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39935 Trail of the Whispering Pnes

39935 Trail of the Whispering Pnes

Big Bear Lake, CA 92315

$549,000

3 bd · 2.5 ba · 1,664 sqft · Listed 18d ago

View on Realtor.com →
Low confidence

Year built

1977

Sqft

1,664

Lot sqft

5,400

HOA / mo

$0

Furnished

No

List date

2026-09-11T16:17:56.000000Z

Revenue

Annual revenue

$26,657

ADR

$236

Occupancy

31%

Cleaning fees (12 mo)

$5,064

Confidence

Low (29.39), 49 comps

Comp revenue range (p25 / median / p75)

$11,259$21,599$36,154
  • Smart TV + Deck & BBQ + Forest Views

    Cabin · 3 bd · 2.5 ba · sleeps 6 · 200 ft

    Revenue $8,169ADR $373Occ ≈ 6%4.7★ (19)

    AirbnbVrboBooking

  • Charming cabin with a hot tub

    Cabin · 3 bd · 2 ba · sleeps 8 · 210 ft

    Revenue $30,415ADR $306Occ ≈ 27%—

    Airbnb

  • Deluxe retreat Cabin with a spa near the slopes

    Cabin · 3 bd · 2 ba · sleeps 8 · 220 ft

    Revenue $55,604ADR $304Occ ≈ 50%4.8★ (31)

    Airbnb

  • Shady Bear Retreat:Modern Mtn Decor! Foosball!

    House · 3 bd · 2.5 ba · sleeps 8 · 282 ft

    Revenue $23,954ADR $313Occ ≈ 21%5★ (20)

    AirbnbVrbo

  • Edgemoor Escape #2528

    Vacation home · 3 bd · 2 ba · sleeps 5 · 377 ft

    Revenue $7,216ADR $176Occ ≈ 11%—

    Booking

  • *Edgmoor Escape*Walk to Marina*Modern Family Cabin

    Cabin · 3 bd · 2 ba · sleeps 5 · 377 ft

    Revenue $17,625ADR $294Occ ≈ 16%5★ (4)

    AirbnbVrboBooking

  • LUX Log Cabin! Shuffleboard! Open Concept! BBQ!

    House · 3 bd · 2 ba · sleeps 10 · 463 ft

    Revenue $26,784ADR $610Occ ≈ 12%4.8★ (8)

    AirbnbVrbo

  • Close to Lake, Pool Table, Dogs OK-Blissful Pines

    House · 3 bd · 3 ba · sleeps 8 · 489 ft

    Revenue $32,752ADR $475Occ ≈ 19%4.7★ (71)

    AirbnbVrboBooking

  • Big Bear Lake Cabin

    House · 3 bd · 2 ba · sleeps 8 · 522 ft

    Revenue $20,057ADR $489Occ ≈ 11%5★ (20)

    Airbnb

  • New Cozy Cabin -close to lake and Village!

    Cabin · 3 bd · 2 ba · sleeps 7 · 0.1 mi

    Revenue $37,760ADR $265Occ ≈ 39%4.9★ (151)

    AirbnbVrboBooking

Show all 49 comps
  • Luxury Cabin Hot tub Game Room Crib & Sled Hill

    House · 3 bd · 2 ba · sleeps 8 · 0.1 mi

    Revenue $40,765ADR $470Occ ≈ 24%5★ (88)

    AirbnbVrboBooking

  • Modern Lake Cabin for Family, Friends and Pets!

    House · 3 bd · 2 ba · sleeps 6 · 0.2 mi

    Revenue $17,247ADR $230Occ ≈ 21%4.8★ (45)

    AirbnbVrboBooking

  • Glenview Getaway - Cozy farm house! Walking distance to the lake!

    Vacation home · 3 bd · 3 ba · sleeps 7 · 0.2 mi

    Revenue $21,018ADR $525Occ ≈ 11%—

    Booking

  • Big Bear Retreat Near Lake & Village

    Cabin · 3 bd · 3 ba · sleeps 7 · 0.2 mi

    Revenue $8,937ADR $311Occ ≈ 8%4.3★ (22)

    AirbnbVrbo

  • Cavern Cabin • AC • Renovated Rustic Modern

    House · 3 bd · 2 ba · sleeps 8 · 0.2 mi

    Revenue $41,954ADR $309Occ ≈ 37%4.7★ (143)

