93
$5,700,000
5 bd · — ba · 2,906 sqft
29 Key Haven Road, Key Haven, FL
Lucinda Bensen · Berkshire Hathaway HomeServices Knight & Gardner Realty
School ratings (A+ to F) from HJN community data.
Key West High School
9-12 · Regular · Monroe County School District
1,337 students · 17.4:1 student–teacher
Lower Keys Academic Connections for Excellence
6-12 · Alternative/Other · Monroe County School District
12 students · 6.0:1 student–teacher
Somerset Island Preparatory
9-12 · Regular · Monroe County School District
88 students
May Sands Montessori School
PK-8 · Regular · Monroe County School District
90 students · 90.0:1 student–teacher
Keys Center
8-12 · Alternative/Other · Monroe County School District
9 students · 9.0:1 student–teacher
Horace O'Bryant School
PK-8 · Regular · Monroe County School District
1,011 students · 14.7:1 student–teacher
Montessori Children's School of Key West
PK-5 · Montessori
21 students · 6.0:1 student–teacher
Grace Lutheran
PK-7 · Regular
34 students · 6.8:1 student–teacher
BeachesMLS
Key West Association of REALTORSThis content last refreshed on 2026-09-07 23:43:16 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
93
$5,700,000
5 bd · — ba · 2,906 sqft
29 Key Haven Road, Key Haven, FL
Lucinda Bensen · Berkshire Hathaway HomeServices Knight & Gardner Realty
Price Reduced50$3,599,000
4 bd · — ba · 2,810 sqft
1501 Georgia Street, Key West, FL
The Spottswood Team · Truman & Co. (KW)
49$3,600,000
4 bd · — ba · 2,691 sqft
119 Simonton Street, Key West, FL
Brenda J Donnelly · Brenda Donnelly Real Estate LLC
Price Reduced88$3,950,000
4 bd · — ba · 2,458 sqft
3 Evergreen Avenue, Key Haven, FL
Lisa Swanson · The Agency Florida Keys
43$3,500,000
5 bd · — ba · 2,575 sqft
416 Fleming Street, Key West, FL
Robin G Nilsson · Keller Williams Key West Compass Realty
43$3,600,000
4 bd · — ba · 1,920 sqft
514 Emma Street, Key West, FL
The Behmke Group · Keller Williams Key West Compass Realty





Within 2 miles of this home: 39+ restaurants and cafés, 7 grocery stores, 29 parks and green spaces, and 26+ transit stops.
Place data from OpenStreetMap.
Corner Grocery
El Molcajete Mexican
Mexican restaurant · Bertha Street
Shanna Key Irish Pub & Grill
Flagler Avenue
Flavors Key West
The Bier Boutique
Salute! On The Beach
Dairy Queen
United Street
White Street Sandwich Shop
Fausto's Food Palace
Gordon Food Service Store
Olivia Street Grocery
Olivia Street
Winn-Dixie
North Roosevelt Boulevard
Atlantic Grocery
Publix
Key Plaza
Faustos
The Key West Nature Preserve
CB Harvey Rest Beach Park
Indigenous Park
Higgs Beach Dog Park
Higgs Beach
Harvey Rest Beach Park
Key West Garden Club
Astro City Playground
North Roosevelt Boulevard & George Street
North Roosevelt Boulevard & 3rd Street
North Roosevelt Boulevard & 4th Street
Palm Avenue & North Roosevelt Boulevard
Truman Avenue & White Street
North Roosevelt Boulevard & 6th Street
Truman Avenue & Grinnell Street
Lower Keys Shuttle
Est. $31,907/mo$1,183/sqft · 56 days on Realty
4
Beds
2.5
Baths
4,224
Sqft
1980
Built
Welcome to an extraordinary oceanfront residence in the exclusive Casa Caselles community, where two townhomes have been masterfully combined into one spectacular 4,224 sq. ft. luxury retreat. Completely reimagined, this one-of-a-kind home features a private interior elevator with automatic doors accessing all floors, exceptional craftsmanship, and effortless oceanfront and poolside living. Offering 4 en-suite bedrooms, 4.5 baths, 2 expansive living rooms divided by a wall insulated with commercial soundproofing, an exercise room, and a hidden office seamlessly integrated into the custom kitchen, the residence is designed for everyday comfort and grand-scale entertaining. The chef's kitchen centers around an oversized island with custom European-style cabinetry, premium quartz countertops, a BlueStar gas range, paneled Sub-Zero refrigerator, Cove dishwasher, U-Line ice maker, wine refrigerator, and Perlick refrigerator/freezer drawers. The family room includes an electric fireplace and custom wet bar with refrigerator drawers, dishwasher, and built-in cabinetry. Travertine flooring, custom built-ins, hidden storage, recessed lighting, remote-controlled window coverings, and in-wall TV wiring reflect meticulous attention to detail. Every major system has been replaced, including electrical, plumbing, insulation, and HVAC. Twelve balconies and hurricane-rated sliding glass doors provide beautiful light in every room, while a whole-house generator provides peace of mind. The luxurious primary suite offers a custom walk-in closet, and every bedroom has private balcony access. A guest suite includes a zero-entry shower for added comfort and accessibility. Tiled courtyards, expanded entertaining terraces, covered parking for four vehicles, an outdoor shower, and multiple laundry areas enhance daily living. Residents also enjoy an oceanfront pool overlooking the Atlantic, completing one of Key West's most distinctive waterfront residences.
Listing agent
Lisa H Ferringo
Courtesy of Coldwell Banker Schmitt Real Estate Co
Key West Association of REALTORS · Listing 620618
Choose a source to show its complete, unblended listing record.
Showing Key West Association of REALTORS
Key West Association of REALTORSCourtesy of Coldwell Banker Schmitt Real Estate Co
Listing agent: Lisa H Ferringo · Listing 620618
BeachesMLSCourtesy of Coldwell Banker Schmitt Real E
Listing agent: Lisa H Ferringo · Listing A12063014
$999,000
Estimated monthly payment
$31,907/mo
Loan amount $3,996,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll