Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
888 BLVD OF THE ARTS #104, SARASOTA, FL 34236
$1,400,00022 Days on yellowkey MLS ID: A4699186
1 Days Off yellowkey (back on 7/20/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1729 Built: 1982 Tax: $11,481 (2025)Community: Condo On The Bay Tower ICondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,481
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. If you've been torn between the privacy of a single-family home and the convenience of luxury condominium living, this exceptional terrace-level residence offers the best of both worlds. One of the community's most coveted locations, it features a private, garden-like terrace with walkout access, creating the feeling of a waterfront home while enjoying the ease of maintenance-free living.Framed by breathtaking, unobstructed views of Sarasota Bay, this residence with 12 foot ceilings was thoughtfully designed to maximize natural light, open living spaces, and the spectacular waterfront setting. Expansive living and dining areas flow effortlessly to the oversized private terrace, inviting seamless indoor-outdoor living for morning coffee, sunset cocktails, or entertaining against an ever-changing backdrop of sparkling water.The spacious bedroom suites provide peaceful retreats, each offering beautiful natural light and tranquil views that inspire relaxation every day. Residents enjoy an unparalleled lifestyle within this direct waterfront community, renowned for its resort-caliber amenities, including two heated swimming pools, tennis courts, a state-of-the-art fitness center, private boat docks, covered parking, 24-hour security, and impeccably landscaped tropical grounds.Perfectly positioned just minutes from downtown Sarasota, The Bay Park, waterfront dining, shopping, art galleries, and world-class cultural attractions, this extraordinary residence combines an unrivaled location with an exceptional lifestyle. Best of all, your panoramic Sarasota Bay views and spectacular sunsets are permanently protected, with no future development ever able to rise in front of you. This is waterfront living at its finest.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Diane Otis Stirling (941-320-4261)
1000 BOULEVARD OF THE ARTS #1402, SARASOTA, FL 34236
$2,149,000132 Days on yellowkey MLS ID: A4686845
0 Days Off yellowkey (back on 3/20/2026)
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1664 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Taxes:$0
Remarks: Pre-Construction. To be built. On the 14th floor, Residence 1402 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Set within 1000 Boulevard of the Arts, this residence places owners at the center of Sarasota’s vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services, and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Joey Lopez (917-962-2448)
1000 BOULEVARD OF THE ARTS #1806, SARASOTA, FL 34236
$1,599,000169 Days on yellowkey MLS ID: A4682056
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1400 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Pre-Construction. To be built. Residence 1806 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 walkable access to Sarasota’s cultural and waterfront attractions.
2187 MAIN ST, SARASOTA, FL 34237
$1,150,00034 Days on yellowkey MLS ID: TB8523163
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2350 Built: 2023Monthly Fee: $446 Tax: $14,176 (2025)Community: School Ave TwnhmsTownhouse
Taxes:$14,176
Remarks: Luxury Downtown Sarasota Townhome | 2023 Construction | Private Elevator | Lockout Suite | Walk to Everything Experience the ultimate Downtown Sarasota lifestyle in this stunning four-story luxury townhome, built in 2023 and perfectly positioned in one of the city's most prestigious and walkable neighborhoods. This is more than a home—it's an opportunity to enjoy the vibrant energy, culture, and sophistication that make downtown Sarasota one of Florida's premier luxury destinations. Imagine leaving your front door and strolling to award-winning restaurants, upscale boutiques, rooftop lounges, art galleries, coffee shops, weekend farmers markets, live theater, the Sarasota Opera, Marina Jack, Bayfront Park, and breathtaking sunsets along Sarasota Bay. Spend your mornings walking the waterfront, afternoons shopping on Main Street or Palm Avenue, and evenings enjoying world-class dining and entertainment—all without getting in your car. Just minutes away are the pristine white sands of Lido Key, St. Armands Circle, Longboat Key, and some of the Gulf Coast's most celebrated beaches. Inside, every detail reflects