Single Family Residence at 37 Upland Rd, Holyoke MA 01040
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 2 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 3 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 4 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 5 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 6 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 7 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 8 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 9 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 10 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 11 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 12 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 13 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 14 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 15 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 16 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 17 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 18 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 19 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 20 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 21 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 22 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 23 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 24 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 25 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 26 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 27 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 28 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 29 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 30 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 31 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 32 of 33
Single Family Residence at 37 Upland Rd, Holyoke MA 01040, photo 33 of 33
33 photos

$599,900

37 Upland Rd, Holyoke MA 01040
Holyoke, MA 01040
Listed by Jacqueline Dominguez
Bedrooms
5
Bathrooms
3.5
Living area
4,063 sqft
Year built
1960

About this home

Meticulously maintained 4,000 sq. ft. Garrison Colonial set back on a private, oasis-like lot. The main level features an expansive kitchen with custom cherry cabinets, quartz counters, a large island with a brand-new gas cooktop (seating for 4), newer double built-in ovens, and an instant hot water tap. The open floor plan flows seamlessly into a spacious dining room and a cozy living room with bay windows. Three main-floor bedrooms include a primary option with a newly remodeled half bath, alongside an upgraded full bath. Double French doors open to a massive second-floor great room with cathedral ceilings, modern fans, surround sound, and a 9 ft Brunswick pool table. Down the hall is a convenient half bath, 2nd-floor laundry, a 5th bedroom, and a second primary suite complete with cathedral ceilings, a private balcony, walk-in closet for two, and a full bath with soaking tub and double vanity. Enjoy extra living space in the newly painted, finished basement. The private backyard features a large deck, gazebo, and on-ground pool, surrounded by professional landscaping, In the front Goshen stone walls, lit pillars, paver walkways, and parking for 6+ cars. More pictures, and docs to come soon! FIRST SHOWNG AT OPEN HOUSE 10/25/2026 11:00 A.M -1:00 P.M.

Highlights

Private pool

Property details

MLS
MLS Property Information Network
MLS #
73593224
Property type
Single Family Residence
Subdivision
Homestead
Status
Active
Days on market
2
On market date
October 21, 2026
Stories
N/A
Total bathrooms
3.5
Garage spaces
1
Parking spaces
7
Lot size
0.61 acres
Loading map…

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.

Elementary
Lt Elmer J McMahon Elementary
0.24 mi away · Grades -1-8
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
344
Student:teacher ratio
11.9:1
District
Holyoke
Middle
Holyoke STEM Academy
0.87 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
256
Student:teacher ratio
12.2:1
District
Holyoke
High
Gateway to College at Holyoke Community College
0.98 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
Not yet rated
Local Score not yet available for this school
Enrollment
33
District
Springfield

Walkability

Blended score for Holyoke'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).

54
Somewhat walkable
out of 100
EPA National Walkability Index
14.5 / 20 -- Above average walkable
Google Places amenity density
25 / 100
Restaurants & cafes0
Grocery stores0
Parks5
Schools0
Transit stops7
Pharmacies0

Market position

How this listing compares to current activity in Holyoke, from live MLS data.

On the market 2 days -- 177 fewer days than Holyoke's current average of 179 days.
For reference, the median list price across 215 active listings in Holyoke right now is $270,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$3,763/mo
$119,980 down
$479,920 loan
Principal & interest$3,113
Property tax (est.)$500
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 21 hr 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.