14 Upland Rd #2
Brookline, MA 02445
High Street Hill
3 Beds
1 Bath
1,250 sqft
This listing now includes required monthly fees in the total price. Learn more
$3,800/mo
Available 9/1
Original price: $3,850
Taking Applications
Powered by 
$3,800/mo
Available 9/1
Original price: $3,850
Taking Applications
Powered by
This listing now includes required monthly fees in the total price. Learn more
- 3 Beds
- 1 Bath
- 1,250 sqft
Home Highlights
Pets
Dogs & Cats
Listed
33 days ago
Local Information
- Map ViewExplore the area around 14 Upland Rd #2.
- Schools2 Elementary Schools2 Middle Schools1 High School
- Shop & Eat
-- mins to
Description
Sun drenched 3 bed with OFF STREET PARKING and free laundry in building within a mile to Coolidge Corner. The unit has a spacious living-room, kitchen, and dining room! Kitchen has dishwasher, gas stove, ample counter space, and good cabinet space. Each room are evenly sized with amazing natural light shining through during the day. Painted with custom colors, along with hardwood floors throughout. Identical to #1! There is an amazing private deck on the second level facing the street ! Along with this is another private back deck facing the back yard. Lastly, you will find a shared back yard where you can have ample space space for wonderful gatherings. The unit also includes 1 parking space tandem within the driveway shared with floor 1 tenant.
Owner pays water. Tenant pays gas, electricity.
Owner pays water. Tenant pays gas, electricity.
Contact this Building
Costs and Fees
Required monthly rent & fees (based on 12-month lease)
- Base rent$3,800/mo
Required one-time fees
- Security deposit$0
Pricing is subject to change. All calculations are estimates and provided for informational purposes only. Actual amounts may include additional mandatory or optional fees. Please consult the community manager for a complete breakdown of all rental costs.
Details for 14 Upland Rd #2
|
|---|
Days on Market: 33 days on Trulia |
|
|---|
Property Type / Style Property Type: Apartment |
|
|---|
Lease Term: 1 YearAvailable: Sep 1stCats, small dogs allowed |
|
|---|
Appliances & Utilities DishwasherRefrigerator |
Levels, Entrance, & Accessibility Floors: Hardwood |
|
|---|
Parking & Garage Parking: Off Street Tandem, On Site |
Price History for 14 Upland Rd #2
| Date | Price | Event | Source |
|---|---|---|---|
| 07/15/2026 | $3,800 | PriceChange | Zillow Rentals |
| 07/04/2026 | $3,850 | PriceChange | Zillow Rentals |
| 06/18/2026 | $3,900 | Listed For Rent | Zillow Rentals |
| 07/16/2024 | ListingRemoved | Zillow Rentals | |
| 07/11/2024 | $3,200 | PriceChange | Zillow Rentals |
| 06/29/2024 | $3,385 | PriceChange | Zillow Rentals |
| 06/13/2024 | $3,550 | PriceChange | Zillow Rentals |
| 06/02/2024 | $3,450 | Listed For Rent | Zillow Rentals |
| 07/07/2021 | ListingRemoved | Zillow Rental Manager | |
| 06/30/2021 | $2,775 | Listed For Rent | Zillow Rental Manager |
| 08/05/2015 | $2,550 | ListingRemoved | Agent Provided |
| 05/09/2015 | $2,550 | Listed For Rent | Agent Provided |
| 02/23/2012 | $2,395 | ListingRemoved | Agent Provided |
| 02/14/2012 | $2,395 | PriceChange | Agent Provided |
| 01/27/2012 | $2,495 | Listed For Rent | Agent Provided |
New Rentals Nearby
PET FRIENDLYFURNISHED
PET FRIENDLYFURNISHED
FURNISHED
APPLY INSTANTLYPET FRIENDLY
PET FRIENDLY
NEW - 2 HRS AGOPET FRIENDLY
PET FRIENDLY
NEW - 10 HRS AGO
PET FRIENDLY
See more homes for rent inBrookline
Explore by feature - Pet Friendly
SPECIAL OFFERPET FRIENDLYTotal price$2,990 - $3,687/moStudio-1 bd1 baForte at 1440 Beacon | 1440 Beacon St,
Brookline, MA 02446
SPECIAL OFFERPET FRIENDLY$3,255 - $5,995/moFees may apply1-3 bd1-3 baThe Adams at Hancock Village | 101 Asheville Rd,
Chestnut Hill, MA 02467
