Welcome to this stunning 2,145 square foot pool home in the premier community of Rivendell where maintenance-free living meets tropical elegance. Positioned on a beautifully landscaped corner lot, this meticulously maintained residence offers timeless style and thoughtful updates throughout. Recent improvements include 2026 irrigation valves, 2025 roof replacement, 2024 pool pump and a 2017 air conditioning system, providing peace of mind for years to come. Go onto the inviting front porch, the ideal setting for morning coffee. Enter through the elegant glass front door into a bright, open foyer filled with natural light. The spacious split floor plan seamlessly connects the great room, formal dining room, kitchen, and cafe, creating an ideal layout for everyday living and entertaining. The chef’s kitchen is beautifully updated with granite countertops, stainless steel appliances, custom wine racks, rich cabinetry, a built-in desk, pantry and breakfast bar. The adjacent cafe features a stunning aquarium window overlooking the sparkling heated pool, an ideal spot for casual meals before heading to the beach. The generous primary suite is a private retreat, offering dual walk-in closets, sliding glass doors to the lanai, and a luxurious en-suite bath complete with solid wood cabinetry, granite countertops, dual sinks, a soaking garden tub, walk-in shower, linen closet, and private water closet. On opposite side of the home, guests will enjoy their own private wing with two bedrooms and a full bath separated by a pocket door. The third bedroom features built-in cabinetry and offers wonderful flexibility, easily functioning as an additional office, study, or peaceful reading retreat. The fourth bedroom at front of the home is suited as a den, office or playroom. The spacious laundry room offers a utility sink, additional cabinetry and ample storage. Outdoor living shines in the screened lanai and beautifully updated paver pool area. The fenced area is ideal for pets, and the expansive patio provides a backdrop for relaxing or hosting gatherings. Rivendell residents enjoy low HOA fees that include lawn and shrub care, a heated community pool, playground and scenic recreational trails all with no CDD fees. The irrigation system is connected to a private well, providing an efficient and cost-effective way to maintain the lush tropical landscaping year-round. This neighborhood offers a private path to Pine View School for the Gifted and borders Oscar Scherer State Park and 200 acres of preserved land. Outdoor enthusiasts will appreciate easy access to the Legacy Trail. Ideally in south Sarasota, this serene enclave offers convenient access to pristine Gulf beaches and sits between Sarasota and Venice for exceptional dining, shopping and cultural attractions. Furnishings are available for purchase!
Property Details
Price:
$639,000
MLS #:
N6143162
Status:
Active
Beds:
4
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
RIVENDELL
Neighborhood:
34229osprey
Listed Date:
Mar 2, 2026
Finished Sq Ft:
2,145
Total Sq Ft:
2,939
Lot Size:
9,866 sqft / 0.23 acres (approx)
Year Built:
2002
See this Listing
Schools
Elementary School:
Laurel Nokomis Elementary
Middle School:
Venice Area Middle
High School:
Venice Senior High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Tile
Heating
Central, Electric
Laundry Features
Laundry Room
Exterior
Architectural Style
Custom, Florida
Association Amenities
Playground, Pool
Community Features
Buyer Approval Required, Clubhouse, Deed Restrictions, Pool
Construction Materials
Block, Stucco
Exterior Features
Irrigation System, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors
Parking Features
Alley Access, Driveway
Roof
Shingle
Security Features
Security System, Security System Owned, Smoke Detector(s)
Financial
HOA Fee
$509
HOA Fee 2
$721
HOA Frequency
Quarterly
HOA Includes
Community Pool, Maintenance Grounds, Manager, Private Road
HOA Name
Casey Key Management
Tax Year
2024
Taxes
$6,288
Map
Community
- Address819 SHADOW BAY WAY OSPREY FL
- SubdivisionRIVENDELL
- CityOSPREY
- CountySarasota
- Zip Code34229
Subdivisions in OSPREY
- ACREAGE & UNREC
- ARBORS
- BAY ACRES – RESUB
- BAY OAKS ESTATES
- BAY OAKS ESTATES UNIT 1
- BAY STREET VILLAGE
- BAYPOINTE VISTA 1
- BAYPOINTE VISTA 2
- BAYSIDE
- BISHOPS COURT AT OAKS PRESERVE
- BISHOPSCOURT AT THE OAKS PRESERVE
- BISHOPSCOURT TOWNHOME ONE
- BLACKBURN HARBOR RESIDENCES
- BLACKBURN HARBOR WATERFRONT VILLAS
- BLACKBURN HARBOR WATERFRONT VILLAS PHASE 2
- BLACKBURN POINT WOODS
- CASEY KEY
- CORDES COVE
- DRY SLIPS AT BELLAGIO VILLAGE
- EDGEWATER/HIDDEN BAY PH 1 BLDG
- EDGEWATER/HIDDEN BAY PH 3
- EDGEWATER/HIDDEN BAY PH II BLD
- HARMS SUB
- HERON BAY CLUB SEC I
- HERON HOUSE
- HIDDEN BAY
- MERIDIAN AT THE OAKS
- MERIDIAN AT THE OAKS PRESERVE
- NORTH CREEK ESTATES
- OAKS
- OAKS 2 PH 1
- OAKS 2 PH 2
- OAKS 2 PH 4-A
- OAKS 2 PH 4-C PT 3
- OAKS 2 PHASE 2
- OAKS 3 PH 1
- OGBURNS T B ADD
- OSPREY EXECUTIVE PARK
- OSPREY HARBOR VILLAGE
- OSPREY PARK 2
- PALMS/CASEY KEY
- PARK TRACE ESTATES
- PHASE 1 OF BAY STREET
- PHASE 2 OF BAY STREET
- PINE RANCH
- PINE RANCH EAST
- PINE RUN I
- PINE RUN II
- PINE RUN III
- RIVENDELL
- RIVENDELL THE WOODLANDS
- RIVENDELL WOODLANDS
- SARABAY ACRES
- SAUNDERS V A RESUB
- SIESTA REV RESUB OF PT
- SORRENTO SHORES
- SOUTH CREEK
- SOUTHBAY YACHT & RACQUET CLUB
- THE OAKS
- THE OAKS BAYSIDE
- TOWNS-END SHORES
- VILLAS AT BELLAGIO HARBOR VILLAGE
- VILLAS/HARBOR VILLAGE
- WILLOWBEND PH 1
- WILLOWBEND PH 3
- WILLOWBEND PH 4
- WILLOWBEND PHASE 3
- WINDSOR LODGE AT THE OAKS
Market Summary
Current real estate data for Single Family in OSPREY as of Mar 15, 2026
116
Single Family Listed
123
Avg DOM
458
Avg $ / SqFt
$1,409,415
Avg List Price
Property Summary
- Located in the RIVENDELL subdivision, 819 SHADOW BAY WAY OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $639,000 and features 4 beds, 2 baths, and has approximately 2,145 square feet of living space, and was originally constructed in 2002. The current price per square foot is $298. The average price per square foot for Single Family listings in OSPREY is $458. The average listing price for Single Family in OSPREY is $1,409,415. To schedule a showing of MLS#n6143162 at 819 SHADOW BAY WAY in OSPREY, FL, contact your CENTURY 21 Carioti agent at 2392986550.
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Courtesy of PREMIER SOTHEBYS INTL REALTY. 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. 819 SHADOW BAY WAY
OSPREY, FL










































