Osprey Properties for Sale by Neighborhood


Osprey Properties for Rent by Neighborhood





Newest Properties by Osprey Neighborhood

  • 12 BISHOPS COURT ROAD, OSPREY, FL - MLS# A4484546

    A4484546 - 12 BISHOPS COURT ROAD, OSPREY, FL 34229
    4 Days on yellowkey

    $634,900 | Single Family Home | 3 beds | 3.5 baths

    Beautiful Home in the Oaks Preserve Country Club Community! As you enter, you are greeted with a gorgeous private courtyard pool/hot tub area with a Casita (BR/BA) for guests. Then, continuing on your path into the home, through a bank of glass French doors off the Courtyard and you are immediately calmed and engulfed with a warm coastal feel with shiplap walls, hardwood floors and custom wood painted crown and base moldings. Although it is meticulously decorated in a casual feel, it could easily be transformed into many more formal or alternative styles with its neutral finishes. The many updates include a spacious kitchen with new countertops, appliances and backsplash, freshly painted interior, new roof over Sunroom, heat pump, A/C, updated baths & laundry room, pool equip & cage, driveway pavers, epoxy garage floor, rain gutters, window awnings, solar film on French doors, integrated intercom and sound system in every room, .. see attachment for many more updates. Imagine sipping your favorite beverage in your private yard seating area filled with tropical plants and flowers. This home is an Entertainers dream and is move in ready! The ideal location between Sarasota and Venice is ideal for easy access to the #1 ranked Sarasota beaches, shopping, and the Arts, as well as the quaint shops and low key beaches of Nokomis and Venice. The indoor/outdoor space of the Courtyard, and the outdoor garden area are ideal for safe social distancing space for the Covid Era. Live the Country Club Lifestyle in paradise...Golf, Tennis, Dining, Fitness center, pool, playground, etc. Furniture may be available for separate purchase. Seller may be willing to pay up to $40,000 of Buyer Oaks Club mandatory initial fees, with acceptable offer! Please see attached brochure for Oaks Club Potential Members for amenities, info, fees and options.

    Contact Yellowkey Agent

    Listing is courtesy of: MICHAEL SAUNDERS & COMPANY

  • 1742 S CREEK LANE, OSPREY, FL - MLS# A4484659

    A4484659 - 1742 S CREEK LANE, OSPREY, FL 34229
    4 Days on yellowkey

    $679,000 | Single Family Home | 3 beds | 2.5 baths

    Excellent location! This gorgeous West of Trail home is nestled in South Creek with lush foliage, large trees, and a friendly family atmosphere. This spacious three-bedroom home features an open floorplan with more than 3,000 sf of living area, where beautiful elements blend form with function. A tranquil master suite is separate from all the bedrooms for privacy, features two walk-in closets, a large bathroom with his and hers sinks, shower and spa-like jacuzzi tub. The second bathroom is equipped with dual sinks, tub and shower and has its own access to the lanai area. The spectacular kitchen features stainless appliances, walk-in pantry, granite counter tops, premium cabinetry with under cabinet lighting. The great room and breakfast area provide ample of space for all your social gatherings. Other features include high ceilings, crown molding, marble and bamboo floors. and circular driveway. Enjoy Southwest Florida’s finest weather on the quiet screened lanai that is surrounded with mature tropical splendor. This private gated community with only 69 homes boats amenities such as tennis courts, playground, and a day dock with access to ICW and gulf. Top rated schools in the area and an easy drive to two state parks, shopping, dining, beaches, and ideally positioned between Sarasota and Venice.

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    Listing is courtesy of: MICHAEL SAUNDERS & COMPANY

  • 51 MAC EWEN DRIVE UNIT 2, OSPREY, FL - MLS# A4484527

    A4484527 - 51 MAC EWEN DRIVE UNIT 2, OSPREY, FL 34229
    5 Days on yellowkey

    $110,000 | Condo | 1 beds | 1.0 baths

    WINDSOR GUEST LODGE is the easiest way to become a member of The Oaks! Perfect for your guest or as a quick getaway to enjoy the complete country club lifestyle at its finest. This 1 bedroom, maintenance free, condo is exquisite with custom details that include crown molding, custom wood cabinets, wet bar and built-in storage. The lake and golf course views from this ground level are incredible. End unit enjoys wonderful natural light. Imagine the enjoyment you will experience after golf, tennis or dining with friends at the club. The Oaks has two championship golf courses, 12 HAR-TRU Tennis Courts, state-of-the-art fitness center, three outstanding restaurants and a wealth of social events and cultural and recreational activities. You will appreciate the flexible rental policy! The Oaks Membership is available and required.

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY

  • 1110 BEACHCOMBER COURT UNIT 1, OSPREY, FL - MLS# A4484538

    A4484538 - 1110 BEACHCOMBER COURT UNIT 1, OSPREY, FL 34229
    6 Days on yellowkey

    $425,000 | Condo | 3 beds | 2.5 baths

    West of the Trail! Great location. Walk to Casey Key and just steps away from Casey Key Marina and Blackburn Point Park, a 15-acre waterside park offering everything from kayaking to fishing and public boat ramp. This spacious 2166sf townhouse condo featuring a first floor master suite with both walk in shower and garden tub and crown molding. Chef's kitchen with stainless steel appliances, granite counter tops and high quality Kraft Maid wood cabinets. Dining area with built in wine cooler. A 21x16 family room with built in wet bar with refrigerator. Other quality updates in this outstanding unit include tile flooring, plantation shutters, hurricane shutters, private rear patio, attached garage offers storage access under staircase, and overhead storage rack along with wiring for a whole-house generator. This gated, maintenance free complex includes a heated pool and barbeque grill area. Monthly fee includes water, sewer, cable TV. Conveniently located near shipping, dining, highly desirable Pine View school and nearby beaches. A Great Place To Call Home!

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY

  • 250 HIDDEN BAY DRIVE UNIT 304, OSPREY, FL - MLS# A4484171

    A4484171 - 250 HIDDEN BAY DRIVE UNIT 304, OSPREY, FL 34229
    8 Days on yellowkey

    $664,900 | Condo | 3 beds | 2.5 baths

    Paradise awaits you in this waterfront luxury complex. Million dollar views of Little Sarasota Bay from this 3 bedroom 2 1/2 bath and a den condo. Located in a gated community this 12 acre resort style community is sure to please. Imagine sitting on your large screened in balcony watching the boats, wildlife, and scullers during the day and then enjoying the beautiful sunsets in the evening. This end unit is light and bright and includes an impressive kitchen with lots of beautiful wood cabinetry, stainless steel appliances, quartz countertops, wine refrigerator and rack, roll out shelving, and a tile backsplash. Master bedroom is spacious and master bath has upgraded vanity and granite countertops. Private guest quarters are ensuite and a half bath services the living area.. Owners have done some nice upgrades to include upgraded lighting and fans, high end window coverings, terrace shades, built ins in closets, upgraded carpet, electronic range, and tile installed on the diagonal. So many nice amenities are here for you to enjoy in your totally maintenance free community. Kayak storage and launch for easy access to the bay, heated resort style pool and spa, tiki bar, fitness center, grilling station, pickle ball courts, tennis court, and a meandering boardwalk through the mangroves to a fishing pier. Enjoy the clubhouse that features an entertainment area, library, and a full catering kitchen. What a great place to entertain guests or to just enjoy the Florida lifestyle. Hidden Bay is located minutes to beaches, Oscar Scherer Park, shopping, dining, and the Legacy Trail. Don't wait on this hidden gem.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 658 FERNWALK LANE, OSPREY, FL - MLS# A4483742

    A4483742 - 658 FERNWALK LANE, OSPREY, FL 34229
    10 Days on yellowkey

    $1,349,000 | Single Family Home | 4 beds | 3.5 baths

    This distinguished residence is sited at the end of a cul-de-sac in the Oaks. From the moment you step through the double doors you will be taken in by the warm of this home. The open floor plan, high ceilings make the interior light and bright, creating the perfect space to gather with loved ones. The kitchen features stainless steel appliances, a breakfast bar and eat-in space, and opens to the family room with fireplace. Enjoy Outdoor Living with an Lanai featuring an outdoor kitchen and a heated Saltwater Pool & Spa. The Oaks Country Club offers two 18 hole championship golf courses, 12 Har-Tru tennis courts, a croquet lawn, bocce, three dining rooms from casual to formal, new fitness facility with spa, and an active social calendar to keep you busy year round. OAKS MEMBERSHIP IS REQUIRED, EQUITY OR SOCIAL. You will love this home so much you may never want to leave it. MUST see it..

