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66-66R Stanley St, Boston MA 02125

Boston, MA 02125 • Dorchester
$3,149,000
Est. $17,998/month
13
Beds
8
Baths
5,945
Sq Ft
$530
Price/Sq Ft
0.19
Acres
1900
Year Built
5+ Family - 5+ Units Up/Down
Type
3 hours 12 minutes
Time on Market
Active Open House Listed Mar 27, 2026 • MLS# 73492888 Copied!

About this home

A rare offering featuring two buildings on a quiet cul-de-sac with five total units and 8+ off-street parking spaces ideal for the savvy investor or condo conversion. The fully gut-renovated front building showcases modern design and high-end finishes, with each unit offering two full baths, brand new central HVAC, in-unit laundry, and tankless hot water systems. Interiors shine with recessed lighting, new windows, hardwood floors, and sleek quartz countertops complemented by stainless steel appliances and slab quartz backsplashes. Unit 3 features a private deck with great views, while Unit 1 enjoys a patio. The basement provides ample storage. The rear building includes two additional units with a charming wraparound porch, both updated with new countertops and appliances. A true turnkey opportunity ready for immediate occupancy or portfolio expansion.

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Property Overview

Property Type
5+ Family - 5+ Units Up/Down
Listing Type
For Sale
Year Built
1900
Bedrooms
13
Full Bathrooms
8
Living Area
5,945 sq ft
Total Rooms
23
Stories
5
Levels
5

Open House Schedule

29
Mar
Sunday, March 29
12:30 PM - 2:00 PM EDT

Facts & Features

Home Facts

Type Residential Income
Style 5+ Family - 5+ Units Up/Down
Year Built 1900
Living Area 5,945 sq ft
Lot Size 0.19 acres
Bedrooms 13
Full Baths 8
Total Rooms 23

Interior

Heating None
Cooling None
Flooring None
Appliances None
Fireplace None
Basement None
Laundry None
Features None

Exterior

Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch Deck, Patio

Parking

Features Paved Drive
Total Spaces 8

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $22,494
Assessed Value $1,797,100

Interior Features

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

Construction & Materials

Year Built: 1900
Structure Type:
Exterior Materials:
Roof:
Foundation: Other
Stories: 5

Heating, Cooling & Utilities

Heating:
Cooling:
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

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

Parking & Garage

Total Parking Spaces: 8
Parking Features: Paved Drive

Location

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Neighborhood

Dorchester

66-66R Stanley St, Boston MA 02125

Boston, MA 02125

Walkability

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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
E

Elementary Schools

10 schools
C
Conservatory Lab Charter School
0.2 mi | #261 of 352 | Score: 35.6
Dropped 4 spots from last year
-22.6 below state avg
454 students Diverse
Grades PK-08
Compass School
0.2 mi
Grades PK-12
C-
UP Academy Holland School
0.3 mi | #721 of 824 | Score: 34.1
Improved 98 spots from last year
-24.1 below state avg
641 students Diverse
Rising School
Grades PK-06
F
King Elementary School
0.4 mi | #823 of 824 | Score: 22.7
Dropped 3 spots from last year
-35.6 below state avg
464 students Diverse
Grades PK-06
D
Mather Elementary School
0.4 mi | #754 of 824 | Score: 32.2
Dropped 257 spots from last year
-26 below state avg
473 students Very Diverse
Diverse Student Body
Grades PK-06
C-
Everett Elementary School
0.6 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
C-
UP Academy Charter School of Dorchester
0.7 mi | #308 of 352 | Score: 30.7
Dropped 17 spots from last year
-27.5 below state avg
640 students Diverse
Grades PK-08
C-
Winthrop Elementary School
0.7 mi | #665 of 824 | Score: 37.6
Dropped 171 spots from last year
-20.6 below state avg
226 students Diverse
Grades PK-06
C+
Bridge Boston Charter School
0.9 mi | #241 of 352 | Score: 37.2
Dropped 80 spots from last year
-21 below state avg
329 students Diverse
Grades PK-08
C-
Holmes Elementary School
0.9 mi | #710 of 824 | Score: 34.7
Dropped 24 spots from last year
-23.5 below state avg
283 students Diverse
Grades PK-06
M

Middle Schools

10 schools
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
0.2 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
0.6 mi
Mother Caroline Academy
0.8 mi
Grades 05-08
Epiphany School
1.1 mi
Grades 05-08
F
Higginson/Lewis K-8 School
1.2 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
1.9 mi
Grades 05-08
Middle School Academy
1.9 mi
C
Ohrenberger School
5.3 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
Frederick Pilot Middle
0.3 mi
McCormack Middle
1.5 mi
H

