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$349,000
3 Beds 2 Baths Hillcrest SubDv. 34234 Zip Code
Welcome to your fully remodeled Sarasota retreat in the highly sought after Central Cocoanut neighborhood within City limits allowing WEEKLY RENTALS. Where historic charm meets exceptional investment potential with NO HOA! Whether you're searching for a primary residence, vacation home, or income producing property, this beautifully updated 3 bedroom, 2 bathroom home offers endless possibilities. Perfectly positioned on nearly LARGE LOT, the property allows weekly rentals, making it a rare opportunity in one of Sarasota's most desirable locations. Major improvements provide peace of mind, including windows, 2014 ROOF, 2023 HVAC system, and 2026 WATER HEATER allowing you to move right in or begin generating rental income immediately. The oversized lot offers ample space for expansion, including the potential to build an approximately 650 square foot ADU, guest house, or granny flat. Zoned RMF-2 (Residential Multi Family), the property may also present the opportunity for a duplex or additional income producing improvements, subject to buyer verification with the City of Sarasota. Just minutes from Downtown Sarasota, the Bayfront, St. Armands Circle, Lido Beach, restaurants, shopping, and entertainment, this is a rare chance to own a move in ready home with incredible flexibility in one of Sarasota's fastest growing neighborhoods. Whether you're looking to live, invest, or both, this property checks every box. (Washer/Dryer & Fridge to be installed)

1468 19th Street, Sarasota

$2,600,000
4 Beds 3 Baths Harmony Sub SubDv. 34242 Zip Code
Stroll to the Village. Walk to the Beach. Cruise to the Gulf of Mexico. Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the world falls away. Picture-perfect postcard views from nearly every room await to welcome you home. Nestled on an unrivaled point at the intersection of the Grand Canal’s most impressive waterways, this newly renovated, rare find offers you the complete package. Luxury finishes, high-tech resilience, and the quintessential Siesta Key lifestyle are prepared for you to move in ready. A brief stroll from the vibrant energy of Siesta Key Village and the quartz sands of Siesta Beach. With an astounding approximately 240 feet of private seawall and offering long-range canal views creating a lagoon-like setting, this opportunity simply cannot be replicated. While offering crisp, clean lines of modern contemporary style, the infrastructure is strictly 2026-ready. This unique residence provides both luxurious aesthetic appeals, featuring a fully updated chef’s kitchen and designer baths, and "invisible luxury". The peace of mind that comes from the resilience of a durable metal roof, new seawall, and all-new high-velocity hurricane windows and doors, new flooring, wood burning fireplace, and new electrical, plumbing, as well as new three-zone HVAC and mechanical systems, has been thoughtfully provided. And, for your peace of mind, professional night vision high-tech security cameras and systems were installed in 2026. The preferred split plan offers three additional bedrooms, including a private guest suite with its own separate entrance and ensuite bath. Life at 339 Treasure Boat Way centers around the water. Venture out onto the paved, open-air pool deck to find a 2026 freshly re-finished Aqualink-controlled, saltwater, heated pool and spa with LED lighting. Enjoy gentle, golden morning sun and cool, shaded afternoons—perfect for entertaining and alfresco dining. An oversized detached two-car air-conditioned garage, fenced yard for pets, and ample guest parking.

339 Treasure Boat Way, Sarasota

$799,000
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

$214,000
3 Beds 1 Baths Newtown Heights SubDv. 34234 Zip Code
Welcome to this charming three-bedroom, one-bath home offering 864 square feet of comfortable living space in the historic Newtown Heights area, just minutes from the heart of downtown Sarasota. This home offers several important updates for added peace of mind, including a 2023 roof, 2025 AC system, an updated electrical panel installed in 2016, and newer windows. Inside, you’ll find newly installed luxury vinyl plank flooring throughout the main living areas and bathroom, while the kitchen features granite countertops and plenty of potential to make the space your own. Outside, the property includes a raised storage shed in the backyard, providing additional space for tools, equipment, and storage, along with a separate exterior laundry area. Conveniently located approximately two miles from downtown Sarasota, this home offers easy access to shopping, dining, entertainment, area beaches, and I-75 for convenient travel throughout the region. Whether you’re looking for an affordable place to call home or a property with plenty of potential, this Sarasota home is ready for its next owner. Buyer to verify public records for square footage, permitting, and home details.

