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$299,900
3 Beds 2 Baths Riviera Club Village At Longwood SubDv. 34243 Zip Code
Virtually Staged. Charming end-unit villa featuring three bedrooms, two full bathrooms, an attached two-car garage, and a covered outdoor patio. The home offers a bright, comfortable layout with fresh interior paint, crown molding, large baseboards, and convenient parking in both the garage and driveway. Recent upgrades include a new HVAC system installed in 2024 and a new Culligan whole-home water filtration and softening system with reverse osmosis drinking water. Major appliances, including the washer and dryer, are included. Exterior maintenance and lawn care are covered by the HOA, providing an easy, low-maintenance lifestyle. The community has no age restrictions, allows cats and small dogs, and is conveniently located near Longwood Park, UTC shopping, restaurants, and entertainment. HOA approval and a background check are required.

5706 Monte Rosso Road, Sarasota

$169,900
3 Beds 3 Baths Shadybrook Village Condo SubDv. 34243 Zip Code
Welcome home to Shadybrook Village! This spacious 3-bedroom, 2.5-bath townhome offers an incredible amount of living space and a comfortable, residential feel in a convenient location between Bradenton and Sarasota. Step inside to an open, inviting floorplan designed for everyday living and easy entertaining. The remodeled kitchen opens to the living and dining areas, while sliding glass doors bring in natural light and lead to your own lush backyard retreat. A private deck and hot tub create the perfect spot to relax, entertain, or enjoy Florida's year-round outdoor lifestyle. A convenient half bath completes the first floor. Upstairs, all three bedrooms are thoughtfully located together along with two full baths and a laundry closet—no carrying baskets up and down the stairs! The generous layout provides plenty of room for family, guests, a home office, or simply the extra space you've been looking for. Shadybrook Village residents enjoy a community pool, clubhouse, playground and tennis courts, while the association provides water, sewer and trash service along with common-area and building maintenance and insurance. This building also features a newer roof, and a dedicated parking space is conveniently located just outside your door. Ideally positioned with easy access to both Manatee and Sarasota counties, this townhome delivers the space and feel of a home at a value that's increasingly hard to find. Rental restrictions, including a 20% community cap and one-year leasing requirement, help support a more stable residential environment. The association is also under new management. If you've been searching for an affordable 3-bedroom home with generous living space, outdoor space and community amenities, this Shadybrook Village townhome deserves a closer look. A one year home warranty provides additional peace of mind.

903 Byron Lane, Sarasota

$269,000
2 Beds 2 Baths Riviera Club Village At Longwood SubDv. 34243 Zip Code
Virtually Staged. **Maintenance-Free Luxury Living in Riviera Club.** Welcome to this beautifully maintained 2-bedroom, 2-bath attached single-family home, where an open, light-filled floor plan, soaring vaulted ceilings, and tranquil POND VIEWS create an inviting retreat. The home also features valuable updates including FRESH INTERIOR PAINT throughout (2026), a newer roof (2020), exterior painting (2021), and water heater (2024), offering added peace of mind for years to come. Designed for effortless Florida living, the spacious brick-paver COURTYARD offers the perfect setting for entertaining or relaxing outdoors, while glass doors from the living room open to a PRIVATE PATIO overlooking the water. The split-bedroom layout provides comfort and privacy, complemented by a spacious primary suite featuring an en suite bath and walk-in closet, along with indoor laundry, generous storage, and a spacious TWO-CAR GARAGE. Enjoy the ease of maintenance-free living with HOA-covered exterior maintenance, roof maintenance, and lawn care. Just steps away, Longwood Park offers pickleball and tennis courts, a gymnasium, playgrounds, walking paths, and more. Perfectly positioned near premier shopping and dining by the University Town Center Mall (UTC), plenty of pristine golf clubs such as Palm Aire Country Club, Sarasota-Bradenton International Airport, downtown Sarasota, St. Armands Circle, and the world-renowned beaches of Siesta Key and Lido Key, this move-in-ready home offers the ideal blend of luxury, convenience, and the coveted Florida lifestyle. Schedule your private showing today before it’s gone!

