Mid Town Sarasota Homes with Private Mailbox Exterior Features

Mid Town Sarasota Homes with Private Mailbox Exterior Features

Welcome to Midtown Sarasota, a vibrant community nestled in the heart of Sarasota County, Florida. Known for its eclectic mix of culture, convenience, and charm, Midtown offers a unique blend of urban living and suburban tranquility. With its close proximity to downtown Sarasota, residents enjoy easy access to a myriad of dining, shopping, and entertainment options, all while basking in the warmth of Florida's sunshine.

Midtown Sarasota is characterized by its diverse neighborhoods, each with its own distinct personality. The area is dotted with beautifully designed homes that reflect the local architectural styles, making it a picturesque place to call home. One of the standout features of many properties in this charming locale is the presence of private mailboxes. These exterior features not only add a touch of character to the homes but also provide residents with a sense of ownership and pride in their property.

Imagine pulling up to your own residence, greeted by a beautifully maintained yard and a stylish private mailbox that complements your home’s aesthetic. It's the little details like this that make living in Midtown Sarasota truly special. Whether you’re a first-time homebuyer or looking to upgrade, the homes in this area offer a range of options to suit various lifestyles and preferences.

With its friendly community spirit, excellent schools, and proximity to stunning beaches, Midtown Sarasota is more than just a place to live; it’s a place to thrive. Come discover what makes this enchanting city the perfect backdrop for your next chapter!

Newest Mid Town Sarasota Homes with Private Mailbox Exterior Features

$149,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! LOW-MAINTENANCE LIVING IN A HIGH-VALUE LOCATION ** 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
$525,000
3 Beds ⋅ 2 Baths ⋅ Hager Park SubDv. ⋅ 34237 Zip Code
Welcome to 2770 Wood Street, just a couple blocks from the Legacy Trail and minutes from downtown Sarasota. This fully remodeled, mid-century modern three-bed, two-bath home blends warm designer finishes with the peace of mind that comes from extensive recent upgrades. Inside, the open concept layout flows effortlessly from the living room into a newly created dining area, while a brand new sliding glass door fills the space with natural light and provides seamless access to the backyard, perfect for entertaining or simply enjoying Florida's indoor-outdoor lifestyle. The chef-inspired kitchen is the centerpiece of the home, showcasing expansive quartz countertops, semi-custom soft-close cabinetry with dovetail craftsmanship, a farmhouse sink, a matching suite of stainless steel appliances and luxury vinyl plank flooring throughout. Designer wood accent walls with custom lighting add warmth and character, while both bathrooms have been beautifully renovated with sleek tile surrounds and modern vanities, creating a spa-like retreat. Big-ticket improvements provide exceptional peace of mind, including a new roof December 2024, new HVAC system 2025, brand new windows throughout 2026, and a new water heater 2026. Step outside to a fully fenced backyard featuring all new wood privacy fencing, fresh landscaping and vibrant flower beds, creating a private outdoor setting with more than enough space for a very expansive pool. There's also a covered carport and valuable parking for up to five vehicles which is rare for this area. And behind the laundry room, there's extra space offering exciting potential for future expansion. With no HOA or deed restrictions, this property offers outstanding flexibility for you. Whether you're searching for a primary residence, seasonal getaway, or income-producing investment, located within the city of Sarasota where weekly rentals are permitted, this home is especially well positioned for short-term rental opportunities thanks to its unbeatable location. You're less than a mile from downtown Sarasota's renowned dining, shopping, and arts scene, and only a short drive from both Lido Key and Siesta Key's world-famous beaches. 2770 Wood Street is move-in ready and presents an exceptional opportunity to own a thoughtfully updated home that perfectly combines modern style, investment potential, and one of Sarasota's most sought-after locations.

