248 Main Street
Durham, CT 06422
- 4 Beds
- 3 Baths
- 2,417 sqft (on 0.50 acres)
4 Beds
3 Baths
2,417 sqft
(on 0.50 acres)
Local Information
-- mins to
Description
Restored to perfection in 1969 and updated by the current owners, this cherished post and beam center chimney Colonial is stylish and well-appointed, blending warmth and classic elegance with modern comforts. Its spacious and light-drenched interiors total 2,417 sf, and offer 4 bedrooms, 3 full bathrooms, a custom-built mudroom, and abundant storage throughout. Gathering spaces, each with working fireplace and paneling, include the family room and study/dining room, and cook's kitchen with soapstone counters, Miele induction range, Perrin and Rowe gooseneck faucet, Shaw's sink, and pantry. Located on the main floor at the rear of the home is one of two en-suite bedrooms, with its own fireplace and dressing room. Original antique details abound with hand-hewn timbers and chiseled millwork, wide-plank floors, custom cabinetry, beautiful 8 over 12 windows, and 6 working fireplaces. Two staircases lead to 3 additional large bedrooms on the 2nd floor, a bathroom with custom built-in laundry with Miele washer/dryer, and a second en-suite with luxe marble bathroom and twin closets. The front stairwell leads to the walk-up attic for additional storage or future finished space. Set on a deep, level and private lot, the home rewards with breathtaking sunsets and views of Beseck Mountain. Multiple outdoor areas are yours to explore; relax on the covered porch; entertain on the terraced bluestone patio, or keep warm by the fire pit. Don't miss floor plans in photo gallery. The beautiful grounds delight with perfumed gardens and private outdoor rooms showcasing stone walls, fruit trees, boxwoods, lilac, wisteria, viburnum, climbing hydrangea, grape vines, dogwoods, magnolias, raspberries, and roses. A custom shed (20x24 ft) with loft was constructed in 2020 and offers pub-style space to unwind, and also functions as a garden shed. More to love: City water, fiber internet, natural gas boiler (2021), freshly painted exterior (2024), chicken coop, and garage.
248 Main Street, Durham, CT 06422 is a 4 bedroom, 3 bathroom, 2,417 sqft single-family home built in 1745. It last sold for $665,000 on Jun 18, 2025 (12% above the $595,000 asking price). It is currently off market. The Trulia Estimate is $708,900, with a rent estimate of $3,406/month.
Home Highlights
Parking
1 Car Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 248 Main Street
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Interior Details Basement: Full,Unfinished,Sump Pump,Hatchway Access,Interior Entry,ConcreteNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Dimensions and Layout Living Area: 2417 Square Feet |
Appliances & Utilities Utilities: Cable AvailableAppliances: Oven/Range, Refrigerator, Dishwasher, Disposal, Washer, Dryer, Water HeaterDishwasherDisposalDryerLaundry: Upper LevelRefrigeratorWasher |
Heating & Cooling Heating: Radiator,Natural GasHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Radiator |
Fireplace & Spa Number of Fireplaces: 6Has a Fireplace |
Windows, Doors, Floors & Walls Window: Storm Window(s) |
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Exterior Home Features Roof: AsphaltPatio / Porch: Porch, PatioOther Structures: Shed(s)Exterior: Sidewalk, Fruit Trees, Rain Gutters, Garden, Stone WallFoundation: StoneGardenNo Private Pool |
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageParking Spaces: 1Parking: Attached,Garage Door Opener |
Frontage Not on Waterfront |
Water & Sewer Sewer: Septic Tank |
Finished Area Finished Area (above surface): 2417 Square Feet |
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Year Built Year Built: 1745 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Antique |
Building Construction Materials: Clapboard, Wood SidingNot a New ConstructionDoes Not Include Home Warranty |
Property Information Parcel Number: 966765 |
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Price List Price: $595,000 |
Status Change & Dates Off Market Date: Mon Apr 14 2025Possession Timing: Prefer Mid June |
