Sarasota Homes with Maintenance Amenities

3 Beds ⋅ 2 Baths ⋅ Englewood Golf Course SubDv. ⋅ 34223 Zip Code

Welcome to your own private oasis! This beautiful custom 3-bedroom, 2-bath home offers an exceptional blend of elegance, comfort, and privacy. Soaring 12 foot ceilings, 8-foot doors, and a dramatic wall of windows fill the living room and primary suite with natural light while showcasing tranquil views of the lush conservation area. Designed for everyday living this home features custom built-in bookcases in the living room and 3rd bedroom/office, a spacious kitchen w/pantry, ample cabinetry and a charming side patio complete with remote-controlled shades. Step outside to your resort-style retreat featuring a sparkling pool, relaxing spa, and outdoor kitchen, all surrounded by a peaceful, private setting. Recent updates provide peace of mind, including a new roof, new A/C, new water heater, and fresh interior and exterior paint. The oversized 2-car garage includes a separate storage room, offering plenty of space for hobbies, tools, or seasonal items. This home is in the very desirable Boca Royale Golf & Country Club. Golf, tennis, pickleball memberships are available but not required.

29 Saint John Boulevard Unit 5, Englewood

$289,900

2 Beds ⋅ 2 Baths ⋅ San Marco SubDv. ⋅ 34285 Zip Code

"VENICE CELEBRATES CENTENNIAL ANNIVERSARY!!" and you have the opportunity to live there in Historical Downtown Venice! Lovely second floor condo, 2 bedrooms, 2 baths, split bedrooms plan gives a desirable balance for condo living in this "Historical Downtown location." This location is walking distance to all of downtown Venice for your shopping, dining, music, parks, churches, banking, theatres, medical, even the beaches on the Gulf of Mexico and the Intracoastal Waterway, the list goes on. Be and live a part of the original Mediterranean architecture from the 1920's and the beautiful journey to what Venice is today. This lovely condo has a nice split bedroom plan for privacy with both having their own baths with tubs and showers plus walk-in closets. Great room is spacious along with room for your cozy dining area next to breakfast bar from the kitchen. The gorgeous beamed ceilings in the great room has a mystic historic feeling as you live and enjoy the present but honor the past. The new hurricane windows (2023-24) give a sense of safeness in case of inclimate weather and allows great lighting to all rooms. Stairways at each end of the building along with elevator and stairways centrally located on each floor not only gives easy access for all but provides privacy as well. Private parking in the back of the building for all residents plus Clubhouse for meetings, parties, nice kitchen and laundry with access to outside area for grilling, dining then jump into your heated pool.

238 Tampa Avenue W Unit 6B, Venice

$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

$525,000

3 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code

Virtually Staged. Enchanting opportunity in The Meadows, a park-like oasis in a phenomenal location! Cocooned in a lush Old Florida preserve, this very private pool home offers the ease of maintenance-free living and the seclusion of a remote forest retreat yet remains remarkably close to everything Sarasota has to offer. Inside, high ceilings and tall walls of glass fill the home with natural light and adorn it with serene, lush preserve views from nearly every room. The ideal great-room floor plan offers comfortable living with no wasted space. The open kitchen features white cabinetry, Silver Pearl granite countertops and stainless appliances. A split-bedroom design provides privacy, with the spacious primary suite on one side and two guest bedrooms on the other. Surrounded by mature trees and tropical vegetation, the home feels like a hidden treehouse in the forest. All this tranquility, yet just five minutes from 93 restaurants and all the fun The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the 31-mile Legacy Trail, the future Sarasota Orchestra and University Town Center: a favorite shopping, dining and entertainment destination. Other features include 2023 A/C, 2010 tile roof, maintenance-free, pool needs new surface ($10K), above flood plain in zone X.

