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$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

$1,095,000
4 Beds 3 Baths V4950010 MLS
Welcome to a lifestyle few properties can offer. Perfectly positioned on the shores of beautiful Lake Winnemissett, this custom concrete block estate, completed in 2022, was designed for those who value space, freedom, and effortless luxury. This is more than a home, it’s your private waterfront retreat where mornings begin with coffee overlooking the lake and evenings end with breathtaking western sunsets reflected across the water. Inside, clean architectural lines meet thoughtfully curated finishes. Expansive tile flooring, elegant tray ceilings, premium VCO windows with adjustable views, digital faucets, a hidden walk-in butler’s pantry, and a luxurious primary suite featuring dual custom-shelved closets create a home that feels both sophisticated and exceptionally functional. Designed for seamless indoor and outdoor living, the spacious screened lanai opens to a custom chlorine pool, newly completed in 2025, complete with a convenient pool bath and an expansive entertaining area that allows you to enjoy Florida living nearly year round. Set on more than an acre, the property offers something increasingly difficult to find: the freedom to truly make it your own. Whether you envision adding a detached guest house, an additional garage, a workshop, or creating the ultimate backyard retreat, there is room to grow without sacrificing privacy. A spacious three car garage, massive paved driveway, and a 936 square foot pole barn provide exceptional flexibility for storing boats, RVs, recreational vehicles, hobby equipment, or all of the toys that come with lakefront living. The pole barn is equipped with a 50 amp electrical connection, making it ideal for RV hookups or additional equipment, while the storage shed is fully wired for power, offering endless possibilities as a workshop, hobby space, or additional storage. Unlike many communities, the HOA exists solely to preserve access to what matters most. For a low annual fee, owners enjoy exclusive access to a private boat ramp and a shared five acre waterfront park on Lake Winnemissett. There are no restrictive lifestyle rules dictating how you use your property, just the convenience of private lake access and the rare opportunity to enjoy waterfront living on your own terms. Located outside of a flood zone and equipped with an EV charger, this exceptional property combines modern construction, luxury finishes, estate-sized acreage, a three car garage, a brand new custom pool, and one of the area’s most desirable recreational lakes into a lifestyle that is increasingly rare to find. This isn’t simply a place to live. It’s a place to launch the boat after work, host unforgettable gatherings, build what you’ve always imagined, and enjoy the freedom that comes with owning a true lakefront estate.

590 Lake Winnemissett Drive, Deland

$1,149,000
6 Beds 5 Baths V4949235 MLS
Welcome to 2660 Winnemissett Oaks Drive, an extraordinary custom estate in one of DeLand’s most exclusive communities. Located on a quiet, dead-end street in Winnemissett Oaks, this 6-bedroom, 5-bath executive pool home offers 4,814 sq. ft. of luxurious living space, a 3-car garage with over 1,100 sq. ft., and a long list of upgrades designed for comfort, performance, and lifestyle.Set on 2.5 meticulously landscaped acres, the home makes a striking first impression with mature landscape architecture, raised garden beds with irrigation, and a fully fenced backyard. Inside, soaring ceilings and a bright, open layout welcome you in. A formal dining room, spacious family room with gas fireplace and custom built-ins, and a chef’s kitchen flow seamlessly into one another, making everyday living and entertaining effortless.The kitchen is a true centerpiece—featuring marble countertops, high-end appliances, soft-close custom cabinetry, and an ice machine. The primary suite on the main floor is a serene retreat with dual walk-in closets, a spa-style bathroom with double walk-in shower and soaking tub, and peaceful views of the pool area. A second flex suite with its own full bath offers the perfect space for a home office, guest quarters, or private study. Upstairs, you’ll find four additional bedrooms and three bonus rooms—ideal for a gym, media room, rec space, or creative studio.Outdoor living is truly elevated with a screen-enclosed pool and spa, surrounded by a double-height pool cage, recently resurfaced deck (July 2025), and a gas-heated hot tub—perfect for relaxing evenings or entertaining guests.This home is as efficient as it is beautiful. A solar panel system generating approximately 24 megawatt-hours per year keeps energy costs down while supporting sustainable living. Additional features include a whole-home water filtration system, water softener, electric vehicle charging station, and coastal storm shutters for peace of mind.The oversized 3-car garage offers plenty of room for vehicles, toys, and projects, complete with a lighted workbench and custom tool storage. Located just minutes from I-4 and downtown DeLand, this property is tucked into a private neighborhood with a low HOA of just $1,100/year. With a perfect balance of style, space, and smart living, 2660 Winnemissett Oaks Drive is more than a home—it’s a lifestyle opportunity. Come see what makes this custom estate truly one of a kind. **MLS Info is intended to be correct but is not guaranteed and all information must be verified by buyers.**

