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$699,000
2 Beds ⋅ 2 Baths ⋅ Lorraine Park SubDv. ⋅ 34234 Zip Code
Opportunity, versatility and charm all come together in this beautifully maintained Sarasota County property on an oversized, fully fenced lot just over 1/2-acre! Featuring two bedrooms, two baths and multiple outdoor entertaining areas, this property offers endless possibilities for homeowners, investors or business owners alike with its multi-zoning potential allowing for commercial use, duplex possibilities and RV storage. Inside, you’ll find durable LVP flooring throughout, an open living room and kitchen layout, and a spacious kitchen featuring rich wood cabinetry, black Corian countertops, tile backsplash, and newer stainless appliances including a new dishwasher and refrigerator. The primary suite offers a walk-in closet, sliding glass doors leading to a private patio, and an en-suite bath complete with double sinks, soaking tub and separate shower. Home has new solar panels, which are transferable to a new owner at only $61 a month. Go outside and enjoy the shaded, treed property with multiple sitting areas, a fire pit, oversized lanai, storage shed, and plenty of room for RVs, toys or future expansion. City water and septic are in place, with the septic recently pumped and a newer drain field providing added peace of mind. Major updates include roof replaced 03/29/2023, windows replaced in 2023, solar panels installed 09/23/2025 and main electrical panel updated 12/09/2025. Air conditioner is 2005. Conveniently near the Orioles spring training facility, 17th Street Park, with baseball and BMX fields, the airport and downtown amenities, this unique property offers flexibility, convenience and incredible potential all in one package!

2549 19th Street, Sarasota
$509,900
3 Beds ⋅ 3 Baths ⋅ Renaissance SubDv. ⋅ 34293 Zip Code
Welcome to this beautifull residence in the highly sought-after community of Wellen Park, offering a perfect blend of modern comfort, elegant finishes, and effortless indoor–outdoor living. Thoughtfully designed and meticulously maintained, this home delivers a bright, open layout ideal for both everyday living and entertaining. Step inside to a spacious great room filled with natural light, enhanced by neutral tones, stylish fixtures, and wide views toward the lanai. The gourmet kitchen serves as the heart of the home, featuring a large center island, quartz countertops, stainless steel appliances, abundant cabinetry, and designer lighting—creating a warm and functional space for cooking, gathering, and hosting. The primary suite provides a serene retreat with ensuite, including dual vanities, a walk-in shower, and a generous walk-in closet. Additional bedrooms are well-appointed and versatile, perfect for guests, a home office, or multigenerational living. A separate flex space offers even more room to personalize to your lifestyle. Sliding glass doors open to the covered lanai, where you’ll enjoy peaceful views of the beautifully landscaped yard. The outdoor area is ideal for relaxing, dining al fresco, or planning future enhancements such as a pool or extended patio. The lot offers privacy and a tranquil backdrop of greenery. Located in vibrant Wellen Park, this home provides access to resort-style amenities, scenic trails, dining, shopping, and the energy of Downtown Wellen. With its modern upgrades, inviting layout, and prime location, this residence offers the best of Florida living—comfort, convenience, and year-round enjoyment.

20458 Bandera Place, Venice
$142,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN TURNKEY, UPDATED AND STEP FROM THE CLUBHOUSE Welcome to Oakwood Manor, a sought-after 55+ resident-owned community in the heart of Sarasota. Spanning 90 beautifully maintained acres, this vibrant neighborhood offers true resort-style living at an incredibly affordable $210/month. Enjoy a full lineup of amenities including a welcoming clubhouse with commercial kitchen and stage, fitness center, library, heated pool, hot tub, bocce ball, shuffleboard, and putt-putt golf. Love pickleball? You’re just a short bike ride to the Legacy Trail with brand-new courts. (Please note: no pets, motorcycles, or RVs permitted.) This meticulously maintained 2-bedroom, 2-bath home is being sold turnkey—just bring your suitcase and start enjoying the Florida lifestyle. Step inside to a bright, sun-filled living room surrounded by windows—perfect for morning coffee or relaxing afternoons. The spacious kitchen offers abundant cabinetry and flows seamlessly into the dining area, ideal for entertaining. It comes fully equipped with stove, microwave, refrigerator, plus a washer and dryer conveniently located just steps away. **Recent updates and features include: *New laminate flooring throughout 2023 *Updated subflooring *Roof repairs (2024) *Hurricane straps on home and carport *AC with annual service contract *Tastefully updated guest bath **Located just steps from the clubhouse, you’ll have easy access to all community activities and social events. Prime Sarasota Location: Minutes to downtown, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and top medical facilities. **Move-in ready, spotless, and truly maintenance-free—this home is a must-see!