2947 Gillespie Avenue, Sarasota

$999,900
3 Beds 2 Baths Siestas Bayside Waterside SubDv. 34242 Zip Code
Experience Coastal Living at its finest in this turnkey-furnished, three-bedroom, two-bath retreat tucked away on a quiet cul-de-sac in a private community just minutes from the beach! This home features the ULTIMATE OUTDOOR living space with numerous updates offering the perfect blend of style, comfort, and low-maintenance lifestyle. As you step through the front door, you’re greeted by a bright open floor plan enhanced by tasteful coastal décor and tile flooring. Multiple dining and entertaining spaces flow effortlessly into the spacious family room, ideal for relaxing or hosting guests, with direct access to the stunning pavered pool area. The beautifully appointed kitchen features stainless steel appliances, abundant counter space, and a convenient breakfast bar for additional seating. Retire to the serene primary suite which offers a walk-in closet and a well-designed bath with dual sinks, and opens directly to the INCREDIBLE new 21' x 24' covered lanai—an inviting extension of your living space. This IMPRESSIVE private outdoor oasis features pavers, remote-controlled ceiling fans, sconce lighting, and a remarkable sunset overlooking the relaxing pool complete with dramatic lighting for that special ambience. Enjoy privacy and seclusion in your backyard retreat which is fully enclosed with a 7 foot vinyl fence. An outdoor shower adds convenience after a day at the beach. The exterior has been expertly refreshed with new hardiplank siding, fresh paint, and attractive stone accents. A premium landscaping package includes full irrigation, shell for low maintenance, and landscape lighting to set the perfect atmosphere. Additional upgrades elevate peace of mind and efficiency: a 2024 roof, hurricane-rated windows and doors, new pool pump, attic insulation, new garage door and opener, and a newly pavered front walkway and driveway with a charming sitting area and extra parking. This beautiful home reflects pride of ownership and detail with so many updates and most important no flooding during the storms! Ideally located close to Siesta Key Village, just one mile from world-renowned Siesta Key Beach, and near shopping, dining, and ODA school, this home is perfectly suited as a primary residence, vacation retreat, or exceptional rental opportunity!

783 Birdsong Lane, Sarasota

$539,000
2 Beds 2 Baths La Linda Terrace SubDv. 34239 Zip Code
Charming Key West–style bungalow in the highly desirable Arlington Park neighborhood. Beautifully updated while maintaining original character, including hardwood floors, glass doorknobs, and detailed trim. Flexible floor plan with two potential primary suites, each with en suite baths. MOVE IN READY. The light and bright kitchen features stone countertops, stainless range hood, bar seating, and a secondary sink area ideal for a wet bar. Multiple living spaces include a family room with decorative fireplace, a sun-filled Florida room perfect for an office or reading space, and a versatile bonus room for a gym, playroom, or additional workspace. Formal dining room and ample storage add to the functionality. Exterior features include a carport, extended driveway with room for a boat or golf cart, and a large fenced backyard. Separate storage/workshop space with built-ins provides additional flexibility. Ideally located just steps from Arlington Park with walking trails, pool, tennis courts, playground, and dog park. Minutes to Sarasota Memorial Hospital, downtown Sarasota, and Siesta Key. A perfect primary home, vacation retreat, or investment opportunity in one of Sarasota’s most sought-after areas.

