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$444,000
1 Beds ⋅ 2 Baths ⋅ A4697607 MLS ⋅ 1 BLDG.
A MUST SEE, sold TURNKEY AND FURNISHED (tastefully) and PRICED TO SELL! Welcome to this captivating condominium in the waterfront community: The Strand of Sarasota, built in 2022. The seller's thoughtful decor is inspired by a famous artist (Salvador Dali) with many upgrades including stone counters in kitchen and baths, luxury vinyl flooring, backsplash in kitchen, designer light fixtures and fans, upgraded LG washer in dryer, high end furnishings including a split king adjustable bed with massage capability, thoughtful designer finishes and the property has been lovingly maintained. Nine foot ceilings, impact rated doors and windows. Approximately 1 mile to downtown Sarasota and conveniently located to The Bay, Sarasota's arts, theater, shopping, restaurants, boutiques, bay front entertaining, marina, St. Armand's Circle and Sarasota's famous pristine white powdery sand beaches. Take a stroll along The Strand's 47 boat docks and enjoy the colorful and peaceful sunsets along Whitaker Bayou. The view from your spacious private balcony overlooks the serene azure heated pool and spa. Amenities include a gated community, on site management, waterfront community, fitness center, a parking garage space, additional storage space, ample guest parking, EVCSs, gas grills, fire pit, dog friendly community with dog park, kayak launch/storage. Investors are welcome as there is 1 week minimum rentals/ 52 times per year. This could be your full time home, a vacation getaway or an investment property in an affordable conveniently located waterfront community just minutes to downtown Sarasota.

1703 N Tamiami Trail Unit 306, North Sarasota

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-383-7591
$239,900
2 Beds ⋅ 2 Baths ⋅ A4697739 MLS
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, North Sarasota

Listing courtesy of COMPASS FLORIDA LLC. 941-279-3630
$2,295,000
A4697839 MLS
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, North Sarasota

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411
$1,149,900
5 Beds ⋅ 3 Baths ⋅ A4696132 MLS
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. Possible owner financing.

2746 53rd Street, North Sarasota

Listing courtesy of CHARLES RUTENBERG REALTY INC. 866-580-6402
$250,000
TB8521149 MLS
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, North Sarasota

Listing courtesy of GULF SHORES REALTY ERA POWERED LLC. 813-636-0700
$674,000
4 Beds ⋅ 2 Baths ⋅ A4695133 MLS
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, North Sarasota

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-907-9595
$3,900,000
A4697091 MLS
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, North Sarasota

Listing courtesy of CHROME REALTY LLC. 941-363-6300
$99,900
1 Beds ⋅ 1 Baths ⋅ A4697246 MLS
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, North Sarasota

Listing courtesy of BRIGHT REALTY. 941-552-6036
$454,990
2 Beds ⋅ 2 Baths ⋅ TB8519403 MLS
Welcome to The Bishop, a luxury villa in the gated community of Gracewater, where timeless design meets picturesque water and amenity center views. This thoughtfully designed home features 2 bedrooms, a spacious flex room, and an open-concept layout that perfectly balances comfort, functionality, and style. From the moment you step inside, you'll be captivated by the abundance of natural light streaming through the many windows that grace the entry, dining room, and family room, creating a bright and inviting atmosphere throughout. The spacious flex room offers endless possibilities as a home office, hobby space, media room, or guest retreat. At the heart of the home, the designer kitchen serves as a beautiful gathering place where favorite recipes are shared, conversations linger, and everyday moments become cherished memories. Overlooking the dining and family rooms, this elegant space is ideal for both entertaining and everyday living. A stunning wall of sliding glass doors opens to the extended lanai, seamlessly blending indoor and outdoor living. Here, tranquil water views and views of the beautifully appointed amenity center create the perfect backdrop for morning coffee, evening relaxation, or entertaining guests. Come home to The Bishop—where every detail is designed for comfort, togetherness, and the simple joy of living well. **This property offers a limited time 7% employee pricing incentive.

2820 Marrakesh Lane, North Sarasota

Listing courtesy of WEEKLEY HOMES REALTY COMPANY. rstpierre@dwhomes.com
$464,990
2 Beds ⋅ 2 Baths ⋅ TB8518871 MLS
Welcome to The Alanson, a luxury villa in the gated community of Gracewater, where timeless design meets picturesque water views. This thoughtfully designed home features 2 bedrooms, a spacious flex room, and an open-concept layout that perfectly balances comfort, functionality, and style. From the moment you step inside, you'll be captivated by the abundance of natural light streaming through the many windows that grace the entry, dining room, and family room, creating a bright and inviting atmosphere throughout. The spacious flex room offers endless possibilities as a home office, hobby space, media room, or guest retreat. At the heart of the home, the designer kitchen serves as a beautiful gathering place where favorite recipes are shared, conversations linger, and everyday moments become cherished memories. Featuring a gas cooktop, wall oven, and an elegant design that overlooks the dining and family rooms, this space is perfectly suited for both everyday living and entertaining. A stunning wall of sliding glass doors frames a picture-perfect pond view and opens to the extended lanai, seamlessly blending indoor and outdoor living. Here, tranquil water views create the perfect backdrop for morning coffee, evening relaxation, or entertaining guests. Come home to The Alanson—where every detail is designed for comfort, togetherness, and the simple joy of living well. **This property offers a limited time 7% employee pricing incentive.