5626 Monte Rosso Road, Sarasota

$5,500,000
6 Beds 6 Baths Whitfield Estates SubDv. 34243 Zip Code
Set on a premier waterfront lot in the Sarasota/Bradenton area, this single-family estate offers panoramic water views of Sarasota Bay, a separate guest house, and the kind of indoor-outdoor living buyers expect at the luxury level. The main residence (3806 sq ft) is designed for entertaining and everyday comfort, with expansive living spaces, a well-appointed kitchen, and seamless access to the pool and outdoor areas, while the guest house (2409 sq ft) provides ideal accommodations for visitors, extended family, or a private office retreat. Comfortable luxury living on a combined 1+ acre lot (there are 2 parcels included in this offering) with a spectacular panoramic water view. Beautifully kept grounds accented by Royal palms create the feel of a family compound that elegantly states, "You've made it!" The three-story main house has a twin grand winding staircase and an elevator to the second-floor main level. Tall double-trey ceilings w/ uplighting and massive impact glass windows and doors provide an absolutely breathtaking view of the swimming pool and the Sarasota Bay. Built on 38 concrete and steel reinforced pilings, the main house was constructed in 2001, and the windows and doors were upgraded to hurricane standards. In fact, the owner has a flood policy on the main house for just $1,200 per year. There is an oversized 3 car garage with an expanded work area and 220V power if you have an electric car. Plus, a massive unfinished storage and fun area with non-conforming pool bath below the main living area elevated approximately 18' above. The completely separate guest house also with views of the bay includes an additional 3 bedrooms, great room, dining room, full kitchen, office and attached 2 car garage. The guest house was built in 1950 and remodeled to mimic the Coastal Mediterranean style of the main house. The pool ranges from 3' to 7' in depth and includes remote control lighting and a water feature. The pool and outdoor area create the perfect setting for parties or special events. The pool is surrounded by a huge concrete deck that extends as a patio under the cover of the massive main observation and entertainment deck above. There are rough ins for an outdoor kitchen on the ground floor patio. There is also an additional observation deck off the 3rd floor living room that, with a slight zoom on your camera, provides a nice view of John Ringling bridge. Longboat Key provides night lights beyond the bay, and your own private Osprey nest adds to the natural symphony of life on the water. Boaters, you are less than a mile away from Sara Bay Marina. Commuters, you are less than 3 miles away from SRQ. Beach goers, you are less than 10 miles from Lido Beach and St Armands Circle. Professionals, you are less than 7 miles from downtown Sarasota. Kayakers, walk to the Riprap and launch! Be sure to watch the individual videos showing each interior. They are not just slideshows. This is the first time this property has been offered for sale since the builder owned it. An acre of mainland bayfront land is rare in the Sarasota/Manatee waterfront community. Don't Daydream and miss out on your Dream home. The main home is being sold partially furnished with a few exclusions. The guest house is unfurnished. Capture the Zen of waterfront living for yourself and future generations now.

