152 Jackson Ave · Bridgeport, CT 06606

$499,000

4 bd · 2.0 ba · 2,392 sqft · MultiFamily public records · 8 Days on market

Built 1966 3,920 sqft lot Est $584k · 15% under

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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).

• ARV discount +14.0/15.0
• Cash flow +13.9/30.0
• DSCR +4.2/10.0
• 1% rule +4.0/10.0
• Livability +4.0/5.0
• Rent growth +3.3/5.0
• Condition / age +2.5/5.0
• Schools +1.2/10.0
• Appreciation +0.0/10.0

Multi-family units

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

Listing remarks

Welcome to 152 Jackson Ave, a well loved 2 family home that has been cared for by the same owners for over 30 years. This long-term ownership speaks to the stability and pride maintained throughout the property. Both first and second floor units feature 2 bedrooms, 1 bathroom, living room, dining room, and eat-in kitchen. Property also includes finished basement with storage room and private driveway providing off-street parking. Located in a convenient Bridgeport area close to schools, shopping, public transportation, and major highways, the home offers a practical and comfortable layout with room for personal updates and future value growth. Perfect for first-time home buyers or investmen

Key facts

• Close to schools
• Private driveway
• Finished basement

Tags

• FINISHED BASEMENT
• PRIVATE DRIVEWAY
• OFF-STREET PARKING
• CLOSE TO SCHOOLS
• CLOSE TO SHOPPING
• CLOSE TO PUBLIC TRANSPORTATION

Property features AI

Exterior

• Parking: Driveway; 2 total parking spaces
• Utilities: Public water connected; Public sewer connected
• Home design: Multi-family (2-family) property; Frame construction; Yellow exterior siding
• Construction: Asphalt shingle gable roof; Vinyl siding; Concrete foundation
• Exterior features: Level lot; Private paved driveway; Off-street parking

Interior

• Bedrooms: 4 bedrooms
• Bathrooms: 2 full bathrooms
• Heating & cooling: Hot water heating (oil-fired); Fuel tank located in basement
• Interior features: Ceiling fans; Full, fully finished basement; Attic with hatch access; Total of 10 rooms
• Laundry & utility: Basement washer/dryer hook-ups; Domestic hot water

What this means for you Summary

Snapshot

• This is a 2 × 2-bed/1.0-bath units multifamily listed at $499k.

Deal economics

• At list price, monthly cash flow is $51 ($609/yr) — positive. Per door: $25/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 $450k (9.7% below list).
• Recommended offer: $450k (9.7% below list) — sets the bar for 1% rule.
• Cap rate 6.4% vs local median 5.0% in Bridgeport — meaningfully above typical; check what's discounted (condition, days-on-market, listing class) to confirm the premium yield is real.

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+.
• 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.
• Zoned schools: Central High School (math 8% / reading 30%, grade F, #171 of 194 statewide, top 89%, 1,677 students, 74% FRL) — zoned schools average 74% FRL vs 97% district-wide (24 pts lower); this property's tenant base skews higher-income than the district average.
• Market conditions: Rents rising (+3.1%/yr); 152 active listings in the ZIP; 40 comparable units currently listed for rent nearby; rentals at typical pace (median 25d 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 $4,505/mo this rent would consume 74% of the median local household income ($73k/yr) (locally 2163% 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 $15k of value loss. Plan a longer hold.

Negotiation context

• Only 8 days on market — expect competitive offers; lowballing is unlikely to land.
• Current owner paid $135k; list at $499k implies a 270% gain — meaningful room to come down on a strong offer.

Risks & watch-outs

• Climate carrying-cost: major wind risk, 41% chance of damaging wind over 30y; extreme-heat days projected 7→16/yr by 2055 (HVAC capex compounding) — expect insurance premiums to compound above CPI over the hold.

Recommended offer $450,500 (9.7% below list)

Questions for the listing agent

1. Can we see the unit-by-unit rent roll, current vacancy, and any below-market leases? What's the average tenancy length?
2. What capital expenditures (roof, boiler, parking lot, exteriors) have been made in the last 5 years, and what's planned in the next 2?
3. Built in 1966 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
4. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
5. 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?
6. 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?
7. 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.
8. 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.
9. 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: 6.41%
• Cash-on-cash: 0.44%
• DSCR: 1.02
• GRM: 9.2

CMA / ARV

• ARV (on-the-fly): $583,648
• Comps found: 9

Show comp detail 9 sales within ~0.75 mi

Address	Dist	Beds/Ba	Sqft	Sold	Price	$/sf	Match
156 Garden Dr	0.69mi	4/2.0	2,352 (-2%)	3mo	$615,000	$261	62
576-578 Garfield Ave	0.16mi	4/2.0	2,112 (-12%)	16mo	$515,000	$244	60
122 Wheeler Ave	0.37mi	5/3.0 (+1)	2,396 (+0%)	17mo	$500,000	$209	60
88 Amsterdam Ave	0.56mi	5/3.0 (+1)	2,363 (-1%)	9mo	$580,000	$245	55
161 Tremont Ave	0.67mi	4/2.0	2,415 (+1%)	20mo	$510,000	$211	50
355 Hawley Ave	0.58mi	5/2.0 (+1)	2,520 (+5%)	17mo	$530,000	$210	45
75 Commercial St	0.66mi	5/2.0 (+1)	2,478 (+4%)	20mo	$575,000	$232	42
219 Hillside Ave	0.60mi	5/2.0 (+1)	2,160 (-10%)	16mo	$560,000	$259	38
41 Sedgewick St	0.46mi	5/2.0 (+1)	2,037 (-15%)	16mo	$500,000	$245	36

