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$239,900
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Welcome to 4906 Sea Island Ave, a beautifully updated 2-bedroom, 2-bath home in Tri-Par Estates, Sarasota's premier land-owned 55+ community. This move-in-ready residence offers the perfect blend of comfort, convenience, and Florida lifestyle living. Inside, you'll find modern laminate flooring, fresh interior paint, a bright, open-concept living & dining area ideal for everyday living. The spacious kitchen features solid wood cabinetry, generous counter space, & ample storage. The primary bedroom includes three floor-to-ceiling closets with built-in shelving, while the second bedroom offers two additional closets, providing exceptional storage throughout the home. Energy-efficient double-pane windows & upgraded wall insulation help keep utility costs low and maintain year-round comfort. Outside, enjoy relaxing on the covered patio beneath the carport or take advantage of the attached laundry and storage room. Durable vinyl siding and a long-lasting rubber membrane roof provide added peace of mind. Pet lovers will appreciate the private dog run, making this home a rare find within the community. Tri-Par Estates offers an outstanding array of resort-style amenities, including a heated pool and spa, fitness center, shuffleboard courts, clubhouse, RV & boat storage, and a full calendar of social activities. Best of all, the low HOA fee is conveniently included in your annual property tax bill. Ideally located minutes from Sarasota's world-famous Gulf beaches, vibrant downtown district, theaters, museums, shopping, dining, & entertainment venues, this home offers an exceptional opportunity to enjoy the very best of Florida's Gulf Coast lifestyle. RECENT UPGRADES: • Received warranty from prior owner for termite tenting; annual warranty maintenance fee approx $202. • Added ramp & 6' x 12' deck to the south-facing front entrance. • Installed additional shelving in storage shed. • Roof resealed for added weather protection; excess sealant stored in shed with approximately 10-year expected lifespan. • Installed white privacy fence creating a private dog run. • Installed new 36-inch front entry door meeting handicap accessibility standards; all three exterior doors are accessible. • Water conditioning system with reverse osmosis serving kitchen sink and refrigerator/ice maker; added remineralizer filter, UV light system, and new refrigerator water tubing (2023). • Upgraded whole-house electrical breaker panel and completed electrical inspection to current code standards (2023). • Installed new hot water heater (2025). • Replaced kitchen range/stove (2026). • Replaced secondary refrigerator (2026). • Completed plumbing inspection; all systems functional (2026). • Installed top-of-the-line TRANE HVAC system with UV filtration system to reduce mold and mildew (2026). • Installed new flooring in both bedrooms, including closets. • Replaced shower heads in both bathrooms. • Installed three wall-mounted smart TVs (2022-2024). • Replaced kitchen flooring and completed subfloor repairs (2023). • Replaced HVAC ductwork throughout the home (2023). • Replaced plumbing piping in conjunction with ductwork improvements (2023). • Installed new under-home moisture barrier (2023). • Improved under-home access with service openings for future inspections; enclosed underside with lattice and wire barrier to deter animals (2023). • Renovated carport to meet code requirements (2025). • Repainted and resealed driveway (2026).

4906 Sea Island Avenue, Sarasota
$2,295,000
Sapphire Shores SubDv. ⋅ 34234 Zip Code
Build Your Dream Home on Sarasota Bay in Sapphire Shores! Set on an expansive 0.34-acre (14,665-sq.-ft.) waterfront lot, this property presents a rare opportunity to create a custom Sarasota residence in one of the city’s most desirable West-of-Trail neighborhoods. Perfectly positioned on a protected inlet that opens directly to Sarasota Bay, this oversized homesite offers stunning water views and the ideal setting for a modern coastal estate with private dockage and outdoor living space. Nestled among multi-million-dollar properties in the sought-after Sapphire Shores community, the location captures both tranquility and convenience. Just minutes from downtown Sarasota, residents enjoy easy access to world-class dining, boutique shopping, cultural landmarks, and vibrant nightlife. Nearby attractions include The Ringling Museum of Art, Sarasota Jungle Gardens, and the Van Wezel Performing Arts Hall, while Lido Beach, Longboat Key, and St. Armands Circle are only a short drive away. Offering a coveted combination of bay proximity, generous lot size, and prime positioning within Sarasota’s prestigious museum district, this property is ready for new vision—whether you imagine a coastal contemporary retreat or timeless Sarasota modern. Opportunities of this caliber are increasingly rare in today’s market—seize the chance to build your dream home in one of Sarasota’s most storied waterfront enclaves.

