Single Family Residence at 183 Upper Rd, Deerfield MA 01342, Deerfield
Single Family Residence at 183 Upper Rd, Deerfield MA 01342, Deerfield, photo 2 of 24
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Single Family Residence at 183 Upper Rd, Deerfield MA 01342, Deerfield, photo 4 of 24
Single Family Residence at 183 Upper Rd, Deerfield MA 01342, Deerfield, photo 5 of 24
Single Family Residence at 183 Upper Rd, Deerfield MA 01342, Deerfield, photo 6 of 24
Single Family Residence at 183 Upper Rd, Deerfield MA 01342, Deerfield, photo 7 of 24
Single Family Residence at 183 Upper Rd, Deerfield MA 01342, Deerfield, photo 8 of 24
Single Family Residence at 183 Upper Rd, Deerfield MA 01342, Deerfield, photo 9 of 24
Single Family Residence at 183 Upper Rd, Deerfield MA 01342, Deerfield, photo 10 of 24
Single Family Residence at 183 Upper Rd, Deerfield MA 01342, Deerfield, photo 11 of 24
Single Family Residence at 183 Upper Rd, Deerfield MA 01342, Deerfield, photo 12 of 24
Single Family Residence at 183 Upper Rd, Deerfield MA 01342, Deerfield, photo 13 of 24
Single Family Residence at 183 Upper Rd, Deerfield MA 01342, Deerfield, photo 14 of 24
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Single Family Residence at 183 Upper Rd, Deerfield MA 01342, Deerfield, photo 16 of 24
Single Family Residence at 183 Upper Rd, Deerfield MA 01342, Deerfield, photo 17 of 24
Single Family Residence at 183 Upper Rd, Deerfield MA 01342, Deerfield, photo 18 of 24
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24 photos

$299,900

183 Upper Rd, Deerfield MA 01342
Deerfield, MA 01342
Listed by Donald Mailloux
Bedrooms
3
Bathrooms
1.5
Living area
1,296 sqft
Year built
1948

About this home

Set back on 2.1 acres, this 1948 Cape has the kind of setting that feels tucked away without being far from anything. Inside, hardwood floors and a living room fireplace with woodstove insert give the home a warm, lived-in character, while two enclosed porches add flexible space for a sunny sitting area, morning coffee, plants, or simply enjoying the changing seasons. The 3 bedroom, 1.5 bath layout offers a comfortable footprint with plenty of opportunity to make the spaces your own. Several practical updates have already been taken care of, including new vinyl windows, a new well pump, and a recently repointed chimney. Outside, the 2.1-acre lot offers room to spread out, garden, play, or just enjoy the quieter country surroundings. Even with the rural feel, the location is convenient to major routes, Deerfield Academy, local parks, grocery shopping, downtown Greenfield, and the Greenfield train station. A great option for someone looking for a little more space, a little more character, and some breathing room without sacrificing convenience.

Highlights

Fireplace

Property details

MLS #
73570620
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
29
On market date
September 1, 2026
Stories
N/A
Total bathrooms
1.5
Garage spaces
2
Parking spaces
8
Lot size
2.1 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Newton School
2.67 mi away · Grades 0-4
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
211
Student:teacher ratio
11.1:1
District
Greenfield
Middle
Greenfield Middle
3.67 mi away · Grades 5-7
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
361
Student:teacher ratio
10.9:1
District
Greenfield
HighCharter
Four Rivers Charter Public School
3.36 mi away · Grades 7-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
218
Student:teacher ratio
10.9:1
District
Four Rivers Charter Public (District)

Walkability

Blended score for Deerfield's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

40
Somewhat walkable
out of 100
EPA National Walkability Index
8.7 / 20 -- Below average walkable
Google Places amenity density
36 / 100
Restaurants & cafes3
Grocery stores1
Parks1
Schools4
Transit stops1
Pharmacies0

Mortgage calculator

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Est. monthly payment
$1,956/mo
$59,980 down
$239,920 loan
Principal & interest$1,556
Property tax (est.)$250
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 24 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.