Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
809 SIGSBEE LOOP, SARASOTA, FL 34240
$1,400,0009 Days on yellowkey MLS ID: A4699879
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2492 Built: 2021Monthly Fee: $500 Tax: $11,743 (2025)Community: Shoreview/Larewood Ranch WaterSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,743
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Experience luxury, maintenance free living in Shoreview at Waterside. This award-winning 3-bedroom, 3-bath home with a den and private pool & spa sits on an oversized lot bordered by greenways on two sides, offering exceptional privacy with no neighbor to the right. This former designer model earned 2nd Place in Transitional Design by the American Society of Interior Designers (2023) and was featured in Home & Design Magazine (Suncoast Edition, Fall 2023). The thoughtfully designed interior showcases a gourmet kitchen with quartz countertops, a large island, KitchenAid stainless steel appliances, and a wine bar, flowing into an elegant great room and dining area. The spacious primary suite features a custom walk-in closet, while two guest bedrooms—including a private ensuite—and a versatile den provide comfort and flexibility. Outside, enjoy your own private oasis with a saltwater pool and spa, outdoor kitchen, firepit, and peaceful greenway views. Additional highlights include designer lighting, custom window treatments, premium finishes throughout, hurricane shutters, and a whole-house generator. This exceptional designer home is beautifully appointed and ready for immediate enjoyment.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
9132 BERNINI PL, SARASOTA, FL 34240
$749,00024 Days on yellowkey MLS ID: TB8525409
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2118 Built: 2023Monthly Fee: $116 Tax: $7,671 (2024)Community: Artistry SarasotaSingle Family
Taxes:$7,671
Tax Year: 2024
Remarks: Best Westward Facing Sunset View - Motivated Seller - Hurricane Proven Resistant - Stunning Lakefront Home in Artistry Sarasota*The Dali Model* Welcome to 9132 Bernini Place, a breathtaking lakefront home in the sought-after Artistry Sarasota community. This elegant Dali model, completed 10/2023, offers 2,118 square feet of thoughtfully designed living space, one floor living, within a gross area of 3,041 square feet. The open layout seamlessly blends comfort and style, ideal for modern Florida living. Situated on a generous 10,409 sq. ft. lot, this home offers full season westward-facing sunsets from the grand room, with large sliding glass doors framing serene views of one of the neighborhood's largest lakes. With no direct-facing neighbors behind, privacy and tranquility are unmatched. The three-car garage provides ample room for an extra vehicle or a golf cart—perfect for exploring the vibrant community. Artistry Sarasota is renowned for its luxurious amenities, including a state-of-the-art fitness gym, pickleball court, yoga studio, and an outdoor community swimming pool. Conveniently located off I-75, this home is two exits south of the newly built shopping and dining destination at University and just a short drive from the world-famous beaches of Siesta Key, Lido Key (St. Armands Circle), and Longboat Key. Best of all, the property is not in a flood plain, offering peace of mind along with its prime location. Combining elegance, comfort, and resort-style living, this home is the perfect retreat for snowbirds, yet offers the best for a full time homeowner, as well.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
1100 IMPERIAL DR #108, SARASOTA, FL 34236
$569,00076 Days on yellowkey MLS ID: A4692243
REDUCED by $30,000 (5.0%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1262 Built: 1971 Tax: $7,769 (2025)Community: Bays Bluff Atps Sec 1Spa: YesCondo
Taxes:$7,769
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: MOTIVATED SELLER! DON'T MISS THIS OPPORTUNITY! This 1st floor end-unit directly faces Sarasota Bay and offers the ability to walk right out to the bayfront. As the largest floor plan available in Bay’s Bluff, the residence spans the entire width of the building and, with its expansive windows, offers either sunrise or sunset views from every room - - - and wonderful cross breezes! * * * Nicely updated, this unit is move-in ready with some furniture included. Hurricane-impact windows provide added peace of mind. The screened lanai is a wonderful place to sit, relax and watch the seabirds, sailboats, and breathtaking sunsets. * * * Bay’s Bluff is a charming, pet-friendly mid-rise community. Are you a dog lover? Imagine being able to take your dog out directly from your unit and walk with them along the bayfront. * * * The waterfront heated pool and grill area are ideal