Windermere Homes For Sale & Real Estate - 300 homes

Remarks: Under contract-accepting backup offers. Sophisticated Elegance best describes this stunning remodeled 5 Bedroom/5FULL Bath/2 Half bath Golf Course Estate Home in Keene’s Pointe. Upon entering this residence built by master custom builder J. Richard Watson, you will discover the seamless beauty of the 48 x 24 tiles that grace the entire main floor and set the tone for this gorgeous interior space filled with abundant natural light. Your eyes are drawn to the impressive living and dining rooms that meld together in this open concept while already eyeing the dramatic Family Room view through a graceful arched cast stone passage into the “heart of the home”. The remodeled kitchen and family room display an elevated level of design rarely seen today, equipped with new cabinetry and accent lighting accentuating the Cambrian custom countertops and back splash areas and new appliances by Wolf, Sub-Zero and Cove. The adjacent Family Room has a clever hospitality bar hidden behind tall double doors so discreet and refined that you are delightfully surprised when you open them to see the mirrored walls and lighted cabinets storing sparkling glasses and a wine refrigerator! Attractive fireplace framed out in a custom Cambria surround is flanked by matching accent walls to feature your most cherished collectibles. From the foyer to the kitchen, you note several coordinated glass and gold chandeliers that highlight the ivory walls, fresh interior paint and new can lighting and ceiling fans throughout. You will also find a large study, the primary retreat and a guest-ensuite bedroom on the main floor. Just off the kitchen, a lovely staircase beckons you up to a mid-level reimagined home theatre with the latest in sight, sound and special effects. New plush red leather recliners are enhanced with vibrations that mimic the main event on the screen to make you feel like you are in it – not just watching! Other rewards include the private half bath, beverage bar, professional popcorn machine and extra seating to enjoy the ambiance without leaving the room! Continuing up the staircase you will discover the second floor featuring 3 bedrooms, 2 Full Baths: (1 ensuite and 2 bedrooms sharing an oversized bathroom with dual vanities, and soaring ceiling with skylight!) Both the enormous bonus room and the ensuite bedroom open to a screened balcony overlooking the pool, golf course and the nature preserve in the distance. Second floor is all engineered hardwood throughout and all bathrooms are renovated. The spacious outdoor screened living area is impressive as well, with a large pool with pebble tec finish tucked within so easy to maintain its pristine sparkle keeping nearby oak tree leaves out of bounds! Enjoy the built-in fire pit and conversation area, along with a separate wet bar under the covered lanai. There is an additional summer kitchen featuring a natural gas grill and built in “Green Egg” allowing you to manage most any cookout gathering! Finally, light up any event you host any day of the year with the custom Massey Outdoor Landscape Lighting color carousel that allows you to choose your color for any seasonal holiday simply by pressing your app! So, sit back and enjoy the view of the wide eighth fairway of the renown Jack Nicklaus Signature Golf Course in Keene’s Pointe. Come live the lifestyle for which Keene’s Pointe is famous and add just an extra splash of refined elegance to the mix!

Listing is courtesy of: KEENE'S POINTE REALTY (407-876-8879)

Listing Agent: Angela Durruthy (407-496-5811)