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 · 3.12% rent growth · sell at horizon

5-year hold

• IRR: -15.4%
• Equity multiple: 0.45×
• Total profit: $-76,980
• Equity at exit: $74,403

10-year hold

• IRR: -6.7%
• Equity multiple: 0.57×
• Total profit: $-60,207
• Equity at exit: $43,144

Cash invested: $139,720 (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 06606

• Rents YoY: 3.1%
• Active inventory: 152
• Price-to-rent: 18.5×

Monthly cashflow live

• Estimated rent: $4,505 high
• Mortgage (P&I): −$2,617
• Tax from tax record: −$684 /mo · $8,202/yr
• Insurance: −$208
• HOA: −$0
• Vacancy / Maint / Mgmt: −$946
• Net cashflow: $51

Break-even live

Break-even rent $4,441

Max offer price $499,000

Occupancy floor 94%

Sensitivity live

Price	-10% $333	-5% $192	+0% $51	+5% $-91	+10% $-232
Rent	-10% $-305	-5% $-127	+0% $51	+5% $229	+10% $407
Rate	-1.0pp $302	-0.5pp $178	base $51	+0.5pp $-79	+1.0pp $-210

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

Units	Beds	Baths	Est. rent
▸ 2× units	2	1	$4,504
Total (2 units)			$4,505

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: $124,750
• Closing costs: $14,970
• Reserves months: —
• Total cash needed: —

Rent comps 40 comps

Address	Beds	Baths	Sqft	Rent	$/sqft	DOM	Units	Dist
294 Garfield Ave Unit 2 Bridgeport, CT	3.0	1.0	3202	$2,300	$0.72	4d	1	0.24mi
125 High Ridge Dr Bridgeport, CT	4.0	1.5	2160	$3,400	$1.57	3d	1	0.31mi
100 Garfield Ave Unit 2 Bridgeport, CT	3.0	1.0	3184	$1,900	$0.60	4d	1	0.40mi
2445 Park Ave #10 Bridgeport, CT	3.0	2.5	2043	$3,650	$1.79	11d	1	0.43mi
1566 North Ave Bridgeport, CT	5.0	1.0	2837	$2,500	$0.88	44d	1	0.47mi
57 Robin St Unit 57 Bridgeport, CT	3.0	1.0	1900	$2,400	$1.26	24d	1	0.52mi
191 Parrott Ave Unit 1 Bridgeport, CT	3.0	1.0	2662	$2,000	$0.75	44d	1	0.60mi
183 Harlem Ave Unit 1 Bridgeport, CT	3.0	1.0	2980	$2,400	$0.81	24d	1	0.60mi
95 Parrott Ave Bridgeport, CT	4.0	1.0	1782	$3,450	$1.94	24d	1	0.63mi
111 Arcadia Ave Bridgeport, CT	4.0	1.5	2010	$4,000	$1.99	3d	1	0.69mi
1577 Park Ave Unit 3rd Flr Bridgeport, CT	3.0	1.0	1890	$2,300	$1.22	4d	1	0.75mi
1573 Park Ave Unit 1577 Bridgeport, CT	3.0	1.0	1890	$2,250	$1.19	4d	1	0.76mi
95 Center St Unit 2nd Bridgeport, CT	3.0	1.0	3057	$2,150	$0.70	44d	1	0.79mi
95 Center St Bridgeport, CT	3.0	1.0	3057	$1,900	$0.62	24d	1	0.79mi
1515 Park Ave Unit 2 Bridgeport, CT	3.0	2.0	1900	$2,750	$1.45	44d	1	0.81mi
415 Savoy St Bridgeport, CT	3.0	3.0	1850	$3,500	$1.89	44d	1	0.83mi
52-54 Ives Ct Bridgeport, CT	4.0	1.0	2092	$2,750	$1.31	44d	1	0.90mi
61 Villa Ave Fairfield, CT	3.0	2.5	2246	$4,200	$1.87	22d	1	0.90mi
271 Vine St Unit 3 Bridgeport, CT	3.0	1.0	1749	$2,000	$1.14	4d	1	0.92mi
7 Armstrong Pl Bridgeport, CT	5.0	1.0	2449	$2,750	$1.12	24d	1	1.06mi
141 Hicks St Bridgeport, CT	4.0	1.0	2311	$2,400	$1.04	24d	1	1.08mi
123 Harmony St Bridgeport, CT	3.0	1.0	2000	$2,500	$1.25	44d	1	1.09mi
22 Infield St Unit 22 Bridgeport, CT	3.0	2.5	2688	$3,500	$1.30	4d	1	1.10mi
105 Carleton Ave Bridgeport, CT	3.0	1.0	3356	$2,400	$0.72	44d	1	1.13mi
281 Harriet St Unit 281 Bridgeport, CT	4.0	2.5	2297	$3,900	$1.70	44d	1	1.14mi
690 William St Unit 2 Bridgeport, CT	3.0	1.0	1746	$2,200	$1.26	24d	1	1.15mi
80 Elmwood Pl Unit 3 Bridgeport, CT	3.0	1.0	2500	$2,300	$0.92	44d	1	1.16mi
831-833 William St Unit 2 Bridgeport, CT	3.0	1.0	3366	$2,200	$0.65	44d	1	1.16mi
36-38 Pleasant St Unit 2 Bridgeport, CT	4.0	1.0	2395	$2,700	$1.13	15d	1	1.17mi
765 Hart St Bridgeport, CT	4.0	2.5	2730	$4,600	$1.68	44d	1	1.18mi
5 Moody Ave Fairfield, CT	3.0	2.5	2379	$4,500	$1.89	3d	1	1.21mi
1357 Fairfield Ave Bridgeport, CT	3.0	1.0	2412	$2,000	$0.83	22d	1	1.30mi
574 Chopsey Hill Rd Unit A Bridgeport, CT	3.0	2.0	2304	$2,800	$1.22	15d	1	1.33mi
351 Clinton Ave Unit 2 Bridgeport, CT	4.0	2.0	3117	$2,750	$0.88	3d	1	1.33mi
70 Hawthorne St Bridgeport, CT	3.0	1.5	2376	$3,500	$1.47	44d	1	1.36mi
784 Howard Ave Unit 2nd Floor Bridgeport, CT	3.0	1.0	1765	$1,950	$1.10	44d	1	1.38mi
784 Howard Ave Unit 2 Bridgeport, CT	3.0	1.0	1765	$1,900	$1.08	24d	1	1.38mi
223 Spring St Bridgeport, CT	3.0	1.0	2918	$2,000	$0.69	44d	1	1.38mi
212 Norman St Unit 1st FL Bridgeport, CT	3.0	1.0	3003	$2,650	$0.88	24d	1	1.41mi
318 Valley Ave Bridgeport, CT	4.0	2.0	1718	$3,250	$1.89	24d	1	1.42mi

