44 High St #1, Brookline, MA 02445
OFF MARKET

44 High St #1
Brookline, MA 02445

High Street Hill
  • 5 Beds
  • 2.5 Baths
  • 3,150 sqft

$1,985,700

Trulia Estimate
as of Jun 11, 2026
Est. Refi. Payment $11,898/mo*
Refinance Your Home

$1,985,700

Trulia Estimate
as of Jun 11, 2026
Est. Refi. Payment $11,898/mo*
Refinance Your Home
5 Beds
2.5 Baths
3,150 sqft

Local Information

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

Description

Available JULY 1

Elegant, fully furnished Victorian rental in Brookline's sought-after Pill Hill neighborhood. This sun-filled 5-bedroom, 2.5-bathroom single-family home offers over 3,150 square feet of updated living space, a beautifully landscaped private garden and bluestone terrace, and parking for six vehicles. Near Brookline Village, Coolidge Corner, Jamaica Plain, and Longwood Medical Area.

Unit features:
-Hardwood floors
-Fully renovated chef's kitchen with higher-end appliances, quartz counters, kitchen island, custom mosaic subway tile flooring
-Large living room
-Separate dining room
-Five bedrooms ranging from medium to extra large in size
-Two full modern baths plus an additional half bath
-Free laundry
-Driveway parking
-Beautifully landscaped yard and patio area
-Cats negotiable (no dog)
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. This description is from September 02, 2025

Home Highlights

Parking
No Info
Outdoor
No Info
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 44 High St #1

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Price History for 44 High St #1

DatePriceEventSource
09/03/2025$8,750ListingRemovedZillow Rentals
06/05/2025$8,750Listed For RentZillow Rentals

Market trends in Brookline

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
Sale-to-List Price
99.0%
Price per sq ft
$809
Available listings
227
28MoM
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Homes for rent near 44 High St #1

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Comparable Sales for 44 High St #1

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Irving St, Brookline, MA
0.10
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
36 Allerton St, Brookline, MA
0.04
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
7 Dana St, Brookline, MA
0.44
Single-Family Home
$3,525,000
08/05/25
5
2.5
3,315
27 Walnut Pl, Brookline, MA
0.26
Single-Family Home
$3,950,000
08/01/25
4
3.5
4,232
236 Walnut St, Brookline, MA
0.30
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
50 Waverly St, Brookline, MA
0.36
Single-Family Home
$2,445,000
05/12/26
4
2
2,383
23 Toxteth St, Brookline, MA
0.42
Single-Family Home
$2,201,000
06/23/25
4
2.5
2,634
71 Greenough St, Brookline, MA
0.56
Single-Family Home
$3,019,999
04/03/26
4
3
3,422
61 Toxteth St, Brookline, MA
0.51
Single-Family Home
$2,525,000
04/15/26
5
1.5
2,484
209 High St, Brookline, MA
0.39
Single-Family Home
$2,150,000
04/16/26
4
3.5
2,332

Nearby homes

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Assigned Schools

These are the assigned schools for 44 High St #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 44 High St #1

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Off Market Homes Near 44 High St #1

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44 High St #1, Brookline, MA 02445 is a 5 bedroom, 3 bathroom, 3,150 sqft single-family home. 44 High St #1 is located in High Street Hill, Brookline. This property is not currently available for sale. The current Trulia Estimate for 44 High St #1 is $1,985,700.