Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1519 HARBOR DR, SARASOTA, FL 34239
$4,595,00034 Days on yellowkey MLS ID: A4695101
0 Days Off yellowkey (back on 6/22/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3970 Built: 2026 Tax: $4,181 (2025)Community: Harbor Acres Sec 2Spa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,181
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under Construction. A dynamic 3,970 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with Clear View screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped 1/3-acre lot, and irrigation system. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
2614 CROTON AVE, SARASOTA, FL 34239
$649,00089 Days on yellowkey MLS ID: A4691649
1 Days Off yellowkey (back on 7/10/2026)
REDUCED by $20,000 (3.0%) on 06/24/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2110 Built: 1962 Tax: $3,703 (2025)Community: South Gate ManorSingle Family
Taxes:$3,703
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Modern Luxury Meets Mid-Century Charm in the Heart of Southgate. Prepare to be captivated by this Mid-Century Modern gem, situated on nearly a quarter-acre in one of Sarasota’s most sought-after neighborhoods. This 3-bedroom, 2-bathroom residence with a dedicated office offers a rare combination of refined design and true “big-ticket” peace of mind. Step inside over freshly restored and sealed terrazzo floors and into a sun-drenched, open floor plan. The chef’s kitchen features crisp quartz countertops, premium Bosch appliances, and custom cabinetry. The dining area is a true conversation piece, showcasing a contemporary wood-accent wall with a seamlessly integrated jib door that reveals a brand-new, dedicated LAUNDRY SUITE (2024), complete with an abundance of custom storage and a sink. Every detail throughout the home has been thoughtfully addressed, from new baseboards to freshly painted ceilings (2026). This home has an extensive list of upgrades in recent years: Roof: brand new in 2025, including TPO on slanted surfaces. HVAC (2023), new ductwork and new full attic insulation (2024); new water heater (2025); new electrical panel/fuse box (2024). Plumbing: Pipes professionally relined (March 2024); new gutters and French drains installed. The exterior transformation (2024–2025) is equally impressive. A new circular driveway and paved walkway lead to a modern, refaced façade and a striking new front door. The front yard has been thoughtfully redesigned with new landscaping and enhanced by solar-powered exterior lighting. The oversized, fenced backyard offers exceptional space for a future pool and expansive outdoor living. A brand-new screened lanai (2024) and new shed complete this private outdoor retreat. Located just minutes from Sarasota Memorial Hospital, Southside Village, and downtown Sarasota, this Southgate standout is truly move-in ready. With so many upgrades and abundant room to personalize the outdoor space, the only thing left to do is move in and enjoy the Sarasota lifestyle!!! COME AND MAKE THIS HOUSE YOUR HOME!!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Maryna Haiduk (954-732-4122)
6736 JARVIS RD, SARASOTA, FL 34241
$375,00023 Days on yellowkey MLS ID: A4698761
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1444 Built: 1982 Tax: $1,398 (2025)Community: Lake SarasotaSingle Family
Taxes:$1,398
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. LAKE SARASOTA 3-Bedroom, 2-Bath + 2-Car Garage!!Well maintained Home located in the desirable LAKE SARASOTA Community. This Home features a charming Enclosed A/C Florida Room, perfect for enjoying the Fenced Backyard This home has been Meticulously cared for and shows pride of ownership throughout, well Appointed Bathrooms providing modern comfort and style while the functional floor plan offers comfortable living and entertaining space. This move-in-ready residence features a living area that is generous and welcoming, ideal for everyday living as well as entertaining family and friends. The Primary Bedroom with an En-Suite and large walk in closet, while two additional bedrooms provide flexibility for family or guests. The moment is here to share this home’s legacy and be the host of its next adventure. Public Dog Park Close by and a Lake Available for Canoeing - Easy Access to I-75 Short Ride to UTC MALL Area!! and Sarasota's world-famous beaches. A must-see property!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
2304 RINGLING BLVD #101, SARASOTA, FL 34237
$130,000268 Days on yellowkey MLS ID: A4670262
REDUCED by $9,000 (6.5%) on 07/10/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 552 Built: 1965Monthly Fee: $577 Tax: $1,641 (2024)Community: Garden AptsSpa: NoCondo
Taxes:$1,641
Tax Year: 2024
