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4235 Expedition Way Unit 102, Osprey
$365,000
2 Beds ⋅ 2 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code
This well-maintained first-floor condominium offers an ideal opportunity for full-time living or a seasonal Florida retreat. Featuring the desirable Osprey floor plan, this open-concept residence includes two bedrooms, two bathrooms both with granite vanity tops, and a bonus room/office. The unit is conveniently located on the first floor with no stairs and provides easy access to the community’s heated resort-style pool, fitness center, and clubhouse. The kitchen is appointed with 42-inch cabinetry and granite countertops. The primary bathroom features a tiled walk-in shower and dual vanity. Additional highlights include a screened lanai, Huge 2.5-car garage, and two-car driveway, offering ample parking and storage. The condominium has been meticulously maintained and is move-in ready. Located in the gated, maintenance-free community of Bay Street Village, the property is ideally situated between Sarasota and Venice, with convenient access to dining, shopping, the Legacy Trail, Pine View School, and nearby beaches including Siesta Key, Nokomis, Casey Key, and Venice Beach. Additional features include concrete block construction, impact-resistant windows and doors, tile roof, and paver driveway. Water and sewer are included in the HOA fee, and there is no CDD fee. Furniture is available under a separate contract between buyer and seller.

4235 Expedition Way Unit 102, Osprey

124 Revolution Way, Osprey
$362,500
2 Beds ⋅ 2 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code
The only available home in the community with a 2 Car Garage! Welcome to Bay Street Village, a charming, beach-close, gated community in sought-after Osprey. This rarely available First-Floor residence features an oversized two-car garage with exceptional space for vehicles, bikes, kayaks, and all your Florida adventure gear. Ideally situated on a quiet cul-de-sac with peaceful pond views, this light-filled, move-in-ready home offers tranquil water vistas from both the interior and the screened lanai. The open-concept floor plan flows effortlessly, creating a comfortable and inviting living space. The owner’s suite enjoys serene pond views, while the guest bedroom is thoughtfully positioned on the opposite side of the home, adjacent to a well-appointed full bath. A stylish office/den with double-door entry provides flexible space for working from home or accommodating overnight guests. The kitchen features, stainless appliances, granite countertops along with an island with seating, and a walk-in pantry. Built with solid concrete block construction, this home includes impact windows for added peace of mind and a new (Oct 2025) HVAC system. Additional highlights include water and sewer included in the low HOA fee, no CDD fees, and a pet-friendly community. Bay Street Village offers resort-style amenities, including a heated pool, fitness room, and clubhouse—all just a short walk from your front door. Ideally located between Sarasota and Venice, you’ll enjoy easy access to shopping, dining, theater, fishing piers, kayak launches, and the Legacy Bike Trail. World-famous beaches and resorts, including Siesta Key, are just minutes away. This is a rare opportunity to own a beautiful, affordable Florida lifestyle retreat.

124 Revolution Way, Osprey

177 Navigation Circle, Osprey
$357,500
3 Beds ⋅ 3 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code
Wow! Rare opportunity to own one of only 11 townhomes with two separate one-car garages in Bay Street Village. This beautifully maintained 3-bedroom, 2.5-bath residence offers effortless, maintenance-free living in a prime location tucked between Sarasota and Venice with accessibility to all the perks. A charming front porch welcomes you inside to a bright, open-concept floor plan filled with natural light. The spacious living area flows seamlessly into the upgraded kitchen and dining space, making the home ideal for everyday living and entertaining. The kitchen features 42" cabinetry, granite countertops, a glass tile backsplash, stainless steel appliances, generous counter space, and a closet pantry. Unwind on the screened lanai overlooking serene water views, perfect for morning coffee or evening relaxation. A convenient half bath completes the main level. Upstairs, the front-facing primary suite offers a peaceful retreat with a large walk-in closet and an ensuite bath featuring dual sinks, a linen closet, and walk-in shower. Two additional well-sized bedrooms are separated by a hall bath and a second-floor laundry room, adding privacy and everyday convenience. Located in Bay Street Village, residents enjoy resort-style amenities including a heated pool, fitness center, and clubhouse. The reasonable monthly condo fee (no flood insurance required) covers exterior maintenance, roof, water, and sewer. Gated and secured access for both vehicles and pedestrians gives you added peace of mind. The community is pet friendly and located just minutes from US-41, I-75, Siesta Key, Nokomis Beach, Legacy Trail, Bay Street Park, Pine View School, shopping, dining, golf, and top-rated medical facilities. Whether you’re seeking a full-time residence or seasonal escape this property checks every box.

