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19 Jackson St Duplex
D Composite 44.11
Why this score? — see what drove the D 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 +14.1/30.0
  • ARV discount +10.1/15.0
  • DSCR +4.3/10.0
  • Rent growth +4.3/5.0
  • Livability +3.6/5.0
  • 1% rule +3.5/10.0
  • Condition / age +2.5/5.0
  • Schools +1.7/10.0
  • Appreciation +0.0/10.0

$430,000

19 Jackson St · Ansonia, CT 06401
4 bd · 2.0 ba · 1,760 sqft · MultiFamily public records · 49 Days on market
Built 1900 3,920 sqft lot $244/sqft · 6% below area Est $456k · 6% under

🖨 Deal sheet (PDF) 📄 Offer letter ✓ Due diligence

Multi-family units

County records classify this as Multi-Family (2-4 Unit). Listing-text estimate: 2 units. confirmed

Listing remarks MLS

Are you looking for an affordable multi family investment where the numbers make sense, or a flexible property with strong income potential? This well maintained 2 family in Ansonia presents a great opportunity. The first floor unit has been recently updated with fresh paint and a new stove and is currently unoccupied, offering immediate flexibility for the next owner. The second floor unit features 2 bedrooms and 1 full bathroom along with a spacious loft that adds additional living space. Major updates include a roof that is approximately 1.5 years old and water heaters that are less than 3 years old. Both units have their own porch and separate utilities, making management efficient. Located on a quiet street with convenient access to shopping, dining, and transportation, this property offers strong potential for both current use and future upside.

Key facts

  • 3,920 sq ft lot
  • Built 1900
  • Listed 49 days

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 2 × 2-bed/1.0-bath units multifamily listed at $430k.

Deal economics

  • At list price, monthly cash flow is $66 ($788/yr) — positive. Per door: $33/mo.
  • The deal already cash-flows at list — no discount required.
  • To meet the 1% rule (rent ≥ 1% of price), the offer needs to be $365k (15.1% below list).
  • Recommended offer: $365k (15.1% below list) — sets the bar for 1% rule.
  • Cap rate 6.5% vs local median 3.8% in Ansonia — 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 71/100 on livability (#87 in CT) — a middle-class / working-renter tenant base. Strengths: crime A+, health & safety A+, housing A-; Watch: employment C-, amenities F, commute F.
  • Ansonia School District (suburban): math 13% / reading 25% proficiency, ranked #144 of 153 in CT (top 94%) — low school quality limits family demand, transient renter base, plan for 1-2y turnover.
  • Zoned schools: Prendergast School (math 10% / reading 22%, grade F, #468 of 553 statewide, top 85%, 606 students, 67% FRL); Ansonia Middle School (math 15% / reading 29%, grade F, #158 of 175 statewide, top 90%, 537 students, 63% FRL); Ansonia High School (math 22% / reading 37%, grade F, #139 of 194 statewide, top 74%, 555 students, 60% FRL).
  • Market conditions: Rents rising fast (+7.3%/yr); 52 active listings in the ZIP; 9 comparable units currently listed for rent nearby; rentals leasing fast (median 13d on market — plan ~1-2 weeks tenant-placement turnaround); solid renter incomes; 502 units permitted in Naugatuck Valley Planning Region in 2024 (171 in 5+ unit buildings).
  • At $3,651/mo this rent would consume 51% of the median local household income ($86k/yr) (locally 541% 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 $3k of loan paydown is wiped out by about $13k of value loss. Plan a longer hold.

Negotiation context

  • It's been on market 49 days — a 3% lower offer ($417k) is reasonable based on typical stale-listing flexibility.
  • 6 sale attempts since 24y ago; this cycle's ask is 8% above the opening price — seller raised mid-cycle; expect resistance to lowballs.
  • Current owner paid $227k; list at $430k implies a 89% gain — meaningful room to come down on a strong offer.

