Location: Sarasota , 34234
Do Not Show Listings
1709 N TAMIAMI TRL #220, SARASOTA, FL 34234
$520,000340 Days on yellowkey MLS ID: O6325748
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 803 Built: 2022Monthly Fee: $500 Tax: $5,544 (2024)Community: The Strand Of SarasotaSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,544
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Discover the perfect blend of sophistication and relaxation in this one-bedroom plus den condo at The Strand, a premier waterfront community. Built in 2022, this turnkey furnished residence showcases over $20,000 in designer décor, offering an immediate sense of style and comfort. With breathtaking views of Sarasota Bay, this condo is ideal for full-time living, a vacation retreat, or a lucrative weekly rental investment. Inside, the open layout boasts luxury vinyl flooring, quartz countertops, sleek modern cabinetry, and stainless-steel appliances. Beyond the condo, The Strand offers exceptional amenities, including a resort-style heated pool and spa, a fitness center, a dog park, and a floating kayak dock that leads to the Gulf of Mexico. EV charging stations, a fire pit, and gas grills add to the convenience. Situated just a mile from downtown Sarasota, this property places you within easy reach of top-notch restaurants, cultural venues, and vibrant events like the Saturday farmers market. Nearby attractions include St. Armands Circle, Lido Beach, and the award-winning Siesta Key Beach. With an assigned parking spot, extra storage, and access to Sarasota’s best, this condo is your gateway to a luxurious waterfront lifestyle. Incredible property for a primary home, a vacation home or to be used as an investment. The unit can be rented 52 times per year min 7 days. Schedule your private tour today and experience The Strand!
Listing is courtesy of: FLORIDA HOMES REALTY & MORTGAGE (904-996-9115)
Listing Agent: Gabrielle Garcia (352-321-6765)
864 41ST ST, SARASOTA, FL 34234
$449,00021 Days on yellowkey MLS ID: A4694870
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1953 Tax: $5,472 (2025)Community: Indian Beach Map OfSpa: YesSingle Family
Taxes:$5,472
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. Welcome to the highly sought-after Indian Beach neighborhood, perfectly positioned West of the Trail and just minutes from the heart of downtown Sarasota. Situated on a quiet cul-de-sac with exceptional privacy, this 3-bedroom, 2-bathroom home offers an incredible opportunity to create your own coastal retreat in one of Sarasota’s most exciting growth corridors. Inside, you’ll find an open-concept kitchen and living area filled with natural light, offering a functional layout ready for your personal touch or renovation vision. The oversized fenced backyard provides endless possibilities whether you dream of adding a pool, creating an outdoor entertaining oasis, or simply enjoying the peaceful setting beneath mature trees. Located just steps from Sarasota Jungle Gardens, Sarasota Bay, and Ringling College of Art & Design, this property also places you only 5 miles from the world-renowned sands of Lido Beach. In addition, the home benefits from close proximity to the transformative master-planned The Bay, Sarasota’s new Bayfront Park and waterfront expansion project, one of the most impactful developments shaping the future of Sarasota north of Fruitville Road Whether you are looking for a primary residence, seasonal getaway, investment property, or flip opportunity, this home offers outstanding potential in a prime Sarasota location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Cole Collins (941-350-8360)
350 S SHORE DR, SARASOTA, FL 34234
$7,480,00032 Days on yellowkey MLS ID: A4693355
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5099 Built: 1996 Tax: $39,074 (2026)Community: Sapphire Shores ResubSpa: YesSingle Family
Taxes:$39,074
Tax Year: 2026