contemporary luxury. Offering approximately 2,350 square feet across four thoughtfully designed levels, this residence showcases elegant porcelain flooring, dramatic floating wood staircases with sleek glass railings, soaring ceilings, and premium finishes throughout. A private elevator services every floor, providing effortless convenience and accessibility. The gourmet kitchen is designed to impress both everyday cooks and entertainers alike, featuring Frigidaire Gallery appliances, an Electrolux vented hood, gas cooktop, convection double ovens, soft-close cabinetry, abundant storage, and an open-concept design that seamlessly connects the living and dining spaces. A standout feature rarely found downtown is the first-floor private lockout suite with a full bath, offering exceptional flexibility for guests, multigenerational living, a luxury home office, fitness studio, or potential income-producing opportunities. Step outside and entertain in style with your private outdoor kitchen complete with gas plumbing and sink—perfect for enjoying Florida's year-round sunshine. Additional features include a spacious two-car attached garage, energy-efficient 2023 construction, and a low-maintenance lifestyle that allows you to spend more time enjoying everything Sarasota has to offer. Whether you're searching for an exceptional primary residence, an elegant seasonal retreat, or a high-demand investment property, this home delivers luxury, flexibility, and an unbeatable location in the heart of one of Florida's most sought-after downtown communities. Homes of this caliber in Downtown Sarasota are rarely available. Schedule your private showing today and discover why luxury buyers continue to choose downtown Sarasota as the Gulf Coast's premier destination for upscale urban living.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Patrick Defeo, Ii (941-518-0708)
1000 BOULEVARD OF THE ARTS #1503, SARASOTA, FL 34236
$2,339,000132 Days on yellowkey MLS ID: A4686851
0 Days Off yellowkey (back on 3/19/2026)
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1896 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Pre-Construction. To be built. Residence 1503 delivers an intimate bayfront experience overlooking The Bay Sarasota Park and Sarasota Bay from the 15th floor. This Bay residence is thoughtfully positioned to capture lush park views paired with expansive water vistas, offering a balanced connection to nature and city life. The open living design features floor-to-ceiling glass, a contemporary kitchen with European cabinetry and premium appliances, and a private terrace extending the living space outdoors. The primary suite includes a spa-like bath and generous closet space, while additional rooms provide flexibility for guests or a home office. 1000 Boulevard of the Arts offers a refined residential setting with resort-style amenities, concierge services and immediate access to Sarasota’s Arts & Culture District, marina promenade and downtown dining, all just near the front door.
1000 BOULEVARD OF THE ARTS #903, SARASOTA, FL 34236
$2,129,000132 Days on yellowkey MLS ID: A4686848
3 Days Off yellowkey (back on 3/23/2026)
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. On the ninth floor, Residence 0903 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Set within 1000 Boulevard of the Arts, this residence places owners at the center of Sarasota’s vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services, and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.
831 HIGHLAND ST, SARASOTA, FL 34234
$559,00037 Days on yellowkey MLS ID: A4696695
REDUCED by $30,000 (5.1%) on 07/20/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1519 Built: 1986 Tax: $4,977 (2025)Community: Highland PinesSingle Family
Taxes:$4,977
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Welcome to Indian Beach Sapphire Shores, one of Sarasota's most distinctive and sought-after neighborhoods. Known for its eclectic architecture, artistic character, mature canopy roads, and picturesque bayfront parks, this is a community where neighbors stroll to sunsets, and every street tells a story. Just minutes from downtown Sarasota and The Ringling, and surrounded by bayfront parks and historic streetscapes, this move-in-ready 3-bedroom, 2-bathroom home offers a lifestyle that is uniquely Sarasota. Inside, a bright and functional floor plan features tile and hardwood flooring throughout, abundant natural light, and a well-appointed kitchen with stainless steel appliances and generous white cabinetry, creating an inviting space for everyday living. Step outside to enjoy a screened lanai overlooking the fenced backyard, offering plenty of space for entertaining, gardening, creating a play area, or adding a pool. Meticulously maintained and ready for its next owner, this home presents a rare opportunity to enjoy the lifestyle that has made Indian Beach Sapphire Shores one of Sarasota's most beloved neighborhoods, with easy everyday enjoyment supported by its features. Discover why so many residents fall in love with Indian Beach Sapphire Shores, and imagine yourself enjoying all it has to offer.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Steven Windsor (941-592-5569)