2929 Sandringham Place, Sarasota

$725,000

2 Beds ⋅ 2 Baths ⋅ Embassy House SubDv. ⋅ 34236 Zip Code

Experience elevated coastal living at its absolute finest in this 2 Bedroom, 2 Bath corner residence at Embassy House, ideally situated on the quiet end of Palm Avenue. The building occupies the most enviable spot between Gulfstream and Palm Avenue, high above the city, this sought-after residence delivers unobstructed sweeping views of the Sarasota Bayfront and the vibrant downtown skyline—along with unforgettable backdrop of sunrises and sunsets. A semi-private elevator foyer welcomes you into a light-filled, open-concept interior where expansive floor-to-ceiling windows frame the breathtaking views from nearly every room. The spacious living and dining areas flow effortlessly, creating an ideal setting for relaxed everyday living or lively entertaining. An updated kitchen features premium appliances, beautiful cabinetry, and quartz countertops. The owner’s suite offers a private retreat with stunning water and downtown views, along with an office nook or quiet reading space. The second bedroom provides flexibility for guests or a home office. The sun truly rises and sets from this 9th floor corner unit. Embassy House is a secure, well-maintained architecture masterpiece. The lobby and amenities were renovated with quiet luxury, mid-century modern finishes, custom furnishings, and curated artwork. A refreshed fitness center offers views of the bay, a conference room with kitchenette, refurbished heated pool, guest parking, electric car charging station, car wash area, grill and outdoor tables complete the suite of amenities. Every day can be as relaxed or as active as you desire, whether you're enjoying a quiet morning coffee or entertaining with evening cocktails while taking in the mesmerizing views. Venture out for a stroll along the tree-lined Palm Avenue to a neighborhood café, or explore the many restaurants, boutiques, art galleries, and the beautiful bayfront just moments away. Residence #904 offers million-dollar views and an exceptional lifestyle at a fraction of the price. Your best life starts right here. Schedule your private showing today!

770 S Palm Avenue Unit 904, 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

$479,000

3 Beds ⋅ 2 Baths ⋅ Heron Creek SubDv. ⋅ 34287 Zip Code

Experience the best of Florida living in this beautifully maintained 3 BEDROOM, 2 BATH POOL HOME offering 2,088 SQ. FT. OF LIVING SPACE, RECENTLY UPDATED FLOORING, an OVERSIZED GARAGE, and PEACEFUL, UNOBSTRUCTED WATER VIEWS in the highly sought-after Heron Creek Golf & Country Club. Designed for both everyday comfort and effortless entertaining, the spacious floor plan flows seamlessly to a screened lanai featuring a PRIVATE HEATED POOL & SPA overlooking the tranquil pond. Whether you're enjoying your morning coffee or relaxing at sunset, the picturesque water views provide the perfect backdrop. The generous primary suite offers a private retreat, while two additional bedrooms provide flexibility for guests, family, or a home office. Recent flooring updates enhance the home's modern appeal, and the oversized garage provides plenty of room for vehicles, golf carts, and additional storage. As a resident of Heron Creek Golf & Country Club, you'll enjoy an exceptional lifestyle with 27 HOLES OF CHAMPIONSHIP GOLF, an elegant clubhouse, full-service restaurant and bar, tennis courts, fitness center, resort-style pool, social activities, and beautifully maintained gated grounds. Conveniently located just minutes from I-75, Wellen Park, CoolToday Park, shopping, dining, medical facilities, and Southwest Florida's world-famous Gulf beaches, this home offers the perfect combination of luxury, convenience, and lifestyle. DON'T MISS THIS OPPORTUNITY TO OWN IN ONE OF NORTH PORT'S PREMIER GOLF COURSE COMMUNITIES! Schedule your private showing today.

3927 Whispering Oaks Drive, North Port

$155,000

2 Beds ⋅ 2 Baths ⋅ Capri Isles SubDv. ⋅ 34292 Zip Code

Charming First-Floor Condo in Capri Isles – No Stairs! Welcome to this spacious 2-bedroom, 2-bathroom condo in the heart of Capri Isles, a desirable golf community in Venice. This first-floor unit offers an open floor plan with a great room featuring stylish wood plank tile floors, leading to an enclosed lanai with vinyl windows, creating a versatile all-weather sunroom. The eat-in kitchen has been updated with granite countertops and warm, medium wood-toned cabinets, offering both style and functionality. The split-bedroom layout ensures privacy, with a large primary suite featuring a walk-in closet and an ensuite bath with a step-in shower. The guest bedroom, with a sizable closet, is conveniently located next to the second bath, creating a private retreat for visitors. A stackable washer and dryer are tucked away in a laundry closet for added convenience. Additional features include an HVAC system replaced in 2018 with a transferable warranty, has been replumbed, a single carport with extra storage, and a prime location just minutes from shopping, restaurants, downtown Venice, and the beautiful Gulf beaches. Easy access to I-75 makes travel a breeze! Capri Isles Golf Club, a semi-private course, offers a scenic and challenging par 72 course with well-manicured fairways and greens, appealing to golfers of all skill levels. While membership is optional, residents can enjoy the club’s full driving range, oversized putting green, pro shop, and on-site dining at The Grill, which serves lunch daily with patio seating. Don’t miss this opportunity to own a fantastic condo in one of Venice’s most sought-after communities!

