4 Upland Rd #2
Brookline, MA 02445
High Street Hill- 3 Beds
- 1 Bath
- 1,054 sqft
3 Beds
1 Bath
1,054 sqft
Local Information
-- mins to
Description
Fab 2+ bed in lovely condition, located on great Pill Hill street.Charming & light filled, this home has a wonderful, flexible floor plan.Nicely sized living room opens to an entertainment sized formal dining room with nice detail.True cook's kitchen has a centre island w/ silestone, double sink, fabulous breakfast bar & an over sized pantry.Off the kitchen there is a large deck which overlooks the superb yard.2 big bedrooms with an additional room as 3rd bed or office. 2 tandem parking spaces.
4 Upland Rd #2, Brookline, MA 02445 is a 3 bedroom, 1 bathroom, 1,054 sqft condo in High Street Hill, built in 1920. It last sold for $429,000 on Aug 27, 2004. It is currently off market. The Trulia Estimate is $847,800, with a rent estimate of $3,909/month.
Home Highlights
Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 4 Upland Rd #2
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Heating & Cooling Heating: Other, OtherHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 1 |
Interior Details Number of Rooms: 6 |
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Exterior Home Features Roof: AsphaltExterior: Wood |
Parking & Garage GarageParking: Garage Detached |
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Year Built Year Built: 1920 |
Property Type / Style Property Type: CondoArchitecture: Other |
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Units in Building: 1 |
Price History for 4 Upland Rd #2
| Date | Price | Event | Source |
|---|---|---|---|
| 12/03/2010 | $465,000 | ListingRemoved | Agent Provided |
| 10/20/2010 | $465,000 | Listed For Sale | Agent Provided |
| 08/27/2004 | $429,000 | Sold | N/A |
Market trends in Brookline
Last updated May 2026
Avg. sale price
$1.42M
$333MoM
Sale-to-List Price
99.9%
0.9%MoM
Price per sq ft
$814
$5MoM
Available listings
238
11MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $8,205 |
| Assessment | $831,300 |
Home facts updated by county records
Comparable Sales for 4 Upland Rd #2
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.18 | Condo | $656,000 | 03/20/26 | 3 | 1 | 939 | |
0.13 | Condo | $760,000 | 07/11/25 | 3 | 1 | 892 | |
0.13 | Condo | $760,000 | 07/11/25 | 3 | 1 | 892 | |
0.27 | Condo | $740,000 | 04/28/26 | 3 | 1 | 987 | |
0.27 | Condo | $817,000 | 06/26/26 | 3 | 1 | 1,000 | |
0.29 | Condo | $740,000 | 05/14/26 | 3 | 1 | 978 | |
0.15 | Condo | $635,000 | 08/23/25 | 2 | 1 | 822 | |
0.15 | Condo | $650,000 | 09/02/25 | 2 | 1 | 822 | |
0.22 | Condo | $712,500 | 12/23/25 | 2 | 1 | 1,136 | |
0.40 | Condo | $430,000 | 11/18/25 | 2 | 1 | 1,125 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 4 Upland Rd #2.
What Locals Say about High Street Hill
At least 31 Trulia users voted on each feature.
98 % Say there are sidewalks
97 % Say it's dog friendly
91 % Say people would walk alone at night
89 % Say streets are well-lit
88 % Say it's walkable to restaurants
88 % Say it's walkable to grocery stores
85 % Say kids play outside
63 % Say there's holiday spirit
54 % Say neighbors are friendly
49 % Say they plan to stay for at least 5 years
48 % Say it's quiet
46 % Say there's wildlife
45 % Say parking is easy
42 % Say yards are well-kept
40 % Say car is needed
37 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
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