For Sale
Single family home for sale at 2660 Winnemissett Oaks Dr, Deland, FL 32724 | MLS# V4949235 | Listing updated on 2026-09-26
Photo 1 of Single family home for sale at 2660 Winnemissett Oaks Dr, Deland, FL 32724 | MLS# V4949235 | Listing updated on 2026-09-26
Photo 2 of Single family home for sale at 2660 Winnemissett Oaks Dr, Deland, FL 32724 | MLS# V4949235 | Listing updated on 2026-09-26
Photo 3 of Single family home for sale at 2660 Winnemissett Oaks Dr, Deland, FL 32724 | MLS# V4949235 | Listing updated on 2026-09-26
Photo 4 of Single family home for sale at 2660 Winnemissett Oaks Dr, Deland, FL 32724 | MLS# V4949235 | Listing updated on 2026-09-26
53+
Beds Icon

Street View

$1,149,000

Monthly Est:$5,719

  • Beds Icon6 Beds
  • Beds Icon
    5 Baths
  • Beds Icon4,814sqft

2660 Winnemissett Oaks Dr, Deland, FL 32724

$5,719/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 2004

  • $87.5/mo HOA

  • 2.5 acres lot

  • $239/sq.ft

Description

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.**

  • Houzeo last checked: 22 minutes ago
  • Listing updated: September 26, 2026 at 8:05 pm
  • Listing Provided by: "West" Costa (386) 717-4559 | COSTA REALTY PARTNERS LLC (386) 717-4559
  • Source: Stellar MLS-FL | MLS#: V4949235 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Volusia County

  • City

    Deland

  • Neighborhood

    --

  • Year Built

    2004

  • HOA Fees

    $87.5/mo

  • Finished Area

    4,814 sqft

  • Lot Size

    2.5 acres lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    V4949235

  • MLS Status

    Active

  • Days on Market

    142

  • Cumulative Days on Market

    371

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

HOA Management

PMI Property Management

HOA Fees

$1,050/ Annually

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 6

    Bathrooms: 5

  • Great Room

    Level: First

    Area: 285.00 Square Feet

    Dimensions: 19x15

  • Kitchen

    Level: First

    Area: 252.00 Square Feet

    Dimensions: 18x14

  • Dinette

    Level: First

    Area: 169.00 Square Feet

    Dimensions: 13x13

  • Den

    Level: First

    Area: 156.00 Square Feet

    Dimensions: 13x12

  • Dining Room

    Level: First

    Area: 132.00 Square Feet

    Dimensions: 12x11

  • Primary Bedroom

    Level: First

    Area: 345.00 Square Feet

    Dimensions: 23x15

  • Bedroom 2

    Level: First

    Area: 143.00 Square Feet

    Dimensions: 13x11

  • Bedroom 3

    Level: Second

    Area: 169.00 Square Feet

    Dimensions: 13x13

  • Bedroom 4

    Level: Second

    Area: 156.00 Square Feet

    Dimensions: 13x12

  • Bedroom 5

    Level: Second

    Area: 169.00 Square Feet

    Dimensions: 13x13

  • Bonus Room

    Level: Second

    Area: 169.00 Square Feet

    Dimensions: 13x13

Interior

  • Appliances

    Dryer, Ice Maker, Microwave, Range, Refrigerator, Washer, Water Softener

  • Exterior Features

    Awning(s), Lighting, Outdoor Shower, Rain Gutters, Shade Shutter(s)

  • Flooring

    Carpet, Ceramic Tile, Wood

  • Window Features

    Shutters, Window Treatments

  • Heating

    Central, Electric

  • Interior Features

    Ceiling Fans(s), Crown Molding, Eat In Kitchen, High Ceilings, Solid Surface Counters

  • Sewer

    Septic Tank

  • Cooling

    Central Air

Construction

  • Year Built

    Year Built: 2004

  • Home type

    Single Family Residence

  • Construction Materials

    Block, Brick, Stucco

  • Property Condition

    Completed

  • Roof

    Shingle

  • Foundation Details

    Slab, Stem Wall

Utilities & Energy

  • Laundry Features

    Laundry Room

  • Utilities

    Cable Available, Cable Connected, Electricity Connected, Other, Sprinkler Well

  • Fireplace Features

    Living Room, Non Wood Burning

  • Water Source

    Well

  • Security Features

    Gated Community

  • Pool Features

    Child Safety Fence, Gunite, In Ground, Screen Enclosure

  • Parking Features

    Driveway, Garage Door Opener, Oversized

Other Features

  • Subdivision Name

    New England Village

  • Lot Features

    City Limits, Landscaped, Street Dead End, Paved, Private

  • Vegetation

    Mature Landscaping, Oak Trees, Trees/landscaped, Wooded

  • Patio And Porch Features

    Covered, Deck

Price History

DateEventPrice

05/22/2026

Source: mls_logoStellar MLS-FL #MFRV4949235

Listed for Sale

$1,266,700 +10.24%

$263/sqft

05/22/2026

Source: mls_logoStellar MLS-FL #MFRV4949235

Price Decreased

$1,149,000 -15.85%

$239/sqft

04/17/2026

Source: mls_logoStellar MLS-FL #MFRV4944214

Listing Removed

$1,365,494

$284/sqft

03/12/2026

Source: mls_logoStellar MLS-FL #MFRV4944214

Price Decreased

$1,365,494 -2.36%

$284/sqft

02/09/2026

Source: mls_logoStellar MLS-FL #MFRV4944214

Listed for Sale

$1,398,494

$291/sqft

Show more

Nearby Homes

Based on information from Stellar MLS® through Oct 12, 2026, 10:30AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

Advertising Broker: Fred McGill | Simple Showing, Inc