500 Dewey St · Bridgeport, CT 06605

$175,000

3 bd · 1.0 ba · 1,460 sqft · SingleFamily public records · 20 Days on market

Built 1910 2,613 sqft lot

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Why this score? — see what drove the B- 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 +29.7/30.0
• DSCR +10.0/10.0
• 1% rule +9.3/10.0
• ARV discount +7.5/15.0
• Livability +4.0/5.0
• Rent growth +3.0/5.0
• Condition / age +2.5/5.0
• Schools +1.2/10.0
• Appreciation +0.0/10.0

Listing remarks

Don't miss this exceptional opportunity to own this Colonial-style home brimming with potential. Built in 1910, this residence offers over 1,400 square feet of living space, featuring three bedrooms and one full bathroom. Ideal layout for comfortable everyday living. The property boasts the convenience of off-street parking and is complemented by a fenced back yard, providing both privacy and versatility. Enjoy outdoor living in the spacious backyard with a deck perfect for entertaining, relaxing, or hosting gatherings. Conveniently located in a prime, commuter-friendly area, you'll appreciate easy access to major highways, public transportation, shopping centers, dining, and entertainment

Key facts

• Fenced back yard
• Spacious backyard
• Off-street parking

Tags

• OFF-STREET PARKING
• FENCED BACK YARD
• SPACIOUS BACKYARD
• DECK FOR ENTERTAINING
• COMMUTER-FRIENDLY AREA
• EASY ACCESS TO MAJOR HIGHWAYS

What this means for you Summary

Snapshot

• This is a 3-bed/1.0-bath single-family listed at $175k.

Deal economics

• At list price, monthly cash flow is $638 ($8k/yr) — positive.
• The deal already cash-flows at list — no discount required.
• Meets the 1% rule at list price ($3k rent vs $175k).
• Recommended offer: $172k (1.5% below list) — sets the bar for market timing.
• Cap rate 10.7% vs local median 5.0% in Bridgeport — 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 81/100 on livability (#15 in CT, #1,374 nationally) — a professional / high-income tenant draw. Strengths: amenities A+, commute A+, health & safety A+; Watch: crime C-, employment D+, schools D-.
• Bridgeport School District (urban): math 9% / reading 19% proficiency, ranked #151 of 153 in CT (top 99%) — low school quality limits family demand, transient renter base, plan for 1-2y turnover; 97% free/reduced lunch — lower-income household profile, screen leases tightly.
• Market conditions: Rents rising (+1.8%/yr); 47 active listings in the ZIP; 40 comparable units currently listed for rent nearby; rentals at typical pace (median 24d on market — plan ~3-4 weeks tenant-placement turnaround); 40% of comp listings sitting > 30 days — soft ceiling on asking rent; 852 units permitted in Greater Bridgeport Planning Region in 2024 (698 in 5+ unit buildings).
• At $2,508/mo this rent would consume 54% of the median local household income ($56k/yr) (locally 2367% 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 $1k of loan paydown is wiped out by about $5k of value loss. Plan a longer hold.
• At projected returns (-3.0% appreciation + 1.8% rent growth), your $49k cash investment doubles in ~9 years — after that, you're playing with house money.

Negotiation context

• It's been on market 20 days — a 2% lower offer ($172k) is reasonable based on typical stale-listing flexibility.
• 6 sale attempts since 25y ago with the ask held roughly flat each time — persistent listings suggest the price (not the market) is what's stuck; bring a comps-based counter.
• Current owner paid $99k; list at $175k implies a 77% gain — meaningful room to come down on a strong offer.

Risks & watch-outs

• Watch-outs: built in 1910 — expect roof / HVAC / electrical / plumbing capex.
• Climate carrying-cost: major wind risk, 66% chance of damaging wind over 30y; extreme-heat days projected 7→15/yr by 2055 (HVAC capex compounding) — expect insurance premiums to compound above CPI over the hold.

Recommended offer $172,375 (1.5% below list)

Questions for the listing agent

1. Built in 1910 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
2. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
3. Schools are D-rated, which usually means shorter tenancies and higher turnover. Who's the typical renter profile here, and what's been the actual vacancy rate?
4. 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.
5. 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.
6. How much new for-sale + rental construction is in the pipeline within 1–3 miles? Heavy new supply typically softens prices + rents 12–24 months out; constrained supply supports both.

