Sarasota Homes with Security Community Extras

Sarasota Homes with Security Community Extras

Welcome to Sarasota, Florida – a vibrant coastal city that perfectly blends stunning natural beauty with a rich cultural scene. Nestled along the Gulf of Mexico, Sarasota boasts pristine beaches, lush parks, and a thriving downtown filled with art galleries, theaters, and gourmet restaurants. Known for its warm climate and friendly atmosphere, this charming city is an ideal destination for families, retirees, and anyone looking to embrace the Florida lifestyle.

One of the standout features of Sarasota is its commitment to community living, particularly in neighborhoods that prioritize security and comfort. Homes in these secure communities often come with a range of desirable extras designed to enhance your lifestyle. Imagine waking up each day in a beautifully designed home, surrounded by lush landscaping and the peace of mind that comes from living in a gated community. Many of these neighborhoods offer amenities such as swimming pools, fitness centers, and walking trails, ensuring that residents can enjoy an active and fulfilling lifestyle.

Sarasota is also home to some of the best schools in Florida, making it a fantastic place for families to settle down. With a variety of housing options, from luxurious waterfront estates to charming single-family homes, you’re sure to find the perfect fit for your needs.

Whether you’re looking to retire in tranquility or raise a family in a vibrant community, Sarasota offers the perfect blend of security, comfort, and lifestyle. Discover the joy of living in this beautiful city where every day feels like a vacation!

Newest Sarasota Homes with Security Community Extras

4901 Chase Oaks Drive, Sarasota
$455,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
If you are looking for the perfect club home in the perfect setting, this is it. The picturesque view captures the essence of golf course living as if in a serene park but with an expansive view of the #10 Hole: from the tee box over the water and across to the10th green. The eastern orientation offers the colorful sunrises over the water and into the extended finished lanai which is protected by a remote-controlled hurricane screen for that extra peace of mind when you’re away. This end unit Arlington floor plan, US Homes builder’s model, has every builder’s upgrade available to the home buyer; crown molding everywhere, chair rail molding, higher level finishes throughout, plus the upgraded replaced appliances in the kitchen and laundry room. The lighted built in buffet server and extra cabinets in the eat-in area provide additional storage for the extra dishes and glasses. Both bathrooms have been upgraded with new cabinets, tile flooring and granite countertops, The large den, with the built-in bookcase for the computer, printer and bookshelves, has a slider out to a small patio on the north side with an unobstructed view of “the Park” and additionally provides extra natural light. The extended lanai is tiled, and a mechanical hurricane shutter closes for bad weather or to put down to protect the lanai furniture and sliders during an extended absence. All this, and just a short stroll over to the fitness center, club house, dining rooms and the heart of the Heritage Oaks community. As a "bundled" community, every homeowner is a full member of the golf and country club; able to enjoy the 18 hole Azinger Lewis Championship golf course, the aqua driving range, the putting green, the pro shop, any of the five heated community pools (one of which is in proximity to the home), the fitness center, the 4 hartru surface, lighted tennis courts, renovated Club House, multiple dining rooms, the 19th Hole Grille Room and the HERITAGE OAKS Golf and country club. This is not just a home on a street, this is the SARASOTA LIFESTYLE

