Sarasota County Homes with Pool Community Features

Sarasota County Homes with Pool Community Features

Welcome to Sarasota County, Florida—where sun-kissed beaches meet a vibrant cultural scene, making it one of the most desirable places to call home in the Sunshine State. Known for its stunning coastline along the Gulf of Mexico, Sarasota boasts world-class beaches like Siesta Key and Lido Beach, offering residents and visitors alike the perfect setting for relaxation and recreation. The county is not just about breathtaking views; it also features a rich tapestry of art, history, and outdoor activities, including the Ringling Museum of Art and an array of local parks and nature preserves.

For those seeking a lifestyle that combines luxury with leisure, Sarasota's homes with pool community features are an absolute delight. Imagine stepping into your backyard oasis, where a sparkling pool awaits you, surrounded by lush landscaping and the gentle sounds of nature. These communities often come equipped with additional amenities, such as clubhouses, fitness centers, and tennis courts, fostering a sense of camaraderie among residents. Whether you’re hosting a summer barbecue or enjoying a quiet evening under the stars, having a pool just steps away enhances the Florida lifestyle.

With a variety of architectural styles and price points, Sarasota's homes with pool community features cater to diverse preferences, making it easy to find your dream home. Experience the perfect blend of relaxation, recreation, and community in Sarasota County—where every day feels like a vacation. Embrace the warm, welcoming atmosphere and discover why so many are choosing to make this beautiful region their forever home.

Newest Sarasota County Homes with Pool Community Features

202 Silver Lake Drive Unit 203, Venice
$249,000
2 Beds ⋅ 2 Baths ⋅ Waterside Village SubDv. ⋅ 34292 Zip Code
Your Florida Lifestyle Is Waiting. Why Wait Another Season? Tired of renting your piece of Florida sunshine on someone else's schedule? Perhaps you're already here and ready to downsize to a simpler, low-maintenance lifestyle. Or maybe you're considering making Florida your permanent home and enjoying its potential tax advantages, including no state individual income tax and homestead benefits for qualifying homeowners. Whatever brings you to Florida, why put off enjoying it? This fully furnished, second-floor condo in Waterside Village offers a comfortable home base for enjoying everything Southwest Florida has to offer. With 2 bedrooms, 2 baths, vaulted ceilings, and a private lanai overlooking a peaceful pond and preserve, you can enjoy your morning coffee while watching cranes, turtles, and other Florida wildlife, or unwind with the evening colors reflecting across the water. The big-ticket items are already handled, with a 2023 roof and 2023 HVAC system. The HOA covers grounds, building maintenance, insurance, pest control, and cable, helping simplify everyday ownership. A deeded covered carport and additional storage closet add convenience and practicality. The main clubhouse is a short stroll away, with swimming pools, pickleball, tennis, bocce, a library, and an active social calendar. Whether you enjoy staying active, meeting neighbors, or simply relaxing by the pool, Waterside Village offers plenty of opportunities to enjoy your days. And the location makes it even better! With convenient access to I-75, Waterside Village is an ideal home base for exploring Southwest Florida. Spend the day at Venice Beach, stroll through Historic Downtown Venice, enjoy golf, biking, boating, shopping, and dining, or venture north to Sarasota and south to Punta Gorda and Fort Myers. Beautiful Gulf Coast destinations, restaurants, entertainment, and everyday conveniences are all within easy reach. Traveling or welcoming family and friends? Sarasota Bradenton International Airport (SRQ), Punta Gorda Airport (PGD), Southwest Florida International Airport (RSW), and Tampa International Airport (TPA) provide multiple options for regional and national travel. A peaceful place to call home, a welcoming community to enjoy, and a convenient location for everything Southwest Florida has to offer. Schedule your private showing today.

