Rarely available private-entry LOFT with 18+ ft ceilings and remarkable 1930s industrial architectural details. Enjoy the privacy with no neighbors above or below, your own private entry, and fenced enclosed patio. The large bedroom has an oversized custom wood sliding door and fantastic closet storage. Theres a versatile plus space, ideal for an office, den, or guest room. Experience the uniqueness of this home with its vast open spaces, oversized windows and an expansive open-concept kitchen, dining, and living area, complemented by ample storage. Other standouts include garage parking, an in-unit w/d and central A/C. Situated on the Brookline border between Brighton Center and the vibrant Washington Square, you'll have easy access to excellent restaurants and specialty stores. Just minutes to the "T" and access to major highways, this location is a commuter's dream to downtown, Cambridge and Metro-West. Any offer will be reviewed on Tuesday, please submit by 12pm.
- MLS# 73395539
- Date Listed06/24/2025
- Bedrooms 2
- Bathrooms 1 Full baths
- Lot Size 0.03 acres (1,378 sq. ft)
- Sewer Public Sewer
- Property Type Condominium
- County Suffolk
- Year Built 1930
- Water Public
- Square Feet 1,378 sq. ft
- Price Per Sq. Ft $579.83
Interior Features
- Appliances Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
- Flooring Wood
- Cooling Central Air
- Heating Natural Gas, Forced Air
Exterior / Lot Features
- Roof -
- Lot Size Acres 0.03
- Lot Size SQFT 1,378.00
- Lot Features -
Directions
One block from Chiswick Road
Financial Considerations
- HOA Fee $526 Monthly
- Tax Amount $8,597
- Terms Cash, Conventional, FHA, VA Loan
Nearby Schools
Source: School Digger
Public • PK - 5 • Serves this home
0.87 mi
Distance
Boston Green Academy Horace Mann Charter School
Public • 7 - 12 • Serves this home
0.87 mi
Distance
Public • 9 - 12 • Serves this home
0.87 mi
Distance
Public • PK - 5 • Serves this home
0.87 mi
Distance
Public • PK - 1
1.11 mi
Distance
Public • PK - 8
1.26 mi
Distance
Horace Mann School For The Deaf
Public • PK - 12
1.35 mi
Distance
Public • PK - 8
1.63 mi
Distance
Brookline Early Education Program At Clark Road
Public • PK - PK
2.19 mi
Distance
Public • PK - 8
2.56 mi
Distance
Brookline Early Education Program At Beacon
Public • PK - PK
2.84 mi
Distance
Public • PK - 5
3.02 mi
Distance
Public • PK - PK
3.53 mi
Distance
Boston Green Academy Horace Mann Charter School
Public • 7 - 12 • Serves this home
0.87 mi
Distance
Public • 6 - 8
2.03 mi
Distance
Roxbury Preparatory Charter School - Mission Hill
Public • 5 - 8
3.53 mi
Distance
Public • 6 - 8
3.83 mi
Distance
Public • 7 - 12
4.06 mi
Distance
Public • 6 - 8
4.14 mi
Distance
Public • 6 - 8
4.14 mi
Distance
Public • 6 - 8
4.33 mi
Distance
Public • 6 - 8
4.47 mi
Distance
Winthrop L Chenery Middle School
Public • 5 - 8
4.93 mi
Distance
Public • 9 - 12 • Serves this home
0.87 mi
