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25 Upton, Boston MA 02118

Boston, MA 02118 • South End
$4,000,000
Est. $24,001/month
4
Beds
2.5
Baths
4,701
Sq Ft
$851
Price/Sq Ft
0.00
Acres
1861
Year Built
3
Parking
Single Family Residence
Type
Delete Listed Jan 2, 2026 • MLS# 73464712 Copied! • Updated Jan 20, 2026

About this home

Rarely available single family in the highly coveted 8 Streets neighborhood of the South End. 25 Upton presents an exceptional opportunity to create your ideal home in one of Boston’s most desirable and picturesque enclaves. This classic residence offers endless possibilities for renovation, expansion, or a custom reimagining to suit your vision. Set on a quiet, charming street surrounded by historic architecture, yet moments from the South End’s renowned dining, shopping, parks, and public transportation. A unique chance to invest, personalize, and live in an iconic location.

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A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.

Recently Sold Nearby

Property History

Market Insights

Property Timeline

📋
Status: Delete
Jan 20, 2026
Pending → Delete
🏠
Listed for Sale
Jan 2, 2026
$4,000,000
Original listing
Agent: Steph Crawford Group Office: Real Broker MA, LLC
🏠
Listed for Sale
Jan 2, 2026
$4,000,000
Original listing
Agent: Steph Crawford Group Office: Real Broker MA, LLC

Tax History

Year Taxes Assessment
2025 $42,896 $377,720

Financial Details

Annual Property Tax
$42,896
Tax Year 2025
Assessed Value
$377,720

Facts & Features

Home Facts

Type Residential
Style Single Family Residence
Year Built 1861
Living Area 4,701 sq ft
Lot Size 0.0000
Bedrooms 4
Full Baths 2
Half Baths 1
Total Rooms 12

Interior

Heating Hot Water
Cooling None
Flooring None
Appliances None
Fireplace None
Fireplaces 6
Basement Full
Laundry None
Features None

Exterior

Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Features None
Total Spaces 3
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None
Annual Tax $42,896
Assessed Value $377,720
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Appraiser
Documents None
County Suffolk

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1861
Bedrooms
4
Full Bathrooms
2
Half Bathrooms
1
Living Area
4,701 sq ft
Total Rooms
12
Levels
Multi/Split

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement: Full
Laundry:
Security:

Construction & Materials

Year Built: 1861
Structure Type:
Exterior Materials:
Roof:
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Hot Water
Cooling: None
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

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

Parking & Garage

Total Parking Spaces: 3
Parking Features:

Special Features

Fireplaces: 6
Fireplace Type:
Community Amenities:
School District
Boston School District local
C-
🎓 Where Graduates Go Class of 2021
52% attend college
38% 4-Year 14% 2-Year 7% Out of State 7% Working
⚠ School Safety 2024-25
3.7% Above Average
3.2% Suspensions 0.3% In-School 0.5% Emergency
↓ 1.8% below state avg
E

Elementary Schools

10 schools
F
Blackstone Elementary School
< 0.1 mi | #809 of 824 | Score: 26.3
Improved 12 spots from last year
-31.9 below state avg
582 students Moderate
Grades PK-06
D
Melvin H. King South End Academy
0.2 mi | #24 of 25 | Score: 20.2
Improved 363 spots from last year
-38.1 below state avg
125 students Diverse
Rising School Diverse Student Body
Grades PK-12
C
Hurley K-8 School
0.4 mi | #258 of 352 | Score: 35.8
Dropped 23 spots from last year
-22.4 below state avg
335 students Moderate
Grades PK-08
Kingsley Montessori School
0.8 mi
Grades PK-06
D
Perkins Elementary School
0.8 mi | #772 of 824 | Score: 30.9
Improved 29 spots from last year
-27.3 below state avg
167 students Diverse
Rising School Diverse Student Body
Grades PK-06
B
Excel Academy Charter School
0.8 mi | #155 of 346 | Score: 54.9
Improved 160 spots from last year
-3.3 below state avg
1,379 students Moderate
High Graduation Rate Rising School
Grades 05-12
The Learning Project
0.8 mi
Grades K-06
D
Orchard Gardens K-8 School
0.9 mi | #326 of 352 | Score: 28.7
Improved 13 spots from last year
-29.5 below state avg
689 students Diverse
Grades PK-08
Park Street School
1.0 mi
Grades K-07
F
Condon K-8 School
1.1 mi | #345 of 352 | Score: 24.6
Improved 13 spots from last year
-33.6 below state avg
518 students Diverse
Diverse Student Body
Grades PK-08
M

