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766 Shadow Bay Way, Osprey, FL 34229

$998,000

Stunning exterior view of home with landscaped front yard, brick driveway, and beautiful roofline at twilight at 766 Shadow Bay Way, Osprey, FL 34229
  • Bedrooms

    4

  • Baths

    3

  • Sq. Feet

    3438

  • Year Built

    1998

  • Days On Market

    2

  • $/SqFt

    $290

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Home Description

Nestled on a quiet street in the highly sought-after Rivendell community, this former model home by renowned custom luxury builder Arthur Rutenberg features 4 bedrooms, 3 full baths, a den, and 2 versatile flex rooms, offering tranquil views of the pond and surrounding preserve. Framed by lush landscaping, the property features an oversized pool with a generously sized spa and ambient lighting, perfect for evening relaxation. Inside, the wide, open floor plan boasts soaring ceilings and abundant natural light, creating an airy and uplifting atmosphere. Multiple living areas flow seamlessly into a spacious kitchen and family room, all opening to a covered lanai ideal for everyday living and entertaining. Just across the street, residents can enjoy the nearby Crescent Park and Playground. The home includes a 2-car garage with an adjacent flex room that can easily be converted into a third garage bay or used as an exercise room, offering added functionality and storage. A rear room, currently used as an office with a built-in desk, offers added flexibility, ideal as a home office, study area, guest room, or multigenerational living space. It also features sliding glass doors that lead to a covered outdoor nook overlooking the lake, complete with a bar area, under-counter refrigerator, and sink. This well-maintained residence has seen thoughtful updates over the years, including a NEWER ROOF (2017), HURRICANE SHUTTERS, SCREEN & PANELS FOR ALL OPENINGS, GARAGE DOOR (2019), PAVER DRIVEWAY (2022), a 5-ton A/C unit (2019), and a 2.5-ton A/C unit (2018) and newer appliances. Move-in ready with solid fundamentals, it also offers opportunities for personalization over time. Rivendell is one of Sarasota County’s most cherished communities, spanning over 400 acres of protected nature preserves with scenic walking and biking trails, a heated community pool, and a peaceful, park-like atmosphere. Residents enjoy easy access to Oscar Scherer State Park (2 miles), the Legacy Trail (2.5 miles), Nokomis Beach (5 miles), and Siesta Key Beach (under 7 miles). The home is also 1.4 miles (walkable and bikable) of Pine View School, ranked among the top public schools in the nation making this an exceptional location for families seeking elite educational opportunities. With no CDD fees and a low HOA, this home offers an unmatched combination of comfort, location, and long-term value in one of Osprey’s most desirable neighborhoods. DON’T MISS THE FULL VIDEO WALK-THROUGH. CLICK THE VIRTUAL TOUR LINK.

  • MLS #: A4652814
  • Address: 766 Shadow Bay Way
  • Levels: One
  • City: Osprey
  • Zip: 34229
  • County: Sarasota
  • Subdivision: Rivendell
  • Community Features: Park,Playground,Pool,Street Lights
  • Elementary School: Laurel Nokomis Elementary
  • Middle School: Laurel Nokomis Middle
  • High School: Venice Senior High
  • Private Pool: True
  • Pool Features: Heated,In Ground,Lighting
  • Water View: Pond
  • Water Frontage: Pond
  • Water Feet: 0
  • Interior Features: Ceiling Fans(s),Central Vaccum,Crown Molding,High Ceilings,Kitchen/Family Room Combo,Open Floorplan,Primary Bedroom Main Floor,Solid Surface Counters,Solid Wood Cabinets,Thermostat,Tray Ceiling(s),Walk-In Closet(s),Window Treatments
  • Appliances: Convection Oven,Dishwasher,Disposal,Dryer,Electric Water Heater,Exhaust Fan,Microwave,Range,Refrigerator,Washer
  • Fireplace Desc: Family Room
  • Floor Covering: Carpet,Tile,Wood
  • Exterior Features: French Doors,Garden,Hurricane Shutters,Private Mailbox,Rain Gutters,Sidewalk,Sliding Doors
  • Exterior Contruction: Block,Stucco
  • Foundation: Slab
  • Front Exposure: Northwest
  • Roof: Tile
  • Building Sqft: 4457

Available now at $998,000

Approximate Room Sizes / Descriptions

KitchenFirstTile
Bathroom 1FirstTile
Bathroom 2FirstTile
Bathroom 3FirstTile
Living RoomFirstTile
OfficeFirstCarpet
Bonus RoomFirstCarpet
DenFirstWood
Great RoomFirstTile
Primary BedroomFirstCarpet
Bedroom 2FirstCarpet
Bedroom 3FirstCarpet
Bedroom 4FirstWood
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 2
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air,Ductless,Zoned
  • Heating: Electric
  • Utilities: BB/HS Internet Available,Cable Connected,Electricity Connected,Phone Available,Sewer Connected,Sprinkler Well,Underground Utilities,Water Connected
  • Lot Sqft: 12724.00
  • Lot Acres: 0.2900
  • Total Acre: 1/4 to less than 1/2
  • Lot Num: 15
  • HOA Fees: $684 Semi-Annually
  • HOA Monthly Amount: $114
  • HOA/Community Assoc: Required
  • Senior Community: False
  • Style: Single Family Residence
  • Maintenance Includes: Common Area Taxes,Escrow Reserves Fund,Management,Pool,Trash
  • Pets Allowed: Yes
  • : 941-487-5600

Neighborhood

The average asking price of a 4 bedroom Osprey home in this zip code is $1,724,271 (72.8% more than this home).

This home is priced at $290/sqft, which is 67.5% less than similar homes in the 34229 zip code.

Potential Great Value

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Financial

  • Approx Payment:$4,855*
  • Taxes:$6,344

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (727) 776-3277 and speak with one of our real estate consultants.

Listing Courtesy of COLDWELL BANKER SARASOTA CENT.. For information or to schedule a viewing of this property (MLS# A4652814), call: 727 776 3277

766 Shadow Bay Way, Osprey FL is a single family home of 3438 sqft and is currently priced at $998,000 . This single family home has 4 bedrooms. A comparable home for sale at 518 Luminary Blvd in Osprey is listed at $749,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures in Osprey, FL. Meridian At The Oaks Preserve, Bayside and Rivendell The Woodlands are nearby neighborhoods. MLS A4652814 has been posted on this site since 6/5/2025 (today).

2025 6/7/2025.

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