Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
5600 BENTGRASS DR #8-103, SARASOTA, FL 34235
$299,90043 Days on yellowkey MLS ID: A4690723
REDUCED by $5,100 (1.7%) on 05/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1615 Built: 2002 Tax: $3,183 (2025)Community: Las Palmas Of SarasotaTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,183
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: This property is an ideal choice for both those seeking a new home and savvy investors looking for a promising opportunity. Step into the Las Palmas townhouse, where three spacious bedrooms and two modern bathrooms await. The home has been thoughtfully upgraded with a brand-new roof and new windows, along with fully renovated bathrooms and an updated kitchen featuring granite countertops and new stainless steel appliances, offering both style and functionality. Enjoy resort-style amenities including two heated pools, a vibrant clubhouse, a relaxing spa, tennis courts, a state-of-the-art fitness center, and a billiards room. Perfectly positioned near University Parkway, I-75, UTC Mall, top restaurants, shopping, the airport, Nathan Benderson Park, and the new Mote Marine Aquarium, this home puts the best of the area at your doorstep.. With reliable tenants already in place, this townhouse stands out as an exceptional investment opportunity. Land, Site, and Tax Information
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Naty Gomes (941-822-9433)
2636 HIDDEN LAKE DR N #H, SARASOTA, FL 34237
$139,000133 Days on yellowkey MLS ID: A4679045
REDUCED by $3,000 (2.1%) on 05/15/2026
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 523 Built: 1974 Tax: $1,229 (2025)Community: Hidden Lake VillageCondo
Taxes:$1,229
Elementary School: Tuttle Elementary
Remarks: New price and refreshed presentation on this clean, move-in-ready studio in Hidden Lake Village. This light, efficient floor plan offers low-maintenance living in a central Sarasota location just minutes to downtown, beaches, and shopping. The open layout, screened lanai, and peaceful courtyard setting make this an easy property to enjoy or add to your rental portfolio. Investors will appreciate the steady rental demand, low carrying costs, and community amenities including two pools, tennis courts, fitness center, clubhouse, and on-site laundry. With updated flooring, solid surface counters, and assigned parking, this is one of the most affordable opportunities in Sarasota with long-term upside. A great option for a first home, seasonal retreat, or income property.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Greg Dudley (240-461-7460)
7775 ULIVA WAY, SARASOTA, FL 34238
$635,00075 Days on yellowkey MLS ID: A4686569
1 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2005Monthly Fee: $491 Tax: $3,881 (2025)Community: VillagewalkSpa: NoSingle Family
Taxes:$3,881
Elementary School: Ashton Elementary
High School: Riverview High
Remarks: One or more photo(s) has been virtually staged. A NEW TILE ROOF - JUST INSTALLED! - Beautiful Large Tiled Lanai with waterview and two elevated plant boxes and fountain, with eastern sunrises. This home has been thoroughly cleaned with updates including Whirlpool Stainless Steel appliances, crown molding throughout, Plantation shutters and built in bookcases in den, plantation shutters in 2nd & 3rd bedrooms, bright white tile throughout living area, pull out shelving in kitchen, raised Commodes, Samsung Washer & Dryer, Hot Water Heater (2018), cabinets in garage, central vacuum, super clean and move in ready. Accordion Shutters for the best hurricane protection. Village Walk is a wonderful unique community, built hurricane safe with poured concrete walls and foundations. Every home in Village Walk is considered to be a Single Family Home, roofs are tied down to the structures, per the Florida Building Codes and considered to be above average. Inspectors, roofers and Insurance agents that are familiar with Village Walk will share this information with you. Village Walk is in Flood Zone X, an area that is determined to have a very low chance of flooding. FEMA updated, 8/2/24. Flood Zone provided by Sarasota County Tax reports. Evacuation zone X, flood insurance is not mandatory, but flood insurance is available. Village Walk power lines are underground with a Sarasota Fire Department just down Honore, rarely losing power. Amenities include 24 hr guarded gate, geo-thermal heated and cooled lap & lagoon pools, six Har-Tru Tennis courts, Pickle ball, Bocce' Ball and Basketball courts, State of the Art fitness Center, Miles of walking and bike paths, over 500 acres of lakes and preserves. There are over 50 activity groups who meet daily, weekly, or monthly. Plus there is a full service Cafe with full service Bar, Tiki Hut with bar service at the pool, Gas Station, Barber shop/Hair Salon, and Gift Shop. A special NOTE is that Village Walk did not lose power during the hurricanes and there was No flooding. What a Great Place to call home!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kim Klee (941-400-8922)
