Sold
Last Sold Price
7 beds4.5 baths6,359 sqft$393/sqft
108 Upland Rd, Brookline, MA 02445
Single FamilyProperty Type
10,864 sq ftLot Size
1880Year Built
$393/sq ftPrice per sq ft
Listing closed: 07/20/2004 08:00 AM

Recent comparable sales

Median sold price

$2,621,500

Avg days on market

101

Sale-to-list ratio

87.5%

Brookline, MA

9 comparable properties found

a front view of a house with a yard
1/27
1

$3,220,000

Sold 05/28/25

7
Bedrooms
5,244
Square Feet
0.28
Acres
$3,625,000 | 469 Walnut Street, Brookline, MA 02445
1/20
2

$3,625,000

Sold 12/04/25

7
Bedrooms
6,307
Square Feet
0.41
Acres
$2,325,000 | 54 Clark Road, Brookline, MA 02445
1/36
3

$2,325,000

Sold 07/24/26

7
Bedrooms
4,544
Square Feet
0.32
Acres
$2,400,000 | 15 Goddard Avenue, Brookline, MA 02445
1/25
4

$2,400,000

Sold 12/02/24

7
Bedrooms
4,634
Square Feet
0.40
Acres
a living room with furniture fireplace and a table
1/43
5

$3,225,000

Sold 04/15/25

6
Bedrooms
5,662
Square Feet
0.32
Acres
$2,480,000 | 9 Downing Road, Brookline, MA 02446
1/35
6

$2,480,000

Sold 05/06/26

8
Bedrooms
5,803
Square Feet
0.30
Acres
$5,250,000 | 371 Walnut Street, Brookline, MA 02445
1/41
7

$5,250,000

Sold 03/02/26

7
Bedrooms
6,193
Square Feet
0.96
Acres
$2,621,500 | 11 Abbottsford Road, Brookline, MA 02446
1/24
8

$2,621,500

Sold 12/29/25

8
Bedrooms
4,720
Square Feet
0.15
Acres
a view of a house with a yard
1/11
9

$2,000,000

Sold 08/14/26

8
Bedrooms
5,076
Square Feet
0.21
Acres

Location

Add your commute

Payment Calculator

$16,067 per month

30 year fixed, 6.55% Interest

Principal and Interest

$12,707

Property Taxes

$3,360

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 108 Upland Road

Property Details
Building Information
  • Stories: 3
  • Year Built: 1880
  • Lot Size: 0.25 AC / 10,864 SF

Property History for 108 Upland Road

DateEvent & SourcePriceAppreciation
Jul 20, 2004

Sold (Public Record)

Public Record #143714770

$2,500,000

+11.2% / yr

Jun 1, 2000

Sold

MLS PIN #30384740

$1,490,625
Mar 7, 2000

Contingent

MLS PIN #30384740

DateEvent & SourcePrice
07/20/2004

Sold (Public Record)

Public Record #143714770

$2,500,000

+11.2% / yr

06/01/2000

Sold

MLS PIN #30384740

$1,490,625
03/07/2000

Contingent

MLS PIN #30384740

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 108 Upland Road

Taxable ValueLand$1,581,000Additions$2,503,600Total$4,084,600
Tax Record2025$40,315 ($3,360 / month)
Home Facts
Beds7Baths4.5Total Finished SqFt6,359 SqFtAbove Grade Finished SqFt6,359 SqFtUnfinished Basement SqFt2,630 SqFtStories3Lot Size10,864 SqFtStyleSingle Family ResidenceYear Built1880Year Renovated1970ZoningS10CountyNORFOLKAPNBROO B:308 L:0039 S:0000

Schools near 108 Upland Road

This home is within Brookline School District.
Rating
School
Type
Grades
Distance
Public - K to 8
Public - 9 to 12
Private - PK to 12
Private - 1 to 10
Rating
School
Distance
William H Lincoln School
PublicK to 8

Brookline High School
Public9 to 12

Maimonides School
PrivatePK to 12

Language and Cognitive Develop
Private1 to 10

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 02445

Contact Agent | 50 Sumner Road, Brookline, MA 02445
1/36
Compass Coming Soon

Contact Agent

5
Bedrooms
5,423
Square Feet
0.41
Acres
$799,000 | 65 Glen Road, Unit H4, Brookline, MA 02445
1/21
Listed By Compass

$799,000

2
Bedrooms
1,213
Square Feet
$3,095,000 | 185 Warren Street, Brookline, MA 02445
1/27
Listed By Compass

$3,095,000

5
Bedrooms
2,834
Square Feet
0.92
Acres
$3,599,000 | 17 Chesham Road, Brookline, MA 02445
1/28
Listed By Compass

$3,599,000

6
Bedrooms
5,487
Square Feet
0.26
Acres
$880,000 | 62 Cypress Street, Unit 1, Brookline, MA 02445
1/38

$880,000

2
Bedrooms
1,135
Square Feet
$11,750,000 | 71 Sears Road, Brookline, MA 02445
1/18
Listed By Coldwell Banker Realty

$11,750,000

6
Bedrooms
7,502
Square Feet
2.03
Acres
a kitchen with stainless steel appliances a sink a stove a refrigerator cabinets and dining table
1/27
Listed By Compass

$859,000

3
Bedrooms
1,233
Square Feet
front view of a house with a porch
1/24

$998,000

2
Bedrooms
1,218
Square Feet
$2,895,000 | 71 Addington Road, Brookline, MA 02445
1/42
Listed By Coldwell Banker Realty

$2,895,000

7
Bedrooms
4,805
Square Feet
0.18
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 108 Upland Road, Brookline, MA 02445
$2,500,000
7
4.5
6,359
10,864
$3,100,000
6
5,940
11,000
$1
4
4
4,200
5
3.5
4,746
12,680
8
3.5
4,719
9,531
$939,000
4
1,696
8,696

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.