Location: Sarasota
Do Not Show Listings
4677 ANTRIM DR, SARASOTA, FL 34240
$1,300,000144 Days on yellowkey MLS ID: A4684179
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2816 Built: 2022Monthly Fee: $203 Tax: $9,866 (2025)Community: Worthington Ph 2Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,866
Elementary School: Tatum Ridge Elementary
High School: None
Tax Year: 2025
Middle School: None
Remarks: LOW HOA & NO CDD FEES! This Cardel Homes Martin model offers over 2,800 square feet of thoughtfully designed living space, including 4 bedrooms, a dedicated den, and a separate office, wrapped in 2022 construction quality with no CDD and lower HOA fees than the Waterside communities just minutes away. The layout works. An open great room connects to the outdoor living space without wasted hallways, while the split bedroom arrangement gives the primary suite genuine privacy. Work-from-home functionality is built in, not retrofitted. Out back, a heated pool and spa extend the living space year-round. Whether it's a morning swim before a showing or an evening gathering under the Florida sky, this backyard delivers without requiring a second look at the utility bill. What buyers in this price range often miss: Worthington offers the easy access to Lakewood Ranch and even closer proximity to Waterside (10 minutes to waterfront dining and events) without absorbing the CDD premiums that inflate carrying costs in comparable communities. On a 30-year hold, that gap is material. 3-car garage. Premium finishes. Move-in condition.
Listing is courtesy of: BEYOND REALTY LLC (941-467-4673)
Listing Agent: Darren Dowling (941-204-0493)
1320 MOONMIST DR #B-11, SARASOTA, FL 34242
$1,200,000179 Days on yellowkey MLS ID: A4679270
REDUCED by $100,000 (7.7%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1790 Built: 1968 Tax: $5,819 (2025)Community: Polynesian GardensCondo
Taxes:$5,819
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats go by from your paved patio directly on the water. Spacious 2 bedrooms/2 full baths with very large great room. Updated kitchen and baths with new cabinetry, granite and stainless-steel appliances. Plenty of closet space. Garage with plenty of storage plus an extra driveway allows for 2 parking spaces. Newer washer/dryer in garage. Beautiful landscaping. Community has a heated pool, clubhouse and fishing pier. Close to shops, dining and America's #1 Beach - Siesta Key. Free trolley stops directly in the front of the community on Midnight Pass Road. Two pets allowed any size.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Helene Hyland (941-685-2274)
1921 MONTE CARLO DR #603, SARASOTA, FL 34231
$450,000209 Days on yellowkey MLS ID: A4676140
REDUCED by $20,000 (4.3%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1706 Built: 2006 Tax: $6,676 (2025)Community: Phillippi Landings ACondo
Taxes:$6,676
High School: Riverview High
Remarks: Price Adjustment! An exceptional value for the view, location, and lifestyle—this sixth-floor, two-bedroom, two-bath residence is a rare opportunity that should not be overlooked. From the moment you enter, expansive water views command your attention, setting the tone for this open and inviting floor plan where water surrounds you in every direction. The spacious, light-filled kitchen offers abundant storage and serves as a natural gathering place for guests. Just beyond, you’ll find a convenient laundry closet, a full guest bath, and a generously sized second bedroom—ideal for visitors or a home office. The main living area easily accommodates both comfortable seating and a formal dining arrangement, flowing seamlessly into the great room and out to the oversized screened balcony. This elevated vantage point is perfect for relaxing, entertaining, and taking in sweeping waterfront views that are increasingly hard to find at this price point. The owner’s suite is thoughtfully positioned for privacy and features direct access to the lanai, allowing you to wake up to tranquil water views each morning. Two walk-in closets and a spacious en-suite bath with both a soaking tub and separate shower complete this retreat. This unit has a deeded parking space under cover in the garage. There is also a storage unit assigned to this unit for seasonal accents. Set within a beautifully maintained 10-acre waterfront community, residents enjoy resort-style amenities including a heated pool and spa, fitness center, clubhouse, and an expansive promenade along the water—ideal for sunset strolls. There is a Kayak launch access and private storage racks offer direct connection to Phillippi Creek for boating and nature lovers. The location further elevates the value: minutes from The Landings Shopping Center, Southside Village, downtown Sarasota, UTC Mall, and the white-sand beaches that define Florida’s Gulf Coast. When combined with the views, amenities, and low-maintenance lifestyle, this residence represents an outstanding opportunity—offering coastal living at a price that is increasingly rare for this setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Diane Fogo Harter (941-445-2431)
6543 WATERFORD CIR, SARASOTA, FL 34238
$550,00042 Days on yellowkey MLS ID: A4696234
0 Days Off yellowkey (back on 6/14/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2025 Built: 1981Monthly Fee: $25 Tax: $2,097 (2025)Community: Gulf Gate EastSpa: YesSingle Family
