55 Quads Way #55 · Windham, NY 12496

$239,500

2 bd · 2.0 ba · 1,008 sqft · Townhouse · 319 Days on market

Built 1986 Good condition 435 sqft lot $238/sqft · at area comps Est $233k · at est. ↓ 4% since listing

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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 +22.4/30.0
• Appreciation +7.5/10.0
• DSCR +7.2/10.0
• ARV discount +6.3/15.0
• 1% rule +5.9/10.0
• Schools +4.3/10.0
• Condition / age +3.8/5.0
• Livability +3.0/5.0
• Rent growth +2.5/5.0

Listing remarks MLS

Price Reduced -- Major Value in Windham! This charming turnkey condo delivers affordable four-season living close to skiing, golf, hiking, dining, and everything buyers love about Windham. Just minutes from Windham Mountain Club, this fully furnished 2-bedroom, 2-bath retreat offers an easy mountain lifestyle in one of the Catskills' most desirable destinations. Enjoy winter days on the slopes, colorful fall weekends, spring hikes, and summer golf, then return home to relax by the cozy wood-burning fireplace or unwind on your private deck surrounded by fresh mountain air. Inside, the home features wood floors, an updated kitchen with granite countertops and stylish backsplash, vaulted ceilings upstairs, oversized newly replaced windows, refreshed baths, and a new sliding glass door that brings in natural light and opens to outdoor living space. Recent upgrades including Wi-Fi-controlled heat, new baseboards, newer windows, spray-foam insulation, high-speed internet, and a newer hot water heater make ownership comfortable, efficient, and easy. Short-term rentals are permitted within the development, offering owners the flexibility to rent when not in use and help offset expenses--a true win-win for those seeking both personal enjoyment and investment potential. The Quads at Windham Condominiums offers amenities for every season, including a pool, pickleball/tennis courts, community firepit, and beautifully maintained grounds across 10 scenic acres--making this an ideal weekend getaway, vacation home, or low-maintenance year-round retreat. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

Key facts

• Private deck
• Wood floors
• Stylish backsplash

Tags

• PRIVATE DECK
• WOOD BURNING FIREPLACE
• UPDATED KITCHEN
• GRANITE COUNTERTOPS
• STYLISH BACKSPLASH
• WOOD FLOORS

What this means for you Summary

Snapshot

• This is a 2-bed/2.0-bath townhouse listed at $240k. Condition is rated good.

Deal economics

• At list price, monthly cash flow is $399 ($5k/yr) — positive.
• The deal already cash-flows at list — no discount required.
• Meets the 1% rule at list price ($3k rent vs $240k).
• Recommended offer: $211k (12.0% below list) — sets the bar for market timing.
• Cap rate 8.3% vs local median 3.2% in Windham — 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 60/100 on livability (#964 in NY) — a middle-class / working-renter tenant base. Strengths: housing A+, employment B+; Watch: schools C-, crime D+, cost of living D+.
• Windham-Ashland-Jewett Central School District (rural): math 55% / reading 40% proficiency, ranked #517 of 755 in NY (top 68%) — families likely to look elsewhere, expect single-tenant / working-renter base with shorter leases.
• Market conditions: 143 active listings in the ZIP; 97 units permitted in Greene County in 2024 (0 in 5+ unit buildings).

Forward outlook

• In year one you build about $14k of equity ($2k loan paydown + $12k appreciation (5.1% local appreciation)).
• Greene County population projected at -22% by 2050 — secular population decline; favor cash flow + early exit over multi-decade hold.
• At projected returns (5.1% appreciation + 3.0% rent growth), your $67k cash investment doubles in ~4 years — after that, you're playing with house money.
• By year 3, paydown + projected appreciation supports a ~$34k cash-out refi (75% LTV) — recoverable capital for the next deal without selling this one.

Negotiation context

• It's been on market 319 days — a 12% lower offer ($211k) is reasonable based on typical stale-listing flexibility.
• 2 sale attempts 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.

