39 Jane St · Bridgeport, CT 06608

$479,000

5 bd · 2.0 ba · 2,156 sqft · MultiFamily public records · 225 Days on market

Built 1902 3,049 sqft lot $222/sqft · at area comps Est $477k · at est.

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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 +16.6/30.0
• Appreciation +10.0/10.0
• ARV discount +7.3/15.0
• DSCR +5.2/10.0
• 1% rule +4.0/10.0
• Livability +4.0/5.0
• Rent growth +3.6/5.0
• Condition / age +2.5/5.0
• Schools +1.2/10.0

Multi-family units

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

Listing remarks MLS

Assumable financing at 4.8 percent available! Well-maintained two-family home located on Bridgeport's East Side, ideal for both investors and owner-occupants. The first-floor unit offers 1 bedroom and 1 bath with a bright, open layout. The spacious second-floor duplex features 5 bedrooms and 1 bath, providing excellent rental income potential or flexible living arrangements. Each unit is separately metered for utilities and includes gas heat, updated mechanicals, and low-maintenance vinyl siding. Private backyard and off-street parking potential. Conveniently located near Seaside Park, Downtown, Route 8, and I-95. Projected gross income up to $51,000 annually. A great opportunity to own a high-cash-flow property in one of Bridgeport's strongest rental markets!

Key facts

• Bright open layout
• Gas heat
• Updated mechanicals

Tags

• TWO FAMILY HOME
• BRIGHT OPEN LAYOUT
• SPACIOUS SECOND FLOOR DUPLEX
• GAS HEAT
• UPDATED MECHANICALS
• LOW MAINTENANCE VINYL SIDING

What this means for you Summary

Snapshot

• This is a 2 × 3-bed/1.0-bath units multifamily listed at $479k.

Deal economics

• At list price, monthly cash flow is $293 ($4k/yr) — positive. Per door: $147/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 $432k (9.7% below list).
• Recommended offer: $422k (12.0% below list) — sets the bar for market timing.
• Cap rate 7.0% 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 fast (+4.3%/yr); 30 active listings in the ZIP; 21 comparable units currently listed for rent nearby; rentals at typical pace (median 24d on market — plan ~3-4 weeks tenant-placement turnaround); 852 units permitted in Greater Bridgeport Planning Region in 2024 (698 in 5+ unit buildings).
• At $4,323/mo this rent would consume 113% of the median local household income ($46k/yr) (locally 910% of renters already pay >50% of income on rent) — very limited rent-growth headroom before tenants either downsize or default.

Forward outlook

• In year one you build about $51k of equity ($3k loan paydown + $48k appreciation (10.0% local appreciation)).
• At projected returns (10.0% appreciation + 4.3% rent growth), your $134k cash investment doubles in ~3 years — after that, you're playing with house money.
• By year 2, paydown + projected appreciation supports a ~$82k cash-out refi (75% LTV) — recoverable capital for the next deal without selling this one.

Negotiation context

• It's been on market 225 days — a 12% lower offer ($422k) is reasonable based on typical stale-listing flexibility.
• 12 sale attempts since 27y 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 $140k; list at $479k implies a 242% gain — meaningful room to come down on a strong offer.

Risks & watch-outs

• Watch-outs: built in 1902 — expect roof / HVAC / electrical / plumbing capex.
• Climate carrying-cost: major wind risk, 41% 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 $421,520 (12.0% below list)

Questions for the listing agent

1. It's been on market 225 days. Have you received any prior offers? Is the seller open to a 12% 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 1902 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
5. Why hasn't it sold? Are there any deal-killer items the seller is aware of (foundation, flood, title, zoning, code violations)?
6. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
7. 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?
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: 0.90% ✗
• Cap rate: 7.03%
• Cash-on-cash: 2.63%
• DSCR: 1.12
• GRM: 9.2