Taxes:$2,097
Elementary School: Gulf Gate Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bathroom home with a 2-car garage in the highly desirable Gulf Gate East community. From the moment you step into the spacious foyer, you'll appreciate the bright, open layout designed for comfortable living and entertaining. The expansive great room with vaulted ceilings features a stunning fireplace and flows seamlessly into the renovated kitchen, showcasing quartz countertops, stainless steel appliances, Shaker-style cabinetry, subway tile backsplash, and a large center island with a sink and breakfast bar. Thoughtful upgrades throughout the home include crown molding, recessed lighting, wood-look laminate and tile flooring, and a coffered ceiling in the sunroom/family room. The fenced backyard offers added privacy and outdoor enjoyment, allowing you to relax in your above-ground hot tub, surrounded by the screened lanai. The spacious primary suite offers a custom built walk-in closet and an updated ensuite bathroom with dual vanities and a walk-in shower. The guest bathroom has been beautifully renovated with a spa-inspired design. A well-equipped laundry room includes a washer, dryer, utility sink, storage cabinetry, and an open pantry. Major improvements provide exceptional peace of mind, including: New roof (2024), New gutters with leaf guard (2024), A/C system (2023) and ductwork (2016), Garage door opener (2026), Newer well and updated irrigation system, NEWER windows, sliding doors, front door, and skylight. Residents enjoy low HOA fees and no CDD fees, while being conveniently located minutes to Siesta Key Beach, downtown Sarasota, shopping, dining, hospitals, airports, and I-75. This move-in-ready home combines modern upgrades, stylish finishes, and an unbeatable location.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Susan Retzke (941-544-5558)
5240 HYLAND HILLS AVE #1426, SARASOTA, FL 34241
$275,000279 Days on yellowkey MLS ID: A4668470
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2000 Tax: $3,323 (2024)Community: Veranda 4 At Heritage OaksCondo
Taxes:$3,323
Elementary School: None
Tax Year: 2024
Remarks: Welcome to Heritage Oaks Golf & Country Club—this beautifully appointed second-floor end unit offers exceptional space, abundant natural light, and turnkey furnishings for an effortless move-in experience. Inside, you’ll find updated luxury flooring throughout the living areas, bedrooms, and den. The bright, open-concept layout seamlessly connects the kitchen, dining, and living spaces, creating an inviting setting for both everyday living and entertaining. The spacious primary suite features two walk-in closets and an en-suite bath complete with a soaking tub, walk-in shower, and oversized vanity. A well-sized guest bedroom also includes a walk-in closet, while the den/office provides flexible use as a third bedroom or dedicated workspace. Step out to the screened lanai and take in peaceful lake views overlooking the 14th hole of the championship golf course—an ideal spot to unwind and enjoy the Florida lifestyle. A private one-car garage with storage adds convenience and value. Heritage Oaks is a premier private, gated golf community spanning over 500 acres and featuring a redesigned championship golf course, pro shop, and practice facilities. Residents enjoy five heated pools, a state-of-the-art fitness center with a full-time director, four tennis courts, and scenic walking trails. The full-service clubhouse offers both fine and casual dining, along with convenient takeout options. Perfectly located near I-75 and University Town Center, and just a short drive to world-class beaches, downtown Sarasota, Lakewood Ranch, and more—this home offers the best of resort-style living in an unbeatable location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rick Trapp (605-728-8521)
7327 38TH COURT EAST, SARASOTA, FL 34243
$599,00068 Days on yellowkey MLS ID: A4693655
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2239 Built: 2001Monthly Fee: $21 Tax: $5,406 (2024)Community: Matoaka HgtsSingle Family
Taxes:$5,406
Remarks: This beautifully updated, move-in-ready home offers a bright and spacious 3-bedroom, 2-bath split floor plan with a versatile den. Thoughtfully renovated from top to bottom, the home features a completely updated kitchen and both bathrooms, brand-new flooring throughout, fresh interior and exterior paint, and a new sprinkler system. The oversized kitchen is a true entertainer’s dream, flowing seamlessly into the formal dining room. Cathedral ceilings add volume and elegance, while the living room showcases a stunning new fireplace and TV feature wall as its centerpiece. The generous master suite includes a luxurious bath with separate shower and soaking tub, plus a large walk-in closet. Outside, relax on the expansive screened lanai overlooking peaceful lake views. Additional highlights include a 2-car garage and an unbeatable location just minutes from UTC, with easy access to Lakewood Ranch’s top shops, dining, and amenities. Perfect blend of modern updates, comfortable living, and prime location — schedule your showing today!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
1541 CARIBBEAN DR, SARASOTA, FL 34231