Remarks: Imagine owning one of Sarasota Bay’s most exciting waterfront properties, where panoramic views, deep water access, and resort-style living create the kind of lifestyle people dream about but rarely find. Set on an oversized 2/3-acre lot with 172 feet of direct bay frontage, this fully renovated Sapphire Shores estate was redesigned for unforgettable entertaining and vibrant coastal living. Enjoy breathtaking panoramic views stretching across Sarasota Bay from Downtown city lights to Longboat Key, a 100-foot deep water dock with dual lifts 10,000 and 15,000 lbs, brand new seawall, resort-style pool and new spa, outdoor kitchen, multiple expansive decks, and a whole-home smart system with Sonos audio, Lutron lighting, Tesla solar power walls and charging, and security integration. Inside, the home offers five ensuite bedrooms, six-and-a-half baths, a designer kitchen with custom coffee bar, finished game room, luxurious primary suite, and walls of hurricane-rated glass that bring the water into nearly every space. With a brand new standing seam metal roof, updated systems throughout, 16-foot elevation, this property delivers the rare combination of luxury, boating lifestyle, privacy, and peace of mind. Close proximity to Downtown Sarasota, SRQ airport and only 8.4 Miles to IMG Academy. Waterfront homes like this rarely become available. Inquire with listing agent for a full list of improvements. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Brandy Sheldon (941-724-0469)
3005 Desoto Rd DESOTO RD, SARASOTA, FL 34234
$1,325,000187 Days on yellowkey MLS ID: A4675128
1 Days Off yellowkey (back on 5/27/2026)
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4342 Built: 2002 Tax: $11,165 (2024)Community: Desoto AcresSingle Family
Taxes:$11,165
Remarks: Under contract-accepting backup offers. Nestled in Sarasota's highly desirable Desoto Acres, this exceptional 4-bedroom, 3.5-bath estate offers serene living just minutes from UTC, downtown Sarasota, and premier Gulf coast beaches. Situated on nearly 2 acres of lush, private grounds, this 4,342 square foot home blends expansive indoor living space with outdoor escape and entertainment. The outdoor showpiece is the luxurious salt water infinity-edge pool, perfectly positioned to capture sunset views across the western horizon while relaxing under the solid wood pergola. Whether entertaining guests or unwinding at the end of the day, the outdoor space delivers a stunning backdrop worthy of resort style living. This custom, thoughtful layout features abundant natural light, generous living areas overlooking the infinity pool, an eat-in kitchen, and multiple gathering spaces. The home features natural travertine flooring and Taj Mahal quartzite surfaces throughout, adding a timeless, high-end aesthetic that enhances the living spaces with refined natural beauty. A perfect canvas for both relaxed family life and large-scale entertaining, this property offers a perfect balance of privacy, elegance, and resort-style living. This is Florida living at its finest — seamless indoor-outdoor flow and unforgettable views on a non-deed restricted lot.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Victor Maravi Passara (941-284-3356)
1314 GRANTHAM DR, SARASOTA, FL 34234
$310,000208 Days on yellowkey MLS ID: A4672819
0 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1769 Built: 2020Monthly Fee: $299 Tax: $3,729 (2024)Community: Bradford Manor TwnhmsTownhouse
Taxes:$3,729
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. FIRM NEW PRICE - NOW ONLY 310,000. While everyone else is settling for older outdated townhomes, this one just got even more affordable. A brand-new price on a 2020-built, move-in-ready townhome in a gated Sarasota community — modern finishes, contemporary construction, and a location that's only getting better. The home delivers everything you want: Bright open-concept living with tile floors, a granite kitchen with wood cabinetry, oversized breakfast bar, and a screened lanai that makes outdoor living effortless. Upstairs, three bedrooms, a smartly placed laundry area, and a primary suite with dual sinks, walk-in shower, and a serious walk-in closet. One-car garage, hurricane shutters, community pool and spa. Pet-friendly. No CDD fees. HOA that won't break the bank. The location is the real story. Minutes to SRQ Airport, Gulf beaches, and downtown Sarasota's restaurants and arts scene. And right next door? Gracewater — one of Sarasota's hottest new luxury developments — is already pushing values up in this corridor. You're not just buying a home, you're buying into a neighborhood on the rise. The window won't stay open long — call to schedule your private showing now.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tina Clements (941-313-4175)
941 VIRGINIA DR, SARASOTA, FL 34234
