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Rare South DeLand acreage! This custom-built 2006 block and stucco home sits on 2.5 fully fenced acres in a highly sought-after area where properties of this size are increasingly hard to find. Offering 3 bedrooms, 2 bathrooms, and 2,029 heated square feet, the home features a metal roof, high ceilings, crown molding, tray ceilings, and hardwood flooring. The open living, dining, and kitchen area includes a center island with seating, while the split-bedroom floor plan offers added privacy. The spacious primary suite features a double-sided fireplace shared with the living room and an ensuite bathroom with double vanity. Enjoy the Florida lifestyle from the covered front porch or covered rear porch and patio, complete with an outdoor shower. A gated entrance leads to a circular driveway surrounded by mature palms, majestic live oaks, and lush green lawn. A major highlight is the impressive 1,920-square-foot detached outbuilding under roof, featuring 1,280 square feet of enclosed garage and workshop space. With two bays, water and electricity in place, and an attached lean-to for additional equipment storage, this versatile structure is ideal for projects, hobbies, vehicles, and recreational gear. An RV hookup and walking path to the home add even more convenience. Combining a custom home, exceptional workspace, and room to spread out, this property offers a rare opportunity to enjoy privacy and versatility in one of South DeLand’s most desirable areas. This is a one owner home that has been remarkably maintained and is move in ready. Call today to schedule your private showing.

3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 32720 Zip Code

Rare South DeLand acreage! This custom-built 2006 block and stucco home sits on 2.5 fully fenced acres in a highly sought-after area where properties of this size are increasingly hard to find. Offering 3 bedrooms, 2 bathrooms, and 2,029 heated square feet, the home features a metal roof, high ceilings, crown molding, tray ceilings, and hardwood flooring. The open living, dining, and kitchen area includes a center island with seating, while the split-bedroom floor plan offers added privacy. The spacious primary suite features a double-sided fireplace shared with the living room and an ensuite bathroom with double vanity. Enjoy the Florida lifestyle from the covered front porch or covered rear porch and patio, complete with an outdoor shower. A gated entrance leads to a circular driveway surrounded by mature palms, majestic live oaks, and lush green lawn. A major highlight is the impressive 1,920-square-foot detached outbuilding under roof, featuring 1,280 square feet of enclosed garage and workshop space. With two bays, water and electricity in place, and an attached lean-to for additional equipment storage, this versatile structure is ideal for projects, hobbies, vehicles, and recreational gear. An RV hookup and walking path to the home add even more convenience. Combining a custom home, exceptional workspace, and room to spread out, this property offers a rare opportunity to enjoy privacy and versatility in one of South DeLand’s most desirable areas. This is a one owner home that has been remarkably maintained and is move in ready. Call today to schedule your private showing.

1050 Deerfoot Road, Deland

$289,000

Escape to peaceful country living while still enjoying the convenience of DeLand in this charming 3-bedroom, 2-bath home situated on just under 2.5 acres. With plenty of room to spread out both inside and out, this property offers the perfect blend of comfort, functionality, and privacy. Inside, you'll find a flexible floor plan featuring a bonus room at the front of the home—ideal for a home office, playroom, or hobby space—and a spacious Florida room overlooking the backyard, providing the perfect place to relax and enjoy the peaceful surroundings year-round. Outside, the possibilities are endless. A massive 25x48 enclosed pole barn serves as an incredible workshop, storage space, or the perfect place for your equipment, vehicles, or recreational toys. The property is partially fenced and extends to a beautiful pond, complete with a dock installed in 2019, offering a tranquil spot for fishing, kayaking, or simply taking in the scenic views. Whether you're looking for room to work, play, or simply enjoy the outdoors, this unique DeLand property delivers the space and versatility you've been searching for—all while being just a short drive from shopping, dining, and historic downtown DeLand.

