Mid Town Sarasota Homes with Clubhouse Community Features

Mid Town Sarasota Homes with Clubhouse Community Features

Welcome to Midtown Sarasota, a vibrant and charming neighborhood nestled in the heart of Sarasota County, Florida. Known for its rich cultural scene and picturesque landscapes, Midtown offers a perfect blend of urban convenience and suburban tranquility. With its proximity to stunning Gulf Coast beaches, lush parks, and a variety of dining and shopping options, residents enjoy a lifestyle that is both relaxed and enriched.

One of the standout features of Midtown Sarasota is its inviting homes with clubhouse community features. These thoughtfully designed properties provide not just a place to live but a lifestyle to embrace. Imagine starting your day with a refreshing swim in the community pool or gathering with friends for a barbecue at the clubhouse. These communal spaces foster a sense of belonging and create opportunities for neighbors to connect and build lasting friendships.

The homes in this area often boast modern amenities and open floor plans, making them ideal for families, retirees, and everyone in between. Whether you’re looking for a cozy single-family home or a spacious townhome, Midtown Sarasota offers a wide range of options to suit your needs.

Beyond the comforts of home, the neighborhood is rich in recreational opportunities. Enjoy leisurely strolls through nearby parks, partake in community events, or explore the vibrant arts scene that Sarasota is renowned for. With its unique blend of community spirit and access to natural beauty, Midtown Sarasota is more than just a place to live; it’s a place to thrive. Come discover the charm of this delightful community, where your dream home awaits!

Newest Mid Town Sarasota Homes with Clubhouse Community Features

3 Beds ⋅ 2 Baths ⋅ Villagio SubDv. ⋅ 34237 Zip Code

Welcome to maintenance-free, resort-style living in the heart of Sarasota! Move-In Ready completely furnished 3 bedroom/2BA Condo located on the first floor in the beautiful Villagio community. From the moment you step inside, you’ll appreciate the bright, open-concept living and dining area, with stylish tile flooring throughout the home. This home features an outdoor covered lanai with sliding doors from both the primary bedroom and dining area that brings in lots of natural light where you will capture the fresh Florida breeze with your morning coffee or evening cocktail. The open living, dining and kitchen areas are perfect for everyday comfort or entertaining. The well designed kitchen offers wood cabinetry, every appliance you will need and a tall pantry next to the refrigerator. Retreat to the spacious primary suite, your own private haven featuring an ensuite bathroom with shower and tub combo, a generous walk-in closet, and a versatile office or additional storage nook. Two additional bedrooms provide ample closet space, and the guest bathroom has a bathtub and shower combo. An in-unit laundry room with washer and dryer adds everyday convenience. This unit has a covered parking included. The community is gated, and all the buildings painted in 2024 and all the roofs replaced in 2021. Residents enjoy outstanding amenities, including a clubhouse with fitness center, heated resort-style pool, tennis and pickleball court, putting green, picnic area and a fenced dog park. Ideally situated near downtown Sarasota, marinas, and the Baltimore Orioles’ spring training facility at Ed Smith Stadium. You’ll also be just a short drive away from the stunning beaches of Lido Key and Siesta Key. Travel is effortless with close proximity to Sarasota/Bradenton International Airport and I75 and US301 close by. Whether you’re seeking a full-time residence, a winter retreat, or an investment opportunity this exceptional condo offers it all.

