Mid Town Sarasota Homes with Community Pool type

Mid Town Sarasota Homes with Community Pool type

Welcome to Midtown Sarasota, a charming and vibrant neighborhood nestled in the heart of Sarasota, Florida. This delightful community is known for its lush landscapes, friendly atmosphere, and proximity to some of the finest amenities that the Sunshine State has to offer. With its strategic location, residents of Midtown Sarasota enjoy easy access to beautiful beaches, shopping centers, and an array of dining options that cater to every palate.

Midtown Sarasota is a haven for those seeking a blend of suburban tranquility and urban convenience. The area features a diverse selection of homes, many of which boast the luxury of community pools. Imagine spending warm Florida afternoons lounging by the pool, soaking up the sun, and enjoying the company of neighbors and friends. These community pools not only offer a refreshing escape from the heat but also serve as a social hub where residents can connect and create lasting memories.

Families will appreciate the excellent schools and parks nearby, while art enthusiasts can explore the vibrant cultural scene that Sarasota is known for. With its charming streets and welcoming vibe, Midtown Sarasota is perfect for those looking to embrace a laid-back lifestyle while still being close to the action.

Whether you’re a first-time homebuyer, a growing family, or looking to retire in a peaceful setting, Midtown Sarasota offers a variety of homes with community pools that cater to your needs. Come discover the allure of this beautiful neighborhood and make it your new home in sunny Florida!

Newest Mid Town Sarasota Homes with Community Pool type

3329 Overcup Oak Terrace, Sarasota
$165,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Enjoy the Sarasota lifestyle in this completely updated, fully furnished home in Oakwood Manor, a gated 55+ community with a low HOA fee of just $210 per month! Move-in ready, this inviting home features an open floor plan, newer windows and sliding glass door, and plenty of storage. Whether you’re seeking a seasonal getaway or a full-time Florida residence, you’ll feel right at home. Oakwood Manor offers an impressive array of amenities, starting with a spacious clubhouse featuring a full commercial kitchen, event stage, audio/visual equipment, dance floor, fitness room, activities hall, and a library stocked with books, movies, and puzzles, plus a pool table. Outside, enjoy the extra-large heated pool with an accessible ramp, a spacious kidney-shaped hot tub, umbrella tables, lounge chairs, and updated shower rooms. Beautiful oak trees shade the park and picnic area, complete with tables and a community grill. Stay active with miniature golf, bocce ball, ping-pong, and cornhole—or take advantage of the adjacent Legacy Trail and 12 newer pickleball courts. Conveniently located just a short drive from Sarasota’s white-sand beaches, downtown, the marina, fishing pier, local golf courses, shopping, restaurants, museums, SRQ Airport, Sarasota Memorial Hospital, and Doctors Hospital. Unpack, settle in, and start enjoying your Florida lifestyle! Please note: Oakwood is a 55+ community. Pets and motorcycles are not permitted.

3329 Overcup Oak Terrace, Sarasota
500 N Jefferson Avenue Unit A1, Sarasota
$159,000
2 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code
Charming Sarasota Condo | 2 Bedrooms | 1 Bathroom. Welcome to Jefferson Club in Sarasota, Florida! This inviting 2-bedroom, 1-bathroom condo offers a wonderful opportunity to enjoy the Sarasota lifestyle, whether you're searching for a place to call home, a seasonal retreat, or an investment opportunity. The open living area creates a comfortable space to relax and entertain, while the functional layout offers flexibility for everyday living. The kitchen features classic cabinetry and a warm, welcoming feel, flowing into the main living space. Major updates provide added peace of mind! The condo has been recently re-piped, features a new water heater, and has a newer AC system. The roof was also recently replaced. Just minutes to Downtown, you don't want to miss this unit! Conveniently located in Sarasota, you'll have the opportunity to enjoy the area's shopping, dining, entertainment, and beautiful Gulf Coast attractions.

