Location: Sarasota
Do Not Show Listings
832 BLUE SHELL LOOP, SARASOTA, FL 34240
$2,000,00031 Days on yellowkey MLS ID: A4697934
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3072 Built: 2026Monthly Fee: $426 Tax: $7,345 (2025)Community: ShellstoneSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,345
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Virtually Staged. Experience the pinnacle of lakefront luxury in Shellstone at Waterside with this pristine, move-in-ready Portside Model by Homes by Towne. Skip the build delays and step into a masterpiece featuring a zero-carpet interior with premium wood-look plank tile, elegant step-tray ceilings throughout, and upgraded insulation for enhanced energy efficiency and year-round comfort. The grand great room anchors the home, showcasing a custom fireplace with a floor-to-ceiling tiled wall and LED accent lighting. A chef’s dream, the professional Monogram kitchen boasts Level 6 solid wood cabinetry, a 36” gas cooktop, high-end appliances, designer butler’s pantry with a wine cooler, and upgraded under- and over-cabinet lighting that beautifully enhances both function and ambiance. Ultra-premium Calacatta Elysio quartz runs consistently through the kitchen and all bathrooms. Outdoors, enjoy a private paradise with a custom Pebble Tec saltwater pool featuring dual waterfalls, a sun shelf with bubblers, and an upgraded paver lanai, all framed by an Open View screen cage for unobstructed, spectacular lake views. Built for ultimate security and efficiency, this pre-wired smart home includes full hurricane-impact glass, a high-efficiency Trane HVAC system, a tankless gas water heater, and a 4-camera CCTV system. The 3-car garage features polyaspartic flooring and an EV charging circuit, alongside rough-ins for a future outdoor kitchen and whole-home generator. Shellstone offers a premier, maintenance-included lifestyle with access to The Summit’s resort-style pool and fitness center, plus Midway Park’s pickleball and tennis courts. Just minutes from Waterside Place, UTC, and Sarasota’s world-class beaches, this exceptional home delivers luxury, comfort, and convenience in one remarkable package. Is this home your perfect match?
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Rachel Woodruff, Pa (941-705-8686)
4174 CENTRAL SARASOTA PKWY ## 233, SARASOTA, FL 34238
$250,000100 Days on yellowkey MLS ID: N6143962
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 949 Built: 1998Monthly Fee: $755 Tax: $2,054 (2025)Community: Bella Villino ViCondo
Taxes:$2,054
Elementary School: None
High School: None
Middle School: None
Remarks: Resort style living at its best! You won’t want to miss your opportunity to own this well maintained top floor, largest 1 bedroom 1 bathroom floor plan in Bella Villino. This unit features an open floor plan, high ceilings, granite counter tops in the kitchen, was recently painted and has new flooring. The bathroom features a walk in closet and new cabinets. The washer and dryer are located in the unit for convenience. Located just steps from the community amenities, you’ll enjoy a heated salt water pool and spa, a fitness center, indoor racquetball and basketball courts, billiards room, tennis court, full business center with internet, grilling area, pet and picnic areas, as well as a car detail station. If that is not enough, you will be a short distance to the Legacy Trail for bicycling, skating, jogging or walking. Location, location, location! Bella Villino is close to all that Sarasota and Venice has to offer including beaches, marinas, theaters, restaurants, shopping and more!
