22 Pent Road
Weston, Connecticut 06883
Reduced from $3,595,000
- Beds
- 4
- Baths
- 5 | 1
- SqFt
- 5,448
- Acres
- 3.67
- Year Built
- 1959
- Neighborhood
- Devil's Den
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
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.
Key Facts
- City/Town
- Weston
- Neighborhood
- Devil'S Den
- Property / Style
- Single Family · Contemporary
- Year Built
- 1959
- Days on Market
- 69 days
- Beds
- 4
- Baths
- 5 full · 1 half
- Living Area
- 5,448 sq ft
- Lot Size
- 3.67 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $31,697 / Annually
Market Snapshot
The Weston Market
Single Family · trailing 12 months
Active Listings
30
27 under contract
Median List Price
$1.50M
30 active listings
Median Closed Price
$1.38M
129 sales
Median Days on Market
48
30 active listings
Median $ / Sq Ft
$382
30 active listings
Sale-to-List Ratio
100.1%
129 sales
How this home compares
List Price
$3.00M
vs $1.50M median
99.7% above median
Price / Sq Ft
$550
vs $382 median
44.0% above median
Days on Market
69 days
vs 48 days median
21 days longer than median
Based on 30 active and 129 closed sales (trailing 12 mo) of single family in Weston. Source: SmartMLS · As of July 29, 2026.
Location
22 Pent Road, Weston, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$15,271
- Property Taxes$2,641
- Insurance$998
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Weston
- Neighborhood
- Devil'S Den
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Contemporary
- Year Built
- 1959
- New Construction
- No/Resale
- Living Area
- 5,448 sq ft
Schools
- Elementary
- Hurlbutt
- Middle
- Weston
- High
- Weston
Interior
- Heating
- Hot AirRadiant
- Heat Fuel
- OilPropane
- Cooling
- Central AirSplit SystemZoned
- Fireplaces
- 2
- Laundry
- Lower LevelMain Level
- Laundry Location
- 2 laundry rooms
- Appliances
- Wall OvenRefrigeratorFreezerDishwasherWasherDryer
- Basement
- FullHeatedCooledPartially FinishedFull With Walk-Out
- Interior Features
- Audio SystemAuto Garage Door OpenerOpen Floor PlanSaunaSecurity System
- Additional Rooms
- Exercise RoomFoyerLaundry RoomMud RoomMusic RoomSteam/SaunaSolarium
Exterior & Lot
- Lot Size
- 3.67 acres
- Zoning
- R
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront
- Direct waterfront
- Waterfront Details
- River
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- HeatedSafety FenceIn Ground Pool
- Construction
- Shingle
- Color
- Gray
- Roof
- Asphalt Shingle
- Foundation
- ConcreteMasonry
- Exterior Features
- DeckGuttersLightingStone WallUnderground SprinklerPatio
- Lot Description
- SecludedTreedOn Cul-De-SacProfessionally LandscapedWater View
Listing & Financials
- Property Taxes
- $31,697 / Annually
- Days on Market
- 69
- MLS #
- 24176936
- MLS Status
- Active
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Co-Listed By
Jennifer Leahy
Compass Connecticut, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/29/2026 at 11:05 AM UTC.