2250 Arlington Street, Sarasota

$365,000
2 Beds 2 Baths Boca Royale SubDv. 34223 Zip Code
Located in the GUARD-GATED GOLF COMMUNITY of BOCA ROYALE, this 2015-built villa offers 2 BEDROOMS, 2 BATHROOMS, a DEN, and a SPLIT BEDROOM FLOOR PLAN designed for comfortable everyday living. Set on an oversized CUL-DE-SAC LOT with peaceful POND VIEWS, the home is just a short walk to one of the community pools, the GOLF CLUBHOUSE, FITNESS CENTER, TENNIS and PICKLEBALL COURTS, and social amenities. Inside, you'll find GRANITE COUNTERTOPS in the kitchen and both bathrooms, 42-INCH CABINETS, STAINLESS STEEL APPLIANCES, a NATURAL GAS RANGE, CUSTOM CLOSET SYSTEMS throughout, PLANTATION SHUTTERS, and a freshly painted neutral interior that has been professionally cleaned and is ready for its next owner. The screened lanai is equipped with HURRICANE ROLL-DOWN SHUTTERS, while IMPACT-RESISTANT WINDOWS and additional hurricane shutters provide added peace of mind. The oversized 2-CAR GARAGE includes overhead storage, and natural gas also serves the heating system and water heater. EXTERIOR MAINTENANCE IS INCLUDED through the HOA, making it easy to spend more time enjoying the Florida lifestyle and less time on home maintenance. Skip the wait for new construction and enjoy a MOVE-IN READY home in one of the most convenient locations within Boca Royale. Just minutes from ENGLEWOOD BEACH, MANASOTA KEY, waterfront dining, boating, shopping, and everyday conveniences, this home offers the best of SOUTHWEST FLORIDA LIVING. Whether you're looking for a PRIMARY RESIDENCE, SEASONAL HOME, or a LOW-MAINTENANCE lifestyle, this villa is ready to enjoy from day one.

10735 Trophy Drive, Englewood

$174,900
2 Beds 2 Baths Oakwood Manor SubDv. 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! PRICED TO PERSONALIZE IN SARASOTAS BEST KEPT SECRET Welcome to Oakwood Manor, Sarasota's only resident-owned 55+ community within the city limits—where affordability, convenience, and an active social lifestyle come together. This spacious 2-bedroom, 2-bath home offers 1,344 square feet of living space and is situated on a desirable lot within the community. A large covered and screened Florida room welcomes you home and provides the perfect space for morning coffee, entertaining friends, or simply enjoying Florida's beautiful weather year-round. The attached oversized shed houses the washer and dryer and offers plenty of additional storage or room for hobbies and projects. This home is priced to give you options: • Move in and enjoy as-is • Update and personalize to your own style • Create the Florida retreat you've always wanted Major Updates Already Completed: • A/C replaced in 2021 • Electrical panel replaced in 2026 Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees, strong sense of community, and welcoming atmosphere. You'll be hard-pressed to find a better value anywhere within the City of Sarasota. Community Amenities Include: • Clubhouse with fitness center, dance floor, and library • Heated swimming pool and hot tub • Mini golf, bocce ball, shuffleboard, and cornhole • Ping-pong and pool table • Shaded gathering areas and picnic park with grill • Full calendar of social activities, events, and clubs Love pickleball? Public courts are just a short bike ride away via the Legacy Trail, located adjacent to the community. Conveniently located just minutes from downtown Sarasota, world-famous Gulf beaches, shopping, dining, cultural attractions, and major medical facilities, you'll have everything you need right at your fingertips. Community Restrictions: No pets, motorcycles, or trucks permitted

