Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
1723 OAK ST, SARASOTA, FL 34236
$2,049,000149 Days on yellowkey MLS ID: A4671825
REDUCED by $100,000 (4.7%) on 04/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2862 Built: 2004 Tax: $15,094 (2024)Community: Burns RealtySpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,094
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: The best of both worlds awaits in historic Laurel Park: a walkable downtown lifestyle paired with the privacy and comfort of a single-family home. 1723 Oak Street is a rare offering: an elevated, concrete-block residence with a character-rich Spanish Colonial exterior and nearly 2,900 square feet of light-filled living space. From the picture-perfect front porch, you’re welcomed into the main level, where high ceilings and hurricane-rated French doors and windows flood every room with natural light. The kitchen is a true showpiece, blending upscale finishes with coastal-inspired design. A 36” Wolf range and built-in refrigerator complement the Calacatta marble countertops and exotic wood topped island, while an expansive walk-in pantry provides coveted storage. A beverage refrigerator on the island makes entertaining effortless. The semi-open floor plan flows seamlessly between the dining and living areas, creating the perfect environment for gathering in style. A flexible den, ideal as a study, playroom, or media space, is enclosed by French doors. Upstairs, the spacious primary suite offers a private balcony, dual walk-in closets, and a spa-like bath with marble countertops, a soaking tub, and an oversized walk-in shower. Two additional bedrooms share a beautifully appointed full bath and a balcony overlooking the property. The laundry is conveniently located on the same level as the bedrooms. Outside, discover an unexpected oasis in the heart of downtown: a heated PebbleTec plunge pool, brick paver patio, mature tropical landscaping, and lush turf that creates a serene, low-maintenance retreat. A detached structure at the rear of the property provides exceptional flexibility. The upper level hosts a self-sufficient guest suite complete with kitchen, bath, and built-in queen Murphy bed. Below, a two-car garage with a sleek impact-rated glass door not only offers prized garage space but has been finished and air conditioned to function as a home office, fitness studio, or creative flex space (this bonus space is not included in square footage). The property is fully fenced and includes off-street parking in addition to the garage. Located in one of Sarasota’s most desirable neighborhoods, you’ll enjoy dozens of restaurants, shops, and cultural venues just steps from your door, along with easy access to the waterfront, farmers markets, and year-round festivals and shows. Few homes combine modern quality, neighborhood charm, and exceptional indoor–outdoor living quite like this one. Don’t miss this rare opportunity to experience the very best of Laurel Park.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Nick Gard (941-500-4273)
2355 BAHIA VISTA ST, SARASOTA, FL 34239
$874,983141 Days on yellowkey MLS ID: A4672605
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2086 Built: 2023 Tax: $8,758 (2024)Community: Avon Heights 2Single Family
Taxes:$8,758
Elementary School: Alta Vista Elementary
Remarks: One or more photo(s) has been virtually staged. UNRIVALED LUXURY LIVING IN PRIME SARASOTA LOCATION! Experience the epitome of luxury with this stunning custom 4 bed 2 and a half bath residential masterpiece! This immaculate two-story traditional home boasts unrivaled craftsmanship and top-tier amenities throughout. Every detail exudes sophistication, from the soaring 9’4” ceilings and elegant crown molding to the pristine wood flooring that extends throughout the home. The gourmet kitchen is an entertainer’s dream, featuring a generous island, all-wood cabinetry, and gorgeous quartz countertops. The gorgeous ground-floor master suite offers the ultimate in convenience and privacy. Indulge in the beautiful ensuite bath, featuring elegant Carrara tile flooring and a free-standing soaking tub, perfect for unwinding after a long day. Upstairs, find three generous guest bedrooms, a luxurious full bathroom, and a versatile loft area with ample storage. The bonus landing area is perfectly designed to be utilized as a dedicated open-plan office space for remote work. Constructed for superior durability and peace of mind, this home features solid block construction and an upgraded underground electric service. Enjoy the enhanced protection and natural light provided by custom PGT Florida Impact Rated windows and doors. Step outside to the expansive concrete rear lanai and embrace the true Florida lifestyle. The meticulously maintained landscaping includes lush St. Augustine grass and is effortlessly maintained by a separate irrigation meter and system. There is also room for a pool should you wish to add to the property. LOCATION, LOCATION, LOCATION! Perfectly situated to enjoy all that Sarasota has to offer. You are just minutes from the vibrant energy of Downtown Sarasota, the exclusive shopping and dining of St. Armands Circle, and the iconic shores of Lido Beach. Enjoy a short drive to world-famous Siesta Beach and the charm of Pinecraft. Exceptional proximity to top-tier medical facilities, being only half a mile to Sarasota Memorial Hospital PLUS the interstate all within 3-5 miles or just steps to public transportation. This is the exceptional lifestyle and quality home you have been waiting for!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rory Mcdonald (941-961-7247)