Remarks: H U G E P R I C E R E D U C T I O N!! **!! SELLER SAYS……SELL !!** Welcome to this charming ground floor, 1 bed 1bath condo within walking distance of all of Sarasota’s splendor! This unit is in excellent condition and boasts tile floors throughout. Newer kitchen appliances, counter tops and cabinets. This condo is light, spacious and accessible. This home also has its own reserved parking space and there is guest parking on site. The association has just updated the laundry facility with brand new washers and dryers. It is perfect as a weekend get-a-way, or as your primary residence. It is also in a rental friendly community and has an excellent long-term rental history. Whether you are an investor or an empty nester, this condo is ready for occupancy! Don’t let this deal get away from you.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
111 S PINEAPPLE AVE #714, SARASOTA, FL 34236
$2,049,50093 Days on yellowkey MLS ID: A4691380
REDUCED by $149,500 (6.8%) on 07/01/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2065 Built: 2019 Tax: $15,408 (2025)Community: Mark Sarasota CondoCondo
Taxes:$15,408
Middle School: Booker Middle
Remarks: Design forward luxury at The Mark, where elevated living meets refined coastal elegance. This impeccably maintained End unit residence features three-bedroom, three and a half bath with a private office and showcases a seamless blend of sophistication and comfort, all framed by captivating Sarasota Bay views. From the moment you enter, walls of glass invite natural light to pour into the expansive living and dining spaces, creating an airy ambiance with soaring 10-foot ceilings. Breathtaking panoramic views of Sarasota's vibrant skyline and bay vistas from the living areas and bedrooms. Upscale custom remote-controlled window treatments allow you soft daylight with privacy when wanted. The open-concept design flows effortlessly to a generously sized balcony—accessible from both the family room and the primary retreat—offering a serene setting to enjoy morning sunrises or evening sunsets over the Sarasota Bay. A standout feature, the glass-enclosed office provides the perfect balance of privacy and connectivity—ideal for working from home while remaining visually engaged with the main living areas. The chef’s kitchen is both striking and functional, appointed with sophisticated European-style 2-tone cabinetry with soft close drawers, quartz countertops, and a full suite of Jenn-Air stainless appliances. Clean lines and a light, modern palette, and porcelain tile throughout enhance the home’s timeless appeal. The primary suite is a true retreat, featuring private balcony access, two custom walk-in closets with built-ins, and a spa-inspired bath with dual vanities, a frameless glass shower, and refined finishes throughout. Two additional bedrooms with en-suite bathrooms provide comfort and privacy for guests. A stylishly appointed powder bath is ideal for all of your guests and family. Every detail has been thoughtfully curated, from designer lighting to high-quality materials, delivering a polished and cohesive aesthetic throughout the residence. The residence includes 2 premium 3rd floor adjacent parking spaces in the secured parking garage and a storage unit within the building on the same level as unit. Quick access just 2 floors down to the amazing 5th floor amenities Residents of The Mark enjoy world-class amenities, including a large pool deck area, 65 foot resort-style heated saltwater pool and spa, cabana areas, fire pit and lounge area, outdoor grills, state-of-the-art fitness center, club lounge with a fireplace, bar, billiards, catering kitchen, and newsroom cafe, and 24-hour concierge services—all just steps from Sarasota’s vibrant dining, shopping, and cultural scene. A rare opportunity to own a sophisticated bay-view residence in the heart of downtown Sarasota
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Matt Cannon Llc (941-228-2030)
1750 BENJAMIN FRANKLIN DR #6F, SARASOTA, FL 34236
$800,00030 Days on yellowkey MLS ID: A4698221
0 Days Off yellowkey (back on 7/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2035 Built: 1970 Tax: $10,318 (2025)Community: Key Tower SouthCondo
Taxes:$10,318
