Mid Town Sarasota Homes with Pool Community Features

Mid Town Sarasota Homes with Pool Community Features

Welcome to Midtown Sarasota, a vibrant gem nestled in the heart of Florida's picturesque Sarasota County. Known for its eclectic blend of culture, art, and outdoor beauty, Midtown Sarasota offers an inviting atmosphere that appeals to families, professionals, and retirees alike. With its prime location, residents enjoy easy access to stunning beaches, lush parks, and an array of shopping and dining options that make this community truly special.

One of the standout features of Midtown Sarasota is its charming homes, many of which boast the coveted addition of private pools. Imagine relaxing in your own backyard oasis, soaking up the Florida sun or hosting delightful gatherings with friends and family. The homes in this community are designed with comfort and style in mind, often featuring spacious layouts, modern amenities, and beautifully landscaped yards. Whether you’re searching for a cozy bungalow or a contemporary family home, Midtown Sarasota has something to suit every taste.

In addition to the allure of private pools, Midtown Sarasota is known for its friendly neighborhood vibe. Residents take pride in their community, often coming together for local events, farmers' markets, and outdoor activities. With its close-knit atmosphere and diverse population, you’ll quickly feel at home here.

Explore the charm of Midtown Sarasota, where you can enjoy the perfect blend of relaxation, recreation, and community spirit. Discover your dream home with a pool today and embrace the Florida lifestyle you’ve always desired!

Newest Mid Town Sarasota Homes with Pool Community Features

1 Beds ⋅ 1 Baths ⋅ Park Lane SubDv. ⋅ 34237 Zip Code

Completely updated one-bedroom, one-bathroom condo in the much sought after community of Park Lane. This home offers stylish, move-in-ready living in one of Sarasota's most convenient locations. Every detail has been thoughtfully updated, creating a home that blends modern finishes with effortless, low-maintenance living. The beautifully remodeled kitchen features quartz countertops, a glass tile backsplash, stainless steel appliances, and recessed lighting, with tile flooring throughout. The updated bathroom showcases a custom frameless glass shower enclosure, and additional improvements include new doors, new windows, and updated appliances, providing peace of mind for years to come. Conveniently located just across from Publix and minutes from Downtown Sarasota, you'll enjoy easy access to award-winning dining, shopping, theaters, Payne Park, Marina Jack, St. Armands Circle, Lido Key Beach, and the world-famous beaches of Siesta Key. The community maintains a peaceful residential atmosphere with no pets and no smoking permitted. Leasing is allowed with a minimum three-month lease, limited to two leases per year. Subleasing and commercial use are prohibited. Whether you're searching for a full-time residence, seasonal retreat, or low-maintenance Sarasota getaway, this beautifully updated condominium offers exceptional value, outstanding convenience, and true move-in-ready condition. Schedule your private showing today.

2155 Wood Street Unit A22, Sarasota

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

This beautiful new paired home in Payne Park Village blends vibrant lifestyle spaces with top-quality craftsmanship. Achieve your interior design ambitions in the glamorous and spacious open-concept floor plan with beautiful laminate flooring and huge, energy-efficient windows that fill the home with cool natural light. The epicurean kitchen includes a breakfast island with quartz countertops and white 42"cabinets and a step-in pantry. Your elegant Owner's Retreat features luxury bathroom amenities and an enhanced walk-in closet. The downstairs bedroom provides a private bathroom and a brilliant place for growth and personalization. With Downtown Sarasota in your backyard, and direct access to legacy trail, you are sure to live your best life here in Payne Park Village.

2317 Lindstrom Street, Sarasota

2 Beds ⋅ 2 Baths ⋅ Park Lane SubDv. ⋅ 34237 Zip Code

This is the one! Two bedroom, two bathroom, first floor, back corner unit, directly adjacent to Payne Park in highly desirable Downtown Sarasota at the Retro Chic Park Lane community! Split floor plan for privacy means a primary bedroom with ensuite bath & dedicated full bath for guests. Vintage details include custom built ins and original terrazzo floors! Open living area with glass sliders leads to an enclosed lanai overlooking the lushly landscaped courtyard with inground pool. Recent updates include a New Stove, Microwave, Refrigerator, Water Heater, Roof, Sewer Line & Parking Lot! Embrace the best of Sarasota living with the beautiful Payne Park at your doorstep featuring 29 acres of recreation & relaxation complete with walking trails, bike path, skate park, playground, frisbee golf, tennis courts & more! Dedicated parking space in front of unit, separate & secure storage space & two laundry facilities on site. Adjacent to Publix supermarket, & close proximity to Selby Botanical Gardens, amazing restaurants and urban amenities like the Bayfront Park, weekly farmers market & so much more including the boutiques of St. Armand's circle, white sands of Lido Beach & the world renowned Siesta Key! Perfect choice for a snowbird's winter retreat, in town escape, affordable primary residence or investment property!

