Location: Windermere, Windermere
Do Not Show Listings
12936 DROXFORD RD, WINDERMERE, FL 34786
$659,00086 Days on yellowkey MLS ID: O6376097
REDUCED by $11,000 (1.6%) on 04/17/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2960 Built: 2006Monthly Fee: $82 Tax: $9,928 (2024)Community: Lakes/Windermere Ph 02ASingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,928
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: The seller will install a brand-new roof prior to closing, ensuring the property is fully updated and move-in ready on closing day. Lakes of Windermere STUNNER! This Ashton Woods Kensington model comes with an amazing bonus room and much more! The well-established neighborhood is out of a Norman Rockwell painting, lined with trees, 15 minutes from Disney, and loaded with charm. All you will need are a couple of Adirondack chairs for the front patio and a glass of sweet tea to become part of this amazing neighborhood. The inviting front porch leads you into the luxuriously upgraded home! As you enter, you are greeted by the formal living/dining area with magnificent windows and natural light, HIGH CEILINGS, upgraded CERAMIC WOODGRAIN TILE FLOORING, CROWN MOLDING, and recessed lighting. A 3-WAY SPLIT & OPEN FLOOR PLAN gives you the privacy a large family needs. Arched halls lead you to 3 bedrooms with spacious closets, beautiful ceiling fans, BRAND NEW laminate flooring, and a fully upgraded bathroom complete with dual sinks. An entertainer's DREAM KITCHEN awaits you. Truly the heart of the home, this STUNNING two-toned kitchen renovation includes an oversized island with cut granite, an inlay sink, a breakfast bar, and additional storage. Stainless steel appliances, 42-inch cabinets, soft-close cabinets and pull-out drawers, recessed lighting, and a sleek cabinet pantry. The dedicated coffee/beverage bar area leads you to the eating space in kitchen and the spacious Family room, which continues out to a (2018) addition of a SCREENED and COVERED lanai perfect for year-round enjoyment. A double-door package leads you into the tasteful primary bedroom and ensuite bathroom, where the upgrades continue to enhance this jewel of a home! Dual showerheads, including a RAIN shower, luxury flooring, a makeup vanity, and dual sinks all tastefully tie into the kitchen upgrades on color palette and natural light. Walk past a guest bathroom and let your imagination wander with the large upstairs bonus/flex room complete with a closet and a full bathroom package (currently used as a 5th bedroom). Additionally, a dual A/C system completely replaced in 2017, SOLAR PANELS PAID IN FULL and a REVERSE HEAT PUMP WATER HEATER (that cools the garage!) in 2018, and a transferable termite bond make this a move-in-ready home! The first-floor laundry/mudroom was recently enclosed but can easily be turned back into a pass-through butler's pantry. SO much flexibility in this floor plan! Lakes of Windermere is an established neighborhood with mature landscaping that offers a pool, tennis, volleyball and basketball courts, a dock, parks and playgrounds! MAKE YOUR APPOINTMENT TO VIEW TODAY!
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Leo Rico (786-366-5634)
8337 VIVARO ISLE WAY, WINDERMERE, FL 34786
$800,000214 Days on yellowkey MLS ID: O6332989
0 Days Off yellowkey (back on 4/17/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3294 Built: 2018Monthly Fee: $268 Tax: $6,438 (2024)Community: Windermere IsleSpa: NoSingle Family
Taxes:$6,438
Elementary School: Castleview Elementary
High School: Horizon High School
Middle School: Horizon West Middle School
Remarks: Under contract-accepting backup offers. Discover your dream home in the highly sought Windermere Isle community, just minutes from the world-renowned Disney attractions. This stunning residence offers an unparalleled blend of comfort, convenience, and elegance, making it an ideal choice for families and those who love to entertain. Boasting five spacious bedrooms and four well-appointed bathrooms, this home provides ample space for family and guests. The thoughtful floor plan includes a first-floor bedroom and full bath, perfect for visitors seeking privacy. The oversized owner's suite offers a private retreat, while the loft area adds versatility to the living space. One of the home's standout features is its exceptional storage capacity, a rare find in Florida. The freshly painted exterior and meticulously maintained interior create a like-new ambiance, with elegant touches such as a separate dining room with a coffered ceiling, perfect for formal gatherings or as a flexible office space. The serene setting of this property is truly captivating, with a tranquil pond view that enhances the sense of retreat and relaxation. The extended lanai and expansive backyard provide the perfect backdrop for outdoor activities, entertaining, or simply unwinding in the Florida sunshine. The open floor plan seamlessly connects the gourmet kitchen, breakfast nook, and family room, offering a harmonious space for daily living and hosting guests. Windermere Isle offers a host of community amenities, including a neighborhood pool with cabana, playground, and walking paths. The HOA ensures easy living by providing lawn maintenance, internet, and cable services. Located near top-rated public and private schools, SR 429, and the vibrant dining and shopping options of Horizon West, this home offers the perfect balance of a peaceful neighborhood setting with the convenience of nearby urban amenities. This property is a rare gem in today's market, combining a desirable location, generous living space, and a picturesque setting. Don't miss your chance to call this exceptional residence your new home. Contact me today to schedule a private viewing before it's gone!
