Exceptional investment opportunity in the heart of Jamaica Plain! This turnkey 3-family currently generates $11,800/month ($141,600/year) and features two spacious 4-bed/2-bath units and one 3-bed/2-bath unit with separate heating and cooling systems, central air, hardwood floors, oversized decks, and strong in-place rental income. Since purchasing, the owner has completed significant capital improvements, including a new roof (2023), approximately $60,000 in basement improvements, updated bathrooms, kitchen cabinetry, new refrigerators, ranges, microwaves, recent HVAC improvements, and coin/card-operated common laundry. Ideally located just steps to the Green Street MBTA Orange Line, parks, restaurants, shopping, Longwood Medical Area, and major commuter routes. A rare opportunity for investors or 1031 exchange buyers seeking strong cash flow, quality improvements, and long-term appreciation.
For sale
$1,890,000
39 Glen Rd, Jamaica Plain, MA 02130
11beds
3,519sqft
:
Get pre-qualified$12,351/mo
3 Family - 3 Units Up/Down
Built in 1905
-- sqft lot
$1,817,000 Zestimate®
$537/sqft
$-- HOA
What's special
Central airOversized decksNew refrigeratorsHardwood floorsUpdated bathroomsRecent hvac improvementsKitchen cabinetry
- 28 days |
- 498 |
- 23 |
Zillow last checked:
Listing updated:
Listed by:
Bhamin Mukesh Chhatrapati 508-345-3908,
eXp Realty LLC 888-854-7493
Source: MLS PIN,MLS#: 73549729
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 11
- Bathrooms: 6
- Full bathrooms: 6
Heating
- Forced Air
Cooling
- Central Air
Appliances
- Included: Range, Dishwasher, Disposal, Microwave, Refrigerator
Features
- Crown Molding, Stone/Granite/Solid Counters, Upgraded Cabinets, Bathroom With Tub & Shower, Living Room, Kitchen
- Flooring: Hardwood
- Basement: Full,Finished
- Has fireplace: No
Interior area
- Total structure area: 3,519
- Total interior livable area: 3,519 sqft
- Finished area above ground: 3,519
Property
Parking
- Total spaces: 4
- Parking features: Garage
- Garage spaces: 1
- Uncovered spaces: 3
Features
- Patio & porch: Deck
- Exterior features: Balcony/Deck
Lot
- Size: 4,109 Square Feet
- Features: Corner Lot
Details
- Parcel number: 1351871
- Zoning: R3
Construction
Type & style
- Home type: MultiFamily
- Property subtype: 3 Family - 3 Units Up/Down
Materials
- Frame
- Foundation: Stone
Condition
- Year built: 1905
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Laundromat, Highway Access, T-Station
Location
- Region: Jamaica Plain
Financial & listing details
- Price per square foot: $537/sqft
- Tax assessed value: $1,424,200
- Annual tax amount: $17,824
- Date on market: 7/14/2026
- Total actual rent: 11800
Estimated market value
$1,817,000
$1.73M - $1.91M
$3,246/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/15/2026 | Listed for sale | $1,890,000+12.8%$537/sqft |
Source: MLS PIN #73549729 Report a problem | ||
| 8/29/2025 | Listing removed | $3,250$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 8/26/2025 | Listed for rent | $3,250-25.3%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 7/15/2024 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 6/16/2024 | Listed for rent | $4,350+11.7%$1/sqft |
Source: Zillow Rentals Report a problem | ||
| 3/27/2023 | Sold | $1,675,000-1.1%$476/sqft |