3329 Oakwood Boulevard S, Sarasota

$789,000
3 Beds 3 Baths Deer Creek SubDv. 34238 Zip Code
One or more photo(s) has been virtually staged. Welcome to 4391 Maplewood Lane in Deer Creek. Located in the heart of Palmer Ranch in the sought-after subdivision of Deer Creek, this superior-quality Arthur Rutenberg home sits at the entrance to a quiet cul-de-sac. It offers the peace, privacy, and exceptional construction you’ve been looking for. The current owners have invested over $100,000 in thoughtful upgrades and improvements. Standout recent features and upgrades by current Owners include: New Hot Water Heater (2026) New Freshly Painted Home - Inside and Outside (2025) Storm Doors (2025) Storm Windows (2023) A/C System installed (2022) Luxury Vinyl Floors (2022) Pool Heater (2021) Water Filtration System (2020) Washer and Dryer (2022) Oven and Dishwasher (2020). The home also features a beautiful primary bathroom with a luxurious walk-in shower boasting six spray heads, custom cabinetry, and a Vitabath spa experience. It is fully plumbed for a second vanity, offering flexibility for future customization. The modern gourmet kitchen shines with solid wood cabinetry and premium appliances, including all appliances. Spacious main living areas and bedrooms offer cathedral and vaulted ceilings, a wood-burning fireplace, and clerestory windows that create a bright, open feel. Outside, enjoy a private backyard oasis with a large covered lanai, paver pool deck, and pool featuring a Pebble Tec surface, fountain, custom LED lighting, and a newer pool heater. Although never used by the current home owners, options for propane and solar are also available to the new home owners if they so choose. The home also features an independent reclaimed water sprinkler system. This beautifully maintained 3-bedroom + office/4th bedroom, 2.5-bath home (approx. 2,513 sq ft) perfectly blends timeless Arthur Rutenberg quality with modern high-value updates in one of Palmer Ranch’s most desirable neighbourhoods. Truly a turn key home. Ready for its next chapter — schedule your private showing today!

4391 Maplewood Lane, Sarasota

$449,900
2 Beds 1 Baths Ringling Park SubDv. 34234 Zip Code
STEP BACK IN TIME and experience the charm of "OLD FLORIDA" in this beautifully preserved bungalow located west of North Tamiami Trail in the highly sought after Ringling Park neighborhood. Situated on a spacious lot with a large fenced backyard, private driveway, and covered carport, this 2-bedroom home showcases timeless architectural details, including gleaming terrazzo floors, graceful arched openings, and elegant plaster cove ceilings that capture the character of the 1950s. The thoughtfully updated interior features a beautifully remodeled kitchen with new cabinetry, quartz countertops, modern lighting, and newer appliances, along with an updated bathroom, All 19 windows have been replaced, an almost-new HVAC system, a 150-amp electrical panel, updated tilt-in windows throughout, restored terrazzo flooring, and luxury vinyl plank flooring in the inviting Florida room. Additional living spaces include a welcoming front porch, rear porch, spacious living room, bright Florida room, and an oversized laundry room. Adding to the home's long-term appeal, the former motel at the corner of 23rd Street and North Tamiami Trail is slated for redevelopment into Artscape Sarasota – One Stop Housing, an innovative mixed-use community designed to provide affordable housing and creative space for artists to live, work, and learn. Offering historic character, modern updates, and an outstanding location just minutes from downtown Sarasota, the Bayfront, dining, shopping, and the arts, this exceptional home is attractively priced at $449,900.

1020 23rd Street, Sarasota

$207,000
1 Beds 1 Baths Baywood Colony SubDv. 34231 Zip Code
Welcome to Baywood Colony, where this beautifully maintained GROUND - FLOOR residence offers the effortless Florida lifestyle today's buyers are searching for. Whether you're looking for a full-time home, seasonal retreat, or an investment with proven rental appeal, this condo checks every box. Enjoy the convenience of a PRIVATE IN UNIT WASHER & DRYER — a rare feature within the community—as well as a private exterior storage closet that's perfect for beach chairs, bicycles, paddleboards, and all your coastal essentials. Located in FLOOD ZONE X and surrounded by some of Sarasota's most desirable destinations, you'll be just 10 MINUTES FROM SIESTA KEY BEACH, waterfront dining, shopping, and entertainment. Combined with a STRONG RENTAL HISTORY, HIGH RENTAL DEMAND, and an unbeatable location, this is a rare opportunity to own a property that delivers both an exceptional lifestyle and LONG-TERM INVESTMENT POTENTIAL.

