Mid Town Sarasota Homes with Clubhouse Community Features

Mid Town Sarasota Homes with Clubhouse Community Features

Welcome to Midtown Sarasota, an enchanting gem nestled in the heart of Florida's picturesque Sarasota County. This vibrant community is renowned for its perfect blend of urban conveniences and serene suburban charm. Midtown Sarasota is characterized by its lush landscapes, inviting parks, and a thriving cultural scene, making it an ideal place for families, retirees, and everyone in between.

What sets Midtown Sarasota apart is its unique sense of community. The area boasts a variety of homes that cater to diverse lifestyles, but one of the standout features is the presence of Clubhouse Communities. These homes are designed not just for living, but for thriving. With access to exclusive amenities, residents can enjoy a range of recreational opportunities right at their doorstep. Imagine spending your weekends lounging by the pool, socializing with neighbors at the clubhouse, or participating in community events that foster connections and friendships.

The Clubhouse Communities in Midtown Sarasota offer a perfect backdrop for a vibrant lifestyle, featuring spacious homes with modern finishes and beautifully landscaped grounds. Whether you prefer a cozy single-family home or a contemporary townhome, you’ll find a variety of options that suit your needs.

In addition to the fantastic amenities, Midtown Sarasota is conveniently located near shopping centers, dining establishments, and cultural attractions, ensuring that everything you need is just a short drive away. Experience the charm of Midtown Sarasota—where community, comfort, and convenience come together to create a truly exceptional living experience. Discover your dream home today in this thriving Florida oasis!

Newest Mid Town Sarasota Homes with Clubhouse Community Features

$145,000
2 Beds ⋅ 3 Baths ⋅ Ramblewood Acres SubDv. ⋅ 34237 Zip Code
Virtually Staged. Step into affordable Florida living in Ramblewood Acres! This condo is situated in a well estbablished gated community known for its convenience to all the best places in Sarasota. This well maintained, move-in-ready townhome offers a smart, functional layout. Granite counters, stainless steel appliances, and a passthrough to the dining area - perfect for easy entertaining. The large living area offers a main-level half bath for extra convenience. Upstairs, two large bedrooms each feature private en-suite baths and oversized wall to wall closets. One bedroom offers a serene balcony and the other a generous sundeck, your choice of personal retreat. Ramblewood Acres offers three pools, including one heated pool, a dog park, clubhouse, basketball and tennis courts, playground, and shuffleboard. New Roof, Fresh Interior Paint, New Tile Flooring in the front patio! Fees include basic cable, pest control, on-site management, and more for low-maintenance living. The location puts you nearby everything. Charming downtown Sarasota, Baltimore Orioles Baseball, St. Armands Circle for shopping and dining, escape to any one of our beautiful beaches including nearby world famous Siesta Key or Lido beach. Stunning sunsets, Powder Sand, and Crytal Blue waters! UTC’s shopping and dining are within a short drive, and SRQ Airport is conveniently nearby. Golfers will love the convenience of having the newly renovated Bobby Jones Golf Course just around the corner or the Meadows Golf Club now open to the Public. Well-funded association reserves help support the community’s long-term maintenance and capital improvement needs. Don’t miss this opportunity, schedule your showing and discover your Florida lifestyle right here on the Suncoast!

3365 Ramblewood Drive N Unit 35C8, Sarasota
$149,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! LOW-MAINTENANCE LIVING IN A HIGH-VALUE LOCATION ** Welcome to Oakwood Manor, Sarasota’s only resident-owned 55+ community within the Sarasota city limits—where affordability meets an active, social lifestyle. This 2-bedroom, 1.5-bath home offers 749 sq. ft. of living space and sits on a desirable oversized lot (50 x 80.5), giving you extra room and exciting potential. A spacious covered and screened Florida room welcomes you at the front of the home—perfect for morning coffee, entertaining guests, or simply enjoying the Florida lifestyle year-round. Major Updates Already Done: ** A/C replaced in 2020 ** Roof replaced in 2023, new flooring through out 2026, new Kitchen, new baths and half bath and newly painted interior. Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees and friendly, welcoming atmosphere. Community Amenities Include: ** Clubhouse with fitness room, dance floor & library ** Heated pool & hot tub ** Putt-putt golf, bocce ball, shuffleboard & cornhole ** Ping-pong & pool table ** Shaded seating areas & picnic park with grill ** Full calendar of social events and activities Love pickleball? Courts are just a short bike ride away along the Legacy Trail, located right next to the community. You’re also just minutes from downtown Sarasota, Gulf beaches, shopping, dining, and major hospitals—everything you need, right at your fingertips. Note: no pets, motorcycles or trucks community

