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2600 Harbourside Drive Unit Q-10, Longboat Key
$225,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
A much sought after inside-the-T 48 x 23.5 foot slip at Longboat Key Club Moorings! Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping - close to Publix, CVS, and other specialty shops - recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 43 LOA; beam depends on the vessel. Call to discuss!

2600 Harbourside Drive Unit Q-10, Longboat Key

1900 Cove Ii Place Unit 127, Sarasota
$560,000
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
Welcome to this gorgeous WATER FRONT condo in desirable Midnight Cove II on beautiful Siesta Key! This coastal designed, TURNKEY furnished 2 bedroom beauty is move-in ready.. just bring your bathing suit and a toothbrush and you are off to the beach with its deeded beach access or hop on your boat , (docks subject to availability to rent for 100.00 a week) just steps away! Huge glass sliding doors open to the screened and tiled lanai with a stunning and expansive view of the inter-coastal waterway and south bridge. It's your private birds eye view to watch boats, dolphins, birds and all the abundant nature in your own little piece of paradise! Kitchen is updated and charming with granite counters, soft close cabinets and drawers, a coffee bar and eat-on counter, all open to the tropical views and updated tiled living areas. Bathrooms are stylish with a newly tiled walk-in shower and raised vanities. Condo has a convenient laundry closet with washer and dryer, and an outside storage closet with plenty of room for your sports equipment and beach toys. If you are looking for a rental investment, it may be leased on a weekly basis and offers an onsite management company. The amenities are top-notch and include a heated pool, clubhouse, deeded beach access, direct inter-coastal waterway access, fishing, boat docks, basketball court, tennis/pickle ball courts, grilling areas, and kayak storage. New roof 2025. Location of Midnight Cove II is sought after...walking distance to the local market, famed restaurants and bars, and shopping. Also it's close to pop over the bridge to the mainland to enjoy the arts scene, downtown and all Sarasota has to offer! Or... jump on the free trolley.. access just outside of the community and it takes you to the bustle of the Siesta Village or to the South end of the island to Turtle Beach! So much to explore and enjoy in your new Siesta Key home! ISLAND LIFE at it's FINEST!

1900 Cove Ii Place Unit 127, Sarasota

1740 S Orange Avenue, Sarasota
$5,500,000
5 Beds ⋅ 6 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Pre-Construction. To be built. UNDER CONSTRUCTION — HEMINGWAY LUXURY MODEL BY COURTYARD MODERN HOMES- OR BUILD TO SUIT STARTING AT $4,500,000.00 -- A striking new expression of modern luxury is taking shape in Harbor Acres. Courtyard Modern Homes introduces the **Hemingway**, a sophisticated custom residence designed to capture the essence of Sarasota living with bold architecture, refined finishes, expansive interiors, and a seamless connection to the outdoors. This exceptional 5-bedroom, 5-bath luxury home is thoughtfully designed for both impressive entertaining and comfortable everyday living. The dramatic great room serves as the heart of the residence, featuring soaring ceilings, architectural detailing, and walls of glass that open the home to a spacious covered lanai, resort-style pool, and fully equipped outdoor summer kitchen. At the center of the open floor plan is a beautifully appointed chef’s kitchen featuring premium appliances, custom cabinetry, generous stone countertops, and an oversized island overlooking the great room and dining areas. The result is one expansive living environment where indoor and outdoor spaces come together effortlessly. The main-level primary suite is designed as a private retreat with expansive walk-in closets and a luxurious spa-inspired bath. A separate guest suite provides privacy for visitors, while a dedicated home office and additional bonus space offer flexibility for today's lifestyle. Upstairs, three generously sized bedrooms are complemented by a spacious game room and loft, creating an ideal second living area for family and guests. A three-car garage and substantial homesite complete the residence. Located in Harbor Acres, one of Sarasota's most established and sought-after neighborhoods, the Hemingway offers an exceptional combination of luxury, location, and lifestyle. Just moments from Southside Village, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, downtown Sarasota, and the bayfront, the home also provides convenient access to St. Armands Circle and the celebrated beaches of Lido Key and Siesta Key. Currently under construction by Courtyard Modern Homes, the Hemingway represents an opportunity to own a brand-new luxury residence in one of Sarasota's premier neighborhoods—where contemporary design, exceptional craftsmanship, and the best of Sarasota living come together.

1740 S Orange Avenue, Sarasota

2590 Oswego Drive, North Port
$249,900
2 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
***MOTIVATED SELLER *** Welcome to this beautifully maintained 2-bedroom, 2-bathroom home with a den, located in the desirable active 55+ gated community of Cypress Falls in North Port. Situated on the waterfront and outside of a designated flood zone, this lovingly cared-for home has been owned by its original owner since it was built. The home offers a wonderful Florida lifestyle, featuring beautiful water views, comfortable living spaces, and thoughtful updates throughout. The tile roof was replaced in 2025, and the interior walls and lanai have been painted, adding to the home's well-maintained appearance. A charming skylight welcomes natural sunshine into the home during the day and offers a unique touch in the evening as moonlight filters through. The kitchen features granite countertops and under-cabinet lighting, while the main living areas showcase tile flooring and the bedrooms feature luxury laminate flooring. Both bathrooms are enhanced with glass-enclosed showers and upgraded hardware. Enjoy the outdoors from the spacious screened lanai overlooking a peaceful natural wooded area, or relax in the unique screened front entry while taking in the beautiful water views. Cypress Falls offers an exceptional resort-style lifestyle with a clubhouse, heated pool, resistance pool and spa, fitness center, tennis, pickleball, bocce ball, dog park, community garden, and an impressive variety of recreational, fitness, and social activities. This inviting waterfront home combines comfort, thoughtful updates, peaceful surroundings, and resort-style amenities—offering a wonderful opportunity to enjoy the relaxed Florida lifestyle in a vibrant 55+ community.