2660 Winnemissett Oaks Drive, Deland

$1,765,000
4 Beds 6 Baths G5112498 MLS
Stylish and timeless, this Southern Living Idea House was custom built in 2008 and is privately nestled on 5 high and dry, fully fenced acres zoned for horses in beautiful DeLand, Florida with NO HOA. This exceptional 4-bedroom, 6-bath estate featuring a 2020 insulated 40 x 60 warehouse with two bay doors, heated saltwater resort style pool with new spa added in 2020 and a 2020 outdoor pavilion perfectly blends luxury, craftsmanship, privacy, and functionality while offering convenient access to downtown DeLand, the St. Johns River, bike and riding trails, shopping, dining, I-4, and Florida’s beaches and attractions. From the moment you arrive, the attention to detail is undeniable — featuring Pella wood insulated windows, wood flooring, crown molding, tray ceilings, whole-home audio, in-wall vacuum system, fresh interior paint, newly added floor to ceiling windows in living room and a newer roof installed in 2024. Designed for entertaining, the home features a spacious game room, private 6-seat movie theatre room complete with a half bath and kitchenette, and an expansive open-concept layout ideal for hosting gatherings. The chef’s kitchen is a dream with premium gas stove appliance, custom cabinetry, granite breakfast bar, butler’s pantry, bar space, and dedicated workspace. The inviting living room centers around oversized picture windows overlooking the stunning outdoor living space. Step outside to your private resort-style saltwater pool, outdoor pavilion, and expansive backyard retreat perfect for year-round Florida living. The luxurious primary suite offers a spa-inspired experience with a Jacuzzi tub, oversized pass-through shower featuring dual Moen shower heads and seven valves, dual oversized closets with custom shelving systems, and stackable washer/dryer hookup. The thoughtfully designed split floor plan provides privacy with the additional bedrooms located opposite the primary suite, including a private guest suite featuring its own en-suite bathroom and private exterior entrance — ideal for guests, multigenerational living, or a home office setup. The remaining bedrooms are connected by a Jack-and-Jill bathroom, and all bedrooms feature walk-in closets with custom shelving systems. Car enthusiasts, hobbyists, and business owners alike will appreciate the massive insulated 40x60 warehouse with two electric bay doors along with two oversized two-car garages, offering endless storage and workspace possibilities. The newly built outdoor pavilion (25 x 50) features two oversized fans and electricity for all of your entertaining needs. Additional upgrades added spa with waterfalls, Ham Radio, security system, automatic viking gated entrance, transferable termite bond, reverse osmosis kitchen water purification system and countless luxury touches throughout. This truly one-of-a-kind estate must be experienced in person to fully appreciate the quality, privacy, and lifestyle it offers.

2110 Highland Park Road, Deland

$1,000,000
V4948678 MLS
Rare development opportunity in the growing market of DeLand. This ±0.90-acre commercial parcel is ideally positioned on S Woodland Blvd (US-17/92), offering exceptional visibility and access for a wide range of business uses. Located less than 100 yards from the signalized intersection of US-17/92 and 15A, the site benefits from a high-traffic corridor with an estimated 60,000+ vehicles each day. The property is zoned BR (Business Retail) Commercial, allowing for multiple commercial and mixed-use development options including restaurant, retail, service, or office uses. A major advantage of this offering is that restaurant plans have already been approved by the City and FDOT, significantly reducing the time and cost associated with pre-development and permitting. With approximately 114 feet of frontage on S Woodland Blvd and a depth of approximately 450 feet, the lot provides ample space for building, parking, access, and site design flexibility. The rectangular configuration enhances usability and supports efficient layout for a variety of commercial concepts. Surrounded by established businesses, residential neighborhoods, and continued growth throughout the DeLand area, this location presents an excellent opportunity for investors, developers, or owner-users looking to establish a presence along one of the area’s most heavily traveled roadways. Utilities are believed to be available nearby (buyer to verify). Survey available upon request. High visibility, strong traffic counts, flexible zoning, and approved plans make this a standout opportunity for immediate or near-term development. Don’t miss the chance to secure a prime commercial site in one of Central Florida’s steadily expanding markets.

