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Rate 8.07% = 7.32% Freddie Mac 30-yr avg (Oct 22) + 0.75% investor premium

39989 Hillcrest Dr

39989 Hillcrest Dr

Big Bear Lake, CA 92315

$510,000

2 bd · 2 ba · Listed 1d ago

View on Realtor.com →
Low confidenceNegative cash flow

Year built

1960

Sqft

—

Lot sqft

9,080

HOA / mo

None

Furnished

Yes

List date

2026-10-24T15:40:52.000000Z

Revenue

Annual revenue

$26,121

ADR

$253

Occupancy

28%

Cleaning fees (12 mo)

$5,789

Confidence

Low (23.65), 50 comps

Comp revenue range (p25 / median / p75)

$8,617$15,716$32,538

Median revenue of shown comps: $18,411

  • Hot Tub, Near Village/Lake - Kelly's Kottage

    Cabin · 2 bd · 2 ba · sleeps 6 · 69 ft

    Revenue $24,493ADR $372Occ ≈ 18%4.5★ (69)

    Airbnb

  • Hot Tub, Near Village/Lake, Pet Friendly

    Cabin · 2 bd · 2 ba · sleeps 6 · 89 ft

    • Hot tub
    • Free parking
    • Pets OK
    • Wifi
    • +3

    Revenue $27,422ADR $410Occ ≈ 18%4.5★ (3)

    AirbnbVrboBooking

  • Hot Tub Retreat Close to Slopes & Village, Hot Tub

    Cabin · 2 bd · 1 ba · sleeps 4 · 161 ft

    • Hot tub
    • Free parking
    • Pets OK
    • Wifi
    • +4

    Revenue $50,477ADR $318Occ ≈ 43%4.5★ (76)

    AirbnbVrboBooking

  • Cozy Cabin w/ Hottub, Fireplace, & Yard for Pets

    House · 2 bd · 1 ba · sleeps 4 · 217 ft

    • Hot tub
    • A/C
    • Free parking
    • Pets OK
    • +4

    Revenue $43,242ADR $211Occ ≈ 56%5★ (126)

    AirbnbVrbo

  • Walk to Village + Lake | Hot Tub | Dog-Friendly

    Cabin · 2 bd · 2 ba · sleeps 6 · 0.1 mi

    • Hot tub
    • A/C
    • Free parking
    • Pets OK
    • +4

    Revenue $20,449ADR $335Occ ≈ 17%4.9★ (133)

    AirbnbVrbo

  • Big Bear Family Cabin | Bunk Room | Sleeps 7

    Cabin · 2 bd · 1 ba · sleeps 7 · 0.1 mi

    • Pool
    • Free parking
    • Pets OK
    • Wifi
    • +1

    Revenue $1,514ADR $194Occ ≈ 2%5★ (1)

    Airbnb

  • Mountain Lodge Retreat | 2BR | Smart TV |Sleeps 6

    Cabin · 2 bd · 1 ba · sleeps 6 · 0.1 mi

    Revenue $4,071ADR $123Occ ≈ 9%—

    Delisted

  • Family Cabin in Big Bear | King+2 Queens | Porch

    Cabin · 2 bd · 1 ba · sleeps 7 · 0.1 mi

    Revenue $5,673ADR $141Occ ≈ 11%—

    Delisted

  • Adventure Cabin in Big Bear | Bunk Room | Sleeps 6

    Cabin · 2 bd · 1 ba · sleeps 6 · 0.1 mi

    • Pool
    • Free parking
    • Pets OK
    • Wifi
    • +1

    Revenue $803ADR $156Occ ≈ 1%4★ (1)

    Airbnb

  • Bear Loft Haven

    Apartment · 2 bd · 1 ba · sleeps 6 · 0.1 mi

    Revenue $562ADR $281Occ ≈ 1%2★ (1)

    Delisted

Show 35 more
  • Orchard Family Cabin #2560

    Vacation home · 2 bd · 2 ba · sleeps 4 · 0.1 mi

    Revenue $56,731ADR $466Occ ≈ 33%—

    Booking

  • Best in Big Bear! HUGE private yard. Bring Fido!

