Osprey Real Estate, Homes and Condos for sale

All Osprey homes currently listed for sale in Osprey as of 06/24/2017 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.


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$14,500,000
1160 N CASEY KEY RD, Osprey FL 34229
5
BEDS
8
BATHS
10,125
SQFT
$1,432
$/SQFT
2.00
ACRES
2009
BUILT
"Welcome to EVENTIDE. This gated, impeccably designed estate, privately positioned on the treasured N. end of Casey Key, sweeps from a sandy walking beach on the Gulf of Mexico to a protected yachting lagoon on Blackburn Bay. Composed of over 10,000 sq. ft. & designed to celebrate family & guests, this astonishing estate inspires a spirit of togetherness that integrates with the art of waterfront living. Crafted with a range of the world's most coveted woods, luxury finishes, & modern conveniences, the property is built to exacting coastal standards with dramatic focus on stunning water views. Formal & casual spaces unite elegantly, including the living room with cypress wood beams, Bayfront billiard room & deluxe kitchen. The expansive bedroom floor features a guest wing of three suites, while the private master wing hosts two individual baths & a spacious office that could create a fifth bedroom, media suite or nursery. Additional spaces for recreation & relaxation have been accomplished to make use of every inch of the estate. Arched windows & French doors line the living room & open to the dazzling outdoor spaces; including a two-story lounge with fireplace & summer kitchen, & an open stone terrace with infinity pool. Elevator access & garages for nine vehicles add ultimate convenience. Enjoy boating from the deep water dock, with a 2nd dock for additional watercraft. Casey Key is a haven of serenity, minutes from shopping & a world-class private golfing, tennis & dining club."
* LISTED OVER 120 DAYS 
$8,900,000
411 N CASEY KEY RD, Osprey FL 34229
9
BEDS
11
BATHS
9,127
SQFT
$975
$/SQFT
1.10
ACRES
1977
BUILT
"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 black 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."
$4,599,000
144 N CASEY KEY RD, Osprey FL 34229
4
BEDS
5
BATHS
5,397
SQFT
$852
$/SQFT
0.60
ACRES
2003
BUILT
"ITS TIME! Majestic beauty and impeccable quality distinguish Villa dei Sogni from other properties. Designed for luxurious entertaining, this refined residence has hand carved, imported limestone and the finest craftsmanship. Situated on exclusive North Casey Key, the views of the Gulf of Mexico and Intracoastal Waterway are pristine. Both the exterior and interior are accented with hand carved limestone imported from the Middle East. The two sided fireplace, staircase railings, architectural columns, and olive branch accents added over a million dollars in materials alone. A truly impressive sight to see. Private boat dock, gulf beach easement, manicured grounds and rooftop sunset observation deck area. Two master suites, upper-level office with full views of the Gulf of Mexico. Oversized and air conditioned three car garage. Nothing was left out when creating this masterpiece. It is truly constructed like a fortress. Allow me to show you this magnificent property to you."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $4,900,000 TO $4,599,000 
$4,450,000
532 N CASEY KEY RD, Osprey FL 34229
5
BEDS
6
BATHS
6,024
SQFT
$739
$/SQFT
0.73
ACRES
2002
BUILT
"Villa Crescendo is the epitome of harmony blending the views and sounds of the beach and bay waters from every room. Casey means a proclamation of peace that truly defines exclusive Casey Key. If you are looking for tranquility, privacy and a quality home for a family retreat you have found it! Whether it’s a sunset walk on the beach, an afternoon swim in the pool or an early morning fishing excursion from your dock you can have it all. A Phipps Designed residence built in 2002 features quality construction pilings, stucco over concrete block, 2008 impact windows and glass, 4 car garage with 1rst floor storage and air conditioned play area. The first living level has the wow factor of 2 story dramatic living room with a double sided fireplace that faces the more casual family, kitchen and eating areas. Oversized light squares of marble floors create cool elegance. The 5th bedroom on the first level is positioned away from the 3 other upstairs guest rooms, all with en suite baths, an entertainment area, separate entrance, screened terrace, and an elevator that goes to all floors. The Master suite with a double door entry has his and her baths, closets and another private screened terrace. Located on the North end of the key you have easy access to the mainland for shopping and cultural activities. Nearby is a private airport and the exclusive Oaks Country Club, well known for its championship golf, tennis and dining. A treasure rarely found!"