2770 Wood Street, Sarasota
$439,900
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
$279,000
2 Beds ⋅ 1 Baths ⋅ Bahia Vista Highlands SubDv. ⋅ 34237 Zip Code
Two platted lots totaling nearly a quarter acre in Sarasota's Bahia Vista Highlands, one block from Pinecraft and minutes to downtown. The property includes a 1958 single-story home with attached carport, an in-ground pool with patio, and a deep, tree-shaded yard. Central to Sarasota Memorial, Bahia Vista and Tuttle shopping, and the bayfront.

1125 Pattison Avenue, Sarasota
$155,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
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! 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. 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 and new carport with additional tie-downs rated up to 150 mph (2/2026), new HVAC system, electrical panel, and meter base (3/2026), a new rear concrete patio (4/2026), and a newly constructed framed, vinyl-sided storage shed (6/2026). 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
$145,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN TURNKEY SARASOTA RETREAT IN ONE OF THE AREA’S BEST-VALUE 55+ COMMUNITIES 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
$289,000
3 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN & FRIENDSHIP HAPPENS TURNKEY LIVING • FRIENDLY NEIGHBORS • UNBEATABLE VALUE Own your piece of paradise in Oakwood Manor, Sarasota's highly desirable resident-owned 55+ community located within the city limits. Spanning 90 beautifully landscaped acres, this vibrant community offers an exceptional resort-style lifestyle with remarkably low HOA fees of just $210 a month and no CDD or master association fees. Residents enjoy an impressive array of amenities including a welcoming clubhouse with commercial kitchen and event stage, fitness center, library, heated pool, oversized hot tub, bocce ball, shuffleboard, putt-putt golf, cornhole, and ping pong. Pickleball enthusiasts will appreciate the brand-new courts located just a short bike ride away along the Legacy Trail. With an active social calendar filled with events and activities, Oakwood Manor truly lives up to its reputation—where fun and friendship happen. A Rare Find — Impeccably Maintained & Truly Move-In Ready If you've been waiting for that special home, your search ends here. Built in 2005, this beautifully maintained 3-bedroom, 2-bath residence offers 1,545 square feet of thoughtfully designed living space and is being sold turnkey. Situated within easy walking distance of the community pool and amenities, this home is genuinely move-in ready—just bring your clothes and toothbrush. From the moment you step inside, you'll appreciate the spacious open floor plan, soaring ceilings, and abundant natural light streaming through numerous windows. The gourmet kitchen is designed to impress, featuring beautiful cabinetry, generous counter space, and an inviting layout that's perfect for everyday living and entertaining. The spacious primary suite includes a walk-in closet and an en-suite bath with a double vanity and walk-in shower. A standout feature rarely found in modular homes is the drywall construction throughout the walls and ceilings in most rooms, providing the look and feel of a traditional site-built home. Recent Updates Include: • New Roof (2025) • A/C replaced (2023) • All kitchen appliances replaced (2023) • Nice Large she for plenty of storage • Inside Laundry room with Utility laundry tub • Covered Carport with plenty of space for 2 cars • Tile flooring throughout all wet areas and the laundry room • Beautiful Bahama shutters on most windows Location, Location, Location Conveniently located just minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and two major hospitals, this home offers the perfect combination of comfort, convenience, and Florida lifestyle. Whether you're searching for a year-round residence or the perfect seasonal retreat, this exceptional home is an opportunity you won't want to miss.

3324 Overcup Oak Terrace, Sarasota
$152,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
*Additional photos coming soon* Welcome to 3226 Sweet Bay Terrace in the highly desirable 55+ gated community of Oakwood Manor, the ONLY resident-owned manufactured home park within Sarasota city limits—meaning NO LOT RENT! This well-maintained 2-bedroom, 2-bathroom home offers seamless laminate flooring throughout the main living areas, kitchen, and bedrooms, creating a clean, cohesive look that's both stylish and easy to maintain. Enjoy added peace of mind with a June 2026 FULL ROOF RESTORATION, featuring a silicone roofing system over the existing metal pan roof and backed by a 10-YEAR TRANSFERABLE WARRANTY. Additional updates include a newer carport with upgraded tie-downs rated up to 150 mph (2017), HVAC (2016), and water heater (2011). Best of all, the home experienced no damage from the 2024 storms. Being offered FURNISHED, this home is truly move-in ready. Furnishings include, but are not limited to, a full-size bed in the primary bedroom, two twin beds in the guest bedroom, dining table and chairs, living room sofa, side table, TV stand with TV, chair with ottoman, some FL room/Lanai furniture, and an equipped kitchen with items needed for everyday living. The additional 8x12 shed provides for ample storage and utility space. 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. Don't miss this opportunity to own an affordable home in one of Sarasota's most unique and sought-after resident-owned communities!

