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2141 Sunnyside Lane, Sarasota
$599,000
3 Beds ⋅ 1 Baths ⋅ Hibiscus Park SubDv. ⋅ 34239 Zip Code
SARASOTA - CITY OF SARASOTA - ARLINGTON PARK AREA - LOCATION - LOCATION, SOUTHSIDE SCHOOL DISTRICT, LONG STANDING TENANT IN PLACE @ 2,750.00 MONTHLY (would like to stay - but will move). The much sought after "Hibiscus Park Neighborhood" - "Arlington Park Area", this three bed (or optional family room) / one bath (easy to add second bath) is close to everything including but not limited to; beaches / schools / hospital / downtown and the list goes on. All coupled with the affordability of a popular "East of Trail" neighborhood, home has been kept in great condition, updated: roof - a/c - water heater - garage door - well - outside paint - washer dryer and more. Easy to show, we look forward to your calls and subsequent showing. New construction next door and down street for examples of what can happen in the future.

2141 Sunnyside Lane, Sarasota

900 Bokhara Place, Sarasota
$324,777
2 Beds ⋅ 1 Baths ⋅ Homedale SubDv. ⋅ 34232 Zip Code
A RARE SLICE OF OLD FLORIDA IN THE HEART OF SARASOTA! Tucked away in a surprisingly peaceful, semi-secluded setting, this charming 1932 cottage sits on an exceptional .45-ACRE HOMESITE—nearly 20,000 square feet of land with a wonderfully private, almost country-like feel. HERE'S WHAT MAKES THIS PROPERTY EVEN MORE UNUSUAL: THE HOMESITE EXTENDS ROAD-TO-ROAD FROM BOKHARA PLACE TO HOULE AVENUE, creating the potential for access from both ends of the property. With appropriate gates and improvements, imagine being able to enter from one street and exit from the other—an especially intriguing feature for an owner with vehicles, trailers, boats, equipment, hobbies or storage needs. Located on quiet, dead-end Bokhara Place, the cozy 2-bedroom, 1-bath cottage offers vintage character along with existing outbuildings and an extraordinary amount of land for a property this close to the heart of Sarasota. Enjoy the cottage as it is, make it your own, or explore the property's longer-term possibilities. DREAMING OF BUILDING A NEW HOME WHILE POTENTIALLY RETAINING THE EXISTING COTTAGE AS AN ADU, GUEST HOUSE OR OTHER ACCESSORY USE? The size, configuration, existing improvements and unique road-to-road setting make this a property worth exploring. Whether you're looking for an Old Florida cottage, room for your toys and equipment, a unique homesite, or simply a property offering possibilities you won't find on the typical Sarasota residential lot, 900 Bokhara Place deserves a look. BRING YOUR VISION—AND DISCOVER JUST HOW MUCH POSSIBILITY CAN FIT ON NEARLY HALF AN ACRE IN SARASOTA! Buyer to independently verify zoning, permitted uses, ADU potential, access, setbacks, septic requirements and development possibilities with Sarasota County.

900 Bokhara Place, Sarasota

2520 Huntington Avenue, Sarasota
$359,000
2 Beds ⋅ 2 Baths ⋅ Orange Grove Park SubDv. ⋅ 34232 Zip Code
Welcome to this rare and captivating Sarasota cottage! Located in a central neighborhood, this classic bungalow seamlessly blends charming character with modern luxury upgrades. Entering through the welcoming foyer, you are greeted by wood floors that flow through a bright and airy layout. The heart of the home is a fully remodeled,a stunning kitchen featuring soft-close cabinetry, display glass inserts, high-end white Café series appliances, elegant gold/bronze hardware, and Level 3 granite countertops. The primary suite serves as a private retreat, offering dual closets with handcrafted custom cedar swinging doors, and an en-suite bathroom. Step outside into an exceptional backyard oasis designed for living and entertaining.Featuring a custom wooden pergola, a dedicated concrete patio for outdoor lounging, and a separate storage shed. The highlight of the exterior is a spacious, fully air-conditioned (240 sq ft) workshop matching the home’s charming aesthetic, complete with dedicated power—ideal for an art studio, home office, or hobby space. A unique, move-in-ready gem offering unparalleled character and location!