4901 Chase Oaks Drive, Sarasota

5472 Hampstead Heath Unit 16, Sarasota
$275,000
2 Beds ⋅ 2 Baths ⋅ Hampstead Heath SubDv. ⋅ 34235 Zip Code
Welcome to 5472 Hampstead Heath #16, a charming 2 bedroom, 2 bathroom residence nestled in the highly desirable Meadows community of Sarasota! Offering the perfect blend of comfort, convenience, and low maintenance Florida living, this property is ideal for year round residents, seasonal homeowners, or those looking for a peaceful retreat in the Sunshine State. Located within the beautifully maintained Hampstead Heath neighborhood, residents can enjoy access to a community pool, lush landscaping, and the tranquil surroundings that make The Meadows so desirable. Enjoy your tranquil golf course and pond view engulfed with mature landscaping and canopied streets full of nature. Moving along through your private front patio, step inside to soaring vaulted ceilings, two skylights, and an expansive three panel sliding glass door that fills the home with natural light while showcasing the picturesque surroundings. The spacious 16' x 24' great room is perfect for entertaining or simply relaxing while enjoying the peaceful views. Large format, soft light bright tile flooring and neutral walls create a bright, airy atmosphere throughout the main living space. The kitchen opens to a convenient breakfast bar and features new stainless steel appliances, including a new 2026 dishwasher, a 2025 microwave, while the bright laundry room includes a 2023 washer and dryer. A 2025 water heater in the garage provides additional peace of mind.The HOA provides exceptional value, covering cable TV, community pool access, exterior maintenance, grounds maintenance, insurance, private road maintenance, trash collection, professional management, and escrow reserves, allowing homeowners to spend less time worrying about upkeep and more time enjoying the Florida lifestyle. The Meadows is known for its mature landscaping, scenic walking and biking trails, and convenient proximity to everything Sarasota has to enjoy. Just minutes from University Town Center, shopping, dining, golf, entertainment, downtown Sarasota, and the world renowned Gulf Coast beaches, this location truly has it all. Whether you're searching for a primary residence, winter getaway, or an easy to maintain Sarasota home, 5472 Hampstead Heath #16 offers an incredible opportunity to enjoy one of Sarasota's most established communities. Schedule your private showing today!

5472 Hampstead Heath Unit 16, Sarasota

120 Whispering Sands Drive Unit V20, Sarasota
$725,000
3 Beds ⋅ 3 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
RARELY AVAILABLE & EXQUISITELY REMODELED! Discover an exceptional 3 bedroom/3 bath freestanding villa with 2-car garage in Whispering Sands, Siesta Key’s coveted resort style GULF FRONT community on 800’ of private beach! Completely gutted and reimagined in 2016, this remarkable residence showcases creative design, quality finishes, and meticulous attention to detail throughout. An impressive 1,640 square feet of interior living space unfolds beneath soaring vaulted ceilings, with an open concept layout designed for effortless living and entertaining. The expansive 16' x 22' living room is delightfully complemented by sophisticated indirect LED illumination. Beautiful ceramic plank flooring flows throughout. The spacious entertainer’s kitchen combines style and function with granite countertops, a generous breakfast bar, soft close cabinetry & pullout drawers, LG and Bosch stainless appliances, and recessed and pendant lighting. The spacious primary suite offers two closets – a custom walk-in and a separate built-in. The third bedroom could also easily function as a home office, featuring a built-in desk, shelving, and custom closet. All three beautifully remodeled bathrooms feature granite counters, soft close cabinetry, tiled glass-enclosed walk-in showers, recessed lighting, and/or skylights. Two out of three bathrooms are ensuite — a rare advantage. All 2016 hurricane impact windows and sliders. Extend your entertaining outdoors into the private fenced brick paver patio, complete with a gas grill, with propane tank and gas hookup. The epoxy finished 2-car garage includes a full size LG washer and dryer, utility sink, workbench and shelving – and plenty of space for your bikes and beach essentials. Enjoy the Whispering Sands lifestyle. Just around the corner from famous Siesta Key Village, this 55+ Gulf front community includes 800’ of private quartz sand beach, two heated pools, clubhouse (currently undergoing complete remodeling), beachside Tiki Hut, shuffleboard, and canoe/kayak storage. Don’t miss this distinctive villa offering exceptional space, privacy, and effortless coastal living!

