Location: Sarasota , 34234
Do Not Show Listings
916 HIGHLAND ST, SARASOTA, FL 34234
$1,195,00091 Days on yellowkey MLS ID: O6375499
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2852 Built: 2024 Tax: $12,713 (2025)Community: Highland PinesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,713
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this exceptional home built in 2024, located in the highly sought-after Indian Beach–Sapphire Shores neighborhood of Sarasota. This thoughtfully designed residence offers 5 bedrooms and 4 full bathrooms, blending modern elegance with relaxed coastal living. The primary suite is conveniently situated on the first floor, providing comfort and privacy, while a first-floor guest suite is ideal for visitors or multigenerational living. Upstairs, two generously sized bedrooms are connected by a versatile loft, creating a shared flex space perfect for a media lounge, home office, or play area. An open-concept floor plan filled with abundant natural light creates a seamless space for everyday living and entertaining. Step outside to your private outdoor oasis, featuring a heated pool and spa, fully screened for year-round enjoyment. The expansive lanai is perfect for outdoor dining, entertaining, or unwinding poolside with family and friends. Ideally located just 3 miles from Downtown Sarasota, 5 miles from St. Armands Circle and Lido Beach, and 10 miles from the world-renowned Siesta Key Beach. Enjoy easy access to premier dining, shopping, and cultural attractions, or take a short 5-minute walk to the Bayfront to enjoy breathtaking sunsets. Sarasota-Bradenton International Airport is only a short drive away, making travel effortless. This 2024-built home combines modern design, a prime location, and seamless indoor-outdoor Florida living—perfect as a primary residence, vacation retreat, or investment property.
Listing is courtesy of: CENTRAL FLORIDA GROUP REALTY LLC (407-491-8425)
Listing Agent: Jasmine Rodriguez (407-271-5176)
1703 N TAMIAMI TRL #511, SARASOTA, FL 34234
$720,00045 Days on yellowkey MLS ID: A4685576
REDUCED by $29,000 (3.9%) on 04/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1359 Built: 2022 Tax: $7,148 (2025)Community: The Strand Of SarasotaCondo
Taxes:$7,148
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. The west porch and 2 bedrooms have been virtually staged. Fabulous opportunity to own this rarely available END condominium, a light and bright penthouse in The Strand, a waterfront community just minutes from Downtown, Sarasota's vibrant arts, culture, dining, shopping and the new Bay Front area/entertainment. Largest floor plan available. Perfect winter home, investment property or permanent residence. High gloss cabinetry in kitchen & baths. Light quartz counters in the kitchen and baths. Open concept living/ dining area for easy entertaining which leads directly onto your spacious balcony from which you will see evening sunsets. This condo has an assigned garage parking spot and storage cage. Newer construction as of 2022, and built to the latest hurricane codes. Impact sliders and windows throughout. Low maintenance fees, generous rental policy (1 week minimum/ 52 times/year) and a dog friendly gated community. Several EV charging stations are available along with plenty of guest parking. Amenities include heated pool, spa, gas grills, fitness center, fire pit, kayak launch, dog park, on-site property manager (M-F) and so much more, a must see. The Strand consists of 2 buildings, total of 152 units, and 47 boat slips which can be purchased when available if one does own in The Strand.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Lisa Sebastian (941-544-5413)
4981 PEBBLE BEACH AVE, SARASOTA, FL 34234
$120,000127 Days on yellowkey MLS ID: A4675730
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 500 Built: 1960Monthly Fee: $140 Tax: $2,789 (2025)Community: Tri-Par EstatesMobile Home
Taxes:$2,789
Remarks: Welcome to your slice of Florida paradise in a peaceful yet vibrant 55+ community just minutes from downtown Sarasota. This charming 2-bedroom, 1-bath mobile home offers exceptional value with thoughtfully designed additions that nearly double the original square footage—creating flexible living space perfect for relaxing, entertaining, or hosting visiting family and friends. Inside, you’ll appreciate the newer vinyl flooring throughout and the peace of mind that comes with a new roof. The expanded layout provides room to spread out while still feeling cozy and inviting, making this home ideal for full-time living or a comfortable winter retreat. Step outside your door and enjoy an active, resort-style lifestyle. The community features a fitness center, heated pool and spa, pickleball and tennis courts, shuffleboard, mini golf, and a welcoming clubhouse with social activities year-round. Whether you’re looking to stay active, meet new friends, or simply unwind in the Florida sunshine, this community has it all. Conveniently located close to downtown Sarasota, shopping, dining, beaches, and cultural attractions, this home offers the perfect balance of fun, relaxation, and location. Come see why so many choose this community as their happy place—especially during the winter months.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (941-706-2142)
