Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
1000 BOULEVARD OF THE ARTS #1607, SARASOTA, FL 34236
$1,449,00023 Days on yellowkey MLS ID: A4694947
0 Days Off yellowkey (back on 5/27/2026)
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1400 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Residence 1607 offers a refined high-floor harbor perspective from the 18th level, with sweeping views over Quay Harbor, the Ringling Bridge and distant Gulf waters. This Harbor residence is designed for those who appreciate dynamic waterfront scenery paired with elevated privacy. Floor-to-ceiling glass frames the views throughout the open living spaces, while the contemporary kitchen features European cabinetry and premium appliances. A private terrace extends the living area outdoors, ideal for sunset views and evening entertaining. The primary suite provides a peaceful retreat with a spa-inspired bath, complemented by flexible den space. At 1000 Boulevard of the Arts, residents enjoy a full-service, hospitality-inspired lifestyle with resort-style amenities, concierge services, and accessibility to Sarasota’s cultural and waterfront attractions.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Sarah Harrington (941-915-2467)
236 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$4,200,00023 Days on yellowkey MLS ID: A4694867
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3850 Built: 2027 Tax: $13,498 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$13,498
Elementary School: Southside Elementary
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this upcoming custom residence represents an exceptional opportunity to own brand-new luxury construction just steps from the energy of St. Armands Circle and minutes to the Gulf beaches. Blending refined coastal aesthetics with contemporary comfort, the home is being crafted to deliver an elevated Florida lifestyle with spacious interiors, sophisticated finishes, and beautifully integrated outdoor living spaces. Clean architectural lines and thoughtfully designed entertaining areas create a bright and inviting atmosphere throughout. Planned features are expected to include a designer kitchen with premium finishes and upscale appliances, spacious guest accommodations, private owner’s retreat, elevator access, and seamless indoor-outdoor flow to the resort-inspired pool and outdoor lounge areas. An upper-level observation deck is expected to capture beautiful water views and coastal sunsets, creating an ideal setting for relaxing or entertaining above the surrounding tropical landscape. Designed with a focus on both luxury and resilience, the residence is being constructed to current FEMA-compliant standards with elevated living spaces, impact-rated windows and doors, and modern construction methods intended to enhance durability, efficiency, and long-term peace of mind in a coastal environment. Positioned in one of Sarasota’s premier luxury waterfront and beachside communities, this residence places you near fine dining, upscale shopping, marinas, golf, and the renowned shoreline of Lido Beach while offering the quality and craftsmanship synonymous with Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
800 N TAMIAMI TRL #1217, SARASOTA, FL 34236
$1,300,000104 Days on yellowkey MLS ID: A4685306
5 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1830 Built: 2007 Tax: $11,112 (2024)Community: AlinariSpa: YesCondo
Taxes:$11,112
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Experience the ultimate "sweet spot" of downtown living. This extraordinary 12th-floor corner residence at Alinari offers a rare combination: high-floor serenity and a forever-protected panorama of Sarasota Bay. While new developments risk future obstruction, your view over the 53-acre "The Bay" park is a guaranteed horizon. This sanctuary-in-the-sky features an expansive wrap-around balcony off the primary suite and living area, plus a private third balcony for guests. Inside, high ceilings and rich wood flooring lead to a modern kitchen with quartz counters and premium upgrades. Enjoy the vibrant energy of the Rosemary District and Van Wezel—just steps away—then retreat to a quiet, secure home away from the center-city noise. Amenities include 24-hour security, a heated lap pool, fitness center, and a rare second parking space. Why pay a "new-build" premium and wait years for a view that might disappear? Your protected Sarasota sunset is ready now.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Perry Corneau (941-650-4626)
3005 CHIANTI CT #103, SARASOTA, FL 34237
$189,000373 Days on yellowkey MLS ID: A4655693
REDUCED by $6,000 (3.1%) on 05/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 822 Built: 2002 Tax: $2,469 (2024)Community: VillagioCondo
Taxes:$2,469
Elementary School: Tuttle Elementary
Remarks: Experience stylish living in this beautifully updated 1-bedroom unit located in a meticulously maintained, gated community just minutes from vibrant downtown. This home features renovated flooring, new appliances, fresh paint throughout, and elegant trim work including upgraded wall detailing and new base molding. The kitchen is equipped with a new tile backsplash, ample counter space, and a convenient built-in desk area—perfect for working from home. A brand-new bathroom adds a touch of luxury, while a new AC system will be installed this week (2025) for year-round comfort. The spacious primary bedroom flows seamlessly into the open-concept living space, with an additional office/computer niche for added functionality. A separate laundry room includes a brand new washer and dryer. Step outside onto your private lanai overlooking a tranquil pond, where you can unwind while watching ducks and native Florida birds. Enjoy resort-style amenities including a heated pool, tennis/pickleball court, fitness center, playground, dog run, and more. New roof already completed. This is Florida living at its finest!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
1155 N GULFSTREAM AVE #401, SARASOTA, FL 34236
$2,649,00066 Days on yellowkey MLS ID: A4689843
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2625 Built: 2017 Tax: $19,431 (2025)Community: Vue Sarasota BaySpa: NoCondo
Taxes:$19,431