340 JACKSON DR, SARASOTA, FL 34236
$4,250,000369 Days on yellowkey MLS ID: A4653979
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3470 Built: 2019 Tax: $39,852 (2024)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$39,852
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Remarks: STUNNING ESTATE ON LIDO KEY!!! WELCOME TO YOUR COASTAL DREAM HOME!!! This 6 bedroom 5 1/2 bath property is TURNKEY FURNISHED, has an ELEVATOR to all levels, and boasts vaulted ceilings. The owner spared no expense when building this home. High end designer finishes and attention to detail are evident throughout. The master bedroom is a tranquil oasis and offers a private balcony providing breathtaking views. You will also find a large walk in closet and an oversized bathroom featuring double vanities, free standing bath tub, and a walk in shower. The additional four bedrooms are all en-suite and are laid out perfectly. The chef's kitchen has high end wood cabinets, quartz countertops, stainless steel appliances and a large center island. The great room floor plan is expansive and features high ceilings with wood beams. Step into your outdoor oasis with a private heated pool with a sun shelf, perfect for both kids and adults to soak up the Florida sun. A covered spa ensures year-round enjoyment. The expansive covered patio extends nearly the entire space beneath the home, ample bar-top seating, dining, TVs, and gaming areas, including a pool table and foosball. Convenience is key as you're just a short stroll to Lido Key Beach and or to St. Armand's Circle with wonderful shops and restaurants. With a 2-car garage and space for up to four cars in the driveway, you have ample parking options. This is the ultimate vacation home for you and your family. Currently a successful vacation rental with forward bookings in place.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
3012 CLAY CIR, SARASOTA, FL 34234
$325,00053 Days on yellowkey MLS ID: A4689331
REDUCED by $4,000 (1.2%) on 05/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1135 Built: 1971 Tax: $2,411 (2025)Community: Newtown EstatesSingle Family
Taxes:$2,411
Remarks: Fully remodeled Sarasota home at 3012 Clay Cir offering a functional layout, spacious living areas, and abundant natural light throughout. This property features all-new flooring, updated bathrooms, fresh interior paint, and modern finishes, along with newly refreshed front landscaping that enhances curb appeal. The kitchen opens to the main living space, making it ideal for both everyday living and entertaining, while the primary suite includes a private bath and additional bedrooms provide flexibility for guests or a home office. Enjoy a comfortable outdoor area perfect for year-round use, all conveniently located near downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools—making it an excellent option for a primary residence, seasonal getaway, or investment opportunity.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Taymer Graham (941-224-8737)
4831 GREENCROFT RD, SARASOTA, FL 34235
$636,50068 Days on yellowkey MLS ID: A4687508
2 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1736 Built: 1985Monthly Fee: $149 Tax: $3,585 (2025)Community: The MeadowsSpa: YesSingle Family
Taxes:$3,585
Elementary School: Gocio Elementary
Remarks: Under contract-accepting backup offers. Wake up to sweeping golf course and lake views in this move-in ready 3BR/2BA plus den pool home. Start your morning with coffee in the screened front entry or soak in the Florida sun by the heated saltwater pool and spa. Enjoy lunch in the bright kitchen’s bay window dining nook with built-in banquette seating, then retreat to the cozy den—perfect for a home office, TV room, or game room. The spacious primary suite is your private sanctuary, complete with a custom designer closet, updated flooring, and a beautifully renovated bath. Travertine tile, plantation shutters, and thoughtfully updated lighting flow throughout, creating an inviting and light-filled interior. Recent upgrades, including a new roof (2020), impact windows, updated A/C, and pool equipment, provide modern comfort and peace of mind. Step outside to the covered patio and imagine evenings spent entertaining or relaxing while taking in the tranquil views. Located in The Meadows, a tropical resort-style setting, where residents enjoy miles of scenic trails, a fitness center, a Junior Olympic pool, pickleball, dining, golf, and a premier tennis complex with Har-Tru courts. Just minutes from UTC, Nathan Benderson Park, and a short drive to Sarasota’s beaches, arts, and culture, this home combines serene living with effortless access to all the best of Florida.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
