Olde Town Issaquah homes for sale
Find Olde Town Issaquah homes — the Eastside's most authentic historic downtown neighborhood.
RexMont helps buyers search Olde Town Issaquah craftsmen, bungalows, and mid-century homes — with guidance on Front Street walkability, Village Theatre access, Gilman Park proximity, Issaquah School District, and $800K–$2.2M+ opportunities where the character, history, and small-town feel of the Eastside's most distinctive neighborhood are irreplaceable.
Page author
Adriano Tori
Designated Broker, Founder & CEO — RexMont Real Estate · WA Lic. #21220
Adriano leads RexMont Real Estate — the most-reviewed real estate brokerage in Seattle and the Eastside. 1,200+ closed transactions, $1B+ in production, and 1,235 five-star Google reviews.
Market context
Olde Town is the only neighborhood on the Eastside where a century of real history shows in every block.
Every other neighborhood on the Eastside was built to a plan. Olde Town Issaquah wasn't — it grew organically from a coal mining and logging town through the twentieth century into the city it is today, and that history is legible in the streetscapes, the craftsman architecture, the creek that still runs through the center of it, and the performing arts theater that has been a cultural anchor for decades. You cannot replicate that character by developing a hillside master plan. Buyers who want authentic neighborhood identity rather than HOA-curated uniformity have exactly one choice in the Issaquah market.
The walkability is structural, not incidental. Front Street's independent restaurant row, the Village Theatre, Gilman Park, and the Issaquah Creek trail system all exist because they were built when Issaquah was a walkable small town — and they survived because the community protected them. Most Eastside suburbs demolished their historic cores in the 1970s and 1980s and replaced them with strip malls. Issaquah didn't. That protection is now a genuine real estate asset.
RexMont helps Olde Town buyers evaluate the specific housing stock — craftsmen and bungalows that require different inspection criteria than standard suburban construction, mid-century homes with renovation potential, and the occasional larger home on a lot where the school district and walkability story is as strong as anything on the Plateau at a significant price discount.
Coverage
Service area at a glance
RexMont represents buyers and sellers across these Seattle and Eastside markets. Click any city for the full local guide.
Bellevue, WA
ZIPs: 98004 · 98005 · 98006 · 98007 · 98008
Schools: Bellevue SD
Medina, WA
ZIP: 98039
Schools: Bellevue SD
Clyde Hill, WA
ZIP: 98004
Schools: Bellevue SD
Mercer Island, WA
ZIP: 98040
Schools: Mercer Island SD
Kirkland, WA
ZIPs: 98033 · 98034
Schools: Lake Washington SD
Redmond, WA
ZIPs: 98052 · 98053
Schools: Lake Washington SD
Sammamish, WA
ZIPs: 98074 · 98075
Schools: Lake Washington / Issaquah SD
Issaquah, WA
ZIPs: 98027 · 98029
Schools: Issaquah SD
Newcastle, WA
ZIPs: 98056 · 98059
Schools: Renton SD
Woodinville, WA
ZIPs: 98072 · 98077
Schools: Northshore SD
Kenmore, WA
ZIP: 98028
Schools: Northshore SD
Seattle, WA
ZIPs: 98101 · 98109 · 98112 · 98115 · 98118
Schools: Seattle Public Schools
For Olde Town buyers
Evaluate craftsman and bungalow-era housing, walkability by block, Issaquah SD school assignments, and how Olde Town's value compares to Issaquah Highlands for buyers who care about neighborhood character over master-plan amenities.
Start Olde Town searchFor Olde Town sellers
Market your home to buyers who have specifically chosen Olde Town's authentic character over the uniformity of master-planned alternatives — a buyer pool willing to pay a premium for what Olde Town uniquely offers.
Request a home valueLive NWMLS data
Active homes for sale in the 98027 area (Olde Town Issaquah)
Live NWMLS listings in the 98027 ZIP that includes Olde Town Issaquah, refreshed hourly.
- Median price
- $1.06M
- Median $/sqft
- $513
- Avg days on market
- 25
- Listings for sale
- 149+
ActiveNew today$940,000
MLS# 2537316275 E Sunset Way #1a
Issaquah, WA 98027
3 bd2 baListing courtesy of Coldwell Banker Bain
ActiveNew today$1,840,000
MLS# 253827318055 Nw Varese Court
Issaquah, WA 98027
4 bd2.5 ba3,010 sqftListing courtesy of Skyline Properties, Inc.