Listing is courtesy of: KAZ REAL ESTATE COMPANY (941-441-7661)
Listing Agent: Stephanie Pressley (941-545-9004)
5016 CHERRY LAUREL WAY, SARASOTA, FL 34241
$1,480,00088 Days on yellowkey MLS ID: A4691478
0 Days Off yellowkey (back on 7/18/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3694 Built: 1996Monthly Fee: $116 Tax: $11,464 (2025)Community: Bent Tree VillageSpa: YesSingle Family
Taxes:$11,464
Remarks: Under contract-accepting backup offers. Set in the enchanting, tree-canopied gated community of Bent Tree – The Woodlands, find Modern Elegance in this 4-bed, 3.5-bath Athur Rutenberg home sitting on a rare Estate size 0.70-acre pond-view lot. The mature trees and natural landscape create a peaceful, almost magical arrival. Beautifully updated throughout, the home features large wood-look tile, Cambria quartz, a brand-new kitchen, Crown molding, plantation shutters, updated baths and major improvements including roof, AC, and hot water heater (approx. 6 years). The outdoor living space is exceptional, offering a beautiful over-sized, Salt water, Heated, pool and spa framed by a picture-window cage overlooking the serene pond and lush greenery. The location is outstanding — close to beaches, shopping, restaurants, and everyday conveniences — making this property a rare blend of privacy, elegance, and Sarasota lifestyle. The perfect home for someone who does not like cookie cutter homes and loves nature. Come take a look. Seller will leave the large potted plants for the new buyer to enjoy.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Grace Bonaccorso (941-580-1362)
2705 SUNNYSIDE ST, SARASOTA, FL 34239
$575,00059 Days on yellowkey MLS ID: A4695026
REDUCED by $24,000 (4.0%) on 07/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1671 Built: 1958 Tax: $5,729 (2025)Community: South GateSingle Family
Taxes:$5,729
Remarks: This beautifully renovated mid-century modern home in the highly sought-after SOUTH GATE neighborhood is the perfect blend of vintage charm and modern luxury. Completely updated from top to bottom, this stunning 3-bedroom, 2-bath residence features brand new flooring throughout, fully remodeled bathrooms, fresh interior and exterior paint, a beautifully redesigned kitchen with all new appliances, and professionally updated landscaping that enhances the home’s curb appeal. Major system upgrades include a metal roof with aluminum super gutters, updated A/C unit, replumbed PVC plumbing, and modernized electrical systems, offering peace of mind for years to come. The flexible floor plan provides the option to easily convert the home into a 4-bedroom layout if desired. Conveniently located with easy access to downtown Sarasota, Siesta Key Beach, Arlington Park, shopping, dining, and entertainment, this home offers the ultimate Florida lifestyle. Whether you’re enjoying a sunset stroll, relaxing at one of the world’s most beautiful beaches, or dining nearby, this location truly has it all. This is the kind of investment and lifestyle opportunity that doesn’t come around often — move-in ready, beautifully updated, and perfectly located. Don’t miss your chance to own a piece of Sarasota paradise!
Listing is courtesy of: MACHADO PROPERTY PROS (941-587-7488)
Listing Agent: Jen Hendrickson (941-726-9985)
2807 ORIOLE DR, SARASOTA, FL 34243
$615,00087 Days on yellowkey MLS ID: TB8498443
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 2016Monthly Fee: $93 Tax: $4,459 (2025)Community: Soleil West Ph IiSingle Family
Taxes:$4,459
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Experience refined Florida living at its finest in this extensively upgraded 2016-built residence showcasing over $93,000 in documented enhancements that elevate both lifestyle and peace of mind. A rare opportunity, this home blends luxury finishes, modern systems, and HURRICANE-RATED PROTECTION in a way that truly sets it apart. Thoughtfully crafted for both elegance and resilience, the home features 200 MPH-RATED HURRICANE PROTECTION, including an impact glass front door, automated roll-down lanai screens, and full-home accordion shutters for effortless storm readiness. A GENERATOR-READY ELECTRICAL SYSTEM, EV CHARGING CAPABILITY, and WHOLE-HOME SURGE PROTECTION deliver exceptional modern confidence and convenience. Inside, natural light fills the open-concept layout, highlighting fresh designer paint, large-format tile flooring, and a timeless neutral palette that creates a bright atmosphere. The heart of the home is the gourmet kitchen, featuring a dramatic 10-foot island, 42-inch cabinetry, granite countertops, and stainless-steel appliances, seamlessly flowing into expansive living and dining areas ideal for both entertaining and everyday comfort. The primary suite offers a true private retreat with custom California Closets, upgraded luxury vinyl plank flooring, and a spa-inspired bath that feels like a daily escape. Step outside and experience resort-style Florida living with a screened lanai surrounding a HEATED POOL, along with an energy-efficient heat pump, upgraded filtration system, and a generous covered seating area for year-round enjoyment and relaxation. Additional improvements include a WHOLE-HOME WATER FILTRATION SYSTEM, HD SECURITY SYSTEM, and a collection of thoughtfully curated upgrades throughout, including an epoxy-finished garage, plantation shutters, seamless gutters, and a professionally engineered drainage system, reflecting meticulous care and long-term pride of ownership. Located in the highly desirable gated community of Soleil, residents enjoy resort-style amenities including a pool, bocce ball courts, dog park, picnic pavilion, and clubhouse with a 24-hour fitness center, full kitchen, game room, locker rooms, and social spaces. HOA fees are remarkably low at just $93 a month. Ideally positioned with a Sarasota address in Manatee County, this home is less than 10 minutes from Sarasota Bradenton International Airport and offers favorable property tax advantages. This home represents a rare opportunity to secure a fully upgraded, move-in-ready Florida residence offering luxury, security, and effortless living in one complete package.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Leanne Endres (727-647-6477)