Listing history 8 events

1. 2026-06-18
   status $499,000 Under Contract 8 DOM
2. 2026-06-18
   days on market $499,000 Active 8 DOM
3. 2026-06-17
   days on market $499,000 Active 7 DOM
4. 2026-06-16
   days on market $499,000 Active 6 DOM
5. 2026-06-15
   days on market $499,000 Active 5 DOM
6. 2026-06-13
   days on market $499,000 Active 3 DOM
7. 2026-06-13
   remarks 699-char remark
8. 2026-06-13
   listed $499,000 Active 2 DOM

ⓘ 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: $8,202 · $684/mo
• Projected year-2 tax: $9,440 · $787/mo
• Expected delta: +$1,238/yr (+$103/mo · 15.1%)

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

Climate risk First Street

• 🌊 Flood 3/10 Moderate FEMA zone X (unshaded) · 20% chance over 30 yrs
• 🔥 Wildfire 1/10 Low
• 🌡 Heat 6/10 Major 7 d/yr ≥97°F today · 16 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: $54,060
• − Mortgage interest: −$27,952
• − Property taxes: −$8,202
• − Insurance: −$2,495
• − Repairs & maintenance: −$4,325
• − Management: −$4,325
• − Depreciation: −$14,516
• Taxable loss: −$7,755
• Est. tax savings @ 24.0%: +$1,861
• After-tax cash flow: $2,470/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): 49,308
• Household income: $73,372
• Rent vs Own: 42.9% rent · 57.1% own
• Severe rent burden: 2163.0

Population outlook (Greater Bridgeport County) Hauer SSP2

• By 2040: 365,581

Race, ethnicity, and origin ACS 2023

• Neighborhood character: Highly diverse neighborhood (Simpson 0.73)
• Race & ethnicity: Hispanic / Latino 37% White 31% Black 19% Two or more races 11% Asian 7%
• Hispanic origin (detail): Mexican 5% Puerto Rican 12% Dominican 4%
• Common ancestry: Estonian 5% Russian 4% Romanian 3%
• Foreign-born: 37% · Canada, Jamaica, Vietnam
• Languages at home: 50% English-only · Spanish 27% Other Indo-European 15% French/Haitian/Cajun 2%

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: ▼ -270.11%
• Current HPI: 345.647
• Rent YoY: ▲ 3.12%
• 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

+269.6% since first listed

2 events — show timeline

• 2026-06-10 Listed $499,000 Smart MLS
• 1991-09-05 Sold (Public Records) $135,000 Public Records

Property tax history

+0.1%/yr

Latest (2023): $8,202 · +0.0% YoY. Source: county tax records.