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3524 Chapel Drive, Sarasota
$359,900
3 Beds ⋅ 2 Baths ⋅ Desoto Terrace SubDv. ⋅ 34234 Zip Code
Good West of the Trail opportunity on a cul-de-sac street. This charming 3-bedroom, 2-bath home offers 1250 sq ft of living space under. Some updates were made including a garage conversion, but they were not permitted so it will be up to the buyer to assume that responsibility. That said, there is a lot of value in this floorplan for the right buyer. Just steps from Sarasota's Jungle Gardens, this home is in a convenient area, with easy access to US 41, 301, Downtown Sarasota, area beaches and all area amenities. Easy to show!

3524 Chapel Drive, Sarasota
1821 20th Street, Sarasota
$3,280,000
City Park Sub SubDv. ⋅ 34234 Zip Code
SARASOTA DUPLEX PORTFOLIO | 8 DUPLEXES | 16 RENTAL UNITS | MULTIFAMILY INVESTMENT OPPORTUNITY Discover an established income-producing duplex portfolio in Sarasota, Florida 34234. Offered at $3,280,000, this eight-property multifamily investment comprises 16 residential rental units across eight separate tax parcels in Sarasota's Newtown area, near Downtown Sarasota. THE PORTFOLIO | Eight concrete-block duplex buildings, each containing two 2-bedroom, 1-bathroom residences. Seven properties are clustered along 20th Street in the City Park area, with an additional duplex nearby at 1583 20th Street. The portfolio includes properties at 1583, 1821, 1825, 1841, 1847, 1849, 1853 and 1863 20th Street, Sarasota, FL 34234. All eight properties are offered together as one investment portfolio, not individually. RENTAL INCOME | Ownership reports 100% occupancy across all 16 units. The current rent roll reflects $230,400 in scheduled annual gross rental income, equivalent to $19,200 monthly and an average of $1,200 per unit. These figures represent scheduled rents rather than independently verified historical collections. VALUE-ADD POTENTIAL | Existing rental rates offer opportunities to evaluate future rent adjustments, lease renewals and operational improvements. Investment underwriting identifies potential rental growth through market-based repositioning, subject to existing leases, tenant rights, applicable regulations and market conditions. Future income increases are not guaranteed. PROPERTY FEATURES | Eight separate duplex buildings, 16 two-bedroom residences, individual tax parcels and established residential rental operations. The concentrated location of seven properties may offer operational efficiencies for investors managing multiple rental properties in Sarasota. LOCATION | Situated near Downtown Sarasota, with convenient access to US-301, US-41, regional employment centers, shopping, dining and Sarasota's Gulf Coast amenities. THE OPPORTUNITY | A 16-unit Sarasota multifamily investment portfolio for investors evaluating established Florida rental properties, potential long-term income growth and 1031 exchange opportunities. PACKAGE-ONLY SALE | All eight duplex properties are offered together for $3,280,000. Offering memorandum, current rent roll and investment underwriting available for review. All income, expenses, occupancy, leases, zoning, property conditions and investment projections are subject to independent buyer verification.

1821 20th Street, Sarasota
3510 Central Avenue, Sarasota
$235,000
3 Beds ⋅ 2 Baths ⋅ North Riverside Park SubDv. ⋅ 34234 Zip Code
Located within the Sarasota city limits with no HOA fees, this 2004 block home offers a functional 3-bedroom, 2-bathroom split-plan layout featuring tile flooring, a front-load attached garage, and a combined kitchen and dining area. It features a new roof replaced in 2024 and an AC unit from 2017. Sliding glass doors lead out to a private backyard with mature trees, providing a convenient outdoor space with room for potential additions. Situated just minutes from downtown Sarasota and close to local schools, parks, dining, and cultural attractions, this property provides a solid footprint ready for updates.

3510 Central Avenue, Sarasota
3867 Almond Avenue, Sarasota
$279,900
2 Beds ⋅ 2 Baths ⋅ Beverly Terrace SubDv. ⋅ 34234 Zip Code
Built in 2018 and beautifully maintained, this charming Sarasota home offers an appealing opportunity at $279,900. Its 735 square feet are well suited to someone seeking a manageable primary residence, a winter retreat, or an investment property. The smaller lot means less yard to maintain, and there is no HOA. Spend the winter in your own Sarasota getaway, then explore the possibility of renting it while you’re away. Its newer construction, excellent condition, and manageable size also make it an attractive option for a buyer looking to add a rental property to their portfolio. Whether you plan to live here year-round, visit seasonally, or invest, 3867 Almond Avenue offers flexibility at an approachable price. Based on six years of historical Airbnb short-term rental like-kind pro forma data, estimated gross revenue will likely range between $31,700 and $41,210. Your nightly rate will average about $146. Expect an occupancy rate of about 63%. Rental projections are based on a 2-bedroom, 2-bathroom property.

