Location: Sarasota , 34234
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2403 HICKORY AVE, SARASOTA, FL 34234
$425,000Listed 04/08/2026 10:51AM MLS ID: A4689265
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1432 Built: 1925 Tax: $4,162 (2025)Community: Sarasota Bay ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,162
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Where history meets opportunity in the heart of Sarasota. This historic residence offers timeless character and endless potential, perfectly positioned in one of the area’s most culturally rich neighborhoods. Featuring 3 bedrooms and 2 bathrooms, the home showcases classic architectural details ready to be restored, reimagined, or incorporated into a brand-new vision. Ideally located just moments from the renowned The John and Mable Ringling Museum of Art, the Asolo Repertory Theatre, Ringling College of Art and Design, and New College of Florida, this property is surrounded by inspiration, creativity, and culture. A short drive brings you to vibrant downtown Sarasota, offering world-class dining, shopping, entertainment, and waterfront experiences. Set on a desirable homesite, this property presents a rare investment opportunity. Whether you choose historic restoration to preserve its original charm or explore redevelopment options to build new, the possibilities are abundant. The existing layout provides a solid foundation, while the location enhances long-term value and appeal. Perfect for investors, builders, or buyers seeking a unique project, this home embodies the best of Sarasota real estate—location, history, and potential. With strong demand for both renovated historic homes and new construction in this sought-after area, this is your chance to create something truly special.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
1709 N TAMIAMI TRL #318, SARASOTA, FL 34234
$675,000Listed 04/08/2026 9:24AM MLS ID: A4689244
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1332 Built: 2022 Tax: $7,906 (2024)Community: The StrandSpa: YesCondo
Taxes:$7,906
Elementary School: Gocio Elementary
Tax Year: 2024
Remarks: Lowest-priced unit in The Strand with direct, unobstructed open water views offering over 1,300 square feet of living space-per builder's floorpan. This is one of the largest units in The Strand. Experience true waterfront luxury and a boating lifestyle in this modern, TURNKEY-FURNISHED residence completed in 2022, offering exceptional value, views, and amenities. This expansive end unit features hurricane-rated sliding glass doors and windows that frame breathtaking water views and abundant wildlife. Inside, the open-concept kitchen, dining, and living areas are thoughtfully designed for both style and functionality. The kitchen showcases upgraded glossy white cabinetry, quartz countertops, a spacious island with modern lighting, and a breakfast bar perfect for casual dining. The great room is highlighted by two sets of sliding glass doors that open to a large private balcony—ideal for entertaining or relaxing while enjoying stunning sunsets over the water. The primary suite offers a large walk-in closet with custom organizers and a luxurious en-suite bath featuring upgraded tile, quartz countertops, and a glass-enclosed shower. A versatile den, which could be used as the second bedroom, features barnyard doors complete with a triple closet and pullout sofa. Additional features include luxury vinyl plank flooring, impact glass windows and doors, upgraded ceiling fans and lighting, Alfa closet systems, a spacious laundry room with added storage, and high-end turnkey furnishings including flat-screen TVs. The Strand allows weekly rentals (7-day minimum), making this an excellent opportunity for full-time living, a seasonal getaway, or an investment property with positive cash-flow! Residents enjoy a vibrant, pet-friendly community with resort-style amenities including a heated pool and spa, fitness center, EV charging stations, gas grills, a fire pit, and access to a floating dock for kayaking. Ideally located just minutes from downtown Sarasota, St. Armands Circle, Lido Beach, waterfront parks, dining, and entertainment, The Strand offers the perfect blend of luxury, convenience, and lifestyle. Don’t miss this exceptional opportunity—schedule your private showing today. Owner is a licensed Florida REALTOR®, and the property is not homesteaded.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
5308 TRI PAR DR, SARASOTA, FL 34234
$179,000Listed 04/08/2026 9:53PM MLS ID: A4689063
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 800 Built: 1969Monthly Fee: $137 Tax: $3,385 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$3,385
Elementary School: None
High School: None
Middle School: None
Remarks: This residence showcases high-quality craftsmanship and includes multiple recent upgrades. Key replacements within the past few years feature a gas water heater (2022), air conditioning unit (2022), and TPO roof. Interior enhancements comprise barn doors, freshly installed drywall, modernized bathrooms and kitchen with new cabinetry, stainless steel appliances, and granite countertops. The property is fitted with single-hung, double-pane windows incorporating a tilt-in design for convenient maintenance. Exterior features include palm trees and vinyl siding. A generous 9x8 wood-framed shed equipped with electrical service offers additional storage space and houses the washer and dryer. 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.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Angelo Sammarco (941-284-5673)
5001 OAKLAND HILLS AVE, SARASOTA, FL 34234
$172,400Listed 04/08/2026 3:29PM MLS ID: A4687593
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 860 Built: 1961Monthly Fee: $137 Tax: $2,143 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$2,143
Remarks: This extensively renovated two-bedroom, two-bath residence offers a range of recent upgrades, including newer windows with faux blinds, a TPO roof completed in December 2025, an upgraded AC system (2023), vapor barrier (2024) and a newly constructed carport (2025). The modernized kitchen is equipped with stainless steel appliances less than three years old, soft-close all wood cabinetry featuring a lazy Susan, granite countertops, and garbage disposal. Most walls have been drywalled, complemented by textured finishes on both walls and ceiling. Ceiling fans are installed throughout the home, while both bathrooms have undergone comprehensive remodeling. Additional enhancements include updated PEX plumbing, a washer and dryer positioned in an interior shed, and meticulously maintained landscaping. This move-in-ready home boasts high-quality upgrades and stands prepared for its next owner. 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.
