Mid Town Sarasota Homes with Private Mailbox Exterior Features

Mid Town Sarasota Homes with Private Mailbox Exterior Features

Welcome to Midtown Sarasota, a vibrant and charming neighborhood nestled in the heart of Sarasota, Florida. Known for its lush landscapes and friendly atmosphere, Midtown offers a unique blend of suburban tranquility and urban convenience. Residents enjoy easy access to the stunning Gulf Coast beaches, cultural attractions, and a variety of dining and shopping options that make Sarasota a sought-after destination.

Midtown Sarasota is characterized by its diverse architectural styles, showcasing homes that reflect both modern and traditional designs. One of the standout features of many homes in this area is the private mailbox, which adds a touch of elegance and personalization to your property. These charming exterior features not only enhance curb appeal but also provide a sense of community and pride among neighbors. Imagine stepping outside to retrieve your mail from a beautifully crafted mailbox, surrounded by the lush greenery and warm Florida sunshine.

The neighborhood is well-connected, with major roadways providing easy access to downtown Sarasota and nearby attractions such as the Ringling Museum of Art and the Marie Selby Botanical Gardens. Families will appreciate the proximity to quality schools and parks, making it an ideal place to raise children.

Whether you're looking for a cozy bungalow or a spacious family home, Midtown Sarasota offers a variety of options to suit your lifestyle. Embrace the warmth and charm of this delightful community, where your dream home awaits! Explore the possibilities in Midtown Sarasota, and experience the best of Florida living.

Newest Mid Town Sarasota Homes with Private Mailbox Exterior Features

$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

$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
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

$515,000
3 Beds 3 Baths Bellevue Terrace SubDv. 34237 Zip Code
SELLER IS MOTIVATED AND WILL CONTRIBUTE TOWARDS BUYERS CLOSING COSTS, PREPAIDS, AND INTEREST RATE BUY DOWNS! New price and fresh opportunity- just minutes from all things Sarasota has to give, such as the arts and theater district, shopping, dining, BEACHES, activities, walking trails, pickleball, tennis courts and much much more! Welcome to this 3-bedroom, 2.5 bath, single family home in Sarasota, where location, location, location truly defines the lifestyle. Positioned on a corner .21-acre lot with NO HOA OR CDD, this home places you just a stone’s throw from the Legacy Trail, with walking access to pickleball courts, tennis courts, Pompano Park, and Locklear Park, plus nearby community amenities. Whether it’s biking, running, or social recreation, everything is right outside your door. The backyard is the standout feature, thoughtfully designed for entertaining and everyday enjoyment. Enjoy a fire pit area, low maintenance astro turf, multiple seating zones, a gazebo, and a screened in porch that can easily be converted into a full outdoor kitchen. The large yard offers ample room to build a pool, all surrounded by mature oak trees and a mango tree that add shade and character. Inside, the home offers 2,346 sqft with spacious bedrooms, a flexible bonus room for work or guests, and a primary bath with a garden tub. Major updates include an AC system replaced in 2022, water heater in 2024, along with the benefit of being in Flood Zone X with a raised foundation. The dining area has custom built-in seating with storage area to accommodate small or large gatherings, built with the intention for hours of entertaining. This is a rare opportunity to own a home that combines space, updates, and one of Sarasota’s most activity rich locations. With lots of potential, let the imagination take over as you create the space you desire and deserve to have!