Risks & watch-outs

  • Watch-outs: built in 1900 — expect roof / HVAC / electrical / plumbing capex.
  • Climate carrying-cost: major flood risk; major wind risk, 27% chance of damaging wind over 30y; extreme-heat days projected 7→17/yr by 2055 (HVAC capex compounding) — expect insurance premiums to compound above CPI over the hold.
Recommended offer $365,100 (15.1% below list)

Questions for the listing agent

  1. It's been on market 49 days. Have you received any prior offers? Is the seller open to a 15% concession, seller financing, or rate buy-down credit?
  2. Can we see the unit-by-unit rent roll, current vacancy, and any below-market leases? What's the average tenancy length?
  3. What capital expenditures (roof, boiler, parking lot, exteriors) have been made in the last 5 years, and what's planned in the next 2?
  4. Built in 1900 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
  5. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
  6. Schools are F-rated, which usually means shorter tenancies and higher turnover. Who's the typical renter profile here, and what's been the actual vacancy rate?
  7. The area grade is low — what's the realistic commute time and amenity access for the typical tenant pool here? Any planned neighborhood developments (good or bad) we should know about?
  8. 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.
  9. 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.
  10. 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
0.85%
Cap rate
6.48%
Cash-on-cash
0.65%
DSCR
1.03
GRM
9.8

CMA / ARV

ARV (median comp)
$456,446
List price
$430,000
Delta
-5.79%
Verdict
FAIR
Comps
20 within 1.0 mi
Show comp detail 12 sales within ~0.75 mi
Address Dist Beds/Ba Sqft Sold Price $/sf Match
19 Jackson St 0.00mi 4/2.0 1,760 (0%) 0mo $405,000 $230 100
290 Wakelee Ave 0.42mi 4/2.0 1,756 (-0%) 0mo $412,000 $235 80
99 Westfield Ave 0.38mi 4/2.0 1,968 (+12%) 0mo $470,000 $239 62
42 Bassett St 0.53mi 4/2.0 1,768 (+0%) 16mo $500,000 $283 61
10 Ells St 0.65mi 4/2.0 1,824 (+4%) 3mo $470,000 $258 61
47 Grove St 0.28mi 5/3.0 (+1) 1,890 (+7%) 9mo $450,000 $238 58
126 Tremont St 0.65mi 3/2.0 (-1) 1,729 (-2%) 5mo $340,000 $197 58
3 Avon St 0.31mi 3/2.5 (-1) 1,695 (-4%) 20mo $440,000 $260 56
14 Holbrook Ct 0.13mi 4/2.0 1,512 (-14%) 21mo $342,000 $226 53
13-15 Page St 0.71mi 4/2.0 1,755 (-0%) 18mo $475,000 $271 51
32 Winter St 0.57mi 5/2.0 (+1) 1,824 (+4%) 18mo $393,000 $215 47
28 Rufus St 0.57mi 5/2.0 (+1) 1,890 (+7%) 11mo $450,000 $238 47

Match score weights: distance 35% · size 25% · config 20% · recency 20%. Top-matched comps best support the ARV.

Projected returns pro-forma

-3.0% appreciation · 7.35% rent growth · sell at horizon

5-year hold
IRR
-10.7%
Equity multiple
0.59×
Total profit
$-48,856
Equity at exit
$64,114
10-year hold
IRR
3.6%
Equity multiple
1.31×
Total profit
$37,564
Equity at exit
$37,179

Cash invested: $120,400 (down + closing). Projections, not guarantees.

Landlord ↔ Tenant lean methodology

Overall (STATE)
27 Tenant-Leaning
State Connecticut
27 Tenant-Leaning · D+7
County
— inherits STATE
City
— inherits STATE
Strong tenant statutes; rent commissions in some towns; courts slow especially in cities.

ZIP-level market 06401

Home prices YoY
-4.7%
Rents YoY
7.3%
Active inventory
52
Price-to-rent
19.6×

Monthly cashflow live

Estimated rent
$3,651 high interval (Pro) →
Mortgage (P&I)
$2,255
Tax from tax record
$384 /mo · $4,614/yr
Insurance
$179
HOA
$0
Vacancy / Maint / Mgmt
$767
Net cashflow
$66

Break-even live

Break-even rent $3,568
Max offer price $430,000
Occupancy floor 93%

Sensitivity live

Price -10% $309 -5% $187 +0% $66 +5% $-56 +10% $-178
Rent -10% $-223 -5% $-79 +0% $66 +5% $210 +10% $354
Rate -1.0pp $282 -0.5pp $175 base $66 +0.5pp $-46 +1.0pp $-159

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

UnitsBedsBathsEst. rent
Total (2 units) $3,651

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
$107,500
Closing costs
$12,900
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.

