287 Chestnut St, Newton, MA 02465
Property image
Property image
OFF MARKET

$3,745,200

Trulia Estimate
  • 6 Beds
  • 4.5 Baths
  • 5,951 sqft (on 0.52 acres)

287 Chestnut St, Newton, MA 02465

West Newton
Est. Refi. Payment $22,860/mo*
Refinance Your Home
Currently Off Market - Sold Jul 10, 2024 for $2,762,500

Home Value

Trulia Estimate
$3.75M
Since last month
Decreased$115K (-3%)
Since last year
Increased$829K (+29.1%)
Since last sale
Increased$914K (+33.1%)
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 +64% in the last 10 years
MonthEstimated value
2026
September 2026$3.68M
August 2026$3.75M
July 2026$3.79M
June 2026$3.85M
May 2026$3.94M
April 2026$3.86M
March 2026$4.02M
February 2026$3.35M
January 2026$3.01M
2025
2024
2023
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
279 Chestnut St, Newton, MA
0.02
Single-Family Home
$3,000,000
11/14/25
4
4.5
4,297
222 Prince St, Newton, MA
0.07
Single-Family Home
$4,677,000
12/02/25
6
5
6,445
69 Prince St, Newton, MA
0.25
Single-Family Home
$3,950,000
09/18/25
6
4.5
7,226
26 Sewall St, Newton, MA
0.30
Single-Family Home
$3,210,000
04/24/26
5
4
4,445
249 Highland St, Newton, MA
0.28
Single-Family Home
$2,900,000
11/06/25
4
3.5
3,986
39 Valentine Park, Newton, MA
0.13
Single-Family Home
$2,800,000
12/12/25
5
4
3,894
49 Shaw St, Newton, MA
0.50
Single-Family Home
$3,180,000
09/04/26
6
5.5
6,478
81 Fuller St, Newton, MA
0.28
Single-Family Home
$3,960,000
07/01/26
6
6.5
7,319
10 Ruane Rd, Newton, MA
0.29
Single-Family Home
$2,650,000
01/06/26
4
3.5
4,393
40 Sewall St, Newton, MA
0.31
Single-Family Home
$4,500,000
05/07/26
6
6.5
6,301

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
279 Chestnut St, Newton, MA 02465
0.02
$3,092,000
4
4.5
4,297
Off Market
222 Prince St, Newton, MA 02465
0.07
$4,677,000
6
5
6,445
Recently Sold
54 Hampshire St, Newton, MA 02465
0.10
$2,750,000
4
3.5
4,468
For Sale
22 Barnstable Rd, Newton, MA 02465
0.10
$3,061,200
4
3.5
3,868
Off Market
33 Berkeley St, Newton, MA 02465
0.13
$3,037,100
6
4.5
4,307
Off Market
141 Prince St, Newton, MA 02465
0.12
$5,969,100
6
7
7,978
Off Market
39 Valentine Park, Newton, MA 02465
0.13
$2,800,000
5
4
3,894
Recently Sold
34 Exeter St, Newton, MA 02465
0.15
$4,989,900
7
4.5
5,780
Off Market
60 Howland Rd, Newton, MA 02465
0.19
$6,543,300
7
8
11,489
Off Market
28 Bristol Rd, Newton, MA 02465
0.18
$5,993,900
7
5
8,614
Off Market
25 Bonad Rd, Newton, MA 02465
0.21
$3,353,700
6
4
4,225
Off Market

Local Information

  • Map ViewExplore the area around 287 Chestnut St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1880
0.52 acre lot
5,951 sqft
$629/sqft
Garage

About this House

This charming Queen Anne Victorian on West Newton Hill exudes elegance and timeless appeal. Situated on a picturesque half-acre of lush land on the corner of Prince st, this home showcases intricate architectural details throughout. Upon entering, you're welcomed by a grand foyer adorned with stained glass windows, leading to the formal living room, library, and dining room, all boasting cozy fireplaces. The main level also features an oversized kitchen with a sun-drenched breakfast room, perfect for enjoying morning coffee, and offering access to a spacious deck, ideal for outdoor gatherings.The 2nd level is home to an en-suite primary bedroom, along with three additional bedrooms and a full bathroom. On the 3rd floor, you'll find two more bedrooms, an office, another full bathroom, and a bonus room complete w/ a convenient kitchenette. Additionally, there's a 4th floor bedroom and bathroom. Detached 4 car heated garage with great storage. Easy access to Pike and Rt 128.
287 Chestnut St, Newton, MA 02465 is a 6 bedroom, 5 bathroom, 5,951 sqft single-family home in West Newton, built in 1880. It last sold for $2,762,500 on Jul 10, 2024 (7% below the $2,980,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,745,200, with a rent estimate of $6,817/month.
Last check for updates: about 10 hours ago
Listed by Deborah M. Gordon, (617) 974-0404
Coldwell Banker Realty - Brookline, (617) 731-2447
Bought with: Dara Singleton, (917) 334-4200, Better Homes and Gardens Real Estate - The Shanahan Group, (781) 729-9030
Source: MLS PIN, MLS#73229017