355 S Shore Drive, Sarasota
$559,000
3 Beds ⋅ 2 Baths ⋅ Highland Pines SubDv. ⋅ 34234 Zip Code
Welcome to Indian Beach Sapphire Shores, one of Sarasota's most distinctive and sought-after neighborhoods. Known for its eclectic architecture, artistic character, mature canopy roads, and picturesque bayfront parks, this is a community where neighbors stroll to sunsets, and every street tells a story. Just minutes from downtown Sarasota and The Ringling, and surrounded by bayfront parks and historic streetscapes, this move-in-ready 3-bedroom, 2-bathroom home offers a lifestyle that is uniquely Sarasota. Inside, a bright and functional floor plan features tile and hardwood flooring throughout, abundant natural light, and a well-appointed kitchen with stainless steel appliances and generous white cabinetry, creating an inviting space for everyday living. Step outside to enjoy a screened lanai overlooking the fenced backyard, offering plenty of space for entertaining, gardening, creating a play area, or adding a pool. Meticulously maintained and ready for its next owner, this home presents a rare opportunity to enjoy the lifestyle that has made Indian Beach Sapphire Shores one of Sarasota's most beloved neighborhoods, with easy everyday enjoyment supported by its features. Discover why so many residents fall in love with Indian Beach Sapphire Shores, and imagine yourself enjoying all it has to offer.

831 Highland Street, Sarasota
$1,149,900
5 Beds ⋅ 3 Baths ⋅ Desoto Acres SubDv. ⋅ 34234 Zip Code
Check out this Fully fenced 2.25 Acre Compound in Desoto Acres. This property boasts a Electronic gate that leads you to the oversized 2 car detached 30x30 garage. The massive driveway and walkway to home was completed redone with 50 yards of concrete. The home boasts many recent improvements including a NEW Roof in 2023, Hot Water heater in 2022, both AC Units replaced in 2022. The Oversized Pool/Hot tub/Cage had a complete makeover in 2022 with Solar or Gas heat and right outside the pool cage is a 16x12 Barbeque Canopy with installed gas line for the grill. A HUGE Warehouse awaits situated behind the 2 car garage. It was built in 2022 and is 35x50, 1750 Sq ft with storage Mezzanine, foam insulation and huge fans. Great for your boats, RVs, and all the toys. RE1 zoning with NO HOA/Deed Restrictions. This will go fast.

2746 53rd Street, Sarasota
$250,000
Beverly Terrace SubDv. ⋅ 34234 Zip Code
Build your dream home in the heart of Sarasota. This nearly half acre lot on a residential street is in an ideal location. The land did have a home that has been removed. House has a well, with city water in the street. Sewer line is already in place as is electrical. Fully fenced, bring your plans!

4116 Locust Avenue, Sarasota
$699,000
4 Beds ⋅ 2 Baths ⋅ Petroutsa Brothers Sub SubDv. ⋅ 34236 Zip Code
Virtually Staged. Welcome to the heart of Sarasota living in the desirable Gillespie Park neighborhood! This spacious 4-bedroom, 2-bath residence offers over 1,800 square feet of comfortable living space with an open floor plan, soaring ceilings, and durable tile flooring throughout. Built in 1996 and thoughtfully updated with a new AC system and new windows, the home combines modern efficiency with everyday functionality. The enclosed garage provides exceptional flexibility and can serve as a bonus room, home office, den, fitness space, or potential in-law suite opportunity. Step outside to your own private backyard sanctuary featuring a fully fenced yard—perfect for entertaining, gardening, pets, or simply enjoying Florida’s outdoor lifestyle. Located within Sarasota city limits, this property offers excellent short-term rental potential and places you just minutes from vibrant downtown Sarasota, world-renowned beaches, SRQ Airport, shopping, dining, arts, and entertainment. Residents of Gillespie Park enjoy access to the community’s beautiful 10-acre park featuring tennis courts, walking paths, a scenic pond, playground, and expansive green space. Whether you’re searching for a primary residence, investment property, or seasonal retreat, this home delivers the best of Sarasota living with location, versatility, and lifestyle all in one exceptional package.

1649 8th Street, Sarasota
$199,000
2 Beds ⋅ 2 Baths ⋅ Village Gardens Apt SubDv. ⋅ 34234 Zip Code
Virtually Staged. Welcome to easy Sarasota living in the desirable Village Gardens community! This beautifully maintained two-bedroom, two-bath villa offers a combination of comfort, convenience and low-maintenance living in an unbeatable location. Go inside to discover soaring ceilings, abundant natural light, fresh interior paint, and new plush carpeting that create a bright and inviting atmosphere throughout. The spacious floor plan features an open living and dining area, while the in-unit washer and dryer provide everyday convenience. Enjoy your morning coffee or unwind in the evening on the covered and screened lanai, surrounded by lush, mature landscaping that enhances the peaceful setting. Hurricane-impact windows, with exception of the sliding glass doors, provide added protection and peace of mind, while your private covered carport offers convenient parking near your front door. Village Gardens residents enjoy an active lifestyle with exceptional amenities including a community pool, clubhouse, tennis and pickleball courts, and bocce ball. Best of all, exterior landscaping maintenance is included in the HOA fee, allowing you to spend more time enjoying everything Sarasota has to offer. Ideally just minutes from SRQ Airport, Ringling College of Art & Design, Indian Beach, downtown Sarasota, and the University Town Center (UTC) shopping and dining district, this villa places world-class beaches, cultural attractions, restaurants and entertainment within easy reach. Whether you're seeking a year-round residence, seasonal retreat or investment opportunity, this move-in ready villa is must-see. Schedule your private showing today and experience the charm and convenience of Village Gardens for yourself.