Remarks: Under contract-accepting backup offers. Virtually Staged. Experience Gulf-front living at its finest from one of Lido Key’s most desirable beachfront addresses. Perfectly positioned directly on the sugar-white sands of the Gulf of Mexico, this beautifully updated residence offers breathtaking access to the Gulf that truly feels like having your own private beach. This exceptional condominium presents a rare opportunity to begin enjoying the island lifestyle immediately, whether as a full-time residence or an elegant coastal retreat. Inside, the spacious floor plan offers over 2,035 Sq square feet of thoughtfully designed living space filled with natural light. The expansive living and dining areas are perfectly positioned to capture spectacular views of the intercostal waterway, while the enclosed balcony extends to add even more space for morning coffee, evening cocktails, or simply watching the sunrise. A dedicated office provides the ideal space for working remotely, reading, or pursuing hobbies, adding flexibility rarely found in beachfront condominiums of this size. The well-appointed kitchen features solid wood cabinetry, granite countertops, dedicated desk, and an open design that keeps you connected to the surrounding living spaces. The spacious primary suite serves as a peaceful retreat complete with additional panoramic views, a walk-in closet, and private en-suite bath. The guest bedroom is thoughtfully positioned to provide comfort and privacy for family and visitors. A spacious, full-size den offers exceptional flexibility and can easily function as a third bedroom, private home office, or media room, making it ideal for a variety of lifestyle needs. Additional conveniences include a dedicated covered carport space and a private storage locker located within the shared laundry area, offering plenty of room for beach chairs, bicycles, and seasonal items. Key Tower South is one of Lido Key’s premier beachfront communities, meticulously maintained and offering an outstanding collection of amenities. Residents enjoy a brand new heated Gulf-front swimming pool surrounded by an expansive sundeck, providing one of the area’s most impressive beachfront settings. The community has recently completed a full renovation of the first-floor common areas in 2025, featuring an elegant lobby, fitness center, library, social room with full kitchen, saunas, bicycle storage, on-site management, and direct beach access just steps from your door. Outside, discover why Lido Key is one of Sarasota’s most coveted coastal destinations. Enjoy peaceful, walkable streets with significantly less traffic than neighboring barrier islands, while remaining just minutes from world-famous St. Armands Circle, South Lido Park’s nature trails and kayak launches, Downtown Sarasota’s renowned dining, shopping, performing arts, and marina, all connected by the scenic Ringling Bridge. SRQ Airport is also just a short drive away, making travel exceptionally convenient. Offering spectacular Gulf views, direct beachfront living, a beautifully updated interior, and one of Sarasota’s most desirable island locations, residence delivers the coastal lifestyle so many dream about. Schedule your private showing today and experience this exceptional Lido Key opportunity firsthand.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
7647 SANDERLING RD, SARASOTA, FL 34242
$2,650,000132 Days on yellowkey MLS ID: TB8486392
2 Days Off yellowkey (back on 7/9/2026)
REDUCED by $348,000 (11.6%) on 06/30/2026
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
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. The Ness House | A Rare Architectural Offering in Sanderling An exceptional second chance to own this remarkable property! The previous transaction did not proceed to closing, and the home is once again available! Inspection reports are available for qualified buyers upon request. The Ness House, masterfully designed by renowned architect Tim Seibert, is a timeless expression of the Sarasota School of Architecture — where clean lines, natural light, and a seamless connection to the outdoors define every moment. Privately nestled within the gated enclave of Sanderling, this architecturally significant residence embodies understated luxury, privacy, and intentional design. Expansive walls of glass blur the boundary between indoors and out, inviting sunlight to pour through the interiors while framing tranquil natural surroundings. Thoughtfully designed to capture coastal breezes and effortless livability, the home offers a serene experience that feels both grounded and elevated. Just moments away, the powder-soft quartz sands and turquoise waters of Siesta Key create one of the most celebrated beach lifestyles in the world perfect for morning walks, sunset evenings, and the kind of everyday beauty most only dream of. Now thoughtfully repositioned, The Ness House presents an increasingly rare opportunity to acquire a home of architectural pedigree, location, and lasting design significance at exceptional value. As properties of this caliber become more difficult to find, this offering stands apart for buyers who appreciate authenticity, vision, and timeless architecture. For the buyer who understands design and recognizes true long-term value, this is a moment worth paying attention to. Private showings available by appointment.
Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY (727-595-1604)
Listing Agent: Janet Moore (813-892-0998)
339 TREASURE BOAT WAY, SARASOTA, FL 34242
$2,600,000117 Days on yellowkey MLS ID: A4685922
REDUCED by $200,000 (7.1%) on 07/07/2026
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: Stroll to the Village. Walk to the Beach. Cruise to the Gulf of Mexico. 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 (941-907-1033)
Listing Agent: Tonna Gruber (941-232-8950)
1891 PROSPECT ST, SARASOTA, FL 34239
$2,500,000132 Days on yellowkey MLS ID: A4685965
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1091 Built: 1950 Tax: $10,285 (2025)Community: Floyd & Cameron SubSingle Family
Taxes:$10,285
Remarks: Discover this UNIQUELY RARE OPPORTUNITY in the Coveted West of the Trail Neighborhood, amongst other very beautiful multi-million-dollar homes (two back-to-back lots, 1891 Prospect with frontage of 88’ and 1894 Loma Linda with frontage of 78’ and with depth of 296’ for a total of both properties). The property on Loma Linda side is located on a quiet cul de sac at the end of the street. The two properties situated over half an acre have sewer and electric ready at the property and mature grand palms. Explore the potential opportunities this unique property offers! In combining these two lots you will have endless opportunities to customize the property to your vision. Whether you're seeking a family compound, multi-family development, or a dream home with additional income potential, this property delivers unmatched flexibility. Generate immediate income with existing rentals—Prospect is currently rented at $2,450 annually, and the adjacent lot Loma Linda is listed at $4,800 for annual rental—or live in one home while you plan and build on the other. With no flood zone concerns and established electrical and sewer connections, the property is ready to bring your vision to life. Location is exceptional with “A” rated Southside Elementary School, minutes to Southside Village shops and dining options, minutes to Sarasota Memorial Hospital, Downtown Sarasota and all the cultural amenities, Siesta Key beach and St. Armand’s Circle. Don’t miss this rare opportunity to create your perfect Sarasota retreat! Sold "as is."
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Beth Harris (941-321-7148)
4060 WEBBER ST, SARASOTA, FL 34232
$329,50095 Days on yellowkey MLS ID: A4691042
REDUCED by $19,500 (5.6%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1546 Built: 1960 Tax: $3,916 (2025)Community: Southern ViewSpa: NoSingle Family
Taxes:$3,916
Elementary School: Brentwood Elementary
Middle School: None
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 4060 Webber Street—an ideally located Sarasota home offering convenience, flexibility, and access to some of the area’s most sought-after outdoor amenities. Just moments from the Legacy Trail, the Sarasota Springs Trailhead, Downtown Sarasota, UTC, and world renowned beaches. This property is perfect for those looking to enjoy all that the Florida lifestyle has to offer. The home features a comfortable layout with inviting living spaces and plenty of natural light, enhanced by luxury vinyl plank flooring throughout the main living areas and primary bedroom for a clean, modern feel. The living room is anchored by a cozy wood-burning fireplace, creating a warm focal point for relaxing or entertaining. The spacious, open kitchen offers ample room for cooking, gathering, and hosting, making it the true heart of the home. The property features a fully fenced yard with a double gate on the side, providing direct access to a concrete pad—ideal for storing a boat, trailer, or additional vehicles. With no HOA restrictions, you’ll enjoy the freedom to make the most of your property without added limitations—whether for personal use or investment purposes. Located just a short drive to Siesta Key, downtown Sarasota, shopping, dining, and major roadways, this home combines accessibility with lifestyle appeal. Don’t miss this opportunity to own a versatile property in a prime central Sarasota location
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Derek Robbins (941-356-4906)
8132 SANDERLING RD, SARASOTA, FL 34242
$15,900,00036 Days on yellowkey MLS ID: A4694017
Bed: 4 Bath: 4.5 Gar: 5 Liv Area Sq Ft: 8209 Built: 2009Monthly Fee: $467 Tax: $68,597 (2025)Community: Sanderling Club / Siesta KeySpa: NoSingle Family
Taxes:$68,597