1526 S Woodland Boulevard, Deland

$1,385,000
6 Beds 6 Baths V4946170 MLS
**Luxurious Lakefront Living on Majestic Lake Winnemissett** Discover this retreat like setting on DeLand’s stunning “Lake Winnemissett”, an expansive 173-acre boatable paradise! Immerse yourself in the tranquility of serene sunrises and breathtaking sunsets, creating the perfect backdrop for every day. Lake Winnemissett is renowned for its incredible fishing, and access to the lake is exclusively for those who live on the lake. Plus, skiing is welcome—perfect for fun-filled days on the water! Equipped with your own boat DOCK and RAMP. This magnificent residence underwent a remarkable addition and transformation in 1999 and was crafted by local award-winning builder Jim Baldauff. Spanning over 5,500 square feet under air, this home is a masterpiece of thoughtful design that showcases superior materials, that include exquisite trim work an an extensive amount of elegant Oak hardwood floors. A small portion of the 1960’s home was seamlessly incorporated into the significant addition. The exterior is solid Brick over concrete block, giving the home an elegant, stately style that’s backed with superior materials and craftsmanship. As you step inside, you’ll be welcomed by quality finishes and incredible views of the picturesque outdoor spaces, inviting peace and serenity into every room. Exceptional Interior Features include a striking solid mahogany front door with leaded glass sidelights custom stain glass insets accent the front elevation of the home. Open style family room with charming wood burning fireplace with hand crafted mahogany wood mantel and surround. From here, flow through French doors into the huge Game room with soaring tongue-and-groove cypress wood ceilings and accent walls. The well appointed kitchen has quality custom-designed maple cabinetry and is equipped with double ovens, double dishwashers, and a large center island with a wet-bar sink. Whether morning or evening, the bay window in the breakfast area showcases incredible lake views. This home’s size and floorplan is Perfect for Multi-Generational Living offering ample space with Five Bedrooms and Five Bathrooms in the main home (four of the baths are en suite) PLUS there is the 6th bedroom and bath in the semi detached in-law suite. Ensuring privacy and comfort for guests or family members. Positioned high and dry on a large 1.0+/- Acre quiet Corner lot, this property features a large refreshing saltwater pool, perfect for large gatherings and fun-filled days and evenings. The pool area also includes a *relaxing spa*, offering an ideal retreat for unwinding after a long day. The *motorized safety pool cover* is also safe to walk on, providing peace of mind. The corner location allows easy access for parking boats or motor homes or even a perfect soccer/ play area. Whether you prefer relaxing in the front yard, soaking in the lake view from the upper deck of the boathouse, or lounging by the pool, there’s a special spot for everyone to unwind. Imagine watching sunrises or sunsets from the upper story balcony off the owner's suite. Also, the front porch and extended patio are equally inviting! The owners suite has a romantic see-through fireplace between the bedroom and bathroom adding yet another feature to the many that this home has to offer. A rare find—this home couldn’t be rebuilt at this price at this location. Minutes from award-winning Downtown DeLand and Stetson University, with easy I-4 access and under 30 minutes to New Smyrna Beach.

