Mid Town Sarasota Homes with Private Mailbox Exterior Features

Mid Town Sarasota Homes with Private Mailbox Exterior Features

Welcome to Midtown Sarasota, a vibrant gem nestled in the heart of Sarasota County, Florida. This charming neighborhood offers the perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike. With its lush landscaping, tree-lined streets, and friendly community atmosphere, Midtown Sarasota is truly a place to call home.

One of the standout features of homes in this area is the presence of private mailboxes. These exterior features not only add a touch of character to the properties but also provide a sense of individuality and pride. Imagine coming home to a beautifully landscaped yard, where your private mailbox stands as a charming welcome sign, reflecting your personal style. In Midtown Sarasota, these thoughtful details enhance the overall appeal of the neighborhood, making it a delightful place to live.

Midtown Sarasota boasts a variety of housing options, from cozy bungalows to spacious family homes, catering to diverse tastes and budgets. The community is conveniently located near top-rated schools, shopping centers, and recreational facilities, ensuring that everything you need is just a stone’s throw away. Enjoy the nearby parks, where you can take leisurely strolls, have picnics, or engage in outdoor activities with loved ones.

As you explore the charm of Midtown Sarasota, you will discover a welcoming community that embraces the Florida lifestyle. With its unique homes featuring private mailboxes and an array of amenities, this neighborhood is a perfect blend of comfort and convenience. Come and experience the warmth of Midtown Sarasota – your dream home awaits!

Newest Mid Town Sarasota Homes with Private Mailbox Exterior Features

3 Beds ⋅ 2 Baths ⋅ Terrace Gardens SubDv. ⋅ 34237 Zip Code

MAJOR Upgrades were done to transform this home into the Open, Spacious and Airy Oasis that it is today! This ENTIRELY REMODELED 3 bed, 2 bath sits only steps away from the Famous Legacy Trail and the family-friendly park known as Payne Park - and comes FULLY FURNISHED. A direct path is already paved to the Trail and Payne Park from the home for your morning strolls. Best yet, this property is tucked away at an almost dead-end & QUIET cul-de-sac with minimal through traffic. Major Upgrades include a New METAL Roof (2021), New PVC Underground Plumbing and a Stunning new Kitchen. New LVP is laid throughout the home with Quartz Countertops throughout and both restrooms have been remodeled. Here, you will find an oversized and fully fenced-in yard, with a covered porch, checking all of the boxes for location, property AND land - making this the perfect place for family get-togethers. Enough space sits in the back for an ADU/Tiny Home, a Pool AND more! The lot is almost 10,000 sq ft and surrounded by multi-million dollar homes in an area that is truly unbeatable! Only minutes away from St. Armand's Circle, Lido and Siesta Key Beaches, steps away from the Legacy Trail, Payne Park and all that Downtown Sarasota has to offer. With all of these extras, and a property that allows you enough space to create your dream back yard into a reality, something like this- in this location, only comes around so often! *THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE INFORMATION*

2316 Gull Lane, Sarasota

3 Beds ⋅ 2 Baths ⋅ Bonita Manor SubDv. ⋅ 34237 Zip Code

Charming Sarasota Home! Welcome to this well-maintained 3-bedroom, 2-bathroom, 1-Car Carport, Block Construction Home situated on an oversized 9,859 SF corner lot within the Sarasota city limits with No HOA dues and no deed restrictions. Offering a desirable combination of location, updates, outdoor living space, this property is ready for its next owner! Step inside to 1,312 SF of air-conditioned living space, featuring impact glass windows, a convenient utility room, and a screened lanai overlooking the spacious, fully fenced rear yard with a turf that is pet friendly - install was with limestone with enzymes for urine and is the type where it doesn't get hot, pet lovers will be thrilled to have the yard - low maintenance for weekend fun! The outdoor space is perfect for entertaining, relaxing, gardening, or enjoying time with pets, with a beautiful paver patio and plenty of room to make the yard your own. Recent Updates & Features: New roof — February 2019, New hot water heater — 2019, New AC — December 2022 and New vinyl fencing — December 2025. Enjoy convenient access to Downtown Sarasota, Payne Park, Selby Botanical Gardens, St. Armands Circle, Lido Beach, and the Legacy Trail, which is only a few blocks away. For buyers looking beyond a primary residence, the property's location within Sarasota city limits also offers short-term rental potential. Buyers should independently verify current city and county regulations, zoning, licensing requirements, and rental restrictions. Whether you're looking for a Sarasota home, a property with generous outdoor space, or an opportunity with rental potential, this corner-lot property deserves a closer look! Come see all that this Sarasota property has to offer!

