Mid Town Sarasota Homes with Pool Community Features

Mid Town Sarasota Homes with Pool Community Features

Midtown Sarasota, located in Sarasota County, Florida, is a vibrant and sought-after city known for its stunning natural beauty, cultural attractions, and thriving real estate market. With its prime location on the Gulf Coast, Midtown Sarasota offers residents the best of both worlds - a serene coastal lifestyle and easy access to urban amenities.

Homebuyers looking for a touch of luxury and relaxation will be delighted to know that Midtown Sarasota boasts an array of homes with pool community features. Whether you're a fitness enthusiast who enjoys swimming laps or simply love lounging by the pool, these communities offer a perfect retreat for residents to unwind and enjoy the Florida sunshine.

Living in a pool community not only provides a refreshing escape but also offers a great opportunity to socialize and connect with neighbors. Imagine hosting poolside gatherings, barbecues, or simply enjoying a peaceful evening dip after a long day.

Midtown Sarasota's pool communities are designed with residents' comfort and convenience in mind. From meticulously landscaped pool areas to well-maintained amenities, these communities ensure that homeowners can fully enjoy their leisure time without worrying about maintenance or upkeep.

If you're in search of a home that combines the beauty of coastal living with the luxury of a pool community, Midtown Sarasota is the place to be. With its stunning properties, world-class beaches, and a thriving real estate market, this city offers a truly exceptional lifestyle for those looking to make their dream home a reality.

Newest Mid Town Sarasota Homes with Pool Community Features

$169,900
1 Beds ⋅ 1 Baths ⋅ Alta Vista Heights SubDv. ⋅ 34237 Zip Code
Don't miss this rare find in Downtown Sarasota! This ground floor condo in the Gated CityWalk community is a gem, boasting one bedroom, one bath, and updated laminate flooring throughout. With a large, screened lanai and a prime location the overlooks Payne Park. This unit is perfect for both homeowners and investors. Enjoy the community pool, fitness center, and gated entrance, all for an affordable monthly fee of just $523. With very low turnover and a tenant already in place, this is an excellent rental opportunity. Schedule your showing today and seize this must-see property! Buyer must accept the current lease that expires 03/31/2025. The current rent is $1550 monthly.

2121 Wood Street Unit 219, Sarasota
$215,000
2 Beds ⋅ 2 Baths ⋅ Citywalk SubDv. ⋅ 34237 Zip Code
Don't miss this rare find in Downtown Sarasota! This ground floor condo in the Gated CityWalk community is a gem, boasting two bedrooms, two baths, and updated laminate flooring throughout. With a large, screened lanai and a prime location next to Payne Park, this unit is perfect for both homeowners and investors. Enjoy the community pool, fitness center, and gated entrance, all for an affordable monthly fee of just $523. With very low turnover and a tenant already in place, this is an excellent rental opportunity. Schedule your showing today and seize this must-see property! Buyer must accept the current lease that expires 05/31/2025. The current rent is $1700 monthly.

2121 Wood Street Unit H135, Sarasota
$205,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Welcome to this beautifully maintained 2-bedroom, 2-bath sanctuary—perfect for your second home or retirement dreams. Begin your mornings on the spacious enclosed front lanai, savoring your coffee and the serene surroundings. This charming home features an open floor plan with a bright and airy living room, ideal for entertaining guests or unwinding after a day of activities. The modern kitchen boasts ample counter space and a cozy breakfast nook, making meal prep a delight. The master bedroom offers a peaceful retreat with an en-suite bathroom and a walk-in closet, while the second bedroom is perfect for guests or a home office. You’ll appreciate the convenience of parking under the carport and a full-size laundry in the shed at the back of the carport. Nestled in the vibrant, gated 90-acre Oakwood Manor community—the only land-owned manufactured home community in the City of Sarasota—this home is a treasure trove of amenities designed to enrich your lifestyle. For a reasonable monthly fee of $180, enjoy a large clubhouse with a commercial kitchen, event stage, fitness room, cozy library, and more. Unwind in the heated pool with a handicap ramp, relax in the spacious hot tub, or partake in outdoor activities like bocce ball, ping pong, and picnicking under beautiful oak trees. This age-restricted social haven is conveniently located next to the scenic Legacy Trail and city pickleball courts. Just a short trip from downtown Sarasota, stylish St. Armands Circle, and the world-renowned Siesta Key Beach, this community offers the ultimate in Florida living. Live where others vacation and make every day a delightful adventure! Please note, no pets or motorcycles are allowed. Come embrace the fun, active lifestyle you’ve always dreamed of!