Source: MLS PIN #73082149 Report a problem | ||
| 2/17/2023 | Contingent | $1,694,000$481/sqft |
Source: MLS PIN #73072561 Report a problem | ||
| 1/27/2023 | Price change | $1,694,000-0.1%$481/sqft |
Source: MLS PIN #73072561 Report a problem | ||
| 1/21/2023 | Listed for sale | $1,695,000-0.1%$482/sqft |
Source: MLS PIN #73072561 Report a problem | ||
| 1/1/2023 | Listing removed | $1,697,000$482/sqft |
Source: MLS PIN #73064045 Report a problem | ||
| 12/26/2022 | Price change | $1,697,000-0.1%$482/sqft |
Source: MLS PIN #73064045 Report a problem | ||
| 12/9/2022 | Listed for sale | $1,699,000-1.5%$483/sqft |
Source: MLS PIN #73064045 Report a problem | ||
| 11/16/2022 | Listing removed | $1,725,000$490/sqft |
Source: MLS PIN #73052543 Report a problem | ||
| 11/3/2022 | Price change | $1,725,000-1.4%$490/sqft |
Source: MLS PIN #73052543 Report a problem | ||
| 10/27/2022 | Listed for sale | $1,750,000-2.1%$497/sqft |
Source: MLS PIN #73052543 Report a problem | ||
| 9/2/2022 | Listing removed | $1,788,000$508/sqft |
Source: MLS PIN #73016485 Report a problem | ||
| 8/9/2022 | Price change | $1,788,000-0.1%$508/sqft |
Source: MLS PIN #73016485 Report a problem | ||
| 8/6/2022 | Price change | $1,789,000-0.3%$508/sqft |
Source: MLS PIN #73016485 Report a problem | ||
| 7/23/2022 | Listed for sale | $1,795,000-4.8%$510/sqft |
Source: MLS PIN #73016485 Report a problem | ||
| 7/22/2022 | Listing removed | -- |
Source: Zillow Rental Manager Report a problem | ||
| 7/18/2022 | Price change | $3,895-1.4%$1/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 6/29/2022 | Listed for rent | $3,950$1/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 6/3/2022 | Listing removed | -- |
Source: MLS PIN #72957361 Report a problem | ||
| 5/13/2022 | Listed for sale | $1,885,000+161.8%$536/sqft |
Source: MLS PIN #72957361 Report a problem | ||
| 10/15/2013 | Sold | $720,000+932.8%$205/sqft |
Source: Public Record Report a problem | ||
| 1/22/1996 | Sold | $69,715-33.2%$20/sqft |
Source: Public Record Report a problem | ||
| 7/21/1995 | Sold | $104,300-52.6%$30/sqft |
Source: Public Record Report a problem | ||
| 1/12/1990 | Sold | $220,000$63/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $16,322 +10.5% | $1,409,500 +4% |
| 2024 | $14,774 +1.5% | $1,355,400 |
| 2023 | $14,557 +6.6% | $1,355,400 +8% |
| 2022 | $13,650 +9.1% | $1,254,600 +7% |
| 2021 | $12,511 +1.1% | $1,172,500 +0% |
| 2020 | $12,378 +87.2% | $1,172,200 |
| 2019 | $6,611 | -- |
| 2018 | $6,611 | -- |
| 2017 | $6,611 | -- |
| 2016 | $6,611 | -- |
| 2015 | $6,611 +10.7% | $545,900 +15% |
| 2014 | $5,972 -4.3% | $474,700 |
| 2013 | $6,238 +8.7% | $474,700 +7.9% |
| 2012 | $5,738 +2% | $440,000 |
| 2011 | $5,628 +6.6% | $440,000 -1% |
| 2010 | $5,281 +4.1% | $444,500 -6.8% |
| 2009 | $5,072 -18.8% | $477,180 -16.2% |
| 2008 | $6,246 -1.4% | $569,360 -1.3% |
| 2007 | $6,337 | $576,620 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: Jamaica Plain
Nearby schools
GreatSchools rating
- 6/10Hernandez K-8 SchoolGrades: PK-6,8Distance: 0.4 mi
- 1/10The English High SchoolGrades: 7-12Distance: 0.4 mi
- NACommunity AcademyGrades: 9-12Distance: 0.1 mi
- $--4 bd2 ba-- sqft37 Glen Rd, Jamaica Plain, MA 02130Off Market
- $483,3004 bd2 ba1.3k sqft39 Glen Rd #3, Boston, MA 02130Off Market
