17$499,000
2 bd · 2 ba · 806 sqft
3930 S Roosevelt Boulevard W314, Key West, FL
Juan Alberto Benitez · Keller Williams Key West Compass Realty
Homes Under $2M in Key West, FL
Hide MapHomes Under $2M in Key West, FL
24 of 182 Listings
17$499,000
2 bd · 2 ba · 806 sqft
3930 S Roosevelt Boulevard W314, Key West, FL
Juan Alberto Benitez · Keller Williams Key West Compass Realty
Price Reduced26$400,000
2 bd · 2 ba · 696 sqft
3312 N Northside Drive 607, Key West, FL
Bigya Niroula (Rihanna) · eXp Realty LLC KW Branch
Price Reduced39$1,139,000
3 bd · 2 ba · 1,685 sqft
1708 South Street, Key West, FL
Suzanne M Moore · Suzanne Moore Real Estate
Price Reduced29$1,095,000
4 bd · 5 ba · 2,750 sqft
1503 Atlantic Boulevard, Key West, FL
Team Kaufelt · Truman & Co. (KW)
34$1,575,000
3 bd · 2 ba · 1,070 sqft
1005 Watson Street 1, Key West, FL
Megan McDowell · Brenda Donnelly Real Estate LLC
17$725,000
1 bd · 1 ba · 420 sqft
308 Margaret Street 3, Key West, FL
Wendy L Zintsmaster · Truman & Co. (KW)
64$849,000
3 bd · 3 ba · 1,274 sqft
3712 Duck Avenue, Key West, FL
Walt Lee · Berkshire Hathaway HomeServices Knight & Gardner Realty
Price Reduced24$584,900
2 bd · 2 ba · 1,032 sqft
3201 Pearl Avenue, Key West, FL
Epperly - Celli Team · Engel & Voelkers Key West
34$979,000
4 bd · 2 ba · 2,111 sqft
1500 5th Street, Key West, FL
Epperly - Celli Team · Engel & Voelkers Key West
Price Reduced37$799,000
4 bd · 2 ba · 1,342 sqft
1421-1425 2nd Street, Key West, FL
The Watkins Group · Keller Williams Key West Compass Realty
36$950,000
2 bd · 2 ba · 1,469 sqft
1800 Atlantic Boulevard 218B, Key West, FL
Donna Pezzi · Keller Williams Key West Compass Realty
Price Reduced27$1,385,000
3 bd · 2 ba · 1,558 sqft
2313 Fogarty Avenue, Key West, FL
Juan Alberto Benitez · Keller Williams Key West Compass Realty
Price Reduced34$1,199,000
2 bd · 4 ba · 1,824 sqft
33 Seaside S Court, Key West, FL
Stephanie Marie Muzzillo · Serhant Florida LLC - Delray Beach Office
Price Reduced60$749,000
3 bd · 2 ba · 930 sqft
2005 Fogarty Avenue, Key West, FL
Stacey Nash Pillari · Berkshire Hathaway HomeServices Knight & Gardner Realty
Price Reduced41$889,000
3 bd · 2 ba · 1,267 sqft
2317 Fogarty Avenue, Key West, FL
Alexandria Caballero · Key West Vacation Properties & Realty, LLC (KW)
46$799,000
2 bd · 2 ba · 1,216 sqft
3715 Flagler Avenue, Key West, FL
Lisa H Ferringo · Coldwell Banker Schmitt Real Estate Co
Price Reduced30$1,195,000
2 bd · 2 ba · 875 sqft
1126 Grinnell Street, Key West, FL
Will Langley · Berkshire Hathaway HomeServices Knight & Gardner Realty
Price Reduced28$599,000
2 bd · 2 ba · 871 sqft
1 Spoonbill Way, Key West, FL
Dustan Carpenter · Berkshire Hathaway HomeServices Knight & Gardner Realty
24$895,000
4 bd · 2 ba · 1,755 sqft
3746 Paula Avenue, Key West, FL
Rob Severin · Rob Severin Real Estate Co
27$865,000
2 bd · 1 ba · 646 sqft
204 Southard Street 5, Key West, FL
Stacy Stahl · Realty ONE Group Destination
39$1,799,765
3 bd · 3 ba · 1,502 sqft
1523 Seminary Street, Key West, FL
Christine Eck'Art · Berkshire Hathaway HomeServices Knight & Gardner Realty
26$868,000
2 bd · 2 ba · 798 sqft
3625 Seaside Drive 25410, Key West, FL
Richard Haskins · Buy The Keys
38$1,799,000
3 bd · 3 ba · 1,456 sqft
2101 Harris Avenue, Key West, FL
The Spottswood Team · Truman & Co. (KW)
Price Reduced23$750,000
2 bd · 2 ba · 712 sqft
508 Louisa Street 3, Key West, FL
Paul Brooks · Compass Florida, LLC
























Key West Association of REALTORSSource: HJN community data
September 2026 · This period is still settling
Selling at 95.3% of asking price
Buyers here are paying below asking. MLS · 34 sales · as of Sep 30, 2026