Location: Sarasota
Do Not Show Listings
1750 BENJAMIN FRANKLIN DR #10G, SARASOTA, FL 34236
$1,175,000119 Days on yellowkey MLS ID: A4680259
REDUCED by $25,000 (2.1%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1970 Tax: $9,085 (2025)Community: Key Tower SouthCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,085
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: ****There is nothing left to do. Nothing to imagine. Completed in 2022, everything has been upgraded and transformed into the most modern luxury. This high-floor corner residence on Lido Beach in the Key South Tower building has been completely transformed—from ceilings to floors—into a home where every high-end creature comfort is already in place and water views unfold from every window. The building is so modern, so perfectly updated and completed that it even has its own hurricane/surge protection system surrounding the building-- unique and impressive. You must see this condo's extraordinary views in day and at night!!! ****Panoramic vistas stretch across the Gulf of Mexico, Sarasota Bay, the Ringling Bridge, and downtown Sarasota, creating a constantly shifting backdrop of light, water, and skyline. Set within a Lido Beach building that has already been elevated to the highest modern building standards, this residence offers peace of mind. The HOA’s abundant reserves reinforce the sense of security -- owners love living here. Inside, porcelain tile flows throughout, complemented by all-new ceilings and modern lighting that set a sophisticated, contemporary tone. ****The kitchen is both elegant and functional, featuring abundant new wood cabinetry, quartz countertops, and new appliances—designed for everything from casual mornings to elevated entertaining. The primary suite is a private sanctuary, framed by water views and finished with the finest luxury tile. It offers a walk-in closet, an ensuite bath with a walk-in shower, and thoughtful storage. The guest suite is equally impressive, with new tile, a walk-in closet, and beautiful views of the Intracoastal Waterway and downtown Sarasota. Spacious enough for a king bed, it also features its own walk-in shower, making it ideal for guests who appreciate comfort and privacy. ****Beyond the residence, Key Tower South has been fully reimagined, with the lobby and common areas completely renovated in 2025. Residents enjoy 220 feet of private Gulf frontage, a heated beachfront pool, expansive sundeck, direct beach access, saunas, a fitness room, library, bike storage, and on-site management—resort-level amenities without the crowds. ****This is not simply a condo. It is a fully realized beachfront lifestyle—elegant, effortless, and complete. Call now for a private showing. Prefer to experience it from afar? Drone footage and immersive fly-throughs are available.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Meredith Van Vaals (612-716-4784)
4708 VIGNETTE WAY, SARASOTA, FL 34240
$274,00039 Days on yellowkey MLS ID: N6144033
REDUCED by $25,000 (8.4%) on 05/21/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1758 Built: 2018Monthly Fee: $127 Tax: $2,598 (2025)Community: Artistry Ph 1ATownhouse
Taxes:$2,598
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. PRICE ADJUSTMENT!!! How does an assumable loan with a 2.75% interest rate sound to you? Take advantage of just that with the purchase of this fabulous property! Welcome to a home that combines everyday functionality and a location that keeps you close to everything Sarasota has to offer. Built in 2018, this thoughtfully designed residence offers 3 bedrooms, 2.5 bathrooms, and 1,758 square feet of well-utilized living space, making it an ideal fit for those looking to simplify without sacrificing style or comfort. Step inside to an open-concept layout that creates a natural flow between the kitchen, dining, and living areas. The kitchen serves as the heart of the home, offering ample cabinetry, generous counter space, and a layout that makes both daily routines and entertaining feel effortless. Whether hosting friends or enjoying a quiet night in, the main living space is designed to adapt to your lifestyle. Upstairs, the bedroom layout provides a sense of separation and privacy, with a spacious primary suite that offers a comfortable retreat at the end of the day. Additional bedrooms provide flexibility for guests, a home office, or hobbies. One of the standout features of this home is the quiet lanai space, perfect for morning coffee, evening relaxation, or enjoying Florida’s year-round outdoor living. It offers a peaceful extension of the home without the maintenance of a larger outdoor area. Located in a convenient Sarasota setting, this home places you within easy reach of shopping, dining, and daily essentials while still offering a sense of calm and neighborhood appeal. New homeowners may wish to install their own preferred flooring and home is priced accordingly. For those seeking a newer built home, a functional layout, and a location that supports an easy lifestyle, this property presents a strong opportunity to step into homeownership with confidence. *** Reach out to the lender for more details on the assumable loan option.
Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Stephanie Ham (941-661-1462)
4035 S SCHOOL AVE #B3, SARASOTA, FL 34231
$90,00011 Days on yellowkey MLS ID: N6144411
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 561 Built: 1972 Tax: $1,909 (2025)Community: Oakwood GardensSpa: NoCondo
Taxes:$1,909
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Discover the perfect blend of convenience, comfort, and investment potential in the heart of one of Sarasota’s best areas – just minutes from everything you love about this vibrant coastal city, with highly rated schools nearby! This charming first-floor 1-bedroom, 1-bath condo features easy-care tile flooring throughout, a relaxing pool view, and is clean, freshly updated, and truly move-in ready. Centrally located in such a prime spot for the ultimate Sarasota lifestyle, it’s within 2-3 blocks to Trader Joe’s and the newly built Bath & Racquet Residences & Club with limited public memberships to the fitness center, pool, pickleball, and tennis courts. Plus, it’s less than 2 miles to world-famous Siesta Key and a quick drive to Sarasota Memorial Hospital and downtown Sarasota. Enjoy community perks like a sparkling community pool, assigned parking plus ample guest spaces. Low-maintenance living with HOA fees covering: common area maintenance and taxes, community pool, reserve fund, cable, water/sewer, internet, pest control, and more essentials for worry-free ownership! All ages welcome – no restrictions! There is a reserved parking space (#16) and community laundry room, both are located by the community mailboxes. Fantastic rental opportunity: No waiting period to lease, with a quick rental approval required, and a 6-month minimum lease. The Reality Staged furniture and decor is available for a buyer to purchase direct from the vendors. A link to purchase the items can be made available. Don’t miss this rare opportunity to own a $90k gem in a prime location!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Michelle Hupp (941-773-5464)
3416 W CHELMSFORD CT #2, SARASOTA, FL 34235
$420,000509 Days on yellowkey MLS ID: A4634668
3 Days Off yellowkey (back on 5/26/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 1990 Tax: $4,165 (2023)Community: The MeadowsVilla
Taxes:$4,165
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2023
Remarks: This beautiful villa sits at the end of a dead-end street, a few steps from the community pool and has stunning lake and golf course views. As you enter the walkway you are greeted by a gated entry gaining access to the front loggia that is accented with pavers and leads to your private entrance. The grand foyer is large and is the perfect space to display your art or family heirlooms. The kitchen has been professionally updated with stunning finishes and features high-end appliances. There is an office or den off the kitchen through dual pocket tiffany doors. The guest bedroom is spacious and provides a view to the front lanai. The living room and dining room provide for gracious living and entertaining allowing expansive views of the golf course and lake. Golf views are also from the primary suite with its large bathroom and walk-in closet. This home features high ceilings throughout, extensive levels of crown moldings, elegant features and finishes and is perfect for year-round living or as a wonderful getaway home for seasonal or frequent visitors.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
9924 CRYSTAL ISLE CIR, SARASOTA, FL 34241
$559,00061 Days on yellowkey MLS ID: A4688051
REDUCED by $6,000 (1.1%) on 05/26/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2188 Built: 2024Monthly Fee: $307 Tax: $6,768 (2025)Community: Grand Park Ph 2 RepSingle Family
Taxes:$6,768
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: 18K Price enhancement. Let's Go! Practically new with a beautiful view! Make your way to Grand Park by Neal Communities, a masterfully designed amenity rich community, and soak in the charm the moment your enter. Meander through expansive green areas, pass state of the art amenities, and find your way home. This lovely home perches on a long view waterfront that is private and boasts western exposure for colorful evening skies. Nearly 2,200 sf is comprised 3 bedrooms upstairs, a loft, a flex room and a rare opportunity for the 3 car tandem garage. Fantastic curb appeal welcomes you home. The first floor is all about the living space. Open concept with enormous great room that connects to an open dining room and kitchen that is light and bright all with views to the blue outback. Kitchen has modern quartz, extended island with counter top seating, stainless steel appliances, gas stove, and slider access to the covered patio. Also you'll find a flex room with French doors that can be used for anything, walk in pantry, breeze room, and wood look planking flows throughout the home. Take to the upstairs where your loft is centered amongst the bedrooms. Large ensuite with dual vanities and walk in shower. Dedicated laundry centrally located for added convenience. Find something for everyone in Grand Park. Incredible location, minutes from the interstate and a dream list of things to do from swimming to basketball, pickle ball, tennis, dog parks, soccer fields, workout center, playgrounds, clubhouse, greens spaces connected by trails, tons of activities and all of this is within walking distance to your front door. A rated Sky Ranch K-8 school with top notch STEAM program just minutes away. Come visit today by scheduling a private showing.