Home Details for 287 Chestnut St

Interior Features

Interior Details
Basement: FullNumber of Rooms: 13Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5951 Square Feet
Appliances & Utilities
Appliances: Gas Water Heater, Dishwasher, Disposal, Range, Refrigerator, Freezer, Range HoodDishwasherDisposalLaundry: Second FloorRefrigerator
Heating & Cooling
Heating: Forced Air,Hot Water,Radiant,Natural Gas,Fireplace(s),FireplaceHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 6Fireplace: Dining Room, Living RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Wood, Tile, Carpet, Hardwood, Flooring - Hardwood
Levels, Entrance, & Accessibility
Accessibility: NoFloors: Wood, Tile, Carpet, Hardwood, Flooring Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: PorchExterior: Porch, Professional Landscaping, Sprinkler SystemFoundation: StoneSprinkler System
Parking & Garage
Number of Garage Spaces: 4Number of Covered Spaces: 4Open Parking Spaces: 4No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 8Parking: Detached,Heated Garage,Storage,Oversized,Paved Drive,Off Street
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1880
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Victorian
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: S:32 B:032 L:0006, 688101

Price & Status

Price
List Price: $2,980,000
Status Change & Dates
Off Market Date: Tue May 21 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Newton
School Information
Elementary School: PeirceJr High / Middle School: DayHigh School: North

Building

Building Area
Building Area: 5951 Square Feet

Community

Community Features: Public Transportation, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Conservation Area, Highway Access, House of Worship, Private School, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.52 acres

Miscellaneous

BasementMls Number: 73229017

Additional Information

Public TransportationTennis Court(s)ParkWalk/Jog TrailsGolfMedical FacilityConservation AreaHighway AccessHouse of WorshipPrivate SchoolPublic School

Price and Tax history

DateEventPrice
Jul 10, 2024
Source: MLS PIN #73229017
Sold
$2,762,500
Apr 25, 2024
Source: MLS PIN #73229017
Listed For Sale
$2,980,000
Apr 21, 2024
Source: MLS PIN #73209027
ListingRemoved
$3,398,000
Mar 6, 2024
Source: MLS PIN #73209027
Listed For Sale
$3,398,000
Mar 23, 1998
Source: N/A
Sold
$320,000

Market trends in Newton

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.5M
$84.2KMoM
Sale-to-List Price
100.5%
0.1%MoM
Price per sq ft
$618
$14MoM
Available listings
232
29MoM

Around this home

Neighborhood Overview

West Newton
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about West Newton

At least 81 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 91 % Say there are sidewalks

