Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$399,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,871 Sq. Ft.
  • Updated 43 minutes ago
See This Home
Save This Home
See This Home
Save This Home
Country Roads, Take Me Home! Tucked away in a peaceful setting just a short walk to downtown Chaplin Village, this unique and charming antique home blends historic character with surprisingly spacious, light-filled living. Oversized rooms, hardwood floors, and abundant built-ins showcase the home's timeless appeal, while the flexible layout offers endless possibilities. The inviting country-style eat-in kitchen is the heart of the home, complemented by a large den/sitting room or possible dining room, perfect for gatherings, along with a warm and welcoming living room filled with antique charm. A first-floor primary bedroom adds convenience, while the expansive rear addition offers incredible versatility - ideal for a luxurious primary suite, in-law setup, or an impressive great room. Outside, enjoy 2.9 acres of peaceful Chaplin charm featuring beautiful stone walls, a relaxing back patio, and a workshop with 50-amp service. Full of warmth, history, and opportunity, this special property is ready to welcome you home.

Full Property Details for 58 Tower Hill Rd

General

  • Price: $399,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24178105
  • Updated: Today (5/26/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 7
  • Interior Features: Cable - Available
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Refrigerator, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom, 13.3 x 12.9, Main
  • Bedroom 1: Bedroom, 13.3 x 10.9, Upper
  • Bedroom 2: Bedroom, 13.3 x 11.6, Upper

Other Rooms

  • Living Room: Living Room, 13.1 x 22.9, Main
  • Family Room: Family Room, 22.1 x 23.11, Main
  • Eat In Kitchen: Eat-In Kitchen, 22 x 15.3, Main
  • Den: Den, 13.3 x 15.3, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Shed, Porch, Deck, Garden Area, Covered Deck, Patio
  • Color: Red

Parking

  • Total Spaces: 5
  • Parking: Off Street Parking, Driveway, Unpaved

Location

  • County: Windham
  • Neighborhood: Tower Hill
  • Driving Directions: RT 198 to Chaplin St. to Tower Hill Road.

School Information

  • Elementary School: Per Board of Ed
  • Middle School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • High School: Per Board of Ed

Community

  • Community Name: Tower Hill

Heating & Cooling

  • Cooling Type: Split System, Window Unit
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Antique
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Partial, Sump Pump, Concrete Floor
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,871
  • Above Ground: 1,871 Sq. Ft.
  • Year Built: 1840

Lot Features

  • Lot Size (Acres): 2.9
  • Driveway/Sidewalk: Private, Unpaved, Crushed Stone, Gravel
  • Zoning: RA
  • Lot Description: Lightly Wooded, Sloping Lot

Financial Considerations

  • Assessment Amount: $193,500
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1682099

Listed by Home Selling Team, King Team at Home Selling Team, Stephen Galinat and Home Selling Team, John Fulton

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 agents

— 58 Tower Hill Rd —

  • Stephen Galinat

    Home Selling Team

  • John Fulton

    Home Selling Team

Agent Contact: (860) 428-1211 Office Contact: (860) 456-7653

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

Price & Sales History for 58 Tower Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/26/2026
Listed
$399,000
90%
MLS
12/20/2019
Sold
$210,000
—
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 58 Tower Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$6,072
5%
$193,500
—
2023
$5,795
20%
$193,500
42%
2023
$4,835
3%
$136,200
—
2022
$4,699
6%
$136,200
—
2021
$4,427
2%
$136,200
2%
2020
$4,329
—
$133,200
—
2019
$4,329
-5%
$133,200
-5%
2018
$4,557
-7%
$140,200
—
2017
$4,914
—
$140,200
—
2016
$4,914
-4%
$140,200
—
2015
$5,117
—
$140,200
—
2014
$5,117
2%
$140,200
-16%
2012
$5,020
—
$166,500
—
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 58 Tower Hill Rd

$
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 Home Selling Team, King Team at Home Selling Team, Stephen Galinat and Home Selling Team, John Fulton

Similar Properties near 58 Tower Hill Rd

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

226 Cherry Hill Rd, Brooklyn, CT 06234 - Photo 1 Just Listed
$389,900

226 Cherry Hill Rd  Brooklyn, CT 06234

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,638
    Sq. Ft.
Listed by RE/MAX Coast and Country
408 Huntington Rd, Scotland, CT 06264 - Photo 1
$385,000

408 Huntington Rd  Scotland, CT 06264

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 2,896
    Sq. Ft.
Listed by RE/MAX Bell Park Realty
217 Westford Hill Rd, Ashford, CT 06278 - Photo 1
$399,900