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Laurel Kellett (407-758-1136)
11434 JASPER KAY TER #1120, WINDERMERE, FL 34786
$315,00073 Days on yellowkey MLS ID: O6382035
0 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 2007Monthly Fee: $489 Tax: $2,663 (2024)Community: Lakeside/Lks/WindermereCondo
Taxes:$2,663
Elementary School: Sunset Park Elem
High School: Windermere High School
Remarks: Beautifully maintained condo located in the highly desirable Lakeside Lakes of Windermere community. Situated on the third floor with elevator access, this residence features a spacious split floor plan offering both privacy and functionality. The open concept living and dining area flows seamlessly to a private balcony perfect for enjoying your morning coffee or relaxing evenings. The generous primary suite includes a walk in closet and an en suite bath with dual sinks. Wood flooring runs throughout the main living areas, with ceramic tile in wet areas for added durability. Residents enjoy an array of resort style amenities including a community pool, fitness center, outdoor grilling areas, sand volleyball courts, and more. Conveniently located near Disney, Winter Garden Village, shopping, dining, and zoned for top rated schools, this property is ideal for first time buyers, investors, or as a second home. Schedule your private showing today.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Alonso Delgado, Pa (407-592-8306)
8552 POWDER RIDGE TRL, WINDERMERE, FL 34786
$680,00060 Days on yellowkey MLS ID: S5144276
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2612 Built: 2016Monthly Fee: $82 Tax: $8,150 (2024)Community: Windermere Trls Ph 3BSingle Family
Taxes:$8,150
Remarks: Located in the highly desirable area of Windermere, this spacious 4-bedroom, 2.5-bath home offers comfort, functionality, and added income potential. The property features an open and inviting floor plan, perfect for both everyday living and entertaining. Upstairs above the garage, you’ll find a private apartment—ideal for guests, extended family, a home office, or rental income opportunity. Enjoy living in one of Central Florida’s most sought-after communities, known for its charm, excellent schools, and convenient access to shopping, dining, and major highways.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Andrea Munoz (407-989-2021)
8355 TORCELLO ISLE DR, WINDERMERE, FL 34786
$895,00019 Days on yellowkey MLS ID: O6396948
REDUCED by $30,000 (3.2%) on 04/16/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4202 Built: 2019Monthly Fee: $256 Tax: $8,080 (2025)Community: Windermere IsleSingle Family
Taxes:$8,080
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. AMAZING PRICE PRICE TO SELL 5 BEDROOMS 3.5 BATHROOMS PLUS THEATER ROOM AND LARGE LOFT AREA. 4200 HEATED SQURE FEET AND 5100 SQ FT UNDER ROOF! STEPS AWAY FROM COMMUNITY POOL, PLAYGROUND AND GREEN AREA TO PLAY! Nestled in prestigious Windermere Isle, this stunning 2019 home offers modern luxury and thoughtful design throughout. The stone-accented exterior and charming front porch overlook a peaceful conservation area, creating a serene first impression. Inside, the open floor plan showcases elegant finishes, including wood and tile flooring, custom lighting, and ceiling fans. The gourmet kitchen features quartz countertops, a breakfast bar, double oven, gas cooktop, and upgraded stainless steel appliances—perfect for everyday living and entertaining. The home includes two downstairs bedrooms, ideal for a home office and guest suite. Upstairs, enjoy a versatile loft, PLUS theater/game room, two bedrooms with a Jack-and-Jill bath, and a spacious primary suite with a luxurious ensuite and walk-in closet. Step outside to a large fenced yard with room for a pool, and unwind on the patio with nightly views of Disney fireworks. Additional highlights include energy-efficient features, LED lighting, tankless gas water heater, oversized upstairs laundry, ample storage, and an attached garage. Ideally located near top schools, Hamlin shopping & dining, major highways (HWY 429), and Disney World theme parks—this home offers the perfect blend of comfort, convenience, and lifestyle. Hamlin, a vibrant town center offering walkable lakefront living, dining, shopping, entertainment, movie theater and year-round events in the heart of Horizon West.
