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9 Fall Ridge Road

Weston, Connecticut 00688

ACTIVE$1,599,000

Reduced from $1,699,000

Beds
6
Baths
5 | 1
SqFt
3,893
Acres
2.02
Year Built
1970
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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Guest HouseTennis CourtPool2-Car Garage3 FireplacesPrice Reduced

About This Home

This architecturally distinctive mid-century modern Deck House offers a rare lifestyle retreat on two serene acres in Lower Weston. Designed to embrace its surroundings, the home features signature walls of glass, warm wood ceilings, and an open-flow layout that creates a seamless connection between the indoors and the natural beauty outside. The main residence makes an unforgettable impression with expansive windows framing sweeping lawn views and stunning western sunsets. At the heart of the home, a renovated kitchen with a large island flows into the dining and living areas, anchored by two wood-burning fireplaces. With four bedrooms and 3 full baths, the layout provides exceptional flexibility, including a dedicated home office and additional flex space perfect for a fitness studio or creative retreat. The primary suite continues the aesthetic with oversized windows overlooking the private grounds. The property transforms into a private resort with an expansive wrap-around deck and a spectacular 40x20 heated gunite pool. A private tennis court adds to the recreational appeal. Enhancing the compound is a separate guest cottage featuring a great room with cathedral ceilings, a kitchenette, a gas fireplace, and two bedrooms. Thoughtfully maintained with a newer roof, whole-house generator, and EV charger, this architectural gem is located minutes from Weston Center and Westport.

Key Facts

City/Town
Weston
Neighborhood
Lower Weston
Property / Style
Single Family · Contemporary
Year Built
1970
Days on Market
33 days
Beds
6
Baths
5 full · 1 half
Living Area
3,893 sq ft
Lot Size
2.02 acres
Garage / Parking
2 garage
Property Taxes
$16,958 / Annually

Market Snapshot

The Weston Market

Single Family · trailing 12 months

Median Days on Market

48

29 active listings

Median $ / Sq Ft

$381

29 active listings

Sale-to-List Ratio

100.1%

129 sales

How this home compares

List Price

$1.60M

vs $1.40M median

14.2% above median

Price / Sq Ft

$411

vs $381 median

7.9% above median

Days on Market

33 days

vs 48 days median

15 days fresher than median

Based on 29 active and 129 closed sales (trailing 12 mo) of single family in Weston. Source: SmartMLS · As of July 28, 2026.

Location

9 Fall Ridge Road, Weston, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,099

per month

  • Principal & Interest$8,153
  • Property Taxes$1,413
  • Insurance$533
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Weston
Neighborhood
Lower Weston
County
Fairfield

Residence

Property Type
Single Family
Style
Contemporary
Year Built
1970
New Construction
No/Resale
Living Area
3,893 sq ft

Schools

Elementary
Hurlbutt
Middle
Weston
High
Weston

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central AirSplit System
Fireplaces
3
Laundry
Lower Level
Appliances
Gas RangeRefrigeratorDishwasherWasherDryerWine Chiller
Basement
FullStorageInterior AccessWalk-outLiveable SpaceFull With Walk-Out
In-Law Apartment
YesDetached
Interior Features
Cable - AvailableOpen Floor Plan

Exterior & Lot

Lot Size
2.02 acres
Zoning
Residential
Garage / Parking
2 garage spacesDetached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Pool
GuniteHeatedIn Ground Pool
Construction
Wood
Color
Dark Gray
Roof
Shingle
Foundation
Concrete
Exterior Features
Tennis CourtWrap Around DeckLightingGuest House
Lot Description
Lightly WoodedLevel LotOn Cul-De-Sac

Listing & Financials

Property Taxes
$16,958 / Annually
Days on Market
33
MLS #
24178099
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Karen Hagen

(203) 856-8028

Compass Connecticut, LLC

(203) 293-9715

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 5:55 AM UTC.