Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
845 BENJAMIN FRANKLIN DR #302, SARASOTA, FL 34236
$444,00025 Days on yellowkey MLS ID: A4685441
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 756 Built: 1974 Tax: $5,928 (2025)Community: Presidential TheCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,928
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: BEACH LOVERS WANTED! You can experience the Lido Key lifestyle daily in this updated 1-bedroom + den 3rd floor Condo with pool and peakaboo view of the Gulf of Mexico. Ideally located directly across from Lido Beach and a short walk to St. Armand Circle, Ted Sperling Park, and Lido Beach Park. Perfect for easy beach-to-door living!! With only 40 Units, this Boutique Community is your perfect hideaway. The property abounds with palm trees and exotic plants. There is elevator access or two sets of stairs. Recent Condo updates include custom reclaimed wood kitchen & bathroom cabinetry (from the Brooklyn Shipyard), newer appliances-stone tiled bathroom- air conditioning-hot water heater-and impact sliding doors. Being offered completely furnished (*except some artwork, antiques)- just bring your suitcases! The Bayrunner Trolley stops out front and is free. Enjoy Sarasota's extensive Arts, Restaurants and nightlife without ever worrying about parking after your day in the sun. Make an appointment to see this gem now.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
225 HOURGLASS WAY #106, SARASOTA, FL 34242
$575,00043 Days on yellowkey MLS ID: A4683200
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,566 Tax: $3,860 (2025)Community: Whispering SandsCondo
Taxes:$3,860
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Step into your own island retreat with this rare ground floor END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, a skip trowel ceiling, and a spacious light-filled living space with sunny west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ x 4’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed LED lighting with dimmer. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak—all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
1732 SHORELAND DR, SARASOTA, FL 34239
$1,995,00048 Days on yellowkey MLS ID: A4682616
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3790 Built: 2018 Tax: $20,697 (2025)Community: Shoreland Woods SubSingle Family
Taxes:$20,697
Remarks: Welcome to modern West of Trail living — where space, style, and location come together in one of Sarasota’s most desirable family neighborhoods. Designed for the buyer who wants room to grow without sacrificing lifestyle or convenience, this stunning newer construction home offers the perfect balance of luxury, functionality, and everyday ease. From the moment you arrive, the quiet, tree-lined streets and classic white-picket-fence charm of the neighborhood set the tone. Surrounded by multi-million-dollar homes and a true community feel, this is the kind of place where families ride bikes in the evenings, walk to school, and enjoy a relaxed yet refined Sarasota lifestyle. Step through the front door and into a dramatic, light-filled foyer that immediately showcases the home’s modern aesthetic and open, airy design. Soaring ceilings, sleek lines, and expansive glass create a sense of volume and energy, while the open-concept floor plan delivers the flexibility today’s families need. The main living space flows effortlessly into a designer kitchen featuring an oversized island, premium appliances, custom cabinetry, and abundant storage — ideal for casual family dinners or entertaining friends. With five bedrooms plus a dedicated office and a spacious bonus room/loft, this home was designed around real life. Whether you need guest space, a media room, playroom, or homework zone, there is room for everyone to spread out while still feeling connected. One of the most unique features is the flexibility of having a choice of a primary suite on the first or second floor, making the home ideal for multi-generational living, long-term flexibility, or simply choosing the layout that best fits your lifestyle. Outside, the lifestyle continues. The heated pool and outdoor kitchen create an effortless indoor-outdoor flow perfect for weekend gatherings or quiet evenings at home. Unlike many tropical properties, the landscaping is intentionally low-maintenance, giving you the beauty of a resort-style setting without endless upkeep — more time enjoying, less time working. Built above the flood plain, this home offers an important advantage for peace of mind and long-term savings: no flood insurance required. Modern construction standards, quality materials, and hurricane-rated features ensure durability and efficiency for years to come. Location