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2 Beds
3 Baths
2,595 sqft

$825,000

165 Whitfield Street, Guilford CT, 06437

Price per sqft$317.92
Built in1850
Property size2,595 sqft
Property typeMulti-family

Overview

Active

Listed Jul 2, 2026

Updated 12 days ago

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.

$5,489/mo

Est. mortgage payment based on a $825,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
24188733

Interior Features

Bedrooms
2
Bathrooms
3
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
0.25 Acres

Other Property Details

Taxes
$12,972
Tax Frequency
Annually
MLS provider logo

Listed by Thomas Hulk with Thomas W. Hulk (203) 214-6936

The IDX display contains information sourced from SmartMLS, Inc. as of 9/28/2026. This information is for personal, non-commercial use only and may not be used for any purpose other than identifying properties the viewer may be interested in purchasing. MLS data is generally considered reliable but is not guaranteed accurate by the MLS. Buyers are responsible for verifying all information and should conduct their own investigation or consult a professional. Some MLS data may have been provided by sources other than the listing agent. Unless stated in writing, the Broker/Agent has not verified information obtained from outside sources. The Broker/Agent may or may not have been the listing and/or selling agent, and cannot guarantee the accuracy of any property location shown on a map. Any offer of compensation is made only to participants of the MLS where the listing is filed.

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Data last updated on 9/28/2026 at 4:07 AM UTC.

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