21 Prospect Ave, Darien, CT 06820
Property image
Property image
OFF MARKET

21 Prospect Ave
Darien, CT 06820

Downtown
  • 5 Beds
  • 5 Baths
  • 3,481 sqft (on 0.33 acres)

$3,064,800

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $19,743/mo*
Refinance Your Home

$3,064,800

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $19,743/mo*
Refinance Your Home
5 Beds
5 Baths
3,481 sqft
(on 0.33 acres)

Local Information

  • Map ViewExplore the area around 21 Prospect Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Pristine rental option on historic street. Meticulously maintained, renovated and expanded, this 5 bedroom 4 1/2 bath colonial is close to town, train and schools. Gourmet kitchen with granite counters, cherry cabinets, stainless appliances, pantry, built-in seating and large family with fireplace both lead via French doors to stone terrace overlooking landscaped yard. Third floor with fifth bedroom and full bath may also be used as a play room. Extensive closets and storage space. Hardwood floors throughout. Antique barn has room for two cars.
21 Prospect Ave, Darien, CT 06820 is a 5 bedroom, 5 bathroom, 3,481 sqft single-family home in Downtown, built in 1868. It last sold for $1,650,000 on Aug 15, 2013. More recently, it was listed as a rental in August 2013 with an asking price of $7,800 per month. That rental listing was removed on August 29, 2013. It is currently off market. The Trulia Estimate is $3,064,800, with a rent estimate of $7,996/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 21 Prospect Ave

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Interior Details
Number of Rooms: 9Wet Bar
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPatio
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1868Year Updated: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Additional Information

On Site Laundry AvailableSport Court

Price History for 21 Prospect Ave

DatePriceEventSource
08/29/2013$7,800ListingRemovedAgent Provided
08/24/2013$7,800Listed For RentAgent Provided
08/15/2013$1,650,000Sold
Smart MLS #99025386
04/30/2013$1,725,000Listed For SaleAgent Provided

Market trends in Darien

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
64
1MoM
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Property Tax and Assessment

Year2025
Tax$18,576
Assessment$1,200,010
Home facts updated by county records

Comparable Sales for 21 Prospect Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
33 Fairview Avenue, Darien, CT
0.03
Single-Family Home
$3,300,000
06/12/26
4
2.5
3,102
31 Prospect Ave, Darien, CT
0.06
Single-Family Home
$2,053,250
07/21/25
4
3.5
2,376
10 Prospect Avenue, Darien, CT
0.09
Single-Family Home
$3,616,000
01/06/26
5
5
5,338
71 West Avenue, Darien, CT
0.51
Single-Family Home
$2,350,000
09/30/25
5
4.5
3,780
93 Mansfield Avenue, Darien, CT
0.24
Single-Family Home
$3,250,000
12/12/25
5
5
5,220
109 West Avenue, Darien, CT
0.71
Single-Family Home
$2,050,000
09/05/25
5
4.5
3,591
74 Brookside Road, Darien, CT
0.25
Single-Family Home
$3,706,313
09/12/25
5
5
6,069
2 Knollwood Lane, Darien, CT
0.49
Single-Family Home
$2,300,000
08/19/25
4
3.5
3,678
2 Robin Hood Ln, Darien, CT
0.27
Single-Family Home
$1,400,000
09/17/25
4
3
1,568
12 Sunset Road, Darien, CT
0.29
Single-Family Home
$3,912,000
06/15/26
4
4.5
4,306

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Prospect Ave.
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.

Neighborhood Overview

Downtown
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Downtown

At least 1 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 100 % Say they plan to stay for at least 5 years

  • 100 % Say there's holiday spirit

  • 100 % Say yards are well-kept

  • 100 % Say it's quiet

  • 100 % Say there's wildlife

  • 100 % Say it's walkable to restaurants

  • 100 % Say car is needed

  • 100 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

6 pet-friendly rentals in Darien, CT

Explore by feature - Garage

17 rentals with a garage in Darien, CT

Explore by feature - Air Conditioning

20 rentals with air conditioning in Darien, CT

Explore by feature - Pool

7 rentals with a pool in Darien, CT

Explore by feature - Washer/dryer

23 rentals with a washer/dryer in Darien, CT

Explore by feature - Outdoor Space

Homes for sale near 21 Prospect Ave

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Off Market Homes Near 21 Prospect Ave

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