Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
200 COCOANUT AVE #7, SARASOTA, FL 34236
$1,150,000109 Days on yellowkey MLS ID: A4676689
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1721 Built: 1999Monthly Fee: $950 Tax: $11,146 (2025)Community: Library MewsSpa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,146
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: A Hidden Gem in the heart of Downtown Sarasota! Experience vibrant urban living with an old-world European style ambiance at Library Mews. This enclave is a unique intimate gated community of 11 townhome villas. The welcoming private courtyard entrance framed by an arch canopy of bougainvillea leads to the home and sets the stage for the residence’s charm. The private brick-paved courtyard leads you to your shaded indoor-outdoor patio space, an excellent place to dine or simply enjoying Sarasota’s weather. This 1,721 square foot villa features two spacious bedroom suites, two and a half baths plus a separate second-floor garden terrace, and a private garage. Upon entering the front door, the tone is set with creative architecture that provides just the right balance of a pleasing floor plan with functionally-defined living spaces. Warm hardwood floors flow throughout the kitchen, living and dining areas, complimented by soft neutral finishes such as light fixtures, crown molding, tray ceilings with LED lighting, and ceiling fans. The generous living room is highlighted by a stylish gas fireplace, high ceilings, and oversized windows with custom crown molding and a southern exposure for abundant natural light. Hurricane rated sliding glass doors seamlessly connect to the indoor and outdoor spaces. The kitchen overlooks the tranquil courtyard and features a cooking island, stunning Carrera countertops, sleek cabinets, gas cook top, and GE-pro appliances, providing style and functionality. Adjacent to the kitchen is the laundry room with a closet pantry with pull-out drawers, cabinets with countertop space, and a Koolmore washer/dryer combination. Upstairs, the spacious master bedroom boasts a vaulted ceiling and floor-to-ceiling hurricane rated sliding glass doors with cityscape views, along with a large walk-in closet and well-appointed en-suite bathroom. The second bedroom features a custom wall storage with a barndoor and includes a cozy niche area that makes a great reading or office space. For added convenience, a second stackable LG washer/dryer is located on the second level. A few steps up from the two bedrooms is the resurfaced garden terrace offering an idyllic space for relaxing while enjoying views of the city. A single-car garage, accessed from Cocoanut Avenue, is enhanced with custom cabinetry, a butcher block top and a sink. Thoughtfully designed storage is abundant throughout the home, featuring multiple closets, custom cabinetry, built-ins, and a well-equipped garage to keep everything organized and out of sight. Further upgrades include impact sliding doors and bedroom windows, hurricane impact skylight, security system, new roof (2025), new exterior paint, gutters and awnings, hurricane garage door, new tankless water heater and saltwater softener system. This delightful townhouse is situated just steps from the Sarasota Theater District, Sarasota Opera, library, world-class restaurants, Whole Foods grocery store, Marina Jack, and Main Street shopping. Come live and play in the heart of Downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Stacy Hanan (941-266-0529)
1709 N TAMIAMI TRL #502, SARASOTA, FL 34234
$599,00093 Days on yellowkey MLS ID: A4679227
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 2022 Tax: $7,354 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,354
Elementary School: Gocio Elementary
Remarks: PRICE IMPROVEMENT AND GREAT VALUE! Experience this coveted top floor and closest to the Bay location and the fantastic water views, beautiful sunsets, five-star amenities, gated access, and incredible proximity to Downtown Sarasota, the Bay Park, and the area's spectacular beaches. PLUS option to purchase a boat slip with 16,000 lb. lift and 2nd parking space with sunshade! Built in 2022, this residence affords a second-to-none waterfront lifestyle. The 1050 sf, 1 bedroom + office/den, 2 full bath unit features upgraded finishes, sizable living area, designated dining space, serene primary bedroom with luxe owner's bath, expansive custom closet, and private open-air terrace overlooking the water. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and a generously sized peninsula. The main living space is filled with natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. The office/den is perfect for all of your organizational needs. Additional noteworthy features include custom designed closets, in-unit laundry with Samsung washer and dryer, pendant lighting, designer ceiling fans and custom window treatments. This unit includes 1 under-building parking space and private secure storage. The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design features fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, 1000' boardwalk, kayak and paddleboard launch, and ample guest parking. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Make the most of the azure water and explore the top-rated beaches and bays and make this exceptional residence, community and city your home today.