SPECIAL OFFERPET FRIENDLY$2,995 - $9,655/moFees may apply1-3 bd1-3 baThe Franklin at Hancock Village | 201 Sherman Rd,
Chestnut Hill, MA 02467
SPECIAL OFFERPET FRIENDLY$2,995 - $10,805/moFees may apply1-3 bd1-3 baHancock Village | 1 Hancock Village Dr,
Chestnut Hill, MA 02467
NEW - 1 DAY AGOSPECIAL OFFERPET FRIENDLY
SPECIAL OFFERPET FRIENDLY
SPECIAL OFFERPET FRIENDLY
SPECIAL OFFERPET FRIENDLY
SPECIAL OFFERPET FRIENDLY
PET FRIENDLY
Explore by feature - Garage
- SPECIAL OFFERPET FRIENDLYTotal price$2,990 - $3,687/moStudio-1 bd1 baForte at 1440 Beacon | 1440 Beacon St,
Brookline, MA 02446 - SPECIAL OFFERPET FRIENDLY$3,255 - $5,995/moFees may apply1-3 bd1-3 baThe Adams at Hancock Village | 101 Asheville Rd,
Chestnut Hill, MA 02467 - SPECIAL OFFERPET FRIENDLY$2,995 - $9,655/moFees may apply1-3 bd1-3 baThe Franklin at Hancock Village | 201 Sherman Rd,
Chestnut Hill, MA 02467 
SPECIAL OFFER- NEW - 1 DAY AGOSPECIAL OFFERPET FRIENDLY
- SPECIAL OFFERPET FRIENDLY
SPECIAL OFFER
$3,085 - $3,950/moFees may apply1-2 bd1-2 baForty Williams Associates | 40 Williams St,
Brookline, MA 02446
PET FRIENDLY
Explore by feature - Air Conditioning
- SPECIAL OFFERPET FRIENDLY$3,255 - $5,995/moFees may apply1-3 bd1-3 baThe Adams at Hancock Village | 101 Asheville Rd,
Chestnut Hill, MA 02467 - SPECIAL OFFERPET FRIENDLY$2,995 - $9,655/moFees may apply1-3 bd1-3 baThe Franklin at Hancock Village | 201 Sherman Rd,
Chestnut Hill, MA 02467 - SPECIAL OFFERPET FRIENDLY$2,995 - $10,805/moFees may apply1-3 bd1-3 baHancock Village | 1 Hancock Village Dr,
Chestnut Hill, MA 02467 - NEW - 1 DAY AGOSPECIAL OFFERPET FRIENDLY
- SPECIAL OFFERPET FRIENDLY
- SPECIAL OFFERPET FRIENDLY
- SPECIAL OFFERPET FRIENDLY
SPECIAL OFFER$2,300 - $3,700/moFees may applyStudio-2 bd1 baBabcock-Parkman Apartments | 222 Babcock St,
Brookline, MA 02446- SPECIAL OFFER
PET FRIENDLY
Explore by feature - Pool
- SPECIAL OFFERPET FRIENDLY$3,255 - $5,995/moFees may apply1-3 bd1-3 baThe Adams at Hancock Village | 101 Asheville Rd,
Chestnut Hill, MA 02467 - SPECIAL OFFERPET FRIENDLY$2,995 - $9,655/moFees may apply1-3 bd1-3 baThe Franklin at Hancock Village | 201 Sherman Rd,
Chestnut Hill, MA 02467 - SPECIAL OFFERPET FRIENDLY$2,995 - $10,805/moFees may apply1-3 bd1-3 baHancock Village | 1 Hancock Village Dr,
Chestnut Hill, MA 02467 - SPECIAL OFFER
- PET FRIENDLY
APPLY INSTANTLYPET FRIENDLY
APPLY INSTANTLY
APPLY INSTANTLYPET FRIENDLY
NEW - 22 HRS AGOPET FRIENDLY
PET FRIENDLYFURNISHED
Explore by feature - Washer/dryer
- SPECIAL OFFER
- SPECIAL OFFERPET FRIENDLY
SPECIAL OFFER
SPECIAL OFFER
PET FRIENDLYTotal price$2,350 - $2,550/moStudio1 baPrinceton on Beacon Street | 1470 Beacon St,
Brookline, MA 02446
PET FRIENDLY
- $3,085 - $3,950/moFees may apply1-2 bd1-2 baForty Williams Associates | 40 Williams St,
Brookline, MA 02446 - PET FRIENDLY
Explore by feature - Outdoor Space
NEW - 2 HRS AGOAPPLY INSTANTLY
APPLY INSTANTLYPET FRIENDLYFURNISHED
PET FRIENDLY
ROOM FOR RENT
ROOM FOR RENT
FURNISHEDROOM FOR RENT
NEW - 2 DAYS AGO
PET FRIENDLY
FURNISHEDROOM FOR RENT
NEW - 1 DAY AGOAPPLY INSTANTLYPET FRIENDLY
Report this Listing
Affordability
TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
$136,800 PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
Nearby homes
- Results are loading
Assigned Schools
These are the assigned schools for 14 Upland Rd #2.
- 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 14 Upland Rd #2.
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.
Local Legal Protections
Local Legal Protections
LGBTQ • Source of Income
AJ Spencer
Phone Number: 617-890-7283
14 Upland Rd #2, Brookline, MA is a 3 bedroom, 1 bathroom, 1,250 sqft apartment. 14 Upland Rd #2 is located in High Street Hill, Brookline. 14 Upland Rd #2 was listed for rent for $3,800/month on Jun 18, 2026. This property is pet friendly.