Mid Town Sarasota Homes with Two Story Property Description

Mid Town Sarasota Homes with Two Story Property Description

Welcome to Midtown Sarasota, a vibrant neighborhood nestled in the heart of Sarasota County, Florida. Known for its eclectic mix of culture, art, and community spirit, Midtown Sarasota is a hidden gem that perfectly blends urban convenience with a laid-back, coastal lifestyle. Just a stone's throw away from the stunning Gulf Coast beaches and the bustling downtown area, this charming locale offers residents a unique blend of modern living and traditional Southern charm.

Midtown Sarasota boasts a diverse array of amenities, including boutique shops, gourmet restaurants, and lush parks, making it an ideal place for families, young professionals, and retirees alike. The neighborhood is renowned for its friendly atmosphere and strong sense of community, where neighbors become friends and gatherings are a regular delight.

For those seeking a spacious and stylish living experience, the homes in Midtown Sarasota featuring two-story properties are truly exceptional. These residences often showcase an open-concept design, allowing for seamless flow between living spaces, perfect for entertaining or simply enjoying time with family. With ample square footage, two-story homes provide the perfect canvas for personalization, featuring beautiful kitchens, cozy living rooms, and serene outdoor spaces.

Many of these homes are situated on tree-lined streets, offering a picturesque setting that complements the vibrant lifestyle of Midtown Sarasota. Whether you're sipping coffee on your balcony or hosting a weekend barbecue in your backyard, the charm of this community will make you feel right at home. Discover the allure of Midtown Sarasota and explore the endless possibilities that await in its delightful two-story homes!

Newest Mid Town Sarasota Homes with Two Story Property Description

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

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

Virtually Staged. Step into affordable Florida living in Ramblewood Acres! This condo is situated in a well estbablished gated community known for its convenience to all the best places in Sarasota. This well maintained, move-in-ready townhome offers a smart, functional layout. Granite counters, stainless steel appliances, and a passthrough to the dining area - perfect for easy entertaining. The large living area offers a main-level half bath for extra convenience. Upstairs, two large bedrooms each feature private en-suite baths and oversized wall to wall closets. One bedroom offers a serene balcony and the other a generous sundeck, your choice of personal retreat. Ramblewood Acres offers three pools, including one heated pool, a dog park, clubhouse, basketball and tennis courts, playground, and shuffleboard. New Roof, Fresh Interior Paint, New Tile Flooring in the front patio! Fees include basic cable, pest control, on-site management, and more for low-maintenance living. The location puts you nearby everything. Charming downtown Sarasota, Baltimore Orioles Baseball, St. Armands Circle for shopping and dining, escape to any one of our beautiful beaches including nearby world famous Siesta Key or Lido beach. Stunning sunsets, Powder Sand, and Crytal Blue waters! UTC’s shopping and dining are within a short drive, and SRQ Airport is conveniently nearby. Golfers will love the convenience of having the newly renovated Bobby Jones Golf Course just around the corner or the Meadows Golf Club now open to the Public. Well-funded association reserves help support the community’s long-term maintenance and capital improvement needs. Don’t miss this opportunity, schedule your showing and discover your Florida lifestyle right here on the Suncoast!

3365 Ramblewood Drive N Unit 35C8, Sarasota

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

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

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

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 ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code

Welcome to Tallywood, one of Sarasota's most desirable 55+ villa communities! Nestled beneath a canopy of mature trees, Tallywood extends a peaceful setting just minutes from downtown Sarasota, UTC, Lido Key, St. Armand's Circle, the Baltimore Orioles Spring Training stadium, the renovated Bobby Jones Golf Club, and the expansive 96-acre Sarasota County park featuring walking trails, recreational amenities, and ongoing enhancements. This spacious villa features the largest floor plan in Tallywood, offering nearly 1,700 square feet of living space plus a dedicated carport and private storage room. The thoughtfully designed layout includes a first-floor primary suite, a guest bedroom and full guest bath, soaring cathedral ceilings in the living and dining areas, a generously sized kitchen, and an upstairs loft that can serve as a third bedroom, home office, hobby room, or additional guest space. Abundant storage is found throughout the home. Recent improvements include hurricane-impact-rated windows and sliding glass doors throughout, a water heater approximately three years old, and most kitchen appliances replaced within the last three to six years. For additional peace of mind, a transferable home warranty is included and extends through the end of 2026. Relax in the private screened lanai, enjoy the convenience of your covered carport and storage room, and take advantage of ample guest parking nearby. Residents of Tallywood enjoy an outstanding selection of amenities, including an Olympic-size swimming pool, clubhouse, fitness center, library, community kitchen, shuffleboard courts, and an active social calendar. Offering exceptional value at $269,900, this beautifully maintained villa combines generous living space, quality updates, and an outstanding Sarasota location. Schedule your private showing today!