1850 WEBBER ST, SARASOTA, FL 34239
$3,890,00015 Days on yellowkey MLS ID: A4686673
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026 Tax: $18,011 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$18,011
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
2345 BAHIA VISTA ST, SARASOTA, FL 34239
$874,983104 Days on yellowkey MLS ID: A4672606
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2141 Built: 2023 Tax: $8,758 (2024)Community: Avon Heights 2Single Family
Remarks: One or more photo(s) has been virtually staged. New construction and under $1m in the sought after Southside school district this is very rare, but you have found it right here and your opportunity is knocking. Custom Luxury Living Near Downtown Sarasota! Welcome home to this exquisite, 4 bed 2 and a half bath custom-built residence designed by renowned Piper Navy! This two-story traditional model offers unparalleled craftsmanship and exceptional amenities just moments from Sarasota's vibrant core. Step inside to discover a truly thoughtful design, featuring soaring 9'4'' ceilings and elegant crown molding. The gourmet kitchen is a chef's dream, boasting an entertaining island, all-wood cabinetry, and stunning quartz countertops. Beautiful wood flooring flows seamlessly throughout the entire home. Constructed with block on both floors and featuring upgraded underground electric service, this residence is built for lasting quality. Enjoy peace of mind and abundant natural light thanks to custom hurricane PGT Florida Impact Rated windows and doors. The floor plan includes a gorgeous master suite on the ground floor, with a beautiful ensuite bathroom with carrara tile flooring and free standing bath to wallow the night away in after a hard day, there is also a versatile loft, with ample storage space, Upstairs is a further three guest bedrooms with luxurious bathroom and a bonus landing area that can be utlized and made into an open plan office space, should you need to work from home. Relax or entertain guests on the expansive rear concrete lanai with fenced in mature private gardens. There is also room to build a pool,should you wish to in the future The exterior is completed with an irrigation system, St. Augustine grass, and a paver front driveway, providing beautiful curb appeal.This property offers an unbeatable Sarasota lifestyle! With the boutique area of Hillview around the corner ,Siesta key beach and You are less than 5 minutes from downtown Sarasota's beautiful Marina, cultural attractions, and fine dining. Less than 10 minutes to reach the world-renowned St. Armands Circle and the pristine sands of Lido Beach, offering upscale shopping and entertainment, you are in the best central location you could ask for.
413 ISLAND CIR, SARASOTA, FL 34242
$3,299,0003 Days on yellowkey MLS ID: A4689084
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2994 Built: 2026Monthly Fee: $4 Tax: $10,496 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$10,496
Elementary School: Phillippi Shores Elementary
Remarks: Experience the pinnacle of coastal luxury in this newly constructed masterpiece, ideally located just moments from the beach and a short walk to the vibrant shops, dining, and entertainment of Siesta Village. Situated on an oversized lot, this exceptional property offers added privacy, space, and presence rarely found in this sought-after location. Featuring 4 bedrooms, a private office, and 4.5 bathrooms, the home blends modern elegance with thoughtful design at every turn. A striking first impression begins at the grand entry, where sleek modern pivot doors set the tone for the refined finishes found throughout. Inside, soaring ceilings and expansive living spaces are filled with natural light, while oversized sliding glass doors create a seamless connection between indoor and outdoor living. The chef’s kitchen is a true centerpiece, showcasing custom flat-panel cabinetry, premium Thermador appliances, and a hidden entrance to a spacious walk-in pantry—offering both style and function. Every detail has been carefully curated, from custom built-ins in select bedrooms to the high-end finishes that create an atmosphere of refined comfort. The main living spaces open effortlessly to a private outdoor retreat featuring a resort-style pool and spa, sun shelf, and panoramic screened enclosure with elegant glass railings—perfect for entertaining or relaxing in complete privacy. Car enthusiasts and those in need of extra storage