Investment metrics

• 1% rule: 1.43% ✓
• Cap rate: 10.67%
• Cash-on-cash: 15.62%
• DSCR: 1.70
• GRM: 5.8

CMA / ARV

• ARV (on-the-fly): $467,200
• Comps found: 12

Show comp detail 12 sales within ~0.75 mi

Address	Dist	Beds/Ba	Sqft	Sold	Price	$/sf	Match
500 Dewey St	0.00mi	3/1.0	1,460 (0%)	0mo	$229,000	$157	100
155 Moody Ave	0.32mi	3/1.5	1,510 (+3%)	1mo	$462,500	$306	77
25 Essex St	0.42mi	3/1.0	1,402 (-4%)	0mo	$430,000	$307	74
64 Moody Ave	0.35mi	3/1.5	1,301 (-11%)	1mo	$505,000	$388	62
7 Melville Ave	0.47mi	3/2.0	1,529 (+5%)	10mo	$590,000	$386	58
322 Greenfield St	0.71mi	3/1.5	1,500 (+3%)	10mo	$575,000	$383	52
54 2nd St	0.58mi	3/2.0	1,407 (-4%)	17mo	$465,000	$330	49
135 Laurel Pl	0.70mi	3/1.5	1,612 (+10%)	0mo	$490,000	$304	47
24 Carthage St	0.61mi	3/1.0	1,370 (-6%)	18mo	$400,000	$292	46
16 Exchange Pl	0.61mi	2/2.0 (-1)	1,331 (-9%)	8mo	$460,000	$346	41
75 Berkeley Rd	0.74mi	4/1.0 (+1)	1,500 (+3%)	18mo	$480,000	$320	40
91 Laurel Pl	0.73mi	3/2.5	1,604 (+10%)	19mo	$400,000	$249	28

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 · 1.81% rent growth · sell at horizon

5-year hold

• IRR: 5.0%
• Equity multiple: 1.19×
• Total profit: $9,428
• Equity at exit: $26,093

10-year hold

• IRR: 13.3%
• Equity multiple: 2.00×
• Total profit: $49,129
• Equity at exit: $15,131

Cash invested: $49,000 (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.

Methodology + full state rankings →

ZIP-level market 06605

• Home prices YoY: -14.5%
• Rents YoY: 1.8%
• Active inventory: 47
• Price-to-rent: 5.8×

Monthly cashflow live

• Estimated rent: $2,508 high
• Mortgage (P&I): −$918
• Tax from tax record: −$353 /mo · $4,233/yr
• Insurance: −$73
• HOA: −$0
• Vacancy / Maint / Mgmt: −$527
• Net cashflow: $638

Break-even live

Break-even rent $1,700

Max offer price $175,000

Occupancy floor 70%

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: $43,750
• Closing costs: $5,250
• Reserves months: —
• Total cash needed: —