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    Listing is courtesy of: BETTER HOMES & GARDENS REAL ESTATE ATCHLEY PROPERT

  • 597 N MACEWEN DRIVE, OSPREY, FL - MLS# D6114951

    D6114951 - 597 N MACEWEN DRIVE, OSPREY, FL 34229
    10 Days on yellowkey

    $1,395,000 | Single Family Home | 5 beds | 5.5 baths

    Executive home located in the premier Oaks Club in Osprey awaits a buyer that needs room for everyone. Home has 6 bedrooms with 5 ½ baths, custom kitchen, separate dining room, kitchen family room combination, living room with architectural elements & gas fireplace, expansive master suite with wood burning fireplace, oversized windows and enormous closets. The second floor encompasses 2 bedrooms, 1 full bathroom, bonus room & outdoor screened patio. Buyers will appreciate the side load 4-car garage with a paver circle driveway and mahogany front double doors. The back of the home faces southwest & enjoys sun on the pool for the majority of the day. This home has one of the top swimming pools with spa in the area. The entire pool was constructed with an infinity/vanishing edge design that adds visual interest & stunning focal points. The spa has cherub fountains pouring into the pool along with fountains & fiber optic lighting. The entire pool deck is covered with custom made stone from Treasure Cove & the raised planter is ideal for tropical plants. The entry into the pool has a sundeck for relaxing and accommodates a couple loungers in a few inches of water. The outdoor kitchen includes a gas grill, sink & refrigerator with a bar. The home is situated on a beautiful lot with a pond and soaring views of the golf course. I assure you, this is the perfect home for entertaining and raising a family.

    Contact Yellowkey Agent

    Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
    Listing Agent: Tom Wagner (941-685-5890)

  • 401 N POINT ROAD UNIT 304, OSPREY, FL - MLS# A4483908

    A4483908 - 401 N POINT ROAD UNIT 304, OSPREY, FL 34229
    10 Days on yellowkey

    $625,000 | Condo | 3 beds | 3.0 baths

    Give yourself the gift of luxury living! This 2,778 square foot residence is the largest non-penthouse floor plan available in Meridian at The Oaks Preserve. With three bedroom, plus a dining room and an office/den, this unit offers all the space you will need for everyday living and celebratory gatherings. Beautifully updated, this unit shows like a model. From the moment you enter the building through the secure lobby you will feel like you have arrived home. Step off your private elevator and into the rotunda foyer you will know you have found something special. The expanse of gleaming wood floors enhances the clean lines of the great room. The kitchen is designed to give you the optimum space for cooking and storage. Partake of your meals in the formal dining room, breakfast bar or nook, or sit out on the screened balcony. This space, with ceiling fan, affords a beautiful tropical preserve view. With a luxurious master bedroom suite, ceiling fans, plantation shutters, newly custom re-designed master and guest closets, two premium parking spaces and so much more, this condo provides everything you need to live the ultimate country club lifestyle on the gorgeous Gulf Coast of Florida! Club membership is required and provides access to the Meridian residence-only pool, spa and workout room, as well as everything else The Oaks offers, 36 incredible holes of golf on two championship courses, twelve HAR-TRU tennis courts (4 lighted), a state-of-the art Wellfit Center, three on-site restaurants offering year-round dining options, croquet, bocce and an active social calendar.

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY

  • 5100 JESSIE HARBOR DRIVE UNIT 305, OSPREY, FL - MLS# A4484015

    A4484015 - 5100 JESSIE HARBOR DRIVE UNIT 305, OSPREY, FL 34229
    12 Days on yellowkey

    $5,000 | Condo | 3 beds | 3.0 baths

    A residence at Blackburn Harbor, a coveted waterfront community, high end unit with expansive wrap around covered balcony where you will enjoy the expansive water views and dramatic sunsets. Unit is Turnkey furnished with everything you could ever need. Granite counter tops, tile throughout main living area. Large master suite with walk in shower and tub. Two car garage under building parking. Amenities include swimming pool, tennis, fitness center and clubhouse. Gated community for extra security. 3 Beds 3 Bath ,No pets, short term leases Only. Seasonal Rate $5000 per mo. Available Now!

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    Listing is courtesy of: MAPP REALTY & INVESTMENT CO

  • 7102 JESSIE HARBOR DRIVE UNIT 7102, OSPREY, FL - MLS# N6112675

    N6112675 - 7102 JESSIE HARBOR DRIVE UNIT 7102, OSPREY, FL 34229
    13 Days on yellowkey

    $3,500 | Condo | 2 beds | 2.0 baths

    April 2021 Available $3,500/month Jan/Feb/Mar BOOKED! Just minutes from downtown Venice and Sarasota – Blackburn Harbor is nicely located on 11 acres of a Park like setting with canal access to the Intracoastal Water ways, walking paths, Gazebo, kayak launch, and an extensive community dockage to access the Intracoastal Waterway. The gated community is situated on a private peninsula and provides the perfect mix for Florida living with the community pool, club room, and tennis courts. This Two bedroom, two bath Condo is nicely furnished with a breakfast nook and bar that opens to the living and dining area. Sliders open to the two balconies that are perfect for lounging and provides a great vantage of the grounds with your morning cup of coffee. The master provides a King size bed, walk in closet, and adjoining master bath with a tub/shower combination. The guest bedroom offers a King size bed and is nicely located to the main bath that has an enclosed shower. Extras include the covered parking, elevator, washer & dryer in unit -and- all within minutes from the local Restaurants, Beaches, Golfing, and Parks! ~Included in rent: WiFi, Water, Sewer, Electric, Garbage, Cable TV. ~Community: Gated, Pool, Kayak Launch, Tennis Courts, Canal Access, Community dock, Club house. ~Pets: No ~Paid in full under 90 days, $500 security deposit, $250 clean, plus 12% tax.

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    Listing is courtesy of: COMPASS PROPERTY MANAGEMENT LLC (941-444-6185)
    Listing Agent: Jeremy Myers (941-444-6185)

  • 242 WASHINGTON AVENUE, OSPREY, FL - MLS# A4483643

    A4483643 - 242 WASHINGTON AVENUE, OSPREY, FL 34229
    16 Days on yellowkey

    $1,195 | 1/2 Duplex | 2 beds | 1.0 baths

    Lovely 2 Bedroom, 1 Bath Home in Osprey. Carpet and tile throughout, Window Blinds, Private Fenced Back Yard. Outside Storage with hook ups for Washer and Dryer. Additional Storage Shed. Wooden Decking both front and backyard. No pets. No Smoking. Showings by appointment only Application Fee, Rent & Deposits: Type: Single Family Home Pool: NO Utilities: Tenant pays Lawn Care: Tenant Pets: No Yard: Yes, Fenced. Garage: No Rent: $1,195/m Base Deposit: $1,550 (with good credit) Pet Fee: First pet $300, each additional pet $150.00 (if applicable - see listing) Additional Pet Rent: $25/m (total, not per pet) (if applicable - see listing) Background Checks: $75 (each person 18yrs+) Your deposit is due at lease signing. First month's rent is due the day you move in.

    Contact Yellowkey Agent

    Listing is courtesy of: REAL PROPERTY MANAGEMENT

  • 393 N POINT ROAD UNIT 801, OSPREY, FL - MLS# A4483385

    A4483385 - 393 N POINT ROAD UNIT 801, OSPREY, FL 34229
    19 Days on yellowkey

    $1,025,000 | Condo | 3 beds | 3.0 baths

    Rare in every way, this 3 bedroom, 3 bath penthouse, with private two car garage, is only one of six units in Meridian that enjoys this incredible floor plan. The elegant interior is punctuated by spectacular views. This residence provides everything you could desire for a luxury lifestyle in Coastal Florida. A former model, it has been lovingly maintained, and beautifully updated. From the moment you step off your private elevator you will be struck by the how spacious and bright this unit is. Ten foot floor-to-ceiling windows and sliding doors let the light in, and highlight the beautiful floors. The spacious master bedroom has two large closets, and a gorgeous marble bathroom. Everywhere you look you will find features that you will love; granite kitchen, formal dining room, plantation shutters, ceiling fans, electric hurricane shutters, and of course the piece de resistance, the drop dead gorgeous views of Sarasota Bay, and beyond to the Gulf. The sunsets here are what dreams are made of. This condo needs nothing but for you to bring your belongings and make it our own. Mandatory membership in The Oaks, Sarasota finest golf and country club, provides you with all the amenities you could want to compliment your beautiful abode; two championship golf courses, a top tier tennis program with 12 HAR-TRU courts, including 4 lighted, a WellFit health and fitness facility, and a wide range of recreational, social and dining options. Additionally, Meridian residents have exclusive use of their own pool and workout room.

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY

  • 560 CRANE PRAIRIE WAY, OSPREY, FL - MLS# A4483209

    A4483209 - 560 CRANE PRAIRIE WAY, OSPREY, FL 34229
    20 Days on yellowkey

    $425,000 | Single Family Home | 4 beds | 3.0 baths

    ** LIVE THE LIFE LUXURIOUS IN THE EXCEPTIONAL COMMUNITY OF WILLOWBEND! ** This is the everything-included neighborhood you've been looking for! Discerning buyers will love the home's perennially popular features like tile floors throughout the common areas, the split-plan layout, the high coffered ceilings, and the extremely private back porch; this home is light, bright, open, airy, and TOTALLY move-in-ready. Outside you'll find gorgeous curb appeal with a tile roof, a beautiful mature oak tree that frames the home, and a meticulously maintained community with sidewalks and TONS of amenities. ** HOME FEATURES: * Split Plan Layout * NATURAL GAS, STAINLESS APPLIANCES, and GRANITE COUNTERTOPS * Open Concept * Real Hardwood Floors in Owner's Suite * Dual Vanities and Garden Tub * Brand New Carpets in Bedrooms and Den * FOUR BEDROOM POTENTIAL WITH SIMPLE DEN CONVERSION ** COMMUNITY FEATURES: Located just minutes from downtown Venice and Sarasota's world-famous Siesta Key Beach, Willowbend is an immensely inclusive community with NO CDD! The low monthly payment includes yard maintenance, cable and high-speed internet, irrigation, a heated community pool with spa, a fitness center, pickleball courts, and a playground.