    House · 2 bd · 1 ba · sleeps 4 · 0.2 mi

    Revenue $35,651ADR $303Occ ≈ 32%5★ (119)

    AirbnbVrbo

  • Teddy Bear Lodge: Rocky Mtn Log Home! Internet!

    House · 2 bd · 2 ba · sleeps 5 · 0.2 mi

    • Free parking
    • Wifi
    • Kitchen
    • Washer
    • +1

    Revenue $35,230ADR $216Occ ≈ 45%4.8★ (98)

    AirbnbVrbo

  • Hot Tub + Fenced Yard | Walk to Lake+Village

    Cabin · 2 bd · 2 ba · sleeps 6 · 0.2 mi

    • Hot tub
    • Free parking
    • Pets OK
    • Wifi
    • +3

    Revenue $20,852ADR $319Occ ≈ 18%4.5★ (22)

    AirbnbVrbo

  • Cottage 1A: Modern cabin with a deck. No kitchen

    Cottage · 2 bd · 1 ba · sleeps 8 · 0.2 mi

    • A/C
    • Free parking
    • Pets OK
    • Wifi

    Revenue $7,885ADR $198Occ ≈ 11%4★ (4)

    Airbnb

  • Bear Necessities

    Cabin · 2 bd · 1 ba · sleeps 4 · 0.2 mi

    • Free parking
    • Wifi
    • Kitchen
    • Washer
    • +1

    Revenue $9,751ADR $230Occ ≈ 12%5★ (2)

    AirbnbVrbo

  • Fire Pit | Walk/Bike to Trails | No Stairs

    Cabin · 2 bd · 1 ba · sleeps 4 · 0.2 mi

    Revenue $55,146ADR $415Occ ≈ 36%5★ (2)

    AirbnbVrbo

  • Jaybird Cabin

    Cabin · 2 bd · 1 ba · sleeps 4 · 0.2 mi

    Revenue $11,176ADR $328Occ ≈ 9%4.5★ (21)

    Airbnb

  • Big Bear Escape: Gameroom! Spa! Fenced Yard!

    House · 2 bd · 2 ba · sleeps 6 · 0.2 mi

    Revenue $44,498ADR $291Occ ≈ 42%5★ (66)

    AirbnbVrbo

  • Jaybird Cabin - Hot Tub, Fenced Backyard, Dogs OK

    Cabin · 2 bd · 1 ba · sleeps 4 · 0.2 mi

    • Hot tub
    • A/C
    • Free parking
    • Pets OK
    • +4

    Revenue $6,865ADR $180Occ ≈ 10%4.5★ (2)

    AirbnbVrbo

  • Lazy Pines Cabin & Lake House

    Cabin · 2 bd · 1 ba · sleeps 6 · 0.2 mi

    • Hot tub
    • A/C
    • Free parking
    • Pets OK
    • +4

    Revenue $28,651ADR $179Occ ≈ 44%4.8★ (38)

    Airbnb

  • The Cozy Chalet

    Cabin · 2 bd · 2 ba · sleeps 6 · 0.2 mi

    • Free parking
    • Wifi
    • Kitchen
    • Washer
    • +1

    Revenue $16,858ADR $271Occ ≈ 17%4.8★ (327)

    Airbnb

  • Modern Rustic Escape, Romantic Hot Tub, Firepit

    Cabin · 2 bd · 1.5 ba · sleeps 5 · 0.2 mi

    • Hot tub
    • Free parking
    • Pets OK
    • Wifi
    • +3

    Revenue $12,813ADR $266Occ ≈ 13%5★ (13)

    AirbnbVrbo

  • Big Bear Lake Charming Cabin

    House · 2 bd · 1 ba · sleeps 5 · 0.2 mi

    • Free parking
    • Wifi
    • Kitchen
    • Washer

    Revenue $18,719ADR $214Occ ≈ 24%4.9★ (166)