5136 HIDDEN SPRINGS AVE, SARASOTA, FL 34234
$211,00052 Days on yellowkey MLS ID: A4679961
0 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1979Monthly Fee: $137 Tax: $2,609 (2025)Community: Tri-Par EstatesSpa: YesManufactured Home
Taxes:$2,609
Remarks: Beautifully updated and fully furnished, this two-bedroom, two-bath home offers peace of mind with a new roof and extensive upgrades throughout. The property has been completely re-piped, features a newly installed vapor barrier, and includes a 2023 AC system for year-round comfort. Newer PGT hurricane-impact windows provide enhanced storm protection and energy efficiency. Additional highlights include an upgraded electrical system with whole-home surge protection, a dedicated 3M water filtration system, and a 2019 golf cart for added convenience. The fenced in back yard has ample room for your pet to run around and 2 sheds for extra storage and a workshop. This residence is truly move-in ready and exceptionally well maintained. Tri-par Estates is a 55+ community and 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 our lively, well-established neighborhood.
2424 51ST ST, SARASOTA, FL 34234
$749,000197 Days on yellowkey MLS ID: A4666163
REDUCED by $25,000 (3.2%) on 04/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 1975 Tax: $4,902 (2025)Community: Desoto AcresSingle Family
Taxes:$4,902
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Country style living in the city! No HOAs or CDDs. For those of us who want privacy or to be "off the grid" but still want the conveniences of being close to shopping, farmers markets and even SRQ airport, here is your chance! Plenty of room to build an additional structure for extended family or income producing. This newly renovated home includes a barn and sits on 2+ acres in historic DeSoto Acres. Located only 4.5 miles from I-75, the neighborhood is near UTC Mall, SRQ Airport, Siesta Key, Lido Beach and St. Armand’s, and Downtown Sarasota. This unique home offers the space and possibilities to grow your own fruits and vegetables and an opportunity for a home business. Make an appointment to see this unique home today.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rigo Rivera (941-587-3767)
455 S SHORE DR, SARASOTA, FL 34234
$1,150,00014 Days on yellowkey MLS ID: A4687114
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2047 Built: 1957 Tax: $4,696 (2025)Community: Sapphire Shores ResubSingle Family
Taxes:$4,696
Remarks: An exceptional opportunity to own a true piece of architectural history in the heart of Sarasota’s Sapphire Shores community. This classic mid-century ranch was designed by the Zimmermans - renowned members of the Sarasota School of Architecture and significantly renovated by Robert Schennum whose work traces directly back to Taliesen and the legendary Frank Lloyd Wright school. This creates a rare pedigree that design enthusiasts and collectors will immediately recognize. Set on an oversized lot just steps from a serene bayfront park, this three-bedroom, two-bath residence embodies timeless principles with clean lines, an abundance of natural light, long sight lines, huge picturesque windows bringing the "outside in" and thoughtful spatial flow. Every detail reflects the integrity of its original design, while the home has been meticulously maintained to preserve its character and ensure modern comfort. Unique features include the great room with a soaring ceiling and clerestory windows, the use of grade A clear cypress for accent walls, built in, glass door cabinetry and terrazzo flooring (under carpet) with “mother of pearl” highlights which will sparkle like diamonds if you choose to refinish. There is a spacious 2 car garage with room for a workshop and