2590 Oswego Drive, North Port

1050 Yosemite Drive, Englewood
$294,000
2 Beds ⋅ 2 Baths ⋅ Oak Forest SubDv. ⋅ 34223 Zip Code
Peaceful LAKEFRONT living awaits in this well-maintained, original-owner villa located in Oak Forest - a gated, MAINTENANCE-FREE community just a few miles from Southwest Florida’s best beaches. The home features high ceilings, an open floor plan and a bright, cheerful interior filled with Florida sunshine. Tucked away with a water view, the PRIMARY BEDROOM enjoys a private retreat and features a custom-built, walk-in closet with ensuite bathroom. Step outside to the SCREENED LANAI OVERLOOKING THE LAKE AND FOUNTAIN—the perfect setting for morning coffee or relaxing at the end of the day. A BRAND-NEW HVAC SYSTEM provides added comfort and peace of mind along with the strong TILE ROOF and X FLOOD zone location which does NOT require flood insurance. Conveniently located within close WALKING DISTANCE OF THE CLUBHOUSE and recreational facilities, you can easily enjoy the heated pool, fitness room, library, tennis and pickleball courts, bocce ball and YEAR-ROUND COMMUNITY ACTIVITIES. Oak Forest is a pet-friendly community with low HOA fees, NO CDD FEE and a welcoming environment for snowbirds and full-time homeowners alike. Beaches, golf, waterfront dining, boating, fishing, Historic Dearborn Street and downtown Venice are all just a short drive away making Oak Forest the perfect home base for enjoying all the Florida has to offer. Furniture can be negotiated or removed!

1050 Yosemite Drive, Englewood

36 Twin Shores Boulevard, Longboat Key
$129,000
1 Beds ⋅ 1 Baths ⋅ Twin Shores Mobile Home SubDv. ⋅ 34228 Zip Code
GET EXCITED ABOUT THIS ONE on Longboat Key! Not just because of the LOCATION, but because of the opportunity to finish making it your own which includes the following (not yet installed) materials: new windows, new flooring, new cabinetry, high-end appliances, ship-lap, as well as the furnishings. AND, you will get to enjoy the NEWLY RENOVATED CLUBHOUSE, which is almost complete. Brand new Tiki Hut coming soon on the beach, as well. Did I mention the extremely affordable HOA fees, which is rare on Longboat Key? Twin Shores is a unique 55+ Gulf-to-Bay community offering access to both the beach and Sarasota Bay. This charming 1-bedroom, 1-bath home (with another full-bath outside) is ready for its next owner to complete the renovation and create their own island retreat. (Also, the owner had plans to install the existing shuttered doors to create an optional temporary 2nd bedroom for overnight guests!) Renovation work has already begun, giving you the opportunity to finish the home to your personal taste and style. This home can be your inviting Longboat Key getaway or full-time island residence. What truly sets this opportunity apart is that Twin Shores has the best of both worlds in this resident-owned Gulf-to-Bay cooperative community, with private deeded Gulf beach access, Sarasota Bay access, marina, community pool and clubhouse. Spend your mornings walking the beach, your afternoons boating or relaxing by the pool, and your evenings enjoying game nights in the clubhouse as well as everything Longboat Key has to offer. Opportunities at this price point on Longboat Key are increasingly hard to find. Offered AS-IS. Renovation is incomplete and the appliances, cabinetry, flooring, and windows at the property are included in the sale. Twin Shores Beach and Marina offers a saltwater/heated community pool, a marina with boat slips available for lease (current waitlist), a beautiful, new clubhouse (almost completed) with plenty of community activities and social events. This community offers an array of outdoor activities because of its beach-to-bay location: Enjoy kayaking, paddle boarding, biking, boating and fishing. Love pickleball? Bayfront Park is a short walk or bike ride away which offers pickleball for all levels. Twin Shores Beach and Marina is a remnant of Old Florida with extremely affordable community fees at $280/month which includes water, sewer, trash, pool maintenance, clubhouse, management, marina, maintenance grounds and common area taxes. Enjoy million-dollar sunrises from the marina and million-dollar sunsets from the deeded beach without the typical Longboat Key million-dollar-plus price tag!

36 Twin Shores Boulevard, Longboat Key

845 Benjamin Franklin Drive Unit 101, Sarasota
$450,000
2 Beds ⋅ 2 Baths ⋅ Presidential The SubDv. ⋅ 34236 Zip Code
Welcome to island living on beautiful Lido Key! This charming first-floor, 2-bedroom, 2-bath end-unit condo at The Lido Presidential offers the perfect blend of comfort, convenience, and an unbeatable location just steps from the beautiful sand of Lido Beach. Enjoy deeded beach access, a relaxing pool view, and the ease of first-floor living—all while being just minutes from the shopping, dining, and entertainment of iconic St. Armands Circle. Inside, the residence offers a bright and inviting layout ready to become your own coastal retreat. Spend your mornings walking the beach, afternoons lounging by the community pool, and evenings catching unforgettable Gulf Coast sunsets. Whether you're searching for a full-time residence, seasonal escape, or your own piece of paradise on Lido Key, Unit 101 offers an incredible opportunity to enjoy the Sarasota lifestyle in one of the area's most desirable beach communities. Your Lido Key lifestyle starts here!

