and 1 half bath, with a spacious open-concept layout designed for both comfortable living and elegant entertaining. Every detail has been thoughtfully updated, creating a truly move-in-ready luxury residence. The interior showcases high ceilings, abundant natural light, premium finishes throughout, and luxury vinyl flooring with no carpet anywhere in the home. The gourmet kitchen has been beautifully updated and features stainless steel appliances, quartz countertops, custom cabinetry, and ample space for gathering with family and guests. Step outside to your private backyard retreat, complete with a covered lanai, outdoor kitchen and grill area, sparkling pool, and expansive pond-front setting. Whether relaxing or entertaining, this outdoor space delivers the ultimate Florida lifestyle. Exterior furniture is included, making the home even more turnkey. Additional highlights include a 3-car garage and partially furnished interiors. Residents of Reserve at Lake Butler Sound enjoy an unparalleled lifestyle with 24-hour guard-gated security, private access to the Butler Chain of Lakes, and beautifully maintained community grounds. Ideally located just minutes from: • Walt Disney World Resort • Downtown Winter Garden • The Mall at Millenia • Top-rated schools, fine dining, shopping, and major highways Opportunities like this are rare—a fully renovated luxury home on an oversized waterfront-view lot in one of Central Florida’s premier communities. Schedule your private showing today and experience this extraordinary property firsthand.
109 E 12TH AVE, WINDERMERE, FL 34786
$1,198,00059 Days on yellowkey MLS ID: O6394569
REDUCED by $27,000 (2.2%) on 05/20/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2791 Built: 1989 Tax: $20,244 (2025)Community: Windermere TownSpa: YesSingle Family
Taxes:$20,244
Remarks: Modern style blends with Windermere charm. This totally renovated home is located just steps from Lake Bessie in the Town of Windermere. Set on a beautifully landscaped corner lot with no HOA, this home combines luxury and comfort in one of Central Florida’s most desirable communities. Every detail has been thoughtfully updated to include roof (2018), a/c (2016), plumbing, flooring, drain field and water filtration system. Inside, sun drenched living and dining spaces flow seamlessly, anchored by a warm inviting fireplace setting the tone for relaxed living and effortless entertaining. The kitchen serves as the heart of the home, featuring soft gray shaker cabinetry, quartz countertops, a generous island with induction cooktop, hood, double wall ovens, mosaic glass backsplash and all new stainless appliances. Sliding doors open to a sparkling pool with sun deck and pergola, surrounded by lush landscaping in a private, fenced courtyard. Whether hosting gatherings or enjoying quiet evenings at home, this outdoor space delivers the true Florida lifestyle. Upstairs, the primary suite features a spa inspired bath with a freestanding soaking tub, rainfall shower, dual sinks, and elegant finishes. Additional bedrooms include an oversized fourth bedroom with its own fireplace and built-ins which easily can be used as a media room, office, or home gym. Located just a short walk or golf cart ride to Windermere shops, restaurants, lakefront parks, weekly farmers markets, library and more, this home places you at the center of it all. Surrounded by the Butler Chain of Lakes and close to renowned golf, fine dining and premium shopping. Windermere offers small town charm yet convenient to major roadways, area attractions and the International Airport. The location is as exceptional as the home itself. This is more than a residence; it is a refined Windermere lifestyle defined by comfort connection and enduring style.
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Judy Black (407-810-1803)
12812 JACOB GRACE CT, WINDERMERE, FL 34786
$3,699,888337 Days on yellowkey MLS ID: V4943735
0 Days Off yellowkey (back on 6/2/2026)
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6054 Built: 2007Monthly Fee: $317 Tax: $25,596 (2024)Community: Tildens Grove Ph 01 47/65Spa: YesSingle Family
Taxes:$25,596
Remarks: Under contract-accepting backup offers. 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)
3629 LAKE BUYNAK RD, WINDERMERE, FL 34786
$975,000324 Days on yellowkey MLS ID: G5099846
REDUCED by $225,000 (18.8%) on 06/04/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2618 Built: 1973 Tax: $8,533 (2024)Community: Lake Buynak EstatesSingle Family
Taxes:$8,533
Remarks: Now offered at an exceptional value, this 1.3-acre property in Lake Buynak Estates presents a rare opportunity to enjoy acreage, privacy and flexibility in one of Central Florida's most desirable locations. Located within the highly sought-after Windermere ZIP code, this 4-bedroom, 3.5-bath residence offers more than 2,600 square feet of living space with a thoughtfully designed split floor plan, two ensuite bedrooms, multiple screened porches and a charming wood-burning fireplace. Whether you're seeking a primary residence, multigenerational living arrangement, investment opportunity or future custom estate, this property provides a versatile foundation for a wide range of possibilities. Some improvements include: energy-efficient double-pane windows and a dual septic system with an expanded drain field which add long-term functionality and value. The expansive 1.3-acre homesite offers abundant room to expand, create outdoor living spaces, accommodate recreational vehicles, add a guest house or accessory dwelling (subject to county approval) or reimagine the property entirely. One of the property's most compelling advantages is its location. Enjoy the prestige and convenience of a Windermere-area address while benefiting from county jurisdiction, providing a level of flexibility that is increasingly difficult to find. Optional HOA membership offers added choice without mandatory fees or oversight. Surrounded by luxury homes near Lake Butler and just minutes from Disney, Universal, premier shopping, dining and major roadways, this property combines convenience with the space and freedom that acreage buyers desire. With large homesites becoming increasingly scarce in the Windermere area, this unique offering presents an exceptional opportunity to create something truly special. Experience the space, flexibility and potential for yourself—call to schedule your private tour today.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Tania Matthews (407-497-9660)
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