21 Naples Rd #2, Brookline, MA 02446
OFF MARKET

21 Naples Rd #2
Brookline, MA 02446

  • 4 Beds
  • 3.5 Baths
  • 2,264 sqft

$2,300,600

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $13,172/mo*
Refinance Your Home

$2,300,600

Trulia Estimate
as of May 10, 2026
Est. Refi. Payment $13,172/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,264 sqft

Homes for sale near 21 Naples Rd #2

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Apartments for Rent

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Local Information

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

Description

Located on one of Coolidge Corner’s most sought-after streets, this 4BD, 3.5BA upper-level duplex blends contemporary craftsmanship with bespoke finishes. Gut renovated in 2022, and thoughtfully designed by Urbaness, property offers 2,264SF of living space spread over 2 spacious levels. Flooded with natural light, enter into an open-concept floor plan designed for today’s modern living with high ceilings and crisp contemporary aesthetic throughout. Highlighted by sunny southern exposure, the stunning kitchen is equipped with high-end appliances, large center island, ample pantry storage, and rear deck. Dining area with gas fireplace and custom built-ins flows into comfortable living room. Primary Suite on main level features ensuite bathroom and walk-in closet. Half bath and bonus office space with deck complete level. The top floor features generous landing, 1 ensuite bedroom, 2 add’l bedrooms and 1 full bath. Ideal location steps from Coolidge Corner and Ridley School.
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 April 04, 2023

Home Highlights

Parking
1 Parking Spaces
Outdoor
Deck
A/C
Heating & Cooling
HOA
$425/Monthly
Price/Sqft
No Info
Listed
127 days ago

Home Details for 21 Naples Rd #2

Interior Features

Interior Details
Basement: NoneNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2264 Square Feet
Appliances & Utilities
Utilities: for Gas Range, Washer HookupAppliances: Range, Dishwasher, Microwave, Refrigerator, Range HoodDishwasherLaundry: Washer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: Central,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Tile, Hardwood, Flooring - Hardwood
Levels, Entrance, & Accessibility
Number of Stories: 2Entry Location: Unit Placement(Upper)Floors: Tile, Hardwood, Flooring Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: DeckExterior: Balcony / Deck, Deck, Balcony
Parking & Garage
Open Parking Spaces: 1No GarageParking Spaces: 1Parking: Off Street
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1900Year Renovated: 2022
Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium, Townhouse, DuplexStructure Type: Townhouse, 2/3 Family, DuplexArchitecture: Townhouse,2/3 Family,Duplex
Building
Construction Materials: FrameAttached To Another StructureDoes Not Include Home Warranty
Property Information
Not Included in Sale: No Washer/Dryer Included In Sale.Parcel Number: 30187

Price & Status

Price
List Price: $2,235,000
Status Change & Dates
Off Market Date: Thu Feb 23 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Brookline
School Information
Elementary School: Ridley SchoolHigh School: Brookline High

Building

Building Area
Building Area: 2264 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, House of Worship, Public School, T-Station, UniversityNot Senior Community

HOA

HOA Fee Includes: Water, Sewer, Insurance, Maintenance Grounds, Snow RemovalHOA Fee: $425/Monthly

Offer

Contingencies: Pending P&S

Miscellaneous

Mls Number: 73074978

Additional Information

Public TransportationShoppingParkHouse of WorshipPublic SchoolT-StationUniversity
Last check for updates: about 7 hours ago
Listed by Hilary Maddox Team, (617) 921-2097
Compass, (617) 752-6845
Taylor Lattari, (617) 921-2097
Bought with: The Bushari Team Compass, (617) 245-8200, Compass, (617) 206-3333
Source: MLS PIN, MLS#73074978

Price History for 21 Naples Rd #2

DatePriceEventSource
04/03/2023$2,000,000Sold
MLS PIN #73074978
02/17/2023$2,235,000ContingentMLS PIN #73074978
01/31/2023$2,235,000Listed For SaleMLS PIN #73074978
11/21/2022ListingRemovedRE/MAX International
10/12/2022$2,395,000PriceChange
MLS PIN #72987819
09/12/2022$2,465,000PendingToActiveMLS PIN #72987819
09/04/2022$2,465,000PendingRE/MAX International #72987819
09/04/2022$2,465,000ContingentMLS PIN #72987819
08/31/2022$2,465,000PriceChange
MLS PIN #72987819
07/19/2022$2,500,000PriceChange
MLS PIN #72987819
05/26/2022$2,600,000Listed For SaleMLS PIN #72987819
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Property Tax and Assessment