5800 Hollywood Boulevard Unit 214, Sarasota

$270,000
2 Beds 2 Baths Oakwood Manor SubDv. 34237 Zip Code
Oakwood Manor — Where Fun and Friendship Happen Move-In Ready Home in One of Sarasota’s Most Loved 55+ Communities Experience resort-style living in the heart of Sarasota at Oakwood Manor, a beautifully maintained resident-owned 55+ community spanning 90 scenic acres. Enjoy an exceptional and affordable lifestyle with low HOA fees of just $210/ month and no CDD or master association fees. Pride of ownership shines throughout this meticulously maintained 1977-built home offering 2 bedrooms, 2 bathrooms, and 1,324 square feet of comfortable living space. Truly move-in ready, the owners have carefully updated and maintained the home so you can simply unpack and enjoy. Step inside to a spacious, light-filled sunroom surrounded by windows and accented with Plantation shutters — the perfect place to enjoy your morning coffee or unwind with a good book. The large kitchen features ample storage, granite countertops, designer cabinetry, and flows seamlessly into the dining area, creating an ideal layout for everyday living and entertaining. Kitchen Features: Granite countertops Updated kitchen cabinets Refrigerator only 3 months old Dishwasher Stove and microwave Tile backsplash Recent Updates Include: Newer windows A/C replaced in 2017 (3-ton, 14 SEER) Plumbing connected to city tap in 2017 Water heater replaced in 2025 Newer gutters Screened lanai added 2 years ago Whole-house water filtration system Upgraded tie-downs Carport screws replaced Community Amenities: Residents enjoy access to an impressive array of amenities, including: Clubhouse with commercial kitchen and event stage Fitness center Library Heated pool and spacious hot tub Bocce ball and shuffleboard courts Putt-putt golf Pickleball enthusiasts will appreciate being just a short bike ride from the Legacy Trail and its brand-new pickleball courts. This spotless home is ideally situated just steps from the clubhouse, providing convenient access to community activities and social events. Conveniently located near downtown Sarasota, Siesta Key Beach, St. Armand's Circle, shopping, Sarasota-Bradenton International Airport, and nearby hospitals, Oakwood Manor offers the perfect blend of comfort, convenience, and active Florida living. Please note: no pets, motorcycles, or RVs permitted. Whether you are searching for a seasonal retreat or a full-time residence, this exceptional home is a must-see.

