Welcome to Durham-one of Connecticut's most cherished small towns. Recently refreshed with brand new interior paint, the home feels clean, bright, and renewed-ready for its next chapter. Original hardwood floors carry character through the home, including unique reclaimed bowling alley wood in the upstairs bedrooms-a reminder that homes like this were built with skill and intention. The main living area offers large windows that invite natural light to pour in, creating a peaceful, uplifting atmosphere throughout the day. The eat-in kitchen is generous and welcoming, with abundant cabinetry, great airflow, and space that naturally brings people together. A convenient main-level laundry area and full bath with rustic wood accents add comfort and practicality, while the upper floor features two inviting bedrooms, built-ins, closet space, and a charming half bath. This home is especially well-suited for those seeking a simpler, more intentional lifestyle-whether downsizing, purchasing your first home, or looking for a place that feels easy to live in from day one. With its thoughtful layout, low-maintenance appeal, and move-in ready condition, it offers the rare opportunity to truly arrive, drop your bags, and start living. Conveniently located for commuting to shoreline towns, city centers, and nearby recreation areas, the property also presents potential for investment or short-term VRBO & Airbnb rental use given its proximity to lakes, golf, and ski destinations. Thank You!
Est. $1,864 per month, based on comparable rentals
Sale and tax history for 385 Main St
Sale History
Tax History
Date
Event
Price
Smart MLS #24170156
Jun 16, 2026
Sold
$290,000
$306/sq ft
May 11, 2026
Contingent
—
Apr 25, 2026
Listed
$299,000
$315/sq ft
Smart MLS #170474924
Aug 25, 2022
Sold
$193,000
$204/sq ft
Jul 25, 2022
Contingent
—
Jun 11, 2022
Relisted
—
Apr 5, 2022
Contingent
—
Apr 1, 2022
Listed
$209,900
$221/sq ft
Mar 18, 2022
Coming Soon
$209,900
$221/sq ft
Welcome to Durham - famously known to host the state’s largest agricultural fair annually. Main St. is dotted with historical buildings & small-town charm. Home to more than a couple dairy farms. And several open spaces that provide wonderful vistas year round. The town green is the scene for a farmers’ market & other local events throughout the year. Living in Durham offers homes with access to a sought-after school system, close to golfing, skiing, horseback riding, state parks, lakes, rivers, fine dining & more. This home is surprisingly quiet inside & has a pretty amazing backyard too. It's perfect for smaller families, anyone looking to downsize, reduce their utility costs & time spent cleaning. Inside you will find original hardwood floors ( upstairs bedrooms feature old bowling alley boards), a living room with large windows to let in natural light & wood burning stove flu, large eat in kitchen, plenty of cabinets, more windows for fresh air flow, main floor laundry w/tile floors, first-floor full bath with rustic wood wall accents & tile floors. Two second floor bedrooms, more closets & built ins, petite 1/2 bath & HW floors. A very convenient location to get to & from many shore and city points with ease for work or pleasure. Might be a consideration for an Air BNB investment w/all the golf, lake/ski areas nearby. Affordably priced!! As-Is (septic system is from 2004)
This spot has proven to be an attractive long term rental location, and maybe considered as an investment property instead - especially in this area where there is always a very low rental supply and big demand. Back on Market due to buyers inability to obtain a mortgage.
Smart MLS #170422797
Nov 5, 2021
Listing Removed
—
Oct 22, 2021
Contingent
—
Oct 19, 2021
Price Changed
$205,000
$216/sq ft
Sep 29, 2021
Price Changed
$214,000
$226/sq ft
Sep 12, 2021
Price Changed
$219,000
$231/sq ft
Aug 22, 2021
Contingent
—
Aug 4, 2021
Price Changed
$224,900
$237/sq ft
Jul 30, 2021
Listed
$229,900
$243/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$4,020 (+0.6%)
$60,550 + $55,020
$115,570
2022
$3,995 (−2.8%)
$60,550 + $55,020
$115,570
2021
$4,110 (+10.1%)
$60,550 + $55,020
$115,570
2020
$3,732 (−0.3%)
$56,420 + $47,880
$104,300
2019
$3,743 (−1.7%)
$56,420 + $47,880
$104,300
2018
$3,807 (−7.6%)
$56,420 + $47,880
$104,300
2017
$4,120 (+11.9%)
$56,420 + $47,880
$104,300
2016
$3,683 (−3.1%)
$56,420 + $47,880
$104,300
2014
$3,802 (+1.7%)
$69,020 + $45,430
$114,450
2011
$3,738
$69,020 + $45,430
$114,450
Public record
Beds
2
Baths
1.5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.32 Acres
Year renovated
—
Sq. Ft.
948
Year built
1942
Style
Single Family Residential
County
Middlesex County
APN
966363
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 13, 2023.
Property details
Parking
Garage Information
Garage & Parking: Driveway, Paved, Off Street Parking
Parking Information
Parking Total Spaces: 4
Interior
Interior Information
Total Rooms: 4
Laundry Room Location: Main Floor - room off Kitchen
Laundry Room Info: Lower Level
In-Law Apartment: No
Appliances Included: Oven/Range, Refrigerator
Bathroom Information
# of Baths (Full): 1
# of Baths (Half): 1
Bedroom Information
Beds Total: 2
Room Information
Basement Description: Crawl Space, Full, Interior Access, Concrete Floor, Full With Hatchway
Has Attic
Attic Description: Access Via Hatch
Exterior
Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding
Lot Information
Lot Description: Level Lot, Cleared, Open Lot
Building Information
Foundation Type: Block
Construction Description: Frame
Color: Green
Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 948
Driveway Type: Private, Asphalt
Financial
Assessments Information
Assessed Value: $115,570
Utilities
Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Electric, 40 Gallon Tank
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Location
School Information
Intermediate School: Memorial
High School: Coginchaug Regional
Elementary School: Brewster
Location Information
State: Connecticut
Directions: GPS Friendly-Main St near Haddam Quarter Rd intersection
County: Middlesex
Public facts
Beds: 2
Baths: 1.5
Sq. Ft.: 948
Stories: 2.0
Lot Size: 0.32 acres
Style: Single Family Residential
Year Built: 1942
Year Renovated: —
County: Middlesex County
APN: 966363
Home facts updated by county records on Jul 13, 2023
Other
Documents & Disclosures
Supplement Count Public: 3
Around this home
Schools
Frederick Brewster School
Public PreK-1 • Assigned • 1.6mi
Frank Ward Strong School
Public 6-8 • Assigned • 0.7mi
7/10
Coginchaug Regional High School
Public 9-12 • Assigned • 0.9mi
6/10
Provided by GreatSchools
Historical weather
Durham, CT • 06422
Average low and high temperatures (°F)
35
21
38
22
53
34
62
42
70
52
81
61
85
67
81
60
77
57
64
47
54
37
40
25
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
43/ 100
Low sunlight
Sunscore
There appears to be significant shading by surrounding buildings, terrain, and vegetation.
6.5 hrs
0.7 hr
JuneDecember
Provided by Shadowmap
Estimated sale price
$361,000 – $437,000
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