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W3816 Highland Dr

W3816 Highland Dr

Greenfield, WI 54601

$849,900

4 bd · 3.5 ba · 4,484 sqft · Listed 14d ago

View on Realtor.com →
Low confidence

Year built

2018

Sqft

4,484

Lot sqft

94,525

HOA / mo

None

Furnished

No

List date

2026-09-17T15:19:09.000000Z

Revenue

Annual revenue

$69,474

ADR

$449

Occupancy

42%

Cleaning fees (12 mo)

$7,116

Confidence

Low (39.78), 10 comps

Comp revenue range (p25 / median / p75)

$36,110$57,614$77,086
  • Large Cabin Retreat | Games, Nature & Fire-pit

    Cabin · 4 bd · 3 ba · sleeps 16 · 3.9 mi

    Revenue $120,287ADR $777Occ ≈ 42%5★ (40)

    AirbnbVrboBooking

  • Luxury Bluff Retreat • 10 Minutes to Downtown

    House · 5 bd · 3 ba · sleeps 10 · 3.9 mi

    Revenue $129,270ADR $589Occ ≈ 60%5★ (192)

    AirbnbVrbo

  • House in the Hills! Charming luxury right in town

    House · 5 bd · 3 ba · sleeps 10 · 5.1 mi

    Revenue $58,092ADR $431Occ ≈ 37%5★ (200)

    AirbnbVrbo

  • Sunlit & spacious home in a quiet, natural setting

    House · 4 bd · 3.5 ba · sleeps 9 · 5.1 mi

    Revenue $12,271ADR $268Occ ≈ 13%4.6★ (42)

    AirbnbVrbo

  • Secluded, Romantic, Family Friendly and Cozy, Last House in the Valley.

    House · 5 bd · 3 ba · sleeps 18 · 5.2 mi

    Revenue $46,795ADR $338Occ ≈ 38%5★ (422)

    Vrbo

  • Designer Family Fun home, Arcade, secret nook!

    House · 3 bd · 3.5 ba · sleeps 10 · 5.3 mi

    Revenue $77,348ADR $411Occ ≈ 52%4.9★ (171)

    Airbnb

  • Adventurer’s Retreat

    House · 3 bd · 2.5 ba · sleeps 10 · 5.3 mi

    Revenue $32,548ADR $459Occ ≈ 19%5★ (34)

    AirbnbVrbo

  • Swedish Storybook in bluffs hiking trails & stream

    Place · 5 bd · 3 ba · sleeps 11 · 5.4 mi

    Revenue $57,135ADR $493Occ ≈ 32%4.8★ (177)

    AirbnbVrbo

  • Open Concept Country Home w/ A+ Location & Pool

    House · 3 bd · 3 ba · sleeps 10 · 5.8 mi

    Revenue $76,301ADR $735Occ ≈ 28%4.7★ (19)

    AirbnbVrbo

  • The Bluff View Collective Main House + Studio

    House · 4 bd · 2.5 ba · sleeps 8 · 6.0 mi

    Revenue $26,322ADR $472Occ ≈ 15%5★ (1)

    Airbnb

Revenue and nightly rate (ADR) are trailing-12-month figures per listing. Occupancy is estimated as revenue ÷ ADR ÷ 365 and can read high when revenue includes cleaning fees.

Cash flow calculator

Financing
Management

Est. revenue

$69,474

NOI

$32,464

Cash flow /mo

$2,705

Cash needed

$912,896

Cash-on-cash (all cash)

3.6%

ROE (yr 1)

6.3%

Cap rate

3.8%

DSCR

—

Year-1 write-off

$162,073

Year-1 tax shield @ 32%

$51,863

Year-1 return on equity

  • Cash flow (annual)$32,464
  • Principal paydown (n/a, cash)$0
  • Appreciation at%$25,497
ROE6.3%

Tax savings aren't counted. Turn on “Count tax savings in returns” above if you can use the losses.

Opex, cash-needed & tax-savings breakdown

Annual operating expenses

  • Management (20% of revenue)$13,895
  • Platform fees (3% of revenue)$2,084
  • Maintenance / capex (5% of revenue)$3,474
  • Utilities & supplies$4,200
  • HOA$0
  • Property tax$9,150
  • Insurance (STR-rated)$4,207

Cash needed to close

  • Purchase price (all cash)$849,900
  • Closing costs (4.0%)$33,996
  • Furnishing (bought new)$29,000

Tax savings if the STR loophole applies

  • Tax shield @ 32%$51,863

Property tax, insurance rate and the land/building split come from this listing's county tax record; other assumptions match the daily feed (see tasks/plan.md).

The write-off comes from the cost segregation estimate below. Not tax advice.