150 Lake Winnemissett Drive, Deland

$1,100,000
4 Beds 4 Baths NS1086636 MLS
Virtually Staged. LUXURY NEW CONSTRUCTION ON 2.5 ACRES WATERFRONT: JUST COMPLETED & MOVE-IN READY! Property features virtually staged furniture for illustrative purposes. Escape to your private oasis in highly-desirable DeLand! This brand-new, custom-built estate—completed July 6, 2026—offers the rare combination of private country living on 2.5 ACRES with the convenience of being just minutes from Historic Downtown, Stetson University, and top-rated schools. This spectacular 4-bedroom, 3.5-bath residence boasts 3,333 sq. ft. of living space (4,965 sq. ft. total under roof). Designed for modern luxury, the home features tranquil, private water views across your own slice of paradise, offering a serene backdrop to your daily life. Enjoy the rare benefit of full ownership of your waterfront, allowing you to enjoy peaceful mornings or golden-hour sunsets from the comfort of your own backyard. The massive, open-concept layout is dramatically enhanced by STUNNING VAULTED CEILINGS throughout the main living area, creating an incredible sense of light and scale. The gourmet kitchen is a chef's dream, featuring a truly grand center island, two sinks, a dedicated beverage center, and a light-filled walk-in pantry with a scenic view of the property. The kitchen flows seamlessly into the immense dining and entertainment area, which showcases a stunning 12-foot built-in bar. The home offers exceptional sleeping arrangements, including a Luxurious Primary Suite with its own VAULTED CEILING and a spa-like bathroom with double vanity and an impressive double shower. A perfectly integrated walk-in closet connects directly to the laundry room for unmatched convenience. Guests will enjoy the Spacious Junior Suite with its own walk-in closet and beautiful attached full bathroom, alongside two additional large guest rooms that share a well-appointed guest bathroom. Florida living is optimized with EXPANSIVE PORCH AREAS that provide plenty of space for outdoor dining, lounging, and taking in those beautiful water views. Functionality is paramount, with a dedicated front-of-house office space for quiet work, and a utility wing featuring a large mudroom and coat closet leading to an extended 2-car garage. Tucked away on a quiet road, enjoy only the sounds of nature, yet maintain quick access to all local amenities. With No HOA or deed restrictions, you have the freedom to bring your boat, RV, or dreams! This is the best of both worlds—private, brand-new, and ready for you to call home. Schedule your private tour today to experience this stunning new estate firsthand!

1624 Greens Dairy Road, Deland

$2,200,000
5 Beds 5 Baths O6326712 MLS
Welcome to a private luxury estate at the end of a peaceful cul-de-sac in the exclusive gated enclave of Taylor Woods. On 2.5 manicured acres, this custom-built masterpiece delivers a rare blend of timeless elegance, high-end craftsmanship, and everyday comfort. From the moment you arrive, the estate makes a grand impression with its stately paver driveway, white-pillared entry, and raised elevation, built on a solid concrete stem wall foundation with brick veneer for enduring quality. Inside, soaring ceilings, hardwood and tile floors, and more than a mile of crown molding set the tone for luxury living. Swarovski crystal chandeliers grace the foyer and formal dining room, which comfortably seats twelve and features a gas fireplace surrounded by black marble. The chef’s kitchen is designed to impress dual islands, solid wood cabinetry, a gas cooktop with downdraft, double ovens, a dedicated ice maker, and a butler’s pantry complete with prep sink, warming drawer, walk-in storage, and private entry to the dining room. The grand living room features custom built-ins, a gas fireplace and a one-of-a-kind original carousel horse centerpiece. Just beyond the grand living room and kitchen, a long and elegant hallway leads to the garden room—an inviting space for informal dining with floor-to-ceiling windows and a vaulted ceiling custom-painted with a serene sky and cloud motif. Continuing through the home, a wide gallery hallway—accented by graceful archways, sconce lighting and hidden hardwood flooring—leads to multiple bedrooms, including a flexible study with a tin inlay tray ceiling and an oversized office with ample storage, and even a convenient half bath with lanai access. The primary suite is a sanctuary featuring French door access to the lanai, two walk-in closets, a gas fireplace with marble surround, and an expansive en-suite bath with dual vanities, dual water closets and dual walk-in showers The laundry room is thoughtfully appointed with a sink, folding station and a hidden laundry chute connecting directly to the primary suite. Upstairs, the guest suite offers two bedrooms, a flex room, a full bath, and a comfortable sitting area with its kitchenette. The walk-in attic is directly accessible from this level with built-in shelving, lighting, and a 400-pound capacity electric lift that connects to the three-car garage below, making it effortless to move stored items between levels. The large lanai is partially under roof and is designed with entertaining in mind. Three sets of French doors and a separate entry door provide seamless flow to key areas of the home. Across from the lanai, the custom-designed dog park is an exceptional feature for pet lovers—partially covered and fully enclosed with fencing and premium artificial turf. The detached carriage house adds another 1,157 square feet, including a climate-controlled museum space and a fully equipped workshop with a car lift. Additional highlights include a steel-door safe room with air conditioning, a 20-kilowatt propane generator, impact-resistant Anderson windows and doors, full irrigation system with private well, and spray-foam attic insulation for year-round energy efficiency. This one-of-a-kind estate offers complete privacy while being just minutes from historic downtown DeLand, named “Best Main Street in America,” and within easy reach of beaches, major highways, shopping, restaurants, cultural events and top-rated schools.