$5,500,00047 Days on yellowkey MLS ID: A4695466
Bed: 5 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 6035 Built: 2004 Tax: $41,012 (2025)Community: Coral CoveSpa: YesSingle Family
Taxes:$41,012
Remarks: Perfectly positioned on approximately 130 feet of deep sailboat water, this exceptional waterfront estate offers an extraordinary opportunity to experience the very best of Sarasota’s luxury lifestyle. Encompassing over 6,100 square feet, the residence was thoughtfully designed to balance grand-scale entertaining with comfortable everyday living. A dramatic two-story living room, sweeping staircase, extensive custom millwork, and walls of glass create a sense of timeless elegance while framing breathtaking water views throughout the home. The gourmet kitchen serves as the heart of the residence, seamlessly connecting to multiple gathering spaces and opening effortlessly to the expansive waterfront terrace. Corner sliding glass doors dissolve the boundaries between indoors and out, revealing a resort-style infinity-edge pool, summer kitchen, covered entertaining areas, and sparkling bay views beyond. The luxurious primary suite is a private waterfront retreat featuring a separate dressing room, generous dual closets, and serene water vistas. Additional guest suites provide exceptional comfort and privacy for family and visitors alike. Designed for both recreation and relaxation, the home also features a private office/library, elevator access, media and game room with full bar, and a four-car split garage. Outside, the lifestyle continues with a private dock, boat lift, fishing pier, and immediate access to Sarasota Bay. Whether enjoying sunset cruises, waterfront dining, or simply relaxing poolside while watching dolphins and boats pass by, every day feels like a vacation. Rarely does a property combine this level of space, waterfront presence, boating access, and location. Just minutes from downtown Sarasota, St. Armands Circle, and the area’s renowned beaches, this is a home designed for those who expect the very best.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Daria Fairchild (941-650-7207)
7460 MARIANA DR, SARASOTA, FL 34231
$499,990342 Days on yellowkey MLS ID: A4662030
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1418 Built: 1971Monthly Fee: $6 Tax: $2,167 (2024)Community: Gulf Gate WoodsSpa: YesSingle Family
Taxes:$2,167
Remarks: Come to see this charming Florida gem!! Beautifully updated two-bedroom, two-bathroom POOL home that embodies comfortable coastal living with easy access to the world's best beaches. The property showcases a thoughtfully designed layout, featuring a primary bedroom with an ensuite bathroom for added privacy and convenience, as well as a walk-in closet and an additional closet for ample storage. Sliding doors from both the living room, kitchen, and bedrooms provide easy access to the main attraction of the home—the POOL and paver patio area with a spa! New pool heater installed October 2025. What a perfect place for indoor/outdoor living and entertaining! Step outside to your private fenced backyard haven, where you'll enjoy the Florida sunshine and gorgeous sunsets by the pool, ideal for relaxing or hosting family gatherings. The fully fenced (new modern shadowbox private fence) backyard provides a secure space for outdoor activities and relaxation with beautiful views of famous Florida sunsets. Inside, this property can come turnkey furnished and includes washer and dryer, new stainless steel appliances, allowing you to move in with ease and start living the Florida lifestyle immediately. Multiple sliding glass doors along the back of the home create a seamless indoor-outdoor connection while flooding the interior with natural light and offering the option to welcome in refreshing Florida breezes. Outside pool area and deck is facing west and offers amazing sunset views. Plus, no carpet throughout makes maintenance a breeze! A versatile Florida bonus living area is accessible from the bedrooms, offering flexibility for a home office, relaxation space, or additional entertaining area. The breakfast nook provides a cozy dining spot, perfect for casual mornings. Major updates include a brand-new AC (2024), a newer hot water heater, (2021) and a tile roof from 2012 (remaining life 12 years), Smarthouse electronic locks, all four corners camera system with night vision (included in sale, no ongoing fees), Smarthouse connected to the pool equipment, HVAC, thermostat… The garage features an epoxy floor and a hurricane-rated door, adding both durability and appeal. The home also boasts an inside laundry room for convenience. Whether you are looking for an investment, retreat, or a family home, this exceptional Sarasota residence in the Gulf Gate Neighborhood is for you. Minutes away from world-famous Siesta Key beaches, Gulf Gate shops, fine dining restaurants, Costco, movie theaters, Legacy Trail, several fitness centers, A+ schools (Gulf Gate Elementary, Mangrove School of Sarasota, Suncoast Technical College..), and the Gulf Gate Library. All located in South Sarasota but within minutes to cultural downtown Sarasota and St. Armands Circle. Gulf Gate Woods is one of the most sought-after communities with deed restrictions, low dues and excellent schools nearby.