500 N Jefferson Avenue Unit A1, Sarasota
1209 Tallywood Drive Unit 7005, Sarasota
$249,000
2 Beds ⋅ 2 Baths ⋅ Tallywood SubDv. ⋅ 34237 Zip Code
Virtually Staged. Welcome to your beautifully renovated villa in Tallywood, a sought-after 55+ community! Move right in and enjoy the fresh, updated feel throughout this approximately 1,100-square-foot home. The brand-new kitchen features new appliances, including a microwave, and countertops creating a welcoming space for everyday meals and entertaining. Both bathrooms have been completely renovated with a clean, modern design, including new vanities while new carpeting in both bedrooms adds warmth and comfort. A brand-new washer and dryer add to the home's move-in-ready appeal. The enclosed lanai offers additional space to relax and unwind, while a covered carport and storage provide everyday convenience. Enjoy the Tallywood lifestyle with community amenities including a sparkling swimming pool, clubhouse, fitness center, and shuffleboard court. Ideally located just minutes from downtown Sarasota, the shopping and dining destinations at UTC, and the beautiful Gulf Coast beaches, this villa offers the perfect blend of comfort, convenience, and Florida living. Whether you're looking for a year-round residence or a seasonal retreat, this beautifully updated villa is ready to welcome you home!

1209 Tallywood Drive Unit 7005, Sarasota
500 N Jefferson Avenue Unit C3, Sarasota
$149,900
1 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code
Discover your slice of Sarasota paradise in this charming villa at Jefferson Club! Ideally located just minutes from vibrant downtown Sarasota, beautiful Lido Beach, shopping, dining, and entertainment. Enjoy peace of mind with a **NEW ROOF and NEW AC (2025)!** This inviting retreat features thoughtful updates, including butcher block countertops, stainless steel appliances, soft-close cabinetry, and a newer front-loading washer and dryer. Enjoy your morning coffee or evening cocktails on your spacious, private gated patio, perfect for relaxing or entertaining. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this villa offers the perfect blend of comfort, convenience, and Florida living. Don't miss your chance to make it yours!

500 N Jefferson Avenue Unit C3, Sarasota
936 La Costa Circle Unit 10, Sarasota
$217,900
1 Beds ⋅ 1 Baths ⋅ Park View SubDv. ⋅ 34237 Zip Code
Step inside this luxuriously updated, move-in-ready condo in Park View, one of Sarasota’s best-kept secrets! Tucked away in a gated community just minutes from vibrant downtown Sarasota and the beautiful Gulf Coast beaches, Park View offers a peaceful retreat in an unbeatable location. This hidden gem is centered around a beautifully maintained park, creating a serene setting with lush green space right outside your door. Residents enjoy two community pools, a clubhouse, and a fitness center, while monthly fees conveniently include water, sewer, trash, and cable. From the moment you enter this stunning residence, you'll feel a sense of warmth, comfort, and sophistication. Thoughtfully redesigned with earthy modern finishes, stylish architectural details and luxurious upgrades, this exceptional home seamlessly blends timeless style with contemporary comfort, creating a space that feels as inviting as it is impressive. Enjoy added peace of mind with updated hurricane-impact windows. Best of all, this spectacular condo is being offered fully furnished, making your transition effortless. Simply bring your suitcase and start enjoying the Sarasota lifestyle! Whether you're searching for a full-time residence, a seasonal escape, or your own slice of Florida paradise, this extraordinary condo checks every box. A rare opportunity to own a retreat in one of Sarasota's most charming hidden communities. Come experience it for yourself—you won't want to leave!