177 Navigation Circle, Osprey

172 Explorer Drive, Osprey
$335,000
2 Beds ⋅ 2 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code
Welcome to Bay Street Village, a gated community in the heart of Osprey offering maintenance-free Florida living in an ideal Sarasota County location. This beautifully maintained condo features two bedrooms, two bathrooms, a versatile den, and a private extended one-car garage with interior access, creating a layout that is both functional and inviting. Inside, the open-concept living and dining areas are filled with natural light and flow seamlessly into the kitchen, making the space perfect for everyday living and entertaining. The kitchen is well appointed with stainless steel appliances including a double oven, generous counter space, a center island with seating, and a walk-in pantry. The primary suite offers a peaceful retreat with a walk-in closet and an ensuite bathroom featuring dual sinks, a makeup vanity, and a walk-in shower. With a split bedroom floorplan, the spacious guest bedroom and flexible den provide plenty of options for a home office, study, or additional guest space. Step out onto the screened lanai to enjoy calming water views and the soothing sound of the fountain, an ideal spot to relax and unwind. Bay Street Village offers resort-style amenities including a heated pool with a year round temperature of 85, fitness center, and clubhouse, all just steps away. Offering gated and secured access for both vehicles and pedestrians, each building includes four dedicated guest parking spaces for guests. The community is pet friendly and located directly across from Bay Street Park, which features a dog park and playground. Outdoor enthusiasts will love the easy access to the Legacy Trail right on Bay Street, perfect for biking, jogging, or leisurely walks. The location is truly exceptional. Osprey sits between Sarasota and Venice, offering convenient access to US 41 and I-75. Nokomis Beach is just 6.5 miles away, while the world-famous Siesta Key Beach is a short drive north. Nature lovers will appreciate being close to Oscar Scherer State Park, known for its hiking trails, wildlife, and kayaking opportunities. Shopping, dining, marinas, golf courses, and healthcare are all nearby, making everyday errands and weekend plans effortless. Pine View School for the Gifted, one of the area’s most highly regarded schools serving grades 2 through 12, is located just minutes away. A low monthly fee covers exterior maintenance, insurance, roof, landscaping, gated entry, water, trash, recycling, and community amenities. With no flood insurance required, this home works beautifully as a full-time residence, seasonal retreat, or investment opportunity. Bay Street Village offers the perfect blend of location, lifestyle, and low-maintenance living in one of Osprey’s most desirable communities.

172 Explorer Drive, Osprey

85 Navigation Circle, Osprey
$329,000
3 Beds ⋅ 2 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code
The luxury Florida lifestyle you’ve been dreaming of is here! Step into carefree, maintenance-free living in this exceptional 3-bed, 2-bath walk-up condo, perfectly positioned in a highly desirable location. Originally a model home, this 2015 residence is loaded with upgrades and has been meticulously maintained by its one and only owner. Fully furnished and thoughtfully appointed, it’s truly turnkey just bring your suitcase and start living. Built for peace of mind, the community features solid concrete block construction and hurricane-impact windows for added safety and durability. A private, ground-level garage beneath the residence offers unmatched convenience when arriving or heading out. Inside, the open-concept layout feels bright and spacious thanks to high ceilings, crown molding, beautiful tile floors, plantation shutters, and custom drapery. The chef-inspired kitchen is a standout, featuring quartz countertops, stainless steel appliances, a stylish backsplash, walk-in pantry, and upgraded fixtures, perfect for both everyday cooking and entertaining. The primary suite provides a peaceful retreat with a walk-in closet and a spa-like ensuite bathroom with double vanity and walk-in shower. Two additional bedrooms on the opposite side of the home, along with a second well-appointed bathroom, offers comfort and privacy for family or guests. Relax on the screened-in lanai overlooking tranquil water views, making it an ideal spot for morning coffee or evening cocktails. All of this is set in a prime location between Sarasota and Venice, with quick access to US-41, I-75, Siesta Key, and Nokomis Beach. Enjoy a short stroll to Bay Street Park with its playground and dog park, or walk to Pine View School, Walmart, and the Legacy Trail’s Osprey Junction trailhead. Vibrant dining, shopping, golf courses, coastal recreation, and top-rated medical facilities are all within minutes. Residents of Bay Street Village enjoy resort-style amenities including a heated pool, fitness center and clubhouse. With a reasonable monthly condo fee (no flood insurance required) covering exterior maintenance, roof, water, sewer, and two gated entrances, this property offers ease of ownership whether you're looking for full-time living, a seasonal retreat, or a smart investment. Grab your swimsuit and flip-flops, your Florida lifestyle awaits!