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Joseph Patoray, Llc (941-448-8971)
35 SANDY COVE RD #2A, SARASOTA, FL 34242
$925,000244 Days on yellowkey MLS ID: A4653716
1 Days Off yellowkey (back on 5/26/2026)
REDUCED by $50,000 (5.1%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1254 Built: 1970 Tax: $7,373 (2025)Community: Sandy CoveCondo
Taxes:$7,373
Remarks: Sandy Cove – Mid-Century Modern Gulf Front Paradise: Period-preserved mid-century architecture meets breathtaking Gulf front water views in this exceptional Siesta Key residence. Located in Sandy Cove, a hidden gem and distinguished 1970s development of villas and mid-rises, this fifth-floor residence offers a panoramic vista over Big Pass to Lido, Bird Key, and downtown Sarasota—a guaranteed "wow" moment. Sandy Cove Condos was designed in 1969 by Frank Folsom Smith with James Holliday and James Durden, earning a 1970 AIA Florida Award for architectural excellence. This light-filled, architecturally preserved residence is over 1,200 square feet with two bedrooms, two bathrooms, and a thoughtful split floor plan. Upon arrival, you're greeted by a charming garden courtyard that offers a glimpse into the home. Step inside and be captivated by the spectacular living room featuring soaring vaulted ceilings that provide ample natural light and an airy, open ambiance. Enjoy breathtaking Gulf water views from your living room and kitchen sliders, which open seamlessly to your private patio. The sliders pull back to welcome Gulf breezes throughout the entire residence, connecting to several delightful porches and patios—including an additional private palm tree patio with IPE decking. A rare and highly coveted feature: this residence includes a private one-car garage. Gulf front residences in Sandy Cove rarely become available, making this a unique chance to own a piece of Siesta Key's architectural history. The home has potential to be sold furnished and is offered in as-is condition, presenting an opportunity for buyers to customize their personal vision. Ideally situated close to Siesta Key Village—just a short distance away, this truly unique location offers a natural private beach exclusive to the community, along with a fishing pier. Come see this truly "if you know, you know" treasure on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
800 N TAMIAMI TRL #815, SARASOTA, FL 34236
$975,000140 Days on yellowkey MLS ID: A4676300
REDUCED by $50,000 (4.9%) on 05/15/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1323 Built: 2007Monthly Fee: $1,328 Tax: $10,115 (2025)Community: AlinariSpa: YesCondo
Taxes:$10,115
Elementary School: Alta Vista Elementary
Remarks: Immerse yourself in the vibrant energy of Sarasota’s coveted Rosemary District, where an inspired coastal lifestyle unfolds just beyond your doorstep. Perfectly positioned, moments from The Bay Sarasota and The Quay Sarasota, this residence offers effortless access to the city’s most exciting transformation – lush bayfront greenspaces, scenic walking paths, a new pier, and curated waterfront experiences including free concerts, yoga, and even a kayak launch. Right at your doorstep you will discover a dynamic collection of Rosemary District café’s, acclaimed restaurants, artisan bakeries, and boutique shops, all contributing to a walkable, cultured, and endlessly engaging lifestyle. From morning rituals to sunset dinners along the bay, this residence, set within Alinari at Rosemary Place, invites you to experience Sarasota at its finest. Framed by breathtaking true full water frontage views that stretch across Sarasota Bay and beyond, this beautifully redesigned two-bedroom, two-bath residence captures unobstructed westerly vistas from its highly desirable eighth-floor position in the south tower, where natural light pours in and sunset gazing becomes a daily ritual. The interiors have been thoughtfully re-imagined with a clean, modern aesthetic, featuring wide plank luxury flooring, quartz surfaces, new modern fixtures, and a cohesive move-in ready design. The open layout enhances the connection to the water, while a rare walk-in laundry room and additional flex storage space add everyday convenience. The primary suite offers a serene retreat with a