Listing Agent: Dakotah Grant (941-228-0758)
3012 DESOTO RD, SARASOTA, FL 34234
$999,00096 Days on yellowkey MLS ID: A4678237
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3470 Built: 1957 Tax: $1,143 (2025)Community: Desoto AcresSingle Family
Taxes:$1,143
Elementary School: Emma E. Booker Elementary
Remarks: Discover the extraordinary charm of 3012 Desoto Road, an exceptional property nestled in the heart of Desoto Acres. Spanning an impressive 2.4 acres—nearly a hectare of prime land—this unique estate features a serene pond and five on-site buildings. * * * Step inside the main house, a historic gem built in 1957, offering 3,470 square feet of character and warmth. Adorned with terrazzo floors, smooth ceilings, two inviting stone fireplaces, and warm wood paneling, this home exudes the timeless charm characteristic of properties of its era. With five spacious bedrooms and a den equipped with a Murphy bed—often utilized as a sixth bedroom—there’s ample space for family and guests. The large pool, enclosed in an elevated cage installed in 2012, invites you to relax and enjoy the view of the expansive surrounding property and spectacular canopy trees. The large on-property pond offers peaceful spaces for quiet reflection and the enjoyment of its natural beauty. * * * The delightful 1,000-square-foot guest house, built in 1994 and fully renovated just three years ago, features one bedroom and a full bath, making it perfect for visitors or as a private retreat. * * * Among the 3 additional on-site buildings, you’ll find a self-contained, air-conditioned atomic bomb shelter with a ½ bath that dates back to the 1950s (remember the Cold War or the Bay of Pigs?) - - - it is still fully functional today; a handy storage shed; and, even though the home is connected to public water, the water utility building houses a water pump, ensuring you have reliable access to water in any emergency. * * * This property has a rich history, having served as an auxiliary rectory for Catholic priests for decades. The expansive property provides a serene sense of seclusion - - - and with 14 strategically placed security cameras, an unparalleled sense of safety. * * * All the windows are hurricane-strength, the pool was just resurfaced in 2023, and the inclusion of an electric car charger in the two-car garage adds to the property’s modern conveniences. Offered with most furnishings included, this home is not just a place to live but a unique lifestyle opportunity. Its distinctive character has even attracted the attention of television, with an episode of "Cops" filmed inside, making it a part of pop culture lore. Don't miss your chance to own this remarkable estate!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
1039 23RD ST, SARASOTA, FL 34234
$675,00039 Days on yellowkey MLS ID: A4686390
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1951 Tax: $7,175 (2025)Community: Sylvan ShoresSingle Family
Taxes:$7,175
Remarks: Completely rebuilt in 2017, this beautifully updated 3-bedroom, 2-bath home offers modern construction and thoughtful design throughout. Major improvements include new plumbing, updated electrical with a new meter, a new AC system with updated ductwork, a metal roof with new trusses, and modern windows for added efficiency and peace of mind. The single-story layout offers 1,513 sq ft of well-designed living space featuring tile flooring throughout, tray ceilings with integrated lighting, and a vaulted ceiling in the living room that creates a bright, open feel. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, ideal for entertaining and everyday living. An 8-foot sliding glass door opens to a covered porch and a large fenced backyard, creating an easy indoor-outdoor lifestyle. The kitchen features sleek countertops, modern cabinetry, and Whirlpool stainless steel appliances with ample counter space and storage. Bedrooms are spacious and filled with natural light. The primary suite includes a modern en-suite bath with dual sinks and a walk-in shower, while both bathrooms feature clean, contemporary finishes. The backyard offers plenty of room to add a pool and create your own private outdoor retreat. No HOA. The home can be sold furnished or unfurnished. Strong investment potential in a favorable short-term rental market, ideal for buyers seeking income opportunities. Conveniently located just minutes from the Ringling Museum, downtown Sarasota, St. Armands Circle, Sarasota-Bradenton International Airport, and the beaches of Lido Key and Longboat Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