845 Benjamin Franklin Drive Unit 101, Sarasota

1354 Tearose Place, Sarasota
$1,600,000
3 Beds ⋅ 3 Baths ⋅ Mandarin Park SubDv. ⋅ 34239 Zip Code
Discover the ultimate in modern Sarasota living in this stunning, completely renovated home located in the highly desirable West of Trail gated community near downtown Sarasota. Thoughtfully redesigned with exceptional attention to detail, this residence offers a sophisticated open-concept floor plan, luxurious finishes, and seamless indoor-outdoor living. The spacious living room, dining area, and gourmet kitchen flow effortlessly together, creating an ideal setting for entertaining family and friends. The brand-new custom kitchen features premium GE Monogram appliances and elegant finishes. Every bathroom has been fully renovated with high-end materials and contemporary design. The private primary suite serves as a relaxing retreat, complete with a luxurious ensuite bathroom and tranquil views of the pool and backyard oasis. The serene second bedroom offers direct access to the pool and lanai and shares a beautifully renovated Jack-and-Jill bathroom. A versatile third bedroom can also function as a private home office, guest room, or flex space. This extensively upgraded home includes: New hurricane-impact windows and doors, including the garage door, New porcelain tile flooring throughout, New tile roof, New tankless water heater, New air-conditioning system, New electric and panel, Re-piped plumbing, Refinished pool and jacuzzi with new control system and components, Re-Screened lanai, New planked lanai ceiling, New pool pavers, Fresh interior and exterior paint, and New landscaping and landscape lighting. Ideally situated near downtown Sarasota, this exceptional home is just minutes from the renowned beaches of Siesta Key, Lido Key, and Longboat Key, as well as Sarasota-Bradenton International Airport and University Town Center (UTC) Mall. With its extensive renovations, resort-style amenities, and premier location, this is a rare opportunity to enjoy a turnkey Sarasota lifestyle in one of the area’s most sought-after neighborhoods.

1354 Tearose Place, Sarasota

4096 Center Pointe Place Unit 20B, Sarasota
$280,000
2 Beds ⋅ 3 Baths ⋅ Courtyard Villas SubDv. ⋅ 34233 Zip Code
Welcome to Courtyard Villas, where easy, low-maintenance living meets an incredibly convenient Sarasota location. This inviting villa offers the comfort and privacy of a home with the simplicity of a condominium lifestyle—perfect for a full-time residence, seasonal retreat, or those looking to downsize without giving up the things that matter. Step inside to a bright, updated, comfortable living space designed for relaxed Florida living. New AC unit and newer appliances provide peace of mind! Enjoy your morning coffee or unwind at the end of the day on the large and private screened outdoor living area, while the attached garage provides the convenience and storage that's often difficult to find in a condo. Located in the heart of Sarasota, Courtyard Villas puts shopping, dining, medical facilities and everyday conveniences just minutes from your door. And when it's time to enjoy the Florida lifestyle, the world-famous beaches of Siesta Key, downtown Sarasota, golf, entertainment and cultural attractions are all within easy reach. Whether you're escaping cold winters, simplifying your lifestyle, or looking for a Sarasota home you can enjoy year-round, this villa offers an appealing combination of location, convenience and low-maintenance living. Come see why Courtyard Villas could be the Sarasota home you've been waiting for. Schedule your private showing today!

4096 Center Pointe Place Unit 20B, Sarasota

170 Roosevelt Drive Unit 17, Sarasota
$325,000
1 Beds ⋅ 1 Baths ⋅ Pelican Gardens SubDv. ⋅ 34236 Zip Code
LIDO BEACH STUDIO EFFICIENCY — RENOVATED & IDEAL FOR PERSONAL USE OR INCOME Discover an excellent opportunity to own a completely renovated studio efficiency in one of Sarasota’s most desirable beachside locations. Located at 170 Roosevelt Drive, Unit 17, this charming property is just a short walk from beautiful Lido Beach, St. Armands Circle, and Ted Sperling Park, putting dining, shopping, recreation, and the beach lifestyle right outside your door. Completely renovated in 2025, the unit offers a fresh, updated space that is well suited for a personal beach getaway, investment property, or a combination of both. The property has been rented frequently since 2014, providing an established history of rental use. The listing agent is also the property manager and can provide prospective buyers with information regarding rental income and expenses. Whether you're looking for your own Sarasota retreat or an opportunity to generate rental income when you're not using it, this efficiently designed studio offers flexibility in a fantastic location. Enjoy easy access to the Gulf beaches, St. Armands Circle, parks, restaurants, shops, and everything that makes Sarasota's barrier-island lifestyle so appealing. A rare opportunity to own a renovated, low-maintenance beach-area studio in a highly sought-after location

170 Roosevelt Drive Unit 17, Sarasota

1585 Tarpon Center Dr Unit 21, Venice
$725,000
2 Beds ⋅ 2 Baths ⋅ Jetty Villas SubDv. ⋅ 34285 Zip Code
Welcome to 1585 Tarpon Center Drive, #21, where the Venice beach lifestyle is just steps from your door. Located in a coveted beachfront community, this 2-bedroom, 2-bath condo offers a rare opportunity to own in a property where units seldom become available. Inside, soaring vaulted ceilings create an open, airy feel, while the pool and beach views provide the perfect coastal backdrop. Enjoy the convenience of assigned parking and a community pool, all steps away from the sand and beautiful Gulf waters. The condo fees offer exceptional value and includes cable, internet, water, sewer, trash, pest control, exterior and grounds maintenance, repairs, reserves, common area insurance, pool maintenance, and professional management, making it easy to enjoy a low-maintenance lifestyle. Ideally located near waterfront dining and the marina, this condo puts you close to everything that makes Venice so special. Whether you’re looking for a full-time residence, seasonal getaway, or beachside retreat, this is a rare chance to enjoy easy coastal living in one of Venice’s most desirable beachfront settings.

