Mid Town Sarasota Homes under $400,000

Mid Town Sarasota Homes under $400,000

Welcome to Midtown Sarasota, a vibrant and charming neighborhood nestled in the heart of sunny Sarasota, Florida. Known for its eclectic mix of culture, community, and convenience, Midtown offers residents a unique blend of urban living with a laid-back coastal vibe. This area is characterized by its friendly atmosphere, diverse dining options, and proximity to some of the best beaches in the country.

Midtown Sarasota is an ideal location for those seeking a dynamic lifestyle without breaking the bank. With an array of homes available for under $400,000, this neighborhood presents an excellent opportunity for first-time homebuyers, families, and investors alike. From cozy bungalows to more modern townhomes, there’s something for everyone in this affordable market. These homes often feature inviting outdoor spaces, perfect for enjoying the warm Florida sunshine, as well as easy access to local parks and recreational facilities.

In addition to its appealing real estate, Midtown Sarasota boasts a rich cultural scene. Residents can explore art galleries, enjoy live music, and indulge in culinary delights at various local eateries. The nearby Sarasota Bay and its stunning beaches provide ample opportunities for outdoor activities such as boating, fishing, and sunbathing.

Whether you’re looking to settle down or invest, Midtown Sarasota is a fantastic choice. With its affordable housing options, vibrant community, and endless recreational opportunities, this charming neighborhood is ready to welcome you home. Embrace the Sarasota lifestyle and discover the perfect home in Midtown today!

Newest Mid Town Sarasota Homes under $400,000

no property photo
$149,900
1 Beds ⋅ 1 Baths ⋅ Jefferson Club SubDv. ⋅ 34237 Zip Code
Discover your slice of Sarasota paradise in this charming villa at Jefferson Club! Ideally located just minutes from vibrant downtown Sarasota, beautiful Lido Beach, shopping, dining, and entertainment. Enjoy peace of mind with a **NEW ROOF and NEW AC (2025)!** This inviting retreat features thoughtful updates, including butcher block countertops, stainless steel appliances, soft-close cabinetry, and a newer front-loading washer and dryer. Enjoy your morning coffee or evening cocktails on your spacious, private gated patio, perfect for relaxing or entertaining. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this villa offers the perfect blend of comfort, convenience, and Florida living. Don't miss your chance to make it yours!

500 N Jefferson Avenue Unit C3, Sarasota
936 La Costa Circle Unit 10, Sarasota
$217,900
1 Beds ⋅ 1 Baths ⋅ Park View SubDv. ⋅ 34237 Zip Code
Step inside this luxuriously updated, move-in-ready condo in Park View, one of Sarasota’s best-kept secrets! Tucked away in a gated community just minutes from vibrant downtown Sarasota and the beautiful Gulf Coast beaches, Park View offers a peaceful retreat in an unbeatable location. This hidden gem is centered around a beautifully maintained park, creating a serene setting with lush green space right outside your door. Residents enjoy two community pools, a clubhouse, and a fitness center, while monthly fees conveniently include water, sewer, trash, and cable. From the moment you enter this stunning residence, you'll feel a sense of warmth, comfort, and sophistication. Thoughtfully redesigned with earthy modern finishes, stylish architectural details and luxurious upgrades, this exceptional home seamlessly blends timeless style with contemporary comfort, creating a space that feels as inviting as it is impressive. Enjoy added peace of mind with updated hurricane-impact windows. Best of all, this spectacular condo is being offered fully furnished, making your transition effortless. Simply bring your suitcase and start enjoying the Sarasota lifestyle! Whether you're searching for a full-time residence, a seasonal escape, or your own slice of Florida paradise, this extraordinary condo checks every box. A rare opportunity to own a retreat in one of Sarasota's most charming hidden communities. Come experience it for yourself—you won't want to leave!

