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$14,750,000

230 N Casey Key Road Osprey, FL 34229
5 Beds 5,009 Sq. Ft
5 Full Baths 1 Half Bath
Courtesy Of Exit King Realty
MLS# N5903161
PROPERTY DESCRIPTION: 
EXTREMELY RARE, one-of-a-kind 8.8 acres Gulf to Bay, secluded, pristine, private executive compound. Start your designs on this fresh canvas and see your dreamscape come alive! Design and build or use the existing structures to improve on. Located on the heart of the barrier island Casey Key, just minutes from downtown Sarasota and Venice, with unique history. 400 ft of private Gulf beach, salt water lagoon with Manatees, bay front views with Dolphins. Heron's Roost is for your generations to come! The existing main house includes 3 bedroom suites, 3.5 bathrooms, 2 fireplaces, grand living room with cypress paneled walls and ceilings, glass front Florida room, renovated custom kitchen. 
Imagine the possibilities! Unobstructed views of the Gulf and Bay!

You have to see the Virtual Tour!!! See the attached Supplement Document Web Page!!!!
FEATURES:
Age: Over 50 Years Old
Amenities: Ceiling Fan
Appliances: Dishwasher, Dryer, Garbage Disposer, Range, Refrigerator, Refrigerator - Wine Storage, Washer
Architecture Style: Ranch
Cooling System: Central A/C, Window Unit(s) A/C
Exterior Type: Wood
Floor Covering: Brick, Tile - Stone, Tile or Stone
Lot Size: 8.83 Acres
Parking Type: Garage - Detached
Roof Type: Unknown
Rooms: Bedroom, Florida Room, Full Bath, Half Bath
View Type: Water

$5,400,000

1044 N Casey Key Road Osprey, FL 34229
5 Beds 6,829 Sq. Ft
6 Full Baths 1 Half Bath
Courtesy Of RE/MAX Alliance Group
MLS# A4121124
PROPERTY DESCRIPTION: 
One of the very few original homes on Casey Key, this 6,829 sq. ft. historic bay-front home with deeded beach access on the private, northern end of the Key is known as Laffin' Place. Once called Treasure Island, Casey Key offers the area’s most esteemed Gulf and Bay front address. Located on over an acre, Laffin’ Place consists of a large estate home, guest/caretaker’s cottage, bunk house and one of the very few boathouses on the island. Originally built in 1937, a large expanded wing was added in 2001. From the gated front entry, you'll step into a serene, oak shaded estate with bubbling fountains, shaded patios and walkways leading out to a sweeping view of Little Sarasota Bay. Within the home you’ll find a professional Chef’s kitchen, with butcher block counters, farm sink, and endless cabinetry in both the kitchen and the expansive breakfast room. The home offers a formal living and dining room, 5 bedrooms, 5.5 baths, family room, lounge, screened veranda, and an upstairs music room/bonus room with an amazing Widow’s Walk seating area where you can see for miles. The master bedroom is surrounded by screened lanai on two sides, with his and hers private bathrooms. The pool deck is accessible from the kitchen, guest bedrooms, front entry and guest cottage. There's deeded beach access to a private beach where you’ll enjoy the most spectacular sunsets found anywhere. Be sure to check the attached video tour for additional photos and drone photography. Laffin’ Place could be your place in paradise!
FEATURES:
Age: Over 50 Years Old
Amenities: Deck, Porch, Patio, Vaulted Ceiling, Wet Bar, Pool, Ceiling Fan, Disabled Access, Mother In Law Suite
Appliances: Dishwasher, Dryer, Garbage Disposer
Architecture Style: Other
Cooling System: Central A/C, Zoned A/C
Exterior Type: Block, Stucco, Wood
Floor Covering: Brick, Carpet, Tile - Stone, Tile or Stone, Wood
Heating Fuel: Electric
Lot Size: 1.2 Acres
Parking Type: Garage - Attached, Open
Roof Type: Metal
Rooms: Bedroom, Bonus Room, Den, Family Room, Florida Room, Foyer, Full Bath, Game Room, Half Bath, In-Law Suite, Media Room, Utility
View Type: Water

