Assessors Winnemissett Real Estate

Assessors Winnemissett Real Estate

Welcome to Assessors Winnemissett, a hidden gem nestled in the heart of Deland, Florida, within the scenic Volusia County. This charming subdivision is the perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between to call home.

Assessors Winnemissett boasts a serene atmosphere, characterized by beautiful tree-lined streets and well-maintained homes. The community is designed to foster a sense of belonging, with friendly neighbors and a welcoming environment. Residents often enjoy leisurely strolls through the area, taking in the natural beauty that surrounds them. The spacious lots offer plenty of room for outdoor activities, gardening, or simply relaxing in the sunshine.

One of the standout features of Assessors Winnemissett is its prime location. Just a short drive from the historic downtown DeLand, residents have easy access to a vibrant array of shops, restaurants, and cultural attractions. The area is also known for its rich history and picturesque landscapes, providing endless opportunities for exploration and recreation. Whether you’re visiting the nearby Stetson University or enjoying the scenic trails at the nearby Blue Spring State Park, there’s always something to do.

Families will appreciate the quality schools in the area, while nature enthusiasts will love the proximity to stunning parks and waterways. With its perfect blend of community spirit, natural beauty, and convenient amenities, Assessors Winnemissett is not just a place to live—it's a place to thrive. Come discover your dream home in this enchanting subdivision today!

Newest Listings in Assessors Winnemissett

$1,399,000
5 Beds ⋅ 6 Baths ⋅ O6423149 MLS
An extraordinary DeLand lakefront estate set on 5+ acres along beautiful Lake Winnemissett, offering over 7,300 SF of air-conditioned living space, including the main house, guest house, and garage showroom, plus an additional 4,000 SF air-conditioned warehouse. With an exceptional combination of living space, storage, recreation, and flexibility, this property is ideal for multigenerational living, business owners, car enthusiasts, collectors, or anyone seeking room to spread out and enjoy a truly unique lifestyle. Outdoor living is just as impressive, with a pool, hot tub, and pool bar designed for entertaining and enjoying the Florida lifestyle. Quality and durability shine throughout with metal roofing and Hardie board siding added to the three main structures in 2018, while the expansive grounds showcase 4 acres of meticulously manicured landscaping, irrigation, mature fruit trees, and magnificent oak trees that create a private and picturesque setting. Inside the main residence, hardwood flooring, tongue-and-groove ceilings, built-in speakers throughout, and a gorgeous fireplace add warmth and character, while two safe rooms, a spacious playroom, gaming room, and private theater provide comfort, fun, and flexibility for everyday living. For car enthusiasts or workshop use, the garage also includes two high-end hydraulic 2-post car lifts, offering exceptional storage and mechanic space. Home has whole house generator and 2 propane tanks. With approximately 76 feet of Lake Winnemissett frontage and 135 feet of depth, this rare property also offers exciting potential to create an even more extraordinary private waterfront retreat. 2424 E New York Ave delivers a unique blend of privacy, versatility, and lifestyle that is nearly impossible to find.

2424 E New York Avenue, Deland
$2,200,000
4 Beds ⋅ 6 Baths ⋅ O6423636 MLS
There are homes that impress, and then there are estates that become part of a family's legacy. Welcome to one of DeLand's most exceptional private lakefront estates, where contemporary architecture, cutting-edge technology, and resort-style living come together on nearly 3 acres along the shores of one of Central Florida's best-kept secrets, completely private Lake Winnemissett. With no public boat ramp, the lake remains uncrowded and crystal clear, making it one of the area's premier lakes for waterskiing, wakeboarding, and boating. Residents even enjoy a hidden sandy shoreline known locally as "South Beach." Designed for both grand entertaining and everyday luxury, this custom estate showcases soaring ceilings, walls of glass, expansive lake views, and a seamless indoor-outdoor floor plan centered around a resort-style pool and spa. Multiple primary suites, spacious guest accommodations, and thoughtfully designed living spaces provide exceptional comfort and privacy. Technology enthusiasts will appreciate the updated Crestron Smart Home system with in-wall iPads in each room, whole-house audio, integrated lighting and climate controls, updated theater equipment, and modern smart-home automation throughout. Significant recent improvements include four new HVAC systems, updated pool automation, a premium standing-seam metal roof, and a whole-house generator powered by a 1,000-gallon underground propane tank capable of operating the home for approximately one week during power outages. Outside, enjoy nearly three acres of beautifully maintained grounds with direct lake frontage, a permitted dock and boathouse, and a boat lift designed for a 24-foot wake boat, making lake life effortless. Automotive enthusiasts, collectors, and hobbyists will love the detached 1,200 soft climate-controlled showroom/garage complete with vehicle lift, offering endless possibilities for a premium collection, workshop, or recreational space. This is a rare opportunity to own one of Central Florida's finest private waterfront estates—where luxury, technology, privacy, and recreation come together in an extraordinary setting.

736 Lake Winnemissett Drive, Deland
$520,000
3 Beds ⋅ 2 Baths ⋅ O6411149 MLS
Under contract-accepting backup offers. Don't miss this rare opportunity to own a beautifully updated home with private lake access to Lake Winnemissett. Situated on over an acre beneath majestic oak trees, this 3-bedroom, 2-bath property offers the perfect blend of privacy, comfort, and Florida outdoor living. Inside, you'll find an open split-bedroom floor plan featuring custom crown molding, quartz countertops, black stainless steel appliances, luxury vinyl flooring, ceramic plank tile bathrooms, and expansive windows that fill the home with natural light while showcasing the peaceful surroundings. Major updates include a roof installed in 2017, HVAC system replaced in 2021, brand-new septic tank and drain field in 2025, and new sprinkler system installed in 2025. The garage and detached shed/exterior office space have both been upgraded with new AC systems and new carpet, creating comfortable, flexible spaces perfect for a home office, gym, workshop, or additional storage. Step through the French doors to your private outdoor retreat featuring a sparkling in-ground pool, fully fenced pool area, expansive covered paver patio, and plenty of space to relax or entertain. Pool pump replaced in 2023. With two storage sheds, a two-car garage, lake access, and extensive recent upgrades, this property truly captures the best of Florida living.

2530 E New York Avenue, Deland
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