202 Silver Lake Drive Unit 203, Venice
471 Oak Point Road, Osprey
$455,000
3 Beds ⋅ 2 Baths ⋅ Blackburn Point Woods SubDv. ⋅ 34229 Zip Code
Single-story living, a private wooded setting, and the best of Osprey's coastal lifestyle right outside your door. Welcome to Blackburn Point Woods, a tucked-away community of just 44 residences nestled among 15 wooded acres, minutes from Casey Key, the Legacy Trail, and waterfront dining. Situated on a quiet cul-de-sac, this spacious end-unit villa offers 1,819 square feet, three bedrooms (one currently used as an office), vaulted ceilings, generously sized living areas, and an attached two-car garage. Fresh interior paint creates a bright, inviting backdrop, while the private screened lanai with a spa offers the perfect place to unwind. Some windows were replaced in 2025, and the property is located in Flood Zone X. The kitchen and bathrooms offer an opportunity to update and personalize the home to your own taste. Here, the lifestyle is as appealing as the location. Start your morning with a bike ride along the Legacy Trail, explore nearby Oscar Scherer State Park, or head west toward Casey Key and the Gulf beaches. Meet friends for a casual drink at a waterfront tiki bar, enjoy dinner overlooking the water, or launch your boat for an afternoon on the Intracoastal Waterway. The historic Blackburn Point swing bridge, marinas, and public boat launch are all nearby. And when you'd rather relax, let the association take care of lawn maintenance, landscaping, exterior painting, roof leak repairs, and road maintenance. Less time on upkeep means more time enjoying Florida. Whether you're seeking a full-time residence or a seasonal getaway, this Osprey villa offers the space, location, and freedom to make the Florida lifestyle your own.

471 Oak Point Road, Osprey
1050 Longboat Club Road Unit 901, Longboat Key
$1,249,000
2 Beds ⋅ 2 Baths ⋅ Privateer North SubDv. ⋅ 34228 Zip Code
Welcome to your beachfront retreat in the sky. Perched on the 9th floor of the highly desirable Privateer North community on Longboat Key, this turnkey, beautifully furnished 2-bedroom, 2-bath residence offers 1,409 square feet of coastal elegance and breathtaking panoramic Gulf views from every room. Furnishings are included. This single-level residence is on the ninth floor of a ten-story building. Wake each morning to the sound of waves and endless turquoise water, and end each day with spectacular sunsets from the comfort of your living room, primary suite, or private balcony. The light-filled open floor plan is designed to showcase the stunning waterfront setting, featuring spacious living and dining areas that flow seamlessly to the balcony overlooking the Gulf of Mexico. The well-appointed kitchen offers quartz countertops, modern appliances, ample cabinetry, and everything needed for effortless entertaining. The spacious primary suite features direct balcony access, a king-sized sleeping area, and an updated en-suite bath, while the guest bedroom provides generous accommodations for family and friends. Both bathrooms have been tastefully updated with elegant finishes and walk-in showers. Just steps from the building, residents enjoy a secluded stretch of pristine private beach complete with beach chairs and umbrellas, as well as a large heated beachfront pool and spa with unobstructed Gulf views. Privateer North offers an exceptional resort-style lifestyle with a newly renovated fitness center, pickleball courts, shuffleboard, outdoor grilling and picnic areas, covered parking, secure entry, on-site management, and beautifully maintained grounds. Ideally located on the southern end of Longboat Key, this residence is only minutes from the upscale shopping, dining, and entertainment of St. Armands Circle and a short drive to downtown Sarasota, renowned for its arts, culture, waterfront parks, and world-class restaurants. Offering unmatched views, exceptional amenities, and one of the area’s most sought-after beachfront locations, this is coastal living at its finest. ** Seller is a licensed Florida Real Estate Agent

1050 Longboat Club Road Unit 901, Longboat Key
5110 Northridge Road Unit 202, Sarasota
$209,900
2 Beds ⋅ 1 Baths ⋅ Serenade On Palmer Ranch SubDv. ⋅ 34238 Zip Code
Light-filled, inviting, and move-in ready! This lovely condo offers a welcoming interior with granite countertops, stainless steel appliances, beautiful tile flooring, convenient in-unit laundry, and a screened balcony perfect for enjoying Florida's year-round sunshine. Just steps from the community's largest heated pool and fitness center, you'll enjoy resort-style amenities right outside your door. Nestled within the gated community of Serenade on Palmer Ranch, residents enjoy two heated swimming pools, a relaxing hot tub, clubhouse, tennis courts, fitness center, and playground. Ideally located with easy access to I-75, downtown Sarasota, shopping, dining, and the world-famous white sands of Siesta Key. Whether you're looking for a full-time residence or a seasonal Florida retreat, this condo offers the perfect combination of comfort, convenience, and resort-style living.