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    Listing is courtesy of: NEXTHOME EXCELLENCE

  • 548 EAGLE WATCH LANE, OSPREY, FL - MLS# A4483236

    A4483236 - 548 EAGLE WATCH LANE, OSPREY, FL 34229
    20 Days on yellowkey

    $1,400,000 | Single Family Home | 4 beds | 3.5 baths

    From the moment you see this 4 bedroom, 3.5 bath home you will be enchanted. Custom-built by Baron Construction, it is situated on a large lot that is just over three quarters of an acre. On a corner of a cul-de-sac, it is ideally positioned to provide privacy. Step through the gorgeous double front doors, and you will find a home that is the perfect combination of elegance and comfort. The French birch wood floors give the entire space a honeyed warm glow. The formal living room features a fireplace and opens to the screened lanai, extending the room to the outdoors. With a spit floor plan there is so much room to use in a number of ways. This is a home suited for entertaining, it has a formal dining room, open kitchen with dinette area and breakfast bar and aquarium windows to bring in the light and sunshine. This area is a chef’s dream come true, equipped with everything needed to create amazing meals, including a butlers’ pantry/bar, and a cook’s desk where you can plan your menus and parties. The master suite is spacious and opens to the lanai. With a huge luxurious bathroom and sitting area, this is the perfect place to retreat and recharge after a long day on the course or at the beach. Outside the brand new and pool and surrounds features a grill/bar area and plenty of space to dine or just sit and relax, surrounded by the beauty of the tropics. With 12 inch crown moldings, tray ceilings, custom wood coffered ceilings, full hurricane protection, an oversized 3 car garage, and so much more, you truly must see this home to appreciate all it features and has to offer. Mandatory membership in The Oaks Club gives you access to everything you need to live the ultimate country club lifestyle: two incredible 18-hole golf courses, a top tier tennis program with 12 HAR-TRU courts (4 lighted), WellFit, a state-of-the-art fitness center, three on-site restaurants, croquet and bocce and a robust program of social activities.

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY

  • 644 TARLETON LANE, OSPREY, FL - MLS# A4482204

    A4482204 - 644 TARLETON LANE, OSPREY, FL 34229
    23 Days on yellowkey

    $935,000 | Single Family Home | 3 beds | 3.5 baths

    ENJOY the 3D VIRTUAL TOUR of this elegant and timeless, 3 Bed / 3.5 Bath, Luxury Estate situated on the Heron Golf Course. Relish in the coveted lifestyle of The Oaks Club, featuring "Luxury Coastal Living in the Heart of Sarasota County." This property is located on a private, cul de sac lot of over ½ acres with mature oak trees and lush landscape. This beautiful home is perfect for entertaining with sliding door access to the lanai/pool area from nearly every room. The spacious floor plan offers many high-quality built-ins, a bright gourmet kitchen, impressive Master Suite (including His & Her walk-in closets) with adjacent office/den, large guest bedrooms, etc. Enjoy the serene and private lanai, pool and outdoor kitchen… ALL with impressive golf course views. RECENT UPGRADES include Newer A/C (2017), ROOF (2013), re-plumbed (2006), etc. The Oaks is a distinguished country club community. Accolades include: "2019-2020 Platinum Club of America" and "Elite Distinguished Club of the World." Amenities include two, 18-hole championship GOLF courses, award-winning TENNIS programs with 12 Har-Tru tennis courts, 4 NEW Pickleball courts, a state-of-the-art FITNESS center and junior Olympic, SWIMMING POOL. With 3 Restaurants, Ballroom, and a wide variety of Social/Recreational options, the stage is set for the utmost enjoyment of Florida country club living in an A+ LOCATION. **Florida's #1 Rated PINE VIEW SCHOOL is located nearby. Club membership is available and is required.

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    Listing is courtesy of: GENEROUS PROPERTY

  • 303 SEA ANCHOR DRIVE, OSPREY, FL - MLS# A4483106

    A4483106 - 303 SEA ANCHOR DRIVE, OSPREY, FL 34229
    26 Days on yellowkey

    $699,000 | Single Family Home | 4 beds | 3.0 baths

    This is the house you have been waiting for! Beautifully updated pool home is located on one of the nicest streets in Southbay with a peek-a-boo view of the marina. The kitchen features granite countertops, stainless appliances, an eat-in bar, plus plenty of storage for keeping all your gourmet cooking supplies. The formal dining room and separate living room make entertaining a breeze in this house. Your guests will enjoy the custom pavered lanai and the 2 sets of sliding glass doors that easily open the house up to transition to the outside area. The spacious master bedroom suite has custom closets, an updated bathroom and a large sitting area for relaxing with a good book. Also featured is a second master suite that has an updated bathroom as well. There are hurricane rated windows and doors, plus an electric shutter for the lanai. This property was professionally landscaped with privacy in mind, including butterfly friendly plants and citrus trees. Live the Florida lifestyle in this fabulous yachting and tennis community with a beautiful clubhouse with a deep-water marina and extremely low slip fees. Southbay is close to schools, beaches, restaurants and shopping….don’t miss this house! Being sold turn-key furnished!

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 95 OSPREY POINT DRIVE, OSPREY, FL - MLS# A4482771

    A4482771 - 95 OSPREY POINT DRIVE, OSPREY, FL 34229
    26 Days on yellowkey

    $2,450,000 | Single Family Home | 5 beds | 5.5 baths

    Presenting a rare opportunity for the discerning buyer to own two waterfront homes on one private estate in the luxurious Oaks Bayside spanning well over 7,000 SqFt on a double lot. Architectural masterpieces, both tucked away in a storybook setting, are works of art set apart from any new construction available on the market. There is no way to adequately distill into words the beauty and timeless style of this solid, sprawling, palatial estate imagined by the one and only acclaimed architect, Harry A. “Bo” MacEwen. Have you ever envisioned yourself strolling through a peaceful garden with orchids and mature oaks, just like you were a character in a period drama film? Do you desire an idyllic playground to serve as pure inspiration for your novel or other creative endeavors? If all of this sounds good to you, 95 Osprey Point Drive is definitely worth a closer look. MAIN HOUSE: You have arrived when you enter the circular driveway past the wrought iron gates to the double front doors flanked by guardian statues and columns. Once inside the light drenched foyer, experience a sense of openness, harmony and clean lines as your attention is drawn to the wall of windows with a view of the landscaped grounds, sparkling pool and long lake views. The first floor's water facing rooms include a large master suite, breakfast nook and living room leading out to a huge screened lanai with a state of the art outdoor kitchen! The entertaining wing includes the chefs kitchen with custom wood cabinetry right next to a formal dining room, complete with everything you need and more, built-in specialty coffee maker, Wolf Subzero and Viking. A wood panaled office and the second downstairs bedroom both lead out to a brick, walled courtyard with new french doors. The architecture is so extraordinary, it literally takes you to another place with glimmering chandeliers, 25 foot ceilings and two symmetrical staircases hugged with long, winding handrails leading to a sexy, old world glamour on the second floor. As you make your way upstairs, take a moment to observe the detail in the mill work, moldings and beautiful patterns on the ceilings. The second floor is so special featuring a lounge, play space/storage, front balcony, second master suite and the fourth bedroom. To top it all off, it is easy to visualize hosting Gatsby style soirees on the GRAND TERRACE with captivating views and relaxing sounds of the water features. GUEST HOUSE: A second circular driveway leads you to a beautiful 900 SqFt guest home with gorgeous water views, full kitchen, family room, bathroom, screened lanai and front balcony over a 4 car garage. List of updates and brochure will be provided to the future home buyer. All in all, this estate is like the piece of art you may not need, but have to have.

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY

  • 215 PINE RANCH EAST ROAD, OSPREY, FL - MLS# A4475993

    A4475993 - 215 PINE RANCH EAST ROAD, OSPREY, FL 34229
    29 Days on yellowkey

    $4,800,000 | Single Family Home | 2 beds | 2.5 baths

    Hundred Palms Ranch is truly a rare 9.5-acre premier property in the heart of it all, west of I-75; this unique parcel lends itself to be your very own private escape without the travel time! Located in beautiful Osprey, only a short distance off Tamiami Trail, you are minutes to world-renowned beaches, #1 Florida ranked Pine View School, restaurants, golf courses, shopping, and top-rated hospital, the list goes on and on. A gorgeous canopy of Oaks line the private and electric gated driveway that leads up to the charming home. The high and dry property is fully fenced with over 100 Palm trees and an abundance of mature Oaks, has a picturesque pond, a sizeable horse-riding arena, and a barn waiting for your personal touch. The existing home has a French Country feel, with new stainless-steel appliances, butcher block counters, wood-burning fireplace, and a quaint screened-in porch overlooking the pond, pasture, and Palms! The master with en-suite bathroom is located on the 1st floor with the rest of the main living areas, including a separate living and dining room. The kitchen is bright and airy, with an abundance of space, including a dining area overlooking the pond and sitting room with a fireplace that looks out onto the lush backyard and your very own starfruit trees. Upstairs there is a bedroom, a full bath, and a den currently being used as a bedroom. This home already has the coveted farmhouse charm everyone is looking for; you could immediately move in or live there while you plan your private dream luxury estate with a scenic setting. Access to the Legacy Trail and Oscar Scherer State Park is right around the corner, allowing you endless hours of outdoor biking or walking trails. Hundred Palms Ranch offers in town ease with endless ranch, recreational, and lifestyle possibilities. Ready to make your fantasy come true? With no deed restrictions or HOA and no adjoining neighbors, the options are limitless, and we have heard plenty— design your own golf course, store your luxury cars, yachts & helicopters, build the perfect horse ranch. The wait is over, and it is time to make those dreams a reality. If you seek an ultimate private sanctuary from the rest of the world, this property will exceed your expectations without giving up the convenience and proximity to all Sarasota has to offer.