Listing is courtesy of: REALTY LYNK INC (407-494-0803)
Listing Agent: Denise San Miguel (407-443-2070)
11816 ANGLE POND AVE, WINDERMERE, FL 34786
$835,00051 Days on yellowkey MLS ID: O6388116
2 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3391 Built: 2013Monthly Fee: $81 Tax: $10,010 (2024)Community: Windermere Trls Ph 1CSpa: YesSingle Family
Taxes:$10,010
Remarks: Under contract-accepting backup offers. 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.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
6673 DUNCASTER ST, WINDERMERE, FL 34786
$539,00077 Days on yellowkey MLS ID: O6378820
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2151 Built: 2005 Tax: $3,351 (2024)Community: Lakes/Windermere Ph 02ASpa: NoSingle Family
Taxes:$3,351
Elementary School: Windermere Elem
Remarks: One or more photo(s) has been virtually staged. Located in the highly sought-after Windermere area, this 3-bedroom, 2-bath residence offers 2,151 heated square feet of functional and versatile living space. The layout includes a formal living room, a spacious great room, and a dedicated den/study, providing flexibility for work, entertaining, or additional living areas. A covered lanai extends the living space outdoors. Situated within a well-established community with a low HOA fee of $230 quarterly and no CDD, this property offers long-term cost efficiency compared to many newer developments. The Windermere location provides convenient access to major roadways, shopping, dining, retail centers, and entertainment throughout Central Florida.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Lilyan Machuca (407-738-7463)
6310 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786
$490,000124 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)
715 MAGNOLIA ST, WINDERMERE, FL 34786
$1,250,00015 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)
12863 HOLDENBURY LN, WINDERMERE, FL 34786
$539,00032 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
High School: West Orange High
Middle School: Bridgewater Middle
Remarks: Experience refined living in this impeccably upgraded residence located in Lakes of Windermere. This elegant 3-bedroom, 2-bathroom home showcases a seamless blend of modern sophistication and everyday comfort, featuring a thoughtfully designed split floor plan and no carpet throughout for a clean, contemporary aesthetic. From the moment you enter, you’re welcomed by light-filled living spaces enhanced by luxury wood-look flooring and freshly painted interiors in soft alabaster tones, creating a warm yet upscale ambiance. The primary suite is a private retreat, offering generous proportions, a spacious walk-in closet, and a beautifully appointed en-suite bath complete with stone countertops, a soaking garden tub, and a separate glass-enclosed shower—designed for relaxation and indulgence. At the heart of the home, the designer kitchen impresses with brand-new quartz countertops, an expansive island with breakfast bar, premium stainless-steel appliances, and a large pantry. The open-concept layout flows effortlessly into the family room and breakfast nook, ideal for both intimate gatherings and entertaining. Step outside to an extended covered lanai, where you can unwind in privacy with no rear neighbors, offering a tranquil outdoor setting perfect for morning coffee or evening relaxation. Residents of Lakes of Windermere enjoy access to resort-style amenities, including a sparkling community pool, tennis and basketball courts, and beautifully maintained green spaces. The home is ideally located near top-rated schools, upscale shopping, fine dining, and world-renowned attractions just minutes away. A rare opportunity to own a home that embodies style, comfort, and location—schedule your private tour today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Maria Castro Aversano, Pa (201-694-3982)
