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2653 22nd Street, Sarasota
$534,900
3 Beds ⋅ 3 Baths ⋅ Lenray Heights SubDv. ⋅ 34234 Zip Code
Virtually Staged. TWO LIVING SPACES + $4,100/MONTH IN CURRENT RENTAL INCOME! A unique opportunity in Sarasota offering a beautifully updated main residence plus a private, separate-entry attached 1-bedroom, 1-bath in-law suite. The property is currently occupied by long-term tenants and generates $4,100 per month in combined rent. The main residence rents for $2,600/month, while the attached 1-bedroom suite rents for $1,500/month. The suite features its own private entrance, kitchen, living area, bedroom, bathroom and laundry, giving the property exceptional flexibility for rental income, multigenerational living, extended family, guests or a private work-from-home space. Inside, the home has been thoughtfully updated with modern finishes and offers a comfortable, move-in-ready interior. Outside, enjoy a spacious yard, mature trees and NO HOA, providing added flexibility for owners and investors alike. Located just minutes from Downtown Sarasota, shopping, dining, major roadways and everything Sarasota has to offer. Whether you’re looking for a primary residence with additional income potential, a multigenerational setup, or an investment property with established tenants already in place, this property offers something most homes in this price range simply do not: two separate living spaces and immediate income from day one. Tenant occupied. Please do not disturb tenants. Showings by appointment only. Photo digitally enhanced to remove personal property/clutter. No permanent property features altered.

2653 22nd Street, Sarasota

1010 Indian Beach Drive Drive, Sarasota
$599,000
2 Beds ⋅ 1 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
Vintage Style Executives' Paradise. Walk to Beach from "Upper SRQ" location, in Historic Coastal Community, near Little Indian Beach-Neighborhood Beach. This 1947 built authentic original, in the Ringling Museum Area is near to SRQ Airport, and close to Sarasota's various Downtown attractions. Expansive room sizes, well built, and on oversized treed lot boasting huge front porch( 50' x 8' ), and semi private rear deck ( 20' x 10' ) for sunbathing. Walk to public transit, short walk to Sunsets on the Bay, fishing, kayaking, relaxing by the beautiful waters of Sarasota's Bayfront. Mature mango tree, china cherry trees, shady oaks, tropical palm trees and various exotic lush landscaping. Tough metal roofing system, post and rail fencing system, and security lighting surround this Stately Home. Huge rooms for entertaining and relaxing plus an oversized private office space/Art Studio, or possible 'in-law studio/library' etc. is away from the action, for the professional to work quietly. Chef's kitchen is spaciously oversized and cooks with natural gas stove and oven. Natural gas is also energy efficient for the larger than most 40 gal.water heater. Total package is efficient and in a most unusually spacious historic type of home. *NOTE- Portable Kitchen Island + Fresh Produce Storage Bins + Bakers Rack can be included in sale. Pedestal sink and original porcelain tiles grace this oversized shower stall bathroom. White with blue color bathroom. Ceramic tiles throughout the home make this easy to keep, hygienic and clean. At end of day stroll out the front door to your 50' front porch, or take a short walk on shady tree lined sidewalk to watch the colorful sunsets on the waterfront. Come home to "The Beachouse" . ( Potential as a handicap accessible residence dependant upon individual needs. Please preview for access to property amenities and interior rooms maneuverability. Wide Hallway is 4' 3" x 11' 6" .to go between bedrooms and bathroom side of the home. ..Thankyou ) • Please note: Broker/Owner occupies access to premises until closing. Quick-Close possible. Information is deemed reliable or accurate, but is not guaranteed.

1010 Indian Beach Drive Drive, Sarasota

1580 Blind Brook Drive, Sarasota
$169,000
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Corner lot situated in a great location, this home boasts extensive renovations inside and out. Recent upgrades feature a new TPO roof, air-conditioning, carport, kitchen, indoor and outdoor electrical boxes, and CPVC plumbing completed in 2015. Double pane windows and ceiling fitted with flush mount LED lighting enhance the space. Fully furnished, the residence is move in ready. The guest bathroom offers a walk-in shower, while faux blinds are installed on all the main house windows. For relaxation, the generous 10x13 Florida room features plenty of windows, plus a space heater and portable air conditioner for year-round comfort. Tri-par Estates 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. 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.

1580 Blind Brook Drive, Sarasota

4981 Pebble Beach Avenue, Sarasota
$110,000
2 Beds ⋅ 1 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
MOTIVATED SELLER! Home warranty included, seller willing to assist with closing costs, and the home comes fully furnished—making this an exceptional opportunity for an affordable, move-in-ready Florida home! Originally approximately 500 sq. ft., two substantial additions provide nearly 450 additional sq. ft. of living space, nearly doubling the home's usable area and creating a surprisingly spacious and flexible layout. Located in a peaceful yet vibrant 55+ community just minutes from downtown Sarasota, this charming 2-bedroom, 1-bath home is ideal for full-time Florida living or a comfortable winter retreat. Inside, you'll find newer vinyl flooring throughout, a new roof for added peace of mind, and plenty of room to relax, entertain, or host visiting family and friends. Enjoy an active, resort-style lifestyle with community amenities including a fitness center, heated pool and spa, pickleball and tennis courts, shuffleboard, mini golf, and a welcoming clubhouse with social activities throughout the year. Conveniently located near downtown Sarasota, shopping, dining, beautiful Gulf beaches, and the area's many cultural attractions, this home offers an affordable opportunity to enjoy everything the Sarasota lifestyle has to offer. With a motivated seller, closing cost assistance, a home warranty, furnishings included, and nearly twice the living space of the original unit, this home is ready for its next owner. Schedule your showing today!

