House for Sale
$1,100,000
4 bd · 4 ba · 3,333 sqft
DELAND, FL 32724 · MLS# V4949235 · Active · NEW ENGLAND VILLAGE
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.**
School assignments are provided by the listing and should be independently verified.
Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.
2660 WINNEMISSETT OAKS DRIVE, DELAND, FL 32724 · See all DeLand homes for sale
House for Sale
$1,100,000
4 bd · 4 ba · 3,333 sqft
House for Sale
$1,095,000
4 bd · 3 ba · 2,940 sqft
House for Sale
$949,000
4 bd · 4 ba · 3,264 sqft
House for Sale
$1,399,999
5 bd · 6 ba · 5,946 sqft
House for Sale
$995,000
4 bd · 2 ba · 3,001 sqft
House for Sale
$974,900
4 bd · 4 ba · 3,250 sqft
House for Sale
$974,900
4 bd · 4 ba · 3,252 sqft
House for Sale
$975,000
4 bd · 3 ba · 2,535 sqft
2660 WINNEMISSETT OAKS DRIVE is a single family home for sale in DELAND, FL 32724. This property was listed for sale on May 22, 2026 by COSTA REALTY PARTNERS LLC, it's currently listed at $1,266,700. This listing's school district is Volusia Public Schools. Nearby schools include Blue Lake Elem, Deland Middle and Deland High. 2660 WINNEMISSETT OAKS DRIVE is a 6-bed, 5-bath, 4,814 sqft single family home built in 2004.