5 Upland Rd, Ashland, MA 01721
OFF MARKET

5 Upland Rd
Ashland, MA 01721

  • 3 Beds
  • 1.5 Baths
  • 1,963 sqft (on 0.28 acres)

$727,600

Trulia Estimate
as of Jul 28, 2026
Est. Refi. Payment $4,358/mo*
Refinance Your Home

$727,600

Trulia Estimate
as of Jul 28, 2026
Est. Refi. Payment $4,358/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,963 sqft
(on 0.28 acres)

Local Information

  • Map ViewExplore the area around 5 Upland Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1960
Lot Size
0.28 acres
Living Area
1,963 sqft
Price/Sqft
$371
Parking
Garage

About this House

Welcome Home to 5 Upland! An impeccably maintained multi level home in one of Ashland's most loved neighborhoods. This 3 bedroom, 1.5 bath home checks every box and then some. Starting with a smart and thoughtful floor plan there is room for everyone, on every level! The sunny main floor boasts hardwood floors, fp and a conveniently located half bath. In the rear of the home you'll find a stunning eat-in kitchen featuring granite counters, breakfast bar, SS appliances and updated hardware. The additional, flexible nook is perfect for an office/playroom/sitting area overlooking the picturesque fenced in backyard. Upstairs on the mezzanine level you'll find 2 generous sized bedrooms and an updated full bath. The primary suite encompasses the entire top floor with tons of closets, built in dressers and provides ultimate privacy. All this plus, central AC, freshly painted exterior, incredible tree-lined side street and top rated schools. Do not miss your chance to see this beautiful home!
5 Upland Rd, Ashland, MA 01721 is a 3 bedroom, 2 bathroom, 1,963 sqft single-family home built in 1960. It last sold for $695,000 on Aug 16, 2024 (11% above the $625,000 asking price). It is currently off market. The Trulia Estimate is $727,600, with a rent estimate of $3,757/month.

Home Details for 5 Upland Rd

Interior Features

Interior Details
Basement: UnfinishedNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1963 Square Feet
Appliances & Utilities
Appliances: Gas Water Heater, Range, Oven, Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, FreezerDishwasherDisposalMicrowaveRefrigerator
Heating & Cooling
Heating: Central,Forced Air,Heat Pump,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 1Has a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Screens
Levels, Entrance, & Accessibility
Levels: Multi/Split

Exterior Features

Exterior Home Features
Fencing: Fenced/Enclosed, FencedExterior: Screens, Fenced Yard, Fruit Trees, Stone WallFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 3Has a GarageHas Open ParkingParking Spaces: 4Parking: Paved Drive
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1960
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 3293144

Price & Status

Price
List Price: $625,000
Status Change & Dates
Off Market Date: Thu Aug 01 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Ashland

Building

Building Area
Building Area: 1963 Square Feet

Community

Community Features: Park, Conservation Area, House of Worship, Public School, T-StationNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.28 acres

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73266099

Additional Information

ParkConservation AreaHouse of WorshipPublic SchoolT-Station
Last check for updates: about 16 hours ago
Listed by Wilson Group, (781) 424-6286
Keller Williams Realty, (617) 969-9000
Mian LaVallee, (703) 626-9046
Bought with: Anthony Bruno, (781) 710-4544, Gibson Sotheby's International Realty, (617) 426-6900
Source: MLS PIN, MLS#73266099

Price History for 5 Upland Rd

DatePriceEventSource
08/16/2024$695,000Sold
MLS PIN #73266099
07/22/2024$625,000ContingentMLS PIN #73266099
07/17/2024$625,000Listed For SaleMLS PIN #73266099
08/05/2021$520,000Sold
MLS PIN #72851324
07/01/2021$523,900PendingMLS PIN #72851324
06/16/2021$523,900Listed For SaleMLS PIN #72851324
01/26/2018$400,000Sold
N/A
03/13/2013$208,200Sold
N/A

Market trends in Ashland

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
50
2MoM
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Property Tax and Assessment