2816 Marrakesh Lane, North Sarasota

Listing courtesy of WEEKLEY HOMES REALTY COMPANY. rstpierre@dwhomes.com
$429,000
2 Beds ⋅ 1 Baths ⋅ A4695417 MLS
West of the Trail Mid-Century Home with Terrazzo Floors, Florida Room and Screened Lanai. Move-in ready and full of character, this inviting 2-bedroom, 1-bath home is tucked into Sarasota’s desirable Indian Beach–Sapphire Shores neighborhood. Original terrazzo floors, natural light and an easy, comfortable layout give the home a warmth that is hard to replicate. Thoughtful updates completed during a 2019 remodel complement its mid-century charm, and the roof was replaced in April 2019. Just off the kitchen, the bright Florida room overlooks the backyard and offers flexible space for dining, reading or working from home. The screened lanai with ceiling fan creates an inviting extension of the home for relaxing, entertaining, and enjoying Florida living year-round. Additional features include a covered carport and a spacious yard shaded by mature trees. Conveniently located near Sarasota Bay, The Ringling Museum, Asolo Theatre, New College, 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 also nearby The property experienced no water damage from recent storms and is being sold as-is. Please note that some interior photos of this property have been virtually staged with furniture and decor to illustrate its potential. These digitally altered images are for conceptual purposes only, and the physical items shown do not convey with the property. Empty/as-is room photos are also included in the gallery for comparison. Floor plan is for representation purposes and deemed reliable but not guaranteed. Buyer to verify all dimensions and square footage.

4722 Stevens Drive, North Sarasota

Listing courtesy of BROOKFIELD REAL ESTATE LLC. 941-917-0494
$125,000
2 Beds ⋅ 2 Baths ⋅ A4696977 MLS
Opportunity is knocking with this charming 2-bedroom, 1.5-bath home, priced to attract buyers who can see its true potential. With 940 square feet of living space, plus an additional 259 square feet under the carport and an 88-square-foot laundry room, there is plenty of room to create the perfect seasonal retreat or comfortable full-time residence. With a little TLC and vision, this property could quickly become a standout value in Tri-Par. While a small portion of the lot is located in a flood zone, the home itself and its structures are not, offering added reassurance and peace of mind. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.

1717 Palm Springs Street, North Sarasota

Listing courtesy of EXIT KING REALTY. 941-497-6060
$719,990
4 Beds ⋅ 3 Baths ⋅ A4696936 MLS
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, North Sarasota

Listing courtesy of PRIVADA REALTY. 941-233-6000
$408,500
3 Beds ⋅ 2 Baths ⋅ C7527185 MLS
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, North Sarasota

Listing courtesy of OCEAN PARTNERS REAL ESTATE. 941-627-6232
$397,777
5 Beds ⋅ 3 Baths ⋅ A4696715 MLS
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, North Sarasota

Listing courtesy of SUNCOAST GLOBAL REALTY. 941-544-4366
$1,325,000
4 Beds ⋅ 4 Baths ⋅ A4695803 MLS
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, North Sarasota

Listing courtesy of KW COASTAL LIVING III. murraycoleman@kw.com
$399,900
3 Beds ⋅ 2 Baths ⋅ A4696081 MLS
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, North Sarasota

Listing courtesy of HORIZON REALTY INTERNATIONAL. 941-238-0953
$399,990
2 Beds ⋅ 2 Baths ⋅ TB8516261 MLS
Under Construction. Welcome to The Bishop, a new construction Luxury Villa in the gated community of Gracewater, thoughtfully designed with 2 bedrooms, a spacious flex room, and an open-concept layout that blends style, comfort, and functionality. Natural light fills the entry, dining, and family rooms through abundant windows, creating a bright, welcoming atmosphere. The versatile flex room is ideal for a home office, hobby space, media room, or guest retreat. The designer kitchen features a gas cooktop, wall oven, and a large island overlooking the dining and family rooms, making it the perfect space for entertaining and everyday living. A wall of sliding glass doors opens to the extended lanai, seamlessly connecting indoor and outdoor living. Impact-resistant windows provide added security, storm protection, and peace of mind, while the gas tankless water heater delivers energy-efficient comfort year-round. **This property offers a limited time 7% employee pricing incentive.

