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$995,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 3,134 Sq. Ft.
  • 2 Car Garage
  • Updated 2 hours ago

Next open house:

Open House: 12:00 PM - 2:00 PM

Sunday 5/3 12:00 PM - 2:00 PM

66 Wynn Wood Drive,Fairfield, CT 06825

66 Wynn Wood DriveFairfieldCT06825

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This sensational open-concept home is designed for both comfort and style, featuring a gourmet kitchen equipped with high-end appliances, perfect for culinary enthusiasts. The living room boasts a soaring vaulted ceiling, creating an inviting space ideal for entertaining guests. Upstairs, discover three spacious bedrooms, highlighted by an enormous primary suite that includes a private deck-a serene retreat for unwinding. The finished lower level offers a versatile fourth bedroom, suitable for a home office or gym, catering to your lifestyle needs. Outside, the large, private backyard provides an excellent setting for relaxation or hosting gatherings, making this home a perfect blend of elegance and functionality. Enjoy modern living in a space designed for both leisure and entertaining.

Full Property Details for 66 Wynn Wood Dr

General

  • Price: $995,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24170000
  • Updated: Today (5/1/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 7
  • Interior Features: Security System
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Cooktop, Wall Oven, Refrigerator, Freezer, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Lower
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper

Other Rooms

  • Living Room: Living Room - Vaulted Ceiling, Hardwood Floor, Main
  • Family Room: Family Room - Vaulted Ceiling, Half Bath, Hardwood Floor, Main
  • Kitchen: Kitchen - Breakfast Bar, Granite Counters, Hardwood Floor, Main
  • Dining Room: Dining Room - Fireplace, Hardwood Floor, Main
  • Laundry: Upper Level

Exterior

  • Exterior Features: Deck
  • Color: Cream

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking: Under House Garage

Location

  • County: Fairfield
  • Neighborhood: Stratfield
  • Driving Directions: Stratfield Road to Churchill to Wynn Wood

School Information

  • Elementary School: North Stratfield
  • Middle School: Fairfield Woods
  • High School: Fairfield Warde

Community

  • Community Name: Stratfield

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Domestic

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard, Wood
  • Basement Desc.: Full, Partially Finished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 3,134
  • Above Ground: 3,134 Sq. Ft.
  • Year Built: 1965

Lot Features

  • Lot Size (Acres): 0.64
  • Zoning: A
  • Lot Description: Level Lot

Water Features

  • Water Front Desc.: Beach Rights

Financial Considerations

  • Assessment Amount: $510,090
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 117052

Listed by Higgins Group Real Estate, Lisa Bender

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Listing agent

— 66 Wynn Wood Dr —

  • Lisa Bender

    Higgins Group Real Estate

Agent Contact: (203) 521-1181 Office Contact: (203) 254-9000

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 66 Wynn Wood Dr

School District:Fairfield School District
NameGradesDistance
North Stratfield School
190 Putting Green Road, Fairfield, CT 06825
K-50.5 mi
Fairfield Woods Middle School
1115 Fairfield Woods Rd., Fairfield, CT 06824
6-81.4 mi
Fairfield Warde High School
755 Melville Avenue, Fairfield, CT 06825
9-121.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 66 Wynn Wood Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/01/2026
Listed
$995,000
139.76%
MLS
10/10/1996
Sold
$415,000
—
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 66 Wynn Wood Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,481
2%
$510,090
—
2023
$14,232
1%
$510,090
—
2023
$14,033
1%
$510,090
—
2022
$13,895
1%
$510,090
—
2021
$13,762
-2%
$510,090
-3%
2020
$14,072
—
$525,280
—
2019
$14,072
2%
$525,280
—
2018
$13,846
2%
$525,280
—
2017
$13,563
1%
$525,280
—
2016
$13,368
6%
$525,280
3%
2015
$12,614
2%
$508,830
—
2014
$12,415
2%
$508,830
—
2011
$12,176
—
$508,830
—
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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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Higgins Group Real Estate, Lisa Bender

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66 Wynn Wood Drive, Fairfield, CT 06825 (MLS# 24170000) is a Single Family property with 4 bedrooms and 4 full bathrooms. 66 Wynn Wood Drive is currently listed for $995,000 and was received on May 01, 2026. Want to learn more about 66 Wynn Wood Drive? Do you have questions about finding other Single Family real estate for sale in Fairfield? You can browse all Fairfield real estate or contact a Coldwell Banker agent to request more information.

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