4877 Village Gardens Drive Unit 193, Sarasota
$3,900,000
Sapphire Shores SubDv. ⋅ 34234 Zip Code
Exceptional Sarasota bayfront homesite in Indian Beach/Sapphire Shores. A rare opportunity to build your custom waterfront home on one of Sarasota's most desirable bayfront streets—South Shore Drive. Situated at the end of a protected peninsula in the highly sought-after Indian Beach/Sapphire Shores neighborhood, this waterfront property spans approximately 0.44 acres (19,234± square feet) and offers over 200 feet of boatable water frontage with expansive views of Sarasota Bay, easy travel to the Intracoastal Waterway, and beautiful sunset views. The property features a 4' x 43' private dock, a 15,000-pound boat lift with new electrical service, and direct access to Sarasota Bay, making it ideal for boating enthusiasts. The 200+ feet of concrete seawall was recapped in 2015. Enjoy open-water views and a prime setting for creating a custom residence that takes full advantage of the waterfront lifestyle. Several bayfront parks are within walking distance, and the neighborhood's tree-lined, bicycle-friendly streets add to its appeal. Conveniently located just minutes from the The John and Mable Ringling Museum of Art, Asolo Repertory Theatre, downtown Sarasota, and Sarasota-Bradenton International Airport. Nearby less then 10 t0 15 minutes are Siesta Beach, Lido Beach, Longboat Key Beach, and St. Armand's Circle. Simply enjoy Sarasota's renowned dining, shopping, arts, and cultural attractions. Build the waterfront estate you've always imagined and experience the very best of Sarasota's luxury coastal lifestyle in tropical paradise.

305 S Shore Drive S, Sarasota
$99,900
1 Beds ⋅ 1 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Welcome to your new Florida home in Tri-Par Estates! One of few mobile-home communities where you own your home and your lot! Very Clean 1 bedroom/1 bathroom home with large outdoor lanai space and a fully fenced yard! New TPO membrane re-roof! Great use of space with open floor plan. Covered carport has a storage room with washer inside. Tri-Par Estates is a 55+ community with many amenities and planned activities for residents. There is a large pool, mini golf, additional laundry facilities, fitness room, clubhouse, and many activities to enjoy. Tri Par is located just minutes from the SRQ airport and is in close proximity to Downtown, shopping, restaurants, hospital, UTC mall and our beautiful beaches.

1508 Blind Brook Drive, Sarasota
$449,000
2 Beds ⋅ 1 Baths ⋅ Sapphire Heights SubDv. ⋅ 34234 Zip Code
Charming West of Trail Home with Original Terrazzo floors, Florida Room & Screened Lanai. Move-in ready and full of character, this charming 2-bedroom, 1-bath home is located West of the Trail in Sarasota’s Indian Beach Sapphire Shores neighborhood. Original terrazzo flooring flows throughout the home, blending timeless mid-century appeal with thoughtful updates completed during a 2019 remodel, including roof replacement in April 2019. Bright, airy spaces and a functional layout creates comfortable everyday living while preserving the home’s charm. The Florida room off the kitchen provides additional living space overlooking the backyard, making it an ideal spot for a reading nook, home office, hobby room, or dining. Enjoy Florida living year-round from the screened in lanai with ceiling fan, offering a comfortable extension of the home for relaxing or entertaining. Additional features include a covered carport, a spacious yard with shade providing trees. Property experienced no water damage from recent storms. The property is convenient to Sarasota Bay, The Ringling Museum, Sarasota Jungle Gardens, downtown Sarasota, the Rosemary District, and Lido Key, with easy access to dining, shopping, arts, and waterfront destinations. A neighborhood dog park is just around the corner from the home. Property is being sold as-is.

4722 Stevens Drive, Sarasota
$729,990
4 Beds ⋅ 3 Baths ⋅ Gracewater At Sarasota SubDv. ⋅ 34234 Zip Code
Pool home in the sought after Gracewater Community right in the heart of Sarasota. Our Waters Edge home offers generous living space for the whole family to enjoy. With 4 bedrooms, 2.5 bathrooms there’s plenty of room for everyone to have their own space. And when it’s time to come together, the open kitchen and great room provide the perfect setting for gathering and entertaining. The attached two-car garage offers convenience and peace of mind for storing vehicles and equipment. The lanai and pool area add even more excitement to this already impressive home. Gracewater is a maintenance free, gated community minutes to downtown and beaches.

