87 Vineyard Ave · Highland, NY 12528

$300,000

4 bd · 2.0 ba · 1,456 sqft · MultiFamily public records · 185 Days on market

Built 1930 Fair condition 1,307 sqft lot $206/sqft · 41% below area Est $508k · 41% under

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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 +29.5/30.0
• ARV discount +15.0/15.0
• DSCR +10.0/10.0
• 1% rule +8.0/10.0
• Schools +6.3/10.0
• Livability +3.8/5.0
• Rent growth +2.5/5.0
• Condition / age +2.2/5.0
• 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 MLS

Village of Highland two family w/two bedroom units. Hardwood floors throughout. Separate utilities with natural gas for heat & hot water. Centrally located with easy access to village amenities, commuter routes & Mid-Hudson Bridge. Attractively low taxes. Ideal for investor or owner occupant.

Key facts

• Separate utilities
• Easy access
• Centrally located

Tags

• HARDWOOD FLOORS
• SEPARATE UTILITIES
• NATURAL GAS
• CENTRALLY LOCATED
• EASY ACCESS
• LOW TAXES

What this means for you Summary

Snapshot

• This is a 2 × 2-bed/1.0-bath units multifamily listed at $300k. Condition is rated fair.

Deal economics

• At list price, monthly cash flow is $1k ($13k/yr) — positive. Per door: $535/mo.
• The deal already cash-flows at list — no discount required.
• Meets the 1% rule at list price ($4k rent vs $300k).
• Recommended offer: $264k (12.0% below list) — sets the bar for market timing.
• Cap rate 10.6% vs local median 3.1% in Highland — 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 75/100 on livability (#251 in NY, #3,941 nationally) — a middle-class / working-renter tenant base. Strengths: employment A+, housing A+, health & safety A+; Watch: amenities F, commute F, cost of living D-.
• Highland Central School District (suburban): math 50% / reading 69% proficiency, ranked #227 of 590 in NY (top 38%) — acceptable for families but not a draw, mixed tenant base, ~2y average lease.
• Zoned schools: Highland Elementary School (math 46% / reading 67%, grade C+, #899 of 2,108 statewide, top 43%, 638 students, 38% FRL); Highland Middle School (math 27% / reading 57%, grade D-, #379 of 729 statewide, top 54%, 376 students, 42% FRL); Highland High School (math 87% / reading 92%, grade A+, #265 of 1,100 statewide, top 26%, 512 students, 41% FRL).
• Market conditions: 161 active listings in the ZIP; 2 comparable units currently listed for rent nearby; solid renter incomes; 464 units permitted in Ulster County in 2024 (170 in 5+ unit buildings).

Forward outlook

• Local home prices are declining (-3.0%/yr); year-one equity from $2k of loan paydown is wiped out by about $9k of value loss. Plan a longer hold.
• Ulster County population projected at -14% by 2050 — secular population decline; favor cash flow + early exit over multi-decade hold.
• At projected returns (-3.0% appreciation + 3.0% rent growth), your $84k cash investment doubles in ~8 years — after that, you're playing with house money.

Negotiation context

• It's been on market 185 days — a 12% lower offer ($264k) is reasonable based on typical stale-listing flexibility.
• Current owner paid $100k; list at $300k implies a 200% gain — meaningful room to come down on a strong offer.

Risks & watch-outs

• Watch-outs: built in 1930 — expect roof / HVAC / electrical / plumbing capex.
• Climate carrying-cost: moderate flood risk; extreme-heat days projected 7→16/yr by 2055 (HVAC capex compounding) — expect insurance premiums to compound above CPI over the hold.

Recommended offer $264,000 (12.0% below list)

Questions for the listing agent

1. It's been on market 185 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. Have any recent inspections been done? Can we get a copy of the seller's disclosures and any deferred-maintenance estimates?
5. Built in 1930 — when were the roof, HVAC, electrical panel, plumbing, and water heater last replaced?
6. Why hasn't it sold? Are there any deal-killer items the seller is aware of (foundation, flood, title, zoning, code violations)?
7. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
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: 1.30% ✓
• Cap rate: 10.58%
• Cash-on-cash: 15.30%
• DSCR: 1.68
• GRM: 6.4

CMA / ARV

• ARV (median comp): $508,382
• List price: $300,000
• Delta: -40.99%
• Verdict: UNDERPRICED
• Comps: 4 within 1.0 mi