ActiveNew today$584,000
MLS# 25417562225 Nw Moraine Place
Issaquah, WA 98027
2 bd2.5 baListing courtesy of Realogics Sotheby's Int'l Rlty
ActiveNew today$510,000
MLS# 2538040515 Newport Way Nw #b3
Issaquah, WA 98027
2 bd1.5 baListing courtesy of Windermere Real Estate/East
ActiveNew today$1,399,988
MLS# 254219926069 Se 154th Street
Issaquah, WA 98027
3 bd1.5 ba2,940 sqftListing courtesy of RE/MAX Northwest
ActiveNew today$1,625,000
MLS# 253955720843 Se 123rd Street
Issaquah, WA 98027
4 bd3 ba4,111 sqftListing courtesy of COMPASS
ActiveNew today$950,000
MLS# 253534328102 Se 63rd Street
Issaquah, WA 98027
3 bd1.5 ba1,650 sqftListing courtesy of Windermere Real Estate Central
ActiveNew today$1,693,600
MLS# 25414442534 Nw Stoney Creek Drive
Issaquah, WA 98027
4 bd1.5 ba3,310 sqftListing courtesy of John L. Scott, Inc.
ActiveNew today$965,000
MLS# 254006826910 Se 154th Place
Issaquah, WA 98027
3 bd2 ba1,660 sqftListing courtesy of Windermere Real Estate/East
ActiveNew today$1,350,000
MLS# 254215426428 Se 172 Street
Issaquah, WA 98027
3 bd1 ba2,720 sqftListing courtesy of Windermere Real Estate/East
ActiveNew today$1,598,000
MLS# 254112318823 Se 42nd Street
Issaquah, WA 98027
4 bd2.5 ba2,752 sqftListing courtesy of Windermere Real Estate/East
Active1 day on market$4,975
MLS# 253801819130 Se 47th Place
Issaquah, WA 98027
4 bd1.5 baListing courtesy of Yuen Co
Active1 day on market$1,933,600
MLS# 25392354414 184th Avenue Ne
Issaquah, WA 98027
3 bd2 ba3,060 sqftListing courtesy of John L. Scott, Inc.
Active1 day on market$3,700,000
MLS# 254112521099 Se 80th Street
Issaquah, WA 98027
4 bd2 ba4,649 sqftListing courtesy of John L. Scott HWP
ActiveNew today$1,470,000
MLS# 25321862815 Nw Pine Cone Drive
Issaquah, WA 98027
4 bd2.5 ba2,940 sqftListing courtesy of Coldwell Banker Bain
Active3 days on market$1,585,000
MLS# 25394381520 Sycamore Drive Se
Issaquah, WA 98027
4 bd2 ba2,980 sqftListing courtesy of KW Greater Seattle
Active1 day on market$1,850,000
MLS# 253675726414 Se 172nd Street
Issaquah, WA 98027
3 bd1.5 ba3,320 sqftListing courtesy of RE/MAX Extra Inc.
Active1 day 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
Active1 day on market$1,100,000
MLS# 253848726055 Se 152 Street
Issaquah, WA 98027
4 bd2.5 ba2,290 sqftListing courtesy of Windermere Real Estate/East
Active1 day on market$2,690,000
MLS# 2538463510 Viewcrest Drive Nw
Issaquah, WA 98027
6 bd2.5 ba4,300 sqftListing courtesy of Skyline Properties, Inc.