Year2025
Tax$7,142
Assessment$559,300
Home facts updated by county records

Comparable Sales for 5 Upland Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
116 Waverly St, Ashland, MA
0.38
Single-Family Home
$609,000
03/02/26
3
2
2,208
75 Hilldale Rd, Ashland, MA
0.42
Single-Family Home
$675,000
06/05/26
3
1
1,910
37 Riverview Dr, Ashland, MA
0.18
Single-Family Home
$553,900
04/10/26
3
1
1,064
8 Roberts Rd, Ashland, MA
0.37
Single-Family Home
$604,000
12/05/25
3
2
1,260
87 Hilldale Rd, Ashland, MA
0.47
Single-Family Home
$565,000
05/15/26
3
1
1,789
10 Roberts Rd, Ashland, MA
0.38
Single-Family Home
$350,000
07/22/26
3
2
1,260
54 Hilldale Rd, Ashland, MA
0.32
Single-Family Home
$435,000
05/11/26
3
1
1,264
12 Alfred Rd, Ashland, MA
0.59
Single-Family Home
$625,000
02/06/26
4
1.5
1,456
54 Vose St, Framingham, MA
0.59
Single-Family Home
$815,000
11/14/25
3
2.5
2,488
8 Cedar St, Ashland, MA
0.83
Single-Family Home
$661,000
11/19/25
3
1
1,980

Nearby homes

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Assigned Schools

These are the assigned schools for 5 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.

What Locals Say about Ashland

At least 91 Trulia users voted on each feature.

  • 92 % Say car is needed

  • 92 % Say it's dog friendly

  • 87 % Say parking is easy

  • 77 % Say people would walk alone at night

  • 75 % Say there's wildlife

  • 74 % Say there are sidewalks

  • 73 % Say there's holiday spirit

  • 73 % Say it's quiet

  • 71 % Say kids play outside

  • 66 % Say neighbors are friendly

  • 62 % Say yards are well-kept

  • 56 % Say it's walkable to restaurants

  • 53 % Say they plan to stay for at least 5 years

  • 43 % Say streets are well-lit

  • 38 % Say it's walkable to grocery stores

  • 30 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Christine.f.graham
    "Kids playing outside every day! Great walkable neighborhoods and outdoor spaces. Farmer's market, The Corner Spot, School & Halloween events. "
    2
    Flag
  • Stephanie
    "There are a lot of irresponsible dog owners that don’t pick up their dogs poop. Some people think they’re dog is friendly and think it’s ok to let them come up to your dog with no control. "
    3
    Flag
  • Kellia E.
    "Quiet friendly community. Close enough to major shopping but just far enough to feel like a getaway from city life. "
    0
    Flag
  • Misssueshair
    "None that I know of It’s a very quiet area Great for walking or running or even riding your bike I think if we had a community pool it would make this area perfect "
    0
    Flag
  • Krisna
    "I’m finding it’s a wonderful little community, here. People look you in the eyes here, are patient and listen and are welcoming. It’s the kind of place where if you’re carrying groceries to your door, but start to your drop bags, someone will offer to help carry them inside for you... and then leave afterwards without hurting you. "
    0
    Flag
  • Christinaandrade100
    "I live in this neighborhood for two years and I loved it. Here is safe, quiet and good for children. The schools are great, because they're a good place and excellent staff. We have too amazing water, square and green spaces to go out."
    0
    Flag
  • Sontay
    "The town is very safe and diverse. Plenty of parks for your pet or children. Great schools and plenty of activities to do with your children during warmer months. It’s also fairly close to major highways for a speedy way to get to the city or other locations. Overall great and friendly town. "
    0
    Flag
  • yancen li
    "The ashland mbta and framingham mbta is not far. Bus is nearby also. Generally speaking commute is not a problem. But a car is strongly recommended."
    2
    Flag
  • Nadia
    "Safe, familiar and very good area for children. Schools are very good also. "
    0
    Flag
  • Ducktapedebbie
    " lived here for 25 years the neighborhood is nice and clean people follow the rules and lots of dogs and kids and lots of different ethnic groups and we cohabitate very well. "
    1
    Flag
  • Davis0569 s.
    "I just moved to this area. I really enjoy the life here in Ashland and the people. I have seen some wild Turkey's in the area. "
    1
    Flag
  • Amy
    "It's a lovely neighborhood that's we'll maintained by the condo association. there are beautiful perrenials everywhere. The little avenues and cul de sacs make it feel like a little cape cod village. It is quiet and safe."
    2
    Flag
  • Marabout79
    "Love Ashland, community is tight knit, friendly neighbors quiet neighborhoods. Great school system. "
    0
    Flag
  • Tim M.
    "Ashland is only 25 west of Boston, very easy to get there by car or commuter rail. You also get the feel of a small town that is very easy to get around, plus the schools are rated in the top 50 in Massachusetts. The Ashland Reservior is a gem - swimming, sailing, fishing, and a very nice public beach. Very safe town that is investing in itself even more in the coming years with the Pond Street Project."
    0
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 5 Upland Rd

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Off Market Homes Near 5 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.