Listing Agent: Lenore Treiman (941-356-9642)
1709 N TAMIAMI TRL #503, SARASOTA, FL 34234
$550,000164 Days on yellowkey MLS ID: A4671066
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 958 Built: 2022 Tax: $7,016 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,016
Remarks: Experience this breathtaking penthouse waterfront condominium with sunset views in the resort style gated complex, The Strand. With direct boating access to the Bay and Gulf of Mexico, serene water views, option to purchase a deeded boat slip with 16,000# lift, five-star amenities and fantastic proximity to Downtown Sarasota and area beaches, this residence affords a second-to-none waterfront lifestyle. This unit features a prime location in the Strand in the building closest to the bay and on the 5th floor providing incredible views! The 1 bedroom + office/den, 2 full bath open floor plan features upgraded finishes, custom closets, sizable living area, dining area and open-air terrace. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and 2 generously sized peninsulas with room for seating. The main living space has incredible natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. This smartly designed home boasts a serene primary bedroom with custom closet, luxe owner's bath with quartz vanity, and laundry area with stackable Samsung washer and dryer. Office/den with closet perfect for all of your organizational needs and an additional full bath with tub. Other noteworthy features: custom designed closets, pendant lighting, and designer ceiling fans. Includes 1 deeded under building parking space, and private secure storage. Welcome to The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design Group. Fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, boardwalk, and kayak launch & storage. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Live THE lifestyle exploring top-rated beaches and bays. Make this exceptional residence, community and city your home today!
5631 PIPERS WAITE #12, SARASOTA, FL 34235
$515,000162 Days on yellowkey MLS ID: A4671983
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2122 Built: 1984Monthly Fee: $175 Tax: $4,183 (2024)Community: Pipers WaiteSpa: NoVilla
Taxes:$4,183
Tax Year: 2024
Remarks: Welcome to 5631 Piper Waite, a captivating villa that seamlessly blends modern sophistication with cozy comfort. Situated in the sought-after Pipers Waite subdivision within The Meadows, this beautifully renovated 3-bedroom, 2-bathroom home offers 2,122 square feet of expertly crafted living space—perfect for both peaceful retreat and vibrant entertaining. Step inside to a stunning new kitchen adorned with sleek, contemporary finishes and spacious countertops that invite culinary creativity and memorable gatherings. The fully upgraded bathrooms embody luxury, boasting elegant fixtures and refined details that transform everyday routines into moments of indulgence. Throughout the home, gorgeous new LVP flooring stretches gracefully, marrying style with durability. Hurricane-impact windows bathe the interiors in natural sunlight, creating a bright, airy atmosphere that instantly relaxes the senses. The inviting living room features a modern electric fireplace, radiating warmth and charm, ideal for intimate evenings or lively social occasions. Outside, the expansive screened-in lanai offers a peaceful oasis—a perfect spot to curl up with a favorite book or host guests amid tranquil surroundings. This generous outdoor living area invites you to savor Florida’s beautiful climate while enjoying plenty of space for entertaining and making cherished memories. Experience unparalleled comfort and elegant living at 5631 Piper Waite—where every detail is designed with you in mind.
Listing Agent: Robert Krasow (941-363-6507)
4737 CHANDLERS FORDE #14, SARASOTA, FL 34235
$450,00035 Days on yellowkey MLS ID: A4686909
1 Days Off yellowkey (back on 4/23/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2050 Built: 1981 Tax: $5,094 (2025)Community: The MeadowsSpa: NoVilla
Taxes:$5,094
Remarks: Welcome to Chandlers Forde in The Meadows—a neighborhood surrounded by mature trees and the peaceful feel of an enchanted forest. This beautifully renovated villa-style condo with 2 car garage offers ultimate privacy with a wooded view and a glimpse of the golf course beyond. This 2-bedroom, 2.5-bath home with a den (which can easily be converted into a third bedroom) has been tastefully updated from top to bottom. The home has a cozy yet elegant feel, with soaring ceilings and a grand double-sided stone fireplace that serves as the centerpiece of both the living and dining rooms. The living room is extra spacious, with tranquil views of the trees—an ideal space for hosting or simply relaxing by the fire. The kitchen was completely UPDATED in 2023–2024, featuring leathered granite countertops, custom cabinetry, premium appliances including Bosch, and an oversized chef’s prep sink. A custom coffee counter and the addition of a dry bar with wine fridge between the dining room and living room make the space perfect for entertaining. Just off the living room and primary suite is a Florida room—perfect for al fresco dining, morning coffee, or relaxing after a long day. With electric already in place, it’s ready for your new hot tub. The main-floor primary bedroom is expansive and elegant, featuring a walk-in closet crafted by CLOSETS BY DESIGN for maximum organization. The ensuite bath feels like a private spa, offering quartz countertops, a walk-in shower with custom glass door, and serene finishes throughout. The main floor also includes a RENOVATED half bath (2024) and a laundry