165 Upland Rd, Newton, MA 02468
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Property image
OFF MARKET

165 Upland Rd
Newton, MA 02468

Newton Highlands
  • 4 Beds
  • 2.5 Baths
  • 2,218 sqft (on 0.25 acres)

$2,325,300

Trulia Estimate
as of Aug 1, 2026
Est. Refi. Payment $13,937/mo*
Refinance Your Home

$2,325,300

Trulia Estimate
as of Aug 1, 2026
Est. Refi. Payment $13,937/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,218 sqft
(on 0.25 acres)

Local Information

  • Map ViewExplore the area around 165 Upland Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1927
Lot Size
0.25 acres
Living Area
2,218 sqft
Price/Sqft
$1,048
Parking
1 Car Garage

About this House

Quality and character define this house. A stone wall reminiscent of a English county estate protects it from the road. It is a graceful classic colonial with many architectural features: decorative brick work, deep rafters, Wyatt windows, and a portico with six columns. The first-floor main rooms have wainscoting, moldings, surround sound, and a gas fireplace in the front to back living room. The dining room has French doors leading to a screen porch. The sunny kitchen with ample storage space accommodates cooks and helpers. The second floor has a primary bedroom suite, 3 bedrooms and a family bath. The lower level with an exterior entrance is complete with playroom/exercise space, and a large storage area. It is steps from the 2.7-mile Cochituate Aqueduct Trail that runs through parts of Waban. Come, make this your home.
165 Upland Rd, Newton, MA 02468 is a 4 bedroom, 3 bathroom, 2,218 sqft single-family home in Newton Highlands, built in 1927. It last sold for $1,680,000 on Nov 8, 2024 (4% below the $1,750,000 asking price). It is currently off market. The Trulia Estimate is $2,325,300, with a rent estimate of $5,013/month.

Home Details for 165 Upland Rd

Interior Features

Interior Details
Basement: Full,Partially Finished,Walk-Out Access,ConcreteNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2218 Square Feet
Appliances & Utilities
Utilities: for Gas RangeAppliances: Gas Water Heater, Range, Dishwasher, RefrigeratorDishwasherLaundry: Flooring - Hardwood,First FloorRefrigerator
Heating & Cooling
Heating: Hot Water,Natural Gas,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Storm Window(s)Door: Storm Door(s), French DoorsFlooring: Hardwood, Flooring - Hardwood, Flooring - Wood
Levels, Entrance, & Accessibility
Floors: Hardwood, Flooring Hardwood, Flooring Wood

Exterior Features

Exterior Home Features
Roof: Shingle RubberPatio / Porch: ScreenedExterior: Porch - Screened, Rain Gutters, Stone WallFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Under,Off Street
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1927
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyIncludes Home Warranty
Property Information
Parcel Number: S:53 B:023 L:0008, 695666

Price & Status

Price
List Price: $1,750,000
Status Change & Dates
Off Market Date: Sun Oct 06 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Newton
School Information
Elementary School: ZervasJr High / Middle School: Oak HillHigh School: Newton South

Building

Building Area
Building Area: 2218 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Walk/Jog TrailsNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 10675 sqft

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73285217

Additional Information

Public TransportationShoppingParkWalk/Jog Trails
Last check for updates: about 2 hours ago
Listed by Moira Gault, (617) 797-3337
Coldwell Banker Realty - Newton, (617) 969-2447
Bought with: Shahan Missaghian, (617) 359-5999, William Raveis R.E. & Home Services, (617) 964-1850
Source: MLS PIN, MLS#73285217

Price History for 165 Upland Rd

DatePriceEventSource
11/08/2024$1,680,000Sold
MLS PIN #73285217
09/24/2024$1,750,000ContingentMLS PIN #73285217
09/04/2024$1,750,000Listed For SaleMLS PIN #73285217

Market trends in Newton

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.53M
$17.5KMoM
Sale-to-List Price
100.0%
0.7%MoM
Price per sq ft
$619
$17MoM
Available listings
321
23MoM
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Property Tax and Assessment

Year2025
Tax$14,870
Assessment$1,517,300
Home facts updated by county records

Comparable Sales for 165 Upland Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
16 Fairlee Rd, Newton, MA
0.18
Single-Family Home
$1,425,000
10/03/25
4
2
1,665
116 Winslow Rd, Newton, MA
0.35
Single-Family Home
$1,668,000
06/01/26
4
2.5
2,439
6 Chatham Rd, Newton, MA
0.31
Single-Family Home
$1,710,000
11/20/25
4
2.5
1,941
787 Chestnut St, Newton, MA
0.23
Single-Family Home
$1,740,000
08/14/25
4
2.5
2,520
25 Allen Ave, Newton, MA
0.36
Single-Family Home
$1,590,000
12/10/25
4
2.5
2,297
5 Evelyn Rd, Newton, MA
0.49
Single-Family Home
$1,850,000
06/01/26
4
2.5
3,375
69 Karen Rd, Newton, MA
0.39
Single-Family Home
$2,153,000
05/28/26
3
2.5
2,197
15 Selden St, Newton, MA
0.27
Single-Family Home
$1,450,000
10/30/25
3
1.5
1,742
1430 Beacon St, Newton, MA
0.34
Single-Family Home
$1,980,000
01/16/26
4
4.5
3,045
200 Lincoln St, Newton, MA
0.57
Single-Family Home
$1,500,000
12/17/25
4
2.5
2,160

Nearby homes

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Assigned Schools

These are the assigned schools for 165 Upland 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.

Neighborhood Overview

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

What Locals Say about Newton Highlands

At least 32 Trulia users voted on each feature.

