2660 Winnemissett Oaks Drive, Deland, FL 32724
For Sale $1,149,000
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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.**
Ceiling Fans(s)
Crown Molding
Eat-in Kitchen
High Ceilings
Solid Surface Counters
Taxes: $10,480.00
Tax Year: 2025
Association Fee: $1,050.00
Association Fee Frequency: Annually
Awning(s)
Lighting
Outdoor Shower
Rain Gutters
Shade Shutter(s)
Dryer
Ice Maker
Microwave
Range
Refrigerator
Washer
Water Softener
Pool
Trees/Woods
Elementary School: Blue Lake Elem
Middle School: Deland Middle
Junior High: Deland Middle
High School: Deland High
MLS Area: 32724 - Deland
Total Square Footage: 6,656
Price per Square Feet: $238.68
Total Floors: 2
Water: Well
Construction: Block, Brick, Stucco
Date Listed: 2026-05-22 00:00:00
Pool: Y
Pool Description: Child Safety Fence, Gunite, In Ground, Screen Enclosure
Private Spa: Y
Furnished: Unfurnished
Windows: Shutters, Window Treatments
Parking: Driveway, Garage Door Opener, Oversized
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Carpet, Ceramic Tile, Wood
Roof: Shingle
Heating: Central, Electric
Cooling: Central Air
Fireplace: Y
Security: Gated Community
Laundry: Laundry Room
Pets: Yes
Sewer: Septic Tank
Lot Desc.: City Limits, Landscaped, Street Dead-End, Paved, Private
Parcel ID: 12-17-30-00-00-
Listing Courtesy Of: Costa Realty Partners Llc
westworks@costarealtypartners.com
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.**
Property Details
Price: $1,149,000
Sq Ft: 4,814
($239 per
sqft)
Bedrooms: 6
Bathrooms: 5
City: Deland
County: Volusia
Type: Single Family
Development: Not On The List
Subdivision: New England Village
Acres: 2.5000
Year Built: 2004
Listing Number: V4949235
Status Code: A-Active
Taxes: $10,480.00
Tax Year: 2025
Garage:
3
/
Y
Furnishings: Unfurnished
Pets Allowed: Yes
Total Recurring Fees: $88
Total Recurring Fee Frequency: 0.00
Interior Features:
Ceiling Fans(s)
Crown Molding
Eat-in Kitchen
High Ceilings
Solid Surface Counters
Financial Information:
Taxes: $10,480.00
Tax Year: 2025
Association Fee: $1,050.00
Association Fee Frequency: Annually
Exterior Features:
Awning(s)
Lighting
Outdoor Shower
Rain Gutters
Shade Shutter(s)
Equipment:
Dryer
Ice Maker
Microwave
Range
Refrigerator
Washer
Water Softener
View:
Pool
Trees/Woods
School Information:
Elementary School: Blue Lake Elem
Middle School: Deland Middle
Junior High: Deland Middle
High School: Deland High
Additional Information:
MLS Area: 32724 - Deland
Total Square Footage: 6,656
Price per Square Feet: $238.68
Total Floors: 2
Water: Well
Construction: Block, Brick, Stucco
Date Listed: 2026-05-22 00:00:00
Pool: Y
Pool Description: Child Safety Fence, Gunite, In Ground, Screen Enclosure
Private Spa: Y
Furnished: Unfurnished
Windows: Shutters, Window Treatments
Parking: Driveway, Garage Door Opener, Oversized
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Carpet, Ceramic Tile, Wood
Roof: Shingle
Heating: Central, Electric
Cooling: Central Air
Fireplace: Y
Security: Gated Community
Laundry: Laundry Room
Pets: Yes
Sewer: Septic Tank
Lot Desc.: City Limits, Landscaped, Street Dead-End, Paved, Private
Parcel ID: 12-17-30-00-00-
Map of 2660 Winnemissett Oaks Drive, Deland, FL 32724
Listing Courtesy Of: Costa Realty Partners Llc
westworks@costarealtypartners.com