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Agent Name: Jeffrey Lee
Agent Email: jefflee@leerealestate.com
Agent Phone: 508-325-5800
Town - 45 Pleasant Street
Primary Photo
Asking Price: $5,750,000
Original Price: $7,995,000 Type: Single Family
Lot Size (Acres): 0.13 Sq. Ft. (GLA): 6005
Total Rooms: 19 LINK ID: 91876
Beds/Baths: 11/8.5 Status: Off Market
Furnished: Furnished Owner: Keem Caloma Properties, LLC
Discover a rare opportunity in the heart of Town: TWO beautifully renovated homes on a single property, offering timeless charm, modern comforts, and unmatched versatility. Whether you're seeking a primary residence, multi-generational living, or a high-performing investment, this exceptional property adapts to your needs. Fully renovated in 2016, both homes thoughtfully preserve their historic character while integrating contemporary upgrades. In 2022, further improvements—including a new roof, copper gutters, central HVAC systems, and hot water tanks—were completed, ensuring energy efficiency and long-term peace of mind. Each home is move-in ready and offered fully furnished, making it an ideal turn-key rental or event space. With over $300,000 in rental income generated and $345,000 already booked for 2025, this property is a proven performer for short-term rentals, weddings, and gatherings. Just steps from Main Street, the location offers easy access to shops, dining, and local events. Expansive back patios provide a private retreat for relaxing or entertaining guests. Whether you choose to live in one home and rent the other, host extended family, or capitalize on its strong rental demand, 45 Pleasant Street delivers flexibility, comfort, and opportunity—all in one. Own a piece of Town's history and a future filled with potential.
Property / Parcel Info
Map: 5541
Parcel: 152
Zoning: ROH
Plan:
Deed Ref.: 25958
Lot #: 14557
Water: Town
Sewer: Town
Easements: See Deed.
Water Frontage: None
Water Views: None
Other Views: Residential
Lead Paint: Unknown
Second Dwelling: Existing
Taxes and Fees
Assessment Year: 2024
Land Assessment: $909,913
Building Assessment: $4,102,500
Total Assessment: $5,012,413
Estimated Taxes: $15,689.00
Building Information
Year Built: 1825
Year Renovated: 2016
# of Rooms: 19
Total # of Bedrooms 11
First Floor Bedrooms: 1
# of Full Bathrooms 8
Half Baths 1
Fireplaces: 1
Floors: 3
Heat: Gas\FHA
Yard:
Parking: Yes-brick driveway shared
Foundation:
Other Buildings:
Outdoor Spaces/Recreation: Patio
Appliances & Other Amenities
Stove: Yes- gas
Refrigerator: Yes
Dishwasher: Yes
Washer: Yes
Dryer: Yes
TV Service Type: Cable
Amenities: Central A/C, Outdoor Shower
Descriptions / Comments
Basement: 45A lower level: media/family room with dry bar, bedroom, full bath and laundry. 45B lower level: media room/family room with dry bar, two bedrooms, full bath, laundry and storage room.
1st Floor: 45A: New white cabinet kitchen with stainless steel appliances, wine frig, microwave drawer and breakfast bar. Dining area opens into living area. Access to brick back patio off the kitchen. Optional first floor master bedroom with attached full bath with glass stall shower. Bathroom is also accessible to first floor guests through the kitchen. 45B: State of the art custom white cabinet kitchen with stainless steel appliances and oversized Carrera island. Kitchen opens into a dining and sitting/TV area. Access to the brick back patio is off of the kitchen. Continue through to the comfortable front living room with cozy fireplace. To the right of the front entry way, slide the barn door open into the private den/office/TV room with a built-in murphy bed. Down the hall is the half bath.
2nd Floor: 45A: Two bedrooms each with their own private bath with bead board detail and glass showers. 45B: Master bedroom with private bath and glass shower. Three additional bedrooms share a large hall bath with double vanity, glass shower and linen closet.
3rd Floor: 45B: Two bedrooms and shared bathroom.
Other Structures:
Second Dwelling:
Map
Listing has been viewed 2757 times.
 DocumentDate Added
Residential Home Inspection Disclosure11/5/2025
Plot Plan12/23/2024
Floor Plan12/29/2024
Floor Plan12/29/2024
View In Full Screen 
Price Changes
Original Asking: 7,995,000
  1. 2/19/2025-$7,500,000- -6.20%
  2. 4/17/2025-$6,995,000- -6.74%
  3. 6/23/2025-$6,595,000- -5.72%
  4. 8/4/2025-$6,350,000- -3.72%
  5. 9/2/2025-$5,995,000- -5.60%
  6. 11/5/2025-$5,750,000- -4.09%
Discount From Original: 28.08%
Listing Updates
12/23/2024-New Listing
11/20/2025-Off Market
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