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Lakeside FL Homes for Sale

14030 Sparkling Cove Lane Unit 603, Windermere
$324,900
2 Beds ⋅ 3 Baths ⋅ Oasis Cove I/Lakeside Village Ph 01 SubDv. ⋅ 34786 Zip Code
BRAND NEW ROOF & BRAND NEW HVAC SYSTEM!! — Two of the biggest investments already made for you. This beautifully maintained 2-bedroom, 2.5-bath townhome-style condominium tucked inside the gated community of Oasis Cove at Lakeside Village, in the heart of Windermere. This move-in-ready home delivers comfort, style, and convenience in equal measure. An open-concept floor plan floods the interior with natural light, creating an inviting space for everyday living and entertaining alike. Oasis Cove residents enjoy resort-style living behind a secure gated entrance — a community pool, fitness center, playground, clubhouse, and beautifully maintained grounds set the tone. Even better, HOA fees cover water, internet, cable, ground maintenance, and exterior maintenance, taking the guesswork out of monthly budgeting. The location puts everything Central Florida has to offer within easy reach — Disney, Horizon West, Winter Garden Village, major highways, shopping, dining, and top-rated schools all just minutes away. Whether you're searching for a primary residence, a second home, or an investment property, this one checks every box. Schedule your private showing today — with a new roof and new HVAC already in place, this Windermere gem won't last. Ideally located just minutes from Disney, Horizon West, Winter Garden Village, major highways, shopping, dining, and top-rated schools, this home grants easy access to everything Central Florida has to give. Whether you're looking for your primary residence, a second home, or an investment opportunity, this exceptional property checks all the boxes. Don't miss your chance to own a beautiful home in one of Windermere's most desirable communities—schedule your private showing today!

14030 Sparkling Cove Lane Unit 603, Windermere

13219 Charfield Street, Windermere
$555,000
3 Beds ⋅ 2 Baths ⋅ Lake Sawyer South Ph 2 SubDv. ⋅ 34786 Zip Code
Welcome to this charming and inviting home nestled in the highly desirable Lake Sawyer South community in Windermere. As you drive through the neighborhood, you'll immediately appreciate the mature landscaping, beautiful tree-lined streets, and peaceful atmosphere that make this communityso special. Upon arrival, you're greeted by a spacious covered front porch — the perfect place to relax and enjoy the Florida lifestyle. Step inside to a welcoming, wide foyer that opens to a bright and airy living room featuring soaring ceilings and an abundance of natural light. Two secondary bedrooms are thoughtfully positioned at the front of the home, offering privacy and flexibility for family members, guests, or a home office. The formal dining room is enhanced by a large window that fills the space with beautiful natural light, creating an inviting setting for entertaining. The open-concept kitchen overlooks the living room, making it ideal for gathering with family and friends. It also includes a cozy breakfast nook, perfect for casual everyday meals. Privately located at the rear of the home, the spacious primary suite is filled with natural light from three large windows. The en-suite bathroom features dual vanities, a soaking tub, a separate walk-in shower, a walk-in closet, and an additional linen closet for extra storage. Sliding glass doors from the living room lead to a covered and screened lanai and a fenced backyard with a paved patio, providing the perfect space for outdoor dining, entertaining, or simply unwinding. Offering 1,706 square feet of living space, this well-maintained home features 3 bedrooms, 2 bathrooms, a formal dining room, an open living room, a functional kitchen, a dedicated laundry room, and a two-car garage. Conveniently located just minutes from Publix, coffee shops, dinners, restaurants, shopping, personal storage facilities, and schools. This home combines comfort, convenience, and an exceptional Windermere location. Don't miss the opportunity to make this beautiful and welcoming home your own—schedule your private showing today! The existing solar panel financing is transferable to qualified buyers, offering the opportunity to enjoy energy savings without the upfront installation cost.