Remarks: Inspired by the timeless grandeur of Louisiana's legendary Oak Alley Plantation, this extraordinary Gulf-to-lagoon estate is one of the most architecturally distinctive residences on Siesta Key. Positioned on a rare 1.97-acre Gulf-to-bay homesite within the private gates of The Sanderling Club, this home evokes the sophistication of a Southern manor while embracing the relaxed sophistication of Florida's Gulf Coast. A sweeping palm-lined drive, stately columned façade, and symmetrical architecture create a memorable first impression, echoing the enduring beauty that inspired its design. Constructed by Christner Bros., the residence encompasses approximately 8,209 square feet under air with four bedrooms, four full baths, one half bath, elevator access, and an oversized five-car collector's garage with dedicated workshop space. Designed for both grand-scale entertaining and refined everyday living, the home showcases soaring ceilings, handcrafted millwork, marble flooring, and a dramatic curved staircase that anchors the elegant interiors. Expansive living and dining rooms flow effortlessly onto an exceptional wraparound covered terrace, creating seamless indoor-outdoor living while framing panoramic views of the Gulf of Mexico, Heron Lagoon, and the surrounding tropical landscape. The chef's kitchen is equally suited for intimate gatherings and large-scale entertaining, featuring custom cabinetry, granite countertops, Wolf and Sub-Zero appliances, double wall ovens, generous preparation areas, and direct terrace access. A richly detailed executive office with custom built-ins, an extensive butler's pantry, media room, and abundant utility spaces further enhance the home's thoughtful design. The primary suite is a private sanctuary with terrace access, generous sitting areas, and a spa-inspired bath featuring dual vanities, extensive custom cabinetry, a walk-in shower, and abundant natural light. Three additional guest suites, each with en-suite baths, provide luxurious accommodations while overlooking the estate's lush tropical grounds. The lower level offers exceptional flexibility with expansive bonus space ideal for a wellness center, fitness studio, golf simulator, game room, collector's gallery, workshop, or additional recreational living. Impact-rated windows and doors, hurricane shutters and screens, a security system, and a newer 24-kW Kohler generator contribute to the home's enduring quality and peace of mind. The estate's setting is equally remarkable. With approximately 150 feet of pristine Gulf frontage and 150 feet of frontage along tranquil Heron Lagoon, opportunities to own a true Gulf-to-lagoon property are exceedingly rare. Launch a kayak or paddleboard from the private dock, spend afternoons on the secluded beach, or experience spectacular sunsets over the Gulf from your own backyard. Residents also enjoy the exclusive amenities of The Sanderling Club, including a private beach, marina, tennis courts, clubhouse, and one of Siesta Key's most private and prestigious waterfront communities. Just beyond the gates await Siesta Key's internationally acclaimed quartz-sand beaches, the boutiques and restaurants of Siesta Village, and the arts, dining, and cultural attractions of downtown Sarasota. 8132 Sanderling Road is a legacy estate where inspired architecture, timeless elegance, and one of Florida's rarest Gulf-to-lagoon settings come together to create an offering of exceptional significance.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
3681 STOKES DR DR, SARASOTA, FL 34232
$449,00047 Days on yellowkey MLS ID: A4696293
REDUCED by $10,000 (2.2%) on 07/09/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1228 Built: 1961 Tax: $1,978 (2025)Community: Ridgewood Estates Add 04Spa: YesSingle Family
Taxes:$1,978
Middle School: McIntosh Middle
Remarks: Slash Your Utility Bills and Live More Efficiently! Imagine enjoying a total annual electric bill of less than $600 while still heating and cooling your home, warming your pool and spa, and powering your everyday lifestyle. This meticulously maintained 3-bedroom, 2-bath home is packed with energy-saving upgrades designed to keep monthly expenses low without sacrificing comfort. The impressive solar system powers the home, pool, and spa, complemented by an energy-efficient hybrid AO Smith water heater, additional attic insulation, and numerous improvements that reflect years of thoughtful ownership. Major updates include a new roof (2018), whole-house repipe (2018), AC replacement (2017), newer windows, and a hurricane-rated garage door for added peace of mind. Inside, the inviting living room features custom built-in cabinetry and a 4K TV, creating the perfect space to relax and entertain. The remodeled kitchen offers soft-close drawers, LED under-cabinet and ceiling lighting, plus beautiful granite countertops and breakfast bar for easy living and effortless cleanup. Step outside to your private Florida retreat featuring a sparkling solar-heated pool with sun shelf, relaxing spa, kiddie safety fence, and an energy-efficient pool pump installed in 2021. Whether hosting friends or enjoying a quiet afternoon, this backyard is designed for year-round enjoyment. A Vivint security system with window and door sensors provides additional comfort and convenience at a low monthly cost. Best of all, there are NO HOA fees and NO CDD fees, helping keep ownership affordable. Conveniently located near I-75, shopping, dining, everyday conveniences, and just a short drive to the world-famous beaches of Siesta Beach, this home offers the perfect combination of efficiency, comfort, and location. Some furniture and the Shed are negotiable. Low bills, major updates, and a resort-style pool—this is Florida living made affordable.