3867 Almond Avenue, Sarasota
900 N Orange Avenue, Sarasota
$6,000,000
23 Beds ⋅ 12 Baths ⋅ Petroutsa Brothers Sub SubDv. ⋅ 34236 Zip Code
PRIME MULTIFAMILY DEVELOPMENT OPPORTUNITY IN SARASOTA’S HISTORIC DISTRICT | RESTORATION ZONE Discover a rare multifamily development opportunity in Downtown Sarasota’s Historic District, ideally positioned on a highly visible corner lot within a designated Sarasota Restoration Zone. Located just minutes from the heart of Downtown Sarasota, this property offers developers, builders, and investors the opportunity to create new construction condominiums, luxury townhomes, or a boutique multifamily residential development in one of Sarasota’s most sought-after and rapidly evolving areas. Zoned for multifamily development with potential for up to 24 residential units, this site offers exceptional flexibility for a variety of residential development concepts. The property is particularly well suited for condos, luxury townhomes, multifamily residences, or an upscale urban residential community designed to take advantage of Sarasota’s continued growth and strong demand for new housing. One of the property’s major advantages is that utilities are already on site, including water, sewer, electric, and other essential services, potentially helping reduce infrastructure costs and simplify the development process. The location provides an exceptional walkable Downtown Sarasota lifestyle, with convenient access to restaurants, cafés, shopping, entertainment, cultural attractions, art galleries, theaters, Sarasota Bay, and the vibrant downtown district. Sarasota continues to experience significant residential growth, with new construction and redevelopment transforming the surrounding area and creating increased demand for well-located multifamily housing. PROPERTY HIGHLIGHTS: Prime corner lot in Sarasota’s Historic District Located within a Sarasota Restoration Zone, Multifamily zoning, Potential for up to 24 residential units, Ideal for condominium development or luxury townhomes, Excellent opportunity for multifamily redevelopment, Water, sewer, electric and utilities already on site, Walkable to Downtown Sarasota, Close to restaurants, shopping, entertainment, arts and Sarasota Bay, Surrounded by ongoing new construction and redevelopment, Strong demand for new residential housing, High-visibility corner location, Excellent opportunity for developers, builders and investors, Potential for significant redevelopment and investment upside A rare Sarasota development opportunity in a highly desirable location. With multifamily zoning, Restoration Zone designation, utilities already on site, and the ability to potentially develop up to 24 residential units, this property offers a compelling opportunity to participate in the continued transformation and growth of Downtown Sarasota and the surrounding Historic District. Contact us today for zoning information, development details, site information, and to explore the potential of this exceptional Sarasota multifamily development site.

900 N Orange Avenue, Sarasota
2305 Mango Avenue, Sarasota
$750,000
2 Beds ⋅ 1 Baths ⋅ Humphreys Subdivision SubDv. ⋅ 34234 Zip Code
OPPORTUNITY KNOCKS!! CALLING ALL INVESTORS!! This Property is located in an area that allows Affordable Housing Homes to be built. It is being sold along with 4 other connected lots which once combined will allow up to 15 Units to be built and leased (According to the Sarasota County Zoning Department). It is Centrally Located with easy access to Downtown Sarasota, Gulf Beaches, and the UTC. There are plenty of Restaurants and Shopping Centers nearby, along with the Orioles Spring Training Baseball Stadium just a few blocks away! The following 4 parcels are included with this sale: By PID# 0043-05-0006, 0043-05-0007, 0043-05-0009, 0043-05-0011. The TOTAL ACREAGE is almost .86 Acres. Ready for you to build your next Investment Property. There are 2 separate houses on these lots right now that are rented with tenants in place generating $3,800 per month. Make an Appointment to see this Property Today!