for hosting a sunset cocktail party or cookout. Or relax at the water’s edge in an Adirondack chair on the community’s 267-foot private seawall, where the soothing sounds of the bay will calm your mind and spirit. * * * Location, location, location! Publix grocery is conveniently located just across the street; The Bay Park, Sarasota’s 53-acre cultural and waterfront destination, is only two blocks away; downtown Main Street is just one mile away, offering easy access to world-class dining, theaters, galleries and shopping; the Sarasota-Bradenton Airport is 4 miles away; and one of Sarasota’s many wonderful beaches lies just on the other side of the Ringling Bridge that you can see from the lanai. * * * Don’t miss this rare opportunity to own a premier bayfront residence in downtown Sarasota, with water views and a prime location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000686 Days on yellowkey MLS ID: N6134516
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1487 Built: 1979Monthly Fee: $567 Tax: $3,642 (2023)Community: Vivienda At The MeadowsVilla
Taxes:$3,642
Tax Year: 2023
Remarks: Resort-Style Living Maintenance-Free includes Tile Roof. One of Sarasota’s most desirable communities. This spacious 2 bedroom, 2 bath, car garage home offers multiple living areas, including a living room, open-concept kitchen/family/dining area, and tranquil greenbelt view from the lanai. Ideally positioned not direct-facing neighbors, this home boasts a generous front yard and privacy. Enjoy true ease of living—landscaping and TILE roof maintenance are covered by the HOA, with reserves in place for future care. Recent upgrades include HVAC (2021), Water Heater (2023), Washing Machine (2024), Refrigerator (2022), as well as a new kitchen faucet, range hood fan, and light (2024). The Meadows Country Club offers membership access to 54 holes of golf, 17 Har-Tru tennis courts, pickleball, a junior Olympic-size pool, fitness center, two restaurants, and over 200 annual events. Explore 14 miles of scenic walking, biking, and nature trails, all just minutes from downtown Sarasota, UTC Mall, and I75. Come home to comfort, community, and the carefree lifestyle you’ve been looking for. Resort-Style Living in The Meadows Golf & Country Club Welcome to The Vivienda, a maintenance-free enclave within The Meadows, one of Sarasota’s most desirable communities.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY (941-207-5055)
Listing Agent: Janet Linaburg (941-225-5289)
763 JOHN RINGLING BLVD #22, SARASOTA, FL 34236
$460,000104 Days on yellowkey MLS ID: A4690386
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963 Tax: $6,327 (2025)Community: Sarasota HarborCondo
Taxes:$6,327
Elementary School: Southside Elementary
Remarks: Brand new AC unit for the ultimate peace of mind. Few addresses in all of Sarasota deliver what 763 John Ringling Blvd offers every single day: direct, unobstructed views across Sarasota Bay with St. Armands Circle, Lido Key, and the sparkling Gulf of Mexico as your permanent backdrop. This is one of the most coveted waterfront corridors on the Gulf Coast, and this beautifully updated two-bedroom, one-bath residence puts you right in the middle of it. Step outside and you are standing on the bay seawall with private community boat docks at your feet and open water stretching to the horizon. Dolphins cruise the shoreline in the morning. The Ringling Causeway glows gold at sunset. The bayfront community pool, shuffleboard courts, and waterfront walkway give residents every reason to stay close to home, while St. Armands Circle sits just minutes away across the bridge with its world-class European-style dining, boutique shopping, and lush tropical gardens. Inside, the residence has been thoughtfully updated with hardwood floors, a refreshed kitchen with new appliances, and the rare convenience of an in-unit washer and dryer. The layout offers the right balance of comfort and ease, ideal for a full-time residence, seasonal retreat, or income-producing rental. The address itself carries genuine historical significance. Unit 22 sits within the Harding Circle Historic District, a landmark community envisioned by circus magnate John Ringling and listed on the National Register of Historic Places since January 2001. This is not just a home. It is a piece of Sarasota's founding story. Downtown Sarasota's waterfront arts district, marina, and restaurant scene are minutes away. Lido Beach is just over the causeway. For buyers relocating from the Northeast or Midwest, this property delivers the Gulf Coast lifestyle at an exceptional entry point: waterfront, walkable, and fully updated, with boat docking access and panoramic bay views that simply cannot be replicated at this price.