3412 Tallywood Circle Unit 7018, Sarasota

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

Virtually Staged. Welcome to this beautifully designed 4-bedroom, 3.5-bathroom two-story home located in the desirable Hudson Park community in Sarasota — with no HOA fees or restrictions. Built in 2015, this thoughtfully crafted home features modern finishes and an open-concept layout, offering the perfect blend of comfort, style, and functionality. To provide additional peace of mind, thoughtful upgrades include a new HVAC system (replaced in 2026), water softener, and newer water heater (2021). Step inside to discover ceramic tile flooring throughout the entire lower-level living spaces, designed to mimic the warmth and elegance of natural wood. High ceilings and expansive windows fill the living room and dining room combination with abundant natural light, creating a bright and airy atmosphere. Sliding glass doors seamlessly connect the indoor living space to the screened-in patio - which has been pre-wired for a hot tub installation- providing a perfect location for relaxing or entertaining guests. The spacious primary suite is conveniently located on the first floor and features a luxurious ensuite bathroom complete with a modern walk-in shower, dual-sink vanity, and a custom walk-in closet with built-in organization and exceptional storage space. A conveniently located half bathroom on the lower level provides added comfort for guests. At the heart of the home is the stunning modern kitchen, showcasing warm gray wood cabinetry, beautiful granite countertops, stainless steel appliances including a built-in oven, microwave, refrigerator, dishwasher, range hood, and an electric cooktop. The oversized kitchen island offers generous seating options, while the mosaic tile backsplash and recessed lighting add stylish finishing touches. Enjoy filtered water (filtered by reverse osmosis) directly from the kitchen sink. Just off the kitchen, the laundry room includes washer and dryer hookups for everyday convenience. Upstairs, a large loft provides flexible living space ideal for a media room, office, or play area. The second level also includes three generously sized bedrooms, all featuring plush carpeting, along with two full bathrooms designed to accommodate family and guests with ease. Enjoy Florida living year-round from the screened rear porch overlooking the fenced backyard — offering privacy and plenty of room for outdoor enjoyment. Conveniently located near restaurants, Sarasota Memorial, Legacy Trail, Pompano Trailhead, Pickleball Courts and shopping, this home also places you just minutes from Marie Selby Botanical Gardens, Bayfront Park, and several area golf courses. Spend your weekends enjoying the beautiful Gulf Coast beaches with South Lido Key Beach Park and other stunning Gulf of Mexico beaches just a short drive away. This exceptional home combines modern design, spacious living, an unbeatable location, and the added benefit of no HOA, making it the perfect place to call home.

2424 Wood Street, Sarasota

3 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code

Reduced! 1668 sq. ft. living area PLUS a carport with storage closet. Now priced below $102/psf living area! A charming end-unit villa with real wood floors in the living and dining area. The versatile third bedroom (or bonus room) upstairs, offers a tranquil greenbelt view and HUGE walk-in closet. (Consider adding a 1/2 bath upstairs!) Spacious open plan with split bedrooms downstairs, a dining room off the living room and a breakfast nook in the roomy kitchen. The furniture is negotiable too! Tucked deep in Tallywood, a charming, wooded and peaceful village located a few minutes from shopping, a few miles from downtown and a couple more to the beaches. Lovely vistas of trees and sprawling lawns from several rooms and the screened lanai. Set at the end of a quiet cul-de-sac with a carport and storage closet, plus guest parking spaces just a few steps from the front door. Tallywood is a 55+ community with loads of amenities and activities set on 25 acres of lushly treed and green space. Enjoy the spacious screened-in and heated pool. The grand clubhouse offers a fitness center, kitchen, covered lanai and a gas grill. Compare to another Tallywood 1668 sq. ft. villa that sold in January for $298,000!

3439 Tallywood Lane Unit 7139, Sarasota

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

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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