Mid Town Sarasota Homes with Sidewalk Exterior Features

Mid Town Sarasota Homes with Sidewalk Exterior Features

Welcome to Midtown Sarasota, a vibrant and charming neighborhood nestled in the heart of Sarasota, Florida. Known for its rich cultural scene and friendly atmosphere, Midtown is a perfect blend of urban convenience and suburban tranquility. With its lush landscapes, close-knit community, and a variety of local amenities, this area offers an inviting lifestyle that appeals to families, retirees, and young professionals alike.

One of the standout features of homes in Midtown Sarasota is their delightful sidewalk exterior. Imagine strolling through tree-lined streets, enjoying the warm Florida sunshine as you take leisurely walks or bike rides with family and friends. The sidewalks not only enhance the community's charm but also promote an active lifestyle, encouraging residents to engage with their surroundings and neighbors.

Midtown is conveniently located near an array of shops, restaurants, and parks, making it a hub for social activities and outdoor enjoyment. Whether you’re indulging in a local café, exploring the nearby art galleries, or spending an afternoon at one of the many parks, there’s always something to do. The neighborhood also boasts excellent schools and easy access to major roadways, providing a seamless connection to the greater Sarasota area and its stunning beaches.

In Midtown Sarasota, you’ll find homes that reflect the area’s character, with inviting designs and well-maintained exteriors. The combination of beautiful homes and friendly sidewalks creates a welcoming environment that fosters community spirit. Discover your dream home in Midtown Sarasota, where every day feels like a vacation in paradise!

Newest Mid Town Sarasota Homes with Sidewalk Exterior Features

2555 Ruffing Court, Sarasota
$690,000
3 Beds ⋅ 4 Baths ⋅ Payne Park Sub SubDv. ⋅ 34237 Zip Code
Virtually Staged. Enjoy modern style and low-maintenance living in this three-story, end-unit townhome with only one shared wall at 2555 Ruffing Court in Payne Park Village. Built by David Weekley Homes, this home presents inviting indoor spaces and the charm of a coastal neighborhood, just across from Payne Park and The Legacy Trail. A fenced courtyard with tropical landscaping and a covered entry creates a welcoming first impression. Inside this 3-bedroom, 3.5-bath residence, luxury vinyl plank flooring flows through the main living areas, while MSI Quartz countertops provide a consistent upscale finish throughout the kitchen and baths. Carpeting adds comfort to all three bedrooms, while tile flooring provides a practical finish in each bathroom. With a bedroom and full bath on each of the three levels, along with flexible living spaces, this thoughtfully designed layout offers versatility for multi-generational living, so you can choose your preferred primary suite on any floor. The first floor includes a private bedroom with direct access to a bath. A flex nook, foyer, and attached two-car garage with storage add functionality. Upstairs, the second level is the heart of the home, where an open great room, dining area, and kitchen create space for living and effortless entertaining. The kitchen is appointed with white cabinetry, MSI Quartz counters, stainless steel appliances, a tiled backsplash, recessed lighting, and a center island with sink and breakfast bar seating. Luxury vinyl plank floors and abundant natural light enhance the space. This level also includes a powder room, laundry closet, and pantry. The primary suite includes a walk-in closet and en suite bath with dual vanities, MSI Quartz surfaces, private water closet, and a walk-in shower with a rainfall showerhead. The third floor adds a bedroom with a walk-in closet, a full bath, and an inviting loft overlooking the great room below. The loft can serve as a home office, media lounge, creative studio, or additional gathering space. Payne Park Village provides an appealing combination of coastal architecture, landscaped courtyards, green spaces, and private community amenities, including a swimming pool and spa. Payne Park, just across the street, features tennis courts, multi-use paths, disc golf, a skate park, a playground, an amphitheater, a café, and open green areas. The Legacy Trail has additional pedestrian and biking options. Located near downtown Sarasota, this home is close to restaurants, boutiques, galleries, theaters, cultural attractions, and the bayfront. Golfers will appreciate the nearby Bobby Jones Golf Club. Marina Jack, St. Armands Circle, and the beautiful Gulf Coast beaches are also within easy reach. From Payne Park's green space to downtown Sarasota's restaurants, culture, and waterfront, this location puts so much of what makes Sarasota special within easy reach.