Middle Schools

10 schools
Middle School Academy
1.3 mi
F
Higginson/Lewis K-8 School
1.7 mi | #349 of 352 | Score: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 students Diverse
Grades 03-08
Nativity Prep School
2.1 mi
Grades 05-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
2.2 mi | #4 of 16 | Score: 41.9
Improved 187 spots from last year
-16.3 below state avg
1,126 students Diverse
Rising School College Ready Curriculum
Grades 05-08
Dearborn Middle School
2.5 mi
Mother Caroline Academy
2.5 mi
Grades 05-08
Epiphany School
3.4 mi
Grades 05-08
C
Ohrenberger School
6.9 mi | #265 of 352 | Score: 34.9
Improved 20 spots from last year
-23.3 below state avg
477 students Diverse
Rising School Diverse Student Body
Grades 03-08
UP Academy
1.3 mi
Timilty Middle
1.3 mi
H

High Schools

10 schools
Cathedral High School
0.2 mi
9 sports • 430 athletes
Grades 07-12
C
Quincy Upper School
0.5 mi | #268 of 346 | Score: 44.6
Improved 4 spots from last year
-13.6 below state avg
557 students Very Diverse
12 sports • 208 athletes
High Graduation Rate Diverse Student Body
Grades 06-12
Newman School
0.9 mi
Grades 07-12
B
Dearborn STEM Academy
1.2 mi | #13 of 25 | Score: 31.7
Improved 356 spots from last year
-26.6 below state avg
565 students Diverse
10 sports • 242 athletes
Early College Program Rising School
Grades 07-12
A-
O'Bryant School of Math & Science
1.2 mi | #90 of 346 | Score: 61.1
Improved 94 spots from last year
+2.9 above state avg
1,509 students Very Diverse
High Graduation Rate Rising School College Ready Curriculum Diverse Student Body
Grades 07-12
A+
Boston Latin School
1.5 mi | #19 of 346 | Score: 73.3
Improved 61 spots from last year
+15.1 above state avg
2,424 students Very Diverse
18 sports • 2,006 athletes
Strong AP Program High Graduation Rate Rising School Strong Athletics
Grades 07-12
A+
Boston Latin Academy
1.9 mi | #2 of 25 | Score: 63.9
Improved 214 spots from last year
+5.7 above state avg
1,693 students Very Diverse
17 sports • 1,298 athletes
High Graduation Rate Rising School Strong Athletics Diverse Student Body
Grades 07-12
C
Ruth Batson Academy
2.3 mi | #19 of 25 | Score: 27.6
Improved 346 spots from last year
-30.6 below state avg
604 students Diverse
8 sports • 128 athletes
Early College Program Rising School
Grades 07-12
Meridian Academy
2.6 mi
Grades 06-09
D
Charlestown High School
2.7 mi | #322 of 346 | Score: 31.0
Improved 49 spots from last year
-27.2 below state avg
754 students Diverse
11 sports • 488 athletes
Early College Program Rising School
Grades 07-12
Learn about these ratings
School data provided by BMN Schools

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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $3,575
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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Payment Over Time

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Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location

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Neighborhood

South End

25 Upton, Boston MA 02118

Boston, MA 02118

Listing Information

Listing Agent Steph Crawford Group
Listing Office Real Broker MA, LLC
Office Phone 774-314-9448
Agent MLS ID TM355651
Office MLS ID AN4866
Listing Data Updated Jan 20, 2026 4:26 PM EST
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

Contact Us

BMN Boston Real Estate
BMN Boston Real Estate
Douglas Elliman
(617) 800 - 9008 contact@bmnboston.com
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