Location: Sarasota , 34234
Do Not Show Listings
455 ACACIA DR, SARASOTA, FL 34234
$880,000279 Days on yellowkey MLS ID: A4659947
REDUCED by $65,000 (6.9%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1994 Built: 1925 Tax: $2,493 (2024)Community: Sapphire ShoresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,493
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Step into timeless elegance with this stunning 3-bedroom, 2-bath Spanish Eclectic bungalow nestled in the heart of sought after Sapphire Shores. Rich in character and historic detail, this residence showcases dramatic architectural elements including beamed and coffered ceilings, gleaming oak floors throughout, and expansive windows that bathe every room in natural light. The spacious “sunken” living room centers around a show-stopping, decoratively carved mantelpiece, perfectly blending artistry with old-world charm. Each space offers a unique sense of craftmanship, from graceful arches to finely detailed trim, evoking romance and warmth of classic Mediterranean design. The current owner has elevated this home with a seamless addition: a stunning primary suite with a vaulted ceiling, French doors leading to a private back yard and a walk-in closet. Other “modern” updates include a spacious kitchen with and island and adjacent dinette, interior laundry and a 2-car garage accessed by a covered walkway; a loggia in keeping with the traditional nature of this architecture. Located just steps away from Sun Circle Park, Sarasota Bay, the Ringling Museum and the vibrant arts scene, this home is ideal for those seeking history, charm and convenience in one of Sarasota’s most beloved neighborhoods. Sapphire Shores in an eclectic waterfront neighborhood dating back to the Ringling Era and is now a combination of historic Mediterranean mansions, classic ranches and new construction. Live here amidst Sarasota's most significant cultural & educational institutions and you're only 2 miles north of downtown Sarasota, a 12-minute drive to St. Armands Circle and the beaches of Lido and Longboat Key and an equal distance to University Parkway anchored on the west by SRQ International Airport and UTC Mall and I75 on the east.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: David Jennings (941-650-7354)
1137 40TH ST, SARASOTA, FL 34234
$310,00074 Days on yellowkey MLS ID: TB8476870
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1237 Built: 1957 Tax: $3,871 (2025)Community: BraeburnSingle Family
Taxes:$3,871
Tax Year: 2025
Remarks: Located just 10 minutes from Downtown Sarasota and 10 minutes to SRQ Airport, this beautifully updated 2-bedroom, 1-bath home offers comfort, style, and convenience in one ideal package. Remodeled in 2022, the home features luxury vinyl plank flooring throughout and a neutral interior that still shows beautifully. The kitchen and bathroom were upgraded with quartz countertops and modern finishes, complemented by updated appliances. Major improvements include impact windows throughout, a 2022 A/C system, and a 2018 roof — giving buyers added confidence in the home’s key components. A versatile bonus room provides flexible space for a home office, den, or guest area. The utility room includes a water heater and washer/dryer hookup for everyday convenience. Move-in ready and thoughtfully updated, this Sarasota home is perfectly positioned near shopping, dining, and the vibrant downtown scene. Schedule your showing today.