    AirbnbVrbo

  • Cozy A-frame close to the village

    Chalet · 3 bd · 2 ba · sleeps 6 · 0.2 mi

    Revenue $7,951ADR $418Occ ≈ 5%4.6★ (94)

    AirbnbVrbo

  • Highland Cabin Jacuzzi Close To Slopes & Village

    Vacation home · 3 bd · 2 ba · sleeps 6 · 0.2 mi

    Revenue $7,383ADR $149Occ ≈ 14%3.5★ (2)

    Booking

  • Cozy Modern Cabin Close To Slopes/Village

    Cabin · 3 bd · 1.5 ba · sleeps 6 · 0.2 mi

    Revenue $23,906ADR $211Occ ≈ 31%4.5★ (63)

    AirbnbVrbo

  • Diana's Cabin

    House · 3 bd · 2 ba · sleeps 9 · 0.2 mi

    Revenue $1,514ADR $378Occ ≈ 1%5★ (1)

    Airbnb

  • Take a Break Big Bear Lake

    House · 3 bd · 2 ba · sleeps 6 · 0.2 mi

    Revenue $3,719ADR $192Occ ≈ 5%5★ (1)

    Vrbo

  • Big Bear's Casa Oso - Near the Lake & Ski Resorts-

    Cabin · 3 bd · 2 ba · sleeps 7 · 0.2 mi

    Revenue $19,888ADR $320Occ ≈ 17%4.9★ (13)

    Airbnb

  • Honeybee Themed By the Lake, Hot Tub & EV charger

    Cabin · 3 bd · 2 ba · sleeps 8 · 0.2 mi

    Revenue $36,154ADR $291Occ ≈ 34%5★ (131)

    AirbnbVrbo

  • Cozy Bear Cabin- 3bed-2bath w/ Spa

    House · 3 bd · 2 ba · sleeps 8 · 0.2 mi

    Revenue $16,472ADR $705Occ ≈ 6%4.7★ (88)

    AirbnbVrbo

  • Waterfront Log Cabin w/ Game Room

    House · 3 bd · 2 ba · sleeps 7 · 0.2 mi

    Revenue $32,756ADR $375Occ ≈ 24%4.4★ (14)

    AirbnbVrboBooking

  • High Altitude Modern Retreat, Game Room & Hot Tub

    Cabin · 3 bd · 2 ba · sleeps 7 · 0.2 mi

    Revenue $62,014ADR $363Occ ≈ 47%5★ (45)

    AirbnbVrbo

  • The Wilderness Haven

    Condominium (condo) · 3 bd · 2 ba · sleeps 8 · 0.2 mi

    Revenue $11,259ADR $446Occ ≈ 7%4★ (1)

    Vrbo

  • The Grand Holiday Cottage

    Bungalow · 3 bd · 2 ba · sleeps 8 · 0.2 mi

    Revenue $16,238ADR $397Occ ≈ 11%4.8★ (19)

    Airbnb

  • Buzzy Bear's Art Retreat | Big Bear Lake

    House · 3 bd · 2 ba · sleeps 6 · 0.2 mi

    Revenue $1,786ADR $297Occ ≈ 2%4.5★ (1)

    AirbnbVrboBooking

  • Bears Den Cabin with Fire Pit & Fireplace

    House · 3 bd · 1.5 ba · sleeps 4 · 0.2 mi

    Revenue $21,599ADR $129Occ ≈ 46%4.2★ (23)

    Airbnb

  • High Altitude Retreat

    Vacation home · 3 bd · 2 ba · sleeps 5 · 0.2 mi

    Revenue $73,244ADR $451Occ ≈ 44%—

    Booking

  • Mallard Lagoon Cabin on Lake

    House · 3 bd · 2 ba · sleeps 6 · 0.2 mi

    Revenue $4,937ADR $236Occ ≈ 6%5★ (2)

    AirbnbVrbo

  • Less Than 1 Mi to Big Bear Lake Cabin with Hot Tub

    Vacation home · 3 bd · 2 ba · sleeps 6 · 0.2 mi

    Revenue $26,734ADR $259Occ ≈ 28%4★ (1)

    Booking

  • Highland Cedar Cabin / Hot Tub/ Close to Village

    Cabin · 3 bd · 1.5 ba · sleeps 5 · 0.2 mi

    Revenue $13,309ADR $229Occ ≈ 16%4.2★ (11)

    AirbnbVrboBooking

  • Modern Lake Cabin • Hot Tub • Games • King Suite

    Cabin · 3 bd · 2 ba · sleeps 7 · 0.2 mi

    Revenue $37,587ADR $357Occ ≈ 29%4.8★ (102)