13219 Charfield Street, Windermere

13137 Penshurst Lane, Windermere
$550,000
3 Beds ⋅ 2 Baths ⋅ Lakes/Windermere Ph 03 P & Q SubDv. ⋅ 34786 Zip Code
This charming 3/2 home in the heart of Windermere is sure to make you fall in love! The covered porch and walkway provide a serene entrance to the place you'll be proud to call home. Step inside and you'll find two cozy bedrooms with a bathroom in between, also conveniently located for guests. The hallway leads to a two car garage entrance and laundry room (equipped with newer GE washer and dryer) on the left and a large flex space on the right. This space, with bamboo floors, can serve as a formal living room and family room or a formal dining room and living room - the options are endless! Across from this space is the kitchen, which also has space next to it that can be used for dining or a home office. The kitchen has a GE cooktop with separate oven, two microwaves (one can be replaced with a hood), a new Samsung fridge (2025), and walk-in pantry. The master bedroom which is conveniently located off of the kitchen has a walk in closet (with a rotating shoe rack that holds 90+ pairs), extended shower, separate toilet room, and linen closet. But wait, there's more! Enjoy a screened lanai that extends the width of the house, mango and avocado trees, easy access to the community center with pool (1 mile walk or 3 minute drive), and a plethora of smart features! Other features you'll be excited about include a water softener system (2024) and privacy tints on all windows - which also helps with the Florida heat! Oh and did I mention that the sun rises in the front and sets in the back?! Fall sunsets on the covered lanai are a dream! Roof installed in 2022. AC installed 2018. Seller concessions: $5K towards repairs/upgrades.

13137 Penshurst Lane, Windermere

8180 Boat Hook Loop Unit 102, Windermere
$295,000
2 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code
***Seller offering $5,891.88 to cover the first year of HOA fees.*** Step inside this home from anywhere! To experience a fully immersive walk-through of this home click on the Video or Virtual Tour button on this page. Welcome to effortless Florida living in this move-in ready, light-filled first-floor condo located in the heart of Windermere. Perfectly positioned, this beautifully maintained residence offers the ideal combination of comfort, convenience, and resort-style amenities just minutes from Disney, Winter Garden Village, & directly across from Lakeside Village Center with shopping, dining, and everyday conveniences. Designed with a desirable split-bedroom floor plan, this spacious home features an inviting open-concept layout that seamlessly connects the kitchen, dining, and living areas, creating the perfect space for both entertaining and everyday living. Crown molding adds an elegant touch throughout, while abundant natural light enhances the warm, welcoming atmosphere. The spacious primary suite provides a peaceful retreat with a large walk-in closet and private en-suite bath. Two additional bedrooms offer flexibility for family, guests, or the perfect home office. Step outside to your private screened and covered patio, an ideal place to enjoy morning coffee or relax after a long day. Located within a beautifully maintained gated community, residents enjoy an exceptional collection of resort-style amenities, including a sparkling swimming pool, clubhouse, fitness center, playground, volleyball court, BBQ and picnic areas, scenic walking trails, plus water and valet trash service for added convenience. One reserved parking space is included. Adding even more value, the community has recently completed significant exterior improvements, including new roofs, freshly resurfaced and striped parking areas, and exterior building repainting, enhancing both curb appeal and long-term investment potential. Fiber optic internet is also available, providing high-speed connectivity for remote work, gaming, and streaming. Whether you’re searching for a primary residence, vacation home, or investment opportunity, this exceptional Windermere condo offers low-maintenance living, outstanding amenities, and an unbeatable location close to top-rated schools, major highways, world-class attractions, shopping, dining, and everything Central Florida has to offer.

8180 Boat Hook Loop Unit 102, Windermere

8218 Mystic View Way Unit 2801, Windermere
$397,500
3 Beds ⋅ 3 Baths ⋅ Oasis Cove Ii/Lakeside Village Ph SubDv. ⋅ 34786 Zip Code
Windermere Townhome Near Disney in Gated Oasis Cove, a charming and very private community offering resort style living! END UNIT Condo, impeccable condition, features 3 BR, 2.5 Baths and NEW A/C, minutes from Disney, you'll enjoy FIREWORKS every night! This home is MOVE-IN READY with NEW A/C, high end upgrades including Luxury Vinyl Floors, Plantation Shutters, Upgraded Lighting, elevated ceilings, and lots of natural sunlight. Chef's Kitchen with snack bar, features 42" Cabinets, Stone Counters, Tile Backsplash, Stainless Appliances, Bosch Dishwasher and Closet Pantry. An Open Floorplan with Great Rm and Dining Rm leading to the Screened Lanai and Outdoor Paver Patio w/ fenced backyard, a private, comfortable space for relaxing and entertaining. Upstairs features Engineered Wood Floors, plenty of sunshine from the many windows and a generous Laundry Room complete with Washer, Dryer, and storage. The Primary Bedroom opens to your private bath with Double Sink Vanity, Garden Tub w/ separate Shower and Walk-in Closet has all the Built-In Storage you desire. This 2-Car Garage will surpass your expectations with the convenience of extra Storage Cabinets, Drawers and lots of Ceiling Storage Racks. The well maintained exterior offers upgraded Paver Driveway, attractive landscaping maintained by association, New exterior paint, Gutters and Downspouts, all with a great sense of security with your RING Doorbell System. Community features Community Center, Resort style Pool with Beach Entry, Fitness Center, Playground, plenty of outdoor space to enjoy, and a path around the pond for exercise or a sunset walk! Amazing Location, minutes from all the attractions, Dining and Shopping! Start Living the Florida Dream and make this home your own!