5110 Northridge Road Unit 202, Sarasota
437 Wexford Circle Unit 79, Venice
$224,000
3 Beds ⋅ 2 Baths ⋅ Augusta Villas At Plan SubDv. ⋅ 34293 Zip Code
**Priced to Sell at $224,000 – Augusta Villa with Championship Golf & Lake Views!** Welcome to the good life at the Plantation Golf & Country Club. This highly sought-after 3-bedroom Augusta Villa offers an unparalleled lifestyle for golf enthusiasts, boasting breathtaking lake and golf course views right from your sprawling, open waterfront rear patio.This community truly stands out on Florida's west coast, featuring two top-tier 18-hole championship courses designed by Ron Garl. As the proud home of the annual LPGA Qualifying tournament since 1988, this is a true competition-level facility. Property ownership gives you the option to elevate your lifestyle with club memberships (additional fees apply), granting access to incredible golf, two community pools, pickleball, tennis, fitness, bocce, and a highly active social club. Inside, the home is move-in ready and completely carpet-free. It features a versatile 3rd-bedroom space that can easily be closed off for private guest quarters or opened up to seamlessly expand your main living area. Major updates have already been taken care of to provide total peace of mind: a new roof (2025), newer AC (2021), a modernized electrical panel, and brand-new kitchen appliances. Designed for year-round Florida indoor-outdoor living, you can sip your morning coffee in the enclosed kitchen porch, entertain in your tiled private courtyard, or grill out while taking in the water views out back. All of this is located just a short drive from five beautiful Gulf beaches, historic downtown Venice, and the Atlanta Braves Spring Training Stadium. At this newly reduced price of $224,000, it is the perfect time to secure the resort lifestyle you have worked so hard to achieve.

437 Wexford Circle Unit 79, Venice
9651 Castle Point Drive Unit 1311, Sarasota
$425,000
2 Beds ⋅ 2 Baths ⋅ Stoneybrook Golf & Country Club SubDv. ⋅ 34238 Zip Code
Rarely available Ground-Floor, END-Unit, Furnished Abbey unit with amazing views of the 4th fairway, green and lake, in the highly sought after Stoneybrook Golf & Country Club in Palmer Ranch! And to make it even more desirable all the windows are HURRICANE IMPACT glass. From the time you enter the welcoming foyer it's clear this home is something special. The thoughtfully designed floor plan features luxury vinyl flooring throughout the main living areas. The kitchen flows seamlessly into the dining and living areas, creating an ideal layout for entertaining. A versatile den just off the living room easily doubles as a guest room providing additional accommodations when needed. The glass enclosed rear lanai offers expansive views and a cozy retreat to relax while enjoying peaceful sunset views overlooking the golf course . The guest bedroom is located on the opposite side of the condo for privacy and is conveniently located near a full bathroom. One car garage for additional storage, NEW A/C 2026 wifi connected. Stoneybrook provides owners with an updated clubhouse, restaurant, Har-Tru tennis courts, a well-equipped fitness center, bocce courts, and additional club pool and spa, driving range, putting and chipping greens, all just a short drive from the sugar white sands of Siesta Key. Conveniently located between downtown Sarasota and charming downtown Venice, bordering the Legacy Trail. In 2024 the golf course underwent a complete redesign, with all associated fees already paid in full by the seller.

