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209 Rio Terra, Venice
$819,000
3 Beds ⋅ 3 Baths ⋅ Bellagio At Venice Island SubDv. ⋅ 34285 Zip Code
Bellagio is the only gated residential community on Venice Island, offering an inviting lifestyle with clubhouse amenities, a community pool, tennis, pickleball, and plenty of opportunities to socialize. The courtyard design of 209 Rio Terra is one of the community’s most desirable floor plans, and this home takes it a step further with a customized courtyard offering more than 700 square feet of bright, sheltered, and exceptionally private outdoor living space. Thoughtfully updated for comfort, style, and peace of mind, the home features a newer tile roof, insulated hurricane-rated garage door with newer opener, and hurricane-rated Andersen entry doors. Inside, each room has been carefully refreshed with attention to both beauty and functionality. The great room, kitchen, and dining area flow seamlessly together, creating a spacious and welcoming setting for everyday living and entertaining. The kitchen features an expansive breakfast bar, abundant granite countertops, newer stainless steel appliances, and a transom window that enhances the natural light. The great room is equally impressive with a coffered ceiling, luxury vinyl flooring, and custom plantation shutters. The restful primary suite features a coffered ceiling and an updated en suite bath finished in soothing ocean-inspired tones. A charming guest bath, complete with an extra-deep soaking tub, provides another relaxing retreat. A private, stand-alone casita offers wonderful flexibility as a guest suite or home office. Outside, the newer heated saltwater pool creates the perfect setting for exercise, relaxation, or simply enjoying Florida living. Beautifully updated and ideally located, this exceptional home puts you close to everything that makes Venice Island such a special place to live.

209 Rio Terra, Venice

6796 Sarasea Circle Unit 3, Sarasota
$1,450,000
3 Beds ⋅ 3 Baths ⋅ Sara Sea SubDv. ⋅ 34242 Zip Code
Private beach access, heated pool access and an oversized two-car garage—all within walking distance of South Siesta Key’s restaurants and shops. Located near Point of Rocks, 6796 Sarasea Circle #3 offers a three-story layout with three bedrooms, three full baths and flexible space for guests or extended family. Short-term rentals are permitted, subject to applicable association rules and regulations. The residence includes 1,890 square feet in the main home plus a separate 333-square-foot air-conditioned downstairs studio/efficiency, providing a combined 2,223 square feet of air-conditioned space. The main living level features an open kitchen, dining area and family room with volume ceilings, a fireplace and access to a spacious balcony. The upper level includes the primary suite with an ensuite bath. A second bedroom and full bath provide additional guest accommodations. The downstairs studio serves as the third bedroom and bathroom, with its own kitchenette and private exterior entrance. This space offers added privacy for visiting guests or extended family. A fenced courtyard provides another inviting setting for relaxing or entertaining. Recent improvements include a complete new A/C system in 2026, a metal roof in 2023 and new window coverings. All appliances, including the washer and dryer, are included. Enjoy beach days near Point of Rocks, time by the heated pool and the convenience of nearby dining—all with the space and flexibility of a townhome.

6796 Sarasea Circle Unit 3, Sarasota

2800 Harbourside Drive Drive Unit M-10, Longboat Key
$289,000
Bay Isles SubDv. ⋅ 34228 Zip Code
A 58 ft. x 20 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. 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 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 at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. Max length of vessel allowed is 53 LOA, usable beam is 18 ft at the head of the slip. A current photo of the vessel must be provided, and the vessel approved by the Association before entering the marina.

