Location: Sarasota
Do Not Show Listings
993 CROSSWIND AVE, SARASOTA, FL 34240
$899,000109 Days on yellowkey MLS ID: A4687919
1 Days Off yellowkey (back on 7/10/2026)
REDUCED by $11,000 (1.2%) on 06/17/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1924 Built: 2021Monthly Fee: $422 Tax: $8,414 (2025)Community: Lakehouse CoveSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,414
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Experience lakefront luxury in Lakehouse Cove at Waterside. This custom home, on a tranquil water-view lot, offers stunning sunrises, sunsets and designer finishes. With 2 bedrooms (plus a flexible office/3rd bedroom), 2 baths, it blends style and comfort. High ceilings and natural light lead to hurricane glass doors opening to a lanai with serene lake views. The expanded open kitchen boasts marble and quartz countertops, premium GE Profile appliances, and a spacious island. The primary suite is a retreat with a spa-like bath and custom closets. Outside, self-filling heated saltwater pool and panoramic lanai create a resort-style oasis. The community center offers a gym, heated lap pool, hot tub, dog park, and boat house for kayaks and stand-up boards, while fine dining, live music, and community events are nearby at Waterside Place. With low HOA fees and a rich amenity lineup, this home offers coastal luxury, flexibility, and modern convenience in one of Lakewood Ranch-Waterside’s most coveted communities.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
5387 HUNTINGWOOD CT #4, SARASOTA, FL 34235
$250,00028 Days on yellowkey MLS ID: A4698691
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1263 Built: 1982 Tax: $1,680 (2025)Community: HuntingwoodCondo
Taxes:$1,680
Remarks: Discover refined comfort in this beautifully updated, move-in-ready 2-bedroom, 2-bath villa nestled in the heart of The Meadows. Light-filled and inviting, this residence features dramatic vaulted ceilings, beautiful laminate wood flooring, and an open-concept floor plan designed for today's lifestyle. The stylish kitchen showcases updated cabinetry, generous counter space, and stainless steel appliances, all overlooking a distinctive raised dining area that's perfect for entertaining family and friends. A highly desirable split-bedroom floor plan provides privacy for both owners and guests. Both bathrooms have been tastefully renovated, including the spacious primary suite with dual vanities and an oversized walk-in shower. Outdoor living is where this villa truly shines. Enjoy three separate outdoor retreats, including a screened lanai with architectural wood-beam ceilings and an expansive wraparound garden patio with direct access from the living room and both bedrooms—creating the perfect setting for morning coffee, evening relaxation, or entertaining outdoors. Set within the beautifully maintained, park-like community of The Meadows, residents enjoy miles of walking and biking trails, golf courses, scenic lakes, lush landscaping, community pools, and an unbeatable location just minutes from UTC Mall, downtown Sarasota, world-class dining, SRQ Airport, and the area's renowned Gulf Coast beaches. Offering exceptional style, comfort, and location, this villa represents one of the best values in Sarasota. Schedule your private showing today and discover why this could be your perfect next home.