1165 VEREDA VERDE, SARASOTA, FL 34232
$830,00029 Days on yellowkey MLS ID: A4692407
0 Days Off yellowkey (back on 5/14/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2710 Built: 1995 Tax: $4,909 (2025)Community: Vereda VerdiSpa: YesSingle Family
Taxes:$4,909
Remarks: Under contract-accepting backup offers. Tucked away at the end of a quiet dead-end street on 1.3 lushly landscaped acres, this private Sarasota retreat feels worlds away from the ordinary. Blending farmhouse warmth with the character and comfort of a mountain lodge, 1165 Vereda Verde is a rare hidden gem offering exceptional privacy, flexible living spaces and a setting designed for both relaxation and entertaining. Surrounded by mature trees and natural greenery with virtually no neighboring homes in sight, the property creates a peaceful compound-like atmosphere rarely found this close to the heart of Sarasota. A large wraparound covered porch welcomes you inside where rich hardwood flooring, soaring pine plank cathedral ceilings, shiplap accents, and dramatic stone fireplaces create a warm and inviting feel throughout the home. The open living and dining areas flow seamlessly into a spacious entertainer’s kitchen featuring granite countertops, stainless steel appliances, wood cabinetry, center island seating, a built-in desk area, and generous storage. The owner’s suite offers its private retreat with soaring ceilings, a fireplace, French doors opening to the lanai, a walk-in closet, and a beautifully updated bath with a soaking tub and walk-in shower. Outdoor living is where this property truly shines. The covered and screened lanai overlooks a sparkling heated saltwater pool and spa with an oversized sun shelf and expansive paver decking, creating an ideal setting for entertaining, family gatherings, or simply enjoying the peaceful surroundings in complete privacy. Adding even more versatility is the detached bonus space, complete with soaring pine plank ceilings, multiple French doors and endless possibilities as a media room, gym, art studio, office, recreation space or creative retreat. An oversized detached garage and abundant room for boats, RVs, recreational vehicles, or hobbies further enhance the property’s flexibility. With no HOA or flood zone restrictions and a surprisingly central Sarasota location west of the interstate and just minutes to University Town Center, dining, shopping, Nathan Benderson Park and Interstate 75, this is a property that offers the rare combination of privacy, character, land and convenience all in one.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Mike Warm, Llc (941-525-2740)
381 BOBBY JONES RD #381, SARASOTA, FL 34232
$175,000221 Days on yellowkey MLS ID: A4669463
REDUCED by $4,500 (2.5%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 2003 Tax: $2,889 (2024)Community: Brookside 4Condo
Taxes:$2,889
Remarks: Under contract-accepting backup offers. SELLER OFFERING TO PAY 8 MONTHS OF HOA FEES AT CLOSE!! ALL REASONABLE OFFERS CONSIDERED! This 2-bedroom, 2-bath condo offers private and stunning conservation views, overlooking the Bobby Jones Golf Course and Nature Reserve. Perfectly situated for maximum privacy at the end of the serene, well-maintained Hideaway Community, this home enjoys a peaceful setting on a quiet, dead-end street with no through traffic. Being offered turnkey furnished, this meticulously maintained, and beautifully cared-for second-floor condo offers a bright, spacious retreat with 1,334 square feet of comfortable living space, WITH NO DAMAGE SUSTAINED DURING HURRICANES. The open living area features cathedral ceilings and scenic views, creating an airy, welcoming atmosphere. A defined dining area with a convenient serving hatch connects seamlessly to a well-appointed kitchen offering generous storage and counter space. The primary suite includes ample closet space and a private ensuite bath, complemented by a guest bedroom and a full hall bath. Step outside to a spacious patio overlooking the picturesque golf course, the perfect spot to relax or entertain while taking in the tranquil surroundings. Recent updates include a new roof (2023) a new marine grade wood timber exterior staircase (2026) which will be painted once the wood has seasoned. The community also features two inviting pools, two assigned parking spaces close to the unit, and additional guest parking. Ideally located with easy access to Downtown Sarasota, I-75, shopping, UTC Mall, dining, golf, and the world-renowned Gulf beaches, this home offers the perfect blend of comfort, convenience, and Florida charm. Whether you’re seeking a full-time residence, an investment opportunity or a vacation getaway, this move in ready condo is sure to impress.