    Vrbo

  • Orchard Family Cabin | Walk to Lake/Village Home

    Cabin · 2 bd · 2 ba · sleeps 4 · 0.2 mi

    • A/C
    • Free parking
    • Pets OK
    • Wifi
    • +2

    Revenue $35,811ADR $339Occ ≈ 29%4.8★ (24)

    AirbnbVrbo

  • Hot Tub! Fenced Yard! Near Lake! Outdoor Living!

    House · 2 bd · 2 ba · sleeps 5 · 0.2 mi

    • Hot tub
    • Free parking
    • Wifi
    • Kitchen
    • +2

    Revenue $47,665ADR $257Occ ≈ 51%4.7★ (132)

    AirbnbVrbo

  • Hot Tub + Fenced Yard | Walk to Lake

    Cabin · 2 bd · 1 ba · sleeps 5 · 0.2 mi

    • Hot tub
    • Free parking
    • Pets OK
    • Wifi
    • +1

    Revenue $18,411ADR $232Occ ≈ 22%4.5★ (38)

    AirbnbVrboBooking

  • Blue Bear Lodge Cabin 1-Indulge In Mountain Modern

    Cabin · 2 bd · 1 ba · sleeps 4 · 0.2 mi

    • Pets OK
    • Wifi
    • Fireplace

    Revenue $10,822ADR $228Occ ≈ 13%4.5★ (18)

    AirbnbBooking

  • Pine Nest Marina Retreat at Big Bear- Marina Area

    Cabin · 2 bd · 2 ba · sleeps 7 · 0.2 mi

    • Free parking
    • Wifi
    • Kitchen
    • Washer
    • +2

    Revenue $14,122ADR $570Occ ≈ 7%4★ (7)

    AirbnbVrboBooking

  • Casa catalina #667

    Vacation home · 2 bd · 1 ba · sleeps 4 · 0.2 mi

    Revenue $7,270ADR $266Occ ≈ 7%—

    Booking

  • Hot Tub Cabin Near Village Shops & Dining

    Cabin · 2 bd · 1.5 ba · sleeps 6 · 0.2 mi

    Revenue $34,921ADR $314Occ ≈ 30%4.5★ (44)

    AirbnbBooking

  • A frame jacuzzi perfect location

    Cabin · 2 bd · 1 ba · sleeps 5 · 0.2 mi

    • Hot tub
    • A/C
    • Free parking
    • Wifi
    • +4

    Revenue $31,502ADR $177Occ ≈ 49%4.5★ (51)

    Airbnb

  • Adorable Casa Catalina Village Cabin at Big Bear

    Cabin · 2 bd · 1 ba · sleeps 4 · 0.2 mi

    • Free parking
    • Kitchen
    • Fireplace
    • View

    Revenue $9,185ADR $303Occ ≈ 8%4.3★ (22)

    AirbnbVrboBooking

  • Cabin 14 is stand alone 2 bedrooms 1 Q 5 Single

    Cabin · 2 bd · 1 ba · sleeps 8 · 0.2 mi

    Revenue $11,364ADR $315Occ ≈ 10%4.8★ (18)

    AirbnbVrbo

  • cottage bigbear

    Cabin · 2 bd · 2 ba · sleeps 6 · 0.2 mi

    Revenue $13,511ADR $266Occ ≈ 14%—

    Delisted

  • Cabin Rental | Mountain Getaway | Big Bear

    Cabin · 2 bd · 1.5 ba · sleeps 6 · 0.2 mi

    Revenue $17,428ADR $319Occ ≈ 15%1★ (1)

    Delisted

  • Massive Mtn View Deck @ Lucky Bear, Hot Tub & Hike

    Cabin · 2 bd · 1 ba · sleeps 5 · 0.2 mi

    • Hot tub
    • A/C
    • Free parking
    • Pets OK
    • +3

    Revenue $32,883ADR $265Occ ≈ 34%4.7★ (68)