936 La Costa Circle Unit 10, Sarasota
3412 Oakwood Boulevard S, Sarasota
$189,500
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
WELCOME HOME... Just move in... Fully Furnished spacious 2 bedroom 2 bath doublewide home in Highly desirable Resident Owned OAKWOOD MANOR located in the Heart of Sarasota. Fully Remodeled Kitchen with abundant of cabinet space and Granite counter tops, Both bath have new solid wood vanities and and solid surface counter tops ($18,450), New central air system ($7700), and Roof just resealed($5,500), updated electric. This 1266 sqft offers both a generous Family room and living room and large dining area with cabinetry for storage. Oversized master suite with plenty of room for storage. Enclosed Florida room leads to inside Laundry and tool shed. Attached Carport, Oakwood Manor is an affordable getaway for winter snow birds or full time residents. Located within 90 acres with low HOA dues of $210 a month which covers cable tv, lawn maintenance and resort style amenities. Community activities include resort style heated pool, hot tub, bocce ball, shuffleboard courts, putt-putt golf, clubhouse, fitness center, open park area with Gazebo. Property backs up to legacy trail and New Pickle Ball courts. Conveniently located within the city limits of Sarasota with easy access to downtown, Siesta Key, St. Armands Circle, Shopping, Dining, access to I-75 and Sarasota-Bradenton Airport. Welcome to were the fun begins.

3412 Oakwood Boulevard S, Sarasota
3308 Over Cup Oak Terrace, Sarasota
$174,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
WELCOME TO YOUR FLORIDA LIFESTYLE AT OAKWOOD MANOR! AFFORDABLE SARASOTA PARADISE IN A RESIDENT-OWNED 55+ COMMUNITY Live where every day feels like a vacation! Welcome to Oakwood Manor, one of Sarasota’s sought-after resident-owned 55+ communities. Set across 90 beautifully landscaped acres within Sarasota city limits, Oakwood Manor offers an appealing blend of affordability, comfort, and resort-style living for just $210/month HOA, with no CDD or master association fees. This well-maintained 2-bedroom, 2-bath home offers 1,152 square feet of inviting living space and is being sold turnkey, excluding personal items. Just bring your suitcase and start enjoying the Florida sunshine! Pride of ownership shines throughout this inviting home. The bright, enclosed sunroom, surrounded by windows and filled with natural light, is the perfect spot for morning coffee, afternoon relaxation, or entertaining friends. The spacious kitchen offers abundant cabinetry, a pantry, and a convenient center island, along with a ceramic cooktop range, microwave, dishwasher, and refrigerator. The kitchen flows easily into the dining area, creating a comfortable setting for everyday living and entertaining. The secondary bedroom features direct access to the guest bathroom, offering added privacy and a layout that functions almost like a second primary suite. HOME FEATURES & IMPROVEMENTS 2 bedrooms, 2 bathrooms, and 1,152 square feet of living space Bright, enclosed sunroom filled with natural light Spacious kitchen with center island, pantry, and abundant cabinetry Ceramic cooktop range, microwave, dishwasher, and refrigerator A/C replaced in 2022 Carport roof replaced in 2025 to meet the latest building code, as reported PVC plumbing from the home to the street replaced in 2021 Roof replacement history includes 2017 and 2019 Large storage shed Washer and dryer included RESORT-STYLE AMENITIES & AN ACTIVE LIFESTYLE Enjoy a wonderful selection of community amenities, activities, and opportunities to connect with neighbors: Heated swimming pool and oversized hot tub Clubhouse with commercial kitchen and event stage Fitness center and library Bocce ball and shuffleboard courts Putt-putt golf Active social calendar and welcoming neighbors Love pickleball? The Legacy Trail and its pickleball courts are just a short bike ride away! AN IDEAL SARASOTA LOCATION Conveniently located just minutes from downtown Sarasota, beautiful Siesta Key Beach, the shopping and dining of St. Armands Circle, Sarasota-Bradenton International Airport, and nearby hospitals and medical facilities. Even better, this home is just steps from the clubhouse, putting community activities and amenities within easy reach. Whether you're searching for a seasonal Florida retreat or a year-round residence, this inviting home offers an opportunity to enjoy the Sarasota lifestyle without the price tag of a traditional resort community. COME DISCOVER THE VALUE, THE LIFESTYLE, AND THE FRIENDLY COMMUNITY THAT MAKE OAKWOOD MANOR A SARASOTA HIDDEN GEM!

