33 Naples Rd, Brookline, MA 02446
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Property image
OFF MARKET

33 Naples Rd
Brookline, MA 02446

  • 6 Beds
  • 4 Baths
  • 4,455 sqft

$3,945,700

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $23,547/mo*
Refinance Your Home

$3,945,700

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $23,547/mo*
Refinance Your Home
6 Beds
4 Baths
4,455 sqft

Home Value

Trulia Estimate
$3.95M
Since last month
Decreased$40K (-1%)
Since last year
Increased$221K (+6%)
Since last sale
Increased$1M (+34.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +76% in the last 10 years
MonthEstimated value
2026
August 2026$3.93M
July 2026$3.97M
June 2026$4.04M
May 2026$3.99M
April 2026$3.95M
March 2026$3.92M
February 2026$3.74M
January 2026$3.67M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
62 Fuller St, Brookline, MA
0.09
Single-Family Home
$2,525,000
07/02/26
6
3
4,605
121 Thorndike St, Brookline, MA
0.16
Single-Family Home
$2,375,000
07/31/26
5
3.5
3,195
123 Centre St, Brookline, MA
0.15
Single-Family Home
$4,070,000
06/30/26
5
4.5
4,800
36 Naples Rd, Brookline, MA
0.03
Single-Family Home
$4,200,000
06/05/26
6
6.5
6,000
17 Coolidge St, Brookline, MA
0.21
Single-Family Home
$3,261,000
05/05/26
6
4.5
4,545
105 Babcock St, Brookline, MA
0.21
Single-Family Home
$3,595,000
05/04/26
5
4.5
4,882
95 Babcock St, Brookline, MA
0.20
Single-Family Home
$4,050,000
08/13/26
5
4.5
3,738
11 Abbottsford Rd, Brookline, MA
0.28
Single-Family Home
$2,621,500
12/29/25
8
4.5
4,720
77 Thorndike St, Brookline, MA
0.13
Single-Family Home
$2,300,000
06/09/26
5
2
3,373
66 Summit Ave, Brookline, MA
0.35
Single-Family Home
$3,860,000
11/20/25
6
5.5
5,789

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
96 Beals St #1, Brookline, MA 02446
0.05
$2,062,700
4
3.5
3,334
Off Market
36 Naples Rd, Brookline, MA 02446
0.03
$4,200,000
6
6.5
6,000
Recently Sold
51 Naples Rd, Brookline, MA 02446
0.05
$2,976,500
4
3.5
4,009
Off Market
30 Naples Rd #1, Brookline, MA 02446
0.03
$1,862,100
3
3
2,681
Off Market
30 Naples Rd #2, Brookline, MA 02446
0.03
$2,688,100
4
3.5
2,795
Off Market
83 Fuller St #2, Brookline, MA 02446
0.04
$2,805,000
4
3
3,000
Recently Sold
97 Fuller St #PENTHOUSE, Brookline, MA 02446
0.05
-
3
2
1,681
Off Market
38 Stedman St #38, Brookline, MA 02446
0.07
$4,400,000
4
3.5
3,006
Recently Sold
40 Stedman St, Brookline, MA 02446
0.07
$3,948,000
4
3.5
2,924
For Sale
40 Stedman St #0, Brookline, MA 02446
0.07
$3,948,000
4
3.5
2,924
For Sale
16 Naples Rd, Brookline, MA 02446
0.05
-
7
3
3,627
Off Market
69 Naples Rd, Brookline, MA 02446
0.09
$3,780,300
6
3.5
4,071
Off Market

Local Information

  • Map ViewExplore the area around 33 Naples Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1903
Living Area
4,455 sqft
Price/Sqft
$886

About this House

Rare single family offering in the heart of Coolidge Corner. A work of art with 6 bedrooms, 4 full baths and 3 floors of living space filled with sumptuous millwork, soaring ceilings and stately proportions of a bygone era with a floor plan for a modern lifestyle. Stunning entry with grand staircase and tin ceilings opens to elegant parlor outfitted with romantic fireplace & huge windows & stately dining room. Bright, sunny granite and stainless kitchen opens to family room. Fabulous master suite on second level with walk in closet & bath, additional bedroom & bath plus an office, fireplaced sitting room & laundry. The third floor features 4 additional bedrooms, one that is ideal for a play, recreation or exercise room along with a full bath. A lovely patio, 2 balconies, parking for 4 cars & private yard complete this once in a lifetime treasure. Walk to Coolidge Corner School, public transportation, shops, restaurants, theater, parks & so much more. Private showings by appt only.
33 Naples Rd, Brookline, MA 02446 is a 6 bedroom, 4 bathroom, 4,455 sqft single-family home built in 1903. It last sold for $2,920,000 on Jul 21, 2020. It is currently off market. The Trulia Estimate is $3,945,700, with a rent estimate of $13,591/month.

Home Details for 33 Naples Rd

Interior Features

Interior Details
BasementNumber of Rooms: 12Ceiling Fan
Heating & Cooling
Heating: Other, GasAir ConditioningCooling System: WallHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Carpet, Hardwood
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: SlateExterior: WoodPatioPorchSprinkler System

Property Information

Year Built
Year Built: 1903Year Updated: 1983
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 6098 sqft

Price and Tax history

DateEventPrice
Jul 21, 2020
Source: N/A
Sold
$2,920,000
May 24, 2020
Source: Agent Provided
Pending
$2,950,000
May 18, 2020
Source: Agent Provided
Listed For Sale
$2,950,000
Mar 17, 2020
Source: Agent Provided
ListingRemoved
$3,250,000
Feb 25, 2020
Source: Agent Provided
Listed For Sale
$3,250,000

Market trends in Brookline

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.22M
$182KMoM
Sale-to-List Price
99.7%
0.2%MoM
Price per sq ft
$816
$19MoM
Available listings
216
37MoM
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Around this home

What Locals Say about Brookline

At least 422 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

  • 40 % Say car is needed

  • 39 % Say yards are well-kept

  • 33 % Say there are community events

Sourced by Trulia users. 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
    Flag
  • 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. "
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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. "
    0
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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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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. "
    0
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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. "
    0
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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."
    0
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  • Pat B.
    "It's dog friendly...there's lots of parks around to take pets."
    0
    Flag
  • 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
    Flag
  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
    1
    Flag

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Explore by feature - Pet Friendly

318 pet-friendly rentals in Brookline, MA

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Homes for sale near 33 Naples Rd

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Off Market Homes Near 33 Naples Rd

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Frequently asked questions about 33 Naples Rd

  • What is 33 Naples Rd estimated to be worth?
    Trulia's estimated value for 33 Naples Rd in Brookline, MA is $3,945,700.
  • What is the price history for 33 Naples Rd?
    33 Naples Rd in Brookline, MA last sold for $2,920,000 in July 2020.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.22M. That is down $182K from the prior month.
  • Does 33 Naples Rd have air conditioning?
    Yes, 33 Naples Rd in Brookline, MA has air conditioning.
  • Does 33 Naples Rd have laundry facilities?
    Yes, 33 Naples Rd in Brookline, MA has in-unit laundry.