2975 Louise Street, Sarasota

3 Beds ⋅ 2 Baths ⋅ Ringling Park SubDv. ⋅ 34237 Zip Code

Virtually Staged. Welcome to Ringling Park, where mid-century modern character, a spacious corner lot, and a location just minutes from Downtown Sarasota come together in a home filled with personality. A large banyan tree creates a memorable first impression, while a brick-paver courtyard entrance welcomes you into this 3-bedroom, 1 full and 1 half bath home. Inside, signature mid-century details include dark terrazzo flooring, transom windows, and an abundance of natural light. At the front of the home, the living room is centered around a distinctive fireplace, while the kitchen features white cabinetry, dark countertops, a subway tile backsplash, and generous storage. Beyond the kitchen, the spacious dining area offers a vaulted, beamed ceiling and French doors opening directly to the backyard, creating an easy connection between indoor and outdoor living. The fully updated main bathroom features large-format tile and a glass-enclosed walk-in shower. The primary bedroom offers a walk-in closet with built-in organization, direct backyard access, and a conveniently located half bath within the primary bedroom area. An interior laundry closet adds everyday functionality. Outside, the fenced backyard is surrounded by established tropical landscaping with brick-paver patios, deck areas, and plenty of room to relax, garden, or entertain. A substantial detached, air-conditioned flex space with LVP flooring and a mini-split was previously used as an art studio and offers versatility for storage, hobbies, creative pursuits, or a setup tailored to your needs. Weekly short-term rentals are permitted, adding another possibility for investors. With Downtown Sarasota, Payne Park, restaurants, shopping, arts, entertainment, and the city's vibrant Gulf Coast lifestyle all within easy reach, this Ringling Park home offers a distinctive blend of mid-century character, flexible spaces, and an exceptional Sarasota location. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

2488 Davis Boulevard, Sarasota

4 Beds ⋅ 2 Baths ⋅ Lake Ridge SubDv. ⋅ 34237 Zip Code

Non-comforming income property. 4 Bedrooms 3 baths, outside kitchen Private fence a lot potential. Main house is 2 Bedrooms and 1 Bath , Mother in law is 1 bedroom 1 bath and small kitchen, it also has an studio The 3 units with separate entrances and plenty of space for parking.

3100 Lake Ridge Drive, Sarasota

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

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

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

3338 Bailey Street, Sarasota

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! FRESH, UPDATED, AND READY TO ENJOY! NEW KITCHEN**NEW BATHS** NEW FLOORING** NEW LOOK! ** Welcome to Oakwood Manor, Sarasota’s only resident-owned 55+ community within the Sarasota city limits—where affordability meets an active, social lifestyle. This 2-bedroom, 1.5-bath home offers 749 sq. ft. of living space and sits on a desirable oversized lot (50 x 80.5), giving you extra room and exciting potential. A spacious covered and screened Florida room welcomes you at the front of the home—perfect for morning coffee, entertaining guests, or simply enjoying the Florida lifestyle year-round. Major Updates Already Done: ** A/C replaced in 2020 ** Roof replaced in 2023, new flooring through out 2026, new Kitchen, new baths and half bath and newly painted interior. Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees and friendly, welcoming atmosphere. Community Amenities Include: ** Clubhouse with fitness room, dance floor & library ** Heated pool & hot tub ** Putt-putt golf, bocce ball, shuffleboard & cornhole ** Ping-pong & pool table ** Shaded seating areas & picnic park with grill ** Full calendar of social events and activities Love pickleball? Courts are just a short bike ride away along the Legacy Trail, located right next to the community. You’re also just minutes from downtown Sarasota, Gulf beaches, shopping, dining, and major hospitals—everything you need, right at your fingertips. Note: no pets, motorcycles or trucks community

3415 Spanish Oak Terrace, 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 ⋅ Avon Heights SubDv. ⋅ 34237 Zip Code

Welcome to this 3-bedroom, 2-bathroom residence featuring a 2-car attached garage, an open floor plan and 9-foot ceilings that create a bright, spacious feel throughout. Step outside to enjoy the screened lanai overlooking the fully fenced backyard—perfect for relaxing or entertaining. Major updates provide peace of mind, including a new roof (2021), new A/C (2020), impact glass windows & sliding glass doors (2023), HVHZ impact front door (2021) new garage door (2022), fresh exterior paint 2025, a tankless natural gas water heater (2024), induction range (2024), dishwasher (2026) and washer & gas dryer (2024). Originally built in 1995 and ideally located within the City of Sarasota, this home offers exceptional convenience just minutes from downtown Sarasota, Sarasota Memorial Hospital, the YMCA, Arlington Park, and the Legacy Bike Trail. Best of all, there are no HOA or CDD fees, giving you added flexibility and lower ownership costs. This move-in-ready home combines quality updates, a prime location, and everyday comfort—don't miss this outstanding opportunity!