2170 ROBINHOOD ST #C1-202, SARASOTA, FL 34231
$998,000192 Days on yellowkey MLS ID: A4677932
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1428 Built: 2026 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Taxes:$46,289
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Under Construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This thoughtfully designed two-bedroom, 2.5-bath loft-style residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and an expansive outdoor patio with built-in planters—perfect for seamless indoor-outdoor living. Ideally situated in a prime location near the club. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—ideal for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2ipickleball courts, 4 padel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by the acclaimed Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Cari Miller (203-722-4509)
7745 WESTMORELAND DR, SARASOTA, FL 34243
$424,90010 Days on yellowkey MLS ID: TB8530490
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1745 Built: 1935 Tax: $4,946 (2025)Community: Whitfield Estates Unit 1Single Family
Taxes:$4,946
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Virtually Staged. Classic Sarasota character meets a fresh, modern renovation on an oversized .39-acre homesite! This beautifully updated 3-bedroom, 2-bath home offers an open, flexible floor plan designed for both everyday living and entertaining. The welcoming front porch has a relaxing feel, melting the stress away while rocking on the covered porch. Step inside to the open floor plan with plenty of natural lighting. New gorgeous flooring. A spacious kitchen features white shaker-style cabinetry, stone countertops, stainless steel appliances, a large center island and abundant storage. This space is great for entertaining! The living room can accommodate a sectional sofa and more! All bathrooms have been updated with beautiful tile work in the showers. Outside is where this property truly stands apart. The expansive fenced yard provides exceptional room to enjoy the Florida lifestyle, complete with a fire-pit gathering area, patio space and an oversized concrete parking area offering room for an RV, boat, trailer and multiple vehicles—a rare find for buyers who need space for their recreational toys. The location puts you close to some of the best of the Sarasota area. Boaters can take advantage of nearby public water access, including Ken Thompson Boat Ramp and Centennial Park, while outdoor recreation and waterfront scenery await at Bayfront Park. Shopping, dining and entertainment options are abundant at University Town Center and the iconic St. Armands Circle. Sarasota's renowned beaches, downtown cultural attractions and waterfront destinations are also within easy reach. Frequent travelers will appreciate convenient access to Sarasota Bradenton International Airport. With its updated interior, oversized lot, expansive outdoor space and exceptional parking for boats and RVs, this home offers a combination of versatility, location and Florida lifestyle that is increasingly difficult to find. Schedule your private showing today! ROOF 2022, WINDOWS 2022, AC 2020, WATER HEATER 2026, ELECTRIC PANEL 2022
Listing is courtesy of: GUARDIAN REAL ESTATE SERVICES (813-767-2582)
Listing Agent: Michael Hernandez (813-220-5610)
5633 E LONG COMMON CT #20, SARASOTA, FL 34235
$324,900360 Days on yellowkey MLS ID: A4660727
REDUCED by $100 (0.0%) on 06/09/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1264 Built: 1989Monthly Fee: $454 Tax: $3,933 (2024)Community: Long CommonVilla
Taxes:$3,933
Tax Year: 2024
Remarks: Virtual tour link in MLS is actual 3D tour, not a slideshow - please visit it! Furniture is optional with listing. Welcome to this beautifully maintained 2-bedroom, 2-bath villa located in the highly desirable Long Common enclave within The Meadows. This single-story home offers 1,264 square feet of bright, open living space, ideal for those seeking a low-maintenance Florida lifestyle. Step inside through a charming courtyard entry with a brick-paver driveway and a 2-car garage. Inside, the great room impresses with high ceilings, crown molding, and direct access to a Florida room that features a panoramic view of the pond and fairway in the distance—perfect for relaxing or entertaining year-round. The kitchen features stainless appliances, stone countertops, a cozy bay-window breakfast nook, and a convenient pass-through to the living and dining areas. A split-bedroom floor plan ensures privacy, with the primary suite offering a walk-in closet, dual sinks, and a walk-in shower. Residents of The Meadows enjoy access to three golf courses, tennis and pickleball courts, a Jr. Olympic-sized heated pool, clubhouse, fitness center, and miles of scenic walking and biking trails. The community is also ideally located near Nathan Benderson Park, the upcoming Mote Marine Aquarium, University Town Center Mall, and a wide variety of shopping, dining, and cultural attractions in downtown Sarasota.