Listing is courtesy of: BEYOND REALTY LLC (941-467-4673)
Listing Agent: Darren Dowling (941-204-0493)
5526 CHANTECLAIRE #31, SARASOTA, FL 34235
$449,90084 Days on yellowkey MLS ID: A4689277
REDUCED by $10,100 (2.2%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1838 Built: 1985Monthly Fee: $617 Tax: $2,477 (2025)Community: ChanteclaireVilla
Taxes:$2,477
Remarks: Virtually Staged. Welcome to this beautifully reimagined villa in the highly sought-after Meadows community, where timeless design meets modern sophistication. This fully renovated residence offers 2 bedrooms with a flexible third space that can serve as a private den, office, or easily function as a third bedroom tailored to fit your lifestyle. Every detail has been thoughtfully curated, showcasing a light, bright interior with an elegant, airy aesthetic. As reflected in the virtual staging, the open-concept design is complemented by clean lines, upscale finishes, and a seamless flow between living spaces perfect for both relaxed everyday living and effortless entertaining. Natural light fills the home, enhancing the soft, neutral palette and creating a warm yet refined ambiance throughout. Ideally located in The Meadows, known for its lush landscapes, walking trails, and proximity to dining, shopping, and Sarasota’s finest amenities, this residence offers the perfect balance of tranquility and convenience. Unlock exceptional living in one of Sarasota’s most desirable communities.
Listing is courtesy of: LUXEKEY REAL ESTATE LLC (941-404-3173)
Listing Agent: Robin Eekhof (941-504-1941)
365 OAK HILL WAY #32, SARASOTA, FL 34232
$269,900195 Days on yellowkey MLS ID: A4677958
REDUCED by $10,100 (3.6%) on 07/12/2026
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.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Laura Flood (941-725-2500)
8420 WEBBER RD, SARASOTA, FL 34240
$1,250,00012 Days on yellowkey MLS ID: A4700038
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3104 Built: 2010Monthly Fee: $133 Tax: $5,532 (2025)Community: Regent LakeSpa: NoSingle Family
Taxes:$5,532
Remarks: Virtually Staged. Nestled within the exclusive enclave of Regent Lake, an intimate community of just 13 residences, this exceptional lakefront estate offers a rare opportunity to enjoy refined living on more than an acre overlooking a picturesque spring fed lake. Showcasing the sought after Osprey floor plan, this thoughtfully designed four bedroom, three bathroom residence spans more than 3,100 square feet and includes a private office, an oversized three car garage, and a split floor plan that balances elegant entertaining with everyday comfort. A long approach welcomes you to a setting defined by privacy, tranquility, and sweeping water views. Inside, the spacious living areas are thoughtfully designed to capture the beauty of the surrounding landscape while providing an inviting flow for both everyday living and entertaining. The gourmet kitchen is the heart of the home, featuring granite countertops, custom wood cabinetry, stainless steel appliances, a built in oven and microwave, cooktop, walk in pantry, center island, breakfast bar, and a charming morning room overlooking the grounds. The primary suite serves as a peaceful retreat with direct access to the lanai and pool, serene lake views, dual closets, dual vanities, a soaking tub, and a separate walk in shower. Designed to embrace Florida's indoor outdoor lifestyle, the screened lanai and sparkling pool provide the perfect backdrop for entertaining or quiet evenings watching spectacular sunsets over the water. The expansive homesite offers a private fenced area for pets and abundant opportunities to enjoy the natural beauty and wildlife surrounding the lake. Thoughtful improvements include a new air conditioner and water heater in 2025, Bahama hurricane shutters, a whole house generator with a buried 500 gallon propane tank, a reinforced 150 mile per hour rated garage door, added attic insulation, and beautiful new flooring throughout all bedrooms. With low HOA fees, no CDD fees, and a location just minutes from shopping, dining, top rated schools, and Sarasota's world renowned beaches, this is more than a home. It is an opportunity to enjoy the privacy of an estate sized waterfront home with the convenience of city amenities nearby.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Stefanie Palmer (937-657-5079)
