22 Pent Road, Weston, CT 06883
Property image
Property image
UNDER CONTRACT
3D VIEW
3.67 ACRES

$2,995,000

  • 4 Beds
  • 5.5 Baths
  • 5,448 sqft (on 3.67 acres)

22 Pent Road, Weston, CT 06883

Est. Mortgage $20,314/mo*
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Home Highlights

Single-Family Home
Built in 1959
3.67 acre lot
$550/sqft
2 Car Garage

Local Information

  • Map ViewExplore the area around 22 Pent Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Extraordinary riverfront modern retreat set against a breathtaking backdrop of waterfall, woodland, and sweeping water views in one of Weston's most remarkable settings. Surrounded by preserved land and trails of Devil's Den Preserve, this extensively renovated residence offers a rare connection to nature paired with sophisticated design and luxury amenities. Walls of glass, soaring ceilings, and thoughtfully reimagined interiors create a seamless relationship between indoors and out. The stunning chef's kitchen was completely redesigned. A dramatic four-season sunroom with floor-to-ceiling window systems opens at the touch of a button to create an unparalleled indoor-outdoor living experience. The primary suite is a serene riverfront retreat featuring expansive views and a spa-inspired bath with heated floors, steam shower, soaking tub, glass-front sauna overlooking the water, and custom closets. Three additional ensuite bedrooms are on the second level. Additional highlights include a spectacular media room, billiard room, office/gym space, stone terraces, and a beautifully positioned pool overlooking the river. An exceptional offering combining architectural sophistication and an immersive, private natural setting.
Last check for updates: about 10 hours ago
Listing courtesy of Jennifer Twombly, (203) 505-4329
Compass Connecticut, LLC, (203) 505-4329
Co-Listing Agent: Jennifer Leahy, (917) 699-2783
Compass Connecticut, LLC, (203) 343-0141
Source: Smart MLS, MLS#24176936
Also Listed on Smart MLS.

Home Details for 22 Pent Road

Interior Features

Interior Details
Basement: Full,Heated,Cooled,Partially FinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room, Media Room, Other, Sun Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5448 Square Feet
Appliances & Utilities
Appliances: Oven, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Lower Level,Main Level,Mud RoomRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Radiant,Oil,PropaneHas CoolingAir Conditioning: Central Air,Ductless,ZonedHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
View
Has a ViewView: Water
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, PatioExterior: Rain Gutters, Lighting, Stone Wall, Underground SprinklerFoundation: Concrete Perimeter, MasonryHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener
Pool
Pool: Heated, Fenced, In GroundPool
Frontage
WaterfrontWaterfront: Waterfront, River FrontOn Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 5448 Square Feet

Days on Market

Days on Market: 123

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: Shingle SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 404051

Price & Status

Price
List Price: $2,995,000Price Per Sqft: $550
Status Change & Dates
Off Market Date: Fri Sep 11 2026Possession Timing: Negotiable

Active Status

MLS Status: Under Contract

Media

Location

Direction & Address
City: WestonCommunity: Devil's Den
School Information
Elementary School: HurlbuttJr High / Middle School: WestonHigh School: Weston

Agent Information

Listing Agent
Listing ID: 24176936

Building

Building Area
Building Area: 5448 Square Feet

Community

Community Features: Library, Medical Facilities, Paddle Tennis, Park, Playground
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 3.67 Acres

Miscellaneous

BasementMls Number: 24176936Zillow Contingency Status: Under ContractAttic: Storage, Floored, Walk-upWater ViewWater View: WaterAttribution Contact: (203) 505-4329Above Grade Unfinished Area: 5448Activation Date: Fri May 22 2026

Additional Information

LibraryMedical FacilitiesPaddle TennisParkPlayground

Around this home

What Locals Say about Weston

At least 40 Trulia users voted on each feature.

  • 98 % Say car is needed

  • 96 % Say yards are well-kept

  • 95 % Say parking is easy

  • 95 % Say it's quiet

  • 85 % Say there's wildlife

  • 80 % Say it's dog friendly

  • 73 % Say there's holiday spirit

  • 62 % Say neighbors are friendly

  • 62 % Say people would walk alone at night

  • 56 % Say kids play outside

  • 52 % Say they plan to stay for at least 5 years

  • 47 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Nikkivines
    "it's gorgeous and rural. it's that perfect combination of large its and a really tight knit community."
    3
    Flag
  • Unspecified
    "I work from home, so commuting isn’t an issue for me. We do have several restaurants, pharmacies and grocery stores within 5-10 minutes. "
    4
    Flag
  • Romulo V.
    "Each house has lots of outdoor space (2-acre law) which is perfect for dogs. There’re dog parks near the area which is great for dog interaction. "
    2
    Flag
  • Lisa_singer
    "Great school system, supportive, welcoming community. Nature Preserve, Historic Society, Pond, cute town center"
    1
    Flag
  • mhcampbell73
    "The town is gear toward families with children as opposed to couples with grown children or retirees. The schools and activities for kids are top notch. However, the cost of living is very high due to the property taxes assessed to support the school system. There is no industry and only a small business base to defray taxes in this primarily bedroom community."
    0
    Flag
  • mhcampbell73
    "With two acre zoning, houses are spaced apart which is why walkability is low. But shopping and restaurants abound in neighboring towns with good access. The school system would rival many private schools. Lots of trees and wildlife. It's just plain beautiful."
    0
    Flag
  • ronfin
    "School are superb, train to Grand Central is 20 minutes away, (1h train ride), safe and child friendly. 15-25 minutes from great restaurants in Westport, Norwalk and Wilton"
    0
    Flag
  • Lindsayjillmarcus
    "I moved to Weston for the town's amazing school system. The Weston community is top notch and the people are friendly. I chose Weston over Westport as this town has so much charm."
    1
    Flag

