Windermere Homes with Mediterranean Architectural style

Windermere Homes with Mediterranean Architectural style

Welcome to Windermere, Florida, a picturesque town nestled in the heart of Orange County, where charming lakes and lush landscapes create a serene backdrop for a vibrant lifestyle. Known for its stunning waterfront views and friendly community atmosphere, Windermere is a hidden gem that offers an exceptional quality of life. With its close proximity to Orlando, residents enjoy easy access to world-class entertainment, dining, and shopping, all while savoring the tranquility of suburban living.

One of the most captivating features of Windermere is its beautiful homes, many of which showcase the exquisite Mediterranean architectural style. Characterized by tile roofs, stucco exteriors, and arched doorways, these homes exude elegance and charm. The Mediterranean influence is evident in the lush gardens and outdoor spaces that seamlessly blend with the natural surroundings, creating an inviting oasis for relaxation and entertainment.

Living in a Mediterranean-style home in Windermere means embracing a lifestyle that celebrates both luxury and comfort. Spacious floor plans often include high ceilings, open-concept layouts, and large windows that invite natural light, making each home feel warm and welcoming. Whether you’re hosting a family gathering or enjoying a quiet evening with a book, these homes provide the perfect setting for every occasion.

Windermere is not just a place to live; it’s a community where neighbors become friends and memories are made. Discover the beauty of Mediterranean homes in Windermere and experience the charm of this enchanting town. Your dream home awaits!

Newest Windermere Homes with Mediterranean Architectural style

5 Beds ⋅ 7 Baths ⋅ Bellaria SubDv. ⋅ 34786 Zip Code

BELLARIA ESTATE. Toll Brothers-built Spanish/Mediterranean estate on a 0.76-acre homesite in Bellaria, Windermere's 64-home, 24-hour guard-gated enclave off Lake Butler Road. Built in 2014 and offering 5 bedrooms, 6 baths, 1 office, and 5,667 sq ft across two stories, with block-and-stucco construction, a tile roof, and mature, tree-lined landscaping framing a paver drive and 3-car garage. LIVING SPACES. The plan is designed around everyday living and entertaining alike, with generous formal and casual gathering areas, an open kitchen at the heart of the home, and a first-floor primary suite. Upstairs, the secondary bedrooms and bonus space give family and guests room of their own. OUTDOOR LIVING. Out back, the covered lanai opens to a heated pool and spa with a full summer kitchen, all set against the privacy of the oversized lot, a true year-round Florida outdoor room. LOCATION. Zoned for Windermere Elementary, Bridgewater Middle, and Windermere High, and minutes to Winter Garden Village, Downtown Windermere, Disney, and the 429 for a quick run to the airport or downtown Orlando. Quarterly HOA covers the manned gate, and community park. SHOWINGS. Private showings by appointment. Pre-approval or proof of funds requested prior to scheduling.

13322 Bellaria Circle, Windermere

5 Beds ⋅ 7 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Expansive golf course and water views abound from this impressive Keene’s Pointe estate residence, located on the 3rd green of the renowned Jack Nicklaus Signature Golf Course. Be welcomed by a grand foyer that flows seamlessly into a formal dining room: a refined, inviting space that blends timeless architectural character with luxury finishes. Framed by exposed wood beams, arched wall details, and wrought iron accents, the room feels warm yet grand. Nearby, the living room offers a more relaxed ambiance that elevates everyday living while providing a sophisticated backdrop for entertaining. An expansive primary bedroom and bathroom suite, office, and pool bath are located off the foyer. The chef’s kitchen feature stainless steel appliances—including a double oven and built in refrigerator—that create a seamless, upscale workflow, while the adjacent breakfast nook provides a sunlit place to enjoy morning coffee. A secondary suite on the first floor is perfect for visiting guests. Three upstairs bedroom suites share a common space for homework or socializing and a large bonus room with bar and balcony is a favorite place to entertain friends. A designated home theater is perfect for relaxing while enjoying favorite shows. Outside is a summer kitchen, fireplace, and lounge area for enjoying the Florida weather. The large resort-style pool and spa with waterfall complete the setting. Home is located across the street from the golf course driving range. Residents of Keene’s Pointe enjoy a sought-after country club lifestyle, with optional membership to the Golden Bear Club offering championship golf, tennis, dining, and a vibrant social calendar—making this one of Central Florida’s most desirable places to call home.