330 CROSBY CT, SARASOTA, FL 34237
$365,90056 Days on yellowkey MLS ID: A4695945
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1537 Built: 1959 Tax: $2,417 (2026)Community: Melody HeightsSingle Family
Taxes:$2,417
Elementary School: Tuttle Elementary
Tax Year: 2026
Remarks: Virtually Staged. One or more photos have been virtually staged. Positioned in one of 34237’s most desirable and high-upside pockets, this 3-bedroom home offers the ultimate central lifestyle. Located just minutes from the quartz sands of Siesta Key Beach, the vibrant Downtown Arts District, Selby Gardens, and the Sarasota Memorial corridor, this mid-century block home perfectly balances character, location, and opportunity. Beyond the peace of mind of a newer roof, the residence showcases timeless mid-century elements, anchored by beautiful, seamless terrazzo flooring and striking exposed beam ceilings. The floor plan flows effortlessly, beginning with a curated kitchen that embraces its mid-century roots with bold turquoise cabinetry, stainless steel appliances, and a French-door refrigerator. The kitchen opens directly to an inviting dining area, while the neutral, sunlit living room provides an ideal layout for effortless entertaining or relaxed everyday living. The primary suite is bathed in natural Florida light through dual windows, balanced by a classic accent tone that adds distinct character. The third bedroom offers complete flexibility as a dedicated executive office, creative studio, or fitness space. A classic, pristine bathroom features a generous vanity and a deep tub/shower combination. For quiet moments, a versatile bonus room serves as a sun-drenched reading nook or a seamless bridge to the outdoors. Practicality meets lifestyle with a dedicated interior laundry and utility room equipped with built-in storage. Outside, the property transforms into a private tropical retreat, complete with mature landscaping, curated garden beds, and a substantial storage shed perfectly sized for your beach gear, e-bikes, and tools. With local farmers markets, neighborhood cafés, and cultural venues just around the corner—plus swift access to US-41, I-75, and SRQ Airport—this property is a rare find. Whether envisioned as a stylish primary residence, a seasonal getaway, or a short-term rental asset, this home delivers the quintessential Sarasota lifestyle at an increasingly rare price point. This kind of opportunity in central Sarasota doesn't sit long. Let's get you in for a private showing.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Brandy Loebker (941-404-4737)
5872 PAUMA CT, SARASOTA, FL 34232
$365,00068 Days on yellowkey MLS ID: A4694714
REDUCED by $10,000 (2.7%) on 06/20/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1373 Built: 1989Monthly Fee: $45 Tax: $2,527 (2025)Community: Deer HollowSingle Family
Taxes:$2,527
Remarks: Welcome to Deer Hollow! This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and value in one of Sarasota's most centrally located communities. Featuring an open and airy floor plan with high ceilings, tile flooring throughout the main living areas, and stylish stone countertops, this home is designed for easy Florida living. The spacious living area flows seamlessly to the kitchen and dining space, while sliding glass doors bring in plenty of natural light bring you out to the large screen lanai to enjoy the peaceful back yard. Enjoy peace of mind with solid block construction, a newer roof, and low annual HOA fees. The backyard provides room to relax, entertain, or let pets play, and the attached 1-car garage adds extra storage and convenience. Deer Hollow residents appreciate the quiet neighborhood setting with sidewalks and easy access to shopping, dining, parks, I-75, UTC Mall, downtown Sarasota, and world-famous Gulf beaches. Whether you're a first-time homebuyer, seasonal resident, or investor, this move-in ready Sarasota home is a fantastic opportunity you won't want to miss!
