
Olde Town Issaquah real estate.
Historic downtown core with local restaurants, theaters, parks, and small-town charm close to suburban conveniences.
- Median sale price
- $1.05M
- Days on market
- 7
- Active listings
- 143
MLS GRID / NWMLS market data · zip 98027 · Jun 2026

About Olde Town Issaquah
Olde Town Issaquah is the historic heart of the city — the original downtown where Front Street's independent restaurants, the Village Theatre performing arts center, Gilman Park's open green space, and Issaquah Creek's waterway all converge. It is one of the few places on the Eastside that feels genuinely distinct from suburban development — a neighborhood with a palpable small-town character that has proven remarkably resilient against the homogenization of the surrounding region.
Housing in Olde Town spans a wide range: classic 1920s–1950s bungalows and craftsmen on compact lots close to Front Street, mid-century ranches on more generous lots in the blocks behind, and the occasional pocket of newer infill. Walkability to the theater, dining, and Issaquah Creek makes this the most pedestrian-oriented neighborhood in the city.
Olde Town draws buyers who want an authentic neighborhood character and the Issaquah School District's excellent schools. The I-90 on-ramp is minutes away, which mitigates the neighborhood's greater distance from Bellevue and Microsoft relative to Issaquah Highlands.
Median Sale Price
$1.05M
7 days on market · 7.2 mo supply
143 active listings · updated Jun 2026
Schools
Issaquah School District; Issaquah Valley Elementary, Pacific Cascade Middle School, Issaquah High School
Commute
5 min to I-90. 20 min to Bellevue. 25 min to Seattle. 30 min to Microsoft Redmond campus.
Buying in Olde Town Issaquah?
Get curated active listings, off-market opportunities, and an offer strategy built for Olde Town Issaquah.
Search Olde Town Issaquah homes →Selling in Olde Town Issaquah?
Get a real agent-prepared estimate of your Olde Town Issaquah home's value and a custom listing plan.
Sell my Olde Town Issaquah home →Active homes for sale in Olde Town Issaquah
Live NWMLS listings in Olde Town Issaquah (zip 98027), refreshed hourly.
Active1 day on market$2,800
MLS# 2540125250 Nw Dogwood Street #c 302
Issaquah, WA 98027
1 bd1 baListing courtesy of CENTURY 21 North Homes Realty
Active2 days on market$1,470,000
MLS# 25321862815 Nw Pine Cone Drive
Issaquah, WA 98027
4 bd2.5 ba2,940 sqftListing courtesy of Coldwell Banker Bain
ActiveNew today$1,585,000
MLS# 25394381520 Sycamore Drive Se
Issaquah, WA 98027
4 bd2 ba2,980 sqftListing courtesy of KW Greater Seattle
ActiveNew today$1,850,000
MLS# 253675726414 Se 172nd Street
Issaquah, WA 98027
3 bd1.5 ba3,320 sqftListing courtesy of RE/MAX Extra Inc.
Active2 days on market$849,000
MLS# 253940512328 Issaquah Hobart Road
Issaquah, WA 98027
3 bd1 ba1,340 sqftListing courtesy of Keller Williams Eastside
Active2 days on market$1,395,000
MLS# 253986125210 Se 159th Street
Issaquah, WA 98027
4 bd2.5 ba2,940 sqftListing courtesy of Keller Williams Realty Bothell
Listing data courtesy of NWMLS. Provided for the consumer's personal, non-commercial use.
Common questions about Olde Town Issaquah real estate
- What is the median sale price in Olde Town Issaquah?
- The current median sale price in the Olde Town Issaquah zip code is $1.05M, based on the most recent NWMLS market data refreshed Jun 2026. Typical asking prices in Olde Town Issaquah run $800K – $1.8M, historic craftsmen and bungalows $800K–$1.3M, larger and renovated $1.3M–$2.2M.
- How competitive is the Olde Town Issaquah real estate market right now?
- Median days-on-market in Olde Town Issaquah is currently 7 days, with 143 active listings tracked in this zip code as of Jun 2026. Inventory turns very quickly — well-priced homes routinely receive multiple offers within the first week.
- Which schools serve Olde Town Issaquah?
- Issaquah School District; Issaquah Valley Elementary, Pacific Cascade Middle School, Issaquah High School. School attendance areas are reviewed annually by the district — verify your exact address at seattleschools.org/admissions before relying on assignments for a purchase decision.
- What is the commute like from Olde Town Issaquah?
- 5 min to I-90. 20 min to Bellevue. 25 min to Seattle. 30 min to Microsoft Redmond campus.
- How do I buy or sell a home in Olde Town Issaquah?
- RexMont's agents represent buyers and sellers across Olde Town Issaquah and the broader Issaquah market. For buyers, we provide curated active listings, off-market opportunities, and a tailored offer strategy. For sellers, we prepare an agent-reviewed valuation and a custom listing plan. Reach the team via the contact links on this page.