
Olde Town Issaquah real estate.
Historic downtown core with local restaurants, theaters, parks, and small-town charm close to suburban conveniences.
- Median sale price
- $949K
- Days on market
- 7
- Active listings
- 148
MLS GRID / NWMLS market data · zip 98027 · Jul 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
$949K
7 days on market
148 active listings · updated Jul 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.
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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.
ActiveNew today$1,400,000
MLS# 25608264233 192nd Court Se
Issaquah, WA 98027
4 bd2.5 ba2,320 sqftListing courtesy of Windermere Real Estate/East
ActiveNew today$384,950
MLS# 2543423700 Front Street S #a108
Issaquah, WA 98027
2 bd2 baListing courtesy of Windermere R E Mount Baker
ActiveNew today$1,525,000
MLS# 25611641520 Sycamore Drive Se
Issaquah, WA 98027
4 bd2 ba2,980 sqftListing courtesy of KW Greater Seattle
Active2 days on market$3,250,000
MLS# 25603085104 Nw Sammamish Road
Issaquah, WA 98027
2 bd1 ba1,320 sqftListing courtesy of Keller Williams Eastside
Active3 days on market$1,488,000
MLS# 255989419217 Se 62nd Place
Issaquah, WA 98027
3 bd2 ba2,470 sqftListing courtesy of John L. Scott, Inc.
Active1 day on market$1,495,000
MLS# 255916314808 260th Avenue Se
Issaquah, WA 98027
4 bd2 ba3,620 sqftListing courtesy of Coldwell Banker Bain
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 $949K, based on the most recent NWMLS market data refreshed Jul 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 148 active listings tracked in this zip code as of Jul 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.