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Christine Green (941-914-2463)
2332 SEWARD DR, SARASOTA, FL 34234
$325,00019 Days on yellowkey MLS ID: O6397683
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 928 Built: 1985 Tax: $2,904 (2025)Community: Spring OaksSpa: NoSingle Family
Taxes:$2,904
Remarks: Short Sale. Opportunity to own a 2-bedroom, 2-bath home with a private screened pool in the Spring Oaks subdivision of Sarasota. Offering approximately 928 square feet of living space with a one-car garage, this single-story home features an open floor plan with vaulted ceilings, a living/dining combination, and a kitchen with solid surface countertops. The property includes a fenced yard and a screened pool area, providing potential for outdoor enjoyment once any needed updates are completed. Based on available information, the home may require repairs and/or cosmetic updates, and buyers are encouraged to conduct their own inspections to determine condition. Located in Flood Zone X with no HOA, the property offers flexibility for both owner-occupants and investors, with convenient access to shopping, dining, and major roadways throughout Sarasota. Buyers should verify all information. Agents: Please review all private remarks prior to scheduling a showing.
Listing is courtesy of: KELLER WILLIAMS ELITE REALTY (239-949-8338)
Listing Agent: Jonathon, Pa Mcleod (239-357-8938)
2340 LINDSTROM ST, SARASOTA, FL 34237
$699,000163 Days on yellowkey MLS ID: A4675836
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1804 Built: 2021Monthly Fee: $654 Tax: $8,569 (2025)Community: Payne Park VillageTownhouse
Taxes:$8,569
Elementary School: Alta Vista Elementary
Remarks: One or more photo(s) has been virtually staged. Improved Price! UPGRADE your 2026!!! DOWNTOWN SARASOTA MODERN LIVING! You could be the proud owner of this Newer built (2022) Luxury Townhome. With 3 bedrooms + 3 full baths + ½ Bath + Bonus Loft + Rear entry 2 Car Garage there is room for everyone. This freshly painted, beautiful, and modern Townhome boasts over 1800 sq ft and 3 levels of living space. There is a bedroom and bathroom on each floor making this is an ideal opportunity to be together, but also have some privacy. The upscale design will lure you into all the comforts of home! The open style kitchen has it all with stainless steel appliances, quartz countertops, 42” wood cabinets, designer pendant lights, and an island with room for multiple counter height stools. There is even a separate pantry closet that is HUGE with custom wood shelving. The Kitchen opens up to the Living Space with Soaring Ceilings and views of the pool and amenities. Sunshine fills all the rooms with so many windows we lost count and all with custom blinds. The Primary Bedroom is so roomy with an En-suite bathroom including glass showers doors, separate water closet, large vanity with double sinks, classy quartz countertops, and modern lighting. The laundry is located next to the primary Bedroom on the 2nd level and includes a stackable washer and dryer. This Townhome has its very own brick paver fenced front courtyard that leads to the front door. This one of a kind neighborhood includes sidewalks, beautiful tropical landscaping, resort style heated pool and spa, tons of resort style pool lounge chairs, umbrellas, doggie park, grills, and picnic tables, and even corn hole. This Sarasota, FL location is one of the best as The Legacy Trail (18 Miles of entertainment and/or exercise) is easily accessible from the private entrance. Just across the street from the community is Sarasota's very own Payne Park including acres and acres of green space including tennis courts, circus playground, skate park, disc golf course, café, and so much more. Downtown Sarasota is known for its crazy amount of wide range delicious restaurants, entertainment, parades, arts, events, and weekly farmers market. LIVE/WORK/PLAY all in one place! Start Living your Dreams Today!