    AirbnbVrbo

  • Pine Nest Relaxing Walk to Marina Cozy Chalet

    Chalet · 3 bd · 2 ba · sleeps 7 · 0.2 mi

    Revenue $9,984ADR $221Occ ≈ 12%4★ (3)

    Booking

  • Lakewood Timber Lodge/ Peaceful, Private & Serene

    House · 3 bd · 2 ba · sleeps 6 · 0.2 mi

    Revenue $47,498ADR $227Occ ≈ 57%5★ (28)

    AirbnbVrboBooking

  • Modern Big Bear Lake Cabin w/ Lake Access!

    Vacation home · 3 bd · 2 ba · sleeps 5 · 0.2 mi

    Revenue $15,527ADR $1,151Occ ≈ 4%4★ (1)

    Booking

  • Mi Cabaña Big Bear Lake - Comfort and Location!

    Cabin · 3 bd · 2 ba · sleeps 8 · 0.2 mi

    Revenue $33,359ADR $390Occ ≈ 23%4.9★ (49)

    AirbnbVrbo

  • Modern Big Bear Lake Cabin w/ Lake Access!

    Cabin · 3 bd · 2 ba · sleeps 5 · 0.2 mi

    Revenue $6,349ADR $248Occ ≈ 7%3.5★ (7)

    AirbnbVrbo

  • Vista de Oso + Hot-Tub + Blackstone/BBQ!

    Cabin · 3 bd · 2 ba · sleeps 6 · 0.3 mi

    Revenue $962ADR $270Occ ≈ 1%4.5★ (2)

    Airbnb

  • Arcade • Hot Tub • Gazebo • Near Lake & Village

    House · 3 bd · 2 ba · sleeps 7 · 0.3 mi

    Revenue $37,314ADR $387Occ ≈ 26%4.9★ (149)

    Airbnb

  • * SNOW BUNNY * Game Room - Hot Tub - Fire Pit

    Cabin · 3 bd · 2 ba · sleeps 7 · 0.3 mi

    Revenue $73,129ADR $389Occ ≈ 52%4.9★ (269)

    AirbnbVrbo

  • 3 Mi to Snow Summit: Charming Home w/ Fenced Yard

    House · 3 bd · 3 ba · sleeps 8 · 0.3 mi

    Revenue $33,777ADR $299Occ ≈ 31%4.7★ (20)

    AirbnbVrboBooking

  • Mountain Cabin Walk to Village, Hot Tub & Games

    Cabin · 3 bd · 2 ba · sleeps 7 · 0.3 mi

    Revenue $42,399ADR $379Occ ≈ 31%4.6★ (10)

    AirbnbVrboBooking

  • Little Bear Hollow

    Cabin · 3 bd · 2 ba · sleeps 5 · 0.3 mi

    Revenue $12,251ADR $255Occ ≈ 13%5★ (1)

    AirbnbVrbo

  • Clancy's Cabin close to Village, lake & summit

    House · 3 bd · 1.5 ba · sleeps 5 · 0.3 mi

    Revenue $29,150ADR $207Occ ≈ 39%4.8★ (30)

    Airbnb

  • Enchanted Cabin

    Cabin · 3 bd · 2 ba · sleeps 5 · 0.3 mi

    Revenue $14,360ADR $153Occ ≈ 26%4.7★ (226)

    AirbnbVrbo

  • 3 bd 2 br Cabin 8 | Noon Lodge

    Cabin · 3 bd · 2 ba · sleeps 7 · 0.3 mi

    Revenue $41,013ADR $350Occ ≈ 32%—

    Airbnb

  • Game Room W/Pool Table & Air Hockey Near Village

    House · 3 bd · 3.5 ba · sleeps 10 · 0.3 mi

    Revenue $23,496ADR $346Occ ≈ 19%4.9★ (15)

    AirbnbVrboBooking

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

Est. revenue

$26,657

NOI

$6,154

Cash flow /mo

$513

Cash needed

$596,460

Cash-on-cash (all cash)

1.0%

ROE (yr 1)

3.8%

Cap rate

1.1%

DSCR

—

Year-1 write-off

$145,840

Year-1 tax shield @ 32%

$46,669

Year-1 return on equity

  • Cash flow (annual)$6,154
  • Principal paydown (n/a, cash)$0
  • Appreciation at%$16,470
ROE3.8%
ROE incl. year-1 tax savings (32% bracket, STR loophole)11.6%
Opex, cash-needed & tax-savings breakdown