Listing is courtesy of: ENVISION REALTY PARTNERS LLC (941-840-3188)
Listing Agent: Alex Zvak (941-928-3739)
8377 38TH STREET CIR E #106, SARASOTA, FL 34243
$285,00083 Days on yellowkey MLS ID: A4691814
REDUCED by $2,000 (0.7%) on 05/07/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 742 Built: 2005Monthly Fee: $287 Tax: $2,729 (2025)Community: Serenata SarasotaCondo
Taxes:$2,729
Remarks: FIRST FLOOR. NO STAIRS !!! LOW HOA FEE !! LAKE VIEW condo in RESORT STYLE SETTING being sold FULLY FURNISHED. Complex has new roofs on all buildings. Welcome to this beautifully updated 1-bedroom, 1-bathroom condo perfectly located just off University Parkway and Tuttle Avenue. Situated in the gated community of Serenata Sarasota close to downtown Sarasota and Bradenton, this property offers convenience to shopping, dining, entertainment, and the world-renowned Gulf beaches. Inside, you’ll find a spacious open floor plan with high ceilings, luxury vinyl flooring FRESH NEW PAINT, NEW HVAC installed in 2024. The unit also features a private screened-in lanai with extra storage. This well-designed layout is ideal for comfortable and low-maintenance living. Residents enjoy resort-style amenities including a RESORT STYLE swimming pool, tennis courts, fitness center, and walking paths around the community. This pet-friendly community offers ample parking with boat parking also available, secure gated entry, making it a fantastic choice for a primary residence, investment property, or second home. Don’t miss the opportunity to enjoy the Florida lifestyle in one of Sarasota’s most convenient and desirable locations.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Scott Curtin (941-756-7727)
3755 AMHERST WAY #34, SARASOTA, FL 34232
$117,90045 Days on yellowkey MLS ID: N6144594
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 936 Built: 1972 Tax: $1,409 (2025)Community: Fairway OaksTownhouse
Taxes:$1,409
Remarks: Affordable Sarasota living is becoming increasingly difficult to find and this move-in ready townhome offers an opportunity buyers won't want to overlook. Located in Fairway Oaks, this 2-bedroom, 1.5-bath home combines affordability, convenience, and everyday comfort in one of Sarasota's most accessible locations. With impact-resistant windows already in place and a newer A/C system, many of the major improvements have already been completed. Inside, you'll find a spacious living and dining area, a functional kitchen with ample cabinet storage, and a convenient half bath on the first floor. Upstairs, two comfortable bedrooms and a full bath provide privacy and flexibility for homeowners, guests, or tenants. Residents enjoy access to community amenities including a pool, tennis courts, playground, and clubhouse, all while being just minutes from downtown Sarasota, UTC, shopping, dining, Sarasota-Bradenton International Airport, and the beautiful Gulf Coast beaches. Whether you're searching for a primary residence, winter retreat, or investment opportunity, this home offers exceptional value in today's Sarasota market. Affordable. Convenient. Move-in ready. Schedule your showing today.
