Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
1659 DEVONSHIRE LN, SARASOTA, FL 34236
$2,395,000207 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$23,612
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
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)
5552 BENTGRASS DR #7-116, SARASOTA, FL 34235
$250,00015 Days on yellowkey MLS ID: A4695756
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1615 Built: 2002 Tax: $2,892 (2025)Community: Las Palmas Of SarasotaCondo
Taxes:$2,892
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Remarks: GORGEOUS AND PRICED TO SELL! Impressive upgrades, stylish, and great location! Step into the largest three-bedroom, two-bath floor plan in Las Palmas, where thoughtful design meets exceptional updates. This unique residence offers peaceful water views, lush mature landscaping, and a layout that truly stands out. From the moment you enter, you'll be captivated by the second story soaring ceilings, enhanced by an impressive catwalk feature that allows natural light to flood the space. The beautifully updated kitchen, modern laminate flooring, and meticulous upkeep make this home move-in ready. Newer AC system, a newer hot water heater, upgrades kitchen floors, and modern updates throughout. Las Palmas is a highly sought-after gated community offering an unparalleled lifestyle. Enjoy direct access to Benderson Park through a private gate, making morning walks, bike rides, or trips to UTC effortless. No need to worry about parking for special events ... simply stroll or cycle to Sarasota's premier shopping and dining destination. Residents also have access to resort-style amenities, including two heated swimming pools, tennis courts, two clubhouses with a TV room, two fitness centers , a car wash station, a dog park, and even extra storage for RVs and large trucks. This home is a rare find and beautifully maintained, thoughtfully updated, and priced to sell. Don't miss your chance to own one of the best values in Sarasota. This condo is not only exciting to view but it's also priced below well below it's value, and incredibly well taken care of by it's current owners. Schedule your showing today!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Dawn Bear (941-468-7224)
1467 GEORGETOWNE DR, SARASOTA, FL 34232
$462,50081 Days on yellowkey MLS ID: A4686405
REDUCED by $12,500 (2.6%) on 06/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1536 Built: 1983Monthly Fee: $10 Tax: $4,666 (2025)Community: GeorgetowneSingle Family
Taxes:$4,666
Elementary School: Gocio Elementary
Remarks: **PRICE IMPROVEMENT 6/23/2026** Welcome to 1467 Georgetowne Drive—an exceptional opportunity to own a gorgeous POOL home in one of Sarasota’s most centrally located and desirable neighborhoods. Nestled in the established Georgetowne community, this property offers the perfect balance of comfort, convenience, and Florida lifestyle living. Situated on a private, fenced lot, this 3-bedroom home features hardwood flooring, a PRIVATE POOL, upgraded kitchen and bathrooms, a 2-car garage, a whole home water filtration system and so much more! The spacious layout is designed for both everyday living and entertaining. Large living areas provide plenty of room to gather, while the thoughtful floor plan offers comfortable private spaces as well. The property’s outdoor space is fully fenced and accessible through the double gates on both sides of the home – making the parking and storage of your RV or boat a breeze! Whether you envision relaxing evenings under the Florida sky, gardening, or sipping evening wine or a morning coffee on your screened porch while overlooking your private pool, this home has something for everyone! What truly sets this home apart is its prime Sarasota location. Enjoy easy access to nearby parks including Fruitville Park and 17th Street Park, both offering athletic fields, walking paths, and green spaces perfect for outdoor recreation. Nathan Benderson Park is also just minutes away, offering world-class rowing facilities, scenic walking trails, and year-round community events. Convenience is another highlight of this location. Daily essentials, shopping, and dining are just a short drive away along the Fruitville Road corridor, including grocery stores, restaurants, and retail centers. Upscale shopping and entertainment can be found nearby at The Mall at University Town Center, one of the area’s premier shopping destinations. Enjoy all that Sarasota has to offer! Known for its stunning white sand beaches, warm climate, and vibrant arts and culture scene, live like you are on vacation! Clear turquoise waters and soft white sand, Sarasota is home to some of the most beautiful beaches in the world! Siesta Key Beach, Lido Beach, and Longboat Key Beach are all top-rated destinations for swimming, sunbathing, fishing, boating, and watersports. Beyond the beaches, Sarasota is home to a thriving arts and culture scene. The city is home to the Ringling Museum of Art, which boasts an impressive collection of European paintings, as well as the Sarasota Opera, the Sarasota Ballet, and the Asolo Repertory Theatre. The downtown area of Sarasota is home to numerous art galleries, studios, and theaters, making it a hub for creativity and innovation. Easy access to interstate 75, airports, shopping, restaurants, nightlife, and more!! Now is the time to make the move – come enjoy Florida lifestyle at its finest!! Whether you’re looking for a primary residence, seasonal retreat, or investment opportunity, this home delivers outstanding potential in a location that puts the best of Sarasota right at your fingertips. Don’t miss the chance to make this well-positioned home your own and enjoy everything this vibrant Gulf Coast community has to offer.