Listing is courtesy of: SALTY DREAMS REALTY INC (941-809-0454)
Listing Agent: Angela Florian (941-809-0454)
4540 ASCOT CIR N, SARASOTA, FL 34235
$300,00093 Days on yellowkey MLS ID: TB8481018
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1447 Built: 1986Monthly Fee: $894 Tax: $1,824 (2025)Community: Longwood Run/TivoliSpa: NoSingle Family
Taxes:$1,824
Remarks: Rarely available 2-bedroom/2-bath home with a single-car garage is seeking a new owner. Located in Sarasota County just south of the University Parkway corridor, the location provides immense privacy with quick access to urban shopping, restaurants, beaches, and recreational activities. Motivated Seller is granting a credit of the 3rd quarter (July 1) and 4th quarter (Oct 1) HOA fees to the buyer at closing. Pssst, the HOA fees include exterior insurance, roof, exterior maintenance and repairs, grounds and irrigation maintenance, and pest control. Hustle to your phone and call for your private showing. Time is a-wasting!
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
5370 ROYAL PALM AVE #5370, SARASOTA, FL 34234
$224,900110 Days on yellowkey MLS ID: A4677820
REDUCED by $10,000 (4.3%) on 05/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1986Monthly Fee: $600 Tax: $1,832 (2025)Community: Royal Palm VillasVilla
Taxes:$1,832
Remarks: WELCOME to this beautifully maintained 2 bedroom, 2 bath villa located in the desirable Royal Palm Villas community of Sarasota!! As you enter, you are greeted by a fully UPDATED kitchen featuring granite countertops, stainless steel appliances, and ample cabinetry, seamlessly opening to the dining area and spacious living room which is perfect for both everyday living and entertaining. The living room offers a two panel sliding glass door that leads to the SCREENED, fully TILED lanai overlooking a PRIVATE backyard, creating a peaceful indoor-outdoor living experience. The primary suite features its own sliding doors to the lanai, an updated ENSUITE bathroom with a single vanity, and a walk-in tiled shower. A second bedroom and a full guest bathroom with a tub/shower combo provide comfortable accommodations for guests or family. Enjoy relaxing evenings in the screened lanai or take advantage of the community pool with covered seating, ideal for gathering with friends and neighbors. The home was renovated with hurricane resistant materials for added durability and peace of mind. Whether you’re searching for a full-time residence, seasonal retreat, or investment opportunity, this home is perfectly located near Sarasota-Bradenton International Airport, the Ringling Museum and College, the Van Wezel Performing Arts Hall, downtown Sarasota, fine dining, shopping, and the FAMOUS Gulf beaches...you truly can’t beat this location!! Don't wait to make this your HOME and begin your FLORIDA Lifestyle!
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Christy Peterson (774-287-5322)
300 S PINEAPPLE AVE #302, SARASOTA, FL 34236
$1,595,00028 Days on yellowkey MLS ID: A4691974
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2291 Built: 2016 Tax: $19,826 (2025)Community: SansaraSpa: NoCondo
Taxes:$19,826
Remarks: Boutique downtown living takes on a new level of sophistication at Sansara, an exclusive 10-story building with only 17 private residences in one of Sarasota’s most walkable and vibrant locations. Just moments from Burns Court’s cafés, eclectic boutiques, galleries, and the Sarasota Bayfront, this address offers both convenience and a sense of quiet retreat. Residence 302 captures a peaceful, elevated perspective with views of tropical greenery, the glistening pool, and the city skyline beyond. Encompassing nearly 2,300 SF, the home is thoughtfully designed with expansive walls of glass that invite in abundant natural light, rich hardwood flooring, tailored cabinetry, elevated lighting selections, and automated window treatments. The kitchen serves as a stylish centerpiece, appointed with sleek European cabinetry, quartz countertops, premium Bosch appliances plus wine refrigerator, and a spacious island ideal for gathering. The open-concept living area extends effortlessly to a private terrace; an inviting space to start the day or relax in the evening while overlooking the pool below. A well-designed split floor plan provides both comfort and privacy. The primary suite is a serene escape with terrace access, custom walk-in closet, and a spa-like bath featuring dual vanities and a walk-in shower. Two additional guest suites, one perfectly suited for a home office or den, offer versatility for a variety of lifestyles. Additional highlights include impact-rated windows and 10-foot disappearing sliders, multiple outdoor spaces, custom dry bar for effortless entertaining, generously sized laundry room with storage, customized closets, and secure elevator access. Residents of Sansara enjoy a collection of boutique amenities, including a heated saltwater pool and spa, cabana areas, fire pit lounge, outdoor kitchen and grill, a fitness studio, and secure building access. All designed to complement a relaxed yet refined downtown lifestyle.