Listing Agent: Edward Bieker, Pa (941-525-6473)
3953 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$384,900310 Days on yellowkey MLS ID: A4665903
REDUCED by $5,099 (1.3%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 1981Monthly Fee: $438 Tax: $2,346 (2024)Community: Glen Oaks ManorSingle Family
Taxes:$2,346
Remarks: Welcome to 3953 Glen Oaks Manor Drive, a beautifully maintained residence offering a rare blend of privacy, thoughtful updates, and central Sarasota convenience in one of the city’s most established and tranquil communities. Step inside to a light-filled layout centered around an enclosed atrium, creating a calming indoor-outdoor connection that’s perfect for relaxing, entertaining, or showcasing plants and décor. The home has been well cared for with major improvements already completed, including a new roof (2023), impact windows, A/C replaced in 2019, updated electrical panel, and replaced water supply lines, providing peace of mind for years to come. An enclosed porch adds approximately 132 square feet under air, offering flexible space ideal for a home office, reading nook, or hobby room. The guest bedroom features a queen-size Murphy bed, allowing the room to function effortlessly as both a bedroom and a multi-purpose space. Out back, the lushly landscaped lanai creates a private garden retreat—perfect for morning coffee, quiet evenings, or simply enjoying Florida’s indoor-outdoor lifestyle. Additional features include a whole-house water softener with reverse osmosis system in the kitchen, tree-lined streets, and a welcoming, walkable neighborhood ideal for biking and leisurely strolls. Glen Oaks Manor is centrally located just minutes from the Bobby Jones Golf Club, shopping, dining, downtown Sarasota, and area beaches—offering a peaceful residential setting without sacrificing accessibility. This is an excellent opportunity to enjoy a low-maintenance Florida lifestyle in a quiet, well-established Sarasota community.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Matthew Hickey (941-539-6773)
4870 TIVOLI CT, SARASOTA, FL 34235
$424,900155 Days on yellowkey MLS ID: A4675116
REDUCED by $25,000 (5.6%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2147 Built: 1988Monthly Fee: $919 Tax: $3,866 (2025)Community: Longwood Villas Unit 3Single Family
Taxes:$3,866
Elementary School: Emma E. Booker Elementary
Remarks: NEW ROOF (2026), Awesome lake views! You will not find a better lake view out there, and it is a real lake! Well-maintained 3-bedroom, 2-bath home offering 2,147 square feet under air with a 2-car garage. Major updates include a new tile roof (2026), new A/C (2024), new electric panel (2020), and includes an auxiliary generator (2020) with included propane tanks. Most windows have been upgraded to impact glass (excluding sliders and kitchen window) (2018). The kitchen features granite counters, custom cabinets and stainless-steel appliances. Both bathroom showers have ceramic tile all the way up to the ceiling. As already stated, the home offers one of the best lake views, visible from the owner's suite, main living areas and large screened lanai. A spacious, private side courtyard provides additional outdoor living space, ideal for entertaining and relaxing. Basically, you have outside living along the back and entire side of the home. No CDD"s. HOA handles roof replacement and repairs; outside painting; pressure washing; irrigation and pump; driveway and walkway repairs; and mowing, trimming and edging. Also, because the HOA handles the roof and exterior, the homeowner's insurance is lower than it would be on a single family home. Even though this home is called a villa, it is like a single family home because there are no shared living walls. Kayaking and canoeing are allowed on the lake, for leisure, fishing or wildlife watching. Conveniently located near UTC Mall, Downtown Sarasota, Mote Marine, Whole Foods, Fresh Market, tons of restaurants, shopping and a short drive to the best beaches around.
Listing is courtesy of: HOOVER REALTY LLC (941-266-5623)
Listing Agent: Garin Hoover (941-266-5623)
6391 WATERSTONE PL, SARASOTA, FL 34240
$350,0006 Days on yellowkey MLS ID: A4700862
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1648 Built: 2024Monthly Fee: $139 Tax: $4,891 (2025)Community: Avanti/WatersideTownhouse
Taxes:$4,891
Remarks: Virtually Staged. Welcome home to this stunning two-story townhouse in Avanti at Waterside, located in the highly sought-after Waterside at Lakewood Ranch area of Sarasota, Florida. This beautifully designed residence features 3 bedrooms, 2.5 bathrooms, and a one-car garage, offering the perfect combination of modern style, low-maintenance living, and quality construction. Built entirely with concrete block construction and equipped with impact-rated, energy-efficient windows and doors, this home provides exceptional durability, energy efficiency, and peace of mind. Step inside to a bright, open-concept floor plan filled with natural light and thoughtfully designed for both everyday living and entertaining. The first floor features an inviting living area with peaceful garden views, creating a relaxing backdrop for daily living. Upgraded finishes throughout elevate the home beyond typical builder-grade standards. The stylish kitchen showcases quartz countertops, sleek cabinetry, stainless steel appliances, contemporary fixtures, and a functional layout that flows seamlessly into the dining and living areas, making it ideal for gathering with family and friends. Upstairs, you'll find three generously sized bedrooms, along with a conveniently located laundry room, providing comfortable living and flexibility for family, guests, or a home office. The spacious primary suite offers a relaxing retreat, while the additional bedrooms are perfectly suited to accommodate a variety of lifestyles. From your front door, enjoy a short walk or bike ride to Kingfisher Lake, Waterside Place, Waterside Park, waterfront dining, weekend farmers markets, live entertainment, and the vibrant community events that make Waterside one of the most desirable destinations in Lakewood Ranch. Conveniently located near University Town Center, downtown Sarasota, and the world-renowned Gulf Coast beaches, Avanti at Waterside offers the ideal balance of convenience, recreation, and an active, walkable lifestyle. Spend your weekends exploring the sugar-white sands of Siesta Key Beach, shopping and dining at St. Armands Circle, or relaxing at Lido Beach—all approximately 30 minutes away. Whether you're searching for a primary residence, a seasonal retreat, or an investment opportunity, this exceptional home offers modern finishes, quality construction, and an outstanding opportunity to own in one of Sarasota's premier communities. Don't miss your chance to make this beautiful home your own—make it your Home Sweet Home today!
