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$2,200,000
5 Beds ⋅ 5 Baths ⋅ Davis Shores SubDv. ⋅ 34786 Zip Code
Gorgeous canal-front home with direct access to the Butler Chain of Lakes and just four blocks from the heart of downtown Windermere, this 2024 luxury remodel offers the perfect blend of modern living and small-town charm. Minutes from Food Truck Fridays, local cafés, parks, tennis courts, and year-round community events, this home blends modern elegance with the warmth of small-town living. Step inside to an open, grand gathering space framed with natural wood beams, a gas fireplace, and a seamless flow into a chef-inspired kitchen. Featuring state-of-the-art GE Monogram appliances, a Taj Mahal quartzite island, restaurant-quality crushed ice, a 100+ bottle wine cooler, a full bar and coffee lounge, and a spacious walk-in kitchen pantry—this home invites effortless entertaining. Throughout, new wide-plank laminate wood floors set a refined, cohesive tone. Additional highlights include professional designer wallpaper in the dining room and powder bath, smart bidet in the primary bath, and a fully integrated smart-home lighting, shade, and security system. The primary suite is a private sanctuary, complete with a fully reimagined spa bath wrapped in marble and porcelain, a freestanding soaking tub, and two custom-designed closets. There are three more en suite bedrooms offering privacy and convenience. This corner-lot haven is framed by mature oak trees and newly installed landscaping and irrigation. A beautiful outdoor deck and built-in fire pit creates a cozy retreat for gatherings. Follow the canal behind the home to access the world-renowned Butler Chain of Lakes. The boathouse features an electric lift, dual Sea-Doo floating docks, and instant access to some of Florida’s most coveted waterways.

81 Oakdale Street, Windermere
$1,750,000
4 Beds ⋅ 6 Baths ⋅ Davis Shores SubDv. ⋅ 34786 Zip Code
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.

84 Oakdale St, Windermere
$1,400,000
3 Beds ⋅ 3 Baths ⋅ Davis Shores SubDv. ⋅ 34786 Zip Code
Welcome to 20 Oakdale Street, an exceptional waterfront luxury residence in the highly sought-after Town of Windermere with direct access to Lake Down and the Butler Chain of Lakes offering an ideal blend of elegance, privacy, and Florida lifestyle, this beautiful home is perfectly positioned to enjoy the area's charming small-town atmosphere while remaining just minutes from world-class dining, shopping, golf, and attractions * Incredible backyard * Summer Kitchen with Pizza Oven * Firepit with Stone Seating * Boathouse * Viking 6 Burner Gas Cooktop * Viking Fridge * Built in 2004 * 2 Suites on 1st Floor * Step inside to discover spacious living areas filled with natural light, soaring ceilings, and thoughtfully designed spaces perfect for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into inviting gathering spaces, while the generous bedrooms provide comfort and privacy for family and guests. * Outside, enjoy your own private retreat with beautifully landscaped grounds, ample outdoor living space, and the opportunity to experience everything that makes Windermere one of Central Florida's most desirable communities. Whether relaxing by the pool, hosting friends, or taking advantage of nearby lakes and recreation, this home offers the lifestyle you've been searching for. * Located within close proximity to top-rated schools, renowned golf courses, the Butler Chain of Lakes, and just a short drive to downtown Orlando and major theme parks, this is a rare opportunity to own a premier property in one of Florida's most coveted addresses.

20 Oakdale Street, Windermere
$1,160,000
3 Beds ⋅ 2 Baths ⋅ Davis Shores SubDv. ⋅ 34786 Zip Code
CANAL FRONTAGE ON 2 SIDES! Extremely RARE in the TOWN OF WINDERMERE, a single story 3/2 in a CUL-DE-SAC, on a PAVED STREET with a DOCK and CANALS ON 2 SIDES giving DIRECT ACCESS to LAKE DOWN AND WASEON BAY and the ENTIRE BUTLER CHAIN BEYOND. This lovingly maintained home is move-in ready, ready for your personal touches, or the ideal lot for your waterfront dream home. Extensive landscaping with abundant flowering plants and a covered front porch provide a warm welcome to this spacious ranch home. A foyer divides the kitchen and living spaces from the bedroom wing. The kitchen features solid surface countertops, wood cabinets and a breakfast nook with views of Lake Down. A large formal dining room and living room offer ample space for hosting holidays and entertaining family and friends. An absolutely enormous family room with wood plantation shutters is anchored by a beautiful wood burning fireplace and views of the canals. The spacious bedrooms feature vaulted ceilings and California closet organizers. The primary suite has an en-suite bathroom and sliding doors to a large, covered patio in the rear. The primary bath and hall bath have been beautifully updated. The large rear and side yards are also heavily landscaped with wood paths, mature cypress trees and unparalleled views of the canals. There is a COVERED DOCK in the rear. This is a NATURAL GAS home with hookups for the GRILL, DRYER and TANKLESS WATER HEATER. One of the 2 car garage bays currently houses a SAUNA. ROOF REPLACED in 2019, A/C in 2016. This is what Windermere living is all about - a large cul-de-sac waterfront lot on the Butler Chain of Lakes and a short distance to the shops and events in downtown Windermere.