Remarks: Iconic bay views. Elevated design. Exceptional downtown living. A rare bayfront offering, this residence presents over 2,600 square feet of refined living within one of the building’s most coveted floor plans. The sophisticated 3-bedroom plus den layout is defined by scale, light, and uninterrupted connection to the bay, where sweeping marina vistas and cinematic sunsets create an ever-changing backdrop to daily living. Walls of 10-foot floor-to-ceiling glass dissolve the boundary between interior and exterior, opening to an expansive 10’ x 34.5’ terrace designed for elevated entertaining. Clean architectural lines, contemporary finishes, and curated designer selections establish a calm yet refined modern aesthetic throughout. The chef’s kitchen is both sculptural and functional, featuring Nolte cabinetry, quartz countertops, a dramatic waterfall-edge island, induction cooktop, built-in convection ovens, and a 42” French door refrigerator—crafted for effortless entertaining and everyday luxury. Each bedroom is a private ensuite retreat, appointed with upgraded porcelain tile flooring and custom vanities. The primary suite is distinguished by its sense of separation and scale, offering a dedicated dressing area, generous walk-in closets, and a spa-inspired bath with dual vanities and an oversized walk-in shower. Refined details elevate the residence further, including a private elevator foyer entry, impact-rated glass, LED illumination, and two deeded secure garage parking spaces. Residents enjoy a resort-caliber lifestyle with a thoughtfully designed amenity collection, including a beautifully appointed pool and spa area with high-end grilling stations, state-of-the-art fitness center, elegant club lounge, concierge services, valet, EV charging, and a vibrant calendar of social programming. Perfectly positioned in the heart of downtown, moments from the marina, theaters, fine dining, galleries, Whole Foods, and the farmers market, this residence offers a rare synthesis of sophistication, convenience, and elevated bayfront living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
1314 GRANTHAM DR, SARASOTA, FL 34234
$310,000210 Days on yellowkey MLS ID: A4672819
0 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1769 Built: 2020Monthly Fee: $299 Tax: $3,729 (2024)Community: Bradford Manor TwnhmsTownhouse
Taxes:$3,729
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. FIRM NEW PRICE - NOW ONLY 310,000. While everyone else is settling for older outdated townhomes, this one just got even more affordable. A brand-new price on a 2020-built, move-in-ready townhome in a gated Sarasota community — modern finishes, contemporary construction, and a location that's only getting better. The home delivers everything you want: Bright open-concept living with tile floors, a granite kitchen with wood cabinetry, oversized breakfast bar, and a screened lanai that makes outdoor living effortless. Upstairs, three bedrooms, a smartly placed laundry area, and a primary suite with dual sinks, walk-in shower, and a serious walk-in closet. One-car garage, hurricane shutters, community pool and spa. Pet-friendly. No CDD fees. HOA that won't break the bank. The location is the real story. Minutes to SRQ Airport, Gulf beaches, and downtown Sarasota's restaurants and arts scene. And right next door? Gracewater — one of Sarasota's hottest new luxury developments — is already pushing values up in this corridor. You're not just buying a home, you're buying into a neighborhood on the rise. The window won't stay open long — call to schedule your private showing now.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tina Clements (941-313-4175)
750 N TAMIAMI TRL #314, SARASOTA, FL 34236
$419,900165 Days on yellowkey MLS ID: A4676869
REDUCED by $20,000 (4.5%) on 05/26/2026
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 1085 Built: 2001 Tax: $5,186 (2025)Community: Renaissance 1Spa: YesCondo
Taxes:$5,186
Remarks: Welcome to Renaissance residence 314, a blend of charm and modern luxury in this fully renovated condominium offered turnkey furnished with over 1,000 square feet of thoughtfully designed living space. This beautifully updated unit features an expansive family and dining room, an oversized primary bedroom, and a versatile den that can easily serve as a second bedroom. Completely renovated in 2024, this home is move-in ready with every detail meticulously updated for your convenience. The sleek kitchen boasts matching GE Profile appliances, an LG washer and dryer, and new cabinetry with built-in storage solutions, offering ample space for all your needs. Freshly repainted in a neutral palette and paired with new luxury vinyl flooring throughout, the space provides a timeless foundation for any design style you choose. The spacious primary bedroom includes custom built-in closets and offers plenty of room to craft your ideal Sarasota retreat, while the remodeled en-suite bath features elegant quartz countertops, new cabinetry and a stunning shower with dual showerheads, exuding style and comfort. Renaissance is more than just a residence, it’s a lifestyle. This 16-story condominium high-rise offers an impressive array of resort-style amenities, including beautifully landscaped plazas and fountains, 24-hour front desk service and keycard secured entry. The building’s proactive maintenance ensures peace of mind, with recent updates including a new roof and cleaned piping systems in 2024. Designed with durability in mind, Renaissance features reinforced concrete beams, fireproof materials, and elevated guest parking and lobby spaces, providing stability and security. Residents enjoy world-class amenities such as a clubroom, business center, fitness center, resident theater and concierge services. For hosting guests, the building offers two fully equipped guest suites available by reservation. This unit comes with two assigned parking spaces conveniently on the third floor of the secured garage, ensuring your vehicles are protected and elevated over 50 feet above sea level. In the heart of Sarasota’s vibrant cultural district, Renaissance places you near The Bay Park and the city’s dynamic social scene. Designed in the style of an Italian villa, the building's charm is matched by its prime location, where water views are preserved thanks to Renaissance's ownership of aerial rights over the park. Embrace the luxury, convenience and unmatched beauty of living in Renaissance Unit 314. Your Sarasota dream home awaits!
