80 Deepwood Rd, Darien, CT 06820
Property image
Property image
OFF MARKET

80 Deepwood Rd
Darien, CT 06820

  • 5 Beds
  • 5 Baths
  • 6,650 sqft (on 1.69 acres)

$4,566,900

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $29,456/mo*
Refinance Your Home

$4,566,900

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $29,456/mo*
Refinance Your Home
5 Beds
5 Baths
6,650 sqft
(on 1.69 acres)

Local Information

  • Map ViewExplore the area around 80 Deepwood Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Unbelievable. 6600sf beautifully renovated 5 bedroom, on 1.6 professionally landscaped acres on desirable quiet street minutes to train, school and town. Cathedral ceiling Great Hall style family room with fireplace. Potting room, sunroom to private patio, state-of-the-art custom granite kitchen, formal dining room to patio. Playroom and exercise room. Master suite, large his and her walk-in closet plus connected private office. Workshop and huge 3-car garage and much more. Exquisite craftsmanship combined with size and modern amenities help add to today's busy and exciting lifestyles.
80 Deepwood Rd, Darien, CT 06820 is a 5 bedroom, 5 bathroom, 6,650 sqft single-family home built in 1959. It last sold for $2,425,000 on Jan 30, 2015. It is currently off market. The Trulia Estimate is $4,566,900, with a rent estimate of $20,971/month.

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 80 Deepwood Rd

Interior Features

Interior Details
BasementNumber of Rooms: 14
Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1959Year Updated: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: WoodPatio
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 1.69 acres

Price History for 80 Deepwood Rd

DatePriceEventSource
01/30/2015$2,425,000Sold
Smart MLS #99076764
12/13/2014$2,495,000PriceChange
Agent Provided
08/26/2014$2,575,000Listed For SaleAgent Provided
12/27/2012$4,075,000Sold
N/A

Market trends in Darien

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.73M
Sale-to-List Price
105.6%
Price per sq ft
$787
Available listings
54
11MoM
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Property Tax and Assessment

Year2025
Tax$31,960
Assessment$2,064,580
Home facts updated by county records

Comparable Sales for 80 Deepwood Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
76 Deepwood Road, Darien, CT
0.05
Single-Family Home
$2,287,500
02/27/26
5
4
3,897
326 Hollow Tree Ridge Road, Darien, CT
0.43
Single-Family Home
$3,650,000
08/20/25
5
4.5
6,860
15 Waterbury Lane, Darien, CT
0.28
Single-Family Home
$4,400,000
04/28/26
5
5
6,052
1 Top O Hill Rd, Darien, CT
0.16
Single-Family Home
$4,444,000
08/19/25
5
5
4,760
3 Hickory Lane, Darien, CT
0.11
Single-Family Home
$2,875,000
07/01/26
4
4
2,920
19 Georgian Lane, Darien, CT
0.30
Single-Family Home
$3,250,000
03/02/26
6
5.5
6,407
261 Hollow Tree Ridge Road, Darien, CT
0.39
Single-Family Home
$4,350,000
12/15/25
5
5.5
6,135
39 Deepwood Road, Darien, CT
0.32
Single-Family Home
$4,022,500
08/01/25
5
3.5
4,932
8 Haskell Ln, Darien, CT
0.50
Single-Family Home
$4,750,000
06/22/26
6
5
6,810
300 Hollow Tree Ridge Road, Darien, CT
0.39
Single-Family Home
$4,900,000
09/02/25
5
7
6,118

Nearby homes

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Assigned Schools

These are the assigned schools for 80 Deepwood Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Darien

At least 147 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 89 % Say yards are well-kept

  • 88 % Say parking is easy

  • 87 % Say car is needed

  • 84 % Say there's holiday spirit

  • 82 % Say people would walk alone at night

  • 80 % Say kids play outside

  • 73 % Say there's wildlife

  • 71 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 58 % Say neighbors are friendly

  • 58 % Say there are community events

  • 58 % Say there are sidewalks

  • 55 % Say it's walkable to restaurants

  • 48 % Say it's walkable to grocery stores

  • 44 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Kimrichardnyc
    "Happy, safe and friendly place to live and raise children. Need more diversification like in wesport CT though. "
    0
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  • Trulia User
    "This is the best town to raise kids and build friendships. The beaches, parks, restaurants, nature and proximity to NYC also makes a great place to live. We have found the people generally friendly and welcoming. "
    0
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  • Trulia User
    "great place to raise kids, we have lived here for about a decade. fantastic schools, great neighbors"
    0
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  • Jessica_hatch7
    "NA commute to the city is an easy 65 minute train ride. We have two stations in Darien, both easily accessible. "
    3
    Flag
  • Peter S.
    "Holidays and school events. Dining and activities such as sports, the arts and many many social events"
    0
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  • Mzengo8
    "My neighborhood plays kid lacrosse/ basketball or football games. And we have parties on almost every holiday. Which is very fun for all of the kids on the block "
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  • Bill T.
    "Dead end but on a hill and has a loop so kids can run around, play and explore. Lots of trees and woods surround the neighborhood."
    3
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  • Tad
    "My commute is five minutes to the train station, five minute walk from parking lot to the tracks, then an hour on the train to grand central each work day. "
    1
    Flag
  • Allison w.
    "They would love it, such a friendly area. Dogs are everywhere and appreciated. I have 2 dogs and I am so glad there are a ton of dogs around. "
    0
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  • Chad W.
    "Darien is as family friendly as it gets. There is a lot of money here. Some are kind, but many are snobby. It's a bit of a bubble, which is why many families move here."
    0
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  • Jessica_hatch7
    "The people are amazing and the schools are fantastic. We are only 60 minutes from the city and the trains run very frequently. "
    2
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  • Victoria_belluscio
    "Great place to raise children- excellent schools- everything is 5-10 min away so good for busy schedules! 2 train stations for easy commuting, beaches, parks and more!"
    0
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  • Kathrynquirk445
    "Beautiful area. Gorgeous homes. Lovely neighbors. Lived here many years and love it. Great privacy and incredibly convenient."
    0
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  • Bill T.
    "Big circle where no cars or trucks visit unless they live here or have business in the neighborhood... great place for kids"
    1
    Flag
  • dwenger
    "Spectacular location: Walk to beaches, shops, Train to NYC, convenient to I-95 and more "
    0
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Homes for sale near 80 Deepwood Rd

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Off Market Homes Near 80 Deepwood Rd

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