




































$1,500,000
ActiveListing provided by Douglas Drost, Skyline Properties, Inc.
3
Beds
5
Baths
1,710
Sq Ft
0
DOM
About this property.
Welcome to a rare opportunity in the heart of Issaquah! Nestled on a massive wooded lot in a highly sought-after community, this custom split-level home offers privacy, character, and endless potential all while being just minutes from shopping, dining, commuter routes, and everyday conveniences. Located near Timberlake Park and scenic walking trails, this original-owner home has been lovingly maintained and thoughtfully customized throughout the years. Step inside to soaring vaulted ceilings accented by enormous custom beams that span the length of the home, creating a warm and striking architectural centerpiece. The spacious layout offers incredible flexibility, including a partially finished basement with potential for a future duplex-style setup, second primary suite, or substantial additional finished square footage. The primary bedroom features its own private deck overlooking the peaceful natural surroundings, along with a bath off the primary for added comfort and privacy. A large 2-car garage offers extensive storage space, perfect for hobbies, outdoor gear, or workshop needs. Whether you're looking to move right in, customize further, or unlock the home's investment potential, this property combines location, lot size, and unique craftsmanship in a way that's hard to find in Issaquah. Don't Wait, make this house your home! Buyer to verify all information.
Property details.
Features.
Interior
Exterior
Heating
Cooling
Flooring
View
Site Features
Agent information.

Schedule a Showing
Pick a day and time, and Austin will follow up to confirm.
By continuing, you consent to be contacted by Welcome to Whatcom and John L. Scott - Bellingham about this showing via call, text, or email.
Listed by: Douglas Drost, Skyline Properties, Inc.
Courtesy of Skyline Properties, Inc.
Source: NWMLS, MLS#: 2532823![]()
Listing data deemed reliable but not guaranteed. Based on information submitted to the MLS GRID as of 06/05/2026, 02:15:14 PST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Provided by NWMLS as distributed by MLS Grid.
IDX information is provided exclusively for consumers' personal, noncommercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID.
Any use or search of data on this website, other than by a consumer looking to purchase real estate, is prohibited.

Listed by Douglas Drost, Skyline Properties, Inc.
$1,500,000
Active18408 SE 44th Street , Issaquah, WA 98027
3
Beds
5
Baths
1,710
Sq Ft
0.78
Lot Acres
1965
Year Built
0
Days on Market
About This Property
Welcome to a rare opportunity in the heart of Issaquah! Nestled on a massive wooded lot in a highly sought-after community, this custom split-level home offers privacy, character, and endless potential all while being just minutes from shopping, dining, commuter routes, and everyday conveniences. Located near Timberlake Park and scenic walking trails, this original-owner home has been lovingly maintained and thoughtfully customized throughout the years. Step inside to soaring vaulted ceilings accented by enormous custom beams that span the length of the home, creating a warm and striking architectural centerpiece. The spacious layout offers incredible flexibility, including a partially finished basement with potential for a future duplex-style setup, second primary suite, or substantial additional finished square footage. The primary bedroom features its own private deck overlooking the peaceful natural surroundings, along with a bath off the primary for added comfort and privacy. A large 2-car garage offers extensive storage space, perfect for hobbies, outdoor gear, or workshop needs. Whether you're looking to move right in, customize further, or unlock the home's investment potential, this property combines location, lot size, and unique craftsmanship in a way that's hard to find in Issaquah. Don't Wait, make this house your home! Buyer to verify all information.
Property Details
Features
Interior
Exterior
Heating
Cooling
Flooring
View
Site Features
Agent Information

Schedule a Showing
Pick a day and time, and Austin will follow up to confirm.
By continuing, you consent to be contacted by Welcome to Whatcom and John L. Scott - Bellingham about this showing via call, text, or email.
Listed by: Douglas Drost, Skyline Properties, Inc.
Courtesy of Skyline Properties, Inc.
Source: NWMLS, MLS#: 2532823![]()
Listing data deemed reliable but not guaranteed. Based on information submitted to the MLS GRID as of 06/05/2026, 02:15:14 PST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Provided by NWMLS as distributed by MLS Grid.
IDX information is provided exclusively for consumers' personal, noncommercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID.
Any use or search of data on this website, other than by a consumer looking to purchase real estate, is prohibited.