8142 Tibet Butler Drive, Windermere

6 Beds ⋅ 5 Baths ⋅ Windermere Trls Ph 1c SubDv. ⋅ 34786 Zip Code

Flexible living takes center stage in this 4,563-square-foot Windermere Trails home, where six bedrooms, four-and-a-half baths, multiple gathering spaces, and a substantial screened outdoor area create room for everyday life to unfold comfortably. The kitchen anchors the main living area with white cabinetry, a tiled backsplash, stainless-finish appliances, double wall ovens, and a large island with seating, keeping meal preparation connected to the surrounding living and dining spaces. A separate dining room and additional front room add even more flexibility downstairs, while upstairs, the expansive loft functions as a true second living area with plenty of room for recreation, hobbies, a workspace, or additional lounging space. The primary suite includes an en suite bath with dual sinks, a separate tub, and a glass-enclosed shower, while five additional bedrooms and multiple baths provide a layout with plenty of options throughout the home. One of the property’s most memorable spaces is the large screened and covered lanai stretching across the rear of the home, creating a shaded extension of the interior living areas and opening to the fenced backyard beyond. Set on a 10,400-square-foot lot in Windermere Trails, the home also offers access to visible neighborhood amenities including a community pool, playground, and covered pavilion. With generous interior square footage, adaptable living spaces, and a strong indoor-outdoor connection, this home offers a layout designed to accommodate a wide range of everyday needs.

8701 Iron Mountain Trail, Windermere

6 Beds ⋅ 7 Baths ⋅ Casabella SubDv. ⋅ 34786 Zip Code

Welcome to this beautifully furnished luxury residence in the guard-gated community of Casabella in Windermere. Situated on a private half-acre homesite, this impressive Toll Brothers Villa Divina model offers approximately 6,881 square feet of thoughtfully designed living space featuring 6 bedrooms, and 7 full bathrooms. The home showcases elegant architectural details, soaring ceilings, abundant natural light, and expansive living areas designed for both everyday comfort and entertaining. The gourmet kitchen features premium appliances, custom cabinetry, an oversized island, generous workspace, and a seamless connection to the family room and dining areas. The first-floor primary suite provides a private retreat with a spa-inspired bathroom featuring dual vanities, a walk-in shower, and spacious closet areas. Additional bedrooms, a second-floor media room, loft, office, and flexible living spaces provide exceptional versatility. The outdoor living area features a private in-ground pool, covered lanai, and beautifully landscaped surroundings. Additional highlights include a three-car garage, tile roof, refined finishes, abundant storage, and carefully selected furnishings throughout. Offered fully furnished, this residence provides a seamless opportunity to enjoy Windermere living in one of Central Florida’s desirable gated communities. Conveniently located near premier shopping, dining, golf, entertainment, major roadways, and area attractions, this Casabella estate combines elegance, comfort, and convenience.

4201 Isabella Circle, Windermere

5 Beds ⋅ 6 Baths ⋅ Isleworth West SubDv. ⋅ 34786 Zip Code

Stately and elegant lakefront estate showcasing the best of Isleworth West. This grand home spans more than 7,000 square feet with 5 bedrooms- of which, four are on the ground floor – plus office, gym, library, storage room, upstairs media room and downstairs bonus room, perched along Lake Louise, the only lake on the Butler Chain surrounded by Isleworth. Expansive formal and living spaces are highlighted by picturesque lake views. The seamless flow from room to room takes full advantage of a layout built for living. The chef’s kitchen with island, gas cooktop, stainless appliances, hidden walk-in pantry, and built-in hutch offer an abundance of space for entertaining or family gatherings. The primary retreat offers an escape from the ordinary with peaceful lake views, a master bath with jetted tub, garden and water view shower, and a showstopping two-story custom closet that will be the envy of all. The executive office with wood walls and built-in shelving offers a luxurious setting for attending to business from home. Three secondary bedrooms on the main floor are all spacious and feature ensuite bathrooms. Upstairs is a fourth bedroom, gym, library, and open media room with balcony. Outdoor amenities include a screened patio with summer kitchen, oversized resort-style pool with travertine decking, large green space, and private dock with covered boat lift plus dock-mounted jet-ski lifts, and 3-car garage. Home also includes a full-house generator. This coveted location within Isleworth West offers an intimate setting with a limited number of homesites and no pass-through traffic. Community is regarded as Central Florida’s most exclusive address with 24-hour manned gates, a full security force, and available on-site home services for carefree living. Isleworth Golf & Country Club is located within the community offering optional membership opportunities.