area with washer and dryer hookups for convenience. Upstairs is illuminated by an elegant mid-century modern chandelier and large hurricane-impact windows that invite in an abundance of natural light. The open den/office space w/ built-in closet can easily serve as a third bedroom. A guest bedroom with vaulted ceilings overlooks the trees, an updated guest bath with quartz countertops, a tub-shower combination, and extra closet space rounds out the second floor. Beyond the beauty, this home offers peace of mind. All windows and exterior sliders are HURRICANE-IMPACT RATED The cast iron waste pipes have been replaced with PVC, electrical hookups have been added for the included generator, AND EV CHARGER. Additional upgrades include, reverse osmosis system at the kitchen sink and refrigerator, whole-house water softener, two new AC units (2018) with duct cleaning in 2024, and GE front-loader washer and dryer (2023) and the ROOF was replaced in 2022. In Chandlers Forde, residents enjoy two private pools, while The Meadows offers a lifestyle unlike any other in Sarasota with 14 miles of walking and biking trails winding through over 1,650 acres of mature landscaping, ponds, and natural preserves. For a small fee there is access to a state-of-the-art fitness center, JR Olympic pool, golf, tennis, and 10 pickleball courts. The community also includes a dog park and an active social calendar hosted by the community center. Ideally located between downtown Sarasota and University Town Center, The Meadows places you 5 minutes from UTC, Benderson Park, the new Mote Marine campus, fine dining, and shopping, 15 Minutes to Sarasota’s downtown cultural offerings—including the symphony, opera, ballet, and locally owned restaurants and 20 minutes to St Armands circle and award winning beaches. This stunning home combines luxury, comfort, and nature—truly a place to call home.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Laura Way (941-321-6449)
2316 BLUE MAHOE LN, SARASOTA, FL 34240
$488,9903 Days on yellowkey MLS ID: A4691035
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1530 Built: 2026Monthly Fee: $245 Tax: $848 (2025)Community: Windward At Lakewood Ranch Phase 2Spa: NoVilla
Taxes:$848
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: The Tidewater 2B twin villa by Neal Communities offers two bedrooms, two baths, and a spacious open layout designed for comfortable living. The main living area seamlessly connects the great room, dining space, and kitchen with an island, creating an inviting setting for gathering and entertaining. A private den adds flexibility for a home office, hobby room, or additional living space. The covered lanai provides a comfortable outdoor area for relaxing or enjoying fresh air. Inside, tile and wood flooring enhance the home’s stylish appeal, complemented by a neutral color palette that creates a timeless and cohesive design throughout. The owner’s suite features dual closets and a well-appointed bath with double vanities, a walk-in shower, and private water closet. A secondary bedroom with a walk-in closet and nearby full bath provides comfort and convenience for guests or family members.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
1150 52ND ST, SARASOTA, FL 34234
$355,0003 Days on yellowkey MLS ID: O6400956
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1136 Built: 1959 Tax: $3,097 (2025)Community: Armstrong Acres Surv Lt 1 RSingle Family
Taxes:$3,097
Elementary School: Emma E. Booker Elementary
Remarks: Experience the quintessential Florida lifestyle in this charming coastal retreat located in the desirable Desoto Lakes community. This beautifully maintained residence captures the essence of Sarasota living with a bright, open interior that seamlessly blends comfort and style. The heart of the home features a spacious living area that flows effortlessly into a functional kitchen, perfect for both casual morning coffee and evening entertaining. The split floor plan ensures maximum privacy, highlighted by a serene primary suite and well-appointed guest bedrooms. Step through the sliding glass doors to discover your private outdoor oasis—a generous, fenced-in backyard that offers the ideal canvas for a lush tropical garden, a future pool, or weekend gatherings under the Florida sun. Notable features include a durable exterior, an attached garage for convenient storage, and a prime location that places you just minutes from the world-class shopping and dining at University Town Center. With easy access to the pristine sands of Siesta Key and Lido Beach, as well as the vibrant arts scene of downtown Sarasota, this home offers an incredible opportunity to own a piece of paradise.
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (407-907-5501)
1104 WATERLINE CT, SARASOTA, FL 34240
$974,5003 Days on yellowkey MLS ID: A4689875
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2076 Built: 2023Monthly Fee: $422 Tax: $2,785 (2025)Community: Lakehouse CoveSpa: YesSingle Family
Taxes:$2,785