3350 W CHELMSFORD CT #13, SARASOTA, FL 34235
$357,000190 Days on yellowkey MLS ID: TB8466391
REDUCED by $6,000 (1.7%) on 07/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 1990 Tax: $2,699 (2025)Community: Chelmsford CloseVilla
Taxes:$2,699
Elementary School: Gocio Elementary
Remarks: Located in the desirable Chelmsford Close enclave of The Meadows, this well-maintained and freshly painted 2 bedroom, 2 bathroom villa with a 2-car garage offers over 1,500 square feet of comfortable living space and golf course frontage with peaceful fairway views. Built in 1990 and carefully cared for by the original owners, the home enjoys a prime setting close to the community pool and is surrounded by mature landscaping and manicured grounds. Chelmsford Close is known as one of the newer villa communities in The Meadows, featuring solid construction, attractive architecture and a quiet, private feel. Residents enjoy a park-like setting within a 1,600-acre master-planned community offering 14+ miles of walking and biking trails, lakes, green spaces, fitness facilities, pickleball and optional golf and tennis memberships. Ideally situated near Nathan Benderson Park, University Town Center shopping and dining, and just minutes to downtown Sarasota, cultural attractions and world-class Gulf beaches. Competitively priced, this villa presents an excellent opportunity to enjoy the Sarasota lifestyle—schedule your private showing today before it’s gone!
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Tyler Gilley (847-347-4734)
4633 OAK HILL DR #13, SARASOTA, FL 34232
$249,00093 Days on yellowkey MLS ID: A4691571
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1451 Built: 1985Monthly Fee: $559 Tax: $3,309 (2025)Community: Village Oaks Sec BSpa: NoVilla
Taxes:$3,309
Remarks: Centrally located and nestle amongst lush foliage and stately oaks this 2 bedroom 2 bath villa is ready to call your new home. Updated kitchen with newer appliances and laminate flooring are just a few of the upgrades you will find in this spacious villa. The master bath boasts a beautifully remastered walk-in-shower with optional hand held shower head as well as grab bars for handicap accessibility. The vaulted living ceilings adds to the spacious feeling of this home. The enclosed lanai offers additional living space and would be a perfect spot to set up your office. The exterior of the property has a new roof, new garage door, new gutters and is maintained by the Association. Village Oaks is an active community with tennis & pickleball courts, a lakeside pool and park. Just minutes away from downtown Sarasota, The UTC Mall, Benderson Rowing facility and many options for dining and shopping. Property is sold "As Is" please use an "As Is" contract, please provide proof of funds or pre-approval letter. Room measurements are approximates and should be verified by the buyer.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Shirley Cuddy (941-321-1549)
1000 BOULEVARD OF THE ARTS #1708, SARASOTA, FL 34236
$1,949,000169 Days on yellowkey MLS ID: A4682064
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1767 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Pre-Construction. To be built. Residence 1708 presents elevated harbor views from the 17th floor, overlooking Quay Harbor, the Ringling Bridge and coastal horizons beyond. As part of the Harbor residence collection, this home captures the energy of the marina and the dramatic light of Sarasota sunsets. The interior features a contemporary open layout with floor-to-ceiling glass, a refined kitchen with European cabinetry and premium appliances, and a private terrace oriented toward the harbor. The primary suite offers a spa-like bath and walk-in closet, while additional bedrooms and a den provide flexible living options. Within 1000 Boulevard of the Arts, residents enjoy a vibrant waterfront lifestyle with access to resort-style amenities, concierge services, and immediate proximity to dining, arts and marina experiences.