3 Beds ⋅ 2 Baths ⋅ 0001 SubDv. ⋅ 32720 Zip Code

Escape to peaceful country living while still enjoying the convenience of DeLand in this charming 3-bedroom, 2-bath home situated on just under 2.5 acres. With plenty of room to spread out both inside and out, this property offers the perfect blend of comfort, functionality, and privacy. Inside, you'll find a flexible floor plan featuring a bonus room at the front of the home—ideal for a home office, playroom, or hobby space—and a spacious Florida room overlooking the backyard, providing the perfect place to relax and enjoy the peaceful surroundings year-round. Outside, the possibilities are endless. A massive 25x48 enclosed pole barn serves as an incredible workshop, storage space, or the perfect place for your equipment, vehicles, or recreational toys. The property is partially fenced and extends to a beautiful pond, complete with a dock installed in 2019, offering a tranquil spot for fishing, kayaking, or simply taking in the scenic views. Whether you're looking for room to work, play, or simply enjoy the outdoors, this unique DeLand property delivers the space and versatility you've been searching for—all while being just a short drive from shopping, dining, and historic downtown DeLand.

31622 Another Anna Road, Deland

$399,000

2/2 remodeled (2023/2024) home on 1.27acres in a great location on the west side of Deland with no HOA. Open layout with kitchen, dining, and living room, (also large bath with hookups for laundry) in the front of the home. Some upgrades include new metal roof, new front porch, newly screened back porch, new LVP flooring, windows, walls were taken to the studs and replaced, electrical and plumbing updated. Two kitchen areas could allow the second bedroom to be turned into an efficiency apartment with it’s own entrance and laundry. Detached 27’X20’ garage has been divided to provide a dehumidified and secure area for additional storage or could be turned into an ADU if desired. There is a new 32’X30’ covered/cemented parking area with room for an RV. Vinyl siding (low maintenance) and very well insulated with low heating/AC costs. Other utilities are low as well - on septic but has city water, so bill is only ~$25/month; T-Mobile internet is $50/month and works well. Decent rentals are hard to come by in the area and are in great demand with proximity to Stetson University. The lot is large and very private with a gated entrance and the house is set well back off the road. There are sour orange and loquat trees, it’s mostly fenced, and easy to care for. Two popular restaurants within walking distance and less than a mile to the new SunRail station, also about a mile to Winn Dixie. Close to downtown without the traffic, easy access to Orlando and Sanford. Current owner is building nearby and would give special consideration/discount if able to stay in home temporarily after closing, until new home is completed.

2 Beds ⋅ 2 Baths ⋅ Nickerson SubDv. ⋅ 32720 Zip Code

2/2 remodeled (2023/2024) home on 1.27acres in a great location on the west side of Deland with no HOA. Open layout with kitchen, dining, and living room, (also large bath with hookups for laundry) in the front of the home. Some upgrades include new metal roof, new front porch, newly screened back porch, new LVP flooring, windows, walls were taken to the studs and replaced, electrical and plumbing updated. Two kitchen areas could allow the second bedroom to be turned into an efficiency apartment with it’s own entrance and laundry. Detached 27’X20’ garage has been divided to provide a dehumidified and secure area for additional storage or could be turned into an ADU if desired. There is a new 32’X30’ covered/cemented parking area with room for an RV. Vinyl siding (low maintenance) and very well insulated with low heating/AC costs. Other utilities are low as well - on septic but has city water, so bill is only ~$25/month; T-Mobile internet is $50/month and works well. Decent rentals are hard to come by in the area and are in great demand with proximity to Stetson University. The lot is large and very private with a gated entrance and the house is set well back off the road. There are sour orange and loquat trees, it’s mostly fenced, and easy to care for. Two popular restaurants within walking distance and less than a mile to the new SunRail station, also about a mile to Winn Dixie. Close to downtown without the traffic, easy access to Orlando and Sanford. Current owner is building nearby and would give special consideration/discount if able to stay in home temporarily after closing, until new home is completed.

2028 Old New York Avenue, Deland

$1,900,000

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.