120 Whispering Sands Drive Unit V20, Sarasota

6310 Midnight Pass Road Unit 403N, Sarasota
$749,000
2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code
Dont Miss this one' beachfront Unit at Crescent Arms on beautiful Siesta Key. Wake up to the sound of gentle waves and step directly onto the powdery white sands of world-renowned Siesta Key Beach from this beautifully fourth floor unit. Perfectly positioned for effortless coastal living, this 2-bedroom, 2-bath unit offers Gulf views and a short walk-out to the beach. The open-concept layout is bathed in natural light, featuring a spacious living area that flows seamlessly to the screened lanai, you can enjoy sunsets over the Gulf . This unit was updated several years ago with solid-surface countertops, tiled floors through out and ample storage making it ideal for both full-time living and vacation stays. The primary suite boasts ample room for a king bed which will boost rental income and a private ensuite bath, while the guest bedroom and bath provides comfort and privacy for family or visitors. Crescent Arms offers resort-style amenities, including a heated beachside pool, private beach lounges, grilling area, and gated access for security and peace of mind. Located on Siesta Key, this community is within minutes of Siesta Key Village, shops, restaurants, and island nightlife. Whether you’re seeking a serene retreat, an investment property with excellent rental potential, or your forever beach home, this beachfront gem delivers the ultimate Siesta Key lifestyle. Recent upgrades include new AC system. This unit has a Strong rental history.

6310 Midnight Pass Road Unit 403N, Sarasota

1720 Kestral Park Way S Unit 49, Sarasota
$525,000
3 Beds ⋅ 2 Baths ⋅ Landings Carriagehouse SubDv. ⋅ 34231 Zip Code
Welcome to The Landings, one of Sarasota’s most sought-after gated communities west of the trail, where mature landscaping, winding tree-lined roads, and a true sense of privacy create a lifestyle that feels both peaceful and connected. Perfectly positioned along the only seawall-lined section of the lake, this maintenance-free Carriage House villa offers a rare combination of space, natural light, waterfront tranquility, and thoughtful upgrades in one of Sarasota’s most desirable locations. Offering 1,816 square feet of living space, this beautifully maintained residence features 3 bedrooms plus a flexible office/den, ideal for working from home, accommodating guests, or creating a private retreat. From the moment you step inside, soaring ceilings, expansive windows, and abundant natural light create an immediate sense of openness and comfort. Designed for effortless everyday living and entertaining, the spacious layout flows seamlessly between indoor and outdoor spaces, with multiple private patios and a glass-enclosed sunroom that is fully climate controlled with its own dedicated zoned system, allowing you to enjoy peaceful lake views year-round in total comfort. The interior blends timeless style with modern functionality, featuring quartz and granite countertops, rich wood cabinetry, luxury vinyl flooring, and stainless steel appliances. The primary suite offers a spacious and relaxing retreat with dual closets, an oversized vanity area, and an elegant ensuite bath finished with marble flooring and a walk-in shower. Additional upgrades and features include an Aerus air scrubber and purification system, hurricane-rated impact windows and sliding glass doors, a barrel tile roof replaced in 2022, and generous storage throughout. The detached extended one-car garage adds everyday convenience with an epoxy-coated floor, integrated laundry area, and additional storage space. Beyond the home itself, The Landings offers a lifestyle few communities can match. Residents enjoy scenic lakes, neighborhood parks, over 4 miles of walking and nature trails, a boardwalk, gazebo, and direct access to Roberts Bay with a private fishing pier and kayak launch. Optional membership to The Landings Racquet Club provides access to 8 Har-Tru tennis courts, pickleball, a fitness center, heated pool, spa, pro shop, library, clinics, lessons, tournaments, and year-round social events. Ideally located between the Siesta Key bridges, just minutes from Siesta Key Beach, top-rated schools, shopping, dining, and downtown Sarasota, this is more than a home—it’s an opportunity to experience the best of Sarasota living in a community residents truly love to call home.

