Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
4362 BEEKMAN PL #111, SARASOTA, FL 34235
$399,00019 Days on yellowkey MLS ID: A4695908
4 Days Off yellowkey (back on 6/19/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1651 Built: 1994 Tax: $2,481 (2025)Community: Vlg At Beekman Place 2Spa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,481
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Rarely available, this freestanding, maintenance-free home sits in the sought-after Village at Beckman Place. Arrive through a winding canopy of oaks to a quiet, gated enclave, where this residence enjoys an oversized private corner lot with the community pool just out your back door. The $255 monthly fee covers cable, internet, grounds maintenance, and community amenities, so you can simply settle in and enjoy. Inside, an open floor plan with high ceilings makes thoughtful use of every space, offering two bedrooms plus a den that easily serves as a third bedroom. The extended, enclosed lanai is wrapped in lush tropical foliage, a serene spot to start your morning or unwind at day's end. This home has been impeccably maintained and updated throughout. The large, open eat-in kitchen features granite countertops, ceramic tile, new soft-close cabinets, and a gas stove. The primary suite, remodeled in 2024, showcases new vinyl flooring and a custom closet system, while the primary bath was taken to the studs and reimagined with Carrara tile and a luxurious rain shower. Recent improvements offer true peace of mind: new high-impact windows, plantation shutters, a new gas water heater, a new 2025 Wi-Fi-controlled AC with gas central heat, a whole-house water filtration system, and a transfer switch for a portable generator. Outside, the fenced backyard makes a perfect dog run, complemented by auto-irrigated landscaping. Ideally located between downtown Sarasota, the beaches, and University Town Center, this meticulously cared-for home is move-in ready. Two pets are welcome. Come see all it has to offer!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Ann Martin (941-356-7717)
5191 LAKE VILLAGE DR #2, SARASOTA, FL 34235
$249,00035 Days on yellowkey MLS ID: A4694247
0 Days Off yellowkey (back on 6/19/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1981 Tax: $2,877 (2025)Community: Village LakeCondo
Taxes:$2,877
Remarks: Bright, airy, and move-in ready! This turnkey furnished corner unit offers peaceful lake views, abundant natural light, and excellent income potential. Featuring hurricane-impact windows installed in 2026 and a 2018 A/C, this well-maintained Sarasota property is perfect as a vacation getaway, seasonal rental, or full-time residence. Relax and enjoy the serene water views while being just minutes from shopping, restaurants, golf, downtown Sarasota, and world-famous Gulf beaches.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Nelson Reyes (813-843-7003)
1040 VILLAGIO CIR #201, SARASOTA, FL 34237
$215,000134 Days on yellowkey MLS ID: A4680583
REDUCED by $5,000 (2.3%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002 Tax: $3,051 (2025)Community: VillagioCondo
Taxes:$3,051
Elementary School: Tuttle Elementary
Remarks: Located in the popular Villagio community, this two-bedroom, two-bath second-floor corner condominium offers a functional split floor plan. The unit has been freshly painted in neutral tones and features brand-new carpet throughout. The kitchen includes all-wood cabinetry, a breakfast bar, pantry, and a built-in desk. Both bathrooms have been updated with brand-new shaker-style vanities and granite countertops. The primary bedroom includes an en-suite bathroom and a walk-in closet. An additional office or den provides flexible space for remote work or everyday use. This light and bright second-floor unit features tray ceilings in the main living area and no neighbors above! A covered balcony offers west-facing exposure with sunset views. The unit also includes a covered carport – not all do! Villagio offers maintenance-free, resort-style living with amenities that include a heated pool, clubhouse, fitness center, tennis court, putting green, picnic area, dog park, and playground, all with a low HOA fee. Centrally located with convenient access to Ed Smith Stadium, Mote Marine, and downtown Sarasota shopping, dining, waterfront, and beaches. Suitable as an investment property, seasonal residence, or starter home.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Rachel Harvey (941-726-9300)
