CASEY KEY Homes for sale in Osprey

All CASEY KEY homes currently listed for sale in Osprey as of 05/21/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Osprey homes for sale or other Osprey real estate, please contact us and one of our knowledgeable Osprey REALTORS® would be pleased to assist you.

- BACK TO ALL OSPREY HOMES -


Sort:
Show:
View:  
  Page 1 of 1  
 
$6,499,000
411 N CASEY KEY RD, Osprey FL 34229
9
BEDS
11
BATHS
9,127
SQFT
$712
$/SQFT
1.10
ACRES
1977
BUILT
"PRICE REDUCED-1.5M-Live like a midcentury Hollywood starlet transported to the modern era in a stunning seaside one-of-a-kind estate. This coveted North Casey Key, 300-foot Gulf of Mexico frontage property consists of two remarkable homes of 4,000 and 5,000 square feet in a completely private walled-in compound consisting of three lots. The main residence has dramatic dark marble floors, oversized crown molding, brass touches and other midcentury decorative accents that turn this residence into a statement piece. Between the two residences, relax by the resort-style pool or cool off after a friendly tennis match. Host a weekend retreat in the equally stunning guest residence. Matching the Art Deco-style of the main house, the guest enclave includes a chef kitchen, dining room and fireplace. Each of the five bedrooms includes an en-suite bathroom. The lushly landscaped residence has sweeping views from multiple balconies and decks and guaranteed stellar sunset views from every angle. Sun, sand, sea and luxury combine to complete this fashionable resort compound. Proximity to downtown Sarasota or Venice with privacy that s hard to match, and now at a price that s hard to beat."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $7,995,000 TO $6,499,000 
$5,950,000
916 N CASEY KEY RD, Osprey FL 34229
6
BEDS
6
BATHS
5,318
SQFT
$1,119
$/SQFT
1.50
ACRES
1973
BUILT
"Location, Location, Location! NEW PRICE Over the bridge to the north end of the beachfront escape of Casey Key you arrive at the tropical oasis of this 3 residence estate w/Gulf of Mexico & Bay views. Once on the property you are amazed by the tropical lush landscaping surrounding the circular drive making it feel like a botanical garden. Through the front doors of the 3 BR main house you have luxurious neutral marble throughout your great room, kitchen & living room. The living room overlooks the Bay, access to the pool, volume ceilings, fireplace & wet bar w/exotic finishes that are sure to WOW. In the kitchen you can enjoy top of the line appliances by Thermador while enjoying friends/family in the living room, or while gathering around the breakfast bar. The master bedroom is the perfect place to relax w/French door access to the pool & Bay. The master bathroom is adorned w/exquisite finishes. The main house has a pool & lanai w/pool cabana, outdoor shower, & Bay views. There is a large patio that extends to the private dock w/lift. Continue to the other side of the estate are 2 guest houses both w/unobstructed views of the Gulf of Mexico for miles. The 1st guest house boasts cathedral columns on the outside, walls of glass, terrace, wet bar & elevator access to all levels, private 200 ft. beachfront & tower balcony to enjoy year-round sunsets. The 2nd guest house is perfect for overflow guests or live in help. Both the main & guest houses have oversized 2 car garages. An estate w/old world elegance."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $6,250,000 TO $5,950,000 
$3,999,000
121 N CASEY KEY RD, Osprey FL 34229
4
BEDS
6
BATHS
4,096
SQFT
$976
$/SQFT
0.49
ACRES
1969
BUILT
"Privacy abounds behind the gated entry to this unique Spanish Mediterranean beachfront home hidden away in tropical splendor on the sparkling blue waters of the Gulf of Mexico. Attention to detail is not lacking in this gorgeous 4 bedroom 5 1/2 bath pool home that was rebuilt in 1991. Unique, charm and character are three words that best describe the ambiance of this island oasis. From the custom wrought iron banister leading up to the master bedroom to the pecky cypress doors to the fun tile colors of the car wash shower you will be impressed with the quality of appointments throughout the house. The quarry tile & wood floors give a feeling of warmth. The large picture windows and sliding glass doors let the light in & offer spectacular vistas of palms, beach and water. Open them and let the tropical breezes flow in! The master bedroom is the piece de resistance of the home with 2 full bathrooms, open air and screened balconies,and a remarkable sitting area with a wet bar. To top it off take the circular staircase to the roof top deck which gives you panoramic views of the bay and Gulf. The swimming pool invites you to it's courtyard setting with an extensive patio area. Just open the house and the entertainment possibilities are endless. The guest quarters over the garage offers a full bathroom and could be used as an art studio, office or exercise room. The appeal of Casey Key begins at the swing bridge on Blackburn Point and extends to the 7 miles of winding road and tropical beauty to behold!"