8218 Mystic View Way Unit 2801, Windermere

11768 Hampstead Street, Windermere
$1,318,000
6 Beds ⋅ 4 Baths ⋅ Enclave SubDv. ⋅ 34786 Zip Code
One or more photo(s) has been virtually staged. Nestled within the prestigious Enclave at Windermere, this stunning Mediterranean-style residence delivers the Florida luxury lifestyle in every detail — from the moment you step through the rustic wooden front door. Soaring 10-foot ceilings and large-format 24x24 white and grey-veined porcelain tile set the tone for the main level. To the right, French panel doors open to a private home office. To the left, a formal dining room anchored by a grand crystal chandelier flows seamlessly into a butler's pantry outfitted with 42" espresso cabinetry, white granite countertops, and a generous walk-in pantry. The gourmet kitchen is designed for those who take both cooking and entertaining seriously — featuring stainless steel Whirlpool appliances including double ovens, a glass cooktop with a vented stainless hood, built-in microwave, and a Samsung French door refrigerator. Espresso cabinetry is beautifully contrasted by dark grey subway tile and white granite counters, while the oversized island with dual under-counter sinks and a modern Moen faucet doubles as an additional gathering space. The open-concept layout connects the kitchen and breakfast area to the great room, where natural light pours in through double-paned windows, sliding glass doors, and two sets of French doors — all leading to an expansive paver pool deck, ideal for entertaining. A custom accent wall adds warmth to the living area, which also provides access to two carpeted bedrooms and a full bath on the main floor. Thoughtful storage is tucked beneath the staircase, and the two-car garage — complete with epoxy flooring and a laundry sink — opens to a practical mudroom with ample upper and lower cabinetry. Upstairs, a generous loft area creates a natural transition to the private quarters. The primary suite features a tray ceiling and a spa-inspired bath with dual vanities, white granite counters, espresso cabinetry, porcelain tile flooring, a garden soaking tub, and a large walk-in tiled shower. The walk-in closet has been fully customized with a California Closet system. A third bedroom offers en suite privacy with its own walk-in shower. Bedrooms four and five share a well-appointed hallway bath with dual sinks and a tub/shower combination. The upstairs laundry room is equally refined — front-loading washer and dryer on pedestals, a secondary sink, and tile backsplash. Outside, the fully fenced paver deck with a large covered lanai and a modern pool creates the perfect backdrop for Florida living. This is not just a home. It is a lifestyle!

