Mid Town Sarasota Homes with Awning(s) Exterior Features

Mid Town Sarasota Homes with Awning(s) Exterior Features

Welcome to Midtown Sarasota, a vibrant and charming neighborhood nestled in the heart of Sarasota, Florida. Known for its eclectic mix of culture, art, and community spirit, Midtown offers residents a unique blend of urban convenience and suburban tranquility. With its prime location, you’re just minutes away from the stunning Gulf Coast beaches, lush parks, and a variety of shopping and dining options that make Sarasota a sought-after destination.

One of the standout features of homes in Midtown Sarasota is their inviting awnings. These stylish exterior enhancements not only add a touch of architectural charm but also provide practical benefits. The awnings offer shade from the Florida sun, creating comfortable outdoor spaces for relaxation or entertaining. Imagine sipping your morning coffee or hosting a weekend barbecue under the cool shade of your awning, surrounded by the lush greenery that characterizes this beautiful area.

The homes in Midtown Sarasota reflect the diverse architectural styles that the city is known for, from charming bungalows to modern constructions. Each home tells a story, with unique features that cater to a variety of lifestyles. The community is also rich in amenities, including parks, local markets, and cultural attractions, making it an ideal place for families, retirees, and young professionals alike.

Whether you’re looking for a cozy retreat or a vibrant community to call home, Midtown Sarasota offers a perfect blend of comfort and convenience. Come explore the possibilities and discover why this charming neighborhood is the perfect place to plant your roots in sunny Florida!

Newest Mid Town Sarasota Homes with Awning(s) Exterior Features

2 Beds ⋅ 2 Baths ⋅ A4697185 MLS

Step inside 115 White Oak Way and you immediately feel it—this isn’t just a beautiful home, it’s a fresh start wrapped in Florida sunshine. Set in Oakwood Manor, Sarasota’s only gated, resident-owned manufactured home community, this beautifully updated 2 bedroom, 2 bath double-wide invites you to relax, unpack, and start living the lifestyle you’ve been picturing. With approximately 1,280 sq ft of living space, including a 240 sq ft enclosed lanai, there’s room to spread out, host friends, or simply enjoy a quiet morning coffee in your own private retreat. As you walk through the new front door, the luxury vinyl plank flooring with premium underlayment gives the home a seamless, designer look while staying easy to care for. Your eye is naturally drawn to the 2025 kitchen—a true showpiece—with new cabinetry, quartz countertops, and stainless steel appliances that make cooking feel effortless and entertaining feel fun again. Both bathrooms continue the story with tasteful, modern finishes, while new ceiling fans, updated lighting, refreshed outlets, and the new front door complete the move-in-ready, “no projects needed” experience buyers are hoping to find. The roof was resealed in 2024, and a 2014 3-ton Rheem HVAC system helps keep things cool and comfortable all year, giving you the peace of mind that the big items are already taken care of. Location inside the community matters, and this home delivers. Nestled near both access gates and just a short walk to the clubhouse, you’re close to everything without being in the middle of it. Oakwood Manor spans 90 beautifully maintained acres and is known as the place “where fun and friendship happen.” For a remarkably low $210/month, you enjoy land ownership plus resort-style amenities: a welcoming clubhouse with commercial kitchen, event stage, audio/visual setup, dance floor, fitness room, activity hall, and library. Step outside to a large heated pool with handicap ramp, hot tub, remodeled shower facilities, and plenty of tables and loungers under the Florida sky. Shaded by majestic oaks, the park-like setting offers a gazebo, picnic tables, community grill, putt-putt golf, bocce ball, shuffleboard, ping pong, horseshoes, and cornhole—perfect for days when you want to be as active or as relaxed as you choose. For those who love the outdoors, the location is hard to beat. The community sits adjacent to the Legacy Trail and just steps from 12 newer pickleball courts, making it easy to walk, bike, or play a quick match with friends. And when you’re ready to explore, you’re only a short drive to Sarasota’s crystal-sand beaches, downtown shops and restaurants, the marina, fishing pier, local golf courses, museums, SRQ airport, Sarasota Memorial, and Doctors Hospital. Please note: Oakwood Manor is a 55+ gated, land-owned community and the only manufactured home park within the Sarasota city limits. Community rules do not allow motorcycles or dogs; only qualified service or therapy animals are permitted. If you’ve been searching for a beautifully updated home in a friendly, amenity-rich neighborhood at an affordable monthly cost, 115 White Oak Way offers the lifestyle, location, and peace of mind you’ve been waiting for.