walk-in closet and a well-appointed, fully customized en-suite bath, while the second bedroom is equally versatile for guests or a home office – each space sharing in the residence’s captivating views. Alinari presents a refined residential experience with amenities beyond expectation. Enjoy the privacy of a 3rd floor Olympic length pool and deck where recreation and relaxation can easily be found. The state-of-the art fitness center, modern and fully upgraded theater, business center, guest suites, game room, gated entry garage, 24-hour concierge and on-site security, are just a small sample of Alinari features and lifestyle. Unique to the property you will enjoy a beautifully landscaped 35,000 sq ft gated recreational space that is for the exclusive enjoyment of Alinari owners and their pets. With strong reserves, no current assessments, and elevated construction in Flood Zone X, the building offers peace of mind and enduring value. Complete with two garage parking spaces and climate-controlled storage, this residence is a rare opportunity to enjoy downtown Sarasota living at the intersection of culture, convenience, and sweeping waterfront beauty.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Moriah Taliaferro (941-504-9910)
5021 BARRINGTON CIR #302, SARASOTA, FL 34234
$160,000230 Days on yellowkey MLS ID: A4663516
REDUCED by $15,000 (8.6%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1982Monthly Fee: $599 Tax: $2,471 (2024)Community: Barrington WoodsVilla
Taxes:$2,471
Elementary School: Emma E. Booker Elementary
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Embrace the ultimate Sarasota lifestyle in this beautifully maintained 2-bedroom, 2-bathroom villa, perfectly situated in a secure fenced community and featuring elegant, vaulted ceilings and two private screened lanais for enjoying the beautiful Florida weather. This property offers a low-maintenance, resort-style experience with a fantastic community pool and a dedicated carport for convenient parking. The villa's outstanding location provides quick access to both necessities and leisure: it's just minutes from Sarasota-Bradenton International Airport (SRQ), a short drive to the famous Gulf beaches, and centrally located near esteemed institutions like New College and the Ringling School of Art and Design. It's an ideal retreat for anyone seeking the perfect blend of security, comfort, and immediate proximity to Downtown Sarasota's rich scene of arts and culture.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kelly Oatsvall (941-447-7256)
1844 MARBETH ST, SARASOTA, FL 34231
$425,0006 Days on yellowkey MLS ID: A4694572
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1679 Built: 1979 Tax: $3,869 (2025)Community: North Vamo Sub 2Spa: NoHalf Duplex
Taxes:$3,869
Elementary School: None
High School: None
Middle School: None
Remarks: DUPLEX... One Building with two units with 2 bedrooms and 1 bath each. Both units have a separate driveway and separate carport and a laundry closet in the carport. Addresses are 1844 and 1846 MARBETH Street. The tenant in 1844 pays $1700/Month and the tenant in 1846 is month to month and pays $1,800/month. The building is on septic tank AND County water with one meter...(the landlord pays the low water bill without a sewer bill.). back yard is fenced. Each unit's electric is metered separately and tenant pays electric bill.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
4304 MIDLAND RD, SARASOTA, FL 34231
$340,00033 Days on yellowkey MLS ID: TB8502989
REDUCED by $34,900 (9.3%) on 05/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1447 Built: 1952 Tax: $3,143 (2025)Community: Floral Park HomesteadsSpa: YesSingle Family
Taxes:$3,143
Elementary School: Wilkinson Elementary
Remarks: This meticulously maintained 3-bedroom residence offers the ideal blend of vintage Florida character and high-quality contemporary improvements—all in a prime Sarasota location. Metal roof (2011), new HVAC system (2023), and tankless water heater (2020). Original wall planking replaced with new Sheetrock and insulation to improve energy efficiency. New flooring installed in 2020 flows throughout the open-concept living areas. Private fenced backyard with a sparkling pool (2019) and an above-ground heated spa—perfect for year-round enjoyment. Conveniently situated near Sarasota’s most desirable destinations. Approximately 5 miles to the world-renowned Siesta Key Beach; it is also close to Lido Key Beach. Minutes to St. Armands Circle and Downtown Sarasota’s vibrant restaurant and cultural scene. Near major retailers, grocery stores, and the shops along Bee Ridge Road and Southside Village. Just around the corner from Bee Ridge Park with green space, playgrounds, and community activities.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Brenda Olivas (407-280-0208)
4321 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$890,00018 Days on yellowkey MLS ID: O6405845