4395 SARASOTA AVE, SARASOTA, FL 34234
$549,90024 Days on yellowkey MLS ID: A4688359
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1761 Built: 1972Monthly Fee: $3 Tax: $3,395 (2025)Community: Corwood ParkSingle Family
Taxes:$3,395
Remarks: If you’ve been dreaming of a home in one of Sarasota’s most charming neighborhoods—this is it! This updated 3-bedroom, 2-bath ranch sits on a beautiful corner lot in the highly desirable Museum District, just minutes from everything Sarasota is known for. Step inside and you’ll immediately feel at home with bright, inviting spaces, updated finishes, and a layout that just works. The kitchen has been tastefully updated with modern touches and plenty of room to cook, gather, and entertain. Both bathrooms feel fresh and stylish, and the tile flooring throughout adds a clean, coastal vibe. But the real hidden gem? The enclosed lanai—now a cozy bonus room with decorative tile and extra storage. It’s the perfect spot for morning coffee, a home office, or just unwinding after a day at the beach. Outside, the shaded yard and mature landscaping create a peaceful setting, and you’re just a short walk to the bayfront park where sunsets never get old. Close to downtown, the airport, museums, top schools, and world-famous beaches—this home checks all the boxes whether you're buying for yourself or as an investment.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Michelle Olds (989-965-1201)
5370 ROYAL PALM AVE #5370, SARASOTA, FL 34234
$234,90071 Days on yellowkey MLS ID: A4677820
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1986Monthly Fee: $600 Tax: $1,832 (2025)Community: Royal Palm VillasVilla
Taxes:$1,832
Remarks: WELCOME to this beautifully maintained 2 bedroom, 2 bath villa located in the desirable Royal Palm Villas community of Sarasota!! As you enter, you are greeted by a fully UPDATED kitchen featuring granite countertops, stainless steel appliances, and ample cabinetry, seamlessly opening to the dining area and spacious living room which is perfect for both everyday living and entertaining. The living room offers a two panel sliding glass door that leads to the SCREENED, fully TILED lanai overlooking a PRIVATE backyard, creating a peaceful indoor-outdoor living experience. The primary suite features its own sliding doors to the lanai, an updated ENSUITE bathroom with a single vanity, and a walk-in tiled shower. A second bedroom and a full guest bathroom with a tub/shower combo provide comfortable accommodations for guests or family. Enjoy relaxing evenings in the screened lanai or take advantage of the community pool with covered seating, ideal for gathering with friends and neighbors. The home was renovated with hurricane resistant materials for added durability and peace of mind. Whether you’re searching for a full-time residence, seasonal retreat, or investment opportunity, this home is perfectly located near Sarasota-Bradenton International Airport, the Ringling Museum and College, the Van Wezel Performing Arts Hall, downtown Sarasota, fine dining, shopping, and the FAMOUS Gulf beaches...you truly can’t beat this location!! Don't wait to make this your HOME and begin your FLORIDA Lifestyle!
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Christy Peterson (774-287-5322)
2107 CHIPPAWA PL, SARASOTA, FL 34234
$485,00022 Days on yellowkey MLS ID: A4688520
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1950 Tax: $5,429 (2025)Community: Sylvan ShoresSingle Family
Taxes:$5,429
Remarks: Located West of the Trail in the Indian Beach / Sapphire Shores neighborhood of Sarasota, this single-family property offers flexible living with an additional efficiency. The main residence includes 2 bedrooms and 1 bathroom, featuring a newly updated kitchen, along with a separate laundry room for added convenience. Natural light and a functional layout create comfortable everyday living. The spacious backyard offers room for outdoor enjoyment and entertaining. A standout feature of the property is the separate 1 bedroom, 1 bathroom grandfathered-in efficiency with its own private entry and private yard, providing flexibility for rental use. Total living configuration includes 3 bedrooms and 2 bathrooms across both living spaces. No deed restriction. The home is located in an X flood zone where flood insurance is NOT required. The property is located in proximity to nearby points of interest including The Ringling Museum, Sarasota Jungle Gardens, Ringling College, New College, USF Sarasota-Manatee, Asolo Repertory Theatre, and The Bay. Convenient proximity to downtown Sarasota and the Rosemary District offer access to dining, shopping, and cultural amenities, while Lido Key provides nearby beach access. Optional Indian Beach Sapphire Shores neighborhood association offers a neighborhood newsletter, picnic, and additional social activities. Property is being sold as-is.
