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Street View
$1,149,000
Monthly Est:$5,719
6 Beds
- 5 Baths
5 full baths
4,814sqft
2660 Winnemissett Oaks Dr, Deland, FL 32724
$1,149,000
$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

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
2
County
City
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

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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
| Date | Event | Price |
|---|---|---|
05/22/2026 Source: | Listed for Sale | $1,266,700 +10.24% $263/sqft |
05/22/2026 Source: | Price Decreased | $1,149,000 -15.85% $239/sqft |
04/17/2026 Source: | Listing Removed | $1,365,494 $284/sqft |
03/12/2026 Source: | Price Decreased | $1,365,494 -2.36% $284/sqft |
02/09/2026 Source: | Listed for Sale | $1,398,494 $291/sqft |
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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.
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