2520 Huntington Avenue, Sarasota

1722 North Drive, Sarasota
$2,690,000
3 Beds ⋅ 2 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code
Rarely available in Cherokee Park, widely regarded as one of Sarasota’s most desirable West of Trail neighborhoods, 1722 North Drive presents an extraordinary opportunity on a remarkably oversized 150-by-150-foot homesite with an impressive 150 feet of street frontage. Significantly larger and more generously proportioned than many properties in the neighborhood, the square parcel offers the scale, symmetry, and flexibility increasingly difficult to find in Sarasota’s most established luxury enclaves. Cherokee Park is distinguished by its quiet, tree-lined streets and an architectural landscape where beautifully restored historic residences sit alongside prominent new custom homes designed and built by some of Sarasota’s most respected architects and builders. Within that setting, this property stands apart. Mature, century-old oak trees frame the perimeter, creating a park-like canopy of privacy, shade, and character while leaving the heart of the lot remarkably open. The combination of its ideal square configuration, substantial street presence, and undisturbed tree canopy creates a compelling canvas for a future luxury residence, with room to build a custom home, pool, outdoor living areas, and landscaped grounds without overwhelming the site. The existing home is charming, comfortable, and move-in ready, giving its next owner the flexibility to enjoy the property immediately, renovate over time, or hold it while designing a future custom residence. Recent improvements include a new air-conditioning system, hot water heater, sewer line, and resurfaced pool, all completed in 2024. A separate bonus space offers an ideal setting for a work-from-home office, art studio, gym, or creative retreat. Located just moments from Southside Elementary School and close to Southside Village, downtown Sarasota, the bayfront, and Sarasota Memorial Hospital, 1722 North Drive combines one of the city’s most coveted residential settings with the dimensions and character of a truly distinctive homesite. Whether enjoyed as it stands today or reimagined as a significant new estate, this is a rare opportunity to secure an unusually substantial parcel and lasting value in the heart of Cherokee Park.

1722 North Drive, Sarasota

1300 Loma Linda Court, Sarasota
$749,900
3 Beds ⋅ 2 Baths ⋅ Loma Linda Park SubDv. ⋅ 34239 Zip Code
Rarely available, large lot property with so many end uses. This is an exceptional opportunity in one of Sarasota's most sought-after East of the Trail neighborhoods. Situated on an oversized (0.32-acre) homesite in the desirable Loma Linda Park subdivision, this unique property offers immediate livability, investment value and tremendous redevelopment potential. The property features a renovated approximately 1,290-square-foot cottage with three bedrooms and two baths, along with a newer 2020 permitted concrete block building totaling approximately 1,458 square feet. The detached structure serves as a two-car garage and workshop/studio complete with two mini-split air conditioning units, a bath with a shower and flexible interior space that could potentially be converted into a guest house, artist studio, home office or future two-bedroom ADU (subject to applicable approvals). The updated main residence is move-in ready and presents an excellent opportunity as either a comfortable primary residence or an income-producing rental while you plan the future development of the additional structure. The spacious lot also offers ample room to create a custom pool, an expansive patio and an exceptional outdoor living area. Surrounded by established homes, newly constructed homes and mature landscaping, the property is enhanced by a beautiful grand oak tree positioned on the south side of the lot, preserving valuable building flexibility. Only minutes from downtown Sarasota, Sarasota Memorial Hospital, Southside Village, Selby Gardens, The Bay Park, Marina Jack, Siesta Key Beach, Lido Key and St. Armands Circle, this property combines an outstanding location with exceptional future possibilities. Whether you're looking to renovate, expand, create a private estate compound, explore future redevelopment opportunities or rent one or two dwellings long or short term, this oversized parcel offers flexibility rarely found in Sarasota.

