1
Map
$549,000
●
Condo -
Off Market
3 Upland Rd #2
Brookline, MA 02445
3 Beds
2 Baths
1,655 Ft²
$991,439
RealtyHop Estimate
80.59%
Since Aug 1, 2006
MA-Boston
Primary Model
About This Property
A PLEASURE TO SHOW THIS 3 BEDROOM, 2 BATH FLOOR THROUGH CONDO IN
HISOTIC PILL HILL. FEATURING 7 ROOMS, FORMAL DINING ROOM, LIVING
ROOM WITH FIREPLACE, FAMILY ROOM OR DOUBLE PARLOR. HIGH CEILINGS,
HARDWOOD FLOORS, WASHER & DRYER IN UNIT, PORCH, EXTRA STORAGE,
PARKING. A MUST SEE.
Unit Size
1,655 Ft²
Days on Market
-
Land Size
-
Price per sqft
$332
Property Type
Condo
Property Taxes
$270
HOA Dues
$300
Year Built
1900
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Cap Rate
100% Occupancy
N/A (extreme outlier) What does this mean?
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%.
How much can I actually make?
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.
How is cap rate calculated?
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.
Last updated: 4 months ago (MLSPIN #70373219)
Price History
| Date / Event | Date | Event | Price |
|---|---|---|---|
| May 4, 2026 | Sold | ||
| Sold | |||
| Mar 20, 2026 | In contract | - | |
| In contract | |||
| Mar 11, 2026 | Listed by Leading Edge Real Estate | $1,090,000 | |
| Listed by Leading Edge Real Estate | |||
   | |||
|
Location, location, location. This spacious 3-bedroom unit with flexible 4th room—perfect for home office, nursery, or guest space—sits right where you want to be. Near Brookline Village shops and restaurants, minutes to Jamaica Pond, Longwood Medical, and the Green Line T. Super easy access to top universities, cultural institutions, Brookline High School, and Olmsted Park. Inside, you'll find a gracious floor-through with beautiful hardwood floors, plenty of natural light, and in-unit laundry. The double parlor can be separated into a living room and additional bedroom. Primary bedroom has ensuite bath and walk-in closet. Pet-friendly building with one-car parking and basement storage round things out. Great for owner occupants and investors alike.
| |||
| Feb 8, 2021 | Sold | ||
| Sold | |||
| Oct 9, 2020 | Listed by William Raveis R. E. & Home Services | $950,000 | |
| Listed by William Raveis R. E. & Home Services | |||
| | |||
|
Stunning spacious unit located in highly sought after Pill Hill and Lincoln school locale. Nestled on a beautiful tree-lined street this 3/4 bedroom 2 bath unit is adorned with abundant light, a gracious floor plan, and beautiful hardwood floors while offering classic modern charm throughout. Beautiful double parlor anchored with a decorative mantle makes for an impressive living space ideal for entertaining. Updated custom kitchen is complete with plenty of storage & SS appliances. Retreat in the king sized master featuring a large closet and en-suite bath. In-unit laundry, parking space, and separate storage makes this unit ideal for the buyer seeking a superb home in a great location. Fee includes heat & hot water. Pet friendly, well managed association with strong reserves and high owner occupancy provides direct access to Brookline Village, Longwood Medical, Jamaica Pond, Green Line T and the best of Brookline & Boston area restaurants and dining. This unit is a Gem!
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Property Highlights
Parking Available
Fireplace
Parking Details
Parking Features: Off Street
Interior Details
Full Bathrooms: 2
Appliances: Dishwasher, Disposal, Refrigerator, Washer, Dryer
Flooring Type: Wood, Tile
Laundry Features: Gas Dryer Hookup, Electric Dryer Hookup, Second Floor
Rooms: 7
Has Fireplace
Fireplace Features: Living Room
Fireplaces: 1
Basement: Y
Exterior Details
Square Footage: 1655
Square Footage Source: $0
Year Built Source: Public Records
Year Built: 1913
Building Area Total: 1655
Building Area Units: Square Feet
Construction Materials: Frame
Patio and Porch Features: Porch
Lot Size Units: Acres
Water Source: Public, City/Town Water, City/Town Sewer
Financial Details
Tax Assessed Value: $504,400
Tax Annual Amount: $3,241
Utilities Details
Cooling Type: None
Heating Type: Hot Water
Sewer : Public Sewer
Location Details
HOA/Condo/Coop Fee Includes: Insurance, Maintenance Structure, Heat
HOA/Condo/Coop Amenities: Hot Water
HOA Fee: $300
Comparables
Unit
Status
Status
Type
Beds
Baths
ft²
Price/ft²
Price/ft²
Asking Price
Listed On
Listed On
Closing Price
Sold On
Sold On
HOA + Taxes
Past Sales
| Date | Unit | Beds | Baths | Sqft | Price | Closed | Listed By |
|---|---|---|---|---|---|---|---|
|
03/11/2026
|
3 Bed
|
2 Bath
|
1655 ft²
|
$1,090,000
3 Bed
2 Bath
1655 ft²
|
$1,090,000
05/04/2026
|
Noha Soliman
William Raveis R. E. & Home Services
| |
|
10/09/2020
|
3 Bed
|
2 Bath
|
1655 ft²
|
$950,000
3 Bed
2 Bath
1655 ft²
|
$940,000
-1.05%
02/08/2021
|
The Gillach Group
William Raveis R. E. & Home Services
| |
|
09/11/2012
|
3 Bed
|
2 Bath
|
1655 ft²
|
$620,000
3 Bed
2 Bath
1655 ft²
|
$650,000
+4.84%
01/24/2013
|
Gary Dwyer
Buyer Agents of Boston
| |
|
02/22/2012
|
3 Bed
|
2 Bath
|
1655 ft²
|
$599,000
3 Bed
2 Bath
1655 ft²
|
$595,000
-0.67%
07/20/2012
|
Karen Nickel
Hammond Residential R. E.
| |
|
10/10/2008
|
3 Bed
|
2 Bath
|
1655 ft²
|
$509,000
3 Bed
2 Bath
1655 ft²
|
$519,000
+1.96%
04/24/2009
|
Judy Deal
Keller Williams Realty
| |
|
04/24/2006
|
3 Bed
|
2 Bath
|
1655 ft²
|
$549,000
3 Bed
2 Bath
1655 ft²
|
$549,000
07/24/2006
|
Judy Deal
Keller Williams Realty
|
Building Info
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Address: 335 Madison Avenue, New York, NY 10017