REDUCED by $40,000 (4.3%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1602 Built: 1972 Tax: $2,392 (2025)Community: Flora VillaSingle Family
Taxes:$2,392
Remarks: Welcome to this charming 3-bedroom, 2-bath home located in the heart of Sarasota! This inviting residence features a bright and spacious layout with a versatile Florida room for relaxing, entertaining, or working from home. The open living and dining areas flow naturally, creating a warm and comfortable atmosphere. Enjoy the convenience of a central location just minutes from shopping, dining, and Sarasota’s beautiful beaches. Whether you are a first-time homebuyer, seasonal resident, or investor, this property presents excellent potential in a highly desirable area. Don’t miss the chance to own this Sarasota home.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
4981 PEBBLE BEACH AVE, SARASOTA, FL 34234
$115,000165 Days on yellowkey MLS ID: A4675730
REDUCED by $5,000 (4.2%) on 05/26/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 500 Built: 1960Monthly Fee: $140 Tax: $2,789 (2025)Community: Tri-Par EstatesMobile Home
Taxes:$2,789
Remarks: Welcome to your slice of Florida paradise in a peaceful yet vibrant 55+ community just minutes from downtown Sarasota. This charming 2-bedroom, 1-bath mobile home offers exceptional value with thoughtfully designed additions that nearly double the original square footage—creating flexible living space perfect for relaxing, entertaining, or hosting visiting family and friends. Inside, you’ll appreciate the newer vinyl flooring throughout and the peace of mind that comes with a new roof. The expanded layout provides room to spread out while still feeling cozy and inviting, making this home ideal for full-time living or a comfortable winter retreat. Step outside your door and enjoy an active, resort-style lifestyle. The community features a fitness center, heated pool and spa, pickleball and tennis courts, shuffleboard, mini golf, and a welcoming clubhouse with social activities year-round. Whether you’re looking to stay active, meet new friends, or simply unwind in the Florida sunshine, this community has it all. Conveniently located close to downtown Sarasota, shopping, dining, beaches, and cultural attractions, this home offers the perfect balance of fun, relaxation, and location. Come see why so many choose this community as their happy place—especially during the winter months.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (941-706-2142)
Listing Agent: Dakotah Grant (941-228-0758)
1802 ROBINHOOD ST, SARASOTA, FL 34231
$675,00046 Days on yellowkey MLS ID: A4689759
REDUCED by $24,000 (3.4%) on 05/26/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1440 Built: 1970 Tax: $4,146 (2025)Community: South Highland Amd OfSpa: NoApartment
Taxes:$4,146
Remarks: Fully renovated, income-producing duplex in a prime Sarasota location, perfect for investors or owner-occupants! This property has been completely redone with all work permitted, offering true peace of mind and zero deferred maintenance. Major upgrades include a new shingle roof, new AC systems, full electrical rewire, new plumbing, and impact-rated windows and doors for hurricane protection. Both units feature modern, move-in-ready interiors with tile flooring throughout, new drywall, updated cabinetry, and stainless steel appliances, making this a turnkey opportunity ready for immediate occupancy or rental. Situated on a quiet dead-end street, this property offers privacy while still being close to everything. Conveniently located just 3.8 miles to the beach and only 2.4 miles to Sarasota Memorial Hospital, with easy access to shopping, dining, and popular local restaurants, an ideal setup for strong and consistent rental demand. Whether you're looking to house hack, short- or long-term rent, or expand your portfolio, this fully upgraded duplex checks every box.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
2945 UPPER TANGELO DR, SARASOTA, FL 34239
$660,00035 Days on yellowkey MLS ID: A4690742
REDUCED by $35,000 (5.0%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1439 Built: 1960 Tax: $6,132 (2025)Community: South GateSpa: NoSingle Family
Taxes:$6,132