Remarks: Expansive WATER VIEWS from the spacious lanai set the tone for this beautifully designed home in Lakehouse Cove at Waterside, ideally positioned along the expansive, private setting of Lake Ibis and close to scenic walking trails. From the moment you arrive, the welcoming FRONT PORCH and clean architectural lines create a warm, polished first impression. Inside, natural light fills the home, highlighting MARBLE-LOOK PLANK TILE FLOORING throughout—no carpet anywhere—and creating a seamless, luxurious living environment. The open-concept design offers effortless flow, anchored by a stunning GOURMET KITCHEN featuring upgraded quartz countertops with full-height quartz backsplash, wall oven (convection) and microwave, expanded cabinetry, wine bar area with refrigerator, roll-out shelves in cabients and a spacious walk-in pantry with wood shelving, and a large center island ideal for gathering and entertaining. The living and dining areas are thoughtfully oriented to capture the home’s sweeping water views, enhancing the BRIGHT AND AIRY feel throughout. The primary suite provides a peaceful retreat with a generous walk-in closet and a beautifully appointed bath with dual vanities and a spacious walk-in shower. A well-appointed guest bedroom and a second full bath extends comfort and privacy, while details like wood shelving in all closets and pantry add both quality and function. The large FLEX ROOM WITH GLASS DOORS can be used as a den, office, exercise or hobby room. Most rooms have PLANTATION SHUTTERS and ceiling fans. Step outside and experience true indoor-outdoor living. The screened EAST-FACING lanai showcases a BEAUTIFUL SALT WATER POOL AND SPA set against a backdrop of wide, uninterrupted lake views across Lake Ibis—offering a sense of openness, privacy, and calm that is hard to find. The pre-plumbed area for an outdoor kitchen is ready for you to customize the outdoor space exactly the way you want it. Additional highlights include a spacious laundry room with utility sink and extra cabinetry, security system, along with a highly-valued 3-CAR TANDEM GARAGE (2 car garage with expanded storage area) providing flexibility for storage, hobbies, or a golf cart. HURRICANE IMPACT WINDOWS AND DOORS. Internet access and LAWN AND LANDSCAPE MAINTENANCE included in HOA Fee. Residents of Lakehouse Cove enjoy a lakeside clubhouse, resort-style pool and spa, fitness center, pickleball courts, dog parks, scenic walking trails, and water taxi access to Waterside Place for dining, shopping, and events—all just minutes from UTC, Lakewood Ranch Main Street, Sarasota Polo Club, and the Gulf beaches. Open. Light-filled. Exceptional views. A beautifully designed home centered around space, comfort, and effortless Florida living.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Vanessa Fauquier (941-402-9209)
2613 PINE LAKE TER #D, SARASOTA, FL 34237
$120,00012 Days on yellowkey MLS ID: A4689758
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 739 Built: 1974Monthly Fee: $560 Tax: $1,627 (2025)Community: Hidden Lake VillageCondo
Taxes:$1,627
Elementary School: Tuttle Elementary
Remarks: End-unit condo with screened balcony • Treed views • Near downtown Sarasota, Lido Beach, St. Armands Circle Tucked inside Hidden Lake Village, this second-floor 1-bedroom, 1-bath end-unit condominium offers a balance of privacy, natural light, and updated interiors in a central Sarasota location. The end-unit positioning allows for additional windows and a bright, open feel throughout the living and dining areas. Inside, the home features luxury vinyl plank flooring (2020) and fresh interior paint (2026), creating a clean, updated look. The galley kitchen includes ample cabinet space, natural light, and newer appliances (2024). The bathroom has been fully remodeled with an updated shower (2024). Recent upgrades provide added value and efficiency, including hurricane-impact windows (2023), water heater (2024), and community-wide roof replacement (2025). A/C replaced in 2013. One of the standout features is the private screened balcony overlooking mature trees, offering a quiet outdoor space with a natural view. Hidden Lake Village amenities include two community pools, tennis courts, walking paths, picnic areas, on-site laundry facilities, assigned parking, and guest parking. Located with convenient access to downtown Sarasota, St. Armands Circle, Lido Beach, Ed Smith Stadium, and nearby shopping and dining. Leasing allowed with 8–12 month minimum, offering flexibility for investment or seasonal use.
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Antonio Lopez (626-664-5124)
4513 MONDRIAN CT, SARASOTA, FL 34240
$1,425,00019 Days on yellowkey MLS ID: A4688462
3 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3064 Built: 2024Monthly Fee: $438 Tax: $10,749 (2025)Community: Artistry SarasotaSpa: YesSingle Family
Taxes:$10,749
Remarks: Under contract-accepting backup offers. Sunsets stretch wide across the water in this newly constructed and thoughtfully enhanced waterfront residence in Artistry Sarasota, where every detail has already been elevated beyond the original build. Positioned on a premium homesite with unobstructed western views, this 3BR/3BA home with a dedicated office or flexible den offers a refined take on modern Florida living, shaped by light, space and a seamless connection to the outdoors. Showcasing over $600,000 in combined builder, pool, and custom designer upgrades. A paver drive and walkway lead to glass double front doors, where soaring ceilings and wood floors immediately set a tone of openness and quiet sophistication. The living area is anchored by a custom-designed feature wall with stone fireplace, integrated shelving and accent lighting, creating a striking focal point without overwhelming the space. Double sliders open fully to the lanai, drawing the outdoors in and placing the water view at the center of daily living. The flowing open floor plan centers around a beautifully appointed gourmet kitchen, featuring an expansive quartz waterfall island and quartz countertops that continue seamlessly into the backsplash. For the Chef in the family, enjoy entertaining with the beautiful GE Monogram appliance suite that includes, a natural 36” gas cooktop, a 30" built-in Advantium convection