ActiveNew today$1,450,000
MLS# 25382354649 189th Place Se
Issaquah, WA 98027
3 bd2 ba1,890 sqftListing courtesy of Agency One
ActiveNew today$199,950
MLS# 2538210273 Xx Se 150th Street
Issaquah, WA 98027
0 bd0 baListing courtesy of KW Mountains to Sound Realty
Active7 days on market$1,538,000
MLS# 2534710145 Mt Pilchuck Avenue Sw
Issaquah, WA 98027
4 bd1 ba2,400 sqftListing courtesy of Windermere Real Estate/East
Active5 days on market$820,000
MLS# 25287942161 Nw Boulder Way Drive
Issaquah, WA 98027
3 bd2.5 ba1,582 sqftListing courtesy of AQUA Real Estate
Active7 days on market$1,200,000
MLS# 253617523618 Se Tiger Mountain Road
Issaquah, WA 98027
3 bd3.5 ba4,027 sqftListing courtesy of Keller Williams Realty Bothell
ActiveNew today$1,300,000
MLS# 2503075529 Se Bush Street #b
Issaquah, WA 98027
4 bd3 baListing courtesy of Windermere RE West Campus Inc
ActiveNew today$1,300,000
MLS# 2539831529 Se Bush Street #b
Issaquah, WA 98027
4 bd3 ba2,198 sqftListing courtesy of Windermere RE West Campus Inc
Active9 days on market$650,000
MLS# 25324242107 Nw Moraine Place
Issaquah, WA 98027
2 bd2.5 ba1,150 sqftListing courtesy of Redfin
Active1 day on market$289,950
MLS# 2535098273 Xx Se 164th Street
Issaquah, WA 98027
0 bd0 baListing courtesy of Kronos Real Estate
Active1 day on market$1,599,888
MLS# 25355352119 Nw Lynx Loop
Issaquah, WA 98027
4 bd3.5 ba3,180 sqftListing courtesy of COMPASS
Active2 days on market$1,399,900
MLS# 2535640539 Nw Juniper Street
Issaquah, WA 98027
3 bd3.5 ba2,076 sqftListing courtesy of Weichert, Realtors-Pillar NW
Active10 days on market$830,000
MLS# 25352098221 308th Avenue Se
Issaquah, WA 98027
4 bd2 ba1,760 sqftListing courtesy of Realogics Sotheby's Int'l Rlty
Active2 days on market$1,429,900
MLS# 2535639537 Nw Juniper Street
Issaquah, WA 98027
3 bd3.5 ba2,076 sqftListing courtesy of Weichert, Realtors-Pillar NW
Active8 days on market$948,000
MLS# 2535539560 Ne Alder Street
Issaquah, WA 98027
2 bd1 ba1,220 sqftListing courtesy of RSVP Brokers ERA
Active1 day on market$1,200,000
MLS# 2531881145 Big Bear Place Nw
Issaquah, WA 98027
4 bd2 ba2,796 sqftListing courtesy of KW Lake Washington So
Active13 days on market$5,690,000
MLS# 25321785454 194th Avenue Se
Issaquah, WA 98027
4 bd4 ba7,057 sqftListing courtesy of Windermere Real Estate/East
Active13 days on market$1,500,000
MLS# 253282318408 Se 44th Street
Issaquah, WA 98027
3 bd3 ba1,710 sqftListing courtesy of Skyline Properties, Inc.
Active6 days on market$1,975,000
MLS# 2535426773 Summerhill Ridge Drive Nw
Issaquah, WA 98027
4 bd2.5 ba4,670 sqftListing courtesy of COMPASS
Active13 days on market$928,000
MLS# 2533801600 Wildwood Boulevard Sw
Issaquah, WA 98027
3 bd1.5 ba2,280 sqftListing courtesy of Keller Williams Rlty Bellevue
Active7 days on market$1,050,000
MLS# 252506726301 Se 158th Street
Issaquah, WA 98027
4 bd1 ba2,350 sqftListing courtesy of Redfin
ActiveNew today$1,429,990
MLS# 2533747962 7th Ave Nw (homesite #4)
Issaquah, WA 98027
3 bd2.5 ba2,158 sqftListing courtesy of Windermere Real Estate/East
Active2 days on market$2,150,000
MLS# 252964412065 206th Place Se
Issaquah, WA 98027
5 bd2 ba2,840 sqftListing courtesy of eXp Realty
ActiveNew today$1,429,990
MLS# 2532852962 7th Ave Nw (homesite #4)
Issaquah, WA 98027
3 bd2.5 baListing courtesy of Windermere Real Estate/East
Active1 day on market$1,149,950
MLS# 2532238250 Se Andrews Street
Issaquah, WA 98027
4 bd1 ba1,450 sqftListing courtesy of Realogics Sotheby's Int'l Rlty
Active18 days on market$798,500
MLS# 253238116345 Tiger Mountain Road Se
Issaquah, WA 98027
0 bd0 baListing courtesy of John L. Scott, Inc
ActiveNew today$994,950
MLS# 2529859767 7th Avenue Nw
Issaquah, WA 98027
3 bd2 ba1,566 sqftListing courtesy of Teambuilder KW
Active17 days on market$2,495,000
MLS# 253168812019 Issaquah-hobart Road Se
Issaquah, WA 98027
4 bd1.5 ba3,410 sqftListing courtesy of KW Mountains to Sound Realty
Active2 days on market$1,500,000
MLS# 2526228975 Front Street S
Issaquah, WA 98027
3 bd1 ba1,600 sqftListing courtesy of Windermere Real Estate/East
Active7 days on market$2,199,000
MLS# 253081521013 Se 80th Street
Issaquah, WA 98027
5 bd2 ba3,290 sqftListing courtesy of John L. Scott HWP
ActiveNew today$1,699,500
MLS# 2531472436 Wilderness Peak Drive Nw
Issaquah, WA 98027
5 bd3 ba3,414 sqftListing courtesy of Windermere Real Estate/East
Active2 days on market$1,695,000
MLS# 2521012750 Kalmia Court Nw
Issaquah, WA 98027
4 bd2 ba3,030 sqftListing courtesy of eXp Realty
Active1 day on market$1,375,000
MLS# 2530463895 Highwood Drive Sw
Issaquah, WA 98027
5 bd1 ba2,440 sqftListing courtesy of Coldwell Banker Danforth
Active1 day on market$508,000
MLS# 2529763206 Mountain Park Boulevard Sw #d203
Issaquah, WA 98027
3 bd2 baListing courtesy of Windermere Real Estate/East
Active5 days on market$2,175,000
MLS# 25293806407 282nd Avenue Se
Issaquah, WA 98027
4 bd3.5 ba4,350 sqftListing courtesy of Windermere R.E./Snohomish
Active1 day on market$2,850,000
MLS# 253153132511 Se 111th Place
Issaquah, WA 98027
4 bd2.5 ba3,890 sqftListing courtesy of John L. Scott, Inc.