11768 Hampstead Street, Windermere

9117 Outlook Rock Trail, Windermere
$1,055,000
5 Beds ⋅ 5 Baths ⋅ Windermere Trls Ph 5a SubDv. ⋅ 34786 Zip Code
Experience ELEVATED LUXURY LIVING in this exceptional WINDERMERE TRAILS ESTATE, where timeless elegance, and RESORT-STYLE AMENITIES combine to create an unforgettable place to call home. Offering 5 bedrooms, 3 full bathrooms, 2 half bathrooms, a private office, expansive loft, *DEDICATED MOVIE THEATER*, sparkling POOL, and an OVERSIZED 3-car garage, this remarkable residence spans nearly *5,000 SQUARE FEET* of thoughtfully designed living space. From the moment you arrive, the beautiful TILE ROOF and impressive curb appeal set the tone for the sophistication found throughout. Evening views are made even more *MAGICAL with DISNEY FIREWORKS* visible nightly from the front of the home. Inside, you will find SOARING CEILINGS and exquisite coffered ceiling details that guide you through the elegant dining area and into the heart of the home. Designed for both entertaining and everyday living, the expansive open-concept floorplan seamlessly connects the living room, breakfast nook, and gourmet kitchen. The chef-inspired kitchen is a true showpiece, featuring stainless steel appliances, granite countertops, 42-inch wood cabinetry, an oversized center island, breakfast bar seating, and an abundance of cabinet and counter space. The kitchen has also been enhanced with newer appliances, including the refrigerator and dishwasher, offering both style and convenience. The FIRST-FLOOR PRIMARY SUITE is a luxurious retreat, complete with tray ceilings and a SPA-LIKE EN-SUITE bath featuring dual vanities, a soaking tub, walk-in shower, and generous closet space, and HIGH-END newer bidets that add an extra touch of comfort and luxury. A PRIVATE OFFICE and spacious laundry room complete the main level. Upstairs, an EXPANSIVE LOFT provides the perfect space for a GAME ROOM, LOUNGE, or SECONDARY LIVING AREA. The second level is thoughtfully designed to accommodate family and guests alike, featuring four additional spacious bedrooms, including two connected by a CONVENIENT JACK-AND-JILL BATHROOM. The crown jewel awaits behind closed doors: YOUR VERY OWN PRIVATE MOVIE THEATER, delivering a true cinematic experience without ever leaving home. Outside, discover your personal backyard oasis, where a LARGE SCREENED LANAI overlooks the STUNNING RESORT- STYLE POOL with elegant water features, creating the perfect setting for sunset gatherings, weekend entertaining, or peaceful relaxation. The pool has been *UPGRATED SALTWATER CONVERSION SYSTEM*, enhancing the swimming experience while simplifying maintenance. Beyond its luxurious finishes, the home has also been thoughtfully *UPDATED with NEW HVAC UNITS* and a *WHOLE-HOUSE WATER SOFTENER SYSTEM*, providing added efficiency, comfort, and peace of mind for years to come. Perfectly positioned in THE HEART OF WINDERMERE, this extraordinary residence is surrounded by picturesque lakes, premier dining, upscale shopping, renowned public and private schools, and offers CONVENIENT ACCESS TO DISNEY, DOWNTOWN ORLANDO, AND ORLANDO INTERNATIONAL AIRPORT. Combining *LUXURY, CONFORT, AND EXECEPTIONAL LOCATION*, this is a rare opportunity to own one of Windermere Trails' most impressive residences.

9117 Outlook Rock Trail, Windermere

7867 Berkshire Oak Alley, Windermere
$499,990
4 Beds ⋅ 3 Baths ⋅ Westside Village SubDv. ⋅ 34786 Zip Code
Luxury Living in the Heart of Windermere! Welcome to this beautifully maintained 4 bedrooms and 2.5 bathrooms, single family home, located in the highly desirable community of Windermere. Situated on a charming alley-style streetscape, this elegant property offers the perfect blend of comfort, style, and convenience in one of Central Florida’s most sought-after locations. This spacious home features an open and functional floor plan with abundant natural light, generous living and dining areas, and thoughtfully designed spaces ideal for both everyday living and entertaining. Enjoy a fresh updated feel with NEW interior paint and NEW exterior paint, brand NEW carpets, NEW A/C(replaced in 2026) system, enhancing both the beauty and curb appeal of the home. The kitchen offers ample cabinetry, modern appliances, and a functional layout overlooking the main living area. The primary suite provides a relaxing private retreat with an en-suite bathroom and spacious closet space, while additional bedrooms flexibility for family, guests, or a home office. Enjoy outdoor Florida living with a private patio/backyard area perfect for relaxing or hosting gatherings. The community features beautifully maintained surroundings and convenient access to nearby parks, walking trails, and recreational areas. Ideally located just minutes from shopping, dining, top-rated schools, major highways, and world-famous attractions, including nearby Walt Disney World Resort. Easy access to Orlando, Winter Garden, and surrounding areas makes this an exceptional opportunity for homeowners seeking both convenience and lifestyle. Don’t miss your opportunity to own this beautiful Windermere home—schedule your private showing today!

7867 Berkshire Oak Alley, Windermere

12264 Montalcino Circle, Windermere
$5,390,000
4 Beds ⋅ 7 Baths ⋅ Casa Del Lago Rep SubDv. ⋅ 34786 Zip Code
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.