1585 Tarpon Center Dr Unit 21, Venice

1685 6th Street, Sarasota
$1,595,000
5 Beds ⋅ 5 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34236 Zip Code
LOCATION, LOCATION, LOCATION! If you are seeking a premier home which is steps from the dining, culture, boutiques, and waterfront recreation of Downtown Sarasota/Main St, The Bay Park, the Rosemary District, Five Points Park, and Gillespie Park, this is the one! This beautifully renovated, Key West–inspired 5-bedroom, 2938 sf pool home welcomes you with a magnificent oak tree and gorgeous tropical landscaping. Inside, the chef-owner’s kitchen is a culinary dream complete with a professional Forno gas range, custom soft-close cabinetry, and sleek quartz countertops. High-end finishes elevate the open living areas, including rich hardwood floors, an electric fireplace, and a custom temperature-controlled wine room. A flexible downstairs bonus area with a half bath and closet can easily convert to a luxurious primary suite/5th bedroom. A 600 sf guest apartment, The Pineapple Loft, is consistently ranked 5 stars on Airbnb and features a vaulted ceiling, full kitchen, induction cooking, laundry, and a private balcony— fully qualifying for high-demand weekly rentals! The exterior features a screened courtyard lanai and a heated pool with a waterfall, while the local 10-acre park provides tennis, pickleball, walking trails, and a lively neighborhood scene. Don't miss this perfect blend of historic character, modern luxury, and ultimate flexibility in an incredible location.

1685 6th Street, Sarasota

1310 Glen Oaks Drive E Unit 383E, Sarasota
$139,900
2 Beds ⋅ 2 Baths ⋅ Glen Oaks Gdn Apts SubDv. ⋅ 34232 Zip Code
Virtually Staged. Discover the best of Sarasota's 55+ lifestyle in Glen Oaks! This beautifully maintained 2-bedroom, 2-bath residence offers comfortable, low-maintenance living in a convenient location near golf, shopping, dining, and Gulf Coast beaches. Enjoy peaceful green-space views from your private back patio, while the front entrance overlooks a beautifully landscaped courtyard. Inside, the thoughtfully designed approximately 950-square-foot layout feels surprisingly spacious, featuring an oversized primary suite with two generous closets, fresh interior paint, newer appliances, and a water heater replaced in 2022. Glen Oaks offers a welcoming 55+ community atmosphere with amenities including a swimming pool, fitness center, and shuffleboard. Golf enthusiasts will appreciate the nearby public golf course, while UTC Mall, downtown Sarasota, and SRQ Airport are all within easy reach. Spend your days enjoying nearby golf, exploring Sarasota's restaurants and cultural attractions, or visiting the beautiful beaches of Lido Key, Siesta Key, and Anna Maria Island. Whether you're searching for a year-round residence or a seasonal Florida retreat, this Glen Oaks home offers an inviting combination of comfort, convenience, and Sarasota living.

1310 Glen Oaks Drive E Unit 383E, Sarasota

2741 Parma Street, Sarasota
$1,200,000
5 Beds ⋅ 5 Baths ⋅ Ridgewood SubDv. ⋅ 34231 Zip Code
**Rare Sarasota 4-Plex – No Flooding, Prime Location & Exceptional Investment Opportunity!** Seller Financing terms are available! Don't miss this rare opportunity to acquire a well-located **4-unit multifamily property** in one of Sarasota's most desirable rental markets. A standout feature of this property is that **it has experienced no flooding**, providing added confidence for investors focused on long-term ownership. Ideally located just minutes from Siesta Key Beach, Gulf Gate, Downtown Sarasota, shopping, dining, hospitals, and major employers, this asset offers immediate rental income with excellent potential for future appreciation and rental growth. Whether you're adding to your portfolio, completing a 1031 exchange, or seeking a high-demand multifamily asset, this property offers the location and stability investors are looking for. With limited multifamily inventory available in Sarasota, opportunities like this are becoming increasingly scarce. **Schedule your private showing today—properties with this combination of location, income potential, and no flooding don't stay on the market for long.**

2741 Parma Street, Sarasota

2800 Harbourside Drive Unit D-16, Longboat Key
$425,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
Easy access and docking at this 75 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina on D-dock. Located on the West side of the marina. Ample turning radius between piers, so lots of room to maneuver. Direct access to Sarasota Bay and the ICW; 15 minutes to the Gulf. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village and restaurants, shopping (close to Publix, CVS, and other shops), recreational and social activities, on-site maintenance and concierge services. Each slip includes wifi, water, pump out and metered electric, along with trash pick up and dockhands to assist. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 70 LOA, usable beam is 23 ft at the head of the slip. Each vessel must be approved by the Association's Board of Directors prior to entering the marina by submitting a current photo and boat specs.