High Schools

10 schools
A+
Boston Latin Academy
0.9 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
B
Dearborn STEM Academy
1.3 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
C
Ruth Batson Academy
1.5 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
B+
TechBoston Academy
1.7 mi | #11 of 25 | Score: 34.1
Improved 349 spots from last year
-24.1 below state avg
850 students Diverse
Rising School
Grades 07-12
Meridian Academy
1.8 mi
Grades 06-09
A-
O'Bryant School of Math & Science
1.9 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
D
English High School
2.0 mi | #324 of 346 | Score: 29.7
Improved 34 spots from last year
-28.5 below state avg
720 students Moderate
8 sports • 332 athletes
Rising School Career Tech Programs
Grades 07-12
Cathedral High School
2.2 mi
9 sports • 430 athletes
Grades 07-12
B-
Margarita Muniz Academy
2.3 mi | #14 of 25 | Score: 31.3
Improved 349 spots from last year
-26.9 below state avg
428 students Less Diverse
Strong AP Program Rising School
Grades 07-12
A+
Boston Latin School
2.6 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
Learn about these ratings
School data provided by BMN Schools

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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,875
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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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.

Property History

Property Timeline

🏠
Listed for Sale
Mar 27, 2026
$3,149,000
Original listing
Agent: Tara Dynan Office: Seaport Realty Group

Price & Status History

Date Event Price Change
Mar 27, 2026 New Listing Added $3,149,000 —

Market Statistics

Time on Market
3 hours 12 minutes
Price per Sq Ft
$530

Tax History

Year Taxes Assessment
2026 $22,494 $1,797,100

Financial Details

Annual Property Tax
$22,494
Tax Year 2026
Assessed Value
$1,797,100

Listing Information

Listing Agent Tara Dynan
Listing Office Seaport Realty Group
Agent MLS ID CN216262
Office MLS ID BB9614
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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66-66R Stanley St, Boston MA 02125 - Photo 1 66-66R Stanley St, Boston MA 02125 - Photo 2 66-66R Stanley St, Boston MA 02125 - Photo 3 66-66R Stanley St, Boston MA 02125 - Photo 4 66-66R Stanley St, Boston MA 02125 - Photo 5 66-66R Stanley St, Boston MA 02125 - Photo 6 66-66R Stanley St, Boston MA 02125 - Photo 7 66-66R Stanley St, Boston MA 02125 - Photo 8 66-66R Stanley St, Boston MA 02125 - Photo 9 66-66R Stanley St, Boston MA 02125 - Photo 10 66-66R Stanley St, Boston MA 02125 - Photo 11 66-66R Stanley St, Boston MA 02125 - Photo 12 66-66R Stanley St, Boston MA 02125 - Photo 13 66-66R Stanley St, Boston MA 02125 - Photo 14 66-66R Stanley St, Boston MA 02125 - Photo 15 66-66R Stanley St, Boston MA 02125 - Photo 16 66-66R Stanley St, Boston MA 02125 - Photo 17 66-66R Stanley St, Boston MA 02125 - Photo 18 66-66R Stanley St, Boston MA 02125 - Photo 19 66-66R Stanley St, Boston MA 02125 - Photo 20 66-66R Stanley St, Boston MA 02125 - Photo 21 66-66R Stanley St, Boston MA 02125 - Photo 22 66-66R Stanley St, Boston MA 02125 - Photo 23 66-66R Stanley St, Boston MA 02125 - Photo 24 66-66R Stanley St, Boston MA 02125 - Photo 25 66-66R Stanley St, Boston MA 02125 - Photo 26 66-66R Stanley St, Boston MA 02125 - Photo 27 66-66R Stanley St, Boston MA 02125 - Photo 28 66-66R Stanley St, Boston MA 02125 - Photo 29 66-66R Stanley St, Boston MA 02125 - Photo 30 66-66R Stanley St, Boston MA 02125 - Photo 31 66-66R Stanley St, Boston MA 02125 - Photo 32 66-66R Stanley St, Boston MA 02125 - Photo 33 66-66R Stanley St, Boston MA 02125 - Photo 34 66-66R Stanley St, Boston MA 02125 - Photo 35 66-66R Stanley St, Boston MA 02125 - Photo 36 66-66R Stanley St, Boston MA 02125 - Photo 37 66-66R Stanley St, Boston MA 02125 - Photo 38 66-66R Stanley St, Boston MA 02125 - Photo 39 66-66R Stanley St, Boston MA 02125 - Photo 40 66-66R Stanley St, Boston MA 02125 - Photo 41 66-66R Stanley St, Boston MA 02125 - Photo 42
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