12264 Montalcino Circle, Windermere

13542 Gorgona Isle Drive, Windermere
$850,000
4 Beds ⋅ 3 Baths ⋅ Windermere Isle SubDv. ⋅ 34786 Zip Code
Virtually Staged. Lake View Home with Private Pool & Fireworks Views – Minutes from Walt Disney World Imagine living in a home that perfectly combines comfort, elegance, and practicality in one of the most desirable areas of Windermere. This beautiful residence offers stunning lake views and magical nightly fireworks views from Walt Disney World, creating a truly unique living experience. From the moment you arrive, the well-maintained landscaping and inviting front porch set a warm and welcoming tone. The home features 4 bedrooms and 3 full bathrooms, with a thoughtfully designed open-concept layout that seamlessly connects the living room, kitchen, and dining area. The gourmet kitchen is a true highlight, equipped with stainless steel appliances, custom cabinetry, quartz countertops, a double oven, and a spacious pantry—perfect for those who love cooking and entertaining. Sliding glass doors open to the outdoor space, where a private pool and summer kitchen are currently being completed and will be ready within one month, creating the perfect setting for relaxing or entertaining guests while enjoying the lake view. The primary suite is spacious and comfortable, featuring vinyl flooring, a generous walk-in closet, and a beautifully designed bathroom with dual vanities. The additional bedrooms also feature vinyl flooring, providing both comfort and easy maintenance throughout the home. The two-car garage offers ample space and convenience. Located in the desirable Windermere Isle community, residents enjoy resort-style amenities including a community pool, cabana, playground, and scenic walking trails. The home is also located near top-rated schools, as well as shopping, restaurants, and all the attractions and magic of Walt Disney World just minutes away. If you are looking for quality of life, a prime location, and a beautiful home for your family, this is the perfect opportunity. Schedule your private showing today and come fall in love with this exceptional home.

13542 Gorgona Isle Drive, Windermere

8236 Procida Isle Lane, Windermere
$1,010,000
6 Beds ⋅ 4 Baths ⋅ Windermere Isle Ph 2 SubDv. ⋅ 34786 Zip Code
This house is the perfect blend of luxury, comfort and modern convenience. From the moment you arrive, you're welcomed by a charming brick paver front porch that leads into a light-filled foyer with a private office at the front of the home. Beautiful flooring flows seamlessly throughout, no carpet! The stunning gourmet kitchen features 42” cabinets, gas appliances, light granite countertops, subway tile backsplash, a unique coffee bar nook with extra storage, and a spacious walk-in pantry with upgraded shelving—perfect for organization and functionality. Downstairs also offers a private bedroom and full bath with an oversized walk-in shower, ideal for guests or multigenerational living. Upstairs, you’ll find a versatile lounge area and four additional spacious bedrooms. The luxurious primary suite boasts a spa-like shower, upgraded vanity with extra storage, and a large walk-in closet complete with custom shelving. The upstairs laundry room includes enhanced shelving for optimal organization. Step outside to your screened-in private lanai overlooking a sparkling saltwater pool with heater, surrounded by mature landscaping that creates your own backyard oasis. Additional premium upgrades include EV outlet and charger, upgraded garage flooring, and a saltwater pool system for easy maintenance. Located in a vibrant community offering social events, a community pool, and playground—and situated near top-rated schools—this home is just a short drive from Disney property, making it perfect as a primary residence or vacation retreat.

8236 Procida Isle Lane, Windermere

13596 Gorgona Isle Drive, Windermere
$1,396,000
6 Beds ⋅ 5 Baths ⋅ Windermere Isle SubDv. ⋅ 34786 Zip Code
Stunning Two-Story Pool Home in Prime Windermere Location Welcome to this exceptional two-story residence located in the highly desirable Windermere area, offering the perfect blend of luxury, space, and comfort. With 6 generously sized bedrooms and an open, airy design, this home is ideal for families seeking both elegance and functionality. The primary suite is a true retreat, featuring a spacious layout and a walk-in closet, while the remaining bedrooms are equipped with built-in closets for added convenience and organization. The home offers 4 full bathrooms and 1 half bathroom, thoughtfully designed to accommodate both residents and guests with ease. As you enter, you are welcomed by an open floor plan enhanced by high ceilings that create a bright and expansive atmosphere throughout. The living room and dining room are impressively spacious, perfect for entertaining or enjoying everyday living in style. The beautifully designed kitchen features solid wood cabinets, stone countertops, and included appliances, combining timeless finishes with modern practicality. Step outside to your private outdoor oasis, where a fully equipped outdoor kitchen overlooks a large and stunning in-ground private pool. This space is ideal for hosting gatherings, relaxing, and enjoying Florida living year-round. The home also includes a 2-car attached garage and is located in a prime area with easy access to major roads and top-rated schools. This is a rare opportunity to own a remarkable home in one of Windermere’s most sought-after locations. Schedule your private showing today and experience everything this exceptional property has to offer.