$1,500,000106 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
Remarks: A Rare Piece of Sarasota History. 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)
2121 33RD ST, SARASOTA, FL 34234
$199,90040 Days on yellowkey MLS ID: O6406141
REDUCED by $10,000 (4.8%) on 05/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1960 Tax: $1,308 (2025)Community: Newtown FarmsSingle Family
Taxes:$1,308
Remarks: Well maintained Sarasota 3BR/1BA block home featuring a brand new permitted well and pump, approximately 11-year-old roof, fresh interior and exterior paint, updated fixtures, reglazed tub and shower tile, attached laundry room, and large screened lanai. The home features a functional layout, spacious backyard, good windows, plumbing, electrical, and HVAC, along with very low annual property taxes that help keep ownership costs down. Property is on well and septic. Tenant currently in place through February 2027 paying approximately $1,700/month, providing flexibility for future plans or continued rental income. Please do not disturb tenant.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
4050 TURKS CAP PL, SARASOTA, FL 34234
$865,00063 Days on yellowkey MLS ID: TB8493607
REDUCED by $5,000 (0.6%) on 05/24/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2038 Built: 1955 Tax: $7,733 (2025)Community: Indian Beach Map OfSingle Family
Taxes:$7,733
Remarks: Step into a home that redefines privacy, design, and sophistication. Priced at $870,000, this fully renovated 3-bedroom, 3-bathroom residence with a dedicated office and pool offers a rare courtyard-style layout where indoor and outdoor living seamlessly intertwine. Enter through a private gated front courtyard, and you’re immediately welcomed by a heated pool, custom pavers, and a striking outdoor wood-burning fireplace. Cement planters with cushioned seating surround the pool, creating a relaxed resort-style setting, while a lemon tree and foliage add a natural, tranquil touch to the courtyard oasis. This is an intimate, resort-style setting designed for both private entertaining and everyday living. The oversized screened lanai extends your living space even further, creating multiple areas to relax and unwind in complete privacy. Inside, modern upgrades marry timeless design across a beautifully connected living and kitchen layout. The living room is anchored by a sleek electric fireplace and a mounted picture frame TV against a green tile backsplash, creating a refined focal point that feels both comfortable and elegant. The kitchen is equally impressive, featuring quartzite countertops, floor-to-ceiling custom cabinetry, custom dishwasher drawers, and a pot filler above the gas stove. Seamlessly integrated appliances, including a refrigerator concealed within matching cabinetry, enhance the clean, elevated aesthetic. A hidden “secret” door within the kitchen leads to a spacious laundry room and full bath, adding practicality while introducing a subtle element of surprise. The private office is another standout feature, finished with marble flooring and framed by large windows overlooking the courtyard and pool. Abundant natural light and serene views create an inspiring workspace, while French doors provide privacy when needed. New engineered wood flooring flows throughout the home, complemented by updated lighting and new hurricane impact windows and doors for peace of mind. This home offers the rare advantage of two primary suites, each refined in every detail. The main suite is a true retreat, featuring a private dry bar with a mini fridge, a fully customized 7x17 walk-in closet, and a spa-inspired bath with a soaking tub, expansive walk-in shower, heated towel rack, smart toilet, and designer finishes in warm, sophisticated tones. The second suite provides its own spacious bath and beautifully finished walk-in shower, ideal for guests or multigenerational living. The third bedroom has beautiful views of the pool through the sliding glass doors. Additional upgrades include a whole-home water filtration system, split A/C units for enhanced cooling, an attic fan, and new fencing surrounding the courtyard. Parking is abundant with a circular driveway and additional space alongside the fence, comfortably accommodating five or more vehicles. A separate outdoor shed provides convenient storage for lawn and pool equipment. Located in a quiet neighborhood just a few streets from the water, this home is a rare find in today’s market, where every detail has been carefully curated for luxury, comfort, and style. Furnishing negotiable!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Angel Blackmon (813-212-8846)