3226 Sweet Gum Terrace, Sarasota
$4,750,000
2 Beds ⋅ 2 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Rare Gulf-front offering with 100 feet of private sandy beach on approximately 0.75 acres, delivering exceptional privacy on one of Casey Key’s most coveted stretches. With no easements, the property offers a clean, uninterrupted canvas for future development or immediate enjoyment. A charming, remodeled vintage cottage anchors the site, offering 2 bedrooms and 1,140 square feet—ideal as a beach retreat or interim residence while designing and building a larger Gulf-front estate. The grounds are a lush botanical oasis, thoughtfully designed with multiple outdoor living elements including an open-air pool, gazebo, pavilion, and pergola—each positioned to capture Gulf breezes and the natural rhythm of the shoreline. This is a rare combination of usable Gulf frontage, privacy, and scale—well-suited for a custom luxury residence with expansive outdoor living. Located along the quiet, residential stretch of Casey Key, known for its low density and natural beauty, yet just minutes to the cultural and culinary offerings of Sarasota. A compelling opportunity to create a legacy Gulf-front estate in one of the Gulf Coast’s most sought-after barrier island communities.

621 Casey Key Road, Nokomis
$649,000
3 Beds ⋅ 2 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.

708 42nd Street, Sarasota
$595,000
2 Beds ⋅ 2 Baths ⋅ Casa Blanca Villas SubDv. ⋅ 34242 Zip Code
PRICE IMPROVEMENT! Now the lowest priced 2 bed/2 bath on the Gulf side of Midnight Pass plus the added bonus of in-unit laundry, this Siesta Key condo offers unmatched value! Casa Blanca is a charming Gulf-side community with a mix of cozy villas and a three-story beachfront building overlooking the Siesta Key’s world famous Crescent Beach. This residence features 2 bedrooms and 1.5 beautifully renovated baths, thoughtfully designed for comfort and convenience. The full bath is accessible from the hallway, while the primary bedroom enjoys its own private half bath. Inside, the turnkey space is light and inviting, with comfortable furnishings and subtle coastal touches that create a relaxed, welcoming feel. The kitchen is well-equipped for everything from a hearty breakfast to a seafood dinner after a day in the sun. Step outside to enjoy true beach living—an outdoor shower makes rinsing off sand a breeze, and the screened lanai offers the perfect spot to dine al fresco, unwind with a drink, or enjoy a casual game night with friends, family or neighbors. Casa Blanca allows short-term rentals (5–7 nights, owner’s choice), making this an attractive option for both personal use and income potential. Community amenities include a large, sparkling pool just a short stroll from your front door. Hop on the Breeze Trolley to enjoy the vibrancy of the north or south village, while a quick drive has you in the heart of Sarasota: home to refined arts, entertainment and eateries that are absolutely worth the trip off the island. Whether you’re looking for an investment opportunity, seasonal escape, or full-time island retreat, this villa offers the best of Siesta Key living—comfortable, flexible, and effortlessly enjoyable.

6154 Midnight Pass Road Unit A-05, Sarasota
$159,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Manor SubDv. ⋅ 34237 Zip Code
OAKWOOD MANOR — WHERE FUN, FRIENDSHIP, AND FLORIDA LIVING COME TOGETHER 2 BR*2 BA*TURNKEY*PRIME LOCATION WAKE UP TO SUNSHINE, STAY FOR THE LIFESTYLE!! Enjoy easy Florida living in one of Sarasota's most welcoming community where neighbors become friends and every day feels like a vacation. Located within the Sarasota city limits, Oakwood Manor is a beautifully maintained resident-owned 55+ community set on 90 lush acres. This highly sought-after neighborhood offers an exceptional and affordable lifestyle with an incredibly low $210 monthly fee, making it one of Sarasota’s best-kept secrets. Life here is all about enjoying the moment. Residents gather at the spacious clubhouse featuring a commercial kitchen, event stage, fitness center, and library. Spend your days relaxing in the heated pool or oversized hot tub, or stay active with bocce ball, shuffleboard, putt-putt, ping-pong, and the brand-new pickleball courts. The nearby Legacy Trail offers beautiful biking and walking just minutes from your door. Step inside this pristine, beautifully updated and fully furnished 2-bedroom, 2-bath home offering 1,120 sq. ft. of bright, open living space A BRAND NEW ROOF (2024) NEW 15 SEER AC WITH UPDATED DUCTWORK and updated bathrooms. Other Recent updates include: Beautifully updated bathrooms (2024) Full-size washer and dryer Refrigerator, range, and dishwasher included Freshly painted walls and ceilings in soft designer colors New Florida room flooring (2025) Perfectly located just steps from the amenity center, where you can enjoy the best of Oakwood Manor without even needing to get in the car. When you do venture out, you are only minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and two major hospitals. Please note: Oakwood Manor does not allow pets, motorcycles, or RVs. This isn’t just a home — it’s a lifestyle filled with sunshine, friendships, and the relaxed Florida living you’ve been dreaming of.