Active2 days on market$1,500,000
MLS# 2526236975 Front Street S
Issaquah, WA 98027
0 bd0 baListing courtesy of Windermere Real Estate/East
Active12 days on market$674,990
MLS# 252449418925 276th Avenue Se
Issaquah, WA 98027
2 bd1 ba1,070 sqftListing courtesy of John L. Scott, Inc
Active2 days on market$839,000
MLS# 25301032129 Nw Tulus Dr
Issaquah, WA 98027
3 bd2.5 ba1,925 sqftListing courtesy of Best Choice Realty LLC
Active2 days on market$3,798,000
MLS# 253008426328 Se 152nd Street
Issaquah, WA 98027
4 bd4.5 ba4,448 sqftListing courtesy of Kronos Real Estate
ActiveNew today$1,100,000
MLS# 253075923908 Se 168 Street
Issaquah, WA 98027
4 bd1.5 ba3,000 sqftListing courtesy of Windermere Real Estate/East
Active2 days on market$820,000
MLS# 25273402062 Nw Boulder Way Drive
Issaquah, WA 98027
3 bd1.5 ba1,540 sqftListing courtesy of Windermere Real Estate/East
Active1 day on market$1,375,000
MLS# 252973216464 239th Avenue Se
Issaquah, WA 98027
3 bd2 ba2,316 sqftListing courtesy of COMPASS
Active2 days on market$850,000
MLS# 25286531058 Cabin Creek Lane Sw
Issaquah, WA 98027
3 bd2.5 ba2,341 sqftListing courtesy of Redfin
Active1 day on market$474,000
MLS# 2528255700 Front Street S #c206
Issaquah, WA 98027
2 bd1.5 baListing courtesy of Tribeca NW Real Estate
Active2 days on market$1,300,000
MLS# 2526523760 W Sunset Way
Issaquah, WA 98027
5 bd1.5 ba3,250 sqftListing courtesy of Windermere Real Estate Central
Active2 days on market$850,000
MLS# 25279891058 Cabin Creek Lane Sw
Issaquah, WA 98027
3 bd2.5 baListing courtesy of Redfin
Active1 day on market$1,795,000
MLS# 252589818503 Se 64th Way
Issaquah, WA 98027
4 bd1.5 ba3,930 sqftListing courtesy of Keller Williams Rlty Bellevue
Active16 days on market$420,000
MLS# 25258564727 W Lake Sammamish Parkway Se #b201
Issaquah, WA 98027
2 bd1 baListing courtesy of Keller Williams Rlty Bellevue
Active29 days on market$175,000
MLS# 2525783245 Xx Se 146th Street
Issaquah, WA 98027
0 bd0 baListing courtesy of Kronos Real Estate
Active14 days on market$498,750
MLS# 2525736700 Front Street S #e206
Issaquah, WA 98027
2 bd1.5 baListing courtesy of Windermere Real Estate/East
Active26 days on market$399,950
MLS# 2525552280 Newport Wy Nw Nw #b15
Issaquah, WA 98027
2 bd1.5 baListing courtesy of RSVP Brokers ERA
Active26 days on market$399,950
MLS# 2526952280 Newport Wy Nw Nw #b15
Issaquah, WA 98027
2 bd1.5 ba1,015 sqftListing courtesy of RSVP Brokers ERA
Active28 days on market$1,650,000
MLS# 2521030541 Ne Alder Street
Issaquah, WA 98027
6 bd2.5 ba1,730 sqftListing courtesy of Hawkins Poe
ActiveNew today$1,574,999
MLS# 252523925510 Se 159 Street
Issaquah, WA 98027
4 bd1 ba3,120 sqftListing courtesy of eXp Realty
Active4 days on market$380,000
MLS# 2525137170 Newport Way Nw #d31
Issaquah, WA 98027
2 bd1.5 baListing courtesy of Best Choice Realty LLC
ActiveNew today$445,000
MLS# 252250618505 Se Newport Way #d118
Issaquah, WA 98027
3 bd1 baListing courtesy of COMPASS
Active7 days on market$875,000
MLS# 2523852120 Newport Way Nw #16
Issaquah, WA 98027
3 bd2.5 baListing courtesy of RE/MAX All City
Active30 days on market$395,000