Distance
Public • 9 - 12
0.88 mi
Distance
Public • 9 - 12
2.19 mi
Distance
Public • 9 - 12
2.69 mi
Distance
Public • 9 - 12
3.37 mi
Distance
Edward M. Kennedy Academy For Health Careers
Public • 9 - 10
3.53 mi
Distance
Public • 9 - 12
4.14 mi
Distance
Public • 9 - 12
4.17 mi
Distance
Public • 9 - 12
4.23 mi
Distance
Cambridge Rindge And Latin School
Public • 9 - 12
4.33 mi
Distance
Private • PK - 12
1.15 mi
Distance
Yeshiva Ohr Yisrael High School For Boys
Private • 09 - 12
1.27 mi
Distance
Private • PK - 12
1.27 mi
Distance
Private • KG - UG
1.35 mi
Distance
Saint Joseph Preparatory High School
Private • 09 - 12
1.35 mi
Distance
Private • 09 - 12
1.99 mi
Distance
German International School Boston
Private • PK - 12
2.1 mi
Distance
Private • PK - 12
2.12 mi
Distance
Private • KG - 12
2.19 mi
Distance
Private • 06 - 12
2.25 mi
Distance
Sales & Tax History
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price | Valuation Date | Valuation Price |
|---|---|---|---|---|---|---|
| 7 Hawes St | Listing | 4 | 5 | Dec 16, 2025 | $3,695,000 | Jun 25, 2024 | $4,683,020 |
| 15 St James Street | Listing | 4 | 3 | Oct 23, 2025 | $729,000 | Mar 21, 2024 | $988,050 |
| 7 Hawes St | Listing | 4 | 5 | Dec 16, 2025 | $3,995,000 | Jun 25, 2024 | $4,683,020 |
| 469 Walnut St | 7 | 5 | Dec 08, 2025 | $3,995,000 | Dec 17, 2025 | - |
| 372 Warren Street | 9 | 8 | Dec 09, 2025 | $5,950,000 | Dec 17, 2025 | - |
| 120 Cabot St | 6 | 9 | Nov 26, 2025 | $6,995,000 | Dec 17, 2025 | - |
| 33 Leicester | 5 | 5 | Nov 10, 2025 | $6,595,000 | Dec 17, 2025 | - |
| 67 Franklin Street | 3 | 2 | Oct 25, 2025 | $650,000 | Dec 17, 2025 | - |
| 15 WIGGLESWORTH Street | 4 | 3 | Dec 03, 2025 | $1,187,000 | Dec 17, 2025 | - |
| 784 Commonwealth Avenue | 5 | 4 | Dec 03, 2025 | $1,995,000 | Dec 17, 2025 | - |
Population & Environment
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | 50,617 | 50,617 | 828,750 | 335,858,263 |
| Population Density | 19,384 | 19,384 | 14,251 | 95 |
| People per Household | 2.1 | 2.1 | 2.3 | 2.6 |
| Median Age | 35.5 | 35.5 | 36.7 | 39.1 |
| Median Income | $88,122 | $88,122 | $79,293 | $66,222 |
| Average Income | $50,216 | $50,216 | $48,613 | $35,475 |
| Cost of Living Index | 85 | 85 | 98 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | 22.1°F | 22.1°F | 22.1°F | 22.6°F |
| July Avg. High Temp | 82.2°F | 82.2°F | 82.2°F | 86.2°F |
| Annual Precipitation | 42.53" | 42.53" | 42.53" | 38" |
78/100
Very Walkable
Walk Score ®
76/100
Excellent Transit
Transit Score ®
74/100
Very Bikeable
Bike Score ®
Overview
Most errands can be accomplished on foot. Transit is convenient for most trips. Biking is convenient for most trips.Transit Summary
34 nearby routes: 31 bus, 3 rail, 0 other
Walkability averages in the surrounding area
The average walkability score in the surrounding area is Walk Score: 63/100, Transit Score: 53/100, Bike Score: 64/100.