1119 40TH ST, SARASOTA, FL 34234
$299,99983 Days on yellowkey MLS ID: A4686789
REDUCED by $25,000 (7.7%) on 05/23/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1252 Built: 1959 Tax: $4,211 (2025)Community: BraeburnSingle Family
Taxes:$4,211
Remarks: Location, location, location!!! Updated solid block house (including new solid wood kitchen with quartz countertops, open floor plan), large fenced lot, quiet street, one block to a large community park, no HOA/no deed restrictions, no flood zone, boat ramp access to golf waters is within two miles! Easy maintenance, lots of natural light, great as a starter home, vacation home, short/long-term rental, or a cozy retirement destination in a pet-friendly community. Close to shopping, restaurants, downtown waterfront walk and marina, international airport, several miles to Lido Beach, St. Armands Key, Selby Botanical Gardens, museums, iconic Van Wesel Performing Arts Hall, Opera House, Ringling College of Art & Deign (walking distance), New College of Florida (honors), University of South Florida. Two neighboring new construction houses are to be sold for over 500k each. Priced to sell; VA, FHA, and conventional financing is welcome.
Listing Agent: Zulfiia Tursunova (941-228-6862)
3710 RILMA AVE, SARASOTA, FL 34234
$325,00045 Days on yellowkey MLS ID: A4692166
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1040 Built: 1949 Tax: $4,614 (2025)Community: Ford SubSingle Family
Taxes:$4,614
Remarks: One or more photo(s) has been virtually staged. Welcome to 3710 Rilma Avenue! This welcoming cottage home is conveniently located just minutes from downtown Sarasota, the Sarasota-Bradenton International Airport, New College of Florida, the University of South Florida and Ringling College of Art and Design, offering access to a range of cultural, educational and lifestyle amenities. The home features three bedrooms plus a flexible bonus room suitable for an office or additional living space. The kitchen has been updated with granite countertops and stainless-steel appliances, providing durable surfaces and modern functionality. Interior comfort is enhanced by energy-efficient double-pane windows. The exterior of the property is defined by established Clusia hedges that provide privacy, along with mature palm landscaping surrounding the residence. Additional outdoor features include an outdoor shower and an irrigation system from a well. Parking and storage options include a one-car garage, a one-car carport and additional space suitable for a boat or recreational vehicles. With no HOA or deed restrictions, this residence presents a compelling opportunity for a first-time home buyer, an investor seeking property within Sarasota city limits where short-term rentals are permitted, or anyone simply looking to relocate to beautiful Sarasota.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Christopher Takeda (941-587-4545)
1339 22ND ST, SARASOTA, FL 34234
$475,00065 Days on yellowkey MLS ID: TB8497340
REDUCED by $5,000 (1.0%) on 05/23/2026
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
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)
3301 BAY SHORE RD, SARASOTA, FL 34234
$3,995,000716 Days on yellowkey MLS ID: A4613341
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2703 Built: 1914 Tax: $9,843 (2023)Community: Indian Beach Map OfSpa: NoSingle Family
Taxes:$9,843
Tax Year: 2023
Remarks: Exotic and extremely private bay front property on the market for the first time in 40 years. In fact, this is only the third time it’s been available in 100 years. Travel back in time to find ancient oaks and large palms, Banyans, and cedars. It’s an idyllic paradise reminding us of why people have come to these shores for millennia. Even the beachfront appears unadulterated as do several others along Sarasota’s north shore. Although this is direct waterfront, most of the land is not in the flood zone creating many possibilities for new structures on or near grade. What is most unique is the 444-foot lot depth. This is almost 4 times that of other bayfront parcels being redeveloped in the area. This extreme distance provides complete privacy