Mid Town Sarasota Homes with Private Pool type

Mid Town Sarasota Homes with Private Pool type

Welcome to Midtown Sarasota, a vibrant and inviting neighborhood nestled in the heart of Sarasota, Florida. Known for its eclectic mix of culture, art, and community spirit, Midtown offers residents a unique lifestyle that perfectly balances urban convenience with suburban charm. With its close proximity to the stunning Gulf Coast beaches and a plethora of shopping, dining, and entertainment options, Midtown Sarasota is an ideal location for families, professionals, and retirees alike.

One of the standout features of homes in this delightful area is the abundance of properties equipped with private pools. Imagine stepping into your own backyard oasis, where you can unwind after a long day or host lively gatherings with family and friends. These homes with private pools not only provide a refreshing escape from the Florida sun but also enhance your living experience, allowing you to enjoy the beauty of outdoor living year-round.

Midtown Sarasota is characterized by its diverse architectural styles, from charming bungalows to modern masterpieces, ensuring that there’s a perfect home for everyone. The community is also home to beautiful parks, top-rated schools, and friendly neighbors, fostering a sense of belonging and community spirit.

Whether you’re taking a leisurely stroll through the neighborhood, enjoying a meal at a local café, or soaking up the sun by your private pool, Midtown Sarasota truly offers a lifestyle that combines relaxation with excitement. Discover your dream home in this enchanting neighborhood, and experience the best that Sarasota has to offer!

Newest Mid Town Sarasota Homes with Private Pool type

3 Beds ⋅ 2 Baths ⋅ Glen Ridge SubDv. ⋅ 34237 Zip Code

Just What You’ve Been Looking For! Fully Furnished turnkey 3-bedroom, 2-bath pool home, perfectly suited for a family, vacation getaway, or investment property. Ideally located just minutes from Downtown Sarasota, this home offers an excellent combination of location, lifestyle, and outdoor living. Enjoy easy access to numerous city parks, highly rated schools, shopping, dining, and the award-winning Gulf beaches. The recently completed and nicely paved Legacy Trail is nearby, providing the perfect setting for walking, biking, running, rollerblading, or enjoying a leisurely family stroll. Outdoor living is truly a highlight of this property! The home features a freshly stained 30’ x 53’ concrete patio surrounding a large 28’ x 14’ in-ground pool, creating an ideal space for entertaining, relaxing, and making memories with family and friends. Inside, you’ll find durable terrazzo flooring throughout, along with a light and bright interior and recently painted living spaces. There are 2 bathrooms including a bathtub in one and a walk in shower in the other. The home also offers a large, shaded front yard and the freedom of no HOA or deed restrictions. Whether you’re looking for a full-time residence, vacation home, or investment opportunity, this property offers tremendous potential in a fantastic Sarasota location. Don’t miss this opportunity—schedule your private showing today and let the good times begin!

2941 Poplar Street, Sarasota

6 Beds ⋅ 6 Baths ⋅ 0000 - Not Part Of A Subdivision SubDv. ⋅ 34237 Zip Code

Rare Find Sarasota duplex opportunity with a private swimming pool and exceptional flexibility for investors, multigenerational living, or an owner-occupant looking to generate rental income! Tucked away on a quiet cul-de-sac, 1213/1215 Benedict Ct offers two spacious units with a total of 6 bedrooms and 6 full bathrooms. Each unit features 3 bedrooms and 3 full baths, with every bedroom having access to its own full bathroom—an ideal layout for privacy, guests, extended family, or rental use. The property also offers mother-in-law suite functionality with a kitchenette for additional flexibility. One unit has been beautifully renovated, including an extensively renovated kitchen in approximately 2020, and is being offered fully furnished for a potential turnkey rental opportunity. Seller represents roof was replaced in approximately 2020; buyer to verify permitting, age, and condition. Enjoy the Florida lifestyle with a private swimming pool and patio area perfect for relaxing and entertaining. Additional highlights include two separate addresses and a versatile duplex configuration. Conveniently located near Downtown Sarasota with easy access to shopping, dining, entertainment, and Sarasota's world-famous Gulf Coast beaches. The property offers excellent potential for traditional, furnished, or short-term vacation rental use, subject to applicable City of Sarasota requirements. Live in one side and rent the other, accommodate extended family, or add a versatile Sarasota income property to your portfolio. Buyer and buyer's agent to verify room configuration, permitting, rental requirements, measurements, and all information deemed important to buyer.