Listing Agent: Linda Driggs (941-374-2920)
4725 N TUTTLE AVE, SARASOTA, FL 34234
$725,00032 Days on yellowkey MLS ID: TB8503892
REDUCED by $25,000 (3.3%) on 05/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1696 Built: 1959 Tax: $6,500 (2025)Community: Desoto AcresSingle Family
Taxes:$6,500
Remarks: Welcome to a rare opportunity in the heart of Sarasota! Situated on an expansive 2.25-acre corner lot, 4725 N Tuttle Ave offers incredible space, flexibility, and future potential—perfect for homeowners, investors, or those seeking room to grow. This 3-bedroom, 2-bathroom home features separate family and living rooms, a formal dining area, and a 2-car garage, delivering both functionality and comfort. Best of all, there are NO deed restrictions, giving you the freedom to park RVs, boats, trailers, or work vehicles, and even expand or customize the property to suit your needs. This property has been thoughtfully upgraded with major improvements already completed, offering peace of mind and immediate value. A brand-new metal roof provides long-term durability and energy efficiency. A full reverse osmosis water system with softener ensures clean, high-quality water throughout the home. Inside, new luxury vinyl plank flooring runs throughout the main living areas, combining modern style with durability. The updated kitchen is designed to impress, featuring quartz countertops, brand-new cabinetry, and a complete set of new appliances including a range, refrigerator, dishwasher, and microwave. Whether you’re cooking for family or entertaining guests, this kitchen is both stylish and functional. Additional upgrades include newly completed electrical work, enhancing safety and efficiency. The oversized corner lot offers privacy and usability, with gated access from a side road—ideal for bringing in equipment, trailers, or planning future additions. With 2.25 acres, the possibilities are endless—create a workshop, add a guest house, or design your own outdoor oasis. Location is everything, and this home delivers. Just minutes from the world-famous sands of Siesta Key Beach and Lido Key Beach, you’ll enjoy some of Florida’s most beautiful coastline. You’re also conveniently close to the vibrant shopping, dining, and cultural experiences of St. Armands Circle and downtown Sarasota. Easy access to major roadways makes commuting a breeze. Whether you’re searching for a primary residence, an investment property, or land with unlimited potential, this home stands out with its acreage, upgrades, prime location, and unmatched flexibility. Don’t miss this unique opportunity—schedule your private showing today!
Listing is courtesy of: PEOPLE'S TRUST REALTY (727-946-0904)
Listing Agent: Patrick Defeo, Ii (941-518-0708)
1563 4TH ST, SARASOTA, FL 34236
$1,695,00080 Days on yellowkey MLS ID: A4685670
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1624 Built: 1927 Tax: $10,987 (2025)Community: Owen BurnsSingle Family
Taxes:$10,987
Remarks: A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.