will appreciate the impressive three-car garage with 17-foot ceilings and a built-in car lift, allowing space for a fourth vehicle or additional elevated storage—an exceptional and rare amenity. Designed with both luxury and resilience in mind, this home offers peace of mind in any season. Built elevated and engineered for coastal living, it is equipped with a buried 500-gallon propane tank and a whole-house generator—providing reliable, uninterrupted power during outages. Combined with modern construction standards and durable materials, this residence delivers a level of security and preparedness rarely found in homes this close to the water. Complete with integrated smart home features including a whole-home speaker system and security cameras, this residence offers the very best of modern coastal living. More than just a home, this is a lifestyle opportunity in one of Siesta Key’s most sought-after locations—where luxury meets lasting peace of mind.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniel Dabrowski (847-274-2960)
339 TREASURE BOAT WAY, SARASOTA, FL 34242
$3,000,00011 Days on yellowkey MLS ID: A4685922
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2689 Built: 1957 Tax: $16,361 (2025)Community: Harmony SubSpa: YesSingle Family
Taxes:$16,361
Remarks: Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the world falls away. Picture-perfect postcard views from nearly every room await to welcome you home. Nestled on an unrivaled point at the intersection of the Grand Canal’s most impressive waterways, this newly renovated, rare find offers you the complete package. Luxury finishes, high-tech resilience, and the quintessential Siesta Key lifestyle are prepared for you to move in ready. A brief stroll from the vibrant energy of Siesta Key Village and the quartz sands of Siesta Beach. With an astounding approximately 240 feet of private seawall and offering long-range canal views creating a lagoon-like setting, this opportunity simply cannot be replicated. While offering crisp, clean lines of modern contemporary style, the infrastructure is strictly 2026-ready. This unique residence provides both luxurious aesthetic appeals, featuring a fully updated chef’s kitchen and designer baths, and "invisible luxury". The peace of mind that comes from the resilience of a durable metal roof, new seawall, and all-new high-velocity hurricane windows and doors, new flooring, wood burning fireplace, and new electrical, plumbing, as well as new three-zone HVAC and mechanical systems, has been thoughtfully provided. And, for your peace of mind, professional night vision high-tech security cameras and systems were installed in 2026. The preferred split plan offers three additional bedrooms, including a private guest suite with its own separate entrance and ensuite bath. Life at 339 Treasure Boat Way centers around the water. Venture out onto the paved, open-air pool deck to find a 2026 freshly re-finished Aqualink-controlled, saltwater, heated pool and spa with LED lighting. Enjoy gentle, golden morning sun and cool, shaded afternoons—perfect for entertaining and alfresco dining. An oversized detached two-car air-conditioned garage, fenced yard for pets, and ample guest parking.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Tonna Gruber (941-232-8950)
5911 OLIVE AVE, SARASOTA, FL 34231
$385,0004 Days on yellowkey MLS ID: A4688660
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1324 Built: 1957 Tax: $3,537 (2025)Community: Golden AcresSpa: NoSingle Family
Taxes:$3,537
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: One or more photo(s) has been virtually staged. Located in a quiet residential neighborhood just 3.7 miles from Siesta Key, this well maintained Florida ranch offers a combination that is getting harder to find. Close proximity to the beach, no HOA, and the added peace of mind of being in flood zone X. This three bedroom, two bath home features a split floor plan with a primary suite that includes a walk in closet and en suite bath. The kitchen has been updated with granite countertops and opens into the main living space, creating a comfortable and functional layout for everyday living. Recent updates make this home truly move in ready, including brand new luxury vinyl plank flooring and fresh interior paint in 2026. Additional improvements include roof in 2015, HVAC in 2017, electrical panel in 2015, repipe in 2015, and water heater in 2016. The Florida room offers flexible bonus space that can be used as a home office, additional living area, or seasonal room. Out back, the fully fenced yard provides plenty of space to spread out, whether for pets, play, or storing a boat, trailer, or other toys. With no HOA, you have the flexibility to actually use your property. Whether you are looking for a full time residence, a seasonal place near the beach, or an investment opportunity, this location delivers. Just minutes to Siesta Key, shopping, and dining, with a level of flexibility that is hard to find this close to the water. Schedule your private showing today!