50 CENTRAL AVE #17PHD, SARASOTA, FL 34236
$2,890,000422 Days on yellowkey MLS ID: A4650526
REDUCED by $310,000 (9.7%) on 04/20/2026
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4095 Built: 2005 Tax: $34,554 (2024)Community: Plaza At 05 Points ResidencesSpa: YesCondo
Taxes:$34,554
Elementary School: Alta Vista Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Penthouse Perfection in the Heart of Downtown Sarasota — The Plaza at Five Points Poised high above the vibrant cultural epicenter of Sarasota, this exceptionally renovated 17th-floor penthouse at The Plaza at Five Points epitomizes modern elegance and urban sophistication. Perfectly situated across from Five Points Park, The Selby Library, and the Sarasota Opera House, this distinguished residence places you steps from world-class dining, galleries, theaters, and boutique shopping. With floor-to-ceiling windows and an expansive open-plan layout, this luxurious home in the sky offers breathtaking, panoramic vistas that sweep across the city skyline, Sarasota Bay, the marina, and onward to the shimmering horizon of the Gulf of Mexico. The terrace invites tranquil mornings and unforgettable sunsets, framing the coastal beauty of Florida at its finest. Designed for both effortless entertaining and serene living, the interior boasts soaring volume ceilings and exquisite contemporary finishes throughout. The main living space is a masterclass in modern design, featuring refined stone flooring, custom built-ins, a striking marble-clad gas fireplace, and a fully integrated wet bar with stone counter and led illumination. The gourmet kitchen is a chef’s dream—adorned with new sleek cabinetry, stone countertops, cabinet paneled refrigerator and high-end stainless-steel appliances, a spacious island, large eat in area, and designer tile backsplash - all blending style with functionality. The primary suite is a private sanctuary, complete with a secluded terrace, dual luxurious bathrooms, and generous his-and-her walk-in closets. A sumptuous Jacuzzi tub, separate walk-in shower, and elegant stone finishes elevate the spa-like ambiance. Two additional en-suite bedrooms—one of which serves as a sophisticated study with built-in storage and a hidden Murphy bed—offer privacy, versatility, and guest accommodations of the highest standard. Life at The Plaza at Five Points is defined by its world-class amenities and unwavering attention to detail. Residents enjoy a private, secured lobby entrance, full-time concierge, and valet services. Socialize or entertain in the elegant club room with a fireplace and catering kitchen, hold meetings in the professional conference room, or unwind in the rooftop heated pool and spa, surrounded by expansive sun decks and covered lounging areas. Additional amenities include a fully equipped state-of-the-art fitness center, a furnished guest suite, gazebo and grill area, and a Grand Motor Court. This penthouse residence also includes two secure garage parking spaces and an oversized, climate-controlled storage unit ideally located just steps from the unit’s hallway. The pet-friendly building offers the ultimate convenience for those seeking refined urban living in one of Florida’s most sought-after coastal cities. Don't wait to build, this new apartment is ready for you. Where Sophistication Meets the Sky — Experience the Pinnacle of Sarasota Living.
