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Set on a secluded 0.96 acres in the distinctive Lake Winnemissett area, this custom 4-bedroom, 3.5-bath home offers exceptional space, privacy, flexibility, and possibilities rarely found together. With 3,217 square feet of living area, a dedicated den or study, an expansive upstairs bonus room, a screened pool and spa, impressive parking, and a massive detached barn and workshop, this property has room for everyday living, entertaining, recreation, storage, and favorite pursuits. Inside, generously sized rooms, abundant natural light, fresh interior paint, and new carpeting create a welcoming atmosphere. A striking double-sided fireplace serves as a beautiful focal point shared between the formal dining room and the living/family room, adding warmth, character, and architectural interest to both spaces. Just off the entry, French doors open to a dedicated den or study. All four bedrooms are generously sized, including a main-floor primary suite with sliding doors leading directly to the pool area. The primary retreat also features an en-suite bath and an exceptionally large walk-in closet with extensive built-ins. Upstairs, the oversized bonus room includes a half bath, plumbing for a future sink, and access to its own balcony with a glimpse of Lake Winnemissett. This flexible space offers possibilities for a theater room, game room, creative studio, private retreat, or additional entertaining area. Outdoor living is centered around a screened 22,000-gallon pool with a jetted spa, generous deck space, and a spacious covered lanai finished with brick pavers. An additional brick-paver patio just outside the screened lanai provides even more room for outdoor gatherings, grilling, or relaxing. The expansive grounds provide plenty of room for recreation, gardening, gatherings, and enjoying the surrounding wildlife. One of the property’s most remarkable features is the substantial detached three-bay barn, garage, and workshop. A double-width garage bay and adjoining single garage bay provide extensive space for boats, vehicles, equipment, projects, and storage. The building also includes a storage loft, an additional storage room, and a separate side room offering further potential with renovation. Parking is exceptional throughout the property. A Y-shaped front driveway branches into two generous parking areas, with ample room for multiple vehicles and potential space for an RV, boat, or other recreational equipment. An additional side driveway provides convenient access to the house and attached two-car garage. The property also includes an 18-by-31-foot prefabricated RV carport with a poured concrete pad, offering approximately 16 feet of height at the center and 14 feet along the sides. Additional improvements include a whole house water filtration system and softener (2025), new roof (2022), new pool motor (2023), new chimney (2022), updated smoke alarms (2026), and refreshed landscaping and fresh paint. There is no HOA. Enjoy a peaceful, country-style setting with convenient access to Historic Downtown DeLand, I-4, shopping, dining, and Central Florida destinations. Properties in the Lake Winnemissett area rarely become available, making this a special opportunity to own a spacious home with nearly an acre, a screened pool and spa, extensive covered parking, and an extraordinary detached barn and workshop. All information recorded in the MLS is intended to be accurate but cannot be guaranteed.

