One or more photo(s) has been virtually staged. Designed by renowned architect Frank Folsom Smith, this timeless residence is privately positioned on an expansive double lot at the end of a quiet cul-de-sac within The Oaks Preserve. The property is framed by lush conservation views and mature oak canopies and blends classic architectural character with thoughtfully curated updates. Professional lawn care and irrigation are covered by the monthly fees. Designed for both everyday comfort and effortless entertaining, the residence offers 3 bedrooms, 3.5 baths, multiple indoor and outdoor gathering spaces, and a seamless connection to its tranquil natural surroundings. Inside, refined architectural elements, including crown molding, hardwood flooring, custom millwork, vaulted ceilings, plantation shutters, and two fireplaces, create a warm yet elevated aesthetic throughout. The great room opens effortlessly to the screened Florida room and private outdoor living spaces, while the dining room’s built-in serving bar and wine chiller complement the beautifully updated kitchen featuring custom white cabinetry, granite countertops, stainless steel appliances, an oversized island, and curated designer lighting. A Sonos sound system extends throughout the residence. The primary suite serves as a retreat with vaulted ceilings, a bay window sitting area, outdoor access, and a fully renovated spa-inspired bath completed in 2023. Dramatic marble-look tile, a frameless glass shower, dual vanities, and a freestanding soaking tub positioned beneath a skylight create a serene, resort-like experience. Additional baths have also been extensively renovated with elevated finishes and designer fixtures, while the updated laundry room introduces custom storage, shiplap detailing, and functional built-ins with a refined coastal aesthetic. Upstairs, a spacious bonus room with a fireplace opens directly to a newly renovated second-story deck. With a full bathroom, the second floor is an exceptional flex space ideal for guests, recreation, or private lounging among the treetops. Outdoor living is equally compelling, centered around a seven-foot-deep heated pool and spa surrounded by brick pavers, tropical landscaping, and serene preserve views with no rear neighbors. Recent improvements include a new pool heater, filtration system, pump and motor, new lanai screening and aluminum framing, exterior paint completed in 2025, and a new second-story flat roof with a warranty. Located within the gated community of Bishops Court inside The Oaks Preserve, residents enjoy 24 hour guarded gates, maintenance-free living alongside access to one of the region’s premier private club lifestyles, featuring two championship golf courses, Har-Tru tennis courts, pickleball, croquet, a state-of-the-art fitness center, fine and casual dining, and an active social calendar. Golf or Social Membership is required with homeownership. The Oaks Club has been awarded the Platinum Clubs of America, Distinguished Emerald Residential Country Club, and Audubon International Certified designations. Located between Sarasota and Venice, Osprey is known for its natural beauty, waterfront lifestyle, and easy access to everyday conveniences. Residents are just moments from Siesta Key, downtown Sarasota’s dining and cultural attractions, marinas, shopping, Legacy Trail, and the renowned Pine View School, creating an ideal setting for both year-round living and seasonal enjoyment.
Property Details
Price:
$1,289,000
MLS #:
A4691664
Status:
Active
Beds:
3
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
OAKS
Neighborhood:
34229osprey
Listed Date:
May 8, 2026
Finished Sq Ft:
3,112
Total Sq Ft:
4,484
Lot Size:
19,506 sqft / 0.45 acres (approx)
Year Built:
1990
See this Listing
Schools
Elementary School:
Gulf Gate Elementary
Middle School:
Brookside Middle
High School:
Riverview High
Interior
Appliances
Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Brick/Stone, Porcelain Tile, Hardwood
Heating
Central, Electric
Interior Features