Listing is courtesy of: BROOKFIELD REAL ESTATE LLC (941-917-0494)
Listing Agent: Eric Collin (941-350-7775)
952 46TH ST, SARASOTA, FL 34234
$438,00036 Days on yellowkey MLS ID: A4686642
0 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1292 Built: 1955 Tax: $1,355 (2025)Community: Phillips John Sub Replat OfSingle Family
Taxes:$1,355
Remarks: Under contract-accepting backup offers. A grand oak welcomes you to this charming 2BR 2BA midcentury modern home. The perfect blend of old and new, this home has been thoughtfully updated with an open layout, plus the personality of real oak hardwood floors, high ceilings, and ample wall space with lighting to highlight your artwork. A modern kitchen features an induction range with a convection oven, and views through the home to the mature low-maintenance gardens in the fenced back yard. A large patio covered by a pergola provides a delightful spot for alfresco meals. The electrical and plumbing have been fully updated and hurricane windows have been installed in all but one room. The primary bedroom features an ensuite bath and a large dressing area or office, but would be simple to convert to a three bedroom should the need arise. Convenient to everything, the home is ten minutes from downtown Sarasota, and the bridge to Lido and St. Armands, tucked into the quiet end of a dead end street. Just beyond the Sapphire Shores/Indian Beach neighborhood, near Ringling College and New College, walking distance to the iconic Bahi Hut, and not in a flood zone. Perfect for an artist or collector. A refreshing break from cookie cutter.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Erin Difazio (941-870-8060)
1616 OLYMPIA FIELDS ST #5, SARASOTA, FL 34234
$124,000238 Days on yellowkey MLS ID: A4663325
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1969Monthly Fee: $137 Tax: $2,782 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$2,782
Tax Year: 2024
Remarks: This inviting property offers a functional layout with a bright Florida room, covered carport, and a private laundry area with additional space that can be finished to your taste. The home has a great potential and needs some finishing touches, making it a great opportunity to add your personal style or value. Enjoy an active lifestyle with resort style amenities including a heated pool, spa, fitness center, clubhouse, and more. The annual assessment covers internet, cable, trash, and full access to amenities with NO CDD FEES AND NO LOT RENT. Conveniently located near Sarasota Airport, downtown, shopping, and world famous beaches. Perfect for buyers looking for value, lifestyle, or investment potential. Seller offering 1,000 credit towards buyers closing cost with full price.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Mayelin Salazar (941-704-5487)
4510 BRAZILNUT AVE, SARASOTA, FL 34234
$799,999261 Days on yellowkey MLS ID: A4661255
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2778 Built: 2006 Tax: $3,727 (2024)Community: N/ASingle Family
Taxes:$3,727
Remarks: Rarely Available! This spacious and beautifully maintained property offers a unique blend of comfort, versatility, and opportunity, all situated on a fully fenced 1.46-acre lot with no deed restrictions — bring your boat, RV, and all your toys! The main residence, built just six years ago, features over 2,750 square feet of living space with 4 bedrooms, 3 bathrooms, a formal dining room, both living and family rooms, tray ceilings, and an inviting open floor plan. The home also includes a large kitchen with pantry, a high columned entry foyer, porcelain tile floors throughout, and a cozy fireplace in the family room. The spacious primary suite boasts two walk-in closets and a generous bathroom. Enjoy outdoor living with a covered lanai and plenty of room to create your dream garden, build a pool, or add other amenities. In addition to the main home, there is a 1-bedroom, 1-bath guest house with soaring 9+ foot ceilings, ideal for extended family, guests, or potential rental income. The L-shaped lot features mature trees, 97 feet of access on the side street for easy entry, and ample parking space. Located just minutes from University Parkway, Rolling Green Golf Course, and SRQ Airport, this is the perfect blend of privacy and convenience. Central water and sewer in place. A rare find with plenty of room to roam!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
4628 ASHBERRY DR, SARASOTA, FL 34234
$275,00057 Days on yellowkey MLS ID: A4683659
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 954 Built: 1985 Tax: $1,079 (2025)Community: Spring OaksSingle Family
Taxes:$1,079