Year2025
Tax$23,683
Assessment$2,399,500
Home facts updated by county records

Comparable Sales for 21 Naples Rd #2

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
188 Mason Ter #188, Brookline, MA
0.28
Townhouse
$2,475,000
12/15/25
4
3.5
2,585
186 Mason Ter #186, Brookline, MA
0.28
Townhouse
$2,600,000
12/09/25
4
3.5
2,504
107 Centre St #A, Brookline, MA
0.10
Townhouse
$1,510,000
01/15/26
3
2
1,726
125 Crowninshield Rd #125, Brookline, MA
0.39
Townhouse
$1,745,000
04/02/26
3
2.5
2,163
61 Mason Ter #61, Brookline, MA
0.43
Townhouse
$2,580,000
06/16/25
4
3.5
2,748
96 Verndale St #1, Brookline, MA
0.38
Townhouse
$2,520,000
06/02/25
5
4.5
3,153
67 Francis St #67, Brookline, MA
0.68
Townhouse
$2,554,000
11/14/25
4
3.5
2,563
85 Naples Rd #2, Brookline, MA
0.16
Townhouse
$3,700,000
01/22/26
6
5.5
4,347
85 Naples Rd #1, Brookline, MA
0.16
Townhouse
$4,000,000
03/02/26
6
4.5
5,397
149 Babcock St #149, Brookline, MA
0.33
Townhouse
$3,775,000
08/04/25
4
5
3,872

Assigned Schools

These are the assigned schools for 21 Naples Rd #2.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Brookline

At least 421 Trulia users voted on each feature.