MLS# 2524136700 Front Street S #b108
Issaquah, WA 98027
2 bd2 baListing courtesy of Brink Realty Group
ActiveNew today$968,000
MLS# 2519549570 Se Andrews Street
Issaquah, WA 98027
3 bd1 ba1,766 sqftListing courtesy of Realogics Sotheby's Int'l Rlty
Active21 days on market$398,800
MLS# 2521986700 Front Street S #e102
Issaquah, WA 98027
2 bd1 baListing courtesy of COMPASS
Active2 days on market$1,795,000
MLS# 252323114124 229th Drive Se
Issaquah, WA 98027
4 bd3.5 ba4,460 sqftListing courtesy of The Agency Northwest
Active2 days on market$398,000
MLS# 251683237 X Crystal Creek Cir
Issaquah, WA 98027
0 bd0 baListing courtesy of Windermere Real Estate/East
Active34 days on market$485,000
MLS# 251966818501 Se Newport Way #j238
Issaquah, WA 98027
3 bd2 baListing courtesy of Windermere Mercer Island
Active13 days on market$3,960,000
MLS# 25208285104 Nw Sammamish Road
Issaquah, WA 98027
2 bd1 ba1,320 sqftListing courtesy of Keller Williams Eastside
ActiveNew today$1,898,000
MLS# 252466112407 Upper Preston Road Se
Issaquah, WA 98027
4 bd1.5 ba4,380 sqftListing courtesy of Coldwell Banker Bain
ActiveNew today$1,898,000
MLS# 252419812407 Upper Preston Road Se
Issaquah, WA 98027
4 bd1.5 ba4,380 sqftListing courtesy of Coldwell Banker Bain
Active4 days on market$475,000
MLS# 250285518501 Se Newport Way #h235
Issaquah, WA 98027
3 bd2 baListing courtesy of eXp Realty
Active6 days on market$335,000
MLS# 251918618501 Se Newport Way #h136
Issaquah, WA 98027
2 bd2 baListing courtesy of Real Broker LLC
Active3 days on market$2,595,000
MLS# 25147572759 Nw Pine Cone Place
Issaquah, WA 98027
4 bd3.5 ba4,550 sqftListing courtesy of Windermere Real Estate GH LLC
ActiveNew today$1,295,000
MLS# 24798962127 Nw Far Country Lane
Issaquah, WA 98027
3 bd2.5 ba2,580 sqftListing courtesy of Keller Williams Rlty Bellevue
ActiveNew today$1,650,000
MLS# 251635413032 204th Place Se
Issaquah, WA 98027
4 bd3 ba3,980 sqftListing courtesy of Corcoran Lifestyle Properties
Active11 days on market$880,000
MLS# 2503801134 Nw Cougar Ridge Road #1501
Issaquah, WA 98027
3 bd3 baListing courtesy of Realty One Group Orca
Active2 days on market$1,588,000
MLS# 2508071372 Wilderness Peak Drive Nw
Issaquah, WA 98027
4 bd2.5 ba3,190 sqftListing courtesy of Kelly Right RE of Seattle LLC
Active6 days on market$1,199,000
MLS# 25132541109 Lewis Lane Se
Issaquah, WA 98027
4 bd2 ba1,920 sqftListing courtesy of Coldwell Banker Bain
Active6 days on market$299,999
MLS# 2512499210 Sw Clark Street #a103
Issaquah, WA 98027
2 bd0 baListing courtesy of Designed Realty
Active8 days on market$1,198,000
MLS# 250516515245 260th Avenue Se
Issaquah, WA 98027
3 bd1 ba2,630 sqftListing courtesy of Real Broker LLC
Active21 days on market$369,950
MLS# 251050218501 Se Newport Way #k245
Issaquah, WA 98027
2 bd2 baListing courtesy of Real Broker LLC
Active1 day on market$575,000
MLS# 2512246601 12th Avenue Nw #e4
Issaquah, WA 98027
2 bd1.5 baListing courtesy of Windermere Real Estate/East
Active2 days on market$365,000
MLS# 251209616 Xxx Se 259th Avenue
Issaquah, WA 98027
0 bd0 baListing courtesy of COMPASS
Active2 days on market$199,000