Listing is courtesy of: WELLEN REALTY (941-367-9997)
Listing Agent: Sheli Rodriguez (941-223-9200)
140 S BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$2,350,000145 Days on yellowkey MLS ID: A4683280
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2206 Built: 1951 Tax: $19,449 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$19,449
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Welcome to an extraordinary opportunity on Lido Key, where refined coastal elegance meets exceptional investment potential. This beautifully appointed three-bedroom, two-bath pool home is being offered fully turnkey furnished and has an established history as a successful income-producing rental property, making it as smart as it is stunning. Nestled beneath mature shade trees on an oversized 10,285 square foot lot, the property offers rare privacy just moments from the beach. Lush tropical landscaping surrounds the home, creating a serene island setting that feels worlds away while remaining close to everything that makes Lido Key so desirable. Inside, soaring ceilings and expansive windows flood the home with natural light, enhancing the open-concept layout designed for effortless entertaining and everyday comfort. Warm wood floors, thoughtfully curated finishes, and a soft coastal palette create a relaxed yet sophisticated ambiance throughout. Every space feels intentional, welcoming, and ready to enjoy from day one. The chef’s kitchen is a true centerpiece, featuring rich custom cabinetry, granite countertops, stainless steel appliances, double ovens, a wine fridge, and an extended breakfast bar perfect for hosting family and guests. The adjacent dining area opens seamlessly through sliding glass doors to the outdoor living space, blurring the lines between indoor comfort and Florida sunshine. The spacious primary suite serves as a private retreat, complete with vaulted ceilings and a spa-inspired bath offering dual vanities, custom cabinetry, and a walk-in shower. Two additional guest bedrooms provide flexibility for visitors or vacation renters, while a full-size laundry area, built-in workspace, and generous storage add convenience to the home’s thoughtful design. Step outside and discover your own private resort. The sparkling pool and expansive patio create the ultimate backdrop for entertaining, relaxing, and soaking in the year-round Florida lifestyle. Covered dining areas and multiple lounging spaces make this backyard oasis ideal for everything from quiet mornings with coffee to lively sunset gatherings. Location is everything, and this home delivers. Just minutes from the pristine sands of Lido Beach and the iconic boutiques and dining of St. Armands Circle, you’ll enjoy immediate access to world-class shopping, waterfront restaurants, boating, and the vibrant arts and culture of downtown Sarasota. Lido Key continues to be one of the Gulf Coast’s most coveted destinations, prized for its laid-back luxury and strong vacation rental demand. Whether you are searching for a sophisticated island residence, a luxury vacation retreat, or a high-performing investment property with proven income history, this exceptional Lido Key home offers the rare combination of lifestyle, location, and long-term value. This is more than a home — it is the island dream realized.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
5710 DORAL CT, SARASOTA, FL 34238
$450,00061 Days on yellowkey MLS ID: A4694546
0 Days Off yellowkey (back on 6/13/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1861 Built: 1980 Tax: $4,257 (2025)Community: Sunrise Golf Club EstatesSingle Family
Taxes:$4,257
Elementary School: Ashton Elementary
Middle School: SKY Academy Englewood
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to a home that makes a statement from the curb, where white stucco, barrel tile accents, and a double-arched entry give it a Mediterranean character all its own along a quiet street in Sunrise Golf Club Estates. Step through the archway and you land in a private walled courtyard, a calm spot of white stone and tropical greenery that sets the tone before you ever reach the front doors. Inside, the home lives bright and open. Warm wood-look plank tile runs underfoot, and a split floor plan keeps everyday life easy. The living room gathers around a white brick wood-burning fireplace and opens through sliders right out to that private courtyard, so light and greenery follow you from room to room. Living and dining flow together for the kind of layout where you can cook, host, and relax without missing a beat. The remodeled kitchen is where you will want to spend time, with espresso cabinetry, granite counters, a diamond-pattern backsplash, stainless appliances, and a sunlit dining area beneath a modern chandelier. The primary suite sits on its own wing for true separation, with sliders to the lanai, a walk-in closet with built-in shelving, and a bath featuring an updated vanity, glass shower, and clean modern fixtures. Two more bedrooms on the opposite side share a refreshed bath with its own updated vanity, giving family and guests their own space. Out back is where Florida living takes over. A wide screened lanai stretches across the home, its arched openings framing the yard, and an extended patio off the lanai gives you even more room to spread out. The fully fenced yard is built for slow mornings, evening breezes, and weekends spent outside. You are minutes from Gulf Coast beaches, waterways, dining, and shopping, with the easy outdoor lifestyle this area is known for right at your doorstep. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
3838 FLORES AVE, SARASOTA, FL 34239
$1,545,000338 Days on yellowkey MLS ID: A4661399
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3033 Built: 1926 Tax: $16,879 (2025)Community: GranadaSingle Family
Taxes:$16,879