Listing is courtesy of: NETWORK REAL ESTATE GROUP (941-803-0344)
Listing Agent: Shawn Peacher (703-405-2615)
4968 OARSMAN CT, SARASOTA, FL 34243
$399,0004 Days on yellowkey MLS ID: A4697605
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1910 Built: 2014Monthly Fee: $364 Tax: $3,939 (2025)Community: Muirfield Village At HonoreTownhouse
Taxes:$3,939
Remarks: Location, location, location! Do you want to go to UTC and enjoy some of Sarasota’s best restaurants, shopping and entertainment? How about a visit to Nathan Benderson Park to watch the rowers or enjoy the scenic 3.5-mile recreational path? Or perhaps go over to Mote Marine Aquarium and take advantage of all the incredible outdoor activities just a short distance from your gated community. It’s all about the lifestyle, living where convenience, recreation, dining and entertainment are right outside your front door. Looking for another unicorn? Here’s one you don’t want to miss, an assumable mortgage at an incredible 3.75% interest rate for the first $203,000. This is must-see. Welcome to this beautifully maintained townhome offering a blend of comfort, style, and convenience in the desirable Muirfield Village at Honore. Built in 2014 and featuring approximately 1,910 square feet of living space, this spacious residence is designed for effortless Florida living. Go inside to discover an open and inviting floor plan with tile flooring throughout the main living areas, soaring ceilings and abundance of natural light. The spacious dining and living areas seamlessly flow to a private screened patio overlooking a tranquil preserve setting, ideal for enjoying your morning coffee or unwinding after a long day. The thoughtfully designed kitchen features quartz countertops, stainless steel appliances, abundant cabinetry, a breakfast bar, and plenty of workspace for entertaining family and friends. Upstairs, you’ll find generously sized bedrooms along with a convenient full-size laundry room. The spacious primary suite offers a spa-like retreat complete with dual vanities, a large walk-in glass shower and a private water closet. A second full bath upstairs provides additional comfort and functionality for guests and family members. Additional highlights include an attached one-car garage, low HOA fees that include cable and internet, water, sewer and pest control, ground maintenance and building maintenance. Recent improvements include new internal components for air conditioner (2026), new roof (2025), fresh asphalt and new rain gutters. Ideally with easy access to Interstate 75, downtown Sarasota, SRQ Airport, world-renowned beaches, and countless dining and entertainment options, this home checks every box. Whether you’re looking for a primary residence, seasonal getaway or investment opportunity, this one is the total package. Schedule your private showing today and experience the Sarasota lifestyle you’ve been waiting for!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
831 HIGHLAND ST, SARASOTA, FL 34234
$589,0004 Days on yellowkey MLS ID: A4696695
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)
769 JOHN RINGLING BLVD #2, SARASOTA, FL 34236
$565,00084 Days on yellowkey MLS ID: A4688633
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 882 Built: 1965Monthly Fee: $1,186 Tax: $4,499 (2025)Community: Sarasota Harbor EastCondo
Taxes:$4,499
Remarks: Virtually Staged. Sarasota Bay is your backyard in this stunningly remodeled, first-floor waterfront sanctuary located in the premier 55+ community of Sarasota Harbor East. This residence offers a front-row seat to nature’s theater with direct views of dolphins, manatees, and vibrant sunsets from your private lanai. The heart of the home is a brand-new kitchen featuring sleek quartz countertops, contemporary cabinetry, a stylish backsplash, a Bosch oven and premium induction cooktop, and new stainless appliances (refrigerator and dishwasher). Peace of mind is built-in with a 3-year-old AC unit, new water heater, and updated plumbing. Perfectly positioned between St. Armands Circle, Lido Key, and downtown Sarasota, the community offers an unparalleled lifestyle: enjoy a bayfront pool, a clubhouse with private changing facilities, and secured bike and kayak storage. A boater’s dream, the community provides boat slips (up to 30 ft) at no additional cost to residents—a rare and valuable find. The comprehensive HOA fee ensures a maintenance-free lifestyle, covering exterior grounds, building maintenance, cable, internet, water, sewer, and trash. Complete with covered parking, dedicated storage, and laundry facilities, this is turn-key coastal luxury at its finest.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Brian Partie, Jr, Pa (941-544-8298)