2155 Wood Street Unit A26, Sarasota

2 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code

Back on market and vacant! Stylish & Light-Filled Condo Near Downtown Sarasota with a brand new roof! This beautifully updated 2-bedroom, 1-bath condo offers a bright, open feel with vaulted ceilings, skylights, and large windows that bring in tons of natural light. Upgraded with luxury vinyl flooring and fresh interior paint, the space feels modern and inviting. The kitchen and bathroom feature sleek matching granite countertops, while ample storage ensures everything has its place. Enjoy the convenience of a brand-new AC with a 10-year transferable warranty, plus front and back porches perfect for relaxing outdoors. Just minutes from downtown Sarasota, this move-in-ready home is an incredible opportunity for an investment or new home in a prime location!

500 N Jefferson Avenue Unit B-5, Sarasota

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

Modern elegance meets urban convenience in this stunning four-year-old townhouse. This is a wonderful floor plan: Three stories seamlessly blend functionality and style, offering three bedrooms with ensuite baths. The airy living space captivates with vaulted ceilings and a spacious kitchen, punctuated by an illuminated custom wine rack and a large custom walk-in primary closet. A private courtyard offers a quiet outdoor escape, balanced by access to a refreshing community lap pool and spa. Nestled in a vibrant neighborhood, you are just a short walk from downtown's best restaurants and shops, with the Legacy Trail, Payne Park, and a dozen soft tennis courts steps away.

2501 Boone Court, Sarasota

1 Beds ⋅ 1 Baths ⋅ Park View SubDv. ⋅ 34237 Zip Code

The best-priced unit in gated ParkView — with income in place through March 2027! Beautifully updated and in move-in-ready condition, this 1 BR/1 BA second-floor corner unit occupies the desirable northwest corner of the building, offering added privacy, extra natural light, and serene park views from an elevated vantage point. The west-facing front welcomes gorgeous afternoon light and sunset skies, while the interior shows like new. Inside you'll find stainless steel appliances, granite countertops, a new dishwasher ('24), an in-unit washer/dryer, and ceramic tile throughout the main living area and bath. Freshly painted with brand-new, high-quality carpet installed in March 2026 (bedroom, hallway, and walk-in closet), the unit is clean, bright, and truly turnkey. Priced to be the most affordable home in all of ParkView, this is a rare chance to own in one of Sarasota's most convenient gated communities at a price point you won't find anywhere else in the complex. A responsible annual tenant is in place through March 31, 2027, providing income while you plan your move. ParkView is a gated community centrally located less than 5 minutes from downtown Sarasota. Residents enjoy two swimming pools, outdoor grilling and entertainment areas, a fitness room, and a recently renovated clubhouse. You're just minutes from St. Armands Circle, Lido Beach, Longboat Key, Siesta Key, the Ringling, the Van Wezel, downtown theatres, dining, shopping, and Sarasota's celebrated arts and cultural scene — with quick access to US-41, I-75, and the airport. Whether you're looking for a primary residence, a seasonal getaway, or a first step into ParkView at the community's best price, this condo delivers unmatched value in a prime location. Schedule your showing today! Seller pays for Owner's Title Policy and selects Cloud Title