Remarks: A rare offering within Sarasota’s desirable South Gate community, this meticulously restored Atomic Ranch embodies the essence of authentic Mid-Century Modern design. Revered as one of the foundational architectural styles of the 20th century, this residence has been thoughtfully preserved and elevated by discerning owners who understood the importance of honoring its original integrity. Ideally positioned in the heart of Sarasota, the home offers effortless access to world-class beaches, premier shopping and dining, top-rated schools, Sarasota Memorial Hospital, and the vibrant downtown district. The residence unfolds with a seamless, open-concept design, featuring three spacious bedrooms and two bathrooms, an inviting eat-in kitchen area, and expansive living areas designed for both comfort and entertaining. Walls of vintage sliding glass doors dissolve the boundary between indoors and out, opening to a generous pool terrace. Both covered and open-air, this creates a true indoor-outdoor lifestyle synonymous with classic Florida modernism. Authentic details remain beautifully intact, including original terrazzo flooring throughout, vintage architectural elements, and curated mid-century finishes that speak to the home’s heritage. An oversized garage, along with substantial fenced exterior space, provides flexibility for additional parking, including room for a boat or recreational vehicles. The home has been featured on Sarasota’s renowned “MOD Tour,” celebrated for its originality and preservation. As noted during the tour, the residence showcases vintage sliding glass walls, vibrant period kitchens and baths, and a fluid connection to the pool area. Carefully selected furnishings that reflect the era enhance the spirit of 1960s design. This is a truly special opportunity to own a piece of architectural history. Thoughtfully restored, exceptionally located, and ready to be experienced.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
1173 MYRTLE ST, SARASOTA, FL 34234
$375,000236 Days on yellowkey MLS ID: TB8436061
REDUCED by $14,900 (3.8%) on 05/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1950 Tax: $4,523 (2024)Community: Ford SubSingle Family
Taxes:$4,523
Remarks: Under contract-accepting backup offers. **SHORT TERM RENTALS PERMITTED** This beautiful property is conveniently located within the city limits of Sarasota, allowing for short-term rentals with a minimum of 7 days—offering a lucrative opportunity for investors. This updated home highlights a 3-bedroom, 2-bath layout featuring a separate primary suite complete with a luxurious new bathroom and kitchenette, providing the perfect setup if this space is used as a separate 1-bedroom, 1-bath studio—ideal for high-demand rentals in the area. Option #2 offers an incredible family retreat with plenty of privacy and a resort getaway feel right at home. With its own separate entrance, this flexible space also doubles as a fantastic in-law suite. 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, play area, or space for 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—featuring 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)
8923 BLOOMFIELD BLVD, SARASOTA, FL 34238
$1,095,00012 Days on yellowkey MLS ID: A4692718
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3191 Built: 2000Monthly Fee: $310 Tax: $8,433 (2025)Community: Silver Oak,Spa: YesSingle Family
Taxes:$8,433
Remarks: Under contract-accepting backup offers. Architectural elegance abounds in this John Cannon custom built pool home in Silver Oak on Palmer ranch. Situated on a very private & quiet lot backed by pond view & acres of protected preserve. Nearly 3200 sq. ft. under air features 4 bedrooms plus an office with built in desk area & 3 full baths. You will enjoy the expansive primary bedroom. The current owners have spared no expense in recent upgrades including a new tile roof in 2019, 2 new AC systems, pool/spa updated with new PebbleTec finish, new stairs & railings, LED lanai lights & more. Paver brick lanai with new outdoor kitchen. Upon entering this home you will be greeted by soaring ceilings, artistic trays & architectural details indicative of John Cannon Homes. Family room features gas fireplace, fully pocketing sliders opening the entire family room up to the outside lanai. New Cambria counters in kitchen & DR, kitchen island at counter height & upgraded stainless steel appliances. Hurricane protection throughout for low insurance costs. Over size side entry 3 car garage. Pool cage upgraded with no-see-um screens & stronger structural integrity. Many other upgrades to please the most discriminating buyers. Located in the heart of Palmer Ranch near shopping, Legacy Bike Trail & world famous Siesta Key Beach.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Cynthia Bowers (941-650-4808)
4811 WOODBROOK DR, SARASOTA, FL 34243
$354,999370 Days on yellowkey MLS ID: A4652272
REDUCED by $5,000 (1.4%) on 04/03/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1516 Built: 2012Monthly Fee: $173 Tax: $4,817 (2025)Community: Woodbrook Ph ISingle Family
Taxes:$4,817