Listing Agent: Ashley Wallace (941-302-2586)
1618 STICKNEY POINT RD #1618-202, SARASOTA, FL 34231
$240,000446 Days on yellowkey MLS ID: A4636170
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1975 Tax: $2,841 (2024)Community: Castel Del MareCondo
Taxes:$2,841
Remarks: NOW ONLY $240000! This is officially the lowest-priced condo in the area, and the seller is ready to make a deal. Opportunities at this price do not come along often, especially this close to Siesta Key! Completely updated and turnkey furnished, this bright one-bedroom retreat was remodeled in 2021 with a redesigned kitchen featuring a tiled backsplash and granite countertops. The bathroom has also been upgraded with stylish tile and fixtures. The master closet was thoughtfully upgraded with custom shelving and storage drawers. There's fresh paint throughout and best of all, not a popcorn ceiling to be seen! And for added peace of mind, the A/C was replaced in 2024. Castel Del Mare is loved for its unbeatable location at the gateway to Siesta Key and its resort-style amenities: two pools (including a waterfront pool overlooking the Intracoastal Waterway), tennis courts, pickleball, a fishing gazebo, kayak racks with launch area, and a scenic boardwalk along the bay. Watch sunsets by the water, relax by the pool of your choice, or launch your kayak for a morning paddle — this is Sarasota living at an incredible price…JUST $240,00. Seller is motivated so call now to schedule a private showing. Come see why Castel Del Mare is called the Hidden Jewel on the Bay!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Linda Ren (941-928-1393)
3210 GOLDEN EAGLE LN, SARASOTA, FL 34231
$299,99929 Days on yellowkey MLS ID: A4685477
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1272 Built: 1984Monthly Fee: $333 Tax: $3,715 (2025)Community: Eagle ChaseVilla
Taxes:$3,715
Remarks: This bright and inviting 2-bedroom, 2-bath villa is located in the exclusive Eagle Chase community, a charming enclave of only 21 villas. The open floor plan features cathedral ceilings in the living room and luxury vinyl flooring (2025) throughout the main living areas. The living space has also been freshly painted, creating a light and welcoming atmosphere ideal for both everyday living and entertaining. Both bedrooms are generously sized, with well-appointed bathrooms offering comfort and convenience. Step outside to your private screened lanai overlooking lush landscaping, perfect for relaxing with morning coffee or unwinding in the evening Throughout the community, majestic oak trees create beautiful natural canopies, enhancing the peaceful setting and providing a serene retreat for residents and guests alike. This villa blends comfort and style, featuring thoughtful design and durable finishes, including a 2021 roof, 2020 water heater, and HURRICANE IMPACT WINDOWS throughout, offering added safety and peace of mind for new owners. The property also includes two reserved parking spaces, including a covered carport, providing convenience and protection for your vehicles. Eagle Chase offers quiet, well-maintained community living just minutes from Red Bug Slough Preserve, where nature lovers enjoy walking trails, biking, and birdwatching in a scenic natural setting. For beach enthusiasts, the villa is also just minutes from world-famous Siesta Key Beach, known for its powdery white sand and crystal-clear Gulf waters. Residents enjoy easy access to shopping, dining, and top-rated schools, combining coastal living with everyday convenience. Schedule your private showing today and discover the comfort and charm this villa has to offer.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
3427 RIVIERA DR, SARASOTA, FL 34232
$510,00086 Days on yellowkey MLS ID: A4677588
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1503 Built: 1974Monthly Fee: $5 Tax: $4,875 (2025)Community: Forest LakesSpa: NoSingle Family
Taxes:$4,875
