27 Wakeman Rd, Darien, CT 06820
OFF MARKET

27 Wakeman Rd
Darien, CT 06820

  • 4 Beds
  • 3 Baths
  • 2,812 sqft (on 0.63 acres)

$2,130,100

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $14,037/mo*
Refinance Your Home

$2,130,100

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $14,037/mo*
Refinance Your Home
4 Beds
3 Baths
2,812 sqft
(on 0.63 acres)

Home Value

Trulia Estimate
$2.13M
Since last month
Decreased$19K (-0.9%)
Since last year
Increased$179K (+9.2%)
Since last sale
Increased$945K (+79.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +58% in the last 10 years
MonthEstimated value
2026
August 2026$2.13M
July 2026$2.13M
June 2026$2.15M
May 2026$2.1M
April 2026$2.06M
March 2026$2.05M
February 2026$1.97M
January 2026$1.95M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5 Wakeman Road, Darien, CT
0.07
Single-Family Home
$1,620,000
01/15/26
3
2.5
2,064
13 Wakeman Road, Darien, CT
0.03
Single-Family Home
$2,105,000
05/04/26
3
2.5
2,959
29 Richmond Drive, Darien, CT
0.30
Single-Family Home
$2,060,000
05/12/26
4
3
3,512
27 Point O Woods Road South, Darien, CT
0.23
Single-Family Home
$2,900,000
06/15/26
4
2.5
3,384
171 Raymond Street, Darien, CT
0.29
Single-Family Home
$1,646,000
04/09/26
3
2.5
1,596
14 Richmond Dr, Darien, CT
0.32
Single-Family Home
$2,002,500
09/10/25
5
3.5
3,578
45 Cottontail Road, Norwalk, CT
0.59
Single-Family Home
$1,100,000
08/07/26
4
2.5
2,492
2 Redbird Lane, Norwalk, CT
0.58
Single-Family Home
$850,000
04/16/26
4
2.5
2,002
491 Flax Hill Rd, Norwalk, CT
0.57
Single-Family Home
$1,249,000
02/13/26
3
4
3,815
19 Littlebrook Road, Darien, CT
0.65
Single-Family Home
$1,485,000
01/15/26
4
2.5
2,156

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
13 Wakeman Road, Darien, CT 06820
0.03
$2,105,000
3
2.5
2,959
Recently Sold
14 Wakeman Road, Darien, CT 06820
0.06
$2,083,900
4
3
2,860
Off Market
5 Wakeman Road, Darien, CT 06820
0.07
$1,620,000
3
2.5
2,064
Recently Sold
26 East Lane, Darien, CT 06820
0.13
$1,201,200
3
1.5
1,450
Off Market
7 Red Mill Lane, Darien, CT 06820
0.15
$3,072,400
4
3.5
4,259
Off Market
192 Old Kings Highway North, Darien, CT 06820
0.16
$1,515,900
4
2.5
1,843
Off Market
177 Old Kings Highway North, Darien, CT 06820
0.16
$2,646,600
6
3.5
4,799
Off Market
27 Point O'woods South, Norwalk, CT 06854
0.23
$1,582,000
4
2.5
2,700
Off Market
27 Point O Woods Road South, Darien, CT 06820
0.23
$2,900,000
4
2.5
3,384
Recently Sold
202 Old Kings Highway North, Darien, CT 06820
0.19
$2,156,000
4
2
2,434
Off Market
19 Bayberry Lane, Darien, CT 06820
0.22
$2,658,300
5
3.5
4,520
Off Market
199 Old Kings Highway North, Darien, CT 06820
0.22
$1,678,100
4
3
2,409
Off Market

Local Information

  • Map ViewExplore the area around 27 Wakeman Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1941
Lot Size
0.63 acres
Living Area
2,812 sqft
Price/Sqft
$758
Parking
Garage

About this House

This single-family home is located at 27 Wakeman Rd, Darien, CT. 27 Wakeman Rd is in Darien, CT and in ZIP code 06820. This property has 4 bedrooms, 3 bathrooms and approximately 2,812 sqft of floor space. This property has a lot size of 0.63 acres and was built in 1941.
27 Wakeman Rd, Darien, CT 06820 is a 4 bedroom, 3 bathroom, 2,812 sqft single-family home built in 1941. It last sold for $1,185,000 on Jul 2, 2007. It is currently off market. The Trulia Estimate is $2,130,100, with a rent estimate of $7,074/month.

Home Details for 27 Wakeman Rd

Interior Features

Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 9Types of Rooms: Recreation Room
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1941
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Exterior Features

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

Community

Units in Building: 1

Lot Information

Lot Area: 0.63 acres

Price and Tax history

DateEventPrice
Jul 2, 2007
Source: N/A
Sold
$1,185,000
Jul 1, 2002
Source: Smart MLS #98122074
Sold
$850,000

Market trends in Darien

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.98M
$246KMoM
Sale-to-List Price
108.9%
3.3%MoM
Price per sq ft
$800
$12MoM
Available listings
36
18MoM
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Around this home

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 "
    0
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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
    Flag
  • 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
    Flag
  • 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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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 27 Wakeman Rd

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Off Market Homes Near 27 Wakeman Rd

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Frequently asked questions about 27 Wakeman Rd

  • What is 27 Wakeman Rd estimated to be worth?
    Trulia's estimated value for 27 Wakeman Rd in Darien, CT is $2,130,100.
  • What is the price history for 27 Wakeman Rd?
    27 Wakeman Rd in Darien, CT last sold for $1,185,000 in July 2007.
  • Is Darien a buyer's or seller's market?
    Darien is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Darien?
    The median sale price in Darien is $2.98M. That is up $246K from the prior month.
  • How big is the lot at 27 Wakeman Rd?
    The lot at 27 Wakeman Rd in Darien, CT is about 0.63 acres (27,442 sq ft).
  • Does 27 Wakeman Rd have a garage?
    Yes, 27 Wakeman Rd in Darien, CT has a garage.