* LISTED OVER 120 DAYS 
$4,100,000
1224 N CASEY KEY RD, Osprey FL 34229
4
BEDS
4
BATHS
3,427
SQFT
$1,196
$/SQFT
1.05
ACRES
1956
BUILT
"Privacy: Check, Beach: Check, Old Florida Charm: check, Tranquility: Check. Your beach bungalow dream now realized on the pristine Island of Casey Key. Live in while you design your dream home on the very private north end, or this little jewel maybe worth saving if you like old Florida charm with a casual beach vibe. The overall living space is 3,427 square feet with 4 bedrooms and 4 baths. Gulf to bay property amongst multi million dollar luxury homes with miles of walking beach. 100 feet on the bay for boating and 100 feet on the white sandy shoreline. Call for a confidential showing when your privacy is a must. Sold AS IS."
$3,499,000
730 SARABAY RD, Osprey FL 34229
4
BEDS
6
BATHS
6,308
SQFT
$555
$/SQFT
2.00
ACRES
2011
BUILT
"This waterfront estate sits on 2 acres of manicured grounds. From the moment you enter the property through the private security gate, you will understand just how exquisite this home and property is. As the paved drive guides you towards the home, you are greeted by a pond accented with a lovely fountain. A majestic two-story home stands ahead, waiting for you to walk through it's massive solid wood front door. Enter and you will immediately be met with stunning views of the intracoastal through a bank of tall windows. Soaring custom tray, coffered and ship lap ceilings are overhead while wide plank, light oak hardwood floors accompany you throughout the home. A calming serenity is offered in the first floor master bedroom suite where a superlative view of the intracoastal offers peaceful solitude. The luxurious master bath quietly invites you to surrender to its spa-like ambiance. On the opposite side of the first floor you will find a well equipped gourmet chef's kitchen, wine bar, generous entertaining areas, and a distinctive office. Stairs or elevator take you to the second floor to discover three additional bedrooms with private baths, plenty of closet space, and an added bonus room. Back on the first floor you can step out onto the back patio to find a picture perfect entertainment area complete with saltwater pool, spa, propane fire pit and outdoor kitchen. Stroll down to the private dock, complete with boat lift, and your tour is complete."
* LISTED OVER 120 DAYS 
$3,499,000
420 N CASEY KEY RD, Osprey FL 34229
5
BEDS
9
BATHS
5,836
SQFT
$600
$/SQFT
0.55
ACRES
1968
BUILT
"Prepare to say Wow upon entering Jasmine by the Bay, a custom residence on coveted North Casey Key, re-built in 2005-2006 by The Island Building Company. Designed with ease of living in mind and loaded with the charm and character of Coastal Traditional architecture. Featuring every imaginable function for the active family, the floor plan is smartly designed with 3 large ensuite bedrooms on the 1st level, caretaker’s suite with separate entrance; exercise room with steam shower; wine storage; elevator; laundry room; reading room with built in cabinetry; an inviting living room with fireplace and walls of glass opening to stunning bay views. The 2nd floor consists of a spacious kitchen/family room with fireplace, separate dining, office, screened covered balcony with outdoor kitchen, master suite with separate baths, and 2nd laundry room. The Wolf/Subzero kitchen is equipped with 2 sinks, a large island, beautiful cherry cabinetry and large pantry. Outdoor features include a salt system heated pool and spa, cabana with full bath, additional bedroom or exercise room; trex covered dock, and deeded beach access. The island's low density combined with convenience to the historic walking town of Venice with a municipal airport, shopping, dining, and easy access to I-75, puts you minutes from UTC Mall, downtown Sarasota, SRQ airport, and cultural amenities galore. This is a tremendous value for bayfront living on the highly desirable quiet North Casey Key."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,950,000 TO $3,499,000 
$3,495,000
0 PALMETTO AVE, Osprey FL 34229
4
BEDS
5
BATHS
4,827
SQFT
$724
$/SQFT
1.20
ACRES
2017
BUILT
"Looking for a little peace and quiet and big Bay views? Consider this dream home designed by esteemed architect, Clifford A. Scholz, a little further south of downtown Sarasota and capitalize on the savings. When you consider the “all-in” price for this proposed Perrone constructed new home on an idyllic stretch of bay frontage vs. Bird Key or Harbor Acres, the short drive equals substantial savings. Located just south of The Oaks and Spanish Point on a Canopy Road with approximately 1.2 acres and spanning 120’ of Bay frontage this British West Indies style home is comprised of approximately 4800 sq. feet, 2 master suites, 2 guest bedrooms, all 5 star luxurious finishes, concrete block construction, convertible indoor/outdoor living room with wood burning fireplace and is situated amongst impressive luxury homes and noteworthy owners. Boaters will appreciate the long dock to depths accommodating 30+ foot craft and the old covered boat slip just itching to be remodeled. Located in A11 with 12’ minimum elevation. A new home on a piece of Old Florida land just doesn’t get any better."
