5 Brookside Drive, Westport, CT 06880
OFF MARKET

$6,668,900

Trulia Estimate
  • 5 Beds
  • 7 Baths
  • 8,350 sqft (on 0.71 acres)

5 Brookside Drive, Westport, CT 06880

Staples
Est. Refi. Payment $44,747/mo*
Refinance Your Home
Currently Off Market - Sold Oct 31, 2025 for $6,219,419

Home Value

Trulia Estimate
$6.67M
Since last month
Increased$90K (+1.4%)
Since last year
Increased$4M (+202.5%)
Since last sale
Increased$448K (+7.2%)
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 +670% in the last 10 years
MonthEstimated value
2026
August 2026$6.67M
August 2026$6.67M
July 2026$6.58M
June 2026$6.54M
May 2026$6.46M
April 2026$6.35M
March 2026$6.33M
February 2026$6.34M
January 2026$6.25M
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
72 Compo Road North, Westport, CT
0.13
Single-Family Home
$3,225,000
07/30/26
5
6
6,302
19A Darbrook Road, Westport, CT
0.15
Single-Family Home
$2,625,000
03/04/26
6
7
7,354
21 Dover Road, Westport, CT
0.34
Single-Family Home
$2,800,000
07/16/26
5
4.5
6,356
19 Joann Circle, Westport, CT
0.52
Single-Family Home
$5,396,000
03/06/26
6
7.5
10,521
2 Webb Road, Westport, CT
0.48
Single-Family Home
$3,400,000
03/12/26
6
6
5,497
3 Hickory Hill Road, Westport, CT
0.31
Single-Family Home
$3,250,000
01/26/26
5
4.5
5,059
2 Ledgemoor Lane, Westport, CT
0.49
Single-Family Home
$2,700,000
08/21/26
5
5
5,739

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
7 Brookside Drive, Westport, CT 06880
0.03
$1,962,500
-
-
-
Recently Sold
9 Brookside Drive, Westport, CT 06880
0.05
$6,633,400
6
9.5
9,142
Off Market
96 Compo Road North, Westport, CT 06880
0.10
-
-
-
3,001
Off Market
89 Compo Road, Westport, CT 06880
0.12
$1,104,000
3
1.5
1,386
Off Market
15 Darbrook Road, Westport, CT 06880
0.12
$3,557,600
5
5
5,281
Off Market
72 Compo Road North, Westport, CT 06880
0.13
$3,225,000
5
6
6,302
Recently Sold
5 Country Lane, Westport, CT 06880
0.13
$3,922,400
5
6
5,955
Off Market
15 Lone Pine Lane, Westport, CT 06880
0.17
$2,054,700
3
2.5
2,263
Off Market
4 Country Road, Westport, CT 06880
0.18
$2,369,200
4
3
3,912
Off Market
2 Country Road, Westport, CT 06880
0.18
$2,626,800
5
4.5
3,839
Off Market
14 Darbrook Road, Westport, CT 06880
0.16
$3,574,200
4
5.5
5,000
Off Market

Local Information

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

Home Highlights

Single-Family Home
Built in 2024
0.71 acre lot
8,350 sqft
$799/sqft
3 Car Garage

About this House

Elegant new construction home by Mattera Construction sits on one of the most sought after streets with a cul-de-sac in Westport. Dramatic 5 Bedroom home offers 6 full baths and 2 half baths with room for a pool. An oversized custom Kitchen with Breakfast area, Family Room, Office, Living Room , Dining Room, Mudroom and 2 half baths complete the main level. On the 2nd level the oversized Primary Suite features 2 large closets and private bath. 4 more en-suite Bedroom/Baths plus a Laundry Room are also on the 2nd floor. The Lower Level additional Family Room, Gym and a Full Bath, plus a the finished 3rd level complete this special property. Custom details and finishes throughout! ROOM FOR POOL. Ready Summer of 2024
5 Brookside Drive, Westport, CT 06880 is a 5 bedroom, 8 bathroom, 8,350 sqft single-family home in Staples, built in 2024. It last sold for $6,219,419 on Oct 31, 2025 (42% above the $4,375,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $6,668,900.
Last check for updates: about 11 hours ago
Listed by Linda Skolnick, (203) 246-0088
Coldwell Banker Realty, (203) 227-8424
Bought with: Scott Cohen, (917) 282-7667, William Raveis Real Estate, (203) 227-4343
Source: Smart MLS, MLS#170584528