3312 Overcup Oak Terrace, Sarasota
$190,000
2 Beds ⋅ 2 Baths ⋅ Barrington Woods SubDv. ⋅ 34234 Zip Code
PRICE DRASTICALLY SLASHED FOR QUICK SALE AT A BIG LOSS TO SELLER. SELLER IS LEAVING THE COUNTRY SOON. BRING ALL OFFERS! SELLER IS MOTIVATED TO SELL! All the upgrades added in this renovation! Luxurious living at an affordable price (reduced again to encourage offers!) less than a mile from FSU Center for Performing Arts, Ringling Museum, New World College, Asolo Theater, and SRQ (10 minutes to downtown, 15 minutes to St Armand’s Circle/Lido Key Beach, 20 minutes to Siesta Key)! This condo has been renovated beyond the usual with perks like a new reverse osmosis water system in the kitchen and water filters on both showers and bathroom sinks. There are also high-end, first-class touches like seagrass wallpaper and crown molding and gorgeous quartz countertops! Tucked into the desirable Barrington Woods (gated) complex, this is a great location for a fraction of what you would pay for a comparable unit just a couple of miles south in downtown. New hurricane windows, freshly painted interior and exterior. New roof in 2022. New A/C unit in 2022. Lots of natural light. Kitchen: new marbled quartz countertops, stylish white cabinets, new stainless double sink with disposal, new faucet fixtures, new reverse osmosis tankless water filtration system, lots of cabinets and a pantry for storage. Stainless refrigerator, glass-top stove, dishwasher. Bathrooms: new fixtures, gorgeous Victorian wooden vanities, multi-layered filtration systems on sinks so you can brush your teeth and wash your face with the cleanest water as well as shower heads. There is also a versatile Florida room (aka lanai) is fully enclosed with big sliding glass windows overlooking new landscaping (palm trees and flowers) with a new tropical ceiling fan. Gorgeous easy to care for gray waterproof laminate wood floors throughout the unit. Large family room open area for couches, tables, dining, whatever. Front-loading large-capacity washer and dryer in their own closeted area with storage shelves above. Large primary suite with walk-in closet, new stylish barn door to bath and dressing area, Charming guest bedroom with seagrass wallpaper, crown molding, baseboards and decorative piping on the walls. Front porch big enough for sitting or for large potted plants. Outdoor storage closet (that locks securely) for storing your gardening tools or your beach chairs or bicycle. Lawn maintenance is included. Sprinkler system and drip lines for landscaping. Sparkling pool just across the quaint wooden pedestrian bridge over the lake where birds and turtles frolic. Your own parking space in front of the unit under the cover of a carport. Plenty of guest parking available nearby. Pets allowed up to 40 lbs. Move-in ready. Furnished or not (or partial).

5061 Barrington Circle Unit 1302, Sarasota
$599,995
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
$2,799,900
4 Beds ⋅ 3 Baths ⋅ N/A SubDv. ⋅ 34223 Zip Code
Lower Price and New pictures! Take a new look! Wake up to the Ocean-Your Coastal Dream Awaits! Step into serenity with this breathtaking ocean escape, where every sunset paints your windows with golden light and the rhythmic sounds of waves become your daily soundtrack. This move-in-ready coastal gem offers panoramic views of the sea, blending luxury with nature’s raw beauty. The property includes a 3-bedroom 2-bath main house with a separate 658 sqft 1-bedroom 1-bath guest house, with a kitchenette and inside laundry. The big private deck is perfect for savoring morning coffee or enjoying a sunset with wine. Open concept living with natural light and sea breeze. Direct beach access just steps from your door. Schedule your private tour today and let the tide bring you home!

7570 Manasota Key Road, Englewood
$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
$2,516,000
2 Beds ⋅ 1 Baths ⋅ Halls Sub James S SubDv. ⋅ 34236 Zip Code
SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion.

1569 7th Street, Sarasota