$4,500,000

332 N Casey Key Rd Osprey, FL 34229
Courtesy Of Coldwell Banker Residential Real Estate
MLS# A4118964
PROPERTY DESCRIPTION: 
The very definition of Paradise is waiting for you! Exuding Old Florida charm, Casey Key stretches eight miles between Siesta Key and the Island of Venice, running parallel to South Sarasota, Osprey and Nokomis. This property with approximately 2.1 acres has recently been cleared of a former dwelling and offers the perfect opportunity to build your private estate. Extending from Little Sarasota Bay to the Gulf of Mexico this land provides a natural beauty with canopied trees and tropical foliage. On the bay side enjoy an extended dock and 240 feet of waterfront. The gulf side also has 240 feet of ocean front and provides you with your own sandy beach for gathering shells, shark’s teeth or just quietly listening to the waves hitting the shore. Nature abounds with dolphin and manatee navigating the surrounding waters. If walking and bicycling are favorite pastimes, the key provides a wonderful setting for these activities. North Casey Key is designated as a conservation district and residents take seriously the responsibility of maintaining the beauty and solitude offered there. Walking the property you can’t escape a sense of rich history while appreciating this setting as an ideal backdrop for your new home.
FEATURES:
Location: Ocean Front
Lot Size: 2.17 Acres
Sewer: Septic
Special Program: Previews
Style: Other Style

$4,300,000

1224 N Casey Key Road Osprey, FL 34229
5 Beds 3,427 Sq. Ft
4 Full Baths
Courtesy Of Jack Keller Inc., REALTORS
MLS# U7612493
PROPERTY DESCRIPTION: 
Serene 1 acre North Casey Key, Gulf to Bay, private road, beach and dock. 5BR,4 Bath 50's ranch. Rehab or tear down to build dream home. Offered "AS IS"
FEATURES:
Age: Over 50 Years Old
Amenities: Deck, Porch, Patio, Vaulted Ceiling, Ceiling Fan
Appliances: Dishwasher, Dryer, Oven, Range, Refrigerator, Washer
Architecture Style: Ranch
Cooling System: Central A/C
Exterior Type: Block
Lot Size: 1.05 Acres
Parking Type: Garage, Open
Roof Type: Unknown
Rooms: Bedroom, Full Bath
View Type: Water

$2,995,000

32 Blake Way Osprey, FL 34229
8 Beds 13,100 Sq. Ft
10 Full Baths 1 Half Bath
Courtesy Of Bright Realty
MLS# A3995879
PROPERTY DESCRIPTION: 
The Chrysalis, a luxury estate situated on approximately two acres, completely secluded by gorgeous manicured grounds and a private stocked lake. The Main House with over 8,600 sq. ft. of living space includes five bedrooms, seven and a half baths, game room, theater room, wine cellar and a craft room with multiple work stations. The Guest House with over 4,500 sq. ft. of living space includes an additional three bedrooms, three baths, a private retreat, a large recreational area with racquetball/squashcourt, a gym, plus an additional two car attached garage. The Main House features a dramatic entrance, completely custom designed to include a two-car Porte Cochere which is over 20 feet tall and a stunning front door in Bolivian Mahogany. Travertine marble floors grace the main living areas, a massive stone wall surrounds the fireplace, a wet-bar and four sets of French doors leading to the pool deck. The Gourmet kitchen is the heart of the home with custom cabinetry, an 8 burner gas stove, granite counters, stainless steel appliances, a Subzero Refrigerator, multiple sinks, two dishwashers, four ovens, a breakfast bar/island and a beautiful dining area which overlooks the pool deck. Enjoy your favorite movie in the large Theater room complete with Stadium seating or read your favorite book in the expansive Library with cathedral ceilings. The Master Wing is over 1200 sq. ft. with a wood-burning fireplace and a morning bar. Close proximity to State Parks, shopping and the Gulf beaches.
FEATURES:
Age: 6-10 Years Old
Amenities: Vaulted Ceiling, Wet Bar, Pool, Sauna, Ceiling Fan, Hot Tub Spa, Mother In Law Suite
Appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Oven - Double, Range, Refrigerator, Refrigerator - Wine Storage, Vacuum System, Washer
Architecture Style: Other
Cooling System: Central A/C, Zoned A/C
Exterior Type: Block, Stucco, Wood
Floor Covering: Carpet, Marble
Heating Fuel: Electric
Lot Size: 1.88 Acres
Parking Type: Garage - Attached, Open, Oversized
Roof Type: Tile
Rooms: Bedroom, Bonus Room, Den, Family Room, Full Bath, Game Room, Half Bath, In-Law Suite, Media Room, Utility
View Type: Water