4 Beds ⋅ 6 Baths ⋅ Assessors Winnemissett SubDv. ⋅ 32724 Zip Code

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

$735,000

Country living, two miles from the center of downtown DeLand. Nestled on 2 private acres with peaceful pond views, this custom Cape Cod-style home offers the perfect blend of timeless charm, luxury, and functionality. Approaching through a gated neighborhood entrance along an all-weather access lane, the circular driveway creates a grand first impression. The new roof, oversized carport with RV parking out back, and additional storage shed provide convenience and flexibility for all your lifestyle needs. Designed for both relaxing and entertaining, the outdoor living spaces are truly exceptional. Enjoy the private saltwater pool surrounded by a large screened lanai patio perfect for year-round Florida living, along with a beautiful pergola ideal for outdoor grilling and dining, gatherings, or simply unwinding while taking in the tranquil surroundings. Inside, the warm and inviting living room features beamed ceilings, a stunning fireplace, built-in shelves, and rich Brazilian cherry hardwood floors that add elegance and character throughout the home. The dedicated office with wall-to-wall shelving creates the perfect work-from-home space, library, or hobby room. The open kitchen is both functional and stylish with stainless steel appliances, plentiful cabinet storage, walk-pantry, decorative backsplash, beer and wine fridges, and a 7’x3’ center island with seating, making it the heart of the home for entertaining family and friends. A breakfast area flows from the kitchen, with a view to the pool patio and outdoors. The main dining area adjoins the living room, and is filled with natural light from oversized windows overlooking scenic backyard views. The dining area flows into a spacious sun room with built-in shelving and room for relaxing and/or exercise. The large primary suite offers a private retreat with French door access to the front and back of the house, a spacious walk-in closet, and a beautifully designed en suite bathroom featuring double sinks, a relaxing deep Japanese soaking tub with jets and a rain shower head. Step outdoors for a secluded deck with an all-season, instant-heat shower. The additional upstairs bedrooms are generously sized with large double closets and plenty of room for guests or family. Surrounded by natural beauty and offering exceptional privacy, this one-of-a-kind property combines custom craftsmanship, inviting living spaces, and resort-style outdoor amenities in a truly picturesque setting.

3 Beds ⋅ 3 Baths ⋅ N/A SubDv. ⋅ 32720 Zip Code

Country living, two miles from the center of downtown DeLand. Nestled on 2 private acres with peaceful pond views, this custom Cape Cod-style home offers the perfect blend of timeless charm, luxury, and functionality. Approaching through a gated neighborhood entrance along an all-weather access lane, the circular driveway creates a grand first impression. The new roof, oversized carport with RV parking out back, and additional storage shed provide convenience and flexibility for all your lifestyle needs. Designed for both relaxing and entertaining, the outdoor living spaces are truly exceptional. Enjoy the private saltwater pool surrounded by a large screened lanai patio perfect for year-round Florida living, along with a beautiful pergola ideal for outdoor grilling and dining, gatherings, or simply unwinding while taking in the tranquil surroundings. Inside, the warm and inviting living room features beamed ceilings, a stunning fireplace, built-in shelves, and rich Brazilian cherry hardwood floors that add elegance and character throughout the home. The dedicated office with wall-to-wall shelving creates the perfect work-from-home space, library, or hobby room. The open kitchen is both functional and stylish with stainless steel appliances, plentiful cabinet storage, walk-pantry, decorative backsplash, beer and wine fridges, and a 7’x3’ center island with seating, making it the heart of the home for entertaining family and friends. A breakfast area flows from the kitchen, with a view to the pool patio and outdoors. The main dining area adjoins the living room, and is filled with natural light from oversized windows overlooking scenic backyard views. The dining area flows into a spacious sun room with built-in shelving and room for relaxing and/or exercise. The large primary suite offers a private retreat with French door access to the front and back of the house, a spacious walk-in closet, and a beautifully designed en suite bathroom featuring double sinks, a relaxing deep Japanese soaking tub with jets and a rain shower head. Step outdoors for a secluded deck with an all-season, instant-heat shower. The additional upstairs bedrooms are generously sized with large double closets and plenty of room for guests or family. Surrounded by natural beauty and offering exceptional privacy, this one-of-a-kind property combines custom craftsmanship, inviting living spaces, and resort-style outdoor amenities in a truly picturesque setting.

1245 Westoak 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. ⋅ 32724 Zip Code

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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