936 La Costa Circle Unit 10, Sarasota
3412 Oakwood Boulevard S, Sarasota
$189,500
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
WELCOME HOME... Just move in... Fully Furnished spacious 2 bedroom 2 bath doublewide home in Highly desirable Resident Owned OAKWOOD MANOR located in the Heart of Sarasota. Fully Remodeled Kitchen with abundant of cabinet space and Granite counter tops, Both bath have new solid wood vanities and and solid surface counter tops ($18,450), New central air system ($7700), and Roof just resealed($5,500), updated electric. This 1266 sqft offers both a generous Family room and living room and large dining area with cabinetry for storage. Oversized master suite with plenty of room for storage. Enclosed Florida room leads to inside Laundry and tool shed. Attached Carport, Oakwood Manor is an affordable getaway for winter snow birds or full time residents. Located within 90 acres with low HOA dues of $210 a month which covers cable tv, lawn maintenance and resort style amenities. Community activities include resort style heated pool, hot tub, bocce ball, shuffleboard courts, putt-putt golf, clubhouse, fitness center, open park area with Gazebo. Property backs up to legacy trail and New Pickle Ball courts. Conveniently located within the city limits of Sarasota with easy access to downtown, Siesta Key, St. Armands Circle, Shopping, Dining, access to I-75 and Sarasota-Bradenton Airport. Welcome to were the fun begins.

3412 Oakwood Boulevard S, Sarasota
3308 Over Cup Oak Terrace, Sarasota
$174,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
WELCOME TO YOUR FLORIDA LIFESTYLE AT OAKWOOD MANOR! AFFORDABLE SARASOTA PARADISE IN A RESIDENT-OWNED 55+ COMMUNITY Live where every day feels like a vacation! Welcome to Oakwood Manor, one of Sarasota’s sought-after resident-owned 55+ communities. Set across 90 beautifully landscaped acres within Sarasota city limits, Oakwood Manor offers an appealing blend of affordability, comfort, and resort-style living for just $210/month HOA, with no CDD or master association fees. This well-maintained 2-bedroom, 2-bath home offers 1,152 square feet of inviting living space and is being sold turnkey, excluding personal items. Just bring your suitcase and start enjoying the Florida sunshine! Pride of ownership shines throughout this inviting home. The bright, enclosed sunroom, surrounded by windows and filled with natural light, is the perfect spot for morning coffee, afternoon relaxation, or entertaining friends. The spacious kitchen offers abundant cabinetry, a pantry, and a convenient center island, along with a ceramic cooktop range, microwave, dishwasher, and refrigerator. The kitchen flows easily into the dining area, creating a comfortable setting for everyday living and entertaining. The secondary bedroom features direct access to the guest bathroom, offering added privacy and a layout that functions almost like a second primary suite. HOME FEATURES & IMPROVEMENTS 2 bedrooms, 2 bathrooms, and 1,152 square feet of living space Bright, enclosed sunroom filled with natural light Spacious kitchen with center island, pantry, and abundant cabinetry Ceramic cooktop range, microwave, dishwasher, and refrigerator A/C replaced in 2022 Carport roof replaced in 2025 to meet the latest building code, as reported PVC plumbing from the home to the street replaced in 2021 Roof replacement history includes 2017 and 2019 Large storage shed Washer and dryer included RESORT-STYLE AMENITIES & AN ACTIVE LIFESTYLE Enjoy a wonderful selection of community amenities, activities, and opportunities to connect with neighbors: Heated swimming pool and oversized hot tub Clubhouse with commercial kitchen and event stage Fitness center and library Bocce ball and shuffleboard courts Putt-putt golf Active social calendar and welcoming neighbors Love pickleball? The Legacy Trail and its pickleball courts are just a short bike ride away! AN IDEAL SARASOTA LOCATION Conveniently located just minutes from downtown Sarasota, beautiful Siesta Key Beach, the shopping and dining of St. Armands Circle, Sarasota-Bradenton International Airport, and nearby hospitals and medical facilities. Even better, this home is just steps from the clubhouse, putting community activities and amenities within easy reach. Whether you're searching for a seasonal Florida retreat or a year-round residence, this inviting home offers an opportunity to enjoy the Sarasota lifestyle without the price tag of a traditional resort community. COME DISCOVER THE VALUE, THE LIFESTYLE, AND THE FRIENDLY COMMUNITY THAT MAKE OAKWOOD MANOR A SARASOTA HIDDEN GEM!