Rent comps 9 comps

AddressBedsBaths SqftRent$/sqft DOM Units Dist
106 Howard Ave Unit R Ansonia, CT 3.0 1.5 1232 $2,400 $1.95 25d 1 0.40mi
14 Meadow St Ansonia, CT 3.0 1.0 2481 $2,800 $1.13 4d 1 0.42mi
21 Nichols St Ansonia, CT 4.0 2.0 2246 $2,900 $1.29 4d 1 0.48mi
57 Vine St Unit 2 Ansonia, CT 4.0 1.0 2200 $2,715 $1.23 45d 1 0.97mi
91 Jewett St Unit 1st Floor Ansonia, CT 3.0 1.0 1738 $2,600 $1.50 4d 1 1.02mi
92 Smith St Derby, CT 3.0 1.0 1722 $2,050 $1.19 16d 1 1.30mi
7 Hillside Ave Unit 2nd FL Seymour, CT 3.0 1.0 1304 $2,300 $1.76 45d 1 1.32mi
156 Hawthorne Ave Derby, CT 3.0 2.0 1710 $3,100 $1.81 12d 1 1.38mi
95 Park Ave Derby, CT 4.0 1.5 1930 $3,000 $1.55 4d 1 1.48mi

Listing history 19 events

  1. 2026-05-12
    status Under Contract 863-char remark
    Show marketing remark (863 chars)

    Are you looking for an affordable multi family investment where the numbers make sense, or a flexible property with strong income potential? This well maintained 2 family in Ansonia presents a great opportunity. The first floor unit has been recently updated with fresh paint and a new stove and is currently unoccupied, offering immediate flexibility for the next owner. The second floor unit features 2 bedrooms and 1 full bathroom along with a spacious loft that adds additional living space. Major updates include a roof that is approximately 1.5 years old and water heaters that are less than 3 years old. Both units have their own porch and separate utilities, making management efficient. Located on a quiet street with convenient access to shopping, dining, and transportation, this property offers strong potential for both current use and future upside.

  2. 2026-03-31
    price $430,000 863-char remark
    Show marketing remark (863 chars)

    Are you looking for an affordable multi family investment where the numbers make sense, or a flexible property with strong income potential? This well maintained 2 family in Ansonia presents a great opportunity. The first floor unit has been recently updated with fresh paint and a new stove and is currently unoccupied, offering immediate flexibility for the next owner. The second floor unit features 2 bedrooms and 1 full bathroom along with a spacious loft that adds additional living space. Major updates include a roof that is approximately 1.5 years old and water heaters that are less than 3 years old. Both units have their own porch and separate utilities, making management efficient. Located on a quiet street with convenient access to shopping, dining, and transportation, this property offers strong potential for both current use and future upside.

  3. 2026-03-31
    status Active 863-char remark
    Show marketing remark (863 chars)

    Are you looking for an affordable multi family investment where the numbers make sense, or a flexible property with strong income potential? This well maintained 2 family in Ansonia presents a great opportunity. The first floor unit has been recently updated with fresh paint and a new stove and is currently unoccupied, offering immediate flexibility for the next owner. The second floor unit features 2 bedrooms and 1 full bathroom along with a spacious loft that adds additional living space. Major updates include a roof that is approximately 1.5 years old and water heaters that are less than 3 years old. Both units have their own porch and separate utilities, making management efficient. Located on a quiet street with convenient access to shopping, dining, and transportation, this property offers strong potential for both current use and future upside.

  4. 2026-03-26
    status Active 863-char remark
    Show marketing remark (863 chars)

    Are you looking for an affordable multi family investment where the numbers make sense, or a flexible property with strong income potential? This well maintained 2 family in Ansonia presents a great opportunity. The first floor unit has been recently updated with fresh paint and a new stove and is currently unoccupied, offering immediate flexibility for the next owner. The second floor unit features 2 bedrooms and 1 full bathroom along with a spacious loft that adds additional living space. Major updates include a roof that is approximately 1.5 years old and water heaters that are less than 3 years old. Both units have their own porch and separate utilities, making management efficient. Located on a quiet street with convenient access to shopping, dining, and transportation, this property offers strong potential for both current use and future upside.

  5. 2026-02-27
    historical 863-char remark
    Show marketing remark (863 chars)

    Are you looking for an affordable multi family investment where the numbers make sense, or a flexible property with strong income potential? This well maintained 2 family in Ansonia presents a great opportunity. The first floor unit has been recently updated with fresh paint and a new stove and is currently unoccupied, offering immediate flexibility for the next owner. The second floor unit features 2 bedrooms and 1 full bathroom along with a spacious loft that adds additional living space. Major updates include a roof that is approximately 1.5 years old and water heaters that are less than 3 years old. Both units have their own porch and separate utilities, making management efficient. Located on a quiet street with convenient access to shopping, dining, and transportation, this property offers strong potential for both current use and future upside.