3410 Spanish Oak Terrace, Sarasota
$188,500
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Lovely views from this well maintained turnkey furnished home. Located in the ONLY Resident Owned Park in the City limits of Sarasota!! As you enter this home your eye immediately takes you to the beautiful bamboo floors and large windows. Enjoy your morning tea/coffee at the dining table with a matching bakers rack while overlooking the beautifully lush landscape and royal palms along the boulevard. The living room has a comfortable sofa with reclining ends, a matching recliner, and large flat screened tv positioned on a cottage style table. The roomy kitchen has updated cabinets and counters, a pantry, 2 lazy susan cabinets, flat stove, dishwasher, built in microwave and side by side refrigerator. The Florida room has been partially opened to the main home and features wall to wall windows and an access door to the quaint covered porch. The wicker furnishings give a cozy spot to read and the day/trundle bed makes into a king or 2 twins providing additional sleeping space for guest. The primary suite features a queen wicker bed set, dresser, chest drawers a corner desk area and 4 windows. The private suite bath is roomy with a large walk in closet, new flooring, updated vanity/sink with ample counter space and storage, a full size walk in shower and newer stool tucked around bend for privacy. Guest bedroom has a queen bed set, bamboo floors and a double wall closet. The guest bath has a vanity with lots of counter space, full tub/shower, newer stool, linen storage and tile flooring. Washer/dryer are housed in the primary closet area. This home is located conveniently near both access gates and close to the Clubhouse. Home is being sold turnkey furnished a few items in pictures does not convey. Updates include: Galv Metal Roof Over age ? inspected 2023, gutters 2022, hurricane shutters, HVAC 2017 ducts cleaned 2023, Windows updated 2008, painted panel throughout, flooring updated throughout, Sewer line 2020, plumbing pvc with shutoffs, steps with landing to main entrance, epoxy driveway, termite warranty and regularly checked, vapor barrier inspected 11/2022. Water heater approx 11yrs. Tented Aug 2024 with warranty. The gated 90 acre community boast low maintenance fee with its vast amenities starting with the large Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample tables and lounge chairs and remodeled shower rooms. Oak trees shade the beautiful park area, Gazebo, picnic tables and a community grill. Additional amenities to enjoy are the community putt putt course, bocce ball, ping pong, horse shoes and corn hole. Oakwood Manor is a highly social community with many groups and activities to be a part of. We are located adjacent to Legacy Trail and 12 new pickle ball courts managed by the City. Close to downtown, shopping and dining. Please note that Oakwood is a NO pet and NO motorcycle Park.