* LISTED OVER 120 DAYS 
$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."
$3,250,000
1027 N CASEY KEY RD, Osprey FL 34229
4
BEDS
3
BATHS
2,990
SQFT
$1,087
$/SQFT
0.40
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, 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."
* PRICE LOWERED - $3,490,000 TO $3,250,000 
$3,199,900
136 OSPREY POINT DR, Osprey FL 34229
7
BEDS
9
BATHS
8,843
SQFT
$362
$/SQFT
0.67
ACRES
2005
BUILT
"Fantastic opportunity to own this prestigious home in The Oaks Bayside. You will be immediately impressed with the Georgian style of architecture as you first approach the circular driveway and the lush tropical foliage. The front facade of this home is picture perfect! This gorgeous home has undergone an extensive $1M dollar renovation that will satisfy the most discerning buyer. As soon as you enter this estate home you will walk through custom double mahogany doors and enter the grand foyer featuring 22 ft ceilings with custom molding throughout. This immaculate home features Brazilian cherry wood flooring, renovated chef's kitchen, customized entertainment area, bar area that will seat up to 6 guests with a 150-bottle wine cooler, elaborate one-touch lighting system, and a $100k air filtration system. This home boasts two master suites ideal for ample closet space and dressing areas, a formal dining rm, stunning home office, and of course a home theater rm! As you walk out onto the terrace you will enjoy breathtaking expansive views of the bay and GOM. Imagine watching amber sunsets from your spacious stone patio w/ an infinity edge pool/spa and outdoor kitchen to entertain your guests. 1st floor features imported onyx and marbled walls, a 1000+ sq ft 4-car gar. w/ imported porcelain tiles, a lrg. laundry rm with 3 marble counter tops, a spacious start of the art fitness studio, and a 2 bdrm. 900 sq. ft. guest apart . Enjoy all of the amenities The Oaks has to offer!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $3,449,900 TO $3,199,900 
$3,000,000
162 OSPREY POINT DR, Osprey FL 34229
4
BEDS
5
BATHS
6,807
SQFT
$441
$/SQFT
0.63
ACRES
2007
BUILT
"Secluded sanctuary for nature lovers. Luxury home can often be an oxymoron. The luxury may exist, but what makes a house a “home”? This property answers that question, as it embodies the true meaning of the phrase. The classic elegance of this residence never overshadows the comfortable living it allows you & your guests to enjoy, while surrounded by the finest in materials, details and amenities. You know from the minute that you approach, that this 4 bedroom, 4.5 bath is going to exceed all expectations as soon as you arrive on the private, secluded grounds within The Oaks Bayside. One look at the brass front doors, handmade in Ecuador, & you know you must see all the interior has to offer. From 16th century Tuscan, an amazing transition from Renaissance to Art Deco takes place as you step over the threshold. Looking up from the gleaming Calcutta gold marble floors you take in the sweeping stairway & Art Deco columns. Exploring the rest is the real treat! Every room reveals another treasure.The 56’ lanai & pool deck are accented by a salt water infinity pool, six-person hot tub & Balinese style waterfall & lily pond. The master suite is a luxurious retreat with an extra-large glass, tile & marble steam shower; his-and-hers walk-in closets & a cedar closet. Enjoy all the other custom features this home offers; a 37KW generator, well-fed sprinklers, hurricane glass rails on all three terraces, fire pit on the widow’s walk, wine storage & so much more. You truly must see this home to appreciate it!"