4 Beds ⋅ 4 Baths ⋅ New England Village SubDv.

Set on a secluded 0.96 acres in the distinctive Lake Winnemissett area, this custom 4-bedroom, 3.5-bath home offers exceptional space, privacy, flexibility, and possibilities rarely found together. With 3,217 square feet of living area, a dedicated den or study, an expansive upstairs bonus room, a screened pool and spa, impressive parking, and a massive detached barn and workshop, this property has room for everyday living, entertaining, recreation, storage, and favorite pursuits. Inside, generously sized rooms, abundant natural light, fresh interior paint, and new carpeting create a welcoming atmosphere. A striking double-sided fireplace serves as a beautiful focal point shared between the formal dining room and the living/family room, adding warmth, character, and architectural interest to both spaces. Just off the entry, French doors open to a dedicated den or study. All four bedrooms are generously sized, including a main-floor primary suite with sliding doors leading directly to the pool area. The primary retreat also features an en-suite bath and an exceptionally large walk-in closet with extensive built-ins. Upstairs, the oversized bonus room includes a half bath, plumbing for a future sink, and access to its own balcony with a glimpse of Lake Winnemissett. This flexible space offers possibilities for a theater room, game room, creative studio, private retreat, or additional entertaining area. Outdoor living is centered around a screened 22,000-gallon pool with a jetted spa, generous deck space, and a spacious covered lanai finished with brick pavers. An additional brick-paver patio just outside the screened lanai provides even more room for outdoor gatherings, grilling, or relaxing. The expansive grounds provide plenty of room for recreation, gardening, gatherings, and enjoying the surrounding wildlife. One of the property’s most remarkable features is the substantial detached three-bay barn, garage, and workshop. A double-width garage bay and adjoining single garage bay provide extensive space for boats, vehicles, equipment, projects, and storage. The building also includes a storage loft, an additional storage room, and a separate side room offering further potential with renovation. Parking is exceptional throughout the property. A Y-shaped front driveway branches into two generous parking areas, with ample room for multiple vehicles and potential space for an RV, boat, or other recreational equipment. An additional side driveway provides convenient access to the house and attached two-car garage. The property also includes an 18-by-31-foot prefabricated RV carport with a poured concrete pad, offering approximately 16 feet of height at the center and 14 feet along the sides. Additional improvements include a whole house water filtration system and softener (2025), new roof (2022), new pool motor (2023), new chimney (2022), updated smoke alarms (2026), and refreshed landscaping and fresh paint. There is no HOA. Enjoy a peaceful, country-style setting with convenient access to Historic Downtown DeLand, I-4, shopping, dining, and Central Florida destinations. Properties in the Lake Winnemissett area rarely become available, making this a special opportunity to own a spacious home with nearly an acre, a screened pool and spa, extensive covered parking, and an extraordinary detached barn and workshop. All information recorded in the MLS is intended to be accurate but cannot be guaranteed.

500 Lake Winnemissett Drive, Deland

$1,395,000

2.5 ACRES, POOL/SPA, GUEST HOUSE WITH 1 BEDROOM, 1 BATH, LAKE WINNEMISSETT VIEW A rare opportunity to experience Florida estate living at its finest! Nestled within the GATED community of Winnemissett Oaks, this magnificent estate home sits on approximately 2.5 acres of pristine, meticulously manicured landscaping and offers breathtaking views of Lake Winnemissett. From the moment you arrive, the beauty and privacy of this exceptional property are unmistakable. The main residence features 5 bedrooms, 4½ baths, and an abundance of custom updates and thoughtful details throughout. Enter through the grand foyer, where soaring ceilings and a captivating staircase immediately set the tone for the elegance found throughout the home. To the right, a private office overlooks the beautiful front porch and manicured landscape. To the left, the formal dining room provides an elegant setting for gatherings while still allowing you to enjoy the spectacular lake and pool views. The heart of the home is the spacious kitchen, dinette, and family room combination, designed for both everyday living and entertaining. The gourmet kitchen is a true showpiece, featuring double ovens, a cooktop, breakfast bar, and dining nook, with plenty of room for family and friends to gather. Doors open to the resort-style pool and spa area, where you can relax, entertain, enjoy early morning coffee, or watch spectacular Florida sunsets overlooking Lake Winnemissett. The downstairs primary suite is a private retreat, overlooking the pool, patio, and lake. The recently renovated primary bath is truly spectacular, featuring dual-head showers, a fully tiled design, water closet, garden tub, and dual vanities. One of the property’s most exceptional features is the one-bedroom, one-bath guest cottage, complete with its own living room and kitchen. Perfect for in-laws, extended family, overnight guests, or private accommodations, this additional living space offers flexibility that is increasingly hard to find. Step outside and discover your own private Florida oasis. The expansive paver pool and spa area offers generous space for seating and entertaining, along with a pergola, fire pit, playground, and horseshoe pit. Imagine evenings gathered around the fire pit making s’mores, weekends spent with family and friends, or simply enjoying the peaceful beauty of your surroundings. Upstairs, you’ll find four additional bedrooms, two full baths, and a spacious bonus room, providing plenty of room for family, guests, hobbies, or work-from-home needs. Above the three-car garage is an impressive full-size bonus/media room with its own full bath, creating an ideal space for movie nights, a game room, private guest quarters, or a second living area. The three-car garage provides ample room for vehicles, recreational toys, and additional storage, while a separate shed offers convenient space for gardening tools and equipment. There is truly nothing left undone. This is more than a home—it is a lifestyle, offering privacy, space, spectacular lake views, resort-style outdoor living, flexible guest accommodations, and the beauty of Florida living at its very best. Sometimes words simply aren’t enough to describe something this magnificent. This is a property you need to experience for yourself. Schedule your private appointment and prepare to be captivated by Winnemissett Oaks. Roof 2020, 3 AC unit in Main house, 1 AC in Guiest House