217 Westford Hill Rd  Ashford, CT 06278

  • Single Family
  • Active
  • Updated 10 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,544
    Sq. Ft.
Listed by The Neighborhood Realty Group
65 Pinney Hill Rd, Willington, CT 06279 - Photo 1
$399,000

65 Pinney Hill Rd  Willington, CT 06279

  • Single Family
  • Active
  • Updated 10 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,208
    Sq. Ft.
Listed by RE/MAX Precision Realty

Just Listed near 58 Tower Hill Rd

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

38 Mary Belle Dr, Mansfield, CT 06268 - Photo 1 Just Listed
$135,000

38 Mary Belle Dr  Mansfield, CT 06268

  • Mobile Home
  • Active
  • Updated 15 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 924
    Sq. Ft.
Listed by Weichert,REALTORS-Four Corners
74 Lake Woods Ln, Ashford, CT 06278 - Photo 1 Just Listed
$510,000

74 Lake Woods Ln  Ashford, CT 06278

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,090
    Sq. Ft.
Listed by CR Premier Properties
54 Manners Ave, Windham, CT 06226 - Photo 1 Just Listed
$249,900

54 Manners Ave  Windham, CT 06226

  • Single Family
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 852
    Sq. Ft.
Listed by Joseph Malone (860) 997-5173
120 North St, Windham, CT 06226 - Photo 1 Just Listed
$649,777

120 North St  Windham, CT 06226

  • Multi-Family
  • Active
  • Updated 1 day ago
  • 10
    Total Beds
Listed by Carl Guild & Associates

Price Reduced near 58 Tower Hill Rd

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

1728 Stafford Rd, Mansfield, CT 06268 - Photo 1 Price Reduced
-$26,000 (-11.56%)
$199,000

1728 Stafford Rd  Mansfield, CT 06268

  • Mobile Home
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 660
    Sq. Ft.
Listed by Berkshire Hathaway NE Prop.
133 Fitts Rd, Ashford, CT 06278 - Photo 1 Price Reduced
-$79,100 (-11.65%)
$599,900

133 Fitts Rd  Ashford, CT 06278

  • Single Family
  • Active
  • Updated 6 days ago
  • 2
    Beds
  • 3
    Total Baths
  • 1,578
    Sq. Ft.
Listed by CR Premier Properties
25 Kitty Ln, Windham, CT 06256 - Photo 1 Price Reduced
-$10,000 (-5.72%)
$164,900

25 Kitty Ln  Windham, CT 06256

  • Mobile Home
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,620
    Sq. Ft.
Listed by List N Show LLC
129 Walnut St, Windham, CT 06226 - Photo 1 Price Reduced
-$4,000 (-1.75%)
$225,000

129 Walnut St  Windham, CT 06226

  • Single Family
  • Active
  • Updated 1 hour ago
  • 4
    Beds
  • 1
    Total Bath
  • 1,078
    Sq. Ft.
Listed by Therecka & Associates LLC

Recent Sales near 58 Tower Hill Rd

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

283 Tower Hill Rd, Chaplin, CT 06235 - Photo 1 Sold
$375,000

283 Tower Hill Rd  Chaplin, CT 06235

  • Single Family
  • Closed
  • 4
    Beds
  • 2
    Total Baths
  • 1,642
    Sq. Ft.
Listed by Weichert,REALTORS-Four Corners
Sold by RE/MAX One
144 Phoenixville Rd, Chaplin, CT 06235 - Photo 1 Sold
$340,000

144 Phoenixville Rd  Chaplin, CT 06235

  • Single Family
  • Closed
  • 3
    Beds
  • 1
    Total Bath
  • 1,288
    Sq. Ft.
Listed by Aspen Realty Group
Sold by Executive Real Estate Inc.
5 Chappell St, Chaplin, CT 06235 - Photo 1 Sold
$355,000

5 Chappell St  Chaplin, CT 06235

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,748
    Sq. Ft.
Listed by Garden Realty
Sold by RE/MAX One
353 Warrenville Rd, Mansfield, CT 06250 - Photo 1 Sold
$455,000

353 Warrenville Rd  Mansfield, CT 06250

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,616
    Sq. Ft.
Listed by Home Selling Team
Sold by Marsha Penna

58 Tower Hill Road, Chaplin, CT 06235 (MLS# 24178105) is a Single Family property with 3 bedrooms and 2 full bathrooms. 58 Tower Hill Road is currently listed for $399,000 and was received on May 26, 2026. Want to learn more about 58 Tower Hill Road? Do you have questions about finding other Single Family real estate for sale in Chaplin? You can browse all Chaplin real estate or contact a Coldwell Banker agent to request more information.

Tour this property