$2,195,000
27844 Greenway DR
Lake Arrowhead, CA, 92352
Vintage lakefront retreat located in desirable historic neighborhood, just a short stroll to the included dock, water’s edge and local amenities!
Sited beneath a canopy of mature Pines, Cedars, and Dogwoods, this beautifully preserved 1928 lakefront cottage blends timeless character with thoughtful updates—offering the ultimate year-round retreat for family and friends. Ideally located in a sought-after historic neighborhood, you’re just a short stroll from your own private ½ double dock, the water’s edge, and beloved local amenities. The home’s inviting exterior features classic wood shingle siding and split granite accents, setting the stage for the warmth and charm found inside. Step into the spacious great room, where vaulted beamed ceilings, a striking red-rock fireplace, and panoramic French doors create a cozy yet expansive living area filled with natural light. These doors open to a stunning stone patio, where a seasonal creek meanders by—perfect for enjoying tranquil mornings or lively gatherings. The open layout seamlessly connects the updated kitchen, main living area, and serene outdoor spaces, making entertaining effortless. A cozy bunkroom with an adjacent bathroom and a separate workshop complete the main level. Up a small staircase is a peaceful bedroom with a charming bay window, along with a full bath. The upper level also offers two additional bedrooms—one a bright guest retreat with vaulted ceilings and skylights, the other an oversized primary suite tucked among the treetops. A fully remodeled bath and a flexible bonus room (ideal as an office, nursery, or den) complete the upper floor. This rare lakefront property features level pathways that lead to your private dock with a metal canopy, sitting area, and beach—just across from the iconic Lone Pine Island. In the opposite direction, the trail quickly leads to Burnt Mill Beach Club, a popular local brewery, and nearby resort. Additional highlights include a whole-house Generac generator, central air conditioning, a well-appointed single-car garage, and parking for 4+ vehicles. A true four-season getaway, this property is a rare opportunity to own a piece of lakefront paradise—blending historic charm with modern comfort in one of the mountain’s most cherished settings.
Sited beneath a canopy of mature Pines, Cedars, and Dogwoods, this beautifully preserved 1928 lakefront cottage blends timeless character with thoughtful updates—offering the ultimate year-round retreat for family and friends. Ideally located in a sought-after historic neighborhood, you’re just a short stroll from your own private ½ double dock, the water’s edge, and beloved local amenities. The home’s inviting exterior features classic wood shingle siding and split granite accents, setting the stage for the warmth and charm found inside. Step into the spacious great room, where vaulted beamed ceilings, a striking red-rock fireplace, and panoramic French doors create a cozy yet expansive living area filled with natural light. These doors open to a stunning stone patio, where a seasonal creek meanders by—perfect for enjoying tranquil mornings or lively gatherings. The open layout seamlessly connects the updated kitchen, main living area, and serene outdoor spaces, making entertaining effortless. A cozy bunkroom with an adjacent bathroom and a separate workshop complete the main level. Up a small staircase is a peaceful bedroom with a charming bay window, along with a full bath. The upper level also offers two additional bedrooms—one a bright guest retreat with vaulted ceilings and skylights, the other an oversized primary suite tucked among the treetops. A fully remodeled bath and a flexible bonus room (ideal as an office, nursery, or den) complete the upper floor. This rare lakefront property features level pathways that lead to your private dock with a metal canopy, sitting area, and beach—just across from the iconic Lone Pine Island. In the opposite direction, the trail quickly leads to Burnt Mill Beach Club, a popular local brewery, and nearby resort. Additional highlights include a whole-house Generac generator, central air conditioning, a well-appointed single-car garage, and parking for 4+ vehicles. A true four-season getaway, this property is a rare opportunity to own a piece of lakefront paradise—blending historic charm with modern comfort in one of the mountain’s most cherished settings.
Property Details
Price:
$2,195,000
MLS #:
IG25209683
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Arrowhead Woods AWHW
Neighborhood:
287aarrowheadwoods
Listed Date:
Sep 10, 2025
Finished Sq Ft:
2,395
Lot Size:
5,650 sqft / 0.13 acres (approx)
Year Built:
1928
Schools
School District:
Rim of the World
Interior
Appliances
DW, MW, RF, WP, WLR, GR, HOD, WHU
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
CA
Flooring
WOOD, CARP
Heating
CF
Interior Features
STNC, OFP, BC
Laundry Features
IR, DINC, WINC
Levels
U
Main Level Bathrooms
1
Main Level Bedrooms
1
Exterior
Architectural Style
COT
Common Walls
NCW
Community Features
BLM, MTN, GOLF, LAKE, FISH, HIKI, BIKI, DGP
Exterior Features
DO
Fencing
NO
Garage Spaces
1
Parking Spots
5
Parking Total
5
Patio And Porch Features
PTO, STN, POF
Roof
CMP
Security Features
_24HR
Spa Features
NO
View
PE, SEE, TW
Waterfront Features
ID, LAK
Window Features
BW, DPW
Financial
Get Out There, A Simply Outgoing Approach to Life. James Outland Jr. is one of those rare people who simply has an outgoing approach to life. No matter the activity… from dune buggy riding to skydiving to motorcycling to riding the local Pismo Beach waves… James Outland Jr. approaches life with a “just get out there and do it” kind of attitude. A zest for Life. James’ zest for life is obviously apparent in his many exciting hobbies. In his spare time, he loves riding dune buggies or hi…
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Map
Current real estate data for Single Family in Lake Arrowhead as of Apr 18, 2026
393
Single Family Listed
97
Avg DOM
403
Avg $ / SqFt
$1,003,435
Avg List Price
Community
- Address27844 Greenway DR Lake Arrowhead CA
- SubdivisionArrowhead Woods (AWHW)
- CityLake Arrowhead
- CountySan Bernardino
- Zip Code92352
Similar Listings Nearby
Property Summary
- Located in the Arrowhead Woods (AWHW) subdivision, 27844 Greenway DR Lake Arrowhead CA is a Single Family for sale in Lake Arrowhead, CA, 92352. It is listed for $2,195,000 and features 4 beds, 3 baths, and has approximately 2,395 square feet of living space, and was originally constructed in 1928. The current price per square foot is $916. The average price per square foot for Single Family listings in Lake Arrowhead is $403. The average listing price for Single Family in Lake Arrowhead is $1,003,435. To schedule a showing of MLS#ig25209683 at 27844 Greenway DR in Lake Arrowhead, CA, contact your James Outland agent at 8057482262.
Courtesy of Vista Sotheby’s International Realty. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than James Outland include the name of the listing broker. Neither the listing company nor James Outland shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved. 27844 Greenway DR
Lake Arrowhead, CA






