  • 86 % Say parking is easy

  • 81 % Say it's walkable to restaurants

  • 77 % Say kids play outside

  • 77 % Say people would walk alone at night

  • 75 % Say car is needed

  • 71 % Say there's holiday spirit

  • 70 % Say streets are well-lit

  • 67 % Say yards are well-kept

  • 60 % Say it's walkable to grocery stores

  • 60 % Say it's quiet

  • 59 % Say neighbors are friendly

  • 55 % Say there's wildlife

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

  • 34 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Soniamgregory
    "Suburban with walkable stores and activities. Easy access to commuter rail into Boston. Great public schools "
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  • Pmellios
    "I grew up in newton. Lots to do! Crystal lake, 4th of July at Fessenden, farmers markets. Nice sense of community and very safe! Now feels more urban but still come back from downtown Boston to visit family on the weekends."
    1
    Flag
  • Trulia User
    "Friendly dog walkers are out and about at all hours. Traffic is pretty slow - no fast speeding vehicles. "
    0
    Flag
  • Trulia User
    "Safe area to live with a family, close to everything and schools are great. Commute to Boston by commuter rail that is quite expensive"
    0
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  • Rebecca
    "My neighborhood is quiet, safe and close to the commuter rail and some restaurants. It’s a very pleasant area."
    1
    Flag
  • Rebecca
    "Many people in the neighborhood have dogs and there are some nice places to walk them. A few parks and trails easy to find."
    0
    Flag
  • Claire S.
    "Farmers market, moody street, cook restaurant, west newton pizza market, nice neighborhood, safe feeling, cute houses"
    0
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  • Claire S.
    "Nothing comes to mind! They would probably like it. Flat surfaces to walk dogs and friendly neighbors."
    0
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  • Samantha F.
    "Family friendly, great area for walking and exercising. Schools are fantastic. Night life within walking distance."
    0
    Flag
  • Rulla T.
    "There are lots of dogs. People are friendly easy to walk dogs. For those with little dogs should be aware of coyotes "
    0
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  • Alexa.shabecoff
    "Very dog friendly , dog owners would like, you so have to drive to the nearest dog park though . That should be enough info"
    0
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  • Cameron C.
    "all kids will be safe and protected, well educated and self defense based . I serve both kids and parents will respect and honor "
    0
    Flag
  • Kathy S.
    "Accessible via express bus or trolley. There is also train service but other than rush hour service is infrequent."
    0
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  • Kathy S.
    "Many friendships are made socializing with our dogs. Dog owner met in parks and conservation areas become life long friends. Having a dog in Newton is a great way for new comers to find friends."
    0
    Flag
  • Alyson W.
    "Many nearby parks / trails to walk your pup. Sidewalks are everywhere so you don't have to worry about walking in the street. One con is the size of yards. Unless you purchase an expensive home you are unlikely to have a decent space for your dog to use."
    0
    Flag
  • Alyson W.
    "West Newton offers a diverse shopping selection. There are numerous shops, many of which are small and owned by locals, where you can find just about anything you're looking for. If you're hungry, you can find just about any food, whether it's Mediterranean, Chinese, BBQ, home style diners, and I could go on!"
    0
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  • Alyson W.
    "I live conveniently close to the Turnpike, making it easy to commute to work each day. Depending on the time of day, there may be traffic but that's common in this location."
    0
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  • Alyson W.
    "It's very safe. I can leave my door unlocked when I'm not home and trust that nothing bad will happen. There's many schools and it's a diverse community."
    0
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  • Rachel S.
    "Lots of dogs, lots of sidewalks and parks."
    0
    Flag
  • Rachel S.
    "Convenient to everything, friendly neighborhood, great local restaurants."
    0
    Flag
  • Rachel S.
    "Light traffic. Driving to Boston during rush hour is heavy traffic. South down 95 in the morning is easy."
    0
    Flag
  • Rachel S.
    "Great schools! Lots of kids around, very kid friendly area."
    0
    Flag
  • Christian R.
    "Diversity of backgrounds, commonality of values. We raise our kids together in this neighborhood, we celebrate each other’s wins and losses. We come out to catch up in the middle of the street on weeknight evenings and weekend afternoons, and we plan events like July 4th together, since the city fireworks show is part of an evening stroll around our block. "
    3
    Flag
  • Jane L.
    "It is a lovely community with friendly people. A very family-oriented location."
    0
    Flag
  • Jane L.
    "Accessible to all major highways: rte. 9, rte. 128/95, Mass Pike."
    0
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  • Jane L.
    "This a very family oriented community with great schools."
    0
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  • Aaron S.
    "We have some of the best schools. We are also able to commute to Boston quickly."
    0
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  • Aaron S.
    "Busy, the streets are not well-paved. So the commute is bumpy and dangerous."
    0
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  • Aaron S.
    "That it is expensive to live here. It is a liberal bubble politically."
    0
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  • liv
    "I have lived in Newton my entire life I love it , people are friendly and I love going to The Fessenden School Campus to watch the fireworks on the 4th of July"
    2
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  • Rebecca M. B.
    "Iv lived here for 4 years it’s super safe friendly accessible with lots to do the only thing I’d say it’s lacking is clothing stores but there’s plenty or supermarkets and restaurants and bars and everything els I walk my dog sometimes at 2am because I’m a bartender and get home late and never have felt scared or in danger I meet lots of neighbors outside cause everyone seems to have a dog and has to walk them cause there’s no fences in yards so it’s nice cause you get to know people I love it "
    2
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  • Artod
    "Great safe neighborhood. Easily walk to west newton square and best school systems. Quiet neighborhood yet lots of families with kids playing outdoors. We usually leave our cars unlocked and feel safe doing so. "
    1
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  • Jack a.
    "Shopping. Schools. Tennis courts. Public swimming pool. Movie theater shops and restaurants. Public transportation (communter train and busses) are all within walking distance."
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  • Bdar66
    "We love our neighborhood! Lots of families, a good mix of different types of people. I have kids in Franklin and we are pleased with our experience with this school. We love being walking distance to Gath Pool and the fireworks on the fourth. West Newton Square is great place to walk for a date night or a Saturday morning movie with the kids. It is a good blend of city and town feel, with a lot of intellectuals, academics, and just super interesting people for neighbors."
    0
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  • lola
    " very safe - great schools - walk to grocery stores - pharmacies - restaurants - parks "
    0
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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.

Frequently asked questions about 287 Chestnut St

  • What is 287 Chestnut St estimated to be worth?
    Trulia's estimated value for 287 Chestnut St in Newton, MA is $3,745,200.
  • What is the price history for 287 Chestnut St?
    287 Chestnut St in Newton, MA last sold for $2,762,500 in July 2024.
  • Is Newton a buyer's or seller's market?
    Newton is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Newton?
    The median sale price in Newton is $1.5M. That is down $84.2K from the prior month.
  • Does 287 Chestnut St have air conditioning?
    Yes, 287 Chestnut St in Newton, MA has air conditioning.
  • Does 287 Chestnut St have laundry facilities?
    Yes, 287 Chestnut St in Newton, MA has laundry facilities.

Explore by feature - Pet Friendly

97 pet-friendly rentals in Newton, MA

Explore by feature - Garage

53 rentals with a garage in Newton, MA

Explore by feature - Air Conditioning

160 rentals with air conditioning in Newton, MA

Explore by feature - Pool

20 rentals with a pool in Newton, MA

Explore by feature - Washer/dryer

277 rentals with a washer/dryer in Newton, MA

Explore by feature - Outdoor Space

24 rentals with an outdoor space in Newton, MA

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