Deland Homes for Sale between $1,000,000 to $1,500,000

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

Listing courtesy of SHAWFIELD REALTY GROUP. 407-963-7749

$1,125,000

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

Listing courtesy of KELLER WILLIAMS RLTY FL. PARTN. 386-944-2800

$1,125,000

4 Beds ⋅ 3 Baths ⋅ 1228374 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 W Lake Winnemissett Drive, Deland

Courtesy of Keller Williams Realty Florida Partners

$1,266,700

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

Listing courtesy of COSTA REALTY PARTNERS LLC. 386-717-4559

$1,400,000

V4948862 MLS

Income producing opportunity in Deland Florida. Adjacent to Stetson University! This Block 8 Unit has new roofs on both buildings. Public Utilities! Most units have newer central AC units. Tenants have their own electric meter. 2 efficiencies, two 2 two bed 2 bath and four 2 bed 1 bath. Proforma income 11,000 month. Call for easy show. Don't miss out!

830 N Clake Street, Deland

Listing courtesy of CARDINAL ROW REAL ESTATE. 386-873-7033

$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

Listing courtesy of GREENE REALTY OF FLORIDA LLC. 386-734-2200

$1,500,000

O6401683 MLS

At 33 acres along State Road 44 in DeLand, offering strong frontage and access. Surrounding land patterns include open acreage, infrastructure, and expanding commercial activity, reinforcing its future potential. The site includes a water retention area centrally located, creating a natural division within the property.

44 W Sr 44 New York Avenue, Deland

Listing courtesy of PREMIER SOTHEBYS INT'L REALTY. 407-581-7888

$1,100,000

2 Beds ⋅ 2 Baths ⋅ 1223943 MLS

Check out this rare opportunity to own acreage that is agriculturally zoned within minutes to Downtown Deland that is set up to be a horticulturists dream! This property features a 70 x 30 metal building that includes your 2 bedroom, 1.5 bath home with a cute little front porch along with a covered parking breezeway that adjoins you to the rest of the building that is used for work space and/or storage. With over 25,000 SQFT of a professionally built greenhouse with full irrigation and an attached, covered pole barn for equipment and materials storage, you have endless possibilities! Along with this there is also a 60x37 metal barn/workshop that could be left as is or easily closed in. All of this on 5 acres that is in unincorporated Deland (no city to deal with) that already holds an ag exemption. This would be a great place to have as a working nursery where you have the potential to have a great client base with such a convenient location. The seller is leaving the home furnished as well as leaving all equipment on site, with an acceptable offer. Seller financing available. Realtors please read realtor remarks.

1065 S Massachusetts Avenue, Deland

Courtesy of Southern Exclusive Realty Corp

$1,100,000

2 Beds ⋅ 2 Baths ⋅ V4947779 MLS

Check out this rare opportunity to own acreage that is agriculturally zoned within minutes to Downtown Deland that is set up to be a horticulturists dream! This property features a 70 x 30 metal building that includes your 2 bedroom, 1.5 bath home with a cute little front porch along with a covered parking breezeway that adjoins you to the rest of the building that is used for work space and/or storage. With over 25,000 SQFT of a professionally built greenhouse with full irrigation and an attached, covered pole barn for equipment and materials storage, you have endless possibilities! Along with this there is also a 60x37 metal barn/workshop that could be left as is or easily closed in. All of this on 5 acres that is in unincorporated Deland (no city to deal with) that already holds an ag exemption. This would be a great place to have as a working nursery where you have the potential to have a great client base with such a convenient location. The seller is leaving the home furnished as well as leaving all equipment on site, with an acceptable offer. Seller financing available. Realtors please read realtor remarks.

1065 S Massachusetts Avenue, Deland

Listing courtesy of SOUTHERN EXCLUSIVE REALTY CORP. 386-279-7244

$1,025,000

V4947420 MLS

Just listed! 22.30 acres currently zoned agricultural, featuring well-maintained fields and fully fenced. Conveniently located minutes from Downtown DeLand, SunRail, Amtrak, and the St. Johns River. Ideal for agriculture, a private estate, or future development, with beaches just a short drive away.

Carter Road, Deland

Listing courtesy of LPT REALTY LLC. 877-366-2213

$1,400,000

1221593 MLS

- 1.67 acre corner lot across 3 parcels on busy International Speedway Blvd (US-92) in Deland, FL - close proximity to many national retailers - C-2 Zoning allows a wide variety of uses - 28,000 VPD - 1,200sf masonry building can be repurposed or demolished for new development

576 E International Speedway Boulevard, Deland

Courtesy of SVN Alliance Commercial Real Estate Advisors

$1,300,000

V4946191 MLS

Prime Downtown DeLand mixed-use opportunity across two downtown parcels, 700901050023 & 700901050030, with strong in-place income and serious upside. Centrally located in a high-traffic, highly visible downtown corridor, this property features currently occupied residential rental units producing steady cash flow, along with income-producing commercial spaces well-suited for retail, office, studio, or service-based users seeking walkability and exposure. Property is currently configured as 8 residential units and 2 commercial units, with 2 of the residential units vacant and needing renovations. Additional workshop and storage space provides flexible utility and potential for added revenue. On-site parking area adds a major advantage for both residential tenants and commercial customers- rare for downtown. Property offers clear value-add potential for investors and business-minded buyers willing to add some TLC to boost rents and maximize long-term returns. Ideal for portfolio growth, owner-user live/work vision, or repositioning play in one of DeLand’s most active and desirable areas. Don't miss the chance to make this rare opportunity yours! **All information provided by public records and/or seller and presumed correct, but to be verified by buyer during due diligence**

128 E Rich Avenue, Deland

Listing courtesy of GREENE REALTY OF FLORIDA LLC. 386-734-2200

Deland Homes for Sale between $1,000,000 to $1,500,000

Deland Homes for Sale Between $1,000,000 to $1,500,000

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