776 Anegada Lane, Sarasota
$408,500
3 Beds ⋅ 2 Baths ⋅ Beverly Terrace SubDv. ⋅ 34234 Zip Code
This 3-bedroom, 2-bathroom home in Sarasota sits on just over 1/3 of an acre (MOL), offering genuine potential for buyers ready to invest in a property with good bones and room to work with. The in-ground pool adds recreational value and appeal to the outdoor space . The home provides a spacious layout with three bedrooms and two bathrooms. The generous lot size gives you flexibility for renovation, customization, and privacy. With vision and effort, this property can be transformed to suit your needs. The convenient location puts you close to Sarasota's amenities and established neighborhoods. Schedule a showing today to explore what this property can become.

4103 Brazilnut Avenue, Sarasota
$397,777
5 Beds ⋅ 3 Baths ⋅ Palm Grove SubDv. ⋅ 34234 Zip Code
RARE DOUBLE-LOT OPPORTUNITY IN SARASOTA! This spacious 5-bedroom, 2.5-bath home is situated on two separately parceled lots totaling 15,670 square feet, offering a unique combination of comfortable living today and exciting future possibilities tomorrow. The property is fully fenced with a gated driveway entrance, creating a private setting enhanced by mature shade trees and generous outdoor space. Inside, you'll find tile flooring throughout, flexible living areas, and plenty of room for a large family, multigenerational living, rental opportunities, or home office space. The oversized 450-square-foot two-car garage includes washer and dryer connections and provides ample room for vehicles, storage, or workshop space. Conveniently located near Ringling College of Art & Design, New College of Florida, downtown Sarasota, shopping, dining, and Gulf Coast beaches, this property offers both location and potential. A unique feature of this offering is the adjacent separately parceled lot. Sarasota County has indicated the parcel is buildable; however, buyers should independently verify all development potential, lot configuration requirements, boundary considerations, and approval requirements with Sarasota County and the City of Sarasota. Potential future uses may include expansion of the existing homesite, an accessory dwelling unit (ADU), or construction of an additional residence, subject to governmental approvals. Opportunities to acquire a home with this much land, privacy, and future development potential in Sarasota are increasingly rare. EZ Show and SELL.

1375 Myrtle Street, Sarasota
$899,000
3 Beds ⋅ 3 Baths ⋅ Indian Beach Highlands SubDv. ⋅ 34234 Zip Code
4104 Sarasota Avenue offers a rare opportunity to own a beautifully maintained home in Indian Beach, one of Sarasota's most desirable bayfront neighborhoods. Priced at $899,000, this two-story residence combines privacy, character, and an outstanding location with no HOA fees or deed restrictions. Situated on a corner lot with dual street access, the home features 2,342 square feet of living space and nearly 3,000 square feet under roof. Built with solid concrete block construction and located in an X Flood Zone, it also benefits from a new roof installed in 2022 and a new AC system installed in 2021. A gated garden entrance leads into a private tropical setting surrounded by mature landscaping. The walled courtyard creates a peaceful retreat complete with a heated swimming pool, hot tub, and plenty of room for outdoor entertaining or relaxing in the Florida sunshine. Inside, 10-foot ceilings and abundant natural light enhance the spacious open floor plan. The living, dining, and kitchen areas flow comfortably together, creating an inviting space for everyday living and entertaining alike. All three bedrooms are located upstairs. The primary suite offers a spa-like bathroom with a soaking tub, generous walk-in closets, and access to a private balcony overlooking the lush tropical surroundings. It's the perfect spot to enjoy your morning coffee or unwind at the end of the day. Additional features include an indoor laundry room, detached two-car garage, covered front porch, and multiple outdoor living areas that make it easy to enjoy Sarasota's year-round lifestyle. The location is hard to beat. Sarasota Bay is just two blocks away, Jungle Gardens is around the corner, Downtown Sarasota is less than five minutes away, and Lido Beach can be reached in approximately twelve minutes. One of the things residents love most about Indian Beach is its unique personality. Peacocks freely roam the neighborhood, creating a distinctive charm reminiscent of the famous roaming roosters of Key West. It's a neighborhood that feels both relaxed and vibrant, with a character all its own. For buyers looking to relocate from the Northeast, Midwest, California, or other high-tax states, this home offers an opportunity to enjoy Florida's favorable tax climate while embracing a true coastal lifestyle. Investors will also appreciate the property's location, flexibility, and long-term appeal. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, 4104 Sarasota Avenue delivers the location, lifestyle, and value that make Sarasota one of Florida's most sought-after destinations. Welcome to your new home in Indian Beach.

4104 Sarasota Avenue, Sarasota
$1,325,000
4 Beds ⋅ 4 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Located within Sarasota city limits in the Indian Beach/Sapphire Shores neighborhood, 2480 Alameda Ave offers a beautifully remodeled, move-in ready home with real flexibility for how you use it. This 4-bedroom, 3.5-bathroom home was completely remodeled starting in 2021 with all-new plumbing, updated HVAC, new flooring, a reimagined kitchen, and fully remodeled bathrooms. The open floor plan is warm and inviting, featuring a custom fireplace with mantle, quartz counters, wood cabinetry, and a pantry off the kitchen leading to a dedicated laundry room. Outside, a saltwater pool and paver patio added in 2025 create a private oasis perfect for full-time living or generating exceptional rental income. A separate detached structure on the property opens the door to even more possibilities — artist studio, home office, she-shed, or additional guest accommodations. Already a proven rental performer before the pool was added, this property is primed for even stronger returns. Live here full time, rent it seasonally, or lease it annually — the choice is yours. Minutes to Downtown Sarasota, St. Armand's Circle, and Sarasota's famous Gulf beaches.