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. An immaculate modern home in the highly desirable Forest Lakes neighborhood is now available! This like-new residence offers comfortable one-level living, a convenient location, low HOA fees, and an ideal floor plan designed for today’s lifestyle. The home features a spacious split-bedroom layout with a light-filled open living and dining area. The well-appointed kitchen showcases crisp white cabinetry, quartz countertops, and stainless steel appliances. A large kitchen window provides picturesque views of the landscaped backyard, while a convenient bar-top pass-through makes serving the screened lanai effortless. Adjacent to the kitchen is a versatile flex space that can easily serve as a formal dining room, den, home office, playroom, library, or music room. The private primary suite is tucked away on one side of the home and includes an en-suite bath with a walk-in shower and a generous closet. On the opposite side, two secondary bedrooms share a large, beautifully updated bathroom with a shower/tub combination. Additional highlights include two sets of sliding glass doors leading to the screened porch—perfect for relaxing and enjoying views of stately oak trees and lush landscaping within the fenced backyard—along with a dedicated laundry room with washer and dryer (included) and an attached two-car garage. Recent updates include a new roof (2021), HVAC system (2022), and garage door (2022). Conveniently located near restaurants, shopping, and medical facilities, this home offers exceptional value with low HOA fees.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Donna Boynton (404-323-2012)
6480 MIDNIGHT PASS RD #403, SARASOTA, FL 34242
$1,100,000176 Days on yellowkey MLS ID: C7516381
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 1979 Tax: $9,359 (2025)Community: Siesta BreakersCondo
Taxes:$9,359
Remarks: Fabulous Siesta Beach Condo at the Siesta Breakers #403 — Where Paradise Meets Profit Some properties are nice. This one is life-changing. Welcome to Unit #403 at Siesta Breakers — a rare, true beachfront end-unit perched directly on Crescent Beach, one of the most celebrated stretches of coastline on the planet. This isn't just a condo. It's a front-row seat to the Gulf of Mexico, every single day. Siesta Key's world-famous quartz-crystal sand stays cool even in the Florida heat — and 340 linear feet of it belongs exclusively to you and your guests. Across 5.6 lush acres, this gated community delivers a resort lifestyle that most only dream about. Inside, everything is already perfect. Bright. Open. Elevated. The open-concept living space flows effortlessly from designer interiors to a private balcony where sweeping Gulf views and legendary Siesta Key sunsets steal the show — every evening, without fail. The primary suite is a true sanctuary: a generous walk-in closet, an updated bath, and serene water views to wake up to. The guest bedroom is smartly designed for comfort, making it ideal for family or high-paying renters alike. It's offered completely turnkey — furniture, décor, and everything in between. Walk in and start living. Or start earning. Speaking of earning, the numbers speak for themselves. Unit #403 consistently generates $85,000+ annually in rental income, is already booked weekly through July 2026, and plugs directly into Siesta Breakers' highly sought-after weekly rental program. This isn't speculative income potential — the bookings are already in place. The community matches the lifestyle. Heated resort-style pool with tropical landscaping, Lighted tennis & pickleball courts, Private clubhouse, Security Gated Entrance, Secure under-building parking, Steps to island dining, boutique shopping & the free Siesta Key Breeze Trolley. Why #403 is the one: ? Prime beachfront end-unit — panoramic Gulf, pool & sunset views ? 340 ft. of private beach on world-renowned Crescent Beach ? Turnkey furnished & rental-ready from day one ? $85,000+ proven annual rental income ? Bookings already in place through July 2026 ? Low-maintenance luxury in a treasured, gated community Whether you're seeking your forever escape, a luxury vacation retreat, or a high-performing investment — this is the rare opportunity where all three align perfectly. Siesta Breakers #403 isn't just a purchase. It's a decision you'll never regret. Showings are only available on Saturdays between 2pm-4pm. Property is rented weekly thru July 2026.