is everything, and this one is hard to beat. Walk to highly rated Southside Elementary and the boutiques and restaurants of Southside Village. Enjoy dinner just a block away at some of Sarasota’s most loved restaurants. Spend your weekends at Siesta Key Beach or downtown Sarasota — both just about eight minutes away — then return home to a quiet, suburban setting that feels private, safe, and unmistakably family-friendly. This is more than just a beautiful modern home — it’s a lifestyle designed around space, comfort, and connection in one of Sarasota’s most coveted neighborhoods. If you’ve been searching for a move-in-ready home with bedrooms to spare, a pool, modern design, and a location that checks every box, this is the one. Schedule your private showing and experience West of Trail living at its best.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
2311 SUNNYSIDE PL, SARASOTA, FL 34239
$625,000Listed 04/03/2026 3:41PM MLS ID: A4688119
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2218 Built: 1957 Tax: $6,298 (2025)Community: Sunnyside ParkSingle Family
Taxes:$6,298
Remarks: Welcome to this SOUTHGATE pool home in the heart of Sunnyside Park—one of Sarasota’s most sought-after neighborhoods. Recently refreshed with fresh interior paint, this well-maintained 3-bedroom, 2-bath residence blends timeless character with thoughtful updates, offering comfort, functionality, and move-in-ready appeal. Inside, you’ll find a spacious layout highlighted by a brick-accented living room that brings warmth and charm. Natural light pours in through large windows and enclosed sliding doors, brightening both the main living space and separate dining area. Terrazzo floors run through most of the home, adding durability and classic Florida style. The split-bedroom floor plan provides ideal privacy, with a generously sized primary suite featuring its own en-suite bath. Step outside to your private Florida retreat, set on an extra-large lot. A screened lanai transitions seamlessly to a paved patio and open pool area, ideal for entertaining or relaxing in the sunshine year-round. The fully fenced backyard offers both privacy and space to spread out, while the oversized driveway provides ample parking. Located just minutes from US41, Siesta Key Beach, and downtown Sarasota, and zoned for top-rated schools including Southside Elementary and Brookside Middle, this home also places you close to Arlington Park’s trails, fitness center, and aquatic complex. With its fresh updates, flexible living spaces, and prime central location, this Southgate pool home is ready for its next owner—schedule your showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
209 GARFIELD DR, SARASOTA, FL 34236
$3,945,000Listed 04/03/2026 3:19PM MLS ID: A4688244
Bed: 6 Bath: 6.5 Liv Area Sq Ft: 3601 Built: 2021 Tax: $42,569 (2025)Community: Lido Beach Div BSingle Family
Taxes:$42,569
Remarks: There is only one – Shore Thing. Confident in name and effortless in design, Shore Thing captures the essence of coastal living with a refined, modern ease. Positioned a short stroll from the Lido Key’s beautiful beach with sweeping Gulf views, the residence blends natural textures, soft whites, and hues of blue to create a palette that feels both relaxed and elevated. Wicker accents, warm wood tones, and subtle gold finishes throughout the kitchen and baths introduce a layer of understated luxury that is both current and timeless. Designed for gathering across multiple levels, the home offers over 4,000 square feet of thoughtfully composed living space. The main living level features a fully equipped chef’s kitchen, expansive dining and living areas, and seamless access to a balcony for indoor-outdoor flow. Six bedrooms, including multiple en-suite retreats and custom bunk accommodations, provide flexibility for hosting family and guests with ease. A secondary club level introduces an additional living space complete with wet bar, gaming, and access to an upper terrace with panoramic views of the Gulf of Mexico, Lido Key, and downtown Sarasota. The rooftop deck offers a quiet vantage point for sunrise and sunset, reinforcing the home’s connection to its coastal surroundings. At ground level, the outdoor experience is equally considered — a resort-style pool and spa, covered patio with dining and lounge seating, outdoor grill, and recreational elements including ping pong create a private setting designed for both relaxation and entertainment. Ample parking, beach gear storage, and thoughtful utility spaces enhance everyday functionality. Playful in spirit yet composed in execution, Shore Thing is a residence that delivers exactly what its name suggests — a coastal experience that feels both certain and exceptional. This residence, teeming with innovative engineering and durable materials, is built to withstand coastal elements and the vibrancy of large gatherings and festive coastal vacations. More than a home, Shore Thing is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon. Furnishings available under a separate bill of sale.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