Listing Agent: Moriah Taliaferro (941-504-9910)
1712 CLEAT LN, SARASOTA, FL 34240
$499,00037 Days on yellowkey MLS ID: A4693290
1 Days Off yellowkey (back on 5/24/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1850 Built: 2024Monthly Fee: $249 Tax: $5,789 (2025)Community: Nautique/WatersideTownhouse
Taxes:$5,789
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Enjoy the convenience of being within walking distance to Waterside Place, known for its waterfront dining, boutique shopping, and vibrant community events. This fully furnished townhome offers 3 bedrooms, 2.5 baths, a first-floor den/flex space, 1,850 square feet, and a 2-car garage, all complemented by a bright and airy feel throughout. Presented just like a model, the home is completely move-in ready so you can immediately begin enjoying the Waterside lifestyle. Impact windows and doors provide added peace of mind, while the HOA includes lawn care and offers some of the most affordable fees in all of Waterside for truly low-maintenance living. Outdoors, a private courtyard serves as a peaceful extension of the home, perfect for relaxing and enjoying the Florida sunshine. Residents of Nautique enjoy a community pool overlooking Kingfisher Lake, pickleball courts, a playground, dog park, and miles of scenic walking trails. Positioned among the residences closest to both the community amenities and Waterside Place, the location offers one of the most walkable lifestyles in the area. Situated in the southernmost part of Lakewood Ranch, Nautique provides excellent accessibility to downtown Sarasota and the Gulf beaches while still maintaining close proximity to the Farmers Market, Ranch Nites, waterfront dining, and everyday conveniences of Waterside Place.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Monica Lesuer (941-525-7278)
3586 RECURVE CIR, SARASOTA, FL 34240
$1,999,999171 Days on yellowkey MLS ID: TB8459416
REDUCED by $50,001 (2.4%) on 05/20/2026
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4452 Built: 2023Monthly Fee: $180 Tax: $20,912 (2025)Community: Hampton LakesSingle Family
Taxes:$20,912
Remarks: ***Priced WELL below reproduction cost + nearly $200k in options added.*** If you’re looking for a home that combines modern luxury in an away-from-it-all setting with easy access to wonderful Sarasota, 3586 Recurve Circle is the property for you. This nearly new 5 bedroom, 4 bathroom Grand Cayman estate is situated on an expansive, private 8 acre lot in the gated Hampton Lakes community with no rear neighbors and a serene conservation view. Located in Flood Zone X, flood insurance is not required. Plus, hurricane impact windows and reinforced garage doors add to your peace of mind. Built with an extended lanai and graced with an additional bonus room/5th bedroom, this home is perfectly designed for indoor-outdoor living. Whether you’re looking for a spacious property to connect with family and friends or just want room to breathe, this property checks these boxes and more. Soaring ceilings greet you at the front door with an easy flowing floor plan that leads you past the office/den, living room, dining room, and butler pantry to your beautiful kitchen with impressive quartz countertops and on to the bright, inviting family room. The spacious primary suite encompasses the entire east side of the home and includes a generous 15x18 walk-in closet, soaker tub, and walk-in shower with waterfall showerhead. On the western side of the home are 3 more bedrooms with full ensuite bathrooms and a bonus room with a large closet that can be used however you see fit. The home has thoughtful options above the base model including an additional bedroom, double driveway, and generous screened and covered outdoor space (pre-plumbed and wired for an outdoor kitchen) perfect for entertaining or taking in the peaceful view. Your cavernous garage (1,325 sq ft) has room for four vehicles and more. Situated away from it all but close to everything - just minutes from Lakewood Ranch and Waterside Place. You would spend significantly more to build the base model of this home so come embrace all this estate home has to offer and imagine yourself in this unique opportunity.