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: One or more photo(s) has been virtually staged. This beautiful Key West–style courtyard home in the highly desirable gated community of Woodbrook offers exceptional value with over $35,000 in recent improvements and updated mechanicals throughout. Ideally located on a premium lot directly across from open green space, this two-story residence features a rare and versatile layout with two private en-suite bedrooms, making it ideal for guests, multi-generational living, or a dedicated work-from-home setup. The bright, open-concept main level showcases 18"x18" tile flooring throughout the living, dining, and kitchen areas, along with a well-appointed kitchen featuring Cumberland cherry wood cabinetry, solid-surface countertops, new stainless-steel appliances, a large center island, breakfast bar, and a spacious walk-in pantry. A convenient half bath and laundry closet with newer washer and dryer complete the first floor. Upstairs, both bedrooms are generously sized with full baths, including a spacious primary suite with vaulted ceilings, an oversized walk-in closet, and a private balcony overlooking peaceful green-space views; carpeting was updated in 2022. The private brick-paved courtyard offers an ideal outdoor retreat for dining, relaxing, or gardening and provides direct access to the detached two-car garage with its own A/C and additional storage. Recent upgrades include a Trane HVAC system (2024), ductwork cleaning and sealing (2025), new ceiling fans (2024), a new hot water heater (11/2025), an updated electrical panel (2026), and window seal replaced 4/26, allowing for true move-in-ready convenience. Residents of Woodbrook enjoy low HOA fees, no CDD, and access to resort-style amenities including a pool, spa, cabana, grills, playground, and park, all just minutes from UTC, Lakewood Ranch, downtown Sarasota, Nathan Benderson Park, I-75, golf, shopping, dining, St. Barbara’s, and the Gulf beaches. Will consider a lease option. Home is currently under contract to lease as of June 15.
Listing Agent: Lynn Clement (941-650-1138)
1404 KENILWORTH ST, SARASOTA, FL 34231
$5,200,000137 Days on yellowkey MLS ID: A4672697
REDUCED by $450,000 (8.0%) on 04/06/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5428 Built: 2007Monthly Fee: $333 Tax: $52,740 (2024)Community: Oyster Bay LandingsSpa: YesSingle Family
Taxes:$52,740
Remarks: Privately positioned in gated Oyster Bay Landings with water views stretching down a short canal to Sarasota Bay, this stunning iconic masterpiece from world-renowned architect Guy Peterson is a breathtaking example of the Sarasota School of Architecture’s style and vision. A comfortable modernistic ambiance flows freely throughout the 5,428 sq. ft. of open living where walls of glass capture spectacular displays of the cerulean blue water and evening skies of fiery beauty. No detail has been overlooked. No expense has been spared. Architecturally striking, this 4-bedroom, 4.5-bath waterfront residence is the ultimate indulgence offering rarity, cachet and grandeur. Dock with 2 lifts is conveniently situated on a waterway unencumbered by any bridge. Floor to ceiling windows frame expansive vistas and abundant natural light complements the thoughtfully-appointed and expertly-planned space. Over 4,000 square feet of outdoor area is inviting and festive, and presents unique vantage points to deliver an exhilarating experience. Expansive terraces promote seamless indoor-outdoor living. Covered entertaining is abundant among the verdant tropical gardens and immaculately manicured grounds. Resort-style amenities including an elevator, courtyard with fire pit and heated pool/spa, and breathtaking reflecting pool with fountain. The stunning kitchen is a culinary delight and complemented by an extravagant amenities package of top-tier appliances, island with seating for 6, 20-ft. long counter for 2 desk workstations, side-by-side but separate refrigerator and freezer, 2 dishwashers, and deep walk-in pantry. The family room is equipped with built-in entertainment wall and opens to a waterfront patio with outdoor cooking center. The great room has travertine floors and cypress ceiling detail, and the office provides a desk with stone countertops and plenty of solid wood cabinetry. A 400-bottle wine room is the highlight of the gaming area with wet bar, electric shades and unique glass chandelier. On the second level are spa-inspired en-suite bedrooms with custom closet systems and elevated ceilings. A 30-ft. bridge leads to the master wing highlighted by incredible water views, sitting room with morning bar, and home gym/office. The primary bath creates an immersive experience with a 16-ft. long dressing hall with a wall of built-ins and mirrors, large walk-in specialty closet, multi-faceted shower, deep soaker Jacuzzi tub, separate bidet and laundry chute. In addition, there are two laundry areas, an elevator from ground level to the 2nd and 3rd floors, Creston music and lighting system, Generac generator, and 4-car garage. In one of Sarasota’s most coveted locations along the waterfront, this home redefines coastal living is just minutes from beaches, golf, fine dining and downtown Sarasota’s beloved arts and cultural offerings. When scheduling your exclusive tour of this amazing MODERN waterfront estate, make sure to allow plenty of time for exploring its incredible features, both inside and out. It must be seen in person to be fully appreciated. Even the most discerning buyer will fall in love!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