6152 GOLDEN DEWDROP TRL, WINDERMERE, FL 34786
$1,130,00018 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)
1849 WATERMERE LN, WINDERMERE, FL 34786
$1,325,00043 Days on yellowkey MLS ID: O6389840
REDUCED by $70,000 (5.0%) on 04/03/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3934 Built: 2005Monthly Fee: $267 Tax: $8,439 (2024)Community: Windermere GrandeSpa: YesSingle Family
Taxes:$8,439
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Nestled at the heart of Windermere Grande, a 28-home gated community situated on a north-facing 3/4-acre lot, stands an executive 4000 sq ft home with 4 to 5-bedrooms. There is a three-car side-entry garage. The house features a flat tile roof, and an impressive 74 Tesla solar panels. In-law au pair suite with an en-suite bathroom with walk in shower. Under a cathedral ceiling is an appliance -ready kitchenette and great room with shutter window treatment and its own sliding glass door to the lanai. This in-law suite has its own entrance with a paver sidewalk leading to the driveway. Soaring 14-foot ceilings adorned with crown molding create an awe-inspiring atmosphere. Modern crystal chandeliers illuminate the foyer and dining room, while walls of sliding glass doors seamlessly connect the living room, family room, Florida room, and master bedroom, offering breathtaking views of a 3-acre community green space. This green space features a playground, a 1-Mile coquina walking path, and a retention pond with a tall spout-lit fountain. The five sets of sliding glass doors open to a spacious 1000 ft² covered lanai that transitions into a 1500 ft² open area under a screened cage that was re-screened in 2025. This open space is adorned with pavers and features a 30-foot-long pool with end-to-end blue, green, and purple iridescent tiles that shimmer in the water’s reflection. The pool includes an 8 x 8 sun shelf with a lighted bubbler for entertainment and accommodates an umbrella pole, positioned directly across from a bench seat with a waterfall feature from the top tier and three LED underwater changing color lights. Additionally, the pool is equipped with an underground pop-up water-jet self-cleaning system for effortless maintenance. The pool filter is new as of February 2026. Adjacent to the pool, on a pre-poured concrete slab, lies a six-seater heated above-ground Bahama spa with 75 therapeutic jets designed to relax and rejuvenate muscles. The expansive under-cover freshly painted lanai has been utilized for many celebrations. The house has a Bose speaker system installed in every major room. This gourmet U-shaped kitchen features 42-inch mocha upper cabinets, glass cabinet doors, Santa Cecilia granite countertops, and an island with onyx granite and gold accents. It includes a five-burner 36-inch GE Profile cooktop and a microwave/convection oven combination. The laundry room is equipped with 42-inch upper cabinets for ample indoor storage, complemented by a 48-inch granite countertop. The oversize master bedroom has a sliding glass door with access to the lanai. There is a tray ceiling with fan and recessed lights over the bed headboard. The master bathroom has a jetted tub/Jacuzzi, dual sink stations, separate shower stall, and water closet. A powerful Central VAC system with two outlets. Each outlet is equipped with a 60-foot hose. The 5-zone air conditioning damper system ensures individual climate control for each room. In 2018, the system was upgraded with a 5-ton and 3-ton new air conditioning units. Tankless water heater. This house offers the opportunity for personalized customization and renovation, transforming it into a cherished asset within the community.