1720 Kestral Park Way S Unit 49, Sarasota

609 Golden Gate Point Unit 301, Sarasota
$2,100,000
3 Beds ⋅ 4 Baths ⋅ The Pearl SubDv. ⋅ 34236 Zip Code
Welcome to THE PEARL on Golden Gate Point, where coastal living meets modern elegance in this stunning third floor condominium. This tasteful residence delights with loads of natural light, an open spacious floorplan with 2,750 +/- sq ft of air-conditioned space and 3 large terraces accessible from the great room and all bedrooms. THE PEARL, completed in 2019 presents itself well with graceful and contemporary architecture and is set back within the heart of Golden Gate Point. With only 8 private units, which were originally designed with no adjoining walls between the residences for privacy, one enters the building through a secure lobby with a key fob elevator which provides access to your personal foyer entrance to your residence. Upon entering you are amazed at the 11’ dramatic ceilings, tall impact windows and easy slide 10’ sliders which infuse the interior with natural light. All 3 bedrooms offer custom remote window blinds, built in closets, en-suite baths plus an additional den/office, fully equipped laundry room and an extra half bath for guests. A fabulous kitchen with center island, high end appliances, including natural gas 6-burner cooktop with vented hood, built-in refrigerator, separate oven & microwave, Eurotech wood cabinetry and quartz counters along with custom remote window treatments throughout. Enjoy your own personal get away in a large owner suite, 2 walk in custom fitted closets along with a beautiful and spacious spa like bathroom. All residences come with an individual under building 2-car garage. At the end of the day take a dip in the tropical pool and enjoy a bite to eat at the outdoor dining table and grill area along with a warm jacuzzi to soothe out and relax. THE PEARL is pet friendly, located in the highly sought-after bayfront community of Golden Gate Point which is a wonderful location for anyone who loves to bike or run or walk around the whole area. Literally only a stroll away from Marina Jack, the Sarasota Bayfront and the Ringling Bridge as a gateway to Lido Beach, St Armands Circle, Longboat Key and of course everything Downtown Sarasota has to offer with its plethora of shops and dining venues, art galleries, theaters and cultural events. *Please note some photos show the unit previously furnished for staging purposes.

609 Golden Gate Point Unit 301, Sarasota

800 N Tamiami Trail Unit 201, Sarasota
$799,000
2 Beds ⋅ 2 Baths ⋅ Alinari SubDv. ⋅ 34236 Zip Code
Enjoy the best of Sarasota living at Alinari, ideally along The Bay Park, the Rosemary District and downtown. Built approximately 17 feet above the flood plain and in Flood Zone X, Alinari features deep pilings, reinforced concrete construction and impact-rated windows and doors. Residence 201 offers approximately 1,920 square feet of interior living space, plus exceptional outdoor living with wraparound balconies and a spacious rear patio ideal for dining and entertaining. Abundant windows fill the great room with natural light, while the remodeled kitchen creates an open, inviting gathering space. Driftwood-toned wood flooring flows throughout. A private home office with its window and door provides a quiet workspace. Two bedrooms, two baths, generous closet space and a laundry closet complete the residence. Alinari offers a rare combination of open green space and waterfront surroundings. Residents enjoy resort-style amenities including an approximately 80-foot swimming pool, spa, cabanas and a 35,000-square-foot dog park. Generous setbacks and open-air spaces create a sense of openness throughout the community. The established condominium community offers professional management, consistent maintenance, healthy reserves and no current assessments, according to information provided. The rental policy allows a minimum lease term of three months, up to twice annually, offering flexibility for owners who may wish to rent their residence seasonally. Enjoy convenient access to The Bay Park's waterfront paths, kayak launch, concerts and cultural events, along with the restaurants, shops and entertainment of the Rosemary District and downtown Sarasota. Alinari combines a desirable urban location, resort-style amenities and generous indoor and outdoor living.