2305 Mango Avenue, Sarasota
5031 Barrington Circle Unit 601, Sarasota
$149,900
2 Beds ⋅ 2 Baths ⋅ Barrington Woods SubDv. ⋅ 34234 Zip Code
Spacious, well-located, and easy to maintain — this 2-bedroom, 2-bath villa in Barrington Woods offers 1,204 square feet of comfortable single-level living in an established Sarasota community. A newer A/C system (2025) adds peace of mind, while a designated covered carport and inviting community pool make it easy to enjoy the Florida lifestyle. The location is hard to beat — just minutes from downtown Sarasota and Sarasota-Bradenton International Airport, with easy access to the Ringling Museum of Art, Asolo Theatre, New College of Florida, USF Sarasota-Manatee, Sarasota’s bayfront, shopping, dining, entertainment, and the beautiful Gulf beaches. Whether you’re looking for a full-time residence or a seasonal Florida retreat, this villa offers an appealing combination of space, low-maintenance living, convenience, and location. Come see the possibilities and make it your own!

5031 Barrington Circle Unit 601, Sarasota
5007 Boca Raton Avenue, Sarasota
$175,000
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Exceptional home located in popular Tri-Par Estates! Turnkey - everything stays except personel items! Friendly open floor plan, extra large master bedroom, large Florida room & shed/work shop! This home has had several improvements in recent years; flooring, siding, double glazed windows, plumbing, 3 mini splits individually operated under warranty and much more Tri-Par Estates is a 55+ community in which you own your home and the deeded land. A park fee of $1,932.00 a year is part of the property taxes paid once a year, includes Frontier internet, cable also trash. Tri Par amenities include pickle ball courts, large pool, tiki hut, large pool patio area, hot tub, mini golf, laundry facilities, fitness room, clubhouse, sewing room, card clubs and many more activities to enjoy. Just minutes to the airport and many other like necessities nearby like hospitals, shopping, restaurants and more. Tri Par is a state park & recreation development.

5007 Boca Raton Avenue, Sarasota
1764 24th Street, Sarasota
$249,999
4 Beds ⋅ 2 Baths ⋅ Newtown SubDv. ⋅ 34234 Zip Code
<BACK ON THE MARKET><LAST PRICE REDUCTION> INVESTOR SPECIAL in one of Sarasota's most desirable and rapidly growing neighborhoods! This unique abandoned duplex is packed with potential and ready for its next chapter. Situated on an oversized lot and currently vacant, this versatile property presents an outstanding opportunity for investors seeking a fix-and-flip, a long-term cash-flowing rental, or an owner-occupant looking to live in one unit while generating income from the other. With strong upside and endless possibilities, this is a rare chance to add value in an area experiencing continued growth. From the moment you arrive, the property offers excellent functionality and accessibility with a spacious covered carport providing protected parking and additional covered outdoor living space. A fully fenced front yard with gated entry enhances privacy while allowing convenient street access. Each unit features its own private entrance, making the layout ideal for tenants, multigenerational living, or house hacking. A covered walkway connects both units, while the expansive front and side yards provide ample space for additional parking, outdoor entertaining, or future improvements. The simple, low-maintenance exterior creates a solid foundation for renovation while maximizing long-term investment potential. Inside, one of the units features a functional layout with an open living and dining area that flows into the kitchen, creating an efficient use of space. Durable ceramic tile flooring extends throughout the home, while the kitchen offers generous cabinet and countertop space with excellent potential for modernization. The bedrooms are comfortably sized with built-in closets, and the full bathroom includes a tub/shower combination and practical layout. An attached utility and storage room provides additional flexibility for laundry, storage, or workshop space. This unit would benefit from cosmetic updates, making it an excellent value-add opportunity to increase equity and rental income. The second unit is currently secured, and keys are not presently available; however, the entire property is vacant, and the second unit is believed to offer a substantially similar floor plan and layout. Buyers are encouraged to verify all room dimensions, features, and condition during their own due diligence. Major improvements include a brand-new roof installed in 2023, providing significant value and peace of mind. Utilities are currently off. With no HOA and no rental restrictions, this property offers exceptional flexibility for both short- and long-term investment strategies. Whether you're looking to renovate and resell, build a long-term income-producing asset, or occupy one unit while renting the other, this Sarasota duplex offers incredible potential. Property is being sold as-is.

