16 Prospect Avenue, Darien, CT 06820
OFF MARKET

16 Prospect Avenue
Darien, CT 06820

  • 5 Beds
  • 3.5 Baths
  • 4,030 sqft (on 0.51 acres)

$3,213,700

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $21,038/mo*
Refinance Your Home

$3,213,700

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $21,038/mo*
Refinance Your Home
5 Beds
3.5 Baths
4,030 sqft
(on 0.51 acres)

Home Value

Trulia Estimate
$3.21M
Since last month
Increased$5K (+0.2%)
Since last year
Increased$462K (+16.8%)
Since last sale
Increased$564K (+21.3%)
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 +83% in the last 10 years
MonthEstimated value
2026
August 2026$3.21M
July 2026$3.21M
June 2026$3.17M
May 2026$2.98M
April 2026$2.83M
March 2026$2.83M
February 2026$2.83M
January 2026$2.78M
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
0.09
Single-Family Home
$3,300,000
06/12/26
4
2.5
3,102
10 Prospect Avenue, Darien, CT
0.03
Single-Family Home
$3,616,000
01/06/26
5
5
5,338
93 Mansfield Avenue, Darien, CT
0.18
Single-Family Home
$3,250,000
12/12/25
5
5
5,220
2 Roland Drive, Darien, CT
0.15
Single-Family Home
$4,200,000
08/07/26
5
4.5
5,678
8 Sunset Road, Darien, CT
0.24
Single-Family Home
$3,925,000
07/16/26
5
4.5
4,840
3 Rocaton Road, Darien, CT
0.34
Single-Family Home
$2,950,000
08/03/26
4
3.5
3,354
74 Brookside Road, Darien, CT
0.27
Single-Family Home
$3,706,313
09/12/25
5
5
6,069
12 Sunset Road, Darien, CT
0.25
Single-Family Home
$3,912,000
06/15/26
4
4.5
4,306
5 Birch Road, Darien, CT
0.53
Single-Family Home
$3,300,000
08/21/26
5
2.5
3,316
71 West Avenue, Darien, CT
0.48
Single-Family Home
$2,350,000
09/30/25
5
4.5
3,780

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
10 Prospect Avenue, Darien, CT 06820
0.03
$3,616,000
5
5
5,338
Recently Sold
8 Prospect Avenue, Darien, CT 06820
0.05
$2,716,500
5
3
3,036
Off Market
33 Fairview Avenue, Darien, CT 06820
0.08
$3,300,000
4
2.5
3,102
Recently Sold
84 Mansfield Avenue, Darien, CT 06820
0.08
$4,637,700
5
5.5
6,000
Off Market
31 Brookside Road, Darien, CT 06820
0.17
$1,781,500
3
2.5
2,362
Off Market
45 Brookside Road, Darien, CT 06820
0.18
$2,599,700
4
4.5
3,618
Off Market
2 Roland Drive, Darien, CT 06820
0.15
$4,200,000
5
4.5
5,678
Recently Sold
50 Mansfield Avenue, Darien, CT 06820
0.15
$3,196,700
5
3.5
4,376
Off Market
44 Brookside Road, Darien, CT 06820
0.20
$2,551,500
4
2.5
3,730
Off Market
93 Mansfield Avenue, Darien, CT 06820
0.18
$3,250,000
5
5
5,220
Recently Sold
17 Oak Crest Road, Darien, CT 06820
0.21
$1,178,400
3
2
1,523
Off Market

Local Information

  • Map ViewExplore the area around 16 Prospect Avenue.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1870
Lot Size
0.51 acres
Living Area
4,030 sqft
Price/Sqft
$797
Parking
Garage

