Mid Town Sarasota Homes under $400,000

727 N Jefferson Avenue Unit 727, Sarasota

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

$339,000

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

$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

$172,000

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

642 N Jefferson Avenue Unit 13, Sarasota

$199,900

2 Beds ⋅ 2 Baths ⋅ Bermuda Park SubDv. ⋅ 34237 Zip Code

Virtually Staged. Welcome to 642 N Jefferson Ave, a 2-bedroom, 2-bath condo in Bermuda Park offering a spacious layout, vaulted ceilings, a private screened lanai, and no rear neighbors—all just minutes from Downtown Sarasota. Located in one of the newer buildings in the community, this condo features an open-concept living area with abundant natural light and two new PGT windows. The kitchen includes stainless steel appliances, ample cabinet space, and a breakfast bar that opens to the main living area. In-unit laundry, two reserved parking spaces, and additional guest parking add everyday convenience. The screened lanai overlooks peaceful greenspace with no buildings directly behind the unit, providing added privacy in a central Sarasota location. Enjoy quick access to Downtown Sarasota, shopping, dining, St. Armands Circle, Lido Beach, and Sarasota’s arts and entertainment. The free Breeze Trolley provides another convenient way to explore the area.

642 N Jefferson Avenue Unit 13, Sarasota

1236 Tallywood Drive Unit 7029, Sarasota

$149,900

2 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code

TALLYWOOD 55+ COMMUNITY – VILLA-STYLE HOME! Welcome to this 2-bedroom, 2-bath villa-style home located in the Tallywood community in beautiful Sarasota, Florida. Offering a comfortable layout and the opportunity to make it your own, this property is ready for its next owner to bring their vision and personal touches. Enjoy the convenience of villa-style living in an established 55+ community, with a location close to shopping, restaurants, and everyday conveniences. Whether you’re looking for a seasonal retreat, full-time residence, or renovation opportunity, this property offers plenty of possibilities. Property is being sold as-is. Buyer to conduct their own due diligence regarding the property’s condition, community amenities, fees, and any applicable restrictions.

1236 Tallywood Drive Unit 7029, Sarasota

$399,900

2 Beds ⋅ 2 Baths ⋅ Greenbriar Homes SubDv. ⋅ 34237 Zip Code

A Mid-Century Original with Sarasota Style & Soul A rare opportunity to reimagine a true Mid-Century Modern home in one of Sarasota’s most convenient locations, just east of Tuttle Avenue. This distinctive 2-bedroom, 2-bath split-level residence captures the spirit of Sarasota’s architectural heritage with an unmistakable sense of character. Walls of sliders bring in natural light and create a beautiful connection to the surrounding outdoor spaces, while original terrazzo floors beneath the existing flooring offers a glimpse of the home’s authentic vintage appeal. The home is ready for its next chapter—and for someone with an appreciation for design, this is where the fun begins. Preserve the mid-century details, introduce a fresh contemporary aesthetic, or blend the two to create something entirely your own. With its central Sarasota location, distinctive architecture, and tremendous creative potential, this is much more than a house—it’s a Mid-Century canvas waiting for its comeback.

2921 Wood Street, Sarasota

$335,000

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

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

2975 Louise Street, Sarasota

$375,000

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

3010 Hatton St is a one-story Sarasota home with three bedrooms, two bathrooms, and 1,527 square feet of living space. Built in 1957, the home has a kitchen with cabinetry, a cooktop, a wall oven, a dishwasher, and a peninsula connecting to the adjoining dining area. Separate front and rear living spaces extend through the home, with a fireplace in the rear room. The primary bedroom includes an adjoining bathroom with a corner shower, while the second bathroom has a tub-shower combination. A rear patio opens to the yard. An indoor laundry area and an attached one-car garage complete the layout. Included 100-Day Home Warranty with buyer activation

3010 Hatton Street, Sarasota

$244,900

2 Beds ⋅ 2 Baths ⋅ Citywalk SubDv. ⋅ 34237 Zip Code

Completely renovated and truly move-in ready, this ground-floor 2-bedroom, 2-bath condo in gated Citywalk puts you steps from Publix, Payne Park, the Legacy trail and everything downtown Sarasota has to offer. The work here is done. The kitchen was completely renovated less than three years ago with quartz countertops, new cabinetry, new appliances, and a reverse-osmosis drinking water system. Every appliance is under three years old, including a stackable washer and dryer added within the past year. The HVAC and ROOF are both about two years old, the electrical and plumbing have been updated, and the interior was freshly painted just four months ago. There is NO CARPET anywhere in this unit. This condo also has new hurricane impact windows and sliders for peace of mind. A light-filled living area opens through sliding glass doors to a private screened lanai with a garden view. The generous ensuite bedroom features a sliding barn door and a private bath, with a second bedroom and full bath for guests. Single-story living with no stairs, assigned parking, and solid block construction. The monthly fee covers water, exterior maintenance, grounds, fitness center and the community pool. No flood insurance required. The location is the rest of the story: walk to Payne Park for tennis, trails, and the playground, hop on the Legacy Trail, and reach Main Street's restaurants and theatre district in minutes. Downtown Sarasota and the world-renowned Gulf beaches are just a short drive away.

