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Osprey

One of the most popular communities provided by Michael Graf

Osprey

About Osprey

Osprey is a tranquil coastal community tucked between Sarasota and Venice, offering a perfect blend of natural beauty and upscale living. Known for its peaceful vibe, top-rated schools, and access to the Intracoastal Waterway, Osprey is ideal for nature lovers and boaters. Residents enjoy quick access to parks like Oscar Scherer State Park, waterfront dining, and nearby beaches. With elegant neighborhoods, quiet streets, and a strong sense of community, Osprey is a hidden gem on Florida’s Gulf Coast.

One of the most popular communities provided by Michael Graf
172
# of Listings
3
Avg # of Bedrooms
$462
Avg. $ / Sq.Ft.
$1,089,700
Med. List Price

Browse Osprey Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

172 Properties Found. Page 12 of 12.

Welcome to this stunning two-bedroom, two-bathroom retreat, perfectly designed for relaxation and entertainment! As you step inside, you'll notice the bright and airy open-plan living area, flooded with natural light pouring in through the large windows. But the true showstopper is the incredible backyard oasis! The expansive fenced yard beckons you to unwind and enjoy the fresh air, perfect for alfresco dining, outdoor games, or simply soaking up the sun. The screened porch provides a cozy haven for warm evenings or lazy mornings. Additional highlights include: Double garage for ample storage and parking Private and secure fenced yard Screened porch for bug-free relaxation Convenient laundry room Ample natural light throughout Don't miss this incredible opportunity to make this house your home!
#A4665305

OSPREY

305 BAY VISTA AVENUE

2 Beds

2 Baths

1,069 Sq.Ft.

$2,500

MLS#: A4665305

***AVAILABLE NOVEMBER 2025 THRU JANUARY 2026*** Welcome to THE OAK community, it's gated 24/7. private as private can be. Drenched in value and a fantastic community located in South Sarasota. Open plan, easy to show! Close to Siesta Key, Costco restaurants very convenient to all the amenities Sarasota has to offer.
#A4589608

OSPREY

51 MAC EWEN DRIVE 1

1 Beds

1 Baths

623 Sq.Ft.

$2,500

MLS#: A4589608

Price reduced
Welcome to 163 Pennsylvania Avenue, nestled in the quaint community of Osprey, FL. This charming 3-bedroom, 2-bathroom home, built in 2018, offers a smart blend of style and energy efficiency. Spanning 1,346 square feet, the open floor plan showcases a modern grey color palette, creating an inviting ambiance throughout. Step into the kitchen, where sleek stainless steel appliances and light wood cabinets elevate your culinary experience. The master bathroom features a convenient walk-in shower, while the second bathroom offers a relaxing tub. An oversized utility room includes a handy utility sink and tenants need to supply their own washer and dryer. Outdoors, enjoy a private oasis with palm trees and a privacy fence, perfect for leisurely afternoons. The property boasts a one-car attached garage and an oversized driveway, providing ample parking space. Central air conditioning, a newer energy-efficient AC unit, and energy star windows promise to keep your energy bills low, ensuring comfort year-round. Located near Sarasota and Venice, this home is perfect for those who love outdoor activities, with easy access to Oscar Scherer State Park and the Legacy Trail. Pet-friendly living with conditions applies. Don't miss this opportunity—schedule your showing today! Note that tenants are responsible for utilities and a monthly lawn fee of $80.
#A4668434

OSPREY

163 PENNSYLVANIA AVENUE

3 Beds

2 Baths

1,346 Sq.Ft.

$2,400

MLS#: A4668434

Lovely 2 bed/2 bth well maintained townhouse with a 2 car garage Set in a private enclave in the desirable West of Trail Osprey location with a Community pool. Close to beaches, restaurants and shopping.
#O6342686

OSPREY

1817 HIGHLAND ROAD

2 Beds

2 Baths

1,145 Sq.Ft.