  6. 2026-02-12
    historical 863-char remark
    Show marketing remark (863 chars)

    Are you looking for an affordable multi family investment where the numbers make sense, or a flexible property with strong income potential? This well maintained 2 family in Ansonia presents a great opportunity. The first floor unit has been recently updated with fresh paint and a new stove and is currently unoccupied, offering immediate flexibility for the next owner. The second floor unit features 2 bedrooms and 1 full bathroom along with a spacious loft that adds additional living space. Major updates include a roof that is approximately 1.5 years old and water heaters that are less than 3 years old. Both units have their own porch and separate utilities, making management efficient. Located on a quiet street with convenient access to shopping, dining, and transportation, this property offers strong potential for both current use and future upside.

  7. 2026-02-04
    status Under Contract 863-char remark
    Show marketing remark (863 chars)

    Are you looking for an affordable multi family investment where the numbers make sense, or a flexible property with strong income potential? This well maintained 2 family in Ansonia presents a great opportunity. The first floor unit has been recently updated with fresh paint and a new stove and is currently unoccupied, offering immediate flexibility for the next owner. The second floor unit features 2 bedrooms and 1 full bathroom along with a spacious loft that adds additional living space. Major updates include a roof that is approximately 1.5 years old and water heaters that are less than 3 years old. Both units have their own porch and separate utilities, making management efficient. Located on a quiet street with convenient access to shopping, dining, and transportation, this property offers strong potential for both current use and future upside.

  8. 2026-01-28
    listed $399,000 Active 863-char remark
    Show marketing remark (863 chars)

    Are you looking for an affordable multi family investment where the numbers make sense, or a flexible property with strong income potential? This well maintained 2 family in Ansonia presents a great opportunity. The first floor unit has been recently updated with fresh paint and a new stove and is currently unoccupied, offering immediate flexibility for the next owner. The second floor unit features 2 bedrooms and 1 full bathroom along with a spacious loft that adds additional living space. Major updates include a roof that is approximately 1.5 years old and water heaters that are less than 3 years old. Both units have their own porch and separate utilities, making management efficient. Located on a quiet street with convenient access to shopping, dining, and transportation, this property offers strong potential for both current use and future upside.

  9. 2026-01-26
    historical $399,000 863-char remark
    Show marketing remark (863 chars)

    Are you looking for an affordable multi family investment where the numbers make sense, or a flexible property with strong income potential? This well maintained 2 family in Ansonia presents a great opportunity. The first floor unit has been recently updated with fresh paint and a new stove and is currently unoccupied, offering immediate flexibility for the next owner. The second floor unit features 2 bedrooms and 1 full bathroom along with a spacious loft that adds additional living space. Major updates include a roof that is approximately 1.5 years old and water heaters that are less than 3 years old. Both units have their own porch and separate utilities, making management efficient. Located on a quiet street with convenient access to shopping, dining, and transportation, this property offers strong potential for both current use and future upside.

  10. 2021-03-25
    soldstatus $227,000 Closed 566-char remark
    Show marketing remark (566 chars)

    Back on market! Come take a look before it's gone! This is a well taken care of 2 family home. Rent one floor and live in the other or bring your family along! The second floor boast beautiful hardwood floors , 2 bedrooms, nice sized eat in kitchen and bathroom. There is nice loft in one of the bedrooms where you can covert to a play area or reading nook. Enjoy the summer months in the enclosed back deck or sit in your lovely front porch. The first floor also has hardwood floors, 2 bedrooms, 1 bath and a nice exterior covered area for those grilling occasions.

  11. 2021-03-24
    soldstatus $227,000
  12. 2021-01-22
    listed $229,900 Active 566-char remark
    Show marketing remark (566 chars)

    Back on market! Come take a look before it's gone! This is a well taken care of 2 family home. Rent one floor and live in the other or bring your family along! The second floor boast beautiful hardwood floors , 2 bedrooms, nice sized eat in kitchen and bathroom. There is nice loft in one of the bedrooms where you can covert to a play area or reading nook. Enjoy the summer months in the enclosed back deck or sit in your lovely front porch. The first floor also has hardwood floors, 2 bedrooms, 1 bath and a nice exterior covered area for those grilling occasions.

  13. 2020-03-23
    status Under Contract
  14. 2020-03-23
    historical Under Contract - Continue to Show
  15. 2020-03-21
    historical
  16. 2020-03-17
    listed $195,000 Active
  17. 2003-05-23
    soldstatus $169,900
  18. 2002-12-15
    historical
  19. 2002-08-15
    listed $139,900

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

Tax reassessment forecast CT · Partial reset (capped growth)

Current annual tax
$4,614 · $384/mo
Projected year-2 tax
$6,908 · $576/mo
Expected delta
+$2,294/yr (+$191/mo · 49.7%)

ⓘ Screening estimate from a state-policy table — verify with the county assessor before closing.