1045 FOX CREEK DR, SARASOTA, FL 34240
$3,400,00028 Days on yellowkey MLS ID: A4694380
Bed: 4 Bath: 5.0 Gar: 5 Liv Area Sq Ft: 6721 Built: 2007Monthly Fee: $25 Tax: $12,620 (2025)Community: Fox Creek AcresSingle Family
Taxes:$12,620
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Exclusively situated on 5.1 expansive acres, this custom-built Sarasota estate is masterfully designed as a fully self-contained private family enclave. Completely insulated from the outside world, the property is introduced by a long, palm-lined approach and a sweeping circular paver driveway, where total privacy and the Florida lifestyle are immediately evident. The primary residence spans 6,721 square feet of luxurious living space, making a grand architectural statement the moment you enter a foyer flanked by towering 24-foot ceilings. The estate showcases abundant natural light, French doors and rich maple built-ins throughout. At the heart of the home, the epicurean kitchen features elite millwork by Campbell Cabinetry, a spacious L-shaped island, a butler's pantry, and professional-grade Wolf and Sub-Zero appliances—including dual ovens and a specialized warming drawer. The fluid floor plan offers unmatched versatility, hosting a formal dining room with custom tray ceilings, a magnificent Great Room with fireplace under a 22-foot ceiling, two separate private offices, one of which has a wood-beamed cedar ceiling, and a spectacular, approximately 1,000-square-foot recreation wing outfitted with its own full kitchen and bath. Retreat to the first-floor owner’s suite, an elegant sanctuary featuring a private sitting area, a spa-inspired bath, and peaceful views overlooking the estate and pool. Outdoor living captures the estate-style relaxation, with a vast screened lanai and a sparkling saltwater pool overlooking open lawns and mature perimeter landscaping that naturally buffers the property. Recreational amenities are premier, featuring an integrated basketball court and a dedicated section of the driveway already marked for pickleball. The sprawling grounds serve as a grand retreat, anchored by an exceptional detached multi-car garage pavilion. Perfect for collectors or specialized hobbyists, this secondary structure features oversized 11-foot doors, a dedicated RV and boat storage area, carport, and a versatile, fully plumbed auxiliary suite with a full shower, ideal as a detached executive workspace or private retreat. Unequaled in structural integrity, the home functions as a fortified private fortress engineered with poured-concrete construction, comprehensive rebar reinforcement, elevated foundation, standby generator, salt-and-carbon water filtration system, separate sprinkler well, and advanced 13-camera security system. Providing space perfectly zoned to accommodate equestrian pursuits, miniature horses, alpacas, or exotic hobby collections, the OUE1 acreage offers absolute lifestyle freedom, all while being securely situated in Flood Zone X, with an exceptionally low annual HOA fee and no CDD. Positioned at the absolute center of convenience, the estate sits just 3.5 miles from Waterside Place, 4 miles from the University Town Center district, and 4.5 miles from Main Street Lakewood Ranch—placing championship golf courses, premier dining, luxury shopping, and active community calendars right at your fingertips. Surrounded by the tranquility of your private sanctuary, allure of downtown Sarasota and world-renowned Gulf Coast beaches await just moments beyond your gates.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Judi Taulbee (941-544-6227)
4779 TIVOLI PL, SARASOTA, FL 34235
$299,00036 Days on yellowkey MLS ID: A4693816
1 Days Off yellowkey (back on 6/18/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1428 Built: 1996Monthly Fee: $919 Tax: $2,321 (2025)Community: Longwood VillasSingle Family
Taxes:$2,321
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Welcome to this single family home that has been recently painted inside and out. New carpets have been installed in the 3 rooms and a deep clean has been done recently. A spacious private lanai outback is welcomed by a lovely preserve and this home is located on a cul-de-sac for maximum privacy. There are no CDD's in here and the HOA handles the roof replacement and repairs,outside painting,pressure washing,irrigation,driveway and walk repairs along with mowing, trimming and edging.There are lakes that residents can use for kayaking,fishing or just for viewing wildlife. Longwood Run public park is just down the street for enjoying tennis,pickleball,basketball or the playground.Coveniently located to UTC mall, restaurants,markets and much more.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: David Short (941-961-3995)
3360 RAMBLEWOOD DR S #8, SARASOTA, FL 34237
$169,50037 Days on yellowkey MLS ID: A4693442
REDUCED by $5,400 (3.1%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1003 Built: 1974Monthly Fee: $605 Tax: $631 (2025)Community: Ramblewood AcresCondo
Taxes:$631
Remarks: Price Reduction + Seller Incentive! The seller is now offering 6 months of HOA fees paid upfront, adding even more value to this charming property. Welcome to this clean and inviting 2-bedroom, 2-bath detached villa that offers the privacy and feel of a single-family home with the convenience of maintenance-free villa living. Located in the desirable southeast corner of Ramblewood Acres, this home features a private garden area and peaceful backyard retreat—ideal for relaxing, entertaining, or creating your own tropical oasis. Move-in ready and comfortable as-is, this property also presents an excellent opportunity for buyers looking to customize and renovate to match today's design trends and personal style. Residents of Ramblewood Acres enjoy a wide range of community amenities, including: Three swimming pools, Tennis courts, Playground and a Clubhouse with fitness facilities Even more exciting, a new dog park and pickleball courts are planned for the community! Outstanding Sarasota Location! Conveniently located just minutes from Downtown Sarasota, St. Armands Circle, Lido Beach, and Sarasota Bradenton International Airport, this home offers the perfect blend of comfort, recreation, and convenience. Some photos have been virtually staged to help illustrate the home's possibilities and showcase its full potential.