1213 Benedict Court, Sarasota

5 Beds ⋅ 5 Baths ⋅ Poms Park SubDv. ⋅ 34237 Zip Code

Pre-Construction. To be built. Experience the best of the Sarasota lifestyle in this thoughtfully designed modern residence, created for effortless Florida living, entertaining and flexibility. Offering 5 bedrooms plus a versatile bonus room, 4.5 bathrooms, 2,900 sqft of air-conditioned living space and 3,389 total sqft, the home combines contemporary architecture with a highly functional floor plan. At the heart of the residence, expansive open-concept living spaces flow seamlessly to the outdoors, creating an ideal setting for both everyday living and entertaining. The private outdoor retreat features a pool, outdoor kitchen and outdoor shower, perfect for sun-filled afternoons, weekend gatherings and evenings spent dining poolside. A two-car garage and flexible bonus room provide additional space for guests, a home office, fitness room, media room or playroom. Located within the City of Sarasota, the property offers convenient access to Downtown Sarasota’s acclaimed dining, shopping, arts and entertainment, while remaining just a short drive from the area’s renowned Gulf Coast beaches. Enjoy nearby access to the Legacy Trail, Sarasota’s parks, waterfront destinations and everything that makes the city one of Florida’s most desirable places to live. Adding to its appeal is the property’s potential for short-term rental use, creating flexibility for buyers seeking a primary residence, vacation retreat or income-producing investment. Whether enjoyed as a full-time home or a private Florida escape, this residence offers a compelling combination of modern design, resort-style amenities, location and lifestyle.

2350 Bay St, Sarasota

3 Beds ⋅ 1 Baths ⋅ Lockwood Gardens SubDv. ⋅ 34237 Zip Code

Sarasota Pool Home with NO HOA and Major Recent Updates! A screened pool, a spacious fenced backyard, no HOA, and several major recent improvements make this three-bedroom Sarasota home an especially appealing find. Inside, the home features a comfortable living area with crown molding, tile and laminate wood flooring, and a bright kitchen with quartz counters, white cabinetry, stainless steel appliances, recessed lighting, generous counter space, and a large island/breakfast bar. The screened swimming pool offers plenty of surrounding deck space for relaxing, dining, and entertaining. Beyond the pool enclosure, the expansive fenced backyard provides even more room for pets, gardening, recreation, or creating your own outdoor retreat. Several important improvements have already been completed, including a new A/C system in 2025, water main and backflow system in 2026, and roof in 2019. The refrigerator and dryer were also replaced in 2026. An attached one-car garage provides additional storage and everyday convenience. Conveniently located near Downtown Sarasota, the home offers easy access to shopping, dining, entertainment, parks, and the area’s many cultural attractions. Whether you are purchasing your first home, downsizing, or simply looking for a Sarasota pool home without HOA restrictions, this property offers comfort, convenience, and plenty of room to enjoy the Florida lifestyle.