$2,995,000

931 Blue Heron Overlook Osprey, FL 34229
4 Beds 6,977 Sq. Ft
5 Full Baths 2 Half Baths
Courtesy Of Signature Sotheby's International Realty
MLS# A4100470
PROPERTY DESCRIPTION: 
Priced $1,000,000 below replacement costs this artistically crafted and beautifully designed residence sits gracefully on a private cul-de-sac within The Oaks Club, one of the area’s most sought-after private Country Club communities located minutes from nationally acclaimed Pine View School and area beaches and waterways. Originally inspired by the Neiman Marcus “Anniversary House” featured on HGTV and skillfully adapted for Florida living, this home shows like a model and harmoniously blends architectural elements, lavish stonework and stunning finishes to create a true work of art that is as beautiful as it is functional. Soaring ash beamed and pecky cypress ceilings, a two-story coral stone fireplace, a grand curved staircase and oversized unique light fixtures adorn the main living area and accentuate the level of finishes and attention to detail throughout. The kitchen, outfitted with custom wood cabinetry, marble countertops, professional appliances, an enormous functional island and a large eat-in area open to the adjacent family room and lanai. The tumbled travertine floors extend to the lanai and seamlessly expand the living space to take full advantage of the multiple covered and uncovered seating areas, outdoor kitchen, fireplace, elevated gazebo with fire pit, and self cleaning salt-water pool and spa with multiple waterfalls. Breathtaking views of the lake and located on newly redesigned golf courses created by world renowned golf course architect.
FEATURES:
Age: 6-10 Years Old
Amenities: Deck, Porch, Patio, Vaulted Ceiling, Barbecue Area, Pool, Ceiling Fan, Hot Tub Spa, Attic, Elevator, Intercom
Appliances: Dishwasher, Dryer, Freezer, Garbage Disposer, Microwave, Oven, Refrigerator, Refrigerator - Wine Storage, Washer
Architecture Style: Other
Cooling System: Central A/C
Exterior Type: Block, Stucco
Floor Covering: Marble, Tile - Ceramic
Lot Size: 0.59 Acres
Parking Type: Garage, Open, Oversized
Roof Type: Tile
Rooms: Bedroom, Den, Full Bath, Half Bath, Loft, Media Room, Utility
View Type: Golf Course, Water