Listing is courtesy of: CHARLOTTE COUNTY PROPERTIES (941-655-8804)
Listing Agent: Leo Albanes (941-626-9000)
2529 MARBLEHEAD DR, SARASOTA, FL 34231
$645,00099 Days on yellowkey MLS ID: A4676671
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2245 Built: 2003Monthly Fee: $83 Tax: $4,212 (2025)Community: MarbleheadSpa: NoSingle Family
Taxes:$4,212
Remarks: Welcome to 2529 Marblehead Drive, a beautifully maintained home located in the heart of Sarasota, Florida. This inviting property features a bright, open layout with spacious living areas perfect for both everyday living and entertaining. The home offers generously sized bedrooms, a functional kitchen that flows into the main living space, and plenty of natural light throughout. Step outside to enjoy a private outdoor screened in area ideal for relaxing or hosting guests. This home was built with many extra storage areas throughout. You will love the additional 12 feet added to the A/C garage with its own split unit for your needs. The seller has just replaced the roof with a wonderful new metal product union steel. The paver driveway and lanai add to the charm of this beautiful home. AI says that you could add a Plunge pool on the back lanai. Conveniently situated near shopping, dining, top-rated schools, and Sarasota’s renowned beaches, this home offers comfort, convenience, and Florida living at its best.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Janet Trefry (941-954-5454)
7647 SANDERLING RD, SARASOTA, FL 34242
$3,999,00026 Days on yellowkey MLS ID: TB8486392
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4006 Built: 1961Monthly Fee: $450 Tax: $23,004 (2025)Community: Sanderling ClubSpa: YesSingle Family
Taxes:$23,004
Remarks: Introducing The Ness House, a rare architectural offering designed by renowned Sarasota School architect Tim Seibert where timeless design meets the natural beauty of Siesta Key. Privately set within the sought-after Sanderling Club, this residence reflects a philosophy of simplicity, light, and connection to nature. Clean lines, expansive glass, and thoughtful proportions create a living experience that feels both intentional and serene. Natural light fills the interiors, while walls of glass frame lush tropical surroundings, blurring the line between indoors and out. Every space has been designed to capture the essence of coastal living quiet, refined, and effortlessly elegant. A truly rare feature of this property is its private rear entrance with a 10-minute walk directly to Siesta Key Beach, offering a seamless connection to one of the most celebrated beaches in the world while maintaining privacy and tranquility at home. The outdoor areas provide a peaceful retreat, ideal for relaxing or entertaining, surrounded by mature landscaping and the calming presence of nature. Whether enjoying morning light or evening breezes, the setting invites you to slow down and fully experience the moment. For those who appreciate architectural significance, The Ness House represents more than a home, it is a legacy property rooted in one of Sarasota’s most influential design movements. Located within a private, gated community and just moments from dining and coastal attractions, this is a rare opportunity to own a piece of architectural history with both privacy and proximity to the Gulf. Timeless design. Private access. A lifestyle that feels both elevated and effortlessly coastal.
Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY (727-595-1604)
Listing Agent: Janet Moore (813-892-0998)
4808 RIVERWOOD AVE, SARASOTA, FL 34231
$675,00061 Days on yellowkey MLS ID: A4679255
REDUCED by $53,500 (7.3%) on 04/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2707 Built: 1957 Tax: $5,443 (2025)Community: Riverwood Park ResubSingle Family
Taxes:$5,443
Remarks: Spacious and versatile 2,700 sq. ft. block home situated on a large double corner lot in a fantastic family-friendly neighborhood! This well-maintained property features a **new roof**, 3 bedrooms, 2 bathrooms, a dedicated office, and a private mother-in-law suite with its own separate entrance—perfect for extended family, guests, or potential rental income. Enjoy the freedom of **no deed restrictions**, offering flexibility for boats, RVs, or additional toys. The oversized corner lot provides ample outdoor space with endless possibilities for expansion, a pool, or entertaining. Ideally located to Phillippi Shores Elementary and Riverview High School, and less than 2 miles to Brookside Middle School. Just 3.5 miles to the world-famous Siesta Key beaches and only 10 minutes to vibrant downtown dining, shopping, and entertainment. Close to everything yet tucked into a wonderful neighborhood setting—an ideal place to raise a family. This property combines location, space, and flexibility—an exceptional opportunity you won’t want to miss!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Amy Disalvo (941-780-8080)
1717 FIELD RD, SARASOTA, FL 34231
$2,150,00048 Days on yellowkey MLS ID: A4683507
1 Days Off yellowkey (back on 4/9/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2630 Built: 2021Monthly Fee: $29 Tax: $9,352 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$9,352