Annual operating expenses

  • Management (20% of revenue)$5,331
  • Platform fees (3% of revenue)$800
  • Maintenance / capex (5% of revenue)$1,333
  • Utilities & supplies$4,200
  • HOA$0
  • Property tax$6,863
  • Insurance (STR-rated)$2,800

Cash needed to close

  • Purchase price (all cash)$549,000
  • Closing costs (4.0%)$21,960
  • Furnishing (bought new)$25,500

Tax savings if the STR loophole applies

  • Tax shield @ 32%$46,669

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

$439,000

Short-life (5/15-yr)

$119,000 · 27%

Year-1 deduction

$146,000

Year-1 tax shield @ 32%

$47,000

Land 20% (county tax record, assessed value split) · building $320,000 over 39 years · new furniture $26,000

Based on: 1,664 sq ft, built 1977, 3 bd / 2.5 ba, unfurnished, listing features (hot tub, fence, game room, fireplace, flooring types, appliance list).

IRS-guide safe-harbor floor: $115,000 in year 1 (20% short-life, $37,000 tax shield), the conservative amount following the IRS audit guide's residential classification table.

5-year property$102,900
  • Kitchen cabinetsdefault

    $9,400 new × 40% good × 3.24 allocation

    $12,200
  • Kitchen countertopsdefault

    $7,700 new × 40% good × 3.24 allocation

    $10,000
  • Decorative trimdefault

    $2,900 new × 40% good × 3.24 allocation

    $3,800
  • Mirrorsdefault

    $300 new × 40% good × 3.24 allocation

    $400
  • Shelvingdefault

    $1,200 new × 40% good × 3.24 allocation

    $1,600
  • Window coverings (17)default

    $4,300 new × 40% good × 3.24 allocation

    $5,500
  • Carpet, vinyl & laminate (50% of floors)listing

    $5,400 new × 40% good × 3.24 allocation

    $6,900
  • Kitchen & laundry equipment plumbingdefault

    $7,400 new × 40% good × 3.24 allocation

    $9,500
  • Kitchen, laundry & data equipment electricaldefault

    $4,400 new × 40% good × 3.24 allocation

    $5,800
  • Appliances (range, microwave, dishwasher, refrigerator, washer, dryer)listing

    $7,700 new × 40% good × 3.24 allocation

    $10,000
  • Hot tub (freestanding)listing

    $9,000 new × 40% good × 3.24 allocation

    $11,700
  • Furniture bought newlisting

    $19,500 new × 100% good · bought separately

    $19,500
  • Game-room equipment bought newlisting

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

    $6,000
15-year land improvements$41,900
  • Paving: driveway & walks (paved)default

    $8,500 new × 50% good × 3.24 allocation

    $13,700
  • Landscaping (typical)default

    $8,100 new × 50% good × 3.24 allocation

    $13,200
  • Patiosdefault

    $1,600 new × 50% good × 3.24 allocation

    $2,700
  • Decks & porches (attached)default

    $1,600 new × 50% good × 3.24 allocation

    $2,700
  • Fencinglisting

    $6,000 new × 50% good × 3.24 allocation

    $9,700
Building, 39-year$319,900
  • Structure: foundation, framing, walls, windows, doors, roof, interior finishesdefault

    $180,300 new × 40% good × 3.24 allocation

    $233,800
  • Building plumbing & fixturesdefault

    $18,700 new × 40% good × 3.24 allocation

    $24,200
  • Building electrical & lightingdefault

    $18,400 new × 40% good × 3.24 allocation

    $23,800
  • HVACdefault

    $18,700 new × 40% good × 3.24 allocation

    $24,300
  • Hardwood & tile floorsdefault

    $5,400 new × 40% good × 3.24 allocation

    $6,900
  • Fireplaces (2)listing

    $5,300 new × 40% good × 3.24 allocation

    $6,800

About the property

Depreciation schedule: typical cost seg study

Year5-yr15-yrBuildingTotal
1$102,900$41,900$1,000$145,800
2$0$0$8,200$8,200
3$0$0$8,200$8,200
4$0$0$8,200$8,200
5$0$0$8,200$8,200
6+$0$0$286,100$286,100
Total$102,900$41,900$319,900$464,700

The building's share of the price ($439,000) is 3.2x our depreciated replacement cost of the home ($136,000). 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 and Georgia 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.