Remarks: A premier West of Trail address in Granada. A property rarely duplicated in Sarasota. Casa de Flores is a 1920s Spanish Revival compound designed for modern flexibility — multi-generational living, private guest quarters, and exceptional indoor-outdoor entertaining — all set within one of Sarasota’s most coveted neighborhoods of Granada. The main residence offers two bedrooms and two baths, anchored by a charming, well-appointed kitchen that blends character and functionality. Equipped with a 6-burner Dacor gas range, double ovens, a Sub-Zero refrigerator, and artisan tile accents, the space is intimate yet efficient — perfectly suited for everyday living or hosting close friends. Formal and informal living areas provide architectural depth, while the spacious primary suite includes a walk-in closet and a dedicated sitting area, a rare feature for a home of this era. What truly distinguishes the property are the two detached guest residences, creating a private compound atmosphere. The two-story pool house features a balcony overlooking the courtyard, with a bedroom/office and 2nd laundry access on the first level, and an additional bedroom, full kitchen, and dining area upstairs — ideal for extended family, separated living, or income potential. A separate guest casita includes a bedroom, full bath, kitchenette, and offering flexibility for in-laws, visiting guests, a private office, or creative studio. The layout allows connection when desired and privacy when needed — a rare offering West of the Trail. Original architectural details — hand-carved wood doors, arched passageways, textured plaster walls, a clawfoot tub, parquet and tile floors, and built-in bookcases — preserve the romance of Spanish Mediterranean design while thoughtful updates support modern comfort. Outdoors, the walled courtyard creates a true retreat centered around a heated pool and spa, framed by lush tropical landscaping and a trellis-covered dining area. The front patio adds another inviting gathering space, and ample parking ensures effortless hosting. Other important features are new roofs in 2021, a whole-house generator, and hurricane shutters, offering confidence for year-round or seasonal use. Minutes to Siesta Key Beach and close to Southside Village, this is a rare opportunity to own a versatile Sarasota estate property in one of the city’s most enduring and desirable neighborhoods.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Pam Charron (941-993-3388)
4921 PEBBLE BEACH AVE, SARASOTA, FL 34234
$129,999269 Days on yellowkey MLS ID: A4669681
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 687 Built: 1962Monthly Fee: $132 Tax: $2,762 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$2,762
Remarks: Experience the charm of this quaint two-bedroom two-bath mobile home located in an active mobile home community. This well-maintained property offers comfort and convenience in a welcoming environment. Enjoy the vibrant lifestyle of the Tri-Par Estates mobile home park with friendly neighbors and plenty of community activities. This could be your perfect piece of paradise or your Ideal Vacation Home. Perfect for relaxation and enjoyment in the beautiful Florida sunshine.
Listing is courtesy of: CITY LUXE REALTY (941-321-0679)
Listing Agent: Lori Forester (941-284-9800)
1010 VILLAGIO CIR #106, SARASOTA, FL 34237
$249,9001258 Days on yellowkey MLS ID: A4560093
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002Monthly Fee: $329 Tax: $2,049 (2021)Community: Villagio CondominiumCondo
Taxes:$2,049
Elementary School: Tuttle Elementary
Tax Year: 2021
Remarks: WONDERFUL. UNIQUE SARASOTA CONDO ON A VERY CONVENIENT PLACE. NEAR DOWNTOWN, BEACHES, ST. ARMANDS CIRCLE SHOPPING-RESTAURANTS AND ORIOLES BASEBALL STADIUM. AFFORDABLE PRICE.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Gloria Insua Massa (941-302-8123)
2201 WEBBER ST, SARASOTA, FL 34239
$1,179,00074 Days on yellowkey MLS ID: A4692960
REDUCED by $11,000 (0.9%) on 06/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2267 Built: 1953 Tax: $9,268 (2025)Community: South Side ParkSingle Family
Taxes:$9,268
Remarks: Exceptional opportunity to own a fully renovated, income-generating property with a strong track record of short-term rental success. This 4-bedroom, 3.5-bath home, located in the highly desirable Arlington Park area of Sarasota, was completely renovated in 2020, offering modern finishes, updated systems, and true turnkey condition for both personal use and continued rental income. For the past six years, the property has operated as a successful short-term rental, delivering consistent performance and strong guest demand. Even more compelling, there are future reservations already in place for 2026 and 2027, providing immediate, built-in income for the next owner. The spacious layout is ideal for accommodating larger groups, and the home has been meticulously maintained to meet guest expectations and maximize occupancy. Step outside to a private backyard retreat featuring a heated swimming pool, expansive deck, and a covered patio with a built-in outdoor grilling island—perfect for entertaining guests and enhancing the rental experience year-round. The listing agent is also the current property manager and has successfully managed the home over the past six years. For buyers seeking a seamless transition, professional management can continue in place, offering a true hands-off investment opportunity. Ideally situated less than 10 minutes to Downtown Sarasota and the world-renowned Siesta Key beaches, this location consistently attracts both vacationers and long-term visitors alike. 2201 Weber Street offers a rare combination of modern renovation, established income history, future bookings, resort-style outdoor living, prime location, and optional ongoing management—making it an exceptional opportunity for investors and second-home buyers alike.
Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)
Listing Agent: William Glade (941-356-1054)
6544 CALYPSO CORAL LN, SARASOTA, FL 34240
$395,00081 Days on yellowkey MLS ID: TB8501819
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1717 Built: 2022Monthly Fee: $171 Tax: $3,743 (2025)Community: Bay LandingTownhouse
Taxes:$3,743
High School: Booker High
Middle School: McIntosh Middle
Remarks: Welcome to the highly desirable Bay Landing community, where modern design meets effortless Florida living. Built in 2022, this beautifully maintained townhome with designer touches throughout features 3 bedrooms, 2.5 bathrooms, and an attached one-car garage—ideal for full-time residents or seasonal enjoyment. Step inside to a bright, open-concept floor plan designed for both everyday living and entertaining. The spacious kitchen is a standout, complete with granite countertops, stainless steel appliances, a generous pantry, and a stainless appliances. The living and dining areas flow seamlessly to a screened-in lanai—where this home truly shines—overlooking a private, wooded backdrop that offers a rare sense of peace and privacy not often found in the community. It’s the perfect setting for relaxing mornings or quiet evenings. Upstairs, the oversized primary suite serves as a peaceful retreat with a large walk-in closet and en-suite bath. Two additional bedrooms and a full bath offer flexibility for family, guests, or a home office. Built for durability and peace of mind, this home features all concrete block construction with quality craftsmanship. Bay Landing is a maintenance-free community with no CDD fees and low HOA fees, offering resort-style amenities including a clubhouse, sparkling swimming pool, fitness center, tot-lot, and dog park. Ideally located just minutes to I-75 for easy commutes along with close convenience to UTC, Waterside, downtown Sarasota, and world-renowned Gulf Coast beaches, this home delivers the perfect combination of comfort, great location and the ultimate Florida lifestyle—enhanced by one of the most private and serene settings in the neighborhood.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Denise Antonewitz (727-204-3138)
8735 OLDE HICKORY AVE #8303, SARASOTA, FL 34238
$235,000193 Days on yellowkey MLS ID: A4676820
REDUCED by $20,000 (7.8%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1238 Built: 1996 Tax: $3,008 (2025)Community: Stoneybrook Terrace 1Spa: YesCondo
Taxes:$3,008
Remarks: IMMACULATE AND MOVE-IN READY! Welcome to the Terraces in sought after Stoneybrook Golf and Country Club! This alcove of condos is on a dead-end cul-de-sac and are the closest condos to the Club and all its top-notch amenities you can walk to! This 2 bedroom 2 bath condo is offered TURN-KEY furnished and boasts a beautiful view of the 8th hole and the landscaped nature preserve. There are no builds behind the condo for extra privacy. The 3rd floor with ELEVATOR enjoys vaulted ceilings for a spacious feel. The lanai is glassed-in to add more under air room to enjoy or open the glass sliding doors with hurricane rated film, for an amazing cross breeze all year round! The kitchen is styled in a coastal blue with tiled back splash, extended quartz counters and additional cabinets for ease of entertaining and living. Primary bedroom has 3 closets, a walk in closet and 2 extra for more storage. The Terraces have their own heated pool, grilling area and tennis/pickleball courts, your personally assigned carport parking spot and a large storage unit with plenty of room for your golf and beach gear. Stoneybrook Golf and Country Club just completed their new 18 hole golf course designed by Arthur Hills and Kipp Schulties and is said to be one of the best on the West Coast! Other top-notch amenities include Lighted Har-Tru tennis/pickle ball courts, pro-shop, well-equipped fitness center, bocce court, putting greens, driving range, fitness studio, sharing library, additional heated pool/spa, full service restaurant/bar, meeting rooms, catering facility, outdoor dining patio, walking/biking trails, fishing, planned activities like yoga, mahjong, line dancing, and so much more! Stoneybrook Golf and Country Club is a prime location close to the Legacy Trail, beaches, Costco, Lowes, restaurants and all Sarasota and Venice has to enjoy! WELCOME HOME to RESORT-STYLE LIVING at its BEST!