1025 Villagio Circle Unit 101, Sarasota

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN TURNKEY SARASOTA RETREAT IN ONE OF THE AREA’S BEST-VALUE 55+ COMMUNITIES Don’t miss this beautifully maintained 2-bedroom, 2-bath turnkey home offering 1,056 sq. ft. of comfortable living space in Oakwood Manor, a highly desirable resident-owned 55+ community located in the heart of Sarasota. Whether you’re searching for the perfect winter getaway or a full-time Florida residence, this move-in-ready home offers comfort, convenience, and exceptional value—all with an affordable $210/month HOA fee. Set within 90 beautifully maintained acres, Oakwood Manor is known for its friendly atmosphere, active lifestyle, and resort-style amenities. Residents enjoy a welcoming clubhouse with commercial kitchen and stage, fitness center, library, heated pool, hot tub, bocce ball, shuffleboard, and putt-putt golf. Pickleball lovers will appreciate being just a short bike ride from the Legacy Trail and its brand-new pickleball courts. (Please note: no pets, motorcycles, or RVs permitted.) Inside the home, pride of ownership is evident throughout. The bright and cheerful living room is filled with natural light from surrounding windows, creating a warm and inviting space to relax and unwind. The spacious kitchen offers abundant cabinetry and opens nicely to the dining area, making it ideal for both everyday living and entertaining. The home is being sold turnkey, so you can simply bring your suitcase and start enjoying the Florida lifestyle from day one. Both bathrooms have been tastefully updated, and the interior color palette perfectly complements the relaxed coastal feel of the home. This property has been lovingly maintained and truly needs nothing—just move right in and enjoy. Recent updates include: New flooring (2016) Fresh interior paint Roof coating (2025) New carport (2025) New blinds throughout New front awnings One of the standout features of this home is the private backyard with no neighbors behind, offering a peaceful setting to enjoy the outdoors. You’ll also love being just steps from the clubhouse, making it easy to take advantage of all the social events and community activities Oakwood Manor offers. Location is everything, and Oakwood Manor delivers. Conveniently located close to downtown Sarasota, Siesta Key Beach, St. Armand's Circle, shopping, dining, Sarasota-Bradenton International Airport, and local hospitals, this community combines an unbeatable Sarasota location with low-maintenance living and outstanding value. Homes in Oakwood Manor that are this clean, turnkey, and well-located don’t come along often—schedule your showing today and come see why so many love calling this community home.

3383 Oakwood Boulevard N, Sarasota

3 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

OAKWOOD MANOR — WHERE FUN & FRIENDSHIP HAPPENS TURNKEY LIVING • FRIENDLY NEIGHBORS • UNBEATABLE VALUE Own your piece of paradise in Oakwood Manor, Sarasota's highly desirable resident-owned 55+ community located within the city limits. Spanning 90 beautifully landscaped acres, this vibrant community offers an exceptional resort-style lifestyle with remarkably low HOA fees of just $210 a month and no CDD or master association fees. Residents enjoy an impressive array of amenities including a welcoming clubhouse with commercial kitchen and event stage, fitness center, library, heated pool, oversized hot tub, bocce ball, shuffleboard, putt-putt golf, cornhole, and ping pong. Pickleball enthusiasts will appreciate the brand-new courts located just a short bike ride away along the Legacy Trail. With an active social calendar filled with events and activities, Oakwood Manor truly lives up to its reputation—where fun and friendship happen. A Rare Find — Impeccably Maintained & Truly Move-In Ready If you've been waiting for that special home, your search ends here. Built in 2005, this beautifully maintained 3-bedroom, 2-bath residence offers 1,545 square feet of thoughtfully designed living space and is being sold turnkey. Situated within easy walking distance of the community pool and amenities, this home is genuinely move-in ready—just bring your clothes and toothbrush. From the moment you step inside, you'll appreciate the spacious open floor plan, soaring ceilings, and abundant natural light streaming through numerous windows. The gourmet kitchen is designed to impress, featuring beautiful cabinetry, generous counter space, and an inviting layout that's perfect for everyday living and entertaining. The spacious primary suite includes a walk-in closet and an en-suite bath with a double vanity and walk-in shower. A standout feature rarely found in modular homes is the drywall construction throughout the walls and ceilings in most rooms, providing the look and feel of a traditional site-built home. Recent Updates Include: • New Roof (2025) • A/C replaced (2023) • All kitchen appliances replaced (2023) • Nice Large she for plenty of storage • Inside Laundry room with Utility laundry tub • Covered Carport with plenty of space for 2 cars • Tile flooring throughout all wet areas and the laundry room • Beautiful Bahama shutters on most windows Location, Location, Location Conveniently located just minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and two major hospitals, this home offers the perfect combination of comfort, convenience, and Florida lifestyle. Whether you're searching for a year-round residence or the perfect seasonal retreat, this exceptional home is an opportunity you won't want to miss.

3324 Overcup Oak Terrace, Sarasota

3 Beds ⋅ 2 Baths ⋅ Villagio SubDv. ⋅ 34237 Zip Code

You can move in immediately or rent right away for everything you could need is included - furniture, decor, window treatments, kitchen service items, sheets, towels, porch furniture and pillows, all appliances. This is truly turnkey! Three bedroom units are coveted and particularly when they include a deeded carport for parking. The has been beautifully remodeled with granite countertops, luxury linoleum throughout, and all furniture and decor to match the Florida coastal lifestyle. The buildings are only two stories high and this condo is on the second floor eliminating any issues of pedestrian or car traffic directly in front of your windows or any potential rising water. Villagio has remained a community in high demand due to its proximity to downtown Sarasota, the spring training stadium for the Baltimore Orioles, sporting parks, independent restaurants and stores, grocery, schools, and public transportation. Villagio is a gated community with a pool, fitness room, clubhouse, pool, tennis and pickleball courts, a small putting green, designated dog area, and green space with picnic tables. It remains a wonderful place to live full-time, seasonally, or as a rental investment (one month minimum, maximum 3 times per year). Pet and all age-friendly.