Listing is courtesy of: SUSANA JORDAN STUTSMAN (321-278-0334)
Listing Agent: Susana Stutsman (321-278-0334)
12405 CRUXBURY DR, WINDERMERE, FL 34786
$415,00026 Days on yellowkey MLS ID: O6394966
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1429 Built: 2006Monthly Fee: $200 Tax: $5,463 (2025)Community: Lakes/Windermere-Lk Reams TwhmSpa: NoTownhouse
Taxes:$5,463
Elementary School: Bay Lake Elementary
Remarks: Discover this spotless corner-unit townhome in Windermere Lakes, offering some privacy with a serene conservation area behind the home and no neighbors on one side. The open-concept layout seamlessly connects the kitchen to the living area, creating an inviting space for everyday living and entertaining. The kitchen features stainless steel appliances, 42” cabinets, added custom cabinetry, and tile flooring throughout the main areas. An extra half bath downstairs adds convenience for guests. Upstairs, the master bedroom and shower are sure to impress. Enjoy beautiful tree-lined streets, mature landscaping, and a detached two-car garage with a charming, paved courtyard perfect for grilling and relaxing outdoors. The community offers a pool and clubhouse, ideal for soaking up the Florida sunshine. The low HOA includes exterior maintenance, roof maintenance, landscaping, and access to community amenities. Located just minutes from Disney World and all the Disney parks, with shopping, dining, major highways, and top attractions close by, as well as minutes from the Tibet Butler Preserve, where you can enjoy the natural beauty of Florida. Make your appointment today to view this beautiful home.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Steve Lang (407-435-0290)
14371 CREST PALM AVE, WINDERMERE, FL 34786
$1,114,98920 Days on yellowkey MLS ID: G5110664
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3100 Built: 2025Monthly Fee: $245 Tax: $1,309 (2025)Community: Palms At WindermereSingle Family
Taxes:$1,309
Remarks: One or more photo(s) has been virtually staged. Arlington Floorplan – 3,140 Sq. Ft. | 4 Beds | 4Baths | 2.5-Car Garage | Move-In ReadyWelcome to the Arlington with Bonus – a thoughtfully designed, 2-story home that perfectly blends luxury, functionality, and comfort. This brand new 3,140 square foot residence sits on an wooded lot, offering expansive indoor and outdoor living space, ready for immediate move-in.Key Features:4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite with spa-like en-suite bathroom and large walk-in closet.4 Full Bathrooms: Modern finishes with quartz countertops, tile flooring, and upgraded fixtures throughout.Gourmet Kitchen: A chef’s dream featuring built-in stainless steel appliances, large center island, upgraded cabinetry, quartz countertops, walk-in pantry, and designer lighting – perfect for hosting or everyday meals.Open-Concept Living: The heart of the home flows seamlessly from the kitchen to the dining area and large family room, all overlooking the covered lanai for indoor-outdoor living.2.5-Car Garage: Ample space for two vehicles plus additional storage or hobby area.Oversized Lot: Extra space for a garden,—ideal for entertaining or relaxing outdoors.Move-In Ready: No waiting required.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
8737 IRON MOUNTAIN TRL, WINDERMERE, FL 34786
$725,00027 Days on yellowkey MLS ID: O6389224
1 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2260 Built: 2014Monthly Fee: $81 Tax: $5,709 (2025)Community: Windermere Trls Ph 1CSpa: NoSingle Family
Taxes:$5,709
Remarks: Under contract-accepting backup offers. Located in the desirable Windermere Trails community, this beautifully updated and exceptionally well-maintained home offers outstanding curb appeal and a welcoming feel from the moment you arrive. A standout feature of the property is the fantastic backyard retreat highlighted by a heated saltwater pool built in 2022 with a travertine paver deck, screened enclosure with privacy screens, and a vinyl privacy fence for added seclusion. The home also features a fully paid off whole house solar system, providing impressive energy efficiency and long-term savings. Inside, the open floor plan seamlessly connects the living room, kitchen, and dining area, creating a bright and inviting space ideal for both everyday living and entertaining. Elegant porcelain tile flooring spans the entire first floor, while bamboo flooring adds warmth and character upstairs. The primary suite is conveniently located on the first floor and features dual walk-in closets and a well-appointed bath. Upstairs you will find two additional bedrooms along with a versatile loft or bonus room that can serve as a second living area, office, or playroom. The kitchen flows easily to the interior laundry room, and a half bath is located downstairs near the mudroom and main living area for guests. Covered front and rear porches provide additional outdoor living space to relax or entertain. Ideally situated just minutes from top rated schools, shopping, restaurants, Publix, and the attractions of Walt Disney World, this Windermere Trails home offers both convenience and an exceptional lifestyle.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Matt Kester (772-494-8550)