3308 Over Cup Oak Terrace, Sarasota
3309 Oakwood Boulevard S, Sarasota
$169,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Welcome to Your Florida Lifestyle at Oakwood Manor! Affordable Sarasota Living in a Resident-Owned 55+ Community Your slice of Sarasota paradise is waiting! Discover the perfect blend of affordability, comfort, and resort-style living at Oakwood Manor, one of Sarasota’s cherished resident-owned 55+ communities. Set across 90 beautifully landscaped acres within Sarasota city limits, this welcoming community offers an active lifestyle and a wonderful place to call home. Enjoy all this for just $210 a month in HOA fees, with no CDD or master association fees! Move-In Ready and Full of Charm This well-maintained 1977 home features 2 bedrooms, 2 bathrooms, and 1,056 square feet of inviting living space. Offered turnkey, excluding personal items, this home is ready for you to move in, unpack, and start enjoying the Florida sunshine! From the moment you arrive, you’ll appreciate the care and pride of ownership throughout. The bright, enclosed sunroom, surrounded by windows and filled with natural light, is the perfect place to sip your morning coffee, curl up with a good book, or entertain friends. Inside, the spacious kitchen offers abundant cabinetry and flows seamlessly into the dining area, creating a comfortable setting for everyday living and entertaining. Generous closet space throughout the home provides valuable storage, while the convenient indoor laundry area adds to the home’s functionality. Home Features & Recent Upgrades 2-bedroom, 2-bathroom floor plan Bright, window-filled enclosed sunroom Spacious kitchen with abundant cabinetry Cooktop, wall oven, dishwasher, and refrigerator included Roof replaced in 2023 A/C replaced in 2022 Laminate flooring throughout Updated outdoor electrical service in 2025 PVC plumbing from the home to the street replaced in 2023 Indoor laundry area with washer and dryer Carport roof reinforced to meet the latest code requirements Resort-Style Amenities and an Active Lifestyle At Oakwood Manor, there’s always something to enjoy! Whether you love staying active, socializing with neighbors, or simply relaxing in the Florida sunshine, this community offers something for everyone. Heated swimming pool and oversized hot tub Clubhouse with commercial kitchen and event stage Fitness center Community library Bocce ball and shuffleboard courts Putt-putt golf Active social calendar and welcoming neighbors Love pickleball? You’re just a short bike ride from the Legacy Trail and its new pickleball courts, making it easy to enjoy outdoor recreation and stay active. An Incredible Sarasota Location Enjoy the best of Sarasota living with beaches, shopping, dining, entertainment, and everyday conveniences just minutes away. Downtown Sarasota World-famous Siesta Key Beach St. Armands Circle’s shopping and dining Sarasota-Bradenton International Airport Nearby hospitals and medical facilities Even better, this home is ideally located just steps from the clubhouse, putting community activities, social events, and amenities conveniently close to home. Your Florida Dream Starts Here! Whether you’re searching for a seasonal retreat, a sunny retirement getaway, or a comfortable year-round residence, this home offers an inviting opportunity to enjoy the Sarasota lifestyle without the price tag of many resort-style communities. Please note: Community restrictions prohibit pets, motorcycles, and RVs.

3309 Oakwood Boulevard S, Sarasota
2744 Hidden Lake Boulevard Unit C, Sarasota
$135,000
2 Beds ⋅ 1 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code
Welcome to an exceptional Sarasota opportunity at 2744 Hidden Lake Blvd #C! Beautifully remodeled and thoughtfully updated, this impeccably maintained residence blends modern style, comfort, and effortless Florida living. From the moment you step inside, you’ll appreciate the care and attention to detail that went into creating a home that feels fresh, inviting, and truly move-in ready. Ideally situated in one of Sarasota’s desirable areas, this home places you just minutes from the excitement of downtown Sarasota, with its renowned restaurants, boutique shopping, arts, culture, and vibrant entertainment. And when it’s time to unwind, the world famous sands of Siesta Key and Sarasota’s beautiful Gulf Coast beaches are only a short drive away. Meticulously cared for and tastefully designed, this residence offers the perfect combination of location, lifestyle, and value. Whether you’re searching for a primary residence, a Florida getaway, or an investment opportunity, this is your chance to enjoy everything Sarasota has to offer at an incredible price. Opportunities like this don’t come along every day. Come experience the charm, updates, and unbeatable location for yourself, this one is sure to impress!