Listing is courtesy of: FLORIDA EXECUTIVE REALTY (813-972-3430)
Listing Agent: Brian Webb (813-595-3229)
800 N TAMIAMI TRL #815, SARASOTA, FL 34236
$975,000158 Days on yellowkey MLS ID: A4676300
REDUCED by $50,000 (4.9%) on 05/15/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1323 Built: 2007Monthly Fee: $1,328 Tax: $10,115 (2025)Community: AlinariSpa: YesCondo
Taxes:$10,115
Remarks: Immerse yourself in the vibrant energy of Sarasota’s coveted Rosemary District, where an inspired coastal lifestyle unfolds just beyond your doorstep. Perfectly positioned, moments from The Bay Sarasota and The Quay Sarasota, this residence offers effortless access to the city’s most exciting transformation – lush bayfront greenspaces, scenic walking paths, a new pier, and curated waterfront experiences including free concerts, yoga, and even a kayak launch. Right at your doorstep you will discover a dynamic collection of Rosemary District café’s, acclaimed restaurants, artisan bakeries, and boutique shops, all contributing to a walkable, cultured, and endlessly engaging lifestyle. From morning rituals to sunset dinners along the bay, this residence, set within Alinari at Rosemary Place, invites you to experience Sarasota at its finest. Framed by breathtaking true full water frontage views that stretch across Sarasota Bay and beyond, this beautifully redesigned two-bedroom, two-bath residence captures unobstructed westerly vistas from its highly desirable eighth-floor position in the south tower, where natural light pours in and sunset gazing becomes a daily ritual. The interiors have been thoughtfully re-imagined with a clean, modern aesthetic, featuring wide plank luxury flooring, quartz surfaces, new modern fixtures, and a cohesive move-in ready design. The open layout enhances the connection to the water, while a rare walk-in laundry room and additional flex storage space add everyday convenience. The primary suite offers a serene retreat with a walk-in closet and a well-appointed, fully customized en-suite bath, while the second bedroom is equally versatile for guests or a home office – each space sharing in the residence’s captivating views. Alinari presents a refined residential experience with amenities beyond expectation. Enjoy the privacy of a 3rd floor Olympic length pool and deck where recreation and relaxation can easily be found. The state-of-the art fitness center, modern and fully upgraded theater, business center, guest suites, game room, gated entry garage, 24-hour concierge and on-site security, are just a small sample of Alinari features and lifestyle. Unique to the property you will enjoy a beautifully landscaped 35,000 sq ft gated recreational space that is for the exclusive enjoyment of Alinari owners and their pets. With strong reserves, no current assessments, and elevated construction in Flood Zone X, the building offers peace of mind and enduring value. Complete with two garage parking spaces and climate-controlled storage, this residence is a rare opportunity to enjoy downtown Sarasota living at the intersection of culture, convenience, and sweeping waterfront beauty.
7920 MAINSAIL LN, SARASOTA, FL 34240
$2,150,00028 Days on yellowkey MLS ID: A4694620
1 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3216 Built: 2021Monthly Fee: $444 Tax: $18,596 (2025)Community: Lakehouse Cove/Waterside Ph 3Spa: YesSingle Family
Taxes:$18,596
Remarks: Under contract-accepting backup offers. Exclusive custom-designed Talise by Arthur Rutenberg Homes, ideally situated within the highly sought-after Lakehouse Cove at Waterside community. Elegant iron front double doors welcome you into a stunning great room featuring engineered hardwood floors, soaring vaulted ceilings accented with decorative beams, and an expansive open-concept layout filled with abundant natural light. The gourmet kitchen is beautifully appointed with a gas cooktop, built-in double ovens, refrigerator, microwave, wine refrigerator, quartz countertops throughout, custom cabinetry, and a spacious walk-in pantry designed for both style and functionality. Floor-to-ceiling impact sliding glass doors create seamless indoor-outdoor living, opening to a spectacular private retreat complete with a saltwater pool and spa, upgraded ClearView screen enclosure, expansive entertaining area, and fully equipped outdoor kitchen — perfect for enjoying the Florida lifestyle year-round.This thoughtfully designed residence features 3 spacious bedrooms, 3 bathrooms, a private den, powder room, and a versatile bonus room. The luxurious primary suite offers dual walk-in closets, while the multipurpose laundry area includes additional space ideal for a small office, hobby area, or extra storage. Additional upgrades include a tankless hot water heater, integrated Sonos sound system, and refined designer finishes throughout. A 3-car side-loading garage enhances curb appeal while providing generous storage and functionality. Perfectly positioned on a beautiful private preserve homesite, this exceptional residence offers privacy, sophistication, and resort-style living just moments from Waterside Place dining, shopping, entertainment, parks, and the popular farmers market. Residents of Lakehouse Cove at Waterside enjoy premier resort-style amenities including an upscale clubhouse, lakeside pool and spa, fitness center, playground, dog park, walking trails, tennis and pickleball courts, dock house with lake access, and kayak storage. Ideally located near Sarasota’s world-class beaches, cultural attractions, and vibrant lifestyle destinations, this exceptional home offers the very best of luxury Florida living.Schedule your private showing today to experience this exclusive custom residence firsthand.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Alliano (941-735-6571)