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Kimberly B. Wolf (941-302-0034)
430 KUMQUAT CT #204, SARASOTA, FL 34236
$1,114,0001080 Days on yellowkey MLS ID: A4575747
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1143 Built: 2025Monthly Fee: $651 Tax: $9,700 (2022)Community: Villa BalladaCondo
Taxes:$9,700
Tax Year: 2022
Remarks: ***NEW CONSTRUCTION SPECIAL!!!**** MOVE IN READY!! NEWLY FINISHED NEW Construction in Sarasota’s eclectic Rosemary Arts & Design District. Designed by award-winning architects Halflants + Pichette, Villa Ballada is the third project in an acclaimed series (after Zahrada and Zahrada 2). Residence Details: 22 condominium residences with single-level living, 21 unique floor plans to choose from. Two-, three-, and four-bedroom designs available. Pricing from $1,030,600 to $2,263,000. Interior Features: Contemporary architectural design, premium finishes, and new construction techniques, with high ceilings and open-concept layouts, as well as sunset terraces on select units. Community Amenities: Beautiful swimming pool and landscaped courtyard, secure lobby with controlled access, parking garage with assigned spaces, optional EV charging stations available, and optional luxury parking lift for additional parking space. Lifestyle & Location Highlights: Located in Sarasota’s walkable Rosemary District, 2 to 3 blocks to downtown shops, restaurants, art galleries, and cultural venues. Close to Florida Studio Theatre, Sarasota Opera House, and Westcoast Black Theatre Troupe. Near Whole Foods Market and the vibrant downtown farmers market. Just four blocks from the new 53-acre Bay Sarasota waterfront park, with easy access to the John Ringling Causeway, Marina Jack, and Sarasota’s bayfront. HOA Details: Low monthly HOA fee includes insurance, management fees, building maintenance, manager services, annual exterior window cleaning, water, sewer, trash, and exterior pest control. Showings & Model Home Private tours available.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
430 KUMQUAT CT #404, SARASOTA, FL 34236
$1,195,0001163 Days on yellowkey MLS ID: A4567678
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1155 Built: 2026Monthly Fee: $646 Tax: $10,000 (2022)Community: Villa BalladaCondo
Taxes:$10,000
Remarks: NOW COMPLETED - FAMILIES ARE LIVING THE GOOD LIFE IN Villa Ballada - the third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants & Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group - Zahrada and Zahrada 2, just a half block away. 22 residences and two retail units presenting unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel, and desirable to many with lifestyle all on one level. Wide-open foyer, spacious designer kitchens with breakfast bar, and welcoming dining and living rooms are the main features in all 21 designs. In this #404 condo, there is a large 20 ft x 6 ft balcony facing west from the dining/living room to enjoy the sunsets. A delightful swimming pool and courtyard cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. But in the end, the architecture, the Location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre Troupe and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and the Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rules the day. You must come experience Villa Ballada as you won't be disappointed. Remember we are only four blocks away from our incredible new The Bay Sarasota 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condo is available from $915,000 to $1,995,000 with two-, three- and four-bedroom designs. See you soon! Low HOA fee includes insurance, management fees, building maintenance, manager, exterior window cleaning once per year, water, sewer, trash and exterior pest control.