13596 Gorgona Isle Drive, Windermere

13339 Roskin Lane, Windermere
$679,999
4 Beds ⋅ 3 Baths ⋅ Lake Sawyer South Ph 01 SubDv. ⋅ 34786 Zip Code
Your Windermere lifestyle starts here. This beautifully designed 4 Bed 2.5 Bath home with nearly 3,000 square feet combines space, savings, and an unbeatable location.From the moment you walk in, you'll appreciate the flexible layout featuring a private home office, expansive upstairs loft, oversized bedrooms, and a spacious primary suite designed for comfort. Whether you're working from home, hosting family, or simply looking for room to grow, this home adapts to your lifestyle. Love to entertain? Step outside to your fully fenced backyard complete with an outdoor kitchen and authentic brick oven. The perfect setting for weekend BBQs, pizza nights, holidays, and year-round Florida living. One of the home's biggest advantages is its solar panels, helping reduce monthly electric costs while providing long-term protection against rising utility rates. It's an investment that continues to pay you back month after month! Location is everything, and this one delivers. You're just 4 minutes from highly sought after Windermere High School, zoned for top-rated schools, approximately 15 minutes from Walt Disney World, with Disney fireworks often visible from the neighborhood. Enjoy quick access to Winter Garden, Hamlin, shopping, restaurants, major highways, and countless entertainment options, all while benefiting from a community with low HOA fees and no CDD. Homes that combine location, space, energy efficiency, and value in the Windermere area are becoming harder to find. Don't miss your opportunity to make this one yours. Schedule your private showing today before someone else calls it home.

13339 Roskin Lane, Windermere

13519 Bicton Lane, Windermere
$689,000
4 Beds ⋅ 4 Baths ⋅ Lakes/Windermere-Peachtree SubDv. ⋅ 34786 Zip Code
Welcome to Lakes of Windermere Peachtree, a sought-after gated community where luxury living meets unbeatable Central Florida convenience. This 4-bedroom, 3-bathroom home offers nearly 3,000 square feet of thoughtfully designed living space, a 3-car garage, and a brand-new roof and windows, giving buyers peace of mind and long-term value from day one. One of the most coveted features of this Windermere property is the nightly Walt Disney World fireworks view directly from your front porch, a truly magical experience exclusive to a handful of Central Florida homes. Out back, a private retreat awaits with a custom putting green perfect for golf enthusiasts, weekend entertaining, or simply unwinding in your own backyard oasis. Inside, an open-concept floor plan seamlessly connects the living, dining, and kitchen areas, ideal for modern family living and effortless entertaining. Upstairs, a generous bonus loft adds versatile flex space: use it as a media room, home office, playroom, or secondary lounge. The layout blends timeless style with the modern upgrades today's buyers expect. Residents enjoy resort-style amenities including a community pool, clubhouse, scenic walking paths, and a gazebo, all within a private gated setting. Zoned for top-rated Windermere schools and just minutes from Walt Disney World Orlando, Disney Springs, world-class dining, shopping, and major highways (I-4, SR-429), this home delivers the lifestyle Central Florida buyers are searching for. NEW WINDOWS | NEW ROOF | PUTTING GREEN | OFFERING CREDIT TOWARDS CLOSING FOR BUYERS *