3308 Over Cup Oak Terrace, Sarasota
210 Briggs Court, Sarasota
$339,900
2 Beds ⋅ 1 Baths ⋅ Desoto Park For Petroutsa Bros SubDv. ⋅ 34237 Zip Code
Welcome to 210 Briggs Court! This charming 2-bedroom, 1-bath home is filled with natural light and ideally located in a convenient Sarasota location. Featuring an open floor plan and offered fully furnished following its use as a former Airbnb, this property presents a wonderful opportunity to create your own personal oasis or explore short- or long-term rental possibilities. A versatile sunroom as additional living area offers endless possibilities, whether you envision an enclosed home office, a private retreat, or a children’s playroom. Upgraded features include a new 2025 roof, bamboo flooring throughout, custom closet organizers, zebrawood cabinetry, granite countertops, and a bathroom accented with travertine stone and a striking onyx vessel sink. Step outside to a spacious backyard featuring a metal-roof shed and plenty of room for entertaining, pets, gardening, or creating your own private outdoor oasis. Additional highlights include city water and sewer, no deed restrictions, a location outside a designated flood zone, and downpayment assistance to qualified buyers. Situated in Sarasota’s desirable downtown area, where many neighboring homes have been beautifully renovated and upgraded, this property offers an exciting opportunity to add value and personalize a home to suit your vision. Enjoy being just minutes from world-famous Siesta Key Beach, the Legacy Trail, restaurants, shopping, entertainment, and many of Sarasota’s most sought-after amenities. Location, flexibility, outdoor space, and potential—210 Briggs Court is ready for your personal vision!

210 Briggs Court, Sarasota
3309 Oakwood Boulevard S, Sarasota
$169,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Welcome to Your Florida Lifestyle at Oakwood Manor! Affordable Sarasota Living in a Resident-Owned 55+ Community Your slice of Sarasota paradise is waiting! Discover the perfect blend of affordability, comfort, and resort-style living at Oakwood Manor, one of Sarasota’s cherished resident-owned 55+ communities. Set across 90 beautifully landscaped acres within Sarasota city limits, this welcoming community offers an active lifestyle and a wonderful place to call home. Enjoy all this for just $210 a month in HOA fees, with no CDD or master association fees! Move-In Ready and Full of Charm This well-maintained 1977 home features 2 bedrooms, 2 bathrooms, and 1,056 square feet of inviting living space. Offered turnkey, excluding personal items, this home is ready for you to move in, unpack, and start enjoying the Florida sunshine! From the moment you arrive, you’ll appreciate the care and pride of ownership throughout. The bright, enclosed sunroom, surrounded by windows and filled with natural light, is the perfect place to sip your morning coffee, curl up with a good book, or entertain friends. Inside, the spacious kitchen offers abundant cabinetry and flows seamlessly into the dining area, creating a comfortable setting for everyday living and entertaining. Generous closet space throughout the home provides valuable storage, while the convenient indoor laundry area adds to the home’s functionality. Home Features & Recent Upgrades 2-bedroom, 2-bathroom floor plan Bright, window-filled enclosed sunroom Spacious kitchen with abundant cabinetry Cooktop, wall oven, dishwasher, and refrigerator included Roof replaced in 2023 A/C replaced in 2022 Laminate flooring throughout Updated outdoor electrical service in 2025 PVC plumbing from the home to the street replaced in 2023 Indoor laundry area with washer and dryer Carport roof reinforced to meet the latest code requirements Resort-Style Amenities and an Active Lifestyle At Oakwood Manor, there’s always something to enjoy! Whether you love staying active, socializing with neighbors, or simply relaxing in the Florida sunshine, this community offers something for everyone. Heated swimming pool and oversized hot tub Clubhouse with commercial kitchen and event stage Fitness center Community library Bocce ball and shuffleboard courts Putt-putt golf Active social calendar and welcoming neighbors Love pickleball? You’re just a short bike ride from the Legacy Trail and its new pickleball courts, making it easy to enjoy outdoor recreation and stay active. An Incredible Sarasota Location Enjoy the best of Sarasota living with beaches, shopping, dining, entertainment, and everyday conveniences just minutes away. Downtown Sarasota World-famous Siesta Key Beach St. Armands Circle’s shopping and dining Sarasota-Bradenton International Airport Nearby hospitals and medical facilities Even better, this home is ideally located just steps from the clubhouse, putting community activities, social events, and amenities conveniently close to home. Your Florida Dream Starts Here! Whether you’re searching for a seasonal retreat, a sunny retirement getaway, or a comfortable year-round residence, this home offers an inviting opportunity to enjoy the Sarasota lifestyle without the price tag of many resort-style communities. Please note: Community restrictions prohibit pets, motorcycles, and RVs.