972 La Costa Circle Unit 8, Sarasota

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

3 Beds ⋅ 4 Baths ⋅ Payne Park Village Ph Ii SubDv. ⋅ 34237 Zip Code

BEST DEAL in town!! Where modern sophistication meets the energy of downtown Sarasota, this exceptional three-story residence offers a lifestyle few homes can match. Designed with one of the community's most desirable layouts, the home features additional windows that flood the second floor with natural light, creating an atmosphere that feels bright, open, and effortlessly refined. Thoughtfully curated with designer finishes throughout, the home balances clean contemporary style with everyday comfort. At its heart, the chef's kitchen showcases sleek Quartz surfaces, premium appliances, abundant storage, and an oversized island that invites everything from casual mornings to elegant entertaining. The open-concept living spaces flow seamlessly to a private balcony, while a versatile first-floor suite with its own full bath offers the ideal space for guests, a home office, or a private retreat. Upstairs, the primary suite is a sanctuary of understated luxury, complete with a spa-inspired bath and expansive walk-in closet. Every detail has been carefully selected to create an atmosphere that is both sophisticated and welcoming. Completing the home is an oversized two-car garage featuring upgraded overhead storage on both sides serving as an exceptional convenience for organizing beach gear, bicycles, and seasonal essentials without sacrificing parking or living space. Beyond your front door, the Sarasota lifestyle truly comes to life. Just a short stroll away, Payne Park offers a lush urban oasis with scenic ponds, walking paths, tennis courts, and direct access to the Legacy Trail bringing nature, recreation, and wellness seamlessly into your everyday routine. Spend your afternoons exploring downtown's celebrated culinary and arts scene, then end the day with a sunset at Lido Key. Resort-style amenities including a sparkling pool, spa, cabana, and dog park complete this exceptional lifestyle. Rarely does a home combine exceptional design, abundant natural light, thoughtful functionality, and an unmatched downtown lifestyle so effortlessly and at such a low price! This is more than a residence, it's an invitation to experience Sarasota at its finest. Schedule your private showing TODAY before it’s gone !!

2505 Boone Court, Sarasota

1 Beds ⋅ 1 Baths ⋅ Park Lane SubDv. ⋅ 34237 Zip Code

Charming one bedroom condominium in downtown Sarasota. Unbeatable location and price! Discover the convenience and comfort in this affordable one-bedroom, one-bath condominium near downtown Sarasota. With 639 square feet of living space, this inviting retreat offers a garden-view balcony overlooking a beautifully maintained courtyard, filling your home with natural light. Freshly painted, nice tile, new blinds and refinished cabinets with granite countertops. In an ideal location, this community provides easy access to Payne Park, downtown Sarasota and Legacy Trail, making it ideal for active lifestyles. Enjoy the amenities of Payne Park, featuring the Payne Park Tennis Center with 12 Har-Tru tennis courts, eight pickleball courts, disc golf, a skate park, picnic areas, a circus-inspired playground with a small splash area, rock climbing and other activities, an amphitheater and the popular Circus Park Café. For biking enthusiasts, the nearby Sarasota Legacy Trail offers over 23 miles of scenic, non-motorized trails connecting Venice to Sarasota. Publix is also conveniently nearby. Inside, the unit features a spacious living and dining area, a galley kitchen with a Samsung stainless refrigerator and range new in 2023 and a balcony offering serene courtyard views. This is a fantastic opportunity to add your personal touch at the lowest price for a one-bedroom unit in the community. Community features include a refreshing pool, a clubhouse with a library, one assigned parking space, onsite laundry and storage lockers. With a new roof (2023) and no flooding in recent storms, according to the owner, this property offers security and stability. Don’t miss this rare opportunity to own an affordable home in Sarasota’s prime location.

2155 Wood Street Unit A14, 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

2 Beds ⋅ 3 Baths ⋅ Ramblewood Acres SubDv. ⋅ 34237 Zip Code

Short Sale. Located in a desirable Sarasota location, this 2-bedroom, 2.5-bath townhome offers a functional two-story floor plan with covered parking and comfortable living spaces designed for everyday convenience. The layout provides well-separated bedrooms, each with access to bathroom facilities, making it an excellent option for a variety of living arrangements. The first floor features newly installed flooring, creating a refreshed living space ready for the next owner's personal touches. Based on available information, the property appears to be in generally good condition; however, buyers are encouraged to conduct their own inspections to verify the condition and functionality of all systems, components, and improvements. Conveniently located near shopping, dining, parks, medical facilities, downtown Sarasota, and the area's renowned Gulf Coast beaches, this property offers an excellent opportunity to enjoy everything Sarasota has to offer. Buyers and agents should review all MLS supplements and private remarks for important information regarding the purchase process. Buyers should verify all information. Agents: Please review all private remarks and MLS supplements prior to scheduling a showing.

3312 Ramblewood Place, Sarasota

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