microwave, 30" electronic convection wall oven, 48” built-in side-by-side double door refrigerator and the 30” fully integrated dishwasher. The kitchen is designed to gather around and is adjacent to the dining area that keeps everything connected for both entertaining and everyday use. Just beyond, a custom-built office or den offers exceptional flexibility, finished with a full wall of cabinetry, integrated workspace and concealed outlets that keep everything clean and organized behind closed doors and a custom-built bar with refrigerator and beautiful shelves and accent lighting. The primary suite is a true retreat, generously sized and oriented toward the water, with views over the pool and lake. A tray ceiling adds dimension, while the bath is designed as a showpiece, featuring dual vanities, a large glass walk-in shower and beautifully executed tilework. Outdoors, the experience is elevated in every direction. A custom Coast to Coast pool anchors the setting with a spa, sun shelf and multiple water features, all framed by a clear-view screen that preserves uninterrupted sightlines to the lake and sunset sky. The extended lanai provides ample room for gathering, while a custom outdoor kitchen with a beautiful granite countertop, Truflame grill, Nipus refrigerator and a unique gas feature designed to convert for pizza cooking adds another layer of functionality and enjoyment. Additional enhancements throughout the home include upgraded lighting, a custom laundry space, a mudroom seating area and a 3-car tandem garage, all contributing to a residence that feels complete, intentional and ready to enjoy from day one. Artistry Sarasota, known for its architectural elegance and expansive lush green spaces, offers a maintenance-free lifestyle with two gated entrances, a resort-style clubhouse, fitness and yoga studio, an expansive heated saltwater pool with cabanas, pickleball and basketball court and miles of scenic walking trails, all set within a central location close to golf, shopping, dining, Lakewood Ranch Waterside, UTC Mall, and Sarasota’s most desirable destinations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Tracey Stetler (941-266-9001)
1335 40TH ST, SARASOTA, FL 34234
$949,0009 Days on yellowkey MLS ID: A4688091
Bed: 6 Bath: 6.0 Liv Area Sq Ft: 4188 Built: 1930 Tax: $4,473 (2025)Community: Palm GroveSingle Family
Taxes:$4,473
Remarks: Once-in-a-generation opportunity to own one of Sarasota’s most unique and versatile properties. Set on a lush, private acre within city limits, this rare multi-unit compound blends income potential, lifestyle flexibility, and future development upside in a way that’s nearly impossible to find. At the heart of the property is a charming, retreat-like main residence offering over 2,000 sq ft of living space, surrounded by mature tropical landscaping and anchored by majestic grandfather oaks. Attached is a private mother-in-law suite with its own entrance, while the two additional one-bedroom units provide immediate, reliable rental income. Whether you’re an owner-occupant, investor, or visionary builder, the possibilities here are exceptional: • Live in the main home while generating income from multiple units • Operate as a high-performing Airbnb or long-term rental property • Create a private family compound or wellness retreat • Expand and develop on included buildable lots The property has demonstrated income potential in the $70K–$90K+ range, depending on rental strategy. Beyond the structures, the land itself is a standout feature—offering a vibrant, almost jungle-like setting with a diverse collection of mature fruit trees including multiple varieties of mango, avocado, banana, lychee, loquat, and more. Outdoor living is elevated with a tranquil screened-in patio, multiple decks, outdoor spa-like shower and tub, and two large multi-use outbuildings. The larger structure offers incredible flexibility—ideal for a yoga studio, art space, workshop, or additional storage. Key Highlights: • Multi-unit income property (triplex configuration) • No HOA • All units currently leased with reliable tenants • Two additional buildable lots included in the sale • Ample parking and flexible layout options • Updated interiors with modern kitchens, bathrooms, and tile flooring Located just minutes from Downtown Sarasota, St. Armands Circle, Lido Key, and SRQ Airport, this property combines privacy and convenience in one compelling package. Opportunities like this are rare—this is more than a property, it’s a platform for lifestyle, income, and long-term upside.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jeremy Egglefield (941-809-9200)
1937 GOLD AVE, SARASOTA, FL 34235
$374,90068 Days on yellowkey MLS ID: N6142964
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1723 Built: 1958 Tax: $3,079 (2025)Community: Kensington ParkSingle Family
Taxes:$3,079
Remarks: ****BACK on MARKET. Buyer financing fell through**** Welcome to this charming 3-bedroom, 2-bath single-family home nestled in the established Kensington Park neighborhood of Sarasota. Offering over 1,700 square feet of living space, this home features a flexible and inviting layout with spacious living areas and a versatile bonus room—perfect for a home office, family room, or playroom. Situated on a generous lot, the property provides ample outdoor space and additional parking, including room for a boat, RV, or work trailer. The open floor plan is ideal for entertaining, while the split-bedroom design offers privacy and comfort. Newer roof, vaulted ceilings, solid wood cabinets, new stainless-steel appliances, and hurricane shutters add peace of mind, making the home truly move-in ready while still allowing room to personalize. This spacious home features a large fenced-in backyard made for relaxing or entertaining and an enclosed lanai perfect for your morning coffee or evening unwind, rain or shine. Conveniently located near shopping, dining, golf, parks, and world-renowned beaches, this home offers easy access to everything Sarasota has to offer. A perfect match for anyone seeking comfortable, flexible Florida living. Schedule your tour today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Vicky Imbriaco (941-586-7448)