2800 Harbourside Drive Drive Unit M-10, Longboat Key

1035 Seaside Drive Unit 502, Sarasota
$3,995,000
4 Beds ⋅ 3 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code
Welcome to Ten35 Seaside Drive, a newer mid-rise community at the south end of world-renowned Siesta Key Beach, where turquoise Gulf waters meet pristine quartz sand. Ten35 Seaside elevates island living with luxurious residences designed to highlight the area’s natural beauty. Gulf-view residence 502 offers four bedrooms, three baths and 2,385 square feet of thoughtfully designed living space. Floor-to-ceiling glass, an open-concept interior, and expansive terraces frame sweeping views of the sea, sand and sky. Refined finishes include porcelain tile floors, premium cabinetry, top-of-the-line appliances and a spacious primary suite with a spa-inspired bath. The main terrace is ideal for enjoying spectacular sunsets, while a second terrace off the en-suite guest bedroom captures beautiful sunrises. The kitchen features solid-wood cabinetry, Wolf and Sub-Zero appliances, a gas cooktop and a wine refrigerator. Additional highlights include solid-core entry and interior doors, floor-to-ceiling, hurricane-resistant balcony doors with laminated solar-tinted glass, sound-reducing laminated windows with solar-tinted glass, a recirculating hot-water system, high-efficiency heating and air conditioning, stained tongue-and-groove cypress terrace ceilings, tiled terrace floors and two covered parking spaces. Ten35 Seaside offers amenities that complement its beachfront setting, including a swimming pool and spa, fire pit, beach lounge chairs and umbrellas, kayaks, paddleboards, concierge-arranged water activities, fitness center and Gulf-front barbecue area. Daily beach chairs and umbrellas are also available. Residence 502 presents a rare opportunity to own a fully operational, potential income-producing property on Siesta Key’s Crescent Beach, one of Florida’s desirable vacation rental destinations. The residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue while eliminating the setup time and day-to-day demands of vacation-rental ownership. Marketing, guest services, housekeeping and operations are managed on-site, allowing owners to potentially earn income while reserving time for personal use. Rental terms permit one-week minimum stays during the off-season and two-week minimum stays during peak season, balancing revenue potential with property preservation. Just moments from the dining and shopping of Siesta Key’s South Village, the property consistently attracts repeat visitors, supporting strong occupancy. Whether you are expanding an investment portfolio, completing a 1031 exchange or seeking a vacation home that can offset ownership costs, Residence 502 offers a rare combination of a Gulf-front location, professional management and potential rental income from day one. A must-see opportunity.

1035 Seaside Drive Unit 502, Sarasota

1064 N Tamiami Trail Unit 1206, Sarasota
$416,900
2 Beds ⋅ 2 Baths ⋅ Broadway Promenade SubDv. ⋅ 34236 Zip Code
Imagine Trading Winter for Sarasota - Imagine a January morning when there is no windshield to scrape or heavy coat waiting by the door. Instead, you step outside into a warm Sarasota morning and decide whether the day begins with coffee downtown, a workout, pickleball or a walk along the waterfront. That is life at Broadway Promenade, whether one chooses this property for an oasis getaway, or a perfectly delightful full time residence. This beautifully updated 2 bedroom, 2 bath residence offering 1,084 square feet is more than a Sarasota home. It is a place to escape to, return to and perhaps, eventually, never want to leave. Bright, open and inviting, the residence features a comfortable floor plan equally suited to everyday living and entertaining. The split bedroom design provides privacy for owners and guests, making it ideal as a full time residence or seasonal Sarasota retreat. Step onto the covered balcony overlooking the landscaped courtyard, mature greenery and fountain, and mornings become a little slower and evening glasses of wine seem to last a little longer. A particularly valuable downtown luxury comes with the residence: two assigned and deeded garage parking spaces (#142, #456 - a large benefit), along with additional storage just down the hall for beach chairs, bicycles, golf clubs and everything that accompanies the Florida lifestyle. Broadway Promenade surrounds you with resort style amenities including a heated pool and spa, fitness center, sauna, library, billiards room, community room, outdoor kitchen and grilling areas, beautifully maintained common spaces, 24 hour concierge service and security. Community guest accommodations provide additional convenience when family and friends come to visit. Then there is the location. Pioneer Park and its public tennis, pickleball and basketball courts are just outside your door, with Publix conveniently simply steps away. Downtown Sarasota's acclaimed restaurants, cafés, boutiques, galleries, theaters and Farmers Market are all within easy reach. Just moments away is The Bay, Sarasota's extraordinary 53 acre waterfront park, offering walking trails, gardens, kayak launches, performance spaces and year round events along Sarasota Bay. The Van Wezel Performing Arts Hall and Sarasota's celebrated waterfront are also nearby. For those coming from Northern climes, perhaps the greatest luxury is simply the change in rhythm. Winter coats give way to sandals. Snow covered sidewalks become waterfront walking paths. Weekends spent indoors become mornings beside the pool, afternoons enjoying Sarasota and evenings deciding which downtown restaurant to try next. And should the time come to head north, simply lock the door and go. No lawn waiting to be maintained and no private pool demanding attention while you are hundreds of miles away. It is the freedom that makes condominium living so appealing to seasonal owners, combined with the space, parking, storage and amenities that allow this residence to work equally well as a full time Sarasota home.