$2,695,000
521 S SHORE DR, Osprey FL 34229
4
BEDS
5
BATHS
4,472
SQFT
$603
$/SQFT
0.90
ACRES
2017
BUILT
"PRE-CONSTRUCTION TO BE BUILT, sited on the Intracoastal Waterway. The Mindera Model of John Cannon Homes with nearly 4500 square feet of living area (6658 sf total under roof) has 4 bedrooms, 4.5 baths, a den and a Bonus room, photos courtesy of John Cannon Homes. A 3-car garage and a spacious pool area with an outdoor kitchen all are overlooking the Intracoastal Waterway across from Casey Key. A brand new boat dock is already in place. It can accommodate a boat lift for a small boat or there are deep water boat slips available at the Sorrento Shores marina. Buyers have the ability to customize or purchase Lot separately and may design their own plans. Please see vacant lot listing under MLS #A4161427. Enjoy Gulf sunsets that paint the sky vibrant & inspiring palette of colors. This parcel is one of the last developable properties available of this size and quality along the Intracoastal Waterway in Sarasota County. This serene lot in Sorrento Shores is tucked away from the hustle and bustle, yet located close to Venice and Sarasota. Some of the best of dining, entertainment, and shopping just minutes away from your private Floridian oasis."
* LISTED OVER 120 DAYS 
$2,475,000
418 N CASEY KEY RD, Osprey FL 34229
4
BEDS
3
BATHS
2,334
SQFT
$1,060
$/SQFT
0.23
ACRES
1957
BUILT
"Welcome to your private, care-free beachfront getaway located directly on the Gulf of Mexico on coveted North Casey Key. A spectacular view of turquoise waters greets you from the moment you walk through the front door. The vibrant seascape décor in this open floor plan will delight your senses. The culinary enthusiast will appreciate the contemporary eat-in kitchen with its ample space to share cooking with family and friends. There are 4 bedrooms, with one currently utilized as an office. Outside, enjoy the newly planted colorful gardens, and a large patio overlooking the Gulf where you can soak up the sun, enjoy the gentle sea breezes, or simply relax and take in the magnificent sunsets from the private cove beach setting. The home has been updated in 2014 with new washer/dryer, new hot water heater, PVC piping, coastal Carrier HVAC, and windows are hurricane compliant. Casey Key, unique with fewer than 400 single family homes, is conveniently located between Siesta Key & the historic walking town of Venice with a municipal airport, boutique shopping and great dining. With easy access to I-75, you are minutes from the UTC Mall, downtown Sarasota, SRQ airport and cultural amenities galore. Come live the good life on this beautiful island paradise."
* LISTED OVER 120 DAYS  * PRICE INCREASED - $2,325,000 TO $2,475,000 
$2,195,000
412 BAYSHORE DR, Osprey FL 34229
3
BEDS
4
BATHS
3,533
SQFT
$621
$/SQFT
0.83
ACRES
2004
BUILT
"Paradise Found! This private waterfront estate built by John Cannon in 2004 is situated on almost an acre with 162ft of waterfront footage offering panoramic views of Little Sarasota Bay and extraordinary sunsets over Casey Key. A private setting, a long paver brick drive winds past mature Florida friendly landscaping and a variety of fruit trees leading up to a porte-cochere and striking double glass entry doors. The residence, 3,533 AC sf, rests on one level, custom built for wheel chair access. This desirable Great Room plan includes a Master Suite with luxurious bath and Private Sitting Room; 2 Guest Bedrooms with Baths, Formal Dining, Office, Laundry / Mud Room, Walk-in Pantry, Powder Bath, Inside AC Storage and a Two Car and One Car Garage. The screened Lanai opens with a remote onto an expansive pool deck. An infinity edge pool, heated spa, outdoor kitchen and gas fireplace compose the perfect spot for outdoor entertaining. A long dock with 8K boat lift offers another quiet spot to watch the sunsets. A gas Fireplace is a focal point that separates the Dining room and provides cozy ambiance on cool winter nights. Adjacent to the great room, the spacious, eat-in kitchen features beautiful wood cabinetry, granite countertops and backsplash, stainless steel appliances, breakfast bar / island and an office nook. Thoughtful upgrades include 13ft stepped and decorative ceilings, 10ft ceiling in bedrooms, hurricane shutters throughout with some operated remotely, 2 zoned HVAC & a 17.5 KW standby generator."