Listing Agent: Brett Keyser, Jr (941-957-8425)
111 S PINEAPPLE AVE #714, SARASOTA, FL 34236
$2,049,50097 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
Elementary School: Southside Elementary
High School: Sarasota High
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)
3441 BEEKMAN PL #40, SARASOTA, FL 34235
$265,000236 Days on yellowkey MLS ID: A4674297
REDUCED by $10,000 (3.6%) on 07/09/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1064 Built: 1990 Tax: $1,342 (2024)Community: Forty-Three West IiCondo
Taxes:$1,342
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2024
Remarks: Big Price Reduction! Tucked away in a small, quiet community yet just minutes from everything the University Town Center area has to offer, this beautifully maintained 2-bedroom, 2-bath villa offers the perfect blend of convenience and tranquility. Whether you are looking for a primary residence or a vacation home, you will enjoy the easy access to UTC Mall, exceptional shopping and dining, entertainment, and the new Mote Aquarium—all just moments from your doorstep. The home features both front and rear private courtyards, creating your own tropical oasis for relaxing or entertaining. A mature lemon tree, loaded with fruit, adds to the charm. Sliding glass doors from the kitchen, living room, primary suite, and second bedroom seamlessly connect the indoor and outdoor living spaces, filling the home with natural light and extending your living area. Designed for carefree Florida living and entertaining, this villa includes a NEW ROOF (2023), plantation shutters, and Hunter Douglas Vertiglide® shades. The spacious primary suite features a private en-suite bath and an oversized walk-in closet. The versatile second bedroom includes a built-in desk with shelving and a queen-size Murphy bed, making it ideal as a home office, guest room, or both. A pocket door off the living room allows this portion of the home to be closed off, creating a private guest suite. The kitchen and both bathrooms have been tastefully updated with beautiful countertops and vanities. A convenient laundry area is neatly tucked behind louvered doors in the kitchen. Storage is abundant throughout the home, with oversized closets and an attached one-car garage offering additional space for a workbench, hobbies, or extra storage—more than you would expect in a villa. You will enjoy a welcoming community with a clubhouse, tennis and pickleball courts, and a sparkling community pool just around the corner. This exceptional villa truly checks all the boxes for enjoying the Florida lifestyle: a prime location, inviting indoor-outdoor living, abundant storage, attractive amenities, and living spaces designed for comfort and relaxation. Schedule your private showing today and discover your perfect Florida home!
Listing is courtesy of: REALTY PLACE (941-212-2828)
Listing Agent: Barbara Beasley (941-724-4334)
4680 VIGNETTE WAY, SARASOTA, FL 34240
$329,90052 Days on yellowkey MLS ID: TB8514067
REDUCED by $5,000 (1.5%) on 07/09/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1758 Built: 2017Monthly Fee: $127 Tax: $2,128 (2025)Community: Artistry Ph 1ASpa: NoTownhouse
Taxes:$2,128
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: THIS COULD BE THE ONE! If space, location and the feel of being away from the hustle and bustle of busy Sarasota, yet still being just a few minute drive to downtown, our world class beaches, Benderson Park, shopping, dining and entertainment, then you absolutely have to come check out this 3 bedroom, 2.5 bath, one-car garage, highly desired end-until townhome located in Palmer Place perfectly situated on the lake-view side of the street, just 3.5 miles east of I-75 directly off of Lorraine Road. Built in 2017, and complete with money-saving solar panels allowing for a reduced monthly electric bill, this one-owner townhome offers 1,758 square feet of living area, high ceilings, Whirlpool appliances, a spacious open-plan kitchen/family room on the main floor, convenient walk-in pantry in the kitchen, three large bedrooms upstairs, spacious jack and jill bathroom connecting bedrooms 2 and 3, dual sinks in both upstairs bathrooms, a convenient half-bath on the first floor, as well as upgraded screened-in front porch and back lanai offering peaceful and relaxing lake views complete with extended brick paver outdoor area, to allow for an amazing cross-breeze flowing through the entire townhome when the weather cools off. This townhome also offers a large storage room on the lanai and additional storage under the stairs. Enjoy our beautiful Sarasota and the surrounding areas, and become part of this relaxing, maintenance free cul-de-sac neighborhood! Schedule your showing today!