3226 Sweet Bay Terrace, Sarasota
$200,000
3 Beds ⋅ 3 Baths ⋅ Shenandoah Park SubDv. ⋅ 34237 Zip Code
Virtually Staged. Bring your vision and creativity to this ideally located property just a short walk or bike ride from vibrant downtown Sarasota. Tucked away at the end of a quiet dead-end street, this home offers a rare sense of privacy with privately owned vacant lots behind, creating a peaceful and secluded setting while still being close to shopping, dining, entertainment, and the area's cultural attractions. Outside, you'll find a spacious approximately 20' x 40' paver area beside the home, providing ample parking space for vehicles, boats, trailers, or recreational equipment. The backyard has a private feel, offering the perfect spot to unwind and simply enjoy the tranquil surroundings. Whether you're looking for an investment opportunity, renovation project, or a place to create your own Sarasota retreat, this property offers exceptional potential in a highly desirable location.

2178 7th Street, Sarasota
$152,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Welcome to 115 White Oak Way, where thoughtful updates, low-maintenance living, and an unbeatable Sarasota location come together in one exceptional home. Nestled within Oakwood Manor, Sarasota's only gated, resident-owned manufactured home community inside the city limits, this beautifully renovated 2-bedroom, 2-bath residence offers approximately 1,280 square feet of comfortable living space, including a spacious enclosed lanai perfect for relaxing or entertaining. The heart of the home is the stunning 2025 kitchen featuring new cabinetry, quartz countertops, stainless steel appliances, and a fresh, modern design. Luxury vinyl plank flooring flows throughout, while updated bathrooms, new lighting, ceiling fans, refreshed outlets, and a new front door complete the move-in-ready appeal. A roof resealed in 2024 and a 3-ton Rheem HVAC provide added peace of mind. Ideally situated near both community entrances and just a short stroll to the clubhouse, this home offers easy access to everything Oakwood Manor has to offer. Enjoy land ownership with an affordable $210 monthly fee that includes beautifully maintained common areas and outstanding amenities, including a heated pool and spa, fitness room, library, clubhouse, bocce, shuffleboard, putt-putt golf, cornhole, horseshoes, and a full calendar of social activities. Outdoor enthusiasts will love being adjacent to the Legacy Trail and only steps from public pickleball courts. Plus, you're just minutes from downtown Sarasota, Siesta Key and Lido Key beaches, SRQ Airport, Sarasota Memorial Hospital, Doctors Hospital, golf courses, shopping, dining, and the arts. Whether you're looking for a full-time residence or the perfect Florida retreat, this beautifully updated, land-owned home offers comfort, convenience, and an active 55+ lifestyle in one of Sarasota's most desirable manufactured home communities. Community rules prohibit motorcycles and dogs; qualified service or therapy animals are permitted. Schedule your private showing today and discover why so many love calling Oakwood Manor home.