Show comp detail 12 sales within ~0.75 mi

Address	Dist	Beds/Ba	Sqft	Sold	Price	$/sf	Match
29 White St	0.22mi	3/1.0 (-1)	1,439 (-1%)	1mo	$290,000	$202	78
22 Washington Ave	0.44mi	4/1.5	1,458 (+0%)	6mo	$370,000	$254	72
3 Commercial Ave	0.11mi	3/1.5 (-1)	1,176 (-19%)	4mo	$415,000	$353	60
25 Mile Hill Rd	0.61mi	4/2.0	1,516 (+4%)	6mo	$450,000	$297	60
41 New Paltz Rd	0.58mi	3/2.0 (-1)	1,547 (+6%)	9mo	$451,000	$292	50
153 Upper Grand St	0.82mi	4/1.5	1,524 (+5%)	10mo	$350,000	$230	47
7 River Road Rd Unit Town Road	0.44mi	3/3.0 (-1)	1,661 (+14%)	0mo	$320,000	$193	46
6 Smith Ter	0.43mi	4/3.0	1,728 (+19%)	9mo	$422,300	$244	43
39 Sunny Brook Cir	0.42mi	3/1.5 (-1)	1,220 (-16%)	10mo	$315,000	$258	40
38 Sunny Brook Cir	0.41mi	3/1.5 (-1)	1,220 (-16%)	10mo	$319,000	$261	40
2 Cambridge Ct	0.42mi	3/2.5 (-1)	1,808 (+24%)	11mo	$386,000	$213	39
37 Maple Ave	0.70mi	3/2.5 (-1)	1,121 (-23%)	12mo	$329,000	$293	26

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 · 3.0% rent growth · sell at horizon

5-year hold

• IRR: 6.0%
• Equity multiple: 1.23×
• Total profit: $19,600
• Equity at exit: $44,731

10-year hold

• IRR: 15.4%
• Equity multiple: 2.25×
• Total profit: $104,959
• Equity at exit: $25,939

Cash invested: $84,000 (down + closing). Projections, not guarantees.

Landlord ↔ Tenant lean methodology

• Overall (STATE): 15 Strongly Tenant-Friendly
• State New York: 15 Strongly Tenant-Friendly · D+10
• County: — inherits STATE
• City: — inherits STATE

NYC rent stabilization (~1M units); 2019 HSTPA strengthened tenant rights; courts deeply backlogged.

Methodology + full state rankings →

ZIP-level market 12528

• Home prices YoY: -20.5%
• Active inventory: 161
• Price-to-rent: 12.8×

Monthly cashflow live

• Estimated rent: $3,900 medium
• Mortgage (P&I): −$1,573
• Tax from tax record: −$312 /mo · $3,745/yr
• Insurance: −$125
• HOA: −$0
• Vacancy / Maint / Mgmt: −$819
• Net cashflow: $1,071

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

Units	Beds	Baths	Est. rent
▸ 2× units	2	1	$3,900
Total (2 units)			$3,900

Break-even live

Break-even rent $2,545

Max offer price $300,000

Occupancy floor 68%

Sensitivity live

Price	-10% $1,241	-5% $1,156	+0% $1,071	+5% $986	+10% $901
Rent	-10% $763	-5% $917	+0% $1,071	+5% $1,225	+10% $1,379
Rate	-1.0pp $1,222	-0.5pp $1,147	base $1,071	+0.5pp $993	+1.0pp $914

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: $75,000
• Closing costs: $9,000
• Club membership (one-time): —
• Reserves months: —
• Total cash needed: —

Rent comps 13 comps

Address	Beds	Baths	Sqft	Rent	$/sqft	DOM	Units	Dist
23 1/2 Church St Highland, NY	1.0	1.0	—	$1,500	—	139d	1	0.03mi
86 Vineyard Ave Unit 2 Highland, NY	1.0	1.0	800	$1,700	$2.12	139d	1	0.03mi
3 White St Highland, NY	2.0	1.0	2802	$2,150	$0.77	2d	1	0.20mi
28 Toc Dr Unit 1 Highland, NY	1.0	1.0	920	$1,900	$2.07	2d	1	0.25mi
157 Vineyard Ave Highland, NY	3.0	1.5	2000	$2,900	$1.45	2d	1	0.54mi
4749 Mile Hill Rd Highland, NY	2.0	1.0	760	$2,100	$2.76	2d	1	0.65mi
70 New Paltz Rd Unit 2D Highland, NY	2.0	1.0	750	$1,950	$2.60	2d	1	0.83mi
70 New Paltz Rd Apt 1 Highland, NY	2.0	1.0	900	$2,300	$2.56	139d	1	0.84mi
561 Gregory Ct Highland, NY	2.0	1.0	946	$2,600	$2.75	2d	1	0.87mi
56 Sterling Pl Highland, NY	2.0	1.5	1047	$2,600	$2.48	2d	1	0.89mi
104 North Rd Highland, NY	3.0	2.5	1550	$3,100	$2.00	139d	1	0.99mi
24 Dutchess Landing Rd Unit I205 Poughkeepsie, NY	1.0	2.0	1184	$3,025	$2.55	0d	1	1.40mi
24 Dutchess Landing Rd Unit A201 Poughkeepsie, NY	2.0	2.0	1298	$2,975	$2.29	1d	1	1.40mi

