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)

$2,925,300

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $18,956/mo*
Refinance Your Home

$2,925,300

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $18,956/mo*
Refinance Your Home
5 Beds
3.5 Baths
4,030 sqft
(on 0.51 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 29, 2024

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

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)
Last check for updates: about 14 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

Price History for 16 Prospect Avenue

DatePriceEventSource
10/29/2024$2,650,000Sold
Smart MLS #24043576
09/04/2024$2,695,000Listed For SaleSmart MLS #24043576
08/22/2007$2,175,000Sold
Smart MLS #98317879
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Property Tax and Assessment

Year2025
Tax$19,655
Assessment$1,269,730
Home facts updated by county records

Comparable Sales for 16 Prospect Avenue

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
50 Mansfield Avenue, Darien, CT
0.15
Single-Family Home
$3,000,750
06/30/25
5
3.5
4,376
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
45 Brookside Road, Darien, CT
0.18
Single-Family Home
$2,440,000
06/25/25
4
4.5
3,618
2 Knollwood Lane, Darien, CT
0.44
Single-Family Home
$2,300,000
08/19/25
4
3.5
3,678
74 Brookside Road, Darien, CT
0.27
Single-Family Home
$3,706,313
09/12/25
5
5
6,069
19 Birch Road, Darien, CT
0.57
Single-Family Home
$2,705,000
06/20/25
4
3.5
3,896
9 Sunset Road, Darien, CT
0.28
Single-Family Home
$3,400,000
06/23/25
4
3.5
3,417
4 Rabbit Lane, Darien, CT
0.48
Single-Family Home
$2,675,000
08/11/25
5
3.5
3,690

Nearby homes

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Assigned Schools

These are the assigned schools for 16 Prospect Avenue.
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

  • 81 % 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. "
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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
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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 rent near 16 Prospect Avenue

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16 Prospect Avenue, Darien, CT 06820 is a 5 bedroom, 4 bathroom, 4,030 sqft single-family home built in 1870. This property is not currently available for sale. 16 Prospect Avenue was last sold on Oct 29, 2024 for $2,650,000 (2% lower than the asking price of $2,695,000). The current Trulia Estimate for 16 Prospect Avenue is $2,925,300.