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 truecenterpiece-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.**
Listed By
Agency Name: COSTA REALTY PARTNERS LLC
Agency Contact: 386-717-4559
Shown By
Agent Name: Tiffany Matics-Machusak
Agent Phone: (304) 545-7827
Agency Title: Watson Realty Corp., REALTORS ®
Estimated Payment
$ 8,024.98 per month $6,743.75 Principal & Interest $873.33 Property Tax $407.89 Homeowner's InsuranceSend an email with a link to
2660 Winnemissett Oaks Drive, Deland, FL 32724.
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2660 Winnemissett Oaks Drive, Deland, FL 32724.
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2660 Winnemissett Oaks Drive | MLS# V4944214
This single family home located at 2660 Winnemissett Oaks Drive, Deland, FL 32724 is currently listed for sale with an asking price of $1,398,494. This property was built in 2004 and has 6 bedrooms and 5 full baths with 4814 sq. ft. Winnemissett Oaks Drive is located in the NEW ENGLAND VILLAGE subdivision. Search NEW ENGLAND VILLAGE real estate on tiffanym.watsonrealtycorp.com today.