1064 N Tamiami Trail Unit 1206, Sarasota

5706 Monte Rosso Road, Sarasota
$289,900
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

57 Sandstone Circle, Venice
$265,000
2 Beds ⋅ 2 Baths ⋅ Hourglass Lakes SubDv. ⋅ 34293 Zip Code
NEW AND IMPROVED PRICE! There is something refreshing about a home that encourages you to slow down and enjoy the simple moments. Perhaps it's coffee on the screened front porch as the neighborhood quietly comes to life, an afternoon spent in your private courtyard, or an evening on the screened lanai overlooking the open green space beyond. At this beautifully maintained villa in Hourglass Lake Estates, home isn't simply where you live—it's where Florida living feels effortless. Perfectly positioned within the community and just minutes from both Venice Beach and Manasota Beach, this inviting two-bedroom, two-bath villa embraces the indoor-outdoor lifestyle Southwest Florida is known for with four distinct outdoor living spaces, each offering its own place to relax, entertain, or simply enjoy the beautiful year-round weather. Inside, abundant natural light, cathedral ceilings, and a thoughtfully designed split-bedroom floor plan create an inviting sense of openness. The spacious living and dining areas flow comfortably together, while sliding glass doors seamlessly extend the living space outdoors. The kitchen combines timeless style with everyday function, featuring granite countertops, real wood soft-close cabinetry, decorative display shelving, stainless steel appliances, and generous workspace for preparing meals or gathering with family and friends. Just beyond, a private gated patio offers a convenient place to come and go after a day spent at the beach. The primary suite provides a peaceful retreat with a spacious walk-in closet, dual vanities, and a private en-suite bath. A comfortable guest bedroom is thoughtfully positioned near the second full bathroom with a tub and shower combination, creating privacy for family and overnight guests. At the rear of the home, the screened lanai with newer composite flooring overlooks the surrounding green space, creating a peaceful backdrop for morning coffee, evening cocktails, or simply watching Florida's birds and wildlife throughout the day. Practical details make everyday living just as enjoyable, including a generously sized laundry room with abundant cabinetry, countertop workspace, utility sink, and exceptional storage. The attached two-car garage features a screened garage door and direct access to the front porch, allowing refreshing cross breezes to flow through the home during the cooler months. Residents of Hourglass Lake Estates enjoy an affordable, low-maintenance lifestyle with lawn care included, along with a beautifully maintained clubhouse, heated and chilled swimming pools, spa, fitness center, and a welcoming, pet-friendly community with no age restrictions. With an HOA fee currently around $170 per month, the community offers one of the area's best values for low-maintenance living while providing residents with desirable amenities and a carefree lifestyle. Less than four miles from Venice Beach and just a few miles from Manasota Beach, this exceptional location places Publix, shopping, dining, golf, medical facilities, and everyday conveniences just moments away. Whether you're spending the morning collecting seashells, meeting friends for lunch, or enjoying a sunset along the Gulf, coming home always feels just as relaxing. ¤ Please see 3D Tour and Video ¤