$1,971,000
285 SUGAR MILL DR, Osprey FL 34229
4
BEDS
6
BATHS
5,578
SQFT
$353
$/SQFT
0.68
ACRES
1989
BUILT
"Set gracefully amidst the lush landscaping in The Oaks Bayside, this stunning residence embodies style, sophistication and understated elegance at every turn. Idyllically positioned, this walled and gated lakefront estate features a beautifully designed 2 or 3 bedroom main house with attached garage, a 1,200-square-foot 2 bedroom guesthouse, 2 dramatic lakefront pools and a separate air-conditioned, 2-car garage that could also be used as a pool cabana or private gym. Unique architectural elements and high-end finishes include solid wood doors, perimeter crown molding, tray ceilings, marble and wood flooring and French doors. The living and dining rooms open completely to the lakefront pool and capture the gentle cool breeze flowing across Little Sarasota Bay. The kitchen is open to the family room and includes rich cherry wood cabinetry, granite countertops, large island, professional appliances and walk-in pantry. The family room opens to both pool areas and provides access to the guesthouse across the shared courtyard. Oaks Bayside is a gated Bayfront community and part of The Oaks Club, one of the areas most exclusive private clubs and recent recipient of the Distinguished Emerald Club of the World award from BoardRoom magazine, representing the top 4% of all private clubs. The Oaks Club is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area beaches and all that Gulf Coast living has to offer."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,150,000 TO $1,971,000 
$1,895,000
324 OSPREY POINT DR, Osprey FL 34229
5
BEDS
5
BATHS
5,758
SQFT
$329
$/SQFT
0.97
ACRES
1998
BUILT
"Perfectly positioned along North Creek in the Oaks Bayside, this architecturally significant and beautifully designed residence is uniquely representative of what modern buyers are looking for in a home. Understated elegance, clean lines, dramatic windows, high ceilings and a functional floor plan combine to create a modern living space. The design is brought to life by fine finishes and quality craftsmanship including Philippine shell stone, Jerusalem marble and maple wood flooring, granite and travertine countertops, Birdeye maple cabinets, premium appliances, and many additional refinements. The combined living and dining room is perfect for entertaining and opens to the outdoor pool and spa area. For more casual entertaining, the large kitchen and breakfast nook flow seamlessly into the family room as well as to the outdoor living space. The four bedrooms in the main house each provide privacy and flexibility for use as an office, studio, etc. The separate guesthouse boasts walls of glass overlooking the lush grounds and multiple room options perfect for providing visitors with their own space. Oaks Bayside is a gated Bayfront community and part of The Oaks Club, one of the areas most exclusive private clubs and recent recipient of the Distinguished Emerald Club of the World award from BoardRoom magazine, representing the top 4% of all private clubs. The Oaks is just minutes from Downtown Sarasota and of all restaurants, nightlife and cultural activities living on the gulf coast has to offer."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,995,000 TO $1,895,000 
$1,825,000
854 MACEWEN DR, Osprey FL 34229
4
BEDS
6
BATHS
9,081
SQFT
$201
$/SQFT
0.78
ACRES
2003
BUILT
"Immerse yourself in luxury! One of the most exquisite estate offerings is nestled within the Oaks most distinguished Clubside enclaves. This incomparable dream unfolds over 9,000 square feet of quality craftsmanship including automated smart home technology. The expansive gourmet kitchen hosts cherry cabinetry, double thick granite counter tops with commercial grade stainless steel appliances. The kitchen is open to a family room which flows into a billiard or game room area which hosts an extensive wet bar area. This state-of-the-art and comfortable home is ideal for a large family while being an entertainer’s dream. This 4 bedroom estate holds a first level master suite which is a haven of elegance and tranquility. There is an ideal space for a nursery or exercise room directly off the master suite. You can also work comfortably from home in the private, wood paneled fireplace office. The home has a private bedroom with separate entrance which is ideal for maid quarters or in-law suite. The second level hosts a large theater room, separate sitting space and outdoor screened patio area. This home of boundless warmth and timeless style extends to the outdoor living space with large pool, cascading stone spa and elegant gas flames. This sprawling gem embraces laid back Florida luxury! Club Members enjoy championship golf courses, spectacular dining & social activities. *Seller will contribute $10,000 towards membership on behalf of the Buyer with an accepted contract by June 30th, 2017. *"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,849,999 TO $1,825,000 