6055 Louise Cove Drive, Windermere

6 Beds ⋅ 7 Baths ⋅ 34786 Zip Code

Spectacular Private Gated Lakefront Estate on Lake Olivia in Windermere - From the moment you enter through the custom iron gates, you are welcomed into a private lakefront estate unlike any other. Nestled on 1.75 acres along the shores of Lake Olivia, this custom-built Mediterranean residence showcases Tuscan-inspired architecture, mature landscaping, and a winding paver drive creating a true sense of arrival and privacy. Offering six bedrooms, all with ensuite bathrooms, including a private attached mother-in-law suite, this estate features an ideal floor plan with nearly all living spaces and five bedrooms conveniently located on the main level, with the sixth bedroom and bonus/media space upstairs. Elegant craftsmanship is showcased throughout with stone accents, travertine and granite finishes, and refined details. The primary retreat features French doors opening to the screened lanai with pool and lake views, dual custom closets, and a luxurious bath complete with stone flooring, tiled shower, jetted tub with fireplace and mounted TV, dual vanities, private water closet with bidet, and illuminated makeup area. The attached sixth bedroom suite offers a private side entrance, separate kitchen, sitting area, and serene lake views, perfect for guests or multigenerational living. The gourmet chef’s dream kitchen features double islands, granite countertops, premium appliances including a full-size professional Wolf 6-burner and griddle gas range with double ovens, 48” Sub-Zero Pro refrigerator/freezer with lit glass door, food warmer drawer, additional convection oven, wine fridge, and butler’s pantry. Additional highlights include a separate media/games room upstairs, formal living and dining spaces, spacious laundry room with pantry storage, and an oversized 3-car garage with keypad entry, side entrance, and epoxy flooring. The expansive 1,200+ square-foot screened lanai spans the rear of the home and is fully protected with 8 remote hurricane shutters. Enjoy multiple gathering areas overlooking the pool and lake, a summer kitchen with Viking grill, hood, fridge and sink, stone fireplace, teak ceilings, and a breathtaking lagoon-style saltwater pool with heart-shaped spa. Recent enhancements totaling over $200,000 include all-new light fixtures and ceiling fans, whole-house generator with automatic transfer capability restoring power in under 15 seconds during an outage, Leaf Guard gutter system, new AC system, remote hurricane shutters, roof tile servicing and sealing for pest protection, newly installed side pavers, and fresh interior paint. Take in the stunning lake views from the oversized boathouse and screened dock room, featuring a motorized boat lift with direct access to Lake Olivia — a private spring-fed lake with no public access, sandy bottom, and exceptional opportunities for boating, skiing, and fishing. A rare opportunity to own a private lakefront estate with no HOA offering architectural elegance, exceptional entertaining spaces, modern upgrades, and the tranquility of one of Central Florida’s most desirable private lakes. Conveniently located near world-class shopping, major highways, and area attractions. Move-in ready and available for immediate showings with 360 Tour and floorplan available.