6 Beds ⋅ 6 Baths ⋅ New England Village SubDv.

2.5 ACRES, POOL/SPA, GUEST HOUSE WITH 1 BEDROOM, 1 BATH, LAKE WINNEMISSETT VIEW A rare opportunity to experience Florida estate living at its finest! Nestled within the GATED community of Winnemissett Oaks, this magnificent estate home sits on approximately 2.5 acres of pristine, meticulously manicured landscaping and offers breathtaking views of Lake Winnemissett. From the moment you arrive, the beauty and privacy of this exceptional property are unmistakable. The main residence features 5 bedrooms, 4½ baths, and an abundance of custom updates and thoughtful details throughout. Enter through the grand foyer, where soaring ceilings and a captivating staircase immediately set the tone for the elegance found throughout the home. To the right, a private office overlooks the beautiful front porch and manicured landscape. To the left, the formal dining room provides an elegant setting for gatherings while still allowing you to enjoy the spectacular lake and pool views. The heart of the home is the spacious kitchen, dinette, and family room combination, designed for both everyday living and entertaining. The gourmet kitchen is a true showpiece, featuring double ovens, a cooktop, breakfast bar, and dining nook, with plenty of room for family and friends to gather. Doors open to the resort-style pool and spa area, where you can relax, entertain, enjoy early morning coffee, or watch spectacular Florida sunsets overlooking Lake Winnemissett. The downstairs primary suite is a private retreat, overlooking the pool, patio, and lake. The recently renovated primary bath is truly spectacular, featuring dual-head showers, a fully tiled design, water closet, garden tub, and dual vanities. One of the property’s most exceptional features is the one-bedroom, one-bath guest cottage, complete with its own living room and kitchen. Perfect for in-laws, extended family, overnight guests, or private accommodations, this additional living space offers flexibility that is increasingly hard to find. Step outside and discover your own private Florida oasis. The expansive paver pool and spa area offers generous space for seating and entertaining, along with a pergola, fire pit, playground, and horseshoe pit. Imagine evenings gathered around the fire pit making s’mores, weekends spent with family and friends, or simply enjoying the peaceful beauty of your surroundings. Upstairs, you’ll find four additional bedrooms, two full baths, and a spacious bonus room, providing plenty of room for family, guests, hobbies, or work-from-home needs. Above the three-car garage is an impressive full-size bonus/media room with its own full bath, creating an ideal space for movie nights, a game room, private guest quarters, or a second living area. The three-car garage provides ample room for vehicles, recreational toys, and additional storage, while a separate shed offers convenient space for gardening tools and equipment. There is truly nothing left undone. This is more than a home—it is a lifestyle, offering privacy, space, spectacular lake views, resort-style outdoor living, flexible guest accommodations, and the beauty of Florida living at its very best. Sometimes words simply aren’t enough to describe something this magnificent. This is a property you need to experience for yourself. Schedule your private appointment and prepare to be captivated by Winnemissett Oaks. Roof 2020, 3 AC unit in Main house, 1 AC in Guiest House

2600 Winnemissett Oaks Drive, Deland

$1,149,000

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.**

6 Beds ⋅ 5 Baths ⋅ New England Village SubDv.

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

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