8 Upland Rd
Brookline, MA 02445
High Street Hill
3 Beds
3 Baths
1,538 sqft
3 Beds
3 Baths
1,538 sqft
Local Information
- Map ViewExplore the area around 8 Upland Rd.
- Schools2 Elementary Schools2 Middle Schools1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Condo
Living Area
1,538 sqft
Price/Sqft
$686
About this House
This condo is located at 8 Upland Rd, Brookline, MA. 8 Upland Rd is in the High Street Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 3 bedrooms, 3 bathrooms and approximately 1,538 sqft of floor space. This property has a lot size of 4005 sqft.
8 Upland Rd, Brookline, MA 02445 is a 3 bedroom, 3 bathroom, 1,538 sqft condo in High Street Hill. More recently, it was listed as a rental in June 2014 with an asking price of $4,500 per month. That rental listing was removed on June 24, 2014. It is currently off market. The Trulia Estimate is $1,054,800, with a rent estimate of $5,682/month.
Home Details for 8 Upland Rd
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Interior Details BasementAdditional StorageTypes of Rooms: Walk In Closet, Dining Room, Master Bath, OfficeStorage |
Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Appliances & Utilities Cable ReadyDishwasherDisposalMicrowaveRefrigeratorWasher |
Windows, Doors, Floors & Walls Double Paned Windows |
Levels, Entrance, & Accessibility Floors: Hardwood |
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Property Type / Style Property Type: Condo |
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Exterior Home Features DeckExterior: ShingleLawnPatioPorch |
Parking & Garage Parking: Off Street |
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Lot Area: 4005 sqft |
Price History for 8 Upland Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 06/24/2014 | $4,500 | ListingRemoved | Agent Provided |
| 06/09/2014 | $4,500 | Listed For Rent | Agent Provided |
| 09/14/2008 | $669,000 | ListingRemoved | Agent Provided |
| 07/25/2008 | $669,000 | Listed For Sale | Agent Provided |
Market trends in Brookline
Last updated June 2026
Avg. sale price
$1.4M
$16.67KMoM
Sale-to-List Price
99.9%
Price per sq ft
$796
$17MoM
Available listings
253
15MoM
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Comparable Sales for 8 Upland Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.27 | Condo | $1,149,000 | 09/30/25 | 2 | 2 | 1,338 | |
0.58 | Condo | $1,700,000 | 04/30/26 | 3 | 2.5 | 1,529 | |
0.49 | Condo | $2,640,000 | 10/15/25 | 3 | 3 | 1,997 | |
0.03 | Condo | $1,090,000 | 05/04/26 | 3 | 2 | 1,655 | |
0.64 | Condo | $1,072,000 | 01/16/26 | 3 | 2 | 1,747 | |
0.60 | Condo | $1,139,000 | 05/05/26 | 2 | 2.5 | 1,961 | |
0.25 | Condo | $1,100,000 | 08/27/25 | 3 | 3 | 1,629 | |
0.58 | Condo | $799,000 | 09/16/25 | 3 | 2 | 1,608 | |
0.20 | Condo | $970,000 | 09/15/25 | 2 | 2.5 | 1,840 | |
0.07 | Condo | $2,850,000 | 07/21/26 | 4 | 4 | 2,510 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
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Assigned Schools
These are the assigned schools for 8 Upland Rd.
- Brookline High School
- 9-12
- Public
- 2147 Students
8/10GreatSchools RatingParent Rating AverageWe moved to Brookline, in part because of the excellent school system, and have not been disappointed.Our oldest is now a freshman in college at one of the world's best schools and our youngest is thriving here.Parent Review4y ago - Pierce School
- K-8
- Public
- 587 Students
10/10GreatSchools RatingParent Rating AverageMy autistic son went without water for lunch and until 1 pm with 0 help from the teachers, it took me writing an email and even then principal had 0 answers for why he wasn’t able to get water until 1 pm. Gym teacher singled out my son after a kid threw a ball at him twice, my son threw it back and gym teacher only took him out and told my son the group was better off without him and the other student who sat out from the start of the class due to throwing the ball backwards. Principal lies about policies, I wanted to record the meeting about my son and the incident that happened she emailed me saying it’s student privacy policy, then she emailed me again saying page 401 appendix C which has nothing to do with prohibiting recording meetings about your child with principal and only has to do with suspension. My son had Pokémon cards stolen from him the start of the year, because he was new and didn’t know kids names nothing could be done, undercooked pasta/food. IEP staff doesn’t follow actual medical diagnosis and won’t do anything to help your kid if they have a learning disability/mental disability. Better off homeschoolingParent Review1y ago - William H Lincoln School
- K-8
- Public
- 463 Students
9/10GreatSchools RatingParent Rating AverageThis school is great and some teachers are nicer then others. They are extremely friendly towards my child and I would recommend this school to anyone in the brookline area.Parent Review12y ago 
Check out schools near 8 Upland Rd.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
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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