127 Winthrop Road #1A
About This Property
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Based on our analysis, the cap rate of this property is 1.25%. A negative cap rate indicates that the property might not be feasible as an income-producing asset. The median cap rate for a near zip code 11238 is 4.23%.
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Actual monthly rental income may vary between $4,760 and $7,140 depending on unit-specific characteristics. You can change the amount using the slider to further explore.
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Cap Rate = Net Operating Income (NOI) / Property Asset Value.
When calculating the cap rate, we assume 100% occupancy. Leverage (mortgage) is not considered.
Cap Rate provided by RealtyHop and RentHop, learn more about cap rate here.
Price History
| Date / Event | Date | Event | Price |
|---|---|---|---|
| Nov 10, 2026 | In contract | - | |
| In contract | |||
| Oct 26, 2026 | Listed by Compass | $899,000 | |
| Listed by Compass | |||
| |||
|
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.
| |||
| Jul 30, 2015 | Sold | ||
| Sold | |||
| Apr 28, 2015 | Listed by Coldwell Banker Residential Brokerage - Brookline | $675,000 | |
| Listed by Coldwell Banker Residential Brokerage - Brookline | |||
| Oct 24, 2008 | Sold | ||
| Sold | |||
Property Highlights
Comparables
Status
Price/ft²
Listed On
Sold On
Past Sales
| Date | Unit | Beds | Baths | Sqft | Price | Closed | Listed By |
|---|---|---|---|---|---|---|---|
|
05/05/2026
|
3 Bed
|
2 Bath
|
1732 ft²
|
$1,170,000
3 Bed
2 Bath
1732 ft²
|
-
-
|
Migdol Moore Team
Gibson Sotheby's International Realty
| |
|
05/08/2024
|
3 Bed
|
1 Bath
|
1324 ft²
|
$735,000
3 Bed
1 Bath
1324 ft²
|
$705,000
-4.08%
06/21/2024
|
Jonathan Mathews
Keller Williams Realty Boston-Metro | Back Bay
| |
|
10/27/2023
|
3 Bed
|
1 Bath
|
-
|
$899,000
3 Bed
1 Bath
|
-
-
|
The Bushari Team Compass
Compass
| |
|
04/28/2015
|
2 Bed
|
2 Bath
|
1095 ft²
|
$675,000
2 Bed
2 Bath
1095 ft²
|
$729,000
+8.00%
07/30/2015
|
Lola Levin
Gibson Sotheby's International Realty
| |
|
09/21/2011
|
3 Bed
|
2 Bath
|
1640 ft²
|
$670,000
3 Bed
2 Bath
1640 ft²
|
$652,500
-2.61%
12/21/2011
|
Marie Ciancarelli
Coldwell Banker Realty - Brookline
| |
|
09/09/2008
|
2 Bed
|
2 Bath
|
1095 ft²
|
$410,000
2 Bed
2 Bath
1095 ft²
|
$385,000
-6.10%
10/24/2008
|
Francis Curran
Coldwell Banker Realty - Westwood
| |
|
07/06/2004
|
2 Bed
|
2 Bath
|
1095 ft²
|
$429,900
2 Bed
2 Bath
1095 ft²
|
$425,000
-1.14%
09/07/2004
|
Dan Lyons
Compass
| |
|
10/31/2003
|
1 Bed
|
1 Bath
|
725 ft²
|
$319,900
1 Bed
1 Bath
725 ft²
|
$314,000
-1.84%
12/12/2003
|
Eileen Strong O Boy
Hammond Residential R. E.
| |
|
01/14/2000
|
1 Bed
|
1 Bath
|
725 ft²
|
$199,900
1 Bed
1 Bath
725 ft²
|
$199,000
-0.45%
04/14/2000
|
Eileen Strong O Boy
Hammond Residential Real Estate
| |
|
04/09/1999
|
2 Bed
|
2 Bath
|
1095 ft²
|
$229,900
2 Bed
2 Bath
1095 ft²
|
$234,000
+1.78%
05/25/1999
|
Eileen Strong O Boy
Hammond Residential Real Estate
|
Building Info
Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017