3202 RAMBLEWOOD DR N, SARASOTA, FL 34237
$149,00054 Days on yellowkey MLS ID: A4690385
0 Days Off yellowkey (back on 6/22/2026)
REDUCED by $10,000 (6.3%) on 05/22/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1343 Built: 1976 Tax: $1,556 (2026)Community: Ramblewood AcresTownhouse
Taxes:$1,556
Elementary School: Tuttle Elementary
Tax Year: 2026
Remarks: Under contract-accepting backup offers. Virtually Staged. *THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Welcome to Ramblewood Acres, a desirable gated community in the heart of Sarasota offering true maintenance free living. This townhome style condo features a functional and inviting layout with major updates already taken care of, including a 2023 roof, 2024 water heater, and 2021 HVAC. Step into a home that feels as fresh as it looks. The light filled main level sets the tone with crisp finishes and an airy feel, creating a sense of calm from the moment you walk in. The kitchen offers stainless steel appliances, durable tiled countertops, and neutral cabinetry, opening seamlessly to a spacious living and dining area designed for both everyday living and easy entertaining. The first floor was freshly painted in 2026 and also includes a convenient half bath. Upstairs, you will find two bedrooms plus a flexible third room that can function as a bedroom, office, or den, along with two full bathrooms. Each bathroom brings its own personality and charm, adding a unique touch throughout the home. The primary suite serves as a private retreat with direct access to its own balcony, offering a quiet place to unwind. Outdoor living is a standout feature, with a private first floor lanai and two upper level balconies that provide multiple spaces to relax and enjoy the Florida lifestyle. Additional highlights include in unit laundry, a rare exterior storage room, an attached carport, and nearby guest parking. Residents of Ramblewood Acres enjoy access to three swimming pools, tennis courts, a playground, and an expansive clubhouse complete with a fitness center, billiards room, library, and gathering spaces for social events. Conveniently located just minutes from world renowned beaches, the Baltimore Orioles spring training stadium, and a wide variety of shopping and dining options, this home offers an ideal balance of comfort, convenience, and lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Wallace (941-302-2586)
1221 N PALM AVE #202, SARASOTA, FL 34236
$425,00041 Days on yellowkey MLS ID: A4693884
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1924 Tax: $4,361 (2025)Community: Frances CarltonCondo
Taxes:$4,361
Elementary School: Alta Vista Elementary
Remarks: Virtually Staged. Own a piece of downtown Sarasota history. Set along iconic Palm Avenue, the Frances Carlton is a 1924 Mediterranean Revival landmark listed on the National Register of HISTORIC Places, placing theaters, galleries, dining, and the marina nearby, while offering a sense of character and permanence rarely found today. This intimate boutique building of just 19 residences is thoughtfully maintained, with FULLY FUNDED RESERVES, completed Structural Integrity Inspection, and amenities including a private pool, garden areas, and gated assigned parking. This FULLY REMODELED second-floor residence has never been lived in since its renovation and offers a clean, modern interpretation of the building’s historic charm. With windows on three sides, a rare feature in condominium living, the home is filled with natural light throughout the day. The layout reflects its European-influenced design, with defined spaces, arched windows, and a sense of proportion setting it apart from more conventional layouts. The bright sunroom extends the living space and overlooks the pool below, ideal as a reading room, office, or quiet retreat. The residence offers one assigned, secured parking space. This is your opportunity to own a thoughtfully updated home in one of Sarasota’s most recognizable historic buildings, in a truly walkable downtown location. Don't let this one get away!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Justyna Michalowska (941-567-7300)
6267 MIDNIGHT PASS RD #306, SARASOTA, FL 34242
$650,1378 Days on yellowkey MLS ID: A4696685
