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244 Main St Multi-family
C Composite 59.62
Why this score? — see what drove the C grade

The composite is a weighted blend of 9 inputs, each scored 0–100. Each bar is that input's sub-score; the figure is the points it added to the 100-point composite (weight × sub-score).

  • Cash flow +23.1/30.0
  • ARV discount +7.5/15.0
  • DSCR +7.4/10.0
  • 1% rule +6.0/10.0
  • Rent growth +4.0/5.0
  • Schools +3.9/10.0
  • Livability +3.9/5.0
  • Condition / age +3.8/5.0
  • Appreciation +0.0/10.0

$1,990,000

244 Main St · Northampton, MA 01060
None bd · 3.0 ba · 16,980 sqft · MultiFamily · 239 Days on market
Built 1850 Good condition 6,974 sqft lot

🖨 Deal sheet 📄 Offer letter ✓ Due diligence

Multi-family units

County records classify this as Multi-Family (5+ Unit). Listing-text estimate: 1 unit. estimate disagrees with records

5+ unit building — per-unit beds/baths from public records are typically unavailable; the breakdown below (if shown) is an estimate from the listing text.

Listing remarks MLS

Exceptional mixed-use redevelopment opportunity in the heart of downtown Northampton. This historic 2-building property, offers approximately 16,980 SF with 22 on-site parking spaces, elevator, and architectural plans for a condo conversion with complementary commercial uses. The redesign concept includes 7 residential units, 5 in the Annex and 2 in the Roundhouse, along with 2 commercial spaces: a café and a wellness-focused gym/spa. Residential units are primarily 2-bedroom, 2-bath luxury layouts, including a 2-level, townhouse-style unit, designed for high-quality in-town living. The existing steel pedestrian bridge connecting the Roundhouse directly to Main Street, providing strong visibility and walkability. The café includes a mezzanine level, and the gym/spa is planned for the lower level with multiple means of egress. Steps to shops, dining, bike path, Amtrak to NYC/Boston, and I-91. Located in an Opportunity Zone with potential CPA and historic tax credit eligibility.

Key facts

  • Architectural plans
  • Cafe components
  • Wellness components

Tags

HISTORIC TWO-BUILDING PROPERTYARCHITECTURAL PLANSWELLNESS COMPONENTSCAFE COMPONENTSGROUND-FLOOR RESIDENTIAL USEGYM SAUNA

Neighborhood map

Property Rental comp Retail Transit Schools Stadiums Fortune 500 · Circle radius: 3.0 mi
Loading POIs…

What this means for you Summary

Snapshot

  • This is a ?-bed/3.0-bath multifamily listed at $1.99M. Condition is rated good.

Deal economics

  • At list price, monthly cash flow is $4k ($43k/yr) — positive.
  • The deal already cash-flows at list — no discount required.
  • Meets the 1% rule at list price ($22k rent vs $1.99M).
  • Recommended offer: $1.75M (12.0% below list) — sets the bar for market timing.
  • Cap rate 8.5% vs local median 2.2% in Northampton — top-decile yield for the area; either an underpriced asset or a hidden risk that comps aren't pricing in. Stress-test before assuming the spread holds.

Location & tenants

  • Location reads 78/100 on livability (#49 in MA, #2,534 nationally) — a middle-class / working-renter tenant base. Strengths: commute A+, health & safety A+, employment A; Watch: crime D+, amenities F, cost of living F.
  • Northampton (suburban): math 36% / reading 53% proficiency, ranked #175 of 302 in MA (top 58%) — families likely to look elsewhere, expect single-tenant / working-renter base with shorter leases.
  • Market conditions: Rents rising fast (+5.9%/yr); 41 active listings in the ZIP; solid renter incomes; 349 units permitted in Hampshire County in 2024 (185 in 5+ unit buildings).
  • At $21,949/mo this rent would consume 343% of the median local household income ($77k/yr) (locally 1269% of renters already pay >50% of income on rent) — very limited rent-growth headroom before tenants either downsize or default.