Listing is courtesy of: IMAGINE REALTY LLC (727-504-8909)
Listing Agent: Heather Schultz (727-504-8909)
1750 BENJAMIN FRANKLIN DR #6F, SARASOTA, FL 34236
$800,00034 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 Agent: Rachel Tritschler (941-993-5892)
1611 4TH ST, SARASOTA, FL 34236
$2,995,000848 Days on yellowkey MLS ID: A4605775
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3360 Built: 2025Monthly Fee: $1,195 Tax: $23,000 (2024)Community: Orange OneSpa: NoTownhouse
Taxes:$23,000
Elementary School: Alta Vista Elementary
Remarks: Introducing Orange One, your new sanctuary in downtown Sarasota and the Rosemary District. This is its newest and brightest shining star named Orange One, which is a 30-unit mixed-use development in the considerably sought-after Rosemary District. This phase is defined by harmonious European design, which shines with 10 three-story townhome residence sanctuaries located along 4th St. All 3,360 square foot residences feature their own private elevator, an exquisite zen-like 9.5-by-16-foot pool oasis, plus guesthouse villas at 254 square feet each, and super generous 1,127 square feet of outdoor entertaining and living areas complete with an outdoor kitchen for your al fresco culinary and dining pleasure, and the much sought-after private two-car garages. Also on the ground level is not only the entry but a spacious laundry room and mud room, a separate office or fifth bedroom plus a separate man cave/home office, a separate exercise studio, and a half bath! And of course, the garage/storage/mechanical room. Experience the real meaning of being able to live, work, and play within close proximity of your new home with the simple ownership where you own the lot. Lavish, luxurious finishes rule the day – quartz, porcelain tile, custom cabinetry, and insulated impact glass windows and doors. With four bedrooms including the guest house villa, and three full and two half baths, the possibilities are endless- guest quarters, exercise studio, home office with closet, a fifth bedroom, or just your own private getaway. HOA fees of approximately $1,195 per month. Then take a look outside to see 65 restaurants within five blocks, as well as culinary delights, unique boutiques, art galleries, theaters, farmers market, John Ringling Bridge, and Lido Beach all close by. Downtown shopping, culinary delights, and the Sarasota art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50-acre Bay Sarasota Park, a game changer for everyone who lives, works and plays in Sarasota. Call today for your private showing. Look no further!
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
1611 4TH ST #B6, SARASOTA, FL 34236
$2,995,000757 Days on yellowkey MLS ID: A4616019
Remarks: Pre-Construction. To be built. Introducing Orange One, your new sanctuary in downtown Sarasota and the Rosemary District. This is its newest and brightest shining star named Orange One, which is a 30-unit mixed-use development in the sought-after Rosemary District. This phase is defined by harmonious European design, which shines with 10 three-story townhome residence sanctuaries along 4th Street. All 3,360-square-foot residences feature their private elevator, an exquisite Zen-like 9.5-by-16-foot pool oasis, plus guesthouse villas at 254 square feet each, and generous 1,127 square feet of outdoor entertaining and living areas complete with an outdoor kitchen for your alfresco culinary and dining pleasure, and the much sought-after private two-car garages. Also, on the ground level is not only the entry but a spacious laundry room and mud room, a separate office or fifth bedroom plus a separate man cave/home office, a separate exercise studio and a half bath. And of course, the garage/storage/mechanical room. Experience the real meaning of being able to live, work, and play in proximity to your new home with the simple ownership where you own the lot. Lavish, luxurious finishes rule the day such as quartz, porcelain tile, custom cabinetry, and insulated impact glass windows and doors. With four bedrooms including the guest house villa, and three full and two half-baths, the possibilities are endless with guest quarters, exercise studio, home office with closet, a fifth bedroom or just your private getaway. HOA fees of approximately $1,195 per month. Then take a look outside to see 65 restaurants within five blocks, as well as culinary delights, unique boutiques, art galleries, theaters, farmers market, John Ringling Bridge and Lido Beach all close by. Downtown shopping, culinary delights and the Sarasota art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50-acre Bay Sarasota Park, a game changer for everyone who lives, works and plays in Sarasota. Call today for your private showing. Look no further!