3309 Oakwood Boulevard S, Sarasota
3110 8th Street, Sarasota
$347,000
3 Beds ⋅ 2 Baths ⋅ Avion Plat Of SubDv. ⋅ 34237 Zip Code
Motivated Seller! Enjoy privacy and tranquility in this beautifully 3BR/2BA home. No worries here! Located in the heart of Sarasota This Abode is located on a large private fenced lot with natural views. The floorplan offers an efficient open concept living space with tons of natural light, modern décor and utility room. Entertain your guest and family with an efficiently laid out kitchen, new appliances, Light Fixtures, New Blinds flooring tile flooring throughout, The bathroom shower and tub have been completely redone, HVAC(2023). Enjoy and relax on your gorgeous eclectic front porch with a view. This home is centrally located close to downtown, parks, shopping, airports and beaches. Don't wait! the perfect family retreat is here for you! call today to schedule a private showing.

3110 8th Street, Sarasota
2744 Hidden Lake Boulevard Unit C, Sarasota
$135,000
2 Beds ⋅ 1 Baths ⋅ Hidden Lake Village SubDv. ⋅ 34237 Zip Code
Welcome to an exceptional Sarasota opportunity at 2744 Hidden Lake Blvd #C! Beautifully remodeled and thoughtfully updated, this impeccably maintained residence blends modern style, comfort, and effortless Florida living. From the moment you step inside, you’ll appreciate the care and attention to detail that went into creating a home that feels fresh, inviting, and truly move-in ready. Ideally situated in one of Sarasota’s desirable areas, this home places you just minutes from the excitement of downtown Sarasota, with its renowned restaurants, boutique shopping, arts, culture, and vibrant entertainment. And when it’s time to unwind, the world famous sands of Siesta Key and Sarasota’s beautiful Gulf Coast beaches are only a short drive away. Meticulously cared for and tastefully designed, this residence offers the perfect combination of location, lifestyle, and value. Whether you’re searching for a primary residence, a Florida getaway, or an investment opportunity, this is your chance to enjoy everything Sarasota has to offer at an incredible price. Opportunities like this don’t come along every day. Come experience the charm, updates, and unbeatable location for yourself, this one is sure to impress!

2744 Hidden Lake Boulevard Unit C, Sarasota
727 N Jefferson Avenue Unit 727, Sarasota
$234,900
2 Beds ⋅ 2 Baths ⋅ Jefferson Pines SubDv. ⋅ 34237 Zip Code
Priced to Sell. Welcome to your newly renovated two bedroom two bath villa/condo in the community of Jefferson Pines. Close proximity to downtown Sarasota to experience all the restaurants, shopping and waterfront the city has. This unit has been completely remodeled from top to bottom to include vinyl flooring and 6 inch baseboard throughout, recessed lighting throughout, new air conditioning unit in 2024, new hot water heater in 2024, new bathrooms, vanities, showers, and tub, as well as a completely remodeled kitchen with solid wood cabinets, and all new stainless appliances and of course fresh paint throughout the unit. Also, a completely new lanai enclosure as well as new concrete slab. The community itself has matured landscaping, a community pool and is a very quiet, peaceful neighborhood. The unit also includes two numbered/assigned parking spots directly in front of the unit for your convenience. If you’re looking for all the conveniences of Sarasota and a move-in ready Villa come take a look. Motivated Seller, Let's talk today!

