49
$3,600,000
4 bd · 4 ba · 2,691 sqft
119 Simonton Street, Key West, FL
Brenda J Donnelly · Brenda Donnelly Real Estate LLC

No listing photos
5
Beds
4.5
Baths
3,124
Sqft
1963
Year built
Range $2,557,387 – $3,506,451 · as of August 30, 2026
ATTOM automated valuation model · 54 published estimates over 6.7 years · shaded band is the model's own published low-to-high range
Highest reading $4,037,140 in August 2025; lowest $1,163,473 in March 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$606,384
Estimated monthly payment
$19,426/mo
Loan amount $2,425,535. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
School ratings (A+ to F) from HJN community data.
Poinciana Elementary School
PK-5 · Regular · Monroe County School District
556 students · 13.6:1 student–teacher
Grace Lutheran
PK-7 · Regular
34 students · 6.8:1 student–teacher
Lower Keys Academic Connections for Excellence
6-12 · Alternative/Other · Monroe County School District
12 students · 6.0:1 student–teacher
Key West High School
9-12 · Regular · Monroe County School District
1,337 students · 17.4:1 student–teacher
Somerset Island Preparatory
9-12 · Regular · Monroe County School District
88 students
Sigsbee Charter School
KG-8 · Regular · Monroe County School District
531 students · 106.2:1 student–teacher
Gerald Adams Elementary School
PK-5 · Regular · Monroe County School District
674 students · 15.9:1 student–teacher
The College of the Florida Keys Academy
9-12 · Regular · Monroe County School District
62 students · 62.0:1 student–teacher
Key West Association of REALTORSSome properties which appear for sale on this web site may subsequently have sold or may no longer be available.
49
$3,600,000
4 bd · 4 ba · 2,691 sqft
119 Simonton Street, Key West, FL
Brenda J Donnelly · Brenda Donnelly Real Estate LLC
61$3,700,000
5 bd · 5 ba · 2,750 sqft
3728 Flagler Avenue, Key West, FL
51$2,250,000
5 bd · 4 ba · 1,982 sqft
811 Olivia Street, Key West, FL
Price Reduced50$3,599,000
4 bd · 5 ba · 2,810 sqft
1501 Georgia Street, Key West, FL
The Spottswood Team · Truman & Co. (KW)
65$2,190,000
5 bd · 4 ba · 2,366 sqft
1519 Johnson Street, Key West, FL
55$2,249,000
4 bd · 4 ba · 1,703 sqft
1104 Packer Street, Key West, FL





Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Key West camera map4 CCTV cameras mapped within 1 mile of this home. None within ½ mile. Nearest: 0.6 mi north.
| Device type | Within ½ mi | Within 1 mi |
|---|---|---|
| CCTV cameras | 0 | 4 |
Community-reported via OpenStreetMap; may be incomplete. Data as of . © OpenStreetMap contributors (ODbL)
CCTV cameras are fixed video cameras that record a street, building or other area.
Within 2 miles of this home: 39+ restaurants and cafés, 5 grocery stores, 16 parks and green spaces, and 22+ transit stops.
Place data from OpenStreetMap.
Palm Haven Restaurant
Riviera Coffee & Sandwich Shop
Tong's Garden
China Garden
Chinese restaurant · North Roosevelt Boulevard
Outback Steakhouse
North Roosevelt Boulevard
Subway
Peacock Plaza
In Kahoots Restaurant & Bar
Toasted Coconut
Atlantic Grocery
Publix
North Roosevelt Boulevard
Winn-Dixie
North Roosevelt Boulevard
Gordon Food Service Store
The Smokehouse KW
Alvin Frasier III Memorial Park
Little Hamaca Park
Cozumel Park
Heritage Park
Pines Park
Monroe County Parks & Beaches
Key West Tropical Forest & Botanical Garden
College Road
Smathers Beach
Oceanwalk / Las Salinas
Senior Citizen
North Roosevelt Boulevard & 17th Street
Grey Hound Key West Station
North Roosevelt Boulevard at First Horizons Bank
Key West
North Roosevelt Boulevard at Searstown Shopping Center
North Roosevelt Boulevard at McDonald's