Welcome to this simply stunning, meticulously maintained 5-bedroom, 3-bath residence located in the highly sought-after Southbay Yacht & Racquet Club. Proudly offered by the original owner, this exceptional home showcases true pride of ownership throughout.
Situated on a beautifully treed and lushly landscaped lot, the property offers privacy, elegance, and outstanding outdoor living. The sparkling inground pool and brand-new 2025 pool cage create the perfect setting for entertaining or relaxing in your own tropical retreat. The expansive lanai features gorgeous 24×24 pavers and enhanced outdoor electrical lighting for unforgettable evenings outdoors.
Inside, the home has been thoughtfully updated with a beautifully renovated kitchen with custom tile work, double ovens, quartz countertops. All that bathrooms have been updated also. Hurricane-impact windows and doors have all been replaced, providing peace of mind and energy efficiency. Additional upgrades include new flooring, a new roof in 2025, updated house wiring and electrical service panel in 2019, and a complete camera security system.
A unique bonus feature is the fully equipped caterer’s kitchen located in the garage — ideal for entertaining, large gatherings, or serious cooking enthusiasts.
This home combines timeless care, extensive updates, and resort-style living in one of the area’s premier boating communities that features tennis courts, clubhouse, pickleball courts, deep water marina, kayak storage and much more!
This is a rare opportunity to own a meticulously maintained and beautifully upgraded home in one of the area’s most desirable waterfront communities.
Situated on a beautifully treed and lushly landscaped lot, the property offers privacy, elegance, and outstanding outdoor living. The sparkling inground pool and brand-new 2025 pool cage create the perfect setting for entertaining or relaxing in your own tropical retreat. The expansive lanai features gorgeous 24×24 pavers and enhanced outdoor electrical lighting for unforgettable evenings outdoors.
Inside, the home has been thoughtfully updated with a beautifully renovated kitchen with custom tile work, double ovens, quartz countertops. All that bathrooms have been updated also. Hurricane-impact windows and doors have all been replaced, providing peace of mind and energy efficiency. Additional upgrades include new flooring, a new roof in 2025, updated house wiring and electrical service panel in 2019, and a complete camera security system.
A unique bonus feature is the fully equipped caterer’s kitchen located in the garage — ideal for entertaining, large gatherings, or serious cooking enthusiasts.
This home combines timeless care, extensive updates, and resort-style living in one of the area’s premier boating communities that features tennis courts, clubhouse, pickleball courts, deep water marina, kayak storage and much more!
This is a rare opportunity to own a meticulously maintained and beautifully upgraded home in one of the area’s most desirable waterfront communities.
Property Details
Price:
$1,095,000
MLS #:
N6144313
Status:
Active
Beds:
5
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SOUTHBAY YACHT & RACQUET CLUB
Neighborhood:
34229osprey
Listed Date:
May 13, 2026
Finished Sq Ft:
2,723
Total Sq Ft:
3,283
Lot Size:
11,400 sqft / 0.26 acres (approx)
Year Built:
1978
See this Listing
Schools
Elementary School:
Laurel Nokomis Elementary
Middle School:
Laurel Nokomis Middle
High School:
Venice Senior High
Interior
Appliances
Cooktop, Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile, Luxury Vinyl
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters
Laundry Features
Inside, Laundry Room
Levels
One
Exterior
Architectural Style
Ranch
Association Amenities
Clubhouse, Pickleball Court(s), Playground, Pool, Recreation Facilities
Attached Garage YN
1
Community Features
Marina, Water Access, Association Recreation – Owned, Clubhouse, Deed Restrictions, Fitness Center, Golf Carts OK, Playground, Pool, Sidewalks, Tennis Court(s)
Construction Materials
Block
Covered Spaces
2
Direction Faces
South
Exterior Features
Irrigation System, Lighting, Outdoor Shower, Private Mailbox
Garage Spaces
2
Parking Features
Garage Door Opener
Patio And Porch Features
Patio, Screened
Roof
Metal
View
Pool
Financial
HOA Fee
$2,628
HOA Fee Frequency
Annually
HOA Includes
Community Pool, Manager
HOA Name
Southbay Yacht and Racquet
HOA Phone
Rachelle Freed
Tax Year
2025
Taxes
$5,738
Map
Community
- Address272 FOUR KNOT LANE OSPREY FL
- SubdivisionSOUTHBAY YACHT & RACQUET CLUB
- CityOSPREY
- CountySarasota
- Zip Code34229
Subdivisions in OSPREY
- ARBORS
- BAY ACRES – RESUB
- BAY OAKS ESTATES
- BAY STREET VILLAGE
- BAYPOINTE VISTA 1
- BISHOPSCOURT TOWNHOME ONE
- BLACKBURN HARBOR RESIDENCES
- BLACKBURN HARBOR WATERFRONT VILLAS
- BLACKBURN POINT MARINA VILLAGE
- BLACKBURN POINT WOODS
- CASEY KEY
- CORDES COVE
- DRY SLIPS AT BELLAGIO VILLAGE
- EDGEWATER/HIDDEN BAY PH 1 BLDG
- EDGEWATER/HIDDEN BAY PH 3
- HERON BAY CLUB SEC I
- HERON HOUSE
- HIDDEN BAY
- HIDDEN BAY; LAKE VISTA
- LAKE VISTA
- MERIDIAN AT THE OAKS PRESERVE
- NORTH CREEK ESTATES
- OAKS
- OAKS 2 PH 1
- OAKS 2 PH 2
- OAKS 2 PHASE 2
- OAKS 3 PH 1
- OSPREY EXECUTIVE PARK
- OSPREY PARK 2
- PALMER
- PALMS/CASEY KEY
- PARK TRACE ESTATES
- PHASE 2 OF BAY STREET
- PINE RANCH
- PINE RANCH EAST
- PINE RUN I
- PINE RUN II
- PINE RUN III
- RIVENDELL
- RIVENDELL WOODLANDS
- SARABAY ACRES
- SAUNDERS V A RESUB
- SIESTA REV RESUB OF PT
- SORRENTO SHORES
- SORRENTO VILLAS 1
- SORRENTO VILLAS 2
- SOUTH CREEK
- SOUTHBAY YACHT & RACQUET CLUB
- THE OAKS
- TOWNS-END SHORES
- VILLAS AT BELLAGIO HARBOR VILLAGE
- VILLAS AT OSPREY HARBOR VILLAGE
- VILLAS AT THE OSPREY HARBOR VILLAGE
- VILLAS/HARBOR VILLAGE
- WEBBS W D ADD
- WILLOWBEND
- WILLOWBEND PH 1
- WILLOWBEND PH 2
- WILLOWBEND PH 3
- WILLOWBEND PH 4
- WINDSOR LODGE AT THE OAKS
Market Summary
Current real estate data for Single Family in OSPREY as of May 15, 2026
106
Single Family Listed
149
Avg DOM
446
Avg $ / SqFt
$1,361,164
Avg List Price
Property Summary
- Located in the SOUTHBAY YACHT & RACQUET CLUB subdivision, 272 FOUR KNOT LANE OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $1,095,000 and features 5 beds, 3 baths, and has approximately 2,723 square feet of living space, and was originally constructed in 1978. The current price per square foot is $402. The average price per square foot for Single Family listings in OSPREY is $446. The average listing price for Single Family in OSPREY is $1,361,164. To schedule a showing of MLS#n6144313 at 272 FOUR KNOT LANE in OSPREY, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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Courtesy of KELLER WILLIAMS ISLAND LIFE REAL ESTATE. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 272 FOUR KNOT LANE
OSPREY, FL