2800 Harbourside Drive Unit D-16, Longboat Key

5652 Ashton Lake Drive Unit 5652, Sarasota
$325,000
2 Beds ⋅ 2 Baths ⋅ Ashton Lakes SubDv. ⋅ 34231 Zip Code
Welcome to Ashton Lakes, a maintenance-free community set on 33 acres of lush landscaping with four lakes — less than two miles from the beaches of Siesta Key. This beautifully maintained 2—bedroom, 2-bath residence has been thoughtfully updated throughout and delivers an easy blend of comfort, convenience, and coastal charm. Step inside to soaring vaulted ceilings and an abundance of natural light that gives the entire home an airy, light coastal feel. Sweeping lake views frame the living space, and a desirable one-car garage — a rarity at this price point — adds everyday practicality. The primary bath has been fully renovated, with additional updates in the guest bath, and a newly installed Murphy bed maximizes flexibility for guests, a home office, or both. Life at Ashton Lakes centers on its exceptional amenities: a recently updated clubhouse, two heated pools including a large pool with a dedicated lap lane, two tennis courts and four pickleball courts, shuffleboard, grilling stations, and more. A private footbridge connects residents directly to Merchants Mart shopping center, home to CVS, ACE Hardware, a Dollar store, restaurants, and Detwiler's Farm Market. You're also minutes from the Whole Foods anchored redevelopment at Sarasota Square and  Siesta Promenade, the new 24-acre mixed-use project at the northwest corner of U.S. 41 and Stickney Point Road. Downtown Sarasota and I-75 are both an easy reach. Recent updates include: HVAC in Jan 2026, deluxe fabric roller shade throughout in Feb 2026, murphey bed in Feb 2026, smart garage open in Feb 2026, refrigerator and washer in 2023, dry bar, primary bathroom, and guest bathroom.

5652 Ashton Lake Drive Unit 5652, Sarasota

3813 Fishing Trail Unit 62, Sarasota
$210,000
3 Beds ⋅ 2 Baths ⋅ Spring Lake SubDv. ⋅ 34235 Zip Code
POND-FRONT VILLA IN THE MEADOWS! This 3-bedroom, 2-bath villa offers 1,596 square feet of living space, a unique floor plan, and beautiful pond views in Sarasota's popular Meadows community. High ceilings, plenty of natural light, and multiple living areas give this home an open feel with room to spread out. The first-floor primary suite offers convenience and privacy, while two additional bedrooms upstairs provide space for guests, a home office, or whatever best suits your needs. The spacious living room features large sliding glass doors overlooking the pond and surrounding landscaping. Just off the primary bedroom, the glass-enclosed Florida room is another great feature, offering views of the water and greenery through its large windows and glass roof. Recent improvements include new A/C systems, a new water heater, refrigerator, and microwave, along with laminate wood flooring and decorative light fixtures. The kitchen offers ample cabinet and counter space, and there's also an in-home laundry area and a detached covered carport for convenient parking. The Meadows is known for its beautiful landscaping, walking and biking trails, and recreational amenities, including golf, tennis, and fitness facilities. Some amenities require separate memberships or fees. Shopping, dining, and entertainment at UTC Mall are nearby, with downtown Sarasota and the Gulf beaches just a short drive away. Whether you're looking for a year-round residence, a seasonal getaway, or an investment property, this villa offers a great location, a flexible layout, and the opportunity to make it your own. Schedule your private showing today and discover what makes this Meadows villa special!

3813 Fishing Trail Unit 62, Sarasota

1064 N Tamiami Trail Unit 1122, Sarasota
$375,000
2 Beds ⋅ 2 Baths ⋅ Broadway Promenade SubDv. ⋅ 34236 Zip Code
Location, Location, Location! Welcome to Broadway Promenade, where downtown Sarasota living meets exceptional value. This beautifully maintained first floor residence offers the perfect combination of comfort, convenience, and lifestyle in Sarasota's highly sought after Arts and Theater District. Directly across the street from the Van Wezel Performing Arts Hall and The Bay Sarasota, this is your opportunity to own in one of the city's most exciting and rapidly evolving waterfront neighborhoods. Just outside your door, The Bay Sarasota is transforming 53 acres of waterfront into a spectacular public destination featuring expansive bayfront lawns, walking trails, waterfront dining, outdoor art installations, live entertainment, family gathering spaces, fitness activities, kayaking, community events, and year round concerts. Enjoy the very best of Sarasota with downtown restaurants, boutiques, galleries, theaters, Marina Jack, and the waterfront all within walking distance. Inside, this spacious two bedroom, two bathroom residence offers an inviting open floor plan with soaring ceilings, rich dark wood flooring, large bathrooms, beautiful stone countertops, quality wood cabinetry, stainless steel appliances, and a kitchen that opens seamlessly to the living and dining areas, making it ideal for everyday living and entertaining. The oversized private courtyard patio extends your living space outdoors and creates the perfect setting for morning coffee, evening cocktails, or dining al fresco. Conveniently located within the building, this residence also includes two assigned parking spaces under the building, abundant additional owner and guest parking, and a private storage room located just down the hall, providing plenty of space for bicycles, beach gear, and seasonal items. Broadway Promenade offers an exceptional collection of resort style amenities, including 24 hour concierge service, a heated swimming pool and spa, a well equipped fitness center, separate men's and women's locker rooms with private saunas, beautifully renovated hallways, and inviting common areas that create a true sense of community. Whether you are searching for a full time residence, a seasonal retreat, or an outstanding investment opportunity, this property checks every box. The residence is currently leased to an exceptional tenant who would love to remain, offering immediate rental income for investors while still providing flexibility for future occupancy. Downtown Sarasota continues to grow, and opportunities like this are becoming increasingly rare. Offering an unbeatable location, outstanding amenities, generous living space, and exceptional value, this is one of the best opportunities available in downtown Sarasota. Schedule your private showing today and experience everything Broadway Promenade and Sarasota have to offer.