2480 Alameda Avenue, 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 College Art District 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
$399,900
3 Beds ⋅ 2 Baths ⋅ Amaryllis Park SubDv. ⋅ 34234 Zip Code
Welcome to the House of Light...Lots of Windows lets the Sunshine flow throughout this Home, setting a Lovely, Peaceful Feeling and Calming Atmosphere. With a Private Front Entry, This Spacious Home has 3, possibly 4 Bedrooms, as, the Front Room has a Closet Area and maybe partitioned off into a 4th Bedroom as needed. With a Spacious Family Room with a coat closet for extra storage, this room could also be used as a Huge Dining Room. There is also an Office Area with a private side door entrance on the side of the house. Nicely Remodeled Kitchen with Stainless Steel Appliances, Granite Counters and has an Eat-In Area. Spacious Master Suite has an En Suite and both, a Spacious Walk-in Closet and a Built-In Closet for Plenty of Storage. 2 Guest Bedrooms are Spacious and a Lovely Remodeled Guest Bathroom. Hallway has a Storage Closet and a Linen Closet. There is a Carport with a Side Door Entry and a Utility-Laundry Room and a Spacious 8x10 Storage Shed in the Back Yard. This is Truly a Wonderful Family Home with a Newer Roof 4yrs, Hurricane Impact Windows 2yrs, Air Conditioner 2yrs, New Electric Water Heater. This Family Home is a True Joy to Live in....Welcome Home...

1669 35th Street, Sarasota
$650,000
Schindler Sub SubDv. ⋅ 34236 Zip Code
Rare opportunity to acquire a 9,200 SF double lot in one of Downtown Sarasota’s most desirable and rapidly evolving neighborhoods. Located just steps from the 10-acre Gillespie Park, this property offers exceptional potential in an area experiencing significant investment and redevelopment. Residents enjoy easy access to tennis and basketball courts, a scenic pond, dog park, fitness trail, playground, and shaded walking paths beneath majestic oak trees. The property is within walking distance of Downtown Sarasota’s restaurants, galleries, shopping, and entertainment venues, and only 0.7 miles from Sarasota Bay and The Bay, the city’s signature waterfront park. With no HOA, no deed restrictions, DTN (Downtown Neighborhood) zoning, and potential benefits under Florida’s Live Local Act, this property offers outstanding flexibility for a variety of residential development opportunities. The location provides convenient access to Sarasota’s vibrant cultural scene, including the Westcoast Black Theatre Troupe, Sarasota Orchestra, Bayfront Marina, and the city’s renowned arts and dining districts. Whether you are looking to build now or secure land in one of Sarasota’s most dynamic growth corridors, this oversized double lot presents a rare opportunity in the heart of Downtown Sarasota. Adjacent home is also available for purchase. Combined, the properties would create four contiguous lots totaling approximately 19,200 SF (0.44 acres), presenting an exceptional assemblage opportunity for future development.

1721 8th Street, Sarasota
$750,000
3 Beds ⋅ 2 Baths ⋅ Schindler Sub SubDv. ⋅ 34236 Zip Code
Rare opportunity to own a beautifully restored vintage home with a detached art studio on a 10,000 SF double lot in one of Downtown Sarasota’s most desirable and evolving neighborhoods. Extensively renovated in 2000, the home features updated plumbing, electrical, windows, Hardie board siding, and numerous additional improvements, resulting in an effective year built of 2020. The property blends timeless character with modern functionality while offering exceptional flexibility and value. Just steps from the 10-acre Gillespie Park, residents enjoy access to tennis and basketball courts, a scenic pond, dog park, fitness trail, playground, and shaded walking paths beneath majestic oak trees. The location is within walking distance of Downtown Sarasota’s restaurants, galleries, shopping, and entertainment venues, and only 0.7 miles from Sarasota Bay and The Bay, the city’s signature waterfront park. With no HOA, no deed restrictions, DTN (Downtown Neighborhood) zoning, and potential benefits under Florida’s Live Local Act, this property offers unique opportunities for homeowners, investors, and entrepreneurs alike. The detached art studio provides an ideal live-work setting for artists, creatives, remote professionals, or anyone seeking dedicated workspace separate from the main residence. Enjoy convenient access to Sarasota’s vibrant cultural scene, including the Westcoast Black Theatre Troupe, Sarasota Orchestra, Bayfront Marina, and the city’s renowned arts, dining, and entertainment districts. Whether you're seeking a primary residence, seasonal retreat, live-work property, or investment opportunity, this home offers a rare combination of historic charm, modern upgrades, generous outdoor space, and an exceptional downtown location. Adjacent lot also available for purchase. Combined, the properties would create four contiguous lots totaling approximately 19,200 SF (0.44 acres), presenting a rare opportunity for additional space or future development in the heart of Downtown Sarasota.

