Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$1,599,500 Just Listed

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 4 Full Baths
  • 4,258 Sq. Ft.
  • Updated 19 hours ago
See This Home
Save This Home
See This Home
Save This Home
Once a beloved gathering place known as The Timber Trails Inn, this storied home now stands as a testament to time, craftsmanship, and quiet beauty. Set upon 1.4 private, level acres, it offers a sanctuary where history whispers through every beam and floorboard, and modern life unfolds in effortless harmony. All just 65 miles from NYC and lower Fairfield County destinations. Step inside, and you'll feel it immediately-the sense of grace that lingers in homes built with heart. Wide-board chestnut and white pine floors, dual staircases, and charming hidden nooks invite you to wander, to slow down, to imagine the lives that came before. The generous yet intimate flow of the main level makes it equally suited for fireside evenings or lively gatherings. At its center lies the kitchen, beautifully reimagined for today while honoring its past. Soapstone countertops, custom cabinetry, and high-end appliances meet the warmth of an original fireplace and the practicality of a walk-in laundry room. Beyond the doors, your private world awaits. A heated, in-ground saltwater Gunite pool with automatic cover and outdoor shower sits tucked among lush gardens and gentle breezes, home abuts valley pond adding a hush of serenity. Extensive upgrades have been completed, from new mechanical systems to refined details throughout, ensuring comfort in every season. With central air, steam/hot air heating, and a standby generator, every modern convenience is quietly in place.

Full Property Details for 201 Route 37 S

General

  • Price: $1,599,500
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24167831
  • Updated: 4/17/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 12
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Gas Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4
  • Full Bath: Upper
  • Partial Bath: Main

Bedrooms

  • Total Bedrooms: 6
  • Primary Bedroom: Primary Bedroom - Full Bath, Walk-In Closet, Hardwood Floor, 15 x 13, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, 11 x 10, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, 12 x 8, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, 15 x 10, Upper
  • Bedroom 4: Bedroom - Full Bath, Hardwood Floor, 15 x 12, Upper
  • Bedroom 5: Bedroom - Hardwood Floor, 9 x 9, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, French Doors, Hardwood Floor, 31 x 15, Main
  • Family Room: Family Room - Hardwood Floor, 26 x 15, Main
  • Kitchen: Kitchen - Fireplace, Island, Hardwood Floor, 18 x 16, Main
  • Dining Room: Dining Room - Hardwood Floor, 20 x 13, Main
  • Office: Office - Hardwood Floor, 16 x 15, Main
  • Loft: Loft - On 3rd Floor, Upper
  • Game room: Yes
  • Game Room: Rec/Play Room - French Doors, Hardwood Floor, 26 x 19, Main
  • Rec Room: French Doors, Hardwood Floor, 26 x 19, Main
  • Laundry: Main Level

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, Heated, In Ground Pool

Exterior

  • Exterior Features: Porch
  • Color: White

Location

  • County: Fairfield
  • Neighborhood: Timber Trails
  • Driving Directions: Route 37 S on right side headed North, between Big Trail and Durgy Ln

School Information

  • Elementary School: Sherman
  • High School: Voucher

Community

  • Community Name: Timber Trails

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Electric, Upright Tank

Utilities

  • Sewer: Septic
  • Water: Private Water System

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard, Cedar
  • Basement Desc.: Full, Unfinished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 4,258
  • Above Ground: 4,258 Sq. Ft.
  • Year Built: 1862

Lot Features

  • Lot Size (Acres): 1.42
  • Zoning: RES
  • Lot Description: Secluded, Level Lot, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Pond, View

Financial Considerations

  • Assessment Amount: $522,700
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 309886

Listed by Houlihan Lawrence, Cory Neumann

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 201 Route 37 S —

  • Cory Neumann

    Houlihan Lawrence

Agent Contact: (203) 947-5803 Office Contact: (203) 746-6565

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 201 Route 37 S

School District:Sherman School District
NameGradesDistance
Sherman School, Sherman, CT
2 Route 37 East, Sherman, CT 06784
PK-83.6 mi
New Fairfield High School
54 Gillotti Road, New Fairfield, CT 06812
9-124.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 201 Route 37 S Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/16/2026
Listed
$1,599,500
223.13%
MLS
3/04/2016
Sold
$495,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 201 Route 37 S

Year
Property Taxes
Change
Tax Assessment
Change
2024
$6,100
2%
$365,900
—
2023
$5,986
-8%
$365,900
—
2023
$6,520
-2%
$365,900
—
2022
$6,652
-2%
$365,900
—
2021
$6,820
-2%
$365,900
—
2020
$6,992
-4%
$365,900
—
2019
$7,248
-6%
$365,900
-3%
2018
$7,693
10%
$378,400
10%
2017
$7,014
-1%
$345,000
-1%
2016
$7,097
1%
$349,090
—
2015
$6,996
1%
$349,090
—
2014
$6,926
8%
$349,090
-8%
2011
$6,402
—
$380,170
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 201 Route 37 S

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Houlihan Lawrence, Cory Neumann

