4 Upland Rd #1, Brookline, MA 02445
OFF MARKET

4 Upland Rd #1
Brookline, MA 02445

High Street Hill
  • 2 Beds
  • 1 Bath
  • 892 sqft

$725,600

Trulia Estimate
as of Jun 14, 2026
Est. Refi. Payment $4,365/mo*
Refinance Your Home

$725,600

Trulia Estimate
as of Jun 14, 2026
Est. Refi. Payment $4,365/mo*
Refinance Your Home
2 Beds
1 Bath
892 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Exclusive Listing Agents: The Davidson & Giglio Team www/DavidsonBoston.com * richardgiglio@kw.com 617-861-3613 * 617-257-7179 * 617-861-3602 Charming two bedroom condo in established two-unit building ideally situated on tree-lined street in quiet Brookline neighborhood. This well laid out home consists of spacious living room, dining room and two nicely sized bedrooms. The generous kitchen was recently renovated. Gleaming hardwood floors throughout. Delightful private rear porch and landscaped back yard complete this serene setting. Abundant sunlight streams thru many windows. Extras include basement storage and shared driveway. New roof 2012. Conveniently located for quick access to Route 9. Green Line Brookline Village T stop minutes away. Stroll over to Brookline Village to take advantage of the many shops and restaurants. Coolidge Corner and Longwood medical area just a short distance away. Ideal home for first-time buyers.
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
No Info
Outdoor
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 4 Upland Rd #1

Interior Features

Interior Details
BasementNumber of Rooms: 5Types of Rooms: Dining Room, Family Room
Heating & Cooling
Heating: Radiant, GasHeating Fuel: Radiant
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodLawn
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 2

Price History for 4 Upland Rd #1

DatePriceEventSource
08/07/2015$522,000Sold
N/A
07/15/2015$499,000PendingAgent Provided
06/26/2015$499,000Listed For SaleAgent Provided
04/02/2013$419,000ListingRemovedAgent Provided
03/29/2013$419,000Listed For SaleAgent Provided
09/24/2007$389,000Sold
N/A
03/16/2001$312,000Sold
N/A

Market trends in Brookline

Last updated May 2026
Buyer'sMarketSeller'sMarket
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
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Property Tax and Assessment

Year2025
Tax$7,008
Assessment$710,000
Home facts updated by county records

Homeowner tools

Estimated monthly rent$3,409/mo
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Homes for rent near 4 Upland Rd #1

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Comparable Sales for 4 Upland Rd #1

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
32 Juniper St #97, Brookline, MA
0.15
Condo
$635,000
08/23/25
2
1
822
32 Juniper St #91, Brookline, MA
0.15
Condo
$650,000
09/02/25
2
1
822
220-224 Washington St #6, Brookline, MA
0.13
Condo
$760,000
07/11/25
3
1
892
220-224 Washington St #6, Brookline, MA
0.13
Condo
$760,000
07/11/25
3
1
892
6 Juniper St #16, Brookline, MA
0.18
Condo
$656,000
03/20/26
3
1
939
39 Kent St #B, Brookline, MA
0.22
Condo
$712,500
12/23/25
2
1
1,136
14 Linden St #3, Brookline, MA
0.27
Condo
$765,000
05/04/26
2
1
975
10 Jamaicaway #24, Boston, MA
0.36
Condo
$480,000
12/15/25
2
1
780
10 Jamaicaway #8, Boston, MA
0.36
Condo
$469,000
02/05/26
2
1
790
77 Pond Ave #1207, Brookline, MA
0.21
Condo
$505,000
10/10/25
1
1
860

Nearby homes

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Assigned Schools

These are the assigned schools for 4 Upland Rd #1.
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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

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 4 Upland Rd #1

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Off Market Homes Near 4 Upland Rd #1

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4 Upland Rd #1, Brookline, MA 02445 is a 2 bedroom, 1 bathroom, 892 sqft condo built in 1920. 4 Upland Rd #1 is located in High Street Hill, Brookline. This property is not currently available for sale. 4 Upland Rd #1 was last sold on Aug 7, 2015 for $522,000. The current Trulia Estimate for 4 Upland Rd #1 is $725,600.