Single-Story Homes in Osprey, FL
- 2301 TAMIAMI TRAIL, OSPREY, FL 34229 — $2,850,000, SPRINGHILL PARK
- 206 FOUR KNOT LANE, OSPREY, FL 34229 — $1,790,000, 3 bed, 2 bath, 2,411 sq ft, SOUTHBAY YACHT & RACQUET CLUB
- 75 OSPREY POINT DRIVE, OSPREY, FL 34229 — $1,595,000, 4 bed, 4 bath, 4,001 sq ft, OAKS
- 6100 JESSIE HARBOR DRIVE, OSPREY, FL 34229 — $850,000, 3 bed, 4 bath, 3,771 sq ft, BLACKBURN HARBOR RESIDENCES
- 401 POINT ROAD, OSPREY, FL 34229 — $795,000, 3 bed, 3 bath, 2,778 sq ft, MERIDIAN AT THE OAKS PRESERVE
- 1495 LANDVIEW LANE, OSPREY, FL 34229 — $775,000, 3 bed, 2 bath, 2,474 sq ft, SOUTHBAY YACHT & RACQUET CLUB
- 13 BAYHEAD LANE, OSPREY, FL 34229 — $769,000, 3 bed, 2 bath, 2,310 sq ft, OAKS
- 759 FORDINGBRIDGE WAY, OSPREY, FL 34229 — $700,000, 4 bed, 4 bath, 2,950 sq ft, RIVENDELL WOODLANDS
- 5100 JESSIE HARBOR DRIVE, OSPREY, FL 34229 — $699,000, 2 bed, 2 bath, 2,143 sq ft, BLACKBURN HARBOR RESIDENCES
- 547 MEADOW SWEET CIRCLE, OSPREY, FL 34229 — $550,000, 3 bed, 2 bath, 1,731 sq ft, RIVENDELL
- 4429 CONCHFISH LANE, OSPREY, FL 34229 — $510,000, 3 bed, 2 bath, 2,004 sq ft, PALMS/CASEY KEY
- 447 SHORE DRIVE, OSPREY, FL 34229 — $474,000, 3 bed, 2 bath, 1,874 sq ft, SORRENTO SHORES
Single-Story Homes in Osprey
Active single-story homes in Osprey, Sarasota County.

I've helped dozens of families find single-story homes in Osprey. Here's what I tell every client: start with the neighborhoods, understand the pricing trends, and always get a local expert who knows the Sarasota County market inside and out. My name is Barrett Henry, and I'm a licensed Broker Associate with REMAX Collective. Call me at (813) 733-7907 and I'll walk you through every option.
Single-Story Homes in Osprey, Florida
Single-story homes (also called ranch-style or one-level homes) are among the most popular property types in Osprey. Florida's flat terrain makes single-story construction practical and cost-effective, and buyers love the convenience of having everything on one floor — no stairs to navigate, easier maintenance, and better accessibility for all ages. In Sarasota County, single-story homes range from cozy 3-bedroom starters to sprawling 5-bedroom estates on half-acre lots.
Single-story living is especially appealing for aging-in-place planning. Features like wider doorways, walk-in showers, and open floor plans are not just comfortable now — they add long-term value and make the home adaptable as your needs change. First-time buyers also appreciate single-story homes for their lower insurance costs (no second-floor wind exposure) and simpler roof maintenance. Explore financing options like FHA loans or use the mortgage calculator to estimate your monthly payment.
Browse the Osprey single-story listings above, or visit the Osprey city guide for a complete neighborhood breakdown. Call (813) 733-7907 to tour single-story homes in Osprey this week.
Helpful Resources for Osprey Home Buyers
- Sarasota County Schools — School zones, ratings, and enrollment info
- Florida DBPR License Verification — Verify any Florida real estate license
- FEMA Flood Map Service Center — Check flood zones before you buy
- Florida Foreclosure Help — Free foreclosure prevention resources for Florida homeowners
- First-Time Home Buyer Tampa Bay — Down payment assistance, FHA guides, and first-time buyer programs
- ViVi Property Management — Professional property management for Sarasota County landlords
- VA Loan Tampa Bay — VA home loan guides and eligibility info for veterans
- Tampa Bay Down Payment Assistance — Down payment programs and grants for Tampa Bay home buyers
Explore Osprey Real Estate
More Osprey Resources
Looking for single-story homes in Osprey?
Barrett Henry, REALTOR® — 23+ years of real estate experience