258-270 K Street, Boston MA 02127
Boston, MA 02127
$5,250,000
Est. $30,704/month
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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
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 05/07/2026 | 📋 Status: Active under contract | - | - | - | Pending → Active Under Contract |
| 05/07/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 03/15/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 03/13/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 09/23/2025 | 🏠 Listed for Sale | $5,250,000 | - | - | Original listing |
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
Interior
Heating
None
Cooling
None
Flooring
None
Appliances
None
Fireplace
None
Fireplaces
1
Basement
Partially Finished
Laundry
None
Features
None
Exterior
Construction
None
Architecture
None
Roof
None
Features
None
Pool
None
Spa
None
Fencing
None
Patio/Porch
None
Parking
Features
None
Total Spaces
10
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
$47,481
Assessed Value
$2,940,900
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
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
Additional Details
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
Interactive room guide
Floor Layout
Finished Area
2,893 sq ft above grade
335 sq ft below grade
Display Options
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
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:
Nearby Schools
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
Elementary Schools
10 schools
F
Tynan Elementary School
< 0.1 mi
|
#816 of 824
|
Score: 24.8
Dropped 94 spots from last year
-33.5 below state avg
227 students
Very 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
|
#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
D
Dever Elementary School
1.3 mi
|
#752 of 824
|
Score: 32.4
Improved 56 spots from last year
-25.9 below state avg
445 students
Diverse
Rising School
Grades K-06
F
Clap Elementary School
1.3 mi
|
#808 of 824
|
Score: 26.3
Dropped 23 spots from last year
-31.9 below state avg
140 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
|
#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
B
Boston Collegiate Charter School
1.5 mi
|
#167 of 346
|
Score: 53.7
Improved 31 spots from last year
-4.5 below state avg
708 students
Diverse
Rising School
College Ready Curriculum
Diverse Student Body
Grades 05-12
F
Blackstone Elementary School
1.8 mi
|
#809 of 824
|
Score: 26.3
Improved 12 spots from last year
-31.9 below state avg
582 students
Moderate
Grades PK-06
C-
Everett Elementary School
1.9 mi
|
#728 of 824
|
Score: 33.7
Dropped 53 spots from last year
-24.5 below state avg
288 students
Diverse
Diverse Student Body
Grades PK-06
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: 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
F
Higginson/Lewis K-8 School
2.7 mi
|
#349 of 352
|
Score: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 students
Diverse
Grades 03-08
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
|
#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
0.7 mi
McCormack Middle
1.2 mi
High Schools
10 schools
C
Ruth Batson Academy
1.2 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
C
Quincy Upper School
1.6 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
Cathedral High School
1.7 mi
9 sports
• 430 athletes
Grades 07-12
B
Dearborn STEM Academy
2.3 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
Newman School
2.6 mi
Grades 07-12
A-
O'Bryant School of Math & Science
2.7 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 Academy
2.7 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-
East Boston High School
3.2 mi
|
#305 of 346
|
Score: 37.3
Improved 31 spots from last year
-20.9 below state avg
1,252 students
Less Diverse
14 sports
• 584 athletes
Early College Program
Rising School
Grades 07-12
A+
Boston Latin School
3.3 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
D
Charlestown High School
3.4 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
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Property Tax
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Homeowners Insurance
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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
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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