    Contact Yellowkey Agent

    Listing is courtesy of: COLDWELL BANKER REALTY

  • 2118 CORDES WAY, OSPREY, FL - MLS# A4481640

    A4481640 - 2118 CORDES WAY, OSPREY, FL 34229
    29 Days on yellowkey

    $389,000 Reduced | Single Family Home | 3 beds | 3.0 baths

    Kayak, SUP or Waverunner to Midnight Pass Beach or Turtle Beach from your own dock! True Florida living, located in an enclave of homes on North Creek, this home has 2000+/- square feet of wrap around decking, with spray misters, a hot tub, sail shade, and lighting that leads to a private dock! Enjoy hours of fun exploring mangrove islands, redfish and snook fishing in the shallows, and all the flats have to offer! This home has an wide open floorpan with an updated kitchen including granite countertops and stainless steel appliances, with an abundance of cabinet and pantry space. The huge bonus room area features a bank of windows with beautiful views of nature and the deck below. Also included is an air conditioned "she shed" perfect for a home office, studio, or spare bedroom for overnight guests. The roof was just replaced, and the home has been maintained very well. North Creek is located between Palmer Ranch and just North of The Oaks on Tamiami Trail in Osprey, you cannot beat this location with everything just minutes away. If you enjoy spending time on the water, and would love to have saltwater access from your backyard, don't hesitate to set up a showing right away!

    Contact Yellowkey Agent

    Listing is courtesy of: RE/MAX PLATINUM REALTY

  • 1344 NEW FOREST LANE, OSPREY, FL - MLS# T3272661

    T3272661 - 1344 NEW FOREST LANE, OSPREY, FL 34229
    34 Days on yellowkey

    $346,000 | Single Family Home | 3 beds | 2.0 baths

    A Beautiful "Dover " Patio home in prestigious Rivendell Community. This home has been beautifully maintained with lush landscaping, barrel tile roof, extended garage, lexan hurricane panels. The development has gorgeous trails and is located in a wildlife preserve. Oscar Scherer State Park is also right around the corner! Home has a screened lanai. There is a bonus huge grass space right behind the home that is privately shared by the next door neighbor and acts like a backyard park! The house is within a block of Pineview School which is one of the top schools in the nation (2nd-12th grades). Exterior and Interior of the house was painted last year. Monthly Yard Maintenance is included in the HOA fees. See Realtor Only Remarks for COVID SHOWING INSTRUCTIONS.

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    Listing is courtesy of: CONTINENTAL REAL ESTATE GROUP (877-996-5728)
    Listing Agent: Derek Eisenberg

  • 368 PINE RANCH EAST ROAD, OSPREY, FL - MLS# N6112361

    N6112361 - 368 PINE RANCH EAST ROAD, OSPREY, FL 34229
    37 Days on yellowkey

    $885,000 | Single Family Home | 3 beds | 3.0 baths

    LOCATION, LOCATION, LOCATION!! One of a kind hidden gem surrounded by multi-million dollar communities, this home is on a full acre of land ideally located in the sought after community of Osprey. Osprey is located between beautiful Sarasota, home of restaurants, the arts, and world-class boating water, and the Island of Venice. Downtown Venice is an island with an Italian inspired mix of excellent dining and beach themed shops. Between the two destinations, there are several sunset-facing beaches, including the world #1 Beach at Siesta Key. Within 10 minutes of this home, you will find the best of Florida West Coast living. There are beaches, waterfront tiki bars, Legacy Trail, and shopping malls. It is the best life for all, the First-Class life. Pine View School, a public school, has been ranked consistently in the Top 10 public schools in the United States. Two other nearby public schools offer the International Baccalaureate program. Area schools have consistently been in the Final Four tournaments in both boys and girls athletic programs.  There are plenty of youth sports and arts programs in the area to complement the beaches. This spacious home is nestled on a one-acre lot with mature Florida vegetation on a lake.  This reasonably priced one of a kind home has the flexibility for home offices, multi-generational families, and gracious entertaining, yet has the serene, calming view required to reach full relaxation when you need it most. Your guests will be welcomed through the double doors with an unobstructed view of a beautiful pool, a lake, and an open, expansive seating area with a fireplace.  The master bedroom is large and overlooks the pool and lake.  The roof and air conditioning systems are new.  The HOA fee is zero.  This incredible one acre 4000 sf plus property this close to saltwater is unforgettable. Schedule an appointment to feel it for yourself.

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    Listing is courtesy of: KAZ REAL ESTATE COMPANY (941-451-8787)
    Listing Agent: Jim Kasmirski, Llc (941-441-7661)

  • 703 PINE RUN DRIVE, OSPREY, FL - MLS# A4480267

    A4480267 - 703 PINE RUN DRIVE, OSPREY, FL 34229
    38 Days on yellowkey

    $2,950 Increased | Townhouse | 2 beds | 1.5 baths

    TOWNHOUSE NEAR CASEY KEY! Shower stall in bathroom upstairs with a bidet. Vaulted ceilings. Water and pest control included. Wonderful amenities. No pets and no smoking. AVAILABLE FOR SEASON AT $4000 PER MONTH.

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    Listing is courtesy of: STRINGER MANAGEMENT INC

  • 320 BAYSHORE DRIVE, OSPREY, FL - MLS# A4481491

    A4481491 - 320 BAYSHORE DRIVE, OSPREY, FL 34229
    40 Days on yellowkey

    $1,395,000 | Single Family Home | 3 beds | 3.0 baths

    Bayfront, Osprey. Approximately 1.5 miles of open water views across Little Sarasota Bay with spectacular sunsets over Casey Key. This tranquil and serene setting is the perfect spot to enjoy all that bayfront living in Osprey has to offer. Whether a retreat to return to after a day of “land” activities, a base of operation for boating (moments to the Gulf) and water sports, or simply the setting for quiet contemplation and enjoying the everchanging views, 320 Bayshore is what Bayfront living is all about. The architecturally designed 3-bedroom, 3-bath island style home features a lush courtyard entry, metal roof, high ceilings, windows galore, and a sunny pool. Escape into Old Florida with a contemporary twist that is only moments away from shopping, restaurants, beaches, and a short drive to all that Sarasota has to offer. Consistently loved and maintained by present owners of 20 years, it is time for the next fortunate owner to re-new and enjoy.

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    Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY

  • 393 N POINT ROAD UNIT 404, OSPREY, FL - MLS# A4481432

    A4481432 - 393 N POINT ROAD UNIT 404, OSPREY, FL 34229
    41 Days on yellowkey

    $498,000 | Condo | 3 beds | 3.0 baths

    It is time to make your Sarasota dreams come true. Take advantage of this opportunity now. With the largest non-penthouse floor plan, units like this are rarely available in Meridian. Don’t let this 3 bedroom, 3 bath condo slip away. See it today; it awaits that special buyer who has a vision of what the perfect residence in Florida looks like, and is ready to make that vision come true. Step in off your private elevator and through the rotunda foyer and you will be struck by how spacious and light the inside is. With a great room, open kitchen and breakfast area, as well as a formal dining room, there is plenty of space to entertain. The three bedrooms offer room and privacy for you and your guests, and plenty of storage space with six expansive closets. Nestled just above the treetops, this unit has lovely canopy views and offers two new air conditioners and hot water heaters, installed in 2019 and five ventilated electric hurricane shutters to protect an expansive sliding glass door. This unit, with coveted upper level assigned parking spaces, is close to the Meridian residents-only pool, spa and workout room. And, the mandatory membership in The Oaks Club allows you to enjoy all the benefits of being a member of the finest golf and country club has to offer; two championship courses, a state-of-the-art tennis facility, a WellFit fitness center, and a wide variety of other recreational, social and dining options. Make an investment in your happiness! Wouldn’t you love to be able to spend all your days in the sunshine; living with ease; maintenance-free?