a large indoor utility room some will call “studio space” as it is currently used to house a number of original canvases painted by the previous owner. The Florida Room opens to a beautifully landscaped and spacious backyard with a shaded gazebo perfect for al-fresco dining or simply enjoying time in the garden. You’ll find plenty of room for a pool if you choose to add. Sapphire Shores is adjacent to some of Sarasota’s most cherished institutions including the John and Mable Ringling Museum of Art and the Asolo Theater of Performing Arts which is home to Florida Studio Theater and the Sarasota Ballet. Live here and you are just two miles north of downtown Sarasota, moments from world-class dining, arts, and shopping. And just a short drive over the Ringling Bridge lands you in St. Armands Circle and the beaches of Lido and Longboat Key. Architecturally significant homes of this caliber and condition rarely come to market. Whether you're a discerning homeowner or a collector of design, this is a legacy property that transcends trends and stands as a lasting investment in both lifestyle and history.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: David Jennings (941-650-7354)
2731 17TH ST, SARASOTA, FL 34234
$225,0003 Days on yellowkey MLS ID: A4688863
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 801 Built: 1984 Tax: $2,294 (2026)Community: Lenray HeightsSingle Family
Taxes:$2,294
Tax Year: 2026
Remarks: Don’t miss this great income-producing property featuring 3 bedrooms and 2 bathrooms with a reliable long-term tenant already in place. The current tenant would love to stay, offering immediate and consistent rental income for the new owner. This property is perfect for investors looking for a hassle-free addition to their portfolio. Convenient layout, strong rental potential, and stable occupancy make this a smart buy. Seize this turnkey investment and start earning from day one!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larisa Trexler (941-928-1347)
3931 BAY SHORE RD, SARASOTA, FL 34234
$3,000,000344 Days on yellowkey MLS ID: A4649616
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3012 Built: 1950 Tax: $21,088 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$21,088
Remarks: One or more photo(s) has been virtually staged. • Welcome to Beyond the Gates, where timeless elegance meets coastal serenity in the heart of the historic Indian Beach-Sapphire Shores neighborhood. Perfectly nestled between Sarasota College of Art & Design and the iconic Ringling Museum, this bayfront estate offers an unmatched blend of privacy, architectural distinction, and location. Reimagined in 2010 by renowned architect Terry Green and meticulously updated in 2025, this single level 4-bedroom, 3-bathroom modern Coastal retreat highlights clean lines, warm textures, and panoramic water views that will take your breath away. By day, watch sailboats drift across the turquoise bay; by night, the lights of Longboat Key dance across the water, creating a magical ambiance that soothes the soul. Whether you are entertaining guests or enjoying a quiet evening at home, the views alone are a masterpiece—providing a daily dose of peace and inspiration. Inside, an eclectic blend of historic charm and modern design welcomes you into spacious living areas filled with natural light, seamlessly blending indoor comfort with outdoor beauty. Each room is thoughtfully designed to encompass views of Sarasota Bay and the surrounding landscape and provide a sense of effortless luxury. This exceptional residence is not just a home, it is a private sanctuary where luxury, location, and lifestyle converge just 3.5 miles to Downtown Sarasota and approximately 5 miles to St. Armands Circle & Lido Beach.