Remarks: Under contract-accepting backup offers. Back on the market no fault of the home! ONLY HOME ON WINDERMERE’S ICONIC SANDY STREETS UNDER $800,000 — DON’T MISS YOUR CHANCE. Back on the market and better than ever, this charming traditional cottage now features thoughtful exterior enhancements that further showcase its incredible homesite and future potential. Nestled along one of Windermere’s signature sandy streets, this property offers the perfect blend of nostalgia, community, and convenience—just steps from the Farmers Market, Town Hall, Windermere Library, the new Ace Hardware plaza, and beloved town events. Set on an expansive .38-acre lot beneath beautiful mature trees, this 3-bedroom, 2-bath home now features a freshly cleared and improved backyard. Select trees and brush have been professionally trimmed and removed, creating a more open, usable space ideal for recreation, entertaining, or future expansion. Whether you envision a pool, home addition, or simply the ultimate setting for flag football and weekend gatherings, the groundwork has been laid. Inside, the home welcomes you with a vaulted-ceiling great room and kitchen featuring newly refinished REAL wood floors, exposed beams, and abundant natural light. A cozy adjacent living room offers built-in shelving and a double closet. The quaint kitchen blends character and function with tile and wood countertops, vintage-style paneled appliances, and nearby laundry. A separate dining room with REAL wood floors comfortably seats eight and opens through French doors to a refreshed screened rear porch—perfect for relaxing evenings overlooking your newly enhanced backyard. From here, updated wood steps lead directly into the fully fenced yard. The bedroom wing includes two secondary bedrooms with a shared hall bath, while the private primary suite features its own en-suite bath and French doors opening to a secluded outdoor porch. Major updates provide peace of mind: Brand-New Roof & Skylights (11/2025), HVAC (May 2024), Natural Gas Water Heater (Oct 2021), Exterior Paint (Jan 2024), Wired for High Speed Fiber by ATT and more. The home also includes a transferable annual termite bond, recent septic service (June 2025), and ongoing maintenance including tree care and exterior improvements. An oversized carport with a large enclosed storage/workshop space completes this exceptional Windermere opportunity. BACK ON MARKET BY CHOICE — NOT CONDITION. YOUR SECOND CHANCE IS HERE.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Mildred Hershiser (407-758-5263)

Remarks: Welcome to a truly exceptional custom home in Keene's Pointe, one of Windermere’s most sought-after guard-gated communities. Built by W. J. Sauerwine and set on a beautifully landscaped .43-acre homesite with mature oak trees, this residence offers a rare combination of privacy, thoughtful design, and extensive modern upgrades. This 4-bedroom plus office, 4-bath home features a highly functional, split-floorplan layout with nearly all living space on the main floor, including the primary suite and main living areas, with one bedroom and full bath upstairs. The home has been extensively updated throughout, beginning with all new interior paint and continuing into a fully renovated kitchen with updated finishes and appliances. All four bathrooms have been completely reimagined from floor to ceiling with today’s luxury buyer in mind, creating a cohesive and elevated feel throughout the home. Attention to detail is evident in every space, from the custom built-ins in the office and family room to the all-new lighting and chandeliers installed throughout both the interior and exterior, all integrated with a Lutron system for seamless control. Sonos in-ceiling speakers have been installed throughout the home, creating a whole-home audio experience. What truly sets this home apart is its advanced energy efficiency and independence. Equipped with a Tesla solar system, multiple Powerwalls and electricity backup, the home is designed to operate seamlessly even during outages while significantly reducing long-term energy costs. With the ability to sell excess power back to the grid and the convenience of EV charging at the ready, this is a rare blend of luxury and forward-thinking functionality. The primary suite offers a private retreat with French doors leading to the lanai, ample space for a sitting area, and a spa-inspired bath with dual vanities, soaking tub, walk-in shower, and generous closet space. Secondary bedrooms are well-positioned with direct bath access, providing both comfort and functionality. Outdoor living is equally impressive, featuring a screened pool and an expansive covered lanai designed for both relaxation and entertaining. The rear patio is equipped with an outdoor refrigerator, sink, and TV, creating the perfect setting for year-round enjoyment. The home is also equipped with a Ring security camera system covering the exterior. Ideally located directly across from The Golden Bear Club members' driving range from the front, with golf course views to the rear, this home also provides access to Keene’s Pointe amenities, such as parks and playgrounds, including community boat ramp to Lake Burden, and access to the Butler Chain of Lakes for recreation. Membership at The Golden Bear Club further allows for access to the Jack Nicklaus-designed golf course, tennis courts, fitness center, and restaurant. Residents of Keene's Pointe enjoy a lifestyle that blends privacy, recreation, and convenience, all just minutes from the world's best theme parks and entertainment, Winter Garden Village, Restaurant Row, and top-rated schools. This is a rare opportunity to own a fully updated, energy-efficient custom home in Keene’s Pointe that truly stands apart from the rest. Furniture designed specifically for the home is negotiable, offering a potential turnkey opportunity for the next owner.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Donna Calhoun (407-329-6253)

Remarks: Reduced for a quick Sale . Welcome to own this beautiful home in lakes of windermere . 5 bedrooms 3 full bathrooms that has been remodeled . Marble floor through downstairs and laminate upstairs and a lot of upgrades throughout the house . The house is looking over a stunning view of a pond with a water fountain and looking everyday at the Disney fireworks . Perfectly situated minutes from all the attractions Disney , universal , and SeaWorld and also close to all shopping , Dining and major Highways . Walking distance to top rated schools . Fenced backyard with A screened pool .The community offers incredible amenities including a pool,Tennis court , Sand volleyball and Basketball court and two playgrounds . Schedule your showing today . The listing agent is the owner .