1745 Taylor Woods Road, Deland

$1,399,999
5 Beds 6 Baths V4942014 MLS
Discover a one of a kind, lake front multi-generational estate! This exceptional property offers a rare blend of privacy, comfort, and versatility. It truly has it all! Set lake front on Lake Talmadge in DeLand on a sprawling 2.65 acres, featuring a spacious main home, two fully equipped in-law residences, 2 garages, a pool, amazing views, and more! The main home features 3 bedrooms with 3 full en-suite bathrooms and powder room, a gourmet kitchen, butlers pantry, 2 fireplaces and more. The unique qualities are evident from the moment you step through the grand carved oak doors. Chicago brick paves your way through the foyer to the massive great room, featuring luxury vinyl flooring, custom crown molding, and walls of windows. Designed for both the aspiring home chef and effortless entertaining, at the very heart of the home, the gourmet kitchen is as functional as it is breathtaking. Featuring high-end stainless steel appliances, custom cabinetry, Brazilian granite, gas range with pot filler. The open layout flows seamlessly into the surrounding living and dining areas, while the wood burning fireplace and lakefront views create a backdrop of natural beauty while you cook, dine, or entertain. Adding to the homes functionality, is a thoughtfully designed butlers pantry complete with custom cabinetry, stainless steel sink, granite counters, and a huge walk-in pantry. Retreat to the expansive upstairs primary bedroom, a serene retreat designed for both luxury and relaxation. Enjoy breathtaking views while a wood burning fireplace adds warmth and charm. The suite also features 2 custom closets and a luxurious en-suite bathroom complete with soaking tub, shower, and double vanity. The primary home also includes 2 downstairs bedrooms with 2 full en-suite bathrooms, and indoor laundry room, and a 24x26 garage. Primary home updates and features include Roof 2018, HVAC 2015, Tank less W/H 2015, updated Electric 2015, FAS Windows 2024. Adding to its exceptional versatility, the estate also includes two fully equipped in-law homes. Thoughtfully designed, each in-law home includes 1 bedroom, 1 full bathroom, fully updated kitchens, private entrances and beautiful pool and lake front views. The in-law homes provide privacy, comfort and modern conveniences to family and guests. Updates and features to the in-law residences include, Roof 2018, New Mini Splits, Tank-less W/H 2015, Updated electric 2015, FAS Windows 2024, custom closets and cabinetry, 1- wood burning fireplace, 1 -24x25 garage with W/D hook up and new ceiling. Step outside and experience the true beauty of this lakefront estate’s outdoor living space. The expansive grounds feature paved raised garden beds, as well as a dedicated greenhouse for year-round cultivation. Surrounding the property, you’ll find a variety of mature fruit trees that provide abundance and charm. At the center of it all is a sparkling 50x20 pool with unobstructed views of the lake, creating a resort-like atmosphere and true outdoor Florida lifestyle. Exterior property updates include: Gas Powered home Generator, Property Reverse Osmosis Water Filtration System, New Pool pump 2023, New Well Pump 2023, 3 septic tanks, 500 gallon LP tank underground, Resealed driveway 2025, Exterior Paint 2025, Fully Fenced, 12x30 shed and 8x12. This property is a rare offering that has it all! Take the opportunity to own your multi-generational paradise and schedule your showing today.

910 N Kepler Road, Deland

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