410 N ORANGE AVE #218, SARASOTA, FL 34236
$2,428,200866 Days on yellowkey MLS ID: A4603674
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2556 Built: 2025Monthly Fee: $995 Tax: $24,000 (2024)Community: Orange OneSpa: NoCondo
Taxes:$24,000
Remarks: Pre-Construction. To be built. Introducing ORANGE ONE ! Downtown Sarasota and the Rosemary District’s newest and brightest shining star. ORANGE ONE is a 30 unit mixed-use development in the red hot Rosemary District. 10 three story condominium residences, alongside 10 retail condominium spaces. Plus, another 10 three story townhouses meandering along 4th St. All Residences feature their own private elevator, swimming pool, guesthouse villa, and huge outdoor living areas complete with outdoor kitchens for your grilling pleasure, and the much sought after private two car garages. Experience the real meaning of being able to Live , Work and Play within close proximity of your new home. Lavish, luxurious finishes rule the day – Quartz, Porcelain Tile , Custom Cabinetry, Insulated , Impact Glass windows and doors, . With four bedrooms including the guest house villa, and 3 1/2 baths, the possibilities are endless, - guest quarters , exercise studio, home office or just your own private getaway Then take a look outside and there are 65 restaurants are within five blocks, as well as art galleries, theaters, farmers market, John Ringling Bridge, Lido Beach all close by. Downtown shopping, culinary delights and the Sarasota Art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50 acre BAY SARASOTA PARK, a game changer for everyone who lives, works and plays in Sarasota. Call today for your private showing. LOOK NO FURTHER !!
7647 SANDERLING RD, SARASOTA, FL 34242
$2,650,000136 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
Middle School: Brookside Middle
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)
1891 PROSPECT ST, SARASOTA, FL 34239
$2,500,000136 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
$329,50099 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
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)
7565 CASTLE DR, SARASOTA, FL 34240
$1,500,00034 Days on yellowkey MLS ID: A4697250
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4652 Built: 1977 Tax: $5,681 (2025)Community: Racimo RanchesSingle Family
Taxes:$5,681
Remarks: A truly rare opportunity in Sarasota! Nestled on 2 private acres in Racimo Ranches, this unique property features TWO separate single-family homes, offering endless possibilities for multigenerational living, guest accommodations, or rental income. The main residence offers 3,179 square feet of thoughtfully designed living space with 3 bedrooms, 3.5 baths, and a 2-car garage. Inside, you'll find luxury vinyl plank flooring throughout, crown molding, and a living room anchored by a cozy fireplace with custom built-in shelving. The spacious family room offers exceptional flexibility, making it ideal for a media room or multipurpose living space, complete with a built-in desk area and cabinetry. The kitchen features Corian countertops, bar seating, and easy access to the separate dining room, making entertaining a breeze. The split-bedroom floor plan offers privacy, with the primary suite tucked away on one side of the home, while the opposite wing features a guest bedroom with its own en-suite bath and an additional bedroom conveniently located near a full hall bathroom. Improvements include a metal roof (2021) and HVAC (2022). The second residence offers 1,473 square feet of comfortable living space with 2 bedrooms, 2 baths, a 1-car garage with laundry room, and its own private concrete driveway, adding convenience and independence. The living area features luxury vinyl flooring throughout, built-in shelving in the spacious family room, granite countertops in the kitchen, and a relaxing sunroom (20’x23’) overlooking the beautiful grounds. Improvements include a metal roof (2021) and HVAC (2024). Step outside and experience your own tropical retreat. Lush landscaping, mature plantings, flowering garden beds (5 rows of raised beds-4’x70’), lawn and garden bed irrigation, a deck with sandbox, and peaceful outdoor spaces create an inviting backyard oasis perfect for relaxing, gardening, or gathering with family and friends. Additional improvements include a new well installed in 2023 and fully paid-off solar panels installed in 2022, helping keep electric costs low while improving efficiency for both homes. Properties offering two homes on acreage in Sarasota with this much space, flexibility, and privacy are hard to find. Enjoy country-style living with room to spread out while remaining conveniently close to everything Sarasota has to offer.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Kristy Sommers (941-504-4247)