Rent comps 40 comps

Address	Beds	Baths	Sqft	Rent	$/sqft	DOM	Units	Dist
1257 Howard Ave Bridgeport, CT	3.0	1.0	1000	$2,004	$2.00	2d	1	0.17mi
1158 Howard Ave Unit 1 Bridgeport, CT	2.0	1.0	1000	$2,100	$2.10	23d	1	0.18mi
928 Hancock Ave Unit 3L Bridgeport, CT	3.0	1.0	1200	$2,000	$1.67	23d	1	0.24mi
898 Hancock Ave Unit 3 Bridgeport, CT	3.0	1.0	1068	$2,500	$2.34	43d	1	0.26mi
166 Dewey St Unit 1 Bridgeport, CT	3.0	1.0	1100	$2,100	$1.91	3d	1	0.30mi
557 Colorado Ave Unit Second Floor Bridgeport, CT	3.0	1.0	1309	$2,800	$2.14	43d	1	0.30mi
689 Maplewood Ave Bridgeport, CT	3.0	1.0	1050	$2,150	$2.05	43d	1	0.31mi
1662 Fairfield Ave Unit 2nd fl Bridgeport, CT	2.0	1.0	1200	$2,200	$1.83	14d	1	0.34mi
784 Howard Ave Unit 2 Bridgeport, CT	3.0	1.0	1765	$1,900	$1.08	23d	1	0.42mi
784 Howard Ave Unit 2nd Floor Bridgeport, CT	3.0	1.0	1765	$1,950	$1.10	43d	1	0.42mi
125 Tunxis Hill Rd Fairfield, CT	2.0	2.0	1014	$2,650	$2.61	2d	1	0.44mi
540 Villa Ave Unit 542 Fairfield, CT	2.0	1.0	1175	$2,750	$2.34	43d	1	0.49mi
32 Hazelwood Ave Unit 1st floor Bridgeport, CT	2.0	1.5	900	$2,000	$2.22	44d	1	0.58mi
184 Pacific St Bridgeport, CT	4.0	1.0	1200	$2,500	$2.08	21d	1	0.59mi
23 Elmwood Ave Unit 3 Bridgeport, CT	3.0	1.0	1025	$1,750	$1.71	14d	1	0.60mi
414 Wood Ave Bridgeport, CT	2.0	1.0	1000	$2,200	$2.20	43d	1	0.62mi
137 Sherwood Ave Bridgeport, CT	4.0	1.0	1200	$2,500	$2.08	3d	1	0.65mi
165 Lee Ave Unit 2R Bridgeport, CT	2.0	1.0	1000	$1,850	$1.85	23d	1	0.67mi
471 Marlborough Ter Unit 2 Fairfield, CT	4.0	1.0	1150	$3,100	$2.70	43d	1	0.71mi
764 Ellsworth St Unit 3 Bridgeport, CT	2.0	1.0	1060	$1,700	$1.60	43d	1	0.73mi
259 Laurel Ave Unit 2 Bridgeport, CT	4.0	1.0	1432	$3,200	$2.23	2d	1	0.74mi
114 Waldorf Ave Unit 2 Bridgeport, CT	3.0	1.0	1200	$2,400	$2.00	3d	1	0.79mi
1496 Iranistan Ave Bridgeport, CT	3.0	1.0	1200	$2,300	$1.92	14d	1	0.81mi
1494 Iranistan Ave Unit 1 Bridgeport, CT	3.0	1.0	1200	$2,300	$1.92	3d	1	0.81mi
228 Jennings Rd Fairfield, CT	3.0	2.0	1412	$3,650	$2.58	14d	1	0.81mi
228 Jennings Rd Fairfield, CT	3.0	2.0	1412	$3,750	$2.66	43d	1	0.81mi
348 Halley Ave Fairfield, CT	3.0	2.5	1530	$4,200	$2.75	2d	1	0.83mi
1577 Park Ave Bridgeport, CT	3.0	1.0	1409	$2,400	$1.70	23d	1	0.83mi
446 Old Stratfield Rd Fairfield, CT	2.0	1.0	1065	$2,750	$2.58	43d	1	0.84mi
285 Hanover St Unit 1 Bridgeport, CT	3.0	2.0	1338	$2,200	$1.64	14d	1	0.84mi
44 Lorraine Ter Unit 2 Bridgeport, CT	2.0	1.0	1100	$2,100	$1.91	11d	1	0.85mi
63 Eaton St Unit 3 Bridgeport, CT	2.0	1.0	1000	$2,200	$2.20	43d	1	0.86mi
42 Poe Ct Fairfield, CT	3.0	2.5	1600	$4,100	$2.56	2d	1	0.86mi
206 Scofield Ave Bridgeport, CT	2.0	1.0	1100	$2,200	$2.00	43d	1	0.88mi
709 Tunxis Hill Rd Fairfield, CT	3.0	1.5	1109	$3,900	$3.52	2d	1	0.92mi
300 Soundview Ave Fairfield, CT	2.0	1.0	1050	$3,000	$2.86	43d	1	0.92mi
125 Tunxis Hill Cut Unit 2 Fairfield, CT	2.0	2.0	1014	$2,650	$2.61	43d	1	0.94mi
732 Tunxis Hill Rd Fairfield, CT	4.0	2.0	1380	$3,000	$2.17	2d	1	0.94mi
95 Shell St Bridgeport, CT	3.0	1.5	1220	$2,800	$2.30	23d	1	0.96mi
720 Knapps Hwy Fairfield, CT	2.0	1.0	1176	$2,300	$1.96	43d	1	0.97mi

Listing history 13 events

1. 2026-04-09
   status Under Contract
2. 2026-03-18
   listed $175,000 Active
3. 2026-01-15
   historical
4. 2026-01-05
   status Active
5. 2026-01-03
   historical
6. 2025-10-04
   listed $250,000 Active
7. 2025-10-01
   historical
8. 2025-03-26
   listed $250,000 Active
9. 2024-09-25
   historical
10. 2024-09-11
    listed $250,000 Active
11. 2001-04-05
    soldstatus $99,000
12. 2001-04-04
    soldstatus $99,000
13. 2001-01-20
    listed $99,000