111 FAUBEL ST, SARASOTA, FL 34242
$1,525,000163 Days on yellowkey MLS ID: A4669276
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2214 Built: 1974 Tax: $15,461 (2024)Community: Siesta Rev ResubSingle Family
Taxes:$15,461
Tax Year: 2024
Remarks: Waterfront living at its finest on North Siesta Key. Located at the end of a quiet cul-de-sac in Bayou Louise, this property offers direct water access, coastal views, and a highly desirable island location. The open interior features vaulted ceilings, skylights, and generous natural light throughout. French doors open to a private sun deck, and a rooftop deck provides panoramic views for sunsets and star-gazing. A private dock offers easy access for boating and paddleboarding. Just minutes from Siesta Key Beach and Village and a short drive to downtown Sarasota, this home combines privacy with convenience. Additional features include impact windows, metal roofing and tankless water heater. Ideal as a primary residence, second home, or investment property with strong rental appeal.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
2347 BENEVA TER #2251, SARASOTA, FL 34232
$229,90058 Days on yellowkey MLS ID: A4680520
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1363 Built: 1978Monthly Fee: $559 Tax: $2,941 (2025)Community: Terraces Of Forest LakesCondo
Taxes:$2,941
Elementary School: Wilkinson Elementary
Remarks: PRICE IMPROVEMENT Seller Pays First 6 months of HOA Fee.....Move right into this UPDATED 2 BEDROOM, 2 BATH CONDO . . . FIRST FLOOR END UNIT . . . . . COVERED ASSIGNED PARKING RIGHT AT THE FRONT DOOR . . . OPEN AND BRIGHT . . . INDOOR OUTDOOR PATIO SPACE . . .SPLIT FLOOR PLAN . . . Introducing a beautifully updated 2-bedroom, 2-bath condo centrally located in Terraces of Forest Lakes off Beneva. The tasteful updates combine modern elegance with comfort and function. The newly updated contemporary kitchen with solid wood cabinets, quartz countertops, ceramic tile flooring and stainless steel appliances makes it a perfect space for cooking and entertaining. Both bathrooms have also been thoughtfully updated, enhancing the overall appeal of the home. The unit has been freshly painted, giving it a bright and inviting atmosphere throughout. Enjoy the convenience of a full-size washer and dryer right inside the home, eliminating the hassle of laundry days. Say goodbye to dated popcorn ceilings, as this condo proudly showcases updated ceilings, stylish new ceiling fans and recessed lighting, adding a fresh and airy ambiance to the living space. The enclosed lanai offers a serene spot to unwind, providing a perfect blend of indoor and outdoor living. For your convenience, covered carport parking is steps from your front door, keeping your vehicle protected from the Florida sun and ensuring easy access to your home. Located just a short distance from downtown Sarasota, the beautiful beaches of Lido and Siesta Key, and the scenic Legacy Trail, this condo is ideally situated for those who appreciate both leisure and convenience. Don’t miss the opportunity to make this exquisite condo your own! All information provided by the seller is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
3240 WALTER TRAVIS DR, SARASOTA, FL 34240
$1,799,0008 Days on yellowkey MLS ID: A4687576
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4504 Built: 1996Monthly Fee: $369 Tax: $8,015 (2025)Community: Laurel Oak Estates Sec 05Single Family
Taxes:$8,015
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Exquisite Laurel Oak Country Club - one of the most desirable neighborhoods in Sarasota. Experience refined luxury and timeless elegance in this spectacular residence within the exclusive, guard-gated Laurel Oak Country Club community. This 5-bedroom, 4-bath home offers approximately 4,500 square feet of living space, seamlessly blending sophisticated design with comfortable Florida living. Step inside to a flowing open floor plan filled with natural light, soaring ceilings, multiple pocket sliding doors to the outdoor, caged lanai and first class finishes throughout. The home features both formal living and dining rooms, adjacent to a stunning kitchen, breakfast area and great room with a cozy fireplace that opens effortlessly to the expanded lanai, creating a true indoor-outdoor living experience. The updated kitchen is a chef’s dream, featuring custom cabinetry, in drawer microwave, a wine refrigerator, and