Homes East of Trail

$549,000
3 Beds ⋅ 3 Baths ⋅ South Gate SubDv. ⋅ 34239 Zip Code ⋅ A4703878 MLS ⋅ Active Status
Located in the very desirable South Gate neighborhood of Sarasota, close to shopping, wonderful dining, excellent schools and only a short drive to Siesta Beach, this updated 3 bedroom, 3 bath home (primary bed/bath is an ensuite) has much to offer its next owners. From the large, caged pool, partially fenced and elevated over-sized lot, to its easy-living floorplan, 3710 Duncan Place is set to impress. As you enter this home the owners’ pride in ownership and care will be clear, both inside and out. You are welcomed in by views from the front door through the living room and dining area leading to the large “Florida Room” and through the impact-rated sliding glass doors to the expansive screened lanai and the landscaped yard beyond. All of this creates a feeling of space seldom offered in homes from this era. The 3rd full bath, generous interior laundry room and 2 car garage are also rare features in homes like this. The comfortable kitchen offers ample natural light, an efficient workspace and a cozy breakfast bar. Closet space is enhanced by the large hall closet, in addition to the requisite bedroom closets. With a new roof in 2021, pool and deck resurfaced and re-tiled in 2022, updated bathrooms and new HVAC in 2026, fresh exterior paint, new landscaping and landscape lighting, this home is ready for you!

3710 Duncan Place, Central Sarasota
$350,000
3 Beds ⋅ 2 Baths ⋅ Rolando SubDv. ⋅ 34231 Zip Code ⋅ A4705916 MLS ⋅ Coming Soon Status
Cute updated home conveniently located to shops, dining, beaches, downtown, and the freeway. Metal roof, recently updated hardi board siding, large privacy fenced backyard, fresh interior paint, updated kitchen with high quality stainless appliances, newer luxury vinyl flooring throughout, A/C ducting replaced in 2024, 2 updated bathrooms, and a one car garage with laundry hookups. Primary bedroom / bathroom on the 2nd level, with 2 secondary bedrooms and a full bath on the main level. Plenty of off street parking!

4219 Murdock Avenue, South Sarasota
$449,000
2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34239 Zip Code ⋅ A4705680 MLS ⋅ Active Status
Welcome to this beautifully maintained, owner-occupied home in one of Sarasota’s most convenient locations. Tucked away just off Bee Ridge Road, this property offers easy access to Siesta Key, Sarasota’s beautiful beaches, Downtown Sarasota, shopping, dining, medical facilities, and everyday conveniences, while still providing a peaceful and private place to call home. Inside, you’ll find two bedrooms, two full bathrooms, and a spacious two-car garage. The split-bedroom floor plan creates wonderful privacy for both owners and guests, while tile flooring throughout makes the home easy to maintain. The large, open-concept living area feels bright and welcoming, with plenty of room for relaxing, entertaining, or gathering with family and friends. The home has been lovingly cared for and is offered fully furnished, making it an easy option for a full-time residence, seasonal retreat, or second home. The outdoor space is where this property truly stands out. The expansive, beautifully maintained yard features attractive pavers and a privacy fence, creating a tranquil setting with endless possibilities. Imagine quiet mornings outdoors, evenings around a firepit, space for pets to roam, or the addition of your own private pool and outdoor retreat. Best of all, there is NO HOA and NO CDD, giving you the freedom and flexibility that can be difficult to find this close to the heart of Sarasota. Bring your boat, jet skis, RV, and other recreational toys, there is plenty of space to enjoy the Florida lifestyle your way. The boat is also available for purchase separately through a separate bill of sale. Well cared for, fully furnished, centrally located, and offering an exceptional amount of outdoor space, this Sarasota home is a special opportunity you will not want to miss.