1064 N Tamiami Trail Unit 1122, Sarasota

2069 Bougainvillea Street, Sarasota
$1,500,000
6 Beds ⋅ 5 Baths ⋅ Long Meadow SubDv. ⋅ 34239 Zip Code
Welcome to this fully furnished, newly updated Sarasota property situated on two combined lots totaling nearly half an acre, offering the flexibility and lifestyle potential in one of the area’s most popular areas of Sarasota. This multiple six-figure producing Airbnb is located just 1.5 miles to Siesta Key and approximately 2 miles to downtown Sarasota, this property provides quick access to world-class beaches, dining, shopping, and entertainment. The main residence features an open-concept floor plan designed for comfortable living and entertaining. A separate in-law suite offers ideal accommodations for guests or extended family, while the detached pool house provides additional flexible space suitable for a game room, private retreat, or entertainment area. At the center of the property is a private courtyard with a large pool, creating a resort-style setting perfect for gatherings and outdoor enjoyment. The oversized double lot allows for ample parking and generous outdoor space, a rare find this close to the beach. Significant upgrades have been completed throughout the property, including a new roof, new A/C units, new electrical, new electrical panels, new water lines to the road, a new irrigation system, and exterior landscape lighting, offering peace of mind for future owners. Whether you are seeking a primary residence, second home, or a versatile property with multiple living areas, this Sarasota residence stands out for its location, lot size, and turnkey condition.

2069 Bougainvillea Street, Sarasota

3331 Hadfield Greene Unit 49, Sarasota
$399,000
3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Soul-nurturing pond views framed by an Old Florida preserve create a serene setting in one of The Meadows desirable enclaves, a park-like oasis in a phenomenal location. Meandering, canopied streets, a paver driveway and gated courtyard welcome you home. Inside, high ceilings, abundant natural light, hardwood floors in the great room and a shimmering Marina glass-mosaic fireplace set the stage, while tranquil pond and preserve views provide a beautiful backdrop to everyday living. The primary suite is a relaxing retreat with a shaker-style dual vanity topped with Bianco Carrara quartz, a glass-enclosed step-in shower and a generous walk-in closet with a custom organizer system. The Florida room may quickly become your favorite spot, ideal for relaxing, entertaining or simply enjoying the peaceful views and daily parade of birds. Truly special! On 1,600 lush acres just 15 minutes from downtown Sarasota, The Meadows offers a resort lifestyle with 14 miles of scenic trails, an active social calendar, and at a reasonable fee, a fitness center, Junior Olympic pool, 10 pickleball courts, two 18-hole golf courses and a top-notch tennis complex. Ideally near award-winning beaches, cultural attractions, Nathan Benderson Park, Mote SEA Aquarium, Whole Foods, Trader Joe’s, the Legacy Trail and The Mall at University Town Center, a world-class destination for shopping, dining and entertainment. A fabulous Florida lifestyle awaits. A 2023 air-conditioning system, 2018 re-plumbing, 2007 tile roof, which is the condominium’s responsibility, and above flood plain in zone X.

3331 Hadfield Greene Unit 49, Sarasota

4001 Beneva Road Unit 349, Sarasota
$199,999
3 Beds ⋅ 3 Baths ⋅ Beneva Ridge SubDv. ⋅ 34233 Zip Code
Investor Alert! *** Tenant Occupied End Unit *** 3 bedroom, 2.5 bath townhouse condo in recently updated Beneva Ridge complex. Excellent Sarasota location close to amenities, shopping, public transportation, etc. Unit is currently occupied by wonderful tenants with lease running through 5-14-27. Monthly rent $1,900. Many updates including granite kitchen countertops, newer central air, brand new stove and washing machine. Also, a brand new tiled shower and glass door was just installed in the primary bathroom. All bedrooms and two full bathrooms are upstairs. Kitchen, dinette, living room and half bathroom are on first level. Unit is near the clubhouse and pool with pool view from primary bedroom. Storage closet at entry door and fenced patio at rear of the unit. Owner is listing agent. Listing photographs were taken prior to tenant occupancy but give a general idea of condition.

4001 Beneva Road Unit 349, Sarasota

5610 Avenida Del Mare, Sarasota
$6,400,500
8 Beds ⋅ 9 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Steps from Siesta Beach. A brief stroll to the Village. A lifetime away from your tenants worries and cares. Prime Siesta Key investment opportunity or dream family compound just steps from the world-famous Siesta Key Public Beach! This exceptional multi-family property features two beautifully updated duplexes (totaling 8 bedrooms and 8.5 baths across 5,331 sq ft) on combined large lots, offering flexible zoning for short-term rentals (1-7 days), long-term income, or a luxurious private residence. Enjoy breathtaking Gulf sunrises and sunsets, a heated exotic lagoon-style pool with waterfall, Rocky Mountain quartz deck, professional tropical landscaping (updated 2024/2025), Miami-Dade impact windows/doors, newer roofs/insulation, and meticulous maintenance throughout. One building designed by renowned Lee Wetherington. Wake up to morning coffee overlooking the sugar-white sands, with Siesta Key Village shops and dining 0.5 miles away. Turnkey, versatile, and perfectly positioned for endless possibilities—your beachfront lifestyle awaits!