Listing is courtesy of: BLUE SKY REAL ESTATE (941-587-3492)
Listing Agent: John Werner (941-587-4579)
12571 NIGHT VIEW DR, SARASOTA, FL 34238
$919,50048 Days on yellowkey MLS ID: A4695583
REDUCED by $6,500 (0.7%) on 07/18/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3092 Built: 2021Monthly Fee: $268 Tax: $7,560 (2025)Community: Promenade Estates Ph ISingle Family
Taxes:$7,560
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Lowest Priced MI home in Promenade Estates. Bring you plans and build the pool of your dreams! This is a 5 bedroom with a loft and office. Pool sized backyard have plans and estimate. Built in 2021, this MI home offers over 2,400 sq. ft. on the first floor, plus a fifth bedroom and loft upstairs (approx. 600sqft). Set on a pool-sized lot with peaceful lake and nature trail views, it’s just beyond the gates from the world-famous Legacy Trail, perfect for biking, walking, skating, and more. Conveniently close to shopping, major roads, the bay, beaches, water activities, and the remodeled Costco in Palmer Ranch, it’s also near Pine View—ranked the #1 public magnet school in Florida and top 25 in the nation—within Sarasota’s highly regarded school district. The only Columbia Model in Promenade Estates with a full loft and extra bed/bath upstairs, it features 8-ft doorways, four bedrooms plus an office downstairs, a split bedroom layout, and a primary suite at the rear. Bedrooms two and three share a Jack-and-Jill bath, while the fourth sits near the garage. Stylish modern quartz countertops, farmhouse tile floors, and carpeted bedrooms add comfort. With five full bedrooms and potential for seven through small conversions, this energy-efficient home keeps utility bills low. Promenade Estates offers gated access, a pool, gym, volleyball, and basketball courts, along with family-friendly events. Pre-plumbed and wired for a pool, it also boasts a large driveway, split three-car garage, hurricane shutters, a lanai with sunset views, and easy access to wildlife, shopping, the bay, and major routes. Just two miles to Pine View and Legacy Trail, with bus routes to Sarasota’s top schools. Seller may include furnishings. Owner is a licensed real estate broker; proof of funds or pre-approval required for appointments. Buyer to verify all MLS data - square footage, schools, HOA rules etc. Easy to show. Please call for an appointment can show within 1 hours notice.
Listing is courtesy of: BLVD REALTY (702-321-8669)
Listing Agent: Sylvia Ferenczik Federico (702-321-8669)
4256 KING RICHARD LN, SARASOTA, FL 34232
$549,00028 Days on yellowkey MLS ID: A4698470
2 Days Off yellowkey (back on 7/18/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1696 Built: 1984Monthly Fee: $49 Tax: $4,736 (2025)Community: NottinghamSpa: NoSingle Family
Taxes:$4,736
Elementary School: Fruitville Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to this spectacular, fully remodeled lakefront pool home nestled on a quiet cul-de-sac with an impressive 140 feet of sparkling lake frontage. Designed with modern elegance and everyday comfort in mind, this move-in-ready residence features a brand-new roof, newer A/C and water heater, fresh interior and exterior paint, reinforced and leveled pool decking with a 5-year warranty, and a new pool pump and filter, new luxury vinyl flooring complemented by ceramic tile throughout, soaring ceilings, and the open-concept floor plan is centered around a beautifully redesigned chef's kitchen featuring brand-new solid wood cabinetry, gorgeous quartz countertops, and seamless flow into the spacious living room with a charming fireplace and chimney and a separate family room, creating the perfect space for entertaining or relaxing. The first-floor owner's suite offers a spacious walk-in closet and a beautifully remodeled spa-inspired bathroom, while the second floor features two generously sized bedrooms connected by a convenient Jack-and-Jill bathroom. Every bathroom has been tastefully renovated with high-end finishes, and the home also includes a half bath and a dedicated laundry room for added convenience. Step outside to your private Florida oasis where the expansive screened lanai showcases brand-new tile flooring, a stunning brand-new wood plank ceiling that adds warmth and character which overlooks the newly refurbished pool and breathtaking lake views, creating the perfect setting for outdoor gatherings or peaceful evenings. Beyond the lanai, you'll discover a peaceful, beautifully landscaped retreat complete with mature vegetation, a producing mango tree, and a cozy fire pit, creating the perfect setting to unwind, entertain, or enjoy quiet evenings surrounded by nature. This stunning home is truly better than new and ready for its next owner to enjoy.