$2,499,999

13 N Casey Key Road Osprey, FL 34229
3 Beds 2,354 Sq. Ft
3 Full Baths
Courtesy Of RE/MAX Alliance Group
MLS# A3991111
PROPERTY DESCRIPTION: 
13 North Casey Key Road Osprey, FL. North Casey Key Estate Property. Large Indoor Swimming Pool, Gulf Front (67X30). Plus Wonderful Deep Sandy Beach. Old Florida Charm With All kinds of Possibilities( renovate or remodel). North End Casey Key Gulf Front Property Close to Blackburn Point Bridge For Easy On & Off the Key. Wonderful Walk Out Sandy Deep Beach. Build Your New North Casey Key Estate or enjoy the old life style of this Florida Classic on this Great Wider Lot. Four Car Block Garage with 12' Door, Large Loft, Great for RV/Camper or Boat Storage, Plenty of Extra Parking Space. Oversized Water Service. Five Foot Bay Easement. Property being Sold AS/IS: Owner Will Consider Financing
FEATURES:
Age: Over 50 Years Old
Amenities: Pool, Ceiling Fan, Hot Tub Spa
Appliances: Dishwasher, Oven, Refrigerator
Architecture Style: Other
Cooling System: Central A/C
Exterior Type: Wood
Floor Covering: Carpet, Tile - Ceramic
Lot Size: 0.8 Acres
Parking Type: Garage - Detached, Open, Workshop
Roof Type: Composition Shingle
Rooms: Bedroom, Full Bath
View Type: Water

$2,200,000

324 Osprey Point Drive Osprey, FL 34229
5 Beds 5,758 Sq. Ft
5 Full Baths 1 Half Bath
Courtesy Of Signature Sotheby's International Realty
MLS# A3990549
PROPERTY DESCRIPTION: 
Nestled on nearly an acre of lush tropical foliage along the banks of North Creek is this extraordinary custom designed estate home and guest house. Truly a world apart, the neighborhood boasts more than 200 acres of pristine Florida foliage with less than 150 homes and is the perfect location for this dramatic residence. An understated facade gives way to clean lines and architectural drama designed for both comfortable living and entertaining. The exceptionally generous combined living and dining room is perfect for entertaining both large and small groups and opens to the dramatic outdoor pool and spa area. The four bedrooms in the main house each provide privacy and flexibility for use as an office, exercise room or studio. The separate two-story guest house boasts walls of glass overlooking the lush grounds and multiple room options, perfect for providing visitors with their own space. The design is brought to life by fine finishes, thoughtful amenities and quality craftsmanship, including Philippineshell stone, Jerusalem marble and bamboo flooring, granite and travertine countertops, bird's eye maple cabinets, premium appliances and fixtures, distinctive built-ins and many other refinements. Positive energy and style resonate from this one-of-a-kind residence. Oaks Bayside is a separate gated bayfront community which has access to The Oaks Club. All of this in a near perfect location just minutes from nationally ranked Pine View School and all that living in the Sarasota area has to offer.
FEATURES:
Age: 11-20 Years Old
Amenities: Deck, Porch, Patio, Pool, Hot Tub Spa, Mother In Law Suite
Appliances: Dishwasher, Dryer, Garbage Disposer, Microwave, Oven, Range, Refrigerator, Refrigerator - Wine Storage, Washer
Architecture Style: Other
Cooling System: Central A/C, Zoned A/C
Exterior Type: Block, Stucco
Floor Covering: Brick, Tile - Stone, Tile or Stone, Wood
Heating System: Heat Pump, Zoned
Lot Size: 0.97 Acres
Parking Type: Garage - Attached, Open, Oversized
Roof Type: Tile
Rooms: Bedroom, Den, Family Room, Foyer, Full Bath, Half Bath, Utility
View Type: Water