Recommended offer $210,760 (12.0% below list)

Questions for the listing agent

1. It's been on market 319 days. Have you received any prior offers? Is the seller open to a 12% concession, seller financing, or rate buy-down credit?
2. Why hasn't it sold? Are there any deal-killer items the seller is aware of (foundation, flood, title, zoning, code violations)?
3. Is there a deadline driving the sale (1031 exchange, divorce, estate, relocation)? That informs how much negotiation room exists.
4. Crime grade is D in this area — have there been break-ins, vandalism, or insurance claims at this property in the last 3 years? What carrier currently insures it and at what premium?
5. 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.
6. 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.
7. 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: 1.09% ✓
• Cap rate: 8.29%
• Cash-on-cash: 7.14%
• DSCR: 1.32
• GRM: 7.7

CMA / ARV

• ARV (median comp): $233,127
• List price: $239,500
• Delta: 2.73%
• Verdict: FAIR
• Comps: 7 within 1.0 mi

Show comp detail 4 sales within ~0.75 mi

Address	Dist	Beds/Ba	Sqft	Sold	Price	$/sf	Match
40 Quads Way	0.06mi	2/2.0	1,008 (0%)	8mo	$225,000	$223	91
35 Quads Way #35	0.08mi	2/2.0	1,008 (0%)	11mo	$227,500	$226	87
24 Quads Way	0.05mi	2/2.0	1,008 (0%)	14mo	$255,000	$253	85
24 Quads Way #24	0.05mi	2/2.0	1,008 (0%)	14mo	$255,000	$253	85

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

Projected returns pro-forma

5.06% appreciation · 3.0% rent growth · sell at horizon

5-year hold

• IRR: 19.1%
• Equity multiple: 2.21×
• Total profit: $81,428
• Equity at exit: $136,538

10-year hold

• IRR: 19.0%
• Equity multiple: 4.34×
• Total profit: $223,947
• Equity at exit: $236,323

Cash invested: $67,060 (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 12496

• Home prices YoY: 1.2%
• Active inventory: 143
• Price-to-rent: 7.7×

Monthly cashflow live

• Estimated rent: $2,600 medium
• Mortgage (P&I): −$1,256
• Tax est. 1.5%: −$299 /mo · $3,592/yr
• Insurance: −$100
• HOA: −$0
• Vacancy / Maint / Mgmt: −$546
• Net cashflow: $399

Break-even live

Break-even rent $2,095

Max offer price $239,500

Occupancy floor 80%

Sensitivity live

Price	-10% $565	-5% $482	+0% $399	+5% $316	+10% $234
Rent	-10% $194	-5% $296	+0% $399	+5% $502	+10% $605
Rate	-1.0pp $520	-0.5pp $460	base $399	+0.5pp $337	+1.0pp $274

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: $59,875
• Closing costs: $7,185
• Reserves months: —
• Total cash needed: —

Listing history 20 events

1. 2026-06-21
   days on market $239,500 Active 319 DOM
2. 2026-06-21
   days on market $239,500 Active 318 DOM
3. 2026-06-18
   days on market $239,500 Active 316 DOM
4. 2026-06-17
   days on market $239,500 Active 315 DOM
5. 2026-06-16
   days on market $239,500 Active 314 DOM
6. 2026-06-15
   days on market $239,500 Active 313 DOM
7. 2026-06-13
   days on market $239,500 Active 311 DOM
8. 2026-06-12
   days on market $239,500 Active 310 DOM
9. 2026-06-09
   days on market $239,500 Active 307 DOM
10. 2026-06-08
    days on market $239,500 Active 306 DOM
11. 2026-06-07
    days on market $239,500 Active 305 DOM
12. 2026-06-07
    days on market $239,500 Active 304 DOM
13. 2026-06-04
    days on market $239,500 Active 301 DOM
14. 2026-06-02
    days on market $239,500 Active 300 DOM
15. 2026-06-01
    days on market $239,500 Active 299 DOM
16. 2026-05-31
    days on market $239,500 Active 298 DOM
17. 2026-03-06
    price $239,500 1660-char remark

    Show marketing remark (1660 chars)

    Price Reduced -- Major Value in Windham! This charming turnkey condo delivers affordable four-season living close to skiing, golf, hiking, dining, and everything buyers love about Windham. Just minutes from Windham Mountain Club, this fully furnished 2-bedroom, 2-bath retreat offers an easy mountain lifestyle in one of the Catskills' most desirable destinations. Enjoy winter days on the slopes, colorful fall weekends, spring hikes, and summer golf, then return home to relax by the cozy wood-burning fireplace or unwind on your private deck surrounded by fresh mountain air. Inside, the home features wood floors, an updated kitchen with granite countertops and stylish backsplash, vaulted ceilings upstairs, oversized newly replaced windows, refreshed baths, and a new sliding glass door that brings in natural light and opens to outdoor living space. Recent upgrades including Wi-Fi-controlled heat, new baseboards, newer windows, spray-foam insulation, high-speed internet, and a newer hot water heater make ownership comfortable, efficient, and easy. Short-term rentals are permitted within the development, offering owners the flexibility to rent when not in use and help offset expenses--a true win-win for those seeking both personal enjoyment and investment potential. The Quads at Windham Condominiums offers amenities for every season, including a pool, pickleball/tennis courts, community firepit, and beautifully maintained grounds across 10 scenic acres--making this an ideal weekend getaway, vacation home, or low-maintenance year-round retreat. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

