Mid Town Sarasota Homes under $500,000

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

$459,900

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

LOCATION! LOCATION! Bellevue Terrace! Fantastic opportunity to purchase this beautifully renovated 3 bedroom 3 bathroom home on a very spacious lot. This is an open, split level home with large fenced-in back yard, with room for a pool. The first floor has a large living room/dining room combo, kitchen and half bath. It includes bran new large floor tiles, new hard wood cabinets with quartz tops. All new appliances. The top level has 3 bedrooms with original hardwood floors and 2 full renovated bathrooms. The lower level has a large bonus room that lets lots of light in, and separate laundry room with new washer and dryer leading to the garage. Additional renovations include new shingle roof, electric panel and hot water heater. PVC water lines. The property also has side parking for an RV or Boat. This home is just minutes to downtown Sarasota and a very close proximity to the Lido Beach, Legacy Trail, Payne Park, Sarasota High School, Alta Vista Elementary School, & Sarasota Art Museum. This home gets extra points for its central location. Sarasota City Limits allow for great flexibility for short term rentals on Air BNB, VRBO and short term rentals. Located in the 1-week rental zone. No HOA! Close to the sun kissed beaches of Sarasota, downtown, cultural venues, Big Olaf Ice cream, Yoders Fresh Fruit and Vegetable Market, YMCA, and Locklear Park. Everything is just minutes away. Move quick. Don't miss out.

3135 Alta Vista Street, Sarasota

$499,000

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

MAJOR Upgrades were done to transform this home into the Open, Spacious and Airy Oasis that it is today! This ENTIRELY REMODELED 3 bed, 2 bath sits only steps away from the Famous Legacy Trail and the family-friendly park known as Payne Park - and comes FULLY FURNISHED. A direct path is already paved to the Trail and Payne Park from the home for your morning strolls. Best yet, this property is tucked away at an almost dead-end & QUIET cul-de-sac with minimal through traffic. Major Upgrades include a New METAL Roof (2021), New PVC Underground Plumbing and a Stunning new Kitchen. New LVP is laid throughout the home with Quartz Countertops throughout and both restrooms have been remodeled. Here, you will find an oversized and fully fenced-in yard, with a covered porch, checking all of the boxes for location, property AND land - making this the perfect place for family get-togethers. Enough space sits in the back for an ADU/Tiny Home, a Pool AND more! The lot is almost 10,000 sq ft and surrounded by multi-million dollar homes in an area that is truly unbeatable! Only minutes away from St. Armand's Circle, Lido and Siesta Key Beaches, steps away from the Legacy Trail, Payne Park and all that Downtown Sarasota has to offer. With all of these extras, and a property that allows you enough space to create your dream back yard into a reality, something like this- in this location, only comes around so often! *THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE INFORMATION*

2316 Gull Lane, Sarasota

$450,000

3 Beds ⋅ 2 Baths ⋅ Paver Park Estates SubDv. ⋅ 34237 Zip Code

PRIME location with all of the upgrades, comes FULLY FURNISHED and is only steps away from the LEGACY TRAIL! (Priced for either property OR lot value for developers!!) This 3 Bedroom, 2 Bathroom Home has absolutely everything you have been looking for. Some major upgrades include a newer roof (2018), a New AC (2024) all Sewer lines updated to PVC, entirely remodeled with LVP and Quartz Countertops throughout and thoughtful tile to the ceilings in both shower walls. The massive backyard offers endless room for a pool, ADU/guest house, AND an entertainment deck - The lot itself is over 10,000 sq ft! Upgrades, Location and Land needs are all met - is there anything more to be had? Payne Park is on the other side of the Trail for all of the outdoor enthusiasts, with Pompano Pickleball Courts off the trail, and close enough to Downtown Sarasota that you can walk or bike. Within City limits, but without the hustle and bustle of the City life, this home has it all! *THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE INFORMATION*

615 S Shade Avenue, 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

$450,000

5 Beds ⋅ 4 Baths ⋅ Avion Plat Of SubDv. ⋅ 34237 Zip Code

Welcome to 3160 Aspinwall St, Sarasota, FL 34237, a spacious two-story residence offering 5 bedrooms, 4 full bathrooms, 2,240 sq. ft. of living space, an attached car garage, and a double corner lot totaling approximately 0.34 acres. The floor plan offers flexibility that can be hard to find, especially for larger households or buyers who simply appreciate extra room. The primary bedroom is located on the first floor, while four additional bedrooms are positioned upstairs, creating natural separation between living areas and allowing space for family, guests, a home office, or other everyday needs. The property sits on an approximately 14,739 sq. ft. lot and offers both indoor and outdoor space. With no HOA, buyers have added flexibility while still enjoying a convenient Sarasota location. Public water and sewer are already in place, and the attached garage adds practical storage and parking. Location is another strong part of the property. From here, you are within convenient reach of Downtown Sarasota, shopping, schools, medical services, restaurants, major roads, Marina Jack, and the route toward Siesta Key and the Gulf Coast. What makes this home especially interesting is not just the number of bedrooms or the lot size, but the combination of both. For a buyer looking for a property that can adapt over time, whether for a growing household, multigenerational living, guests, or simply more breathing room, 3160 Aspinwall St offers a substantial Sarasota footprint with plenty of possibilities.

3160 Aspinwall Street, Sarasota

Mid Town Sarasota Homes under $500,000

Newest Mid Town Sarasota Homes under $500,000