430 KUMQUAT CT #508, SARASOTA, FL 34236
$1,245,0001334 Days on yellowkey MLS ID: A4550807
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1196 Built: 2023Monthly Fee: $689 Tax: $9,800 (2022)Community: Villa BalladaCondo
Taxes:$9,800
Remarks: MOVE IN READY! NEWLY FINISHED NEW CONSTRUCTION AT Villa Ballada - the third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants + Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group - Zahrada and Zahrada 2, just a half block away. 22 residences and two retail units presenting unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel, and desirable to many with lifestyle all on one level. Wide-open foyer, spacious designer kitchens with breakfast bar, and welcoming dining and living rooms are the main features in all 21 designs. In this #508 penthouse condo with two full bedrooms, two baths and 1,196 square feet, there is a spacious balcony facing west from which to enjoy Sarasota’s spectacular sunset and city lights! Additionally, the beautiful swimming pool/courtyard will cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. But in the end, the architecture, the location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and the Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rule the day. You must come experience Villa Ballada, as you won't be disappointed. Remember we are only four blocks away from our incredible new “the Bay Sarasota” 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condo is available from $840,000 to $1,840,000 with two-, three- and four-bedroom designs. See you soon! Low HOA fee includes insurance, management fees, building maintenance, manager, annual exterior window cleaning, water, sewer, trash and exterior pest control.
430 KUMQUAT CT #202, SARASOTA, FL 34236
$1,030,600425 Days on yellowkey MLS ID: A4650002
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1057 Built: 2025Monthly Fee: $634 Tax: $10,500 (2024)Community: Villa BalladaCondo
Taxes:$10,500
Remarks: Under Construction. ***NEW CONSTRUCTION SPECIAL!!!**** Introducing Villa Ballada - the third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants & Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group – Zahrada and Zahrada 2, just a half block away. There are 22 residences and two retail units presenting unbelievable opportunity to choose from 21 different floor plans, each offering its unique feel, and desirable to many with a lifestyle all on one level. Wide-open foyer, spacious designer kitchens with breakfast bar, and welcoming dining and living rooms are the main features in all 21 designs. In this #202 condominium, there are two covered balconies facing west from the owner’s suite and living areas which look down over the streetscape below. A delightful swimming pool and courtyard cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound.**Extra parking available to Buyer via optional Luxury parking lift.** ***AWARD WINNING ARCHITECTURE*** But in the end, it’s about the architecture, the location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre Troupe and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and the Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rules the day. You must experience Villa Ballada as you won't be disappointed. Remember we are only four blocks from our incredible new The Bay Sarasota 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condominium is available from $1,030,000 to $2,264,000 with two-, three- and four-bedroom designs. Low HOA fee includes insurance, management fees, building maintenance, manager, exterior window cleaning once per year, water, sewer, trash and exterior pest control. Contact us for your private tour.
1611 4TH ST #B6, SARASOTA, FL 34236
$2,995,000721 Days on yellowkey MLS ID: A4616019
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
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!
1611 4TH ST, SARASOTA, FL 34236
$2,995,000812 Days on yellowkey MLS ID: A4605775
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!
410 N ORANGE AVE #218, SARASOTA, FL 34236
$2,428,200830 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 !!