1010 Villagio Circle Unit 201, Sarasota

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

Step inside 115 White Oak Way and you immediately feel it—this isn’t just a beautiful home, it’s a fresh start wrapped in Florida sunshine. Set in Oakwood Manor, Sarasota’s only gated, resident-owned manufactured home community, this beautifully updated 2 bedroom, 2 bath double-wide invites you to relax, unpack, and start living the lifestyle you’ve been picturing. With approximately 1,280 sq ft of living space, including a 240 sq ft enclosed lanai, there’s room to spread out, host friends, or simply enjoy a quiet morning coffee in your own private retreat. As you walk through the new front door, the luxury vinyl plank flooring with premium underlayment gives the home a seamless, designer look while staying easy to care for. Your eye is naturally drawn to the 2025 kitchen—a true showpiece—with new cabinetry, quartz countertops, and stainless steel appliances that make cooking feel effortless and entertaining feel fun again. Both bathrooms continue the story with tasteful, modern finishes, while new ceiling fans, updated lighting, refreshed outlets, and the new front door complete the move-in-ready, “no projects needed” experience buyers are hoping to find. The roof was resealed in 2024, and a 2014 3-ton Rheem HVAC system helps keep things cool and comfortable all year, giving you the peace of mind that the big items are already taken care of. Location inside the community matters, and this home delivers. Nestled near both access gates and just a short walk to the clubhouse, you’re close to everything without being in the middle of it. Oakwood Manor spans 90 beautifully maintained acres and is known as the place “where fun and friendship happen.” For a remarkably low $210/month, you enjoy land ownership plus resort-style amenities: a welcoming clubhouse with commercial kitchen, event stage, audio/visual setup, dance floor, fitness room, activity hall, and library. Step outside to a large heated pool with handicap ramp, hot tub, remodeled shower facilities, and plenty of tables and loungers under the Florida sky. Shaded by majestic oaks, the park-like setting offers a gazebo, picnic tables, community grill, putt-putt golf, bocce ball, shuffleboard, ping pong, horseshoes, and cornhole—perfect for days when you want to be as active or as relaxed as you choose. For those who love the outdoors, the location is hard to beat. The community sits adjacent to the Legacy Trail and just steps from 12 newer pickleball courts, making it easy to walk, bike, or play a quick match with friends. And when you’re ready to explore, you’re only a short drive to Sarasota’s crystal-sand beaches, downtown shops and restaurants, the marina, fishing pier, local golf courses, museums, SRQ airport, Sarasota Memorial, and Doctors Hospital. Please note: Oakwood Manor is a 55+ gated, land-owned community and the only manufactured home park within the Sarasota city limits. Community rules do not allow motorcycles or dogs; only qualified service or therapy animals are permitted. If you’ve been searching for a beautifully updated home in a friendly, amenity-rich neighborhood at an affordable monthly cost, 115 White Oak Way offers the lifestyle, location, and peace of mind you’ve been waiting for.

115 White Oak Way, Sarasota

3 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code

Welcome to Tallywood, one of Sarasota's desirable 55+ villa communities! Nestled beneath a canopy of mature trees, Tallywood extends a peaceful setting just minutes from downtown Sarasota, UTC, Lido Key, St. Armand's Circle, the Baltimore Orioles Spring Training stadium, the renovated Bobby Jones Golf Club, and the expansive 96-acre Sarasota County park featuring walking trails, recreational amenities, and ongoing enhancements. This spacious villa features the largest floor plan in Tallywood, offering nearly 1,700 square feet of living space plus a dedicated carport and private storage room. The thoughtfully designed layout includes a first-floor primary suite, a guest bedroom and full guest bath, soaring cathedral ceilings in the living and dining areas, a generously sized kitchen, and an upstairs loft that can serve as a third bedroom, home office, hobby room, or additional guest space. Abundant storage is found throughout the home. Recent improvements include hurricane-impact-rated windows and sliding glass doors throughout, a water heater approximately three years old, and most kitchen appliances replaced within the last three to six years. For additional peace of mind, a transferable home warranty is included and extends through the end of 2026. Relax in the private screened lanai, enjoy the convenience of your covered carport and storage room, and take advantage of ample guest parking nearby. Residents of Tallywood enjoy an outstanding selection of amenities, including an Olympic-size swimming pool, clubhouse, fitness center, library, community kitchen, shuffleboard courts, and an active social calendar. Offering exceptional value at $284,500, this beautifully maintained villa combines generous living space, quality updates, and an outstanding Sarasota location. Schedule your private showing today!

