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165 Whitfield Street

Guilford, CT 06437
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Bed 2

Bed

Bath 3

Bath

SqFt2,595

Sqft

Acres0.25

Acre(Lot)

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 serving as the rectory for the neighboring church, this landmark home has been thoughtfully converted into two spacious apartments while preserving its timeless architectural character and period details. 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, studio, or guest accommodations. Major improvements include updated electrical, plumbing, and insulation, along with a complete exterior renovation completed in 2022, updated kitchens & appliances, with new radon system

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Detail Ic Property Details

Property Type : Residential Income

Price : $845,000

AD Id : 87536495

MLS Id : 24188733

Beds : 2

Lot Size : 0.25 Acre

Living Area Size : 2,595

Year Built : 1850

County : New Haven

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Feature Features

  • Bedroom Information

    Total beds: 2

    Bathroom Information

    Total Baths: 3 Full Baths: 2 Half Baths: 1

    Room Information

    Rooms Total: 8 Has Basement: Yes Basement: Full, Unfinished
  • Roofing Information

    Asphalt
  • Interior Features

    Roof: Asphalt Appliances: Electric Water Heater
  • Heating & Cooling

    Has Heating: Yes Heating: Electric, Baseboard Cooling: None

  • Building Information

    Year Built: 1850 Building Area Total: 2595 Construction Materials: Wood Siding, Frame, Clapboard Private Pool: No

  • Lot Information

    Lot Size Acres: 0.25

  • Listing Price Information

    Listing Price: $845000

  • Tax Information

    Parcel Number: 1120940 Annual Tax: $12629

  • Parking Information

    Parking Total: 6 Paved, Shared Driveway, Driveway

  • School Information

    Elementary School: Per Board of Ed
    Junior High School:
    Senior High School: Per Board of Ed
  • Location Information

    Direction: Guilford Green downtown, south on Whitfield. Driveway entrance is in the back. Turn right on High Street, its the first driveway on the left. WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
208 Boston Street, Guilford, CT, 06437 $649,000 3 3 1,800 1,800 SqFt
51 Pearl Street, Guilford, CT, 06437 $1,195,000 4 4 2,392 2,392 SqFt
174 Whitfield Street, Guilford, CT, 06437 $550,000 4 2 2,280 2,280 SqFt
86 State Street, Guilford, CT, 06437 $465,000 2 2 1,525 1,525 SqFt
33 Church Street, Guilford, CT, 06437 $1,185,000 7 4 3,833 3,833 SqFt

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 07/14/2026 @ 00:40

MLS: 24188733 LISTED BY: Thomas Hulk, Thomas W. Hulk SOURCE: SmartMLS

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