Property Change History
Points of Interest near 165 Chestnut Hill Ave 3, Boston, MA 02135
211 ft
Distance
211 ft
Distance
370 ft
Distance
475 ft
Distance
581 ft
Distance
581 ft
Distance
634 ft
Distance
158 ft
Distance
211 ft
Distance
211 ft
Distance
211 ft
Distance
475 ft
Distance
158 ft
Distance
211 ft
Distance
211 ft
Distance
211 ft
Distance
475 ft
Distance
158 ft
Distance
211 ft
Distance
211 ft
Distance
211 ft
Distance
422 ft
Distance
528 ft
Distance
581 ft
Distance
422 ft
Distance
528 ft
Distance
581 ft
Distance
581 ft
Distance
686 ft
Distance
Nearby Properties
-
$799,000 Active5 bds • 2 ba • 1,409 sqft
129 Chiswick Rd 6, Boston, MA 02135
Rare and spacious 5-bedroom, 2-bath investment property with one deeded parking space conveniently located next to the back door entrance. Prime location just a short walk to the T station!The good-sized kitchen features granite countertops and stain...Listing by: -
$725,000 Active3 bds • 3 ba • 1,371 sqft
33 Shannon St 3, Boston, MA 02135
This charming top-floor condo in the St Elizabeth's area of Brighton Center is on the market for the first time in almost 20 years. Renovated in 2023 to blend modern amenities with original character, this bright and spacious unit boasts 3 bedrooms...Listing by: -
$699,000 Active3 bds • 3 ba • 1,513 sqft
33 Shannon St 1, Boston, MA 02135
Beautiful Brighton 1513 sqft condominium. This Brighton Center condominium features high ceilings and huge windows that allow ton of Sunlight. Renovated kitchen w/Island, massive bedrooms, and huge study with a closet. Two and a half bathrooms, exclu...Listing by: -
$880,000 Active5 bds • 2 ba • 1,413 sqft
16 Garrison Rd 7, Brookline, MA 02445
Rare opportunity in Brookline. Location! Spacious 5-bedroom, 2-bath condo offering 1,413 sq ft of comfortable living in a professionally managed building. This home features a renovated kitchen with granite countertops, stainless steel appliances, an...Listing by: -
$748,000 Active3 bds • 1 ba • 1,426 sqft
59 Riverview Rd, Boston, MA 02135
Don’t miss this charming three-bedroom, one-bath Craftsman-style bungalow in the heart of Brighton! Step inside to a bright and inviting living space with gorgeous hardwood floors, a welcoming kitchen, dining room, and an enclosed porch perfect for m...Listing by: -
$899,900 Active4 bds • 2 ba • 1,550 sqft
69 Presentation Rd, Boston, MA 02135
Nestled at 69 Presentation Rd, Boston, MA, this beautifully updated single-family residence offers the perfect blend of modern comfort and classic charm in one of Brighton’s most coveted neighborhoods. Built in 1955 and thoughtfully reimagined in 202...Listing by: -
$689,900 Active4 bds • 2 ba • 1,200 sqft
30 Glenville Ave 1, Boston, MA 02134
Cash Cow! Rare opportunity to own this well-maintained unit in the heart of Allston. It has had a very strong cash flow for the past 10 years. The unit currently has a lease of $4,300 until August 2026! You can collect rent from day 1. Spacious 4-be...Listing by: -
$864,900 Active3 bds • 2 ba • 1,489 sqft
159 Washington St 4, Newton, MA 02458
Entire Top Floor 3-Bed 1.5-Bath Newton Condo in Victorian-style building. Step into a charming, sunny, spacious living room with large vaulted ceilings, a fireplace, + custom window seating surrounded by 5 south-facing windows. 1/2 bath conveniently...Listing by: -
$899,800 Active4 bds • 2 ba • 1,546 sqft
4 Remick Terrace, Newton, MA 02458
Fantastic home in a great location on very pretty dead-end street Remick Terrace in a convenient location being only .5 mile from Starbuck's down the street, around the corner from getting on the Mass Pike and only 1.4 miles the the Newtonville T-sta...Listing by: -
$899,800 Active4 bds • 2 ba • 1,546 sqft
4 Remick Terrace 4, Newton, MA 02458