4981 Pebble Beach Avenue, Sarasota

5025 Brae Burn Avenue, Sarasota
$138,900
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Location, Location, Location - Tri Par Estates, in the pet allowed area & out of the flood zone(code X zone) also no home is behind this property! 2 large bedrooms, 2 bathrooms, large Florida room & screened in room! Everything is included except personel items! 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, includes Frontier internet, cable also trash. There is a large pool, hot tub, mini golf, laundry facilities, fitness room, clubhouse, and many 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). Tri Par is a state park & recreation development.

5025 Brae Burn Avenue, Sarasota

355 S Shore Drive, Sarasota
$2,295,000
3 Beds ⋅ 3 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Build Your Dream Home on Sarasota Bay in Sapphire Shores! Set on an expansive 0.34-acre (14,665-sq.-ft.) waterfront lot, this property presents a rare opportunity to create a custom Sarasota residence in one of the city’s most desirable West-of-Trail neighborhoods. Perfectly positioned on a protected inlet that opens directly to Sarasota Bay, this oversized homesite offers stunning water views and the ideal setting for a modern coastal estate with private dockage and outdoor living space. Nestled among multi-million-dollar properties in the sought-after Sapphire Shores community, the location captures both tranquility and convenience. Just minutes from downtown Sarasota, residents enjoy easy access to world-class dining, boutique shopping, cultural landmarks, and vibrant nightlife. Nearby attractions include The Ringling Museum of Art, Sarasota Jungle Gardens, and the Van Wezel Performing Arts Hall, while Lido Beach, Longboat Key, and St. Armands Circle are only a short drive away. Offering a coveted combination of bay proximity, generous lot size, and prime positioning within Sarasota’s prestigious museum district, this property is ready for new vision—whether you imagine a coastal contemporary retreat or timeless Sarasota modern. Opportunities of this caliber are increasingly rare in today’s market—seize the chance to build your dream home in one of Sarasota’s most storied waterfront enclaves.

355 S Shore Drive, Sarasota

1709 N Tamiami Trail Unit 503, Sarasota
$550,000
1 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code
Experience this breathtaking penthouse waterfront condominium with sunset views in the resort style gated complex, The Strand. With direct boating access to the Bay and Gulf of Mexico, serene water views, option to purchase a deeded boat slip with 16,000# lift, five-star amenities and fantastic proximity to Downtown Sarasota and area beaches, this residence affords a second-to-none waterfront lifestyle. This unit features a prime location in the Strand in the building closest to the bay and on the 5th floor providing incredible views! The 1 bedroom + office/den, 2 full bath open floor plan features upgraded finishes, custom closets, sizable living area, dining area and open-air terrace. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and 2 generously sized peninsulas with room for seating. The main living space has incredible natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. This smartly designed home boasts a serene primary bedroom with custom closet, luxe owner's bath with quartz vanity, and laundry area with stackable Samsung washer and dryer. Office/den with closet perfect for all of your organizational needs and an additional full bath with tub. Other noteworthy features: custom designed closets, pendant lighting, and designer ceiling fans. Includes 1 deeded under building parking space, and private secure storage. Welcome to The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design Group. Fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, boardwalk, and kayak launch & storage. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Live THE lifestyle exploring top-rated beaches and bays. Make this exceptional residence, community and city your home today!

1709 N Tamiami Trail Unit 503, Sarasota

5325 Boca Raton Avenue, Sarasota
$144,900
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Attractive home - great location in Tri Par Estates. 2 bedroom, 1.5 bathrooms with 780 Sq.Ft. of living space. Brand new carport installed March of 2026. Purchase incudes; large Lanai/storage area & laundry room with a shower, Some new flooring since 2023, water heater 2023, HT/AC Mini Splits & some appliances 2017 This property is out of the flood zone code "X". 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, includes Frontier internet, cable also trash. There is a large pool, hot tub, mini golf, laundry facilities, fitness room, clubhouse, and many activities to enjoy. Just minutes to the airport and many other like necessities nearby like hospitals, shopping, restaurants and more. Please do not disturb resident. Airplanes & jets do fly over Tri Par Estates. Tri Par is a state park & recreation development.