* PRICE LOWERED - $4,500,000 TO $3,999,000 
$3,950,000
854 N CASEY KEY RD, Osprey FL 34229
4
BEDS
4
BATHS
3,462
SQFT
$1,141
$/SQFT
1.50
ACRES
1975
BUILT
"Check out the 3D Imaging Video! 1.5 acre Gulf-to-Bay Priced to sell on Exclusive North End Casey Key. The private beach with no public access is a luxury of privacy that few places offer & is part of the magic of Casey Key. Majestic sprawling old oaks & cedar trees giving it an unspoiled Old Florida feeling. The large 2 bedroom 2 bath contemporary style main house was built in the early 1970's. Gulf and Bay views from almost every room, high ceilings, a wrap-around courtyard & lots of natural light. The 2 bedroom 2 bath guest house was built in 2002 with stunning Gulf views from the great room & master bedroom, bamboo flooring & Plantation shutters throughout. Downstairs is an over-sized two car garage, a bonus room & a full bathroom. The guest house offers a great opportunity to be on site during a remodel or construction of the main house. This property is over 500 ft deep, 180 ft of Gulf front and approximately 120 ft on the bay. Option to install dock with boat lift on the bay, hydrographic survey is completed. The location is very convenient with Pine View School, ranked in the top ten public schools in the nation, just off the island. Venice airport with 5000 feet of runway accommodates most private jets. Also the Key allows for very easy access to I75, shopping, dining, Sarasota or Venice. From the moment you cross over the historic swing bridge it is apparent you have arrived in a unique place. On the Exclusive North End of the Key, where the road narrows & life slows down, it is extra special!"
* LISTED OVER 120 DAYS 
$3,825,000
1208 N CASEY KEY RD, Osprey FL 34229
4
BEDS
5
BATHS
3,202
SQFT
$1,195
$/SQFT
1.19
ACRES
1950
BUILT
"Experience all the warmth and charm that this 1950 Old Florida beach house has to offer on exclusive North Casey Key. Rarely do you find privacy and exquisite walking beach in tandem. Set on beautiful oak studded grounds spanning 100 feet of pristine beachfront and bay frontage complete with boat dockage, this home is the epitome of casual island living. Upon entering the home, the open living room has exposed pecky cypress beams and a fireplace with cypress and Crab Orchard stone catch your eye. Yellow pine floors, new kitchen elements including marble countertops, new floors, stove, microwave, buffet with display shelving, a built-in planning desk and tongue & groove cypress paneling are featured. The family room has great views through the French doors to the Bay and is situated adjacent to an office replete with bookshelves and a sitting area. On the first level are 2 en-suite bedrooms with updated baths. An additional full bath is located near the family room and kitchen. The pecky cypress staircase ushers you to the spacious master suite with a fireplace and a tongue & groove cypress mantle. Along with his and her baths there is a spacious walk-in closet and French doors onto the bayside terrace. A bunkroom that sleeps 6 is also located on the 2nd floor. Impact rated windows were added in 2011. Enjoy the slow pace of this incredible island where there are no traffic lights or commercial development only the sound of lapping waves and the relaxed pace of the privileged few who call Casey Key home."
$3,450,000
608 N CASEY KEY RD, Osprey FL 34229
5
BEDS
3
BATHS
3,086
SQFT
$1,118
$/SQFT
1.50
ACRES
1916
BUILT
"This prime 1.5 acre property has 175 ft. of Gulf front and 175 ft. of Little Sarasota Bay front and is more than 450 ft. deep. Secluded by mature oaks, palms, pines, agave and an enormous banyan tree, the rustic residence has changed little since it was built in 1916. It's unlikely the Old Florida homestead, constructed of pecky cedar can be salvaged, but perhaps the 10 ft. ceilings, hardwood floors, 4 fireplaces, original blown glass sconces, French doors and lunette windows will provide an inspiration to the buyer. Submerged pilings that extend into Little Sarasota Bay is evidence of an old dock that once stood on the property. Construction of a new dock would complete what could be one of the finest estates on Casey Key. OF NOTE: This is one of the first homesteads on Casey Key and is said to have served as lodging for adventurers and their guides who arrived by boat to hunt the lushly vegetated 8 mile long barrier island at the turn of the century. Seller may consider some financing."