Fantastic home in a great location on very pretty dead-end street Remick Terrace in a convenient location being only .5 mile from Starbuck's down the street, around the corner from getting on the Mass Pike and only 1.4 miles the the Newtonville T-sta...Listing by: -
$839,900 Active2 bds • 2 ba • 1,361 sqft
154 Cypress St 154, Watertown, MA 02472
Don't miss this gorgeous sun-drenched penthouse. This stunning completely remodeled 2020 penthouse condo has an open-concept floor plan and soaring cathedral ceilings creating a spacious open feel. This home is flooded with natural light thanks to s...Listing by: -
$679,900 Active2 bds • 2 ba • 1,364 sqft
199 Coolidge Ave 401, Watertown, MA 02472
Welcome to this sun-drenched 2-bedroom, 2-bath corner unit in one of Watertown's premier luxury concierge buildings, perfectly positioned along the Charles River and right on the Cambridge line. With expansive windows and a spacious layout, this home...Listing by: -
$734,000 Active2 bds • 3 ba • 1,217 sqft
9-17 Baldwin St 15C, Newton, MA 02458
Premier commuter location, coupled with exceptional value. Step inside and feel the potential as an investor or owner occupant. Newly listed and sizable two bedroom, two and a half bath duplex; each bedroom enjoying its own private bath. This condomi...Listing by: -
$789,000 Active2 bds • 2 ba • 1,240 sqft
250 Hammond Pond Pkwy 614S, Newton, MA 02467
South facing, pristine 2 bedroom/ 2 bathroom unit in The Towers of Chestnut Hill! This wonderful condominium on the 6th floor has treetop views and features a 14' x 26' Living/Dining Room which opens to an all white E-I-K with Corian counters, a peni...Listing by: -
$785,000 Active2 bds • 2 ba • 1,285 sqft
250 Hammond Pond Pkwy 1002N, Newton, MA 02467
Discover effortless Chestnut Hill living in this bright and beautifully maintained 2 bedroom, 2 bath rare corner home at the prestigious Towers of Chestnut Hill. Located on the 10th floor, this residence offers sweeping views of conservation land, Bo...Listing by: -
$699,000 Active Under Contract2 bds • 2 ba • 1,285 sqft
250 Hammond Pond Parkway 615N, Newton, MA 02467
This sprawling condominium with southwest exposure and beautiful views is truly a rare find at the Towers of Chestnut Hill. This corner unit showcases tremendous space, light and well-proportioned rooms and expands nearly 1,300 sq. ft. and feels even...Listing by: -
$749,000 Active2 bds • 2 ba • 1,510 sqft
280 Boylston St 415, Newton, MA 02467
The surrounding landscape from this commanding 4th floor welcoming condominium is breathtaking. The unit is freshly painted and showcases tremendous space, light and well-proportioned rooms. Square footage is utilized perfectly and expands 1510 sq. f...Listing by: -
$880,000 Active2 bds • 2 ba • 1,270 sqft
33 Pond Ave 919, Brookline, MA 02445
Spacious modern 2 bed/2 bath condo with gorgeous views overlooking Leverett Pond and Olmsted Park! Open floor plan, Enclosed balcony for extra bonus space, Equally large bedrooms, Master bedroom suite with bath and dressing room, Central A/C, 24 hr....Listing by: -
$795,000 Active3 bds • 1 ba • 1,362 sqft
30 Unity Ave 30, Belmont, MA 02478
Sunny and spacious well maintained 2nd floor condo in a desirable location on the Cambridge line. Updated and renovated, this 8 room, 3 bedroom, 1 bath unit with central air features an open living and dining room with French doors leading to a sunro...Listing by: -
$742,500 Active3 bds • 3 ba • 1,472 sqft
91 Fayette St 91, Watertown, MA 02472
Enter this bright and airy 3-bedroom, 2-bath upper-level condo, conveniently located just outside of bustling Watertown Sq. The main level has a fresh, open layout w/ a renovated kitchen featuring SS appliances, granite countertops, and a sitting pen...Listing by:
Similar Priced Comparison
-
$799,000 Active5 bds • 2 ba • 1409 sqft
129 Chiswick Rd 6
- Home larger by 31 sqft
- Lot smaller by 1,378 sqft
- Older by 10 years
Listing by: -
$989,000 Active2 bds • 2 ba • 1662 sqft
2021 Commonwealth Ave B
- Home larger by 284 sqft
- Lot larger by 284 sqft
- Older by 10 years
Listing by: -
$725,000 Active3 bds • 3 ba • 1371 sqft
33 Shannon St 3
- Home smaller by 7 sqft
- Lot smaller by 1,378 sqft
- Older by 6 years
Listing by: -
$699,000 Active3 bds • 3 ba • 1513 sqft
33 Shannon St 1
- Home larger by 135 sqft
- Lot larger by 135 sqft
- Older by 6 years
Listing by: -
$979,000 Active Under Contract3 bds • 2 ba • 1259 sqft
30 Dighton 3
- Home smaller by 119 sqft
- Lot smaller by 1,378 sqft
- Newer by 93 years
Listing by: -
$649,000 Active3 bds • 1 ba • 908 sqft
12-14 Shannon St 3
- Home smaller by 470 sqft
- Lot smaller by 470 sqft
- Older by 20 years
Listing by: -
$699,000 Active1 bds • 1 ba • 712 sqft
230 Washington St 11
- Home smaller by 666 sqft
- Lot smaller by 1,378 sqft
- Newer by 94 years
Listing by: -
$739,000 Active Under Contract3 bds • 2 ba • 1154 sqft
10 Waldo Ter.
- Home smaller by 224 sqft
- Lot larger by 177 sqft
- Older by 30 years
Listing by: -
$604,000 Active1 bds • 1 ba • 620 sqft
191 Washington St 507
- Home smaller by 758 sqft
- Lot smaller by 1,378 sqft
- Newer by 92 years
Listing by: -
$715,000 Active1 bds • 1 ba • 676 sqft
191 Washington St 413
- Home smaller by 702 sqft
- Lot smaller by 1,378 sqft
- Newer by 92 years
Listing by: -
$815,000 Active1 bds • 1 ba • 720 sqft
191 Washington St 708
- Home smaller by 658 sqft
- Lot smaller by 1,378 sqft
- Newer by 92 years
Listing by: -
$879,000 Active2 bds • 2 ba • 954 sqft
1650 Commonwealth Ave 304A
- Home smaller by 424 sqft
- Lot smaller by 1,378 sqft
- Newer by 88 years
Listing by: -
New$849,000 Active1 bds • 2 ba • 903 sqft
1515 Commonwealth Ave 509
- Home smaller by 475 sqft
- Lot smaller by 1,378 sqft
- Newer by 95 years
Listing by: -
$725,000 Active1 bds • 1 ba • 717 sqft
1515 Commonwealth Ave 303
- Home smaller by 661 sqft
- Lot smaller by 1,378 sqft
- Newer by 95 years
Listing by: -
$649,999 Active2 bds • 2 ba • 974 sqft
147 Kelton 305
- Home smaller by 404 sqft
- Lot smaller by 1,378 sqft
- Newer by 58 years
Listing by: -
$949,000 Active2 bds • 2 ba • 1789 sqft
58 Dustin Street 1
- Home larger by 411 sqft
- Lot smaller by 1,378 sqft
- Older by 30 years
Listing by: -
$899,900 Active4 bds • 2 ba • 1906 sqft
21 Upcrest Rd
- Home larger by 528 sqft
- Lot larger by 2,672 sqft
- Older by 24 years
Listing by: -
$684,000 Active1 bds • 1 ba • 786 sqft
249 Corey Rd 408
- Home smaller by 592 sqft
- Lot smaller by 1,378 sqft
- Newer by 95 years
Listing by: -
$995,000 Active2 bds • 1 ba • 940 sqft
249 Corey Rd 306
- Home smaller by 438 sqft
- Lot smaller by 1,378 sqft
- Newer by 95 years
Listing by: -
$880,000 Active5 bds • 2 ba • 1413 sqft
16 Garrison Rd 7
- Home larger by 35 sqft
- Lot smaller by 1,378 sqft
- Older by 15 years
Listing by:
Nearby Locations
Communities
- Oak Hill Homes For Sale
- Birds Hill Homes For Sale
- Needham Heights Homes For Sale
- Newton Centre Homes For Sale
- Four Corners Homes For Sale
- Dexter Homes For Sale
- West Roxbury Homes For Sale
- Upper Washington - Spring Street Homes For Sale
- South Brookline Homes For Sale
- Wellesley Hills Homes For Sale
