29 Roosevelt Ave · Stamford, CT 06902

$699,000

3 bd · 2.0 ba · 1,982 sqft · MultiFamily public records · 14 Days on market

Built 1928 4,791 sqft lot $353/sqft · at area comps Est $897k · 22% under

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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 +19.6/30.0
• ARV discount +15.0/15.0
• DSCR +6.2/10.0
• 1% rule +4.8/10.0
• Schools +3.5/10.0
• Livability +3.5/5.0
• Rent growth +3.0/5.0
• Condition / age +2.5/5.0
• 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

Excellent opportunity for owner-occupants and investors alike at 29 Roosevelt Ave in Stamford. This well-maintained two-family home offers flexibility, income potential, and recent updates throughout, making it an ideal option for anyone looking to live in one unit while renting the other, or for an investor seeking a vacant multi-family property ready for its next chapter. The home features 1,982 sq ft of living space with 3 total bedrooms and 2 full bathrooms across two units, plus a finished basement with an additional bathroom. The first-floor unit offers 1 bedroom and 1 bathroom, while the second-floor unit features 2 bedrooms and 1 bathroom. Both units have been freshly improved with

Key facts

• Finished basement
• New kitchen flooring
• Two family home

Tags

• TWO FAMILY HOME
• FINISHED BASEMENT
• NEWLY FINISHED HARDWOOD FLOORS
• FRESH INTERIOR PAINT
• NEW KITCHEN FLOORING
• NEWLY SEALED DRIVEWAY

Property features AI

Exterior

• Parking: Detached garage (1); Private paved asphalt driveway; Off-street parking; total 4 parking spaces
• Utilities: Public water connected; Public sewer connected
• Home design: Multi-family (2-family) property
• Construction: Frame construction; Stone foundation; Asphalt shingle roof; Built as multi-family (2 units)
• Exterior features: Enclosed porch and open porch; Garden area; Shed; Gutters

Interior

• Bedrooms: 3 bedrooms (total)
• Bathrooms: 3 full bathrooms
• Heating & cooling: Baseboard and radiator heat; Heat fuel: electric and natural gas; Natural gas domestic hot water
• Interior features: One fireplace; Full, heated basement that's partially finished with a concrete floor; Walk-up attic
• Laundry & utility: Basement laundry hook-up; Two in-unit laundry hook-ups

What this means for you Summary

Snapshot

• This is a 2 × 3-bed/3.0-bath units multifamily listed at $699k.

Deal economics

• At list price, monthly cash flow is $803 ($10k/yr) — positive. Per door: $402/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 $684k (2.2% below list).
• Recommended offer: $684k (2.2% below list) — sets the bar for 1% rule.
• Cap rate 7.7% vs local median 3.0% in Stamford — 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 70/100 on livability (#98 in CT) — a middle-class / working-renter tenant base. Strengths: employment A+, health & safety A+, crime A-; Watch: amenities F, commute F, cost of living F.
• Stamford School District (urban): math 32% / reading 43% proficiency, ranked #103 of 153 in CT (top 67%) — families likely to look elsewhere, expect single-tenant / working-renter base with shorter leases.
• Zoned schools: Roxbury School (math 33% / reading 33%, grade F, #354 of 553 statewide, top 64%, 562 students, 53% FRL); Westhill High School (math 33% / reading 50%, grade F, #102 of 194 statewide, top 53%, 2,265 students, 50% FRL).
• Market conditions: Rents rising (+1.9%/yr); 188 active listings in the ZIP; 40 comparable units currently listed for rent nearby; rentals at typical pace (median 15d on market — plan ~3-4 weeks tenant-placement turnaround); solid renter incomes; 1,151 units permitted in Western Connecticut Planning Region in 2024 (714 in 5+ unit buildings).
• At $6,838/mo this rent would consume 87% of the median local household income ($95k/yr) (locally 4139% 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 $5k of loan paydown is wiped out by about $21k of value loss. Plan a longer hold.

Negotiation context

• Only 14 days on market — expect competitive offers; lowballing is unlikely to land.

Risks & watch-outs

• Watch-outs: built in 1928 — expect roof / HVAC / electrical / plumbing capex.
• Climate carrying-cost: major wind risk, 69% 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 $683,800 (2.2% 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 1928 — 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 B-rated — typically a magnet for longer-tenancy family renters. What's the average tenant stay here, and is there a school-zone premium baked into asking?
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: 0.98% ✗
• Cap rate: 7.67%
• Cash-on-cash: 4.92%
• DSCR: 1.22
• GRM: 8.5

CMA / ARV

• ARV (median comp): $896,549
• List price: $699,000
• Delta: -22.03%
• Verdict: UNDERPRICED
• Comps: 20 within 1.0 mi

Show comp detail 3 sales within ~0.75 mi

Address	Dist	Beds/Ba	Sqft	Sold	Price	$/sf	Match
80 Victory St	0.12mi	4/2.0 (+1)	1,908 (-4%)	14mo	$750,000	$393	72
6 Depinedo Ave	0.35mi	4/2.0 (+1)	1,969 (-1%)	8mo	$795,000	$404	71
24 Wright St	0.61mi	4/2.0 (+1)	1,800 (-9%)	7mo	$950,000	$528	46