5378 SARAPOINTE CT, SARASOTA, FL 34232
$550,00031 Days on yellowkey MLS ID: A4694119
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1988 Built: 1986Monthly Fee: $62 Tax: $3,186 (2025)Community: Eastpointe Ph 01Spa: NoSingle Family
Taxes:$3,186
Elementary School: Gocio Elementary
Remarks: Under contract-accepting backup offers. Waterfront Pool Home. Tucked away on a quiet cul-de-sac in the sought-after Eastpointe community, this beautifully maintained 4-bedroom, 2-bath residence offers the perfect blend of comfort, privacy, and Florida lifestyle. Set on a scenic lakefront lot with tranquil water views, this home features a versatile floor plan with two primary suites, including a private second-floor retreat with its own mini-split system. Step inside to soaring vaulted ceilings in the living room, a cozy wood-burning fireplace, and a wet bar—ideal for entertaining. The eat-in kitchen is thoughtfully designed with convenient pull-out shelving in the cabinets, while many major appliances are less than one year old, adding peace of mind for the next owner. The outdoor living space is a true retreat, featuring a heated pool, expansive pavered pool deck, and an outdoor shower, all overlooking the peaceful lake setting. The spacious yard includes multiple fruit trees, creating your own tropical oasis. Additional upgrades include: Impact windows (2025) / Impact-rated garage door /Hardie fiber cement plank siding /Engineered acacia hardwood flooring in bedrooms/Solid core interior doors /Roof replaced in 2016 /A/C replaced in 2017 Located just minutes from downtown Sarasota, this home offers exceptional convenience—only 7.3 miles to Siesta Key Beach, close to Nathan Benderson Park, and near The Mall at University Town Center for premier shopping, dining, and entertainment. Easy access to I-75 makes commuting a breeze. With low HOA fees and no CDD, this exceptional waterfront home offers the ideal combination of location, upgrades, and lifestyle.
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Timothy Trojanowski (941-320-1399)
941 VIRGINIA DR, SARASOTA, FL 34234
$1,500,000108 Days on yellowkey MLS ID: A4684540
Bed: 6 Bath: 4.5 Liv Area Sq Ft: 3492 Built: 1945 Tax: $9,217 (2025)Community: Bay HavenSpa: YesSingle Family
Taxes:$9,217
Remarks: A Rare Piece of Sarasota History. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.
Listing Agent: Angela Adams (941-809-9760)
3332 TALLYWOOD CT #7086, SARASOTA, FL 34237
$150,00043 Days on yellowkey MLS ID: A4692649
1 Days Off yellowkey (back on 5/25/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1109 Built: 1983 Tax: $975 (2025)Community: Tallywood Ph 1 & 2Condo
Taxes:$975
Remarks: Under contract-accepting backup offers. Welcome to easy Florida living in the desirable 55+ Tallywood community of Sarasota! This charming 2-bedroom, 2-bath condo offers a spacious and comfortable layout designed for relaxed living and entertaining. The home is clean, well maintained, and offers a great opportunity to personalize and update to your own taste and style. Enjoy a bright open living and dining area, a functional kitchen with ample cabinet space, and a private primary suite with en-suite bath and generous closet storage. The second bedroom and bath provide flexibility for guests, hobbies, or a home office. The second bedroom has a built in Murphy bed and built in desk, which both convey. Step outside to enjoy your private outdoor space and experience the lifestyle that makes Tallywood so special. This pet-friendly community offers wonderful amenities including a heated screened-in pool, shuffleboard courts, a dog park, and a welcoming community center where neighbors gather for social activities and events. Beautifully maintained grounds and a peaceful atmosphere create the perfect setting for active living. Conveniently located near shopping, dining, golf courses, medical facilities, and Sarasota’s world-famous Gulf Coast beaches, this villa is ideal as a seasonal retreat or full-time residence. Enjoy low-maintenance living in one of Sarasota’s most established and friendly 55+ communities.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Jenifer Funk (941-330-3373)
2700 COCONUT BAY LN #419, SARASOTA, FL 34237
$174,950378 Days on yellowkey MLS ID: S5127342
INCREASED by $20,000 (12.9%) on 05/25/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1974Monthly Fee: $299 Tax: $1,696 (2024)Community: Sarasota PalmsCondo
Taxes:$1,696