- Downtown Homes For Sale
- West Newton Homes For Sale
- Nonantum Homes For Sale
- Metropolitan Hill Homes For Sale
- Metropolitan Hill - Beach Street Homes For Sale
- Roslindale Homes For Sale
- West End Homes For Sale
- Hyde Park Homes For Sale
- Habitat Homes For Sale
- Roxbury Homes For Sale
Nearby Zips
- 02459 Homes For Sale
- 02461 Homes For Sale
- 02494 Homes For Sale
- 02467 Homes For Sale
- 02132 Homes For Sale
- 02492 Homes For Sale
- 02460 Homes For Sale
- 02458 Homes For Sale
- 02465 Homes For Sale
- 02026 Homes For Sale
- 02445 Homes For Sale
- 02131 Homes For Sale
- 02481 Homes For Sale
- 02090 Homes For Sale
- 02136 Homes For Sale
- 02478 Homes For Sale
- 02482 Homes For Sale
- 02138 Homes For Sale
- 02030 Homes For Sale
- 02451 Homes For Sale
Nearby Cities
- Newton, MA Homes for Sale
- Needham Heights, MA Homes for Sale
- Needham, MA Homes for Sale
- Dedham, MA Homes for Sale
- Brookline, MA Homes for Sale
- East Dedham, MA Homes for Sale
- East Watertown, MA Homes for Sale
- Westwood, MA Homes for Sale
- Wellesley, MA Homes for Sale
- Belmont, MA Homes for Sale
- Waltham, MA Homes for Sale
- Dover, MA Homes for Sale
- Cambridge, MA Homes for Sale
- Norwood, MA Homes for Sale
- Weston, MA Homes for Sale
- Boston, MA Homes for Sale
- East Arlington, MA Homes for Sale
- Back Bay, MA Homes for Sale
- Arlington, MA Homes for Sale
- Milton, MA Homes for Sale
Similar Searches
- Boston Land for Sale
- Boston New Homes for Sale
- Boston Single Story Homes for Sale
- Boston Homes with Pools for Sale
- Boston Cheap Homes for Sale
- Boston Luxury Homes for Sale
- Boston Condos for Sale
- Boston Town Homes for Sale
- Boston Commercial for Sale
- Boston Open Houses for Sale
- Boston Two Car Garage Homes for Sale
- Boston Large Lots for Sale
- National Listings
- National Home Values
- Properties in MA
- Home Values in MA
- Other properties in Suffolk, MA
- Other properties in 02135, MA
- Home Values in Boston, MA
Frequently Asked Questions for 165 Chestnut Hill Ave 3
Source: Realty.com
165 Chestnut Hill Ave 3, Boston, MA 02135 is a 1,378 sq. ft. condo listed for sale with 2 bedrooms and 1 bathrooms. Realty.com has 28 photos of this condominium, listed at $799,000. View sales and tax history of condos, use our mortgage calculator and more on Realty.com
Realty.com has 28 photos of 165 Chestnut Hill Ave 3.
Our records indicate that 165 Chestnut Hill Ave 3 was built in 1930.
The full address for this home is 165 Chestnut Hill Ave 3, Boston, MA 02135.
165 Chestnut Hill Ave 3 has been listed on Realty.com since Tue June 24, 2025
Most errands can be accomplished on foot. Transit is convenient for most trips. Biking is convenient for most trips.
The average walkability score in the surrounding area is Walk Score: 63/100, Transit Score: 53/100, Bike Score: 64/100.
There are 3 schools assigned to this home. Check out the schools near 165 Chestnut Hill Ave 3. Winship Elementary School (Grades: PK - 5), Boston Green Academy Horace Mann Charter School (Grades: 7 - 12), Brighton High School (Grades: 9 - 12)
Listing provided courtesy of:
Compass
(tel: 617-303-0067)
Listing agent:
Dana Schaefer
(tel: 617-797-5293)
(#NB110142)
This content last refreshed on 2025-12-17 23:34:46. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 165 Chestnut Hill Ave 3, Boston, MA 02135 : MLS# 73395539