A rare opportunity to own a private 3.70-acre retreat in Sherman-set back from the road down a scenic driveway, with a stand out one-of-a-kind oversized six car garage which easily adapts for, car collections, workspace, or recreational needs. Sherman is known for its low taxes, located just 90 minutes from NYC, this property delivers the ideal balance of privacy and convenience. A welcoming columned entry opens to bright, versatile living spaces designed for today's lifestyle, anchored by an oversized great room with vaulted ceilings-perfect for everyday living or entertaining. Hardwood floors span the main level, which features a large open-plan kitchen with casual dining, and a dining room for more formal gatherings, and deck access from kitchen-creating effortless indoor-outdoor flow. Just off the great room a substantial studio/workshop offers exceptional space for hobbies, home office/schooling or running a business. The main-level primary suite includes a remodeled bath, private deck access, and a walk-in cedar closet. Upstairs, a spacious multi-room second primary suite is complemented by two additional bedrooms-one with multiple flexible spaces-ideal for family or guests. . The large basement offers great storage. Outdoors, enjoy the expansive grounds, greenhouse, firepit area it is ready for your customized retreat.maybe a pool or tennis/pickleball court. Over $115,000 in recent improvements, whole-house generator and smart technology add true value.
Life in Sherman blends understated luxury with timeless pastoral beauty. Named for Roger Sherman-the only Founding Father to sign both the Declaration of Independence and the United States Constitution-the town carries a rich sense of heritage, made even more meaningful as we approach the nation's 250th celebration, offering a chance to be part of living history. Rooted in a proud farming tradition, the landscape is defined by rolling fields, classic New England stone walls, and preserved open space-offering a sense of privacy and peaceful seclusion. Enjoy easy access to Candlewood Lake for beach, boating, and and waterfront fun.This small New England town offers a handful of local shops and everyday conveniences, while Metro-North Railroad is only a 10 minute drive offering easy access to New York City-delivering refined country living with exceptional convenience.
Single-familyProperty Type
2001Year Built
3.7 acresLot Size
$254Price/Sq.Ft.
6 car garageParking
Listed by Ginny Gordon-O’Neill• William Raveis Real Estate
Est. $4,282 per month, based on comparable rentals
Sale and tax history for 27 Smoke Ridge Dr
Sale History
Tax History
Date
Event
Price
Smart MLS #24171840
Jul 21, 2026
Sold
$1,290,000
$254/sq ft
Jun 26, 2026
Pending
—
Jun 6, 2026
Price Changed
$1,463,000
$288/sq ft
May 4, 2026
Listed
$1,489,000
$293/sq ft
Smart MLS #24163030
Apr 29, 2026
Listing Removed
—
Apr 6, 2026
Listed
$1,495,000
$294/sq ft
Smart MLS #170307949
Aug 17, 2020
Sold
$630,000
$124/sq ft
Jul 28, 2020
Contingent
—
Jun 27, 2020
Listed
$639,000
$126/sq ft
Jun 20, 2020
Coming Soon
$639,000
$126/sq ft
The oasis you have been looking for! Travel down the country roads of Sherman to the 3+ level acres this home sits on where you will find peace and tranquility. The long level driveway at the end of the Cul-de-sac leads you to gracious country living in this classic colonial home offering tons of flexibility. This custom built 4 bedroom, 3 full 1 half bath, offers a main level master bedroom suite with completely remodeled luxurious bath, enjoy a relaxing evening in the hot tub off the master bedroom deck, all your worries will melt away.The gourmet kitchen was recently remodeled and offers all the chef of the family could be looking for. The main level includes a dining room off the kitchen, large sitting room open to the kitchen, a home office, a HUGE family room that is almost 800 square feet itself. Upstairs you will find 3 more bedrooms, the flexibility of the upstairs level is eminence as two of the bedrooms include secondary rooms that make for the perfect separate study areas for children or additional bedroom space. The large unfinished basement has TONS of storage and an area for gaming. This exceptional home has a large attached Dutch barn, currently the upstairs is being used as a sports training facility giving your family the perfect location for year round training. The lower level of the barn is large enough for 6 cars, high ceilings perfect for the auto enthusiast or the potential for an amazing in law suite. Quick ride to the train, in NYC under 90 min
Public Records
Apr 28, 2011
Sold
$562,000
$111/sq ft
Smart MLS #98461320
May 2, 2010
Listed
$625,000
$123/sq ft
Smart MLS #98422281
Aug 31, 2009
Listing Removed
—
May 19, 2009
Listed
$649,900
$128/sq ft
Smart MLS #98401618
May 11, 2009
Listing Removed
—
Nov 19, 2008
Listed
$749,000
$147/sq ft
Smart MLS #98377050
Nov 2, 2008
Listing Removed
—
May 2, 2008
Listed
$799,000
$157/sq ft
HGMLS #2814310
Nov 1, 2008
Delisted
—
May 1, 2008
Listed
*
Smart MLS #98327287
Dec 1, 2007
Listing Removed
—
Apr 9, 2007
Listed
$825,000
$162/sq ft
Smart MLS #98303077
Mar 22, 2007
Listing Removed
—
Sep 22, 2006
Listed
$975,000
$192/sq ft
Smart MLS #98073064
Oct 22, 2000
Listing Removed
—
May 22, 2000
Listed
$117,500
$23/sq ft
Public Records
Nov 24, 1999
Sold
$70,000
$14/sq ft
Smart MLS #98052443
Aug 22, 1999
Listed
$75,000
$15/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$7,818 (−2.0%)
$91,800 + $346,900
$438,700
2022
$7,976 (−2.5%)
$91,800 + $346,900
$438,700
2021
$8,177 (−2.5%)
$91,800 + $346,900
$438,700
2020
$8,384 (−3.5%)
$91,800 + $346,900
$438,700
2019
$8,691 (−3.6%)
$91,800 + $346,900
$438,700
2018
$9,016
$91,900 + $351,600
$443,500
2017
$9,014
$91,800 + $351,600
$443,400
2016
$9,015 (+3.6%)
$91,840 + $351,610
$443,450
2014
$8,704
$91,840 + $346,850
$438,690
Public record
Beds
4
Baths
3.5
Stories
2
Lot width
—
Lot depth
—
Lot size
3.7 Acres
Year renovated
—
Sq. Ft.
3,484
Year built
2001
Style
Single Family Residential
County
Fairfield County
APN
1946195
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 13, 2023.
Property details
Parking
Garage Information
Garage & Parking: Attached Garage
Garages Number: 6
Interior
Virtual Tour Information
Interior Information
Total Rooms: 8
Laundry Room Info: Main Level
Interior Features: Cable - Available, Cable - Pre-wired, Central Vacuum, Open Floor Plan, Security System
In-Law Apartment: No
Security System, Thermostat(s)
Cooling System: Central Air
Appliances Included: Gas Cooktop, Oven/Range, Microwave, Dishwasher, Washer, Dryer