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1387 Built: 1980 Tax: $3,095 (2025)Community: Excelsior Beach To Bay 2Spa: YesCondo
Taxes:$3,095
Elementary School: Phillippi Shores Elementary
Remarks: Experience the ultimate island lifestyle in this beautifully appointed 2-bedroom, 2-bathroom condo on world-famous Siesta Key. Located just steps away from the powdery white quartz sands of Siesta Beach, this property grants you your own private deeded beach access where loungers are waiting for you. With the vibrant dining and shopping of the Village, this location cannot be beat. You can be picked up right at the front of the building with free transportation on the island. The split bedroom living space area features Italian porcelain tile flooring, crown molding, abundant natural light, hurricane impact windows throughout, NO popcorn ceilings here-smooth as butter, seamlessly flowing onto a private lanai where you can enjoy your morning coffee with a peaceful view of the courtyard, pool, pond, a peak of the Bay, and beautiful grounds. The community offers resort-style amenities, including two heated pools and hot tubs (one on the Bay side and one on the Gulf side), tennis courts, pickleball courts, a fitness center, shuffle board, fishing dock, grilling stations, library and a community room. You will have an assigned covered parking space under the building, ample additional parking for your guests and a storage unit for your beach toys. Excelsior Beach to Bay also has a management company on site to rent your unit while you are away for your convenience, if you choose to do so. You will love this close knit community and all the fun social events offered throughout the season. Call for your private showing today.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Trish Wittmus (773-220-5583)
430 KUMQUAT CT #410, SARASOTA, FL 34236
$1,774,000389 Days on yellowkey MLS ID: A4654605
0 Days Off yellowkey (back on 6/2/2025)
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 1745 Built: 2025 Tax: $17,000 (2024)Community: Villa BalladaCondo
Taxes:$17,000
Remarks: Under contract-accepting backup offers. Under Construction. Remember the days of super low rates? Developer is now offering low rates! Special buydown rates are available only until June 30, 2025! Contact your real estate advisor for further detail. 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. Villa Ballada is now offering two-car capability inside secure garage. There are 22 residences and two retail units presenting an 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 spacious #410 split plan condominium with three bedrooms and three-and-a-half baths, there is a spacious 16-foot-long balcony facing west overlooking the delightful swimming pool and courtyard which will be ideal to 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. Award winning architecture, 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 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 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 $1,030,600 to $2,264,000 with two-, three- and four-bedroom designs. Completion dates - September 2025. 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. Contact us for your private tour.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
430 KUMQUAT CT #504, SARASOTA, FL 34236
$945,0001430 Days on yellowkey MLS ID: A4543524
1 Days Off yellowkey (back on 2/3/2023)
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1153 Built: 2023Monthly Fee: $465 Tax: $9,500 (2022)Community: Villa BalladaCondo
Taxes:$9,500
Tax Year: 2022
Remarks: Under contract-accepting backup offers. PreConstruction. 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. Twenty-two residences and two retail units present an unbelievable opportunity to choose from 21 different floor plans, each offering its own 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 #504 penthouse condominium with two full bedrooms and two-and-a-half baths, there is a spacious balcony facing east from which to enjoy Sarasota’s spectacular sunrise. 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 Theater, Sarasota Opera House, Westcoast B Theater 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," a 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condominium is available from $840,000 to $1,840,000 with two, three and four-bedroom designs. Completion dates - February/March 2024. See you soon! Low HOA fee includes insurance, management fees, building maintenance, Manager, a yearly exterior window cleaning, water, sewer, trash and exterior pest control.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