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MLS Status: Closed |
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Direction & Address City: Durham |
School Information Elementary School: Brewster/LymanJr High / Middle School: Strong, MemorialHigh School: Coginchaug |
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Buyer Agent Buyer Company Name: The Walz Team at Coldwell Banker |
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Building Area Building Area: 2417 Square Feet |
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Community Features: Golf, Health Club, Library, Medical Facilities, Park, Playground, Private School(s), Stables/Riding |
Other Playground |
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No HOA |
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Lot Area: 0.50 acres |
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Energy Efficiency Features: Insulation, Windows |
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BasementMls Number: 24085799Attic: Storage, Floored, Walk-upAbove Grade Unfinished Area: 2417 |
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GolfHealth ClubLibraryMedical FacilitiesParkPlaygroundPrivate School(s)Stables/Riding |
Last check for updates: about 11 hours ago
Listed by Claudia O'Connell, (860) 716-0166
William Raveis Real Estate, (860) 344-1658
Bought with: Meig Walz, (203) 996-7209, Coldwell Banker Realty, (203) 245-4700
Source: Smart MLS, MLS#24085799

Price History for 248 Main Street
| Date | Price | Event | Source |
|---|---|---|---|
| 06/18/2025 | $665,000 | Sold | Smart MLS #24085799 |
| 04/15/2025 | $595,000 | Pending | Smart MLS #24085799 |
| 04/12/2025 | $595,000 | Listed For Sale | Smart MLS #24085799 |
| 06/17/2011 | $330,000 | Sold | Smart MLS #G588610 |
| 03/31/2011 | $339,000 | PriceChange | Agent Provided |
| 03/26/2011 | $379,900 | PriceChange | Agent Provided |
| 09/04/2010 | $339,000 | PriceChange | Agent Provided |
| 07/01/2010 | $379,900 | Listed For Sale | Agent Provided |
| 01/16/2010 | $378,876 | ListingRemoved | Agent Provided |
| 07/03/2009 | $378,876 | PriceChange | Agent Provided |
| 04/30/2009 | $398,876 | PriceChange | Agent Provided |
| 02/12/2009 | $409,000 | Listed For Sale | Agent Provided |
| 12/07/2008 | $399,900 | ListingRemoved | Agent Provided |
| 10/19/2008 | $399,900 | PriceChange | Agent Provided |
| 08/04/2008 | $409,000 | PriceChange | Agent Provided |
| 06/05/2008 | $434,900 | Listed For Sale | Agent Provided |
| 01/14/2000 | $262,900 | Sold | N/A |
Market trends in Durham
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
14
1MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $8,645 |
| Assessment | $231,210 |
Home facts updated by county records
Comparable Sales for 248 Main Street
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.12 | Single-Family Home | $565,000 | 02/26/26 | 3 | 2 | 2,853 | |
0.77 | Single-Family Home | $495,000 | 08/14/25 | 3 | 2 | 1,780 | |
0.31 | Single-Family Home | $475,000 | 09/26/25 | 3 | 1.5 | 1,459 | |
0.28 | Single-Family Home | $401,000 | 07/02/26 | 3 | 1 | 1,147 | |
0.69 | Single-Family Home | $315,000 | 09/19/25 | 4 | 1 | 1,529 | |
0.51 | Single-Family Home | $290,000 | 06/16/26 | 2 | 1.5 | 948 | |
1.31 | Single-Family Home | $530,000 | 08/04/25 | 4 | 3.5 | 2,375 | |
0.98 | Single-Family Home | $745,000 | 11/26/25 | 3 | 2.5 | 2,933 | |
0.89 | Single-Family Home | $397,700 | 12/30/25 | 3 | 1 | 1,269 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 248 Main Street.
What Locals Say about Durham
At least 21 Trulia users voted on each feature.
93 % Say yards are well-kept
93 % Say there's wildlife
91 % Say car is needed
90 % Say parking is easy
83 % Say there's holiday spirit
83 % Say it's dog friendly
73 % Say it's quiet
57 % Say people would walk alone at night
56 % Say kids play outside
55 % Say neighbors are friendly
45 % Say they plan to stay for at least 5 years
33 % Say there are community events
29 % Say it's walkable to restaurants
16 % Say it's walkable to grocery stores
16 % Say there are sidewalks
12 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
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