750 N TAMIAMI TRL #1104, SARASOTA, FL 34236
$675,00036 Days on yellowkey MLS ID: A4686921
REDUCED by $24,000 (3.4%) on 04/22/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1180 Built: 2001 Tax: $5,748 (2025)Community: Renaissance 1Condo
Taxes:$5,748
Remarks: Seller just made a $24,000 PRICE IMPROVEMENT. Welcome to this totally renovated 2 Bedroom/2 Bath, split floor plan condominium, located in the trendy Rosemary District of Downtown Sarasota. Enjoy sweeping City and Sunrise views from your private 11th floor balcony. All your design needs have been thoughtfully addressed with touches of gold throughout, including *** new luxury vinyl flooring throughout *** new paint *** all new door hardware throughout *** new lighting and light fixtures throughout *** Hunter Douglas remote sunshades on all windows and slider *** marble tile on the balcony. The kitchen has been remodeled with *** all new stainless-steel appliances *** gorgeous granite countertops *** composite sink with integrated dish rack/cutting board *** all wood cabinets with undermount lighting and soft close cabinets and drawers *** stylish backsplash *** new insinkerator garbage disposal *** copious amounts of counterspace. The all-new bathrooms boast *** new vanities in both bathrooms *** all new plumbing and bath fixtures *** new mirrors in both bathrooms *** new walk-in shower and shower bench with marble tile in primary bathroom *** new tile surround in guest bathroom. *** A new built-in bar was added with undermount lighting, tile backsplash, and a dual wine refrigerator. *** New closet doors were installed in the guest bedroom and on the in-unit laundry closet. *** New closet systems round out this completely transformed space. Please see the updates list in the attachments. One deeded covered parking space and one storage unit convey and complete this transformation. The Renaissance I Downtown Sarasota condominium has 24-7 security, keyless fob entry with attached garage. It is also enhanced with resort style amenities such as state-of-the-art fitness center, dramatic club room, full catering kitchen, multimedia room, sitting room, massage room, aerobics/yoga room, conference room, business center, and two guest suites. The outdoor grounds showcase a 70-foot luxury pool, jetted spa, barbeque grill and tables, and a meditation garden with reflection pond. The garage parking is electronically secured and there is generous visitor parking for guests to park. The location cannot be beat since you are only steps away from the new Bayfront Park, a lively 53-acre waterfront park offering music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Local and higher end eateries are close by with golf-cart taxis available, so you never need to drive. The local Publix grocery store is steps away, while driving three miles, or taking the Downtown trolley, will bring you to St Armands Circle, with more restaurants and world-class shopping, as well as Sarasota's famous Lido Beach. This is Florida living at its best!
Listing is courtesy of: ALLISON JAMES ESTATES & HOMES (941-500-4922)
Listing Agent: Marion Fitzpatrick (941-284-8323)
381 BOB WHITE DR, SARASOTA, FL 34236
$2,495,00099 Days on yellowkey MLS ID: A4678714
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3774 Built: 2003Monthly Fee: $89 Tax: $14,487 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$14,487
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: Poised within the prestigious enclave of Bird Key, 381 Bob White Drive is an exquisitely appointed garden residence defined by understated luxury, architectural balance, and refined coastal living. The home offers four bedrooms, three-and-a-half baths, a private office and nearly 3,800 square feet of thoughtfully curated interiors, complemented by a three-car garage and exceptional curb appeal framed by manicured landscaping. Thoughtfully remodeled in 2013, with continuous renovations in 2014 and 2018, the residence showcases rich hardwood flooring throughout, beautifully updated baths, and a timeless palette of finishes that feel elevated and inviting. A paver drive and lush gardens create a gracious arrival, while the home’s flowing layout lends itself equally well to intimate daily living and polished entertaining. The primary suite, on the main level, is a serene retreat with generous proportions, walk-in closets and a spa-inspired bath with dual vanities, a soaking tub and walk-in shower. Direct access to the pool deck enhances the sense of privacy and ease. The split-bedroom design continues upstairs, where a spacious bonus room, two additional bedrooms, and a full bath provide ideal accommodations for guests or flexible living. The gourmet kitchen anchors the home with sleek countertops, custom cabinetry, a breakfast bar and thoughtfully expanded storage, including additional cabinetry and a built-in wine cooler. A sunlit breakfast nook overlooks the pool, while the formal dining room, just beyond the kitchen, offers an elegant setting for gatherings and celebrations. Outdoor living is beautifully curated with a heated pool, a well-appointed outdoor kitchen and multiple seating areas, all surrounded by mature landscaping that creates a sense of privacy and tranquility. A well-water irrigation system with upgraded sprinklers supports the home’s lush, garden-like setting. Ideally, between downtown Sarasota and St. Armands Circle, Bird Key remains one of the area’s desired addresses. Residents enjoy proximity to Bird Key Yacht Club, as well as effortless access to the beaches of Lido Key, Longboat Key and Siesta Key. 381 Bob White Drive presents a rare opportunity to enjoy elevated garden living in one of Sarasota’s iconic communities, where timeless elegance and an exceptional lifestyle converge.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Louis Wery (941-232-3001)