14377 CREST PALM AVE, WINDERMERE, FL 34786
$970,00020 Days on yellowkey MLS ID: G5110662
0 Days Off yellowkey (back on 4/6/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3239 Built: 2025Monthly Fee: $215 Tax: $1,309 (2024)Community: Palms At WindermereSingle Family
Remarks: One or more photo(s) has been virtually staged. Tidewater Floorplan – 3,100 Sq. Ft. | 4 Beds | 2.5 Baths | 2-Car Garage | Oversized Lot | Move-In ReadyWelcome to the Tidewater– a thoughtfully designed, single-story home by Dream Finders Homes that perfectly blends luxury, functionality, and comfort. This brand new 2,687 square foot residence sits on an oversized lot, offering expansive indoor and outdoor living space, ready for immediate move-in.Key Features:4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite with spa-like en-suite bathroom and large walk-in closet.2.5 Full Bathrooms: Modern finishes with quartz countertops, tile flooring, and upgraded fixtures throughout.Gourmet Kitchen: A chef’s dream featuring built-in stainless steel appliances, large center island, upgraded cabinetry, quartz countertops, walk-in pantry, and designer lighting – perfect for hosting or everyday meals.Open-Concept Living: The heart of the home flows seamlessly from the kitchen to the dining area and large family room, all overlooking the covered lanai for indoor-outdoor living. 2-Car Garage: Ample space for two vehicles plus additional storage or hobby area.: Extra space for a future pool, garden, or play area—ideal for entertaining or relaxing outdoors.Move-In Ready: No waiting required. Price reduced, no incentives apply.
11564 MIZZON DR #202 (919), WINDERMERE, FL 34786
$295,00020 Days on yellowkey MLS ID: O6394852
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1161 Built: 2006 Tax: $4,173 (2025)Community: Lakeside/Lks/Windermere Ph 9Condo
Taxes:$4,173
Remarks: Renovated, move-in ready second-floor condo with elevator access in prime Windermere. This open-concept home features a modern kitchen with granite countertops, crown molding, and includes all appliances. Fresh paint and new carpet throughout create a clean, inviting space. The primary bedroom offers a walk-in closet, and a private patio adds outdoor living space. Ideally located minutes from Disney, Winter Garden Village, and directly across from Lakeside Village Center with shopping and dining. Includes one reserved parking space. HOA amenities include valet trash, resort-style pool, clubhouse, fitness center, tennis and volleyball courts, playground, BBQ area, and walking trails. Perfect as a primary residence, first-time home, vacation property, or investment. Fully furnished, with all furnishings negotiable.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Nilufer Rohleder (407-962-7494)
106 PALM ST, WINDERMERE, FL 34786
$1,399,00032 Days on yellowkey MLS ID: O6391350
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3082 Built: 1960 Tax: $12,903 (2025)Community: Windermere TownSingle Family
Taxes:$12,903
Remarks: Under contract-accepting backup offers. Set on a large, tree-lined lot just moments from historic downtown Windermere, this fully reimagined residence blends modern luxury with timeless charm—delivering a level of craftsmanship and detail that truly stands out. Every inch of this home has been thoughtfully redesigned, including a newly configured floor plan, all new interior doors and trim, and beautiful wide-plank flooring throughout. Light pours into the home, creating a bright, inviting atmosphere from the moment you step inside. At the center of it all is a completely NEW kitchen—designed for both everyday living and elevated entertaining. Featuring an impressive 10-foot quartz island with seating, custom wood cabinetry, a double-door pantry, and a stunning suite of GE Café appliances including a four-panel refrigerator, double ovens, 6-burner gas cooktop, microwave drawer, dishwasher, and a custom hood. A dedicated coffee bar adds the perfect finishing touch. The family room is equally striking, with high ceilings and a custom dry bar complete with dual beverage refrigerators—creating a seamless space for gathering and hosting. The private primary suite has been elevated to feel like a true retreat, now featuring dual walk-in closets and a beautifully renovated spa-style bathroom with a quartz-topped double vanity and a luxurious walk-in shower with rain