17 White Oak Terrace, Sarasota
$199,500
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Start Your New Chapter in Paradise Today! Welcome to this beautifully maintained 2-bedroom, 2-bath sanctuary, an ideal haven for your second home or retirement dreams. This gem boasts a recently serviced central A/C system (just two years old), a brand-new electrical box installed in 2023, and fresh shower heads in both bathrooms. The guest bath even features a new toilet for added comfort. Enter the dining room and admire the built-in storage buffet with a stunning mirror, adding a touch of elegance to your meals. The kitchen is not only functional but also conveniently housing an inside washer and dryer. The main bedroom is a storage lover’s dream with two closets, including a spacious walk-in. Additional storage options include a hall linen closet, a broom closet, and a storage shed at the back of the carport. Enjoy peace of mind with modern comforts like central A/C and a durable roof from 2024, ensuring a care-free living experience. Start your mornings on the spacious enclosed front lanai, the perfect spot for savoring your morning coffee and soaking in the serene surroundings. Located in the vibrant, gated 90-acre Oakwood Manor community—the only land-owned manufactured home community in the City of Sarasota—this home offers a wealth of amenities designed to enrich your lifestyle. For a reasonable monthly fee of $180, you’ll have access to a large clubhouse equipped with a commercial kitchen, event stage, fitness room, cozy library, and more. Unwind in the heated pool with a convenient handicap ramp, relax in the spacious hot tub, or enjoy outdoor activities like bocce ball, ping pong, and picnicking under the shade of beautiful oak trees. This age-restricted social haven is perfectly positioned next to the scenic Legacy Trail and brand-new city pickleball courts. Plus, you’re just a short trip away from downtown Sarasota, the stylish shops of St. Armands Circle, and the world-renowned Siesta Key Beach. Live where others vacation and make every day a delightful adventure! Please note, no pets or motorcycles are allowed.

3309 Oakwood Boulevard S, Sarasota
$259,900
2 Beds ⋅ 2 Baths ⋅ Ramblewood Acres SubDv. ⋅ 34237 Zip Code
HAPPINESS IS A STROLL TO ED SMITH STADIUM FOR A BALTIMORE ORIOLES SPRING TRAINING or its 5 min to AMAZING DOWNTOWN SARASOTA, 10 MIN, TO i-75. ALERT! Kayakers and Beach Bums/BACK WATERS AND GULF BEACHES are close by. Here's a non-age restricted Gated Villa with no shared walls and attached carport at single level with neighborhood amenities including Heated Pool, Tennis Courts, Dog Park. This unit has a den/office which is presently used for a music room where villa living is truly private. The clubhouse has a workout room and a library. The front porch is an all weather sunny delightful space and welcoming entrance. Hurricane shutters are roll down for windows and are easily managed. Upgraded blinds convey. WAIT! THERES MORE! JUST REMODELED WITH NEW ROOF, NEW VANITIES IN BATHS AND NEW ENGINEERED PLANK FLOORING. OWNER JUST HAD IT FRESHLY PAINTED AND LANDSCAPED. WELCOME HOME!!

3206 Ramblewood Circle, Sarasota
$289,900
2 Beds ⋅ 2 Baths ⋅ Villagio SubDv. ⋅ 34237 Zip Code
One or more photo(s) has been virtually staged. NEW PRICE! Welcome home to the gated community of Villagio! This second-floor two bedroom, two bathroom with office condo in the sought-after Villagio Condominiums near downtown Sarasota. Inside, you are welcomed with a light filled open concept floor plan teed up for entertaining and preparing chef inspired meals. Sip your coffee on the covered patio overlooking the serene lake views while catching a breathtaking sunrise or sunset. Essential upgrades for long-term comfort include a new water heater in 2020 and a brand-new 15 SEER A/C unit with a handler installed in 2024, new stylish luxury vinyl plank (LVP) flooring and new appliances allowing you to enjoy the ease of moving in without the need for any repairs. Villagio has invested in significant improvements, with a fresh exterior paint job completed in 2024 and a full roof replacement in 2023 ensuring peace of mind and modern living. The building has also undergone wind mitigation upgrades, reflecting the community’s commitment to maintaining safety and protecting property values. This home combines modern charm with functionality, making it the perfect move-in-ready option for anyone seeking the ideal Sarasota lifestyle. Take full advantage of the low HOA and resort-style amenities including an expansive pool, tennis pickle ball court combo and a dog park. Walk across the street to catch an Orioles game at Ed Smith Stadium. You will be just minutes away from Downtown Sarasota, St. Armand’s Circle the shopping and dining icon, Sarasota Memorial Hospital, and the world-renowned Lido Beach. Start living the dream and make this yours!

