Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$279,999

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 1 Full Bath
  • 816 Sq. Ft.
  • Updated 1 day ago
See This Home
Save This Home
See This Home
Save This Home
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!

Full Property Details for 744 Woodland

General

  • Price: $279,999
  • Status: Active
  • Type: Single Family
  • Source: MRMLS
  • MLS ID: DW26196802
  • Updated: 10/2/2026
  • Days on Market: 7 days
  • Added to Site: 7 day(s) ago

Interior

  • Rooms/Areas: All Bedrooms Up
  • Fireplace(s): None
  • Appliances: Microwave, Gas Water Heater, Gas Range, Gas Oven

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2

Other Rooms

  • Laundry: Individual Room

Additional Information

  • Pool Description: None

Parking

  • Parking: Combination Driveway

Location

  • County: San Bernardino
  • Subdivision: Crestline (CRES)
  • Driving Directions: From Hwy 18, take the Crestline cutoff (Hwy 138) to Top Town. Turn left at the stoplight, then right on Woodland Rd

School Information

  • School District: Rim of the World
  • High School: ROTW

Community

  • Community Features: Hiking

Heating & Cooling

  • Cooling Type: None

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Structure Type: Cabin
  • Common Walls: No Common Walls
  • Entry Location: 1
  • Stories/Levels: Two
  • Stories Description: Two
  • Square Feet: 816
  • Sq. Ft. Source: Assessor
  • Year Built: 1945
  • Year Built Source: Public Records

Lot Features

  • Property View: Mountain(s)
  • Lot Size (Acres): 0.1109
  • Lot Size (Sq. Ft.): 4,830
  • Lot Size Source: Assessor
  • Lot Description: 0-1 Unit/Acre

Financial Considerations

  • Price Per Sq. Ft.: $343.14

Disclosures and Reports

  • Special Conditions: Standard

Listed by Coldwell Banker Envision, Claudia Vera

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 744 Woodland —

  • Claudia Vera

    Coldwell Banker Envision

562-378-9169

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 744 Woodland

School District:Rim of the World Unified School District
NameGradesDistance
Valley Of Enchantment Elementary School
22836 Fir Lane, Crestline, CA 92325
PK-50.9 mi
Mary P. Henck Intermediate School
730 Rhine Road, Lake Arrowhead, CA 92352
6-84.8 mi
Rim Of The World Senior High School
27400 California 18, Lake Arrowhead, CA 92352
9-124.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 744 Woodland Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/29/2026
Price Increased
$279,999
3.7%
MLS
9/27/2026
Listed
$269,999
74.19%
MLS
6/05/2026
Sold
$155,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 744 Woodland

Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,585
—
$204,000
96%
2025
$1,585
-29%
$104,200
2%
2024
$2,228
49%
$102,157
2%
2023
$1,498
2%
$100,154
2%
2022
$1,469
1%
$98,190
2%
2021
$1,450
—
$96,265
1%
2020
$1,446
1%
$95,278
2%
2019
$1,431
16%
$93,409
2%
2018
$1,230
2%
$91,577
2%
2017
$1,210
3%
$89,781
2%
2016
$1,176
1%
$88,021
2%
2015
$1,165
2%
$86,699
2%
2014
$1,147
31%
$85,000
37%
2013
$876
—
$61,845
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 744 Woodland

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Coldwell Banker Envision, Claudia Vera

Similar Properties near 744 Woodland

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

101 Weisshorn, Crestline, CA 92325 - Photo 1
$279,999

101 Weisshorn  Crestline, CA 92325

  • Single Family
  • Active
  • Updated 12 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 1,133
    Sq. Ft.
23035 Waters, Crestline, CA 92325 - Photo 1
$275,000

23035 Waters  Crestline, CA 92325

  • Single Family
  • Active
  • 2
    Beds
  • 1
    Total Bath
  • 960
    Sq. Ft.
964 Chateau Dr, Crestline, CA 92325 - Photo 1
$285,000

964 Chateau Dr  Crestline, CA 92325

  • Single Family
  • Active
  • 2
    Beds
  • 1
    Total Bath
  • 1,078
    Sq. Ft.
807 Sierra Vista, Twin Peaks, CA 92391 - Photo 1 Price Reduced
-$10,000 (-3.52%)
$274,000

807 Sierra Vista  Twin Peaks, CA 92391

  • Single Family
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 672
    Sq. Ft.