Cost segregation estimate

An estimate from the listing: every part of the home is priced from national construction costs, less wear for age, and the price (less land) is spread over the parts in proportion. The headline is what a typical cost seg study would claim for this property. The answers below are optional refinements.

Depreciable basis

$763,000

Short-life (5/15-yr)

$131,000 · 17%

Year-1 deduction

$162,000

Year-1 tax shield @ 32%

$52,000

Land 10% (county tax record, assessed value split) · building $631,000 over 39 years · new furniture $29,000

Based on: 4,484 sq ft, built 2018, 4 bd / 3.5 ba, unfurnished, listing features (hot tub, deck, patio, game room, fireplace, flooring types, appliance list, septic).

Try the cost segregation calculator on any property →

IRS-guide safe-harbor floor: $100,000 in year 1 (9% short-life, $32,000 tax shield), the conservative amount following the IRS audit guide's residential classification table.

5-year property$88,300
  • Kitchen cabinetsdefault

    $15,600 new × 68% good × 1.11 allocation

    $11,800
  • Kitchen countertopsdefault

    $12,800 new × 68% good × 1.11 allocation

    $9,600
  • Decorative trimdefault

    $7,800 new × 68% good × 1.11 allocation

    $5,900
  • Mirrorsdefault

    $500 new × 40% good × 1.11 allocation

    $200
  • Shelvingdefault

    $1,500 new × 68% good × 1.11 allocation

    $1,100
  • Window coverings (45)default

    $11,300 new × 40% good × 1.11 allocation

    $5,000
  • Kitchen & laundry equipment plumbingdefault

    $12,200 new × 84% good × 1.11 allocation

    $11,300
  • Kitchen, laundry & data equipment electricaldefault

    $7,300 new × 84% good × 1.11 allocation

    $6,800
  • Appliances (range, microwave, dishwasher, disposal, refrigerator, washer, dryer)listing

    $8,100 new × 40% good × 1.11 allocation

    $3,600
  • Hot tub (freestanding)listing

    $9,000 new × 40% good × 1.11 allocation

    $4,000
  • Furniture bought newlisting

    $23,000 new × 100% good · bought separately

    $23,000
  • Game-room equipment bought newlisting

    $6,000 new × 100% good · bought separately

    $6,000
15-year land improvements$71,800
  • Paving: driveway & walks (paved)listing

    $17,400 new × 68% good × 1.11 allocation

    $13,100
  • Landscaping (typical)default

    $13,400 new × 68% good × 1.11 allocation

    $10,000
  • Patioslisting

    $20,200 new × 68% good × 1.11 allocation

    $15,200
  • Decks & porches (attached)listing

    $50,400 new × 60% good × 1.11 allocation

    $33,500
Building, 39-year$631,500
  • Structure: foundation, framing, walls, windows, doors, roof, interior finishesdefault

    $488,000 new × 87% good × 1.11 allocation

    $467,900
  • Building plumbing & fixturesdefault

    $50,600 new × 84% good × 1.11 allocation

    $47,000
  • Building electrical & lightingdefault

    $54,100 new × 84% good × 1.11 allocation

    $50,300
  • HVACdefault

    $50,500 new × 60% good × 1.11 allocation

    $33,500
  • Hardwood & tile floorsdefault

    $28,900 new × 68% good × 1.11 allocation

    $21,700
  • Fireplacelisting

    $2,600 new × 68% good × 1.11 allocation

    $2,000
  • Septic systemlisting

    $12,000 new × 68% good × 1.11 allocation

    $9,000

About the property

Depreciation schedule: typical cost seg study

Year5-yr15-yrBuildingTotal
1$88,300$71,800$2,000$162,100
2$0$0$16,200$16,200
3$0$0$16,200$16,200
4$0$0$16,200$16,200
5$0$0$16,200$16,200
6+$0$0$564,700$564,700
Total$88,300$71,800$631,500$791,500

Model-based estimate, not an engineered cost segregation study. The IRS doesn’t approve studies; get a professional study before filing. Using these losses against W-2 income needs the short-term rental exception (average stay ≤7 days + material participation). The 39-year building life applies because stays average under 30 days, a separate test (27.5 years for a long-term rental). Federal only: California, Georgia and Wisconsin disallow bonus depreciation, Ohio adds back 5/6 of it, and Tennessee has no personal income tax. Not tax advice.

Market note

Rules differ by jurisdiction. The City of La Crosse requires a short-term rental license ($100 a year) once you rent more than 10 nights a year, plus a Wisconsin tourist rooming house license and inspection from the La Crosse County Health Department. We found no owner-occupancy rule or night cap in the city, but the license does NOT transfer to a new owner. Onalaska allows rentals with a city permit in some zoning districts, and unincorporated towns follow La Crosse County zoning, which has its own permit and day limits. Wisconsin law lets local governments restrict stays under 7 nights. Verify parcel eligibility with the city or county before you buy.