3227 Bayberry Terrace, Sarasota

$185,900
2 Beds 2 Baths Oakwood Manor SubDv. 34237 Zip Code
Welcome to Your Florida Lifestyle at Oakwood Manor BEAUTIFULLY UPDATED TURNKEY HOME NEAR DOWNTOWN SARASOTA AND BEACHES Live where every day feels like a vacation at Oakwood Manor — one of Sarasota’s most cherished resident-owned 55+ communities. Nestled within 90 beautifully landscaped acres inside the Sarasota city limits, Oakwood Manor offers the perfect blend of affordability, comfort, and active resort-style living — all for just $210/month HOA with no CDD or master association fees. This beautifully maintained 1976 home offers 2 bedrooms, 2 bathrooms, and 1,386 square feet of inviting living space. Being sold turnkey (excluding personal items), this home is truly move-in ready — just bring your suitcase and start enjoying the Florida sunshine. From the moment you arrive, you’ll appreciate the pride of ownership and meticulous care throughout. The bright and airy enclosed sunroom, wrapped in windows and filled with natural light, creates the perfect setting for morning coffee, afternoon reading, or gathering with friends. Inside, the spacious kitchen with abundant cabinetry flows effortlessly into the dining area, making entertaining easy and enjoyable. Both the kitchen and bathrooms have been tastefully updated, adding modern comfort while maintaining the home’s welcoming charm. Home Features & Recent Upgrades • Spacious 2-bedroom, 2-bath floor plan • Bright enclosed sunroom filled with natural light • Large kitchen with abundant cabinetry • Cooktop, wall oven, dishwasher, and refrigerator included • Updated kitchen and bathrooms • Newer windows throughout • A/C replaced in 2023 • Updated outdoor electrical service (2018) • PVC plumbing from home to street (2016) • Water heater less than 1 year old • Expanded shed featuring TWO air-conditioned rooms • Dedicated storage area • Laundry room with washer and dryer included • Decorative finished carport flooring Resort-Style Community Amenities Life at Oakwood Manor means there is always something to enjoy: • Heated swimming pool & oversized hot tub • Clubhouse with commercial kitchen & event stage • Fitness center • Library • Bocce ball & shuffleboard courts • Putt-putt golf • Active social calendar and friendly neighbors Love pickleball? You’re just a short bike ride from the Legacy Trail and its brand-new pickleball courts. Incredible Sarasota Location Enjoy being just minutes from everything that makes Sarasota special: • Downtown Sarasota • World-famous Siesta Key Beach • St. Armand's Circle shopping & dining • Sarasota-Bradenton International Airport • Nearby hospitals and medical facilities This spotless home is ideally located just steps from the clubhouse, making it easy to enjoy the community’s activities, events, and amenities. Please note: no pets, motorcycles, or RVs permitted. Whether you’re looking for a seasonal escape or a full-time Florida residence, this home offers the lifestyle you’ve been waiting for. Come discover why Oakwood Manor is one of Sarasota’s hidden gems.

3221 Sumac Terrace, Sarasota

$815,000
2 Beds 1 Baths Osprey Avenue Sub SubDv. 34236 Zip Code
Welcome to the 'Grace and Effie Bills House,' a rare locally designated historic treasure in Sarasota’s highly sought-after Laurel Park Historic District. This 1925 Craftsman Style Bungalow is perfectly situated on a quiet street within walking distance of downtown amenities. Radiating a vibrant, tropical personality with its iconic colorful façade the home is a magical, inspiring retreat perfect for the history lover, artist, musician, or creative soul. A jasmine-covered archway sets the tone as you arrive at the charming front porch and step inside this light-filled 2BR/1BA “jewel box,” where vintage character meets thoughtful updates throughout. This home is a masterclass in the efficient use of space, blending a breezy 'Old Florida' feel with modern updates. Architectural details such as crown molding, baseboards, and built-in cabinetry add authenticity. The open-concept living and dining area features a classic white brick fireplace and flows seamlessly into a kitchen that has been opened up to maximize every inch, and updated with quartz countertops, stainless appliances, beautiful cabinetry, and a gas stove for the culinary enthusiast. The interior showcases a timeless palette including a beautifully updated bathroom featuring a glass shower and crisp white cabinetry. Extending the living space with an effortless indoor-outdoor lifestyle, the property boasts two spacious screened porches that extend the width of the residence, where you can enjoy the neighborhood breeze on your street-side front porch or host intimate alfresco meals on the private rear dining porch, which overlooks a hidden backyard sanctuary enveloped in lush tropical landscaping. The property also includes a rare, historically designated detached garage—ideal for additional storage or a creative studio conversion. The extra long driveway can accomodate up to five cars. Offered turnkey furnished, this is an ideal downtown pied-à-terre or income-producing rental opportunity (7-day minimum). Ideally situated in a highly sought-after, historic neighborhood located in the heart of downtown Sarasota, allowing residents to walk to Burns Court, Bayfront Park & Marina, Selby Gardens, and Downtown Main Street, this is a rare chance to own a piece of Sarasota’s history. Enjoy the peace of living in a quiet historic residential neighborhood while being just steps from a neighborhood kayak launch (next door), world-class dining, urban amenities, and the bayfront.