Listing is courtesy of: VISION HOME REAL ESTATE, LLC (407-902-6236)

Listing Agent: Nabil Chakrouni (407-963-8548)

Remarks: Welcome to this well-maintained 4-bedroom, 2.5-bath home in the desirable Wickham Park community in Windermere. Offering 1,970 square feet of living space, this home is move-in ready and has been thoughtfully cared for. The layout is both functional and comfortable, making it easy to enjoy everyday living as well as time with family and friends. It’s a home that simply feels right from the moment you walk in. Enjoy low-maintenance living with an HOA that covers exterior maintenance for normal wear and tear, including roof, exterior painting, and landscaping. Residents also have access to a community pool and clubhouse. Additional features include a two-car garage, central air, and walkability to nearby Top rated schools, adding to the home’s overall convenience. Located just minutes from Walt Disney World Resort and close to Winter Garden Village, this home also offers convenient access to nearby grocery shopping, including Publix, along with a variety of dining and everyday essentials. This property offers the perfect balance of location, comfort, and ease of living. A/C was replaced in 2023.

Listing is courtesy of: ELITE GLOBAL REAL ESTATE LLC (407-758-2604)

Listing Agent: Maria Sarmiento Webel (305-793-6614)

Remarks: Located just 10 minutes from Disney's Magic Kingdom and Transportation and Ticket Center, welcome to this beautifully maintained FIRST FLOOR END UNIT in the highly sought after Lakeside at Lakes of Windermere. Move in ready and thoughtfully updated, this home offers a bright, open split floor plan with high ceilings and a light, neutral palette throughout. The home has been wired with high speed fiber optic internet, and association included valet trash, sewer, and water completes living with convenience. The kitchen has been tastefully upgraded with new FRIGIDAIRE GALLERY STAINLESS STEEL appliances, including a luxury INDUCTION RANGE, complemented by 42 inch wood cabinetry, a stainless steel backsplash, pantry, and bar seating that is perfect for everyday living or entertaining. The spacious owner’s suite is filled with natural light and offers a peaceful retreat, complete with a large walk in closet and an en suite bath featuring double sinks and a garden tub and shower combo. Secondary bedrooms are generously sized with one having an ensuite/shared bathroom, and the full size laundry closet adds everyday convenience. One of the standout features is the wraparound screened in porch where you can relax and enjoy the lush landscaping and mature oak trees, plus easy access to explore the beautifully maintained grounds or go fishing on Lake Burden. The amenities here truly stand out. Residents enjoy a resort style pool, tennis courts, fishing dock to LAKE BURDEN, clubhouse with full kitchen and gathering spaces, fitness center, beach volleyball court, outdoor fireplace, walking paths, playground, and more. With assigned parking, plus plenty of guest parking, and a prime location just across the street from Publix, dining options such as My French Cafe, Piesanos Stone Fired Pizza, Boteco do Manolo, and other great dining, shopping, top rated schools, and just minutes to Orlando’s world renowned theme parks, this is low maintenance living at its best.

Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)

Listing Agent: Chris Sartwell (321-427-7678)

Remarks: Under contract-accepting backup offers. Short Sale. Short sale opportunity in gated Belmere of Windermere. Situated on a large corner lot, this home features a split-bedroom floor plan, formal living and dining rooms, private office, and open kitchen overlooking the family room with fireplace. Additional highlights include wood-look flooring, high ceilings, abundant natural light, spacious primary suite with walk-in closet and large bath, covered and screened porch, tile roof, solar system, central vacuum, and side-entry 3-car garage. Great opportunity to own below market value in a community with excellent amenities. Short sale subject to lender approval.***Sellers will make the decision by Sunday 04/12/26. Please be advised that we have multiple offers.****