Listing is courtesy of: LIMITLESS SKY REAL ESTATE LLC (941-312-6014)
Listing Agent: Eva Oliva (941-586-1066)
10648 ORBIT TER, SARASOTA, FL 34241
$264,959196 Days on yellowkey MLS ID: A4677899
1 Days Off yellowkey (back on 7/18/2026)
REDUCED by $9,500 (3.5%) on 06/24/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1187 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchSpa: NoTownhouse
Taxes:$0
Elementary School: Pine View School
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under Construction. What's Special: No Rear Neighbors | Pond View | Close to Amenity | Convenient 1st Floor Living - New Construction - July Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Ivy at 10648 Orbit Terrace in The Towns at Skye Ranch! This thoughtfully designed townhome maximizes every inch of living space. Step inside to find the kitchen at the front of the home, complete with a spacious pantry, then move into the casual dining area and great room that opens to a welcoming outdoor patio. Upstairs, enjoy the private primary suite with a full bath, while the second floor also offers a convenient laundry area and a secondary bedroom with its own bath. Nestled behind the gates of Skye Ranch, these modern, open-concept townhomes are part of a master-planned community in the heart of Sarasota. Located at Clark Road and Lorraine Road, Skye Ranch blends everyday convenience with natural beauty—grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional highlights include quartz countertops and window blinds throughout. Photos are for representative purposes only. MLS#A4677899
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
5128 OXFORD DR, SARASOTA, FL 34242
$1,300,00040 Days on yellowkey MLS ID: A4697056
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1908 Built: 1967 Tax: $8,580 (2025)Community: Siesta BeachSpa: NoSingle Family
Taxes:$8,580
Remarks: Nestled beneath majestic oak trees, this beautifully updated home has a flexible floor plan. It boasts multiple sleeping areas that comfortably accommodates visiting family and guests. Tastefully furnished and decorated, this residence underwent extensive renovations in recent years and features a newly installed roof, new impact rated windows, restored terrazzo flooring complemented by updated tile throughout. The kitchen is well-appointed with stainless steel appliances. Both bathrooms have been tastefully remodeled with granite countertops, updated fixtures, modern sinks, and designer finishes. Walk, Bike or golf cart just a short distance to the Siesta Key Village and America's most celebrated beach. Step outside to enjoy the enclosed, heated, chlorine-free pool and a private backyard oasis, perfect for relaxing or entertaining. Nearby, Siesta Key Village offers boutique shopping, acclaimed dining, live entertainment, vibrant nightlife, charming cafés, and peaceful parks. Aside from the stunning Siesta Key beaches... pickle ball, tennis courts and parks just a short bike ride away, provide fantastic outdoor recreation opportunities. Throughout the year, the island hosts a variety of special events that celebrate the unique lifestyle and beauty of the area. Experience the best of island living on world-famous Siesta Key, renowned for its powder-soft white sand, crystal-clear turquoise waters, and laid-back coastal charm. Whether you're seeking a full-time residence, vacation getaway, or income-producing investment, this exceptional property presents an opportunity to own your own slice of paradise. With strong year-round rental demand, it offers both an outstanding lifestyle and excellent investment potential. All measurements are approximate and need to be confirmed by the buyer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jessica Hoffman (941-400-5778)
2426 ICECAPADE DR, SARASOTA, FL 34240
$510,00011 Days on yellowkey MLS ID: A4700212
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1665 Built: 1994Monthly Fee: $58 Tax: $2,385 (2025)Community: Paddocks CentralSpa: YesSingle Family
Taxes:$2,385