Listing Agent: Midge Mccarthy (941-809-3800)
4541 CHARING CROSS RD, SARASOTA, FL 34241
$490,90080 Days on yellowkey MLS ID: TB8506161
REDUCED by $14,000 (2.8%) on 07/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2160 Built: 1978Monthly Fee: $29 Tax: $3,771 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$3,771
Remarks: Welcome to 4541 Charing Cross Road, a beautifully maintained 3-bedroom, 2-bath pool home offering just under 2,200 heated square feet in the highly desirable Bent Tree Village golf course community. Situated on an oversized quarter-acre lot, this property backs directly to the golf course and offers exceptional privacy, mature landscaping, and peaceful views. With LOW HOA DUES, NO CDD FEES, optional country club membership, and a whole-home water filtration system, this home delivers the perfect blend of comfort, convenience, and lifestyle. French wood doors welcome you into the foyer, where abundant natural light and thoughtfully designed living spaces create an inviting atmosphere throughout. The home features tile flooring in the foyer, kitchen, family room, breakfast nook, and wet areas, while the bedrooms and formal living/dining room combination showcase luxury vinyl plank flooring. Plantation shutters adorn every window, and all windows have been upgraded to impact-resistant double-pane windows for added energy efficiency and peace of mind. The kitchen is designed with both functionality and style in mind, featuring Corian countertops, stainless steel appliances, an undermount sink, a beautiful backsplash, and a large built-in pantry for ample storage. The breakfast nook overlooks the family room, creating an open and inviting layout that is perfect for both everyday living and entertaining. The spacious family room is anchored by a stunning stone wood-burning fireplace, creating the perfect gathering space. Multiple sets of sliding glass doors from the kitchen, living room, and primary suite seamlessly connect the indoor living areas to the covered lanai and screened pool area complete with a pool heater. Surrounded by lush tropical landscaping, the backyard offers a private retreat ideal for entertaining or relaxing year-round. The generously sized primary suite features private access to the lanai, dual closets including a walk-in closet and built-in closet, and an en-suite bathroom with double vanities and a beautifully tiled walk-in shower. The split-bedroom floor plan provides added privacy, with two additional bedrooms and a full guest bathroom located on the opposite side of the home. Additional updates include a 2019 HVAC system, updated electrical in 2018, and a reinforced garage door installed in 2018. Residents of Bent Tree Village enjoy access to a community lake for small boats and fishing with permit, along with optional golf and country club amenities. Located within an A-rated school district, with the elementary school just a short golf cart ride away, this home also offers convenient access to I-75, shopping, dining, Gulf beaches, and world-class healthcare facilities.
Listing is courtesy of: ASSIST 2 SELL THE ESHACK TEAM (813-400-1395)
Listing Agent: Aaron Eshack (813-917-3765)
3721 COLLINS ST #812, SARASOTA, FL 34232
$300,000250 Days on yellowkey MLS ID: A4672044
REDUCED by $19,900 (6.2%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1584 Built: 1972Monthly Fee: $460 Tax: $1,271 (2024)Community: Forest Pines 08Villa
Taxes:$1,271
Elementary School: Alta Vista Elementary
Remarks: Virtually Staged. This Forest Pines condo can be your slice of Sarasota paradise in a highly sought-after 55+ community.! This beautifully updated Villa combines comfort, convenience, and that easy coastal lifestyle you’ve been dreaming about. The seller has just recently reduced the asking price again. It's located just minutes from Siesta Key Beach, downtown Sarasota, and the popular Der Dutchmen Restaurant, this location puts you right in the heart of it all. Love to golf or bike? You’ll be half a mile from the nearest golf course, and the Legacy Trail—perfect for long, scenic rides—starts only 1.5 miles away. Inside 3721 Collins St, you’ll find bright, welcoming spaces designed for relaxation. The home features newer upgrades including solid surface and granite countertops, modern kitchen cabinets, a walk-in shower in the primary suite, and luxury vinyl plank flooring in all main areas. This home has a living room and a family room where the original porch was properly permitted and enclosed for additional living space under air. Earth-toned colors and plantation shutters throughout add warmth and timeless charm. A new roof was installed in 2022. Forest Pines takes care of exterior maintenance so you can spend your days lounging by the community pool, meeting neighbors at the clubhouse, or enjoying a friendly game on the shuffleboard courts. Move-in ready, this condominium - villa style home invites you to settle in and start your next chapter in sunny Sarasota.
