Refine Search
Sort by
$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. This will go fast.

2746 53rd Street, North Sarasota

$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

$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

$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

$464,990
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 4.99% interest rate incentive.

2820 Marrakesh Lane, North Sarasota

$469,990
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 4.99% interest rate incentive.

2816 Marrakesh Lane, North Sarasota

$449,000
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

$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

$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

$899,000
3 Beds 3 Baths A4691894 MLS
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. 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, North Sarasota

$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

$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

$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.

2849 Marrakesh Lane, North Sarasota

$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

$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

$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

$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

$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 $1,648.00 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

$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

$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

$179,900
2 Beds 2 Baths A4694338 MLS 5015 BLDG.
Fall in love with this spacious, updated 2 bedroom/2 bathroom villa in the wooded solitude community of Barrington Woods. This maintenance free unit is nestled in Sarasota’s art and museum district, minutes to downtown Sarasota and gulf beaches. New A/C, interior private laundry room, open floor plan, vaulted ceilings, granite countertops, stainless steel appliances, large eat-in kitchen, breakfast bar, lots of cabinetry, pantry, tile floors throughout and wood flooring in the primary bedroom (large walk-in closet). Screened entry/lanai with your own covered parking space along with plenty of guest parking and a community pool. Located 1 mile to Sarasota/Bradenton International Airport and New College of Florida/USF campuses, Ringling Museum of Art, Asolo Theatre, Sarasota Ballet and Sarasota’s bay front. Minutes to Centennial Park boat ramp, Van Wezel Performing Arts, area beaches, downtown Sarasota and all of the cultural activities, shopping and dining that it has to offer! This quiet and peaceful end residence has been freshly painted and is ready for you to move into.

5015 Barrington Circle Unit 201, North Sarasota

$415,000
3 Beds 2 Baths A4694145 MLS
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) New Vinyl Fence (2025) 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, North Sarasota

$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

$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