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$1,398,494

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 5 Full Baths
  • 4,814 Sq. Ft.
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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.**

Full Property Details for 2660 Winnemissett Oaks Dr

General

  • Price: $1,398,494
  • HOA FEE: $88/month
  • HOA FEE FREQ.: Annually
  • Taxes: $10,480 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: V4944214
  • Updated: 8/12/2025
  • Added to Site: 159 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 11
  • Interior Features: Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Solid Surface Counters
  • Fireplace: Yes
  • Fireplace(s): Living Room, Non Wood Burning
  • Appliances: Dryer, Ice Maker, Microwave, Range, Refrigerator, Washer, Water Softener
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 5

Bedrooms

  • Total Bedrooms: 6

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Child Safety Fence, Gunite, In Ground, Screen Enclosure
  • Spa: Yes
  • Spa Description: Heated, In Ground
  • Security/Safety: Gated Community

Exterior

  • Exterior Features: Awning(s), French Doors, Irrigation System, Lighting, Outdoor Shower, Rain Gutters

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3
  • Parking Features: Driveway, Garage Door Opener, Oversized

Location

  • Area: 32724 - Deland
  • County: Volusia
  • Development Name: 32724 - Deland
  • Subdivision: NEW ENGLAND VILLAGE
  • Driving Directions: From Downtown DeLand. East on New York Left on Lake Winnemissett Dr. Left on Winnemissett Oaks Dr.
  • Direction Faces: East

School Information

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

Community

  • Community Name: 32724 - Deland
  • Association: Yes
  • Assoc. Name: PMI Property Management

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Septic Tank
  • Water: Well
  • Utility Description: Cable TV Available, Cable Connected, Electricity Connected, Other, Sprinkler Well

Structural Information

  • Exterior Const.: Block, Brick, Stucco
  • Roof: Shingle
  • Windows: Shutters, Window Treatments
  • Stories/Levels: Two
  • Square Feet: 4,814
  • Sq. Ft. Source: Public Records
  • Year Built: 2004

Lot Features

  • Property View: Pool
  • Lot Size (Acres): 2.5
  • Lot Size (Sq. Ft.): 108,900
  • Lot Size: 2.5
  • Frontage: Street Dead-End, Street Paved, Private Road
  • Street/Road Desc.: Paved, Asphalt
  • Fencing (Description): Fenced, Other

Green Features

  • Energy Generation: Solar
  • Water Conservation: Whole House Water Purification

Financial Considerations

  • Association Fee: $1,050
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $10,480
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: 12-17-30 N 167.45 FT OF S 1153.35 FT MEAS ON E/L OF E 661.58 FT MEAS ON S/L OF SE 1/4 PER OR 5033 PG 3082 PER OR 6661 PG 0387 PER OR 7650 PG 3318
  • Flood Zone Info: X
  • APN: 12173000000123
  • Property ID: 12173000000123
  • Block/Lot/Section: B

Listed by Costa Realty Partners Llc

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— 2660 Winnemissett Oaks Dr —

  • Costa Realty Partners Llc

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 2660 Winnemissett Oaks Dr

School District:Volusia County School District
NameGradesDistance
Blue Lake Elementary School, DeLand, FL
282 North Blue Lake Avenue, DeLand, FL 32724
PK-52 mi
Deland High School
800 North Hill Avenue, DeLand, FL 32724
9-122.6 mi
Deland Middle School
1400 Aquarius Avenue, DeLand, FL 32724
6-83.8 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2660 Winnemissett Oaks Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/12/2025
Listed
$1,398,494
116.82%
MLS
3/01/2021
Sold
$645,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2660 Winnemissett Oaks Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$12,179
16%
$619,794
3%
2024
$10,479
2%
$602,327
2%
2023
$10,290
1%
$588,755
12%
2021
$10,195
—
$525,444
-8%
2022
$10,189
—
$571,607
32%
2021
$10,195
4%
$434,139
-2%
2019
$9,814
18%
$441,009
9%
2018
$8,330
-1%
$404,762
2%
2017
$8,444
4%
$396,437
2%
2016
$8,108
-2%
$388,283
1%
2015
$8,272
1%
$385,584
1%
2014
$8,171
—
$382,524
1%
2013
$8,202
—
$376,871
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Costa Realty Partners Llc

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2660 Winnemissett Oaks Drive, Deland, FL 32724 (MLS# V4944214) is a Single Family property with 6 bedrooms and 5 full bathrooms. 2660 Winnemissett Oaks Drive is currently listed for $1,398,494 and was received on August 12, 2025. Want to learn more about 2660 Winnemissett Oaks Drive? Do you have questions about finding other Single Family real estate for sale in Deland? You can browse all Deland real estate or contact a Coldwell Banker agent to request more information.

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