85 Navigation Circle, Osprey

116 Navigation Circle Unit 106, Osprey
$318,000
3 Beds ⋅ 2 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code
Location, Lifestyle, and Peace of Mind — All in One! Welcome home to this beautifully appointed 3-bedroom, 2-bath end-unit condo in one of the area's most desirable pet-friendly gated communities. Built with lasting quality in mind, this home offers solid block stucco construction paired with hurricane-impact windows and doors — giving you the comfort of security and the ease of low maintenance living. Step inside and be greeted by an inviting open-concept floor plan designed for modern living. Soaring ceilings, abundant natural light, and a thoughtful split-bedroom layout create the perfect blend of spaciousness and privacy. The heart of the home — a stunning chef’s kitchen — features granite countertops, stainless steel appliances, and a center island with seating, making it ideal for everyday meals or casual entertaining. Enjoy the convenience of an in-unit laundry room and the luxury of a primary suite retreat complete with a walk-in closet and a spa-inspired en-suite bath with dual vanities. Added bonuses include a whole-house water softener and a covered, screened patio overlooking lush gardens and swaying palm trees — your personal oasis. And for those with little ones or furry friends? The spacious side yard offers the perfect spot for play and relaxation. Resort-style living is yours with amenities including a heated pool, fitness center, and clubhouse. The attached garage with the longest driveway in the community, easily accommodating up to 4 cars, plus extra guest parking conveniently located right across the street. Even better — Bay Street Park, complete with a dog park and playground, is just steps away from the entrance. Unbeatable Sarasota/Venice Location! Ideally located between Sarasota and Venice, with easy access to US 41, I-75, Siesta Key, Nokomis Beach (just 6.5 miles!), the Legacy Trail, and Oscar Scherer State Park. Top-rated schools, golf courses, marinas, shopping, dining, and healthcare are all close by. With a low $460 monthly fee that covers exterior maintenance, insurance, roof, landscaping, gates, water, and amenities — and NO flood insurance required — this home is a smart choice for full-time living, a seasonal escape, or a savvy investment. Don’t miss your chance — schedule your private tour today!

116 Navigation Circle Unit 106, Osprey

4304 Expedition Way Way Unit 105, Osprey
$309,000
3 Beds ⋅ 2 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code
Virtually Staged. Spectacular water views from most windows in this immaculate, lightly used 3BR/2BA condo, built in 2018 and located in the gated community of Bay Street Villages. The popular Ibis floor plan offers an open-concept kitchen, dining, and great room with designer finishes, including white 42” cabinetry, light granite countertops, custom backsplash and stainless-steel appliances. Enjoy peaceful pond views with birds and wildlife from the screened lanai. Quality construction and peace of mind are provided by hurricane-impact windows and doors, concrete block construction, tile roof, and a paver driveway. The primary suite features plantation shutters, a custom ceiling fan with light, custom closet system, linen closet, lighted 10× makeup mirror, and a bidet-ready outlet. The second and third bedrooms also include custom ceiling fans and 2" blinds. The dining area is accented by a custom light fixture and accordion blinds on the balcony sliding doors. The balcony is enhanced with a tropical palm-leaf ceiling fan and outdoor curtains for added shade and comfort. The great room is fitted with plantation shutters for added elegance. A spacious laundry room includes a washer and dryer. Added features-Ring Doorbell, Keyless Entry on Front Door as well as an Exterior Garage door keypad. The monthly condo fee includes water, sewer, exterior and grounds maintenance, gated entry, heated resort-style pool, cabana, fitness center, and club room. No CDD fees. Ideally located near Nokomis Beach, Casey Key, Siesta Key Beach, the Legacy Trail, Sarasota and Venice dining and shopping, Oscar Scherer Park, and A-rated Pine View School. Maintenance-free Florida living at its best.