MLS# 250959625116 Se 146th Street
Issaquah, WA 98027
0 bd0 baListing courtesy of Providencia
Active3 days on market$1,150,000
MLS# 250945225529 Se 159th Street
Issaquah, WA 98027
4 bd3 ba2,980 sqftListing courtesy of eXp Realty
Active1 day on market$224,999
MLS# 2508629435 Sw Mount Baker Drive
Issaquah, WA 98027
0 bd0 baListing courtesy of PlatLabs, LLC
Active1 day on market$540,000
MLS# 25057821000 Cabin Creek Lane Sw ##b106
Issaquah, WA 98027
2 bd2 baListing courtesy of Seattle Works Real Estate
Active2 days on market$485,000
MLS# 2500559200 Mt Park Boulevard Sw #a103
Issaquah, WA 98027
3 bd2 baListing courtesy of HomeSmart One Realty
ActiveNew today$1,750,000
MLS# 25070121534 Hillside Drive Se
Issaquah, WA 98027
4 bd2.5 ba3,819 sqftListing courtesy of John L. Scott, Inc.
Active47 days on market$457,000
MLS# 250560727011 Se 74th Street
Issaquah, WA 98027
2 bd1 ba830 sqftListing courtesy of Realty One Group Orca
Active2 days on market$457,000
MLS# 250561627011 Se 74th Street
Issaquah, WA 98027
0 bd0 baListing courtesy of Realty One Group Orca
ActiveNew today$1,670,000
MLS# 25048492262 Nw Fall Line Lane
Issaquah, WA 98027
4 bd1.5 ba2,920 sqftListing courtesy of John L. Scott, Inc.
Active2 days on market$524,999
MLS# 2502773210 Mountain Park Boulevard Sw #f303
Issaquah, WA 98027
3 bd1 baListing courtesy of Real Broker LLC
Active2 days on market$429,800
MLS# 25049401957 23rd Place Ne #203
Issaquah, WA 98027
2 bd2 baListing courtesy of Berkshire Hathaway HS NW
Active28 days on market$180,000
MLS# 2504365Address withheld
Issaquah, WA 98027
0 bd0 baListing courtesy of Kelly Right RE of Seattle LLC
ActiveNew today$974,950
MLS# 2501416761 7th Avenue Nw
Issaquah, WA 98027
3 bd2 ba1,566 sqftListing courtesy of Teambuilder KW
ActiveNew today$989,950
MLS# 2501173762 Nw Holly Street
Issaquah, WA 98027
3 bd2 ba1,566 sqftListing courtesy of Teambuilder KW
ActiveNew today$2,199,000
MLS# 2494856865 Front Street S
Issaquah, WA 98027
5 bd2.5 ba3,640 sqftListing courtesy of John L. Scott Everett
ActiveNew today$1,239,990
MLS# 2494831976 7th Ave Nw (homesite #6)
Issaquah, WA 98027
2 bd1.5 baListing courtesy of Windermere Real Estate/East
Active31 days on market$98,500
MLS# 24969271317 Wildwood Boulevard Sw
Issaquah, WA 98027
0 bd0 baListing courtesy of John L. Scott, Inc
ActiveNew today$1,239,990
MLS# 2498110976 7th Ave Nw (homesite #6)
Issaquah, WA 98027
2 bd1.5 ba1,654 sqftListing courtesy of Windermere Real Estate/East
Active2 days on market$485,000
MLS# 249660918505 Se Newport Way #c214
Issaquah, WA 98027
3 bd2 baListing courtesy of Kelly Right RE of Seattle LLC
Active2 days on market$1,499,988
MLS# 249633714702 255th Avenue Se
Issaquah, WA 98027
4 bd1 ba4,370 sqftListing courtesy of RE/MAX Northwest
ActiveNew today$1,149,990
MLS# 2495077695 Nw Locust St (homesite #9)
Issaquah, WA 98027
2 bd1.5 baListing courtesy of Windermere Real Estate/East
Active9 days on market$225,000
MLS# 2494385116 Xx 198th Ave Se
Issaquah, WA 98027
0 bd0 baListing courtesy of eXp Realty
Active2 days on market$999,000
MLS# 249217918700 Se 64th Way
Issaquah, WA 98027
0 bd0 baListing courtesy of John L. Scott, Inc.