152 AUDUBON PL, SARASOTA, FL 34237
$995,000351 Days on yellowkey MLS ID: A4657909
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1950 Built: 2025Monthly Fee: $444 Tax: $9,900 (2024)Community: Premier On MainSpa: NoTownhouse
Taxes:$9,900
Remarks: Are you dreaming of the ideal uptown location close to everything Sarasota? Discover modern Sarasota living with outdoor style at Premier on Main in the Park District at the east end of Main Street, downtown Sarasota. Ready to live your best Sarasota life? Welcome to Premier on Main, a just-completed collection of contemporary townhomes designed for those who crave outdoor living, accessible culture and modern style in the heart of Uptown as we call it. Near Main Street’s bustling arts and cultural district, farmers market, buzzworthy restaurants, live music venues and the new 53-acre bayfront park, this is your gateway to the ultimate Florida lifestyle. Morning runs over John Ringling Bridge. Sunset drinks on the rooftop. Bike to brunch or kayak the bay. This is the Sarasota experience elevated. Designed for your active, social life. Over 2,395 total square feet including 1,950 air-conditioned living space. Incredible 396-square-foot rooftop entertainment deck with optional hot tub and outdoor kitchen, ideal for sunny lounging or hosting friends under the stars. Spacious, light-filled living areas with soaring ceilings and designer finishes. Chef-inspired kitchen with oversized island and premium stainless appliances. Private elevator for easy living across all levels. Two bedrooms with en-suite baths and walk-in closets—room for guests, roommates or that home office you’ve always wanted. Urban convenient, Sarasota cool. Just blocks from the bayfront and downtown nightlife. Close to local cafes, restaurants, arts venues and farmers market. Bike-friendly location with easy access to parks and beaches. Sleek, contemporary architecture with high-end details. Energy-efficient systems and impact-rated windows and doors for safety and peace of mind. Practical perks for modern buyers. Private two-car garage with bonus flex space, ideal for gym, studio or gear storage. Low maintenance living with HOA covering landscaping, road upkeep and more. Move-in ready with special developer financing incentives available for a limited time. See why Sarasota millennials and modern buyers are choosing Premier on Main for their next-level urban lifestyle. Visit this fully furnished model or our 3 bedroom model next door at 2170 Fruitville Road. Open weekends noon-3 p.m. or by appointment. Contracts are being accepted now so grab your slice of downtown Sarasota before it’s gone!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
8420 WEBBER RD, SARASOTA, FL 34240
$1,399,00092 Days on yellowkey MLS ID: A4687127
REDUCED by $101,000 (6.7%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3104 Built: 2010Monthly Fee: $133 Tax: $5,532 (2025)Community: Regent LakeSpa: NoSingle Family
Taxes:$5,532
Remarks: One or more photo(s) has been virtually staged. LUXURY,LAND & 24 ACRE LAKE VIEW THE ULTIMATE FLORIDA LIFESTYLE Exclusive 13-Home Community- A True Hidden Gem Experience the pinnacle of Sarasota luxury living in this exceptional lakefront pool home estate set on over one plus private acre in the exclusive Regent Lake community. Showcasing the highly desirable Osprey floor plan, this expansive residence with 3104 sq ft of living space offers 4-bedrooms, office /library 3-bath offers refined living with an oversized 3-car garage and a thoughtfully designed split floor plan ideal for both entertaining and everyday comfort. From the moment you arrive, you are greeted with breathtaking panoramic views of a 25-acre spring-fed lake, delivering stunning sunsets and a peaceful, no-through-traffic setting that is truly rare to find. Inside, elegance meets functionality with formal living and dining rooms, a spacious family room, and a gourmet kitchen designed to impress. Featuring stainless steel appliances, granite countertops, upgraded wood cabinetry, built in oven microwave combination, cooktop, custom wood vent hood, walk-in pantry, breakfast bar, center island, and a bright morning room — this kitchen is truly the heart of the home. The luxurious primary suite is a private retreat, offering direct access to the pool and lanai along with serene lake views. The spa-style bath includes a garden tub, walk-in shower, dual vanities, and dual closets, including an oversized walk-in. Step outside to your screened lanai and pool area where indoor and outdoor living blend seamlessly. Enjoy tranquil lakefront views, breathtaking sunsets, and a private fenced area perfect for pets. Recent upgrades provide peace of mind and modern efficiency, including: ** Bahama hurricane shutters throughout ** New A/C (2025) ** New water heater (2025) ** Whole-house generator with buried 500-gallon propane tank ** Reinforced garage door (150 mph rated) ** Added attic insulation ** All Bedrooms have brand new Laminate flooring just installed last week Regent Lake is an intimate community of just 13 homes, offering low HOA fees, no CDD, and a lifestyle centered around privacy and nature. The spring-fed lake is navigable by canoe or kayak, adding to the unique charm of this one-of-a-kind property. Conveniently located near shopping and top-rated Tatum Ridge Elementary School, this home offers the perfect blend of luxury, location, and lifestyle. This is more than a home — it’s a rare opportunity to own a private waterfront estate in one of Sarasota’s most exclusive settings.