3412 Tallywood Circle Unit 7018, Sarasota

1 Beds ⋅ 1 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code

Location! Location! Location! Close to all the amenities in beautiful Sarasota. Great investment plan or place to call home!

2613 Pine Lake Ter Unit B, Sarasota

1 Beds ⋅ 1 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code

Location location location! Close to all the amenities of beautiful Sarasota. A great place to bask in the Florida sunshine! The South side of the unit faces the lake.

2632 Hidden Lake Dr N Unit B, Sarasota

3 Beds ⋅ 4 Baths ⋅ Payne Park Sub SubDv. ⋅ 34237 Zip Code

One of the brightest units in Payne Park, this meticulously maintained 3 bedroom/3.5 Bath (2084 SF) modern coastal home presents in near-new condition, offers a setting rarely found in downtown Sarasota. This Malcolm model (Largest Payne Park Villa) is perfectly positioned on one of the best corners to allow for "light and air" on three sides of the unit. Views includes a West view of Payne Park (pond) and a Northeast view of the pool. Payne Park is located right on the Legacy Trail with this home delivering an elevated lifestyle where walkability, recreation, and vibrant city energy converge. The main living level is thoughtfully designed for everyday living and entertaining. The chef's kitchen is a standout, featuring floor-to-ceiling white wood cabinetry with crown molding and brass hardware finished with a white quartz countertop. Modern glass and brass pendant lighting complement the kitchen's centerpiece island, which provides additional seating and storage. A custom tile feature wall frames the apron sink, positioned beneath two large windows that flood the space with natural light. The adjacent dining area flows nicely into the family room showcases a wall of windows. A private balcony extends the living space and provides space to relax. On the lower level, Bedroom 2 can be configured as a home office and offers exceptional flexibility with a full bath and closet. This level also provides access to a spacious paver stone patio with iron fencing and a gated entrance, ideal for outdoor enjoyment. Completing this floor is a two-car garage. On the third floor, you will find a generous sized primary bedroom with a well-appointed en-suite bath that includes a dual sink vanity, large walk-in shower with glass enclosure and an oversized walk-in closet with built-in shelving. Bedroom 3 also includes its own en-suite bath, offering comfort and privacy for guests or family members. A convenient laundry closet completes this level. Impeccable location and value! Buyers and/or Buyers Agent to verify all pertinent information, including room sizes, as they may be approximate. All Association information should be verified with Property Management Company or Association. Information deemed reliable but not guaranteed.

2300 Lindstrom Street, Sarasota

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! PRICED TO PERSONALIZE IN SARASOTAS BEST KEPT SECRET Welcome to Oakwood Manor, Sarasota's only resident-owned 55+ community within the city limits—where affordability, convenience, and an active social lifestyle come together. This spacious 2-bedroom, 2-bath home offers 1,344 square feet of living space and is situated on a desirable lot within the community. A large covered and screened Florida room welcomes you home and provides the perfect space for morning coffee, entertaining friends, or simply enjoying Florida's beautiful weather year-round. The attached oversized shed houses the washer and dryer and offers plenty of additional storage or room for hobbies and projects. This home is priced to give you options: • Move in and enjoy as-is • Update and personalize to your own style • Create the Florida retreat you've always wanted Major Updates Already Completed: • A/C replaced in 2021 • Electrical panel replaced in 2026 Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees, strong sense of community, and welcoming atmosphere. You'll be hard-pressed to find a better value anywhere within the City of Sarasota. Community Amenities Include: • Clubhouse with fitness center, dance floor, and library • Heated swimming pool and hot tub • Mini golf, bocce ball, shuffleboard, and cornhole • Ping-pong and pool table • Shaded gathering areas and picnic park with grill • Full calendar of social activities, events, and clubs Love pickleball? Public courts are just a short bike ride away via the Legacy Trail, located adjacent to the community. Conveniently located just minutes from downtown Sarasota, world-famous Gulf beaches, shopping, dining, cultural attractions, and major medical facilities, you'll have everything you need right at your fingertips. Community Restrictions: No pets, motorcycles, or trucks permitted