13519 Bicton Lane, Windermere

6712 Thornhill Circle, Windermere
$680,000
5 Beds ⋅ 4 Baths ⋅ Lakes Windermere Ph 01 49 108 SubDv. ⋅ 34786 Zip Code
With timeless curb appeal and a front porch built for slow mornings, this Windermere home blends classic charm with the upgrades that make everyday life easier. Step inside and the ceilings rise, sunlight floods through, and hardwood floors (2021) lead you through open living and dining spaces that flow seamlessly into a remodeled kitchen with quartz countertops, updated cabinetry, and dual pantries that actually hold it all. The primary suite sits privately on the main floor with with a large walk in closet, and ensuite, while three additional bedrooms offer room to spread out — perfect for guests, a home office, or both. The main-level guest bath keeps accessibility in mind with a sleek zero-entry shower, while a nearby half bath makes life easier for everyday traffic. Upstairs, a full suite with its own bath creates the ideal spot for visitors, multi-generational living, or a tucked-away retreat when you need a breather. Covered porches in both the front and back extend your living outdoors, while a rear-entry two-car garage keeps the curb appeal clean. Inside the garage, a wheelchair ramp provides easy access from the garage — and can be removed by the seller if not needed. Major updates are already handled: newer roof (2021), water heater (2018), and one of two HVACs replaced in 2021. Low HOA dues get you high-return perks — a resort-style pool, lake pier for fishing and star-gazing, tennis, volleyball, basketball, playgrounds, and open green space for everything else. All of it just minutes from Windermere’s shops, dining, and top-rated schools. High ceilings, natural light, updates for modern comfort — this is the Windermere vibe, done right.

6712 Thornhill Circle, Windermere

12930 Vennetta Way, Windermere
$350,000
3 Beds ⋅ 3 Baths ⋅ Lake Sawyer South Ph 3 SubDv. ⋅ 34786 Zip Code
Welcome to this beautifully renovated 3-bedroom, 2.5-bathroom townhouse in Berkshire Park, a highly desirable community in the heart of Windermere, Florida. With 1,644 sq ft of meticulously maintained living space, this move-in ready home is perfect for anyone seeking comfort, style, and convenience—just minutes from Walt Disney World, top-rated schools, and all that Central Florida has to offer. Step inside and feel the care of the original owners, with brand-new carpet, fresh interior paint, new blinds, and professionally cleaned tile and grout throughout. The kitchen features modern appliances—including a refrigerator, dishwasher, and microwave—all less than two years old—plus a new faucet, garbage disposal, and updated fixtures for added convenience. The downstairs bathroom has been completely refreshed with a new vanity, toilet, and faucet, while the upstairs bathrooms feature new fixtures and faucets, and the primary bathroom includes newly upgraded exhaust fans for added comfort. The laundry room is upgraded for efficiency, with a high-performance exhaust fan, updated faucets, LED lighting, and thoughtful details that simplify daily routines. The garage is a standout feature, offering a new subpanel and GFCI-protected breakers, additional outlets, LED lighting, ceiling fan, and its very own AC unit—perfect for a home gym, workshop, or extra storage. Smart home touches include a Ring doorbell, Govee under-cabinet LED lighting, and an Aladdin smart garage door opener with keypad. Downstairs features sleek LED wafer lighting and dual ceiling fans in the living room for a stylish and energy-efficient vibe. Enjoy quiet evenings in your rear-facing backyard with peaceful conservation views, and hear the nightly Disney fireworks, and the nostalgic sounds of the Disney World Railroad —all from the comfort of home. Berkshire Park is part of an “A”-rated school district and known for its scenic walking trails, community pool, and proximity to everything—theme parks, shopping, dining, and major highways. This home is a rare find in one of Central Florida’s most coveted neighborhoods. Some images have been virtually staged using digital/AI technology to illustrate the potential use of the space. Furnishings, décor, and other digitally added items shown are not included with the property.

12930 Vennetta Way, Windermere

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Lakeside Homes for Sale, Horizon West FL

There are 87 homes for sale in Lakeside, Florida as of 2026-10-04, at a median list price of $560,000 and a median of 72 days on market. Every active Lakeside listing is above, newest first. What follows is what those listings add up to.

Lakeside market at a glance

Active listings87
Median list price$560,000
Median price per square foot$260
Median size2,147 square feet
Median year built2014
Median days on market72
On market 60+ days53 (60.92%)
Priced below original asking47 (54.02%)

Source: Stellar MLS via the Bridge RESO feed, pulled 2026-10-04. Updated weekly.

What the numbers say for Lakeside buyers

47 of the 87 Lakeside homes on the market (54%) are asking less than they did on day one, and 53 (61%) have been listed 60 days or longer. Those two figures are the practical case for making an offer here. A seller 72 days in who has already cut once is a different negotiation than one of the 34 listings still inside its first 60 days.

Across the 47 Lakeside listings that have already come down, the typical reduction is 3.86% off the original asking price. That is the size of a first concession, not a final one.