Remarks: Rarely Available Tropical Retreat in The Paddocks! Welcome to this beautifully updated and meticulously maintained home, where luxury, comfort, and privacy come together in one exceptional property. Nestled on a lushly landscaped homesite in the highly sought-after Paddocks community, this residence offers a truly private backyard oasis that is rarely found. Step outside to your own tropical paradise featuring a sparkling heated pool and spa, a fully fenced yard surrounded by mature landscaping, and even a private putting green—perfect for entertaining or enjoying the Florida lifestyle year-round. The covered lanai is enhanced with custom roll-down screens, creating an ideal indoor-outdoor living space. Inside, the heart of the home is a chef-inspired kitchen designed to impress, complete with custom wood cabinetry, elegant quartz countertops, premium Bosch stainless steel appliances, and abundant workspace for cooking and gathering. The spacious great room is warm and inviting with custom built-in cabinetry and a stylish electric fireplace, creating the perfect setting for relaxing or entertaining. The luxurious primary suite is a true retreat, offering a spa-inspired bathroom featuring an oversized walk-in shower, a freestanding soaking tub, dual vanities, and a towel warmer that adds a touch of everyday luxury. Additional features include full hurricane protection with impact sliding glass doors and hurricane shutters for all other openings, providing both security and peace of mind. Located in the desirable Paddocks community, you'll enjoy a prime Sarasota location with top-rated A-rated schools, convenient access to shopping, dining, parks, and the area's world-famous Gulf beaches. This is more than just a home—it's a private resort-style retreat that has been thoughtfully updated and impeccably maintained. Opportunities like this are rare. Don't miss your chance to own one of The Paddocks' finest properties.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Amy Worth (941-928-5342)
2228 N ORANGE AVE, SARASOTA, FL 34234
$185,00073 Days on yellowkey MLS ID: O6408224
0 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1340 Built: 1995 Tax: $2,082 (2025)Community: NewtownSpa: NoSingle Family
Taxes:$2,082
Remarks: Meet 2228 N Orange Ave, a residence arranged for everyday practicality and comfortable living. The kitchen features all stainless steel appliances, complementing a primary bedroom that includes a spacious walk in closet for convenient organization. The property's exterior is enhanced by a fenced in backyard, featuring a storage shed, establishing a secure outdoor area. This home provides essential design and daily ease for you. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
800 BENJAMIN FRANKLIN DR #509, SARASOTA, FL 34236
$899,00084 Days on yellowkey MLS ID: A4691604
REDUCED by $100,000 (10.0%) on 07/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978 Tax: $13,735 (2025)Community: Lido AmbassadorCondo
Taxes:$13,735
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. PRICE REDUCED and ready for its new owner! 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)
4031 IOLA DR, SARASOTA, FL 34231
$284,25043 Days on yellowkey MLS ID: A4695471
INCREASED by $6,250 (2.2%) on 07/18/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 952 Built: 1952 Tax: $2,546 (2025)Community: Dixie HeightsSingle Family
Taxes:$2,546
Remarks: ***ACT BEFORE IT IS GONE!!!*** SOLID BONES HOUSE PRICED WAY UNDER UPRAISED VALUE, VA/FHA financeable! BEAUTIFUL UPDATED efficient house in GREAT CONDITION! NO HOA, no flood zone, absolutely no flood history, high elevation. New septic, drain field, and quality METAL ROOF (previous owners were roofers)! Super affordable utilities bills due to efficiency and zoning! Granite countertops, updated bathroom and kitchen, tile flooring make this home easy to maintain. Bring your boat, trailer, or RV: this cozy Florida home offers a quiet living in a well-established Sarasota neighborhood. The house is close to shopping areas, restaurants, hospitals, world-famous Siesta Key beach, downtown Marina, Selby Botanical Gardens, Suncoast Technical College, Riverview High School district with IB program. TAKE ACTION BEFORE IT IS GONE! *VA, FHA, and conventional financing are welcome, house easily passes inspection and is priced below appraised value. Please use standard FL contract type and up to 5 business days (or 7 calendar days) inspection period.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Zulfiia Tursunova (941-228-6862)
1350 MAIN ST #502, SARASOTA, FL 34236
$462,000147 Days on yellowkey MLS ID: A4684303
REDUCED by $7,000 (1.5%) on 06/29/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