Listing history 50 events

1. 2026-09-24
   days on market $300,000 Active 185 DOM
2. 2026-09-23
   days on market $300,000 Active 184 DOM
3. 2026-09-21
   days on market $300,000 Active 182 DOM
4. 2026-09-20
   days on market $300,000 Active 181 DOM
5. 2026-09-19
   days on market $300,000 Active 179 DOM
6. 2026-09-17
   days on market $300,000 Active 178 DOM
7. 2026-09-17
   days on market $300,000 Active 177 DOM
8. 2026-09-16
   days on market $300,000 Active 176 DOM
9. 2026-09-14
   days on market $300,000 Active 175 DOM
10. 2026-09-13
    days on market $300,000 Active 174 DOM
11. 2026-09-12
    days on market $300,000 Active 173 DOM
12. 2026-09-11
    days on market $300,000 Active 172 DOM
13. 2026-09-05
    days on market $300,000 Active 166 DOM
14. 2026-09-04
    days on market $300,000 Active 165 DOM
15. 2026-09-03
    days on market $300,000 Active 164 DOM
16. 2026-09-02
    days on market $300,000 Active 163 DOM
17. 2026-08-29
    days on market $300,000 Active 159 DOM
18. 2026-08-28
    days on market $300,000 Active 158 DOM
19. 2026-08-27
    days on market $300,000 Active 157 DOM
20. 2026-08-26
    days on market $300,000 Active 156 DOM
21. 2026-08-25
    days on market $300,000 Active 155 DOM
22. 2026-08-24
    days on market $300,000 Active 154 DOM
23. 2026-08-23
    days on market $300,000 Active 153 DOM
24. 2026-08-22
    days on market $300,000 Active 152 DOM
25. 2026-08-21
    days on market $300,000 Active 151 DOM
26. 2026-08-20
    days on market $300,000 Active 150 DOM
27. 2026-08-19
    days on market $300,000 Active 149 DOM
28. 2026-08-18
    days on market $300,000 Active 148 DOM
29. 2026-08-17
    days on market $300,000 Active 147 DOM
30. 2026-08-16
    days on market $300,000 Active 146 DOM
31. 2026-08-15
    days on market $300,000 Active 145 DOM
32. 2026-08-13
    days on market $300,000 Active 143 DOM
33. 2026-08-12
    days on market $300,000 Active 142 DOM
34. 2026-08-11
    days on market $300,000 Active 141 DOM
35. 2026-08-10
    days on market $300,000 Active 140 DOM
36. 2026-08-09
    days on market $300,000 Active 139 DOM
37. 2026-08-08
    days on market $300,000 Active 138 DOM
38. 2026-08-07
    days on market $300,000 Active 137 DOM
39. 2026-08-06
    days on market $300,000 Active 136 DOM
40. 2026-08-05
    days on market $300,000 Active 135 DOM
41. 2026-08-04
    days on market $300,000 Active 134 DOM
42. 2026-08-03
    days on market $300,000 Active 133 DOM
43. 2026-07-31
    days on market $300,000 Active 130 DOM
44. 2026-07-29
    days on market $300,000 Active 128 DOM
45. 2026-07-27
    days on market $300,000 Active 126 DOM
46. 2026-07-25
    days on market $300,000 Active 124 DOM
47. 2026-07-24
    days on market $300,000 Active 123 DOM
48. 2026-07-23
    days on market $300,000 Active 122 DOM
49. 2026-07-22
    days on market $300,000 Active 121 DOM
50. 2026-07-21
    days on market $300,000 Active 120 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 NY · Partial reset (capped growth)

• Current annual tax: $3,745 · $312/mo
• Projected year-2 tax: $4,407 · $367/mo
• Expected delta: +$663/yr (+$55/mo · 17.7%)

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

Climate risk First Street

• 🌊 Flood 5/10 Major FEMA zone X (unshaded) · 24% chance over 30 yrs
• 🔥 Wildfire 3/10 Moderate
• 🌡 Heat 5/10 Major 7 d/yr ≥98°F today · 16 d/yr by 30 yrs out
• 💨 Wind 4/10 Moderate 11% chance of damaging wind over 30 yrs
• 🫁 Air quality 2/10 Low 1 unhealthy d/yr today · 2 by 30 yrs out

Taxation est. · year 1

• Rental income: $46,800
• − Mortgage interest: −$16,805
• − Property taxes: −$3,745
• − Insurance: −$1,500
• − Repairs & maintenance: −$3,744
• − Management: −$3,744
• − Depreciation: −$8,727
• Taxable income: $8,535
• Est. tax owed @ 24.0%: −$2,048
• After-tax cash flow: $10,800/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.