Listing is courtesy of: SINGH RE LLC (561-352-4811)
Listing Agent: Sunny Singh (561-352-4811)
86 ARBOR OAKS DR, SARASOTA, FL 34232
$585,00013 Days on yellowkey MLS ID: A4700260
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2482 Built: 2014Monthly Fee: $75 Tax: $5,975 (2025)Community: Arbor OaksSingle Family
Taxes:$5,975
Middle School: Brookside Middle
Remarks: Nestled at the end of a peaceful cul-de-sac in Arbor Oaks, a private enclave in the heart of Sarasota, this 2-story residence offers a rare blend of privacy and location. This 3-bedroom, 2.5-bath home features a spacious open floor plan built in 2014, centered around a gourmet kitchen with custom Thomasville cabinetry, 3cm granite countertops, a designer glass backsplash, stainless steel appliances, and a large island with breakfast bar seating. Laminate wood flooring extends throughout, complemented by custom paint, wood trim molding, and decorative lighting fixtures. The main-floor primary suite includes a large walk-in closet and an en-suite bath finished with granite countertops and 12x24 tile. Upstairs, additional bedrooms are joined by an oversized bonus loft offering flexible space for a home office, media room, or studio. A 2-car garage, 2 HVAC systems, and Kevlar hurricane screen protection add to the home's practical upgrades. Outside, a large, open patio provides generous space for outdoor living, with room remaining for a future pool. Just 3.5 miles from downtown Sarasota, with easy access to the Sarasota Opera House, the Farmers Market, St. Armands Circle, and Gulf Coast beaches. A distinctive offering in one of Sarasota's most established communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Beth Ann Boyer (941-780-6606)
2700 COCONUT BAY LN #419, SARASOTA, FL 34237
$174,950419 Days on yellowkey MLS ID: S5127342
INCREASED by $20,000 (12.9%) on 05/25/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1974Monthly Fee: $299 Tax: $1,696 (2024)Community: Sarasota PalmsCondo
Taxes:$1,696
Remarks: Welcome to the luxurious gated community of Sarasota Palms! This beautifully updated first-floor condo is a perfect blend of comfort, convenience and elegance. As you enter the home, you will be greeted by the beautiful tray ceilings and the warmth of the solid wood cabinetry and granite countertops in the kitchen, with the same tasteful upgrades carrying on into the bathroom. This home also features updated laminate flooring in the bedroom, recently installed double paned hurricane windows and sliding doors, and a screened in porch for you to sit outside and enjoy your morning coffee. The clubhouse is a fantastic amenity for residents, featuring a fully equipped fitness center, sauna, upgraded theatre room, billiards room, and business center, complete with WiFi throughout the community. You'll also have access to the largest pool and fitness center of any association in Sarasota County. Bring your furry friend to the large fenced dog park or enjoy the playground and tennis courts. Host a barbecue in the grilling and picnic area or take a relaxing walk around the lake. This condo is conveniently located near the Ed Smith Stadium, the spring training home for the Baltimore Orioles. You'll also be just minutes away from downtown Sarasota and the nearby marina. For beach lovers, St. Armand's Circle and Lido Key are only 5 miles away, offering some of the most beautiful powder sand beaches in the world. Plus, the Sarasota/Bradenton International Airport is just a short 5-mile drive away. This condo is perfect for those who value comfort, convenience, and luxury living. Whether it’s a primary residence, second home, or an investment, don't miss out on the opportunity to make this yours! Seller financing and rent-to-own options are available. Seller financing available with 40% down payment, at a 6.9% interest rate with a 1 year balloon period on a 10 year amortization schedule. Other terms can be offered with 20% down.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Amber Koepke (512-630-8394)