Listing is courtesy of: ROBERT SLACK LLC (352-229-1187)
Listing Agent: Alexis Ainslie Brown (941-228-7183)
1621 DR MARTIN LUTHER KING WAY, SARASOTA, FL 34234
$525,0007 Days on yellowkey MLS ID: O6395721
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2075 Built: 2009 Tax: $1,424 (2026)Community: Newtown Heights First Add ToSingle Family
Taxes:$1,424
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) was virtually staged.This multi-tribe property at 1621 Dr Martin Luther King Way is a fantastic investment opportunity. Open concept layout with an elegant fireplace in the living room and a kitchen design for entertaining with stainless steel appliances and granite countertops. Conveniently located near shopping, dining, and public transportation. This home is a10 minute from Sarasota's nearest award winning sugar sand beach, the library, Van Wenzel performing Art Hall, restaurants, walking distance to downtown Sarasota, hospital, major shopping Mall, Ringling Museum and Ringling Art school, five minutes from Sarasota - Bradenton airport. The property provides easy access to everything the area has to accord. The exterior boasts well-maintained landscaping, providing a welcoming first impression. Don't miss the chance to own this versatile income-producing property. The home has two bedrooms with attached bathrooms, one on the first floor, and the other on the second floor.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1173 MYRTLE ST, SARASOTA, FL 34234
$389,900183 Days on yellowkey MLS ID: TB8436061
REDUCED by $10,100 (2.5%) on 04/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1950 Tax: $4,523 (2024)Community: Ford SubSingle Family
Taxes:$4,523
Remarks: ***SIGNIFICANT PRICE IMPROVEMENT!! Have peace of mind with an X-rated flood zone, no history of water damage, and all-new impact-resistant, hurricane-rated windows. Sun-filled living and income potential come together beautifully in this centrally located Sarasota home! This updated property offers a 3-bedroom, 2-bath layout featuring a private primary suite complete with a luxurious new bathroom and kitchenette — providing a resort getaway feel right at home. With its own separate entrance, this flexible space also doubles as a fantastic in-law suite. The home offers great income potential if the suite is used as a separate 1-bedroom, 1-bath studio, ideal for high-demand rentals. Together, the spaces provide 1,361 square feet of refreshed living area. Step inside to discover new flooring throughout, a modern kitchen and updated bath, and stylish new lighting that enhances the home’s bright, open feel — all beautifully upgraded with new appliances, AC, water heater, and roof for lasting comfort and value. This property also boasts a generous yard — perfect for those who crave extra outdoor space. Whether you envision a private garden, a play area, or a space for the family pets, this oversized side yard offers endless possibilities. Mature landscaping provides both beauty and privacy, creating a peaceful setting for outdoor relaxation. The outdoor area is made for Florida living — dive into vacation-style living with an expansive, oversized pool — perfect for lap swimming, entertaining, and making lasting memories. A huge screened lanai invites relaxation and provides plenty of space to host poolside gatherings and parties. A mini golf green adds a playful touch for family and friends. Whether you’re looking for a home with extra income potential or a flexible multi-use property, this one checks all the boxes. Conveniently located near downtown Sarasota, St. Armands Circle, Siesta Key Beach, the Sarasota-Bradenton Airport, and the UTC shopping district, you’ll be right in the heart of everything the Gulf Coast has to offer. A rare opportunity to enjoy a move-in-ready home and an income-producing asset — all in one desirable Sarasota location! **Free 1/0 Interest Rate Buy Down available when using our preferred lender.**
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Andrew Duncan (813-359-8990)
2019 CHIPPAWA PL, SARASOTA, FL 34234
$735,00035 Days on yellowkey MLS ID: A4685039
REDUCED by $14,000 (1.9%) on 04/08/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2584 Built: 1950 Tax: $5,964 (2025)Community: Sylvan ShoresSpa: NoSingle Family
Taxes:$5,964
Remarks: This unique and serene home offers plenty of space to live and entertain comfortably and is in a sought-after West of the Trail neighborhood just two miles north of downtown Sarasota. Multiple living/family rooms provide an array of design options. The split layout affords privacy with two beds and a bath to the left of the front living room, off the back living space to the left is another bedroom and primary suite is to the right. The rear wall of sliding glass doors overlooking the lovely fenced pool/patio/yard allows you to enjoy the always summer Florida lifestyle! Potential exists to divide the home into two separate living units, should this catch your eye as an investment property. There is no shortage of activities nearby, just a short walk through this delightful tree-lined neighborhood will lead you to Indian Beach/Sapphire Shores to watch the incredible sunsets. You will also find several parks within a short distance, including The Bay where you can launch your kayak or partake in free community events. If boating is your thing, you're covered there too, with multiple marinas close by. The famous silky sand of Siesta Key Beach is less than a 20-minute drive, and SRQ airport is just 10 minutes away. The many amazing shops, theaters and restaurants downtown will keep your social calendar booked. Don't let this gem pass you by.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Pamela Hogan (941-424-8706)