ⓘ 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: $4,233 · $353/mo
• Projected year-2 tax: $4,233 · $353/mo
• Expected delta: $0/yr ($0/mo · 0.0%)

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

Climate risk First Street

• 🌊 Flood 1/10 Low FEMA zone X (unshaded) · 0% chance over 30 yrs
• 🔥 Wildfire 1/10 Low
• 🌡 Heat 6/10 Major 7 d/yr ≥97°F today · 15 d/yr by 30 yrs out
• 💨 Wind 6/10 Major 66% chance of damaging wind over 30 yrs
• 🫁 Air quality 4/10 Moderate 5 unhealthy d/yr today · 7 by 30 yrs out

Taxation est. · year 1

• Rental income: $30,097
• − Mortgage interest: −$9,803
• − Property taxes: −$4,233
• − Insurance: −$875
• − Repairs & maintenance: −$2,408
• − Management: −$2,408
• − Depreciation: −$5,091
• Taxable income: $5,280
• Est. tax owed @ 24.0%: −$1,267
• After-tax cash flow: $6,389/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: Bridgeport School District
• NCES district ID: 0900450
• Math proficiency: 9% ▼ -7.00%
• Reading proficiency: 19% ▼ -10.00%
• Median HH income: $41,507
• Composite: 12.09/100
• National rank: #9656
• State rank: #151 of 153 in CT

Livability — Bridgeport

• Score: 81/100
• State rank: #15
• US rank: #1374

Category grades

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

Schools grade is shown separately in the Schools card above.

Census & demographics

• Census place: Bridgeport, CT
• County: Fairfield County · 765,532 people
• City population: 149,153
• Metro: Bridgeport-Stamford-Norwalk, CT
• Population (ZIP): 25,929
• Household income: $56,179
• Rent vs Own: 67.9% rent · 32.1% own
• Severe rent burden: 2367.0

Population outlook (Greater Bridgeport County) Hauer SSP2

• By 2040: 365,581

Race, ethnicity, and origin ACS 2023

• Neighborhood character: Diverse neighborhood (Simpson 0.70)
• Race & ethnicity: Hispanic / Latino 39% White 33% Black 19% Two or more races 12% Asian 5% Native American 1%
• Hispanic origin (detail): Mexican 6% Puerto Rican 17% Cuban 3% Dominican 3%
• Common ancestry: Romanian 4% Hispanic 3% Scotch-Irish 2%
• Foreign-born: 25% · Canada, Guatemala, China
• Languages at home: 54% English-only · Spanish 32% Other Indo-European 4% French/Haitian/Cajun 3%

Political lean MEDSL · Greater Bridgeport

• 2024 margin: Strong D (+23.3) · D 60.9% · R 37.6% · Other 1.5%
• All cycles: 2024: D+23.3

Not yet ingested

• Civics: —

Market trends

• HPI YoY: ▼ -40.42%
• Current HPI: 238.1786
• Rent YoY: ▲ 1.81%
• Metro: Bridgeport-Stamford-Norwalk, CT
• State GDP YoY: ▲ 1.06%
• F500 in state: 38

Industry mix (Fortune 500 HQ in CT)

Industry	F500 HQs	Revenue
▸Industrial Machinery	4	$38B
▸Insurance	3	$71B
▸Financial Services	2	$25B
▸Transportation / Logistics	2	$18B
▸Healthcare	1	$247B
▸Telecommunications	1	$55B

Price history

+76.8% since first listed

13 events — show timeline

• 2026-04-09 Pending — Smart MLS
• 2026-03-18 Listed $175,000 Smart MLS
• 2026-01-15 Listing Removed — Smart MLS
• 2026-01-05 Relisted — Smart MLS
• 2026-01-03 Listing Removed — Smart MLS
• 2025-10-04 Listed $250,000 Smart MLS
• 2025-10-01 Listing Removed — Smart MLS
• 2025-03-26 Listed $250,000 Smart MLS
• 2024-09-25 Listing Removed — Smart MLS
• 2024-09-11 Listed $250,000 Smart MLS
• 2001-04-05 Sold (Public Records) $99,000 Public Records
• 2001-04-04 Sold (MLS) $99,000 Smart MLS
• 2001-01-20 Listed $99,000 Smart MLS

Property tax history

-0.6%/yr

Latest (2023): $4,233 · +0.0% YoY. Source: county tax records.