from Bay Shore Road and with each adjacent property a multi-acre estate, the feeling of spaciousness and seclusion is complete. Leave the world behind on the long, winding shell drive through tree canopy and lush vegetation. At “the end of the road” is the original homesite on a small bluff directly on and overlooking Sarasota Bay. Your views are of Longboat and Lido Key and out New Pass to the Gulf of Mexico. Looking south you see our bustling little city of Sarasota and the John Ringling Bridge. Enjoy sea breezes in the afternoon and sunsets all year round. The original home on property evokes a bygone era but land values, building codes and FEMA regulations point toward new construction. A parcel like this is an architects dream providing the size necessary to create what anyone might want, elevation allowing cascading terraces down to the waterfront and multiple, potential “footprints” for accessory dwellings, accessory structures and more. Bay Shore Road has become an eclectic location for the grandest homes in Sarasota. This has led to sales over 10 million dollars and have exceeded 15 million. But you could not put a price on the most spectacular neighbor, Ca’ d Zan. John Ringling’s gilded Venetian palace anchors the neighborhood to the north and downtown Sarasota is just 2 miles south. Other nearby cultural & educational institutions include the Ringling Museum of Art, the Asolo Theater of Performing Arts, the Sarasota Ballet, the Ringling College of Art & Design and our newest amenity, The Bay Park Conservancy redeveloping 53 acres of City waterfront into a world class public park.
Listing Agent: David Jennings (941-650-7354)
5221 BEECHMONT AVE, SARASOTA, FL 34234
$159,50026 Days on yellowkey MLS ID: A4694538
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 864 Built: 1973Monthly Fee: $137 Tax: $3,165 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$3,165
Remarks: Charming 2BR/2BA home with the rare benefit of private ensuite bedrooms. Freshly painted inside and out, this move-in-ready property features new luxury vinyl flooring, a new carport, and an 8x10 shed with washer, dryer, and water heater (12/25). The kitchen offers a movable island for flexible prep and entertaining space, while additional improvements include A/C replaced 7/25, newer plumbing, some newer windows, awnings, gutters, and blinds throughout. Enjoy fresh air year-round from the enclosed 9 x 14 porch. A wonderful opportunity to experience comfort, function, and value in one inviting home. 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)
528 45TH ST, SARASOTA, FL 34234
$625,000426 Days on yellowkey MLS ID: A4648996
REDUCED by $24,000 (3.7%) on 04/17/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1637 Built: 1955 Tax: $5,555 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$5,555
Remarks: O la la! Shangri-La! Fall in love at first sight! Nestled under leafy green trees, this enchanting charmer comes with a free-standing studio complete with kitchenette, full bathroom, separate entrance, and outdoor nook blooming with jasmine lingering in the breeze! Turn-key furnished! So bring your daydreams, your live-in lover, and your frolicking, fun friends! Looking for the perfect, precious AirBnb? Located within the City of Sarasota limits, which allows weekly rentals. Waltz through the front door of your fairytale cottage and be tickled pink by the soaring ceilings, original double-sided stone fireplace, handsome built-ins, cute-as-a button stained-glass windows, vintage wallpaper in breakfast nook, and peek-a-boo ferns in the sunny windows. Enjoy your morning cappuccino in your adorable, private, secret garden that awaits your fleet of pretty-pots-of-peonies-a-blooming. Transform the studio into the one and only magical museum of you! A happy haven for your playful paintings, favorite ukuleles, cuddling kitties, and love letter library! Bring your green thumb and your garden gnomes, and bask in the glory of this timeless, idyllic, unique gem. Soak in the serene ambiance of Indian Beach-Sapphire Shores whilst you meander around this charming, historic neighborhood brimming with beauty and stunning, escapee peacocks. Walk to the delightful Ringling Museum, take your kayak for a spin in the bay to admire the pelicans, or hop in your Funmobile for a beach bunny day at Lido less than 5 miles away! Float in the bewitching waves of the glorious ocean; melt with the sherbet sunset, happy and sun-kissed; clink cocktails in the violet twilight with funny friends; foxtrot into your very own fascinating fairytale. You only live once! Swoop before this dream belongs to someone else!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Autumn Beckett (941-376-6983)