35 WATERGATE DR #906, SARASOTA, FL 34236
$2,699,000288 Days on yellowkey MLS ID: A4668452
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2799 Built: 2003 Tax: $29,100 (2024)Community: The Tower ResidencesCondo
Taxes:$29,100
Elementary School: Alta Vista Elementary
Remarks: Welcome to refined Ritz-Carlton living on Sarasota Bay, where you can experience timeless elegance in this rare corner residence at The Ritz-Carlton Tower Building, and every detail has been thoughtfully reimagined for modern luxury. Positioned to capture sparkling bay waters and lively energy of Sarasota’s cityscape, this home offers luminous morning sunrises, breathtaking evening sunsets and a glittering skyline by night. Inside, expansive windows wrap the living spaces in natural light, while refined designer finishes create a serene and sophisticated backdrop. The chef’s kitchen is a centerpiece, with dramatic quartzite countertops, all-new Wolf and Sub-Zero appliances, and a custom bar ideal for entertaining. Custom built-ins throughout elevate form and function. With two spacious bedrooms plus an additional bedroom set up as an office, three full baths, and multiple terraces, including an oversized patio ideal for alfresco dining with water views, this residence blends comfort and elegance at every turn. Private elevator entry, premium finishes, exquisite wall coverings, and thoughtful design selections further enhance the sense of ease and refinement. Life at The Ritz-Carlton extends far beyond the residence. The building has been recently refreshed with a newly reimagined lobby and enhanced by commercial flood protection for peace of mind. From the convenience of valet and concierge service to world-class amenities, every element ensures a lifestyle defined by security, sophistication and the legendary Ritz-Carlton standard of excellence. This is more than a home, it is a rare opportunity to embrace the best of waterfront serenity and cosmopolitan energy, with the prestige of Ritz-Carlton living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
1781 OLYMPIA FIELDS ST, SARASOTA, FL 34234
$145,00034 Days on yellowkey MLS ID: A4697535
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 940 Built: 1963Monthly Fee: $137 Tax: $2,553 (2025)Community: Tri-Par EstatesMobile Home
Taxes:$2,553
Remarks: Tri-Par Estates is a Recreation Development and State Park. YOU OWN THE LAND UNDER YOUR HOME. HUGE SIDE YARD FOR MAXIMUMN PRIVACY. 2 bedrooms; 1.5 bathrooms. Floor covering = carpet and laminate. New hot water tank. Washer & Dryer. Work/storage shed. Secure roof. Double-Strength Tie-Downs. You will really like the large bedrooms and the open floor plan, large kitchen next to the dining area. TRI-PAR has for you: Huge heated or cooled pool. + Spa + Fitness center. + Parties + Dances + Clubs, etc. For only $1,648 per year ($137.33/per month) (billed yearly with your tax bill) you’ll receive Garbage Collection, Internet, Road and Pool maintenance and much more. Lovely beaches, UTC Mall, houses of worship and much more are within easy drive. Better arrange a showing ASAP. Don’t get caught in the bidding war ! ! !
