258-270 K Street, Boston MA 02127

Boston, MA 02127
$5,250,000
Est. $30,704/month
Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

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5
Beds
3.5
Baths
3,228
Sq Ft
$1,626
Price/Sq Ft
0.27
Acres
1950
Year Built
10
Parking
238
Days on Market
Sale Pending Listed Sep 22, 2025 • MLS# 73434171 Copied! • Updated May 21, 2026

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About this home

258-270 K street is an exceptionally rare corner lot development opportunity with multiple curb cuts in the heart of South Boston. 258-266 K street is formally the site of the beloved Joseph's Bakery and consists of 3700 usable sf + basement on a 5368 sf lot. 268-270 K street, the adjacent building is a 3228 sf well maintained 2-family on a 6603 sf lot. Additionally, this parcel has 10 gated parking spaces, an extreme rarity in Southie! The sale of the 2 parcels would give the buyer a combined 11,971 sf lot. Located in the South Boston Neighborhood MFR zoning district, there is a wide array of allowed & conditional uses for redevelopment. With approval, highest & best use is expected to be a fully residential conversion or a mixed use retail/residential conversion. The multifamily residential subdistrict dimensional regulations including FAR, frontage, building height, etc. can be found in article 68 table D on the Boston planning and development agency website.

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Recently Sold Nearby

Property History

Market Insights

Property Timeline

📋
Status: Active under contract
May 7, 2026
Pending → Active Under Contract
Pending Sale
May 7, 2026
Offer accepted, sale pending
📋
Status: Active under contract
Mar 15, 2026
Active → Active Under Contract
Pending Sale
Mar 13, 2026
Offer accepted, sale pending
🏠
Listed for Sale
Sep 23, 2025
$5,250,000
Original listing
Office: Leading Edge Real Estate

Tax History

Year Taxes Assessment
2025 $47,481 $2,940,900

Financial Details

Annual Property Tax
$47,481
Tax Year 2025
Assessed Value
$2,940,900

Facts & Features

Home Facts

Type Residential Income
Style 2 Family - 2 Units Up/Down
Year Built 1950
Living Area 3,228 sq ft
Lot Size 0.27 acres
Bedrooms 5
Full Baths 3
Half Baths 1
Total Rooms 14

Investment Metrics

Units 2
Unit 1 Rent — · N
Unit 2 Rent — · N
Heating None
Cooling None
Flooring None
Appliances None
Fireplace None
Fireplaces 1
Basement Partially Finished
Laundry None
Features None
Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Features None
Total Spaces 10
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $47,481
Assessed Value $2,940,900
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures See Attached Infopack In Mls# 73433881. Two Family Is Being Sold With Commercial Building At 258-266 K Street. Properties Sold As Is.
Exclusions Sellers Personal Belongings
Possession None
Accepted Financing Contract
Structure Type []
Sq Ft Source Public Record
Sq Ft Disclosures Being sold together with 258-266 K Street. See MLS# 73433881
Documents None
County Suffolk
Total market time (incl. prior listings) 202 days

Property Overview

Property Type
2 Family - 2 Units Up/Down
Listing Type
Sale Pending
Year Built
1950
Bedrooms
5
Full Bathrooms
3
Half Bathrooms
1
Living Area
3,228 sq ft
Total Rooms
14
Stories
3
Levels
3

Floor Layout

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement: Partially Finished
Laundry:
Security:

Construction & Materials

Year Built: 1950
Structure Type:
Exterior Materials:
Roof:
Foundation: Concrete Perimeter, Stone, Brick/Mortar
Stories: 3

Heating, Cooling & Utilities

Heating:
Cooling:
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: 10
Parking Features:

Special Features

Fireplaces: 1
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
Tynan Elementary School
< 0.1 mi | #819 of 825 | Score: 24.7
Dropped 97 spots from last year
-33.5 below state avg
218 students Diverse
Diverse Student Body
Grades PK-06
St. Peter Academy School
0.7 mi
Grades PK-08
F
Condon K-8 School
0.8 mi | #347 of 352 | Score: 24.2
Improved 11 spots from last year
-34 below state avg
448 students Diverse
Diverse Student Body
Grades PK-08
D
Dever Elementary School
1.3 mi | #768 of 825 | Score: 31.1
Improved 40 spots from last year
-27.1 below state avg
279 students Diverse
Rising School
Grades K-06
F
Clap Elementary School
1.3 mi | #811 of 825 | Score: 25.6
Dropped 26 spots from last year
-32.6 below state avg
144 students Diverse
Diverse Student Body
Grades PK-06
Saint John Paul II Academy - Columbia
1.4 mi
Grades PK-08
B
Excel Academy Charter School
1.5 mi | #149 of 346 | Score: 56.4
Improved 166 spots from last year
-1.9 below state avg
1,376 students Moderate
High Graduation Rate Rising School
Grades 05-12
B
Boston Collegiate Charter School
1.5 mi | #154 of 346 | Score: 55.7
Improved 44 spots from last year
-2.5 below state avg
688 students Diverse
High Graduation Rate Rising School College Ready Curriculum Diverse Student Body
Grades 05-12
F
Blackstone Elementary School
1.8 mi | #808 of 825 | Score: 26.2
Improved 13 spots from last year
-32 below state avg
572 students Moderate
Grades PK-06
C-
Everett Elementary School
1.9 mi | #733 of 825 | Score: 33.5
Dropped 58 spots from last year
-24.8 below state avg
283 students Diverse
Diverse Student Body
Grades PK-06
M