2403 HICKORY AVE, SARASOTA, FL 34234
$350,00079 Days on yellowkey MLS ID: A4689265
REDUCED by $25,000 (6.7%) on 06/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1432 Built: 1925 Tax: $4,162 (2025)Community: Sarasota Bay ParkSingle Family
Taxes:$4,162
Remarks: Where history meets opportunity in the heart of Sarasota. This historic residence offers timeless character and endless potential, perfectly positioned in one of the area’s most culturally rich neighborhoods. Featuring 3 bedrooms and 2 bathrooms, the home showcases classic architectural details ready to be restored, reimagined, or incorporated into a brand-new vision. Ideally located just moments from the renowned The John and Mable Ringling Museum of Art, the Asolo Repertory Theatre, Ringling College of Art and Design, and New College of Florida, this property is surrounded by inspiration, creativity, and culture. A short drive brings you to vibrant downtown Sarasota, offering world-class dining, shopping, entertainment, and waterfront experiences. Set on a desirable homesite, this property presents a rare investment opportunity. Whether you choose historic restoration to preserve its original charm or explore redevelopment options to build new, the possibilities are abundant. The existing layout provides a solid foundation, while the location enhances long-term value and appeal. Perfect for investors, builders, or buyers seeking a unique project, this home embodies the best of Sarasota real estate—location, history, and potential. With strong demand for both renovated historic homes and new construction in this sought-after area, this is your chance to create something truly special.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
4668 OAK HILL LN #40, SARASOTA, FL 34232
$280,000120 Days on yellowkey MLS ID: A4683176
REDUCED by $10,000 (3.4%) on 05/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1024 Built: 1985Monthly Fee: $559 Tax: $3,287 (2025)Community: Village Oaks Sec ASpa: NoVilla
Taxes:$3,287
Remarks: Your Private Sarasota Sanctuary Awaits! Discover true Florida living in this beautiful end unit villa situated on a quiet street. This 2 BR/2BA gem located in the Village Oaks Community is a breath of fresh air. Enjoy morning coffee on your screened front porch or sunsets drinks on the large rear lanai. Inside, the home features vaulted ceilings in living/dining areas and luxury vinyl plank flooring flowing throughout the main living space and bedrooms. The split-bedroom floor plan ensures maximum privacy for owners and visitors alike. The bright kitchen features stainless appliances and an eat-in nook filled with natural light. Best of all, the community pool and tennis court are just steps away from your front door! Perfectly located near UTC shopping and beautiful beaches nearby - this is the Florida lifestyle you've been searching for!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Laura Flood (941-725-2500)
365 OAK HILL WAY #32, SARASOTA, FL 34232
$280,000161 Days on yellowkey MLS ID: A4677958
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1174 Built: 1985Monthly Fee: $559 Tax: $570 (2025)Community: Village Oaks Sec BSpa: NoVilla
Taxes:$570
Remarks: Virtually Staged. Nestled in the quiet, pet friendly community of Village Oaks features this Immaculate updated 2-bedroom, 2 bathroom Condo/Villa that offers a move-in-ready retreat. This fully updated unit features a new hot water heater installed in January 2026 and boasts a freshly repainted interior throughout. The modernized kitchen offers a pass-through to the dining area. Updated Master Bath with dual sinks, and walk in shower. Enjoy the look of luxury vinyl that flows seamlessly through every room. The open-concept living room boasts of high ceilings, while an enclosed Florida room (lanai) provides a private space to enjoy the lush surroundings. The villa features a convenient in unit laundry area with a washer and dryer tucked into a dedicated laundry closet.Enjoy the convenience of a private one car garage with remote access, plus two dedicated exterior parking spots right outside your villa. Community pool overlooking lake along with tennis/pickleball court for outdoor activities. Ideally situated between I-75 and downtown Sarasota, offering quick access to the University Town Center Mall (UTC), local dining and world-class beaches.