3415 Spanish Oak Terrace, Sarasota
$145,000
2 Beds ⋅ 2 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code
Welcome to this beautifully updated, move-in-ready 2-bedroom, 2-bath second-floor condo in the centrally located Hidden Lake Village community! This turnkey unit features updated flooring throughout, an updated kitchen, and a bright, comfortable living space. Enjoy your private balcony, perfect for relaxing and enjoying the Florida lifestyle. Hidden Lake Village offers great community amenities, including a swimming pool, clubhouse, fitness center, tennis courts, and beautifully maintained common areas. Conveniently located just minutes from Downtown Sarasota, shopping, dining, entertainment, parks, and Sarasota’s world-famous beaches. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this updated condo offers comfort, convenience, and an excellent Sarasota location. Just bring your suitcase and start enjoying Florida living!

2752 Hidden Lake Boulevard Unit C, Sarasota
$239,900
2 Beds ⋅ 2 Baths ⋅ Villagio SubDv. ⋅ 34237 Zip Code
Experience the best of Sarasota living in this beautifully maintained first-floor residence in the sought-after gated Villagio community. This spacious split-bedroom floor plan offers the perfect blend of comfort, privacy, and convenience, featuring an open living area, generous primary suite with walk-in closet, and a private covered lanai ideal for enjoying Florida’s year-round sunshine. Villagio offers resort-style amenities including a heated pool, fitness center, clubhouse, tennis and pickleball courts, putting green, and beautifully maintained grounds. Ideally located just minutes from Downtown Sarasota, St. Armands Circle, Lido Key, Siesta Key, SRQ Airport, and Ed Smith Stadium—the spring training home of the Baltimore Orioles—this home places the very best of Sarasota right at your doorstep. Perfect as a primary residence, seasonal retreat, or investment opportunity.

1010 Villagio Circle Unit 104, Sarasota
$260,000
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
$155,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Charming, cozy, and move-in ready in the highly desirable 55+ gated community of Oakwood Manor, the ONLY resident-owned park within Sarasota city limits—meaning NO LOT RENT! This delightful FULLY FURNISHED 2-bedroom, 2-bath bungalow-style home is proof that great things come in the perfect-sized package. Thoughtfully updated with quality improvements throughout, this home offers a desirable split-bedroom floor plan, abundant natural light, exceptional storage, and an inviting open-concept design. The added space of the living room push-out creates the perfect area for additional living or dining space, enhancing both comfort and functionality. The beautifully updated kitchen is designed for both functionality and style, featuring a built-in cooktop, built-in oven, overhead microwave, new refrigerator, garbage disposal, and ample cabinetry—making the most of every inch of space. The spacious front guest bedroom is highlighted by a large bay window that fills the room with natural light and is complimented by an en-suite bathroom and indoor laundry with stackable washer and dryer. A fully enclosed Florida room with newer windows and sliding glass doors provides approximately 120 square feet of additional living or entertaining space and features a convenient pass-through entrance to the front bedroom and guest bath, creating flexibility for guests, hobbies, or a relaxing sitting area. Major improvements provide peace of mind for years to come. Previous updates include vinyl siding, replacement windows, and the main sewer line (2018). Recent renovations include new leveling and support piers (10/2025), all new subflooring throughout the home, including the Florida room (10/2025), fresh interior paint, luxury vinyl plank flooring throughout the main living areas, and all new carpet in both bedrooms (11/2025), a complete new TPO roofover and new carport with additional tie-downs rated up to 150 mph (2/2026), new HVAC system, electrical panel, and meter base (3/2026), a new rear concrete patio (4/2026), and a newly constructed framed, vinyl-sided storage shed (6/2026). Oakwood Manor is a beautifully maintained, gated 90-acre community offering an exceptional Florida lifestyle with a low $210/month maintenance fee, which includes lawn care, cable TV, access to the heated pool and spa, clubhouse amenities, and more. Residents enjoy a spacious clubhouse with a fitness room, library, billiards, commercial kitchen, event hall, stage, dance floor, and an active social calendar filled with year-round activities, clubs, shuffleboard, putt-putt, and community events. Ideally located adjacent to the Legacy Trail and Sarasota's city-managed pickleball courts. Oakwood Manor is located nearby downtown Sarasota and the sandy shores of Lido Beach is an easy drive, with convenient access to shopping, dining, Tamiami Trail, and I-75. Please note that Oakwood Manor is an age-restricted community and does not permit pets or motorcycles.