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 140 SUGAR MILL DRIVE, OSPREY, FL - MLS# A4481376

    A4481376 - 140 SUGAR MILL DRIVE, OSPREY, FL 34229
    41 Days on yellowkey

    $800,000 | Single Family Home | 4 beds | 4.0 baths

    Beautiful custom designed and built 4 bedroom, 4 bath home in The Oaks Bayside with light-filled contemporary space and elegant classic details; crown moldings, high ceilings and mahogany wood floors. Dramatic cathedral ceilings in the family room and kitchen create a fabulous space for entertaining. The kitchen and baths have been updated with custom wood cabinetry, granite countertops and high-end fixtures and appliances. Wainscoting, a tray ceiling and grand Palladian window add charm to the formal dining room. The master suite has a spacious, luxurious bath and two large walk-in closets. French doors open the entire back of the house to the lanai and pool. The backyard is separated from adjacent Historic Spanish Point by a colorful bougainvillea covered wall, affording privacy. Ideally situated, you can walk to the community dock to watch the sunset over the bay. Imagine the enjoyment you will experience, driving along winding Sugar Mill Drive after golf, tennis or dining with friends at the club, knowing you are headed back to this incredible home. The Oaks is Sarasota’s premier golf and country club. With two championship golf courses, 12 HAR-TRU tennis courts, state-of-the-art fitness center, three outstanding restaurants and a wealth of social events and cultural and recreational activities. This Distinguished Emerald Club offers something for everyone. Membership is available and required.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 2090 S TAMIAMI TRAIL UNIT 2-C, OSPREY, FL - MLS# A4481216

    A4481216 - 2090 S TAMIAMI TRAIL UNIT 2-C, OSPREY, FL 34229
    43 Days on yellowkey

    $1,750 | Condo | 2 beds | 2.0 baths

    Osprey Florida - Spacious 2-Bedroom, 2-Bath + Garage w/ Storage Room, Unit is Light & Bright with Beautiful Sunset & Bay Views from the Large Screen Lanai with Tile Floors! Spacious Master Suite Features Walk in Closet & Private Bath w/ Step in Shower! Kitchen with Breakfast Bar Opens to the Living/Dining Room Combo! Conveniently Located Between Sarasota & Venice. Close to the Gulf Beaches, Oscar Scherer State Park, The Legacy Trail ! Plenty of Shopping and Restaurants Close by!

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    Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC

  • 2016 PREYMORE STREET, OSPREY, FL - MLS# A4480208

    A4480208 - 2016 PREYMORE STREET, OSPREY, FL 34229
    54 Days on yellowkey

    $435,000 | Single Family Home | 3 beds | 2.0 baths

    Under Construction. UNDER CONSTRUCTION, finishes by NEW YEAR! This Saint Thomas Model is offering $10,000.00 towards closing costs or builder upgrades. This 3 bed 2 bathroom home is a split plan with a nice great room design, it is simply gorgeous. The location is fabulous in Sarasota County close to fine dinning and shopping malls not to mention the best beaches in the world. Call your favorite realtor today for you very own sneek preview. Please ask about other homes finishing in the first quarter of next year.

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    Listing is courtesy of: RE/MAX ALLIANCE GROUP

  • 2015 CORDES STREET, OSPREY, FL - MLS# A4480163

    A4480163 - 2015 CORDES STREET, OSPREY, FL 34229
    54 Days on yellowkey

    $435,000 | Single Family Home | 3 beds | 2.0 baths

    Under Construction. UNDER CONSTRUCTION finishes by NEW YEAR! $10,000.00 in builder incentives can be used for upgrades or closing costs. This 3 bedroom 2 bath great room, split plan is just gorgeous. The location is fabulous in Sarasota County close to everything, dining, malls and beaches, come see it today, or call you favorite realtor for a preview.

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    Listing is courtesy of: RE/MAX ALLIANCE GROUP

  • 232 WOODLAND DRIVE, OSPREY, FL - MLS# A4480003

    A4480003 - 232 WOODLAND DRIVE, OSPREY, FL 34229
    55 Days on yellowkey

    $230,000 | Condo | 2 beds | 2.0 baths

    Come home to this warm, cozy and charming abode and relax on the large, private deck, nestled in a wooded, West of Trail paradise! You’ll appreciate all the lovely updates this unit has to offer, such as crown moldings, a remodeled kitchen featuring a large, granite-topped breakfast bar, stainless steel appliances, wood cabinetry and remodeled bathrooms all in an appealing, neutral palette. A tankless hot water heater, a versatile Murphy Bed in the 2nd bedroom, two outside storage closets, and balconies in both bedrooms complete the picture! Pine Run is a 147-unit condominium located on 20+ acres of lush native Florida landscape. Designed to blend in with the natural beauty, this particular Pine Run unit opens onto its own private piece of the woods. Pine Run offers many fine amenities including two swimming pools, club house with fitness center, tennis courts, pickle ball, kayak storage and friendly, social gatherings. The community is less than a mile from the Gulf of Mexico, and is proximate to Blackburn Point marina, County park with boat launch, shopping, entertainment, dining, the Legacy Trail and pristine Gulf beaches.

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    Listing is courtesy of: MICHAEL SAUNDERS & COMPANY

  • 1340 THORNAPPLE DRIVE, OSPREY, FL - MLS# A4479751

    A4479751 - 1340 THORNAPPLE DRIVE, OSPREY, FL 34229
    59 Days on yellowkey

    $444,900 Reduced | Single Family Home | 3 beds | 2.0 baths

    Awesome 3 bedrooms, two baths lakefront home build by Lee Wetherington Homes, Willowbend community low maintenence free residences, move-in ready home,relax on the enclosed screened lanai and enjoy the beautiful lake views, PLUS low community fees that include cable, internet and landscaping. Home features an updated kitchen with wood cabinets, soft close drawers, granite countertops, wood, and ceramic tile flooring. hurricane shutters, tile roof (refreshed roof) 3rd bedroom can be used as a den or office, Stainless steel appliances,tray ceilings, eat-in area in kitchen. close to Oscar Scherer Park, Legacy Bike Trail, Community also offers heated swimming pool, spa, pickle ball fitness center and playground for the little ones. Many upgrades were done on 2018 including Granite Tops and appliance's . Walk to Pine View School, New Publix across the street.bike to Nokomis Beach, Casey Key, many restaurants closeby a short drive to Sarasota downtown or Historic Venice District. DUE TO COVID 19 WE ASK THAT REALTORS AND BUYERS WEAR MASK AND IF YOU PLAN IN TOUCHING ANYTHING WEAR GLOVES.

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    Listing is courtesy of: REALTY EXECUTIVES GALLERY

  • 163 PENNSYLVANIA AVENUE, OSPREY, FL - MLS# A4479382

    A4479382 - 163 PENNSYLVANIA AVENUE, OSPREY, FL 34229
    61 Days on yellowkey

    $1,850 | Single Family Home | 3 beds | 2.0 baths

    Check out this quaint neighborhood were you will find a 3/2 home built in 2018 in a perfect location. Available October 5, 2020. Close to Sarasota and Venice, Osprey is a great location and close to the beaches! This 3/2 home has a one car garage and has the open floor plan everyone loves! The modern grey colors pallete throughout the home, the stainless steel appliances, light wood cabinets in the kitchen all look amazing! Having an energy efficient newer A/C unit and Energy Star Windows will keep those electric bills low. Fans in all the rooms with lights. Two bathroom one which has a tub and there is a walk-in shower in the master bathroom You will love having a large utility room inside the home including a utility sink as well. Beautiful yard with several palm trees and an over sized parking driveway. This home will not be around for long at this price. Call today for a showing.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 148 LOOKOUT POINT DRIVE, OSPREY, FL - MLS# A4479316

    A4479316 - 148 LOOKOUT POINT DRIVE, OSPREY, FL 34229
    62 Days on yellowkey

    $769,900 Reduced | Single Family Home | 3 beds | 2.5 baths

    This is an enchanting 3 Bedroom, 2.5 bath, Southbay residence bordering a wide greenbelt with good flood elevation (owner only paying $670/yr for flood Insurance) and steps to the waterfront and marina. 3rd Bedroom makes for great flex space for home office/den and overnight guests. This open floor plan is perfect for entertaining with spacious enclosed Florida Room with 3 separate living areas with wonderful space and separation to craft any configuration you desire. The 15 x 22 Master suite has two large closets, a spacious shower, jetted tub, bidet, and a private patio. This is the one you have been waiting for with a new barrel tile roof and gutters 2020, 2 new ACs in 2018, new Pebble Tec heated pool & cage in 2016. Kitchen was updated with soft close cabinets, granite, marble backsplash, stainless appliances, and two appliance garages. Remarkably, the same fine finishes extend as a wet bar to the adjacent family room, complete with a beverage/wine cooler and a wood-burning fireplace. Numerous outstanding and practical updates including plumbing supply lines re-piped, faucets replaced in guest bath, baseboard and trim, doors and hardware and bedroom flooring. Perfect the art of outdoor living from the expansive terraces that afford the opportunity to lounge, grill swim and relax. Exceptional Southbay Yacht & Racquet Club location, where the low fees include tennis, pickleball, soon to be completed clubhouse, community pool, miles of walking paths, and bayside park. The best-kept secret on the Gulf Coast is the phenomenal deep-water marina where resident-only quarterly fees allow small and large boats, sailboats, water with slips including water and electricity. Ideally located in between culturally rich Sarasota and charming Venice, minutes to beaches, Legacy Trail, Pine View School, shopping, waterfront restaurants and Oscar Scherer State Park.