a spacious island perfect for entertaining. Plenty of cabinetry for storage of all your necessary cooking and entertaining items. At the rear of the home find a spacious sun/play room which adds versatility for recreation, relaxation, or family gatherings, while a full-sized bar creates the ultimate “man cave,” with custom woodwork, two beer taps, wine refrigerator, and more - ideal for hosting and unwinding in style. The primary suite is a private retreat, separated from the main living area, complete with a remodeled bath featuring dual vanities and a walk-in shower. Four additional bedrooms provide flexibility as private guest rooms, offices, or extra sitting areas. Outdoors, enjoy the oversized lanai with sweeping lake view, a pool and lush landscaping, along with multiple seating areas for relaxing or alfresco dining. The oversized three-car garage provides ample space for vehicles, storage and golf gear. Located in one of Sarasota’s most desirable golf communities, residents can enjoy access to two championship golf courses, tennis, pickleball, fine dining and a vibrant social calendar and membership is completely optional—all just minutes from world-class beaches, shopping, and cultural attractions. Luxury, lifestyle, and location come together seamlessly in this exceptional Laurel Oak residence.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Kimberlie Macdonald (941-928-1953)
1734 RIVIERA CIR, SARASOTA, FL 34232
$899,0001 Day on yellowkey MLS ID: A4688076
0 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3474 Built: 1971Monthly Fee: $5 Tax: $7,478 (2025)Community: Forest Lakes Country Club EstatesSingle Family
Taxes:$7,478
Remarks: Under contract-accepting backup offers. Pristine, private, and fully fenced, this beautifully updated pool home in central Sarasota is being offered for only the second time since it was built. Tucked on a quiet corner lot in the highly sought-after Forest Lakes Country Club Estates, this single-story masonry ranch sits on over one-third acre, southern pool exposure and an impressive elevation of about 16.7–20 feet. The residence offers four bedrooms, two-and-a-half baths, and 3,474 square feet under air, including 492 square feet of enclosed lanai living space. Inside, the home is designed for comfortable everyday living and effortless entertaining, with generously scaled rooms, abundant natural light, and a sprawling layout, a welcoming family room ... complete with a travertine wood-burning fireplace adjacent to the kitchen. A sunken formal living room adds architectural character, while expansive indoor and outdoor living areas provide flexibility for hosting family and friends. The oversized kitchen features granite countertops, soft-close wood cabinetry, stainless appliances, an island range with hood, pull-out pantry storage, and a black glass Samsung refrigerator with water filtration. A convenient pass-through window connects the kitchen to the enclosed lanai seating area, creating a seamless space for casual dining and entertaining while overlooking the pool and backyard. Extensive updates throughout the home provide exceptional peace of mind. Major system improvements include a mansard built-up roof installed in 2020, hurricane-impact windows installed in 2025, a new AC system and ductwork in 2025, a new water heater in 2025, an updated electrical panel in 2021, and the replacement of original polybutylene plumbing with PEX plumbing in 2021. Interior upgrades completed in 2021 include vinyl plank flooring, upgraded plush carpeting, and renovated kitchen and bathrooms with quality cabinetry, granite surfaces, and stainless appliances. The pool and outdoor living areas were thoughtfully renovated in 2025, featuring a new pool surface, sun shelf, bench seating, heater, pump, and saltwater system. The inviting outdoor space overlooks a private paver pool deck and fully fenced yard, creating a relaxing setting for enjoying Florida’s year-round sunshine. A separate concrete slab area offers additional flexibility for recreation such as basketball or other outdoor activities. Additional features include recessed and dimmable lighting throughout, marble window sills, linen curtains, large closets including an oversized coat closet, and abundant windows and sliding doors that bring natural light into every room. The main hallway bathroom also functions as a convenient pool bath with direct access to the lanai area. Due to the extensive improvements made over the years, the property carries an effective year (tax record) of 2006. Ideally located in the heart of Sarasota, the home is just minutes from The Palms Golf Club at Forest Lakes and Village Green Golf Club, the charming Pinecraft district and Yoder’s Restaurant & Amish Village, vibrant Downtown Sarasota, and the world-renowned beaches of Siesta Key, Lido Key, and Longboat Key. Everyday shopping and dining are also close by, including Costco, BJ’s Wholesale, and Sam’s Club. Forest Lakes Country Club Estates offers a voluntary HOA of just $60 per year. The prior owner removed the 4th bedroom closet (can easily be re added). FLOORPLAN attached.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Shayla Twit (941-544-7690)