2555 Ruffing Court, Sarasota
2551 Aspinwall Street, Sarasota
$599,000
3 Beds ⋅ 2 Baths ⋅ Odom Park SubDv. ⋅ 34237 Zip Code
Stunning light-filled Mid Century modern architectural gem on a quiet cul-de-sac just minutes from downtown Sarasota's hopping Main Street nightlife. In addition to its open floor plan, this marvel features a modern kitchen with soft-close cabinets and pantry storage, new appliances, restored original terrazzo flooring, and modern bathroom updates. This home is the perfect entertainment space with a bright and airy open kitchen/living/dining area to enjoy conversation while cooking over the spacious and extended Quartz island/bar area. There is a large bonus room that leads to a landscaped and covered paver patio with extended gravel pad for additional enjoyment of the large landscaped partially fenced-in lot with plenty of space to install a new pool. This 3/2 home boasts a primary bedroom that includes an ensuite bathroom with a double sink and sunken shower. The split plan allows for maximum privacy with two guest rooms and additional double sink full bath on the opposite side of the house. Additionally, there is a garage with a separate entrance and new epoxy flooring that could be converted into additional living space or a home office given the abundance of parking in the driveway and gravel driveway extension. The gravel driveway extension extends beyond the plane of the house allowing for RV, trailer or boat parking. Beyond the close proximity to downtown restaurants and shops (approximately 1 mile to Main Street), beaches, schools, and an award-winning hospital, this home is also minutes from Payne Park tennis center and the 40-mile Legacy trail. Importantly, this is a turn-key block home with (2025) impact windows, a (2023) shingle roof, and (2021) primary HVAC and electrical systems. The home is also outside of any lettered flood zone category.

2551 Aspinwall Street, Sarasota
1201 Tallywood Drive Unit 7001, Sarasota
$205,000
2 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code
Sarasota FL Villa – Your Florida Lifestyle for Just $205,000! Enjoy the best of Florida living in this inviting 2-bedroom, 2-bath villa in a 55+ community in Sarasota! Priced well, this is a wonderful opportunity to enjoy a relaxed lifestyle in a location close to everything that makes Sarasota special. Whether you're looking for a full-time residence, a seasonal Florida getaway, or a place to enjoy your retirement years, this villa offers an opportunity to make the Sunshine State your home without breaking the bank. Enjoy Sarasota's beautiful beaches, shopping, dining, golf, entertainment, and year-round sunshine, all within reach. Don't miss this opportunity to own your piece of Sarasota at an attractive price! If you've been waiting for the right time to make your move to Florida, this could be the one.

1201 Tallywood Drive Unit 7001, 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
642 N Jefferson Avenue Unit 13, Sarasota
$199,900
2 Beds ⋅ 2 Baths ⋅ Bermuda Park SubDv. ⋅ 34237 Zip Code
Virtually Staged. Welcome to 642 N Jefferson Ave, a 2-bedroom, 2-bath condo in Bermuda Park offering a spacious layout, vaulted ceilings, a private screened lanai, and no rear neighbors—all just minutes from Downtown Sarasota. Located in one of the newer buildings in the community, this condo features an open-concept living area with abundant natural light and two new PGT windows. The kitchen includes stainless steel appliances, ample cabinet space, and a breakfast bar that opens to the main living area. In-unit laundry, two reserved parking spaces, and additional guest parking add everyday convenience. The screened lanai overlooks peaceful greenspace with no buildings directly behind the unit, providing added privacy in a central Sarasota location. Enjoy quick access to Downtown Sarasota, shopping, dining, St. Armands Circle, Lido Beach, and Sarasota’s arts and entertainment. The free Breeze Trolley provides another convenient way to explore the area.

642 N Jefferson Avenue Unit 13, Sarasota
2667 Cheryle Lane, Sarasota
$675,000
3 Beds ⋅ 2 Baths ⋅ Paver Park Estates SubDv. ⋅ 34237 Zip Code
Turn-key pool home and proven income property, minutes from downtown Sarasota. Completely remodeled down to the studs and currently operating as a Successful Short-Term Rental, this 3-bedroom, 2-bath home with a den comes fully furnished and ready for you to move in, keep it running as a short-term rental, or both. This isn't a cosmetic flip — the systems are new. The home was fully replumbed from the street in (water and sewer), completely rewired with a new electrical panel, switches, and outlets, and fitted with a new AC unit and ductwork, a new water heater, and a new flat roof. New exterior doors and sliding glass door, and updated windows in the primary bedroom. Inside, the kitchen was totally renovated with new cabinetry, an induction range, and new appliances. Both bathrooms were gut-renovated to the studs. New bamboo hardwood flooring runs throughout, finished with all-new lighting fixtures and ceiling fans. The flexible den works as a home office, fourth sleeping space, or media room — a plus for rental bookings. Inside laundry room. Out back is the feature that sets this home apart in the neighborhood: a large in-ground heated pool, fully resurfaced with a new multicolor LED light, new variable-speed pump, and all-new paver deck, on a fully fenced lot with a storage shed. A covered carport and long driveway park three cars off the street. Located inside Sarasota city limits — where short-term rentals are permitted — with no HOA, no deed restrictions, and not in a FEMA flood zone. Steps from the Legacy Trail, and a short drive to downtown, Siesta Key, Southside Village, Sarasota Memorial, and Ed Smith Stadium. Zoned for Alta Vista Elementary and Sarasota High. Furnishings, bookings, and rental history convey — buy a business that's already running, or a home where the hard work is already done.