3338 Bailey Street, Sarasota

5 Beds ⋅ 5 Baths ⋅ La Linda Terrace SubDv. ⋅ 34237 Zip Code

Under Construction. A striking expression of modern luxury, this custom-built residence by Segatto Property Solutions Inc. is an exceptional new offering in Sarasota's highly sought-after Arlington Park. Scheduled for completion in 2026, this architecturally refined estate blends sophisticated design, uncompromising craftsmanship, and enduring quality in one of the city's most desirable locations. Designed for elevated living, the five-bedroom, four-and-a-half-bath residence with a private office welcomes you with dramatic 22-foot ceilings, expansive walls of glass, and an abundance of natural light that accentuates its clean architectural lines and curated designer finishes. The open-concept great room is anchored by a sleek contemporary LED fireplace and flows effortlessly into the dining area and gourmet kitchen, creating an elegant setting for both intimate gatherings and grand entertaining. The chef's kitchen is thoughtfully appointed with luxury SKS appliances, custom cabinetry, premium finishes, and an expansive island designed to be the heart of the home. Wide-plank luxury vinyl flooring, designer lighting with dimmable controls, and meticulous attention to detail elevate every space, creating a refined yet welcoming atmosphere. Built entirely of concrete block from foundation to roofline, this residence is engineered for lasting strength and peace of mind. Hurricane-impact windows and sliding glass doors, combined with a standing-seam metal roof, provide exceptional durability, energy efficiency, and resilience without compromising architectural beauty. The thoughtfully designed floor plan offers five spacious bedrooms, including luxurious private retreats, four-and-a-half beautifully appointed baths, and a dedicated office ideal for today's lifestyle. Every room has been carefully planned to maximize comfort, functionality, and privacy. Outdoor living is equally spectacular. Expansive covered lanais overlook the heated saltwater pool, creating a seamless extension of the home's living space. A fully equipped outdoor kitchen and bar invite effortless entertaining, while the maintenance-free turf backyard features a private putting green, generous fire pit gathering area, and beautifully designed spaces to relax and enjoy Sarasota's year-round sunshine. Completing the residence is an oversized three-car garage, LG Smart washer and dryer, premium designer fixtures, and thoughtfully integrated smart-home technology that enhances everyday living with modern convenience. Perfectly positioned in Arlington Park, residents enjoy immediate access to Sarasota Memorial Hospital, Southside Village, and downtown Sarasota's celebrated collection of fine dining, boutiques, galleries, and performing arts venues. Arlington Park's recreational amenities, the pristine beaches of Siesta Key, and Sarasota's picturesque waterfront are all just minutes away. Offering exceptional craftsmanship, luxurious amenities, and an unrivaled location, this is a rare opportunity to own a custom-built residence that embodies the very best of contemporary Sarasota living. Renderings are conceptual only and subject to change without notice during construction.

2122 Waldemere Street, Sarasota

2 Beds ⋅ 1 Baths ⋅ Bahia Vista Highlands SubDv. ⋅ 34237 Zip Code

Two platted lots totaling nearly a quarter acre in Sarasota's Bahia Vista Highlands, one block from Pinecraft and minutes to downtown. The property includes a 1958 single-story home with attached carport, an in-ground pool with patio, and a deep, tree-shaded yard. Central to Sarasota Memorial, Bahia Vista and Tuttle shopping, and the bayfront.

1125 Pattison Avenue, Sarasota

4 Beds ⋅ 4 Baths ⋅ Paver Park Estates 1st Add SubDv. ⋅ 34237 Zip Code

Virtually Staged. Welcome to 2604 Sydelle Street, a breathtaking custom-built residence by Fine Construction that seamlessly blends timeless elegance, superior craftsmanship, and modern luxury. Perfectly positioned on a spacious corner lot in one of Sarasota’s most desirable locations, this exceptional home offers 4 bedrooms, 4 full bathrooms, a glass-enclosed den, and 3,523 square feet of thoughtfully designed living space tailored for both everyday comfort and sophisticated entertaining. From the moment you arrive, the home’s striking curb appeal and meticulous attention to detail set the tone for what awaits inside. Step through the custom entryway and impressive pivot door to discover an open-concept floor plan filled with natural light, soaring ceilings, and premium finishes throughout. Engineered hardwood flooring flows seamlessly from room to room, adding warmth and elegance while complementing the home’s contemporary design. At the heart of the home is a chef-inspired gourmet kitchen, thoughtfully appointed with custom European style cabinetry, stunning Taj Mahal quartzite countertops, premium Thermador appliances, and an expansive island that serves as the perfect gathering place for family and guests. A spacious butler’s pantry provides additional storage and prep space, making entertaining effortless while maintaining a clean, refined aesthetic. The luxurious primary suite serves as a private retreat, offering a spacious walk in shower and generous closet space designed with both comfort and functionality in mind. Each additional bedroom is thoughtfully appointed with ample space and access to beautifully finished bathrooms, ensuring comfort and privacy for family members and guests alike. The first floor den offers flexibility as a home office, media room, or guest space. Designed to embrace Florida’s indoor outdoor lifestyle, the expansive sliding glass doors open to a spectacular outdoor living area. The custom-designed pool is the centerpiece of the backyard oasis, complemented by a fully equipped outdoor kitchen and covered entertaining space, creating the perfect setting for year round gatherings, relaxation, and enjoying Sarasota’s beautiful weather. Additional features include a rare drive through garage, offering enhanced convenience, storage options, and flexibility for recreational vehicles or extra parking. Every detail of this residence has been carefully curated to provide a luxurious yet functional living experience. Located in the heart of Sarasota, this exceptional property offers unparalleled access to the area's finest amenities. Just minutes from downtown Sarasota, residents can enjoy world class dining, boutique shopping, arts and cultural attractions, waterfront parks, and the pristine Gulf Coast beaches that make Sarasota one of Florida’s most sought after destinations. This is a rare opportunity to own a truly custom luxury home in an unbeatable location. Schedule your private showing today and experience the extraordinary quality, design, and lifestyle that 2604 Sydelle Street has to offer.

