Skip to content
Property for sale at 2660 WINNEMISSETT OAKS DRIVE, DELAND, FL, 32724
Property for sale at 2660 WINNEMISSETT OAKS DRIVE, DELAND, FL, 32724
1 / 57

2660 Winnemissett Oaks DriveDeland, FL, 32724

6beds
5baths
4,814sqft
Single Family Residence
Built in 2004
$1,050 Annually HOA Fee
$1,149,000
For sale
$1,266,700−$117,700 (9%)Reduced Aug 9, 2026
Price per sqft
$239
Days on market
153
Listed
May 22
MLS #V4949235Updated Sep 26, 2026

About this property

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.

Top Villas Intelligence

Projected rental revenue and ownership costs
Sign in to view rental intelligenceSee projected rental revenue, ownership costs, operating yield, and supporting evidence.
Interested in this property?
Gaby, Property Specialist
Speak to GabyProperty Specialist, SerhantGaby can arrange a viewing, answer your questions and prepare a personalized rental projection.
+1 (407) 490-0475
No pressure. Your details stay private.

Property details

Property type
Single Family Residence
Street address
2660 Winnemissett Oaks Drive
City
Deland
State
FL
ZIP code
32724
Year built
2004
New construction
No
Attached property
No
Faces
East
Rooms
11
Building stories
2
Living area
4,814 sqft
Total building area
6,656 sqft
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. 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; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 20, 2026 at 8:01 AM EDT

Price & sale history

Asking price reduced by $117,700 (9.3%) since first listed.

EventPrice
Price reducedMLS #V4949235$1,149,000Change: −9.3%−$117,700
Listed for saleMLS #V4949235$1,266,700
History may be incomplete.
Explore nearby sales

Location

Property for sale at 2660 WINNEMISSETT OAKS DRIVE, DELAND, FL, 32724
Learn more about this propertyGet in touch for more information
We will use your details to respond to this request and may share them with a suitable real estate professional when needed. Marketing is optional.