- $475,4004 bd2 ba1.3k sqft39 Glen Rd #2, Boston, MA 02130Off Market
- $472,8003 bd2 ba1.2k sqft39 Glen Rd #1, Boston, MA 02130Off Market
- $--4 bd2 ba1.3k sqft39 Glen Rd #3E, Jamaica Plain, MA 02130Off Market
- $--4 bd2 ba1.3k sqft39 Glen Rd #3R, Jamaica Plain, MA 02130Off Market
- $--4 bd2 ba1.3k sqft39 Glen Rd #2B, Jamaica Plain, MA 02130Off Market
- $--3 bd1 ba1.2k sqft39 Glen Rd #1, Jamaica Plain, MA 02130Off Market
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
Similar homes
- $1,998,9998 bd3 ba2.9k sqft8 Porter St, Jamaica Plain, MA 02130For Sale
MLS ID #73539797, Salustia Ortiz, Dreamcatcher Investment Group, Inc.. MLS PIN - $--8 bd3 ba4.8k sqft103 Townsend St, Dorchester, MA 02121Auction
Auction.com 2 - $1,849,9999 bd3 ba3.5k sqft9 Parkwood Ter, Jamaica Plain, MA 02130For Sale
MLS ID #73534068, Dreamworks Realty Team, Keller Williams Realty Boston South West. MLS PIN - $1,549,0009 bd3 ba3.1k sqft177 Chestnut Ave, Jamaica Plain, MA 02130For Sale
MLS ID #73515805, Stephen Lussier, Arborview Realty Inc.. MLS PIN - $1,800,00010 bd4 ba3.6k sqft86 Chestnut St, Brookline, MA 02445For SaleMLS ID #73559809, Sarah McIntyre, Red Tree Real Estate. MLS PIN
- $1,599,0008 bd3 ba3.3k sqft12 Schiller St, Jamaica Plain, MA 02130For SaleMLS ID #73523150, The J. Pavao Team, Keller Williams South Watuppa. MLS PIN
- $1,300,0008 bd6 ba3.4k sqft3150 Washington St, Jamaica Plain, MA 02130For SaleMLS ID #73478220, Derek Young, Longwood Residential, LLC. MLS PIN
- $1,200,00010 bd3 ba3.7k sqft9 Forbes St, Jamaica Plain, MA 02130For SaleMLS ID #73539061, Jack Silverstein, Prime Time Realty Group, Inc.. MLS PIN
- $1,599,00011 bd3 ba3.8k sqft255 Cambridge St, Allston, MA 02134For SaleMLS ID #73558846, Chris Yang, Metropolitan Realty. MLS PIN
- $1,875,0009 bd3 ba3.6k sqft39 Union St, Boston, MA 02135For SaleMLS ID #73525869, Matt Gorman, EDGE Realty Advisors. MLS PIN
- $1,850,0009 bd3 ba4.1k sqft32 Gordon St, Allston, MA 02134For SaleMLS ID #73551275, The Residential Group, Coldwell Banker Realty - Brookline. MLS PIN
- $1,925,00012 bd3 ba3.9k sqft79 Pleasant St, Dorchester, MA 02125For SaleMLS ID #73468870, Tayler Barbella, Boston Realty Advisors. MLS PIN
- $2,595,0008 bd3 ba3.9k sqft55 South St, Jamaica Plain, MA 02130For SaleMLS ID #73520401, Riley Walters, eXp Realty LLC - Corporate Office. MLS PIN
- $1,845,09912 bd5 ba4.2k sqft8 Colliston Rd, Brighton, MA 02135For SaleMLS ID #73520828, Lexi Crivon, Coldwell Banker Realty - Boston. MLS PIN
- $1,789,0008 bd3 ba3.4k sqft46-46 H St #R, Boston, MA 02127For SaleMLS ID #73549427, Jackie Rooney Team, Rooney Real Estate, LLC. MLS PIN
- $1,569,0008 bd6 ba3.2k sqft164 Boylston St, Jamaica Plain, MA 02130For SaleMLS ID #73512740, Derek Young, Longwood Residential, LLC. MLS PIN
- $1,799,0008 bd6 ba5.2k sqft52 Clifford St, Roxbury, MA 02119For SaleMLS ID #73547376, Markese Daise, Stony Brook & Lennox Realty Advisors. MLS PIN
- $2,150,0008 bd3 ba3.7k sqft67 Old Harbor St, South Boston, MA 02127For SaleMLS ID #73559399, Tony Pepdjonovic, Marcus & Millichap Real Estate Investment Services. MLS PIN
- $1,750,0009 bd5 ba3.9k sqft6 Moreland St, Boston, MA 02119For SaleMLS ID #73529068, Patrick Millane, 617 Real Estate Group, LLC. MLS PIN
- $1,890,0008 bd4 ba3.9k sqft80 Heath St, Somerville, MA 02145For SaleMLS ID #73553200, Wai Kit Or, V & E Realty. MLS PIN
