Mid Town Sarasota Homes with Sidewalk Exterior Features

Mid Town Sarasota Homes with Sidewalk Exterior Features

Welcome to Midtown Sarasota, a vibrant gem nestled in the heart of Sarasota County, Florida. Known for its eclectic mix of culture, community, and convenience, Midtown Sarasota is a delightful neighborhood that offers a unique blend of urban living and suburban charm. With its palm-lined streets and warm Florida sun, this area is perfect for those who appreciate a lively atmosphere coupled with a friendly community spirit.

One of the standout features of homes in Midtown Sarasota is their charming sidewalk exterior. These beautifully designed residences not only enhance the aesthetic appeal of the neighborhood but also promote a sense of community. Imagine taking leisurely strolls along the sidewalks, greeting neighbors, and enjoying the picturesque scenery that surrounds you. The sidewalks create a welcoming environment for families, joggers, and pet owners alike, making it easy to enjoy the outdoors and connect with your surroundings.

Midtown Sarasota boasts a variety of amenities, from trendy cafes and boutique shops to lush parks and recreational facilities. The area is conveniently located near major highways, ensuring easy access to the stunning beaches of the Gulf Coast, as well as the cultural attractions of downtown Sarasota. Whether you're looking for a cozy bungalow or a spacious family home, the real estate options in Midtown Sarasota cater to diverse lifestyles and preferences.

Discover the charm of Midtown Sarasota, where community, comfort, and convenience come together to create a truly exceptional living experience. Your dream home with sidewalk exterior features awaits!

Newest Mid Town Sarasota Homes with Sidewalk Exterior Features

$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
$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
$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
$189,000
2 Beds ⋅ 2 Baths ⋅ Citywalk SubDv. ⋅ 34237 Zip Code
Exceptional value just minutes from Downtown Sarasota! Welcome to CityWalk, a gated condo community ideally positioned adjacent to Payne Park with private access to the Legacy Trail and convenient access to everything that makes Sarasota such a desirable place to call home. This inviting and rarely available 2 bedroom, 2 bath, ground-floor residence is an outstanding opportunity for a full-time residence, seasonal Sarasota getaway or investment property. Freshly painted and move-in ready, the residence features an easy-flowing living and dining area, newer carpeting, an in-unit washer and dryer, and a screened lanai perfect for enjoying Sarasota's year-round outdoor lifestyle. The ground-floor location provides the added convenience of easy access with no stairs to navigate. CityWalk is a gated community of just 70 residences offering a heated community pool and spa, fitness center, mature tropical landscaping and an outstanding in-town location. Enjoy private community access to the Legacy Trail and neighboring 29-acre Payne Park, offering walking and biking paths, recreational facilities and expansive green space right outside your door. Downtown Sarasota's acclaimed restaurants, shopping, arts and entertainment are just minutes away, along with Marina Jack, Sarasota's beautiful bayfront, Marie Selby Botanical Gardens and Sarasota Memorial Hospital. And when it's time for the beach, the world-famous white sands of Siesta Key and Lido Key are within easy reach. Location. Location. Location!

2121 Wood Street Unit A103, Sarasota
$1,595,000
4 Beds ⋅ 4 Baths ⋅ Premier On Main SubDv. ⋅ 34237 Zip Code
Nearly new, turnkey furnished, four-bedroom luxury townhome in Sarasota’s uptown district. Located on upper Main Street with easy access to the city’s galleries, cafes, restaurants and boutiques. This exceptional location places you minutes from pristine beaches, championship golf, the hospital, airport and top cultural venues. The property sits adjacent to the northern end of the Bay Runner trolley, providing complimentary rides to downtown, St. Armands Circle and Lido Beach. The smart, 2,763-square-foot, four-level floor plan maximizes both privacy and entertaining space, featuring a private elevator, double-concrete construction, high ceilings, eight-foot interior doors, energy-efficient systems, hurricane-rated impact windows, multiple balconies, a finished rooftop and parking for four vehicles in the two-car garage plus attached carport. The ground level offers a private guest suite perfect for visitors or additional income. The main second level presents an open floor plan connecting the kitchen, dining and living areas. The gourmet kitchen delights with sophisticated European cabinetry, quartz countertops, under-cabinet lighting, a center island with a waterfall feature and high-end Samsung and Bosch stainless steel appliances. The third level houses three bedrooms and two baths, including the primary suite, which boasts an outdoor balcony, walk-in closet and luxurious ensuite bath. The crown jewel is the finished rooftop level designed for outdoor living, featuring multiple gathering spaces, an outdoor kitchen, a jetted spa and glass railing with captivating city views. Weekly rentals are permitted and this residence has a strong, established record of successful rental performance. This home combines a prime location, exceptional design, turnkey convenience and proven rental history for the ultimate Sarasota lifestyle.

62 Audubon Place, 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
$234,900
3 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code
NOW is the time to BUY! Excellent VALUE with all the upgrades in this unit. Call for an appointment to see it today. 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 with a storage area. Exterior and interior painting 2026. Roof and exterior maintained by the Association. If you have pets, 1 dog and 2 indoor cats allowed. Meet your neighbors at the Community Pool and Clubhouse. This 55+ Sarasota community embraces 46 acres with Spanish Moss-covered trees in a park-like setting. LOCATED a short distance to downtown Sarasota, University Town Center (UTC), great restaurants and shopping, sandy Lido Beach and Siesta Beach, various theatres, SRQ Airport and other Sarasota cultural and sports amenities. Schedule your showing today to buy now at a GREAT PRICE, and you, too, can experience a low-maintenance Florida LIFESTYLE!

1554 Tallywood Drive Unit 7127, Sarasota
$285,000
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
$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
$515,000
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
$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
$125,000
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
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