1730 WISCONSIN LN, SARASOTA, FL 34239
$1,650,0004 Days on yellowkey MLS ID: A4687426
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2910 Built: 2024 Tax: $20,687 (2025)Community: BayviewSingle Family
Taxes:$20,687
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. Located West of the Trail, this newly built modern home offers exceptional value in one of Sarasota’s most desirable in-city neighborhoods. Built in 2024, the residence features 4 bedrooms, 4.5 baths, and approximately 2,900 square feet of thoughtfully designed living space. Positioned within city limits, it provides flexibility for rental opportunities (7 Night Minimum) while still delivering a luxury lifestyle just minutes from Downtown Sarasota, Southside Village, and Siesta Key Beach. Close to Sarasota Memorial Hospital and the coveted Southside school district. The home blends clean contemporary design with energy-efficient construction, open living spaces, and seamless indoor-outdoor flow ideal for entertaining. Room for a pool! With limited new construction available in this area at this price point, it stands out as a strong opportunity for both end users and investors. A rare combination of location, modern design, and long-term value in the heart of Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keith Kleppinger (941-525-2937)
1513 OAK ST #18, SARASOTA, FL 34236
$1,499,00084 Days on yellowkey MLS ID: A4677602
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1910 Built: 2007 Tax: $9,605 (2025)Community: Burns Court VillasCondo
Taxes:$9,605
Remarks: Located in the heart of Sarasota’s iconic Burns Court, this three-bedroom, two-story residence at Burns Court Villas offers the privacy and comfort of a single-family home with the walkability and energy of downtown just outside your door. Spanning more than 1,900 square feet, the thoughtfully designed layout is enhanced by multiple outdoor living spaces—including the largest private courtyard in the community and three private bedroom balconies. A solid mahogany front door opens to refined interiors featuring travertine flooring, high ceilings, crown molding, and abundant natural light filtered through impact-rated windows and doors. The main level flows seamlessly from the living room—anchored by a gas fireplace and custom built-ins—to the formal dining area and sunlit family room overlooking the lush courtyard, creating an ideal setting for entertaining or everyday living. The gourmet kitchen, remodeled in 2023, is equipped with custom wood cabinetry with soft-close drawers and pull-out storage, under-cabinet lighting, and thick quartz countertops. The extended island offers room for dining in. Premium appliances include a Sub-Zero refrigerator, Viking gas range, hood and range, and Miele dishwasher. Upgraded LED lighting enhances both function and atmosphere throughout the home. Upstairs, Brazilian cherry engineered hardwood flooring leads to a serene primary suite with a private balcony, custom walk-in closet, and a fully renovated en-suite bath (2025) featuring dual vanities topped with quartz counters, a tile-and-glass walk-in shower with built-in bench seating, and a dedicated makeup area. Two additional guest suites—each with its own balcony—share a beautifully reimagined full bath with high-end finishes. A second-floor laundry room with storage cabinetry adds everyday convenience. Residents of Burns Court Villas enjoy a tranquil, gated setting with trellised stone walkways, a heated courtyard pool and spa, lounge area with outdoor fireplace, secure parking, and enhanced perimeter security with fob-access gates. As an added convenience, the Association also covers many utilities including management, ground maintenance, pest control, water, sewer, and waste collection. Perfectly positioned moments from Downtown Sarasota, this residence places you in an ideal walkable location to Sarasota’s Cultural Coast. Enjoy the convenience of city living, near the Bayfront, Marina Jack, theaters, museums, galleries, farmers markets, and acclaimed dining along Main Street. St. Armands Circle, Lido Beach, and Sarasota’s Gulf beaches are just minutes away, offering the ideal balance of cultural vibrancy and coastal living. A rare opportunity to enjoy refined city living within one of Sarasota’s most distinctive downtown enclaves.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