3402 Shingle Oak Terrace, Sarasota
$145,900
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
$289,000
3 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN & FRIENDSHIP HAPPENS JUST BRING YOUR CLOSTHES AND TOOTHBRUSH!!! 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
$152,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
*Additional photos coming soon* Welcome to 3226 Sweet Bay Terrace in the highly desirable 55+ gated community of Oakwood Manor, the ONLY resident-owned manufactured home park within Sarasota city limits—meaning NO LOT RENT! This well-maintained 2-bedroom, 2-bathroom home offers seamless laminate flooring throughout the main living areas, kitchen, and bedrooms, creating a clean, cohesive look that's both stylish and easy to maintain. Enjoy added peace of mind with a June 2026 FULL ROOF RESTORATION, featuring a silicone roofing system over the existing metal pan roof and backed by a 10-YEAR TRANSFERABLE WARRANTY. Additional updates include a newer carport with upgraded tie-downs rated up to 150 mph (2017), HVAC (2016), and water heater (2011). Best of all, the home experienced no damage from the 2024 storms. Being offered FURNISHED, this home is truly move-in ready. Furnishings include, but are not limited to, a full-size bed in the primary bedroom, two twin beds in the guest bedroom, dining table and chairs, living room sofa, side table, TV stand with TV, chair with ottoman, some FL room/Lanai furniture, and an equipped kitchen with items needed for everyday living. The additional 8x12 shed provides for ample storage and utility space. Oakwood Manor is a beautifully maintained, gated 90-acre community offering an exceptional Florida lifestyle with a low $210/month maintenance fee, which includes lawn care, cable TV, access to the heated pool and spa, clubhouse amenities, and more. Residents enjoy a spacious clubhouse with a fitness room, library, billiards, commercial kitchen, event hall, stage, dance floor, and an active social calendar filled with year-round activities, clubs, shuffleboard, putt-putt, and community events. Ideally located adjacent to the Legacy Trail and Sarasota's city-managed pickleball courts. Oakwood Manor is located nearby downtown Sarasota and the sandy shores of Lido Beach is an easy drive, with convenient access to shopping, dining, Tamiami Trail, and I-75. Please note that Oakwood Manor is an age-restricted community and does not permit pets or motorcycles. Don't miss this opportunity to own an affordable home in one of Sarasota's most unique and sought-after resident-owned communities!

3226 Sweet Bay Terrace, Sarasota
$270,000
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
$152,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Welcome to 115 White Oak Way, where thoughtful updates, low-maintenance living, and an unbeatable Sarasota location come together in one exceptional home. Nestled within Oakwood Manor, Sarasota's only gated, resident-owned manufactured home community inside the city limits, this beautifully renovated 2-bedroom, 2-bath residence offers approximately 1,280 square feet of comfortable living space, including a spacious enclosed lanai perfect for relaxing or entertaining. The heart of the home is the stunning 2025 kitchen featuring new cabinetry, quartz countertops, stainless steel appliances, and a fresh, modern design. Luxury vinyl plank flooring flows throughout, while updated bathrooms, new lighting, ceiling fans, refreshed outlets, and a new front door complete the move-in-ready appeal. A roof resealed in 2024 and a 3-ton Rheem HVAC provide added peace of mind. Ideally situated near both community entrances and just a short stroll to the clubhouse, this home offers easy access to everything Oakwood Manor has to offer. Enjoy land ownership with an affordable $210 monthly fee that includes beautifully maintained common areas and outstanding amenities, including a heated pool and spa, fitness room, library, clubhouse, bocce, shuffleboard, putt-putt golf, cornhole, horseshoes, and a full calendar of social activities. Outdoor enthusiasts will love being adjacent to the Legacy Trail and only steps from public pickleball courts. Plus, you're just minutes from downtown Sarasota, Siesta Key and Lido Key beaches, SRQ Airport, Sarasota Memorial Hospital, Doctors Hospital, golf courses, shopping, dining, and the arts. Whether you're looking for a full-time residence or the perfect Florida retreat, this beautifully updated, land-owned home offers comfort, convenience, and an active 55+ lifestyle in one of Sarasota's most desirable manufactured home communities. Community rules prohibit motorcycles and dogs; qualified service or therapy animals are permitted. Schedule your private showing today and discover why so many love calling Oakwood Manor home.

115 White Oak Way, Sarasota
$269,900
3 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code
Welcome to Tallywood, one of Sarasota's most 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 $269,900, 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
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