Home Details for 5 Brookside Drive

Interior Features

Interior Details
Basement: Full,Partially Finished,Heated,Cooled,Interior Entry,Storage SpaceNumber of Rooms: 13Types of Rooms: Office
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 8Number of Bathrooms (full): 6Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 8350 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Freezer, Dishwasher, Water HeaterDishwasherLaundry: Upper Level,Mud RoomRefrigerator
Heating & Cooling
Heating: Zoned,PropaneHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Zoned
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Door: French Doors

Exterior Features

Exterior Home Features
Roof: WoodExterior: Rain GuttersFoundation: Concrete Perimeter, MasonryNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Attached,Driveway,Paved,Private,Asphalt
Frontage
Waterfront: Beach AccessNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 7350 Square FeetFinished Area (below surface): 1000 Square Feet

Property Information

Year Built
Year Built: 2024
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Clapboard, Wood SidingIs a New ConstructionIncludes Home Warranty
Property Information
Condition: To Be BuiltParcel Number: 417553

Price & Status

Price
List Price: $4,375,000
Status Change & Dates
Off Market Date: Mon Jan 15 2024Possession Timing: 2024

Active Status

MLS Status: Closed

Location

Direction & Address
City: WestportCommunity: In-Town
School Information
Elementary School: SaugatuckJr High / Middle School: BedfordHigh School: Staples

Building

Building Area
Building Area: 8350 Square Feet

Community

Community Features: Basketball Court, Park

HOA

No HOA

Lot Information

Lot Area: 0.71 acres

Miscellaneous

BasementMls Number: 170584528Attic: Walk-up, Partially Finished, HeatedAbove Grade Unfinished Area: 7350

Additional Information

Basketball CourtPark

Price and Tax history

DateEventPrice
Oct 31, 2025
Source: Smart MLS #170584528
Sold
$6,219,419
Feb 16, 2024
Source: Smart MLS #170584528
Pending
$4,375,000
Jul 28, 2023
Source: Smart MLS #170584528
Listed For Sale
$4,375,000
May 1, 2023
Source: Smart MLS #170537443
Sold
$840,000
Jan 4, 2023
Source: William Raveis Real Estate, Mortgage & Insurance #170537443
PendingToActive
$799,000

Market trends in Westport

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.23M
$175KMoM
Sale-to-List Price
103.1%
0.1%MoM
Price per sq ft
$669
$4MoM
Available listings
62
16MoM

Around this home

Neighborhood Overview

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

What Locals Say about Staples

At least 1 Trulia users voted on each feature.

  • 100 % Say neighbors are friendly

  • 100 % Say it's quiet

  • 100 % Say parking is easy

  • 100 % Say car is needed

  • 100 % Say there are sidewalks

  • 100 % Say it's dog friendly

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

  • 100 % Say yards are well-kept

  • 67 % Say people would walk alone at night

  • 50 % Say there are community events

  • 50 % Say it's walkable to grocery stores

  • 33 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 5 Brookside Drive

  • What is 5 Brookside Drive estimated to be worth?
    Trulia's estimated value for 5 Brookside Drive in Westport, CT is $6,668,900.
  • What is the price history for 5 Brookside Drive?
    5 Brookside Drive in Westport, CT last sold for $6,219,419 in October 2025.
  • Is Westport a buyer's or seller's market?
    Westport is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Westport?
    The median sale price in Westport is $2.23M. That is up $175K from the prior month.
  • Does 5 Brookside Drive have air conditioning?
    Yes, 5 Brookside Drive in Westport, CT has air conditioning.
  • Does 5 Brookside Drive have laundry facilities?
    Yes, 5 Brookside Drive in Westport, CT has laundry facilities.

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