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2660 Winnemissett Oaks Drive, Deland, FL 32724

$1,365,494

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Property 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 truecenterpiece-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.**

2660 Winnemissett Oaks Drive | MLS# V4944214

This single family home located at 2660 Winnemissett Oaks Drive, Deland, FL 32724 is currently listed for sale with an asking price of $1,365,494. This property was built in 2004 and has 6 bedrooms and 5 full baths with 4814 sq. ft. Winnemissett Oaks Drive is located in the NEW ENGLAND VILLAGE subdivision. Search NEW ENGLAND VILLAGE real estate on jsaint.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 3 car attached
Heating: Central, Electric
Lot Size: 2.50 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $10,480
Year Built: 2004
Square Feet: 4,814

Amenities

Ceiling Fans(s)
Crown Molding
Eat-in Kitchen
High Ceilings
Solid Surface Counters
Awning(s)
French Doors
Lighting
Outdoor Shower
Rain Gutters

Feature Descriptions

Additional Rooms: Bonus Room, Family Room, Great Room, Inside Utility
Appliances: Dryer, Ice Maker, Microwave, Range, Refrigerator, Washer, Water Softener
Days on Site: 212
Directions: From Downtown DeLand. East on New York Left on Lake Winnemissett Dr. Left on Winnemissett Oaks Dr.
Disaster Mitigation: Above Flood Plain
Exterior: Block, Brick, Stucco
Fencing: Fenced, Other
Fireplace: Living Room, Non Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Carpet, Ceramic Tile, Wood
Foundation: Slab, Stem Wall
HOA Fee: 1050/ Annually
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA
Lot: City Limits, Street Dead-End, Paved, Private
Lot Dimensions: 2.5
Number of Septics: 1
Number of Wells: 1
Other Equipment: Irrigation Equipment
Ownership: Fee Simple
Parking: Driveway, Garage Door Opener, Oversized
Parking Notes: Driveway, Garage Door Opener, Oversized
Pets Allowed: Yes
Pool: Child Safety Fence, Gunite, In Ground, Screen Enclosure
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Gated Community
Sewer: Septic Tank
Showing Instructions: 24 Hour Notice, Gate Code Required, Listing Agent Must Accompany, No Lockbox, See Remarks, ShowingTime
Spa: Heated, In Ground
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Cable Available, Cable Connected, Electricity Connected, Other, Sprinkler Well
Vegetation: Mature Landscaping, Trees/Landscaped
Water: Well
Water Access Y/N: No
Windows: Shutters, Window Treatments
Zoning: 01R3

Room Sizes

Great Room: 19x15
Kitchen: 18x14
Dinette: 13x13
Den: 13x12
Dining Room: 12x11
Primary Bedroom: 23x15
Bedroom 2: 13x11
Bedroom 3: 13x13
Bedroom 4: 13x12
Bedroom 5: 13x13
Bonus Room: 13x13

Local Schools

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

Listed By / Shown By

Listed By

Agency Name: COSTA REALTY PARTNERS LLC
Agency Contact: 386-717-4559

Shown By

Agent Name: Jennifer Saint
Agent Phone: (904) 477-0891
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 7,856.23 per month $6,584.62 Principal & Interest $873.33 Property Tax $398.27 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/12/2026. The listing information on this page last changed on 03/12/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 03/12/2026 2:58:28 AM EST) or GAMLS (last updated Wed 03/11/2026 11:14:54 PM EST) or Stellar MLS (last updated Thu 03/12/2026 1:59:09 AM EST) or SPC MLS (last updated Wed 03/11/2026 11:20:33 PM EST) or Martin MLS (last updated Wed 03/11/2026 11:38:11 PM EST) or Indian River MLS (last updated Wed 03/11/2026 11:30:23 PM EST) or Daytona MLS (last updated Wed 03/11/2026 11:36:50 PM EST) or Northeast Florida MLS (last updated Thu 03/12/2026 12:18:43 AM EST) or Beaches MLS (last updated Thu 03/12/2026 2:36:11 AM EST) or BORMLS (last updated Wed 03/11/2026 11:16:09 PM EST) or Golden Isles MLS (last updated Wed 03/11/2026 11:26:30 PM EST) or Amelia/Nassau MLS (last updated Wed 03/11/2026 11:25:21 PM EST) or Dixie Gilchrist Levy MLS (last updated Wed 03/11/2026 11:42:21 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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