5610 Avenida Del Mare, Sarasota

321 Blackburn Boulevard, North Port
$168,000
2 Beds ⋅ 2 Baths ⋅ Harbor Cove SubDv. ⋅ 34287 Zip Code
BACK ON THE MARKET!! No fault to the seller. Bring your boat and enjoy the Florida lifestyle in this charming turnkey home situated on a desirable corner lot in Harbor Cove, a vibrant 55+ mobile home community just off US 41. With an abundance of activities, amenities, and a welcoming atmosphere, Harbor Cove is the perfect place to call home. Inside, you'll find plenty of space for entertaining, including a bright and inviting Florida room that adds even more living space. The spacious kitchen features abundant cabinetry, a dishwasher, stove/range, refrigerator, and a charming window above the sink that fills the room with natural light. Step outside to enjoy the beautifully landscaped yard with mature tropical plantings, an oversized driveway offering plenty of parking, and a paver patio out back—the perfect spot to relax or entertain guests on warm Florida evenings. When you're not enjoying Harbor Cove's resort-style amenities, you'll love the nearby attractions. Historic downtown Venice is just 20 minutes away, offering boutique shopping, dining, and entertainment. Wellen Park, featuring the scenic 80-acre Grand Lake, nature trails, restaurants, and community events, is just a short drive away. Sports fans will appreciate being only 5 minutes from CoolToday Park, home of the Atlanta Braves Spring Training, where you can enjoy baseball and year-round events. And, of course, Florida's beautiful Gulf Coast beaches are just a short drive away. This move-in-ready home offers comfort, convenience, and an unbeatable location—everything you need to enjoy the best of Southwest Florida living!

321 Blackburn Boulevard, North Port

2600 Harbourside Drive Unit B-16, Longboat Key
$500,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
An easy access slip with the views to along with the superb amenity package, Slip B-16 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 85 x 29.5, and a usable beam of 25 feet and a long and extra wide finger pier. This 'inside the T-head' slip location provides close proximity to the Marina Village, Restaurant, and Pool. The Longboat Key Club Moorings Marina is a World Class deep water marina providing direct access to Sarasota Bay and ICW. Yacht Club membership at the Longboat Key Club Moorings provides members access to the private clubhouse, which is well appointed with TV, conference room, private pool area, outside seating and tables, grill, and bathhouse all in a relaxing atmosphere. Additionally, the Longboat Key Club offers multiple restaurants, world class tennis and golf facilities, fitness center, with spa and beach access. The Club also reciprocates with 400 of Clubs throughout the country. The Marina is also located within close proximity to Publix, CVS, and world class shopping at St. Armand's Circle. The longest vessel this slip will accommodate is 80 feet. Beam depends on the vessel type and measure. Vessel must be approved by the Board of Directors prior to entering the Marina. Membership in the Longboat Key Club is required.

2600 Harbourside Drive Unit B-16, Longboat Key

433 Central Avenue, Sarasota
$650,000
2 Beds ⋅ 3 Baths ⋅ Rosemary Park SubDv. ⋅ 34236 Zip Code
Experience the best of downtown Sarasota living in this exceptional luxury condominium, where sophisticated design, walkable convenience, and the vibrant energy of the Rosemary District come together in one remarkable residence. This beautifully appointed TURNKEY two-bedroom, two-and-a-half-bath home is located in an exclusive boutique building with only six private residences, offering a level of privacy rarely found in the heart of downtown. Designed with timeless elegance, the open-concept floor plan showcases soaring ceilings, real hardwood flooring throughout, designer Italian cabinetry, granite countertops, stainless steel appliances, a new refrigerator, and a built-in wine bar with beverage refrigerator. Both bedrooms feature luxurious ensuite bathrooms, while the spacious primary suite opens to a private balcony overlooking the Rosemary District and downtown skyline. Thoughtfully upgraded throughout, this residence includes custom California Closets, remote-controlled blinds, new HVAC systems installed in 2024 and 2025, and a new water heater installed in 2025, all backed by transferable warranties for added peace of mind. Residents enjoy assigned covered parking, elevator access, gated entry, and additional storage, all just moments from Sarasota's most celebrated destinations. Stroll to The Bay Park, Bayfront Marina, Whole Foods, Main Street, the Saturday Farmers Market, art galleries, award-winning restaurants, live entertainment, and the flourishing Rosemary Arts District, or spend the afternoon at Lido Key Beach, just minutes away. Offering an unmatched combination of luxury finishes, boutique living, recent high-value upgrades, and one of Sarasota's most desirable walkable locations, this exceptional residence delivers the very best of downtown Sarasota living.

433 Central Avenue, Sarasota

500 N Jefferson Avenue Unit B-5, Sarasota
$125,000
2 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code
Back on market! Stylish & Light-Filled Condo Near Downtown Sarasota with a brand new roof! This beautifully updated 2-bedroom, 1-bath condo offers a bright, open feel with vaulted ceilings, skylights, and large windows that bring in tons of natural light. Upgraded with luxury vinyl flooring and fresh interior paint, the space feels modern and inviting. The kitchen and bathroom feature sleek matching granite countertops, while ample storage ensures everything has its place. Enjoy the convenience of a brand-new AC with a 10-year transferable warranty, plus front and back porches perfect for relaxing outdoors. Just minutes from downtown Sarasota, this move-in-ready home is an incredible opportunity for an investment or new home in a prime location!