Listing Agent: Frank Lambert (941-920-1500)
417 N OSPREY AVE, SARASOTA, FL 34236
$1,850,000230 Days on yellowkey MLS ID: A4667626
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3154 Built: 2025 Tax: $3,873 (2024)Community: Central ParkSingle Family
Taxes:$3,873
Remarks: Experience elevated downtown living in this 2025 NEW CONSTRUCTION home just steps from Main Street. Built on 16-gauge steel framing, this 3,154 sq ft residence sits 23 FEET ABOVE SEA LEVEL and more than 10 feet above the floodplain in coveted ZONE X, a rare combination of elevation and location in downtown Sarasota. The open-concept layout features 10-foot ceilings and a chef’s kitchen with polished marble countertops, 10-foot island, 48” Thor gas range, Miele dishwasher, dual Electrolux refrigerator and freezer, walk-in pantry, reverse osmosis, and whole-home water filtration. The first-floor primary suite opens to a private patio overlooking the HEATED SALTWATER POOL and includes a spa-style bath with freestanding tub, walk-in shower, dual sinks, and dual closets. Upstairs, three en-suite bedrooms provide flexibility for guests or family, including one with a private balcony. The fully fenced backyard is designed for privacy and entertaining, with architectural plans available for a FUTURE GARAGE OR ADU, offering flexibility rarely found in downtown new construction. Additional features include hurricane-rated impact windows, standing seam metal roof, and hard-wired Arlo video entry. Located in Gillespie Park with walkable access to DOWNTOWN SARASOTA, The Bay, Marina Jack, Payne Park, and the beaches of Lido and Siesta Key.
Listing is courtesy of: CATALIST REALTY LLC (386-871-4600)
Listing Agent: Vannesa Poole (407-538-1030)
800 BENJAMIN FRANKLIN DR #509, SARASOTA, FL 34236
$999,00029 Days on yellowkey MLS ID: A4691604
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978 Tax: $13,735 (2025)Community: Lido AmbassadorCondo
Taxes:$13,735
Remarks: WELCOME to the Lido Ambassador where a true beachfront residence with a NEW A/C unit becomes your everyday reality. PERFECTLY positioned directly on the sands of Lido Beach, this exceptional offering captures unobstructed, panoramic views of the Gulf of Mexico. There are no angles, no interruptions, just an uninterrupted horizon of turquoise water and unforgettable sunsets. This is coastal living in its purest, most elevated form. THIS two-bedroom, two-bathroom residence is thoughtfully designed, with water views from every room, including the primary suite, guest bedroom, and main living areas. Even from the kitchen, the gentle rhythm of the waves becomes part of your daily experience. Situated on an upper floor, the vantage point enhances both the depth of the Gulf views and the drama of Sarasota’s celebrated sunsets. THE layout offers a seamless canvas, perfectly livable as is, yet equally compelling for a bespoke redesign tailored to your personal vision. For the discerning buyer, it presents a rare opportunity to curate a refined beachfront retreat in one of Sarasota’s most coveted locations. THE community itself has been thoughtfully refreshed, with a newly enhanced poolside environment and updated outdoor spaces designed to feel both inviting and serene. WHILE amenities include a fitness room and meeting space, the true luxury lies just beyond your door with the sand beneath your feet and the sound of the Gulf as your constant backdrop. LOCATION here is effortless. Ideally positioned on Lido Key, you are moments from the charm and sophistication of St. Armands Circle, known for its boutiques, fine dining, and vibrant social scene. Nearby, Ted Sperling Park offers a more natural escape with kayaking and mangrove trails, while the neighboring Lido Beach Resort provides the added luxury of a beachfront dining experience at its iconic tiki bar or fine dining at The Drift Kitchen and Bar. THIS is a place where mornings begin with tranquil walks along the shoreline and evenings are defined by the glow of the setting sun over the Gulf. It is a setting that must be experienced to be fully appreciated—serene, rare, and undeniably captivating. PRIVATE showings are encouraged.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
555 QUAY COMMONS #405, SARASOTA, FL 34236
$4,029,00096 Days on yellowkey MLS ID: A4684092
1 Days Off yellowkey (back on 5/14/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4001 Built: 2024Community: Ritz-Carlton Residences, Sarasota BaySpa: YesCondo
Taxes:$0
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Pre-Construction. To be built. At least one photo has been virtually staged. Welcome to branded luxury living at the preconstruction 20-story Ritz-Carlton Residences, Sarasota Bay ideally in Sarasota’s vibrant cultural district at The Quay. Residence #405 offers over 4,600 square feet with three bedrooms, 3.5 baths, and a den. Positioned on the fourth level, this exceptional home is intimately connected to the harbor and marina, capturing dynamic north, west and east water views from three private terraces beneath dramatic 12-foot ceilings. Enjoy Gulf sunsets to the west and picturesque bay and marina views to the north. A secured private elevator opens to your private foyer. The chef’s kitchen showcases European cabinetry, quartz countertops and premium Wolf and Sub-Zero appliances. Residents enjoy resort-style amenities, including a state-of-the-art fitness center, waterfront wellness facilities with hot and cold plunges, sauna and steam rooms, private treatment rooms, and a sports lounge with golf simulator. What sets this residence apart is the enduring strength of the Ritz-Carlton brand, a long-term commitment to excellence in service, operations, and meticulous maintenance that protects your investment and preserves its prestige.