3138 Homasassa Road, Central Sarasota
$375,000
3 Beds ⋅ 2 Baths ⋅ Bellevue Terrace SubDv. ⋅ 34237 Zip Code ⋅ O6441214 MLS ⋅ Active Status
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 white 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, Mid Town Sarasota
$530,000
3 Beds ⋅ 2 Baths ⋅ South Gate SubDv. ⋅ 34239 Zip Code ⋅ A4705497 MLS ⋅ Active Status
Welcome to 2112 S Brink Avenue, a rare opportunity in Sarasota’s highly sought-after Southgate neighborhood. This inviting 3-bedroom, 2-bath home offers nearly 2,000 square feet with a flexible layout designed for comfortable everyday living. The main living room features a wood-burning fireplace, while a bonus living area provides even more space to gather, work, or relax. The kitchen offers granite countertops and newer appliances, and the spacious primary suite includes a generous bathroom. The home features hurricane windows, a roof and flooring updated in 2021, plus a large laundry room and 2-car garage for added convenience and storage. Outside, the back patio and fire pit create an inviting spot for enjoying Florida evenings. Located outside the flood zone and close to Sarasota’s shopping, dining, beaches, and downtown, this is the kind of well-located home that doesn’t come along often.

2112 S Brink Avenue, Central Sarasota
$285,000
3 Beds ⋅ 2 Baths ⋅ Sarasota-Venice Co Sub SubDv. ⋅ 34231 Zip Code ⋅ A4705165 MLS ⋅ Active Status
Unique Flexibility Meets Prime Sarasota Location! This distinctive 3-bedroom, 2-bathroom, single-story home offers a versatile split floorplan designed to accommodate a variety of lifestyles and investment strategies. Whether you’re searching for an affordably priced starter home, a multi-generational living solution, or an investment opportunity, this property offers plenty of potential. A standout feature is the attached mother-in-law suite, incorporating the third bedroom and second bathroom, with its own private entrance and built-in kitchenette. This flexible space provides an excellent opportunity for extended family, guests, a private home office or studio, or potential rental income. Step outside and discover the expansive backyard, offering a blank canvas for the new owner to bring their vision to life. Create your own outdoor oasis, add entertaining spaces, establish a garden, or simply enjoy the room to spread out. Centrally located in Sarasota County, this home provides convenient access to I-75, Downtown Sarasota, and the area’s beautiful Gulf Coast beaches. Enjoy an approximately 12-minute drive to Downtown Sarasota and Siesta Key Beach, making it easy to take advantage of the shopping, dining, entertainment, and outdoor lifestyle that make Sarasota such a sought-after destination. With its unique layout, flexible living options, generous outdoor space, and convenient location, this home is ready for its next chapter.

4225 Swift Road, South Sarasota
$197,000
2 Beds ⋅ 2 Baths ⋅ Village Plaza SubDv. ⋅ 34232 Zip Code ⋅ R4911927 MLS ⋅ Active Status ⋅ 3670 Pinecrest BLDG.
55+ Housing for Older Persons. The biggest differentiator is the elevated, finished and air-conditioned patio, with a door opening directly to the courtyard. That's more useful than a typical open patio in Florida because it creates an additional enclosed living/work/hobby space that can be enjoyed year-round. The location is one of the property's strongest selling points. Village Plaza describes itself as being near Beneva Road and Bee Ridge Road, with shopping, dining and banking nearby and public transportation close to the entrance. The Legacy Trail is about a mile away. Two Bedrooms and two baths are separated and on opposite ends of the unit. The kitchen has stainless steel appliances, Full living room with eating space just off the kitchen. The amenities make you feel like you are at a private resort! Pool, shuffle board, clubhouse with full kitchen, spa, showers, gym, library and so much more. This is truly a hidden gem in Sarasota just off Beneva Road.