1743 8th Street, Sarasota
$319,900
3 Beds ⋅ 1 Baths ⋅ Lorraine Park SubDv. ⋅ 34234 Zip Code
Welcome home! Nestled in a quiet, established Sarasota neighborhood on a dead end street, this charming 3-bedroom, 1-bath single-family home offers comfort, convenience, and plenty of outdoor space This 3 bedroom 1 bathroom was originally rehabbed 2018 and remodeled 2026 move in ready. Garage door 2018, new sewer service 2018, new roof 2018, new fence 2026 Seller ordered new impact windows will be installed in 6 weeks ((Front Window is PHOTO Changed Not Installed Yet! )) No HOA here Conveniently located minutes away from downtown Sarasota and Lido Beach. You are minutes away from world-class Gulf beaches, local parks, premier shopping, and the Sarasota-Bradenton International Airport

2542 22nd Street, Sarasota
$325,000
3 Beds ⋅ 2 Baths ⋅ Desoto Acres SubDv. ⋅ 34234 Zip Code
Affordable updated 3-bedroom, 2-bath home in Sarasota for just $325,000. Offering approximately 1,500 square feet of living space, this move-in-ready home features an open-concept floor plan, updated kitchen with stainless steel appliances, updated bathrooms, spacious bedrooms, and a fully fenced backyard perfect for entertaining, pets, or enjoying the Florida lifestyle. Located on a quiet street with no HOA and no deed restrictions, this property combines affordability with an unbeatable location. Just minutes from Downtown Sarasota, University Town Center (UTC), Sarasota-Bradenton International Airport, St. Armands Circle, and Sarasota's world-famous beaches including Siesta Key, Lido Key, and Longboat Key. Enjoy convenient access to shopping, dining, parks, schools, healthcare facilities, and major roadways. Whether you're a first-time homebuyer, seasonal resident, or investor, this home offers an excellent opportunity to own in one of Florida's most desirable markets at an attractive price point. Schedule your private showing today!

4303 Chestnut Avenue, Sarasota
$650,000
Sapphire Shores SubDv. ⋅ 34234 Zip Code
In the sought-after, historic neighborhood of Indian Beach, this large corner lot offers a canvas to design and build your dream home. Spanning nearly 16,000 square feet (0.37 acres), this generous parcel provides the scale and flexibility that is increasingly more difficult to find in the area. The lot has been cleared of dead trees, underbrush and debris, thereby being ready for your architectural vision. Minutes to the airport, Ringling Museum, Asolo and multiple cultural and dining options that downtown Sarasota has to offer. Bring your architect, bring your builder and claim your piece of paradise today.

Turks Cap Place, Sarasota
$460,000
4 Beds ⋅ 2 Baths ⋅ Harriet Sub SubDv. ⋅ 34234 Zip Code
Exceptional income-producing duplex located within the Sarasota city limits in desirable Flood Zone X, meaning no flood insurance is required. This solid block construction property offers multiple investment opportunities including owner-occupancy, short-term rentals, long-term rentals, student housing, or a hybrid income strategy. Located directly across from the revitalized North Water Tower Park, residents and guests can enjoy paved walking trails, a disc golf course, playground, covered picnic areas, public restrooms, and a water bottle filling station. Each private unit features 2 bedrooms and 1 bathroom with beautifully updated kitchens showcasing shaker cabinetry, quartz countertops, timeless restored terrazzo flooring, open-concept living areas, private laundry rooms, screened lanais, and covered carports with locked storage. Unlike many duplexes, the units do not share a common wall or yard space, offering enhanced privacy and reduced noise between occupants. Major capital improvements have already been completed within the past seven years, including the roof, dual HVAC systems, and water heaters. Additional investor-friendly features include separate utilities and durable block construction. The property’s central location provides quick access to Downtown Sarasota, Bradenton, Lakewood Ranch, SRQ Airport, Ringling College, New College, University of South Florida, and world-famous Gulf beaches, supporting a strong tenant and guest pipeline with future rental growth potential. According to the City of Sarasota permitting website, the occupancy use is listed as R1 Hotels/Motels/Boarding House, creating flexibility for multiple income-producing uses. The current owners originally purchased the property using FHA financing as their primary residence, demonstrating an excellent opportunity for buyers interested in “house hacking” by living in one unit while offsetting expenses with rental income from the other. With three major colleges nearby, the property also presents excellent potential for student housing demand. Whether you are an investor seeking cash flow, a buyer looking to offset monthly expenses through owner-occupancy, or someone searching for a flexible income-producing property in a rapidly growing Sarasota location, this duplex offers outstanding versatility and long-term upside potential.