919 47TH ST, SARASOTA, FL 34234
$308,90035 Days on yellowkey MLS ID: A4684905
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1352 Built: 1925 Tax: $4,150 (2025)Community: Broadway Court Of Indian BeachSingle Family
Taxes:$4,150
Remarks: This unique Sarasota bungalow and detached studio are ideally situated on an oversized 125 x 135 lot (over 0.38 acres), offering exceptional space and privacy just under two miles from downtown Sarasota. Enjoy convenient access to Lido Beach, St. Armands Circle, Marina Jack’s, City Island, and O’Leary’s Tiki Bar, with Siesta Beach only a short 20-minute drive away. Located within walking distance to the Ringling Museum and Sarasota Bayfront—perfect for taking in breathtaking sunsets—as well as Asolo Theater, local breakfast spots, and neighborhood favorites like Riccio’s Pizzeria. Nearby conveniences include Publix, Whole Foods, Walmart, SRQ Airport, New College, USF Sarasota-Manatee, and Ringling College of Art and Design. Set on a picturesque street lined with towering, mature Washingtonia Robusta palms, the property offers a tranquil, Old Florida feel. Priced near land value, this is a rare opportunity for developers, preservationists, or homeowners seeking a private retreat with room to expand. The fully fenced lot is lushly landscaped with mature palms, oaks, and bamboo, attracting a variety of birdlife. An outdoor shower and deck provide the perfect space to unwind after a day at the beach. Inside, the home features a spacious foyer—ideal for an office, yoga, or music space—a Florida room with its own AC unit, and two vintage ceramic tile bathrooms. Additional highlights include seven Hunter ceiling fans, a 2013 Trane AC heat pump, and a 2019 roof by Singleton Roofing with a transferable warranty. Original architectural charm shines through with true plaster walls, knotty pine paneling, built-ins, solid five-panel wood doors, crystal doorknobs, picture rails, and wood flooring beneath Berber carpeting. An oversized carport adds convenience. The detached studio, under its own roof, offers a full bath with pedestal sink, cathedral ceilings with exposed wood beams, a private deck, and outdoor shower—ideal for guests, rental income, or a creative workspace. This non-deed restricted property provides ample room for a boat, RV, pool, hot tub, or future expansion. The home is equipped with GE and Whirlpool appliances, and Kohler and Moen fixtures. Stove can be converted to gas, line is present. Easy to show with notice. Motivated seller—unlock immediate equity and more value with your personal updates
Listing is courtesy of: CLUB REALTY (941-726-2677)
Listing Agent: Brooke O'Malley (941-726-2677)
926 SUNRIDGE DR #F1, SARASOTA, FL 34234
$169,00056 Days on yellowkey MLS ID: TB8473582
REDUCED by $10,000 (5.6%) on 04/08/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1263 Built: 1982Monthly Fee: $565 Tax: $2,659 (2025)Community: SunridgeSpa: NoTownhouse
Taxes:$2,659
Remarks: You can’t beat the location of this 2-bedroom, 2.5-bath townhome in the desirable SRQ area. Situated in the established Sunridge community, this two-story residence offers approximately 1,260 square feet of functional living space with a layout designed for comfort and privacy. The main level features a spacious living and dining area, a convenient half bath, and a functional kitchen with ample cabinetry. Upstairs, both bedrooms include en-suite bathrooms, making the home ideal for full-time living, guests, or investment use. Additional highlights include one assigned parking space plus a carport, perfect for keeping your vehicle cool during hot Florida days. Residents also enjoy access to a community pool, providing a relaxing retreat right at home. Pets are welcome, with a maximum weight of 20 lbs. This prime location places you minutes from shopping, dining, entertainment, downtown Sarasota, and the white-sand beaches of Lido Key, known for their stunning sunsets. With easy access to major roadways and everything Sarasota has to give, this property is well-suited as a primary residence, seasonal home, or investment opportunity. Unit has a new roof, new gutters, new appliances, new carpet at stairs, all new floors, all 3 baths new toiles seat and all new plumbing, kitchen new plumbing.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
1709 N TAMIAMI TRL #522, SARASOTA, FL 34234
$530,0009 Days on yellowkey MLS ID: A4688048
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 803 Built: 2022 Tax: $6,479 (2025)Community: The Strand Of SarasotaSpa: YesCondo
Taxes:$6,479
