Off Market
7 beds5.5 baths4,243 sqft
29 Denny Rd, Chestnut Hill, MA 02467

Recent comparable sales

Median sold price

$4,400,000

Avg days on market

59

Sale-to-list ratio

92.7%

Chestnut Hill, MA

9 comparable properties found

$4,200,000 | 42 Lawrence Road, Chestnut Hill, MA 02467
1/35
1

$4,200,000

Sold 05/05/26

6
Bedrooms
4,874
Square Feet
0.56
Acres
$3,575,000 | 109 Harwich Road, Chestnut Hill, MA 02467
1/43
2

$3,575,000

Sold 02/10/26

6
Bedrooms
6,093
Square Feet
0.26
Acres
a view of a house with a yard and potted plants
1/27
3

$5,825,000

Sold 05/21/25

6
Bedrooms
7,285
Square Feet
0.63
Acres
a front view of a house with a yard
1/43
4

$5,100,000

Sold 10/03/25

7
Bedrooms
7,140
Square Feet
0.66
Acres
$3,036,350 | 46 Malia Terrace, Chestnut Hill, MA 02467
1/19
5

$3,036,350

Sold 10/06/25

5
Bedrooms
3,909
Square Feet
0.91
Acres
an aerial view of a house with a yard and garden
1/39
6

$7,650,000

Sold 12/11/25

7
Bedrooms
12,814
Square Feet
0.93
Acres
$4,650,000 | 355 Hammond Street, Chestnut Hill, MA 02467
1/39
7

$4,650,000

Sold 06/13/25

6
Bedrooms
5,410
Square Feet
0.40
Acres
$4,400,000 | 27 Suffolk Road, Chestnut Hill, MA 02467
1/21
8

$4,400,000

Sold 09/10/25

6
Bedrooms
5,520
Square Feet
0.67
Acres
$3,300,000 | 98 Spooner Road, Chestnut Hill, MA 02467
1/15
9

$3,300,000

Sold 06/15/26

4
Bedrooms
3,628
Square Feet
0.23
Acres

Location

Add your commute

Property Information for 29 Denny Road

Property Details
Building Information
  • Stories: 2
  • Year Built: 1938
  • Lot Size: 0.43 AC / 18,687 SF

Public Records for 29 Denny Road

Taxable ValueLand$1,495,200Additions$1,165,700Total$2,660,900
Tax Record2025$26,263 ($2,189 / month)
Home Facts
Beds7Baths5.5Total Finished SqFt4,243 SqFtAbove Grade Finished SqFt4,243 SqFtUnfinished Basement SqFt1,169 SqFtStories2Lot Size18,687 SqFtStyleSingle Family ResidenceYear Built1938Year Renovated1963ZoningS15CountyNORFOLKAPNBROO B:278D L:0013 S:0000

Schools near 29 Denny Road

This home is within Brookline School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Private - PK to 12
Private - PK to 6
Rating
School
Distance
Roland Hayes School
PublicPK to 8

Brookline High School
Public9 to 12

Brimmer & May School
PrivatePK to 12

The Chestnut Hill School
PrivatePK to 6

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

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 29 Denny Road, Chestnut Hill, MA 02467
7
5.5
4,243
18,687
3
3.5
2,141
14,871
$3,050,000
4
4,197
27,381
$623,000
6
$2,306,500
4
4,010
17,700
$2,845,000
6
6,010
21,327

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.