2989 GREENBRIAR ST, SARASOTA, FL 34237
$445,00020 Days on yellowkey MLS ID: TB8507802
2 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1237 Built: 1956 Tax: $843 (2025)Community: Greenbriar Homes 1St AddSingle Family
Taxes:$843
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated TRUE MID CENTURY MODERN three-bedroom, two-bathroom home in Sarasota, where modern upgrades and thoughtful design come together to create a move-in-ready retreat. With a 2021 water heater, 2019 AC, and updates throughout the entire home, including brand-new luxury vinyl plank flooring, a completely renovated kitchen and bathrooms, new fixtures, and fresh landscaping, this property offers stylish living inside and out. An inviting, large front porch and new front door welcome you into a light and bright interior featuring an open floor plan. The spacious living room and dining room combination flows seamlessly into the stunning brand-new kitchen, designed with both functionality and style in mind. The kitchen features stainless steel appliances, a striking waterfall peninsula, new backsplash, and modern cabinetry, creating the perfect space for cooking, entertaining, and gathering. Both bathrooms have been fully renovated with new vanities, mirrors, lighting, and beautifully tiled showers with updated hardware. The primary suite offers double closets for ample storage and a private en-suite bathroom with a modern tiled shower, a lighted mirror, and new vanity. The additional bedrooms are nicely sized and share a fully updated bathroom with a tub/shower combination. Modern ceiling fans throughout the home add comfort, while the open layout enhances the bright, airy feel of the living spaces. Outside, enjoy a large fenced backyard with plenty of room for outdoor entertaining, gardening, or relaxing in the Florida sunshine. The home also features carport parking and additional storage space with A/C, providing flexibility for hobbies, storage, or workspace. Ideally located close to parks, dining options, and zoned schools, this home is also just 20 minutes from the vibrant shopping and dining of St. Armands Circle and the beautiful sands of Lido Key Beach. Enjoy the perfect combination of modern upgrades, comfort, and convenient Sarasota living. Schedule your showing today!
Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)
Listing Agent: Ryan Scott (410-402-3550)
2156 ORCHID ST, SARASOTA, FL 34239
$899,000278 Days on yellowkey MLS ID: A4663262
REDUCED by $51,000 (5.4%) on 05/26/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1850 Built: 2024 Tax: $3,119 (2024)Community: South GateSpa: YesSingle Family
Taxes:$3,119
Remarks: If you’re looking for a true “wow” factor, this stunning new-construction residence delivers. This custom-designed home combines luxury finishes with thoughtful functionality. Step inside to soaring 16-foot ceilings and dramatic exposed beams in the great room, creating an impressive sense of space. The chef’s kitchen is the centerpiece, featuring a striking brown agate back-lit island, granite countertops, modern cabinetry with pullouts and utensil organizers, an eight-burner professional range with bread and baking oven, custom vent hood, and upscale appliances—perfect for entertaining. Throughout the home, you’ll find large-format tile floors, custom window treatments, and the option to purchase designer furnishings. Offering 3 spacious bedrooms and 2.5 baths, this residence blends style and comfort seamlessly. Outdoor living is just as impressive, with a brand-new modern pool and pool cage (completed August 2024), a Jacuzzi brand hot tub, and a private outdoor shower with hot and cold water. The property is professionally landscaped, freshly painted inside and out (August 2025), and boasts impact windows and doors, ensuring safety, efficiency, and some of the lowest homeowners insurance rates available. Additional highlights include a tankless gas water heater, gas and electric dryer connections, and no flood zone location. Situated on one of Sarasota’s highly coveted “Flower Streets,” this property offers rare flexibility: the City of Sarasota permits 7-night minimum rentals, and the home is not subject to Southgate deed restrictions. Just 1 mile south of Sarasota’s luxury waterfront downtown, and less than 3 miles to the world-famous Siesta Key Beach, the home is also walkable to Conner’s Steakhouse, Baker & Wife, shopping, dining, banks, and groceries—all tucked away on a quiet dead-end street.
Listing is courtesy of: CLUB REALTY (941-726-2677)
Listing Agent: Brooke O'Malley (941-726-2677)
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