CMA / ARV

• ARV (median comp): $477,323
• List price: $479,000
• Delta: 0.35%
• 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
530 Jane St	0.46mi	4/2.0 (-1)	2,217 (+3%)	5mo	$599,000	$270	64
1248 Pembroke St	0.41mi	6/2.0 (+1)	2,310 (+7%)	3mo	$460,000	$199	62
107 Colony St	0.69mi	4/2.0 (-1)	2,188 (+2%)	3mo	$330,000	$151	58
277 Helen St	0.54mi	4/2.0 (-1)	1,997 (-7%)	2mo	$375,000	$188	56
30-32 Hadley St	0.61mi	4/2.0 (-1)	2,188 (+2%)	20mo	$355,000	$162	48
44 Locust St	0.74mi	4/2.0 (-1)	2,054 (-5%)	6mo	$515,000	$251	48
509 Pembroke St	0.72mi	4/3.0 (-1)	2,290 (+6%)	2mo	$500,000	$218	46
41 Sedgewick St	0.72mi	5/2.0	2,037 (-6%)	15mo	$500,000	$245	44
36-40 Carver St	0.69mi	4/2.0 (-1)	2,188 (+2%)	19mo	$450,000	$206	44
64 Locust St	0.74mi	4/2.0 (-1)	2,028 (-6%)	10mo	$515,000	$254	42
75 Asylum St	0.66mi	4/2.0 (-1)	2,014 (-7%)	20mo	$330,000	$164	37
27 Center St	0.65mi	4/2.0 (-1)	2,361 (+10%)	16mo	$385,000	$163	35

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

Projected returns pro-forma

10.0% appreciation · 4.35% rent growth · sell at horizon

5-year hold

• IRR: 26.6%
• Equity multiple: 3.13×
• Total profit: $285,463
• Equity at exit: $431,521

10-year hold

• IRR: 23.7%
• Equity multiple: 7.25×
• Total profit: $838,605
• Equity at exit: $930,592

Cash invested: $134,120 (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 06608

• Home prices YoY: 3.6%
• Rents YoY: 4.3%
• Active inventory: 30
• Price-to-rent: 18.5×

Monthly cashflow live

• Estimated rent: $4,323 high
• Mortgage (P&I): −$2,512
• Tax from tax record: −$410 /mo · $4,923/yr
• Insurance: −$200
• HOA: −$0
• Vacancy / Maint / Mgmt: −$908
• Net cashflow: $293

Break-even live

Break-even rent $3,952

Max offer price $479,000

Occupancy floor 88%

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

Units	Beds	Baths	Est. rent
▸ 2× units	3	1	$4,324
Total (2 units)			$4,323

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: $119,750
• Closing costs: $14,370
• Reserves months: —
• Total cash needed: —

Rent comps 21 comps

Address	Beds	Baths	Sqft	Rent	$/sqft	DOM	Units	Dist
141 Hicks St Bridgeport, CT	4.0	1.0	2311	$2,400	$1.04	23d	1	0.09mi
36-38 Pleasant St Unit 2 Bridgeport, CT	4.0	1.0	2395	$2,700	$1.13	14d	1	0.09mi
281 Harriet St Unit 281 Bridgeport, CT	4.0	2.5	2297	$3,900	$1.70	44d	1	0.20mi
110 Maple St Unit 1L Bridgeport, CT	6.0	2.5	1700	$3,000	$1.76	44d	1	0.21mi
7 Armstrong Pl Bridgeport, CT	5.0	1.0	2449	$2,750	$1.12	23d	1	0.23mi
982 Pembroke St Unit 2L Bridgeport, CT	4.0	1.0	2043	$2,475	$1.21	3d	1	0.45mi
479 Putnam St Unit 3R Bridgeport, CT	5.0	2.0	2000	$2,350	$1.18	19d	1	0.46mi
52-54 Ives Ct Bridgeport, CT	4.0	1.0	2092	$2,750	$1.31	44d	1	0.49mi
95 Parrott Ave Bridgeport, CT	4.0	1.0	1782	$3,450	$1.94	23d	1	0.67mi
136 Sherman St Unit 142 Bridgeport, CT	4.0	1.5	2116	$2,800	$1.32	3d	1	0.84mi
2048 E Main St Bridgeport, CT	4.0	2.0	2000	$3,000	$1.50	44d	1	0.86mi
64 Hickory St Bridgeport, CT	4.0	3.0	2870	$4,400	$1.53	44d	1	0.96mi
259 6th St Bridgeport, CT	4.0	2.0	2269	$3,000	$1.32	44d	1	1.09mi
1566 North Ave Bridgeport, CT	5.0	1.0	2837	$2,500	$0.88	44d	1	1.09mi
292 Ridgefield Ave Unit 2 Bridgeport, CT	4.0	1.0	1792	$2,650	$1.48	44d	1	1.11mi
41 Perth St Bridgeport, CT	6.0	2.0	2640	$2,200	$0.83	14d	1	1.38mi
407 East Ave Bridgeport, CT	5.0	1.0	1720	$3,250	$1.89	2d	1	1.38mi
125 High Ridge Dr Bridgeport, CT	4.0	1.5	2160	$3,400	$1.57	2d	1	1.40mi
68-70 Westfield Ave Bridgeport, CT	4.0	2.0	1470	$3,200	$2.18	14d	1	1.43mi
102 Hanover St Bridgeport, CT	4.0	1.5	1552	$2,800	$1.80	14d	1	1.46mi
259 Laurel Ave Unit 2 Bridgeport, CT	4.0	1.0	1432	$3,200	$2.23	3d	1	1.47mi