4304 Expedition Way Way Unit 105, Osprey

173 Navigation Circle Unit 107, Osprey
$305,000
3 Beds ⋅ 2 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code
Immaculate and lightly lived-in 3BR/2BA condo in the gated community of Bay Street Village, offering beautiful water views with a fountain from the main living areas, the primary suite, and the screened lanai. The popular Ibis floor plan features an open-concept kitchen, dining, and great room with 42" upper cabinets, granite countertops, a custom tile backsplash, and stainless-steel appliances. The designer-level, fully customized laundry room includes soft-close custom cabinets, a laundry sink, a custom backsplash, and a stacking washer and dryer, providing exceptional storage and functionality. The primary suite offers a water view, a barn-door entry to the bath, a custom frameless glass shower enclosure with stone flooring, a linen closet, custom closet organizers, and a designer ceiling fan with light. Bedroom two also features custom closet organizers, while bedrooms two and three include custom ceiling fans. Ceiling fans are additionally installed in the great room and the lanai for enhanced comfort. Plantation shutters are installed in the entry foyer, primary bedroom, bedrooms 2 and 3, and the family room, adding style, privacy, and a cohesive look throughout the home. Additional upgrades include upgraded carpet on the stairs and in the primary bedroom, keyless front-door entry, keyless man-door entry, and an exterior garage door keypad. Quality construction provides peace of mind with hurricane-impact windows and doors, concrete block construction, a tile roof, and a paver driveway. The monthly condo fee covers water, sewer, exterior maintenance, landscaping, gated entry, a heated resort-style pool, cabana, fitness center, and clubhouse. No CDD fees. Ideally located near Nokomis Beach, Casey Key, Siesta Key, the Legacy Trail, Oscar Scherer Park, Sarasota and Venice shopping and dining, and A-rated Pine View School. Maintenance-free Florida living at its best.

173 Navigation Circle Unit 107, Osprey

100 Navigation Circle Unit NA, Osprey
$295,000
2 Beds ⋅ 2 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code
Welcome to Bay Street Village in Osprey, where maintenance-free Florida living awaits in this gorgeous gated community. This immaculate end-unit condo features 2 bedrooms, 2 bathrooms, and a 1-car garage. The garage is located beneath the unit and offers a private interior stairway leading to your second-floor residence. Enjoy an open-concept living and dining area perfect for entertaining that flows seamlessly into the beautiful kitchen, complete with a walk-in pantry, stainless steel appliances, and ample seating around a center island. The peaceful primary suite offers a walk-in closet and an ensuite bathroom with dual sinks, a makeup vanity, and a walk-in shower. Bay Street Village provides resort-style amenities, including a sparkling pool and a fitness center, along with plenty of guest parking. The community is dog-friendly, with a fantastic dog park just a short walk outside the gate. Outdoor enthusiasts will appreciate the easy access to the Legacy Trail right on Bay Street. Pine View School for the Gifted (grades 2-12) is conveniently located on the next street. Ideally situated, Osprey is just south of Sarasota and offers easy access to Nokomis Beach and the world-famous Siesta Key Beach.

100 Navigation Circle Unit NA, Osprey

4267 Expedition Way, Osprey
$295,000
2 Beds ⋅ 2 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code
Welcome to Bay Street Village, Osprey - Perfectly nestled between the vibrant cities of Sarasota and Venice - only minutes to the pristine shoreline of Nokomis Beach. This desirable gated community features a resort style heated pool, clubhouse and a fitness center designed to enhance your Florida life style. Enjoy local dining, shopping, and many arts and cultural attractions. This second floor meticulously maintained 2-bedroom/2-bathroom condo has an open floor plan and has an abundance of natural light. The kitchen is a chef's delight with rich dark wood cabinetry, granite countertops, stainless steel appliances, a walk-in pantry and a ample breakfast bar. The spacious dining area is adjacent and is perfect for casual dining or entertaining. The living room is comfortable for relaxing. Step onto a screened lanai; perfect for a peaceful morning or a wind down at the end of the day. Primary suite includes a walk-in, linen closet and an ensuite bathroom. Bathroom is complete with dual sinks, makeup vanity and a large shower. The second bedroom has a sizable closet and full bathroom nearby. The second bathroom comes complete with a shower/tub combo. The laundry room is conveniently located in the hallway near bedrooms. Included is an attached one car garage with an additional storage room. Perfect for full time residence, seasonal enjoyment or as an investment property.