111 S PINEAPPLE AVE #1208, SARASOTA, FL 34236
$2,495,00049 Days on yellowkey MLS ID: A4692746
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2026 Built: 2019 Tax: $26,151 (2025)Community: The MarkSpa: NoCondo
Taxes:$26,151
Remarks: Experience elevated urban living in this spectacular penthouse residence at The Mark in the heart of downtown Sarasota, showcasing sweeping views of the city skyline, Sarasota Bay, and the Gulf of Mexico, this home blends sophisticated design with luxurious comfort. Thoughtful upgrades include custom lighting and automatic window shades throughout. Voluminous ceilings, 24" white porcelain floors and expansive windows create a bright and inviting atmosphere. The open-concept floor plan is designed for effortless entertaining, featuring a gourmet kitchen w/Jenn Aire appliances, spacious dining area, and elegant living room that opens to an oversized private terrace complete with a summer kitchen and electric grill. The primary suite offers two generous walk-in closets and a spa-inspired bath with a deep soaking tub, dual vanities, a glass-enclosed water closet, and a separate glass-enclosed shower. Both the primary and guest bedrooms enjoy water views. Two parking spaces within the private attached garage. The Mark offers exceptional amenities including 24-hour concierge service, state-of-the-art fitness center, resort style heated saltwater pool and spa, club room w/catering kitchen, fireplace, billiards and more. Located within close proximity to Whole Foods, Restaurants, cultural venues, art galleries and Bayfront Park.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jalina Beck (914-844-4665)
222 MORNINGSIDE DR, SARASOTA, FL 34236
$7,500,000165 Days on yellowkey MLS ID: A4675254
REDUCED by $495,000 (6.2%) on 05/25/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4284 Built: 2015Monthly Fee: $42 Tax: $34,055 (2025)Community: Lido CSpa: YesSingle Family
Taxes:$34,055
Remarks: An extraordinary expression of modern waterfront living, this custom-designed Sarasota residence seamlessly blends architectural distinction, refined interiors and a tranquil Bayou setting flowing directly into the Gulf of Mexico, creating a home that is visually striking and effortlessly livable. Thoughtfully conceived by the owners, this exceptional five-bedroom, three full-bath and one half-bath waterfront residence is on approximately .37 acres and was designed to honor its surroundings while embracing contemporary form, function and natural light. Offering 4,284 square feet under air and 6,416 total square feet, the home makes a striking yet calming first impression. A circular brick-paver driveway, decorative architectural elements, trellises accents, curated landscaping, and subtle exterior lighting establish a refined sense of arrival and architectural presence. Inside, a dramatic open-concept floor plan unfolds with intention and volume. The great room features ceilings approaching 20 feet, custom wire railings and expansive glass frame serene water views from every room. Natural materials, most notably warm cedar accents carried seamlessly from interior to exterior, create a cohesive modern design language. Beechwood flooring, refined finishes, automatic solar window treatments, imported European light fixtures, and integrated LED lighting enhance comfort and contemporary appeal. The gourmet kitchen is designed for everyday living and entertaining, featuring Porcelanosa Design cabinetry, a side-by-side paneled Sub-Zero refrigerator, Asko dishwasher, Wolf built-ins including wall oven, warming drawer, microwave, a U-Line under-counter wine cooler, illuminated onyx island, quartz countertops, seamless under-cabinet lighting and a walk-in pantry. A new Whirlpool top-load washer complements the Whirlpool Cabrio Platinum dryer, completing the home’s functional amenities. The residence offers