Remarks: Discover an exceptional waterfront penthouse at The Strand offering unobstructed, pristine views from Whitaker Bayou to Sarasota Bay right from your generously sized balcony. Built in 2022 and lightly used by the original owners, this immaculate, never-rented residence features impact-rated windows, sliders and doors, 9-foot ceilings, and thoughtful high-end upgrades throughout. The living area showcases a custom white wall unit with multiple shelving and a perfectly fitted 75" TV. The primary suite includes a walk-in closet with custom California Closet built-ins, while both the main bedroom and living room are equipped with motorized shades for effortless light control. The kitchen and both bathrooms feature custom installed stainless steel pullout cabinet organizers to maximize convenient storage. A versatile den with barn doors and a closet can function as an office or even a second bedroom. Modern conveniences include a smart A/C thermostat and programmable front-door lock, a programmable (from your phone) entry LED smart light fixture capable of altering brightness and displaying a rainbow of colors, wall light dimmers installed in kitchen, hallway and guest bath, front-loading full-size Samsung washer and dryer, garage parking beneath the building, and a private storage cage in an enclosed storage room. Enjoy resort-style amenities: heated pool and spa, fitness center, gas fire pit and grills, EV charging stations, dog park, and kayak launch with storage. Located mere minutes from vibrant downtown Sarasota — with fine dining, galleries, shopping, theater, bay front parks and The Bay community activities — this penthouse delivers refined waterfront living and easy access to coastal recreation.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Lisa Sebastian (941-544-5413)
5035 BAY SHORE RD, SARASOTA, FL 34234
$4,895,000169 Days on yellowkey MLS ID: A4667963
0 Days Off yellowkey (back on 4/7/2026)
Bed: 5 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5712 Built: 1951 Tax: $12,985 (2024)Community: Indian Beach Sapphire ShoresSpa: NoSingle Family
Taxes:$12,985
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. *PENDING - ACCEPTING BACKUPS*One or more photo(s) has been virtually staged. Nestled just south of the Ringling Museum, this prestigious West of Trail estate is set in Sarasota’s historic Indian Beach Sapphire Shores neighborhood, known for its majestic tree-canopied streets, bayfront parks, and architectural charm. Spanning 5,712 sq. ft. on a one-half acre lot, this home is designed for multi-generational living, featuring 5 bedrooms, 6.5 baths, 2 offices, and a private in-law suite. A newly built 616 sq. ft. detached guest house with a kitchenette and full bath offers additional flexibility. Extensively remodeled in 2013 and upgraded in 2023 by Murray Homes, the residence boasts a new roof, smart home features, low-voltage lighting, high-end cabinetry, new flooring, an updated kitchen, deck, and lush landscaping. The chef’s kitchen is a showpiece of design and functionality, highlighted by a raised skylight with exposed beam rafters over the 11’8” x 3’7” Cambria White Cliff quartz island with a waterfall mitered end panel and counter-height breakfast bar for five. Soft-close solid wood cabinetry includes pull-out shelves and recessed LED lighting. Top-tier appliances feature a Wolf double oven, Wolf 48” 6-burner gas range, Subzero column refrigerator/freezer, two dishwashers, and an instant hot/cold filtered water faucet. A café nook with a coffee bar and custom cabinetry adds convenience. Designed for seamless indoor-outdoor living, the spacious great room features engineered white oak plank flooring and a floor-to-ceiling walnut slat entertainment wall with a ventless fireplace. A striking agate-topped dry bar with a custom wine bottle display enhances the dining area. The brand-new screened lanai with French white oak Azek decking extends the living space outdoors. The 400 sq. ft. family room provides a flexible retreat, featuring a floating cabinetry entertainment wall, a full pool bath, additional laundry, hidden storage, and a private entrance from the pool deck. Outside, a 2,000 sq. ft. backyard retreat offers a 40 x 15 heated saltwater pool with a cascading waterfall, cooling lime rock pavers, pristine turf, and a brand-new outdoor kitchen with a gas grill and refrigerator. A motorized pergola adjusts for sun or shade, creating a luxurious resort-style setting. The fully fenced yard and lush landscaping enhance the privacy of this location. A brick-paver courtyard and circular driveway add elegance while offering ample parking and space to add an additional garage. This property is not in a flood zone. Minutes from downtown Sarasota, Lido Beach, and St. Armands Circle, the home is perfectly positioned near Ringling College of Art, New College, and the North Trail’s independent restaurants, coffee shops, and pubs.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Bev Murray (941-724-4995)
1709 OLYMPIA FIELDS ST, SARASOTA, FL 34234
$119,900169 Days on yellowkey MLS ID: A4668732
1 Days Off yellowkey (back on 3/14/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 900 Built: 1964Monthly Fee: $137 Tax: $3,165 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$3,165
Remarks: **Charming Double Wide Home & Great value opportunity with this well cared for mobile home poplular in Tri Par Estates! 2 bedroom 1.5 bathroom home with open floor plan! Everything in the home except personel items stays! A 55+ community in which you own your home and the land. Embrace the vibrant lifestyle in this delightful 2 bedroom, 1.5 bathroom home with open floor plan, nested in Tri Par Estates. This well-maintained home features large carport, shed and comes mostly furnished. Park fee of $1,648.00 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!