1865 ORCHID ST, SARASOTA, FL 34239
$1,895,000Listed 04/03/2026 11:26AM MLS ID: A4688669
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2252 Built: 1953 Tax: $17,715 (2025)Community: Poinsettia Park 2Single Family
Taxes:$17,715
Remarks: Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience. Inside, you’ll find a thoughtfully curated layout that effortlessly balances everyday living with entertaining, featuring open, inviting spaces filled with natural light. Step outside to your own private retreat. The brand-new heated pool and spa create a true Florida oasis—perfect for relaxing afternoons, entertaining guests, or enjoying warm evenings year-round. Living West of Trail means being just moments from the best of Sarasota. You’re minutes to the powdery white sands of Siesta Key Beach, consistently ranked among the top beaches in the country, as well as the vibrant culture, dining, and shopping of Downtown Sarasota. The area is prized for its blend of coastal charm, walkability, and access to top-rated schools, making it highly desirable for both homeowners and vacation guests. Whether you’re seeking a personal retreat, a luxury vacation home, or a high-performing investment property, this residence delivers on every level. Don’t miss the opportunity to own a move-in-ready home in one of Sarasota’s premier locations.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
4512 OTTAWA TRL #229, SARASOTA, FL 34233
$172,800Listed 04/03/2026 4:41PM MLS ID: A4688722
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1973 Tax: $1,373 (2025)Community: Lake TippecanoeVilla
Taxes:$1,373
Elementary School: Ashton Elementary
Remarks: Unlock the potential of this inviting 2-bedroom, 2-bath end-unit villa located in the sought-after 55+ community of Lake Tippecanoe. Recently refreshed with new interior paint and brand-new carpeting, this home offers a clean starting point while still leaving room for your personal style and enhancements. The spacious floor plan includes an eat-in kitchen, a generously sized living area, and a private primary suite designed for comfort. Impact rated front door and windows were replaced in 2020 (sliders excluded). While some updates may still be desired, the competitive price reflects an excellent opportunity to create value in a desirable Sarasota location. Residents of Lake Tippecanoe enjoy a tranquil setting, an active clubhouse, and a community pool—all just moments from shopping, dining, and the area’s beautiful Gulf beaches. The community has its own well, so no additional fees for water or sewer! The low fees also include basic cable, garbage pickup, exterior building & grounds maintenance. Bring your vision and make this charming villa your own!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Beth Ann Boyer (941-780-6606)
3360 S OSPREY AVE #104B, SARASOTA, FL 34239
$299,0001 Day on yellowkey MLS ID: A4688292
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969 Tax: $3,473 (2025)Community: Bermuda On OspreyCondo
Taxes:$3,473
Remarks: Move-in ready 2-bedroom, 2-bath tastefully decorated ground floor condo located in the desirable Oasis of Osprey, West of the Trail. This well-maintained unit features an upgraded kitchen with granite countertops and stainless steel appliances, along with updated bathrooms. Enjoy indoor-outdoor living with a screened lanai and brick paver patio, plus the added convenience of a private 6x6 storage space. Just steps from the Oasis condo community pool and fitness center, this condo offers both comfort and functionality. Ideally situated in the heart of Sarasota, this property offers quick access to Siesta Key Beach, downtown Sarasota, Sarasota Memorial Hospital, the Hillview area, and I-75. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this condo offers exceptional value and convenience in a prime location.
6140 MIDNIGHT PASS RD #603, SARASOTA, FL 34242
$1,225,000Listed 04/03/2026 4:04PM MLS ID: A4688546
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1521 Built: 1967 Tax: $11,779 (2025)Community: Horizons WestCondo
Taxes:$11,779
Remarks: Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length enclosed balcony for added living space, along with impact windows and doors for peace of mind. Located in Horizons West, a coveted gulf to bay resort community spanning over 7 lushly landscaped acres, residents enjoy 300 feet of deeded private beach with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock perfect for kayaking, paddleboarding, fishing, or relaxing among the mangroves. Conveniently access Siesta Key Village dining, shopping, and entertainment via the free island trolley and embrace the ultimate carefree coastal lifestyle. Come see what Island Life is all about.
