71 Upland Rd, Brookline, MA 02445
OFF MARKET

71 Upland Rd
Brookline, MA 02445

High Street Hill
  • 4 Beds
  • 3 Baths
  • 1,696 sqft

$2,123,200

Trulia Estimate
as of May 18, 2026
Est. Refi. Payment $12,661/mo*
Refinance Your Home

$2,123,200

Trulia Estimate
as of May 18, 2026
Est. Refi. Payment $12,661/mo*
Refinance Your Home
4 Beds
3 Baths
1,696 sqft

Local Information

Map showing home location
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Commute Destination

Description

This single-family home is located at 71 Upland Rd, Brookline, MA. 71 Upland Rd is in the High Street Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 4 bedrooms, 3 bathrooms and approximately 1,696 sqft of floor space. This property has a lot size of 8712 sqft and was built in 1955.
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.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 71 Upland Rd

Interior Features

Heating & Cooling
Heating: Other, ElectricAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 7
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1955Year Updated: 1958
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 8712 sqft

Price History for 71 Upland Rd

DatePriceEventSource
07/28/2009$939,000Sold
LINK #102742
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Property Tax and Assessment

Year2025
Tax$18,383
Assessment$1,862,500
Home facts updated by county records

Comparable Sales for 71 Upland Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Irving St, Brookline, MA
0.11
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
209 High St, Brookline, MA
0.27
Single-Family Home
$2,150,000
04/16/26
4
3.5
2,332
18 Cushing Rd, Brookline, MA
0.35
Single-Family Home
$1,351,000
01/23/26
2
2
1,230
71 Highland Rd, Brookline, MA
0.21
Single-Family Home
$950,000
04/30/26
3
1.5
1,000
50 Waverly St, Brookline, MA
0.33
Single-Family Home
$2,445,000
05/12/26
4
2
2,383
21 Hancock Rd, Brookline, MA
0.57
Single-Family Home
$2,385,000
12/17/25
4
3
2,286
129 Walnut St, Brookline, MA
0.15
Single-Family Home
$1,150,000
06/04/25
6
2.5
3,784
36 Blake Rd, Brookline, MA
0.63
Single-Family Home
$2,500,000
07/24/25
4
2.5
2,789
36 Allerton St, Brookline, MA
0.18
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
72 Blake Rd, Brookline, MA
0.63
Single-Family Home
$2,125,000
07/02/25
4
2.5
2,607

Assigned Schools

These are the assigned schools for 71 Upland Rd.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

High Street Hill
See Local Highlights
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

Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 71 Upland Rd

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Homes for rent near 71 Upland Rd

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Off Market Homes Near 71 Upland Rd

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Explore by feature

71 Upland Rd, Brookline, MA 02445 is a 4 bedroom, 3 bathroom, 1,696 sqft single-family home built in 1955. 71 Upland Rd is located in High Street Hill, Brookline. This property is not currently available for sale. 71 Upland Rd was last sold on Jul 28, 2009 for $939,000. The current Trulia Estimate for 71 Upland Rd is $2,123,200.