1764 24th Street, Sarasota
1719 7th Street, Sarasota
$1,849,000
4 Beds ⋅ 5 Baths ⋅ Schindler Sub SubDv. ⋅ 34236 Zip Code
The Gillespie Park Casa del Sol Is Finally on the Market! Nestled beneath a canopy of majestic oaks in Sarasota's beloved and historic Gillespie Park, Casa del Sol is an extraordinary Mediterranean-inspired estate where timeless architecture, modern luxury, and resort-style living come together just moments from the heart of downtown. Built in 2007 with solid masonry construction, this remarkable property offers 3,338 total square feet, including a 2,854-square-foot main residence, a beautifully appointed 484-square-foot detached studio casita resting above the spacious detached 2 car garage w/covered carport. This 4 bedrooms, 4.5 bathrooms, is offered for well under $2 million. Designed to capture the romance of an authentic Mediterranean villa, the home showcases imported Colombian roof tiles, handcrafted Colombian brick pavers, rich hardwood flooring, elegant French doors, a chef's kitchen with stainless steel appliances, a gas range and fireplace, dual-zone HVAC, a tankless water heater, and a convenient second-floor laundry room. Every detail reflects exceptional craftsmanship while blending seamlessly with today's modern lifestyle. Step outside to your own private tropical retreat, where lush landscaping, a sparkling heated pool (with fountain water feature), and a newly installed privacy fence create an atmosphere of serenity and effortless entertaining. The detached studio casita offers outstanding flexibility as a luxurious guest suite, executive office, fitness studio, creative space, or income-producing accommodation. It is separately metered for convenience. Just a 2 min walk from the 10-acre John Hamilton Gillespie Park and a 2 minute drive (or short walk or bike ride) from Downtown Main Street and Sarasota's award-winning restaurants, boutiques, theaters, galleries, waterfront, and renowned Farmers Market, Casa del Sol places the very best of Sarasota at your doorstep. Located within the desirable Downtown Neighborhood (DTN) zoning district allowing one-week minimum short-term rentals, the property presents a rare opportunity as a primary residence, seasonal escape, or exceptional investment. Rarely does a home provide this level of architectural distinction, walkable downtown convenience, investment flexibility, and resort-inspired living. Casa del Sol is finally on the market, offering an extraordinary opportunity to experience one of Sarasota's most coveted lifestyles.

1719 7th Street, Sarasota
1679 24th Street, Sarasota
$115,000
3 Beds ⋅ 2 Baths ⋅ Newtown SubDv. ⋅ 34234 Zip Code
INVESTOR SPECIAL – PRIME SARASOTA REDEVELOPMENT OPPORTUNITY! Located in the rapidly developing Newtown area of Sarasota, this property presents an outstanding opportunity for investors, builders, flippers, or end-users looking to create substantial upside. Sitting on a 5,750 SF RSF4-zoned lot, the existing structure offers the option for a full renovation or complete redevelopment into a stunning new construction family home. The current home requires extensive rehabilitation, making this an ideal project for experienced investors seeking strong value-add potential. New construction and renovated homes continue to transform the surrounding area, creating strong long-term appreciation potential. Property features public water and sewer connections and is conveniently located near downtown Sarasota, UTC, schools, shopping, restaurants, and Gulf Coast beaches. Cash Only, title and lien search complete, violation for disrepair quick close required. Reach out with any questions.

1679 24th Street, Sarasota
2480 Alameda 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
1150 52nd Street, Sarasota
$339,900
2 Beds ⋅ 1 Baths ⋅ Armstrong Acres SubDv. ⋅ 34234 Zip Code
Experience the quintessential Florida lifestyle in this charming coastal retreat located in the desirable Desoto Lakes community. This beautifully maintained residence captures the essence of Sarasota living with a bright, open interior that seamlessly blends comfort and style. The heart of the home features a spacious living area that flows effortlessly into a functional kitchen, perfect for both casual morning coffee and evening entertaining. The split floor plan ensures maximum privacy, highlighted by a serene primary suite and well-appointed guest bedrooms. Step through the sliding glass doors to discover your private outdoor oasis—a generous, fenced-in backyard that offers the ideal canvas for a lush tropical garden, a future pool, or weekend gatherings under the Florida sun. Notable features include a durable exterior, an attached garage for convenient storage, and a prime location that places you just minutes from the world-class shopping and dining at University Town Center. With easy access to the pristine sands of Siesta Key and Lido Beach, as well as the vibrant arts scene of downtown Sarasota, this home offers an incredible opportunity to own a piece of paradise.