3670 Pinecrest Street Unit 111, Central Sarasota
$2,250,000
4 Beds ⋅ 4 Baths ⋅ Hudson Park SubDv. ⋅ 34237 Zip Code ⋅ A4705517 MLS ⋅ Active Status
Virtually Staged. Under Construction. UNDER CONSTRUCTION, ESTIMATED COMPLETION OCTOBER 31, 2026. NOT IN A FLOOD ZONE. Solid block construction on both floors, impact windows, metal roof. New two-story contemporary East of the Trail on a canopied, tree-lined street, directly across from the Legacy Trail and minutes from downtown Sarasota. 4 bedrooms, 4 full baths, upstairs bonus room, 2-car garage. 2,802 sq ft under air, 3,396 sq ft total. • THE HOUSE • Two-story great room with 20-ft ceiling, 10-ft ceilings throughout the first floor, first-floor primary suite with walk-in closet, elevator ready with pre-wired shaft. Under contract early? Choose your own paint, flooring and finishes. • CHEF'S KITCHEN • 48-inch dual-fuel LP range with 48-inch hood, 42-inch built-in refrigerator, wine refrigerator, quartz counters, solid wood Shaker cabinetry, pantry. • OUTDOORS • Heated saltwater pool with spa and sun shelf, covered lanai with outdoor kitchen (gas grill, sink, refrigerator), second-floor balcony overlooking the pool. • SYSTEMS • Lutron smart home, wired security system, dual-zone AC, tankless gas water heater, 500-gallon LP tank, generator ready. • FINISHES • Light oak-look LVT flooring, black-framed windows, architectural bronze accents, natural stone tones, designer lighting. • Walk to Payne Park. 5 minutes to downtown and Southside Village, 15 to Siesta Key and I-75.

2420 Novus Street, Mid Town Sarasota
$695,000
Tamiami Park A Resub Of SubDv. ⋅ 34231 Zip Code ⋅ A4705536 MLS ⋅ Active Status
Looking to develop in one of Sarasota's hottest areas? Look no further. This rare 100' x 100' lot offers an exciting redevelopment opportunity in South Sarasota. The oversized parcel may provide the potential to divide into two separate lots, with the possibility of a home and ADU on each — creating a potential four-unit residential rental opportunity, subject to zoning and county approval. The property could also be an excellent opportunity for a duplex development, offering another potential path for an investor or builder looking to maximize the value of the site. The existing property features a 1,084-square-foot, 2-bedroom, 2-bath Florida home, along with a 1.5-car garage, with laundry room that includes full size washer and dryer. The home also includes a beautiful swimming pool. The fully fenced lot offers privacy and plenty of space while providing a unique opportunity to live in or rent the existing home as you plan for future redevelopment. With its desirable South Sarasota location, this property is close to Siesta Key Beach, Gulf Gate, the Legacy Trail, shopping, dining, and everything Sarasota has to offer. Bring your vision and take advantage of the possibilities this oversized lot presents. Opportunities to develop a property of this size and location are becoming increasingly difficult to find.

3928 S East Avenue, South Sarasota
$229,900
1 Beds ⋅ 1 Baths ⋅ Hyde Park SubDv. ⋅ 34231 Zip Code ⋅ A4705389 MLS ⋅ Active Status
Virtually Staged. Big charm, thoughtful updates, and a fantastic Sarasota location—this one-of-a-kind cottage packs a lot into a small footprint! This 1-bedroom, 1-bath home blends warm vintage character with smart improvements already in place, while leaving plenty of opportunity to add your own style. Step inside and you’ll quickly see what makes this home different. Rich wood-paneled walls and a striking stone fireplace create a warm, inviting living space with character that is increasingly hard to find. Wood-look tile flooring flows throughout the home, bringing an updated feel while complementing its original cottage style. The bright kitchen features soft close cabinetry, generous storage, a stainless steel refrigerator and dishwasher, and a clean, functional design. The bathroom has also been refreshed with a tiled walk-in shower, glass doors, and a dual-sink vanity. A 2021 roof adds another important update to this classic Sarasota cottage. The living space extends outdoors to a large screened porch, creating a comfortable spot to enjoy Florida’s year-round indoor-outdoor lifestyle. Beyond the porch, the backyard is surrounded by mature trees and tropical landscaping, offering privacy, shade, and room to garden, relax, or create your own outdoor retreat. Adding even more versatility is a separate approximately 300-square-foot utility building with laundry, a utility sink, electricity, and additional usable space. Whether envisioned as a workshop, creative studio, hobby area, or expanded storage, this separate building offers flexibility rarely found at this price point. The location makes this property even more appealing. Shopping, dining, Sarasota Memorial Hospital, the Legacy Trail, and everyday conveniences are nearby, while Siesta Key Beach is just a short drive away. Enjoy easy access to some of Sarasota’s best-known destinations while coming home to a property that feels anything but cookie-cutter. With its 2021 roof, updated kitchen and bath, stone fireplace, screened porch, private backyard, separate utility building, and central Sarasota location, this property offers exciting possibilities as a primary residence, seasonal Sarasota retreat, or investment opportunity. Small in size, big on charm, and full of possibilities—2837 Forest Lane is a Sarasota cottage ready for its next chapter.