$2,395

MLS#: O6342686

Welcome to Bay Street in Osprey! This 3-bedroom, 2-bath condominium offers the comfort of single-level living on the second floor of a two-story building. Enjoy an open layout filled with natural light and peaceful lake and fountain views from nearly every room. The kitchen is equipped with newer stainless steel appliances, plus a washer and dryer. Additional features include ceiling fans throughout, blinds on every window, and an attached one-car garage with an extra assigned space and plenty of guest parking.******The gated Bay Street community provides everything you need for an active lifestyle — a heated pool, fitness center, and a park right across the street. The location is ideal, just minutes from Legacy Trail, Oscar Scherer State Park, shopping, dining, post office, and some of Sarasota’s most beautiful beaches. Families will appreciate the close proximity to Pine View, one of the nation’s top-rated schools. ********** Move-in ready and waiting for you — offering a perfect blend of convenience, comfort, and Florida lifestyle living.
#A4664995

OSPREY

4256 EXPEDITION WAY 107

3 Beds

2 Baths

1,430 Sq.Ft.

$2,250

MLS#: A4664995

Welcome to 234 Patterson Ave, a charming single-family home nestled in the heart of Osprey, Florida. This amazingly located residence offers 3 bedrooms, 1 and a half bathrooms, and 1,173 square feet of comfortable living space. The open-concept layout features vaulted ceilings and a NEW modern kitchen equipped with granite countertops, soft close drawers, a center island, and new Frigidaire stainless steel appliances. Recent renovations include updated flooring, a refreshed bathroom, and a fully fenced yard for added privacy. IMPACT WINOWS THROUGHOUT!! Enjoy outdoor living with both a side porch and a spacious rear deck—perfect for entertaining or relaxing in the Florida sunshine. The property sits on a 5,197 sq ft lot and includes central air conditioning and a separate laundry room. Located just minutes from world-renowned Gulf Coast beaches, this home blends comfort, style, and an unbeatable location. This home is located just south of Sarasota, just north of beautiful downtown Venice and minutes from the beaches! Your beach life is about to begin!
#A4660042

OSPREY

234 PATTERSON AVENUE

3 Beds

1 Baths

1,173 Sq.Ft.

$2,000

MLS#: A4660042

Welcome to your beautifully updated coastal retreat! This spacious 2-story condo offers 2 bedrooms, 2.5 bathrooms, and a fresh modern design throughout. Perfectly situated in a desirable community just minutes from the beach and with easy access to Blackburn Point Road, this home combines style, comfort, and convenience. Step inside to find a newly remodeled kitchen featuring shaker-style cabinetry, sleek 3mm granite countertops, and a complete set of brand-new stainless steel appliances — including a refrigerator, stove, dishwasher, and microwave. The open-concept living area is ideal for entertaining or relaxing, showcasing water-resistant engineered laminate flooring that flows seamlessly throughout the main level. Upstairs, you’ll find two spacious bedrooms, each with its own private patio — the perfect spot to enjoy your morning coffee or evening breeze. All 2.5 bathrooms have been tastefully updated with modern vanities, stylish tile surrounds, and upgraded fixtures. Additional conveniences include in-unit washer/dryer and central A/C. The well-managed HOA covers water, sewer, trash, and landscaping, allowing you to enjoy a low-maintenance lifestyle in a beautifully maintained community. Community amenities include a Large Pool, Tennis Courts and Fitness Center. Don’t miss this opportunity to own a fully updated, move-in-ready condo in an incredible location! Whether you’re seeking a year-round residence or a weekend coastal getaway, this home delivers the perfect blend of comfort, convenience, and Florida charm. In addition to the rent, a monthly $35 Resident Benefit Fee will be charged.
#A4673924

OSPREY

758 PINE RUN DRIVE 758

2 Beds

2 Baths

1,184 Sq.Ft.

$1,950

MLS#: A4673924

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