Mid Town Sarasota Homes with Two Story Property Description

Mid Town Sarasota Homes with Two Story Property Description

Welcome to Midtown Sarasota, a vibrant and charming neighborhood nestled in the heart of Sarasota County, Florida. Known for its eclectic blend of culture, community, and convenience, Midtown offers an inviting atmosphere that appeals to families, professionals, and retirees alike. With its close proximity to downtown Sarasota, residents enjoy easy access to a plethora of dining, shopping, and entertainment options, all while being just a short drive from the stunning Gulf Coast beaches.

Midtown Sarasota is characterized by its diverse architectural styles, but one of the most sought-after features in this delightful area is the availability of two-story homes. These properties not only provide ample living space but also offer a unique blend of privacy and community. Imagine waking up in a beautifully designed two-story home, where the upper level boasts spacious bedrooms, perfect for family living, while the lower level serves as an inviting hub for social gatherings and relaxation.

Many of these two-story homes come equipped with modern amenities, open floor plans, and charming outdoor spaces, ideal for entertaining guests or enjoying a quiet evening under the stars. The lush landscaping and tree-lined streets create a picturesque setting that enhances the appeal of living in Midtown Sarasota.

Whether you’re looking for a family-friendly environment, a vibrant social scene, or simply a place to call home, Midtown Sarasota with its stunning two-story properties offers a perfect blend of comfort and style. Discover your dream home in this enchanting neighborhood today!

Newest Mid Town Sarasota Homes with Two Story Property Description

3208 Ramblewood Drive N, Sarasota
$185,000
3 Beds ⋅ 3 Baths ⋅ Ramblewood Acres SubDv. ⋅ 34237 Zip Code
Welcome to 3208 Ramblewood Drive in Ramblewood Acres, an inviting gated community in the heart of Sarasota. This beautifully updated 3-bedroom, 2½-bath condominium offers exceptional comfort and convenience, complete with a private carport, an adjacent laundry room, and plenty of storage throughout. Enjoy three charming porches—two upstairs and one downstairs—including one overlooking the peaceful creek with a peek-a-boo view of the tennis courts. Inside, the home features tasteful updates throughout. New flooring throughout the first floor, updated bathrooms, and fresh paint and molding, creating a bright and welcoming atmosphere. Have peace of mind with a NEW ROOF (2025), NEWER HVAC (2023), NEWER WATER HEATER (2023), NEW DISHWASHER (2024), NEW DRYER (2024) and much more. Step outside and take advantage of the community’s impressive amenities: three swimming pools (with one just a short walk away), tennis courts, a fitness center, billiard room, playground, and a community center. The multi-acre property also affords for those morning or afternoon peaceful walks. Perfectly located near Sarasota’s top dining, shopping, and cultural attractions—and just a few miles from the world-famous white sands of Siesta Key Beach—this residence combines privacy, comfort, and an exceptional lifestyle in one of the area’s most desirable locations. Be sure to tell all family and friends, “I live where you vacation.”

3208 Ramblewood Drive N, Sarasota
3160 Aspinwall Street, Sarasota
$450,000
5 Beds ⋅ 4 Baths ⋅ Avion Plat Of SubDv. ⋅ 34237 Zip Code
Welcome to 3160 Aspinwall St, Sarasota, FL 34237, a spacious two-story residence offering 5 bedrooms, 4 full bathrooms, 2,240 sq. ft. of living space, an attached car garage, and a double corner lot totaling approximately 0.34 acres. The floor plan offers flexibility that can be hard to find, especially for larger households or buyers who simply appreciate extra room. The primary bedroom is located on the first floor, while four additional bedrooms are positioned upstairs, creating natural separation between living areas and allowing space for family, guests, a home office, or other everyday needs. The property sits on an approximately 14,739 sq. ft. lot and offers both indoor and outdoor space. With no HOA, buyers have added flexibility while still enjoying a convenient Sarasota location. Public water and sewer are already in place, and the attached garage adds practical storage and parking. Location is another strong part of the property. From here, you are within convenient reach of Downtown Sarasota, shopping, schools, medical services, restaurants, major roads, Marina Jack, and the route toward Siesta Key and the Gulf Coast. What makes this home especially interesting is not just the number of bedrooms or the lot size, but the combination of both. For a buyer looking for a property that can adapt over time, whether for a growing household, multigenerational living, guests, or simply more breathing room, 3160 Aspinwall St offers a substantial Sarasota footprint with plenty of possibilities.