18. 2025-10-31
    status Active 1660-char remark

    Show marketing remark (1660 chars)

    Price Reduced -- Major Value in Windham! This charming turnkey condo delivers affordable four-season living close to skiing, golf, hiking, dining, and everything buyers love about Windham. Just minutes from Windham Mountain Club, this fully furnished 2-bedroom, 2-bath retreat offers an easy mountain lifestyle in one of the Catskills' most desirable destinations. Enjoy winter days on the slopes, colorful fall weekends, spring hikes, and summer golf, then return home to relax by the cozy wood-burning fireplace or unwind on your private deck surrounded by fresh mountain air. Inside, the home features wood floors, an updated kitchen with granite countertops and stylish backsplash, vaulted ceilings upstairs, oversized newly replaced windows, refreshed baths, and a new sliding glass door that brings in natural light and opens to outdoor living space. Recent upgrades including Wi-Fi-controlled heat, new baseboards, newer windows, spray-foam insulation, high-speed internet, and a newer hot water heater make ownership comfortable, efficient, and easy. Short-term rentals are permitted within the development, offering owners the flexibility to rent when not in use and help offset expenses--a true win-win for those seeking both personal enjoyment and investment potential. The Quads at Windham Condominiums offers amenities for every season, including a pool, pickleball/tennis courts, community firepit, and beautifully maintained grounds across 10 scenic acres--making this an ideal weekend getaway, vacation home, or low-maintenance year-round retreat. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

19. 2025-10-25
    historical Active Under Contract 1660-char remark

    Show marketing remark (1660 chars)

    Price Reduced -- Major Value in Windham! This charming turnkey condo delivers affordable four-season living close to skiing, golf, hiking, dining, and everything buyers love about Windham. Just minutes from Windham Mountain Club, this fully furnished 2-bedroom, 2-bath retreat offers an easy mountain lifestyle in one of the Catskills' most desirable destinations. Enjoy winter days on the slopes, colorful fall weekends, spring hikes, and summer golf, then return home to relax by the cozy wood-burning fireplace or unwind on your private deck surrounded by fresh mountain air. Inside, the home features wood floors, an updated kitchen with granite countertops and stylish backsplash, vaulted ceilings upstairs, oversized newly replaced windows, refreshed baths, and a new sliding glass door that brings in natural light and opens to outdoor living space. Recent upgrades including Wi-Fi-controlled heat, new baseboards, newer windows, spray-foam insulation, high-speed internet, and a newer hot water heater make ownership comfortable, efficient, and easy. Short-term rentals are permitted within the development, offering owners the flexibility to rent when not in use and help offset expenses--a true win-win for those seeking both personal enjoyment and investment potential. The Quads at Windham Condominiums offers amenities for every season, including a pool, pickleball/tennis courts, community firepit, and beautifully maintained grounds across 10 scenic acres--making this an ideal weekend getaway, vacation home, or low-maintenance year-round retreat. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

20. 2025-08-06
    listed $249,000 Active 1660-char remark

    Show marketing remark (1660 chars)

    Price Reduced -- Major Value in Windham! This charming turnkey condo delivers affordable four-season living close to skiing, golf, hiking, dining, and everything buyers love about Windham. Just minutes from Windham Mountain Club, this fully furnished 2-bedroom, 2-bath retreat offers an easy mountain lifestyle in one of the Catskills' most desirable destinations. Enjoy winter days on the slopes, colorful fall weekends, spring hikes, and summer golf, then return home to relax by the cozy wood-burning fireplace or unwind on your private deck surrounded by fresh mountain air. Inside, the home features wood floors, an updated kitchen with granite countertops and stylish backsplash, vaulted ceilings upstairs, oversized newly replaced windows, refreshed baths, and a new sliding glass door that brings in natural light and opens to outdoor living space. Recent upgrades including Wi-Fi-controlled heat, new baseboards, newer windows, spray-foam insulation, high-speed internet, and a newer hot water heater make ownership comfortable, efficient, and easy. Short-term rentals are permitted within the development, offering owners the flexibility to rent when not in use and help offset expenses--a true win-win for those seeking both personal enjoyment and investment potential. The Quads at Windham Condominiums offers amenities for every season, including a pool, pickleball/tennis courts, community firepit, and beautifully maintained grounds across 10 scenic acres--making this an ideal weekend getaway, vacation home, or low-maintenance year-round retreat. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

ⓘ Source: listings_history table (triggers on properties + properties_extension) + one-shot backfill from property_details.listing_events for pre-trigger history.