5015 BARRINGTON CIR #201, SARASOTA, FL 34234
$179,90027 Days on yellowkey MLS ID: A4694338
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1982Monthly Fee: $610 Tax: $3,221 (2025)Community: Barrington WoodsVilla
Taxes:$3,221
Remarks: Fall in love with this spacious, updated 2 bedroom/2 bathroom villa in the wooded solitude community of Barrington Woods. This maintenance free unit is nestled in Sarasota’s art and museum district, minutes to downtown Sarasota and gulf beaches. New A/C, interior private laundry room, open floor plan, vaulted ceilings, granite countertops, stainless steel appliances, large eat-in kitchen, breakfast bar, lots of cabinetry, pantry, tile floors throughout and wood flooring in the primary bedroom (large walk-in closet). Screened entry/lanai with your own covered parking space along with plenty of guest parking and a community pool. Located 1 mile to Sarasota/Bradenton International Airport and New College of Florida/USF campuses, Ringling Museum of Art, Asolo Theatre, Sarasota Ballet and Sarasota’s bay front. Minutes to Centennial Park boat ramp, Van Wezel Performing Arts, area beaches, downtown Sarasota and all of the cultural activities, shopping and dining that it has to offer! This quiet and peaceful end residence has been freshly painted and is ready for you to move into.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Wendy Lewis (941-993-5708)
590 45TH ST, SARASOTA, FL 34234
$729,77755 Days on yellowkey MLS ID: A4691066
0 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1783 Built: 1960 Tax: $4,793 (2025)Community: CorwoodSingle Family
Taxes:$4,793
Remarks: Under contract-accepting backup offers. Located in the highly sought-after Sapphire Shores / Indian Beach neighborhood, this beautifully updated 3-bedroom, 2-bathroom block home sits on a spacious .23-acre corner lot just a short walk to the Ringling Museum and Sarasota Bay—perfect for enjoying evening sunsets. Inside, the home has been thoughtfully renovated from top to bottom with fresh updates throughout. Features include impact windows, new HVAC system, new hot water heater, tile flooring throughout, crown molding, new baseboards, and fully updated kitchen and bathrooms. The bathrooms offer a modern touch with floating double-sink vanities, along with nicely tiled showers and bath areas. Every detail has been refreshed, including fixtures and finishes, creating a clean and move-in-ready space. Bonus Florida room under air off the dining area and a large laundry room with extra cabinets, sink, and exterior/garage access. Step outside to a fully fenced backyard with a new paver patio, fresh landscaping, pavered walkway, and freshly painted exterior. The oversized corner lot provides plenty of room to add a pool or park your RV or boat—nice flexibility in this location. Conveniently located just minutes from University Parkway shopping and dining, downtown Sarasota, and the beaches of Lido Key or Siesta, this home offers the perfect combination of lifestyle, location, and modern updates.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
547 N SHORE DR, SARASOTA, FL 34234
$2,700,000116 Days on yellowkey MLS ID: A4682843
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3110 Built: 1928Monthly Fee: $3 Tax: $8,131 (2025)Community: Sapphire ShoresSingle Family
Taxes:$8,131
Remarks: Exquisitely restored 1926 residence in Sarasota’s historic Museum Area west of the Trail. This architectural gem is one of just 13 original platted homes in the historic Sapphire Shores subdivision. Originally built for John Ringling’s circus talent scout, this home represents one of the best examples of true Mediterranean Revival architecture on the market. Set on an oversized 0.40-acre double lot located out of the flood zone and at 15 feet of elevation, this 3,100 sq ft home comprises 3 bedrooms, 2.5 bathrooms plus a sunroom/den in the main house and a 1 bedroom 1 bath detached guest house - 3,100 sq ft in total. The home is located on one of the coveted wide streets leading to the bayfront park. The