14 Upland Rd
Brookline, MA 02445
High Street Hill
3 Beds
1 Bath
1,143 sqft
3 Beds
1 Bath
1,143 sqft
Local Information
© Google
-- mins to
Description
Available September 1st. Welcome to Upland Road near Brookline Village. A great location, just 4-5 minutes to the Brookline Village Green line MBTA station with great access to the Longwood Medical Center, Fenway/Kenmore and downtown Boston. This property features a large footprint with expansive living and dining rooms, a large pantry, dishwasher, gas stove, hardwood floors and an array of windows allowing an abundance of natural sunlight. Other features include free laundry on site, a nice back porch and green space, 3 large bedrooms, high ceilings, ton of closets and a front area foyer. Gas heat. Cats are negotiable. Multiple car parking for rent at property driveway. Inquire today!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from June 16, 2025
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 14 Upland Rd
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Heating & Cooling Heating: BaseboardHeating Fuel: Baseboard |
Appliances & Utilities DishwasherRefrigerator |
Levels, Entrance, & Accessibility Floors: Hardwood |
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Property Type / Style Property Type: Apartment |
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Lease Term: 1 YearAvailable: now |
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Parking & Garage Parking: Off Street Parking, On Site |
Price History for 14 Upland Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 06/17/2025 | $3,300 | ListingRemoved | Zillow Rentals |
| 06/15/2025 | $3,300 | Listed For Rent | Zillow Rentals |
| 04/22/2012 | $2,800 | ListingRemoved | Agent Provided |
| 01/23/2012 | $2,800 | Listed For Rent | Agent Provided |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $15,579 |
| Assessment | $1,578,400 |
Home facts updated by county records
Comparable Sales for 14 Upland Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.19 | Apartment | $880,000 | 10/15/25 | 2 | 2 | 1,300 | |
0.19 | Apartment | $450,000 | 04/28/26 | 1 | 1 | 720 | |
0.51 | Apartment | $663,000 | 08/12/25 | 2 | 1 | 715 | |
0.51 | Apartment | $400,000 | 10/14/25 | 2 | 1 | 703 | |
0.80 | Apartment | $685,000 | 10/24/25 | 3 | 1 | 999 | |
0.97 | Apartment | $835,000 | 06/23/25 | 3 | 1 | 1,098 | |
0.63 | Apartment | $2,225,000 | 06/03/25 | 5 | 2 | 2,549 | |
1.06 | Apartment | $580,000 | 10/30/25 | 2 | 1 | 876 | |
1.08 | Apartment | $587,000 | 01/30/26 | 2 | 1 | 897 | |
0.66 | Apartment | $2,385,000 | 01/21/26 | 4 | 1 | 1,200 |
Home facts updated by county records
Assigned Schools
These are the assigned schools for 14 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
9/10GreatSchools 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 14 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.
LGBTQ Local Legal Protections
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14 Upland Rd, Brookline, MA 02445 is a 3 bedroom, 1 bathroom, 1,143 sqft apartment. 14 Upland Rd is located in High Street Hill, Brookline. This property is not currently available for sale. The current Trulia Estimate for 14 Upland Rd is $2,025,200.