2667 Cheryle Lane, Sarasota
2400 Ezzell Court, Sarasota
$729,000
3 Beds ⋅ 3 Baths ⋅ Payne Park Sub SubDv. ⋅ 34237 Zip Code
Location, floorplan and quality of life: Payne Park Village is between the Legacy Trail, a 29-acre park with a playground, walking trail and tennis club--and two blocks from Main Street in downtown Sarasota. This townhouse community is only a few years old; original owner. This corner unit provides plenty of natural light--and large rooms with high ceilings. Each floor of this 3-bedroom townhouse has an ensuite bedroom. This split floor plan is ideal for privacy or for couples working from home. The gourmet kitchen is equipped with modern stainless steel appliances, granite countertops, and tall 'soft close' cabinets and drawers. There is a charming front courtyard for entertaining or relaxing outside. Residents can enjoy outdoor living spaces, including a heated lap-pool, hot tub, lawn and dog park. The property includes a two-car garage, providing secure and convenient parking options. There is also guest parking nearby. Payne Park Village is a sought-after neighborhood known for its proximity to downtown Sarasota, offering easy access to cultural venues, events, dining, shopping, and entertainment options.

2400 Ezzell Court, Sarasota
431 N East Avenue, Sarasota
$999,000
5 Beds ⋅ 4 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34237 Zip Code
Three renovated units, one corner parcel, four blocks from Main Street. A fully occupied Sarasota triplex producing $7,200 per month, or $86,400 annually, against a $999,000 asking price. That is an 8.65% gross yield and a basis of $333,000 per door. Every unit has been rebuilt inside. Large-format marble-look porcelain tile runs wall to wall through all three, with no carpet anywhere in the building. Walls and ceilings are crisp white under flush-mount LED fixtures in every room. Kitchens carry light flat-panel cabinetry, and stainless appliances, with stacked laundry inside the unit rather than a shared machine down the hall. Bathrooms are white vanities, chrome fittings and framed mirrors over the same tile. The finish package is deliberately consistent across all three units, and that consistency is what makes it turnkey: one material palette, one maintenance standard, and no unit sitting in line for work before it can lease. The mix spans three price points. A three-bedroom, two-bath at $3,800. A two-bedroom, one-bath at $1,900. A studio at $1,500. All three are occupied. The building is single-story concrete block on a slab under a shingle roof, with central air, public water and public sewer, and off-street parking for ten. Three water meters and three electric meters measure consumption per unit. The parcel sits in Flood Zone X. Between masonry construction and Flood Zone X, the two variables that drive Florida insurance both point the same direction. Ownership is fee simple with no HOA, no condominium association and no CDD fee. Two levers sit on top of the in-place rent. The first is vacation rental. The City of Sarasota extended its vacation rental ordinance to the Downtown Neighborhood zone district in March 2024, and this parcel falls inside it. Stays of seven nights or longer are permitted with a city certificate, which is a materially different revenue profile than a twelve-month lease in a location four blocks off Main Street. The second is the land. A 12,472 square foot corner site, zoned DTN and sitting under the City's Missing Middle Overlay, which can support density beyond the three units standing today where attainable-housing, design and permitting standards are satisfied. Nothing further is approved and any concept requires confirmation with the City, but the parcel carries a second thesis that a stabilized triplex elsewhere does not. Renovated, occupied, individually metered, insurable, and sitting on urban ground with room to grow. Income now, optionality later.

431 N East Avenue, Sarasota
1554 Tallywood Drive Unit 7127, Sarasota
$229,900
3 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code
MOTIVATED SELLER! Excellent VALUE with all the upgrades in this unit. UPDATED kitchen with Shaker, soft-close cabinets, quartz countertop, stainless appliances. Updated bathroom vanities and showers. High-impact windows. Screened-in Lanai. Private backyard. Carport and storage area. Exterior and interior painting 2026. Roof and exterior maintained by the Association. Meet up with neighbors at the Community Pool and Clubhouse. This 55+ Sarasota community sits on 46 park-like acres with Spanish Moss-covered trees. LOCATED a short distance to downtown Sarasota, University Town Center (UTC), great restaurants and shopping, sandy Lido Beach and Siesta Beach, various theaters, SRQ Airport and other Sarasota cultural and sports amenities. Schedule your showing today to buy now at this GREAT PRICE, and you, too, can experience a low-maintenance Florida LIFESTYLE! NOW is a great time to BUY, and this unit is a BEST BUY!