$1,800,000
168 COASTAL HAMMOCK CT, Osprey FL 34229
3
BEDS
4
BATHS
4,924
SQFT
$366
$/SQFT
0.48
ACRES
1993
BUILT
"Bayfront in the Oaks. Custom designed walled Mediterranean estate in private cul-de-sac location with a 5 stop elevator. Views from several locations showcasing the gulf and the bay. Very livable floor plan with expansive master suite offering a separate sitting room and newly finished octagonal master bath. Upstairs guest area has it's own media room and small bar. Solid wood doors, extensive woodwork and built-ins, impact doors and windows, top floor sun deck, hand carved stone fireplace and entry columns lend a distinctive elegance to the house. Shellstone entry of 14' vaulted ceiling, banked by French doors and windows overlooks a suspended pool deck bordering the back lawn and preservation area. Kitchen features new appliances of Sub-zero, Asko and island cooktop surrounded by granite. Small wet bar with wine refrigerator is adjacent to the family room. This home is filled with light because of the generous windows and doors and the privacy and quiet is outstanding. Canoeing and kayak water from back. No dock allowed. A spectacular location in the best country club in the area with it's 36 holes of championship golf, 12 hard-tru tennis courts and its gourmet dining and active social schedule. Membership in the Oak's Club is required."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,870,000 TO $1,800,000 
$1,690,000
393 NORTH POINT RD #1002, Osprey FL 34229
3
BEDS
3
BATHS
3,738
SQFT
$452
$/SQFT
2001
BUILT
"Discover this unique, sophisticated penthouse overlooking the wildlife of pristine Little Sarasota Bay. Beautiful Gulf of Mexico sunsets are yours to enjoy year round. Through a private elevator foyer the interiors are a welcoming experience in chic and elegant living. The attention paid to every detail in this 3700 sq ft residence is manifested in custom millwork, Sub-Zero wine vaults, soundproof media room, Lutron lighting system, and handsome travertine floors. The waterfront balcony has motorized screens; a convenience found solely in this unit. The Neff designed kitchen features Birdseye maple cabinetry, Miele double ovens, a Thermador induction range, movable center island, two Fisher Paykel dishwashers, and a triple sink. The master bath has a steam shower, jetted tub, lighted onyx counters, and his and hers custom closets. Two balconies, sunrise and sunset, lighted art niches, sound system throughout, a two car front facing garage, and a fitness center and resort swimming pool and spa just steps from your door complete your fabulous lifestyle. Membership in southwest Florida’s finest country club, The Oaks Club, offers two 18 hole championship golf courses, tennis, croquet, an Olympic size swimming pool, casual and gourmet dining, social activities throughout the year, and a state-of-the-art fitness center opening Spring 2017."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,895,000 TO $1,690,000 
$1,650,000
145 SHORELAND DR, Osprey FL 34229
4
BEDS
5
BATHS
4,112
SQFT
$401
$/SQFT
0.51
ACRES
2004
BUILT
"Look no further! Exceptional property, exceptional value. 151 feet of waterfront offers stunning views of the Intracoastal Waterway & South Creek Bayou. Custom designed & built in 2004, this lovely residence presents both tasteful & timeless architecture. Come experience outstanding Florida outdoor living featuring wraparound terraces upstairs, oversized covered lanai, pool & spa and wonderful gardens to stroll. Preferred south by southwest exposure in back. Over 4,100 square feet of immaculate interior perfection. Two master suites offer choice of ground floor convenience or stunning upstairs panoramic views of the ½ acre grounds, peaceful waterways & native mangroves. Loaded with fine millwork & custom details, enjoy the openness & drama of 22-foot coffered ceiling in the grand living room. Practical floor plan features 4 bedrooms plus den/library, 3 full baths & 2 half baths. Soft & comfortable interior, yet light & bright. New dock built in 2014 offers water, electric & lift. Whole house generator & security system for peace of mind. Gas-heated pool, fireplace & appliances. Lovingly maintained by original owners. Quiet serenity awaits at this convenient preferred Osprey location, offering easy to both Sarasota and Venice. Close to magnificent public parks, beautiful beaches, nationally ranked Pine View School, fine dining & endless recreational activities. This is Florida living at its finest!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,750,000 TO $1,650,000 