1150 52nd Street, Sarasota
1339 22nd Street, Sarasota
$465,000
3 Beds ⋅ 3 Baths ⋅ Cocoanut Heights SubDv. ⋅ 34234 Zip Code
RENT-TO-OWN OPTION AVAILABLE! Seller will also consider a lease with option to purchase, so qualified buyers can move in and rent while they prepare to buy. Seller open to assisting with closing costs and allowable buyer expenses. Buyers may purchase discount points for a better rate. Contact agent for details. Charming Updated 3BR/2.5BA Home in Sarasota – Move-In Ready! Discover this beautifully renovated gem at 1339 22nd St, Sarasota, FL 34234 (1,681 sq ft living space on an 8,871 sq ft lot). Perfect blend of modern updates and classic Florida charm! Key Features: Prime Corner Lot with Double Street Access: Unique lot connecting to two streets (22nd & adjacent), offering exceptional curb appeal and flexibility. Ample Parking + 2-Car Attached Garage: Wide driveway spaces multiple vehicles easily – no parking hassles! Brand New Luxury Vinyl/Porcelain Tile Flooring Throughout: Sleek, durable, and easy-care for coastal living. Fully Updated Bathrooms: 2.5 modern baths with contemporary finishes. New AC System: Efficient, quiet cooling for year-round comfort. All-New Electrical & Plumbing: Complete modern rewiring and piping for safety and peace of mind. Gourmet Kitchen Shines: Bright shaker cabinets, stunning gray granite counters, blue subway tile backsplash, stainless steel appliances (fridge, dishwasher, range, microwave), and spacious breakfast bar open to the living/dining area. No HOA! Close to Ringling College, minutes to Siesta Key beaches, downtown Sarasota dining/shopping, and SRQ airport. Built 1959, feels brand new inside. Zoned RSF3 – ideal for homeowners, investors, or downsizers.

1339 22nd Street, Sarasota
2731 17th Street, Sarasota
$199,000
2 Beds ⋅ 1 Baths ⋅ Lenray Heights SubDv. ⋅ 34234 Zip Code
Investor and renovation opportunity with plenty of potential! This 2-bedroom, 1-bath home is ready for updates and offers a great opportunity to renovate, customize, and add value. The functional layout provides a solid starting point for improvements, whether you're looking for your next investment, rental property, or renovation project. Bring your vision and transform this property into something special!

2731 17th Street, Sarasota
1218 Grantham Drive, Sarasota
$339,000
3 Beds ⋅ 3 Baths ⋅ Bradford Manor Townhomes SubDv. ⋅ 34234 Zip Code
This beautifully maintained townhome sits within a secure gated community and offers 3 bedrooms, 2.5 baths, over 2,143 sq. ft., and a spacious screened patio. A covered entry leads into an open-concept layout with a welcoming foyer and ceramic tile flowing through the main living areas. The kitchen features granite countertops, espresso cabinetry, stainless steel appliances, a glass cooktop, pantry, and a large snack bar perfect for casual dining. The dining area accommodates larger gatherings and opens directly to the screened patio, while the living room offers soft carpet, recessed lighting, and plenty of natural light. The covered patio is ideal for morning coffee or evening relaxation, complete with lighting, ceiling fan, and ample seating space. A convenient half bath completes the main floor. Upstairs, the primary suite offers plenty of room for larger furniture, a walk-in closet, and an ensuite bath with dual sinks and a glass-enclosed shower. The second level also includes a full-size laundry area, a guest bedroom with private ensuite and double-sink vanity, a third bedroom, and a versatile bonus room perfect for an office, media space, or playroom. Enjoy resort-style amenities including a community pool, spa, and clubhouse. Located in a quiet neighborhood just minutes from St. Armand's Circle, Sarasota’s world-famous beaches, and less than 10 minutes to Sarasota/Bradenton International Airport—this home blends comfort, convenience, and Florida living at its best.

1218 Grantham Drive, Sarasota
4845 Boca Raton Avenue, Sarasota
$42,000
1 Beds ⋅ 1 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
This Tri-Par Estates lot is almost ready for your new home. Buyer is responsible for removing trailer. This home has been flooded and mold is present. Selling for land value only. This site offers a great private location with no neighbors behind you and within walking distance to the many amenities available at this great community; a large pool, spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and clubhouse. RV and boat storage are available. Convenient to Sarasota’s downtown, world class beaches, UTC mall, and truly minutes from the airport. Low annual fees and land ownership are two big advantages to this community.

4845 Boca Raton Avenue, Sarasota

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