Active6 days on market$384,000
MLS# 24941664635 W Lake Sammamish Parkway Se #g305
Issaquah, WA 98027
2 bd1 baListing courtesy of RE/MAX Eastside Brokers, Inc.
Active6 days on market$384,000
MLS# 24908484635 W Lake Sammamish Parkway Se #g305
Issaquah, WA 98027
2 bd1 baListing courtesy of RE/MAX Eastside Brokers, Inc.
Active2 days on market$439,000
MLS# 24896364707 W Lake Sammamish Parkway Se #d304
Issaquah, WA 98027
2 bd2 baListing courtesy of TEC Real Estate Inc.
Active28 days on market$350,500
MLS# 24861145000 Nw Village Park Dr #a105
Issaquah, WA 98027
1 bd1 baListing courtesy of Windermere Real Estate/East
ActiveNew today$1,149,950
MLS# 2482070714 Newport Way Nw
Issaquah, WA 98027
5 bd2.5 ba2,138 sqftListing courtesy of Teambuilder KW
ActiveNew today$1,149,950
MLS# 2495866714 Newport Way Nw
Issaquah, WA 98027
5 bd2.5 ba2,138 sqftListing courtesy of Teambuilder KW
ActiveNew today$1,164,950
MLS# 2495857728 Newport Way Nw
Issaquah, WA 98027
4 bd1.5 ba1,904 sqftListing courtesy of Teambuilder KW
ActiveNew today$1,154,950
MLS# 2482267720 Newport Way Nw
Issaquah, WA 98027
5 bd2.5 ba2,112 sqftListing courtesy of Teambuilder KW
ActiveNew today$1,164,950
MLS# 2482273728 Newport Way Nw
Issaquah, WA 98027
4 bd1.5 ba1,904 sqftListing courtesy of Teambuilder KW
ActiveNew today$1,154,950
MLS# 2495855720 Newport Way Nw
Issaquah, WA 98027
5 bd2.5 ba2,112 sqftListing courtesy of Teambuilder KW
Active8 days on market$658,000
MLS# 247838363 Cougar Ridge Road Nw #2102
Issaquah, WA 98027
2 bd1 baListing courtesy of Keller Williams Eastside
Active7 days on market$2,299,000
MLS# 245938421017 Se 80th Street
Issaquah, WA 98027
5 bd2 ba3,546 sqftListing courtesy of John L. Scott HWP
Active16 days on market$1,400,000
MLS# 247057917600 Se Cougar Mountain Drive
Issaquah, WA 98027
0 bd0 baListing courtesy of Real Broker LLC
Active7 days on market$599,000
MLS# 246762532611 Se 108th Street
Issaquah, WA 98027
2 bd1 ba670 sqftListing courtesy of Redfin
Active2 days on market$70,000
MLS# 2470161283 Xx Se 146th Street
Issaquah, WA 98027
0 bd0 baListing courtesy of Windermere Real Estate/East
Active6 days on market$75,000
MLS# 246366423800 Se Tiger Mountain Road #14
Issaquah, WA 98027
2 bd1 baListing courtesy of Keller Williams Eastside
Active3 days on market$2,350,000
MLS# 24471867511 271st Avenue Se #c
Issaquah, WA 98027
4 bd3.5 ba4,732 sqftListing courtesy of COMPASS
ActiveNew today$1,159,950
MLS# 2447792706 Newport Way Nw
Issaquah, WA 98027
5 bd2.5 ba2,112 sqftListing courtesy of Teambuilder KW
ActiveNew today$1,159,950
MLS# 2495852706 Newport Way Nw
Issaquah, WA 98027
5 bd2.5 ba2,112 sqftListing courtesy of Teambuilder KW
Active71 days on market$149,750
MLS# 24440881580 Nw Gilman Boulevard #d5
Issaquah, WA 98027
0 bd0 baListing courtesy of Skyline Properties, Inc.