727 N Jefferson Avenue Unit 727, Sarasota
2843 Bay Street, Sarasota
$329,000
3 Beds ⋅ 2 Baths ⋅ Greenbriar Homes SubDv. ⋅ 34237 Zip Code
Welcome to 2843 Bay Street, a classic Sarasota residence where mid-century character, valuable improvements and a garden-filled setting come together in a convenient in-town location. Built in 1957, this single-story masonry home offers approximately 1,330 square feet with three bedrooms, two full bathrooms and covered carport parking on an approximately 7,500-square-foot homesite. Enhanced front landscaping adds color, texture and inviting curb appeal while complementing the home’s clean, low-profile architecture. Inside, polished terrazzo floors provide one of the property’s most distinctive features. Appreciated for their durability, easy care and unmistakable Florida style, the terrazzo creates a cohesive flow and a timeless foundation for many decorating choices. The comfortable floor plan provides useful spaces for gathering, dining, working from home and relaxing. Three bedrooms offer flexibility for family, guests, a home office, studio or hobby room, while two full bathrooms add everyday convenience. The kitchen and bathrooms also offer an opportunity for the next owner to introduce personal finishes and improvements over time. Preserve the authentic details you love and update selected areas to suit your own style. An especially important improvement is the newer roof, reported by the seller to be approximately three years old. Solar panels complement the home’s efficiency-minded appeal and may help offset a portion of household electricity use. Buyers should independently verify the solar system’s ownership, transfer terms and production history, but the existing installation adds an attractive energy-conscious component. The lush backyard is a true highlight. Established greenery creates a relaxed tropical atmosphere, while multiple fruit trees add beauty, shade and the enjoyment of seasonal harvests. A mango tree brings distinctive Sarasota character to the landscape. Imagine beginning the day with coffee surrounded by greenery, picking fresh fruit in season, tending a garden or designing outdoor areas for dining, lounging and entertaining. The yard offers room for creativity while retaining the warmth of its mature plantings. The central Sarasota setting places the home within convenient reach of Downtown Sarasota’s restaurants, shopping, cultural venues and waterfront attractions. Payne Park and connections to the Legacy Trail and Ringling Trail expand the possibilities for walking, bicycling and outdoor recreation. Sarasota’s Gulf beaches and St. Armands Circle are accessible. 2843 Bay Street offers an appealing combination of authentic Florida personality and future potential. The home already includes several features that can be difficult or costly to reproduce: a newer roof, solar panels, polished terrazzo floors, enhanced landscaping and an established backyard with fruit-bearing trees. At the same time, it leaves room for thoughtful personalization that can improve comfort and reflect the next owner’s vision.

2843 Bay Street, Sarasota
2901 Poplar Street, Sarasota
$359,000
3 Beds ⋅ 3 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
Completely renovated 3-bedroom, 2.5-bath home offering 1,516 sq. ft. of updated living space in Sarasota. This move-in-ready home features quartz countertops, brand-new stainless steel appliances, updated bathrooms, and an open floor plan with a formal dining area showcasing built-in cabinetry, a spacious living room, and a bright Florida room. A large laundry room includes a new water heater for added convenience. Step outside to the fenced backyard, where you'll find an open cabana, a large attached bonus workshop with built-in cabinets, and a generously sized freestanding storage shed perfect for lawn equipment, tools, and additional storage needs. Conveniently located near downtown Sarasota, shopping, dining, arts and entertainment venues, waterfront parks, and the beautiful Gulf Coast beaches.

2901 Poplar Street, Sarasota
3390 Ramblewood Court, Sarasota
$159,900
2 Beds ⋅ 3 Baths ⋅ Ramblewood Acres SubDv. ⋅ 34237 Zip Code
Virtually Staged. END-UNIT TOWNHOME WITH PRIVATE OUTDOOR SPACE IN GATED RAMBLEWOOD ACRES! Welcome to 3390 Ramblewood Court, offering 1,343 square feet of comfortable living space in a convenient Sarasota location. The main level features a spacious living and dining area, kitchen, convenient half bath, and a screened lanai for additional outdoor living. Upstairs, the bedrooms offer privacy and generous space, complemented by private outdoor areas including a spacious deck—perfect for relaxing and enjoying the Florida weather. Covered parking is another welcome benefit. Ramblewood Acres offers an impressive collection of amenities, including three swimming pools, tennis courts, a playground, and a spacious clubhouse with a fitness center, billiards room, library, and gathering spaces for social events. The gated community is conveniently located just minutes from Downtown Sarasota, shopping and dining, the Baltimore Orioles spring training stadium, Sarasota-Bradenton International Airport, UTC, and Sarasota’s world-renowned Gulf beaches. A wonderful opportunity to enjoy the Sarasota lifestyle with plenty of space, outdoor living, and community amenities close to everything.

3390 Ramblewood Court, Sarasota
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