2604 Sydelle Street, Sarasota

4 Beds ⋅ 4 Baths ⋅ Hudson Park SubDv. ⋅ 34237 Zip Code

Virtually Staged. Brand new and move-in ready, this four-bedroom, three-and-a-half-bath Alta Vista residence is distinguished by concrete block construction on both floors, a pitched standing seam metal roof, two primary bedroom suites, an outdoor swimming pool with sun shelf and massage waterfall, an outdoor kitchen, and an oversize two-car garage designed to accommodate pickup trucks. Other important features include a climate-controlled wine room, central vacuum, two jetted bathtubs, and brick paver driveway, walkways and foundation border. Built by its owner, a certified general contractor and pool builder who worked alongside his crew from foundation to finish, the home offers 2,976 square feet of air-conditioned living space with a loft and 10-foot ceilings on both levels. R-38 spray foam insulation in the walls and ceilings, impact-resistant windows and sliding doors, dual air-conditioning systems and a 375-gallon propane tank contribute to its substantial construction. A dramatic two-story foyer with chandelier introduces the open-concept first floor. The main living area features a coffered ceiling with cove lighting, 30-by-30-inch high-gloss porcelain tile laid diagonally, illuminated wall niches and 8-foot solid-core interior doors. The home includes two primary bedroom suites, offering flexibility for multigenerational living, long-term guests or a private second-floor retreat. Two jetted bathtubs enhance the spa-like bathroom experience, and engineered hardwood flooring extends throughout the upper level. Natural stained shiplap ceilings finish the covered front entry and lanai. The outdoor living area includes a fully equipped outdoor kitchen overlooking the 28-by-12-foot swimming pool. The pool features a six-foot sun shelf, a massage waterfall and a six-foot-six-inch deep end. The fully fenced and gated backyard extends well beyond the pool, providing additional room for recreation, pets or gardens. A brick paver driveway, matching brick paver walkways and a brick paver foundation border are installed in a geometric ashlar pattern with contrasting accent borders. The oversize two-car garage fits full-size pickup trucks and includes a dedicated electric vehicle charger. Located in Sarasota’s Alta Vista neighborhood, the property is two blocks from the Legacy Trail and approximately one mile from Southside Village, Sarasota Memorial Hospital, Payne Park and downtown Sarasota. Sarasota Bay is within two miles, while Lido Beach and Siesta Key are within six miles. Dining, cultural venues, parks, medical facilities and Sarasota’s principal business corridors are only minutes away.

2483 Bay Street, Sarasota

3 Beds ⋅ 2 Baths ⋅ Avion Plat Of SubDv. ⋅ 34237 Zip Code

*This is the One!*Well maintained 3bed home located on a double lot*Fenced in backyard features an open inground pool*1 car garage*Central location to access schools, restaurants, shopping, medical centers, I-75, beaches and entertainment options galore*