4036 GOLD DUST LN, SARASOTA, FL 34243
$342,000148 Days on yellowkey MLS ID: A4684707
3 Days Off yellowkey (back on 7/20/2026)
REDUCED by $2,000 (0.6%) on 07/15/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Elementary School: Emma E. Booker Elementary
Tax Year: 2026
Remarks: RED TAG SALE: $20k Your Way to use towards closing costs, special interest rates and upgrade options with the use of our preferred lender - Now through Sunday, August 2nd. MOVE IN READY! Oasis at Longwood Run offers spacious townhome living in the heart of beautiful Sarasota. Ideally located just minutes from I-75, you’ll enjoy easy access to St. Petersburg, Tampa, and Venice. Homes in Oasis at Longwood Run are equipped with a stainless-steel appliance package, quartz countertops and all-concrete-block construction on both floors. Spend your weekends soaking up the sun at Siesta Key or Lido Key, both just minutes away. If you love staying active, nearby Nathan Benderson Park, the 18-mile Legacy Trail, and Celery Fields Park offers endless opportunities for walking, biking, and rowing. You’ll also be less than a mile from the new Mote Marine Laboratory & Aquarium and University Town Center, where shopping, dining, and entertainment are always within reach. Plus, Downtown Sarasota is just a quick drive away, offering vibrant community events, live shows, a weekly farmers market, and more. Come discover the lifestyle waiting for you at Oasis at Longwood Run and make it your home.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
383 BOBBY JONES RD #383, SARASOTA, FL 34232
$179,000440 Days on yellowkey MLS ID: A4652341
REDUCED by $10,000 (5.3%) on 07/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 2003 Tax: $2,619 (2025)Community: BrooksideCondo
Taxes:$2,619
Remarks: HUGE $50,000 REDUCTION ON THIS NEWLY RENOVATED ground floor 2-bedroom, 2-bathroom condominium with beautiful golf course views, well-located for the utmost of privacy at the end of the serene and well-maintained Hideaway community, just minutes to Downtown Sarasota. INCREDIBLE VALUE for this move-in-ready residence which offers the perfect blend of modern comfort, efficient design, and a picturesque setting with direct views of the lush newly redesigned Bobby Jones Golf Course from your screened-in patio—ideal for morning coffee or evening relaxation. Step inside to discover a freshly renovated interior including brand-new luxury vinyl wide plank flooring, updated kitchen and baths with new cabinetry and stone counters, designer ceiling fans with lights, and new impact windows. The floor plan is both functional and inviting, with a spacious living area, separate dining room, and an open feel that makes entertaining a breeze. The primary suite is generously sized and offers a tranquil golf course view, a large closet, and an updated ensuite bath with stone-topped vanity. The guest bedroom is perfect for visitors or a home office, with access to an updated and well-appointed second full bath. Additional highlights include a brand-new full-size washer and dryer in-unit, new water heater, abundant closet space and plenty of natural light throughout. This unit also comes with two prime parking spaces located just steps from the front door. The Hideaway offers a great lifestyle with lush landscaping, mature oak trees, two community pools, and scenic walking trails. The low-maintenance condo fee includes exterior maintenance as well as water, sewer, trash, pest control, and pool service—providing true ease of ownership. With no CDD fees, no age restrictions, and flexible leasing policies, this community is ideal for full-time living, a seasonal getaway, or a smart investment opportunity. Perfectly situated close to Downtown Sarasota, the Legacy Trail, SRQ Airport, I-75 and some of Florida’s most celebrated Gulf Coast beaches, this gem combines location and low-cost living in one of Sarasota’s most convenient communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
4056 GOLD DUST LN, SARASOTA, FL 34243
$342,000152 Days on yellowkey MLS ID: A4684331
111 S PINEAPPLE AVE #806, SARASOTA, FL 34236
$1,745,000124 Days on yellowkey MLS ID: A4687850
REDUCED by $50,000 (2.8%) on 05/18/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1891 Built: 2019 Tax: $12,679 (2025)Community: Mark Sarasota CondoCondo
Taxes:$12,679
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Experience elevated downtown living at The Mark, Sarasota’s premier luxury address. This exceptional 8th-floor corner residence offers 2 bedrooms plus a den, 2.5 baths, abundant natural light, and rare dual private terraces—the only floor plan in the building featuring both a spacious main terrace and a separate terrace off the primary suite. Desirable south-facing exposure captures beautiful sunrises, partial sunset views, and partial Sarasota Bay views while providing exceptional privacy. Interior highlights include porcelain tile flooring, remote-controlled shades throughout, custom built-ins, and a designer kitchen with striking two-tone European cabinetry, full-height backsplash, and premium appliances. Located in the heart of downtown Sarasota, enjoy a true walkable lifestyle with Main Street’s acclaimed dining, shopping, galleries, theaters, and waterfront attractions just steps from your door.
