8 Windsor Road — photo 1
Sold · December 11, 2024

Fairfield County › Darien

8 Windsor Road

Darien, CT 06820

$2,500,000Sold
5
beds
3
baths
3,028
SF

Our Take

8 Windsor Road in Darien is a 1956 home set on 1.22 acres with professionally landscaped grounds. The formal living and dining rooms connect with an eat-in kitchen, den with fireplace, and three-season sunroom, all opening to an expansive deck and private backyard. The home also includes a second-floor family room and three full baths. Period detail and moldings reflect its 1950s construction, while the layout brings the main living spaces together around the outdoor areas.

Property Details

Listing Facts

Acres
1.22
Year built
1956
Taxes (July 2024-June 2025)
$18,815 (July 2024-June 2025)
Price/SF
$826
Days on Market
20 Days
MLS number
24048348

Highlights

  • Professionally landscaped 1.22-acre setting
  • Formal living and dining rooms
  • Eat-in kitchen and fireplace den
  • Three-season sunroom and expansive deck
  • Private, peaceful backyard
  • Second-floor family room
  • Period detail and moldings
Read the full listing description

Hidden away in a most convenient location, sits this beautiful home on a professionally landscaped 1.22 acres. Sun shines into this beautiful 1950's home throughout the day. As you enter the welcoming foyer, the formal LR and DR flow seamlessly into the eat-in kitchen, den with fireplace and 3 season sunroom, all which open to the expansive deck and private, peaceful back yard. 4 generously sized BRs, a second-floor family room and 3 full baths complete this wonderful home. The 1950's workmanship, encompassing fine period detail and moldings, makes this home especially unique and eye catching!

Schools

Elementary
Holmes
Middle
Middlesex
High
Darien

School assignments as reported by SmartMLS.

Price History

DateEventPrice
Sold$2,500,000
Listed$2,600,000

Listing Agent

Brown Harris Stevens
Debbie Lawrence

Building permit history

How we compile this →

Permit records include pool-related work at this property.

2026
Pool and/or SpaPool
Issued date
PermitB-26-293
Permit typePool and/or Spa
Declared project cost$150,000
Dwelling
Issued date
PermitB-26-77
Permit typeDwelling
Declared project cost$2,100,000

Source detail: Darien’s municipal records identify permit types, categories and dates, but do not include public work descriptions for these records.

Interpretation note: This matched record set reflects only the municipal data currently imported; it is not a claim that no other work occurred.

How we compile this. The source is Darien municipal permit records. These records are imported periodically and are not a live feed from the town. A permit’s presence does not, by itself, confirm that work was completed or passed final inspection. Dates shown are issue dates unless identified otherwise. Descriptions may be lightly edited for readability without changing material details. Dollar amounts are town-reported project costs or permit valuations, not estimates of the property’s market value.

Map

8 Windsor Road, Darien, CT 06820

Homes for Sale in Darien ↗

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Homes for Sale in Darien ↗
101 Hoyt StreetActive$1,850,0004 beds · 3 ba · 3,414 sqft · Active101 Hoyt Street, Darien, CT 06820William Raveis Real Estate8 Bouton LaneActive$4,995,0006 beds · 5 ba · 6,040 sqft · Active8 Bouton Lane, Darien, CT 06820Compass Connecticut, LLC150 Holmes AvenueActive$1,795,0004 beds · 2 ba · 2,091 sqft · Active150 Holmes Avenue, Darien, CT 06820Coldwell Banker Realty260 West AvenueActive$1,795,0004 beds · 3 ba · 2,412 sqft · Active260 West Avenue, Darien, CT 06820William Pitt Sotheby's Int'l53 Maple StreetActive$1,299,0003 beds · 2 ba · 3,094 sqft · Active53 Maple Street, Darien, CT 06820Berkshire Hathaway NE Prop.

Nearby sold homes

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3 Hickory LaneSold 06/30/26$2,875,0004 beds · 4 ba · 2,920 sqft · Sold3 Hickory Lane, Darien, CT 06820Compass Connecticut, LLC1 Hickory LaneSold 04/10/25$2,500,0004 beds · 3.5 ba · 3,094 sqft · Sold1 Hickory Lane, Darien, CT 06820Houlihan Lawrence293 Hollow Tree Ridge RoadSold 01/11/23$2,850,0005 beds · 4.5 ba · 4,391 sqft · Sold293 Hollow Tree Ridge Road, Darien, CT 06820Houlihan Lawrence327 Hollow Tree Ridge RoadSold 12/11/22$2,510,9615 beds · 4.5 ba · 3,458 sqft · Sold327 Hollow Tree Ridge Road, Darien, CT 06820Houlihan Lawrence39 Deepwood RoadSold 07/31/25$4,022,5005 beds · 3.5 ba · 4,932 sqft · Sold39 Deepwood Road, Darien, CT 06820Houlihan Lawrence

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SmartMLS · Listing #24048348 · Closed

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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