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 · 1.95% rent growth · sell at horizon

5-year hold

• IRR: -9.8%
• Equity multiple: 0.65×
• Total profit: $-69,300
• Equity at exit: $104,223

10-year hold

• IRR: -1.8%
• Equity multiple: 0.88×
• Total profit: $-23,355
• Equity at exit: $60,437

Cash invested: $195,720 (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 06902

• Rents YoY: 1.9%
• Active inventory: 188
• Price-to-rent: 17.0×

Monthly cashflow live

• Estimated rent: $6,838 high
• Mortgage (P&I): −$3,666
• Tax from tax record: −$642 /mo · $7,703/yr
• Insurance: −$291
• HOA: −$0
• Vacancy / Maint / Mgmt: −$1,436
• Net cashflow: $803

Break-even live

Break-even rent $5,821

Max offer price $699,000

Occupancy floor 83%

Sensitivity live

Price	-10% $1,199	-5% $1,001	+0% $803	+5% $605	+10% $408
Rent	-10% $263	-5% $533	+0% $803	+5% $1,073	+10% $1,343
Rate	-1.0pp $1,155	-0.5pp $981	base $803	+0.5pp $622	+1.0pp $438

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

Units	Beds	Baths	Est. rent
▸ 2× units	3	3	$6,838
Total (2 units)			$6,838

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: $174,750
• Closing costs: $20,970
• Reserves months: —
• Total cash needed: —

Rent comps 40 comps

Address	Beds	Baths	Sqft	Rent	$/sqft	DOM	Units	Dist
510 W Main St Unit 2ND FL Stamford, CT	3.0	1.0	2027	$3,150	$1.55	3d	1	0.25mi
28 Southfield Ave Stamford, CT	1.0–2.0	1.0–2.0	964	$3,854	$4.00	3d	6	0.65mi
6 Halsey Dr Old Greenwich, CT	4.0	3.0	2490	$8,500	$3.41	15d	1	0.70mi
100 Tresser Blvd Stamford, CT	3.0	1.0–2.0	1090	$9,142	$8.38	1d	11	0.75mi
35 W Broad St #404 Stamford, CT	2.0	2.0	1304	$3,900	$2.99	19d	1	0.78mi
25 Arnold St Old Greenwich, CT	4.0	3.0	2490	$10,500	$4.22	24d	1	0.80mi
1465 E Putnam Ave #122 Old Greenwich, CT	2.0	1.5	1344	$4,400	$3.27	44d	1	0.80mi
816 Pacific St Unit 2nd Floor Stamford, CT	2.0	2.0	1240	$3,000	$2.42	3d	1	0.89mi
301 Commons Park S Stamford, CT	1.0–2.0	1.0–2.0	1015	$4,829	$4.76	1d	13	0.89mi
184 Summer St Stamford, CT	2.0	1.0–2.5	901	$4,434	$4.92	3d	18	0.90mi
184 Summer St Stamford, CT	3.0	1.0–2.5	1138	$4,299	$3.78	44d	18	0.90mi
16 Manor St Unit B Stamford, CT	3.0	2.0	1750	$3,600	$2.06	15d	1	0.91mi
25 Center Dr Old Greenwich, CT	3.0	2.0	1616	$8,950	$5.54	21d	1	0.92mi
2 Harbor Point Rd S Stamford, CT	1.0–2.0	1.0–2.0	1091	$8,952	$8.20	3d	3	0.93mi
111 Towne St Stamford, CT	1.0–2.0	1.0–2.0	989	$4,071	$4.12	3d	9	0.96mi
150 Southfield Ave Stamford, CT	1.0–3.0	1.0–2.0	1263	$5,728	$4.53	1d	37	0.97mi
30 Noble St Stamford, CT	3.0	1.5	1304	$5,500	$4.22	3d	1	0.97mi
2 Harbor Point Rd S Unit 1513 Stamford, CT	2.0	2.0	1469	$8,952	$6.09	3d	1	0.97mi
2 Harbor Point Rd S Unit 1513 Stamford, CT	2.0	2.0	1469	$8,195	$5.58	11d	1	0.97mi
34 Keith St Unit 2 Stamford, CT	3.0	1.0	1550	$3,550	$2.29	44d	1	0.97mi
51 Forest Ave #26 Old Greenwich, CT	3.0	3.0	2194	$9,500	$4.33	3d	1	1.00mi
51 Forest Ave #19 Old Greenwich, CT	3.0	2.5	1946	$8,500	$4.37	44d	1	1.00mi
51 Forest Ave Old Greenwich, CT	3.0	3.0	1737	$8,150	$4.69	3d	2	1.00mi
1450 Washington Blvd Stamford, CT	3.0	1.0–2.5	1188	$4,500	$3.79	24d	1	1.00mi
16 Burwood Ave Unit 2 Stamford, CT	3.0	2.0	1653	$3,999	$2.42	15d	1	1.01mi
18 Dock St Stamford, CT	3.0	1.0–2.5	1037	$8,632	$8.32	1d	39	1.01mi
92 Burwood Ave Unit 2 Stamford, CT	3.0	1.5	1800	$4,300	$2.39	3d	1	1.04mi
30 Mary Ln Riverside, CT	3.0	1.5	1255	$6,200	$4.94	15d	1	1.04mi
1455 Washington Blvd Stamford, CT	1.0–2.0	1.0–2.0	1041	$4,047	$3.89	3d	8	1.07mi
121 Towne St Stamford, CT	2.0	2.0	1127	$3,688	$3.27	3d	4	1.07mi
4 Highview Ave Old Greenwich, CT	3.0	2.0	1542	$10,000	$6.49	19d	1	1.13mi
8 Perry Pl Riverside, CT	4.0	3.0	2556	$11,500	$4.50	21d	1	1.16mi
25 Forest St Unit 7K Stamford, CT	2.0	2.0	1267	$3,800	$3.00	44d	1	1.17mi
79 Prospect St Unit 7E Stamford, CT	3.0	2.0	1400	$3,790	$2.71	44d	1	1.17mi
8 Potter Dr Old Greenwich, CT	4.0	3.0	1979	$10,500	$5.31	45d	1	1.18mi
143 Sound Beach Ave Old Greenwich, CT	1.0–3.0	1.0–3.0	1269	$12,985	$10.23	1d	1	1.18mi
45 N Sound Beach Ave Riverside, CT	3.0	2.0	1344	$9,500	$7.07	24d	1	1.24mi
50 Forest St Stamford, CT	1.0–2.0	1.0–2.0	1151	$4,261	$3.70	3d	9	1.24mi
289 Bridge St Unit 289 Stamford, CT	2.0	2.0	1872	$4,500	$2.40	24d	1	1.24mi
29 Dolsen Pl Unit 2 Stamford, CT	3.0	2.0	1400	$3,700	$2.64	44d	1	1.24mi