Listing Agent: Amber Watson (229-392-8892)
1001 BENJAMIN FRANKLIN DR #201, SARASOTA, FL 34236
$700,000205 Days on yellowkey MLS ID: A4676690
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1293 Built: 1980 Tax: $8,455 (2025)Community: Lido TowersCondo
Taxes:$8,455
Remarks: Corner Unit 201 at Lido Towers is the kind of Lido Key opportunity that doesn’t come along often—easy, coastal living with flexible rental options when you want them. Located on the Northwest side of the building, this residence captures refreshing Gulf breezes and beautiful natural light, with windows on two sides that keep the space feeling open and bright all day long. The 2023 remodeled kitchen is a standout, featuring an enlarged opening to the dining room that instantly improves flow for entertaining and everyday living. The great room and eat-in kitchen connect seamlessly to a screened wrap-around balcony that adds approximately 215 sq. ft. of outdoor living space—maintained by the association, so your time is spent enjoying Lido, not working on it. And then there’s the lifestyle piece that matters most: private beach access directly across the street—a true owners-and-guests-only oasis where you can slip away for sunrise walks, afternoon reads under the Palm Trees, and those classic Sarasota sunset strolls without the public crowds. Lido Towers offers a heated pool, whirlpool, outdoor grills, north and south elevators, and a 5' x 6' storage locker on your floor for personal use. Both bedrooms have private bathroom access, and both baths feature newer cabinets and fixtures. Major updates add peace of mind with a new A/C (Dec. 2025), new roof, and recently updated elevators and entryways. The building is pet- and rental-friendly, and Unit 201 has strong rental history with approximately $14,000 in rental income and existing reservations already in place for 2026 February - March. Condo dues are $997 and include water—a real value on Lido Key. If you’ve been waiting for a smart way to own on the Key—enjoy it now, rent it when you want, and keep it simple—this is your moment to stake your claim and start living the Lido life.
Listing Agent: Camille Buck (941-894-4771)
4020 VIA SIENNA CIR, SARASOTA, FL 34243
$365,00033 Days on yellowkey MLS ID: A4698258
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1910 Built: 2022Monthly Fee: $250 Tax: $1,021 (2025)Community: Sienna Park Townhomes At UniversityTownhouse
Taxes:$1,021
Remarks: Welcome home to this beautifully maintained two-story townhome offering the perfect combination of style, comfort, and convenience. As you step inside, you'll immediately notice the abundance of natural light pouring through the sliding glass doors, creating a bright and inviting living space that's perfect for both everyday living and entertaining. The open-concept kitchen features crisp shaker-style cabinetry, stainless steel appliances, ample counter space, and a spacious walk-in pantry that provides exceptional storage. The kitchen flows seamlessly into the living and dining areas, creating an ideal space for entertaining or everyday living. A convenient half bath and attached garage complete the first floor. Upstairs, retreat to the generously sized primary suite with a spacious en-suite bathroom, while two additional bedrooms, a full guest bathroom, and a centrally located laundry room provide an ideal layout for family or guests. Brand-new luxury vinyl plank flooring has been installed on the staircase and throughout the entire second floor, adding a fresh, modern touch with lasting durability and easy maintenance. Enjoy Florida living year-round from the fully enclosed screened lanai, overlooking a private preserve backdrop that offers peaceful views and added privacy with no rear neighbors. Just across the street, a tranquil pond enhances the neighborhood's scenic charm. Residents also enjoy access to the community pool with an outdoor dining area, perfect for relaxing or gathering with friends and neighbors. The location is hard to beat—just 10 minutes (4.3 miles) to University Town Center (UTC) for premier shopping, dining, and entertainment, 10 minutes (3.4 miles) to Sarasota-Bradenton International Airport, and only 20 minutes (5.4 miles) to vibrant Downtown Sarasota and the waterfront, where you'll enjoy award-winning restaurants, boutique shopping, arts, cultural attractions, and the beautiful Gulf Coast lifestyle. With quick access to I-75, commuting throughout the area is effortless.