9679 Westover Roberts Rd, Windermere

4 Beds ⋅ 5 Baths ⋅ Casa Del Lago Rep SubDv. ⋅ 34786 Zip Code

Virtually Staged. Welcome to 12102 Montalcino Circle, an exceptional custom built waterfront estate located in one of Windermere's most sought after gated communities, Casa Del Lago. Perfectly positioned at the end of a quiet cul-de-sac on 1.41 acres along the shores of Lake Burden, this extraordinary residence is offered fully furnished and showcases breathtaking water views, nightly Disney fireworks from the backyard, and a private boat dock complete with water, electric, and a boat lift. Designed for year round enjoyment, the outdoor living space features a heated pool and spa, a covered summer kitchen with a built in grill, sink, refrigerator, and bar seating, along with a fire pit, creating the ultimate lakefront retreat from the moment you arrive. Inside, timeless craftsmanship and thoughtful design are showcased throughout. Just beyond the foyer, the formal dining room welcomes guests with a coffered ceiling and is complemented by a wet bar with a dedicated wine closet, creating an elegant setting for entertaining. Nearby, a private office or den offers a quiet retreat for work or relaxation. The spacious living room is highlighted by a matching coffered ceiling, a gas fireplace, and pocket sliding glass doors that disappear completely, creating a seamless transition between the indoor living areas and the outdoor entertaining spaces. The beautifully appointed kitchen blends style and function with granite countertops, stainless steel appliances, a natural gas cooktop, a tile backsplash, and a breakfast nook overlooking the pool and sparkling waters of Lake Burden. The first floor primary suite is a private sanctuary with breathtaking lake views and direct access to the lanai. The primary bath features separate vanities, a soaking tub, an oversized walk in shower with dual shower heads, and an expansive walk in closet. A second first floor bedroom with its own en suite bath, walk in closet, and peaceful pond views provides an ideal space for guests or multigenerational living. Upstairs, a generous bonus room serves as the perfect gathering space, complete with a fireplace, wet bar, and sliding glass doors that open to a private balcony overlooking Lake Burden. One upstairs bedroom features its own en suite bath, while the second is conveniently located just steps from a full bath, providing comfortable accommodations for family and guests. Perfectly positioned just minutes from downtown Windermere, Winter Garden Vineland Road, Restaurant Row, Walt Disney World, and Orlando International Airport, this remarkable estate offers an exceptional combination of privacy, luxury, and convenience.

12102 Montalcino Circle, Windermere

5 Beds ⋅ 5 Baths ⋅ Aladar On Lake Butler SubDv. ⋅ 34786 Zip Code

Set beneath a canopy of majestic live oaks along the shores of the Butler Chain of Lakes, this timeless estate has been comprehensively reimagined to blend enduring architecture with modern luxury. Rebuilt with uncompromising attention to detail, every major component of the home has been replaced, including the roof, windows & doors, HVAC systems, water heaters, pool equipment, dock, and landscaping. The home is also complete with a professionally curated furnishing package by Wassers. A refined palette of natural materials and exceptional craftsmanship defines every space, including custom Italian cabinetry, a premium SKS appliance suite, Taj Mahal quartzite countertops and full-height backsplashes, imported Portuguese limestone extending seamlessly from the interior to the pool terrace, and wide-plank light oak flooring throughout the upper level. Arched impact-rated windows and doors frame picturesque lake views while filling the home with natural light. Privately positioned to maximize the home's spectacular waterfront setting, the primary suite serves as a luxurious retreat featuring its own fireplace, a spacious sitting area, and a private balcony overlooking the lake. The spa-inspired bath rivals those found in the world's finest resorts, showcasing a dramatic wet room with a hand-carved marble soaking tub, handcrafted marble vanity, exquisite limestone, and an extraordinary custom Italian wardrobe system. Designed for effortless indoor-outdoor living, the private courtyard is inspired by timeless Mediterranean estates and framed by graceful arcades, tapered stone columns, restored architectural lanterns, and custom lighting. A freeform pool and elevated spa create a tranquil focal point, while the fully equipped summer kitchen, multiple covered terraces, and expansive entertaining spaces provide an exceptional setting for lakeside gatherings. Beyond the courtyard, beautifully landscaped grounds lead to a restored private dock and covered boathouse with direct access to the renowned Butler Chain of Lakes. No detail was overlooked, with additional highlights including a private elevator, custom wine room, designer lighting, thoughtfully restored architectural details, and curated finishes that create a timeless residence balancing warmth, elegance, and seamless indoor-outdoor living. Situated on renowned 2nd Avenue just moments from downtown Windermere, this remarkable residence establishes an entirely new benchmark for luxury renovation. Meticulously executed, flawlessly designed, and unlike anything else available today, this is more than a home it is a legacy property destined to become one of Central Florida's most iconic waterfront estates.