Middle Schools

10 schools
Middle School Academy
0.7 mi
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
2.5 mi | #4 of 16 | Score: 42.5
Improved 187 spots from last year
-15.7 below state avg
1,225 students Diverse
Rising School College Ready Curriculum
Grades 05-08
F
Higginson/Lewis K-8 School
2.7 mi | #349 of 352 | Score: 23.2
Improved 3 spots from last year
-35 below state avg
246 students Diverse
Grades 03-08
Dearborn Middle School
2.9 mi
Mother Caroline Academy
3.1 mi
Grades 05-08
Epiphany School
3.2 mi
Grades 05-08
Nativity Prep School
3.4 mi
Grades 05-08
C
Ohrenberger School
7.6 mi | #266 of 352 | Score: 35.0
Improved 19 spots from last year
-23.2 below state avg
458 students Diverse
Diverse Student Body
Grades 03-08
UP Academy
0.7 mi
McCormack Middle
1.2 mi
H

High Schools

10 schools
C
Ruth Batson Academy
1.2 mi | #20 of 25 | Score: 29.1
Improved 345 spots from last year
-29.1 below state avg
584 students Diverse
8 sports • 128 athletes
Early College Program Rising School
Grades 07-12
C
Quincy Upper School
1.6 mi | #279 of 346 | Score: 44.4
Dropped 7 spots from last year
-13.8 below state avg
575 students Very Diverse
12 sports • 208 athletes
Diverse Student Body
Grades 06-12
Cathedral High School
1.7 mi
9 sports • 430 athletes
Grades 07-12
B
Dearborn STEM Academy
2.3 mi | #13 of 25 | Score: 33.4
Improved 356 spots from last year
-24.8 below state avg
565 students Moderate
10 sports • 242 athletes
Early College Program Rising School
Grades 07-12
Newman School
2.6 mi
Grades 07-12
A-
O'Bryant School of Math & Science
2.7 mi | #90 of 346 | Score: 61.6
Improved 94 spots from last year
+3.4 above state avg
1,518 students Very Diverse
High Graduation Rate Rising School College Ready Curriculum Diverse Student Body
Grades 07-12
A+
Boston Latin Academy
2.7 mi | #2 of 25 | Score: 64.9
Improved 214 spots from last year
+6.7 above state avg
1,669 students Very Diverse
17 sports • 1,298 athletes
Strong AP Program High Graduation Rate Rising School Strong Athletics
Grades 07-12
C-
East Boston High School
3.2 mi | #300 of 346 | Score: 38.2
Improved 36 spots from last year
-20 below state avg
1,181 students Moderate
14 sports • 584 athletes
Early College Program Rising School
Grades 07-12
A+
Boston Latin School
3.3 mi | #20 of 346 | Score: 73.7
Improved 60 spots from last year
+15.5 above state avg
2,382 students Very Diverse
18 sports • 2,006 athletes
Strong AP Program High Graduation Rate Rising School Strong Athletics
Grades 07-12
D
Charlestown High School
3.4 mi | #319 of 346 | Score: 32.9
Improved 52 spots from last year
-25.4 below state avg
646 students Diverse
11 sports • 488 athletes
Early College Program Rising School
Grades 07-12
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Monthly Payment Breakdown

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Property Tax $3,957
Homeowners Insurance $200
PMI (if <20% down) $0

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Year 15
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Year 30
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Neighborhood

258-270 K Street, Boston MA 02127

Boston, MA 02127

Listing Information

Listing Agent Aldo Masciave
Listing Office Leading Edge Real Estate
Office Phone 781-979-0100
Agent MLS ID A8000579
Office MLS ID AN4646
Listing Data Updated May 21, 2026 3:05 AM 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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