Listing Agent: Renne' Rupp, Pllc (941-447-8251)
4391 WOODMANS CHART #155, SARASOTA, FL 34235
$349,00071 Days on yellowkey MLS ID: A4694064
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 1977 Tax: $3,452 (2025)Community: Woodmans ChartVilla
Taxes:$3,452
Remarks: Nestled in the highly sought after community of Woodmans Chart, this 2 bedroom/2 bath villa combines architectural character, abundant natural light, and a resort style lifestyle just 15 minutes from downtown Sarasota and about 30 minutes from world-renown Siesta Key Beach. Soaring vaulted ceilings with striking wood beams create warmth and charm throughout most of the home, while recent interior paint and new plank-style tile flooring add a fresh, modern touch. The spacious living area also has a sun room adjoining it with a large skylight that basks the area in light, and creates a bright and welcoming gathering space. A spacious primary suite features a row of French doors that open to the main living area, enhancing the home's airy, open feeling. What was most likely once an open atrium has been thoughtfully enclosed to create a stunning sunroom featuring three skylights set into the vaulted ceiling. Bathed in natural light and surrounded by two walls of French doors, this inviting space would make an exceptional art studio, reading room, or extra sleeping area for guests. The entire rear of the home is designed to bring the outdoors in, with walls of glass featuring dual four-paneled sliding glass doors and a large picture window overlooking the expansive 35-foot screened lanai-perfect for entertaining, relaxing, or enjoying peaceful garden views. Just off the dining room, a door leads to a private outdoor patio finished with charming brick pavers-an ideal setting for relaxing outdoors in complete privacy, enjoying morning coffee, or soaking up the Florida sunshine. From the patio, you have direct access to the spacious two-car garage, offering both convenience and ample storage. Residents of Woodmans Chart enjoy access to two community pools as well as a private tennis court tucked away among mature trees and lush landscaping, adding to the peaceful, resort-style that makes The Meadows such a sought-after community. The 1600 acres of The Meadows offers 14 miles of scenic trails and optional memberships to a fitness center, tennis and pickleball courts, a Junior Olympic pool, and golf. Everyday conveniences are close at hand, with easy access to premium shopping, dining, and entertainment including The Fresh Market, Whole Foods, UTC Mall, the new Mote Marine Laboratory & Aquarium, and the popular Waterside district in Lakewood Ranch. This central location places the very best of the Sarasota lifestyle right at your doorstep. There is a One Time $1000.00 Capital Improvement fee at Closing.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Stacy Liljeberg (941-544-6103)
1659 DEVONSHIRE LN, SARASOTA, FL 34236
$2,395,000240 Days on yellowkey MLS ID: A4673505
REDUCED by $100,000 (4.0%) on 06/23/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2754 Built: 2024 Tax: $23,612 (2024)Community: Burns Realty Co SubSpa: NoSingle Family
Taxes:$23,612
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Welcome to Downtown Sarasota luxury living at its finest. Perfectly positioned in the highly sought-after Laurel Park neighborhood and Southside Elementary school district, just steps from Historic Burns Court, Marie Selby Botanical Gardens, Bayfront Park, Marina Jack, and only minutes to Lido Beach and St. Armands Circle, this custom-built 2024 coastal modern residence offers an exceptional blend of sophistication, comfort, and walkable downtown convenience. Designed for those who value effortless entertaining and an active Sarasota lifestyle, this meticulously constructed two-story residence spans 2,754 square feet and features four bedrooms, three and a half baths, a heated saltwater pool, outdoor kitchen, and thoughtfully curated designer finishes throughout. The heart of the home showcases an expansive open-concept living space centered around a chef's kitchen appointed with premium Thermador stainless appliances, gas cooking, built-in coffee and beverage center, oversized island seating for seven, walk-in pantry, dedicated ice maker, dual wine refrigeration accommodating over 200 bottles, and seamless indoor-outdoor flow ideal