Active2 days on market$249,000
MLS# 244662511 Xx 6th Avenue Se
Issaquah, WA 98027
0 bd0 baListing courtesy of KW Mountains to Sound Realty
Active2 days on market$15,360,000
MLS# 2436427190 Xx Se 66th Street
Issaquah, WA 98027
0 bd0 baListing courtesy of Skyline Properties, Inc.
Active2 days on market$399,000
MLS# 24260119305 312th Avenue Se
Issaquah, WA 98027
0 bd0 baListing courtesy of John L. Scott Snohomish
Active20 days on market$339,999
MLS# 2531326280 Nw Newport Way #b14
Issaquah, WA 98027
2 bd1.5 baListing courtesy of The Cascade Team
Active21 days on market$339,999
MLS# 2423939280 Nw Newport Way #b14
Issaquah, WA 98027
2 bd1.5 baListing courtesy of The Cascade Team
Active16 days on market$39,500
MLS# 240967223800 Se Tiger Mountain Road #39
Issaquah, WA 98027
1 bd1 baListing courtesy of Real Broker LLC
Active2 days on market$295,000
MLS# 239651214610 Issaquah Hobart Road Se
Issaquah, WA 98027
0 bd0 baListing courtesy of Agency One
Listing data courtesy of NWMLS. Provided for the consumer's personal, non-commercial use. Market stats reflect representative market data for Issaquah; current listings and individual neighborhoods may vary.
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FAQ
Questions buyers and sellers ask first.
What makes Olde Town Issaquah different from Issaquah Highlands?
Olde Town is the historic heart of Issaquah — the original downtown with Front Street's independent restaurants, the Village Theatre performing arts center, Gilman Park, and Issaquah Creek. It has a genuine small-town character that the master-planned Issaquah Highlands community cannot replicate. Issaquah Highlands was designed from the ground up; Olde Town evolved over a century. The housing stock reflects that: 1920s–1950s craftsmen and bungalows close to Front Street, mid-century ranches behind. Both neighborhoods are served by the Issaquah School District, but Olde Town feeds the Issaquah High School path while Highlands feeds Liberty.
What are typical home prices in Olde Town Issaquah?
Olde Town homes typically range from $800K to $2.2M+. Historic craftsmen and bungalows on compact lots close to Front Street start around $800K–$1.3M. Mid-century homes on more generous lots behind the main street run $1.0M–$1.6M. Larger, renovated, or expanded homes on the best lots push $1.6M–$2.2M+. The neighborhood generally prices below comparable Issaquah Highlands homes, making it one of the most accessible entry points into the Issaquah School District.
What schools serve Olde Town Issaquah?
Olde Town falls within Issaquah School District, typically assigned to Issaquah Valley Elementary, Pacific Cascade Middle School, and Issaquah High School. Issaquah SD is one of Washington State's top-ranked public school districts. School assignments should always be verified by specific parcel address before purchase.
How walkable is Olde Town Issaquah?
Olde Town is the most walkable neighborhood in Issaquah — the only one where daily retail, dining, arts, and outdoor recreation are all accessible on foot. Front Street's restaurant row, the Village Theatre, Gilman Park's open green space, and Issaquah Creek's trail system are all within walking distance. This walkability is genuinely rare in Issaquah, which is otherwise dominated by car-dependent suburban development.
Is Olde Town close to I-90?
Yes. The I-90 on-ramp is approximately 5 minutes from most Olde Town addresses — one of the faster freeway-access windows in the Issaquah market. This mitigates the neighborhood's greater distance from Bellevue and Microsoft relative to Issaquah Highlands. Bellevue is 20 minutes; Seattle is 25–30 minutes; Microsoft Redmond campus is approximately 30 minutes. For buyers commuting south toward Renton, Auburn, or Kent via SR-169, Olde Town's valley-floor position is a strategic advantage.
What is the Village Theatre and why does it matter for buyers?
Village Theatre is one of the Pacific Northwest's most respected professional regional theaters — a 500-seat performing arts venue on Olde Town Issaquah's main street that draws productions and audiences from across the region. For buyers who value arts access, being able to walk to a professional theater is a quality-of-life differentiator that doesn't exist anywhere else in the Issaquah market. It's a primary reason Olde Town attracts buyers with cultural priorities alongside school-district and commute considerations.
Search Olde Town with agents who understand why historic character commands a premium.
RexMont helps you evaluate craftsman-era housing, walkability by address, Issaquah SD school paths, and the specific value that makes Olde Town irreplaceable in the Eastside market.
Talk with RexMont