993 Gary Street Unit A & B, Sarasota
$429,000
3 Beds ⋅ 2 Baths ⋅ Desoto Terrace SubDv. ⋅ 34234 Zip Code
Charming 3BR/2BA Home on a Quiet Cul-de-Sac in a Highly Sought-After Sarasota Location! Welcome to this inviting and well-maintained 3-bedroom, 2-bathroom home perfectly positioned in one of Sarasota’s most desirable neighborhoods. Tucked away on a peaceful cul-de-sac, this residence offers the ideal combination of comfort, privacy, and convenience. Inside, you’ll find a bright open-concept floor plan designed for both everyday living and effortless entertaining. The spacious layout creates a warm and welcoming atmosphere with seamless flow between the living, dining, and kitchen areas. Step outside to enjoy your fully fenced backyard — perfect for pets, play, gardening, or simply relaxing in your own private outdoor retreat. The expansive 30-foot patio provides plenty of space for outdoor dining, entertaining guests, or enjoying Florida’s beautiful year-round weather. Major updates provide peace of mind, including: • Newer roof (2022) • Newer HVAC system (2022) • Newly sodded backyard (2026) Location is everything, and this home delivers exceptional access to some of Sarasota’s most popular destinations. Just minutes away you’ll find: • Sarasota’s renowned museum campus • Sarasota-Bradenton International Airport (SRQ) • Downtown Sarasota • Beautiful Gulf beaches • Local colleges and universities • Dining, shopping, arts, and entertainment Whether you’re searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers outstanding potential in an unbeatable location.

3440 Chapel Drive, Sarasota
$5,500,000
Whitakers SubDv. ⋅ 34234 Zip Code
An extraordinary opportunity to build a world-class waterfront estate on Sarasota Bay. This rare direct bayfront vacant parcel at 2043 Alameda Way spans 38,009 SQFT with an impressive 104 feet of direct bay frontage, offering panoramic open water views, breathtaking sunsets, exceptional boating water, and a private dock already in place. Set within a quiet waterfront enclave, the property offers the ideal balance of privacy and convenience while remaining moments from Downtown Sarasota’s acclaimed dining, shopping, arts, and cultural attractions. Enjoy close proximity to the new The Bay Park, the renowned The John and Mable Ringling Museum of Art, and the convenience of Sarasota-Bradenton International Airport. Custom estate plans for the parcel have been designed by renowned Choeff Levy Fischman Architecture + Design, thoughtfully envisioning an exceptional luxury residence that maximizes the property’s scale, waterfront setting, and unobstructed bay views. Both parcels 2043 & 2046 Alameda Way are available for purchase together or separately, creating a rare opportunity for a buyer to secure a singular bayfront estate or assemble two significant waterfront properties totaling 1.7 acres with 210 feet of Sarasota Bay frontage. A truly exceptional offering combining scale, location, boating access, and limitless potential along one of Sarasota’s most coveted stretches of bayfront shoreline.

2043 Alameda Avenue, Sarasota
$11,000,000
Whitakers SubDv. ⋅ 34234 Zip Code
Positioned along the sparkling waters of Sarasota Bay, this extraordinary 1.7 acres of direct bayfront property presents a rare opportunity to create one or two landmark waterfront estates within one of Sarasota’s most desirable coastal settings. Comprised of two separate parcels, 2043 & 2046 Alameda Way, the property offers remarkable flexibility for an end user, developer, or multigenerational compound vision. Boasting an impressive 210 feet of direct bay frontage, the property captures panoramic open water views, breathtaking year-round sunsets, and exceptional boating water with a private dock already in place. The expansive footprint allows for the creation of one grand estate spanning both parcels or two significant luxury residences, each with its own commanding presence on Sarasota Bay. Custom estate plans have been designed for each parcel by renowned Choeff Levy Fischman Architecture + Design, thoughtfully envisioning world-class waterfront living that complements the scale, setting, and prestige of this exceptional offering. Tucked within a quiet waterfront enclave, the location offers privacy and tranquility while remaining moments from Downtown Sarasota’s acclaimed dining, shopping, arts, and cultural scene. Enjoy close proximity to the new The Bay Park, the iconic The John and Mable Ringling Museum of Art, and the convenience of Sarasota-Bradenton International Airport. An extraordinarily rare offering defined by scale, frontage, flexibility, and location, representing the opportunity to build one or two of Sarasota’s most significant bayfront residences.

2046 Alameda Avenue, Sarasota
$450,000
3 Beds ⋅ 2 Baths ⋅ Carver Park SubDv. ⋅ 34234 Zip Code
Welcome to this 2022 constructed 3-bedroom, 2-bathroom home situated on a 7,500 sq ft fenced lot with a gated driveway shaded by beautiful mature oak trees. The home features a bright, open layout with a spacious great room, ideal for everyday living and entertaining. Interior highlights include 9-foot ceilings and travertine tile flooring throughout, creating a clean and cohesive feel. The primary bedroom offers a comfortable retreat with a large walk-in closet, while the additional bedrooms provide flexibility for guests, family, or a home office. The outdoor space offers plenty of room to enjoy, with a fully fenced yard and natural shade, perfect for relaxing or future customization. Conveniently located just north of Downtown Sarasota, this property offers a great opportunity for both homeowners and investors seeking a move-in ready home with lasting value. Enjoy quick access to some of the area’s best restaurants, shopping, and entertainment, along with nearby boat ramps and water access for an easy connection to Sarasota’s boating lifestyle. Local parks are also just minutes away, perfect for outdoor activities and relaxation. With newer construction, a generous lot, and a prime location close to everything Sarasota has to offer, this property is well-suited for a variety of buyers.