exceptional flexibility with two private primary suites on the main and upper levels, each providing direct terrace access and tranquil water views. Spa-inspired baths, one features a steam shower and walk-in closets, creating serene retreats. Additional guest suites, office, a waterfront gym or flexible living space, and these multiple en-suite accommodations support a variety of lifestyles. Outdoor living is equally compelling. A saltwater infinity-edge pool with spa and planter waterfall feature anchors the waterfront setting, complemented by covered and enclosable lanais with automatic window and terrace screens. Existing posts for the hammock overlook the Bayou. The outdoor pavilion provides space for an outdoor kitchen, with room to add a built-in grill, ice maker or under-counter refrigerator with existing gas hookup and water supply. A private illuminated dock provides direct Bayou access leading into the Gulf of Mexico, enhancing the home’s connection to nature and offering multiple gathering spaces ideal for entertaining and cherished memories. Modern construction, impact-rated openings and integrated smart-home technology contribute to peace of mind and long-term value. In one of Sarasota’s desirable waterfront neighborhoods, with optional deeded Lido Shores beach access and proximity to downtown Sarasota, St. Armands Circle and Longboat Key, this residence offers privacy, elevation, serenity and refined expression of luxury coastal living, designed to be admired and lived in.
Listing Agent: Moriah Taliaferro (941-504-9910)
509 GOLDEN GATE PT #4, SARASOTA, FL 34236
$2,695,000231 Days on yellowkey MLS ID: A4671195
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2439 Built: 2024 Tax: $5,321 (2024)Community: En PointeSpa: YesCondo
Taxes:$5,321
Remarks: Brand-new, custom-built, and move-in ready, this full-floor condominium residence at En Pointe offers a rare blend of privacy, design, and elevated coastal living on Golden Gate Point. Set within a limited four-residence boutique condominium between the Ringling Bridge and downtown Sarasota, it delivers all the qualities of custom-home living with the ease and convenience of a lock-and-leave lifestyle. The residence captures views of Sarasota Bay, the marina, the downtown skyline, and the Ringling Bridge. Inside, the residence offers 2,439 square feet with 3 bedrooms and 3.5 bathrooms, plus two private covered terraces of approximately 350 square feet each—adding 700 square feet of exceptional outdoor living space. Designed as true extensions of the residence, the terraces easily accommodate open-air dining, a grill, and a generous lounge setting with TV hookup, creating an effortless indoor-outdoor lifestyle. Conceived in a neo-modern style by Echt Architects, the residence pairs refined craftsmanship with clean architectural lines and exceptional livability. A secured elevator opens directly into your private foyer, where walls of glass, expansive living spaces, and a chef-inspired kitchen create a residence that feels both sophisticated and welcoming. Spend evenings on the west terrace beneath the glow of the sunset, and begin the day on the east terrace with morning light over the marina—an elegant daily rhythm that feels distinctly Sarasota. The primary suite is spacious and serene, featuring a large walk-in closet, dual vanities, a soaking tub, an oversized shower, and direct access to the sunset terrace. Two additional en-suite bedrooms provide comfort and privacy for guests. Amenities at En Pointe include a heated saltwater pool, elevated decks for lounging and dining, two covered parking spaces, an EV charger, and ground-level bike storage. Just minutes to Main Street, St. Armands Circle, and Lido Beach, this is an exceptional opportunity to own a brand-new architectural condominium residence in one of downtown Sarasota’s most desirable settings.