Forward outlook

  • Local home prices are declining (-3.0%/yr); year-one equity from $14k of loan paydown is wiped out by about $60k of value loss. Plan a longer hold.
  • Hampshire County population projected at +5% by 2050 — modest demand growth; plan on rents tracking national, not racing it.
  • At projected returns (-3.0% appreciation + 5.9% rent growth), your $557k cash investment doubles in ~10 years — after that, you're playing with house money.

Negotiation context

  • It's been on market 239 days — a 12% lower offer ($1.75M) is reasonable based on typical stale-listing flexibility.

Risks & watch-outs

  • Watch-outs: built in 1850 — expect roof / HVAC / electrical / plumbing capex.
Recommended offer $1,751,200 (12.0% below list)

Questions for the listing agent

  1. It's been on market 239 days. Have you received any prior offers? Is the seller open to a 12% concession, seller financing, or rate buy-down credit?
  2. Built in 1850 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
  3. Why hasn't it sold? Are there any deal-killer items the seller is aware of (foundation, flood, title, zoning, code violations)?
  4. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
  5. Crime grade is D in this area — have there been break-ins, vandalism, or insurance claims at this property in the last 3 years? What carrier currently insures it and at what premium?
  6. What's the average days-on-market for RENTAL listings here right now (not sales)? A rising rental-DOM trend means longer vacancies and softer asking-rent achievability than the comps imply.
  7. What's the recent tenant-quality profile in this submarket — average credit score on applications, eviction rate, late-payment / NSF rate, and stable-employment percentage? A property-management company in the area should have these aggregated.
  8. How much new apartment / multifamily construction is in the pipeline within 1–3 miles? Heavy new supply (>2% of stock underway) typically softens rents 12–24 months out; light construction supports rent growth.

Investment metrics

1% rule
1.10%
Cap rate
8.46%
Cash-on-cash
7.73%
DSCR
1.34
GRM
7.6

CMA / ARV

No comps found within radius.

Projected returns pro-forma

-3.0% appreciation · 5.87% rent growth · sell at horizon

5-year hold
IRR
-1.3%
Equity multiple
0.95×
Total profit
$-28,460
Equity at exit
$296,715
10-year hold
IRR
11.2%
Equity multiple
2.00×
Total profit
$554,550
Equity at exit
$172,059

Cash invested: $557,200 (down + closing). Projections, not guarantees.

Landlord ↔ Tenant lean methodology

Overall (STATE)
20 Strongly Tenant-Friendly
State Massachusetts
20 Strongly Tenant-Friendly · D+15
County
— inherits STATE
City
— inherits STATE
Cambridge / Boston historically rent-controlled (preempted 1994 but consideration ongoing); strong tenant protections; court backlogs.

ZIP-level market 01060

Rents YoY
5.9%
Active inventory
41
Price-to-rent
68.0×

Monthly cashflow live

Estimated rent
$21,949 medium interval (Pro) →
Mortgage (P&I)
$10,436
Tax est. 1.5%
$2,488 /mo · $29,850/yr
Insurance
$829
HOA
$0
Vacancy / Maint / Mgmt
$4,609
Net cashflow
$3,587

Break-even live

Break-even rent $17,408
Max offer price $1,990,000
Occupancy floor 79%

9-unit breakdown (identical units grouped — click to expand)

UnitsBedsBathsEst. rent
Total (9 units) $21,949

UW: 25.0% down · 7.5% · 30yr · 1.5% tax · 5.0% vac · 8.0% maint · 8.0% mgmt

Financing live

Cash to close

Down payment
$497,500
Closing costs
$59,700
Reserves months
Total cash needed

Loan-product check · same deal, 3 products live

Conventional

25% down · 7.5% · 30yr

Down + closing
Monthly P&I
Monthly cashflow
DSCR
Eligible?