704 S Lockwood Ridge Road, Sarasota

$219,000
2 Beds 2 Baths Oakwood Manor SubDv. 34237 Zip Code
This home combines convenience and style in a welcoming well-maintained and vibrant gated community. ABOUT THE HOME: This beautifully designed 2008 Manufactured home has 1,278 sf of living space and an ideal layout with the 2-bedroom 2 bath split floor plan offering both privacy and comfort, featuring a spacious living room with high ceilings and windows, perfect for relaxing or entertaining. The home includes a formal dining area with an oval dining set and a large kitchen with ample cabinets and a tile backsplash, pantry, refrigerator, stove, dishwasher and garbage disposal, complemented by a cozy breakfast dinette with a round table and seating for 4, a mounted flat screen TV and a sliding glass door leading to the carport—an ideal space for casual dining, games or working a puzzle. Just off the breakfast dinette are the full sized washer and dryer housed in a laundry closet. The large primary suite serves as a private retreat with a king bed, chest drawers, desk and walk in closet. This space is complete with an expansive en suite bathroom featuring dual sinks, a walk-in shower and WC nook. Sky lights in both bathrooms provide natural lighting. The large carport is roomy enough for 2 vehicles and/or an outdoor covered living area. The shed provides extra storage space. Home is partially furnished. Shingle roof replaced 1/2024 - Drywall in Living, Dining, and both Bedrooms ABOUT THE COMMUNITY: Oakwood Manor is located in the ONLY Resident Owned Park in the City limits of Sarasota!! The gated 90 acre community boasts a low maintenance fee of $210/month - affording a big "bang for your buck" with its vast amenities, starting with the spacious Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, state of the art fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample umbrella tables and lounge chairs and updated shower rooms. Oak trees shade the beautiful park area, picnic tables and a community grill. Additional amenities to enjoy are the community shuffle board courts, putt putt course, bocce ball, ping pong and corn hole. Please note that Oakwood is a 55+, no pet, no motorcycle Park. AREA INTEREST: Oakwood Manor is a vibrant community with numerous social events and activities. It is conveniently located adjacent to Legacy Trail and 12 newer pickle ball courts. Just a short drive to our crystal sand beaches, downtown area, the marina, fishing pier, local golf courses, shopping, variety of restaurants, the museum, SRQ airport, SMH and Doctors hospitals.

3319 Overcup Oak Terrace, Sarasota

$184,900
2 Beds 2 Baths Oakwood Manor SubDv. 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN! ONE OF OAKWOOD MANORS MOST DESIRABLE PRIVATE LOT Welcome to Oakwood Manor, a highly sought-after 55+ resident-owned community located within Sarasota city limits. Nestled on 90 lush acres, this vibrant neighborhood offers an exceptional resort-style lifestyle for just $210/month. Residents enjoy an impressive array of amenities, including a lively clubhouse with commercial kitchen, event stage, fitness center, and library. Relax in the heated pool or spacious hot tub, or stay active with bocce ball, shuffleboard, cornhole, putt-putt, and ping pong. Pickleball enthusiasts will love the brand-new courts along the nearby Legacy Trail—just a short bike ride away. With a full calendar of activities and events, Oakwood Manor truly lives up to its motto: where fun and friendship happen. This move-in-ready, beautifully updated home is offered in stylish decorator colors—just bring your toothbrush! Pride of ownership is evident from the moment you step inside this spacious 2-bedroom, 2-bath home offering 1,120 sq. ft. under air. Looking for privacy? This is one of the most desirable lots in the community—no neighbors on one side and none behind. Enjoy peaceful canal views right from your dining and living areas, a rare find in Oakwood Manor. Notable Features & Updates: Plumbing from home to city tap replaced (2017) A/C replaced (2022) New roof (2023) New carport built to current building code (2024) Laminate flooring throughout (2020), New laminate flooring and subfloor replaced in both bedrooms 2026 Updated kitchen with ample storage, pantry, and wine rack Appliances: stove (2020), refrigerator (2020) Both bathrooms beautifully updated with decorator tile showers Enjoy outdoor living with a private backyard—perfect for barbecues or relaxing on cool Florida evenings. The charming front porch is another ideal spot to unwind. All of this is just minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and medical facilities. Whether you're searching for a full-time residence or seasonal getaway, this home is a must-see. Purchase now and enjoy the upcoming season in your very own Sarasota paradise!

3218 Oakwood Boulevard S, Sarasota

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