Listing history 27 events

1. 2026-01-15
   status Active 770-char remark

   Show marketing remark (770 chars)

   Assumable financing at 4.8 percent available! Well-maintained two-family home located on Bridgeport's East Side, ideal for both investors and owner-occupants. The first-floor unit offers 1 bedroom and 1 bath with a bright, open layout. The spacious second-floor duplex features 5 bedrooms and 1 bath, providing excellent rental income potential or flexible living arrangements. Each unit is separately metered for utilities and includes gas heat, updated mechanicals, and low-maintenance vinyl siding. Private backyard and off-street parking potential. Conveniently located near Seaside Park, Downtown, Route 8, and I-95. Projected gross income up to $51,000 annually. A great opportunity to own a high-cash-flow property in one of Bridgeport's strongest rental markets!

2. 2026-01-15
   historical 770-char remark

   Show marketing remark (770 chars)

   Assumable financing at 4.8 percent available! Well-maintained two-family home located on Bridgeport's East Side, ideal for both investors and owner-occupants. The first-floor unit offers 1 bedroom and 1 bath with a bright, open layout. The spacious second-floor duplex features 5 bedrooms and 1 bath, providing excellent rental income potential or flexible living arrangements. Each unit is separately metered for utilities and includes gas heat, updated mechanicals, and low-maintenance vinyl siding. Private backyard and off-street parking potential. Conveniently located near Seaside Park, Downtown, Route 8, and I-95. Projected gross income up to $51,000 annually. A great opportunity to own a high-cash-flow property in one of Bridgeport's strongest rental markets!

3. 2025-10-14
   listed $479,000 Active 770-char remark

   Show marketing remark (770 chars)

   Assumable financing at 4.8 percent available! Well-maintained two-family home located on Bridgeport's East Side, ideal for both investors and owner-occupants. The first-floor unit offers 1 bedroom and 1 bath with a bright, open layout. The spacious second-floor duplex features 5 bedrooms and 1 bath, providing excellent rental income potential or flexible living arrangements. Each unit is separately metered for utilities and includes gas heat, updated mechanicals, and low-maintenance vinyl siding. Private backyard and off-street parking potential. Conveniently located near Seaside Park, Downtown, Route 8, and I-95. Projected gross income up to $51,000 annually. A great opportunity to own a high-cash-flow property in one of Bridgeport's strongest rental markets!

4. 2020-09-29
   soldstatus $140,000 Closed 424-char remark

   Show marketing remark (424 chars)

   Investors or owner occupant wanted!! Large two family duplex style home with off-street parking. Well maintained from top to bottom. First floor currently rented for $750 per month with one bedroom, one bath and updated kitchen. Second and third floor combination with 5 beds, 2 baths and updated eat-in kitchen. Can bring in $1,350 per month. Great opportunity, don’t miss out! Property to be sold in as-is condition.

5. 2020-08-31
   historical Under Contract - Continue to Show 424-char remark

   Show marketing remark (424 chars)

   Investors or owner occupant wanted!! Large two family duplex style home with off-street parking. Well maintained from top to bottom. First floor currently rented for $750 per month with one bedroom, one bath and updated kitchen. Second and third floor combination with 5 beds, 2 baths and updated eat-in kitchen. Can bring in $1,350 per month. Great opportunity, don’t miss out! Property to be sold in as-is condition.

6. 2020-08-10
   price $170,000 424-char remark

   Show marketing remark (424 chars)

   Investors or owner occupant wanted!! Large two family duplex style home with off-street parking. Well maintained from top to bottom. First floor currently rented for $750 per month with one bedroom, one bath and updated kitchen. Second and third floor combination with 5 beds, 2 baths and updated eat-in kitchen. Can bring in $1,350 per month. Great opportunity, don’t miss out! Property to be sold in as-is condition.