    AirbnbVrbo

  • Lucky Bear Cabin

    Vacation home · 2 bd · 1 ba · sleeps 5 · 0.2 mi

    Revenue $36,089ADR $272Occ ≈ 36%4★ (1)

    Booking

  • Bear 'n Tree - Walk to Lake & Village, Fireplace, Barbecue

    Vacation home · 2 bd · 2 ba · sleeps 5 · 0.2 mi

    Revenue $9,986ADR $278Occ ≈ 10%0.5★ (1)

    Booking

  • Cozy Cabin Close to the Village

    Cabin · 2 bd · 1 ba · sleeps 4 · 0.2 mi

    • Free parking
    • Pets OK
    • Wifi
    • Kitchen
    • +1

    Revenue $23,832ADR $164Occ ≈ 40%4.8★ (164)

    Airbnb

  • Five Pines - Beautifully updated gambrel cabin with Hot Tub and Fenced Yard!

    Vacation home · 2 bd · 2 ba · sleeps 6 · 0.2 mi

    Revenue $39,015ADR $302Occ ≈ 35%5★ (1)

    Booking

  • Big Bear Lake- walk to lake

    Cabin · 2 bd · 2 ba · sleeps 5 · 0.2 mi

    • Free parking
    • Pets OK
    • Wifi
    • Kitchen
    • +1

    Revenue $6,111ADR $225Occ ≈ 7%4.8★ (452)

    AirbnbVrbo

  • Whispering Pines Nook | Mins to Lake, BBQ and Deck

    House · 2 bd · 1 ba · sleeps 4 · 0.2 mi

    • Free parking
    • Pets OK
    • Wifi
    • Kitchen
    • +2

    Revenue $9,725ADR $172Occ ≈ 15%5★ (7)

    AirbnbVrboBooking

  • Arcade + Hot Tub Cabin | Walk to Lake & Shops

    Cabin · 2 bd · 1.5 ba · sleeps 5 · 0.2 mi

    • Hot tub
    • Free parking
    • Pets OK
    • Wifi
    • +5

    Revenue $27,000ADR $315Occ ≈ 23%4.9★ (449)

    AirbnbVrbo

  • Bungalow in the Pines + Close 2 Lake and Village!

    Apartment · 2 bd · 1 ba · sleeps 4 · 0.3 mi

    Revenue $11,712ADR $144Occ ≈ 22%5★ (9)

    AirbnbBooking

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
Term

Rate 8.07% = 7.32% Freddie Mac 30-yr avg (Oct 22) + 0.75% investor premium

Est. revenue

$26,121

NOI

$6,396

Cash flow /mo

-$2,292

Cash needed

$147,900

Cash-on-cash

-18.6%

ROE (yr 1)

-6.1%

Cap rate

1.3%

DSCR

0.19

Year-1 write-off

$151,820

Year-1 tax shield @ 32%

$48,582

Year-1 return on equity

  • Cash flow (annual)-$27,508
  • Principal paydown$3,151
  • Appreciation at%$15,300
ROE-6.1%

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)$5,224
  • Platform fees (3% of revenue)$784
  • Maintenance / capex (5% of revenue)$1,306
  • Utilities & supplies$4,200
  • HOA$0
  • Property tax$6,842
  • Insurance (STR-rated)$2,601

Cash needed to close

  • Down payment (25%)$127,500
  • Closing costs (4.0%)$20,400
  • Furnishing (conveyed with the sale)$0

Tax savings if the STR loophole applies

  • Tax shield @ 32%$48,582

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

$409,000

Short-life (5/15-yr)

$152,000 · 37%

Year-1 deduction

$152,000

Year-1 tax shield @ 32%

$49,000

Land 20% (county tax record, assessed value split) · building $258,000 over 39 years

Based on: ~1,400 sq ft (from beds), built 1960, 2 bd / 2 ba, furnished, listing features (hot tub, deck, patio, fence, fireplace, flooring types, appliance list).

