18 Naples Rd, Brookline, MA 02446
Property image
Property image
PENDING

18 Naples Rd
Brookline, MA 02446

  • 5 Beds
  • 6 Baths
  • 5,198 sqft

$5,250,000

Est. Mortgage $31,501/mo*
Get Pre-Qualified

$5,250,000

Est. Mortgage $31,501/mo*
Get Pre-Qualified
5 Beds
6 Baths
5,198 sqft

Home Highlights

Parking
Garage
Outdoor
Deck
Climate Control
Heating & Cooling
Price/Sqft
$1,010
Listed
66 days ago

Local Information

  • Map ViewExplore the area around 18 Naples Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Nestled in the heart of Coolidge Corner on one of Brookline’s most coveted tree-lined streets, this rare, fully updated home offers 5,000+ square feet, 5 bedrooms, and 6 full baths, including a primary suite worthy of a five-star hotel. The main level features a welcoming foyer, formal living room with a marble-mantled fireplace, dining room, wet bar, full bath, soaring 9+ ft ceilings, and a chef’s kitchen with top-of-the-line appliances and an oversized island. A large deck just off the kitchen is perfect for outdoor dining or relaxing after work. The second floor offers 4 spacious bedrooms and a laundry closet, while the third floor includes a 5th bedroom and full bath. The finished lower level features a home office, full bath, and laundry room. Completing the home is a detached 2-car garage with EV charging, making 18 Naples truly exceptional.

Home Details for 18 Naples Rd

Interior Features

Interior Details
Basement: Full,FinishedNumber of Rooms: 10Types of Rooms: Master BathroomWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 6
Dimensions and Layout
Living Area: 5198 Square Feet
Appliances & Utilities
Utilities: for Electric Range, for Electric Oven, for Electric DryerAppliances: Electric Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Washer/Dryer, Range HoodDishwasherDisposalDryerLaundry: Electric Dryer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Wood, Tile, Marble
Levels, Entrance, & Accessibility
Floors: Wood, Tile, Marble

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck - CompositeFencing: FencedExterior: Deck - Composite, Balcony, Sprinkler System, Fenced YardFoundation: StoneSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 4Parking: Detached,Garage Door Opener,Off Street
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3790Finished Area (below surface): 1408

Days on Market

Days on Market: 66

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: B:064 L:0006 S:0000, 30587

Price & Status

Price
List Price: $5,250,000Price Per Sqft: $1,010
Status Change & Dates
Off Market Date: Sat Jun 20 2026

Active Status

MLS Status: Under Agreement

Location

Direction & Address
City: Brookline
School Information
Elementary School: Florida Ruffin RidleyHigh School: Brookline High

Agent Information

Listing Agent
Listing ID: 73528174

Building

Building Area
Building Area: 5198 Square Feet

Community

Community Features: Public Transportation, Shopping, Tennis Court(s), Medical Facility, House of Worship, Private School, Public School, T-Station, UniversityNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 5198 sqft

Miscellaneous

BasementMls Number: 73528174Above Grade Unfinished Area: 3790

Additional Information

Public TransportationShoppingTennis Court(s)Medical FacilityHouse of WorshipPrivate SchoolPublic SchoolT-StationUniversity
Last check for updates: about 10 hours ago
Listing courtesy of Scott Goldsmith, (617) 529-2434
Gibson Sotheby's International Realty, (617) 264-7900
Sean Preston, (617) 855-8502
Source: MLS PIN, MLS#73528174
Also Listed on MLS PIN.

Market trends in Brookline

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.4M
$16.67KMoM
Sale-to-List Price
99.9%
Price per sq ft
$796
$17MoM
Available listings
253
15MoM

Price History for 18 Naples Rd

DatePriceEventSource
06/20/2026$5,250,000PendingMLS PIN #73528174
06/02/2026$5,250,000Listed For SaleMLS PIN #73528174
12/23/2023$2,995,000ListingRemovedMLS PIN #73175624
10/31/2023$2,995,000Listed For SaleMLS PIN #73175624

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Property Tax and Assessment

Year2025
Tax$21,652
Assessment$2,193,700
Home facts updated by county records

Comparable Sales for 18 Naples Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
36 Naples Rd, Brookline, MA
0.04
Single-Family Home
$4,200,000
06/05/26
6
6.5
6,000
123 Centre St, Brookline, MA
0.10
Single-Family Home
$4,070,000
06/30/26
5
4.5
4,800
17 Coolidge St, Brookline, MA
0.16
Single-Family Home
$3,261,000
05/05/26
6
4.5
4,545
105 Babcock St, Brookline, MA
0.26
Single-Family Home
$3,595,000
05/04/26
5
4.5
4,882
62 Fuller St, Brookline, MA
0.05
Single-Family Home
$2,525,000
07/02/26
6
3
4,605
121 Thorndike St, Brookline, MA
0.17
Single-Family Home
$2,375,000
07/31/26
5
3.5
3,195
66 Summit Ave, Brookline, MA
0.31
Single-Family Home
$3,860,000
11/20/25
6
5.5
5,789
11 Abbottsford Rd, Brookline, MA
0.32
Single-Family Home
$2,621,500
12/29/25
8
4.5
4,720
6 Elba St, Brookline, MA
0.47
Single-Family Home
$3,000,000
12/09/25
5
4.5
2,997

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 18 Naples Rd.
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 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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."
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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"
    0
    Flag
  • 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"
    0
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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 "
    0
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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!"
    0
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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
    Flag
  • 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

LGBTQ Local Legal Protections

Scott Goldsmith, Gibson Sotheby's International Realty, (617) 264-7900
Agent Phone: (617) 529-2434
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.
18 Naples Rd, Brookline, MA 02446 is a 5 bedroom, 6 bathroom, 5,198 sqft single-family home built in 1900. This property is currently available for sale and was listed by MLS PIN on Jun 2, 2026. The MLS # for this home is MLS# 73528174.