Just Listed near 744 Woodland

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

783 Tower Heights Rd, Cedarpines Park, CA 92322 - Photo 1 Just Listed
$5,500

783 Tower Heights Rd  Cedarpines Park, CA 92322

  • Lots/Land
  • Active
  • Updated 1 day ago
  • 0.0735
    Acres
21515 Sawpit Canyon, Cedarpines Park, CA 92322 - Photo 1 Price Reduced
-$40,000 (-11.76%)
$300,000

21515 Sawpit Canyon  Cedarpines Park, CA 92322

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,344
    Sq. Ft.
756 Mojave River (Near) Rd, Cedarpines Park, CA 92322 - Photo 1 Just Listed
$5,800

756 Mojave River (Near) Rd  Cedarpines Park, CA 92322

  • Lots/Land
  • Active
  • Updated 1 day ago
  • 0.177
    Acres
0 North Rd, Twin Peaks, CA 92391 - Photo 1 Just Listed
$7,900

0 North Rd  Twin Peaks, CA 92391

  • Lots/Land
  • Active
  • Updated 4 days ago
  • 0.1928
    Acres

Price Reduced near 744 Woodland

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

21515 Sawpit Canyon, Cedarpines Park, CA 92322 - Photo 1 Price Reduced
-$40,000 (-11.76%)
$300,000

21515 Sawpit Canyon  Cedarpines Park, CA 92322

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,344
    Sq. Ft.
21425 Sawpit Canyon Rd, Cedarpines Park, CA 92322 - Photo 1 Price Reduced
-$29,499 (-3.35%)
$850,000 -
$879,499

21425 Sawpit Canyon Rd  Cedarpines Park, CA 92322

  • Single Family
  • Active
  • Updated 6 days ago
  • 5
    Beds
  • 4
    Total Baths
  • 4,163
    Sq. Ft.
0 Forest, Twin Peaks, CA 02391 - Photo 1 Price Reduced
-$2,000 (-13.42%)
$12,900

0 Forest  Twin Peaks, CA 02391

  • Lots/Land
  • Active
  • Updated 1 day ago
  • 0.1046
    Acres
807 Sierra Vista, Twin Peaks, CA 92391 - Photo 1 Price Reduced
-$10,000 (-3.52%)
$274,000

807 Sierra Vista  Twin Peaks, CA 92391

  • Single Family
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 672
    Sq. Ft.

Recent Sales near 744 Woodland

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

690 CA-138, Crestline, CA 92325 - Photo 1 Sold
$239,900

690 CA-138  Crestline, CA 92325

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 1,392
    Sq. Ft.
723 CA-138, Crestline, CA 92325 - Photo 1 Sold
$315,000

723 CA-138  Crestline, CA 92325

  • Single Family
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 960
    Sq. Ft.
697 Mormon Springs, Crestline, CA 92325 - Photo 1 Sold
$297,000

697 Mormon Springs  Crestline, CA 92325

  • Single Family
  • Closed
  • 1
    Bed
  • 2
    Total Baths
  • 752
    Sq. Ft.
23413 Knapps Cutoff, Crestline, CA 92325 - Photo 1 Sold
$250,000

23413 Knapps Cutoff  Crestline, CA 92325

  • Single Family
  • Closed
  • 1
    Bed
  • 1
    Total Bath
  • 775
    Sq. Ft.

744 Woodland, Crestline, CA 92325 (MLS# DW26196802) is a Single Family property with 2 bedrooms and 1 full bathroom. 744 Woodland is currently listed for $279,999 and was received on September 27, 2026. Want to learn more about 744 Woodland? Do you have questions about finding other Single Family real estate for sale in Crestline? You can browse all Crestline real estate or contact a Coldwell Banker agent to request more information.

Tour this property