Listing is courtesy of: JULIAO REAL ESTATE, LLC (954-459-0147)
Listing Agent: Olivia Costa (585-727-5428)
355 S SHORE DR, SARASOTA, FL 34234
$2,295,000170 Days on yellowkey MLS ID: A4671767
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 3276 Built: 1954 Tax: $9,362 (2024)Community: Sapphire Shores Resub Blk MSpa: NoSingle Family
Taxes:$9,362
Remarks: 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.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
4946 BRYWILL CIR, SARASOTA, FL 34234
$1,595,000174 Days on yellowkey MLS ID: A4670935
REDUCED by $54,000 (3.3%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2534 Built: 2004 Tax: $10,069 (2023)Community: Sapphire ShoresSingle Family
Taxes:$10,069
Tax Year: 2023
Remarks: Discover an exquisite blend of Old-World charm and modern luxury in this custom Mediterranean jewel located in Sapphire Shores, the heart of Sarasota’s Historic Museum Area. This property is NOT IN A FLOOD ZONE but just a short walk to Sun Circle, a scenic bayfront park on Sarasota Bay. The neighborhood is surrounded by the city’s most renowned cultural institutions, including The John and Mabel Ringling Museum of Art, Sarasota Ballet, and Florida Studio Theater. Spanning 2,534 square feet under air, this elegant residence features three bedrooms and three baths, with two luxurious en-suites for ultimate privacy and comfort. High-end finishes such as travertine floors, granite countertops, and tray ceilings elevate the home’s timeless sophistication. The open floor plan beautifully balances both leisure and formal areas. A gracious foyer flows seamlessly into the living room and open-concept kitchen creating an ideal setting for entertaining. You will also find both a casual dining area and a formal dining room for those special occasions. Designed for Florida’s indoor-outdoor lifestyle, the home’s salt water pool and exotic sunken fire pit make the backyard a true retreat. When hosting gatherings, you'll find plenty of room for parking in the unique motor court framed by a decorative block wall accented with Frank Lloyd Wright styled vases. Whether you're drawn to the rich history of Sapphire Shores, the vibrant arts scene, or simply desire a refined retreat near the water, this home offers a rare opportunity to own a piece of Sarasota’s finest. 2 miles north of downtown Sarasota and a short drive to St. Armands Circle and the beaches of Lido and Longboat Key. Conveniently located near University Parkway anchored by Sarasota Bradenton Airport on the west and University Town Square shopping and dining district on the east.
1063 40TH ST, SARASOTA, FL 34234
$260,00026 Days on yellowkey MLS ID: A4688949
REDUCED by $20,000 (7.1%) on 04/14/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1030 Built: 1959 Tax: $3,023 (2025)Community: BraeburnSingle Family
Taxes:$3,023
Remarks: Cute 2br-1 bath on double lot.
Listing is courtesy of: ONE STEP AHEAD REALTY INC (561-951-7332)
Listing Agent: Joseph Stephens (941-400-9084)
1339 22ND ST, SARASOTA, FL 34234
$480,00019 Days on yellowkey MLS ID: TB8497340
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1681 Built: 1959 Tax: $3,260 (2025)Community: Cocoanut HeightsSingle Family
Taxes:$3,260
Elementary School: Gocio Elementary
High School: Riverview High
Middle School: Booker Middle
Remarks: Charming Updated 3BR/2.5BA Home in Sarasota – Move-In Ready! Discover this beautifully renovated gem at 1339 22nd St, Sarasota, FL 34234 (1,681 sq ft living space on an 8,871 sq ft lot). Perfect blend of modern updates and classic Florida charm! Key Features: Prime Corner Lot with Double Street Access: Unique lot connecting to two streets (22nd & adjacent), offering exceptional curb appeal and flexibility. Ample Parking + 2-Car Attached Garage: Wide driveway spaces multiple vehicles easily – no parking hassles! Brand New Luxury Vinyl/Porcelain Tile Flooring Throughout: Sleek, durable, and easy-care for coastal living. Fully Updated Bathrooms: 2.5 modern baths with contemporary finishes. New AC System: Efficient, quiet cooling for year-round comfort. All-New Electrical & Plumbing: Complete modern rewiring and piping for safety and peace of mind. Gourmet Kitchen Shines: White shaker cabinets, stunning gray granite counters, blue subway tile backsplash, stainless steel appliances (fridge, dishwasher, range, microwave), and spacious breakfast bar open to the living/dining area. No HOA! Walk to Ringling College, minutes to Siesta Key beaches, downtown Sarasota dining/shopping, and SRQ airport. Built 1959, feels brand new inside. Zoned RSF3 – ideal for families, investors, or downsizers.