Lakeside homes by price range

Under $250,00000.0%
$250,000 to $400,0001921.8%
$400,000 to $600,0002832.2%
$600,000 and up4046.0%

Property types in Lakeside

Single Family Residence53
Townhouse27
Condominium7

Neighborhoods and subdivisions in Lakeside

Every Lakeside subdivision with an active listing or its own page here, ranked by inventory. A subdivision showing 0 still appears: this is a live MLS feed and inventory changes daily. Every one of the 87 Lakeside listings carries a subdivision name.

Lake Sawyer South11 active$555,000
Windermere Trls6 active$805,000
Windermere Isle5 active$950,000
Windermere Sound5 active$485,000
Lakes/Windermere4 active$587,500
Lake Burden South4 active$444,000
Westside Village4 active$859,500
Carrington3 active$449,000*
Lakeside/Lks/Windermere3 active$295,000*
Palms At Windermere3 active$989,990*
Enclave2 active$1,409,000*
Windermere Trls Prcl 32 active$456,500*
Casa Del Lago2 active$1,495,000*
Preston Square2 active$509,950*
Casa Del Lago Rep2 active$4,245,000*
Ashlin Park2 active$545,000*
Windermere Trails2 active$736,500*
Oasis Cove/Lakeside Village1 active$359,900*
Windermere Terrace1 active$639,000*
Legado 95/47 Lot 991 active$409,900*
Wickham Park1 active$610,000*
Lakes Windermere1 active$680,000*
Legado 95/47 Lot 1001 active$415,000*
Windermere Lndgs Fd-11 active$1,130,000*
Peachtree Park1 active$800,000*
Whickham Park1 active$399,000*
Windstone1 active$930,000*
Oasis Cove I/Lakeside Village1 active$324,900*
Palms/Windermere1 active$1,270,000*

Subdivision names come from the MLS as agents entered them. Active count and median list price as of 2026-10-04. * Medians on rows with fewer than 4 listings are indicative only. Open a subdivision for days on market, price per square foot and sales history.

More Lakeside subdivisions

No active listing today. Each page keeps its sales history and refills as inventory changes.

About Lakeside

Lakeside is the oldest village in Horizon West. Its comprehensive plan amendment is numbered 97-1-B-1-1, the first of the six, and that head start is why it has the most established housing stock and the widest mix of home types, condominiums included, where the newer villages are almost entirely houses and townhomes.

The village is known as the eastern gateway to Horizon West and was approved for 8,915 homes. Its center is not one development but two adjoining ones, Lakeside Village Center and Westside Shoppes, which together hold the largest range of shops and restaurants in Horizon West.

It is the village closest to Walt Disney World, close enough that many homes see the nightly fireworks. Its larger communities carry Windermere and lake names, among them Lake Sawyer South, Windermere Trails, Lake Burden South and Palms at Windermere, and Lakeside addresses carry a Windermere mailing city rather than Winter Garden.

Lakeside zip codes

34786 (87 listings)

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Frequently asked questions

How many homes are for sale in Lakeside, FL?

There were 87 active residential listings in Lakeside as of 2026-10-04, at a median list price of $560,000. That count comes from the Stellar MLS feed and is refreshed weekly.

What is the median home price in Lakeside, FL?

The median list price in Lakeside was $560,000 as of 2026-10-04, or about $260 per square foot. The median home on the market is 2,147 square feet and was built in 2014.

How long do homes take to sell in Lakeside?

Median days on market was 72 as of 2026-10-04. 53 of the 87 listings, 61% of the Lakeside market, have been listed 60 days or longer, and that is where most of the negotiating room sits.

Are Lakeside sellers reducing their prices?

47 Lakeside listings, 54.02% of the market, are now asking less than they did originally, at a median reduction of 3.86%. That is the size of a typical first concession here, and it is usually not the last one.

What neighborhoods are in Lakeside, FL?

37 named subdivisions had at least one active listing in Lakeside as of 2026-10-04, and every one is listed above with its active count and median list price. Lake Sawyer South led with 11 active listings at a median of $555,000.

What zip codes cover Lakeside, FL?

Lakeside listings sat in 1 zip code as of 2026-10-04: 34786 with 87 active listings.

The Homes In Orlando Team at NextHome Neighborhood Realty covers Orange, Seminole, Lake and Volusia counties. Call or text 407-616-9019 to see any Lakeside listing on this page.