  • 94 % Say there are sidewalks

  • 90 % Say it's dog friendly

  • 87 % Say it's walkable to restaurants

  • 87 % Say it's walkable to grocery stores

  • 84 % Say people would walk alone at night

  • 81 % Say streets are well-lit

  • 67 % Say kids play outside

  • 60 % Say there's holiday spirit

  • 59 % Say there's wildlife

  • 52 % Say parking is easy

  • 51 % Say they plan to stay for at least 5 years

  • 51 % Say it's quiet

  • 48 % Say neighbors are friendly

  • 39 % Say car is needed

  • 39 % Say yards are well-kept

  • 33 % Say there are community events

Learn more about our methodology.
  • Rockygranahan
    "A quick and easy walk to the T. Total commute to downtown Boston from Coolidge Corner ranges between 15-25 minutes consistently."
    0
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  • Kai Hsin Chang
    "Very convenient to do grocery and most people live here use public transportation because there’s no street parking. People who want to do street parking should apply for parking permits."
    0
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  • Sydney Reitz
    "Events at the Coolidge corner theatre, Brookline day on Harvard street in Coolidge corner, open holiday meals at the United Parish church"
    0
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  • Sydney Reitz
    "The sidewalks and streets are well-maintained even in inclement weather. Traffic is only bad around the Longwood medical area and major streets around rush hour. Pub trans is easy and safe."
    0
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  • Austin Wozniak
    "Multiple dog friendly, off-leash parks in the community and many great places to walk a dog. The community is very dog friendly. "
    0
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  • Loming1986
    "Only limited (a hand-full) dog parks available, I wish there are more. Many neighbors have dogs and it’s a very dog friendly neighborhood."
    0
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  • Trulia User
    "Clean, safe and quiet. People are very friendly. Access ti public transportation. Love this place very much."
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  • Trulia User
    "The neighborhood is great environment to raise a family. It’s peaceful, clean and quiet. We would love to be here to raise our kids here. "
    0
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  • Trulia User
    "I’v stayed in a hotel in this neighborhood. It is a beautiful area with many shops to explore. Hope to move to this area. "
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  • Trulia User
    "Near everything. Train across the street, restaurants, coffee shops, etc JP is part of Boston. Vibrant community. Diverse. High incomes mixed with low. "
    1
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  • Trulia User
    "Yes, the area has many dog parks, both on and off leash. Most apartment buildings are dog friendly and neighbors have been very accepting. "
    0
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  • Aliana P.
    "It’s a quick commute to downtown, especially if you live on the D line. Very convenient. It’s also a very walkable area with all stores and necessities close by. "
    1
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  • Juana B.
    "It’s very safe and great school system!! I been leaving here for 11 years and I love it and my kids too"
    2
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  • Jiyoung W.
    "Lots of other friendly dog owners, plus lots of little parks and green space for pups to run around (especially Amory Park!). Lots of businesses in the area have dog treat jars too!"
    1
    Flag
  • Adriana P.
    "It seems let friendly. Lots of parks and spaces for dogs to run. I don’t have a dog but I have friends with dogs"
    0
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  • Archana B.
    "Lived here for 5 years. I highly recommend it. It is getting more expensive. Some areas are more family friendly than others. "
    0
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  • Deiabarroso86
    "Very safe, with a lot of stores around.. Beacon Street is a beautiful street and we have the Reservoir nearby, which is a good place for a walk."
    1
    Flag
  • Josie E.
    "The kids walk to school on a tree-lined street and neighbors know each other. A little oasis in the city "
    4
    Flag
  • Caroline
    "Drive to Watertown or take shuttle provided by my place of employment. Easy access to city via C or D green line. "
    0
    Flag
  • Dma333
    "Diverse, safe, close to everything, friendly neighbors, great schools, playgrounds in walking distance"
    0
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  • Steve L.
    "Hancock Village in Chestnut Hill is a good place to live overall. Sometimes the management office puts together special functions like handing out cider doughnuts in the fall, or flowers to plant - both gratis. (And more as well but too much to detail)."
    4
    Flag
  • Dma333
    "Block party in September Close to a great school Playgrounds nearby Diverse community Easy access to many communities "
    1
    Flag
  • Szonja.ruppert
    "Lots of greens, parks, even bags for dogpoop is put to parks. Not many pet shops in walking distance"
    0
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  • Scottcunha311
    "Halloween’s are very popular especially on clark rd. Great location to Cleveland circle and both bu and bc can take train anywhere or easily get a bus there’s no shortsge of things to do"
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  • Jawaher A.
    "Good schools, no stealing, good neighbors, good place to kids to play, not far away from BU university, there is driving school, all government facilities around us, Uber so expensive but it is available all time, there is ice cream shop and Starbucks around us also a lot of restaurants and malls "
    2
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  • Courtney C.
    "Safe and homey - education is good but property tax is rising. Commute is perfect - only ten minute drive away from my work site. "
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  • Luis B.
    "Lots of commerce within walking distance and easier access to the city by public transportation. Also very good public schools"
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  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
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  • Jawaher A.
    "I love this area coz its safe and beautiful and the neighbors are nice and kind and there is a lot of great people "
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  • Oliver L.
    "I walk to work in the medical area. T stops make getting to the center easy. It is quite possible to live without a car."
    0
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  • Sophie
    "The community center holds a lot of interesting activities like Mahjong, movies, reading, yoga and concerts. Also we have a greeeat library here!"
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  • Kathy U.
    "Many dog parks around the Coolidge corner area. Many off leash areas too. The dog community it big in this neighborhood "
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  • Heli C.
    "The schools are excellent, and neighbors tend to know each other. We are a ‘suburb’ of Boston but also officially a town with numerous distinct village neighborhoods, most of which are walkable to restaurants and amenities. Brookline has a fairly international mix of people, with families from all over the world coming here to study and work at the nearby Harvard teaching hospitals."
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  • Ptetrault
    "It is a safe, welcoming and peaceful neighborhood. Heath is a great school. Close to T trains and buses."
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  • Pat B.
    "It's dog friendly...there's lots of parks around to take pets."
    0
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  • Pat B.
    "There's some strange people who are around, but they're harmless. There's lots of daycare places, so if someone has a young kid there's lots of options nearby."
    1
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  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
    1
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LGBTQ Local Legal Protections

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Homes for rent near 21 Naples Rd #2

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Off Market Homes Near 21 Naples Rd #2

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21 Naples Rd #2, Brookline, MA 02446 is a 4 bedroom, 4 bathroom, 2,264 sqft townhouse built in 1900. This property is not currently available for sale. 21 Naples Rd #2 was last sold on Apr 3, 2023 for $2,000,000 (11% lower than the asking price of $2,235,000). The current Trulia Estimate for 21 Naples Rd #2 is $2,300,600.