Escape to the mountains at 744 Woodland Dr in beautiful Crestline! This fully rehabbed 2-bedroom, 1-bath home is a true mountain retreat, move-in ready and filled with charm. Wake up to amazing views, fresh pine-scented air and the quiet of the forest. It feels a world away but is only about 30 minutes from San Bernardino. You're just minutes from Lake Gregory, where you can spend the day hiking, swimming, fishing or kayaking, then enjoy the cozy local cafés, shops and restaurants in the village. Whether you're a first-time buyer ready to own your own home, looking for a secondary home to escape the heat, or want a peaceful weekend getaway, this one checks every box. Homes like this don't come along often. Come see it for yourself and fall in love with mountain living!
Crestline Village, located between Lake Gregory and the San Bernardino National Forest, is a mountain and lakeside Crestline neighborhood with a walkable village core and pine-scented ridgelines. The neighborhood’s character concentrates along Lake Drive near Crestline Village Market, where small storefronts, casual eateries, and porch-front hangouts line the curve of the road. Community pillars include Crestline Village Market, The Bear Claw Saloon, and the Crestline Library. Architecture leans toward vintage cabins, A-frames, and hillside cottages tucked into steep lots. Daily life orbits lake loops, trailheads, and seasonal events that spill into the village streets. Elevation and winding roads shape a slower, outdoors-forward rhythm.
Provided by Walk Score and Local Logic
Offer insights
744 Woodland · $269,999
$280K and above
75% chance or better to win
Why $280K+ is a strong offer
DAYS ON MARKET
1 days
The average home goes pending in 53 days.
SALE-TO-LIST
99.1%
Most homes are selling 1% below list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Interior features
Two levels
Main level has one bathroom
All bedrooms located upstairs
Entry on first level
Bedrooms
All bedrooms are upstairs
Bathrooms
One full bathroom
Kitchen
Microwave
Gas range
Gas oven
Gas water heater
Laundry & utility
Dedicated laundry room
Exterior features
No pool
Has a view
Lot estimated between 0 and 1 unit per acre
Directions: From Hwy 18 take the Crestline cutoff (Hwy 138) to Top Town. Turn left at the stoplight, then right on Woodland Rd
Home design
Cabin-style structure
Two stories
Entry on first level
Single-family dwelling (one unit)
No accessory dwelling unit
Parking
Driveway (combination)
Construction
Year built source: public records
Utilities
Public sewer
District/Public water
HOA & community
Nearby hiking
Other
Living area and lot size sourced from assessor/public records
Electricity and solar
View estimated energy costs and solar savings for this home
Mountain Fixer – Probate Sale – Cash Only Classic mountain opportunity for the buyer who isn’t afraid of a project. This 2-bedroom, 1-bath home (per county records) needs vision, tools, and a full renovation plan. If you’ve been looking for a true mountain fixer to restore, this could be the one. Entry is up exterior stairs (use caution—some steps are uneven) leading into the living room. Main level includes living room, kitchen access, and one bath. The two bedrooms both have closets; however, you walk through one to reach the other. Water is currently off, and fixtures appear disconnected. The property will require significant repairs, updating, and exterior clean-up. Off-street parking is located to the right of the home. Probate sale. Cash only. Sold as-is. Buyers must be accompanied by a licensed agent. Bring your contractor and your imagination — mountain potential awaits the right buyer.
CRMLS #EV13101791
Dec 13, 2013
Sold
$85,000
$104/sq ft
Nov 2, 2013
Pending
—
May 30, 2013
Listed
$85,000
$104/sq ft
Charming Mountain Cabin that has been well maintained. Lots of wood on the interior really gives you that warm mountain feel. Corner fireplace for additional warmth. Open living area that is just off the kitchen. Extra large full bathroom on the main level too. Small deck just off the kitchen and a nice concrete patio in the rear. Upstairs is a sleeping loft and a bedroom. Enjoy listening to the wind whispering through the trees from either the front deck or the back patio. Great commuter location too.