800 W 2nd Avenue, Windermere

4 Beds ⋅ 4 Baths ⋅ Casa Del Lago-Replat SubDv. ⋅ 34786 Zip Code

Welcome to this impeccably designed, all-on-one-floor luxury custom home located in one of the most sought-after gated communities of Windermere, Casa Del Lago, where timeless Mediterranean architecture meets refined Florida living. This exceptional home offers four bedrooms and four full bathrooms and is thoughtfully designed with custom details, designer features, modern décor, graceful indoor-outdoor flow, and resort-style outdoor living. From the moment you arrive, the home makes a lasting impression with its classic barrel tile roof, stone-accented exterior, brick-paved driveway, lush landscaping, and charming private courtyard entry. Inside, you are greeted with style and elegance, welcomed by soaring ceilings, elegant archways, rich crown molding, designer lighting, beautiful travertine flooring throughout the main living areas, and hardwood flooring in the bedrooms. The bright and inviting formal living and piano room features tray ceiling details and expansive sliding glass doors that open to the covered lanai and pool area, creating a seamless connection between indoor comfort and outdoor relaxation. The open layout flows beautifully into the family room, making it ideal for everyday living and entertaining. The family room showcases a beautiful onyx wall with an electric fireplace and built-in surround sound system, creating a warm and elegant focal point for the home. The gourmet kitchen offers granite countertops, custom cabinetry, premium appliances, a built-in oven, microwave, refrigerator, dishwasher, disposal, gas cooking, kitchen exhaust hood, and a water filtration system. It connects to the butler’s area, which leads to the formal dining room. The private owner’s suite is thoughtfully separated from the secondary bedrooms, offering a sense of personal sanctuary and a peaceful retreat with generous space and a luxurious bathroom featuring dual vanities, a garden tub, and a frameless glass shower. Additional bedrooms provide comfort and flexibility for family, guests, or a home office. The home also features custom built-in closet shelving, providing excellent storage and organization. The outdoor living area is truly special, featuring a screened covered lanai with rich wood ceiling detail, built-in surround sound system, gas grill, outdoor vent hood, dining area, and lounge space overlooking the sparkling heated pool and jacuzzi/spa. Surrounded by tropical landscaping, palm trees, privacy walls, fencing, water features, and multiple seating areas, the backyard creates a private resort-style setting perfect for relaxing, entertaining, and enjoying beautiful Florida evenings — with the added charm of being close enough to enjoy Disney-area fireworks. Additional upgrades include a Tesla charger connection and thoughtful custom features throughout the home. This home offers convenient access to Disney theme parks, world-class entertainment, shopping, restaurants, major highways, and some of the area’s top public and private schools, including nearby Windermere Preparatory School. A rare opportunity to own a custom luxury home with timeless design, elegant finishes, privacy, and exceptional indoor-outdoor living in one of Central Florida’s most desirable locations. This home is truly a dream come true.