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Dean Slabach (574-536-0976)
708 42ND ST, SARASOTA, FL 34234
$675,0001 Day on yellowkey MLS ID: A4688859
Bed: 3 Bath: 0.0 Gar: 1 Liv Area Sq Ft: 1210 Built: 1936 Tax: $5,492 (2025)Community: Indian Beach Map OfApartment
Taxes:$5,492
Remarks: Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. This property has been a high-yielding asset for the seller. The seller gets a high volume of applicants, and it has required minimal effort to lease. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.
Listing Agent: Helen Magill (941-320-7166)
$675,0005 Days on yellowkey MLS ID: A4688855
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1210 Built: 1936 Tax: $5,492 (2025)Community: Indian Beach Map OfSingle Family
Remarks: Come see this charming and peaceful Old Florida gem with detached cottage ideally situated in the desirable Indian Beach/Sapphire Shores neighborhood located west of the trail. Here is a rare opportunity to own two meticulously maintained homes within the city limits in Indian Beach/Sapphire Shores, a community rich with art, culture, and history. Picture tree-lined streets, character-filled homes, and being just moments from the shimmering Sarasota Bay. You are in for a treat as you enter the main home through a central air-conditioned enclosed front porch into a home with all of its original, timeless character including glass doorknobs, lovely baseboards and trim, vintage light fixtures, painted heart of pine floors, and functional double-hung windows. This original 1930s home (732 sf) features two bedrooms (freestanding wardrobes), one bath, and a spacious combination dining/living area. An additional wonderful highlight is the central air conditioned detached guest cottage (478 sf) with kitchen, living area, one bathroom and bedroom alcove along with a screened porch and patio, and attached one-car garage. This cottage is ideal for multi-generational living or Airbnb or full-time lease opportunities. All furnishings and fixtures convey: the front unit is partially furnished; the back unit is turn-key furnished. The property includes a very nice new 12x16 Tuff Shed ideal for an artist’s studio, workshop, or just additional storage. Set on a lush 12,000+ square foot lot, the property is spacious with plenty of room for parking, entertainment and other possibilities. You are sure to enjoy the established vegetable and flower gardens. Adding to the charm, you may catch sight of the neighborhood's colorful wild peacocks who love to display their feathers. Excellent location just minutes from the Ringling Museum, SRQ Airport, and downtown Sarasota as well as close proximity to Lido Key Beach, St. Armands Circle, and Siesta Key. Two high-end homes are currently under construction on the block. This sweet property is waiting to fit your needs whether as live-in residences, a rental investment, multi-generational living, or any combination thereof. This peaceful neighborhood in "Turks Cap" (sometimes referred to as the Museum District) has a rural feel with narrow, tree-lined streets and roaming peacocks. This is a no through street with no traffic. If you want quiet and relaxed, you have found the neighborhood.
2332 SEWARD DR, SARASOTA, FL 34234
$345,00037 Days on yellowkey MLS ID: D6146339
REDUCED by $5,000 (1.4%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 928 Built: 1985 Tax: $2,904 (2025)Community: Spring OaksSpa: NoSingle Family
Taxes:$2,904
Remarks: Short Sale. Welcome to this unique 2-bedroom, 2-bath pool home in beautiful North Sarasota, Florida! This charming property backs up to a peaceful preserve, offering added privacy with no rear neighbors — no one can build behind you. The home features fresh exterior paint, giving it great curb appeal, along with a fully fenced yard perfect for pets, entertaining, or simply enjoying your own private outdoor space. Conveniently located near shopping, dining, and entertainment, you’ll love the easy access to everything Sarasota has to offer while still enjoying a quiet neighborhood setting. This is a wonderful opportunity for first-time homebuyers, seasonal residents, or anyone looking for a cozy Florida retreat with a pool and privacy. Don’t miss your chance to make this North Sarasota gem your own!
Listing is courtesy of: CENTURY 21 SUNBELT REALTY (941-625-6120)
Listing Agent: Jayson Burtch (941-626-5432)
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