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    Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY

  • 206 SORRENTO DRIVE, OSPREY, FL - MLS# A4478710

    A4478710 - 206 SORRENTO DRIVE, OSPREY, FL 34229
    67 Days on yellowkey

    $638,333 Reduced | Single Family Home | 3 beds | 2.0 baths

    PRIVATE WORRY-FREE WATERFRONT LIVING!...Looking for Peaceful Gulf Coast Living in a Fantastic Neighborhood?...Discover It Today at this Spacious Home in Highly Sought-After Sorrento Shores!.... Well Planned Layout with Natural Light Throughout so You Can Bring the Florida Sunshine Indoors!...Conveniently Located within Close Proximity to Fantastic Amenities, White Crystal Sand Beaches, and Loaded with Extras… Beautiful Updates Featuring Brand New Black Stainless Steel Wi-Fi Enabled Kitchen Appliances…Expansive Storage w/Solid Wood Cabinets in Kitchen…Ideally Designed for Entertaining and Cooking…Gorgeous Black Granite Throughout the Kitchen and Baths…Open Floor Plan to Accommodate Your Party Guests or Simply Curling Up by the Wood Burning Fireplace for a Relaxing Day at Home…Large 2 Car Garage…New Septic…New Disposal…Newer A/C Ducts…Fresh Paint Inside & Out…Plenty of Room for a Pool or Deck Install…Let Your Cares Drift Away Lounging on Your Boat Dock and Watching the Manatees Gently Float by in the Canal...Life is Grand Here!...Optional HOA w/NO Deed Restrictions…Book Now Before It’s Gone!

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    Listing is courtesy of: KELLER WILLIAMS ON THE WATER

  • OSPREY, FL - MLS# A4478745

    - OSPREY, FL 34229
    69 Days on yellowkey

    $2,099 Reduced | Condo | 2 beds | 2.0 baths

    Please note: Unit will be available the 1/1/21 & unit will be rented UNFURNISHED This Bay Street unit was the model home for the community and has many upgrades throughout! As soon as you walk in, you will immediately notice the crown molding, lighting fixtures, stainless steel kitchen appliances, etc. The open concept floorplan adds to the attraction of the this D.R. Horton townhome. The master bedroom offers a walk-in closet with bathroom ensuite, including his and her sinks. Second bedroom AND an office/den share another full bathroom. Views of the lake from every room! Bay Street Village is a gated community that offers a resort style pool, clubhouse, fitness center, and ample parking a few feet from clubhouse and pool. Shopping and dining options are conveniently located near the village, including a Walmart Supercenter directly around the corner! The outdoor activities near this community are too many to name, close to Siesta & Nokomis beaches, Legacy Trail, Oscar Scherer Park, etc. Great location and must see home! Sorry...but NO PETS allowed. (Note: Unit is currently furnished, but will be rented unfurnished.)

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    Listing is courtesy of: SUNNYSRQ PROPERTIES

  • 184 EXPLORER DRIVE UNIT 184, OSPREY, FL - MLS# N6111859

    N6111859 - 184 EXPLORER DRIVE UNIT 184, OSPREY, FL 34229
    69 Days on yellowkey

    $257,000 Reduced | Condo | 2 beds | 2.0 baths

    If you are looking for the perfect Florida lifestyle, this is it. Conveniently located between Sarasota and Venice with #1 Siesta Key beach close by, this darling two-bedroom, two-bath, impeccably maintained, furnished condominium is move-in ready. Located on the second floor with a one-car garage, this 2016 built condominium features a light and bright feel and has an open great room floor plan with screened lanai. Bay Street Village is a maintenance-free gated community that includes a resort-style heated pool, fitness room, and club room. Close to shopping, dining, beaches and Pine View school. Please schedule your private showing today. You will not be disappointed.

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    Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-412-3323)
    Listing Agent: Courtney Green (941-809-8432)

  • 14041 BELLAGIO WAY UNIT 317, OSPREY, FL - MLS# A4478305

    A4478305 - 14041 BELLAGIO WAY UNIT 317, OSPREY, FL 34229
    75 Days on yellowkey

    $529,000 | Condo | 3 beds | 2.0 baths

    WATERFRONT LIVING, A BOATER’s DREAM - If you looking for a fantastic investment opportunity, then look no further! Turn the pandemic into a positive by securing this luxury lifestyle, ensuring that you can pay down your purchase price from day one. Vetted, approved, quality tenants in place for two (2) years covers all your related costs for the two-year period (a home warranty pays for repairs and service within the unit for a year), and generates significant income simultaneously. This gives you time for the pandemic to pass so you can safely travel or move to your luxury waterfront home when you are ready! The Villas at Osprey Harbor are nestled within a private and exclusive gated enclave that is professionally managed and has a dedicated, on-site office. Everything is draped around the Intracoastal Waterway and Little Sarasota Bay with no bridges to the Gulf of Mexico. The Villas are adjacent to a deep water, full-service marina for boat and yacht enthusiasts and there is a temporary deep-water slip that lies directly between Villa wings - you can practically boat to and from your door. The Villas at Osprey Harbor are spread throughout a four-level development. This 3-bedroom with DEN condo is located on the third floor and enjoys long water views, glorious sunsets and balmy breezes. Condo features include an open floor plan, 2000+ square feet of living space, new, high quality carpets in bedrooms, custom window shades throughout, custom paint palette throughout (including ceilings and closets), new travertine tile in guest bath, new range, stone counters, wooden cabinetry, new dryer, new decorator lanai flooring. The Villas has beautifully maintained and accessible grounds and common areas, resort style amenities including a stunning bay front pool and deck area, BBQs, sauna, spa, private clubhouse, fully-equipped fitness center, kayak launch, and strategically placed seating areas to relax and enjoy everything around you. The unit has private elevator access and has its own two under-building parking spaces and a huge storage locker. The Villas of Bellagio are part of an incredibly peaceful oasis, a pet-friendly community and a rare place to call home. Do compare value and views to the barrier islands; no island traffic, more boating options, 3 bedrooms with den, modern amenities and resort-style living, and only a short ride to the beautiful beaches of North Jetty and Nokomis. You will love this location and well-managed community.

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    Listing is courtesy of: BETTER HOMES & GARDENS REAL ESTATE ATCHLEY PROPERT

  • 689 EAGLE WATCH LANE, OSPREY, FL - MLS# A4478203

    A4478203 - 689 EAGLE WATCH LANE, OSPREY, FL 34229
    75 Days on yellowkey

    $1,185,000 | Single Family Home | 4 beds | 3.5 baths

    This spectacular "Cape Dutch-style" residence is in the sought-after Oaks Club community in Osprey, FL. The spacious and immaculate home is situated at the end of a cul-de-sac overlooking the 7th fairway of one of the two 18-hole championship golf courses within the community. This home was originally built by a high-end builder for his personal residence and the level of quality & design detail in this home is superior. The European-flair home has a separate guest house/in-law suite with loft and a private entry connected by an enclosed breezeway. The main house has 3 bedrooms and a spacious office/study/4th bedroom. The master suite has soaring ceilings and separate dual walk-in closets, where one is enormous. High cathedral ceilings, tile flooring with unique hardwood thresholds and large windows all contribute to creating this open, light and bright masterpiece. The generous and private pool area provides for private enjoyment and gracious entertaining. This home is being offered fully furnished and has had many upgrades to it in recent years including re-plumbing, A/Cs, roof, resurfaced driveway, paint and much more. All within the gated community of The Oaks, which offers two championship golf courses, 12 Har-Tru tennis courts, fitness, croquet & a vast array of dining, social, and recreational possibilities. Club membership is required. This home is owned by a Bahamian offshore company that the owner prefers to convey with the sale. Virtual showing: http://tours.srq360media.com/689eaglewatchlane34229?mls

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    Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY

  • 2068 PREYMORE STREET, OSPREY, FL - MLS# A4477485

    A4477485 - 2068 PREYMORE STREET, OSPREY, FL 34229
    84 Days on yellowkey

    $319,000 Reduced | Single Family Home | 3 beds | 2.0 baths

    No deed restrictions! Great location! This well cared for 3 bedroom, 2 bath home is situated on a quiet street in Osprey. You will love the outside deck, screened rear patio, mature oaks, and fenced back yard. Master bedroom with en-suite bath and dressing vanity. Roof replaced in 2015, overhead plumbing.