Market trends in Weston

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
46
1MoM

Home Value

Trulia Estimate
$2.82M
Since last month
Decreased$572K (-16.8%)
Since last year
Increased$571K (+25.3%)
Since last sale
Increased$2M (+128.5%)
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 +112% in the last 10 years
MonthEstimated value
2026
September 2026$2.83M
August 2026$3.4M
July 2026$3.42M
June 2026$3.46M
May 2026$3.67M
April 2026$2.36M
March 2026$2.38M
February 2026$2.26M
January 2026$2.26M
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
12 Mountain View Drive, Weston, CT
0.47
Single-Family Home
$1,213,000
06/15/26
5
2.5
4,092
12 Godfrey Road West, Weston, CT
0.41
Single-Family Home
$1,050,000
04/07/26
4
3
2,554
42 Trails End Road, Weston, CT
0.85
Single-Family Home
$1,300,000
10/07/25
4
3
3,720
4 Scatacook Trail, Weston, CT
0.35
Single-Family Home
$742,000
07/15/26
4
1.5
2,610
14 Shinnecock Place, Weston, CT
0.65
Single-Family Home
$1,150,000
10/14/25
3
4
2,806
166 Godfrey Road East, Weston, CT
1.07
Single-Family Home
$1,837,500
06/25/26
4
4.5
5,511
8 Wedges Field, Weston, CT
0.81
Single-Family Home
$2,300,000
08/27/26
5
5
6,062
59 September Lane, Weston, CT
0.75
Single-Family Home
$1,700,000
09/11/26
5
3.5
4,476
26 Glory Road, Weston, CT
0.72
Single-Family Home
$1,325,000
06/23/26
4
3.5
3,324
4 Trails End Road, Weston, CT
0.93
Single-Family Home
$1,440,000
05/07/26
5
3.5
3,888

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
17 Pent Road, Weston, CT 06883
0.07
$1,279,900
4
3
3,375
Off Market
8 & 10 Pent Road, Weston, CT 06883
0.14
$4,701,000
7
9
7,824
Off Market
53 Godfrey Road West, Weston, CT 06883
0.25
$1,081,900
2
2
1,949
Off Market
47 Godfrey Road West, Weston, CT 06883
0.26
$1,207,800
2
1.5
1,859
Off Market
71 West West Godfrey Road, Weston, CT 06883
0.29
$3,285,200
5
6
6,707
Off Market
6 Old Orchard Drive, Weston, CT 06883
0.32
$2,250,000
4
5.5
5,605
For Sale
4 Scatacook Trail, Weston, CT 06883
0.35
$742,000
4
1.5
2,610
Recently Sold
12 Merry Lane, Weston, CT 06883
0.37
$1,002,100
4
2.5
2,468
Off Market
1 Old Field Lane, Weston, CT 06883
0.44
$1,307,700
4
3
3,430
Off Market
12 Godfrey Road West, Weston, CT 06883
0.41
$1,050,000
4
3
2,554
Recently Sold
10 Pinefield Lane, Weston, CT 06883
0.47
$1,772,500
4
3.5
5,005
Off Market
12 Mountain View Drive, Weston, CT 06883
0.47
$1,213,000
5
2.5
4,092
Recently Sold

Price and Tax history

DateEventPrice
Sep 12, 2026
Source: Smart MLS #24176936
Pending
$2,995,000
Jun 19, 2026
Source: Smart MLS #24176936
PriceChange
$2,995,000
Price decreased by 17%
May 22, 2026
Source: Smart MLS #24176936
Listed For Sale
$3,595,000
Mar 21, 2018
Source: Smart MLS #170052261
Sold
$1,237,500
Feb 15, 2018
Source: Agent Provided
Listed For Sale
$1,329,500

LGBTQ Local Legal Protections

Jennifer Twombly, Compass Connecticut, LLC, (203) 505-4329
Agent Phone: (203) 505-4329
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.

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Frequently asked questions about 22 Pent Road

  • What is the estimated monthly payment for 22 Pent Road?
    Based on a $2,995,000 list price with 20% down at today's rates, the estimated monthly payment for 22 Pent Road in Weston, CT is approximately $20,648 (about $16,355 principal & interest, $4,218 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Weston?
    Residents describe Weston, CT as well-kept, easy to park in, and quiet. Most residents say you need a car. See homes for sale in Weston, CT.
  • What are the closest schools to 22 Pent Road?
    The closest schools to 22 Pent Road in Weston, CT are Hurlbutt Elementary School (Pre-K), Weston High School (rated 10/10), Weston Intermediate School (Elementary, rated 10/10).
  • What is 22 Pent Road estimated to be worth?
    Trulia's estimated value for 22 Pent Road in Weston, CT is $2,821,500.
  • Does 22 Pent Road have air conditioning?
    Yes, 22 Pent Road in Weston, CT has air conditioning.
  • Does 22 Pent Road have a pool?
    Yes, 22 Pent Road in Weston, CT has a pool.
22 Pent Road, Weston, CT 06883 is a 4 bedroom, 6 bathroom, 5,448 sqft single-family home built in 1959. This property is currently available for sale and was listed by Smart MLS on May 21, 2026. The MLS # for this home is MLS# 24176936.