800 N Tamiami Trail Unit 201, Sarasota

500 S Palm Avenue Unit 32, Sarasota
$2,895,000
3 Beds ⋅ 5 Baths ⋅ Tessera SubDv. ⋅ 34236 Zip Code
Virtually Staged. Water views take center stage in this rarely available residence at Tessera, ideally positioned on Renowned Palm Avenue in the heart of downtown Sarasota. Offering 3,315 square feet of refined living space, this exceptional condominium combines Sarasota Bay views, remarkable privacy, and an enviable downtown location. Tessera is prized for its quiet, serene setting while remaining effortlessly connected to the energy of downtown. With just 24 private residences and only two residences on this floor, the building offers an elevated sense of privacy with no shared common walls. The thoughtfully designed split-bedroom floor plan features a private office near the gallery entry, Three en-suite bedrooms, including an expansive primary retreat. The spacious primary suite showcases water views and direct access to the terrace with an oversized walk-in closet, and a additional walk-in closet within one of the 2 primary baths. The Great Room is wrapped in floor-to-ceiling glass, capturing Sarasota's ever-changing coastal beauty and creating an effortless connection to the spectacular bay view wraparound terrace. Extending from the Great Room to the kitchen, the terrace provides an exceptional setting for morning coffee, sunset entertaining. The interior includes immaculately refinished kitchen cabinetry, quartz countertops open-concept kitchen with kitchen dining nook, new backsplash and modern hardware. The office/ den with custom high-end cabinetry provides an ideal space for work or relaxation. A private entrance to one of the en-suite bedrooms offers flexibility for guests, or live-in assistance. Additional conveniences include a private on-floor storage room and building-wide water detection system. Tessera's fully updated 2024 amenities include a heated 60-foot pool with sun deck, whirlpool spa, and state-of-the-art fitness center. The lobby and community spaces have also been beautifully redesigned by JKL Design. A pet-friendly building, Tessera additionally offers a grilling area and bicycle storage. Step outside and experience the best of downtown Sarasota. Located just steps from Main Street, Burns Court, the Bayfront, and Marie Selby Botanical Gardens, Tessera places shopping, galleries, dining, arts and culture, and waterfront recreation at your doorstep. Enjoy an easy walk or bike ride across the Ringling Bridge, or convenient access to St. Armands Circle and Lido Beach. A rare opportunity to experience expansive water views, exceptional privacy, polished interiors, and effortless downtown Sarasota living from one of Palm Avenue's most desirable addresses.

500 S Palm Avenue Unit 32, Sarasota

2050 Benjamin Franklin Drive Unit PH1102, Sarasota
$6,995,000
4 Beds ⋅ 5 Baths ⋅ Orchid Beach Club Residences SubDv. ⋅ 34236 Zip Code
A spectacular penthouse above the shores of Lido Key, where panoramic views stretch from the turquoise waters of the Gulf of Mexico to Sarasota Bay to downtown’s skyline. Occupying the top floor of Orchid Beach Club's Bayview Building, this exceptional Grand Bermuda penthouse offers the scale and privacy of a luxury single-family home with the convenience of beachfront condominium living. Encompassing 5,987 square feet of interior living and 1,505 square feet of private terraces, the residence features four en-suite bedrooms, four-and-a-half baths, a private elevator entrance, and a rare enclosed four-car garage. A private elevator opens to a gracious foyer and expansive interiors featuring high ceilings, crown molding, coffered and tray ceilings, polished marble flooring, and beautiful hardwood floors in the bedroom suites. Walls of oversized impact-rated windows and floor-to-ceiling sliding glass doors frame spectacular Gulf-to-bay views throughout the residence. The magnificent Grand Salon overlooks the Gulf of Mexico, while the adjoining formal dining room and separate wine bar provide an elegant setting for entertaining. Sliding glass doors open to an expansive Gulf-facing terrace with breathtaking views of the shoreline and turquoise waters. The spacious kitchen features custom cabinetry, granite countertops, center island, gas cooktop, built-in appliances, walk-in pantry, and separate butler's pantry. An informal dining area and adjoining family room create a comfortable gathering space with access to another private terrace. Privately positioned in its own wing, the primary suite features hardwood flooring, dual walk-in closets, a spacious en-suite bathroom, morning kitchen, and private sitting area. Oversized windows and sliding glass doors capture magnificent coastal views, while a private terrace offers sweeping vistas from the Gulf toward Sarasota Bay. Three additional en-suite bedrooms provide exceptional accommodations and privacy. The generously proportioned second guest suite is large enough to serve as another primary suite, featuring a spacious bathroom, walk-in closet, and private terrace. The fourth bedroom is currently configured as a den/office, providing additional flexibility. Multiple private terraces totaling 1,505 square feet offer abundant opportunities for outdoor dining, entertaining, and enjoying the panoramic coastal scenery. Additional highlights include a spacious laundry room, abundant storage inside and out, and an oversized private enclosed four-car garage with room for a workshop. Orchid Beach Club is an exclusive gated beachfront community on the southern end of Lido Key, offering direct beach access, a Gulf-front swimming pool and spa, clubhouse, fitness center, sauna, and 24-hour gated security. Enjoy the natural beauty of nearby South Lido Park, shopping and dining at St. Armands Circle, and convenient access to Downtown Sarasota's restaurants, galleries, theaters, and cultural attractions. This exceptional penthouse combines estate-sized living, extraordinary Gulf-to-bay views, and a premier beachfront location.