7524 Westmoreland Drive, Sarasota

$295,900
2 Beds 2 Baths Riviera Club Village At Longwood SubDv. 34243 Zip Code
Price Reduction!! Welcome to this 1,658 sq ft single-family home offering 2 bedrooms, 2 full bathrooms, a 2-car garage and a Florida room. This move-in-ready Villa has 1,115 sq ft of heated living space and a rare courtyard for outdoor living and gardening. The new roof (2020), new water heater (2022), new Central AC (2023), new ductwork, new electrical wiring, and security cameras are some of the upgrades for a stress-free living. You will love the skylight-filled living space with cathedral ceilings, which cuts down the electricity bill. A sliding door leads to the Florida room in the rear. Both bedrooms have wood-looking laminate floors. Granite counters and an eating space in the kitchen add to the ease of living. Other features include new ceiling fans and modern lighting. The all-ages Riviera Club Village is a highly sought-after community with low HOA fees and NO CDD. Trash charges are part of the property tax. The monthly HOA fee ($331.67) is comparatively low considering that it covers the maintenance and repairs of the roof, driveway, sidewalks, gutters, exterior painting, landscaping, tree trimming and street lights. This area was not affected by any of the recent hurricanes. The Longwood Park Community Center, owned and maintained by Sarasota County, is just around the corner and offers plenty of recreation facilities and amenities for all ages. Therein are playgrounds and rides, a gymnasium, indoor rooms for meetings and celebrations, Pickleball courts, Tennis courts, a Basketball court, a Baseball field, and dog-walks. For a healthier lifestyle, you can become a member of Sarasota's well-known Palm-Aire Country Club across the University Pkwy, which has one of the best swimming pools, spa, and recreation facilities like tennis, pickleball, 18-hole Golf Club, etc. For beach-lovers, the world-famous Siesta Key Beach is about 13 miles away, and it is only 10 miles to the idyllic Lido Key Beach. Living near several breathtaking blue keys, busy marinas, and extensive waterways of Sarasota is a dream come true. Think of yet another attraction, the European-styled St. Armands Circle, famous for high-end outdoor shopping, galleries, restaurants and a central park with circus-themed statues. Just behind the Riviera Club Village sits the reputed Foundations Montessori Academy for K-12 graders. It takes barely 5-8 minutes to the sprawling University Town Center (UTC) Mall, Sarasota's upscale shopping and dining destination. Located close to the Sarasota-Bradenton International Airport, downtown Sarasota, the University of South Florida, New Florida State College, Ringling College of Art, and the Ringling Museum of Art, this place is one of the best locations to enjoy Florida's endless summer. Come and make it yours, and don’t miss this rare opportunity!

5647 Monte Rosso Road, Sarasota

$299,000
2 Beds 2 Baths Palm Aire SubDv. 34243 Zip Code
Don't miss this desirable two bedroom, two bath villa in Palm Aire Country Club's Fairway Bend. New Roof in 2022. Windows and Sliders replaced in 2014 . Kitchen, bathrooms and flooring were updated during ownership. You'll appreciate the spacious rooms including the bonus enclosed lanai. There's plenty of room to entertain friends and family in this spacious floor plan. The Fairway Bend clubhouse and pool are second to none in the Palm Aire community. Membership in Palm Aire Country Club is optional, but you'll find multiples plans available. Palm Aire is located off University Parkway and offers top notch goods and services including the UTC mall, restaurants, grocery stores and shopping. It's a quick drive to Downtown Sarasota, SRQ airport and our multiple top rated beaches are a short drive away.

7160 Fairway Bend Cir, Sarasota

$104,900
1 Beds 1 Baths Sarasota Cay Club Condo SubDv. 34243 Zip Code
S-623 TURN KEY! (Everything is included in the sale!) A SECOND-FLOOR CITY VIEW: Newly renovated LVT living area floor with 3" baseboard moldings. Wonderful, fully functional new kitchenette with butcher block countertops and new overhead cabinets (with under-cabinet lighting), two tabletop burners, and a beautiful backsplash. A remote-control center mini-ceiling fan with light in the Living Room. In the bathroom, a brand-new Vanity and new lighting, along with a beautiful cabinet system, were also added. Welcome to the Sarasota Cay Club. This property is approximately 2 miles north of Sarasota-Bradenton International Airport, just minutes from great shopping, museums, art galleries, restaurants, farmers' markets, and other unique entertainment opportunities. This area is also well known for destination vacations with some of the best beaches in the country, including Holmes Beach, Coquina Beach, Lido Beach, Longboat Key Beach, and Siesta Key Beach. These privately owned condo residences are in the ‘Ramada By Wyndham Sarasota Waterfront Resort’. Each residence allows daily and short-term rentals with no minimum leasing restrictions. Enjoy staying in these units, located within a waterfront property with direct access to the Gulf. Owners can use their condo as a vacation property year-round. Enjoy the Ramada Hotel's Resort Lifestyle with amenities that include a newly remodeled onsite waterfront restaurant/tiki bar, ‘Tarpon Bay Grill and Tiki Bar’, heated waterfront pool, beach volleyball, fitness room, roaming security, community laundry, and open common areas. The monthly Condo-Hotel HOA fees include all utilities (Electric, Water, Internet, Cable, Phone, Sewer, and Trash, Exterior Maintenance, and Interior Common Areas), making your overhead expenses minimal and easy to budget. This rare income-producing investment opportunity allows you to enjoy all the amenities of beautiful Southwest Florida.