642 Ohio Place, Sarasota

$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

$519,900
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 UPDATED, TURNKEY & CLOSE TO EVERYTHING SARASOTA OFFERS 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

$1,450,000
3 Beds 2 Baths Sylvan Shores SubDv. 34234 Zip Code
An exceptional opportunity awaits to create your dream waterfront retreat in one of Sarasota’s most desirable locations. This unique property offers the rare chance to either complete the existing structure to your exact specifications or design and build a custom home tailored to your vision. Set on a private, serene lot surrounded by lush greenery, the property provides a peaceful, tucked-away feel while still being remarkably close to everything Sarasota has to offer. Enjoy excellent boating water with direct access to Sarasota Bay and the Gulf, making it a true paradise for boating and water sport enthusiasts. The property is already equipped with a dock and boat lift, so you can start enjoying the waterfront lifestyle right away. Located on a quiet, tree-lined street, this homesite combines tranquility with convenience. You’ll be just minutes from Bayfront Park, downtown Sarasota’s vibrant shops and restaurants, the Ringling Museum, Sarasota-Bradenton International Airport, and the University Town Center. Whether you envision a modern coastal masterpiece or a timeless waterfront estate, this is a rare chance to bring your vision to life in an unbeatable location with outstanding boating access and exceptional privacy.

1040 Sylvan Drive, Sarasota

$184,900
2 Beds 2 Baths Oakwood Manor SubDv. 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN! ONE OF OAKWOOD MANORS MOST DESIRABLE PRIVATE LOT Welcome to Oakwood Manor, a highly sought-after 55+ resident-owned community located within Sarasota city limits. Nestled on 90 lush acres, this vibrant neighborhood offers an exceptional resort-style lifestyle for just $210/month. Residents enjoy an impressive array of amenities, including a lively clubhouse with commercial kitchen, event stage, fitness center, and library. Relax in the heated pool or spacious hot tub, or stay active with bocce ball, shuffleboard, cornhole, putt-putt, and ping pong. Pickleball enthusiasts will love the brand-new courts along the nearby Legacy Trail—just a short bike ride away. With a full calendar of activities and events, Oakwood Manor truly lives up to its motto: where fun and friendship happen. This move-in-ready, beautifully updated home is offered in stylish decorator colors—just bring your toothbrush! Pride of ownership is evident from the moment you step inside this spacious 2-bedroom, 2-bath home offering 1,120 sq. ft. under air. Looking for privacy? This is one of the most desirable lots in the community—no neighbors on one side and none behind. Enjoy peaceful canal views right from your dining and living areas, a rare find in Oakwood Manor. Notable Features & Updates: Plumbing from home to city tap replaced (2017) A/C replaced (2022) New roof (2023) New carport built to current building code (2024) Laminate flooring throughout (2020), New laminate flooring and subfloor replaced in both bedrooms 2026 Updated kitchen with ample storage, pantry, and wine rack Appliances: stove (2020), refrigerator (2020) Both bathrooms beautifully updated with decorator tile showers Enjoy outdoor living with a private backyard—perfect for barbecues or relaxing on cool Florida evenings. The charming front porch is another ideal spot to unwind. All of this is just minutes from downtown Sarasota, Siesta Key Beach, St. Armand's Circle, SRQ Airport, shopping, dining, and medical facilities. Whether you're searching for a full-time residence or seasonal getaway, this home is a must-see. Purchase now and enjoy the upcoming season in your very own Sarasota paradise!