CRMLS #RW2130846
Dec 13, 2013
Sold
$85,000
$104/sq ft
May 30, 2013
Listed
$85,000
$104/sq ft
CRMLS #E09107531
Jan 15, 2010
Sold
$59,000
$72/sq ft
Dec 22, 2009
Pending
—
Nov 23, 2009
Price Changed
$64,900
$80/sq ft
Oct 30, 2009
Price Changed
$69,900
$86/sq ft
Oct 9, 2009
Price Changed
$78,500
$96/sq ft
Oct 6, 2009
Listed
$89,900
$110/sq ft
CRMLS #RW291693
Jan 15, 2010
Sold
$59,000
$72/sq ft
Aug 24, 2009
Listed
$64,900
$80/sq ft
CRMLS #C09082836
Aug 26, 2009
Listing Removed
—
Jul 31, 2009
Listed
$99,900
$122/sq ft
Public Records
Feb 26, 2007
Sold
$260,000
$319/sq ft
Public Records
Dec 21, 2006
Sold
$160,000
$196/sq ft
CRMLS #E603200
Oct 1, 2006
Listing Removed
—
Aug 1, 2006
Listed
$169,900
$208/sq ft
CRMLS #E601782
Aug 1, 2006
Listing Removed
—
May 1, 2006
Listed
$179,900
$220/sq ft
Public Records
Dec 11, 2003
Sold
$86,500
$106/sq ft
Public Records
Apr 19, 1984
Sold
$50,000
$61/sq ft
Public Records
Jan 14, 1977
Sold
$15,500
$19/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$1,585 (−28.8%)
$24,518 + $79,682
$104,200
2024
$2,228 (+48.7%)
$24,518 + $79,682
$104,200
2023
$1,498 (+2.0%)
$23,566 + $76,588
$100,154
2022
$1,469 (+1.3%)
$23,566 + $76,588
$100,154
2021
$1,450 (+0.3%)
$23,104 + $75,086
$98,190
2020
$1,446 (+1.0%)
$22,651 + $73,614
$96,265
2019
$1,431 (+16.3%)
$22,419 + $72,859
$95,278
2018
$1,230 (+1.7%)
$21,979 + $71,430
$93,409
2017
$1,210 (+3.0%)
$21,125 + $68,656
$89,781
2016
$1,175 (+0.9%)
$21,125 + $68,656
$89,781
2015
$1,164 (+1.6%)
$20,711 + $67,310
$88,021
2014
$1,146 (+30.9%)
$20,000 + $65,000
$85,000
2013
$876 (+1.4%)
$20,000 + $65,000
$85,000
2012
$863 (+1.9%)
$15,723 + $46,122
$61,845
2011
$847 (−28.6%)
$15,415 + $45,218
$60,633
2010
$1,187 (−53.5%)
$15,113 + $44,331
$59,444
2009
$2,556 (−22.6%)
$14,964 + $74,822
$89,786
2008
$3,301
$30,000 + $150,000
$180,000
Public record
Beds
2
Baths
1
Stories
2
Lot width
50 ft.
Lot depth
145 ft.
Lot size
4,830 Sq. Ft.
Year renovated
1952
Finished Sq. Ft.
816
Unfinished Sq. Ft.
—
Total Sq. Ft.
816
Year built
1945
Style
Single Family Residential
County
San Bernardino County
APN
0338 072 08 0 000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 19, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
7/10 Fire Factor
26% chance of being in a wildfire in next 30 years
3/10 Heat Factor
0 hot days expected this year, 0 days in 30 years
1/10 Wind Factor
Minimal risk of severe winds over next 30 years
10/10 Air Factor
26 unhealthy days expected this year, 33 days in 30 years
Provided by First Street
Historical weather
Crestline, CA • 92325
Average low and high temperatures (°F)
53
36
57
39
63
43
60
43
69
49
78
58
82
64
85
65
80
58
73
51
59
40
59
40
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
64/ 100
Moderate sunlight
Sunscore
There appears to be some shading by surrounding buildings, terrain, and vegetation.
7.7 hrs
4.1 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 744 Woodland
$268,996
$1,003 under list price of $270K
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $205K to $297K.