1050 Villagio Circle Unit 206, Sarasota
$136,667
2 Beds ⋅ 1 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Step into your beautifully maintained 2-bedroom, 1-bath sanctuary featuring central A/C, newer windows, a durable 2018 Elastomeric Membrane roof, and a newer carport. Delight in a spacious enclosed front porch where you can enjoy your morning coffee, and a light-filled, retro kitchen with a charming bay window that makes cooking a joy. Situated in the vibrant, gated 90-acre Oakwood Manor community, this home comes with a host of amenities to enrich your lifestyle. For just $180 a month, relish in a large clubhouse with a commercial kitchen, event stage, fitness room, cozy library, and much more. Relax in the heated pool with a convenient handicap ramp, soak in the spacious hot tub, or enjoy outdoor fun with bocce ball, ping pong, and picnic areas under the shade of beautiful oak trees. This age-restricted, social haven is perfectly positioned next to the scenic Legacy Trail and brand-new pickleball courts. Plus, you're just a short trip away from downtown Sarasota, the chic shops of St. Armands Circle, and the world-renowned Siesta Key Beach. Live where others vacation and make every day a delightful adventure! (Note: No pets or motorcycles allowed.)

3408 Shingle Oak Terrace, Sarasota
$250,000
3 Beds ⋅ 2.5 Baths ⋅ Ramblewood Acres SubDv. ⋅ 34237 Zip Code
Experience the epitome of maintenance-free living in the heart of Florida at Ramblewood Acres, a fantastic, gated community offering an array of luxurious amenities. Nestled in a vibrant, friendly neighborhood, this community features beautifully designed townhouses and villas surrounded by lush landscaping and mature trees. This meticulously renovated home boasts modern elegance throughout. As you step inside the charming kitchen, it invites you in to prepare your next meal. Featuring gleaming granite countertops, neutral cabinetry, and high-end stainless steel appliances it is truly a chef's delight. The attention to detail extends to the freshly painted interiors in the open-concept living and dining area where you can gather during the holidays. The spacious layout includes three full bedrooms upstairs, providing plenty of space for family and sleepover guests. The primary bedroom serves as a serene retreat after a long day, featuring direct access to a private wood deck through sliding glass doors—an ideal spot to unwind and watch the sunset. This tranquil space also includes an attached en-suite bathroom and double closets, providing ample storage for all your needs. Additional conveniences include an in-unit laundry area, a rare outside storage room that is unique to this complex, and parking is a breeze with two dedicated spaces! Residents of Ramblewood Acres enjoy access to three sparkling swimming pools, perfect for cooling off on warm Florida days. Stay active with the on-site tennis courts and playground, or gather with friends and neighbors at the expansive clubhouse, which includes a state-of-the-art fitness center, a billiards room, a fully equipped kitchen and dining area, a well-stocked library, and a large gathering room ideal for social events. Conveniently located in the heart of Sarasota, this community is just minutes away from world-renowned beaches, the Oriole Spring Training ballpark, and popular shopping and dining activities in the vibrant downtown area. Do not miss out on this opportunity, call today to schedule a private tour before it's gone!