2837 Forest Lane, South Sarasota
$169,000
2 Beds ⋅ 2 Baths ⋅ Forest Lakes Country Club Estates SubDv. ⋅ 34232 Zip Code ⋅ A4705378 MLS ⋅ Active Status ⋅ Greenview House BLDG.
Freshly painted, spotless and overlooking the community pool, this two-bedroom, two-bath condo at Forest Lakes Country Club Estates offers 1,260 square feet in a central Sarasota location. Modern flooring, an updated primary shower, a brand-new roof, and a screened lanai with a pool view, make this condo a hidden gem! This spacious condo features two different living spaces. The front living room can easily be an extension of the activity in the kitchen. There is room for comfortable chairs with a coffee table for enjoying appetizers and drinks. Moreover, the back family room has more than enough space for a sectional sofa and a large television which is ideal for hosting family and friends. The back family room leads to the screened lanai which is the place to be! This space boasts updated flooring, a new ceiling fan, a built-in planter, along with plenty of room for a table and chairs or comfortable lounge furniture. This open-air setting is just right for morning coffee, a reading spot, or conversation at the end of the day, all while gazing out over the pool. Connecting the two living spaces is a lovely dining room which can easily accommodate 6-8 people. Off the dining area is the bright galley kitchen that features white cabinetry, backsplash, under counter lighting, ample counter space, along with a windowed breakfast nook with room for a table and chairs. The highlights of this kitchen though are the new, large, oversized sink, a spacious pantry, and two pocket doors to close off the kitchen when entertaining. The dishwasher, microwave, range and refrigerator are all part of the deal. The two bedrooms, which both stream in natural light through the new window blinds, are on separate ends of the hallway giving privacy to all. The primary bedroom with an en-suite bathroom features a brand new shower and toilet. The other showstopper though is the large walk-in closet! On the opposite end of the hallway, you will be thrilled to find another closet perfect for storing your hard to place vacuum, while the other hall closet is perfect for storing towels and linens. The guest bathroom also features a new toilet, a shower/tub combination, plenty of counter space, and even more storage with an open closet perfect for baskets to hold bathroom items. The second bedroom can be versatile as it can be for family members, guests, or even set up as a home office. The condo has been outfitted with five new, remote-controlled fans, as well as updated light switches, with many containing dimmers, and USB ports. Finally, each unit has a storage space off the mailroom which is perfect to house seasonal belongings, beach gear, luggage, and tools. You will also notice that the property is undergoing new exterior painting as well. All four buildings have also been tented and fumigated. A significant community update adds a great deal of flexibility to homeowners. Within the last year, the HOA has begun allowing rental opportunities. Owners now have the option to lease their condo for a minimum of 6 months at a time which allows for seasonal living. The $510 monthly condo fee includes water, sewer, trash, community pool, exterior and grounds maintenance, management, and pest control, combining several recurring services into one payment. Enjoy living close to Sarasota’s vibrant beaches, downtown shops and restaurants, our ever growing and expanding airport, and an A rated school district!

