Price Reduced 19.57%

$945,000 ($339.56 per sqft)

Est. Mortgage $4,533/mo *

Quick Pre-Approval

Open House Schedule

04/11/2026
12:00 PM to 2:00 PM
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Price History

$1,175,000
10/17/2025

$1,095,000
11/12/2025

$995,000
12/11/2025

$945,000
3/4/2026


82 State Street, Guilford, CT, 06437

82 State Street, Guilford, CT, 06437

18 rooms

6 beds

4 Full baths

1850

Other

2,783 sqft

Rare opportunity to own an in-town retreat just steps from the historic Guilford Green. This unique and well maintained two-family home offers a combination of flexibility, charm, and outdoor space that is nearly impossible to find this close to town. Whether you're seeking multi-generational living, rental income, or a lifestyle property with room to spread out, this home delivers exceptional versatility. The true standout is the expansive, level backyard-an exceptional oasis featuring a rock garden, two professionally installed putting greens, and a large workshop with electricity. It's a space that invites relaxation, recreation, and creativity all in one, offering a sense of privacy and retreat rarely found in an in-town setting. Inside, the home offers 6 bedrooms and 4 full baths across two units, with a layout that provides defined living spaces and flexibility for a variety of living arrangements. The main residence spans two levels and lives like a single-family home, offering 4-5 bedrooms and 3 full baths, along with dining spaces, a wood burning fireplace, eat-in kitchen, walk in pantry with wet bar. The upper level has a cozy, cottage-like feel with lower ceilings heights, creating inviting intimate spaces ideal for bedrooms, quiet retreats or work from home offices. A separate-entry, second unit provides additional flexibility, with 1-2 bedrooms, full bath, eat-in kitchen-ideal for rental income, guests, or multi-generational living. The property has a strong history of successful multi-generational occupancy, tenancy and adaptable use. Recent updates include a new HDZ roof, 2 remodeled modern kitchens, 3 remodeled modern full baths, refreshed interiors, new updated lighting, new appliances, 4 new programmable thermostats, and select rooms with refinished original flooring that add warmth and character. Mechanical systems are well maintained, with two boilers and two updated Roth double walled oil tanks. The entire house was rewired in 2007 and brought up to current code this year. The location offers the best of both worlds-close enough to enjoy shops, dining, and the Green, yet set far enough away to maintain a peaceful residential feel. Nearby amenities include Jacob's Town Beach, Guilford Yacht Club, Westwoods Hiking Trails, Yale Shoreline Medical, Shoreline East Rail with connections to MetroNorth & Amtrak, and convenient to I-95. 96 miles to NYC or 150 miles to Boston, by car. Offered at $945,000 with a $10,000 credit at closing, this is an opportunity to personalize a property in one of Guilford's most desirable walk-to-town locations. For those who value location, outdoor living, and flexibility over cookie cutter design, this home presents something truly special.


Status:

Active

Type:

Multi-family

Laundry Remarks:

Washer/Dryer Some Units

Units:

2

Zoning:

R-1

Garage:

Paved, Off Street Parking, Driveway

Heating:

Hot Water

Cooling:

None

Energy Features:

Programmable Thermostat, Storm Doors, Thermopane Windows

Basement:

Full, Unfinished, Sump Pump, Hatchway Access, Dirt Floor

Parking:

4-car

Acreage:

0.46

Est. Taxes:

$16,067

Assessment

$581,070

Lot Description:

Level Lot,Historic District

Elementary School:

Per Board of Ed

Middle School:

Baldwin

High School:

Per Board of Ed

Days on Market:

173

MLS #:

24133644


Community Info

School Info

Walk Score

Mass Transit

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