2849 Marrakesh Lane, North Sarasota

Listing courtesy of WEEKLEY HOMES REALTY COMPANY. rstpierre@dwhomes.com
$650,000
A4695998 MLS
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, North Sarasota

Listing courtesy of FINE PROPERTIES. 941-782-0000
$750,000
3 Beds ⋅ 2 Baths ⋅ A4695550 MLS ⋅ 1743 BLDG.
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, North Sarasota

Listing courtesy of FINE PROPERTIES. 941-782-0000
$136,000
2 Beds ⋅ 2 Baths ⋅ A4695438 MLS
Discover the possibilities of this distinctive 2-bedroom, 2-bath property, where you own the land with no lot lease. The home also offers the potential for a third bedroom or den, along with a spacious laundry room and an expansive living area. Conveniently located just minutes from the airport and the bay (approximately 1.5 miles and 2.5 miles away, respectively), this property offers both accessibility and charm. Encompassing approximately 1,100 square feet, the home is situated on a generous corner lot accented by attractive river rock landscaping. Whether you choose to renovate the existing residence or build anew, this property presents an inviting opportunity to create something truly your own. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.

5066 Pebble Beach Avenue, North Sarasota

Listing courtesy of EXIT KING REALTY. 941-497-6060
$325,000
3 Beds ⋅ 2 Baths ⋅ A4695604 MLS
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, North Sarasota

Listing courtesy of HERNZ PROPERTIES LLC. 941-920-0759
$69,900
A4694020 MLS
Tri Par Estates - poplular land owner(deeded lots) community! This site is out of the flood zone(code X zone) and is 50 X 73 Lot Size. Tri-Par Estates is a 55+ community in which you own your home and the land. A park fee of $1,932.00 a year is part of the property taxes paid once a year when property taxes are paid; it includes includes Frontier internet, cable also trash pick up.. Tri Par offers a host of opportunity that includes; large pool, hot tub, mini golf, horse shoes, mini golf, sewing clubs, laundry facilities, fitness room, clubhouse, games of all kind and many other activities to enjoy. Just minutes to the airport and many other necessities nearby like hospitals, shopping, restaurants and more. Airplanes & jets do fly over Tri Par Estates(navigation easement). Contact Tri Par Estates office regarding building requirements & approvals! Tri Par is a state park & recreation development.

1792 Midlothian Street, North Sarasota

Listing courtesy of RE/MAX PALM. 941-929-9090
$159,500
2 Beds ⋅ 2 Baths ⋅ A4694538 MLS
Charming 2BR/2BA home with the rare benefit of private ensuite bedrooms. Freshly painted inside and out, this move-in-ready property features new luxury vinyl flooring, a new carport, and an 8x10 shed with washer, dryer, and water heater (12/25). The kitchen offers a movable island for flexible prep and entertaining space, while additional improvements include A/C replaced 7/25, newer plumbing, some newer windows, awnings, gutters, and blinds throughout. Enjoy fresh air year-round from the enclosed 9 x 14 porch. A wonderful opportunity to experience comfort, function, and value in one inviting home. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.

5221 Beechmont Avenue, North Sarasota

Listing courtesy of EXIT KING REALTY. 941-497-6060
$650,000
A4694506 MLS
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, North Sarasota

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000
$450,000
4 Beds ⋅ 2 Baths ⋅ A4694443 MLS
Unit A is currently owner-occupied, while Unit B—previously operated as a short-term rental—has recently been converted to a long-term rental with a tenant paying $2,050 monthly, excluding utilities. This current setup perfectly demonstrates the property’s income flexibility and “house hacking” potential, allowing an owner-occupant to live in one unit while generating rental income from the other. 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, further illustrating the property’s potential 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, North Sarasota

Listing courtesy of DALTON WADE INC. 888-668-8283
$147,500
2 Beds ⋅ 2 Baths ⋅ A4694419 MLS ⋅ 16 BLDG.
The best value in Summer Wind is here and it won't last long. This 2 bedroom 2 bathroom condo is move-in ready and perfectly situated on the quiet West end of the community with immediate access to a private park. Summer Wind is conveniently located just 5 minutes from the SRQ Airport and 10 minutes from downtown Sarasota and area amenities. Recent HOA improvements, include new roof (2023), exterior paint and trim (2018), upgraded Pool Area, landscaped entrance, and resurfaced driveway. HOA fees include Community Pool, Exterior Maintenance, Grounds Maintenance, Pest Control, Water, Sewer, and Trash.

4631 Summerwind Drive Unit 16, North Sarasota

Listing courtesy of UPTOP REAL ESTATE SERVICES, LLC. 941-554-4896
$5,500,000
A4694103 MLS
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, North Sarasota

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411
$11,000,000
A4694028 MLS
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, North Sarasota

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411
$444,900
3 Beds ⋅ 2 Baths ⋅ A4694175 MLS
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, North Sarasota

Listing courtesy of WAGNER REALTY. 941-727-2800

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