57 Sandstone Circle, Venice

3320 Gulf Of Mexico Drive Unit 206C, Longboat Key
$589,900
2 Beds ⋅ 2 Baths ⋅ Longboat Arms SubDv. ⋅ 34228 Zip Code
Longboat Arms - 2BR / 2BA / 1,187 sq ft - Bring your boat and enjoy a slice of paradise! This lovely second-floor condo offers views of the bay, pool, and marina from the front. Open and light-filled, it features a covered front porch and was completely remodeled in 2017. Highlights include all-new hurricane-impact windows, a kitchen with stainless steel appliances and granite countertops, and a hall closet with washer/dryer hookup (or use the convenient laundry facility on the same floor). Tastefully decorated and move-in ready. Located in the low-density Longboat Arms community of just 45 residences with approximately 1,000 feet of waterfront and abundant green space. Enjoy covered parking, a private community boat ramp (perfect for boats, kayaks, paddleboards, jet skis), and offering boat dockage - available to residents on waitlist basis (currently open), heated pool, tennis court, outdoor amenities, and deeded Gulf beach access just across the street. The separate community building is currently undergoing extensive renovation. This is an outstanding opportunity for full-time living, a seasonal retreat, or a smart investment in one of mid-island Longboat Key’s most appealing bay-side communities. Don’t miss your chance to own in Longboat Arms — schedule your private showing today! "Furnishings available upon request"

3320 Gulf Of Mexico Drive Unit 206C, Longboat Key

146 E Tampa Avenue, Venice
$995,900
2 Beds ⋅ 2 Baths ⋅ Venice Gulf View SubDv. ⋅ 34285 Zip Code
Located on Venice Island at 146 E. Tampa Avenue, this exceptional residence delivers the perfect blend of coastal convenience and refined living just moments from downtown Venice, Venice Avenue, the Intracoastal Waterway, and the Gulf beaches. Set within Tra Ponti Villaggio—a boutique, deed-restricted, fee-simple community of only 19 courtyard homes and four multilevel townhomes—this property features the desirable Acerra II floor plan, thoughtfully designed to maximize privacy, natural light, and seamless indoor-outdoor living. Built with quality at every turn, the home includes full hurricane-impact windows and sliding glass doors, custom wood cabinetry, granite countertops, and a luxury appliance package with natural gas service available. A two-car garage and X-flood-zone location offer additional peace of mind. The backyard is a true highlight, offering a private, resort-style setting under the screened enclosure. A stunning covered pavilion anchors the space, complete with warm wood accents, decorative lighting, and room for lounging or dining. The surrounding turf courtyard keeps the area low-maintenance and usable year-round, while wide sliding glass doors connect the outdoor retreat to the interior living areas—perfect for entertaining, relaxing, or enjoying the island breeze. The unmatched convenience of this Venice Island location places you minutes from Venice Beach, Caspersen Beach, and Brohard Paw Park—the region’s only dog-friendly beach. Outdoor enthusiasts will appreciate the adjacent Venetian Waterway Trail, Legacy Trail access, and nearby nature parks such as Centennial Park, Graser Park, Sleeping Turtles Preserve, and Shamrock Park & Nature Center. Dog lovers enjoy close proximity to Paw Park and Woodmere Park’s dog amenities. Everyday essentials are within easy reach, including Publix, Venice Farmers Market, and specialty shops throughout downtown Venice. Venice Regional Medical Center and Sarasota Memorial Hospital Venice Campus provide trusted medical services. Public transportation options include SCAT and downtown trolley routes. Major roads such as Tamiami Trail, Laurel Road, and I-75 connect you quickly to Sarasota, Nokomis, Osprey, Englewood, North Port, and beyond. For longer trips, choose from Venice Municipal Airport for private aviation or Sarasota-Bradenton International Airport for commercial flights. Blending island charm, walkability, and a refined courtyard-home lifestyle, this property offers a rare opportunity to own on Venice Island in a highly desirable community.

146 E Tampa Avenue, Venice

988 Blvd Of The Arts Unit 109, Sarasota
$2,099,000
3 Beds ⋅ 3 Baths ⋅ Condo On The Bay SubDv. ⋅ 34236 Zip Code
Three Bedrooms. Private entrance. 10-FT HIGH CEILINGS (8 ft on other floors). Lives like a waterfront house. TWO KITCHENS, including a scullery prep kitchen. 1,800 SF PRIVATE PET-FRIENDLY TERRACE: the yard of a single-family home with condo convenience. A private, gated stairway leads directly to the pools, sauna, fitness center and marina, where boat slips are available to rent and you can add your own lift. Wide-water bay and bridge views. Elevated end unit set high above and behind two pool walls. Fully remodeled and finished in 2026. NEW roofs, NEW exterior, NEW landscaping and pool. 24-hr guard gate, steps from a 53-acre bay-front park and beach. Watch the video tour, then book your showing.