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
1255 N GULFSTREAM AVE #1407, SARASOTA, FL 34236
$1,375,000164 Days on yellowkey MLS ID: A4677443
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1629 Built: 1982 Tax: $15,421 (2025)Community: Bay PlazaCondo
Taxes:$15,421
Remarks: A REFINED OFFERING PRICE and rare opportunity has just become more compelling!! This is your invitation to claim the coveted 14th floor vantage point at Bay Plaza, where timeless Sarasota Bay vistas and unobstructed 180 degree PANORAMIC VIEWS meet the ultimate walkable downtown luxury lifestyle. Welcome to residence #1407 at the iconic Bay plaza, the renowned downtown waterfront condominium designed by Tim Siebert of Sarasota School of Architecture. Positioned within the buildings PREMIER southeastern stack, this rarely available 14th floor residence offers commanding southwest-facing sweeping expansive water views over Sarasota Bay, Marina Jack, downtown skyline and world-class Sarasota legendary sunsets. This spacious 2 bedroom/2 bathroom residence offers fully unobstructed 180 degree irreplaceable Bay views from every room, delivering million dollar scenery and location that discerning Buyers seek but seldom find. A highly desirable split floor plan provides both privacy and flow, while TWO private balconies invite morning coffee or tea at sunrise and unmatched and unforgettable evenings overlooking Sarasota Bay. Floor to ceiling windows allow natural light to fill the residence throughout the day, creating a refined and enduring atmosphere where the Bay becomes a breathtaking daily backdrop. The primary owners suite serves as a tranquil retreat with direct balcony access and sweeping water views, while the guest suite offers comfort and privacy for extended stays for visiting family and friends, Bay Plaza is a full-service luxury waterfront community with 24-hour concierge service and security, onsite management, heated pool and spa, fitness centre, sauna, social room, valet parking for residents and guests and secure building access, and EV charging -- all within one of downtown Sarasota's most elegant addresses. Step outside and enjoy immediate walkability to Sarasota's vibrant cultural district, including fine dining, cafés, art galleries, theaters, marina walks or boating and year round activities. This is a rare opportunity to curate your own spectacular waterfront sanctuary, personalize the space to your specific vision, and secure one of the most desirable top-floor residences in Bay Plaza. A legacy-caliber property equally suited as a refined primary home or an exceptional second home retreat. Where elevation, exposure and EXTRAORDINARY views converge -- because perspective changes everything, The VIEWS are timeless. The LOCATION is irreplaceable. The VISION is yours to create.