8132 SANDERLING RD, SARASOTA, FL 34242
$15,900,00040 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
$449,00051 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
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)
7817 PASSIONFLOWER DR, SARASOTA, FL 34241
$845,000147 Days on yellowkey MLS ID: A4684911
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2560 Built: 2015Monthly Fee: $289 Tax: $9,373 (2025)Community: WildgrassSpa: NoSingle Family
Taxes:$9,373
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. SAY HELLO TO A GOOD BUY! QUALITY BUILT BY NEAL SIGNATURE HOMES, THIS ESTATE MONTEREY MODEL IS BEAUTIFUL * Positioned on an almost 1/2 ACRE lot and behind the GATED neighborhood of Wildgrass * IMPACT GLASS & SHUTTERS FOR FULL HURRICANE PROTECTION * PRIDE OF OWNERSHIP SHOWS * Featuring 4 Bedrooms & 3 Full Baths * The 4th Bedroom is a FLEX-SPACE (no closet but there is room to add one) * EXPANSIVE Primary Suite showcasing a Spa-style Bath boasting a Soaking Tub, Walk-in Shower, Dual Vanities as well as a 2 Walk-in Closets * The Chef's Kitchen is a true masterpiece with Custom Wood Cabinets, Granite Countertops, Stainless Steel Appliances, NATURAL GAS 5 Burner Cook-top with Vented Hood & a LARGE Kitchen Island with ample seating for family meals * The Kitchen is open to the SPACIOUS Great Room * Private Guest Wing with additional Bedrooms & Bath * All of this wraps your OUTDOOR OASIS with 2 Covered Lanais * One Lanai features your Outdoor Grill and Separate Burner with Built-in Bar, Sink & Refrigerator built in 2021 with Granite Countertops * OVERSIZED Travertine Pool Deck with a Custom Waterscape Heated Pool * This is a VERY PRIVATE SETTING * This home is perfect for entertaining family & friends or for just relaxing in your slice of paradise * Paver Brick Driveway leads to your 3 Car Garage * SOME RECENT IMPROVEMENTS INCLUDE: NEW HVAC SYSTEM 2025; NEW WATER HEATER 2025, INTERIOR & EXTERIOR PAINTING 2025; EXTERIOR TRAVERTINE PAVERS SEALED 2025; ALL TILE FLOORS REGROUTED & SEALED 2025; ALL BATHS RECAULKED/REGROUTED & SEALED 2025; NEW CARPETS 2021; GUTTERS & DOWNSPOUTS 2021; NEW DC INDOOR & OUTDOOR FANS 2022 * NATURAL GAS NEIGHBORHOOD * 'A' RATED SCHOOL DISTRICT * Your slice of paradise awaits * Minutes to I-75, shopping, dining on Clark Rd * Publix is 4 minutes away on Bee Ridge Rd & Lorraine Rd * Short drive to Siesta Key Beach or UTC Mall as well as downtown Sarasota * One look & you'll fall in love! *
Listing Agent: Ryan Brown (941-330-7774)
3061 QUAIL HOLW ## 35, SARASOTA, FL 34235
$210,000104 Days on yellowkey MLS ID: A4690473
REDUCED by $9,000 (4.1%) on 07/09/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 786 Built: 1979Monthly Fee: $82 Tax: $2,437 (2025)Community: Quail HollowCondo
Taxes:$2,437
Elementary School: Gocio Elementary
Remarks: Best Kept Secret in Sarasota:) Great Turn-Key, quaint placement of this one bedroom, one bathroom condo in the Meadows. First floor walkout onto a lovely pathway of old Florida growth trees and just near the excellent pool. Front parking to the unit and covered entry to the front door. Complete tile floors, two window bedroom to fit side desk or sitting chair additional to the bed and dresser. Pocket door from master bedroom into the full bathroom with tiled shower/bath. Main living area has dining area, living room, wonderful kitchen with breakfast bar and island for meal preparation or serving. Four panel sliders looking out through the delightful screened lanai and onto a deep glorious nature view. Pool just outside the unit with a simple walk. Washer/Dryer is stacked and an outdoor closed storage can also be locked. Community is just down the street from the Meadows Country Club, golf and tennis. Additional Olympic pool and fitness center. Many trails of old growth for walking and biking. Excellent location near UTC Mall area, Lakewood Ranch to the east, downtown Sarasota to the SW, Anna Maria Island to the NW and dining/shopping/events abound being central. The coast offers some of the finest beaches on the Gulf Coast of Florida. A lovely unit for living or leasing seasonally.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Argelia Vidal (734-218-4536)