Personal DTI + credit; lowest rate.

DSCR

20% down · 8.5% · 30yr

Down + closing
Monthly P&I
Monthly cashflow
DSCR
Eligible?

No personal income docs; deal must DSCR.

Hard money

10% down · 12.0% · 12mo

Down + closing
Monthly P&I
Monthly cashflow
DSCR
Eligible?

Short-term bridge; refi at stabilization.

Listing history 17 events

  1. 2026-06-18
    days on market $1,990,000 Active 239 DOM
  2. 2026-06-17
    days on market $1,990,000 Active 238 DOM
  3. 2026-06-16
    days on market $1,990,000 Active 237 DOM
  4. 2026-06-15
    days on market $1,990,000 Active 236 DOM
  5. 2026-06-14
    days on market $1,990,000 Active 234 DOM
  6. 2026-06-13
    days on market $1,990,000 Active 233 DOM
  7. 2026-06-10
    days on market $1,990,000 Active 231 DOM
  8. 2026-06-09
    days on market $1,990,000 Active 230 DOM
  9. 2026-06-08
    days on market $1,990,000 Active 229 DOM
  10. 2026-06-07
    days on market $1,990,000 Active 228 DOM
  11. 2026-06-05
    days on market $1,990,000 Active 225 DOM
  12. 2026-06-03
    days on market $1,990,000 Active 224 DOM
  13. 2026-06-02
    days on market $1,990,000 Active 223 DOM
  14. 2026-06-01
    days on market $1,990,000 Active 222 DOM
  15. 2026-05-31
    days on market $1,990,000 Active 221 DOM
  16. 2026-05-30
    days on market $1,990,000 Active 220 DOM
  17. 2025-10-22
    listed $1,990,000 New 1005-char remark
    Show marketing remark (1005 chars)

    Exceptional mixed-use redevelopment opportunity in the heart of downtown Northampton. This historic 2-building property, offers approximately 16,980 SF with 22 on-site parking spaces, elevator, and architectural plans for a condo conversion with complementary commercial uses. The redesign concept includes 7 residential units, 5 in the Annex and 2 in the Roundhouse, along with 2 commercial spaces: a café and a wellness-focused gym/spa. Residential units are primarily 2-bedroom, 2-bath luxury layouts, including a 2-level, townhouse-style unit, designed for high-quality in-town living. The existing steel pedestrian bridge connecting the Roundhouse directly to Main Street, providing strong visibility and walkability. The café includes a mezzanine level, and the gym/spa is planned for the lower level with multiple means of egress. Steps to shops, dining, bike path, Amtrak to NYC/Boston, and I-91. Located in an Opportunity Zone with potential CPA and historic tax credit eligibility.

ⓘ Source: listings_history table (triggers on properties + properties_extension) + one-shot backfill from property_details.listing_events for pre-trigger history.

Climate risk First Street

  • 🌡 Heat 4/10 Moderate
  • 🫁 Air quality 2/10 Low 1 unhealthy d/yr today · 1 by 30 yrs out

Nearby sold comps map

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Walkable amenities ~0.75 mi

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Taxation est. · year 1

Rental income
$263,388
− Mortgage interest
−$111,471
− Property taxes
−$29,850
− Insurance
−$9,950
− Repairs & maintenance
−$21,071
− Management
−$21,071
− Depreciation
−$57,891
Taxable income
$12,084
combined federal + state — saved on this device
Est. tax owed @ 24.0%
−$2,900
After-tax cash flow
$40,147/yr

For passive investors: Depreciation is non-cash, so a rental often shows a tax loss while cash-flowing — sheltering income. Rental losses are passive: they offset passive income freely, and up to $25,000/yr can offset ordinary (W-2) income if you actively participate and your MAGI is under $100k (phasing out to $0 by $150k); unused losses carry forward. On sale, claimed depreciation is recaptured at up to 25%, and gains may owe capital-gains tax (a 1031 exchange can defer both). Figures are a year-1 estimate at your 24.0% rate — not tax advice; consult a CPA.