3225 Ramblewood Drive, Sarasota
$281,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
This 2005 Palm Harbor home is centrally located next to the Community Park, Clubhouse and Pool of this hidden gem nestled in the City Limits of Sarasota. This 1,494 sf of living space has drywall throughout and crown molding. The large living room is outfitted with whicker palm style furnishings and a wood palm leaf ceiling fan, high ceilings and domed windows providing plenty of natural light to the space. The separate family room is just off the dining and kitchen areas and features a beautiful tile faced electric fireplace and matching wood palm leaf ceiling fan. The family room also has a full size reclining sofa. The kitchen has wood cabinets with laminate counters, French stainless refrigerator installed 2021, a flat top range with convection oven and dishwasher both installed in 2020, a built in microwave, a peek a boo opening to the living room and a breakfast counter. The primary suite has plenty of room for a king bed with furnishings, a pass thru closet with some shelving and an en suite private bath with step in shower. The guest bedroom has a ceiling fan and guest bath across the wide hallway. Additionally, the washer/dryer are located just off the bedrooms providing convenience; No need to drag your clothes o the outside shed in this home. Additional updates: Elastomeric Roof Over 2018, HVAC 3.5 ton 2020, Water heater 40 gal Rheem 2014. Electrical panel is a Cutler Hammer. Carpet throughout installed 2016 cleaned annually. Insurance carriers were giving 10% discount on insurance for Palm Harbor built homes. (please verify with your preferred vendor). The gated 90 acre community boast low maintenance fee with its vast amenities starting with the large Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample tables and lounge chairs and remodeled shower rooms. Oak trees shade the beautiful park area, Gazebo, picnic tables and a community grill. Additional amenities to enjoy are the community putt putt course, bocce ball, ping pong, horse shoes and corn hole. Oakwood Manor is a highly social community with many groups and activities to be a part of. We are located adjacent to Legacy Trail and 12 new pickle ball courts managed by the City. Close to downtown, shopping and dining. Please note that Oakwood is a NO pet and NO motorcycle Park.

3386 Oakwood Boulevard N, Sarasota
$185,000
1 Beds ⋅ 1 Baths ⋅ Park Lane SubDv. ⋅ 34237 Zip Code
Beautiful one-bedroom one-bathroom TURN KEY furnished updated condo with community pool and NEW ROOF in 2023. Perfect for someone looking for a vacation or permanent home. This prime location is just 1 Mile to Downtown Sarasota, 4 1/2 miles to Lido Beach, and 6 Miles to World Famous Siesta Beach. The unit is located in the quiet back area of the building facing a city park. The large Master Bedroom with Queen Size bed and and soft colors comes with a customized walk in closet. The Master Bathroom includes a glass and stone walk-in shower and glass vessel sink on top of the modern cabinetry with plenty of storage. The Kitchen is fully equipped with Range / Hood, Dishwasher, Microwave and Refrigerator. A special amenity for residents of Park Lane is a key to the Payne Park Gate right across from your parking spot. Invest in the perfect Florida retreat before it's gone!

2155 Wood Street Unit B25, Sarasota
$1,059,000
3 Beds ⋅ 2.5 Baths ⋅ Payne Park Sub SubDv. ⋅ 34237 Zip Code
This lovely coastal-inspired home is located in the edge of downtown Sarasota and offers direct access to the Legacy Trail and Payne Park. This three-bedroom, two-full and two-half bath home offers an open floor plan with 2,108 square feet designed with sophistication and a neutral aesthetic. Entertaining will be a breeze in this open-concept great room, dining room and oversized chef-inspired kitchen. The spacious kitchen island provides plenty of work prep area and seating for guests. This striking kitchen also offers exquisite white quartz counters, white maple cabinetry with charming upper glass-front cabinets, upgraded stainless steel whirlpool appliances, and a lovely herringbone tile backsplash. The dining room offers views of the Legacy Trail. The primary suite offers dual walk-in closets and a luxurious bath with dual sinks, a garden tub and a separate, spacious shower. The second bedroom offers an ensuite bath and is located on the first floor, and the third bedroom makes a nice home office with built-ins. Other interior features include beautiful wood flooring, upgraded designer lighting, built-ins in all closets, a convenient elevator that services all three floors and plantation shutters throughout. Your private and fenced 11-by-32-foot courtyard offers a patio for relaxing or entertaining and conveniently opens onto the Legacy trail. This 18.5-mile paved multi-use recreational trail extends from Sarasota in the north to the Historic Venice Train Depot in the south. Payne Park Village offers a community pool and spa and a dog park. Across from this wonderful community is Sarasota’s very desirable Payne Park, consisting of a Skate Park, a Cafe, a Disc Golf Course, an Amphitheater, a tennis center, picnic tables, walking paths and a Circus Park. The circus park offers a small splash area, rock climbing, slides, music makers, swings, and so much more.

455 Wingfield Drive, Sarasota
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