Climate risk First Street

  • 🌊 Flood 6/10 Major FEMA zone X (unshaded) · 72% chance over 30 yrs
  • 🔥 Wildfire 3/10 Moderate
  • 🌡 Heat 6/10 Major 7 d/yr ≥98°F today · 17 d/yr by 30 yrs out
  • 💨 Wind 6/10 Major 27% chance of damaging wind over 30 yrs
  • 🫁 Air quality 4/10 Moderate 4 unhealthy d/yr today · 6 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
$43,812
− Mortgage interest
−$24,087
− Property taxes
−$4,614
− Insurance
−$2,150
− Repairs & maintenance
−$3,505
− Management
−$3,505
− Depreciation
−$12,509
Taxable loss
−$6,558
combined federal + state — saved on this device
Est. tax savings @ 24.0%
+$1,574
After-tax cash flow
$2,362/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.

Schools (NCES district)

District
Ansonia School District
NCES district ID
0900060
Math proficiency
13% ▼ -15.00%
Reading proficiency
25% ▼ -12.00%
Median HH income
$49,300
Composite
16.97/100
National rank
#9132
State rank
#144 of 153 in CT

Livability — Ansonia

Score
71/100
State rank
#87
US rank
#6938

Category grades

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

Schools grade is shown separately in the Schools card above.

Census & demographics

Census place
Ansonia, CT
County
New Haven County · 688,236 people
City population
19,315
Metro
New Haven-Milford, CT
Population (ZIP)
19,315
Household income
$86,178
Rent vs Own
41.7% rent · 58.3% own
Severe rent burden
541.0

Population outlook (Naugatuck Valley County) Hauer SSP2

By 2040
496,846

Race, ethnicity, and origin ACS 2023

Neighborhood character
Diverse neighborhood (Simpson 0.66)
Race & ethnicity
White 50% Hispanic / Latino 25% Black 17% Two or more races 11% Asian 3%
Hispanic origin (detail)
Puerto Rican 11% Dominican 4%
Common ancestry
Romanian 7% Russian 1% Scotch-Irish 1%
Foreign-born
18% · Canada, Jamaica, China
Languages at home
75% English-only · Spanish 15% Other Indo-European 5% Russian/Polish/Slavic 2%

Political lean MEDSL · Naugatuck Valley

2024 margin
Lean R (+7.4) · D 45.6% · R 53.0% · Other 1.4%
All cycles
2024: R+7.4

Not yet ingested

Civics

Market trends

HPI YoY
▼ -13.08%
Current HPI
264.8538
Rent YoY
▲ 7.35%
Metro
New Haven-Milford, CT
State GDP YoY
▲ 1.06%
F500 in state
38

Industry mix (Fortune 500 HQ in CT)

Industry F500 HQs Revenue

Price history

+207.4% since first listed
19 events — show timeline
  • 2026-05-12 Pending Smart MLS
  • 2026-03-31 Price Changed $430,000 Smart MLS
  • 2026-03-31 Relisted Smart MLS
  • 2026-03-26 Relisted Smart MLS
  • 2026-02-27 Listing Removed Smart MLS
  • 2026-02-12 Listing Removed Smart MLS
  • 2026-02-04 Pending Smart MLS
  • 2026-01-28 Listed $399,000 Smart MLS
  • 2026-01-26 Coming Soon $399,000 Smart MLS
  • 2021-03-25 Sold (MLS) $227,000 Smart MLS
  • 2021-03-24 Sold (Public Records) $227,000 Public Records
  • 2021-01-22 Listed $229,900 Smart MLS
  • 2020-03-23 Pending Smart MLS
  • 2020-03-23 Contingent Smart MLS
  • 2020-03-21 Listing Removed Smart MLS
  • 2020-03-17 Listed $195,000 Smart MLS
  • 2003-05-23 Sold (Public Records) $169,900 Public Records
  • 2002-12-15 Listing Removed Smart MLS
  • 2002-08-15 Listed $139,900 Smart MLS

Property tax history

+2.6%/yr

Latest (2023): $4,614 · +12.0% YoY. Source: county tax records.

Cash-flow waterfall

monthly

Sold comps — $/sqft

last 12 mo · ≤1 mi

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