Remarks: Welcome to the luxurious gated community of Sarasota Palms! This beautifully updated first-floor condo is a perfect blend of comfort, convenience and elegance. As you enter the home, you will be greeted by the beautiful tray ceilings and the warmth of the solid wood cabinetry and granite countertops in the kitchen, with the same tasteful upgrades carrying on into the bathroom. This home also features updated laminate flooring in the bedroom, recently installed double paned hurricane windows and sliding doors, and a screened in porch for you to sit outside and enjoy your morning coffee. The clubhouse is a fantastic amenity for residents, featuring a fully equipped fitness center, sauna, upgraded theatre room, billiards room, and business center, complete with WiFi throughout the community. You'll also have access to the largest pool and fitness center of any association in Sarasota County. Bring your furry friend to the large fenced dog park or enjoy the playground and tennis courts. Host a barbecue in the grilling and picnic area or take a relaxing walk around the lake. This condo is conveniently located near the Ed Smith Stadium, the spring training home for the Baltimore Orioles. You'll also be just minutes away from downtown Sarasota and the nearby marina. For beach lovers, St. Armand's Circle and Lido Key are only 5 miles away, offering some of the most beautiful powder sand beaches in the world. Plus, the Sarasota/Bradenton International Airport is just a short 5-mile drive away. This condo is perfect for those who value comfort, convenience, and luxury living. Whether it’s a primary residence, second home, or an investment, don't miss out on the opportunity to make this yours! Seller financing and rent-to-own options are available. Seller financing available with 40% down payment, at a 6.9% interest rate with a 1 year balloon period on a 10 year amortization schedule. Other terms can be offered with 20% down.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Amber Koepke (512-630-8394)
3521 49TH ST, SARASOTA, FL 34235
$325,00087 Days on yellowkey MLS ID: A4687177
2 Days Off yellowkey (back on 5/25/2026)
REDUCED by $15,000 (4.4%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 945 Built: 1983 Tax: $1,501 (2025)Community: Not ApplicableSingle Family
Taxes:$1,501
Remarks: Under contract-accepting backup offers. Welcome to this charming Florida retreat, where comfort, efficiency, and effortless outdoor living come together beautifully. This well-maintained home features a bright, open-concept layout filled with natural light, creating a warm and inviting atmosphere from the moment you step inside. The spacious living area seamlessly connects to the kitchen, offering ample cabinetry and generous counter space perfect for both everyday living and entertaining. The home includes two comfortable bedrooms, highlighted by a private primary suite with an en-suite bath for added convenience and relaxation. Step outside to your own private oasis, complete with a screened-in lanai and sparkling pool ideal for unwinding or hosting guests year-round. The fenced backyard provides plenty of space for pets, play, or gardening, along with a convenient storage shed. Recent upgrades add even more value and peace of mind, including a new roof (2023) and impact-resistant storm windows (2018). Additional features include solar panels for enhanced energy efficiency, a one-car garage, and a quiet residential setting surrounded by mature trees while still being just minutes from shopping, dining, and Florida’s stunning Gulf Coast beaches.
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Abigail Lange (941-218-8543)
2525 PARADISE PLUM DR, SARASOTA, FL 34240
$1,249,00072 Days on yellowkey MLS ID: A4688996
0 Days Off yellowkey (back on 5/25/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2927 Built: 2022Monthly Fee: $470 Tax: $3,914 (2025)Community: Windward/Lakewood Ranch Ph 1Single Family
Taxes:$3,914
Remarks: Under contract-accepting backup offers. Experience elevated waterfront living in this impeccably designed 2022-built Kiawah model, nestled within the highly sought after, gated enclave of Windward at Lakewood Ranch. Set on a premium pondfront homesite, this exceptional residence captures breathtaking western sunset views, offering a daily backdrop of serene beauty and refined tranquility. Spanning nearly 3,000 square feet of living space, this 4 bedroom, 3 bathroom estate includes a bonus office, a 3-car garage and seamlessly blends modern elegance with effortless comfort. The thoughtfully curated open-concept design creates a natural flow between the grand living room, elegant dining area, and chef-inspired gourmet kitchen, perfectly suited for both intimate gatherings and upscale entertaining. At the heart of the home, the kitchen is a true showpiece, featuring an oversized island with enhanced storage, a walk-in pantry, and a rare coffee bar. Outfitted with premium stainless steel appliances, including a double oven and gas cooktop, this space is designed to impress even the most discerning culinary enthusiast. Throughout the home, designer finishes such as sleek luxury vinyl flooring, dimmable ambient lighting, and curated ceiling fixtures create a polished, contemporary aesthetic. The owner’s suite serves as a private sanctuary, highlighted by coffered ceilings, an expansive walk-in closet, and a spa-like bath retreat complete with dual vanities, a deep soaking tub, and an oversized walk-in shower. Three additional bedrooms, along with two beautifully appointed bathrooms and a dedicated office, offers versatile luxury living ideal for guests, remote work, or multigenerational