$1,549,900
340 OSPREY POINT DR, Osprey FL 34229
5
BEDS
7
BATHS
6,001
SQFT
$258
$/SQFT
0.78
ACRES
1998
BUILT
"Timeless grandeur! This exquisite traditional estate was designed to perfection for luxury living with 5 bedrooms and 5.2 baths in the highly desirable Oaks Bayside. Volume ceilings, crown molding and architectural details are evident throughout the property. The floor plan is tailored to meet your entertainment needs, as well as private family living. The grand foyer expands to the impressive second story which is graced with chandeliers into the living area with massive aquarium windows. The gourmet kitchen with solid wood cabinetry and granite counter tops open to the fire-placed family room. The large first floor master bedroom has two walk-in closets and meanders into a master bath oasis. There is a private stairway to a large room which could be utilized as an in-law, au pair or billiard room space. The stunning kitchen windows with pocketing sliding doors flow into the lanai with travertine pavers. The outdoor living area hosts a large heated pool with water features, a spa and private access for canoeing. There is an office with built-in wood cabinetry and beautiful grass cloth wall coverings. Designer window treatments, plantation shutters and neutral colors grace the walls, leaving you nothing to do in this meticulously maintained property. You will be impressed with the elite amenities offered with your required Oaks Club membership including two 18 hole championship golf courses, workout facility, 12 tennis courts & more. ***VIEW THE VIRTUAL 3-D TOUR FOR THE ULTIMATE PREVIEW! ***"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,599,900 TO $1,549,900 
$1,549,000
497 WEBBS CV, Osprey FL 34229
6
BEDS
7
BATHS
6,341
SQFT
$244
$/SQFT
0.45
ACRES
1992
BUILT
"Located in the exclusive gated community of The Oaks Bayside. Totally remodeled home with too many improvements to list, everything is new including; new roof, air conditioners, new flooring, new kitchens and baths, new pool, lanai screens, new travertine around pool, quartz in kitchen marble in baths and the list goes on. As you enter the house you are met with a spectacular wooden staircase and high ceilings. Master suite has large walk-in closet with custom built ins. huge master bathroom. One laundry room located on upstairs level as well as one off the kitchen on the downstairs level. Almost 400 sq. ft. bonus room above garage with 7th bathroom, not part of listed square footage. Adjoining guest wing completely separate from main house living area. This area has two full bedrooms with 2 bathrooms, living area and full kitchen and would be ideal to be for a live in help, mother-in law or guest suite. Seller will assist with required Country Club Membership. The Oaks, where members enjoy an exclusive array of amenities including two championship 18-hole golf courses, 12 Har-Tru Hydro Grid tennis courts, a heated Junior Olympic pool, playground and professional croquet court. Pristine Gulf beaches, the arts, shopping and restaurants are within easy reach."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,649,000 TO $1,549,000 
$1,497,000
503 VELASQUEZ DR, Osprey FL 34229
4
BEDS
4
BATHS
2,862
SQFT
$523
$/SQFT
0.58
ACRES
1979
BUILT
"Incredible WATERFRONT opportunity in Sorrento Shores! Situated DIRECTLY on the Intracoastal Waterway, this 4 bedroom, 3.5 bath beauty is just minutes to the Venice Jetties and the Gulf of Mexico. Truly a Boater’s DREAM with a deep water newly installed dock and 19,000 lb. lift, double jet ski lift, and plenty of room to tie up a large boat along the walkway. Boasting just under 3000 square feet of living space, this home will not disappoint with a 2 car garage AND a detached 2 car garage/workshop perfect for accommodating all your toys or even a hobby shop/workshop. With an exterior Spanish flair, you will find plenty of neutral colors inside. Large open kitchen features wood cabinets, granite counters and a wine cooler. Stunning pool area features a screened area, ideal for those who prefer the shade, and a large brick pavered deck that surrounds the pool and overlooks the water. This is a very private residence, ideally located at the end of a cul-de-sac. Great central location in Nokomis, just minutes to Venice, Sarasota and the beautiful Gulf of Mexico!"
 
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