Remarks: OWNER MOTIVATED LOOKING FOR OFFERS! Positioned in highly desirable Oyster Bay Estates in the West of Trail area, this beautifully rebuilt 4-bedroom, 3.5-bath home sits on a high-and-dry spacious 1/3-acre lot in flood zone X where no flood insurance is required. Completely gutted and reconstructed to the highest standards in 2021 this residence is like new. This remarkable property includes a newly-built 484 sq ft detached guest house/ADU with private entrance. Lush, mature landscaping provides privacy and curb appeal to this lovely home. Relaxing Florida living is ensured with a covered luxury outdoor living space including an outdoor kitchen with grill, cooktop, refrigerator and sink ideal for entertaining and family life. Also part of the outdoor living space is the inviting heated saltwater pool and spa with travertine tile deck and new pool cage. The new open-concept kitchen boasts Dekton countertops, a light-wood island with built-in drawers, a gas range and closet pantry. All the bedrooms include ensuite bathrooms. The primary suite offers a custom walk-in closet and spa-style bath with dual vanities, quartz countertops, large walk-in shower, and Toto water closet. The A/C system was replaced in 2025 and provides individual thermostats in each bedroom for comfort. Other new features include wood-look tile flooring throughout, impact windows and doors, new roof, replaced PVC plumbing drains, updated electrical with new panel, sprayed insulation, smooth finished walls & ceilings, tankless water heater, natural gas hookup, new well and irrigation system, and $100,000 in upgraded landscaping. The oversized 2-car garage features epoxy flooring and an impact garage door. Surveillance cameras and security lighting is included for your well-being. Set back from the road, this home offers a quiet and private ambiance. Residents in Oyster Bay enjoy walking through the lovely treed neighborhood and biking to tennis, dining & the marina at the Field Club, and to Red Rock Park and Siesta Key. The home is in an excellent location just minutes to Siesta Key beach, Southside Village and downtown Sarasota, and walking distance to schools, Trader Joe’s, Publix, restaurants, and cafes. This is a fabulous opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Carolyn Donnelly, Pa (941-350-9900)
2311 SUNNYSIDE PL, SARASOTA, FL 34239
$625,0008 Days on yellowkey MLS ID: A4688119
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2218 Built: 1957 Tax: $6,298 (2025)Community: Sunnyside ParkSingle Family
Taxes:$6,298
Remarks: Welcome to this SOUTHGATE pool home in the heart of Sunnyside Park—one of Sarasota’s most sought-after neighborhoods. Recently refreshed with fresh interior paint, this well-maintained 3-bedroom, 2-bath residence blends timeless character with thoughtful updates, offering comfort, functionality, and move-in-ready appeal. Inside, you’ll find a spacious layout highlighted by a brick-accented living room that brings warmth and charm. Natural light pours in through large windows and enclosed sliding doors, brightening both the main living space and separate dining area. Terrazzo floors run through most of the home, adding durability and classic Florida style. The split-bedroom floor plan provides ideal privacy, with a generously sized primary suite featuring its own en-suite bath. Step outside to your private Florida retreat, set on an extra-large lot. A screened lanai transitions seamlessly to a paved patio and open pool area, ideal for entertaining or relaxing in the sunshine year-round. The fully fenced backyard offers both privacy and space to spread out, while the oversized driveway provides ample parking. Located just minutes from US41, Siesta Key Beach, and downtown Sarasota, and zoned for top-rated schools including Southside Elementary and Brookside Middle, this home also places you close to Arlington Park’s trails, fitness center, and aquatic complex. With its fresh updates, flexible living spaces, and prime central location, this Southgate pool home is ready for its next owner—schedule your showing today.
Listing Agent: Rachel Tritschler (941-993-5892)
1647 SIESTA DR, SARASOTA, FL 34239
$1,690,00011 Days on yellowkey MLS ID: A4684901
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3032 Built: 2025 Tax: $17,778 (2025)Community: BayviewSpa: YesSingle Family
Taxes:$17,778
Remarks: Welcome to this stunning coastal home with elevator, featuring 5 bedrooms, 2.5 bathrooms, and 3,023 square feet of living space. Additional opportunity to add bathrooms with modification add-on with the builder. From the moment you enter, you'll be captivated by the open floor plan, pool view, and fantastic design. This dazzling property, boasts an open floor plan that features high ceilings, natural light, and high-quality finishes throughout. The home features a modern and elegant kitchen with top-of-the-line Cafe' appliances, quartz countertops, and custom cabinetry. The primary bedroom located on the upper level can be accessed by elevator is a true sanctuary, offering a plush and peaceful retreat. It boasts vaulted ceilings, en-suite bathroom that includes a soaking tub and a separate shower that's great for unwinding after a long day. The room also features a generously sized walk-in closet with abundant space for storage and organization as well as a private terrace. On the second floor you will find three vast bedrooms, with plenty of closet space for added convenience and comfort. One of the most notable features of the second floor is the sizable sundeck and balcony, which are attached to both bedrooms. The laundry room is conveniently located on the second floor as well. The spacious bonus room offers endless possibilities, from an office, den, playroom, media center or a home gym. This home has two patios with an outdoor area with a large pool and hot tub that seamlessly blend the indoor and outdoor living with meticulously planned landscaping. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping in the area. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