About this House

Welcome to 16 Prospect Ave, a distinguished residence on one of Darien's most coveted streets. This renovated (originally built in 1870) 4,030 sqft, home, combines timeless elegance with modern comforts, featuring 10-plus-foot ceilings, 5 generously sized bedrooms, and floor-to-ceiling windows in every room on the 1st floor. Stepping through the entrance, you are greeted by a spacious foyer with beautiful hardwood floors, setting the tone for the rest of the home, and exuding sophisticated architectural details. The living spaces are perfect for gatherings of any size, flowing effortlessly between rooms and with views and access to the landscaped grounds. Multiple fireplaces add warmth and character, ideal for cozy evenings. The kitchen, equipped with double ovens and updated appliances, is functional and stylish, featuring a beautiful dining area, flowing into the family room with a fireplace and French doors leading to the patio. The primary suite is a true retreat, featuring vaulted shiplap ceilings, a spa-like ensuite bathroom, and a walk-in closet. A standout feature is a large additional room above the garage, with a dry bar and beverage refrigerator, perfect for a home office, guest suite, potential ADU (Accessory Dwelling Unit), or entertainment area. 16 Prospect Avenue is an opportunity to own a piece of Darien's history while enjoying modern amenities in a prime location near downtown, restaurants, shops, and trains.
16 Prospect Avenue, Darien, CT 06820 is a 5 bedroom, 4 bathroom, 4,030 sqft single-family home built in 1870. It last sold for $2,650,000 on Oct 29, 2024 (2% below the $2,695,000 asking price). It is currently off market. The Trulia Estimate is $3,213,700, with a rent estimate of $7,819/month.
Last check for updates: about 20 hours ago
Listed by Anika Charron, (617) 692-0010
Compass Connecticut, LLC, (203) 423-3100
Co-Listing Agent: Julie Bauer, (203) 858-7344
Compass Connecticut, LLC, (203) 423-3100
Bought with: Kimberly C. Hyde, (203) 722-6662, William Pitt Sotheby's Int'l, (203) 655-8234
Source: Smart MLS, MLS#24043576

Home Details for 16 Prospect Avenue

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Great Room, Kitchen, Living Room, Office, Rec Play Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4030 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Cooktop, Oven, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer, Water HeaterDishwasherDisposalDryerLaundry: Upper Level,Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Heat Pump,Forced Air,Electric,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
Windows, Doors, Floors & Walls
Door: French Doors

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Terrace, PatioExterior: Rain Gutters, Garden, Stone WallFoundation: Block, Concrete PerimeterGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Detached,Garage Door Opener
Frontage
Waterfront: Beach AccessNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 4030 Square Feet

Property Information

Year Built
Year Built: 1870
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Clapboard, Aluminum Siding, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Not Included in Sale: Wine Cooler and Refrigerator in basementParcel Number: 104283

Price & Status

Price
List Price: $2,695,000
Status Change & Dates
Off Market Date: Mon Sep 16 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Darien
School Information
Elementary School: RoyleJr High / Middle School: MiddlesexHigh School: Darien

Building

Building Area
Building Area: 4030 Square Feet

Community

Community Features: Library, Park, Playground, Near Public Transport, Shopping/Mall, Tennis Court(s)
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 0.51 acres

Miscellaneous

BasementMls Number: 24043576Attic: Heated, Storage, Partially Finished, Walk-upAbove Grade Unfinished Area: 4030

Additional Information

LibraryParkPlaygroundNear Public TransportShopping/MallTennis Court(s)

Price and Tax history

DateEventPrice
Oct 29, 2024
Source: Smart MLS #24043576
Sold
$2,650,000
Sep 4, 2024
Source: Smart MLS #24043576
Listed For Sale
$2,695,000
Aug 22, 2007
Source: Smart MLS #98317879
Sold
$2,175,000

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

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
    Flag
  • 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
    Flag
  • Trulia User
    "great place to raise kids, we have lived here for about a decade. fantastic schools, great neighbors"
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Kathrynquirk445
    "Beautiful area. Gorgeous homes. Lovely neighbors. Lived here many years and love it. Great privacy and incredibly convenient."
    0
    Flag
  • 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
    Flag

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Frequently asked questions about 16 Prospect Avenue

  • What is 16 Prospect Avenue estimated to be worth?
    Trulia's estimated value for 16 Prospect Avenue in Darien, CT is $3,213,700.
  • What is the price history for 16 Prospect Avenue?
    16 Prospect Avenue in Darien, CT last sold for $2,650,000 in October 2024.
  • 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.
  • Does 16 Prospect Avenue have air conditioning?
    Yes, 16 Prospect Avenue in Darien, CT has air conditioning.
  • Does 16 Prospect Avenue have laundry facilities?
    Yes, 16 Prospect Avenue in Darien, CT has in-unit laundry.

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