942 Capri Isles Boulevard Unit 105, Venice

$547,500

2 Beds ⋅ 2 Baths ⋅ Cityscape At Courthouse Centre SubDv. ⋅ 34236 Zip Code

Experience a distinctive downtown lifestyle from this rare two-story penthouse residence at Cityscape at Courthouse Centre. Offering two bedrooms, two baths, secure building access, elevator service, assigned under-building parking and a thoughtfully designed multi-level floor plan, this unique residence combines the character of an urban loft with the comfort and privacy of a traditional home. Exposed ductwork adds an industrial-chic aesthetic, while the private balcony offers city views and the ideal place to enjoy your morning coffee or unwind at the end of the day. The separation between the living areas and private bedroom level creates an ideal balance for everyday living, entertaining and hosting overnight guests. Ideally positioned above Main Street, you'll find yourself immersed in the energy of downtown Sarasota, where award-winning restaurants, sidewalk cafés, artisan coffee shops, boutiques, theaters, galleries, fitness studios and everyday conveniences are all near your front door. Whether enjoying a morning walk along Sarasota Bay, an evening performance at the Sarasota Opera House, cocktails overlooking the marina, or one of the city's many art festivals and cultural events, this location places the best of Sarasota within easy reach. Bayfront Park, Marina Jack, Marie Selby Botanical Gardens, Lido Beach, and the renowned shopping and dining of St. Armands Circle are all just minutes away. Thoughtfully maintained and ready for its next chapter, the residence offers timeless potential for personalization while preserving the distinctive architectural appeal of this rarely available floor plan. The air conditioning system was replaced in 2023, providing added peace of mind, while both bedrooms feature convenient motorized window shades for enhanced comfort and privacy. Whether you're seeking a full-time residence, a seasonal escape, or an elegant lock-and-leave retreat, this penthouse delivers an exceptional combination of location, style, comfort and value in the heart of one of Florida's desirable downtown destinations. Opportunities to own a two-story penthouse in Cityscape at Courthouse Centre are few and far between. Discover the possibilities, embrace Sarasota's vibrant urban lifestyle and make this exceptional residence your own.

1990 Main Street Unit 4, Sarasota

$1,195,000

3 Beds ⋅ 3 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code

Behind the gates of Bay Isles, this beautifully updated waterfront townhome in Fairway Bay offers the rare convenience of a private deepwater dock accommodating vessels up to 40’. From here, Sarasota Bay, waterfront dining and the Gulf are only minutes away by boat, while peaceful water views become part of the backdrop to everyday living. A stepped walkway welcomes you inside, where more than 2,100+/- sq. ft. unfolds across two thoughtfully designed levels. The moment you enter, soaring 2-story ceilings create an immediate sense of openness, while warm wood flooring, soft neutral tones and carefully selected finishes create an inviting atmosphere throughout. The living room centers around a striking linear fireplace, creating a natural gathering place for relaxing or entertaining. Nearby, the dining area transitions effortlessly into the reimagined kitchen, where white cabinetry with glass panel accents, stone countertops, tile backsplash, breakfast bar and a dedicated coffee station combine beauty with everyday function while keeping the space connected to the surrounding living areas. The primary suite offers a peaceful retreat with its own private terrace overlooking the bay, while the spa-inspired bath features an oversized soaking tub, rainfall steam shower and abundant natural light from an overhead skylight. Two additional bedrooms, along with flexible bonus areas for hobbies, fitness or music, provide comfortable accommodations for family and guests. Multiple terraces throughout the home create inviting places to enjoy the waterfront setting from sunrise through evening. A popular, bayfront and pet-friendly community, Fairway Bay offers a heated pool, spa, fitness center, clubhouse, tennis courts and scenic walking and biking paths. Optional membership to the Longboat Key Club provides access to championship golf, dining, tennis and an exceptional collection of island amenities.