Listing Agent: Brittany Perrone (941-685-1598)
345 MADISON DR, SARASOTA, FL 34236
$3,675,000196 Days on yellowkey MLS ID: A4675129
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4645 Built: 2014 Tax: $44,372 (2024)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$44,372
High School: None
Remarks: Experience refined coastal luxury in the heart of St. Armands Circle, Sarasota’s premier destination for upscale living, shopping, and dining. This exceptional opportunity offers a fully turnkey, furnished coastal residence located directly on St. Armands Circle and just a short stroll to the white sands of Lido Beach. With estimated rental potential of approximately $1,100 per night or $33,000 per month, this property provides outstanding flexibility for both personal enjoyment and income generation. This spacious 4-bedroom, 3.5-bath residence has been extensively renovated and thoughtfully updated throughout. Impact-rated windows and doors, a new roof with skylights, updated HVAC systems, and new flooring create a seamless move-in-ready experience. The chef’s kitchen showcases premium Wolf, Sub-Zero, and Bosch appliances, complemented by quartz countertops and custom cabinetry. The thoughtfully redesigned first level features expansive porcelain tile flooring, spacious living and guest areas, and a beautifully updated guest bathroom with a floating vanity and spa-inspired shower. Outdoors, a fully renovated pool with travertine decking and lush landscaping creates a private tropical retreat. Recent upgrades throughout the home reflect meticulous attention to detail, including remodeled bathrooms, upgraded lighting and ceiling fans, modern fencing, copper gutters, a striking front entry, and a custom privacy wall featuring ceramic artwork by a celebrated Florida artist. Just steps from the beach and moments from world-class dining and shopping, this is a rare opportunity to own a fully modernized, income-producing coastal residence in one of Sarasota’s most iconic locations. Please note: The pool table and monkey lamp are excluded from the sale and will not convey with the property. Welcome to elevated island living at 345 Madison Drive.
Listing Agent: Andrew Haddad (941-313-1218)
4076 GOLD DUST LN, SARASOTA, FL 34243
$349,000190 Days on yellowkey MLS ID: A4675773
2 Days Off yellowkey (back on 6/22/2026)
REDUCED by $8,000 (2.2%) on 05/20/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Taxes:$0
Remarks: MOVE IN READY! Receive up to $15,000 towards closing costs & special interest rates with the use of our preferred lender - Now through June 30th. 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)
1815 ROXANE WAY #65, SARASOTA, FL 34235
$159,85028 Days on yellowkey MLS ID: A4694305
REDUCED by $50 (0.0%) on 06/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 806 Built: 1964Monthly Fee: $472 Tax: $1,041 (2025)Community: Strathmore Villa Sec 07Villa
Taxes:$1,041
Remarks: Located in the heart of Sarasota, this desirable 55+ community offers the perfect combination of comfort, convenience, and the Florida lifestyle. Residents enjoy a variety of amenities included in the low HOA fee, such as a community pool, shuffleboard courts, clubhouse, recreational facilities, basic cable, landscaping, and more. World-famous Siesta Key Beach and Lido Key Beach are only few miles away. This rare free-standing, maintenance-free villa in the Strathmore community features 1 bedroom, a den, and 1 bathroom with many recent upgrades. In 2023, hurricane-impact, double-pane insulated windows were installed, along with new hurricane-impact front and back doors. The HVAC system was replaced in 2024, and all water lines have been re-piped with CPVC. The bathroom has been beautifully updated with grab bars, a built-in nook, bench seating, a new toilet, faucet, fixtures, and mirror. The kitchen has been refreshed with new LED ceiling lighting, freshly painted cabinets, and updated hardware. Additional improvements include new ceiling fans, blinds, curtain rods, and curtains throughout the home. The unit does not currently have a washer and dryer; however, the storage room under the carport could be converted into a laundry room with a stackable washer and dryer. Conveniently located just a few steps from the villa is the community laundry facility, where residents can use coin-operated washers and dryers. The low HOA fee covers water, sewer, internet, cable, trash, lawn care, landscaping, irrigation, roof repairs, exterior pest control, clubhouse access, community pool, and much more. Bobby Jones Golf Club is just minutes away, along with a nearby dog park and beautiful green spaces for walking, running, and biking. The community is conveniently located only 10 minutes from UTC Mall and downtown Sarasota, with easy access to shopping, dining, entertainment, and cultural attractions.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Gabriella Anastasakis (516-633-4019)
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