12417 Montalcino Circle, Windermere

4 Beds ⋅ 6 Baths ⋅ Reserve At Belmere Ph 02 48 144 SubDv. ⋅ 34786 Zip Code

Stunning Lakefront Mediterranean Retreat on Lake Whitney! Discover this spacious, breathtaking lakefront home nestled along the banks of Lake Whitney. Enjoy spectacular views from your private dock, deck, boat lift, & open-air boathouse, perfect for water sports, lake-side entertaining, BBQs, & catching mesmerizing sunsets. Ski friendly Lake Whitney is a great spot for wakeboarding, jet skiing or water skiing. Designed for the ultimate lake lifestyle, this home features Tuscan-inspired landscaping, an infinity pool & spa, plus expansive outdoor entertaining areas. Host unforgettable gatherings with an outdoor grill & kitchen, patio dining, outdoor fireplace, & comfortable seating, all under a screened enclosure for year-round enjoyment. The gourmet kitchen is a chef’s dream, equipped with ultra-premium Viking appliances; including a double oven, dishwasher, gas cooktop, refrigerator, & wine cooler. Granite countertops, a spacious island, walk-in pantry, dual sinks, & open layout seamlessly connect to the living & dining areas. A full-size laundry room with front-loading washer and dryer, sink, & tall cabinets adds convenience. The ground level offers a formal dining room & an office/library with built-in shelving. The massive primary suite boasts stunning lakefront views, while the luxurious master bathroom features a walk-in closet, granite countertops, dual garden baths with massage jets, a sauna, and privacy toilet and bidet. Elegant French doors lead into a welcoming foyer, with soaring ceilings and a grand staircase leading upstairs. The 2nd floor includes 3 bedrooms, 3.5 bathrooms, & a versatile game room or theater with built-in entertainment & a microwave. Three bedrooms have private baths, & an elevated outdoor covered patio offers additional lake views with ceramic tile flooring. An oversized three-car garage with electric doors, double water heaters, & ample storage completes this exceptional home. Experience the charm of Tuscany combined with the luxury of lakefront living in Central Florida! Schedule your private tour today and make this dream home yours! Sold as-is, where-is. No Seller’s disclosures. Seller is making no warranties or representations of property condition. Room dimensions are approximate & should be independently verified. Proof of funds/pre-approval letter required with all offers. Buying party is responsible for verifying whether property condition will qualify for buyer’s specific loan program. If applicable, HOA or Condominium monthly dues may be subject to changes, special assessments & must be verified by buyer. Monthly dues often adjust on January 1st of each year. Some condominiums may also charge an initial “Capital Contribution” payable at closing. MLS information deemed reliable, but not guaranteed. Parties are advised to verify. The seller requires a 10 DOM holding period prior to entertaining any offers. *Per our seller, please ensure all potential buyers view the interior of the property prior to submitting offers. Agents must always accompany buyers during showings. Seller will not entertain sight-unseen offers. Please factor any repair estimates into the offer.* There's a 7-minute interior video walk-through available under Virtual Tour in MLS.

1238 Lake Whitney Drive, Windermere

4 Beds ⋅ 6 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Set on an elevated corner homesite within Isleworth, this four-bedroom residence presents a unique opportunity to secure a coveted address in one of Central Florida's most distinguished private golf communities. Encompassing more than 4,700 square feet, the property offers exceptional potential for renovation, customization, or the creation of a new vision tailored to today's luxury lifestyle.Positioned overlooking the 6th tee of Isleworth's renowned championship golf course and across from a scenic pond with water features, the homesite enjoys a picturesque setting with golf and water views and mature landscaping. Existing amenities include a pool, summer kitchen, circular driveway, and a three-car garage.For buyers seeking an opportunity to personalize a home within Isleworth or establish a long-term presence in this exceptional community, few properties offer such a compelling combination of location, scale, and potential. Surrounded by the Butler Chain of Lakes and secured by four staffed guard gates, Isleworth is renowned for its championship golf, exceptional amenities, and unparalleled lifestyle, with club membership available separately.

5073 Latrobe Dr, Windermere

4 Beds ⋅ 3 Baths ⋅ Butler Bay SubDv. ⋅ 34786 Zip Code

Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a welcoming bar and an adjacent dining area that comfortably seats six, while a separate formal dining room adds flexibility for holidays and special occasions. The main living area is wrapped in expansive windows, filling the home with natural light and framing tranquil lake scenery throughout the day. Step outside to a covered lanai and screened pool area ideal for quiet mornings, sunset dinners, and everything in between. Take a dip in the saltwater pool, now enhanced with a new pool heater and an Aqua Link pool & spa control system for simple, modern management. The primary suite is a private retreat with captivating lake views and a spa-like bath featuring large windows overlooking a secluded courtyard. Three additional bedrooms provide plenty of space for family, guests, or a home office setup. For true lakefront living, enjoy the newer dock with a covered boat lift, perfect for skiing, cruising, kayaking, or paddle boarding whenever the mood strikes. Upgrades and highlights include double pane windows and sliding glass doors, Shark Coating garage floors, a water purifier, Paradise Grill outdoor kitchen with cover and TV, new pool heater, two brand new AC units, a new water heater, plus additional notable improvements throughout. This is the Windermere waterfront lifestyle, refined, relaxed, and ready to enjoy. Be sure to click on the virtual tour links.

2503 Butler Bay Drive N, Windermere

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