2744 Hidden Lake Boulevard Unit C, Sarasota
727 N Jefferson Avenue Unit 727, Sarasota
$234,900
2 Beds ⋅ 2 Baths ⋅ Jefferson Pines SubDv. ⋅ 34237 Zip Code
Priced to Sell. Welcome to your newly renovated two bedroom two bath villa/condo in the community of Jefferson Pines. Close proximity to downtown Sarasota to experience all the restaurants, shopping and waterfront the city has. This unit has been completely remodeled from top to bottom to include vinyl flooring and 6 inch baseboard throughout, recessed lighting throughout, new air conditioning unit in 2024, new hot water heater in 2024, new bathrooms, vanities, showers, and tub, as well as a completely remodeled kitchen with solid wood cabinets, and all new stainless appliances and of course fresh paint throughout the unit. Also, a completely new lanai enclosure as well as new concrete slab. The community itself has matured landscaping, a community pool and is a very quiet, peaceful neighborhood. The unit also includes two numbered/assigned parking spots directly in front of the unit for your convenience. If you’re looking for all the conveniences of Sarasota and a move-in ready Villa come take a look. Motivated Seller, Let's talk today!

727 N Jefferson Avenue Unit 727, Sarasota
3390 Ramblewood Court, Sarasota
$159,900
2 Beds ⋅ 3 Baths ⋅ Ramblewood Acres SubDv. ⋅ 34237 Zip Code
Virtually Staged. END-UNIT TOWNHOME WITH PRIVATE OUTDOOR SPACE IN GATED RAMBLEWOOD ACRES! Welcome to 3390 Ramblewood Court, offering 1,343 square feet of comfortable living space in a convenient Sarasota location. The main level features a spacious living and dining area, kitchen, convenient half bath, and a screened lanai for additional outdoor living. Upstairs, the bedrooms offer privacy and generous space, complemented by private outdoor areas including a spacious deck—perfect for relaxing and enjoying the Florida weather. Covered parking is another welcome benefit. Ramblewood Acres offers an impressive collection of amenities, including three swimming pools, tennis courts, a playground, and a spacious clubhouse with a fitness center, billiards room, library, and gathering spaces for social events. The gated community is conveniently located just minutes from Downtown Sarasota, shopping and dining, the Baltimore Orioles spring training stadium, Sarasota-Bradenton International Airport, UTC, and Sarasota’s world-renowned Gulf beaches. A wonderful opportunity to enjoy the Sarasota lifestyle with plenty of space, outdoor living, and community amenities close to everything.

3390 Ramblewood Court, Sarasota
1236 Tallywood Drive Unit 7029, Sarasota
$139,900
2 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code
TALLYWOOD 55+ COMMUNITY – VILLA-STYLE HOME! Welcome to this 2-bedroom, 2-bath villa-style home located in the Tallywood community in beautiful Sarasota, Florida. Offering a comfortable layout and the opportunity to make it your own, this property is ready for its next owner to bring their vision and personal touches. Enjoy the convenience of villa-style living in an established 55+ community, with a location close to shopping, restaurants, and everyday conveniences. Whether you’re looking for a seasonal retreat, full-time residence, or renovation opportunity, this property offers plenty of possibilities. Property is being sold as-is. Buyer to conduct their own due diligence regarding the property’s condition, community amenities, fees, and any applicable restrictions.

1236 Tallywood Drive Unit 7029, Sarasota
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