Listing history 1 events

1. 2026-05-13
   listed $699,000 Active 1470-char remark

ⓘ 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: $7,703 · $642/mo
• Projected year-2 tax: $11,331 · $944/mo
• Expected delta: +$3,628/yr (+$302/mo · 47.1%)

ⓘ 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 ≥98°F today · 16 d/yr by 30 yrs out
• 💨 Wind 6/10 Major 69% chance of damaging wind over 30 yrs
• 🫁 Air quality 6/10 Major 9 unhealthy d/yr today · 13 by 30 yrs out

Taxation est. · year 1

• Rental income: $82,056
• − Mortgage interest: −$39,155
• − Property taxes: −$7,703
• − Insurance: −$3,495
• − Repairs & maintenance: −$6,564
• − Management: −$6,564
• − Depreciation: −$20,335
• Taxable loss: −$1,760
• Est. tax savings @ 24.0%: +$422
• After-tax cash flow: $10,061/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: Stamford School District
• NCES district ID: 0904320
• Math proficiency: 32% ▼ -10.00%
• Reading proficiency: 43% ▼ -7.00%
• Median HH income: $78,843
• Composite: 35.14/100
• National rank: #5010
• State rank: #103 of 153 in CT

Livability — Stamford

• Score: 70/100
• State rank: #98
• US rank: #7716

Category grades

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

Schools grade is shown separately in the Schools card above.

Census & demographics

• Census place: Stamford, CT
• County: Fairfield County · 765,532 people
• City population: 123,058
• Metro: Bridgeport-Stamford-Norwalk, CT
• Population (ZIP): 73,392
• Household income: $94,843
• Rent vs Own: 57.8% rent · 42.2% own
• Severe rent burden: 4139.0

Population outlook (Western Connecticut County) Hauer SSP2

• By 2040: 685,031

Race, ethnicity, and origin ACS 2023

• Neighborhood character: Highly diverse neighborhood (Simpson 0.71)
• Race & ethnicity: Hispanic / Latino 35% White 32% Black 23% Two or more races 13% Asian 7%
• Hispanic origin (detail): Mexican 3% Puerto Rican 4% Dominican 3%
• Common ancestry: Hispanic 5% Romanian 3% Scotch-Irish 1%
• Foreign-born: 36% · Canada, Jamaica, China
• Languages at home: 51% English-only · Spanish 30% French/Haitian/Cajun 6% Other Indo-European 4%

Political lean MEDSL · Western Connecticut

• 2024 margin: D (+19.1) · D 58.8% · R 39.7% · Other 1.6%
• All cycles: 2024: D+19.1

Not yet ingested

• Civics: —

Market trends

• HPI YoY: ▼ -450.67%
• Current HPI: 173.4108
• Rent YoY: ▲ 1.95%
• 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

+15.2% since first listed

3 events — show timeline

• 2026-06-12 Sold (MLS) $805,000 Smart MLS
• 2026-05-27 Pending — Smart MLS
• 2026-05-13 Listed $699,000 Smart MLS

Property tax history

+4.5%/yr

Latest (2022): $7,703 · +0.9% YoY. Source: county tax records.