1906 Harbourside Drive Unit 304, Longboat Key

$975,000

3 Beds ⋅ 3 Baths ⋅ Gran Paradiso SubDv. ⋅ 34293 Zip Code

This 2016 Custom-Built Home sits on a "Premium" lot with a Preserve View and is located in the "Resort Style" Community of "Gran Paradiso" at Wellen Park, Venice, FL! The "Napoli" floorplan design by Sam Rodgers, offers 2,808 sq. ft. of "SPACIOUS" living space, 3-bedroom 3-bathroom with a bonus room and 3-car garage. Premium Upgrades and Quality finishes with architectural details inside and out. Extra-wide plantation shutters and upgraded light fixtures add to the elegance of this home. A true Chef's kitchen with Quartz counter-tops, stainless steel appliances, built-in wall oven and microwave, closet pantry, abundant cabinet storage, 42" cabinets, soft close drawers, under cabinet lights, tile back splash, cooktop, and "Natural Quartzite" kitchen island for entertaining! You will love the oversized owner's suite that offers views of the pool and private preserve and features an en-suite bath with a custom closet, dual-sinks, private water closet, soaking tub, and frameless glass walk-in tile shower. Step outside to your Tropical Oasis lounge area and undercover space that overlooks the serene preserve while featuring an extended lanai with a clear view-panoramic screen, Heated "SALTWATER POOL," and outdoor kitchen. LUSH LANDSCAPING has been added all around the outside of the home to provide EXTRA PRIVACY! Gran Paradiso offers a lifestyle with amenities that include: an activities director, resort style pool, Tuscan-Inspired clubhouse, fitness center, billards room, large fitness facility, pickleball, tennis & basketball courts, walking paths, and so much more! Only minutes from the new "Downtown Wellen Park" with restaurants, shopping AND "Cool Today Park" the home of the Atlanta Braves spring training facility. Venice's beautiful beaches, historic downtown, shopping, and restaurants are only a few miles away! Sit back, relax, and enjoy the peace & tranquility while enjoying the Florida sunshine! Live the Florida lifestyle & make this your home!

13440 Campanile Court, Venice

$445,000

3 Beds ⋅ 2 Baths ⋅ Sarasota National SubDv. ⋅ 34293 Zip Code

10821 Tarflower Drive | Sarasota NationalExperience luxury coastal living at its finest in this spacious 3-bedroom, 2-bathroom condo featuring over 2,200 sq. ft. of bright, open living space and an attached 2+ car garage. Situated on a serene, premium lot, your private lanai offers breathtaking unobstructed views across the lake on Tarflower, looking directly out toward untouched natural flora with no homes behind you for ultimate privacy and peaceful sanctuary.Nestled within the premier, gated community of Sarasota National, this sprawling resort-style sanctuary spans more than 3,200 acres, with over 1,300 acres dedicated as a Silver Certified Audubon International Sanctuary—preserving vast stretches of native Florida wetlands and wildlife. Golf enthusiasts will love the newly redesigned Fry/Straka Championship Golf Course, set to open in January 2027. Beyond the fairway, residents enjoy world-class living centered around a magnificent 33,000 sq. ft. amenity center. Unwind by the resort-style spa pool complete with 5 lap lanes, stay active in the 7,000 sq. ft. fitness center, or spend afternoons on the tennis, pickleball, and bocce courts. When it's time to socialize or dine, choose between the casual Tiki Bar, The 19th Hole, the refined Palm Lounge, or the exquisite Palm Dining Room, with quiet spaces like the coffee lounge and library available for relaxing mornings. There is even a community playground for the littles in your life!Located in the historic city of Venice, Florida—renowned for its rich 1920s Mediterranean Revival architecture, iconic palm-lined avenues, upscale boutique shopping, and vibrant waterfront dining—this home offers an unbeatable combination of natural beauty, active luxury, and Gulf Coast charm.

10821 Tarflower Drive Unit 202, Venice

Sarasota Homes with Maintenance Amenities

Newest Sarasota Homes with Maintenance Amenities