2050 Benjamin Franklin Drive Unit PH1102, Sarasota

3654 Hispania Place Unit 323, Sarasota
$199,000
2 Beds ⋅ 2 Baths ⋅ Village Plaza SubDv. ⋅ 34232 Zip Code
SARASOTA LIVING AT ITS BEST in VILLAGE PLAZA! Discover the perfect blend of comfort, convenience, and Florida lifestyle in this well maintained 2-bedroom, 2-bathroom, FURNISHED second-floor condo located in the desirable Village Plaza- a vibrant 55+ Community. Centrally located near the intersection of Bee Ridge Road and Beneva Road, you’ll be just minutes from Downtown Sarasota, world-famous Siesta Key Beach, shopping, dining, banking, groceries, pharmacies, coffee shops, and public transportation. This light and airy condo has been lovingly cared for by its current owners as their winter retreat and is ready for its next chapter. Recent updates provide added peace of mind, including HVAC (2026), Water Heater (2025), and Impact Windows (2019). The spacious Primary Bedroom features attractive cherrywood-look flooring, walk-in closet with generous space, and a comfortable flow into the primary bath. The Guest Bathroom has also been tastefully renovated. Laminate flooring runs throughout the main living areas, with tile in both bathrooms. The open and inviting kitchen has been updated with convenient pull-out shelves, plenty of cabinet storage, recessed lighting, and an open design created by removing a wall between the kitchen and dining area. The result is a more spacious feel that makes entertaining and everyday living easy. The second-floor location means no neighbors above, while large windows bring an abundance of natural light into the living room. Step outside to the large screened-in lanai, the perfect spot to enjoy your morning coffee or evening beverage while overlooking the peaceful, landscaped garden area. A storage room is conveniently located off the lanai. The community offers a Laundry Facility on the first floor at the end of the building. One designated covered carport space is included, with additional guest parking available throughout the community. Pets are welcome up to 50 pounds. And then there’s the Lifestyle! VILLAGE PLAZA is a vibrant and active 55+ community with something happening nearly every day. Residents enjoy a clubhouse featuring a large heated pool, library, fitness room, pickleball courts, sauna and showers, billiards room, spacious meeting room with full kitchen, and an outdoor terrace with umbrella tables and gas grills. Social activities include game days, bingo, bridge, potluck dinners, happy hours, Saturday morning coffee gatherings, book exchanges, and more. Golf enthusiasts will appreciate being directly across the street from Village Green Golf Course, a popular public course. Whether you’re looking for a full-time Florida residence, seasonal getaway, or investment opportunity, this well-maintained and FURNISHED Condo offers an ideal Sarasota location. Come see why Village Plaza is such a special place to call home!

3654 Hispania Place Unit 323, Sarasota

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