3218 Oakwood Boulevard S, Sarasota

$374,500
3 Beds 2 Baths Port Charlotte Sub SubDv. 34288 Zip Code
Step into a home that instantly feels open, bright, and ready for the way you live today. This beautifully designed single-story residence offers the perfect blend of comfort, space, and standout features that make everyday living feel just a little more elevated. From the moment you arrive, the clean lines, durable metal roof, and inviting presence set the tone for what’s inside. Inside, the home opens up into an airy open-concept layout where natural light flows effortlessly across ceramic tile flooring and vaulted ceilings. The living area is expansive yet welcoming, creating the perfect space for everything from quiet mornings to lively gatherings with friends and family. Ceiling fans keep the space comfortable year-round, while thoughtful design elements like solid surface counters and solid wood cabinetry add both style and durability. The kitchen is positioned perfectly within the home, offering generous counter space, an inviting eat-in area, and a layout that makes cooking, entertaining, and everyday life seamless. Whether you’re preparing a quick breakfast or hosting a weekend dinner, this space keeps everyone connected while still providing plenty of room to work. Modern appliances and practical storage solutions make it as functional as it is attractive. The split-bedroom floor plan creates the privacy everyone appreciates. The primary suite is a true retreat, featuring generous proportions, natural light, and a spacious walk-in closet designed to keep everything organized and within reach. It’s the kind of space that lets you truly unwind at the end of the day. The additional bedrooms are comfortably sized and versatile—perfect for guests, a home office, hobbies, or growing households. Step outside and the lifestyle really begins. Sliding glass doors lead to a covered and screened outdoor living area that invites you to relax year-round. Here, the private pool becomes the centerpiece of your backyard oasis. Imagine warm afternoons cooling off in the water, evenings spent unwinding in the heated spa, and weekends hosting unforgettable poolside gatherings. The screened enclosure keeps the space comfortable while still letting you enjoy the Florida sunshine and fresh air. Practical features throughout the property make daily living easy. An attached two-car garage with opener provides convenience and storage, while the inside laundry room keeps household tasks organized and out of sight. A water filtration system and softener add comfort to everyday living, and the home’s well and septic setup offer independence and efficiency. Set on a generously sized lot with paved road access, the property offers space to enjoy outdoor living without sacrificing ease of maintenance. The layout, thoughtful upgrades, and private outdoor retreat combine to create a home that’s ready to be enjoyed from day one. This is more than just a place to live—it’s a place to stretch out, entertain, relax, and create the lifestyle you’ve been looking for. From the soaring ceilings and open floor plan to the sparkling pool and inviting outdoor space, every detail works together to make this home feel special the moment you walk through the door.

4665 Oakley Road, North Port

$159,900
2 Beds 2 Baths Oakwood Manor SubDv. 34237 Zip Code
OAKWOOD MANOR — WHERE FUN, FRIENDSHIP, AND FLORIDA LIVING COME TOGETHER AFFORDABLE, ACTIVE AND ABSOLUTELY CHARMING 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

$229,000
2 Beds 2 Baths Barrington Woods SubDv. 34234 Zip Code
(RENT TO OWN OPTION AVAILABLE, 10K DOWN, PORTION OF RENT GOES TO PRINCIPLE. PLEASE INQUIRE FOR MORE DETAILS. GOOD CREDIT AND JOB REQUIRED.) 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 white with gold, blue, and gray 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, black 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 white 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

$1,495,000
4 Beds 5 Baths Matheneys Sub SubDv. 34239 Zip Code
In the "heart" of the most popular West of Trail neighborhood, step into a rare piece of Sarasota history just a short stroll to Southside Village restaurants and shops, downtown and 2 blocks to Sarasota Memorial Hospital. Behind a classic white picket fence, this 1926 home welcomes you with a generous yard framed by mature landscaping and colorful gardens. A cozy front porch sets the tone for your entrance into timeless architectural details which blend seamlessly with modern updates. Wood floors run throughout the living areas with natural light pouring in through numerous windows. Tall ceilings are complimented by original wood trim. All the details we love in an older home yet with many updates. The main home offers 2,575 sq ft thoughtfully laid out for everyday living and entertaining. The main level features multiple living spaces, separate dining room, a guest bedroom, a dedicated office and laundry room. Upstairs, the spacious owner's suite plus an additional bedroom with ensuite bathroom provide comfort and privacy. The remodeled kitchen is beautifully appointed with granite counters and custom cabinetry AND....a charming 306 sf studio-style guest cottage that has its own entrance and patio. COME SEE THIS BEAUTY, you will LOVE it.

1751 Floyd Street, 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