Set within Rivendell’s 400 acres of lakes, preserves, and open spaces, this Osprey pool home checks the boxes buyers rarely find together: a quiet, established neighborhood, a long list of owner-completed updates, and no CDD fees. If you’re looking for a move-in-ready foundation you can personalize over time, this one deserves a look.
Major updates include:
• NEW ROOF and GARAGE DOOR (2023)
• NEW A/C (2021)
• New dishwasher and garbage disposal (2020)
• New pool pump (2017)
• Irrigation well deepened (2016)
• New pool cage (2015)
• Replumbed (2012)
Inside, high ceilings and abundant natural light create an airy atmosphere throughout. Granite countertops in the kitchen and all bathrooms. The split floor plan separates the primary suite from guest bedrooms, while the main living areas open through sliding glass doors to the covered lanai and private pool, an ideal setup for entertaining or everyday Florida living. The generous 3-car garage adds flexibility for storage, hobbies, or workspace.
Rivendell is known for its scenic preserve setting, walking trails, heated community pool, and peaceful park-like atmosphere. Residents enjoy convenient access to the Legacy Trail, Oscar Scherer State Park, Nokomis Beach, Siesta Key Beach, shopping, dining, and everyday conveniences along US-41. Approximately 1 mile from Pine View School, consistently ranked among the top public schools in the nation.
Low HOA fees, no CDD fees, and a location close to beaches, nature, and everyday conveniences make this a rare find in one of Osprey’s most established communities.
Major updates include:
• NEW ROOF and GARAGE DOOR (2023)
• NEW A/C (2021)
• New dishwasher and garbage disposal (2020)
• New pool pump (2017)
• Irrigation well deepened (2016)
• New pool cage (2015)
• Replumbed (2012)
Inside, high ceilings and abundant natural light create an airy atmosphere throughout. Granite countertops in the kitchen and all bathrooms. The split floor plan separates the primary suite from guest bedrooms, while the main living areas open through sliding glass doors to the covered lanai and private pool, an ideal setup for entertaining or everyday Florida living. The generous 3-car garage adds flexibility for storage, hobbies, or workspace.
Rivendell is known for its scenic preserve setting, walking trails, heated community pool, and peaceful park-like atmosphere. Residents enjoy convenient access to the Legacy Trail, Oscar Scherer State Park, Nokomis Beach, Siesta Key Beach, shopping, dining, and everyday conveniences along US-41. Approximately 1 mile from Pine View School, consistently ranked among the top public schools in the nation.
Low HOA fees, no CDD fees, and a location close to beaches, nature, and everyday conveniences make this a rare find in one of Osprey’s most established communities.
Property Details
Price:
$655,000
MLS #:
A4690226
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
RIVENDELL
Neighborhood:
34229osprey
Listed Date:
Jun 22, 2026
Finished Sq Ft:
2,251
Total Sq Ft:
3,328
Lot Size:
11,245 sqft / 0.26 acres (approx)
Year Built:
1998
See this Listing
Schools
Elementary School:
Laurel Nokomis Elementary
Middle School:
Laurel Nokomis Middle
High School:
Venice Senior High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer, Water Filtration System
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Tile, Hardwood
Heating
Electric
Interior Features
Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
Laundry Features
Inside, Laundry Room
Levels
One
Exterior
Association Amenities
Park, Playground, Pool
Attached Garage YN
1
Community Features
Fishing, Deed Restrictions, Park, Playground, Pool, Sidewalks
Construction Materials
Block, Stucco
Covered Spaces
3
Direction Faces
Southeast
Exterior Features
Irrigation System, Outdoor Grill, Private Yard, Rain Gutters, Sidewalk, Sprinkler Metered
Fencing
Fenced
Garage Spaces
3
Lot Features
Landscaped, Sidewalk
Patio And Porch Features
Covered, Front Porch, Rear Porch
Roof
Tile
Security Features
Security System
View
Pool
Financial
HOA Fee
$721
HOA Fee Frequency
Semi-Annually
HOA Includes
Common Area Taxes, Community Pool, Escrow Reserves Fund, Manager
HOA Name
Kim Payne
HOA Phone
941-922-3391
Tax Year
2025
Taxes
$4,453
Map
Community
- Address816 SHADOW BAY WAY OSPREY FL
- SubdivisionRIVENDELL
- 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 Jun 22, 2026
85
Single Family Listed
158
Avg DOM
463
Avg $ / SqFt
$1,420,012
Avg List Price
Property Summary
- Located in the RIVENDELL subdivision, 816 SHADOW BAY WAY OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $655,000 and features 3 beds, 3 baths, and has approximately 2,251 square feet of living space, and was originally constructed in 1998. The current price per square foot is $291. The average price per square foot for Single Family listings in OSPREY is $463. The average listing price for Single Family in OSPREY is $1,420,012. To schedule a showing of MLS#a4690226 at 816 SHADOW BAY WAY in OSPREY, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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Courtesy of COLDWELL BANKER SARASOTA CENT.. 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. 816 SHADOW BAY WAY
OSPREY, FL