Remarks: Welcome to this charming 1985 concrete block ranch home offering nearly 1,000 square feet of living space — all on one level. Featuring 2 bedrooms and 2 bathrooms, the layout is comfortable and functional, providing a wonderful foundation to update at your own pace. This home has been lovingly maintained by its original owner and was originally the model home for the development. Major improvements are already complete, including impact windows and doors throughout, a brand-new roof (2025), new hot water heater (2025), and A/C replaced in 2021 — offering peace of mind on the big-ticket items. Tucked away on a quiet street, yet just minutes to SRQ Airport, Downtown Sarasota, shopping, dining, beaches, and major thoroughfares, the location offers both privacy and convenience. While cosmetic updates would enhance the space, the home offers solid block construction, pride of ownership, and long-term potential in a central Sarasota location. Being sold As-Is. A rare opportunity to personalize a well-cared-for home with exceptional fundamentals already in place. Please be aware that the home does smell like cigarette smoke.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Evan Weber (941-287-9700)
1903 24TH ST, SARASOTA, FL 34234
$279,000186 Days on yellowkey MLS ID: A4668435
2 Days Off yellowkey (back on 3/31/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1684 Built: 1964 Tax: $2,479 (2024)Community: Epsteins Add To NewtownSingle Family
Taxes:$2,479
Elementary School: Alta Vista Elementary
High School: Riverview High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Experience Refined Sarasota Living in the heart of Sarasota—where timeless charm meets contemporary comfort. This beautifully appointed residence embodies the essence of the Old Florida lifestyle, offering an ideal blend of location and convenience. Perfectly situated just moments from Downtown Sarasota, this home provides effortless access to the city’s premier beaches, cultural landmarks, and vibrant dining scene. Property Highlights include Light-Filled Interiors, expansive living spaces designed to capture Sarasota’s signature sunshine. Elegant finishes with tasteful Florida-inspired details are throughout the home. A generous yard ideal for entertaining, gardening, or creating your private retreat under the palm trees. Enjoy the proximity to Sarasota’s most coveted destinations. Bask in coastal beauty at Lido Key beach or the powder-white sandy beach of world-renowned Siesta Key—each less than 20 minutes away. Immerse yourself in Sarasota’s cultural scene with The Ringling Museum, Van Wezel Performing Arts Hall, and a collection of premier galleries just minutes from your door. Explore Main Street’s boutique shopping, fine dining, and vibrant nightlife in one of Florida’s most desirable urban enclaves. Paddle through the mangroves at South Lido Nature Park, hike Myakka River State Park’s scenic trails, or unwind at picturesque Bayfront Park. Whether you seek a sophisticated full-time residence, a SMART investment opportunity, or an elegant seasonal escape, 1903 24th St delivers exceptional value and endless potential in one of Florida’s most prestigious coastal cities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: David Halligan (941-815-6690)
4801 SARASOTA AVE, SARASOTA, FL 34234
$560,000392 Days on yellowkey MLS ID: A4646529
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1492 Built: 1959 Tax: $6,465 (2023)Community: Sapphire HeightsSingle Family
Taxes:$6,465
Elementary School: Bay Haven Sch of Basics Plus Elementary
Tax Year: 2023
Remarks: AS SEEN IN THE WEEK MAGAZINE! Live the best that the Florida lifestyle has to offer with this remodeled mid-century modern pool home located in the desirable Indian Beach Sapphire Shores neighborhood. This midcentury gem has been completely updated including the kitchen and baths, roof, plumbing, electric, and the pool. The 2-ply polyglass roof was replaced in 2020, the AC system in 2021, and the minisplit AC system in 2020. All of the original cast iron plumbing has been replaced with PVC pipes and fittings. The copper water pipes have been replaced with modern PEX pipes and fittings. The electrical panel was updated in 2021 and the heated pool has been rebuilt. All you need to do is move-in and begin enjoying the sunshine in your fully fenced backyard. Adding to the backyard oasis vibes is an oversized screened patio which has enough space to create an outdoor living room and dining area. Inside the home is clean and bright with renovated kitchen and bathrooms and clever built-in storage solutions. The kitchen features a wall length built-in pantry as well as stainless appliances and ample cabinet storage. The large and flexible living space features two walls of windows and a beautiful living room built-in with storage space, display space, and integrated