407 N Pompano Avenue, Sarasota

3 Beds ⋅ 2 Baths ⋅ Avon Heights SubDv. ⋅ 34237 Zip Code

Welcome to 1185 S Shade Ave, where location, style, and lifestyle come together in one exceptional property. Perfectly positioned just minutes from Downtown Sarasota, Siesta Key’s world-renowned beaches, Sarasota Memorial Hospital, top-rated schools, and Sarasota-Bradenton International Airport, this home offers true convenience in one of the area’s most sought-after corridors. Plus, enjoy peace of mind with NO HOA and located outside of a flood zone. Situated on a rare, oversized corner lot, this fully fenced property delivers privacy and curb appeal, while the backyard is built for Florida living. Enjoy a gorgeous saltwater heated pool (installed October 2021), surrounded by a travertine paver deck and low-maintenance turf yard, creating the ultimate outdoor retreat for entertaining or relaxing year-round. Inside, the home has been completely remodeled with a modern, high-end finish throughout. Features include luxury vinyl plank flooring, fresh interior paint, upgraded lighting, custom accent walls, and recessed lighting throughout. The stunning white kitchen is a true centerpiece, offering dark stainless steel appliances, soft-close cabinetry, a waterfall-edge countertop, glass tile backsplash, vent hood, ledgestone accents, and a spacious walk-in pantry. Originally built in 1949, this home was taken down to one interior wall and fully rebuilt in 2012, with all major systems and finishes updated throughout. Offering nearly 2,000 square feet, the layout is both functional and inviting. Recent updates include a brand new hot water heater and a 3-ton AC system installed in May 2022, providing added peace of mind and efficiency. The property also features an oversized 20x32 garage with a motorized screen, ideal for keeping the space cool while working, along with a covered carport for additional shaded parking. Offered fully furnished, this property is truly turnkey, making it ideal as a full-time residence, second home, or income-producing investment. Opportunities like this are rare — a fully remodeled, move-in ready home with a newer pool, updated major systems, oversized lot, NO HOA, not in a flood zone, and a prime Sarasota location, all at a compelling price point. This is one you don’t want to miss.

1185 S Shade Avenue, Sarasota

3 Beds ⋅ 1 Baths ⋅ Bahia Vista Highlands SubDv. ⋅ 34237 Zip Code

This is the One! *Charming 3-bedroom, 1-bath home ideally located near world-famous Pinecraft in Sarasota*This property features a private in-ground pool with a screened enclosure, perfect for enjoying Florida’s beautiful weather year-round*Major upgrades already completed! This home features a brand new roof and brand new energy-efficient windows and patio sliders, with over $50,000 invested in recent improvements*Bonus feature: A quality 12' x 12' storage shed — approximately a $5,000 value — ideal for storage, hobbies, or workshop space*Conveniently situated just minutes from the newly expanded and very popular Legacy Trail, offering miles of scenic paths for biking, walking, and outdoor recreation*A great opportunity to enjoy the best of the Sarasota lifestyle in a prime location*

1015 Rhodes Avenue, Sarasota

4 Beds ⋅ 4 Baths ⋅ Hudson Park SubDv. ⋅ 34237 Zip Code

As seen on Fox 4 Sarasota's Out and About! Experience refined modern living at 2475 Bay Street, a brand-new contemporary residence offering 2,874 square feet of thoughtfully designed space. Clean architectural lines and a striking façade set the tone, while inside, sun-filled interiors reveal soaring ceilings, expansive open-concept living areas, and walls of glass that create a seamless indoor-outdoor connection. The home is designed to feel both elevated and livable, with spaces that flow naturally for entertaining, relaxing, and everyday life. The home features four bedrooms and four bathrooms, including a main-level primary suite that offers split-plan privacy and direct access to the pool area. The primary bath includes a double vanity, walk-in shower, soaking tub, and spacious his-and-hers closets with built-in accessories. The chef’s kitchen is outfitted with Café appliances accented in gold, premium cabinetry, Calcutta quartz countertops throughout the home, and a dramatic waterfall island seating eight. An upstairs living area overlooks the main level and opens to a second-story balcony, while additional bedrooms feature en-suite baths for comfort and privacy. Additional highlights include a custom resort-style pool, fully fenced yard, covered lanai with a fully equipped outdoor kitchen, two-car garage, energy-efficient construction, paver driveway accommodating up to four vehicles, and a mudroom with direct access to the pantry. Ideally located in central Sarasota, this home offers a peaceful residential setting with quick access to downtown and the area’s top attractions. Enjoy nearby Main Street dining, boutique shopping, and cultural venues such as the Sarasota Opera House, Florida Studio Theatre, and McCurdy’s Comedy Theatre. Outdoor and lifestyle destinations include Bayfront Park and Marina, Marie Selby Botanical Gardens, Payne Park, St. Armands Circle, Sarasota Jungle Gardens, The John and Mable Ringling Museum of Art, and Mote Marine Aquarium. World-renowned beaches including Siesta Key, Lido Key, and Longboat Key are just minutes away, along with convenient access to Publix, Sarasota Memorial Hospital, top schools, and Sarasota-Bradenton International Airport. Schedule your private tour and experience the design, flow, and lifestyle of this unique Sarasota property before it slips away.

2475 Bay Street, Sarasota

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