158 Main St, Upton MA 01568

Upton, MA 01568
$799,900
$774,900
Est. $4,743/month
7
Beds
3
Baths
3,314
Sq Ft
$234
Price/Sq Ft
0.23
Acres
1900
Year Built
4
Parking
48
Days on Market
For Sale Price Drop -$25,000 Listed Jul 21, 2026 • MLS# 73552661 Copied! • Updated Sep 1, 2026

Track this home for price, status, and open-house alerts.

About this home

Motivated seller:Presenting an exceptional multi-family residence at 158 Main St, Upton, MA, a meticulously maintained property originally constructed in 1900. This inviting home encompasses a generous 3314 square feet of living space, offering a ready-to-move-in condition for discerning buyers. The kitchen is thoughtfully appointed with smart refrigerator technology, enhancing modern convenience and culinary experiences. With 7 bedrooms and 2 full bathrooms complemented by 2 half bathrooms, this two-story property provides ample accommodation. A functional basement offers additional utility, while a welcoming porch enhances the exterior appeal. To truly appreciate the refined character and investment potential of this distinguished multi-family property, we invite your professional inquiry and a private viewing.

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Recently Sold Nearby

Property History

Market Insights

1
Price Changes
3.1%
Price Range

Property Timeline

👁️
Showing Instructions Updated
Sep 1, 2026
New showing requirements
👁️
Showing Instructions Updated
Sep 1, 2026
New showing requirements
👁️
Showing Instructions Updated
Aug 29, 2026
New showing requirements
Price Reduced
Aug 18, 2026
$774,900 $25,000 (-3.13%)
From $799,900 to $774,900 (-3.1%)
🏠
Listed for Sale
Jul 21, 2026
$799,900
Original listing
Agent: Rita Silva Martins Office: eXp Realty LLC - Corporate Office

Tax History

Year Taxes Assessment
2025 $7,497 $570,100

Financial Details

Annual Property Tax
$7,497
Tax Year 2025
Assessed Value
$570,100

Facts & Features

Home Facts

Type Residential Income
Style Multi Family
Year Built 1900
Living Area 3,314 sq ft
Lot Size 0.23 acres
Stories 4
Bedrooms 7
Full Baths 2
Half Baths 2
Total Rooms 13

Investment Metrics

Units 2
Unit 1 Rent $3,200/mo · N
Unit 2 Rent $3,200/mo · N
Total Monthly Rent $6,400/mo
Gross Income $76,800
Net Operating Income $76,800
Cap Rate 9.91%
Heating Forced Air, Natural Gas
Cooling Window Unit(s)
Flooring None
Appliances Range, Dishwasher, Disposal, Refrigerator
Fireplace None
Fireplaces 2
Basement Partially Finished
Laundry None
Features Living Room, Dining Room
Construction Stone
Architecture None
Roof Shingle
Features None
Pool None
Spa None
Fencing None
Patio/Porch Porch
Features None
Total Spaces 4
Electric None
Water Public
Sewer Private Sewer
Gas None
Other For Gas Range

Financial

Annual Tax $7,497
Assessed Value $570,100
Fee Includes None
Amenities None
Optional Fee Includes None
Lead Paint Unknown
Seller Disclosures Buyer/buyers Agent To Verify All Information. Buyer To Perform Their Own Due Diligence.
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Worcester
Total market time (incl. prior listings) 44 days

Property Overview

Property Type
Multi Family
Listing Type
For Sale
Year Built
1900
Bedrooms
7
Full Bathrooms
2
Half Bathrooms
2
Living Area
3,314 sq ft
Total Rooms
13
Stories
4
Levels
4

Floor Layout

Interior Features

Flooring:
Appliances: Range, Dishwasher, Disposal, Refrigerator
Interior Features: Living Room, Dining Room
Windows:
Basement: Partially Finished
Laundry:
Security:

Construction & Materials

Year Built: 1900
Structure Type:
Exterior Materials: Stone
Roof: Shingle
Foundation: Stone
Stories: 4

Heating, Cooling & Utilities

Heating: Forced Air, Natural Gas
Cooling: Window Unit(s)
Hot Water: Electric
Water Source: Public
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch: Porch
Fencing:
Other Structures:
Lot Features: Easements
Road Surface:

Parking & Garage

Total Parking Spaces: 4
Parking Features:

Special Features

Fireplaces: 2
Fireplace Type:
Community Amenities: Public Transportation, Walk/Jog Trails, Medical Facility, Highway Access
School District
Mendon-Upton School District local
A-
School Safety 2024-25
0.5% Low
0.5% Suspensions 0.1% In-School
5.0% below state avg
E

Elementary Schools

3 schools
A+
Memorial School
0.7 mi | #70 of 825 | Score: 60.8
Improved 112 spots from last year
+2.6 above state avg
456 students Moderate
Rising School Strong Attendance
Grades K-04
Touchstone Community School
1.2 mi
Grades PK-08
South Grafton Elementary School
3.5 mi
261 students Diverse
Grades PK-01
M

Middle Schools

3 schools
A-
Miscoe Hill School
4.0 mi | #99 of 352 | Score: 49.8
Improved 17 spots from last year
-8.4 below state avg
678 students Moderate
Strong Attendance
Grades 05-08
A-
Grafton Middle School
4.4 mi | #97 of 352 | Score: 49.9
Dropped 37 spots from last year
-8.3 below state avg
469 students Moderate
Strong Attendance
Grades 07-08
C
Northbridge Middle School
4.6 mi | #256 of 352 | Score: 35.8
Dropped 59 spots from last year
-22.4 below state avg
249 students Less Diverse
Grades 06-07
H

High Schools

3 schools
A
Blackstone Valley Regional Vocational Technical High School
0.8 mi | #69 of 346 | Score: 64.4
Improved 12 spots from last year
+6.2 above state avg
1,236 students Moderate
20 sports • 1,164 athletes
Strong AP Program High Graduation Rate Career Tech Programs College Ready Curriculum
Grades 09-12
B-
Nipmuc Regional High School
1.0 mi | #186 of 346 | Score: 53.2
Dropped 31 spots from last year
-5 below state avg
475 students Less Diverse
18 sports • 1,022 athletes
Strong AP Program High Graduation Rate Strong Athletics
Grades 09-12
A-
Grafton High School
4.5 mi | #85 of 346 | Score: 62.1
Improved 62 spots from last year
+3.9 above state avg
905 students Moderate
17 sports • 1,348 athletes
Strong AP Program High Graduation Rate Rising School College Ready Curriculum
Grades 09-12
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $625
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

158 Main St, Upton MA 01568

Upton, MA 01568

Listing Information

Listing Agent Rita Silva Martins
Listing Office eXp Realty LLC - Corporate Office
Office Phone 888-854-7493
Agent MLS ID CN245721
Office MLS ID AC0342
Listing Data Updated Sep 1, 2026 3:16 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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