988 Blvd Of The Arts Unit 109, Sarasota

4449 Oakley Greene Unit 1, Sarasota
$429,000
3 Beds ⋅ 2 Baths ⋅ Oakley Green SubDv. ⋅ 34235 Zip Code
Welcome to 4449 Oakley Greene, a spacious three-bedroom, two-bath end-unit villa in the desirable Meadows community of Sarasota. Offering added privacy and natural light, this inviting residence provides a wonderful opportunity to enjoy the relaxed Florida lifestyle in one of Sarasota’s most established and beautifully landscaped communities. The versatile three-bedroom floor plan offers plenty of space for guests, a home office or hobby room. The primary suite features an updated bath, creating a comfortable private retreat. As an end unit, the villa enjoys a more open feel and additional privacy, ideal for year-round living or a seasonal Sarasota getaway. Life in The Meadows is about so much more than your home. This vibrant community is known for its miles of recreational and biking trails, mature landscaping, lakes and natural surroundings, creating a peaceful setting for an active Florida lifestyle. Residents can enjoy the community’s many recreational and social opportunities, with golf, tennis, pickleball and additional amenities available through The Meadows Community. The location is exceptional. Just minutes from University Town Center (UTC), you'll have an impressive selection of shopping, restaurants and entertainment nearby. Downtown Sarasota, cultural attractions, medical facilities and the area's renowned Gulf Coast beaches are also within easy reach. Whether you're looking for a full-time residence or a Florida retreat, 4449 Oakley Greene offers the space, location and lifestyle that make The Meadows such a sought-after Sarasota community.

4449 Oakley Greene Unit 1, Sarasota

4179 Roberts Point Circle, Sarasota
$3,400,000
5 Beds ⋅ 6 Baths ⋅ Roberts Point 2 SubDv. ⋅ 34242 Zip Code
Under Construction. To be built. Brought to you by Noah Thomas Builders, this newly constructed coastal residence inspired by classic West Indies architecture and situated in the exclusive Roberts Point neighborhood on Siesta Key. This thoughtfully designed home pairs timeless island style with modern coastal construction, offering refined living in a highly desirable island setting. Built to meet today’s highest coastal standards, the residence will feature solid concrete block construction, elevated foundation systems, hurricane-impact windows and doors, metal roofing, and other structural elements designed for durability and long-term peace of mind in a waterfront-adjacent environment. The interior layout emphasizes open, airy living spaces with high ceilings with abundant natural light that create an effortless connection to the outdoors. The kitchen is designed as both a functional workspace and gathering area, featuring premium appliances, custom cabinetry, and a generous island ideal for entertaining and everyday living. The primary suite serves as a private retreat with a spa-inspired bathroom, including a freestanding soaking tub, dual vanities, and a spacious walk-in shower. Additional bedrooms offer en-suite baths and refined finishes, while a flexible bonus space allows for a home office, fitness room, or lounge. Outdoor living is a focal point of the design, with covered entertaining areas, an outdoor kitchen, and a resort-style pool and spa—perfect for enjoying Siesta Key’s year-round sunshine and relaxed island atmosphere. Located on the quiet north end of Siesta Key, Roberts Point is known for its privacy, natural surroundings, and convenient proximity to Siesta Beach, Siesta Village, and downtown Sarasota. This new construction home presents a rare opportunity to experience elevated coastal living by Noah Thomas Builders in one of Sarasota’s most coveted island communities. All images, renderings, and descriptions are for illustrative purposes and represent the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications are subject to change during construction. Pricing, availability, and final details may be modified prior to completion.