3329 Oakwood Boulevard S, Sarasota

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

Welcome to Oakwood Manor, Sarasota's premier gated 55+ resident-owned community, offering an active resort-style lifestyle within the city limits of Sarasota. With owned lots (no land lease), low monthly fees, outstanding amenities, and beautifully maintained grounds, Oakwood Manor is one of the area's most desirable communities.This immaculate, move-in-ready home offers 1056 square ft of comfortable air-conditioned living space and is ideally situated on an oversized corner lot just a short stroll from the clubhouse and pool amenities. The thoughtfully designed floor plan features 2 bedrooms, 2 bathrooms, a spacious living area, and a beautifully remodeled kitchen complete with an island and open dining space. The open-concept design flows seamlessly into an oversized bonus room through sliding glass doors, creating the perfect setting for entertaining family and friends.Recent updates include attractive luxury laminate plank flooring throughout the main living areas and bedrooms, adding both style and durability. Outside, you'll find an extended driveway offering tandem parking, plus a large storage shed off the carport that's ideal for holiday decorations, tools, and additional belongings. The storage shed houses the washer and dryer, along with a convenient utility sink for outdoor projects and cleanup. The home is offered fully furnished (optional), providing a truly turnkey opportunity for its next owner.Oakwood Manor's exceptional amenities center around a spacious clubhouse featuring a commercial-grade kitchen, event stage, audio/visual equipment, dance floor, state-of-the-art fitness center, activities hall, library, movie and puzzle collection, and billiards room. Outdoor amenities include a large heated swimming pool with handicap-accessible ramp, a spacious kidney-shaped hot tub, ample lounge seating, umbrella tables, and updated shower facilities.Residents also enjoy beautifully shaded park areas beneath mature oak trees, picnic pavilions, community grills, a putting green, bocce ball, ping pong, cornhole, and a full calendar of social events and activities. The community is conveniently located adjacent to the Legacy Trail and 12 newer pickleball courts.Just minutes away are Sarasota's world-famous quartz sand beaches, including Siesta Key and Lido Key, as well as downtown Sarasota, marinas, fishing piers, golf courses, shopping, dining, cultural attractions, museums, the opera, Sarasota-Bradenton International Airport, UTC Mall, and Nathan Benderson Park.Don't miss this opportunity to enjoy affordable resort-style living in one of Sarasota's most sought-after resident-owned communities.

3318 Shingle Oak Terrace, Sarasota

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

Oakwood Manor — Where Fun and Friendship Happen Move-In Ready Home in One of Sarasota’s Most Loved 55+ Communities Experience resort-style living in the heart of Sarasota at Oakwood Manor, a beautifully maintained resident-owned 55+ community spanning 90 scenic acres. Enjoy an exceptional and affordable lifestyle with low HOA fees of just $210/ month and no CDD or master association fees. Pride of ownership shines throughout this meticulously maintained 1977-built home offering 2 bedrooms, 2 bathrooms, and 1,324 square feet of comfortable living space. Truly move-in ready, the owners have carefully updated and maintained the home so you can simply unpack and enjoy. Step inside to a spacious, light-filled sunroom surrounded by windows and accented with Plantation shutters — the perfect place to enjoy your morning coffee or unwind with a good book. The large kitchen features ample storage, granite countertops, designer cabinetry, and flows seamlessly into the dining area, creating an ideal layout for everyday living and entertaining. Kitchen Features: Granite countertops Updated kitchen cabinets Refrigerator only 3 months old Dishwasher Stove and microwave Tile backsplash Recent Updates Include: Newer windows A/C replaced in 2017 (3-ton, 14 SEER) Plumbing connected to city tap in 2017 Water heater replaced in 2025 Newer gutters Screened lanai added 2 years ago Whole-house water filtration system Upgraded tie-downs Carport screws replaced Community Amenities: Residents enjoy access to an impressive array of amenities, including: Clubhouse with commercial kitchen and event stage Fitness center Library Heated pool and spacious hot tub Bocce ball and shuffleboard courts Putt-putt golf Pickleball enthusiasts will appreciate being just a short bike ride from the Legacy Trail and its brand-new pickleball courts. This spotless home is ideally situated just steps from the clubhouse, providing convenient access to community activities and social events. Conveniently located near downtown Sarasota, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and nearby hospitals, Oakwood Manor offers the perfect blend of comfort, convenience, and active Florida living. Please note: no pets, motorcycles, or RVs permitted. Whether you are searching for a seasonal retreat or a full-time residence, this exceptional home is a must-see.

3227 Bayberry Terrace, Sarasota

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