Top 10 Massachusetts Zillow Investment Listings Ranked by Cash-on-Cash Return

Ten Western Massachusetts rental listings from Zillow ranked by cash-on-cash return—Barre, Blandford, Chesterfield, and Chicopee with Realy metrics.

July 14, 2026
Top 10 Massachusetts Zillow Investment Listings Ranked by Cash-on-Cash Return
Top 10 Massachusetts Zillow Investment Listings Ranked by Cash-on-Cash Return

These ten listings were pulled from Western Massachusetts Zillow markets (Blandford, Barre, Chesterfield, Chester, Chicopee, Belchertown, Amherst) and ranked by cash-on-cash return (CoC) using Realy’s Chrome extension—highest CoC first.

Western MA delivers four positive CoC listings—mostly rural sub-$265K properties—while Chicopee and Amherst suburban homes trend negative under lean assumptions.

This is a screening list, not a buy list.


Calculation Assumptions Used

InputSetting
Down payment20% · Closing 1% · Rate 6.5% · 30Y fixed
Property taxes2% of sale value
Insurance, vacancy, maintenance, HOA$0 (add your quotes)
RentZillow Rent Zestimate

At-a-Glance Ranking

#AddressPriceBeds/BathsCoCCap RateMo. CFRent/mo
183 Main St$150,0007 / 295.8%26.2%$2,516$3,524
2933 Wauwinet Rd$199,9002 / 238.4%14.1%$1,342$2,686
354 Bray Rd$250,0004 / 118.8%10.0%$823$2,504
4254 Route 20$264,9003 / 218.6%10.0%$863$2,644
552 Felix St$295,0002 / 2−2.9%5.5%−$151$1,832
627 Bostwick Ln$347,5003 / 1−3.5%5.3%−$215$2,121
7132 Springfield Rd$639,9003 / 2−7.0%4.6%−$780$3,522
8195 Murphy Ln$365,0002 / 2−7.4%4.5%−$472$1,982
9246 Tolpa Cir$450,0003 / 2−10.0%4.0%−$784$2,241
1018 Plum Tree Rd$550,0002 / 2−12.9%3.4%−$1,237$2,461

#1 — 83 Main St, Blandford MA 01008

Single family · 7 bed / 2 bath · 3,110 sqft · $150,000

MetricValue
Cash-on-cash95.8%
Cap rate26.2%
Monthly cash flow$2,516
Total cash down$31,500

Why it ranks #1: $150K basis with $3,524/mo Rent Zestimate—Zestimate ~$306K vs. list.

Investor notes: Open house Wed 12–2pm. 7 bedrooms / 2 baths is an unusual floorplan—verify whether rent comps support full-house or roommate lease. Condition and renovation likely explain the gap.

View on Zillow →


#2 — 933 Wauwinet Rd, Barre MA 01005

Single family · 2 bed / 2 bath · 1,872 sqft · $199,900

MetricValue
Cash-on-cash38.4%
Cap rate14.1%
Monthly cash flow$1,342
Total cash down$41,979

Investor notes: Zestimate ~$397K vs. $200K list—large discount signal. 1.59 acres. Diligence condition.

View on Zillow →


#3 — 54 Bray Rd, Chesterfield MA 01012

Single family · 4 bed / 1 bath · 945 sqft · $250,000

MetricValue
Cash-on-cash18.8%
Cap rate10.0%
Monthly cash flow$823

Investor notes: 46 days on market. High rent/sqft ($2.65)—validate comps for small rural SFRs.

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#4 — 254 Route 20, Chester MA 01011

Single family · 3 bed / 2 bath · 1,968 sqft · $264,900

MetricValue
Cash-on-cash18.6%
Cap rate10.0%
Monthly cash flow$863

Investor notes: $5K price cut (Jun 22). Long DOM (244 days)—seller motivation signal.

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#5 — 52 Felix St, Chicopee MA 01020

Single family · 2 bed / 2 bath · 1,261 sqft · $295,000

MetricValue
Cash-on-cash−2.9%
Cap rate5.5%
Monthly cash flow−$151

Investor notes: Brand-new listing. Showcase with 3D tour. Closest urban Chicopee entry to breakeven.

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#6 — 27 Bostwick Ln, Chicopee MA 01020

Single family · 3 bed / 1 bath · 1,150 sqft · $347,500

MetricValue
Cash-on-cash−3.5%
Cap rate5.3%
Monthly cash flow−$215

Investor notes: Open house Sat 1–2:30pm.

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#7 — 132 Springfield Rd, Belchertown MA 01007

Single family · 3 bed / 2 bath · 2,500 sqft · $639,900

MetricValue
Cash-on-cash−7.0%
Cap rate4.6%
Monthly cash flow−$780

Investor notes: 10.76-acre lot. Strong acreage but weak cash-flow math at list.

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#8 — 195 Murphy Ln, Chicopee MA 01020

Single family · 2 bed / 2 bath · 1,884 sqft · $365,000

MetricValue
Cash-on-cash−7.4%
Cap rate4.5%
Monthly cash flow−$472

Investor notes: 2.64-acre cul-de-sac lot.

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#9 — 246 Tolpa Cir, Chicopee MA 01020

Single family · 3 bed / 2 bath · 1,356 sqft · $450,000

MetricValue
Cash-on-cash−10.0%
Cap rate4.0%
Monthly cash flow−$784

View on Zillow →


#10 — 18 Plum Tree Rd, Amherst MA 01002

Single family · 2 bed / 2 bath · 1,681 sqft · $550,000

MetricValue
Cash-on-cash−12.9%
Cap rate3.4%
Monthly cash flow−$1,237

Investor notes: College-town Amherst premium—weak rent-to-price for investors.

View on Zillow →


Massachusetts Patterns

PatternTakeaway
Rural sub-$265K wins#1–4 positive CoC in Blandford / Barre / Chester
Zestimate gaps#1 and #2 list well under automated value—condition risk
Chicopee cluster#5–6 near breakeven; higher price points negative
vs. PennsylvaniaCompare PA top 10

Screen Massachusetts in Realy

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  3. Sort by cash-on-cash in the analyzer

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