Listing is courtesy of: FLORIDA INTERNET REALTY LLC (941-961-4983)
Listing Agent: Steve Rider (941-504-5163)
411 BURNS COURT, SARASOTA, FL 34236
$965,00065 Days on yellowkey MLS ID: A4694679
REDUCED by $110,000 (10.2%) on 07/09/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1345 Built: 1926 Tax: $4,644 (2025)Community: Burns Court Sub OfSingle Family
Taxes:$4,644
Remarks: This iconic commercial/residential Burns Court bungalow, the ultimate live/work space, offers a rare opportunity to restore and personalize a truly unique downtown property in one of Sarasota's most coveted historic neighborhoods. The Burns Ct. facing 2-bedroom, 1-bath main residence features a private masonry-walled back courtyard leading to a large 1-bedroom, 1-bath detached unit. This unit, with frontage on Pineapple Avenue, is ideal for commercial or residential use, a guest apartment, private office/studio, small shop... Located in the heart of nationally designated Historic Burns Court, one of downtown Sarasota’s most walkable neighborhoods, the property is just steps from an award-winning cinema, restaurants, boutiques, and the Bayfront, yet notably outside of a flood zone. Many original architectural details remain intact, including decorative ironwork, moisture-resistant plaster walls, crown molding, and original hardwood floors. A beautiful, mature oak tree provides valuable shade and enhances the home’s historic charm. The home has excellent bones for a dream restoration project, the main house featuring a 2023 roof and 2019 HVAC. Built-in equity: Zoned Downtown Core (DTC), the property includes confirmed transferable development rights (TDRs), which may be sold to a developer or investor thanks to a new historic preservation ordinance effective as of December 2025. Whether you envision creating a stunning live/work environment, generating income from a detached apartment, or designing an elegant commercial space, this charming property offers exceptional flexibility and historic character.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Erin Difazio (941-870-8060)
139 TALL TREES CT, SARASOTA, FL 34232
$625,00033 Days on yellowkey MLS ID: A4696795
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2233 Built: 1999Monthly Fee: $199 Tax: $4,048 (2025)Community: Oak Court Ph 2-A & 2-BSpa: NoSingle Family
Taxes:$4,048
Elementary School: Fruitville Elementary
Remarks: Behind the gates of Oak Court, this beautifully appointed three-bedroom, two-bath residence offers a rare combination of thoughtful design, quality craftsmanship, and modern convenience. Situated on a .17-acre homesite, the home enjoys a peaceful setting surrounded by mature trees and quiet streets, while remaining just minutes from downtown Sarasota, St. Armands Circle, and Sarasota's renowned Gulf beaches. Inside, soaring ceilings and porcelain plank flooring extending throughout the home create an open, light-filled atmosphere. Over $250,000 in carefully selected improvements and custom finishes have transformed the residence into a home of exceptional comfort and style. While custom remote-controlled shades and window treatments provide effortless privacy and ambiance. At the heart of the home is a stunning kitchen designed to balance beauty and functionality. An oversized quartz island serves as the centerpiece, surrounded by floor to ceiling custom cabinetry, designer hardware, and a striking glass, marble, and diamond-chip backsplash. The fully integrated smart appliance package includes a touch-control cooktop, double wall ovens, and an advanced smart refrigerator with voice capabilities, recipe assistance, shopping list functionality, music integration, and Wi-Fi connectivity. Throughout the home, custom designer lighting and upscale finishes create a warm and gracious atmosphere. The primary suite offers a relaxing retreat with quartz countertops, a freestanding soaking tub, and a spacious walk-in shower featuring opalescent tile and distinctive wave-pattern walls. The guest bath is equally impressive, highlighted by a custom marble vanity. Outside, the paver lanai extends the living space, providing a comfortable setting for entertaining or simply enjoying Sarasota's year-round sunshine. Every element of the home reflects pride of ownership and a commitment to quality, combining timeless finishes with modern technology in a residence that is both elegant and exceptionally livable. Surrounded by mature canopy trees and peaceful streets, yet conveniently located near downtown Sarasota, St. Armands Circle, and the area's world-class beaches, 139 Tall Trees Court represents an exceptional opportunity to enjoy refined living in one of Sarasota's most desirable settings.
Listing Agent: Mark Klecka (941-348-9400)
2915 WEBBER ST, SARASOTA, FL 34239
$399,90044 Days on yellowkey MLS ID: A4696773
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1290 Built: 1958 Tax: $2,275 (2025)Community: South GateSingle Family
Taxes:$2,275
Remarks: "This beautiful property has granite countertops, shaker cabinets, a newer kitchen and bedroom that was totally remodeled about 6 years ago. It features brand new flooring, a newer air conditioning system (approximately seven years old), attractive brick pavers, a patio, and a large fenced yard."