2121 Wood Street Unit 113, Sarasota

3191 Glen Elyn Boulevard Unit 4, Sarasota

$289,000

2 Beds ⋅ 2 Baths ⋅ Glen Elyn SubDv. ⋅ 34237 Zip Code

FURNISHED & PRICED TO SELL! This spacious 2-bedroom, 2-bath villa with an ATTACHED TWO-CAR GARAGE on corner lot, offers an exceptional opportunity for easy, maintenance-free Sarasota living. Located in Glen Elyn, an intimate and well-maintained community of just 24 attached villas, this move-in-ready home is being sold FURNISHED, making your Florida lifestyle even easier. The remodeled Kitchen features granite countertops, a beautiful marble backsplash, under-cabinet lighting, pull-out cabinet shelving, pantry closet and reverse-osmosis/water filtration system. The dishwasher was replaced in 2021. Both bathrooms have been remodeled with granite countertops, marble flooring and pull-out cabinet shelving. Both bathrooms are equipped with washlet/bidet toilets featuring HEATED SEATS. The spacious primary bedroom is complemented by a stylish Barn Door. The inviting living area features recessed lighting and sliding glass doors that open to the spacious lanai, creating a wonderful extension of the living space for morning coffee, entertaining friends or simply relaxing and enjoying the Florida lifestyle. Additional upgrades include a 2022 A/C system, WiFi-enabled thermostat with remote control and automatic cell phone alerts, Hurricane Shutters, abundant storage and a utility sink conveniently located in the two-car garage near the washer and dryer. Glen Elyn offers the carefree lifestyle Florida buyers are looking for. Relax at the COMMUNITY POOL overlooking the peaceful waterway and enjoy the breeze without the maintenance of a private pool. Even better, the monthly fee covers nearly everything except electricity and phone, adding to the ease and convenience of ownership. LOCATION, LOCATION, LOCATION! Approximately ONE MILE FROM ED SMITH STADIUM, spring training home of the Baltimore Orioles, and convenient to Downtown Sarasota, UTC, shopping, dining, entertainment, cultural attractions and Sarasota's renowned Gulf Coast beaches. FURNISHED, UPDATED AND PRICED TO SELL, this villa offers a hard-to-find combination of space, a two-car garage, extensive upgrades, full hurricane protection and a maintenance-free Sarasota lifestyle. With only 24 villas in Glen Elyn, opportunities like this don't come along often. Great year round or Seasonal home and no leasing here – 100% owners. Schedule your showing and make it yours!

3191 Glen Elyn Boulevard Unit 4, Sarasota

3189 Glen Elyn Boulevard Unit 3, Sarasota

$199,999

2 Beds ⋅ 2 Baths ⋅ Glen Elyn SubDv. ⋅ 34237 Zip Code

Virtually Staged. Welcome to Glen Elyn, a unique and intimate community of just 24 villas, conveniently located less than 3 miles from vibrant Downtown Sarasota! This charming 2-bedroom, 2-bath villa with an attached 1-car garage offers 1,030 square feet of thoughtfully designed living space—comfortable, efficient and easy to maintain whether you’re looking for a full-time residence or the perfect Florida winter retreat. A welcoming foyer leads into the dining area and spacious living room, creating an easy, natural flow for everyday living and entertaining. Sliding glass doors open to the enclosed lanai, extending your living space and providing a comfortable spot for morning coffee, reading or relaxing. The kitchen offers ample cabinet storage along with a recessed ceiling featuring excellent lighting and additional under-cabinet lighting to brighten your workspace. The spacious owner’s suite features a large walk-in closet, separate makeup/vanity area and private bath with a commode and tub/shower combination with glass doors. The generously sized front guest bedroom is conveniently located near the second full bath, featuring a shower with sliding glass doors and multiple shower heads. Enjoy additional peace of mind with roofs replaced in May 2024, BRAND NEW HVAC-SEPT 2026! and a recently replaced ELECTRICAL PANEL. Glen Elyns' $584 monthly association fee includes basic cable, water, sewer and trash, along with maintenance of the private road and roofs. Residents also enjoy a community swimming pool and a modest community gathering room used for association meetings, complete with a small resident sharing library—a simple and welcoming touch that reflects the close-knit nature of this community. Blacktopped drives, ample guest parking and simple yet pristine landscaping add to the appeal of this tucked-away community. Glen Elyn is also 100% owner occupied with NO RENTALS permitted, helping maintain the residential character and pride of ownership found throughout the neighborhood. And the location is hard to beat! You’re less than 3 miles from Downtown Sarasota, with its restaurants, shopping, arts and entertainment, while still enjoying the quiet setting of a small residential community. Whether you’re looking for a full-time Sarasota home, an easy lock-and-leave winter retreat, or a mainland getaway from one of the barrier islands, Glen Elyn offers comfortable Florida living in a special community of only 24 residences.

3189 Glen Elyn Boulevard Unit 3, Sarasota

Mid Town Sarasota Homes under $400,000

Newest Mid Town Sarasota Homes under $400,000