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    Listing is courtesy of: CLUB PROPERTIES

  • 721 N MACEWEN DRIVE, OSPREY, FL - MLS# A4476819

    A4476819 - 721 N MACEWEN DRIVE, OSPREY, FL 34229
    87 Days on yellowkey

    $1,125,000 | Single Family Home | 5 beds | 5.0 baths

    *ENJOY the 3D VIRTUAL TOUR* of this UPDATED and SPACIOUS, 5-Bed / 6-Bath, Pool/Spa home with ideal South-facing lanai, situated on the 17th Fairway of the Heron Golf Course - with breathtaking golf course views! Relish in the coveted lifestyle of The Oaks Club, featuring "Luxury Coastal Living in the Heart of Sarasota County." Perfect for entertaining and positioned on an over ½ acre lot across from preserve area, this MOVE-IN READY home features Soaring 22ft Ceilings, Bright and Open floor plan with walls of glass, Gourmet Kitchen with large pantries, impressive Master Suite (including His & Her walk-in closets) with adjacent office/den, 2nd en suite bedroom and laundry room on 1st floor, plus a large private upstairs loft with three bedrooms (en suite plus jack-and-jill). Enjoy Outdoor Living with an expansive Lanai featuring an Outdoor Kitchen and Heated Saltwater Pool & Spa. Property includes a 3-car oversized garage. Built in 2002, this home boasts many RECENT UPGRADES: Luxury Vinyl Plank Flooring (2020), New Appliances (2018), Outdoor Grill (2020), Pool Equipment and Premium Control System (2017), Plantation Shutters (2017), Painted (Interior -2017, Exterior -2020), Hot Water tank (2017), and much more… The Oaks is a distinguished country club community. Accolades include: "2019-2020 Platinum Club of America" and "Elite Distinguished Club of the World." Amenities include two, 18-hole championship GOLF courses, award-winning TENNIS programs with 12 Har-Tru tennis courts, 4 NEW Pickleball Courts, a state-of-the-art FITNESS center and junior Olympic, SWIMMING POOL. With 3 Restaurants, Ballroom, and a wide variety of Social/Recreational options, the stage is set for the utmost enjoyment of Florida country club living in an A+ LOCATION. **Florida's #1 Rated PINE VIEW SCHOOL is located nearby. Club membership is available and is required.

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    Listing is courtesy of: GENEROUS PROPERTY

  • 34 OSPREY POINT Drive, OSPREY, FL - MLS# A4476879

    A4476879 - 34 OSPREY POINT Drive, OSPREY, FL 34229
    88 Days on yellowkey

    $1,050,000 | Single Family Home | 3 beds | 3.5 baths

    This incredible 3 bedroom, 3.5 bath true brick home is in a class by itself. Distinctly different from other homes in the community, you can enjoy all the unique features of living here, plus all the amenities of living in The Oaks Bayside. Majestically set on a private lot, with Southern exposure, this home truly combines gracious living with down-home comfort. From the circular drive, with 3 car side-loading garage, you get your first impression of how outstanding this home is. Meticulously maintained, the interior is spacious and filled with great natural light. The formal living room has a gas fireplace, and is situated off the formal dining room. The kitchen is a gourmet’s delight with hand-finished cabinetry, an induction cooktop, a Dacor microwave, and a Miele convection oven with warming drawer, and a built-in, counter-depth Kitchen Aid refrigerator. The open concept allows you to visit with guests while preparing a meal as they gather around the built-in wet bar to toast the end of another perfect Florida day! With gorgeous baths, large luxurious bedrooms and features like a tankless hot water heater with recirculating pump and recent AC units (installed in 2018) and custom details that include coffered and tray ceilings, hand-made solid wood cabinets, and an outdoor shower, you have everything you need to live an amazing country club lifestyle on the Gulf Coast. Membership in The Oaks, Sarasota’s premier golf and country club is available and mandatory.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 12 N CASEY KEY ROAD, OSPREY, FL - MLS# A4477041

    A4477041 - 12 N CASEY KEY ROAD, OSPREY, FL 34229
    89 Days on yellowkey

    $6,500 Reduced | Single Family Home | 3 beds | 3.0 baths

    UNFURNISHED HOUSE ON BEAUTIFUL, PRIVATE CASEY KEY! Amazing views of the intracoastal from all levels of this bright, sunny house. Across the street is a path to the private beach. Spacious house with huge living room, vaulted ceilings and ornamental fireplace. The house features two master suites one on each level. There is a small extra bedroom/office on the second floor. Two bathrooms upstairs, and one downstairs. Beautiful plantings and lawns surround the house with porches and patio areas for entertaining. There is a small dock area for fishing. This location is near the Blackburn Point bridge, so easy on and off the key. Restaurants and shopping nearby. Easy access to US 41 and I75.

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    Listing is courtesy of: JENNETTE PROPERTIES INC

  • 682 CLEAR CREEK DRIVE, OSPREY, FL - MLS# A4476506

    A4476506 - 682 CLEAR CREEK DRIVE, OSPREY, FL 34229
    92 Days on yellowkey

    $634,900 Reduced | Single Family Home | 5 beds | 3.0 baths

    One or more photos virtually staged. Spacious 4/5 bedroom home with 3 full baths, formal living with lighted coffered ceiling and formal dining areas. New tile throughout the first floor 2020. The large kitchen has 3 pantries, work island, separate breakfast bar, and is open to the family room. Newer stainless appliances include a gas range. Sliding doors lead to a solar heated pool with beautiful newer surrounding paver lanai overlooking preserve. First floor in-law en-suite is modified with an adjoining full bath. The soothing second floor master bedroom suite has beautiful wood panels, an electric fireplace with remote, and a 10x12 walk in closet fit for a king! See sunsets from the covered private balcony. Library with built in shelving. Bonus room is a second family retreat that could be a game room or a 5th bedroom. Dog run outside for convenience. Kevlar storm protection for the whole house. This home is a short walk to Pine View School, close to shopping, beaches, restaurants, parks, and Sarasota Memorial Hospital.

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    Listing is courtesy of: FLORIDA HOME TEAM LLC

  • 14041 BELLAGIO WAY UNIT 215, OSPREY, FL - MLS# A4476582

    A4476582 - 14041 BELLAGIO WAY UNIT 215, OSPREY, FL 34229
    95 Days on yellowkey

    $579,000 | Condo | 3 beds | 2.0 baths

    A little private oasis awaits you in this Waterfront Boaters Dream Condo. This Perfectly located, 3 bed/2 Bath condo overlooks the private marina, which provides direct access to Intracoastal Waterway, Casey Key and the Gulf of Mexico. Enjoy your morning coffee from your large private Harborside Balcony. Inside your will find an open spacious layout with designer details such as Granite counter tops, Stainless appliances, tile and wood laminate flooring, Hurricane windows and doors, a beautiful master bedroom with a large walk in closet and updated master bath. You also have 2 assigned garage parking spaces and enclosed garage storage area. Amenities include Heated Community Pool, Fitness Center overlooking the water, Hot Tub Spa, Sauna, Clubhouse, Kayak Launch, and Access to a full-service Marina located right next store should you want to rent a slip. The Villas at Bellagio Harbor Village is a gated community conveniently located on the waterfront in Osprey, just over the bridge from Casey Key and close to parks, shopping , restaurants and some of the areas more beautiful beaches. Relax and Enjoy this beautiful property!

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    Listing is courtesy of: ASCENDIA REAL ESTATE

  • 40 BAYHEAD LANE, OSPREY, FL - MLS# A4474409

    A4474409 - 40 BAYHEAD LANE, OSPREY, FL 34229
    96 Days on yellowkey

    $324,000 Reduced | Single Family Home | 3 beds | 3.0 baths

    This stunning lakefront home is nestled in the beautiful gated community of Bishops Courts at the Oaks Preserves. This meticulously maintained, 3 bedroom, 3 bathroom residence is situated on a premium homesite, with an uninterrupted view of the lake. The private covered front entry welcomes you with an array of local flora and fauna creating your own tropical oasis. Upon entry, you are greeted with neutral tone tile in the foyer matched with neutral carpet leading you to the heart of the home, a spacious living/dining room featuring 12 foot ceilings throughout, a floor to ceiling cut stone fireplace with mantle, and sliders leading out to the covered and screened lanai and deck area where you can relax with soothing sounds from the fountain. The kitchen features expansive cabinetry, spacious work space, and a cozy breakfast nook. A spacious master suite offering picturesque views of the lake & fountain, his and her closets, private access to the covered lanai, a recently remodeled master bath featuring a soaking tub, tile walk in shower, and a double sink vanity. The split floor plan provides privacy for additional bedrooms, with the second bedroom featuring an ensuite bathroom and the third bathroom just around the corner from the rest of the home! With mandatory membership, either Social or Equity, you can take advantage of all The Oaks Club has to offer: 2 championship golf courses, 12 Tournament Standard HarTru tennis courts, croquet court, 3 Year-round Dining Venues, Well-Fit Center, Outdoor Pool, Preserve Community Pool, Social Clubs & Special Seasonal Events.

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    Listing is courtesy of: KELLER WILLIAMS ON THE WATER

  • 63 SUGAR MILL DRIVE UNIT Dr, OSPREY, FL - MLS# A4475783

    A4475783 - 63 SUGAR MILL DRIVE UNIT Dr, OSPREY, FL 34229
    102 Days on yellowkey

    $675,000 | Single Family Home | 3 beds | 3.0 baths

    Seller Credit towards membership of choice with an acceptable offer! Start living your best life in your Oaks Bay Side home! Available for immediate occupancy and offers a beautiful, private master suite, spacious chefs kitchen with adjoining family room that includes a wood burning fireplace and built ins for all of your electronic needs! Doors leading outdoors complete this cozy portion of this home. The living and dining room offer a wet bar and sliding doors leading to secluded brick patio that is perfect for entertaining. Roof was replaces in 2018. There is plenty of room on the property to add a pool if desired. The Oaks offers world class luxury with your required membership. Two eighteen hole championship golf courses, twelve Har-Tru Hyrdro Grid tennis courts, a heated junior Olympic pool, playground, croquet court and three restaurants in the newly renovated clubhouse. Bay Side residents have access to a community dock and kayak launch. Don't miss this opportunity of a lifestyle!