1536 25th Street, Sarasota
$549,000
2 Beds ⋅ 2 Baths ⋅ Island Shores SubDv. ⋅ 34234 Zip Code
This charming 2-bedroom, 2-bathroom POOL home is situated in Flood Zone X, meaning flood insurance is not mandatory. It boasts a lovely fenced backyard and is conveniently located near all essential amenities. Recent updates include Hot water heater and dishwasher (2023), New weather head (2023), New turf and firepit with paver patio (2024), New A/C 2025. The home is just a short distance from a kayak launch into Sarasota Bay and directly down 40th Street to the Charles Hegener Memorial Nature Walk. It’s also close to attractions such as Jungle Gardens, the Asolo Theater, Sarasota International Airport, the Ringling Museum of Art, New College, USF, and Downtown Sarasota. Plus, the home did NOT flood during last year’s hurricanes. There are NO deed restrictions. The IBISSA Homeowners Association is voluntary, with an optional annual fee of $50. Great location for Airbnb BRAND NEW POOL PUMP MAY 2026

831 40th Street, Sarasota
$1,195,000
3 Beds ⋅ 2 Baths ⋅ Schindler Sub SubDv. ⋅ 34236 Zip Code
STYLISH NEWER CONSTRUCTION POOL HOME close to Downtown Sarasota with 3 Bedrooms / 2 Baths and ACTIVE Airbnb History! Located in one of the few areas within Sarasota allowing WEEKLY RENTALS, this beautifully designed residence offers the ideal blend of modern luxury, indoor-outdoor living and incredible proximity to Downtown Sarasota, Bayfront Park, St. Armands Circle and the Gulf beaches. Inside, the home features a thoughtfully designed layout filled with natural light, high ceilings and contemporary finishes throughout. The spacious kitchen offers sleek cabinetry, stainless steel appliances, oversized island seating and easy access to both the dining and living areas creating a comfortable flow for everyday living and entertaining. The split-bedroom design creates privacy and functionality while the spacious primary suite feels like a true retreat featuring a spa-inspired ensuite bath with dual sinks, soaking tub and stunning open-air shower. Two additional guest bedrooms offer flexibility for visitors, family or home office space. Designed to embrace the Florida lifestyle, the outdoor living area is truly exceptional featuring a private pool, hot tub, outdoor kitchen, beverage fridge and multiple entertaining spaces surrounded by lush tropical landscaping. Whether enjoying quiet mornings poolside or hosting guests for dinner and cocktails, the seamless indoor-outdoor flow creates the ultimate Sarasota retreat. Currently operating as an active Airbnb, this property offers outstanding flexibility for full-time living, seasonal use or investment potential. Recent addition of solar panels for cost friendly utility bills. Conveniently located just minutes from Sarasota’s top dining, shopping, entertainment and waterfront attractions, this is a rare opportunity to own a newer construction home with weekly rental flexibility in one of Sarasota’s most desirable areas.

1775 7th Street, Sarasota
$7,480,000
5 Beds ⋅ 7 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Imagine owning one of Sarasota Bay’s most exciting waterfront properties, where panoramic views, deep water access, and resort-style living create the kind of lifestyle people dream about but rarely find. Set on an oversized 2/3-acre lot with 172 feet of direct bay frontage, this fully renovated Sapphire Shores estate was redesigned for unforgettable entertaining and vibrant coastal living. Enjoy breathtaking panoramic views stretching across Sarasota Bay from Downtown city lights to Longboat Key, a 100-foot deep water dock with dual lifts 10,000 and 15,000 lbs, brand new seawall, resort-style pool and new spa, outdoor kitchen, multiple expansive decks, and a whole-home smart system with Sonos audio, Lutron lighting, Tesla solar power walls and charging, and security integration. Inside, the home offers five ensuite bedrooms, six-and-a-half baths, a designer kitchen with custom coffee bar, finished game room, luxurious primary suite, and walls of hurricane-rated glass that bring the water into nearly every space. With a brand new standing seam metal roof, updated systems throughout, 16-foot elevation, this property delivers the rare combination of luxury, boating lifestyle, privacy, and peace of mind. Close proximity to Downtown Sarasota, SRQ airport and only 8.4 Miles to IMG Academy. Waterfront homes like this rarely become available. Inquire with listing agent for a full list of improvements. Schedule your private showing today.

350 S Shore Drive, Sarasota