Listing Agent: Lisa Brandy (941-232-1420)
5974 SAN MICHELLE DR, SARASOTA, FL 34243
$353,900152 Days on yellowkey MLS ID: N6142540
REDUCED by $16,000 (4.3%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 1987Monthly Fee: $87 Tax: $2,850 (2024)Community: Longwood Run Ph 3 Pt ASpa: NoSingle Family
Taxes:$2,850
Remarks: Experience serene lakefront living in this beautifully maintained 3-bedroom, 2-bath residence, thoughtfully designed as either a true three-bedroom home or a two-bedroom plus den to suit your lifestyle. Set on a tranquil lake, this home offers captivating water views and a peaceful backdrop where native wildlife and dreamy Florida afternoons take center stage. A screened front entry welcomes cooling breezes throughout the home, creating an effortless indoor-outdoor flow without the nuisance of insects. Inside, the open, airy floor plan is filled with natural light and designed for both relaxation and entertaining, perfectly capturing the essence of Florida living. Located on a quiet cul-de-sac along San Michele in the desirable Longwood Run community, this home enjoys a prime position along the University Parkway corridor—minutes from Sarasota’s world-class beaches, SRQ International Airport, downtown Sarasota, and Main Street Lakewood Ranch. Additional highlights include low annual HOA fees and a flexible rental policy allowing a minimum six-month lease once per year with no waiting period. Offered as the owners relocate to be closer to family, this is a rare opportunity to own a stunning lakefront home in an exceptional Sarasota location.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Vince Fuda (941-615-8000)
2806 BUTTERFLY JASMINE TRL, SARASOTA, FL 34240
$948,00054 Days on yellowkey MLS ID: A4692014
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3019 Built: 2022Monthly Fee: $358 Tax: $11,880 (2025)Community: Windward At Lakewood RanchSingle Family
Taxes:$11,880
Remarks: Envision the Florida lifestyle in Lakewood Ranch at 2806 Butterfly Jasmine Trail, set on a private preserve lot within the gated community of Windward. This popular two-story Triumph model by Neal Homes features a first-floor primary suite, four bedrooms plus an office, and four full baths—each bedroom with its own ensuite—along with a convenient half bath for guests, offering a thoughtful and functional layout throughout. From the moment you enter, soaring ceilings and stunning sightlines lead straight to the saltwater pool and peaceful preserve beyond. The chef’s kitchen is the centerpiece, complete with stainless steel appliances, gas range, a large island with pendant lighting, soft-close solid wood cabinetry, under-cabinet lighting, a large pantry, and a walk-in pantry. The primary suite and two more bedrooms are located on the first floor, while upstairs offers a private guest retreat with a bedroom and full bath, along with a spacious bonus room ideal for a playroom or family room. Located just minutes from UTC, Waterside, downtown Sarasota, and the Gulf beaches including Siesta Key, Lido, and Anna Maria Island, the location is exceptional. The 9,600 sq. ft. clubhouse, two gyms, playground, tennis and pickleball courts, two dog parks, and two resort style pools making it the perfect place to reconnect with your family and neighbors. Don’t wait years to build when your dream home is awaiting you at 2806 Butterfly Jasmine Trail.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Daniel Treiman (917-657-7495)
2550 WILD CHERRY PATH, SARASOTA, FL 34240
$749,00078 Days on yellowkey MLS ID: A4689137
REDUCED by $20,000 (2.6%) on 06/15/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2334 Built: 2023Monthly Fee: $370 Tax: $8,605 (2025)Community: Windward At Lakewood RanchSingle Family
Taxes:$8,605
Remarks: The best one-story value in Windward under $1M - on a coveted corner lot with room to add a pool— Welcome to 2550 Wild Cherry Path, a 3 bedroom, 3 bath + den Triumph model with 2,334 square feet of thoughtfully designed living space in one of Lakewood Ranch’s most sought-after and amenity-rich gated communities. From the moment you arrive, the tile roof, paver driveway, and mature landscaping create a warm, inviting first impression. Inside, the open layout is bright and functional, featuring 9-10 ft tray ceilings, wood-look tile flooring, and a seamless flow between the great room, kitchen, and dining area. The kitchen is well-appointed with gas appliances, a large island, generous cabinetry, and a walk-in pantry. The primary suite is spacious and private, with room for a sitting area, two large walk-in closets, and a well-designed bath with dual vanities and a walk-in shower. Two additional bedrooms and bathrooms provide flexibility for guests or family. The screened and covered lanai is built for Florida living, complete with an outdoor kitchen and additional remote electric screen for comfort and protection. Windward offers a true resort lifestyle with two pools, fitness center, pickleball, dog parks, playground, and a full-time lifestyle director. Just minutes to Waterside, top-rated schools, and everything Sarasota has to offer.
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