300 GARDEN LN, SARASOTA, FL 34242
$2,999,000218 Days on yellowkey MLS ID: A4662830
REDUCED by $200,000 (6.3%) on 04/01/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3256 Built: 1975Monthly Fee: $10 Tax: $12,545 (2024)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,545
Remarks: A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—with easy fast access to the bay and Big Pass it is truly a boater’s and fisherman’s paradise. Just a few steps to Shell Beach and its breathtaking sunsets, minutes from the world famous Siesta Beach, Siesta Village with restaurants, shopping, nightlife, quick access to downtown, and St. Armands Circle. You have it all! The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless with this property!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Holly Parry (941-809-8050)
2233 MICHELE DR, SARASOTA, FL 34231
$649,900127 Days on yellowkey MLS ID: TB8453606
Bed: 4 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 1628 Built: 1970 Tax: $6,847 (2024)Community: Phillipe GardensSpa: NoApartment
Taxes:$6,847
Remarks: One or more photo(s) has been virtually staged. Fully remodeled Sarasota duplex in highly desirable Phillippi Gardens with no HOA and no CDD fees, offering exceptional income potential just minutes from world-famous Siesta Key Beach, consistently ranked among America’s top beaches. This turn-key multifamily investment property features two spacious 2-bedroom, 1.5-bath units, each with an attached 1-car garage, private patio, screened lanai, and fenced backyard, providing ideal privacy for tenants, short-term rental guests, or multi-generational living. Both units have been thoughtfully upgraded with brand-new luxury flooring, beautifully renovated kitchens with modern cabinetry and countertops, updated bathrooms, new stainless steel appliances including washers and dryers, all-new hurricane-impact windows and garage doors, plus updated plumbing and electrical systems for added peace of mind. The property experienced no interior flooding during the 2024 storms, a rare advantage in this market. Perfect for investors seeking strong long-term rental income, Airbnb or VRBO opportunities (buyer to verify local regulations), or a house-hacking strategy by living in one unit and renting the other, this Sarasota income property offers outstanding flexibility in one of the Gulf Coast’s most desirable locations. Ideally situated approximately 10 minutes from Siesta Key Beach, 12 minutes to Siesta Key Village, under 20 minutes to University Town Center, and conveniently close to US-41, downtown Sarasota, waterfront dining, marinas, nightlife, and premier shopping, this fully upgraded duplex presents a rare opportunity to own a high-demand Sarasota investment property in a market known for rental strength and long-term appreciation.
Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)
Listing Agent: Mark Middleton (727-871-7653)
711 BEACH RD #408, SARASOTA, FL 34242
$1,049,9992 Days on yellowkey MLS ID: A4689303
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 782 Built: 1969 Tax: $6,301 (2025)Community: Sunset RoyaleCondo
Taxes:$6,301
Remarks: **This is the One! Coastal Contemporary Beachside Living!** Welcome to the stunning Penthouse-level, 4th-floor residence at Sunset Royale with beautiful unobstructed Gulf-facing views! Enjoy every sunrise and sunset! Ideally positioned just across the street from world-renowned Siesta Key Beach. This truly move-in ready condo has been beautifully renovated throughout, offering a light-filled coastal interior and effortless flow. The kitchen is a true centerpiece, featuring high-end quartz countertops and backsplash, a large waterfall-edge island, solid wood custom cabinetry, and newer appliances (approximately 2 years). The open layout flows seamlessly into the living space with a fantastic accent wall and out to the balcony, where you can enjoy sweeping Beach/Gulf views. Additional highlights include an in-unit washer and dryer, a newer water heater, and a beautifully updated bathroom with a walk-in shower. A thoughtfully designed welcome area inside the unit provides a perfect arrival space with games, guides, and local information. This property also features an owner's storage unit ideal for beach chairs and gear, a designated parking space, and convenient building amenities including garbage chutes on both sides and two on-site grills available at no charge to owners and guests. Cable is included in the HOA fee, and the building features a new roof put on in 2025. Flexible ownership options allow for **7-day rentals or longer**, with on-site management available through Prime Vacations (optional, not required). Whether for personal use or investment, this penthouse residence delivers the ultimate in convenience, comfort, and location in the heart of Siesta Key! A short stroll to Siesta Key village and only a few steps out to the beautiful white sandy beach! Reach out today to schedule your own private tour!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
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