Remarks: Located at the direct epicenter of downtown Sarasota on Main Street, this 5th-floor residence at 1350 Main Street offers the ultimate turn-key downtown Sarasota condo for sale under $500k. Offering a rare sense of privacy with only three units on the entire floor, this 705 SF layout is perfect for a Florida seasonal retreat, a weekend getaway, or an effortless "lock-and-leave" lifestyle. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun and blackout shades controlled by a hidden, customizable Lutron shade and lighting system provide quick control over the home’s light and atmosphere. A stackable washer and dryer are in the bathroom closet. The efficient kitchen has a newer refrigerator and a KitchenAid range and dishwasher, opening into a spacious living area. In the primary suite, custom built-in shelving provides an elegant storage solution, and for those seeking an absolute move-in ready condo in Sarasota, the furnishings are negotiable (excluding the display cabinet). This pet-friendly condo in downtown Sarasota serves as a premier secondary sanctuary for those desiring a refined city escape. Ownership includes the "gold standard" of luxury condo amenities and conveniences: a deeded parking space in the private garage and a highly coveted same-floor condo storage unit. Known for its 24/7 concierge service and meticulous cleanliness, the building offers resort-style amenities including a heated lap pool and spa, fitness center, catering kitchen, BBQ grill, social room, fire pit, library, and stylish clubroom. Step out of the lobby and into the heart of walkable downtown Sarasota. Directly across Main Street, enjoy immediate proximity to local favorites including Clasico, Cafe Epicure, Selva, OfKors Bakery, Green Zebra, Cafe Amici, and Main Street Creamery. Explore the nearby galleries of Palm Avenue Sarasota, or take a scenic stroll down to Marina Jack and the beautiful paths of Bayfront Park. With the Sarasota Opera House, Florida Studio Theatre, Art Ovation, and local theaters just steps away, this is a rare opportunity to own Sarasota luxury real estate at the intersection of culture and convenience.
Listing Agent: John Forberger (305-905-1842)
4717 WINSLOW BEACON #7, SARASOTA, FL 34235
$180,00095 Days on yellowkey MLS ID: A4687794
REDUCED by $9,000 (4.8%) on 07/18/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 582 Built: 1984Monthly Fee: $358 Tax: $2,151 (2025)Community: Winslow BeaconSpa: NoCondo
Taxes:$2,151
Remarks: Tucked inside the lush, park-like setting of The Meadows, this beautifully updated 1-bedroom condo in Winslow Beacon offers a rare blend of peaceful waterfront living and prime Sarasota convenience. Recent upgrades include: 5" baseboard trim, fresh interior paint, updated vaulted ceilings and doors, and a BRAND NEW A/C system--providing peace of mind for years to come. Step inside to a light and inviting layout that opens to your private screened lanai, where tranquil pond and fountain views create the perfect backdrop for morning coffee or unwinding at sunset. Surrounded by mature landscaping and natural beauty, this is Florida living at its most serene. Residents of Winslow Beacon enjoy access to a private community pool, while also benefiting from the extensive amenities of The Meadows—including miles of scenic walking and biking trails, golf, and a vibrant community atmosphere. Just a short stroll away, you’ll find the community’s newly updated dining, bar, and shopping options, making everyday living both easy and enjoyable. Ideally located just minutes from the highly desirable Mall at University Town Center corridor, this condo offers convenient access to upscale retail, dining, and one of Sarasota’s fastest-growing areas—adding long-term appeal for both homeowners and investors alike. Whether you’re seeking a low-maintenance primary residence, seasonal retreat, or income-producing property, this is an exceptional opportunity to own in one of Sarasota’s most established and naturally beautiful communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kelli Eggen (941-376-9844)
1440 KIMLIRA LN, SARASOTA, FL 34231
$7,350,00010 Days on yellowkey MLS ID: A4700303
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3283 Built: 1986 Tax: $58,035 (2025)Community: Not Part Of A SubdivisionSpa: NoSingle Family
Taxes:$58,035