2507 Beneva Road Unit 6, Central Sarasota
$675,000
3 Beds ⋅ 2 Baths ⋅ Paver Park Estates SubDv. ⋅ 34237 Zip Code ⋅ A4705325 MLS ⋅ Coming Soon Status
Turn-key pool home and proven income property, minutes from downtown Sarasota. Completely remodeled down to the studs and currently operating as a Successful Short-Term Rental, this 3-bedroom, 2-bath home with a den comes fully furnished and ready for you to move in, keep it running as a short-term rental, or both. This isn't a cosmetic flip — the systems are new. The home was fully replumbed from the street in (water and sewer), completely rewired with a new electrical panel, switches, and outlets, and fitted with a new AC unit and ductwork, a new water heater, and a new flat roof. New exterior doors and sliding glass door, and updated windows in the primary bedroom. Inside, the kitchen was totally renovated with new cabinetry, an induction range, and new appliances. Both bathrooms were gut-renovated to the studs. New bamboo hardwood flooring runs throughout, finished with all-new lighting fixtures and ceiling fans. The flexible den works as a home office, fourth sleeping space, or media room — a plus for rental bookings. Inside laundry room. Out back is the feature that sets this home apart in the neighborhood: a large in-ground heated pool, fully resurfaced with a new multicolor LED light, new variable-speed pump, and all-new paver deck, on a fully fenced lot with a storage shed. A covered carport and long driveway park three cars off the street. Located inside Sarasota city limits — where short-term rentals are permitted — with no HOA, no deed restrictions, and not in a FEMA flood zone. Steps from the Legacy Trail, and a short drive to downtown, Siesta Key, Southside Village, Sarasota Memorial, and Ed Smith Stadium. Zoned for Alta Vista Elementary and Sarasota High. Furnishings, bookings, and rental history convey — buy a business that's already running, or a home where the hard work is already done.

2667 Cheryle Lane, Mid Town Sarasota
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East of Trail (Tamiami), Sarasota, FL: Charming Neighborhood and Coastal Living

Discover the enchanting neighborhood of East of Trail, also known as Tamiami, where charming streetscapes and coastal living come together to create a unique Sarasota experience. Positioned east of the Tamiami Trail, this area offers residents a blend of historic charm, proximity to the bay, and easy access to cultural amenities. Join us as we explore the allure of East of Trail.

 

Key Features:

Historic Homes and Tree-Lined Streets:

East of Trail is known for its historic homes and tree-lined streets, creating an inviting and timeless atmosphere. Residents can explore neighborhoods adorned with character and charm.

Southside Village:

Southside Village, located within East of Trail, is a trendy area featuring boutique shops, cafes, and upscale dining options. Residents can enjoy a leisurely stroll through this vibrant district with its eclectic offerings.

Sarasota Memorial Hospital:

The presence of Sarasota Memorial Hospital adds a practical dimension to the neighborhood, providing residents with healthcare facilities and services within close proximity.

Proximity to Sarasota Bay:

East of Trail is situated in close proximity to Sarasota Bay, allowing residents to enjoy the coastal lifestyle. Scenic views, parks, and waterfront activities contribute to the overall appeal of living in this coastal neighborhood.

 

Real Estate Opportunities:

Explore the real estate offerings in East of Trail, featuring a mix of historic homes, charming residences, and modern developments. The neighborhood's real estate landscape caters to individuals seeking a blend of coastal living and historic charm.

 

Why Choose East of Trail (Tamiami):

Historic Charm and Character:

East of Trail exudes historic charm and character, with tree-lined streets and well-preserved homes that create a welcoming and timeless ambiance.

Southside Village Lifestyle:

Southside Village offers a trendy and vibrant lifestyle with boutique shops, cafes, and upscale dining options. Residents can embrace a social and leisurely atmosphere just steps away from their homes.

Healthcare Accessibility:

The presence of Sarasota Memorial Hospital ensures that residents have convenient access to healthcare services. This practical amenity enhances the neighborhood's overall livability.

Coastal Living Experience:

The proximity to Sarasota Bay allows residents to embrace the coastal living experience. Whether enjoying waterfront parks, engaging in water activities, or simply savoring scenic views, East of Trail provides a quintessential coastal lifestyle.

 

 

East of Trail invites you to experience the charm of historic streetscapes, coastal living, and the vibrancy of Southside Village. Connect with our real estate experts today to explore the diverse homes and lifestyle opportunities that await you in this captivating neighborhood. East of Trail is not just a location; it's a community where residents can enjoy the best of Sarasota's coastal charm, historic ambiance, and the convenience of a trendy village lifestyle.