115 White Oak Way, Mid Town Sarasota

2 Beds ⋅ 2 Baths ⋅ A4696381 MLS

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, Mid Town Sarasota

2 Beds ⋅ 2 Baths ⋅ A4694645 MLS

Oakwood Manor — Where Fun and Friendship Happen Move-In Ready Home in One of Sarasota’s Most Loved 55+ Communities Experience resort-style living in the heart of Sarasota at Oakwood Manor, a beautifully maintained resident-owned 55+ community spanning 90 scenic acres. Enjoy an exceptional and affordable lifestyle with low HOA fees of just $210/ month and no CDD or master association fees. Pride of ownership shines throughout this meticulously maintained 1977-built home offering 2 bedrooms, 2 bathrooms, and 1,324 square feet of comfortable living space. Truly move-in ready, the owners have carefully updated and maintained the home so you can simply unpack and enjoy. Step inside to a spacious, light-filled sunroom surrounded by windows and accented with Plantation shutters — the perfect place to enjoy your morning coffee or unwind with a good book. The large kitchen features ample storage, granite countertops, designer cabinetry, and flows seamlessly into the dining area, creating an ideal layout for everyday living and entertaining. Kitchen Features: Granite countertops Updated kitchen cabinets Refrigerator only 3 months old Dishwasher Stove and microwave Tile backsplash Recent Updates Include: Newer windows A/C replaced in 2017 (3-ton, 14 SEER) Plumbing connected to city tap in 2017 Water heater replaced in 2025 Newer gutters Screened lanai added 2 years ago Whole-house water filtration system Upgraded tie-downs Carport screws replaced Community Amenities: Residents enjoy access to an impressive array of amenities, including: Clubhouse with commercial kitchen and event stage Fitness center Library Heated pool and spacious hot tub Bocce ball and shuffleboard courts Putt-putt golf Pickleball enthusiasts will appreciate being just a short bike ride from the Legacy Trail and its brand-new pickleball courts. This spotless home is ideally situated just steps from the clubhouse, providing convenient access to community activities and social events. Conveniently located near downtown Sarasota, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and nearby hospitals, Oakwood Manor offers the perfect blend of comfort, convenience, and active Florida living. Please note: no pets, motorcycles, or RVs permitted. Whether you are searching for a seasonal retreat or a full-time residence, this exceptional home is a must-see.

3227 Bayberry Terrace, Mid Town Sarasota

2 Beds ⋅ 2 Baths ⋅ A4693805 MLS

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, Mid Town Sarasota

2 Beds ⋅ 2 Baths ⋅ A4689264 MLS

OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN UPDATED, TURNKEY & CLOSE TO EVERYTHING SARASOTA OFFERS Welcome to Oakwood Manor, a sought-after 55+ resident-owned community in the heart of Sarasota. Spanning 90 beautifully maintained acres, this vibrant neighborhood offers true resort-style living at an incredibly affordable $210/month. Enjoy a full lineup of amenities including a welcoming clubhouse with commercial kitchen and stage, fitness center, library, heated pool, hot tub, bocce ball, shuffleboard, and putt-putt golf. Love pickleball? You’re just a short bike ride to the Legacy Trail with brand-new courts. (Please note: no pets, motorcycles, or RVs permitted.) This meticulously maintained 2-bedroom, 2-bath home is being sold turnkey—just bring your suitcase and start enjoying the Florida lifestyle. Step inside to a bright, sun-filled living room surrounded by windows—perfect for morning coffee or relaxing afternoons. The spacious kitchen offers abundant cabinetry and flows seamlessly into the dining area, ideal for entertaining. It comes fully equipped with stove, microwave, refrigerator, plus a washer and dryer conveniently located just steps away. **Recent updates and features include: *New laminate flooring throughout 2023 *Updated subflooring *Roof repairs (2024) *Hurricane straps on home and carport *AC with annual service contract *Tastefully updated guest bath **Located just steps from the clubhouse, you’ll have easy access to all community activities and social events. Prime Sarasota Location: Minutes to downtown, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and top medical facilities. **Move-in ready, spotless, and truly maintenance-free—this home is a must-see!

3226 Sweet Gum Terrace, Mid Town Sarasota

2 Beds ⋅ 2 Baths ⋅ A4688802 MLS

Welcome to 3208 OAKWOOD BLVD S, a bright, coastal-inspired 2BR/2BA home on an oversized lot backing directly to the Legacy Trail, offering rare privacy with no rear neighbors. Enjoy peaceful green views from the rear patio, plus additional front patio and enclosed lanai spaces that make outdoor living and entertaining easy. Inside, this turnkey furnished home features fresh carpet in the living room, updated laminate flooring in both baths and a refreshed primary en-suite with new shower door, creating a clean, move-in-ready feel. The kitchen includes an updated pantry and newer dishwasher for added convenience. Major mechanical updates include a brand-new 2026 A/C system with updated ductwork, an updated sewer line and flexible interior laundry hookup options. Located in Oakwood Manor, Sarasota’s only land-owned, gated 55+ manufactured home community, residents enjoy lush landscaping, an active social calendar and extensive amenities. The low monthly fee of approximately $210 covers cable TV, grounds maintenance, private roads, escrow reserves, community pool, recreational facilities, common area taxes and on-site management. Community features include a large clubhouse with commercial kitchen, stage, dance floor, fitness room, library, billiards and activity hall, plus an extra-large heated pool, hot tub, gazebo park, bocce ball, horseshoes, ping pong, corn hole and a community putt-putt course. All of this is adjacent to the Legacy Trail and near city pickleball courts, with convenient access to downtown Sarasota, shopping and dining.