1554 Tallywood Drive Unit 7127, Sarasota
630 N Jefferson Avenue Unit 19, Sarasota
$279,900
2 Beds ⋅ 2 Baths ⋅ Bermuda Park SubDv. ⋅ 34237 Zip Code
Just a few minutes from downtown. Move in ready ground-floor, 2-bedroom, 2-bathroom condo is just minutes from downtown Sarasota. Located in a private, wooded, and deed-restricted community, the condo features a sleek interior with granite countertops, a breakfast bar, tile and laminate wood floors, vaulted ceilings, and ceiling fans. The rear lanai offers a view of a wooded area with a partial lake view. Tenant occupied paying $1,845/ month.

630 N Jefferson Avenue Unit 19, Sarasota
72 N School Avenue, Sarasota
$1,250,000
3 Beds ⋅ 4 Baths ⋅ Premier On Main SubDv. ⋅ 34237 Zip Code
SPACIOUS 2,762 sq ft, LIGHT-FILLED END UNIT with significant recent upgrades, an attached 2-car garage plus additional carport. Premier on Main offers comfort, quality, and all the buzzing life of Downtown in the Uptown area of Sarasota without the bustle. Flexible floor plan allows for guests, roommates, and work-from-anywhere convenience with the ease of lock-and-leave living. FEATURES: Contemporary architecture & styling, Modern color palette and superior finishes, 3 ensuite bedrooms & baths, 3.5 baths, His and Her Master Custom California Closets, Private elevator, Lockout first floor suite, 4181 Sq ft total space, 620 sq ft deck spaces, 9ft ceilings, Japandi-style wet room in primary suite, KitchenAid appliances, large island, bar-height counter + custom pantry. Rooftop deck ready for your outdoor kitchen and entertainment amenities. Turnkey, pristine condition. PREMIER PERKS: LOW HOA $446/mth(landscape, water, sewer, trash), Flood Zone X, Weekly, monthly rentals, long-term leases allowed. Pet friendly, Energy efficient systems, Impact-rated windows & doors, Security system, Whole home water filtration, On-demand gas water heater. SARASOTA LIFE ELEVATED: Year-round sunshine, outdoor living, and a walkable culture bring the best of Florida to life. This urban-convenient location is bike-friendly with direct access to the Legacy Trail or hop on the nearby Bay Runner trolley for complimentary rides through downtown to Lido Beach and St Armands Circle. Take morning runs over the John Ringling Bridge, or kayak in the bay. Stroll through Main Street’s arts and cultural district, bike to the farmer’s market or Bayfront Park. Explore the lively restaurant and music scene to find your new favorite hang outs. End your days with drinks on the rooftop, enjoying the solitude or surrounded by family & friends, above the city lights and beneath the stars.

72 N School Avenue, Sarasota
3052 Alta Vista St, Sarasota
$510,000
4 Beds ⋅ 2 Baths ⋅ Bellevue Terrace SubDv. ⋅ 34237 Zip Code
Virtually Staged. Luxury, Location & Income Potential in the Heart of Sarasota Fully Renovated | X Flood Zone | No HOA | Public Water & Sewer | Turnkey Airbnb Income Introducing a rare opportunity in one of Sarasota’s most sought-after neighborhoods. This fully remodeled two-story, offering exceptional flexibility and income-generating potential, just minutes from Siesta Key Beach, Sarasota Memorial Hospital, and the University Town Center Mall. Located on a quiet street within an X flood zone (eliminating flood insurance requirements), with no HOA and public utilities, this property provides peace of mind and long-term value. Whether you're seeking a primary residence, a vacation retreat, or a proven short-term rental, this turnkey home is move-in ready and currently generating consistent rental income. Four spacious bedrooms and two fully updated bathrooms, an open, bright layout with large windows and elegant finishes, rich hardwood flooring, crown molding, stylish accents throughout, a gourmet kitchen with stainless steel appliances, sleek countertops, and ample cabinetry, Seamless flow between the kitchen, dining, and living areas—perfect for entertaining. Natural light and thoughtful design create an inviting ambiance, ideal for both everyday living and hosting guests. The expansive private backyard provides a serene space to relax, entertain, or add future amenities such as a pool or inlawsuite/tiny home etc. n. Fenced for privacy, it extends the living space outdoors. Prime Location - Enjoy close proximity to: Siesta Key Beach—world-renowned for its baby-powder-like sand - Sarasota Memorial Hospital - University Town Center Mall - Vibrant downtown Sarasota - I-75 access, top-rated schools, and waterfront dining. Live minutes from beaches, cultural attractions, shopping, and recreation—all within a tranquil, established neighborhood and all major systems updated, it stands out as a rare find in today’s market. Whether for personal use, as a seasonal residence, or to achieve rental success, this Sarasota home is poised to exceed expectations.

3052 Alta Vista St, Sarasota
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