Listing is courtesy of: SOUTHERN PRESTIGE REALTY INC (407-614-3873)

Listing Agent: Abdul Aitboukil (863-521-2067)

Remarks: Welcome to the exclusive Windermere, with this impeccable huge 3 bedroom & 2 bath corner condo, with the convenience of a first floor as a shorter walk from your reserved parking space right in front of your door with no stairs/elevators. A brand new A/C Unit was recently replaced and a fully remodeling was done about 3 years ago, including: all Luxury vinyl flooring, new cozy quality carpets in bedrooms, interior painting, Stainless Steel appliances, 42" cabinets, Quartz counter tops, Zebra type blinds (some are motorized), light fixtures, mirrors, etc. Some small walls were removed to give this kitchen & living areas a totally open concept ambience great for entertainment. The Master suite features a walk-in closet and a master bath with double vanities sinks & glass enclosed garden tub and two additional bedrooms provides space for family, guests and a home office, as your primary residence, for vacation or an investment. HOA offers: 24/7 security, Water, Sewer, Valet Trash, tennis & sand volleyball courts, gym, billiard, playground, BBQ area, resort style pool, walking trails, parking is allowed at the spaces marked with the red beach chairs, etc. HOA replaced the roofs, resurfaced the asphalt, marked the lines & lettering and painted all the building exteriors about 5 years ago. The community has been recently provided with Fiber Optic and now the residents may have the option to install that service. Perfectly located that offers convenience, comfort, and lifestyle. Buyer has the option to purchase that complete Furniture package for just an additional $5K that includes everything, except some personal items, just ready to move-in, saving time and money with no packing, nor moving fees!

Listing is courtesy of: WINDERMERE REALTY GROUP (407-383-3147)

Listing Agent: Ramon Rosquete (352-207-4238)

Remarks: One or more photo(s) has been virtually staged. Located in Lake Butler Estates, one of Windermere’s most private established communities, this 4-bedroom, 4-bath single-family pool home sits on a 1-acre cul-de-sac lot surrounded by mature oak trees and lush landscaping, with only 11 neighboring homes and access to the Butler Chain of Lakes through the community’s private boat ramp. Built in 1959 and renovated in 2022, this single-story residence offers an open split floor plan, combining luxury finishes with functional everyday living. Interior features include marble flooring throughout the main living areas and engineered hardwood flooring in all bedrooms, high ceilings, crown molding, recessed LED lighting. The living room features a textured accent wall, skylights, and a wood-burning stone fireplace with gas connection that anchors the main living space. The kitchen was redesigned with sealed butcher block counters, stainless steel Samsung appliances, pantry storage, breakfast bar seating, reverse osmosis water treatment system, Samsung dishwasher, Samsung smart oven, pot filler, and a Fotile range hood with self-adjusting capture shield, with both kitchen water and irrigation supplied by well water. A dry bar adds additional entertaining appeal in the living room, while remote-controlled ceiling fans and lights are installed in every bedroom, with new chandeliers in the living and dining rooms. The spacious primary suite includes custom walk-in closet storage with overhead recessed lighting, sliding glass shower enclosure, Kohler rainfall shower, three-head body sprayers with jets, pebble flooring, marble backsplash, dual vanities, soft-close cabinetry, and bidet hookup. The shared bath offers dual sinks, LED anti-fog mirror, pool access, marble finishes, accent wall tile, pebble flooring, and dual shower heads. A newly added full guest bath includes Swiss Madison pedestal sink, Hansgrohe faucet, medicine cabinet, marble finishes, pebble flooring, and Kohler dual shower sprayers, while the en-suite bath in the first bedroom features sliding glass shower doors, marble backsplash, skylight, LED anti-fog mirror, and soft-close cabinetry. Smart-home and energy efficient features include Ecobee smart thermostat, myQ garage opener, smart front door lock, remote-controlled lighting systems and upgraded electrical outlets throughout. Exterior highlights include a screen-enclosed in-ground pool, covered lanai, outdoor workshop, circular driveway, side-entry two-car garage, extended parking pad, and additional rear concrete parking for RV or boat storage. The backyard offers expansion flexibility, allowing room for privacy fencing, a future mother-in-law suite, or an addition. The annual HOA is only $253 and includes access to the adjacent Windermere Recreation Center, offering 3 lighted tennis courts, fenced playground, pet parks, lakefront boardwalk, kayak launch, sand volleyball court, grills, picninc tables and large entertaining pavilion. Zoned for A-rated Windermere schools. Location second to none as this home is within 10 minutes of downtown Windermere where you can enjoy the weekly Farmers Market. Easy access to Interstate 4, Florida Turnpike, local hospitals, and within 30 minutes of Orlando International Airport, Disney World, and Universal Studios. This move-in-ready Windermere property delivers privacy, acreage, and premier community access in one of Central Florida’s most desirable residential corridors. Schedule your showing today!

Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)

Listing Agent: Ferris Kassar (407-284-8384)

Remarks: Welcome to 84 Oakdale Street, an exceptional luxury residence in the heart of Windermere, Florida, crafted by the renowned Element Home Builders—a rare opportunity to own one of their highly sought-after homes. Situated on a premium corner lot, this elegant 4-bedroom, 4 full and 2 half bath home showcases refined craftsmanship, a thoughtfully designed open floor plan, and sophisticated finishes throughout. The expansive living spaces are filled with natural light and flow seamlessly into a designer kitchen ideal for both entertaining and everyday living. The primary suite offers a serene private retreat with a spa-inspired bath, while additional bedrooms provide comfort and privacy for family and guests. Outdoor living is elevated with a private resort-style pool, creating the perfect setting for relaxing or entertaining year-round. Enjoy the convenience of being just a short golf cart ride to charming downtown Windermere, offering boutique shopping, dining, community events, and the weekly farmers market. Located in one of Windermere’s most desirable communities, just minutes from top-rated schools, upscale dining, golf, shopping, and the Butler Chain of Lakes, this home delivers timeless luxury, quality construction, and an unbeatable location. This exceptional home is a rare offering and will not last—schedule your private tour today.

Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)

Listing Agent: Carolina Dumit (407-325-8963)

Remarks: Nestled in the charming and highly desirable Silverwood subdivision of Windermere, this beautifully maintained home offers the perfect blend of comfort, convenience, and community living. Ideally situated between Bay Hill and Isleworth, Silverwood is a sought-after neighborhood of just over 250 homes, known for its tree-lined streets, sidewalks, street lighting, and welcoming atmosphere. Residents enjoy access to tennis courts and the ease of walkable surroundings, all while being just minutes from shopping, dining, grocery stores, churches, and everyday conveniences. This inviting residence provides three bedrooms and two bathrooms in a thoughtfully designed layout. Originally built in 1985, the home has been tastefully updated, including a modernized kitchen that serves as the heart of the home. A standout feature is the expansive Florida room, added by the current owners, creating a bright and versatile living space perfect for entertaining, relaxing, or enjoying views of the backyard year-round.Whether you’re drawn to the peaceful neighborhood setting or the unbeatable location close to everything Windermere has to share, this home presents a wonderful opportunity to enjoy both charm and convenience in one of the area’s most appealing communities.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Chelsea Murphy (407-373-8101)

Remarks: Under contract-accepting backup offers. Searching for a single story, 4-bed home in Windermere near Walt Disney World with space, convenience, and long term value? 13237 Fossick Rd offers 4 bedrooms, 2 full baths, 2,516 square feet of living space, a NEW ROOF from 2022, new WATER HEATER from 2022, and a 0.21 acre corner lot in the Providence community, minutes from Disney, Winter Garden Village, and major commuter routes. The concrete block and stucco construction provides durability and classic, easy to maintain Florida curb appeal. From the moment you arrive, the covered front porch with column detail, stone accents, and paver driveway creates a warm first impression. Inside, a light filled formal living room off the foyer offers flexibility as a sitting room, home office, or quiet retreat separate from the main living areas. The kitchen is centrally positioned and overlooks the informal dining space and spacious family room, creating seamless flow for daily living and entertaining. Granite countertops, stainless steel appliances, abundant cabinetry, breakfast bar seating, and a center island provide both function and gathering space. Open sight lines keep everyone connected. The primary suite is generously sized with room for a seating area and direct access to the screened lanai. The ensuite bath features dual vanities, a soaking tub, separate glass shower, and walk in closet. Three additional bedrooms offer ideal flexibility for guests, remote work, or multigenerational living. Step outside to a covered screened lanai that extends your living space year round. The backyard offers green space and mature trees, creating privacy and room to relax after a day exploring Orlando’s attractions. The single level design appeals to buyers seeking long term convenience without stairs. The Providence neighborhood is perfectly located and is zoned for Windermere Elementary, Bridgewater Middle and Windermere High. If you are looking for space, location, and long-term upside in Windermere, this home deserves a closer look. Schedule your private tour today!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Michael Collier (407-863-3401)