  • 92 % Say there are sidewalks

  • 87 % Say it's dog friendly

  • 86 % Say car is needed

  • 81 % Say people would walk alone at night

  • 79 % Say it's walkable to restaurants

  • 77 % Say parking is easy

  • 70 % Say there's holiday spirit

  • 66 % Say yards are well-kept

  • 64 % Say it's quiet

  • 63 % Say it's walkable to grocery stores

  • 61 % Say they plan to stay for at least 5 years

  • 60 % Say streets are well-lit

  • 60 % Say kids play outside

  • 57 % Say neighbors are friendly

  • 53 % Say there are community events

  • 51 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Jaime S.
    "Lots of places for walking and several dog parks."
    2
    Flag
  • Jaime S.
    "Busy during rush hour in morning and evening"
    1
    Flag
  • Jaime S.
    "A lot of culture, arts, and good school systems."
    1
    Flag
  • Jaime S.
    "Great education that challenges the students."
    2
    Flag
  • Kara P.
    "I can't really think of anything negative to say about being a dog owner in Newton. There are many dog parks in areas for dogs to play and walk, as well as a multitude of people who are dog owners."
    1
    Flag
  • Kaylyn A.
    "Everything! Tons of dog parks and special paths."
    0
    Flag
  • Kaylyn A.
    "It's not a smoothe ride. This town is right outside of Boston so traffic is inevitable. It's not difficult to navigate through as the roads are pretty straight-forward."
    0
    Flag
  • Kara P.
    "Directly down the street from my house is the MBTA green line, a central spot easily accessed by all in Newton. So much convenience for people who are able to walk there, hop on the train, and go to Boston or just about anywhere else they want to go."
    0
    Flag
  • Kara P.
    "It is a small village of Newton. Everyone here knows one another and it's very similar to a family atmosphere. All our little shops and businesses make for an even tighter bond amoungst us."
    0
    Flag
  • Kaylyn A.
    "I have recently moved here from Virginia with my husband. It's a really nice area but a bit pricey. People seem nice here and the food selection is pretty great as well!"
    0
    Flag
  • Kara P.
    "Newton Highlands is a very kid orientated town. There are many playgrounds, schools, and community events to take your children to and meet other parents."
    0
    Flag
  • Brandy L.
    "There isn't too many dog parks in the area for dogs. There is Crystal Lake close by where they hold children events."
    0
    Flag
  • Brandy L.
    "The commute time to Boston is 30 min without traffic. There is also a major interstate highway close by, I-95."
    0
    Flag
  • Brandy L.
    "Newton Highlands has ton of family owned restaurants and specialty shops."
    0
    Flag
  • Brandy L.
    "It's a safe neighborhood to raise children and has an excellent school system."
    0
    Flag
  • Brandy L.
    "There are not too many dog parks in the area. There is Crystal Lake which is nice to bring dogs to."
    1
    Flag
  • Brandy L.
    "Beautiful houses and trees. Traffic is not that bad, although currently there is a lot of construction going on."
    0
    Flag
  • Brandy L.
    "The area is very close to major highways like I-95. There are also several roads and it's less than a 45 min trip into Boston."
    0
    Flag
  • Brandy L.
    "Excellent school systems. A great neighborhood to raise kids."
    0
    Flag
  • Brandy L.
    "Crystal Lake is close by for walking dogs."
    1
    Flag
  • Brandy L.
    "Beautiful houses, tons of little shops, everything you need is close by."
    0
    Flag
  • Brandy L.
    "It's very close to I-95 and major roads to Boston. Traffic is not that bad. The neighbors are very friendly."
    0
    Flag
  • Brandy L.
    "It's a great neighborhood to raise children."
    0
    Flag
  • Rochelle R.
    "Many walking paths and dog parks. There are a number of groomers and pet stores."
    0
    Flag
  • Rochelle R.
    "Lots of traffic lately but relatively easy to get around. Many stores and restaurants nearby."
    1
    Flag
  • Rochelle R.
    "We are located within 5 min of all major highways. We are surrounded by stores making it easy to get what you need. It is very pretty here."
    0
    Flag
  • Rochelle R.
    "Great school. Lovely community. Eclectic and diverse people."
    0
    Flag
  • Derek K.
    "Dog owners would like Cold Spring Park, where there is a fenced in dog park. The trail is also nice to walk, but the dogs must be on leashes."
    0
    Flag
  • Derek K.
    "Most people either drive to their jobs or take the T. I live about a 10-minute walk from the T, and there is also the 59 bus."
    0
    Flag
  • Derek K.
    "Newton Highlands is fairly small, and I know my neighbors pretty well. We have a small business district with some great stores. We also have a nice park and are pretty well centered in Newton."
    0
    Flag
  • Derek K.
    "Newton Highlands is very safe to live in. We have lots of green space and unless you are on the main streets, it is pretty quiet. We have plenty of green spaces."
    0
    Flag
  • Emilygelbert
    "It’s a gorgeous suburb but close to transit anywhere and close to stores without living on top of them"
    1
    Flag
  • Jeremy M.
    "Green Line T access, walkable to Wholefoods, multiple shops and parks, Newton center, Crystal Lake. Great schools. Easy access to Downtown via the Pike or Route 9. "
    2
    Flag
  • Mgjurilla
    "Great neighbors. Great schools. I love that we are close to the T and stores. Public transportation is very accessible. We are closed to all major highways and access ways."
    1
    Flag

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Homes for sale near 165 Upland Rd

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Off Market Homes Near 165 Upland Rd

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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.