needs. Step outside to your own private resort oasis, where a spectacular saltwater pool awaits, featuring a sun shelf, cascading waterfalls, and custom LED lighting. The expansive lanai, enclosed with a clearview screen, ensures uninterrupted water vistas while offering the ultimate indoor-outdoor lifestyle. Designed for entertaining, the space includes a pool bath and is pre-plumbed for a future outdoor kitchen, allowing for effortless al fresco dining year-round. Additional enhancements include hurricane impact windows and sliders, automated shutters, a three-zone HVAC system, whole-home water purification, and an extended garage with generous storage capacity, delivering both peace of mind and practical luxury. Residents of Windward enjoy a maintenance-free lifestyle complemented by an array of resort-style amenities, including a clubhouse, state-of-the-art fitness center, sparkling pool, tennis and pickleball courts, and more. Centrally located just moments from Waterside Place, top-rated schools, fine dining, upscale shopping, and the world-renowned Gulf Coast beaches, this home embodies the perfect fusion of luxury, convenience, and coastal sophistication. This is more than a home, it is a statement of lifestyle. Schedule your showing and discover the art of refined Florida living today!
Listing Agent: Joey Lamielle (941-350-0016)
226 GOLDEN GATE PT #32, SARASOTA, FL 34236
$799,000205 Days on yellowkey MLS ID: A4673403
0 Days Off yellowkey (back on 5/24/2026)
REDUCED by $20,000 (2.4%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1454 Built: 1968 Tax: $5,507 (2025)Community: Harbor House WestCondo
Taxes:$5,507
Remarks: Renovated waterfront condominium in the sought-after Golden Gate Point neighborhood. Sleek modern design with open kitchen featuring custom cabinets, quartz counters and Kitchen-Aid appliances. Coveted great room design with crown molding, custom built-ins, modern light fixtures and luxury vinyl planking. Owners suite has 2 closets, updated bath with porcelain tile, sliding glass shower door and modern fixtures… both lighting and plumbing. Guest bath has been updated as well. Unit has laundry room with utility sink and more custom storage. All main living areas have picture perfect views from impact windows. Enjoy sunsets over the Ringling Bridge, views of Bird Key, an ever changing array of boats in the Bay, and even an occasional dolphin. The condominium association has done a modernization over the past few years. They have done a remarkable job creating an inviting, modern look to this building. Updated composite dock has room to enjoy the views of Sarasota Bay. Golden Gate Point is a short distance to Marina, The Bay Park, Harts Landing, Lido Beach, St Armands Circle, downtown’s culture district, restaurants and shoppin
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tammy Garner (941-374-4161)
8969 BERNINI PL, SARASOTA, FL 34240
$1,349,00079 Days on yellowkey MLS ID: A4688095
REDUCED by $50,900 (3.6%) on 05/10/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3646 Built: 2018Monthly Fee: $434 Tax: $11,176 (2025)Community: Artistry Ph 1ASpa: YesSingle Family
Taxes:$11,176
Remarks: One or more photo(s) has been virtually staged. Experience elevated living in this gorgeous newer Kolter Chagall home located in the highly desirable community of Artistry of Sarasota. Offering 4 bedrooms and 5 baths, along with a club room and loft area, this beautifully designed residence blends everyday comfort with upscale entertaining. With model like finishes throughout, the home showcases exceptional quality, style, and thoughtfully curated upgrades including coffered ceiling sets the tone upon entry, introducing the home’s refined architectural detail and airy elegance. At the heart of the home is a stunning open concept first floor, where the newly painted entry, living room, and kitchen create a fresh, bright, and welcoming atmosphere for both comfortable daily living and effortless entertaining. The chef’s kitchen features quartz countertops, a dramatic oversized center island with waterfall edge detail and generous seating, custom white shaker cabinetry, backlit upper display cabinets designed for decorative appeal, designer backsplash detail, GE Monogram wall ovens and gas cooktop, LG refrigerator and dishwasher, and abundant prep and storage space. The adjoining great room is enhanced by a coffered ceiling and custom accent wall, adding warmth, texture, and architectural interest. An abundance of natural light pours in through the sliders, creating a bright and airy atmosphere while drawing your eye out to the glorious spa like pool and zen inspired lanai. The first floor features a flex office/guest suite, full bath for guests, laundry room with built in shelving, and a beautifully appointed club room complete with a wet bar and wine fridge, offering the perfect setting for entertaining or unwinding. The first floor primary suite is a luxurious retreat with abundant natural light, custom built walk in closets, and a coffered ceiling that enhances the sense of elegance and scale. The spa like primary bath features dual vanities and a generous walk in shower. As you make your way upstairs, a staircase accented by a sleek horizontal metal railing adds a clean architectural element to the