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: John Alexander (941-724-5907)
1097 WILLIS AVE, SARASOTA, FL 34232
$414,900141 Days on yellowkey MLS ID: A4685461
REDUCED by $10,000 (2.4%) on 06/29/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1855 Built: 1974 Tax: $4,452 (2024)Community: Peaceful Vista HomesSpa: NoSingle Family
Taxes:$4,452
Remarks: Virtually Staged. Looking for space, flexibility, and freedom without HOA restrictions? This 4-bedroom, 2-bath Sarasota pool home offers exactly that. The backyard is built for enjoying Florida living, featuring a private pool, tiki hut, outdoor entertaining space, and a storage shed for added functionality. Whether you're hosting friends, relaxing by the water, or simply enjoying the sunshine, this outdoor setup creates a true backyard retreat. The front and side yard also offer a ton of activity space due to the corner lot positioning. Inside, the home offers a spacious and adaptable layout with multiple living areas that can easily be tailored to your needs. Create a formal dining area, home office, media room, playroom, or additional lounge space depending on your lifestyle. The kitchen has been updated with granite countertops, refreshed cabinetry, and newer appliances, blending practicality with a clean modern feel. The home also features solar panels to help offset electric costs, plus a newer well and septic system for added peace of mind and efficiency. Conveniently located near UTC Mall, Downtown Sarasota, Nathan Benderson Park, Bobby Jones Golf Club, Siesta Key Beach, shopping, dining, dog parks, sports fields, and everyday essentials, this property combines accessibility with the flexibility that’s becoming harder to find in Sarasota. If you’ve been searching for a pool home with room to spread out and fewer restrictions, this is an opportunity worth seeing.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
5146 HARPERS CROFT #13, SARASOTA, FL 34235
$249,0009 Days on yellowkey MLS ID: A4699919
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1054 Built: 1981Monthly Fee: $70 Tax: $1,668 (2025)Community: Harpers CroftSpa: NoCondo
Taxes:$1,668
Remarks: Experience the lifestyle, natural beauty and unbeatable Sarasota location of The Meadows! Set among approximately 1,650 acres of open space, more than 85 lakes and waterways, canopied oak trees and 14 miles of walking and biking trails, this sought-after community offers a peaceful setting, an active social atmosphere and endless opportunities to connect and enjoy the outdoors. Ideally located near I-75 and just minutes from University Town Center, Nathan Benderson Park, downtown Sarasota, shopping, dining, cultural attractions and the area’s world-famous beaches, this charming first-floor end-unit condominium offers the perfect combination of comfort, convenience and Florida living. Inside, you will find two bedrooms, two full bathrooms and a desirable split-bedroom floor plan that provides added privacy for residents and guests. The updated kitchen features newer appliances and opens to the main living and dining areas, creating an easy flow for everyday living and entertaining. Step outside to the screened-in lanai and enjoy peaceful nature views and lush greenery. The spacious primary suite includes generous closet space and a private bathroom with a therapeutic walk-in tub featuring a transferable lifetime warranty. Additional improvements include an updated HVAC system with an enhanced indoor air-quality purification component and easy-care flooring throughout. Whether you are searching for a full-time residence, seasonal retreat or Sarasota getaway, this welcoming end unit offers comfort, convenience and the opportunity to enjoy everything The Meadows lifestyle has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Goldstein (941-587-3876)
5162 BOCA RATON AVE, SARASOTA, FL 34234
$109,000276 Days on yellowkey MLS ID: A4669539
REDUCED by $10,000 (8.4%) on 05/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 780 Built: 1960Monthly Fee: $132 Tax: $2,678 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$2,678
Remarks: Virtually Staged. Move-in Ready Home| NO Flood Zone | No lot rent | Financing Available| Enjoy the Sarasota lifestyle in this beautifully remodeled 3-bedroom, 1-bath turnkey home located in Tri-Par Estates, known for its resort-style amenities and unbeatable location. This 55+ community is just minutes from downtown Sarasota, marinas, dining, museums, SRQ Airport, and the world-famous beaches of Siesta Key and Lido Key. Step inside to discover a bright, open layout, a new kitchen, and thoughtful finishes throughout. The home has been fully renovated, including energy-efficient mini-splits for year-round comfort. Tri-Par Estates delivers resort-style amenities: a large pool, a brand-new large spa (nearly finished), a tiki hut, pickleball, a fitness center, shuffleboard, mini-golf, horseshoes, and game rooms with ping-pong and billiards, plus arts & crafts and a lively clubhouse that hosts dinners, dances, meetings, and yes, bingo. Ownership here is simple: you own the land, and there’s no separate HOA payment; the annual $1,648 assessment is included in your property taxes. The community is golf-cart friendly, with optional RV/boat storage when space permits. Schedule your private showing today.
Listing is courtesy of: TOP FLORIDA HOMES (855-919-0458)
Listing Agent: Larissa Smith (614-338-5489)
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