Built-in Features, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Primary Bedroom Main Floor, Skylight(s), Solid Wood Cabinets, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
Laundry Features
Inside, Laundry Room
Levels
Two
Exterior
Architectural Style
Cape Cod, Custom
Association Amenities
Cable TV, Clubhouse, Fitness Center, Gated, Golf Course, Maintenance, Pickleball Court(s), Pool, Security, Tennis Court(s), Vehicle Restrictions
Attached Garage YN
1
Community Features
Deed Restrictions, Fitness Center, Golf, No Truck/RV/Motorcycle Parking, Playground, Pool, Special Community Restrictions, Tennis Court(s)
Construction Materials
Cedar, Wood Siding
Covered Spaces
2
Direction Faces
South
Exterior Features
French Doors, Irrigation System, Lighting
Garage Spaces
2
Lot Features
Conservation Area, Cul-De-Sac, Flood Insurance Required, FloodZone, Greenbelt, In County, Near Golf Course, Oversized Lot, Street Dead-End
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Parking Pad
Patio And Porch Features
Covered, Enclosed, Front Porch, Patio, Rear Porch, Screened
Roof
Tile
Security Features
Gated Community, Security Gate, Security System, Smoke Detector(s)
Spa Features
Heated, In Ground
View
Garden, Park/Greenbelt, Pool, Trees/Woods
Window Features
Window Treatments
Financial
HOA Fee
$2,575
HOA Fee 2
$2,400
HOA Fee 2 Frequency
Quarterly
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Community Pool, Escrow Reserves Fund, Maintenance Grounds, Manager, Pool Maintenance, Private Road, Security
HOA Name
Civix Property Management / Kevin Wiegand
HOA Name 2
Oaks Preserve Master Assoc
HOA Phone
941-529-9595
Tax Year
2025
Taxes
$8,394
Map
Community
- Address156 BISHOPS COURT ROAD OSPREY FL
- SubdivisionOAKS
- CityOSPREY
- CountySarasota
- Zip Code34229
Subdivisions in OSPREY
- ARBORS
- BAY ACRES – RESUB
- BAY OAKS ESTATES
- BAY OAKS ESTATES UNIT 1
- BAY STREET VILLAGE
- BAYPOINTE VISTA 1
- BAYSIDE
- BEL-AIR
- BISHOPS COURT AT OAKS PRESERVE
- BISHOPSCOURT AT THE OAKS PRESERVE
- BISHOPSCOURT TOWNHOME ONE
- BLACKBURN HARBOR RESIDENCES
- BLACKBURN HARBOR WATERFRONT VI
- BLACKBURN HARBOR WATERFRONT VILLAS
- BLACKBURN POINT MARINA VILLAGE
- CASEY KEY
- CORDES COVE
- DRY SLIPS AT BELLAGIO VILLAGE
- EDGEWATER AT HIDDEN BAY
- EDGEWATER/HIDDEN BAY BLDG B PH
- EDGEWATER/HIDDEN BAY PH 2 BLDG
- EDGEWATER/HIDDEN BAY PH 3
- EDGEWATER/HIDDEN BAY PH II BLD
- EMERALD WOODS AT OAKS 03 PH 02
- HARMS SUB
- HERON BAY CLUB SEC I
- HERON HOUSE
- HIDDEN BAY
- HIDDEN BAY / LAKE VISTA
- MERIDIAN AT THE OAKS PRESERVE
- NORTH CREEK ESTS
- OAKS
- OAKS 2 PH 1
- OAKS 2 PH 2
- OAKS 2 PH 3
- OAKS 2 PH 4-C PT 3
- OAKS 2 PHASE 2
- OAKS 3 PH 1
- OGBURNS T B ADD
- 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 THE WOODLANDS
- RIVENDELL UNIT 5 THE WOODLANDS
- RIVENDELL WOODLANDS
- SARABAY ACRES
- SAUNDERS V A RESUB
- SIESTA REV RESUB OF PT
- SORRENTO EAST
- SORRENTO SHORES
- SORRENTO SHORES REP OF 2
- SORRENTO VILLAS 1
- SOUTHBAY YACHT & RACQUET CLUB
- TB OGBURNS ADD
- THE OAKS CLUB
- TOWNS-END SHORES
- TRINITY ACRES
- VILLAS AT BELLAGIO HARBOR VILLAGE
- VILLAS/HARBOR VILLAGE
- WILLOWBEND PH 1
- WILLOWBEND PH 2
- 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 May 17, 2026
104
Single Family Listed
152
Avg DOM
446
Avg $ / SqFt
$1,371,667
Avg List Price
Property Summary
- Located in the OAKS subdivision, 156 BISHOPS COURT ROAD OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $1,289,000 and features 3 beds, 4 baths, and has approximately 3,112 square feet of living space, and was originally constructed in 1990. The current price per square foot is $414. The average price per square foot for Single Family listings in OSPREY is $446. The average listing price for Single Family in OSPREY is $1,371,667. To schedule a showing of MLS#a4691664 at 156 BISHOPS COURT ROAD in OSPREY, FL, contact your LPT Realty agent at 813.694.8061.
Similar Listings Nearby
Courtesy of DOUGLAS ELLIMAN. 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 LPT Realty include the name of the listing broker. Neither the listing company nor LPT Realty 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. 156 BISHOPS COURT ROAD
OSPREY, FL