2170 FRUITVILLE RD, SARASOTA, FL 34237
$1,150,000606 Days on yellowkey MLS ID: A4620441
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2332 Built: 2023Monthly Fee: $444 Tax: $12,400 (2023)Community: Premier On MainSpa: NoTownhouse
Taxes:$12,400
Tax Year: 2023
Remarks: **LOOK NO FURTHER – Your Dream Townhome Awaits!** ***NEW CONSTRUCTION SPECIAL!!!**** Just completed!*** Contact your real estate advisor for further details ! Introducing our brand-new, exquisitely furnished model in the sought-after PARK DISTRICT, nestled at the corner of Fruitville Road and Audubon Place within the prestigious Premier on Main project. Located in Sarasota’s vibrant Uptown district, this is your chance to own a contemporary gem in a prime location, just minutes from the city’s renowned arts and cultural scene, gourmet dining, the farmers market, John Ringling Bridge, and the expansive 53-acre public park on Sarasota Bayfront. **Property Overview:** - **New Construction:** Experience the luxury of new construction in a boutique well treed neighborhood of only 37 townhomes. This end unit boasts a generous 2,911 square feet of under-roof space, with 2,332 square feet of air-conditioned living space. - **Spacious Layout:** The ground level features a two-car garage with epoxy floor, built-in cabinetry, an elevator, and a full bedroom with an under stair walk-in closet AND another storage closet AND a full bath. - **Elegant Living:** Ascend to the main level where you'll find a spacious living room with expansive sliding doors leading to a bright balcony overlooking a serene wooded courtyard garden. This level is perfect for entertaining, with a huge chef’s kitchen with pantry wall, high ceilings, contemporary designer finishes, Italian stainless steel appliances, an enormous island with waterfall quartz countertops with room for 5 bar stools, and an inviting electric fireplace. - **Versatile Space:** The main floor also includes a bonus area ideal for a home office or a cozy reading nook plus laundry closet with NEW black Samsung washer and dryer plus luxurious half bath AND another outfitted closet. - **Luxurious Retreat:** The third floor features a lavish primary suite with a large walk-in closet and a luxurious bath with stunning black and white tile with gold accents as well as special lighting, a soaking tub, and a separate shower. A second bedroom and full bath are also on this floor, along with a welcoming patio with possible optional outdoor kitchen, granite countertops, and ample space for a hot tub or cold tub. - **High-End Finishes and Detailing:** Enjoy specially selected hard surface flooring, energy-efficient hurricane-rated impact windows, recessed LED lighting, custom European cabinetry, and FULLY OUTFITTED closets, dreamy white and gold quartz countertops, and a high-efficiency HVAC system. - **Furnished and Ready:** Offered at $1,200,000, this stunning townhome comes fully furnished, including all welll thought out detailing, window treatments, televisions, and stylish accessories. - **Prime Location:** Just a block from the Legacy Bike Trail and Payne Park, this property combines luxury living with unbeatable convenience. Don’t miss this opportunity to own a piece of Sarasota’s finest real estate. Contact us today for your personalized tour of this exceptional townhome! ***PLEASE VISIT US on 1-3 pm weekends or by appointment.***
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
162 AUDUBON PL, SARASOTA, FL 34237
$995,000458 Days on yellowkey MLS ID: A4637193
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1850 Built: 2025Monthly Fee: $444 Tax: $11,000 (2024)Community: Premier On MainSpa: NoTownhouse
Taxes:$11,000
Remarks: ***NEW CONSTRUCTION SPECIAL!!!**** Just completed and never lived in.*** Discover Modern Sarasota Living with Outdoor Style at Premier on Main. 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, walkable culture, and modern style in the heart of Uptown Sarasota. Steps from 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 the 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 2,400 total square feet including 1,850 A/C living space - Incredible 320-square-foot rooftop entertainment deck with optional hot tub and outdoor kitchen—perfect 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 - Walkable to local cafes, restaurants, arts venues, and the 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—perfect for gym, studio, or gear storage - Low-maintenance living with HOA covering landscaping, road upkeep, and more - Move-in-ready TODAY! Come see why Sarasota millennials and modern buyers are choosing Premier on Main for their next-level urban lifestyle. - Visit our fully furnished model next door at 2170 Fruitville Road OR 152 Audubon Pl. Open weekends 1–3 p.m. or by appointment. Contracts are being accepted now—grab your slice of downtown Sarasota before it’s gone!