3160 Aspinwall Street, Sarasota
2420 Novus Street, Sarasota
$2,250,000
4 Beds ⋅ 4 Baths ⋅ Hudson Park SubDv. ⋅ 34237 Zip Code
Virtually Staged. Under Construction. UNDER CONSTRUCTION, ESTIMATED COMPLETION OCTOBER 31, 2026. NOT IN A FLOOD ZONE. Solid block construction on both floors, impact windows, metal roof. New two-story contemporary East of the Trail on a canopied, tree-lined street, directly across from the Legacy Trail and minutes from downtown Sarasota. 4 bedrooms, 4 full baths, upstairs bonus room, 2-car garage. 2,802 sq ft under air, 3,396 sq ft total. • THE HOUSE • Two-story great room with 20-ft ceiling, 10-ft ceilings throughout the first floor, first-floor primary suite with walk-in closet, elevator ready with pre-wired shaft. Under contract early? Choose your own paint, flooring and finishes. • CHEF'S KITCHEN • 48-inch dual-fuel LP range with 48-inch hood, 42-inch built-in refrigerator, wine refrigerator, quartz counters, solid wood Shaker cabinetry, pantry. • OUTDOORS • Heated saltwater pool with spa and sun shelf, covered lanai with outdoor kitchen (gas grill, sink, refrigerator), second-floor balcony overlooking the pool. • SYSTEMS • Lutron smart home, wired security system, dual-zone AC, tankless gas water heater, 500-gallon LP tank, generator ready. • FINISHES • Light oak-look LVT flooring, black-framed windows, architectural bronze accents, natural stone tones, designer lighting. • Walk to Payne Park. 5 minutes to downtown and Southside Village, 15 to Siesta Key and I-75.

2420 Novus Street, Sarasota
2350 Bay St, Sarasota
$1,750,000
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
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
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
1025 Villagio Circle Unit 101, 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
2317 Lindstrom Street, Sarasota
$620,000
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
2604 Sydelle Street, Sarasota
$2,629,000
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
2483 Bay Street, Sarasota
$1,995,000
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
2475 Bay Street, Sarasota
$1,995,000
4 Beds ⋅ 4 Baths ⋅ Hudson Park SubDv. ⋅ 34237 Zip Code
2024-built modern residence in central Sarasota offering 4 bedrooms, 4 bathrooms, 2,874 square feet, a main-level primary suite, private resort-style pool, full summer kitchen, impact windows and doors, and no HOA. Soaring ceilings, expansive windows, and an open-concept floor plan create a bright, modern interior with a seamless connection to the outdoor living areas. The chef’s kitchen features Café appliances with gold accents, premium cabinetry, Calacatta quartz surfaces, and a dramatic waterfall island with seating for eight. The main-level primary suite is privately positioned with direct access to the pool and features a spa-inspired bath with dual vanities, walk-in shower, soaking tub, and spacious his-and-hers closets with built-in accessories. Each additional bedroom features an en-suite bath, providing exceptional privacy for family and guests. Upstairs, a second living area overlooks the main level and opens to a private balcony, creating flexible space for a media room, lounge, office, or guest retreat. Outdoor living centers around the custom resort-style pool, fully fenced yard, covered lanai, and fully equipped summer kitchen. A two-car garage, paver driveway with parking for up to four additional vehicles, energy-efficient construction, impact windows and doors, and a mudroom with direct pantry access add everyday function. All of this is offered with no HOA. Located in central Sarasota, 2475 Bay Street provides convenient access to Downtown Sarasota, Sarasota Memorial Hospital, Payne Park, Marie Selby Botanical Gardens, Bayfront Park, dining, shopping, arts and entertainment, and the Gulf beaches of Siesta Key and Lido Key. For buyers seeking newer construction with modern architecture, a first-floor primary suite, all en-suite bedrooms, a private pool, impact protection, no HOA, and convenient access to Downtown Sarasota, this home delivers an exceptional combination of design, flexibility, and location.

2475 Bay Street, Sarasota
620 N Tuttle Avenue, Sarasota
$1,370,000
4 Beds ⋅ 3 Baths ⋅ Avion Plat Of SubDv. ⋅ 34237 Zip Code
Pre-Construction. To be built. LGM Homes — Customization Available! A rare opportunity to own a brand-new, fully customizable home just minutes from downtown Sarasota, Payne Park, and world-famous beaches. This thoughtfully designed 4 bedroom, 3.5 bathroom residence features an open-concept layout with 10-foot ceilings, impact-rated windows and doors, and durable engineered hardwood floors throughout. The gourmet kitchen will include granite countertops, custom cabinetry, and a premium stainless steel appliance package, ideal for entertaining or everyday living. Built with solid block construction and topped with a metal roof, this home is made for long-lasting comfort and style. Optional upgrades include a custom pool, outdoor kitchen, and covered lanai for the perfect Florida lifestyle. The home also includes a front-entry two-car garage for added convenience. What sets this home apart is the chance to personalize it. Because construction hasn’t started yet, buyers can select finishes, colors, and features to match their taste and vision. Located within Sarasota city limits, this address qualifies for daily or weekly short-term rentals (buyer and agent to verify with the city)—an excellent opportunity for primary living or income-producing potential. Contact the listing agent today to explore plans and make this custom home your own.

620 N Tuttle Avenue, Sarasota
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