$1,999,999

95 Osprey Point Drive Osprey, FL 34229
5 Beds 8,531 Sq. Ft
5 Full Baths 2 Half Baths
Courtesy Of Berkshire Hathaway HomeServices Florida Realty
MLS# A4116615
PROPERTY DESCRIPTION: 
French Chateaux with guest house and 4 car garage in The Oaks Bayside. This incredible Bo MacEwen designed masterpiece was finished in 1997 and major renovations were done in 2001. As you enter the main house you are met with a spectacular wooden double staircase, 25+ foot ceilings, and an enormous crystal chandelier. Old world charm abounds with elegant custom details throughout. Features like custom mill work from floors to ceilings, hand carved wood doors, elegant brass hardware, and pecky cypress beams, all lovingly restored since 2012 including new roof and mechanicals. Master bedroom and second suite are on the main floor with 2 additional on-suite bedrooms upstairs. A beautiful chef’s kitchen, 2 fire places, large closets with lots of storage, and light fixtures that are works of art, complete the interior of this one of kind home. The home is situated on two elegantly landscaped lots covering ¾ of an acre and overlooking a large lake complete with a lighted fountain. The vast covered patio with a slate floor is designed for entertaining with a full Viking kitchen and a huge balcony overlooking the large salt water pool. Situated on the second lot, the 1,000 sqft. Guest house, built in 2001, is a completely self-contained 1 bedroom 1 bath with large kitchen, gorgeous décor and two balconies. The Oaks is located minutes from the top ranked Pine View School and #1 Ranked US Beach, Siesta Key. Membership in The Oaks Club, Sarasota’s Premier Country Club, is available and required. Google the Oaks Club
FEATURES:
Age: 11-20 Years Old
Amenities: Deck, Vaulted Ceiling, Barbecue Area, Wet Bar, Pool, Ceiling Fan, Mother In Law Suite
Appliances: Dishwasher, Dryer, Freezer, Garbage Disposer, Microwave, Oven, Oven - Convection, Refrigerator, Washer
Architecture Style: Other
Cooling System: Central A/C, Zoned A/C
Exterior Type: Block
Floor Covering: Marble, Wood
Heating Fuel: Natural Gas
Heating System: Zoned
Lot Size: 0.76 Acres
Parking Type: Garage
Roof Type: Tile
Rooms: Bedroom, Den, Family Room, Foyer, Full Bath, Half Bath, In-Law Suite, Utility
View Type: Water

$1,799,999

222 Sugar Mill Drive Osprey, FL 34229
5 Beds 5,736 Sq. Ft
5 Full Baths 1 Half Bath
Courtesy Of Signature Sotheby's International Realty
MLS# A4103088
PROPERTY DESCRIPTION: 
As you drive through the gates of this prestigious community, Oaks Bayside (located on 235 acre peninsula w/a portion of Little Sarasota Bay), the beautiful canopied roads will lead you to this exquisite estate sized home set on almost 1 acre lot which backs up to the nature preserve of Historic Spanish Point, a conservation & preservation area. Guided by the owner’s passion & attention to detail this majestic home has been fully renovated & redesigned recently into a contemporary gem w/all kinds of modern facilities, timeless simplicity & alluring combination of formal/informal spaces that works well for both families & individuals. Flawlessly maintained, this home has stunning white marble flooring, soaring ceilings, dramatic wide hallways to showcase extensive art collections, imported stone finishes, one-of-a-kind glass tiles, open living areas w/skylights that make this house sparkle during the day & glow at night, & 3 en-suite bedrooms including an expansive, luxurious master suite that will satisfy the most discerning buyer. Launch your kayak from community dock & if that wasn’t enough, across the street, The Oaks Club, a distinguished Gold Club of the World offers 2 championship golf courses, 12 Har-Tru tennis courts, croquet, a heated pool & 3 dining rooms. This highly sought after community is located close proximity to the city centre, Pine View School, a private elementary/high school for the gifted, & Siesta Key Beach, one of the top rated beaches in the nation.
FEATURES:
Age: 11-20 Years Old
Amenities: Deck, Porch, Patio, Sky light, Vaulted Ceiling, Pool, Hot Tub Spa
Appliances: Dishwasher, Garbage Disposer, Oven, Oven - Double, Range, Refrigerator
Architecture Style: Other
Cooling System: Central A/C, Zoned A/C
Exterior Type: Block, Stucco
Floor Covering: Carpet, Marble
Heating Fuel: Electric
Heating System: Heat Pump
Lot Size: 0.76 Acres
Parking Type: Garage - Attached, Open
Roof Type: Tile
Rooms: Bedroom, Family Room, Foyer, Full Bath, Half Bath
View Type: City
1 | 2 | 3 | 412 Next

Osprey, FL Real Estate & Homes for Sale - 111 Listings Found

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