Similar Properties near 201 Route 37 S

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

6 Brinsmade Ln, Sherman, CT 06784 - Photo 1
$1,849,000

6 Brinsmade Ln  Sherman, CT 06784

  • Single Family
  • Active
  • 6
    Beds
  • 5
    Total Baths
  • 5,500
    Sq. Ft.
Listed by William Raveis Real Estate
2 Sail Harbour Dr, Sherman, CT 06784 - Photo 1
$1,795,000

2 Sail Harbour Dr  Sherman, CT 06784

  • Single Family
  • Active
  • 4
    Beds
  • 4
    Total Baths
  • 5,041
    Sq. Ft.
Listed by Barbara Sivba (203) 667-4336
32 Sail Harbour Dr, New Fairfield, CT 06812 - Photo 1
$1,395,000

32 Sail Harbour Dr  New Fairfield, CT 06812

  • Single Family
  • Active
  • 4
    Beds
  • 6
    Total Baths
  • 6,052
    Sq. Ft.
Listed by Barbara Sivba (203) 667-4336
27 Osborn Rd, Sherman, CT 06784 - Photo 1
$1,595,000

27 Osborn Rd  Sherman, CT 06784

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,540
    Sq. Ft.
Listed by Douglas Elliman of Connecticut

Just Listed near 201 Route 37 S

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

23 Sun Pond Ln, New Milford, CT 06776 - Photo 1 Just Listed
$750,000

23 Sun Pond Ln  New Milford, CT 06776

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,082
    Sq. Ft.
Listed by Lisa Prinz (203) 733-9878
18 Outlook Rd, New Milford, CT 06776 - Photo 1 Just Listed
$580,000

18 Outlook Rd  New Milford, CT 06776

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,701
    Sq. Ft.
Listed by Julie Thompson (203) 947-9055
61 Pumpkin Hill Rd, New Milford, CT 06776 - Photo 1 Just Listed
$449,900

61 Pumpkin Hill Rd  New Milford, CT 06776

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,382
    Sq. Ft.
Listed by Larry Corrow (203) 770-0166 and Lori Campbell (860) 354-4111
6 Carlson Ridge Ct, New Milford, CT 06776 - Photo 1 Just Listed
$524,900

6 Carlson Ridge Ct  #6  New Milford, CT 06776

  • Townhouse
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 3
    Total Baths
  • 1,870
    Sq. Ft.
Listed by Peter Gillen (860) 354-4111 and Holly Mullins (203) 417-4260

Price Reduced near 201 Route 37 S

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

10 Bonnybrook Dr, New Milford, CT 06776 - Photo 1 Price Reduced
-$4,900 (-1.26%)
$385,000

10 Bonnybrook Dr  New Milford, CT 06776

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 1
    Total Bath
  • 960
    Sq. Ft.
Listed by Larry Corrow (203) 770-0166 and Lori Campbell (860) 354-4111
368 Candlewood Lake Rd N, New Milford, CT 06776 - Photo 1 Price Reduced
-$15,000 (-3.33%)
$434,900

368 Candlewood Lake Rd N  New Milford, CT 06776

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,152
    Sq. Ft.
Listed by Ascend Realty LLC
8 Mountain View Dr, New Milford, CT 06776 - Photo 1 Price Reduced
-$15,000 (-2.56%)
$570,000
Open House

8 Mountain View Dr  New Milford, CT 06776

  • Single Family
  • Active
  • Updated 6 days ago
  • 5
    Beds
  • 4
    Total Baths
  • 2,279
    Sq. Ft.
Listed by eXp Realty
7 Homestead Ln, Brookfield, CT 06804 - Photo 1 Price Reduced
-$5,000 (-1.59%)
$309,900
Open House

7 Homestead Ln  #7  Brookfield, CT 06804

  • Townhouse
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,007
    Sq. Ft.
Listed by Keller Williams Realty

Recent Sales near 201 Route 37 S

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

105 Route 39 N, Sherman, CT 06784 - Photo 1
$1,695,000

105 Route 39 N  Sherman, CT 06784

  • Single Family
  • Under Contract
  • 3
    Beds
  • 5
    Total Baths
  • 3,765
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
17 Meadow Ln, New Milford, CT 06776 - Photo 1 Sold
$1,370,000

17 Meadow Ln  New Milford, CT 06776

  • Single Family
  • Closed
  • Updated 7 days ago
  • 3
    Beds
  • 4
    Total Baths
  • 3,608
    Sq. Ft.
Listed by Chris LaCava
1 Cloverleaf Farm S, Sherman, CT 06784 - Photo 1 Sold
$1,650,000

1 Cloverleaf Farm S  Sherman, CT 06784

  • Single Family
  • Closed
  • 4
    Beds
  • 5
    Total Baths
  • 5,475
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
Sold by Keller Williams Realty
595 Candlewood Lake Rd, Brookfield, CT 06804 - Photo 1 Sold
$1,800,000

595 Candlewood Lake Rd  Brookfield, CT 06804

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 4,301
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
Sold by Erin Porter

201 Route 37 South, Sherman, CT 06784 (MLS# 24167831) is a Single Family property with 6 bedrooms and 4 full bathrooms. 201 Route 37 South is currently listed for $1,599,500 and was received on April 16, 2026. Want to learn more about 201 Route 37 South? Do you have questions about finding other Single Family real estate for sale in Sherman? You can browse all Sherman real estate or contact a Coldwell Banker agent to request more information.

Tour this property