9651 Castle Point Drive Unit 1311, Sarasota
26890 Weiskopf Drive, Englewood
$699,995
3 Beds ⋅ 2 Baths ⋅ Boca Grande SubDv. ⋅ 34223 Zip Code
Some homes make their presence known the moment you arrive—and this one introduces itself quietly, with a brick-paver drive, mature palms swaying overhead, and coastal landscaping that feels pulled from a private resort. Step inside, and the home opens up in a way that feels both elevated and effortless. Light pours across refined tile floors, soft designer tones, and clean architectural lines that immediately signal you’re somewhere special. The main living space is all about flow. The great room, dining room, and kitchen connect in one sweeping span, giving you that modern, open experience buyers want but with a level of finish that sets it apart. The kitchen is a standout: upgraded cabinetry, quartz that catches the light just right, a deluxe stainless appliance suite including a gas range, a central Island, and a breakfast nook positioned with a tranquil view that makes you want to linger a little longer over coffee. Slide open the triple glass doors and the entire mood shifts—you’re now standing in a private outdoor retreat crafted for real Florida living. An expanded covered lanai frames a summer kitchen and dining space. A gorgeous, heated saltwater pool features a unique exercise walking path and a luxurious 6-jet spa, surrounded by mood lighting creating a peaceful, private setting. Tropical, professionally updated landscaping wraps the space in vivid greens and soft movement, giving it the privacy and serenity you hope for but rarely find. When the sunset touches the greenbelt just beyond the screen, the whole scene takes on an almost cinematic quality. The owner’s suite is tucked in its own wing at the rear of the home—quiet, gracious, and thoughtfully appointed. Plantation shutters and a spa-like bath with dual quartz vanities, an oversized glass shower, and a private water closet create a genuinely restorative environment. The guest wing feels equally considered, with two well-finished bedrooms and a beautifully appointed bath between them. A highly sought-after separate office/den features designer glass French Doors and delivers a comfortable, productive workspace or a private area for relaxing. Even the functional spaces were designed with intention: an interior laundry room and a spacious garage ready for your car and a golf cart. Every space feels cohesive. The home offers a calm, understated luxury that works beautifully with today’s Florida lifestyle, including impact-rated windows on most of the home and a 24 KW Generac generator on standby. Set within Boca Royale Golf & Country Club, you’re surrounded by one of the area’s premier gated communities—golf, tennis, pickleball, fitness, dining, social events, and a resort-style pool, all minutes from Venice, Englewood, Boca Grande, and multiple Gulf beaches. This home doesn’t just offer Florida living—it elevates it. If you’re looking for something truly polished, thoughtfully upgraded, and ready to enjoy on day one, this is the one that deserves your attention.

26890 Weiskopf Drive, Englewood
11621 Marathon Circle, Venice
$575,000
3 Beds ⋅ 3 Baths ⋅ Grand Palm SubDv. ⋅ 34293 Zip Code
Enjoy Florida living in this beautifully upgraded Whitesand floor plan in Grand Palm! Situated on an oversized lakefront lot, this 3-bedroom, 2.5-bath home features a den, open-concept living area, and an extended covered and screened lanai overlooking a heated saltwater pool and peaceful lake views. The spacious kitchen offers a large island, walk-in pantry, and gas appliances, with a gas connection on the lanai for outdoor grilling. The owner's suite features dual vanities and a walk-in shower. Additional features include crown molding, plantation shutters, Storm Smart hurricane screens throughout, a whole-home surge protector, and a separate laundry room with washer, dryer, utility sink, and additional shelving. Major improvements include a complete HVAC system replacement in 2026 and a salt chlorine generator unit and cell approximately one year old. Enjoy the privacy of an oversized homesite and your own heated saltwater pool while taking advantage of Grand Palm's outstanding amenities, including more than 28 miles of trails, clubhouse, fitness center, resort-style pools, tennis, pickleball, volleyball, basketball, fishing areas, and dog parks. A wonderful opportunity to enjoy lakefront living, extensive upgrades, and resort-style amenities in one of the area's desirable master-planned communities!

11621 Marathon Circle, Venice
432 Pendleton Drive, Venice
$310,000
2 Beds ⋅ 2 Baths ⋅ Chestnut Creek Villas SubDv. ⋅ 34292 Zip Code
Welcome to the lovely community of Chestnut Creek. Come check out this 2 bedroom, 2 bath, 2 CAR GARAGE villa. Recent updates include a NEW ROOF in 2023, master bath updated, kitchen updated, stainless steel appliances, NEW DISHWASHER installed 10/06/26, flooring and lighting; exterior vinyl siding. HOME WAS REPIPED IN 2006. HVAC replaced; 2018 and has been well maintained, The extra-large Florida room is enclosed with a SEPARATE AC SWITCH. The Florida room is not included in County records square footage. Laundry room has hook-up for utility sink. This home is located at end of cul-de-sac for extra yard space and borders a preserve consisting of several acres to ensure a quiet, peaceful setting. Chestnut Creek Villas is a 55+ community with LOW HOA FEES AND NO CDD FEES. Included in HOA are basic cable, lawn maintenance, community pool, tennis and bocce courts. Located within 6 miles to Gulf beaches, Sharky’s restaurant and fishing pier, Broward Paw Park, downtown Main Street shops, restaurants, water park splash pad and the Venice Theatre. Enjoy bike riding? The legacy trail is a short drive away! Start enjoying all Venice has. Welcome to Paradise!!

