Active

91 Days on market

175 Pleasant St Upton — Photo 1 of 39

Recent Drop: $176,000

$1,875,000

$1,699,000

175 Pleasant St, Upton, MA 01568

Upton, MA 01568

Beds

Baths

SqFt

6,850

Style

Single Family

Built

1991

ABSOLUTELY STUNNING. Enormous 8 Bedroom Home with over 6000 square feet of living on 5.5 acres bordering the Shining Rock Golf Course. Privacy abounds on this special property that has been completely updated. Septic System, Roof, Heat/AC, Kitchen, 6 Bathrooms, Windows, Flooring, Well....All NEW. First floor has kitchen, dining room, TWO front to back family/living rooms, full bath, pantry and an office. Second floor has primary bedroom, with a gorgeous bathroom complete w/ a soaking tub, a changing room and his and her walk in closets. Laundry room, another 2 full bathrooms and 3 additional bedrooms round out the second floor. 3rd floor has a full bath and four bedrooms. Basement is finished w/ numerous rooms including a full bath. Outside there's a large inground pool with decorative water feature, patios, and all sorts of plantings surrounded by a huge yard and acres of forest. Unique is a understatement. You've got to see it to believe it.

Market Value Analysis

This Property

Size (SqFt) →Price →

This Property$248/sqft

Local Avg (Upton)$330/sqft

25% BelowMarket Average

* Analysis is based on 20 actively listed and recently sold comparable properties strictly within Upton, MA.

Financials

Original Price$1,875,000

Annual Taxes$15,359

Parking

Garage2

Off-Street12

Interior Specifications

Total Rooms15

Fireplaces1

FlooringWood, Tile, Hardwood, Flooring - Hardwood, Laminate

BasementFull, Finished, Interior Entry, Garage Access

Climate & Utilities

HeatingForced Air, Natural Gas, Propane

CoolingCentral Air

WaterPrivate

SewerPrivate Sewer

Building & Exterior

ConstructionFrame, Brick

RoofShingle

FoundationConcrete Perimeter

Zoning3

Property & Lot

Acres6.9

SqFt Lot300,564

Lot FeaturesWooded, Underground Storage Tank

Amenities & Appliances

Water Heater • Range • Oven • Dishwasher • Microwave • Refrigerator • Wine Refrigerator • Range Hood

Neighborhood

Pool • Park • Walk/Jog Trails • Golf • Bike Path • Conservation Area

Geography

Floorplan Breakdown

Structural Layout

Third

Bedroom 4Bedroom 5

Second

Master BedroomBedroom 2Bedroom 3Bathroom 2Bathroom 3

First

OfficeBathroom 1

Main,First

Living RoomDining RoomKitchenFamily Room

Living Room

Lvl Main,First

23 x 24

Flooring - Hardwood, Window(s) - Bay/Bow/Box, Cable Hookup, Open Floorplan, Recessed Lighting, Remodeled, Slider, Sunken, Lighting - Overhead

Dining Room

Lvl Main,First

15 x 16

Flooring - Hardwood, Open Floorplan, Recessed Lighting, Remodeled, Lighting - Overhead

Kitchen

Lvl Main,First

16 x 20

Flooring - Hardwood, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Kitchen Island, Cabinets - Upgraded, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, Stainless Steel Appliances, Wine Chiller, Lighting - Pendant, Lighting - Overhead

Office

Lvl First

14 x 13

Flooring - Hardwood, Cable Hookup, Remodeled, Lighting - Overhead, Closet - Double

Family Room

Lvl Main,First

34 x 22

Flooring - Hardwood, Window(s) - Bay/Bow/Box, Cable Hookup, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, Lighting - Overhead

Master Bedroom

Lvl Second

16 x 14

Bathroom - Full, Bathroom - Double Vanity/Sink, Walk-In Closet(s), Flooring - Hardwood, Cable Hookup, Dressing Room, Recessed Lighting, Remodeled, Lighting - Overhead, Closet - Double

Bedroom 2

Lvl Second

11 x 14

Bedroom 3

Lvl Second

12 x 13

Closet, Flooring - Hardwood, Remodeled, Lighting - Overhead

Bedroom 4

Lvl Third

11 x 20

Closet, Flooring - Hardwood, Remodeled, Lighting - Overhead

Bedroom 5

Lvl Third

12 x 12

Closet, Flooring - Hardwood, Remodeled, Lighting - Overhead

Bathroom 1

Lvl First

9 x 7

Bathroom - Full, Bathroom - Tiled With Shower Stall, Closet, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Remodeled

Bathroom 2

Lvl Second

11 x 17

Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower, Closet, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Remodeled

Bathroom 3

Lvl Second

9 x 9

Bathroom - Full, Bathroom - Tiled With Tub & Shower, Closet, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Remodeled

Property History

Price Drop

$1,699,000

Was $1,875,000

Jul 21, 2026

MLS® 73520686

Listed

$1,875,000

May 18, 2026

MLS® 73520686

Population

8,011

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$160K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

13.7%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Worcester County

1,806 housing units permitted in the last 12 months (-4% vs the prior 12 months) — 1,006 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 6,850 sq ft principal dwelling). Lot size: 300,564 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Full Upton, MA market report ZIP 01568 market data

Listing Provided By

Listing Agent: Matthew S. Sousa

Listing Office: Bullseye Realty Group

MLS® Number: 73520686