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

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.

2600 Winnemissett Oaks Drive, Deland

Listing courtesy of LANE REALTY SERVICES, LLC. 386-747-5054

$1,299,000

6 Beds ⋅ 7 Baths ⋅ V4950866 MLS

Welcome to 1701 Timber Edge Drive, an exceptional estate home in The Timbers, where luxury living, resort-style outdoor spaces, multigenerational flexibility, and extraordinary garage facilities come together on 1.28 acres. This immaculate 4,315 SF, 6-bedroom, 5 full and 2 ½-bath residence is designed around an impressive resort-style pool and expansive covered lanai, creating a backyard retreat for entertaining, relaxing, and enjoying the Florida lifestyle year-round. From the moment you enter, the home feels open, inviting, and connected to its outdoor surroundings. The entry opens to a formal living area with glass sliders to the lanai, along with a separate sitting area. At the heart of the home is a spacious kitchen overlooking the pool, featuring granite countertops, abundant cabinetry, generous workspace, and plenty of storage. The kitchen opens to the family room with direct lanai access, creating a wonderful flow for everyday living and entertaining. The spacious primary suite also features glass sliders opening directly to the lanai, along with a generously sized primary bath and walk-in closet, creating a comfortable private retreat with convenient access to the pool and outdoor living areas. Outside, the resort-style pool takes center stage. The expansive covered lanai offers abundant space for outdoor dining, entertaining, lounging poolside, or simply relaxing in your own backyard oasis. Combined with the privacy and space of the 1.28-acre homesite, this is Florida outdoor living at its best. The home's versatility is exceptional with a 1,113 SF in-law apartment, privately positioned beyond the specialty garage, offers excellent separation from the main residence and includes its own private entrance, bedroom, living room, full kitchen, and 1½ baths. Above the in-law quarters is an additional approximately 400 SF private upstairs suite with its own entrance, large bedroom, full bathroom, and wet bar—ideal for family, guests, or a private home office. Car enthusiasts and collectors, take note! In addition to the 2-car garage, this property features an extraordinary 1,890 SF air-conditioned specialty garage with 1/2 bath and space for approximately six additional vehicles, epoxy flooring, and a professional Rotary Lift two-post automotive lift with swing arms. Whether housing a collection, maintaining a prized automobile, or creating the ultimate climate-controlled workshop, garage space of this caliber is exceptionally difficult to duplicate. With its resort-style pool, expansive lanai, beautifully appointed kitchen, private living quarters, security camera system, climate-controlled garages, high-end finishes, and exceptional attention to detail, 1701 Timber Edge Drive offers a rare combination of luxury, privacy, versatility, and lifestyle in one remarkable Deland estate. *Home is under audio/visual surveillance*

1701 Timber Edge Drive, Deland

Listing courtesy of WATSON REALTY CORP. 386-734-4559

$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

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

$1,095,000

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

$1,149,000

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

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

$1,300,000

5 Beds ⋅ 3 Baths ⋅ V4948443 MLS

Welcome to this exceptional custom-built farmhouse, perfectly situated on a private and spacious lot in beautiful DeLand. Blending timeless design with modern comfort, this home offers an elevated lifestyle both inside and out. From the moment you arrive, you’re greeted by striking curb appeal—featuring a light brick exterior, dark architectural rooflines, and a welcoming covered front porch that sets the tone for what’s inside. Step through the front doors into a breathtaking two-story living space, where soaring ceilings, expansive windows, and an abundance of natural light create an open and airy atmosphere. The custom staircase, complete with wood accents and classic railing, serves as a stunning architectural centerpiece, while the upper-level loft with built-in shelving adds both charm and functionality. The thoughtfully designed layout offers spacious living areas that feel both cozy and refined—perfect for gathering, entertaining, or simply enjoying everyday life. The experience continues outdoors with your own private resort-style retreat. The fully screened pool enclosure provides year-round enjoyment, while the covered lanai offers the perfect setting for relaxing, dining, or hosting guests. Whether you're enjoying quiet mornings or lively evenings, this space seamlessly blends indoor and outdoor living. Each bedroom is generously sized, and the primary suite offers a peaceful escape designed for comfort and privacy. Set in a quiet, desirable area of DeLand, this home provides the perfect balance of privacy, space, and convenience—just minutes from shopping, dining, and local amenities. *Showings by appointment only-Gate is closed so there is no drive by access*

1933 S Farm Road, Deland

Listing courtesy of FAMILY REALTY OF CENTRAL FLA. 386-775-8100

$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

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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