4179 Roberts Point Circle, Sarasota

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
$259,000
2 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
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 not in a flood zone, this lovingly cared-for home has been owned by the original owner since it was built. The home offers a wonderful Florida lifestyle, with beautiful water views, abundant natural light, and thoughtful updates throughout. The tile roof was replaced in 2025, and the interior walls and lanai are painted. A skylight fills the home with natural sunshine throughout the day and creates a charming touch in the evening as moonlight filters through. The kitchen features granite countertops and under-cabinet lighting, while the main living areas offer tile flooring while 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 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, and even a community garden as well as an array of additional recreational, fitness, and social activities. This exceptional waterfront home combines comfort, thoughtful updates, beautiful 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
$749,000
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. Welcome to Glen Oaks where location, lifestyle, and value come together in one beautifully updated 55+ community home. This spacious 2-bedroom, 2-bath residence features a recently painted and very well maintained space, with newer appliances and new water heater in 2022. The oversized primary suite includes two spacious closets, and the smart layout makes the home feel significantly larger than its approximately 950 sq ft. One of the standout features is the back patio overlooking peaceful open green space, and the front door overlooking beautifully maintained courtyard. The location is exceptional. Residents are just steps from a public golf course and lawn bowling. UTC mall and downtown Sarasota are both just 5 miles away, I-75 is only 4 miles, and SRQ airport is only 6 miles. Enjoy easy access to world-famous Gulf Coast beaches including Lido Key at 7 miles away and Siesta Key Beach just 10 miles away. Anna Maria is also an easy drive for dining, shopping, and beach days. Residents here enjoy access to community amenities including a pool, fitness center, shuffleboard, and pet-friendly policies. All within a welcoming 55+ community. Whether you're searching for a full-time Sarasota residence, seasonal getaway, winter retreat, low-maintenance snowbird lifestyle near golf, shopping, dining, and beaches, this home checks all of the boxes.

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

309 S Stone Briar Creek Drive, Venice
$1,075,000
4 Beds ⋅ 4 Baths ⋅ Venice Golf & Country Club SubDv. ⋅ 34292 Zip Code
Virtually Staged. IMMEDIATE FAMILY GOLF MEMBERSHIP OPPORTUNITY INCLUDED | COURTYARD POOL HOME | POND VIEWS | MAJOR UPDATES Major improvements offer exceptional peace of mind, including NEW HURRICANE-IMPACT WINDOWS AND DOORS, NEW Generac whole-home generator with a 500-gallon underground propane tank, NEW HVAC (2/2025), NEW TILE ROOF (2021), NEW POOL HEATER (2026), pool pump (2022), and epoxy-coated garage floors. Privacy, resort-style living, and thoughtful updates come together in this beautifully appointed courtyard pool home in Venice Golf and Country Club. From the moment you enter the private courtyard, the home delivers an effortless Florida lifestyle with a sparkling pool, outdoor kitchen, convenient poolside half bath, and tranquil pond views beyond. French doors welcome you into a light-filled living room that flows naturally into the formal dining area and expansive great room. Designed for both everyday living and entertaining, the great room features a built-in electric fireplace, beautifully updated kitchen with quartz countertops, welcoming dinette, and sweeping views toward the pool and pond. Sliding glass doors create an easy connection between indoor and outdoor living, opening directly to the private pool retreat. A separate guest suite near the garage offers exceptional privacy for visitors, complete with sliding doors to the pool and an attached bathroom. Across the hall, the generously sized laundry room provides abundant storage and functionality. Beyond the main living spaces, three additional bedrooms offer flexibility for family, guests, or work-from-home needs. One features an en-suite bathroom and peaceful pond views. Another showcases elegant double pocket doors and a picturesque water view, making it equally suited as a home office, den, or bedroom. The expansive primary suite is a private retreat of its own, with multiple windows overlooking the pond, direct sliding-glass-door access to the pool, and a generous walk-in closet. The primary bathroom offers an opportunity for the new owner to create a space tailored to their personal style and vision. Throughout the home, abundant windows bring in beautiful natural light, while electric window treatments in the main living areas provide effortless comfort and convenience. The result is a home that combines privacy, indoor-outdoor living, flexible accommodations, and significant recent improvements in one of Venice's sought-after golf and country club communities. If you've been waiting for a home where the pool, pond, privacy, and lifestyle are already in place—and the major updates have been thoughtfully addressed—this is one to experience in person.

309 S Stone Briar Creek Drive, Venice

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

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