Condition & rehab AI · 6 photos

Good 75/100 Moderate rehab

This historic mixed-use property offers a good investment opportunity with moderate rehabilitation needs and significant potential for value appreciation through a condo conversion and landscaping improvements.

Repairs flagged

  • Minor Deck — Some debris on the deck
  • Minor Stairs — Some debris on the stairs

Value-add opportunities

  • Both Condo conversion — High-quality living spaces with potential for luxury rentals
  • Both Landscaping improvements — Enhanced curb appeal and increased property value
  • Both HVAC upgrade — Improved comfort and energy efficiency

Renovation cost estimate screening

Repair itemSeverityEst. cost
Deck · Some debris on the deck Minor $500–3,000
Stairs · Some debris on the stairs Minor $500–3,000
Total estimated repair cost · 2 items $1,000–6,000

Value-add ROI direction

  • Both Condo conversion — High-quality living spaces with potential for luxury rentals
  • Both Landscaping improvements — Enhanced curb appeal and increased property value
  • Both HVAC upgrade — Improved comfort and energy efficiency

ⓘ Cost ranges are severity-bucket heuristics (US national rule-of-thumb). Get contractor quotes + a written scope before underwriting a rehab budget.

Schools (NCES district)

District
Northampton
NCES district ID
2508850
Math proficiency
36% ▼ -13.00%
Reading proficiency
53% ▼ -4.00%
Median HH income
$57,335
Composite
38.86/100
National rank
#4102
State rank
#175 of 302 in MA

Livability — Northampton

Score
78/100
State rank
#49
US rank
#2534

Category grades

Amenities F Commute A+ Cost of living F Crime D+ Employment A Housing A- Health & safety A+ User ratings A

Schools grade is shown separately in the Schools card above.

Census & demographics

Census place
Northampton, MA
County
Hampshire County · 76,035 people
City population
16,492
Metro
Springfield, MA
Population (ZIP)
16,492
Household income
$76,848
Rent vs Own
54.7% rent · 45.3% own
Severe rent burden
1269.0

Population outlook (Hampshire County) Hauer SSP2

Today (2025)
166,577 people
By 2030
168,928 · +1.4%
By 2040
171,197 · +2.8%
By 2050
175,542 · +5.4%
By 2075
199,884 · +20.0%
By 2100
211,819 · +27.2%

Race, ethnicity, and origin ACS 2023

Neighborhood character
Predominantly White (78%)
Race & ethnicity
White 78% Hispanic / Latino 12% Two or more races 8% Asian 3% Black 1%
Hispanic origin (detail)
Mexican 1% Puerto Rican 7%
Common ancestry
Romanian 7% Italian 4% Lithuanian 4%
Foreign-born
8% · Canada, China, Jamaica
Languages at home
86% English-only · Spanish 9% Other Indo-European 2% Chinese 1%

Political lean MEDSL · Hampshire

2024 margin
Solid D (+41.9) · D 69.5% · R 27.6% · Other 2.9%
2008→2024 swing
-3.6pp toward R · 2008: 45.6pp · 2024: 41.9pp
All cycles
2024: D+41.9 2020: D+46.8 2016: D+39.5 2012: D+43.8 2008: D+45.6

Not yet ingested

Civics

Market trends

HPI YoY
▼ -200.05%
Current HPI
315.842
Rent YoY
▲ 5.87%
Metro
Springfield, MA
State GDP YoY
▲ 2.28%
F500 in state
38

Industry mix (Fortune 500 HQ in MA)

Industry F500 HQs Revenue

Price history

1 event — show timeline
  • 2025-10-22 Listed $1,990,000 MLS PIN

Cash-flow waterfall

monthly

Sold comps — $/sqft

last 12 mo · ≤1 mi

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