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

$2,924,800

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 3,374 sqft (on 0.44 acres)

5 Prospect Ave, Darien, CT 06820

Downtown
Est. Refi. Payment $19,261/mo*
Refinance Your Home
Currently Off Market - Sold Oct 20, 2015 for $1,324,000

Home Value

Trulia Estimate
$2.92M
Since last month
Increased$29K (+1%)
Since last year
Increased$357K (+13.9%)
Since last sale
Increased$2M (+121%)
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 +124% in the last 10 years
MonthEstimated value
2026
August 2026$2.93M
August 2026$2.92M
July 2026$2.9M
June 2026$2.88M
May 2026$2.8M
April 2026$2.73M
March 2026$2.76M
February 2026$2.61M
January 2026$2.56M
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
33 Fairview Avenue, Darien, CT
0.12
Single-Family Home
$3,300,000
06/12/26
4
2.5
3,102
2 Robin Hood Ln, Darien, CT
0.15
Single-Family Home
$1,400,000
09/17/25
4
3
1,568
3 Rocaton Road, Darien, CT
0.26
Single-Family Home
$2,950,000
08/03/26
4
3.5
3,354
64 Old Kings Highway South, Darien, CT
0.62
Single-Family Home
$1,135,000
10/08/25
5
3.5
3,327
3 Andrews Drive, Darien, CT
0.69
Single-Family Home
$1,675,000
09/17/25
4
3
2,724
93 Mansfield Avenue, Darien, CT
0.15
Single-Family Home
$3,250,000
12/12/25
5
5
5,220
10 Prospect Avenue, Darien, CT
0.06
Single-Family Home
$3,616,000
01/06/26
5
5
5,338
2 Roland Drive, Darien, CT
0.16
Single-Family Home
$4,200,000
08/07/26
5
4.5
5,678
109 West Avenue, Darien, CT
0.59
Single-Family Home
$2,050,000
09/05/25
5
4.5
3,591
8 Sunset Road, Darien, CT
0.29
Single-Family Home
$3,925,000
07/16/26
5
4.5
4,840

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
8 Prospect Avenue, Darien, CT 06820
0.05
$2,765,500
5
3
3,036
Off Market
10 Prospect Avenue, Darien, CT 06820
0.06
$3,616,000
5
5
5,338
Recently Sold
16 Prospect Avenue, Darien, CT 06820
0.09
$3,201,400
5
3.5
4,030
Off Market
84 Mansfield Avenue, Darien, CT 06820
0.07
$4,616,500
5
5.5
6,000
Off Market
50 Mansfield Avenue, Darien, CT 06820
0.07
$3,236,700
5
3.5
4,376
Off Market
33 Fairview Avenue, Darien, CT 06820
0.12
$3,300,000
4
2.5
3,102
Recently Sold
47 Mansfield Avenue, Darien, CT 06820
0.11
$2,496,600
5
4.5
3,372
Off Market
11 Robin Hood Lane, Darien, CT 06820
0.11
$3,408,600
5
4.5
3,815
Off Market
50 Sedgwick Avenue, Darien, CT 06820
0.13
$1,940,000
3
2.5
1,972
Off Market
93 Mansfield Avenue, Darien, CT 06820
0.15
$3,250,000
5
5
5,220
Recently Sold
2 Roland Drive, Darien, CT 06820
0.16
$4,200,000
5
4.5
5,678
Recently Sold
10 Partridge Lane East, Darien, CT 06820
0.17
$1,579,100
4
2.5
2,100
Off Market

Local Information

  • Map ViewExplore the area around 5 Prospect Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1857
Lot Size
0.44 acres
Living Area
3,374 sqft
Price/Sqft
$867
Parking
Garage

About this House

A rare opportunity to live on one of Darien's most historic and beloved tree lined streets within walking distance of town, train, school and parks. A most notable home with many original architectural details including a third floor tower. Beautifully proportioned gracious rooms with tall windows and great flow. Etched glass double doors, entry, den/library, living room with bow window, family room with fireplace, formal dining room and pantry off large sun-filled renovated kitchen. Master bedroom with sitting room and huge third floor family room with office. Level professionally landscaped park-like grounds with mature plantings, brick terrace and deep back yard provide privacy and seclusion. 4 bedrooms, 2 1/2 baths.
5 Prospect Ave, Darien, CT 06820 is a 4 bedroom, 3 bathroom, 3,374 sqft single-family home in Downtown, built in 1857. It last sold for $1,324,000 on Oct 20, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,924,800, with a rent estimate of $7,677/month.

Home Details for 5 Prospect Ave

Interior Features

Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 3
Interior Details
Number of Rooms: 12
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1857Year Updated: 2019
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

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

Community

Units in Building: 1

Lot Information

Lot Area: 0.44 acres

Price and Tax history

DateEventPrice
Oct 20, 2015
Source: Smart MLS #99113470
Sold
$1,324,000
Jul 21, 2015
Source: Agent Provided
Listed For Sale
$1,350,000

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

Around this home

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

Frequently asked questions about 5 Prospect Ave

  • What is 5 Prospect Ave estimated to be worth?
    Trulia's estimated value for 5 Prospect Ave in Darien, CT is $2,924,800.
  • What is the price history for 5 Prospect Ave?
    5 Prospect Ave in Darien, CT last sold for $1,324,000 in October 2015.
  • 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 5 Prospect Ave?
    The lot at 5 Prospect Ave in Darien, CT is about 0.44 acres (19,166 sq ft).
  • Does 5 Prospect Ave have a garage?
    Yes, 5 Prospect Ave in Darien, CT has a garage.

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Apartments for Rent

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Off Market Homes Near 5 Prospect Ave

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