1300 Loma Linda Court, Sarasota

105 Tucker Avenue, Sarasota
$585,000
3 Beds ⋅ 2 Baths ⋅ Tuckers Sub SubDv. ⋅ 34232 Zip Code
A rare opportunity to acquire a beautifully restored 1940 coastal-inspired Key West style Florida bungalow positioned on an oversized 0.38-acre parcel offering future subdivision potential. Following closing, the property may be split into three separate lots, creating one residence lot with the existing home, and two additional buildable parcels—an exceptional value-add opportunity in a highly desirable Sarasota location. The 3-bedroom, 1.5-bath residence blends architectural character with curated modern upgrades. Interior highlights include refinished bamboo and wood flooring, exposed wood ceiling beams, and custom cedar built-ins that enhance the home’s refined coastal Key West bungalow aesthetic. The chef’s kitchen is thoughtfully designed with solid wood cabinetry, quartz countertops, an imported Italian tile backsplash, and updated stainless steel appliances. An adjacent addition provides expanded pantry storage and a laundry area, leading to a spa-inspired primary bathroom featuring dual vanities, a freestanding soaking tub, and a walk-in rain shower. The upper level hosts a private primary suite with a generous walk-in closet with built-ins, a second bedroom, and an updated half bath, while the third bedroom is conveniently located on the main level—ideal for guest accommodations or flexible use. Outdoor living has been elevated to an almost resort-style experience, featuring a 12-foot above-ground pool/spa with custom wood decking, multiple patios finished with imported Italian crystal tile, and a lush botanical setting with over 200 plantings and mature fruit trees including banana, mango, avocado, peach, and guava. Additional amenities include a pavilion, private outdoor shower, and a firepit designed for elevated entertaining and relaxation. Significant capital improvements include a 2023 metal roof, hurricane-rated windows, 2021 HVAC system, 2022 water heater, recent connection to public water, and a 2024 well pump with filtration system also on property. The home offers insulated and drywalled interiors, newly installed wheelchair-accessible outdoor walkway paths, an extended 6+ vehicle driveway, and a 12x14 detached workshop or garage, further enhancing functional versatility. With no HOA, no deed restrictions, and no flood insurance required, this property presents an exceptional combination of lifestyle appeal and long-term investment flexibility. Ideally located just minutes from downtown Sarasota’s premier dining, shopping, and cultural attractions, this offering is well-suited for private ownership, redevelopment, or strategic portfolio expansion.

105 Tucker Avenue, Sarasota

1538 S Orange Avenue, Sarasota
$1,950,000
3 Beds ⋅ 4 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
This revitalized 2,550 sq' (+/-) single level home is in coveted Harbor Acres and within walking distance to the quaint Southside Village, Sarasota Bay and the energizing downtown area. Bistros, gourmet markets, art galleries and all things exciting will be yours to explore. With remodeling beginning in 2016 to Miami Dade Hurricane code regulations, improvements include the addition of a 750 sq' (+/-) Primary Suite with full bathroom for one and a 3/4 bath for another, both with walk-in closets thru-outs, modern lighting and plumbing fixtures, refurbished oak flooring, granite counters, security system, whole-house stereo speakers, new appliances, 426 sq' screened porch for outdoor entertaining, paver circular driveway with additional parking pull-outs, landscaping and dramatic lighting and a custom made art piece which is also an outdoor water feature. A new roof completed the project in 2022. The plan features a living area, separate dining room and kitchen in the center of the home, which separates the primary bedroom from the additional 2 bedrooms, for privacy. There is a storage building for outdoor accessories, a roomy 2-car, solid structure carport, water well for the sprinkler system and spray foam insulation in the attic. New HVAC, including duct work and UV light filter 2026. Not too big, not too small, no elevators, no shared parking, optional HOA dues of $125 a year and a one-of-a-kind opportunity, in a once in a lifetime location.

1538 S Orange Avenue, Sarasota