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$1,398,494 - 2660 Winnemissett Oaks Drive, DELAND

6
Bedrooms
5
Baths
4,814
SQ. Feet
2.5
Acres

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.**

Essential Information

  • MLS® #:
    V4944214
  • Price:
    $1,398,494
  • Bedrooms:
    6
  • Bathrooms:
    5.00
  • Full Baths:
    5
  • Square Footage:
    4,814
  • Acres:
    2.50
  • Year Built:
    2004
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Status:
    Active

Community Information

  • Address:
    2660 Winnemissett Oaks Drive
  • Area:
    Deland
  • Subdivision:
    NEW ENGLAND VILLAGE
  • City:
    DELAND
  • County:
    Volusia
  • State:
    FL
  • Zip Code:
    32724

Amenities

  • Parking:
    Driveway, Garage Door Opener, Oversized
  • # of Garages:
    3
  • View:
    Pool
  • Has Pool:
    Yes

Interior

  • Interior Features:
    Ceiling Fans(s), Crown Molding, Eat-in Kitchen, High Ceilings, Solid Surface Counters
  • Appliances:
    Dryer, Ice Maker, Microwave, Range, Refrigerator, Washer, Water Softener
  • Heating:
    Central, Electric
  • Cooling:
    Central Air
  • Fireplace:
    Yes
  • Fireplaces:
    Living Room, Non Wood Burning
  • # of Stories:
    2

Exterior

  • Exterior Features:
    Awning(s), French Doors, Lighting, Outdoor Shower, Rain Gutters
  • Lot Description:
    City Limits, Street Dead-End, Paved, Private
  • Roof:
    Shingle
  • Foundation:
    Slab, Stem Wall

School Information

  • Elementary:
    Blue Lake Elem
  • Middle:
    Deland Middle
  • High:
    Deland High

Additional Information

  • Days on Market:
    159
  • Zoning:
    01R3

Listing Details

  • Listing Office:
    Costa Realty Partners Llc

Listing information courtesy of Costa Realty Partners Llc.

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on January 18th, 2026 at 5:04am EST.