Listing Agent: Suki Scollo (941-587-2289)
6609 PALADIN CT, SARASOTA, FL 34241
$1,849,00064 Days on yellowkey MLS ID: A4679386
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2626 Built: 2026Monthly Fee: $83Community: Paladin EstatesSingle Family
Taxes:$0
Elementary School: Lakeview Elementary
Remarks: Under Construction. Now introducing a signature modern farmhouse in Paladin Estates, Sarasota’s newest private enclave designed for boat, RV, and collector car enthusiasts who value space, privacy, and high-performance living. Positioned on a premier half-acre homesite within this newly developed community, this custom residence pairs timeless farmhouse architecture with advanced durability and energy efficiency. Built as a true performance home, it features a standing seam 5V crimp metal roof, impact and insulated windows and doors, and open-cell spray foam insulation for superior structural strength, storm protection, and year-round climate control. Wide-plank European Oak flooring, architectural millwork, and custom built-ins add warmth and character throughout, while every closet is appointed with premium wood shelving. The chef’s kitchen anchors the home, crafted in partnership with Amish artisans and equipped with professional-grade Thor appliances, a Rohl Allia fireclay sink, custom cabinetry, and designer finishes for elevated everyday living and effortless entertaining. A detached 45-foot-deep toy garage with a 14-foot door delivers exceptional flexibility, accommodating an impressive classic car collection while the main residence provides two additional attached garage spaces. Alternatively, the structure is equally suited to house a large boat or RV with remaining capacity for stacked vehicles, creating a rare multi-purpose compound for serious collectors and outdoor enthusiasts alike. Outdoors, travertine surrounds a saltwater pool and spa, creating a resort-style retreat ideal for year-round Florida living, with additional backyard space offering the opportunity to add a private pickleball court or expanded recreational amenities. Just minutes from downtown Sarasota, the Cultural Coast, fine dining, championship golf, marinas, and the quartz-sand beaches of Siesta Key, this home by Yoder Built Properties stands as a statement of craftsmanship, integrity, and enduring quality. This property qualifies for a 1% lender incentive when using the preferred lender; inquire for details. Your Sarasota legacy starts here.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Tory Uccello, Jr (941-504-8052)
1958 MORRIS ST, SARASOTA, FL 34239
$1,195,00086 Days on yellowkey MLS ID: A4677121
REDUCED by $100,000 (7.7%) on 04/03/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2362 Built: 1957 Tax: $7,088 (2025)Community: HartsdaleSingle Family
Taxes:$7,088
Remarks: One or more photo(s) has been virtually staged. Now offering buyer incentives and priced below appraised value! This exceptional single-family pool home offers the perfect blend of space, flexibility, and prime Sarasota location. Featuring 4 bedrooms and 3 full bathrooms, this residence is thoughtfully designed to accommodate a variety of living arrangements, including two primary suites, each with its own en suite bathroom—ideal for multigenerational living, extended guests, or a private home office retreat. Light-filled living spaces flow effortlessly, creating an inviting atmosphere for both everyday living and entertaining. The functional layout offers privacy where you want it and openness where it matters most, making the home equally suited for relaxed coastal living or hosting family and friends. NEW ROOF 2025. NO STORM DAMAGE. Step outside to your private fenced backyard oasis, where an oversized sparkling swimming pool takes center stage—perfect for year-round enjoyment in Florida’s sunshine. Located West of the Trail, this home places you in one of Sarasota’s most desirable areas. Enjoy the convenience of being just minutes from Downtown Sarasota, with its vibrant arts scene, dining, and waterfront attractions. The popular Morton's Market and Hillview shops and restaurants are close by for everyday errands and casual nights out, "A" rated Southside Elementary School just around the corner, Siesta Key Beach and Sarasota Memorial Hospital are only moments away, adding peace of mind and unmatched accessibility. Whether you’re searching for a full-time residence, seasonal getaway, or smart investment, this home stands out with its versatile floor plan, unbeatable location, and outstanding value. Opportunities like this in such a sought-after Sarasota setting—are rare. Schedule your private showing today and experience the lifestyle this property has to offer.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
3060 COURTLAND ST, SARASOTA, FL 34237
$775,000309 Days on yellowkey MLS ID: A4654261
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2327 Built: 1957 Tax: $10,805 (2024)Community: Bellevue Terrace RevSingle Family
Taxes:$10,805
Elementary School: Alta Vista Elementary
Middle School: None
Remarks: Home, large Lot, conditioned workshop, outdoor Kitchen, fenced in private yard, Fire pit, spa. The beautiful 4 bedroom 3 bath home located in the City of Sarasota offers many amenities as well as the convenience of location. The side yard has plenty of space to store a boat, RV, or both. Located just 4.6 miles from Centennial Park boat launch! There is an air conditioned shop with full bathroom has 2 roll up doors, and covered outdoor storage. This property checks a lot of boxes!