Listing Agent: Julia Decastro (941-812-5176)
35 WATERGATE DR #502, SARASOTA, FL 34236
$2,875,00020 Days on yellowkey MLS ID: A4693470
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3751 Built: 2003 Tax: $29,890 (2025)Community: The Tower ResidencesSpa: NoCondo
Taxes:$29,890
Remarks: Cosmopolitan excitement mingled with casual coastal living on the celebrated shores of The Gulf. At the Ritz-Carlton Tower Residences a lifestyle rich with comfort, services and numerous amenities. This Tower Residence 502 is nestled on top of the treetops providing for tropical beauty and privacy. The spacious floor plan offers 4 bedrooms, 4 baths and gorgeous marble flooring throughout the entire Residence. Two generous size terraces allow for extended living space with spectacular views of the Marina, Sarasota City scape and John Ringling Bridge. Everyday life offers a bit of magic complete with private elevators and impeccable 24 hour services provided by the Ladies and Gentlemen of The Ritz-Carlton. Just steps away from the vibrant downtown featuring theatre, dining, shopping, art galleries and much more. As always, you will recognize and appreciate touches that say - "only at The Ritz". A MUST SEE!!!!!
Listing Agent: Joan Dickinson (941-951-6660)
4944 VILLAGE GARDENS DR #151, SARASOTA, FL 34234
$205,000434 Days on yellowkey MLS ID: A4645837
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1197 Built: 1982Monthly Fee: $530 Tax: $2,769 (2024)Community: Village Gardens Ph 3Spa: NoVilla
Taxes:$2,769
Remarks: WELL-MAINTAINTED TWO BEDROOM AND TWO BATHROOM VILLA WITH VAULTED CEILING. HUGE KITCHEN which features a pantry, laundry closet, breakfast counter and gas range. Spacious dining/living room for your next gathering with your friends and family. There is a large service window between the kitchen and the dining area. The lanai with the glassed sliding doors and screens has relaxing views of the backyard. Enjoy the view of the greenery and sip on your favorite beverage. This home has ample light and is also a split floor-plan. The main bedroom boasts a walk-in closet and the bathroom has a walk-in shower. By the side of the villa there is a storage unit for your convenience. The carport is covered. Village Gardens is a hidden gem in Sarasota and the amenities are pickleball, tennis and shuffleboard courts, heated pool with new furniture, Ramada with gas grills, utility sink and seating area, clubhouse with fully equipped kitchen, library and billiard table, lots of guest parking spaces as well. There is a manager on site. The grounds, exterior, roof are all maintained by the HOA. Take part in the vibrant social calendar activities and meet your neighbors/your new friends. Ride your bicycle or walk and enjoy the lush landscaping. Easy access to I-75 and just under 5 miles to Downtown Sarasota. St. Armand's and Lido Beach are about 15 minutes drive and on your way to the beach enjoy Ringling Bridge and the vast views of the bay. There are cultural and culinary venues close by, such as the Ringling Museum, Sarasota Opera, UTC Mall and more. The North Water Park is just around the corner with trails, a playground and covered seating areas for you and your four legged friends. Spend the day at the beach in Siesta Key with the dreamy sand and turquoise water of the Gulf. Live and work here all year around, have your villa as your vacation home, or as an investment property. Book your showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Diana Goldner (941-806-8405)
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