3721 COLLINS ST #812, SARASOTA, FL 34232
$300,000254 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
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)
3130 RINGWOOD MDW #44, SARASOTA, FL 34235
$319,90022 Days on yellowkey MLS ID: A4699130
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1540 Built: 1981 Tax: $3,821 (2025)Community: Villas Of PapillionSpa: NoVilla
Taxes:$3,821
Remarks: Beautiful 2-bedroom 2 bath, Villa in The Villas of Papillion IN the Meadows! The Lake View You've coveted! Close to everything, Downtown Sarasota, 7 miles, St. Armands Bridge 8 miles, AND the #1 rated beach in the world, Siesta Key beach only 10 miles. Enjoy the tranquil water views, walk the bridge to the most unique pool setting within The Meadows. Set on an island this pool beckons you to escape and enjoy the peace and privacy. Located just steps away from your back door makes it almost your very own. Read a book, watch the birds wade the shoreline and stalk their prey, or simply capture the picture-perfect reflection of clouds cast upon the calm waters. The Meadows, an oasis set in the best location in Sarasota. Take advantage of UTC if you want convenience to 5-star dining, shopping, entertainment and recreation, yet seek the ability to retreat in just minutes to the comfort and seclusion of The Meadows community. You may choose to never leave The Meadows with 1,650 park like acres. 14 miles of biking and hiking trails that wind through lush trees, gardens and shimmering lakes.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Kenneth Cowles (941-954-4443)
3619 PEMBROOK DR, SARASOTA, FL 34239
$575,000174 Days on yellowkey MLS ID: A4681591
0 Days Off yellowkey (back on 7/3/2026)
REDUCED by $10,000 (1.7%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1625 Built: 1970Monthly Fee: $8 Tax: $3,937 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,937
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Must see this special home! You'll want to move in immediately! Clean, neat, meticulously maintained home in desirable South Gate area, and golfing community, under $600,000. Freshly painted exterior August 2025 with new exterior light fixtures. Barrel tile roof maintenance in 2024, new flat roof over lanai, valleys redone, all roof penetration reflashed, attic solar fan installed. New AC in 2020 with whole house duct cleaning and ultraviolet light installed for mold control, extra insulation added in attic at the same time. Annual AC maintenance just performed 6/26. New hurricane impact/energy efficient windows installed 2023 with lifetime warranty that is transferable. Hurricane garage door with Lift Master remote. Relax and breathe easy in the security of this block home. Water heater 2yrs. old. New electrical panel 2015. New stove top 12/25. Plenty of room to entertain friends and family on large 1600ft lanai area with extra large pool that looks like a lagoon of beautiful blue water. Pool cage screens replaced 2019, pool motor replaced 2022 and upgraded to variable speed motor. Pool and lanai decking resurfaced 2023. A piece of paradise as your backyard oasis is landscaped for privacy. Huge hass avocado tree grown from seed on side of house with banana trees, and pineapple plants in front that are the sweetest. Wood plantation shutters at all windows. Updated master bath, new tile in kitchen. Herringbone patterned floor tile. Updated ceiling fans add to great atmosphere. Inside laundry room, don't have to go into garage. Freshly cleaned roof and pool cage 11/25/25. 20 minute drive to famous Siesta Beach. Can't find a home in Sarasota in this excellent shape at this price.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Debra Kelly (941-993-9129)
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