Listing is courtesy of: RICHARDSON KLEIBER WALTER KLEIBER BUTTON INC. (941-378-2328)
Listing Agent: Michael Scheipsmeier (863-781-3222)
1732 CUNLIFF LN, SARASOTA, FL 34239
$2,438,000108 Days on yellowkey MLS ID: A4675475
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2714 Built: 2013 Tax: $22,315 (2024)Community: Bay View Heights AddSingle Family
Taxes:$22,315
Remarks: Located West of the Trail and close to downtown, this warm and welcoming home sits on an oversized corner lot along a quiet, tree-lined street just a short walk to Morton’s Gourmet Market and the dining and shopping of Southside Village. It’s also an easy stroll to Southside Elementary School, making school drop-offs simple and convenient. This custom-built residence showcases exceptional craftsmanship and thoughtful attention to detail throughout, including solid-core doors, soaring 12-foot ceilings, custom closet systems, paneled kitchen appliances, abundant storage, a whole-house water filtration system, and hurricane-impact doors and windows. Designed for effortless single-level living, the home features an open, flowing floor plan with three spacious bedrooms—each with its own en-suite bath—plus a beautifully appointed powder room. A private study just off the living area includes a built-in bar with sink and ice maker, creating the perfect space for work or relaxed entertaining. The gourmet kitchen is a true centerpiece, offering extensive cabinetry, a large center island, gas cooktop, double ovens, a full-size wine refrigerator, and an oversized walk-in pantry. Expansive sliding glass doors open to a screened patio and pool area, seamlessly blending indoor and outdoor living. The outdoor retreat is equally impressive, featuring a built-in gas grill and refrigerator, a cozy gas fireplace, and a heated pool and spa designed for year-round enjoyment. An oversized side-load garage and additional guest parking provide convenience and functionality. With an impressive 26-foot elevation—among the highest in the area—this exceptional property offers both beauty and peace of mind. More than just a house, it is a place to call home and cherish for years to come.
Listing Agent: Georgia Salaverri (954-661-8968)
4471 TRAILS DR, SARASOTA, FL 34232
$575,00035 Days on yellowkey MLS ID: A4683777
REDUCED by $20,000 (3.4%) on 04/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1721 Built: 1987Monthly Fee: $193 Tax: $3,485 (2025)Community: TimberlakesSingle Family
Taxes:$3,485
Elementary School: Brentwood Elementary
Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bath single-family home in The Lakes, a sought-after community in the heart of Sarasota. Offering 1,721 square feet of comfortable living space, this residence features a thoughtfully designed split-bedroom floor plan that balances privacy with everyday functionality. Enjoy added peace of mind with a 2023 roof and hurricane protection, including impact windows and/or shutters, providing both security and energy efficiency. The spacious living and dining areas flow seamlessly to a screened porch — the perfect spot for morning coffee or relaxing evenings overlooking the private, tree-lined backyard. The serene outdoor setting creates a peaceful retreat with plenty of room to entertain, garden, or simply unwind. Residents of The Lakes enjoy an impressive array of amenities, including one clubhouse and two community pools, tennis and basketball courts, a fitness center, and scenic walking trails. Ideally located in central Sarasota, you’re just minutes from world-class beaches, exceptional dining, premier shopping, and the area’s vibrant cultural attractions.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
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