LevelSecond
127 Winthrop Road # 1A, Brookline MA 02445
Brookline, MA 02445
$899,000
Est. $5,649/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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Open House Schedule
01
Nov
Sunday, November 1
12:00 PM - 2:00 PM EST
31
Oct
Saturday, October 31
11:00 AM - 1:00 PM EDT
30
Oct
Friday, October 30
12:00 PM - 1:30 PM EDT
About this home
Tucked away in Aspinwall Hill, one of Brookline's most coveted neighborhoods, this exceptional two-bedroom, two-bathroom duplex at 127 Winthrop Road offers a rare combination of sophisticated design, breathtaking city views, private outdoor space(s), and garage parking. Spanning two thoughtfully designed levels, the home is filled with natural light and features an ideal floor plan for both comfortable living and effortless entertaining.The beautifully updated kitchen is the heart of the home, featuring quartz countertops, a generous center island, stainless steel appliances, and abundant cabinetry—perfect for casual meals or hosting family and friends. Rich hardwood floors flow throughout the living spaces, while the convenience of in-unit laundry and garage parking enhances everyday living.A standout feature of this special home is its two private porches, where sweeping city views provide a spectacular backdrop from sunrise to the evening lights of Boston. Whether enjoying your morning coffee, dining al fresco, or simply unwinding after a long day, these inviting outdoor spaces offer a peaceful retreat rarely found in condominium living.Ideally situated on picturesque Winthrop Road, you're just moments from the shops, cafés, and acclaimed restaurants of both Coolidge Corner and Washington Square, with easy access to the Green Line, Longwood Medical Area, downtown Boston, parks, and the Emerald Necklace. Enjoy the perfect balance of tranquil neighborhood living and urban convenience in one of Greater Boston's most sought-after communities.Offering timeless style, modern updates, exceptional outdoor living, and captivating city views, 127 Winthrop Road is a truly special place to call home.
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Recently Sold Nearby
Price & Status History
Property Timeline
Listed for Sale
Oct 26, 2026
$899,000
Original listing
Agent: Joshua Stiles
Office: Compass
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 10/26/2026 | 🏠 Listed for Sale | $899,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $3,635 | $710,000 |
Financial Details
Annual Property Tax
$3,635
Tax Year 2026
HOA Fee
$600
Monthly
Assessed Value
$710,000
Facts & Features
2 Car Garage
Home Facts
Type
Residential
Style
Condominium
Year Built
1935
Living Area
1,095 sq ft
Stories
2
Bedrooms
2
Full Baths
2
Total Rooms
6
Interior
Heating
Electric Baseboard, Hot Water, Oil
Cooling
Window Unit(s)
Flooring
None
Appliances
None
Fireplace
None
Basement
Y
Laundry
None
Features
None
Exterior
Construction
Brick
Architecture
None
Roof
Rubber
Features
Deck, City View(s)
Pool
None
Spa
None
Fencing
None
Patio/Porch
Deck
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Under, Off Street, Rented
Total Spaces
2
Utilities
Electric
100 Amp Service
Water
Public
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
$3,635
Assessed Value
$710,000
HOA & Community
HOA Fee
$600 Monthly
Fee Includes
Heat, Water, Sewer, Insurance, Trash, Reserve Funds
Amenities
Hot Water
Optional Fee Includes
None
Down Payment Resource
Eligible
Pets
Yes
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
["Low-Rise","Brownstone"]
Unit/Building
1A
Sq Ft Source
Public Record
Documents
None
County
Norfolk
Total market time (incl. prior listings)
1 days
Property Overview
Property Type
Condominium
Listing Type
For Sale
Year Built
1935
Bedrooms
2
Full Bathrooms
2
Living Area
1,095 sq ft
Total Rooms
6
Stories
2
Entry Level
1
Floor Layout
Interactive room guide
Floor Layout
Finished Area
1,095 sq ft above grade
LevelSecond
LevelSecond
LevelSecond
LevelFirst
LevelFirst
LevelFirst
FeaturesYes
Display Options
Outdoor Areas
Patio & porchDeck
Room Markers
KKitchen (1)
BRBedroom (2)
BABathroom (2)
DDining (1)
LLiving (2)
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:
Y
Laundry:
Security:
Intercom
Construction & Materials
Year Built:
1935
Structure Type:
Low-Rise, Brownstone
Exterior Materials:
Brick
Roof:
Rubber
Foundation:
Stories:
2
Utilities & Systems
Heating:
Electric Baseboard, Hot Water, Oil
Heating Zones:
2
Cooling:
Window Unit(s)
Cooling Zones:
2
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Deck, City View(s)
Patio & Porch:
Deck
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
2
Parking Features:
Attached, Under, Off Street, Rented
Special Features
View:
Yes
View Type:
City
Community Amenities:
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Bike Path, Conservation Area, Highway Access, Public School, T-Station, University
Nearby Schools
School District
Brookline School District local
A+
School Safety
2024-25
0.4%
Low
0.3%
Suspensions
0.6%
In-School
0.1%
Emergency
5.1% below state avg
Elementary Schools
3 schools
A+
Michael Driscoll School
0.3 mi
|
#28 of 352
|
Score: 60.5
Improved 12 spots from last year
+2.3 above state avg
554 students
Diverse
Diverse Student Body
Grades PK-08
Torah Academy Inc.
0.3 mi
Grades PK-08
Baldwin Early Learning Pilot Academy
0.5 mi
151 students
Very Diverse
Diverse Student Body
Grades PK-01
High Schools
3 schools
A+
Brookline High School
0.5 mi
|
#2 of 346
|
Score: 82.5
Improved 17 spots from last year
+24.3 above state avg
2,147 students
Diverse
21 sports
• 3,004 athletes
Strong AP Program
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
F
Albert D Holland School of Technology
0.6 mi
|
#333 of 346
|
Score: 25.4
Improved 28 spots from last year
-32.8 below state avg
526 students
Diverse
Rising School
Grades 07-12
JRI Bay Cove School
0.9 mi
Grades 07-12
Learn about these ratings
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$303
Homeowners Insurance
$200
HOA Fee
$600/mo
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
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
127 Winthrop Road # 1A, Brookline MA 02445
Brookline, MA 02445
Listing Information
Listing Agent
Joshua Stiles
Listing Office
Compass
Office Phone
617-206-3333
Agent MLS ID
CN210218
Office MLS ID
AN2383
Listing Data Updated
Oct 27, 2026 3:30 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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