115 White Oak Way, Sarasota
$174,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! PRICED TO PERSONALIZE IN SARASOTAS BEST KEPT SECRET Welcome to Oakwood Manor, Sarasota's only resident-owned 55+ community within the city limits—where affordability, convenience, and an active social lifestyle come together. This spacious 2-bedroom, 2-bath home offers 1,344 square feet of living space and is situated on a desirable lot within the community. A large covered and screened Florida room welcomes you home and provides the perfect space for morning coffee, entertaining friends, or simply enjoying Florida's beautiful weather year-round. The attached oversized shed houses the washer and dryer and offers plenty of additional storage or room for hobbies and projects. This home is priced to give you options: • Move in and enjoy as-is • Update and personalize to your own style • Create the Florida retreat you've always wanted Major Updates Already Completed: • A/C replaced in 2021 • Electrical panel replaced in 2026 Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees, strong sense of community, and welcoming atmosphere. You'll be hard-pressed to find a better value anywhere within the City of Sarasota. Community Amenities Include: • Clubhouse with fitness center, dance floor, and library • Heated swimming pool and hot tub • Mini golf, bocce ball, shuffleboard, and cornhole • Ping-pong and pool table • Shaded gathering areas and picnic park with grill • Full calendar of social activities, events, and clubs Love pickleball? Public courts are just a short bike ride away via the Legacy Trail, located adjacent to the community. Conveniently located just minutes from downtown Sarasota, world-famous Gulf beaches, shopping, dining, cultural attractions, and major medical facilities, you'll have everything you need right at your fingertips. Community Restrictions: No pets, motorcycles, or trucks permitted

3329 Oakwood Boulevard S, Sarasota
$185,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Welcome to Your Florida Lifestyle at Oakwood Manor BEAUTIFULLY UPDATED TURNKEY HOME NEAR DOWNTOWN SARASOTA AND BEACHES Live where every day feels like a vacation at Oakwood Manor — one of Sarasota’s most cherished resident-owned 55+ communities. Nestled within 90 beautifully landscaped acres inside the Sarasota city limits, Oakwood Manor offers the perfect blend of affordability, comfort, and active resort-style living — all for just $210/month HOA with no CDD or master association fees. This beautifully maintained 1976 home offers 2 bedrooms, 2 bathrooms, and 1,386 square feet of inviting living space. Being sold turnkey (excluding personal items), this home is truly move-in ready — just bring your suitcase and start enjoying the Florida sunshine. From the moment you arrive, you’ll appreciate the pride of ownership and meticulous care throughout. The bright and airy enclosed sunroom, wrapped in windows and filled with natural light, creates the perfect setting for morning coffee, afternoon reading, or gathering with friends. Inside, the spacious kitchen with abundant cabinetry flows effortlessly into the dining area, making entertaining easy and enjoyable. Both the kitchen and bathrooms have been tastefully updated, adding modern comfort while maintaining the home’s welcoming charm. Home Features & Recent Upgrades • Spacious 2-bedroom, 2-bath floor plan • Bright enclosed sunroom filled with natural light • Large kitchen with abundant cabinetry • Cooktop, wall oven, dishwasher, and refrigerator included • Updated kitchen and bathrooms • Newer windows throughout • A/C replaced in 2023 • Updated outdoor electrical service (2018) • PVC plumbing from home to street (2016) • Water heater less than 1 year old • Expanded shed featuring TWO air-conditioned rooms • Dedicated storage area • Laundry room with washer and dryer included • Decorative finished carport flooring Resort-Style Community Amenities Life at Oakwood Manor means there is always something to enjoy: • Heated swimming pool & oversized hot tub • Clubhouse with commercial kitchen & event stage • Fitness center • Library • Bocce ball & shuffleboard courts • Putt-putt golf • Active social calendar and friendly neighbors Love pickleball? You’re just a short bike ride from the Legacy Trail and its brand-new pickleball courts. Incredible Sarasota Location Enjoy being just minutes from everything that makes Sarasota special: • Downtown Sarasota • World-famous Siesta Key Beach • St. Armand's Circle shopping & dining • Sarasota-Bradenton International Airport • Nearby hospitals and medical facilities This spotless home is ideally located just steps from the clubhouse, making it easy to enjoy the community’s activities, events, and amenities. Please note: no pets, motorcycles, or RVs permitted. Whether you’re looking for a seasonal escape or a full-time Florida residence, this home offers the lifestyle you’ve been waiting for. Come discover why Oakwood Manor is one of Sarasota’s hidden gems.

3221 Sumac Terrace, Sarasota
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