2 Oakdale Street, Windermere
$1,050,000
4 Beds ⋅ 2 Baths ⋅ Davis Shores SubDv. ⋅ 34786 Zip Code
BUTLER CHAIN OF LAKES. Tucked away on the charming, tree-lined Oakdale Street, one of the most cherished streets in the Town of Windermere, this unique property offers a rare opportunity to enjoy lake views and quick access to Lake Down, part of the prestigious Butler Chain of Lakes, which consists of 13 interconnected, spring-fed lakes known for their clarity, beauty, and recreational lifestyle. With only a short and serene stretch of canal between you and the open water, this home delivers the feel of true lakefront living. Wake up to peaceful sunrise views over the water and take full advantage of year-round lakefront activities—boating, water skiing, fishing, or simply relaxing on your boat and soaking in the natural beauty that surrounds you. Set on approximately 0.40 acres, the property currently features a 4-bedroom, 2,191 sq. ft. home filled with warmth, character, and decades of stories and memories. Whether you're looking to renovate the existing structure or start fresh with a new vision, this homesite holds incredible potential in one of Central Florida’s most coveted lake-access communities. Life in Windermere offers far more than just beautiful surroundings, it’s a lifestyle. Residents enjoy exclusive access to private sandy beach areas, tennis courts, boat launches, and playgrounds. The town is fully golf-cart friendly, and just a short ride brings you to the library, cozy cafés, local restaurants, charming boutiques, wine shops, and neighborhood stores, including the soon-to-open Village Center with a variety of new businesses. Windermere also hosts a beloved weekly farmers market and monthly food truck nights, cultivating a vibrant and welcoming community year-round. Adding to the appeal, the Town of Windermere maintains its own police department, offering residents an added sense of peace of mind. With no HOA, homeowners enjoy greater flexibility and freedom. Conveniently located near top-rated schools, Sand Lake Road’s Restaurant Row, private country clubs, major highways, the airport, and Orlando’s world-renowned attractions, this property strikes the perfect balance between peaceful lake living and urban convenience. Don’t miss your chance to own this rare Butler Chain of Lakes property, right in the heart of Windermere.

65 Oakdale Street, Windermere
$998,000
2 Beds ⋅ 1 Baths ⋅ Davis Shores SubDv. ⋅ 32080 Zip Code
This charming older home in a highly desirable area of St. Augustine offers a unique blend of comfort and location. With 2 bedrooms and 1 bath, it’s perfect for those seeking a cozy retreat. Situated on a protected tidal basin, the property features a dock and boat lift, making it ideal for boating enthusiasts. You’ll love the proximity to beautiful beaches, downtown Historic St. Augustine, and local state parks. Enjoy stunning eastern views and breathtaking sunrises from the spacious composite deck in the back. This home is a perfect blend of quaint character and modern convenience, set in a picturesque location.

93 Dolphin Drive, St Augustine
$700,000
5 Beds ⋅ 3 Baths ⋅ Davis Shores SubDv. ⋅ 32080 Zip Code
MOTIVATED SELLER!! GREAT DEAL!! One of the TOP neighborhoods in St. Augustine. Just steps away from the Bridge of Lions and all the dining, museums and shopping in Historic Downtown. Ride your bike to the beach or Amphitheater. Stroll to dinner on Anastasia Blvd. And nearby RB Hunt Elementary is A Rated School! This 5 bedroom/3 bathroom house is perfect for families, investors or as a second home. Open floor plan, updated kitchen and bathrooms, wood floors throughout, two new AC systems, separate laundry room, two car garage and fenced yard with room for a pool! Huge driveway to welcome all of your guests who will want to stay. Enjoy the sneak peak view of the Fort across the water and park your boat at the nearby marina just steps away. Build a widow's walk and get a 360 degree view of intracoastal, downtown and ocean. House has never flooded and is exceptionally built. Homes across the street are some of the most expensive on the island. Don't miss this chance to own a piece of paradise with all the walkable conveniences. Showings by appointment only.

43 N Saint Augustine Boulevard, St Augustine
$599,900
4 Beds ⋅ 2 Baths ⋅ Davis Shores SubDv. ⋅ 32080 Zip Code
Back on the Market after financing failed. It's your opportunity. The SELLER will Consider SELLER financing terms with qualified buyer. Make this property your own! either personal Florida Home or investment, as it was a former revenue producing Air bnb and may easily be returned to such. This LOCATION is primely situated between Historic Downtown St. Augustine and BEACHES. Walkability to many trendy restaurants, along Anastasia Blvd. Bike Friendly Neighborhood. This Mid-Century modern 4 bedroom 2 bath home was owned by original family until current owner took possession. Now it's your opportunity to personalize with a few new updates. Turn key AS IS, with many updates already completed. The spacious floor plan allows for family, holiday entertaining or just comfortable living. Watch the 4th of July fireworks from the slated floor lanai which wraps around the full frontal view. All of the bedrooms have cedar lined closets, with the Master Suite closet being walk-in. While some personal touches are still needed the following improvements have been made; New stainless stove, new Trex 10 x10 deck with handrails, New Electrical panel to code, New toilets in bathrooms, and remainder of HOME WARRANTY 2-10 Home Warranty. Roof is 10 years new. HVAC recently serviced under warranty. All existing furnishings remain. NEW Fiber optics cable. Oversized 2-car garage with side access. Native Floridian landscape creates a feel of privacy with 6 ft. privacy fence surrounding back courtyard.

210 Flagler Boulevard S, St Augustine