Climate risk First Street

• 🌊 Flood 1/10 Low FEMA zone X (unshaded) · 0% chance over 30 yrs
• 🔥 Wildfire 3/10 Moderate
• 🌡 Heat 1/10 Low 7 d/yr ≥86°F today · 17 d/yr by 30 yrs out
• 💨 Wind 2/10 Low 3% chance of damaging wind over 30 yrs
• 🫁 Air quality 1/10 Low 0 unhealthy d/yr today · 0 by 30 yrs out

Taxation est. · year 1

• Rental income: $31,204
• − Mortgage interest: −$13,416
• − Property taxes: −$3,592
• − Insurance: −$1,198
• − Repairs & maintenance: −$2,496
• − Management: −$2,496
• − Depreciation: −$6,967
• Taxable income: $1,038
• Est. tax owed @ 24.0%: −$249
• After-tax cash flow: $4,540/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 · 12 photos

Good 75/100 Cosmetic rehab

This charming turnkey condo in Windham offers a cozy mountain lifestyle with updated amenities and well-maintained surroundings.

Value-add opportunities

• Both Painting exterior and interior walls — Fresh paint enhances curb appeal and interior aesthetics
• Both Updating kitchen backsplash — Modern backsplash complements updated kitchen and adds value
• Both Landscaping improvements — Enhanced landscaping can increase curb appeal and property value

Renovation cost estimate screening

Value-add ROI direction

• Both Painting exterior and interior walls — Fresh paint enhances curb appeal and interior aesthetics ↑
• Both Updating kitchen backsplash — Modern backsplash complements updated kitchen and adds value ↑
• Both Landscaping improvements — Enhanced landscaping can increase curb appeal and property value ↑

ⓘ Cost ranges are severity-bucket heuristics (US national rule-of-thumb). Get contractor quotes + a written scope before underwriting a rehab budget.

Schools (NCES district)

• District: Windham-Ashland-Jewett Central School District
• NCES district ID: 3631590
• Math proficiency: 55% ▲ 5.00%
• Reading proficiency: 40% ▼ -10.00%
• Median HH income: $46,942
• Composite: 42.57/100
• National rank: #6842
• State rank: #517 of 755 in NY

Livability — Windham

• Score: 60/100
• State rank: #964
• US rank: #18888

Category grades

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

Schools grade is shown separately in the Schools card above.

Census & demographics

• Population (ZIP): 1,241

Population outlook (Greene County) Hauer SSP2

• Today (2025): 44,963 people
• By 2030: 43,126 · -4.1%
• By 2040: 38,756 · -13.8%
• By 2050: 34,913 · -22.4%
• By 2075: 28,156 · -37.4%
• By 2100: 22,296 · -50.4%

Race, ethnicity, and origin ACS 2023

• Neighborhood character: Predominantly White (84%)
• Race & ethnicity: White 84% Two or more races 5% Black 5% Hispanic / Latino 3% Asian 2%
• Common ancestry: Romanian 5% Hispanic 4% Lithuanian 3%
• Foreign-born: 18% · Canada
• Languages at home: 75% English-only · Russian/Polish/Slavic 10% French/Haitian/Cajun 7% Other Indo-European 4%

Political lean MEDSL · Greene

• 2024 margin: R (+17.0) · D 41.5% · R 58.5%
• 2008→2024 swing: -7.1pp toward R · 2008: -9.9pp · 2024: -17.0pp
• All cycles: 2024: R+17.0 2020: R+15.6 2016: R+27.4 2012: R+11.1 2008: R+9.9

Not yet ingested

• Civics: —

Market trends

• HPI YoY: ▲ 5.06%
• Current HPI: 425.2138
• Rent YoY: —
• Metro: —
• State GDP YoY: ▲ 2.60%
• F500 in state: 92

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

-3.8% since first listed

4 events — show timeline

• 2026-03-06 Price Changed $239,500 HVCRMLS
• 2025-10-31 Relisted — HVCRMLS
• 2025-10-25 Contingent — HVCRMLS
• 2025-08-06 Listed $249,000 HVCRMLS