Remarks: Lakefront estate on Lake Down in the Butler Chain of Lakes with over 150 feet of frontage and no HOA in Sunset Bay. Built in 1983, this 5 bedroom, 4 bath pool home offers nearly 7,000 square feet across three levels and presents a rare opportunity to renovate a true chain-of-lakes property to your own style and standards. Home retains much of its original character and is priced accordingly, creating strong value for buyers seeking premier waterfront frontage, square footage, and long-term upside in one of Windermere’s most desirable locations. Main level includes kitchen, dining area, secondary bedrooms, full baths, oversized laundry room, and sliding doors opening to covered outdoor living and lake views. A few steps down, the sunken living room features a bar, fireplace, storage, and direct water views. Upstairs, the primary suite includes a fireplace, large walk-in closet, dual vanities, tub, separate shower, and screened balcony overlooking the lake. This level also includes a private office. The lower level is a standout feature, offering a full basement living space with its own kitchen, living room, bedroom, full bath, and direct pool access, ideal for extended family, guests, or multigenerational living. An additional reinforced interior room provides flexible use as a secure safe room, storm shelter, private storage room, or secluded flex space. Outdoor features include a screened pool, covered entertaining area, fenced yard, and private dock with space for two boats and two jet skis. Garage space accommodates up to 6 cars, plus a 2-car carport and a large circular driveway that provides additional parking for guests, larger households, or recreational vehicles. Additional storage areas and the lower-level garage create excellent space for boat gear, kayaks, paddle boards, trailers, and lakefront equipment. Home is priced in line with its recent appraisal, with the value reflecting both its current condition and the renovation investment a future owner may choose to make. For buyers seeking a large lakefront footprint, multigenerational layout, extensive parking, and the ability to modernize to today’s standards, this property offers a rare value on the Butler Chain. Located minutes from downtown Windermere, Restaurant Row, golf, shopping, and major attractions.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Phil Mariani (407-257-3609)

Remarks: Under contract-accepting backup offers. **Corner-Lot Home Across from Park in The Vineyards of Horizon West** Perfectly positioned on a corner lot directly across from a peaceful green space, this bright and beautifully upgraded home is located in one of Horizon West’s most sought-after communities. With park views, walkable streets, and a true neighborhood feel, this home offers the ideal blend of comfort, style, and location. The welcoming front porch sets the tone before you even step inside. Once indoors, you’ll immediately notice the abundance of natural light, tall windows, and transom accents that create an open, airy feel throughout. A flexible room just off the foyer works perfectly as a home office, formal dining space, or cozy sitting area. At the heart of the home is the open-concept kitchen and family room—designed for both everyday living and entertaining. The kitchen features 42” cabinets with crown molding, stone countertops, a gas cooktop with vented hood, double built-in ovens, and a casual dinette. Sliding doors lead to the covered back patio, already piped for natural gas—making it easy to add a grill or future outdoor kitchen. Upstairs, a built-in office nook and spacious bonus loft provide extra flexibility for work, play, or media space. The corner primary suite is a private retreat with a walk-in closet and spa-inspired bathroom offering dual sinks, a soaking tub, and a separate shower. Two additional bedrooms complete the upper level—one with a private en-suite bath and the other with convenient access to a third full bathroom. Additional highlights include an energy-efficient Carrier 15-SEER HVAC system, natural gas water heater, and all kitchen and laundry appliances included. Fresh interior paint and a quick-closing option make this home truly move-in ready. Residents of The Vineyards enjoy a community pool, parks, and walking trails, along with easy access to top-rated Horizon West schools, Hamlin Town Center, shopping, dining, Disney, and major highways—close to everything, yet tucked into a peaceful setting. If you’re looking for a modern, welcoming home with park views and thoughtful upgrades in an exceptional community, this corner-lot opportunity is one you don’t want to miss.

Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)

Listing Agent: David Dorman (407-948-8295)

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)

Remarks: Keene's Pointe - 24 hour gated/attended golf community in Windermere, Florida. This fully renovated home is situated on one of the most beautiful lots in the community. Located on the 11th fairway of The Golden Bear Club with golf and pond views, as well as golf and pond views of the 12th green from the front porch. Boasting an open floor plan with a dining room large enough to hold a table of 12, 3 bedrooms downstairs including the primary. The kitchen is functional with an island seating 4 with quartz waterfall edges, coffee bar, stainless KitchenAid appliances, Dacor panel refrigerator and pantry. The great room has a wall of windows overlooking the patio and stone fireplace. There is also a spacious office with desk and built-ins, and a second office/bar with built-ins that can be easily converted to a 5th bedroom. The primary suite is spacious with a wall of windows overlooking the pond/golf course, bathroom with 2 vanities with lighted mirrors, free-standing tub, and shower with rain head and 6 body jets, and large walk-in closet. The second floor features the 4th bedroom, perfect as an in-law suite, media or game room with 2 walk-in closets and a bath with shower and tub. Enjoy the view from the large covered patio with stone fireplace and summer kitchen overlooking the updated screened salt water pool and spa (new pump and heater in 2025), as well as the expansive and private back yard. The side entry garage features two parking spaces and an additional golf cart parking area, as well as epoxy coated floor and built-in cabinets and overhead racks. There is also steps to the attic over the garage with wood flooring for extra storage. Everything in this home has been tastefully updated in 2025. Wood-look tile and plantation shutters throughout, elegant lighting, tankless gas water heater (2025), pavered driveway and porch, new roof in 2021, AC's (2025/2018). This home has everything that country club living has to offer. Conveniently located to shopping, dining, expressways, tourist attractions and top-rated public and private schools. Call for your private showing today.

Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)

Listing Agent: Teresa Stewart (407-493-3057)

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)

Remarks: One or more photo(s) has been virtually staged. 1+ Acre Estate in Guard-Gated Windermere with Private Courtyard Pool, Detached Casita & Whole-Home Generator. Rare opportunity in Waterford Pointe offering space, privacy, and Lake Roberts access. Situated in one of Windermere’s premier guard-gated communities, this 5-bedroom, 4-bath estate features a private pool, a new Generac Guardian 24kW whole-house generator, and over an acre of land, providing exceptional privacy, scale, and architectural style. Waterford Pointe is noted for estate-sized homes, mature landscaping, and a peaceful, low-density atmosphere, offering space and tranquility rarely found in newer developments. The courtyard design centers around the pool, blending indoor and outdoor living with an estate feel. Inside, the residence (4,441 sq. ft.) features soaring ceilings, a dramatic two-story living room with an elevated conversation area and dual crystal chandeliers, large polished marble tile flooring, a two-story family room, and detailed crown molding throughout. The layout balances formal and casual spaces, offering flexibility for both everyday living and entertaining. The kitchen is thoughtfully updated for gathering, featuring quartz countertops, an oversized island, and newer black stainless steel KitchenAid and Bosch appliances. Appointments include a double oven with convection, a 48” refrigerator, wine refrigeration, and a glass cooktop, all opening to a two-story family room with an electronic fireplace, custom built-ins, and a hidden space for your AV electronics. The first-floor primary suite includes plantation shutters, direct courtyard and pool access, and wood-look tile. The bath offers dual vanities, a jetted tub, a walk-in shower, and a custom closet (approx. 9x12) with built-ins. Three HVAC systems—including one for the primary suite—ensure comfort and efficiency. The first floor also has a second suite, ideal for guests or family. A detached casita (435 sq. ft.) with a private entrance and full bath is ideal as an in-law suite, guest retreat, or office, offering privacy and versatility. Upstairs, the home offers expansive living spaces, including a large game room with a balcony overlooking the courtyard, a dedicated office featuring custom wood built-ins, and a separate fitness room with its own private balcony and a spiral staircase leading directly to the primary suite. Additional bedrooms are thoughtfully situated, with two connected by a Jack-and-Jill bathroom. Several bathrooms now showcase modern finishes and seamless glass enclosures. Outdoor living includes a 35x47 screened pool and patio with an automatic saltwater system, a heated spa, and a waterfall. The resurfaced pool and covered outdoor kitchen with grill, side burner, and prep sink, plus an additional brick patio, offer multiple entertaining areas. Waterford Pointe residents enjoy a lifestyle community with: * Private boat ramp with access to Lake Roberts, * Waterfront clubhouse with lake views, * Tennis courts and playgrounds, and * Tree-lined streets and estate-sized homesites. Additional features include: * 4-car garage, * Two buried propane tanks, * Rain gutters and partial fencing, * Newer courtyard exterior paint, * Located within a highly regarded school district. Experience this home’s blend of space, privacy, and established luxury—plus lake access and community amenities—in one of Windermere’s most desirable gated communities. Schedule your tour today!

Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)

Listing Agent: David Dorman (407-948-8295)

Remarks: Under contract-accepting backup offers. Gorgeous, newly updated three-bedroom luxury townhome with a scenic water and fountain view near Disney theme parks. This spacious, light-filled home is open, bright, clean and move-in ready. This home features a new HVAC system with programmable thermostat, new flooring, trim and fresh interior, exterior paint, and new designer light fixtures and mirrors. The first floor features a spacious open floor plan with all stainless steel appliances, including a side-by-side refrigerator with ice and water, a range, microwave, dishwasher, garbage disposal and touchless faucets. The cabinets are 42-inch espresso cabinetry with built-in upper and lower cabinet lighting, quartz countertop with a beautiful tile backsplash. There are also a spacious walk-in pantry and a unique built-in kitchen tech center to provide storage, shelving, a tile backsplash, extra outlets and a built-in phone charging station. The upstairs features three bedrooms and a laundry room with a combo washer and dryer. The owner's suite features crown molding, two spacious closets and a large bath with a designer lighted mirror. The bedrooms have new carpeting, and all have ceiling fans. There is also an upstairs covered porch to have a morning coffee or relax in the evenings. The home features a two-car garage with automatic openers. This home is in the Legado community. Enjoy carefree living with exterior maintenance and landscaping included. The community amenities are within short distance and include a playground, pool and cabana, walking trails and even nightly Disney firework views for your enjoyment. Plenty of nearby restaurants and shopping, and highly rated schools. This exceptional home shows like a model and is must-see.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)

Listing Agent: Wendy Fischer (407-620-0713)

Remarks: This custom-built residence by Rick Watson is located in the sought-after community of Keene’s Pointe, positioned on a private lot overlooking the Jack Nicklaus Golden Bear Club golf course. The home offers consistent views of the 6th hole, along with the added bonus of nightly Disney fireworks visible from multiple areas, including the living room, primary bedroom, kitchen, and outdoor living space. Designed with a functional single-story layout, the home features a split floor plan. The primary suite and office are situated on one side for added privacy, while three additional bedroom suites and the laundry room are located on the opposite wing. A double-door entry leads into an open interior with quality finishes throughout, including 8-foot interior doors, custom woodwork, and detailed ceiling designs. The kitchen is equipped with high-end appliances, granite countertops, a spacious breakfast bar, a walk-in pantry, and a built-in desk area. The family room flows naturally into a bonus space that can be used as a media room, playroom, or game room. The primary suite includes a sitting area, a large custom closet, and a well-appointed bathroom with a soaking tub, walk-in shower, and dual vanities. The office features built-in cabinetry and classic wood detailing. Outdoor living is designed for comfort and functionality, with heated pool and spa, summer kitchen, and a dedicated pool bathroom. The exterior combines stucco and stone finishes, complemented by a paver driveway and a three-car side-entry garage. Keene’s Pointe is a gated community with 24-hour staffed security, offering privacy and a well-maintained environment.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Jessica Cueva Pa (321-286-6065)