for entertaining. Step outside into a private resort-inspired setting where textured stucco privacy walls frame a heated saltwater pool with waterfall feature, fountains, ambient lighting, covered entertaining spaces, outdoor kitchen, pool bath, and outdoor shower. Constructed entirely of concrete block and engineered for peace of mind with CAT 5 hurricane windows, metal roof construction, whole-house Generac generator, water filtration systems, and exceptional finish quality throughout. The second level owner's retreat creates a private sanctuary with spacious walk-in closet and spa-inspired bath, while two guest suites share a beautifully appointed Jack-and-Jill bath. A first-floor bedroom with adjacent full bath offers flexibility for guests, office, fitness, or multigenerational living. Additional features include marble exterior decking, porcelain tile balconies, epoxy garage flooring, irrigation system, quartz surfaces throughout, and premium construction rarely found in downtown Sarasota. Leave the car behind and experience Sarasota the way it was meant to be lived — morning walks to Selby Gardens, evenings in Burns Court, waterfront sunsets along Bayfront Park, and effortless access to world-renowned beaches. Luxury. Lifestyle. Location. 1659 Devonshire Lane delivers all three. Some photos have been virtually staged. All measurements are approximate and should not be relied upon as exact.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Julie Kell (330-309-7022)
5252 LAKE VILLAGE DR #54, SARASOTA, FL 34235
$250,00014 Days on yellowkey MLS ID: A4699793
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1983 Tax: $2,454 (2025)Community: Village LakeCondo
Taxes:$2,454
Remarks: Rare tree-house feel from the lanai overlooking a lush nature trail distinguishes this upgraded, turnkey residence in The Meadows—offering refined, maintenance-free living just steps from resort-style amenities. A true move-in-ready opportunity, enhanced by a 2023 HVAC system, 2025 kitchen and bath updates, and tasteful furnishings included, delivering effortless Florida luxury in a serene, pet-friendly setting. A private lanai frames tranquil, preserved natural views, complemented by nearby access to a heated community pool & gas BBQ grilling area, ideal for relaxed outdoor living. Thoughtfully updated, the residence features new carpeting (2024) and a new HVAC system (April 2023) with annual maintenance. The kitchen is appointed with dolomite and marble countertops, new appliances—including refrigerator, stove, dishwasher, sink, and faucet—and upgraded fixtures and hardware, along with refined lighting enhancements (2023, 2026). The desirable split-bedroom layout ensures privacy for owners and guests, with each bedroom offering its own ensuite bath. The primary suite enjoys serene treetop views, dual closets, and a vanity with tub/shower combination, while the guest suite provides a private full bath. Offered fully furnished(in 2021), this residence is completely turnkey and includes linens, cookware, dishes, TV, and essential household items. Additional conveniences include in-unit laundry with stacked washer and dryer, assigned parking, and guest parking. Ideally located across from the Meadows Village Shops, residents enjoy immediate access to dining, wellness services, medical offices, and the seasonal Farmers Market. The Meadows community is renowned for its extensive trail system, scenic lakes, fitness center, pickleball courts, pool and spa, dog park, and vibrant calendar of social activities—all within a secure, 24-hour gated environment. Optional tennis and golf memberships further enhance the lifestyle offering. Not located in a flood zone and offering small dog approval (per association guidelines), this residence presents an exceptional opportunity to experience elevated, turnkey living in one of the area’s most desirable communities. A secure storage facility for boats, RVs, and trailers is also available within The Meadows.
Listing is courtesy of: HUNT BROTHERS REALTY, INC. (941-388-7017)
Listing Agent: Kathleen Niedospial (941-780-2884)
152 AUDUBON PL, SARASOTA, FL 34237
$949,000386 Days on yellowkey MLS ID: A4657909
REDUCED by $46,000 (4.6%) on 06/25/2026
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 Agent: Frank Lambert (941-920-1500)
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