Try the cost segregation calculator on any property →

IRS-guide safe-harbor floor: $101,000 in year 1 (25% short-life, $32,000 tax shield), the conservative amount following the IRS audit guide's residential classification table.

5-year property$82,200
  • Kitchen cabinetsdefault

    $8,900 new × 40% good × 3.21 allocation

    $11,400
  • Kitchen countertopsdefault

    $7,300 new × 40% good × 3.21 allocation

    $9,300
  • Decorative trimdefault

    $2,500 new × 40% good × 3.21 allocation

    $3,100
  • Mirrorsdefault

    $300 new × 40% good × 3.21 allocation

    $400
  • Shelvingdefault

    $900 new × 40% good × 3.21 allocation

    $1,200
  • Window coverings (14)default

    $3,500 new × 40% good × 3.21 allocation

    $4,500
  • Carpet, vinyl & laminate (100% of floors)listing

    $9,000 new × 40% good × 3.21 allocation

    $11,600
  • Kitchen & laundry equipment plumbingdefault

    $6,900 new × 40% good × 3.21 allocation

    $8,900
  • Kitchen, laundry & data equipment electricaldefault

    $4,200 new × 40% good × 3.21 allocation

    $5,400
  • Appliances (range, microwave, refrigerator, washer, dryer)listing

    $6,700 new × 40% good × 3.21 allocation

    $8,600
  • Hot tub (freestanding)listing

    $9,000 new × 40% good × 3.21 allocation

    $11,500
  • Furniture conveyed with the sale (used)listing

    $16,000 new × 40% good · out of the price

    $6,400
15-year land improvements$69,400
  • Paving: driveway & walks (paved)default

    $7,800 new × 50% good × 3.21 allocation

    $12,400
  • Landscaping (typical)default

    $7,500 new × 50% good × 3.21 allocation

    $12,000
  • Patioslisting

    $6,300 new × 50% good × 3.21 allocation

    $10,100
  • Decks & porches (attached)listing

    $15,800 new × 50% good × 3.21 allocation

    $25,300
  • Fencinglisting

    $6,000 new × 50% good × 3.21 allocation

    $9,600
Building, 39-year$257,700
  • Structure: foundation, framing, walls, windows, doors, roof, interior finishesdefault

    $151,800 new × 40% good × 3.21 allocation

    $194,700
  • Building plumbing & fixturesdefault

    $15,700 new × 40% good × 3.21 allocation

    $20,200
  • Building electrical & lightingdefault

    $15,000 new × 40% good × 3.21 allocation

    $19,300
  • HVACdefault

    $15,800 new × 40% good × 3.21 allocation

    $20,200
  • Fireplacelisting

    $2,600 new × 40% good × 3.21 allocation

    $3,400

About the property

Depreciation schedule: typical cost seg study

Year5-yr15-yrBuildingTotal
1$82,200$69,400$300$151,800
2$0$0$6,600$6,600
3$0$0$6,600$6,600
4$0$0$6,600$6,600
5$0$0$6,600$6,600
6+$0$0$231,000$231,000
Total$82,200$69,400$257,700$409,300

The building's share of the price ($403,000) is 3.2x our depreciated replacement cost of the home ($126,000). The IRS guide treats a gap this size as a reason to review the land share: if land is worth more than the county ratio says, the basis and the write-off are smaller.

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

Big Bear Lake (city) and unincorporated county areas both allow permitted short-term rentals, and we found no numeric permit cap in either. Permits/licenses generally do NOT transfer on sale — a buyer must apply for their own, so confirm permit status with the city or San Bernardino County before closing. City: vacation rental license, up to 3 per owner. County: 1 permit per parcel under 2 acres, 2 max per owner. Lodging tax ~13% in the city, ~7% county. Rules change; verify before you buy.