2354 Tami Sola Street, Sarasota

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

You WILL LOVE Where You Live! Charming, cozy, and move-in ready in the highly desirable 55+ gated community of Oakwood Manor, the ONLY resident-owned park within Sarasota city limits—meaning NO LOT RENT! MAJOR IMPROVEMENTS provide peace of mind for years to come. Previous updates include vinyl siding, replacement windows, and the main sewer line (2018). Recent renovations include NEW LEVELING AND SUPPORT PIERS (10/2025), all NEW SUBFLOORING THROUGHOUT the home, including the Florida room (10/2025), fresh INTERIOR PAINT, LUXURY VINYL PLANK FLOORING THROUGHOUT the main living areas, and all NEW CARPET IN BOTH BEDROOMS (11/2025), a COMPLETE NEW TPO ROOFOVER (WITH A 20 YEAR TRANSFERABLE WARRANTY) AND NEW CARPORT with ADDITIONAL TIE-DOWNS RATED UP TO 150 MPH (2/2026), NEW HVAC system, ELECTRICAL PANEL NEW and METER BASE (3/2026), a NEW REAR CONCRETE PATIO (4/2026), and a NEWLY CONSTRUCTED FRAMED VINYL-SIDED SHED (6/2026).This delightful FULLY FURNISHED 2-bedroom, 2-bath bungalow-style home is proof that great things come in the perfect-sized package. Thoughtfully updated with quality improvements throughout, this home offers a desirable split-bedroom floor plan, abundant natural light, exceptional storage, and an inviting open-concept design. The added space of the living room push-out creates the perfect area for additional living or dining space, enhancing both comfort and functionality. The beautifully updated kitchen is designed for both functionality and style, featuring a built-in cooktop, built-in oven, overhead microwave, new refrigerator, garbage disposal, and ample cabinetry—making the most of every inch of space. The spacious front guest bedroom is highlighted by a large bay window that fills the room with natural light and is complimented by an en-suite bathroom and indoor laundry with stackable washer and dryer. A fully enclosed Florida room with newer windows and sliding glass doors provides approximately 120 square feet of additional living or entertaining space and features a convenient pass-through entrance to the front bedroom and guest bath, creating flexibility for guests, hobbies, or a relaxing sitting area. Oakwood Manor is a beautifully maintained, gated 90-acre community offering an exceptional Florida lifestyle with a low $210/month maintenance fee, which includes lawn care, cable TV, access to the heated pool and spa, clubhouse amenities, and more. Residents enjoy a spacious clubhouse with a fitness room, library, billiards, commercial kitchen, event hall, stage, dance floor, and an active social calendar filled with year-round activities, clubs, shuffleboard, putt-putt, and community events. Ideally located adjacent to the Legacy Trail and Sarasota's city-managed pickleball courts. Oakwood Manor is located nearby downtown Sarasota and the sandy shores of Lido Beach is an easy drive, with convenient access to shopping, dining, Tamiami Trail, and I-75. Please note that Oakwood Manor is an age-restricted community and does not permit pets or motorcycles.

3402 Shingle Oak Terrace, Sarasota

2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code

OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN TURNKEY, WELL MAINTAINED AND READY TO ENJOY-SARASOTA LIVING MADE EASY!!! Don’t miss this beautifully maintained 2-bedroom, 2-bath turnkey home offering 1,056 sq. ft. of comfortable living space in Oakwood Manor, a highly desirable resident-owned 55+ community located in the heart of Sarasota. Whether you’re searching for the perfect winter getaway or a full-time Florida residence, this move-in-ready home offers comfort, convenience, and exceptional value—all with an affordable $210/month HOA fee. Set within 90 beautifully maintained acres, Oakwood Manor is known for its friendly atmosphere, active lifestyle, and resort-style amenities. Residents enjoy a welcoming clubhouse with commercial kitchen and stage, fitness center, library, heated pool, hot tub, bocce ball, shuffleboard, and putt-putt golf. Pickleball lovers will appreciate being just a short bike ride from the Legacy Trail and its brand-new pickleball courts. (Please note: no pets, motorcycles, or RVs permitted.) Inside the home, pride of ownership is evident throughout. The bright and cheerful living room is filled with natural light from surrounding windows, creating a warm and inviting space to relax and unwind. The spacious kitchen offers abundant cabinetry and opens nicely to the dining area, making it ideal for both everyday living and entertaining. The home is being sold turnkey, so you can simply bring your suitcase and start enjoying the Florida lifestyle from day one. Both bathrooms have been tastefully updated, and the interior color palette perfectly complements the relaxed coastal feel of the home. This property has been lovingly maintained and truly needs nothing—just move right in and enjoy. Recent updates include: New flooring (2016) Fresh interior paint Roof coating (2025) New carport (2025) New blinds throughout New front awnings One of the standout features of this home is the private backyard with no neighbors behind, offering a peaceful setting to enjoy the outdoors. You’ll also love being just steps from the clubhouse, making it easy to take advantage of all the social events and community activities Oakwood Manor offers. Location is everything, and Oakwood Manor delivers. Conveniently located close to downtown Sarasota, Siesta Key Beach, St. Armand's Circle, shopping, dining, Sarasota-Bradenton International Airport, and local hospitals, this community combines an unbeatable Sarasota location with low-maintenance living and outstanding value. Homes in Oakwood Manor that are this clean, turnkey, and well-located don’t come along often—schedule your showing today and come see why so many love calling this community home.

3383 Oakwood Boulevard N, Sarasota

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