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Curtis Putrino (941-302-8776)
1647 SIESTA DR, SARASOTA, FL 34239
$1,690,00018 Days on yellowkey MLS ID: A4699260
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)
7499 RIPETTA ST, SARASOTA, FL 34240
$1,390,00030 Days on yellowkey MLS ID: A4698028
0 Days Off yellowkey (back on 7/8/2026)
REDUCED by $85,000 (5.8%) on 07/05/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4017 Built: 2019Monthly Fee: $272 Tax: $12,037 (2025)Community: Vilano Ph 1Single Family
Taxes:$12,037
Elementary School: Tatum Ridge Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Discover refined estate living in Vilano, Sarasota’s premier luxury acreage community. Opportunities to own in this highly sought-after neighborhood are few and far between, making this exceptional residence an offering not to be missed. Positioned on one of the community’s most desirable corner homesites, the property provides enhanced privacy, expansive outdoor space, and a distinctive setting within the neighborhood. From the moment you enter, soaring ceilings and walls of pocketing glass doors create a bright, open atmosphere that seamlessly connects the interior to the stunning outdoor spaces. The oversized lanai is designed for both intimate relaxation and grand-scale entertaining, offering generous covered areas to enjoy Florida’s year-round sunshine. As the sun sets, the LED-lit pool becomes a captivating focal point, overlooking peaceful lake views and lush surroundings. A fenced area of the property provides a secure space for pets to roam and play. At the heart of the home, the chef’s kitchen is thoughtfully appointed with a large center island, butler’s pantry, walk-in pantry, and casual dining area—perfect for everyday living and effortless entertaining. The luxurious first-floor owner's suite is a private retreat, featuring beautiful views of the lanai, pool, and lake. A custom walk-in closet and spa-inspired bath with a rain shower and soaking tub complete the space. Also on the main level, a dedicated office offers flexibility for remote work or a quiet study. Upstairs, an expansive bonus room provides endless possibilities, while three additional bedrooms and three full bathrooms ensure comfort and privacy for family and guests alike. Adding exceptional value, the home is equipped with an impressive whole-home solar power system to include 4 Tesla Powerwalls, ensuring not only very low electric costs, but also keeping your entire home running seamlessly through any power outage scenario! Also included are 50-amp EV charging outlets in both garages—making sustainable luxury living effortless. Welcome to Vilano, where estate-sized living, modern efficiency, and Sarasota’s sought-after lifestyle come together to create a truly extraordinary place to call home.
Listing Agent: Jen Topjun (941-374-0969)
1900 BENJAMIN FRANKLIN DR #V11, SARASOTA, FL 34236
$799,00048 Days on yellowkey MLS ID: A4696174
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1242 Built: 1967 Tax: $5,712 (2025)Community: Lido HarbourVilla
Taxes:$5,712
Remarks: Beachside living awaits in this beautifully renovated, turnkey-furnished villa just steps from the sugar-white sands of Lido Beach. This two-bedroom, two-bath residence offers a relaxed island lifestyle in an unbeatable location. The thoughtfully redesigned interior features an open floor plan centered around a spacious great room. The kitchen is beautifully appointed with contemporary cabinetry, quartz countertops, stylish backsplash, and premium KitchenAid appliances, including an induction cooktop and beverage refrigerator. Stylish finishes throughout include large-format porcelain tile flooring, crown molding, recessed LED lighting with dimmer switches, and custom remote-controlled window treatments. The primary suite features a walk-in closet and ensuite bath, while both bathrooms offer floor-to-ceiling porcelain tiled walk-in showers with frameless glass enclosures, built-in niches, and LED lighted mirrors. Additional upgrades include updated plumbing and water lines, underground sewer drains, an updated electrical panel and wiring, and a newer A/C system. A large laundry room with built-in cabinetry, counterspace, Maytag washer and dryer, and direct access to the attached carport adds convenience and functionality. Located on the quiet southern end of Lido Key, this ground-level villa offers the privacy of a single-family home with the ease of maintenance-free living. Enjoy direct beach access and a heated Gulf-front pool with clubhouse just moments from your door. Ideally located near South Lido Park, St. Armands Circle, and downtown Sarasota, you'll enjoy easy access to dining, shopping, nature trails, kayaking, cultural attractions, and breathtaking Gulf sunsets. Move right in and start enjoying the best of Sarasota's beach lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Judy Nimz (941-374-0196)
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