head. A newly created private office with glass French doors and a decorative fireplace offers a quiet, stylish workspace. The home also features a newly added fourth bathroom and additional bedroom / or flex space, enhancing both functionality and flexibility. Step outside to your own backyard escape, where a private pool is surrounded by mature trees, offering both shade and privacy. Beyond the stunning design, this home offers true peace of mind with major system upgrades including a 50-year architectural shingle roof, full home replumb (2024), new tankless water heater (2025), and a new well, pump, and irrigation system (2025). All of this just minutes from the charm of downtown Windermere and the shops and restaurants along Conroy-Windermere Road. This is more than a renovation—it’s a complete reimagination of what Windermere living can be.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Jill Healey (407-797-1420)
11675 SNAIL KITE WAY, WINDERMERE, FL 34786
$596,400103 Days on yellowkey MLS ID: O6373317
2 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2139 Built: 2012Monthly Fee: $130 Tax: $4,433 (2025)Community: Windermere LandingsSingle Family
Taxes:$4,433
Remarks: Under contract-accepting backup offers. Welcome to 11675 Snail Kite Way—a rare end-unit single-family home perfectly positioned on a serene park and green space, just steps from the community pool and playgrounds, in one of Windermere’s most desirable areas: the Chase Road corridor. Surrounded by luxury homes and zoned for A-rated schools including Windermere High School, this beautifully renovated, one-owner home is truly move-in ready. With its west-facing, fenced backyard and end-unit location, this home enjoys extra sunlight, a larger lot feel, and an open, airy vibe that’s perfect for everyday living and entertaining. From the moment you arrive, the charming front porch welcomes you with freshly painted exterior, custom coach lighting, and thoughtful upgrades—giving off that “was this a model home?” impression. Step inside to find stunning engineered wood floors throughout the main living area, with the living room overlooking peaceful park views. The open-concept kitchen is a showstopper, featuring dark stainless appliances, 42" maple cabinets, stone counters and backsplash, and seamless flow to the glass French doors leading to the screened-in lanai. Outside, enjoy your private retreat with pavers & turf backyard, pergola, and easy access to the 2-car garage. Upstairs, a versatile loft offers the perfect space for a home office, playroom, or lounge. The spacious primary suite easily fits a king-size bed and includes a walk-in closet and a spa-like bath with dual vanities. If you’re looking for location, lifestyle, and a home that’s been lovingly maintained and upgraded, this is it. Come see why 11675 Snail Kite Way stands out as one of the best opportunities under $600k in Windermere.
Listing is courtesy of: ORLANDO PROPERTY ADVISORS (407-808-3695)
Listing Agent: Justin Pekarek (407-808-3695)
414 E 5TH AVE, WINDERMERE, FL 34786
$1,200,00052 Days on yellowkey MLS ID: O6387808
1 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2521 Built: 2000 Tax: $7,227 (2024)Community: Windermere RepSingle Family
Taxes:$7,227
Remarks: Under contract-accepting backup offers. CHARMING LAKEVIEW HOME IN THE HEART OF WINDERMERE! Enjoy unobstructed views of Lake Down from this beautifully located 3-bedroom, 2-bath home in the Town of Windermere. A stunning 44-foot-wide front porch provides the perfect place to relax and take in the peaceful lake scenery, morning sunrises, and evening breezes. Inside, the home offers comfortable living spaces designed for everyday living and entertaining. The backyard provides privacy and mature landscaping perfect for entertaining and family recreational activities! The property also features an impressive 33’ x 23’ oversized garage, providing abundant space for vehicles, storage, a workshop, or recreational gear. Located in the charming and highly sought-after Town of Windermere, residents enjoy a true small-town atmosphere with exceptional local amenities. Stroll or bike to nearby shopping, cozy coffee shops, wine boutiques, and the popular Windermere Brewery. The town also offers a public library, Town Hall, Windermere Police Department, multiple playgrounds, and recreation parks.Windermere is known for its strong sense of community, highlighted by the beloved weekly farmers market and a variety of town-sponsored events held throughout the year.This is a rare opportunity to enjoy lake views, generous space, and the lifestyle that makes Windermere one of Central Florida’s most desirable communities.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Kathie Glass (407-902-9238)
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