432 Pendleton Drive, Venice
2215 Hyde Park Street, Sarasota
$535,000
2 Beds ⋅ 2 Baths ⋅ La Linda Terrace SubDv. ⋅ 34239 Zip Code
PRIME ARLINGTON PARK REDEVELOPMENT OPPORTUNITY — LOCATION, LOCATION, LOCATION! Rare opportunity to acquire an oversized 8,580 sq. ft. lot in Sarasota’s highly desirable Arlington Park neighborhood! This property offers outstanding potential for builders, developers, and seeking a premium location for new construction. The existing Florida bungalow provides potential rental income while you plan your next project. Envision a stunning custom residence of 3,000+ square feet with a private pool and spacious backyard, subject to applicable zoning, setbacks, and permitting requirements.The property offers the potential for rental income through March, 2027 with the possibility of extending the tenancy by mutual agreement. An attractive opportunity to generate income to help cover carrying costs while evaluating redevelopment plans and pursuing permits. The real opportunity is the LAND, the LOCATION, and the POTENTIAL! Arlington Park is a sought-after Sarasota neighborhood with convenient access to downtown Sarasota, shopping, dining, parks, and area beaches. Whether you’re a builder looking for your next project seeking a well-located Sarasota property, don’t miss this opportunity to secure a substantial lot in an established and desirable neighborhood. Property sold AS-IS. The value is in the land! Bring your vision. Unlock the potential. Make Arlington Park your next investment!

2215 Hyde Park Street, Sarasota
6087 Dry Tortugas Drive, Sarasota
$399,990
3 Beds ⋅ 3 Baths ⋅ Grand Park Phase 3a & 3b SubDv. ⋅ 34241 Zip Code
This beautifully designed 2-story townhome features 3 bedrooms, 2.5 baths, and an attached garage. The open-concept first floor offers a spacious living room, kitchen with stylish white cabinetry and quartz counter tops, and dining area that opens to a covered lanai. The first floor also includes a convenient powder room, lanai storage closet, and garage access. Throughout the first floor, 12x24 tile compliments the space, and plush carpeting through the upstairs, giving a cozy look and feel. Electric washer and dryer are included, along with a full kitchen appliance package for added convenience. This well-appointed town home offers comfort, functionality, and low-maintenance living in a desirable Neal Communities design. Neal Communities is offering a Limited Time Rate buy down for this town-home, make an appointment to discover more!

6087 Dry Tortugas Drive, Sarasota
11528 Gleaming Terrace, Venice
$1,589,990
4 Beds ⋅ 4 Baths ⋅ Wellen Park SubDv. ⋅ 34293 Zip Code
Biscayne II AWARD-WINNING FULLY FURNISHED MODEL HOME! Step inside the two-story Biscayne II in Wellen Park, where the foyer opens to the grand room, kitchen, and dining area, all finished with 12-foot coffered ceilings. Expansive 24-foot sliding glass doors open to an extended covered lanai, perfect for relaxed evenings and weekend gatherings. Tucked away on the main floor, the owner’s retreat features generous walk-in closets and a bath with dual vanities and a deluxe shower. Two secondary bedrooms, a den, laundry room, and 3-car garage round out the first floor. Upstairs, a fourth bedroom, full bath, and bonus room offer flexible space for visiting family, hobbies, or movie nights. With 3,138 square feet, 4 bedrooms, and 4 baths, this home arrives fully furnished and ready to enjoy from day one. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change.

11528 Gleaming Terrace, Venice
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