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Julie Froeschle (941-228-6405)
5061 BARRINGTON CIR #1302, SARASOTA, FL 34234
$229,000141 Days on yellowkey MLS ID: A4684564
REDUCED by $10,000 (4.2%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1982Monthly Fee: $599 Tax: $2,389 (2025)Community: Barrington WoodsHalf Duplex
Taxes:$2,389
Remarks: (RENT TO OWN OPTION AVAILABLE, 10K DOWN, PORTION OF RENT GOES TO PRINCIPLE. PLEASE INQUIRE FOR MORE DETAILS. GOOD CREDIT AND JOB REQUIRED.) All the upgrades added in this renovation! Luxurious living at an affordable price (reduced again to encourage offers!) less than a mile from FSU Center for Performing Arts, Ringling Museum, New World College, Asolo Theater, and SRQ (10 minutes to downtown, 15 minutes to St Armand’s Circle/Lido Key Beach, 20 minutes to Siesta Key)! This condo has been renovated beyond the usual with perks like a new reverse osmosis water system in the kitchen and water filters on both showers and bathroom sinks. There are also high-end, first-class touches like seagrass wallpaper and crown molding and gorgeous quartz countertops! Tucked into the desirable Barrington Woods (gated) complex, this is a great location for a fraction of what you would pay for a comparable unit just a couple of miles south in downtown. New hurricane windows, freshly painted interior and exterior. New roof in 2022. New A/C unit in 2022. Lots of natural light. Kitchen: new white with gold, blue, and gray marbled quartz countertops, stylish white cabinets, new stainless double sink with disposal, new faucet fixtures, new reverse osmosis tankless water filtration system, lots of cabinets and a pantry for storage. Stainless refrigerator, black glass-top stove, dishwasher. Bathrooms: new fixtures, gorgeous Victorian wooden vanities, multi-layered filtration systems on sinks so you can brush your teeth and wash your face with the cleanest water as well as shower heads. There is also a versatile Florida room (aka lanai) is fully enclosed with big sliding glass windows overlooking new landscaping (palm trees and flowers) with a new tropical ceiling fan. Gorgeous easy to care for gray waterproof laminate wood floors throughout the unit. Large family room open area for couches, tables, dining, whatever. Front-loading large-capacity washer and dryer in their own closeted area with storage shelves above. Large primary suite with walk-in closet, new stylish barn door to bath and dressing area, Charming guest bedroom with seagrass wallpaper, crown molding, baseboards and white piping on the walls. Front porch big enough for sitting or for large potted plants. Outdoor storage closet (that locks securely) for storing your gardening tools or your beach chairs or bicycle. Lawn maintenance is included. Sprinkler system and drip lines for landscaping. Sparkling pool just across the quaint wooden pedestrian bridge over the lake where birds and turtles frolic. Your own parking space in front of the unit under the cover of a carport. Plenty of guest parking available nearby. Pets allowed up to 40 lbs. Move-in ready. Furnished or not (or partial).
Listing is courtesy of: REALNET FLORIDA REAL ESTATE (813-288-8000)
Listing Agent: Brenda Carey (323-447-8600)
22 SANDY COVE RD #APT 203, SARASOTA, FL 34242
$629,00089 Days on yellowkey MLS ID: A4691011
REDUCED by $10,000 (1.6%) on 06/04/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 532 Built: 1969 Tax: $4,204 (2025)Community: Sandy CoveCondo
Taxes:$4,204
Remarks: $10,000 Price Reduction! Introducing a charming one-bedroom, one-bathroom condo in the heart of Siesta Key, where Old Florida charm meets modern coastal living. This elevated second-floor unit offers a bright, inviting living space set within a secluded, tropical oasis designed by the renowned Frank Folsm Smith of the Sarasota School of Architecture. Enjoy peace of mind with no history of storm damage in this elevated location, and savor private access to a community beach and fishing pier just steps away. From the private beach, you can watch dolphins play in the Gulf as you unwind to sea breezes and tranquil sunsets. This distinctive enclave blends architectural pedigree with lush, mature landscaping and a resort-like atmosphere, providing a rare combination of privacy and coastal convenience. The property is perfectly positioned within easy reach of Siesta Key Village, where you’ll find a vibrant mix of restaurants, live music, and boutique shopping. Whether you’re seeking a full-time residence or a carefree vacation getaway, this condo offers a low-maintenance lifestyle without sacrificing character or location. Why you’ll love it: a compact, stylish retreat with direct beach access, private coastal views, and proximity to village amenities all in one package. It’s an excellent option for year-round living or a tropical getaway, combining unique architecture, serene grounds, and a distinctive Siesta Key experience. Schedule a private tour to experience this exceptional property firsthand.
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
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