Remarks: Located on approximately 200 feet of open Bay frontage in one of Sarasota's most prestigious neighborhoods, this remarkable property enjoys a postcard-worthy setting on more than an acre of beautifully landscaped grounds near The Field Club. A 150+/- foot private dock, expansive lawn, and breathtaking panoramic views create one of Sarasota's truly exceptional waterfront offerings. The residence is in outstanding, like-new condition, with all major systems and components replaced in 2017. Thoughtfully designed with an open floor plan, the home offers three private en-suite bedrooms and a relaxed island-inspired aesthetic complemented by textured wall finishes, tray ceilings, crown moldings, custom built-ins, designer lighting, and fine finishes throughout. The spacious great room is ideal for entertaining, while the well-appointed kitchen is perfectly positioned between a charming breakfast room and formal dining area. Additional features include an oversized laundry room, generous air-conditioned attic storage, an attached two-car garage, and an air-conditioned workshop that could also serve as a third garage bay. For many, however, the true rarity lies in the land itself. With approximately 200 feet of open Bay frontage, more than an acre of prime waterfront, and surrounded by Sarasota's most significant estates, this is the kind of homesite that rarely becomes available. While the existing residence can be enjoyed immediately for years to come, the property also presents an extraordinary opportunity to create a world-class waterfront estate that fully realizes the potential of this iconic setting. Quite simply, the value of this offering extends well beyond the home—it is an opportunity to own one of Sarasota's premier Bayfront properties. Offered at a compelling value among the area's most prestigious waterfront estates, this is a rare chance to secure an irreplaceable piece of Sarasota's shoreline for today and for generations to come.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
1555 EASTBROOK DR, SARASOTA, FL 34231
$4,250,00010 Days on yellowkey MLS ID: A4700259
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 3967 Built: 2025 Tax: $8,376 (2025)Community: Kentwood EstatesSpa: YesSingle Family
Taxes:$8,376
Remarks: Modern architecture reaches an extraordinary new level at 1555 Eastbrook Drive, a newly completed 2025 estate offering nearly 4,000 square feet of sophisticated single-level living in one of Sarasota’s most coveted residential corridors. Positioned on an expansive 0.45-acre homesite near Oyster Bay and the sought-after West of Trail area, this five-bedroom, five-and-one-half-bath residence was created for the discerning buyer who values distinctive design, advanced technology, privacy, and effortless entertaining. Beyond its dramatic contemporary façade, soaring ceilings, expansive glass, warm architectural woodwork, and statement lighting create an atmosphere that is both impressive and inviting. The designer kitchen commands attention with custom flat-panel cabinetry, premium appliances, elegant stone surfaces, and an oversized waterfall island that opens seamlessly to the grand living and dining spaces. Integrated smart-home automation, generator, whole-home audio, surveillance, and dedicated controls place lighting, sound, and security at your fingertips. The primary suite is a private sanctuary with direct access to the pool, dual custom walk-in closets, and a spa-inspired bath featuring a sculptural soaking tub, dramatic stonework, dual vanities, and an oversized glass-enclosed shower. Four additional bedroom suites offer beautifully appointed private baths, creating exceptional accommodations for family and guests. A rare four-car garage with soaring ceilings provides space for an impressive automobile collection, with the potential for lift systems and additional storage. Designed to rival a private resort, the expansive outdoor retreat features a heated saltwater pool, elevated spa, illuminated water features, panoramic screen enclosure, and lush tropical surroundings. The covered lanai is finished with wood-accented ceilings and dramatic stone surfaces, while the fully equipped outdoor kitchen, wet bar, and generous gathering areas make year-round entertaining effortless. This exceptional Sarasota luxury home places Siesta Key’s celebrated quartz-sand beaches and vibrant village atmosphere within easy reach. Enjoy convenient access to the historic Field Club, Southside Village, Sarasota Bay, downtown Sarasota, St. Armands Circle, Marie Selby Botanical Gardens, fine dining, designer shopping, boating, golf, and the city’s renowned arts and cultural venues. More than a residence, 1555 Eastbrook Drive is a statement of modern luxury in an irreplaceable Sarasota setting.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
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