3208 Oakwood Boulevard S, Mid Town Sarasota

4 Beds ⋅ 2 Baths ⋅ A4681936 MLS

Fully furnished, block-built POOL home offering 1,779 sq ft of beautifully updated living space. This REMODELED 4-bedroom single-family home is turn-key, featuring a spacious and flexible layout with split bedrooms and two separate living areas—ideal for entertaining or multi-generational living. Enjoy the freedom of no HOA or CDD, plus ample space to park a boat or camper. Ideally located just minutes from Downtown Sarasota, the Bayfront, and world-class beaches, this home delivers the perfect blend of comfort, convenience, and Florida lifestyle. The back of the home has the perfect layout to easily be converted into a legal ADU/mother in law suite with the City of Sarasota. SO much opportunity at an affordable price with the convenience of city living, a pool and peace of mind for years to come.

305 N Conrad Avenue, Mid Town Sarasota

2 Beds ⋅ 2 Baths ⋅ A4680691 MLS

Welcome to this well maintained turnkey furnished home located in the ONLY Resident Owned Park in the City limits of Sarasota!! This 2 bed 2 bath 1,056sf home is positioned close to the clubhouse and both access gates. The comfortably furnished large living room is just off the kitchen and dining and has sliders that lead to the 220 sf Florida room. The kitchen is a wide galley with a breakfast counter space, pantry and storage closet. The dining room has a built in server giving plenty of additional storage. The primary suite has a king bed set, extra large walk in closet and remodeled bath with a step in shower. The guest bedroom is outfitted with a queen bed set. The full guest bath has a tub/shower and high profile stool. The Florida room has a newer insulated roof, wall to wall windows that overlook the greenbelt ( no mobile home directly across ) and exterior access door, carpet installed 2019 and a newer ceiling fan/light. The shed houses the washer/dryer water heater, utility sink plus plenty of space for additional storage. Updates include: Galv Metal Roof Over to main home 2019, Florida Room Insulated Roof Over 2021, Carport has reinforced braces, HVAC 2013, Luxury Vinyl plank flooring 2020, carpeting 2009 & 2019, subfloors replaced throughout with plywood, some windows updated, water heater 40 gal 2023 in shed, interior breaker box 2022, vapor barrier 2013, sewer line PVC, plumbing lines 2012. Hurricane shutters give added protection to the East and South windows. The gated 90 acre community boasts a low maintenance fee 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 putt putt course, bocce ball, ping pong and corn hole. 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. Please note that Oakwood is a 55+, no pet, no motorcycle Park.

3232 Ash Terrace, Mid Town Sarasota

2 Beds ⋅ 2 Baths ⋅ A4622186 MLS

Welcome to this beautifully maintained two bedroom, two bath sanctuary—perfect for your second home or retirement dreams. Begin your mornings on the spacious enclosed front lanai, savoring your coffee and the serene surroundings. This charming home features an open floor plan with a bright and airy living room, ideal for entertaining guests or unwinding after a day of activities. The modern kitchen boasts ample counter space and a cozy breakfast nook, making meal prep a delight. The master bedroom offers a peaceful retreat with an en-suite bathroom and a walk-in closet, while the second bedroom is perfect for guests or a home office. You’ll appreciate the convenience of plenty of parking under the carport and a full-size laundry in the shed at the back of the carport. Nestled in the vibrant, gated 90-acre Oakwood Manor community—the only land-owned manufactured home community in the City of Sarasota—this home is a treasure trove of amenities designed to enrich your lifestyle. For a reasonable monthly fee of $210, enjoy a large clubhouse with a commercial kitchen, event stage, fitness room, cozy library, and more. Unwind in the heated pool with a handicap ramp, relax in the spacious hot tub, or partake in outdoor activities like bocce ball, ping pong, and picnicking under beautiful oak trees. This age-restricted social haven is conveniently located next to the scenic Legacy Trail and city pickleball courts. Just a short trip from downtown Sarasota, stylish St. Armands Circle, and the world-renowned Siesta Key Beach, this community offers the ultimate in Florida living. Live where others vacation and make every day a delightful adventure! Please note, no pets or motorcycles are allowed. Come embrace the fun, active lifestyle you’ve always dreamed of!

3410 Spanish Oak Terrace, Mid Town Sarasota

Start Your Search