7. 2020-06-06
   listed $175,000 Active 424-char remark

   Show marketing remark (424 chars)

   Investors or owner occupant wanted!! Large two family duplex style home with off-street parking. Well maintained from top to bottom. First floor currently rented for $750 per month with one bedroom, one bath and updated kitchen. Second and third floor combination with 5 beds, 2 baths and updated eat-in kitchen. Can bring in $1,350 per month. Great opportunity, don’t miss out! Property to be sold in as-is condition.

8. 2017-12-11
   historical
9. 2017-12-08
   soldstatus $129,900
10. 2017-09-05
    listed $129,900
11. 2017-06-20
    historical
12. 2017-01-30
    listed $159,000
13. 2014-01-29
    historical
14. 2013-09-13
    listed $124,900
15. 2011-03-18
    soldstatus $35,500
16. 2011-02-08
    listed $29,700
17. 2008-05-29
    historical
18. 2007-06-02
    listed $210,000
19. 2007-02-14
    historical
20. 2006-10-18
    historical
21. 2006-08-22
    listed $254,900
22. 2006-04-19
    listed $199,000
23. 2005-08-01
    soldstatus $106,500
24. 2005-05-27
    listed $109,900
25. 2002-10-08
    soldstatus $157,000
26. 2000-07-28
    soldstatus $45,000
27. 1999-09-24
    listed $49,900

ⓘ 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: $4,923 · $410/mo
• Projected year-2 tax: $7,587 · $632/mo
• Expected delta: +$2,664/yr (+$222/mo · 54.1%)

ⓘ 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 41% 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: $51,876
• − Mortgage interest: −$26,831
• − Property taxes: −$4,923
• − Insurance: −$2,395
• − Repairs & maintenance: −$4,150
• − Management: −$4,150
• − Depreciation: −$13,935
• Taxable loss: −$4,508
• Est. tax savings @ 24.0%: +$1,082
• After-tax cash flow: $4,603/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): 12,146
• Household income: $45,754
• Rent vs Own: 75.4% rent · 24.6% own
• Severe rent burden: 910.0

Population outlook (Greater Bridgeport County) Hauer SSP2

• By 2040: 365,581

Race, ethnicity, and origin ACS 2023

• Neighborhood character: Predominantly Hispanic (69%)
• Race & ethnicity: Hispanic / Latino 69% Black 22% Two or more races 19% White 4% Asian 4%
• Hispanic origin (detail): Mexican 5% Puerto Rican 32% Cuban 1% Dominican 14%
• Common ancestry: Hispanic 1% Russian 1% Estonian 0%
• Foreign-born: 34% · Canada, Jamaica
• Languages at home: 33% English-only · Spanish 56% French/Haitian/Cajun 4% Other Asian/Pacific 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: ▲ 18.29%
• Current HPI: 530.5125
• Rent YoY: ▲ 4.35%
• 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

+859.9% since first listed

27 events — show timeline

• 2026-01-15 Relisted — Smart MLS
• 2026-01-15 Listing Removed — Smart MLS
• 2025-10-14 Listed $479,000 Smart MLS
• 2020-09-29 Sold (MLS) $140,000 Smart MLS
• 2020-08-31 Contingent — Smart MLS
• 2020-08-10 Price Changed $170,000 Smart MLS
• 2020-06-06 Listed $175,000 Smart MLS
• 2017-12-11 Listing Removed — Smart MLS
• 2017-12-08 Sold (MLS) $129,900 Smart MLS
• 2017-09-05 Listed $129,900 Smart MLS
• 2017-06-20 Listing Removed — Smart MLS
• 2017-01-30 Listed $159,000 Smart MLS
• 2014-01-29 Listing Removed — Smart MLS
• 2013-09-13 Listed $124,900 Smart MLS
• 2011-03-18 Sold (MLS) $35,500 Smart MLS
• 2011-02-08 Listed $29,700 Smart MLS
• 2008-05-29 Listing Removed — Smart MLS
• 2007-06-02 Listed $210,000 Smart MLS
• 2007-02-14 Listing Removed — Smart MLS
• 2006-10-18 Listing Removed — Smart MLS
• 2006-08-22 Listed $254,900 Smart MLS
• 2006-04-19 Listed $199,000 Smart MLS
• 2005-08-01 Sold (MLS) $106,500 Smart MLS
• 2005-05-27 Listed $109,900 Smart MLS
• 2002-10-08 Sold (Public Records) $157,000 Public Records
• 2000-07-28 Sold (MLS) $45,000 Smart MLS
• 1999-09-24 Listed $49,900 Smart MLS

Property tax history

-0.9%/yr

Latest (2023): $4,923 · +0.0% YoY. Source: county tax records.