seating.The primary suite features an en-suite renovated bathroom as well as a private entrance to the backyard. While located outside the flood plain you still have easy access to multiple neighborhood parks along Sarasota Bay; they are a fantastic place to watch the sunset, fish, or launch your paddleboards and kayaks into Sarasota Bay. The low-cost and optional Indian Beach Sapphire Shores neighborhood association offers a neighborhood newsletter, picnics, and additional social activities. Driving, walking, or biking along the neighborhood's shaded streets and sidewalks you'll be treated to a tour of Sarasota architecture from the 1920s through today. Within the neighborhood you will also find cultural amenities including the Ringling Museum which features frequent community event programming and the Asolo Theatre which houses Asolo Rep as well as the Sarasota Ballet. Both Downtown Sarasota and Sarasota Bradenton Airport are a 5 minute drive from the home. Shopping and dining on St Armands Circle and the crystal quartz sand of Lido Beach is just a 10 minute drive.
Listing Agent: Amanda Gilliland (941-320-1132)
2022 29TH ST, SARASOTA, FL 34234
$250,000114 Days on yellowkey MLS ID: A4676565
0 Days Off yellowkey (back on 2/4/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1510 Built: 2000 Tax: $1,403 (2025)Community: Newtown TerraceSingle Family
Taxes:$1,403
Remarks: Under contract-accepting backup offers. INVESTOR ALERT!!! Major Price Adjustment!!! 3BR/2BA single-family home built in 2000 on a .28-acre lot, located near downtown Sarasota with convenient access to major roadways. Well-suited for fix-and-flip or long-term buy-and-hold strategies. Detached structure/ADU on site is a tear-down, with utilities already in place.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jacob Wessels (941-999-1179)
2314 N OSPREY AVE, SARASOTA, FL 34234
$255,00025 Days on yellowkey MLS ID: TB8491942
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 760 Built: 1959 Tax: $2,171 (2025)Community: NewtownSingle Family
Taxes:$2,171
Elementary School: Wilkinson Elementary
Remarks: Location! Location! The seller is highly motivated and encourages you to bring all offers. This updated 3-bedroom, 1-bath concrete home features several key improvements, including roof, HVAC system, LED lighting, flooring, and fresh paint throughout. The kitchen and bathroom were previously updated. Additionally, the property includes a fully fenced yard. The home is conveniently located near downtown Main Street, the Ringling Museum, and the Sarasota Bradenton Airport.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Ivey Shelley (941-544-1129)
1040 SYLVAN DR, SARASOTA, FL 34234
$1,495,00025 Days on yellowkey MLS ID: A4687776
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1949 Built: 1980 Tax: $15,027 (2025)Community: Sylvan ShoresSingle Family
Taxes:$15,027
Remarks: An exceptional opportunity awaits to create your dream waterfront retreat in one of Sarasota’s most desirable locations. This unique property offers the rare chance to either complete the existing structure to your exact specifications or design and build a custom home tailored to your vision. Set on a private, serene lot surrounded by lush greenery, the property provides a peaceful, tucked-away feel while still being remarkably close to everything Sarasota has to offer. Enjoy excellent boating water with direct access to Sarasota Bay and the Gulf, making it a true paradise for boating and water sport enthusiasts. The property is already equipped with a dock and boat lift, so you can start enjoying the waterfront lifestyle right away. Located on a quiet, tree-lined street, this homesite combines tranquility with convenience. You’ll be just minutes from Bayfront Park, downtown Sarasota’s vibrant shops and restaurants, the Ringling Museum, Sarasota-Bradenton International Airport, and the University Town Center. Whether you envision a modern coastal masterpiece or a timeless waterfront estate, this is a rare chance to bring your vision to life in an unbeatable location with outstanding boating access and exceptional privacy.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jennifer Linehan (941-266-7555)
1758 35TH ST, SARASOTA, FL 34234
$101,200345 Days on yellowkey MLS ID: A4652687
0 Days Off yellowkey (back on 3/4/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 979 Built: 1959 Tax: $2,710 (2024)Community: Amaryllis ParkSingle Family
Taxes:$2,710
Remarks: 3 bd 1 bath bungalow investment property only. Has recently had a fire and extensive damage to roof and AC. Near downtown Sarasota. Large back yard. One block from Robert Taylor Community Center. 15 minutes from downtown, Beaches, Hospital, shopping and freeway. No Deed Restrictions.
Listing is courtesy of: SPECIALIZED REAL ESTATE LLC (941-966-6836)
Listing Agent: Otto Hajek (941-966-6836)
984 SUNRIDGE DR #J3, SARASOTA, FL 34234
$230,000242 Days on yellowkey MLS ID: A4662648
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1263 Built: 1983 Tax: $3,180 (2024)Community: SunridgeCondo
Taxes:$3,180
Remarks: One or more photo(s) has been virtually staged. (Only the picture of the living room) Discover exceptional value and convenience in this spacious Sarasota property located just minutes from New College of Florida, Ringling College and Museum, and downtown Sarasota. With 2 bedrooms/2.5 baths and upgrades, an open floor plan, new appliances and abundant natural light, this residence is ideal as a primary home, seasonal retreat, or Sarasota investment property. The layout offers comfort and flexibility, with roommate-friendly living space perfect for families, students, or long-term guests. A low-maintenance design ensures easy living, while nearby amenities provide endless lifestyle options. Enjoy proximity to world-famous Siesta Key Beach, Lido Key, and Anna Maria Island, as well as shopping, dining, golf, and cultural attractions. Travel is effortless with Sarasota–Bradenton International Airport (SRQ) just minutes away, offering direct flights from major feeder cities including New York, Chicago, and Philadelphia. Whether you’re seeking a Sarasota second home, rental investment near campus, or a year-round residence, this property delivers comfort, convenience, and long-term value in one of Florida’s most desirable coastal regions. Each bedroom includes its own private balcony, en-suite bath, and generous closet storage—perfect for comfort and convenience. Step outside to enjoy community amenities, including a sparkling pool with tranquil pond views and well-kept grounds, all maintained for you. New roof in 2024 cuts insurance costs. Total maintenance-free makes it easy to lock the door and go. Totally renovated with new appliances make moving in fast and easy.
Listing is courtesy of: WAGNER REALTY (941-751-0670)
Listing Agent: Linda Ivell (941-444-9916)
1264 18TH ST, SARASOTA, FL 34234
$745,00028 Days on yellowkey MLS ID: A4687775
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1921 Built: 1947 Tax: $5,774 (2025)Community: EdgewaterSingle Family
Taxes:$5,774
Remarks: Discover a rare multifamily investment opportunity on the near north side of Sarasota, located in the heart of the highly sought-after Central Cocoanut Historic District. This unique offering includes two adjacent parcels, providing exceptional flexibility for investors, developers or someone interested in a large single-family home with room to expand. One parcel features a solid masonry three-bedroom, two-bathroom home complete with a one bed, one bath, 566 square foot in-law suite created from a garage conversion. The home is a split plan and two of the bedrooms are “en-suite”. All three bedrooms have exterior access. The kitchen is bright and updated and opens to the shared lanai and utility room. In addition to the “in law” suite there is an attached 220 square foot studio, offering creative or rental potential. The neighboring parcel is a vacant lot, also zoned for multifamily use—giving you the freedom to design and build to suit your vision. Together, the properties allow for up to five total units, making this an ideal opportunity to expand your rental portfolio or develop a custom income-producing property in a prime location. Situated in a vibrant, walkable neighborhood with bike lanes, you’ll enjoy easy access to downtown Sarasota, along with its renowned dining, shopping, arts, and cultural amenities. The Ringling College of Art and design is just a few blocks away and the adjacent North Trail Corridor is experiencing some of Sarasota’s most dynamic development. A short 10-minute drive over the Ringling bridge lands you in St. Armands Circle and the beaches of Lido and Longboat Key.
Listing Agent: David Jennings (941-650-7354)
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