Listing is courtesy of: RADIUS REALTY GROUP LLC (407-541-0779)
Listing Agent: Guillermo Gomez (407-497-9846)
5001 OAKLAND HILLS AVE, SARASOTA, FL 34234
$172,40024 Days on yellowkey MLS ID: A4687593
0 Days Off yellowkey (back on 4/13/2026)
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.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Angelo Sammarco (941-284-5673)
1621 DR MARTIN LUTHER KING WAY, SARASOTA, FL 34234
$525,00030 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
Tax Year: 2026
Remarks: 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 10 minutes 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)
941 VIRGINIA DR, SARASOTA, FL 34234
$1,500,00060 Days on yellowkey MLS ID: A4684540
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 3492 Built: 1945 Tax: $9,217 (2025)Community: Bay HavenSpa: YesSingle Family
Taxes:$9,217
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: A Rare Piece of Sarasota History with current income of over 167,000 / yr. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Angela Adams (941-809-9760)
5308 TRI PAR DR, SARASOTA, FL 34234
$179,00024 Days on yellowkey 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
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.
2731 17TH ST, SARASOTA, FL 34234
$225,00026 Days on yellowkey MLS ID: A4688863
0 Days Off yellowkey (back on 4/12/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 801 Built: 1984 Tax: $2,294 (2026)Community: Lenray HeightsSingle Family
Taxes:$2,294
Remarks: Under contract-accepting backup offers. Don’t miss this great property featuring 2 bedrooms and 1bathroom. 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.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larisa Trexler (941-928-1347)
2019 CHIPPAWA PL, SARASOTA, FL 34234
$735,00058 Days on yellowkey MLS ID: A4685039
0 Days Off yellowkey (back on 4/11/2026)
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: Under contract-accepting backup offers. 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)
5382 ROYAL PALM AVE #5382, SARASOTA, FL 34234
$199,900176 Days on yellowkey MLS ID: A4671079
REDUCED by $15,100 (7.0%) on 04/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1986 Tax: $2,039 (2024)Community: Royal Palm VillasVilla
Taxes:$2,039
Remarks: One or more photo(s) has been virtually staged. Beautifully updated, this two-bedroom, two-bathroom villa in Royal Palm Villas offers stylish comfort and thoughtful updates throughout. A brand-new roof (2025), fresh interior paint, updated light fixtures, switches, and outlets bring a bright, modern feel to the home. New light, neutral carpet adds a cozy touch to the bedrooms, while a new storm door with a retractable screen enhances both curb appeal and functionality. The updated kitchen features new countertops, sink, faucet, and stove, along with a convenient breakfast bar that opens seamlessly to the dining and living areas. Sliding glass doors lead to an enclosed lanai/Florida room—perfect for added living space or year-round relaxation. The smart split-bedroom layout provides privacy, with the guest bedroom and full hall bath located at the front of the home. The spacious primary suite is tucked away at the rear and offers private access to the lanai, along with an en-suite bathroom. Both bathrooms have been tastefully refreshed with new toilets, faucets, and light fixtures. Located in the heart of North Sarasota, Royal Palm Villas offers a peaceful community setting with easy access to shopping, dining, parks, top-rated schools, and the beautiful Gulf Coast beaches. Enjoy the convenience of low association fees that include cable TV, community pool, exterior and grounds maintenance, insurance, sewer, trash, and water. This villa blends modern updates with Florida charm—don’t miss the opportunity to make it yours!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Marcia Van Ginhoven (704-497-0664)
2403 HICKORY AVE, SARASOTA, FL 34234
$425,00024 Days on yellowkey MLS ID: A4689265
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1432 Built: 1925 Tax: $4,162 (2025)Community: Sarasota Bay ParkSingle Family
Taxes:$4,162
Elementary School: Bay Haven Sch of Basics Plus Elementary
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)
5136 HIDDEN SPRINGS AVE, SARASOTA, FL 34234
$211,00075 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
$749,000220 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
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
$1,150,00037 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.
1173 MYRTLE ST, SARASOTA, FL 34234
$389,900206 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)
5035 BAY SHORE RD, SARASOTA, FL 34234
$4,895,000192 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)
708 42ND ST, SARASOTA, FL 34234
$675,00025 Days 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)
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