Condition & rehab AI · 10 photos

Fair 45/100 Moderate rehab Est. rehab $36,400–$65,520 screening

The home is in fair condition with some minor repairs and maintenance needed. Painting the interior walls and exterior, and landscaping can significantly increase its value.

Deferred maintenance Est. $10,000–$30,000 screening

• Major Roof (roof|hvac|water heater|windows|electrical|plumbing|exterior|other) — No roof visible, but based on the age of the house and the need for repairs, it is likely to be in poor condition.

Repairs flagged

• Minor Paint — There are some visible signs of wear and tear on the interior walls.
• Minor Landscaping — The landscaping appears to be minimal, with some grass and a few trees.

Value-add opportunities

• Resale Paint the interior walls and exterior — Painting the interior walls and exterior can improve the home's curb appeal and make it more attractive to potential buyers. ↑
• Rental Landscaping — Landscaping can improve the home's curb appeal and make it more attractive to potential renters. ↑

ⓘ Rehab cost is a screening estimate — Moderate scope × the home's square footage at US $/sqft rules of thumb (the same model as the Flip Finder). Get contractor quotes + a written scope before underwriting.

C Composite school gradezoned avg 63/100

Zoned Schools

Elementary Highland Elementary School C+ NY #899/2,108 Nat'l #9,263/41,679 Middle Highland Middle School D- NY #379/729 Nat'l #5,398/14,009 High Highland High School A+ NY #265/1,100 Nat'l #453/17,239

Schools (NCES district)

• District: Highland Central School District
• NCES district ID: 3614400
• Math proficiency: 50% ▼ -3.00%
• Reading proficiency: 69% ▲ 14.00%
• Median HH income: $63,600
• Composite: 51.89/100
• National rank: #1652
• State rank: #227 of 590 in NY

B Composite livability gradescore 75/100

Livability — Highland

• Score: 75/100
• State rank: #251
• US rank: #3941

Category grades

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

Schools grade is shown separately in the Schools card above.

Census & demographics

• Census place: Highland, NY
• County: Ulster · 175,887 people
• Metro: Kingston, NY
• Population (ZIP): 13,818
• Household income: $89,096
• Rent vs Own: 29.9% rent · 70.1% own
• Severe rent burden: 9% of renters

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Population outlook (Ulster County) Hauer SSP2

• Today (2025): 175,887 people
• By 2030: 171,876 · -2.3%
• By 2040: 161,771 · -8.0%
• By 2050: 151,470 · -13.9%
• By 2075: 133,023 · -24.4%
• By 2100: 113,504 · -35.5%

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Race, ethnicity, and origin ACS 2023

• Neighborhood character: Predominantly White (72%)
• Race & ethnicity: White 72% Hispanic / Latino 10% Two or more races 9% Asian 7% Black 3%
• Hispanic origin (detail): Mexican 4% Puerto Rican 2% Cuban 1% Dominican 1%
• Common ancestry: Romanian 4% Scotch-Irish 2% Slovak 2%
• Foreign-born: 11% · Canada, Vietnam, China
• Languages at home: 81% English-only · Spanish 9% Vietnamese 6% Other Indo-European 2%

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Political lean MEDSL · Ulster

• 2024 margin: D (+18.7) · D 59.3% · R 40.7%
• 2008→2024 swing: -4.9pp toward R · 2008: 23.6pp · 2024: 18.7pp
• All cycles: 2024: D+18.7 2020: D+20.9 2016: D+9.1 2012: D+21.9 2008: D+23.6

Not yet ingested

• Civics: —

Market trends

• HPI YoY: ▼ -84.26%
• Current HPI: 327.3196
• Rent YoY: —
• Metro: —
• State GDP YoY: ▲ 2.60%
• F500 in state: 92

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Industry mix (Fortune 500 HQ in NY)

Industry	F500 HQs	Revenue
▸Financial Services	10	$950B
▸Consumer Goods	9	$162B
▸Insurance	4	$225B
▸Telecommunications	2	$144B
▸Pharmaceuticals	2	$112B
▸Media / Entertainment	2	$69B

Price history

+25.0% since first listed

3 events — show timeline

• 2026-03-23 Listed $300,000 OneKey® MLS as Distributed by MLS Grid
• 2013-05-17 Sold (Public Records) $100,000 Public Records
• 2000-07-11 Sold (Public Records) $240,000 Public Records

Property tax history

+1.6%/yr

Latest (2025): $3,745 · +3.6% YoY. Source: county tax records.