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    Listing is courtesy of: HUNT BROTHERS REALTY, INC.

  • 476 N CASEY KEY ROAD, OSPREY, FL - MLS# N6111333

    N6111333 - 476 N CASEY KEY ROAD, OSPREY, FL 34229
    103 Days on yellowkey

    $5,250,000 | Single Family Home | 3 beds | 3.5 baths

    Under Construction. Contemporary new construction on the exclusive North End of Casey Key with expansive bay views through walls of glass eighteen feet high! Designed by award winning architect Mark Sultana and being constructed by Voigt Brothers Construction with an estimated completion date of May 2021. Upon completion this will be a beautiful modern two story overlooking Little Sarasota Bay on the exclusive North Casey Key with Deeded access to the Gulf of Mexico directly across the street. The property possesses a rare and coveted feature in the covered boat dock with boat house that was originally built in 1945 and is grandfathered-in! The new 200 foot plus dock will be in the exact footprint as permitted and will include a lift. The pool, full outdoor kitchen and outdoor living areas provides for exceptional entertainment and plenty of space to enjoy the outdoors. A true Smart House as shades for the glass windows are recessed into the ceiling and are controlled electronically. The entire house including all lighting, security, internet, etc. will be controlled through touch-pads and phones. The foyer is open to the ceiling of the second floor and provides direct line-of-sight views through glass to the outdoor living area and the Bay beyond upon entering the home. A set of hanging stairs immediately off the Foyer give access to the second floor. Immediately beyond the stairs is the family room which leads to the kitchen, then dining area, and finally the Great Room. The house is open throughout this area with no walls and is filled with floor to ceiling glass overlooking the Bay. The Kitchen & Great Room sit some 14 feet above grade at the rear of the house, providing spectacular views of the Bay. The Master Suite which consists of the master bedroom with floor-to-ceiling glass overlooking the Bay, a large private balcony overlooking the garden, the bathroom with spa tub, steam shower, and his/her sinks; and two separate (his/her) large walk-in closets. One unique feature of the Master Suite is that the hallway leading to and past the walk-in closets ends at a built-in bookcase which retracts into the wall granting access to a beautiful glass office that overlooks the Great Room of the house as well as providing beautiful views of the Bay. The office has two separate outdoor balconies, one of which overlooks the pool area of the home. Another outstanding feature is the three-car garage with glass-paneled garage doors that will be back-light at night to form lighted cubes of architectural interest. This lighting will be complemented by lit pillars that front the right half of the home and provide both privacy and air-flow to the garden and outdoor living area beyond the pillars. There is an elevator serving three floors and is easily accessed in the garage. North Casey Key is just minutes from Downtown Sarasota, St Armand’s Circle, Sarasota Airport plus The Island of Venice and all it has to offer. There is an expressway (Hwy 681) for very easy access to I75 northbound. Full plans provided upon request.

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    Listing is courtesy of: EXIT KING REALTY (941-497-6060)
    Listing Agent: Kelley Ann Ayers (941-544-7802)

  • 36 BISHOPS COURT ROAD UNIT 1, OSPREY, FL - MLS# A4475581

    A4475581 - 36 BISHOPS COURT ROAD UNIT 1, OSPREY, FL 34229
    104 Days on yellowkey

    $2,950 Reduced | Villa | 2 beds | 2.0 baths

    Try before you buy: ANNUAL RENTAL TURNKEY FURNISHED with option to purchase. Membership in THE OAKS CLUB for buyers only. Fifteen minutes from Siesta Key's No. 1 Beach in USA! Enjoy luxury without the club fees under sub-tropical canopy with exquisite landscaping in The Oaks Preserve. South Sarasota/Osprey area in the gated Oaks Club. Turnkey furnished executive villa. In wooded area of gated country club with 24 hr.security. Private preserve view from all rooms. Two Bedroom Suites on opposite sides of living room. Kitchen w/tile, solid counters, all appliances, washer and dryer, designer furnished with hardwood floors, wet bar. 2 flat screen TV's, internet available. Screened lanai. Garage for your car + second parking place at unit. Steps to community pool, club house w/kitchen. Big Box and shopping mall nearby. Five minutes to 15 mile Legacy Trail for biking, roller blading. Publix, Target, Walmart. Lowes, Costco within 3 minutes. Twenty minutes to Downtown Sarasota for Restaurants, shops, theater, opera, symphony, Orioles spring baseball. Ten minutes to Venice. Just bring your toothbrush!

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    Listing is courtesy of: CAPITAL REAL ESTATE ENTERPRISE

  • 731 N MACEWEN DRIVE, OSPREY, FL - MLS# A4474830

    A4474830 - 731 N MACEWEN DRIVE, OSPREY, FL 34229
    106 Days on yellowkey

    $849,900 | Single Family Home | 4 beds | 4.0 baths

    ENJOY the 3D VIRTUAL TOUR of this ELEGANT, Beautifully UPDATED, 4 Bed / 4 Bath, Luxury Estate situated on the 17th fairway of the Heron Golf Course. **$40,000 Membership PAID BY SELLER with suitable offer. **PLENTY OF ROOM to build the POOL OF YOUR DREAMS**. Relish in the coveted lifestyle of The Oaks Club, featuring "Luxury Coastal Living in the Heart of Sarasota County." Positioned on a ~½ acre lot with mature oak trees and lush landscape, this MOVE-IN READY home features soaring ceilings, Bright and Open floor plan with walls of glass, expansive Gourmet kitchen, impressive Master Suite (including His & Her walk-in closets) with adjacent office/den, en suite bedrooms, etc. Enjoy the serene lanai with impressive golf course views. Property includes a 3-car garage, and many RECENT UPGRADES: Master Bath remodel (2018), Newer A/C (2017), freshly painted exterior, gunstock oak hardwood flooring and polished porcelain tile floors (2018), Kitchen Appliances (2016), re-plumbed (2016), re-screened lanai, baths remodeled and much more! The Oaks is a distinguished country club community. Accolades include: "2019-2020 Platinum Club of America" and "Elite Distinguished Club of the World." Amenities include two, 18-hole championship GOLF courses, award-winning TENNIS programs with 12 Har-Tru tennis courts, 4 NEW Pickleball courts, a state-of-the-art FITNESS center and junior Olympic, SWIMMING POOL. With 3 Restaurants, Ballroom, and a wide variety of Social/Recreational options, the stage is set for the utmost enjoyment of Florida country club living in an A+ LOCATION. **Florida's #1 Rated PINE VIEW SCHOOL is located nearby. Club membership is available and is required.

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    Listing is courtesy of: GENEROUS PROPERTY

  • 41 BISHOPS COURT ROAD UNIT 119, OSPREY, FL - MLS# A4475081

    A4475081 - 41 BISHOPS COURT ROAD UNIT 119, OSPREY, FL 34229
    109 Days on yellowkey

    $265,000 | Condo | 2 beds | 2.5 baths

    An existence of peace and fulfillment is found overlooking lush landscaping and the serene lakefront setting of this famed Bo MacEwen designed two-story townhouse in the Oaks Preserve. A private oasis, this residence is ideal for year-round living or as a destination getaway. Bamboo floors in the living areas lead you to the renovated kitchen boasting Silestone countertops and new appliances. A brick balcony offers tranquil lake and oak tree vistas for reading, meditating, yoga practice or sipping mimosas. Feel assured by the new roof and maintenance-free lifestyle the community affords as well as a bustling social calendar and plenty of amenities to keep you busy if you choose. Oaks Club membership is required, and as part of The Oaks Club, you have access to one of the finest country clubs in Southwest Florida, two 18-hole championship golf courses, 12 Har-Tru lighted tennis courts, pickleball, and casual and fine dining. This residence is also steps to the community pool and pool house, a part of a completely accessible neighborhood and just 15 minutes to Siesta Beach, in addition to being centrally located between Sarasota and Venice.

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    Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-485-5421)
    Listing Agent: Rosalie Phillips (941-544-4430)

  • 933 BLUE HERON OVERLOOK, OSPREY, FL - MLS# A4474975

    A4474975 - 933 BLUE HERON OVERLOOK, OSPREY, FL 34229
    110 Days on yellowkey

    $1,275,000 Increased | Single Family Home | 5 beds | 5.0 baths

    Can't beat this location. No Construction noise...Mature and Manicured grounds...Premier Cul de Sac location in The Oaks Clubside - Picturesque sunset views from 2900 sqft Lanai that also overlooks Heron's#1 Green - Entertaining is a breeze in single floor layout. Possible Easy In-law suite. 2 fireplaces enhance the Romantic Florida lifestyle. Master bedroom Suite is split from the other 4-5 bedrooms, plenty of space for all yet has the quaint home feel from curb throughout. Closets galore, Central Vac, New Roof in 2019, and so many upgrades ...a Quality Home in a perfect location to live out your next dreams in The amenities of The Oaks Country Club.

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    Listing is courtesy of: WADE F DIRR LIC R.E. BROKER



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