traditional Mediterranean façade is framed with lush landscaping and a circular reclaimed brick driveway leading up to a beautiful arched entryway. The current owners have invested extraordinary time, vision, and craftsmanship into restoring and refining this 101-year-old architectural treasure. True to its historic character with its elegant arched doorways to intricate tilework and exposed original tile brick, the home also benefits from thoughtful updates that support modern living without compromising its integrity. An extensive 2017 remodel created a bigger kitchen, added a butler’s pantry/laundry room, new roof, new plumbing and electric, and new bathrooms. The owners added approximately 2,000 sq ft of outdoor living space with a beautiful Spanish-inspired covered lanai with space for eating, lounging and entertaining and a large pool deck with panoramic screens. The yard is a true gardener’s paradise, featuring multiple curated garden beds, a wide variety of plant and tree species, and a beautifully designed succulent garden bordering the front of the home. The two-car garage is currently used as a workshop/workout room but can be easily converted back to a garage. This is a rare opportunity to own a piece of Sarasota’s architectural history, thoughtfully restored, beautifully enhanced, and ready for its next chapter. This beautiful home is located just south of the Ringling Museum and Asolo Theater and is a short walk from a beautiful neighborhood park by the bay where locals gather to fish, watch the sunset, practice yoga and walk their dogs. Indian Beach Sapphire Shores is 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 growing selection of independent restaurants, coffee shops, and pubs.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Bev Murray (941-724-4995)
2228 N ORANGE AVE, SARASOTA, FL 34234
$185,00033 Days on yellowkey MLS ID: O6408224
0 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1340 Built: 1925 Tax: $2,082 (2025)Community: NewtownSpa: NoSingle Family
Taxes:$2,082
Remarks: Meet 2228 N Orange Ave, a residence arranged for everyday practicality and comfortable living. The kitchen features all stainless steel appliances, complementing a primary bedroom that includes a spacious walk in closet for convenient organization. The property's exterior is enhanced by a fenced in backyard, featuring a storage shed, establishing a secure outdoor area. This home provides essential design and daily ease for you. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
3723 NORWOOD CT, SARASOTA, FL 34234
$1,245,00062 Days on yellowkey MLS ID: O6392929
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3098 Built: 2024 Tax: $11,337 (2025)Community: Indian Beach Map OfSpa: YesSingle Family
Taxes:$11,337
Remarks: Welcome to this stunning 2024-built two-story home, where modern design meets the best of Florida living. Featuring 5 spacious bedrooms and 4 full bathrooms—including a convenient pool bath with direct outdoor access—this home is thoughtfully designed for both comfort and functionality. The open-concept layout flows seamlessly into a beautiful outdoor space complete with a private pool and heated spa, creating the perfect setting for relaxing or entertaining year-round. A 2-car garage provides ample storage, while upstairs you’ll find a versatile loft area alongside a conveniently located laundry room. Ideally situated in a prime Sarasota location, this home is just 3 miles from Downtown Sarasota, 5 miles from St. Armands Circle and Lido Beach, and only 10 miles from the world-renowned Siesta Key Beach. Enjoy quick access to top-tier dining, shopping, and cultural attractions, or take a short 5-minute stroll to the Bayfront for breathtaking sunset views. Sarasota-Bradenton International Airport is also just a short drive away, making travel simple and convenient. Blending contemporary style, an unbeatable location, and seamless indoor-outdoor living, this exceptional property is perfect as a primary residence, vacation getaway, or investment opportunity.
Listing is courtesy of: CENTRAL FLORIDA GROUP REALTY LLC (407-491-8425)
Listing Agent: Jasmine Rodriguez (407-271-5176)
916 HIGHLAND ST, SARASOTA, FL 34234
$1,195,000145 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
Taxes:$12,713
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.
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