2194 FRUITVILLE RD, SARASOTA, FL 34237
$849,000184 Days on yellowkey MLS ID: A4669205
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1850 Built: 2024Monthly Fee: $444 Tax: $11,000 (2024)Community: Premier On MainSpa: NoTownhouse
Remarks: Visit the new furnished model next door at 2170 Fruitville Road. Open noon-3 p.m. on weekends or by appointment. Are you dreaming of the ideal Uptown location close to everything Sarasota, with its amazing arts and cultural district, culinary delights, proximity to the farmers market, the John Ringling Bridge and the new 53-acre public park right on Sarasota’s bayfront? Well, this is it! In the hot Uptown district, you will find Premier on Main, a redesigned, stunning contemporary boutique neighborhood offering just six unique contemporary townhomes in this building. This spacious, newly constructed residence offers 2,445 square feet of under-roof space including 1,850 air-conditioned square feet at the east end of Main Street. On your incredible rooftop deck, you can relax and lounge with an outdoor kitchen, optional grill and optional above-ground hot tub. On the garage level, you have a two-car garage, laundry closet, staircase and elevator and open space, ideal for a den or man cave! The staircase or elevator leads you upstairs to the main level of the four-level structure, where there is a spacious living room with expansive sliding doors that lead you onto a small terrace. Featuring contemporary designer finishes, high ceilings, plus a powder bath and chef’s kitchen with a stainless steel appliance package and huge entertaining island, along with a cozy dining room. The third level, or bedroom floor, offers two en-suite bedrooms and walk-in closet. Did we tell you about becoming a lounge lizard on your 374-square-foot entertainment rooftop deck, just the spot for a hot tub with views of the city and open air to enjoy the ideal Florida weather? This stunning contemporary design features designer-selected hard surface flooring, energy-efficient systems such as hurricane-rated ES impact windows and patio doors, recessed lighting, custom-contemporary European cabinetry with solid surface quartz countertops and under-cabinet lighting, high-efficiency HVAC system, plus all fire alarm and sprinkler systems. Contracts are being accepted today. Professionally managed homeowners association is in place, with low fees of just $394/month, and includes common area landscape maintenance, irrigation for landscape maintenance, private road maintenance, manager, liability insurance for the association. Don’t waste time and contact the agent for your private showing today!
152 AUDUBON PL, SARASOTA, FL 34237
$995,000291 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!
3806 ROXANE BLVD #161, SARASOTA, FL 34235
$244,000131 Days on yellowkey MLS ID: A4675238
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1195 Built: 1964Monthly Fee: $472 Tax: $1,333 (2024)Community: Strathmore Villa Sec 09Villa
Taxes:$1,333
Remarks: Welcome to a most charming 2 bedroom, 2 bathroom home in Strathmore Villas. This home is located in a 55+ community and has countless beautiful updates making it completely move in ready for you! This cozy community is located close to endless dining options and luxury shopping at University Town Center Mall, endless recreation options at Nathan Benderson Park, golf at the newly reopened and completely refurbished Bobby Jones Golf Course just across the street. Minutes to world-class Gulf of Mexico powder sand beaches and the cultural destination of downtown Sarasota. Community center for parties and meetings, gorgeous heated community pool to meet neighbors and enjoy a happy hour libation in the sun.This villa is free-standing on a private cul-de-sac and has great curb appeal and inviting outdoor gardening and seating areas. Greeted by an oversized carport with a covered outdoor seating area, you enter through a welcoming alcove offering a private entrance. A soothing coastal palate creates a peaceful living space with wood-textured ceramic tile floating throughout for a cohesive foundation. The beautifully renovated kitchen offers white cabinetry, granite counters, and gorgeous sea blue glass subway tile backsplash. Stainless appliances including convection oven and ample counter space to please the home chef. A natural wood ceiling inset detail rounds out the seaside vibe. The kitchen also offers a breakfast bar and an eat-in area for cozy morning coffee or an additional work-from-home office space. The living room is bright and open with loads of natural light. The split bedrooms offer privacy for guests and the primary bedroom has an updated en-suite bathroom with a step-in shower, new vanity with granite top, new lighting and a walk-in closet. The full guest bathroom is also completely updated with new shower/tub combo, vanity, lighting, and fixtures. This home provides peace of mind with new hurricane impact windows throughout. Interior freshly painted, kitchen has new electrical and plumbing to bring it to current code. The full size washer and dryer were replaced in 2022 and are located in the laundry room with storage area across from the front door behind the carport along with the hot water heater. Maintenance-free Florida lifestyle at its best!
Listing Agent: Terry Hayes (941-302-3100)
3924 ASHWOOD LN #59, SARASOTA, FL 34232
$188,00021 Days on yellowkey MLS ID: N6143712
REDUCED by $11,000 (5.5%) on 04/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1973Monthly Fee: $685 Tax: $1,781 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$1,781
Remarks: Now offered at a newly improved price, this 2-bedroom, 2-bath villa presents an outstanding opportunity in a highly desirable 55+ community, combining value, location, and low-maintenance living. This light and bright home features an open living and dining area plus a versatile den ideal for a home office, hobby room, or additional guest space. The enclosed Florida room provides year-round enjoyment and added living space, perfect for relaxing or entertaining. A private laundry room with utility sink and extra storage adds convenience. Recent updates provide peace of mind and enhance overall appeal. The spacious primary suite includes a walk-in closet and an en-suite bathroom with an accessible shower. The guest bedroom is well-suited for visitors while maintaining flexibility for everyday use. Residents enjoy resort-style amenities including a heated pool, fitness center, clubhouse, shuffleboard, library, and an active social calendar. This welcoming community offers a true Florida lifestyle with strong neighbor connections. Located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, hospitals, and arts and culture. Bobby Jones Golf Club is just blocks away, featuring a recently renovated course and modern facilities. Ideal as a full-time residence, seasonal home, or investment opportunity, this villa delivers exceptional value at its new price point in one of Sarasota’s most convenient locations.
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Scott Swonger (941-600-3534)
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