home’s modern design. Upstairs, there are three guest bedrooms and tow of them feature en suite baths and walk in closets, centered around a large loft area that offers the perfect setting for a media room, game room, or casual lounge for hosting family and friends. The outdoor living area is designed as a true private retreat, the screened lanai showcases a spectacular saltwater pool and spa with beautiful water features, a sun shelf with in pool seating, and a hot tub style spa area perfect for unwinding. Framed by travertine decking and lush green views, the outdoor space also features a striking pergola style architectural accent that enhances the resort like setting. The covered lanai includes an outdoor kitchen with bar seating and an additional generous seating area, creating the ultimate backdrop for entertaining, relaxing poolside, or enjoying peaceful Florida living. Upgrades include hurricane impact windows and doors, gas appliances, community irrigation, a mini split in the garage, and a Briggs & Stratton whole house generator. Located in the gated, amenity rich community of Artistry, residents enjoy maintenance free living with access to a resort style pool, clubhouse, pickleball courts, basketball court, playground, and scenic walking trails. Ideally located near world class shopping, dining, and Sarasota’s renowned beaches, this home is high and dry located in zone X.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Andrew Garcia (917-916-6308)
1155 N GULFSTREAM AVE #802, SARASOTA, FL 34236
$2,250,000105 Days on yellowkey MLS ID: A4684831
REDUCED by $50,000 (2.2%) on 05/16/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2040 Built: 2016 Tax: $25,314 (2025)Community: Vue Sarasota BaySpa: YesCondo
Taxes:$25,314
Remarks: Indulge in Bayfront Luxury at The VUE, a landmark of modern luxury where worldly architecture meets the vibrant cultural allure of downtown Sarasota. Poised for effortless walkability, this home places you near fine dining, upscale boutiques, art galleries, performing arts venues, and the renowned Saturday farmers market. Savor sweeping, unobstructed vistas of Sarasota Bay, Marina Jack and the Gulf of Mexico. Upon arrival, the elevator opens directly into your residence's private, dedicated foyer. As you then continue through the front entry door, you are immediately drawn to the dramatic expanse of 10-foot, floor-to-ceiling impact-rated glass that frames breathtaking water views and floods the open-concept interior with abundant natural light. This exquisitely refined residence features two bedrooms and two and a half baths, among 2,040 heated square feet and 2,250 total square feet. Designed with grand entertaining and quiet retreat in mind, the spacious living and dining areas flow gracefully onto a generous private terrace with mesmerizing water views, an ideal setting for evening cocktails as the sun dips into the horizon. The chef’s kitchen is a masterclass in contemporary elegance, featuring quartz countertops, a waterfall island with breakfast bar, premium stainless-steel appliances, induction cooktop and bespoke Nolte Kitchen European cabinetry, crafted to inspire culinary creativity and conversation alike. The owner’s suite is a tranquil sanctuary, complete with breathtaking bay views, custom-designed closets and a spa-like en-suite bath with dual vanities, soaking tub and glass enclosed walk-in shower. A split-bedroom layout ensures the utmost privacy for guests, with a secondary en-suite bedroom positioned thoughtfully on the opposite side. Additionally, a den/office with a built- in pocket door, may also be used as a third bedroom or other flexible living options, such as a library or media lounge. With abundant natural light, it can even serve as an inspiring artist’s studio. Additional features include LED lighting, premium designer finishes and fixtures, and motorized shades ensure seamless comfort. A dedicated, spacious walk-in laundry room with ample storage and cabinetry and a side-by-side washer and dryer. There are two secure garage parking spaces, one is premium plaza level, near entry/exit gate to parking, two is valet level EV personalized/dedicated to unit and climate-controlled storage unit. Residents will enjoy a collection of exceptional lifestyle amenities. Indulge in the elevated resort-style pool and spa with private cabanas, unwind at one of two rooftop dog parks with a grooming station, or maintain your wellness regimen at the state-of-the-art fitness center overlooking the pool. The residents’ club lounge, complete with a catering kitchen and entertainment bar, sets the stage for elegant gatherings, while the boardroom and social lounges provide thoughtful spaces to work or unwind. Additional offerings include a fire pit with dual gas grills, valet parking, 24-hour concierge service, exceptional onsite management and attentive on-site staff devoted to providing a seamless living experience. Positioned just moments from Sarasota’s world-class beaches, including Lido Key. This iconic residence offers a rare blend of urban sophistication and coastal tranquility. Whether you’re seeking a seasonal escape or a full-time waterfront haven, delivering a lifestyle of elegance and convenience without parallel.
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