7150 N Tamiami Trail Unit S-623, Sarasota

$85,000
1 Beds 1 Baths Sarasota Cay Club Condo SubDv. 34243 Zip Code
NEW PRICE!!! S-613 TURNKEY! (Everything is included in the sale!) A SECOND-FLOOR CITY VIEW. Experience our cozy unit at the Ramada by Wyndham Sarasota in Whitfield, Florida, near Siesta Key Beach, Anna Maria Beach, Lido Key, & many other pearl-sand beaches! Enjoy two queen beds, a full bathroom, a heated pool, and an on-site restaurant. Surrounded by lush shrubbery, our tranquil retreat features a marina for kayaking and boat adventures. Explore nearby Downtown Sarasota for dining, shopping, and entertainment. Relax and enjoy the best of Florida's Gulf Coast! Welcome to the Sarasota Cay Club. This property is approximately two miles north of Sarasota Bradenton International Airport, just minutes from great shopping, museums, art galleries, restaurants, farmers' markets, and other unique entertainment opportunities. This area is also well known for destination vacations, boasting some of the best beaches in the country, including Holmes Beach, Coquina Beach, Lido Beach, Longboat Key Beach, and Siesta Key Beach. These privately owned condo residences are in the ‘Ramada By Wyndham Sarasota Waterfront Resort’. Each residence allows daily and short-term rentals with no minimum leasing restrictions. Enjoy staying in these units, which are situated within a waterfront property offering direct access to the Gulf waters. Owners can utilize their condo as a vacation property throughout the year. Enjoy the Ramada Hotel's Resort Lifestyle with amenities that include a newly remodeled onsite waterfront restaurant/tiki bar, ‘Tarpon Bay Grill and Tiki Bar’, heated waterfront pool, beach volleyball, fitness room, roaming security, community laundry, and open common areas. The monthly Condo-Hotel HOA fees include all utilities (Electric, Water, Internet, Cable, Phone, Sewer, and Trash), Exterior Maintenance, and interior common areas, making your overhead expenses minimal and easy to budget. This rare income-producing investment opportunity allows you to enjoy all the amenities of beautiful Southwest Florida.

7150 N Tamiami Trail Unit S-613, Sarasota

$354,999
2 Beds 3 Baths Woodbrook SubDv. 34243 Zip Code
One or more photo(s) has been virtually staged. Home has an active annual lease with tenants moving in on June 15, 2026. This beautiful Key West–style courtyard home in the highly desirable gated community of Woodbrook offers exceptional value with over $35,000 in recent improvements and updated mechanicals throughout. Ideally located on a premium lot directly across from open green space, this two-story residence features a rare and versatile layout with two private en-suite bedrooms, making it ideal for guests, multi-generational living, or a dedicated work-from-home setup. The bright, open-concept main level showcases 18"x18" tile flooring throughout the living, dining, and kitchen areas, along with a well-appointed kitchen featuring Cumberland cherry wood cabinetry, solid-surface countertops, new stainless-steel appliances, a large center island, breakfast bar, and a spacious walk-in pantry. A convenient half bath and laundry closet with newer washer and dryer complete the first floor. Upstairs, both bedrooms are generously sized with full baths, including a spacious primary suite with vaulted ceilings, an oversized walk-in closet, and a private balcony overlooking peaceful green-space views; carpeting was updated in 2022. The private brick-paved courtyard offers an ideal outdoor retreat for dining, relaxing, or gardening and provides direct access to the detached two-car garage with its own A/C and additional storage. Recent upgrades include a Trane HVAC system (2024), ductwork cleaning and sealing (2025), new ceiling fans (2024), a new hot water heater (11/2025), an updated electrical panel (2026), and window seal replaced 4/26, allowing for true move-in-ready convenience. Residents of Woodbrook enjoy low HOA fees, no CDD, and access to resort-style amenities including a pool, spa, cabana, grills, playground, and park, all just minutes from UTC, Lakewood Ranch, downtown Sarasota, Nathan Benderson Park, I-75, golf, shopping, dining, St. Barbara’s, and the Gulf beaches.

4811 Woodbrook Drive, Sarasota