4267 Expedition Way, Osprey

4173 Frontier Lane Unit 4173, Osprey
$285,000
2 Beds ⋅ 2 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code
INCREDIBLE CHARM!....INCREDIBLE LOCATION!.....You will be ENAMORED by this Highly Sought After (2) Bedroom (2) Bath Heron Floor Plan with PRIVATE GARAGE in the PET FRIENDLY Gated Community, Bay Street Village. This Meticulously Maintained One Owner corner unit residence features BRIGHT SPACIOUS INTERIORS; Hurricane Impact Windows and a Generous Screened Lanai---perfect for enjoying Morning Coffee while listening to your Favorite Podcast or just relaxing with Evening Cocktails.....Meal Prep is Easy with OVER-SIZED KITCHEN ISLAND; Stainless Steel Appliances and Pantry for Extra Storage....Bay Street is Conveniently Located to EVERYTHING: Shopping; Dining; Recreation; the New Sarasota Memorial Hospital; Legacy Bike Trail and just minutes to MULTIPLE BEACHES, including TOP RATED SIESTA KEY!.....Ideal as Year-Round, Vacation or Investment Property.

4173 Frontier Lane Unit 4173, Osprey

232 Explorer Drive Unit 15, Osprey
$280,000
2 Beds ⋅ 2 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code
Charming 2 Bedroom 2 Bath corner end unit( which provides extra natural light) condominium with attached 1 car Garage. Open floor plan, Kitchen features granite counter tops and stainless steel appliances, master bedroom suite has walk-in closet private bath with double vanity. Dining Room opens to enclosed balcony. Quality construction concrete block building with impact resistant glass windows, tile roof,and paver brick driveway. Bay Street Village is a Gated maintenance free complex featuring a Resort style Swimming Pool , fitness room, and Clubhouse This pet friendly complex is located across the street from Osprey Dog Park and easy access to the Legacy Trail great for biking, jogging, and leisurely walks. Fantastic location near shopping , dining, Oscar Scherer Park, and just a short drive to Siesta Key and Nokomis Beaches and A+ Pineview School is just 1 Minute away. A Great Place to spend the Season or a Lifetime. Welcome Home!!!

232 Explorer Drive Unit 15, Osprey

4271 Expedition Way Unit 103, Osprey
$250,000
2 Beds ⋅ 2 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code
Virtually Staged. Live where everyday life feels simple, connected, and close to everything you love. Located in the gated community of Bay Street Village in Osprey, this beautifully maintained second-floor condo offers the perfect blend of comfort, convenience, and a relaxed Florida lifestyle. Just minutes from Nokomis Beach, Siesta Key, the Legacy Trail, Oscar Scherer State Park, and an abundance of shopping and dining options, everything you need is right at your fingertips. This 2-bedroom, 2-bathroom condo welcomes you with a private entry and interior stairway leading to a bright and open main living space. Positioned on the second floor, the home enjoys added privacy along with elevated views and an abundance of natural light. The layout lives effortlessly, with high ceilings and neutral finishes creating an inviting and airy feel throughout. An attached garage with direct interior access adds everyday ease and practicality. The kitchen is both functional and stylish, featuring granite countertops, stainless steel appliances, a large island with seating, and a walk-in pantry. It opens seamlessly to the dining and living areas, making it easy to host, relax, or simply enjoy day-to-day living without feeling closed off. The spacious primary suite offers a comfortable retreat with a large walk-in closet and an en-suite bathroom complete with dual sinks and a walk-in shower. A second bedroom and full bath provide flexibility for guests, a home office, or additional living space. Enjoy your morning coffee or unwind in the evening on the screened lanai, where you can take in the Florida breeze and peaceful surroundings from your elevated position. Whether you're heading out to the beach, meeting friends for dinner, or enjoying the nearby parks and trails, this location makes it all feel effortless. Bay Street Village enhances the lifestyle even further with resort-style amenities including a community pool, fitness center, scenic ponds, and beautifully landscaped grounds, all within a gated and well-maintained setting. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

4271 Expedition Way Unit 103, Osprey