500 N Jefferson Avenue Unit B-5, Sarasota

229 Venice Palms Boulevard, Venice
$397,000
3 Beds ⋅ 3 Baths ⋅ Venice Palms SubDv. ⋅ 34292 Zip Code
Welcome to 229 Venice Palms Boulevard, a distinctive courtyard-style home offering privacy, flexibility, and the relaxed Florida lifestyle. This spacious residence features 3 bedrooms, 3 full bathrooms, 1,951 square feet of living space, and a two-car garage. At the heart of the home is a private courtyard pool surrounded by multiple sliding-glass doors and French doors, creating a seamless connection between the indoor and outdoor living areas. The thoughtfully designed split floor plan includes a separate guest suite with its own full bathroom—ideal for visiting family, a private home office, or multigenerational living. Inside, vaulted ceilings and abundant natural light enhance the open, airy atmosphere, while the primary suite offers a peaceful retreat with a walk-in closet and private bath. Located in the desirable Venice Palms community, this home is convenient to historic Downtown Venice, Gulf beaches, shopping, dining, medical facilities, golf courses, and I-75. With its private pool, versatile guest accommodations, mature landscaping, and inviting courtyard design, this home offers an exceptional opportunity to enjoy the best of Southwest Florida living.

229 Venice Palms Boulevard, Venice

1528 Skysail Lane, Sarasota
$979,900
3 Beds ⋅ 4 Baths ⋅ Emerald Landing Waterside SubDv. ⋅ 34240 Zip Code
Don't Wait - Become a FL Resident by January 1st, 2027 to be eligible for massive tax savings! Seller offering Buyer incentives for closing costs/rate buy down with competitive offer! Live the dream lifestyle yourself or add this to your investment portfolio with a projected $80,000+ annual gross income. Rare Opportunity to own in this prime location offering unobstructed water views of Kingfisher Lake and directly across from your resort style amenities in vibrant and active Waterside Place. This immaculate 2024 David Weekley Rainwater model, tri-level city home, provides luxurious modern living in the heart of Emerald Landing. Fully furnished with chic designer furnishings crafted to perfectly showcase each living space. Plenty of natural light throughout this East facing townhome allows you to enjoy morning sunrises on your pavered private balcony overlooking the peaceful water views. Chef's kitchen boasts focal point 10ft center island for entertaining with Quartz countertops, two-tone custom cabinets, Kitchen Aid stainless steel appliances including GAS cooktop and built-in wall ovens, wine refrigerator, mosaic backsplash, and 42" cabinetry providing ample storage along with your desired closet pantry. Powder room off main living space for guests. Each bedroom boasts its own private ensuite bath and walk-in closets for storage. Relax and enjoy the tranquil water views in your third floor Primary bedroom featuring trey ceiling and huge dream separate walk-in closets fit for any fashionista! Spa-like Primary ensuite bath offers double shower heads including Rainfall, dual Quartz sink vanity, private water closet, and linen storage. Third floor laundry room provides ease and convenience. Energy efficient updates include high impact hurricane windows for peace of mind, tankless Gas water heater, and Ecowater softener system. The oversized attached 2 car garage provides extra storage space and versatility. Spend more time enjoying the Waterside lifestyle with maintenance free living that includes all your exterior landscaping, irrigation and exterior maintenance. Emerald Landing offers resort style amenities such as heated lap pool, clubhouse for social activities, pickleball courts, fire pits, dog park, playground, and kayak launch onto Kingfisher Lake. Live the exciting Waterside lifestyle by taking the water taxi that departs directly across from your front door at the community dock to Waterside Place—home to the Waterside Place farmers market, various restaurants and dining options, shopping, volleyball, splash pad, and plenty of fitness and social activities including live music for all ages to enjoy!

1528 Skysail Lane, Sarasota

5626 Monte Rosso Road, Sarasota
$269,000
2 Beds ⋅ 2 Baths ⋅ Riviera Club Village At Longwood SubDv. ⋅ 34243 Zip Code
Virtually Staged. Enjoy easy Florida living in this beautifully maintained single-story, 2-bedroom, 2-bath attached home on a quiet DEAD-END STREET, featuring an open floor plan, vaulted ceilings, and tranquil POND VIEWS. Approximately $10,000 in updates includes NEW FLOORING throughout, a NEW STOVE, a NEW STORM DOOR in the front, FRESH INTERIOR PAINT (2026), and a NEW WATER HEATER (2026). Additional updates include a 2020 roof and exterior paint (2021). Relax or entertain in the spacious brick-paver courtyard, or unwind on the private patio overlooking the water. The split-bedroom layout offers privacy, while the primary suite features an en suite bath and walk-in closet. Additional highlights include indoor laundry, generous storage, and a TWO-CAR GARAGE. Enjoy maintenance-free living with HOA-covered exterior and roof maintenance, plus lawn care. Just steps from Longwood Park and conveniently located near UTC Mall, golf courses, downtown Sarasota, St. Armands Circle, I-75, and Sarasota-Bradenton International Airport, with easy access to the beautiful beaches of Siesta and Lido Keys. Move-in ready, beautifully updated, and ideally located. Schedule your private showing today before it's gone!!

5626 Monte Rosso Road, Sarasota

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