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MLS 24188733 For Sale Updated August 16, 2026
165 Whitfield Street

Guilford, Connecticut 06437

$845,000
On market 39 days
165 Whitfield Street
1 / 17

About This Property

Historic Charm Meets Exceptional Investment Opportunity in the Heart of Guilford Steeped in history and ideally located just steps from the iconic Guilford Green, this beautifully maintained circa-1850 Greek Revival property offers a rare opportunity to own one of downtown Guilford's most distinctive two-family residences. Once a single family rectory for the neighboring church, this landmark home has been thoughtfully converted into two spacious apartments while preserving its timeless architectural character. The first-floor residence features an inviting living room highlighted by a sun-filled bay window, a generous bedroom, an eat-in kitchen with direct access to a covered rear deck, a full bath complete with both a jetted tub and separate shower, and an additional dining room that easily functions as a home office, den, or guest room. Beautiful hardwood floors add warmth and character throughout the main living spaces. The second-floor apartment offers an open living and dining area, a spacious bedroom with ample closet space, an eat-in kitchen, a full bath with jetted tub and separate shower, an additional half bath with in-unit laundry, and a finished loft for additional living space, ideal for a home office or bedrooms. Major improvements include updated electrical, plumbing, and insulation, along with a complete exterior renovation completed in 2022, updated kitchens & appliances, with new radon system. Both units have ability for additional bedrooms.

Property Details

Interior

Heat
Baseboard — Electric
Cooling
None
Basement
Full,Unfinished,Shared Basement

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Waterfront
Walk to Water
Lot Description
Historic District
Garage & Parking
Driveway

Utilities & Systems

Water Source
Public Water Connected
Sewer
Septic

Community & Schools

Elementary
Per Board of Ed
High
Per Board of Ed
Nearby Amenities
Library Medical Facilities Park Public Rec Facilities Public Transportation Shopping/Mall Walk to Bus Lines

165 Whitfield Street

Guilford , Connecticut 06437

$845,000

On market 39 days

Beds
2
Baths
3
SqFt
2,595
Type
Multi-Family
County New Haven
Garage 0
Rooms -
Lot Size 0.25 Acres
Property Tax $12,972
Assessed Value $456,750
Year Built 1850
Style Units on different Floors
Zoning R-1
Parking Spaces 6

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
Open the full mortgage calculator →

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: HULK01.

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