* LISTED OVER 120 DAYS 
$2,995,000
410 N CASEY KEY RD, Osprey FL 34229
3
BEDS
3
BATHS
2,006
SQFT
$1,493
$/SQFT
1.45
ACRES
1971
BUILT
"Stunning residence nestled on an oversized, sub-dividable 1.45-acre lot along the shores of Little Sarasota Bay, located in the exclusive residential barrier island of Casey Key. This amazing property may be sub-divided, and another residence can be built. Deeded Beach access to the Gulf of Mexico and two docks for many vessel types allow exciting days on the water. A modernized home with 3 bedrooms of which two are master suites. The first level with en-suite bath has tranquil views of the bay and pool, an upper-level master was an addition to the home in 2004 with tray ceiling, ipe wood flooring and overlooks the expansive property from a private balcony. A stylish bathroom with double walk-in shower has a view to the Gulf of Mexico. Celebrate a casual coastal life from the great room and kitchen areas which wraparound the sparkling pool. Outdoor living and entertaining revolve around the adjacent decks, all while soaking in the tempting views. On a practical note: all very well maintained with newer AC s, roof, and impact windows. Minutes to culturally rich downtown Sarasota, shopping, restaurants, Legacy Bike Trail and Pine View School. The North end of Casey Key is where your pulse slows, and time stands quite still, but just for the few who claim this idyllic lifestyle."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,250,000 TO $2,995,000 
$2,750,000
1027 N CASEY KEY RD, Osprey FL 34229
4
BEDS
3
BATHS
2,990
SQFT
$920
$/SQFT
0.42
ACRES
1991
BUILT
"Cross over a historic swing bridge into the serenity of private North Casey Key. Here, in this tranquil community nestled along a winding island road, is a rare opportunity to own a slice of paradise not on the market for 40 years. The custom-built, Key West styled residence lays a short distance from the exclusive Casey Key beach. Come home to collect sand dollars and shark teeth, fish from your backyard and absorb pristine Gulf-front views. An intelligent, elevated coastal design centers a modern floor plan around a soaring vaulted great room. Four bedrooms plus a loft allows ample space for guests and family retreats. Walls of windows with transom details and doors open onto an expansive deck, where the wide-open views of the turquoise waters of the Gulf of Mexico steal your breath away. Recent upgrades include new paint inside and out, a new metal roof in 2016, 2 new AC units in 2018, updated LED lighting and on a practical note, the home has electric roll down shutters for peace of mind. The lower level garage accommodates five to six vehicles. Remember, you can own a home anywhere, but there is a limited number of opportunities to live on North Casey Key Road. Balance, privacy and proximity with nearby Sarasota, Venice, Pine View School, Legacy Trail, shopping, dining and I-75 from the tranquility of an island retreat."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,995,000 TO $2,750,000 
$1,299,000
12 N CASEY KEY RD, Osprey FL 34229
3
BEDS
3
BATHS
2,657
SQFT
$489
$/SQFT
0.50
ACRES
1978
BUILT
"Views, privacy and exclusive deeded access to a rare section of private beach are found in this adorable North Casey Key beach house. A brand new Owens Corning roof system comes with a 50-year transferable warranty. The great room s vaulted beamed ceiling features a fireplace and captivating views out the sliding glass doors. An oversized deck across the back of this home is the perfect place to entertain and enjoy the bayfront where nature abounds. The kitchen features a center island, breakfast nook and living/dining space overlooking the waterways. Spiral stairs lead to the entire 2nd floor, which is currently a dedicated master suite. This floor includes a small 2nd bedroom for a nursery, den or reading room. On the main floor, the 3rd bedroom has equally impressive waterfront views and a private balcony. Situated on half an acre with more than 90 feet of bayfront, the dock has 3-4 feet of water for boat access. This home is on a beautiful parcel, tucked way back from the road, yet provides easy on and off the key access via Blackburn Point Rd. The deeded beach easement is 5 feet wide and also provides 20 feet of beach frontage for all the sunbathing, shell seeking, relaxation and sunsets that your heart desires. Conveniently located between Sarasota and Venice, this is truly a special place to call home."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,335,000 TO $1,299,000 
 
View:  
  Page 1 of 1  
 



One Moment Please..

Please create your FREE account to enjoy all of our features!
Name (first/last)
 
Email Address
Phone


Already Registered? Sign In.