5325 Boca Raton Avenue, Sarasota

4775 Tri Par Drive, Sarasota
$198,900
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Checkout this handsome home ready for new owneers in popular Tri Par Estates! This property offers 1.5 lots - Unusually large lot. Offering 1100 square feet of living space, 2 bedroom, 2 bathroom, furniture included! Updates include 2025 new roof on the MH, some new flooring & ceiling updates in Living Rm, Dining Rm, Kitchen & Master Bedroom. Also includes 9 X 23 enclosed porch, 2nd parking pad, "golf cart is included" has not been run for 2 years+-. Large shed includes the W&D. This property is out of the flood zone code "X". Tri-Par Estates is a 55+ community in which you own your home and the land. A park fee of $2,898.00 based on 1.5 lots. Tri Par dues are part of the property taxes paid once a year, includes Frontier internet, cable also trash. There is a large pool, hot tub, mini golf, laundry facilities, fitness room, clubhouse, and many activities to enjoy. Just minutes to the airport and many other like necessities nearby like hospitals, shopping, restaurants and more. Please do not disturb resident. Airplanes & jets do fly over Tri Par Estates. Tri Par is a state park & recreation development.

4775 Tri Par Drive, Sarasota

5162 Boca Raton Avenue, Sarasota
$99,500
3 Beds ⋅ 1 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
Virtually Staged. Move-in Ready Home| NO Flood Zone | No lot rent | Financing Available| Enjoy the Sarasota lifestyle in this beautifully remodeled 3-bedroom, 1-bath turnkey home located in Tri-Par Estates, known for its resort-style amenities and unbeatable location. This 55+ community is just minutes from downtown Sarasota, marinas, dining, museums, SRQ Airport, and the world-famous beaches of Siesta Key and Lido Key. Step inside to discover a bright, open layout, a new kitchen, and thoughtful finishes throughout. The home has been fully renovated, including energy-efficient mini-splits for year-round comfort. Tri-Par Estates delivers resort-style amenities: a large pool, a brand-new large spa (nearly finished), a tiki hut, pickleball, a fitness center, shuffleboard, mini-golf, horseshoes, and game rooms with ping-pong and billiards, plus arts & crafts and a lively clubhouse that hosts dinners, dances, meetings, and yes, bingo. Ownership here is simple: you own the land, and there’s no separate HOA payment; the annual $1,648 assessment is included in your property taxes. The community is golf-cart friendly, with optional RV/boat storage when space permits. Schedule your private showing today.

5162 Boca Raton Avenue, Sarasota

5229 Bel Air Avenue, Sarasota
$139,000
2 Beds ⋅ 2 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
This fully furnished residence comprises two bedrooms and two bathrooms across 1,060 square feet. Notable features include spacious bedrooms, built-in dining room cabinetry, a recently installed TPO roof and carport, durable vinyl siding, an upgraded electrical box, a covered laundry area, and a large screened-in sitting area. Tri-par Estates offers amenities such as a year-round heated/cooled pool, spa, tiki hut, pickleball, fitness center, shuffleboard, miniature golf, horseshoes, game rooms, plus arts and crafts classes. The clubhouse hosts frequent social events. Conveniently located near downtown Sarasota, World-renowned beaches including Siesta Key and Lido Key are only a short drive away for leisure and relaxation, marinas, shopping, dining, museums, and the airport. Land rights are included with an annual $1,648 fee in your property taxes—no direct HOA fees. The community is golf cart-friendly and offers optional RV/boat storage.

5229 Bel Air Avenue, Sarasota

377 S Shore Drive, Sarasota
$2,390,000
3 Beds ⋅ 3 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Amazing opportunity to create your waterfront estate in Sapphire Shores, where history, culture, and growth meet. This 16,378 sq. ft. lot offers 87 feet of water frontage, a private dock, and direct access to Sarasota Bay. Positioned along a quiet shoreline, it overlooks an almost 900-foot-wide deep-water basin, providing both privacy and natural beauty. Sapphire Shores combines legacy estates, striking new builds, and proximity to cultural landmarks such as The Ringling Museum and Asolo Theatre. With the North Trails ongoing transformation, including new developments, zoning updates, Ringling Colleges expansion the neighborhood is emerging as a prime location for luxury residences. Whether for a custom estate or a speculative project, this is a rare chance to secure a large waterfront property in one of Sarasota's most dynamic luxury neighborhoods.

377 S Shore Drive, Sarasota

1744 10th Street, Sarasota
$625,000
2 Beds ⋅ 1 Baths ⋅ Schindler Sub SubDv. ⋅ 34236 Zip Code
RARE _L_A_N_D_ prime development opportunity in #GillespiePark . this Downtown Edge zoning district is ripe with new development and investment everywhere you turn. perfect placement for walk.bike.uber to THE BAY new 53 acre park-Gillespie Park-Bayfront Park & Marina-Ringling College of Art-Ringling Museum-Downtown District-Rosemary District-Van Wezel-St Armands cooridor-Lido Key cooridor-Longboat Key cooridor. Oh don’t forget transportation hub SRQ Sarasota Bradenton Airport proximity. Interstate 75 via straight shot down Fruitville Rd. note: this lot currently hosts a single family home and month to month tenant-but-the Florida Live Local Act-possible housing credits-and new Sarasota density bonuses could allow for greater multifamily density OR rebuild your next spec single family. this is your chance to be a part of reshaping the next 100 years in DTE. muy importante-FLOOD zone X. all information presented within listing is believed to be accurate but buyer must verify for themselves.

1744 10th Street, Sarasota