Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
2475 BAY ST, SARASOTA, FL 34237
$2,012,00068 Days on yellowkey MLS ID: A4676732
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2874 Built: 2024 Tax: $14,004 (2025)Community: Hudson ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$14,004
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Experience refined modern living at 2475 Bay Street, a brand-new contemporary residence offering 2,874 square feet of thoughtfully designed space. Clean architectural lines and a striking façade set the tone, while inside, sun-filled interiors reveal soaring ceilings, expansive open-concept living areas, and walls of glass that create a seamless indoor-outdoor connection. The home is designed to feel both elevated and livable, with spaces that flow naturally for entertaining, relaxing, and everyday life. The home features four bedrooms and four bathrooms, including a main-level primary suite that offers split-plan privacy and direct access to the pool area. The primary bath includes a double vanity, walk-in shower, soaking tub, and spacious his-and-hers closets with built-in accessories. The chef’s kitchen is outfitted with Café appliances accented in gold, premium cabinetry, Calcutta quartz countertops throughout the home, and a dramatic waterfall island seating eight. An upstairs living area overlooks the main level and opens to a second-story balcony, while additional bedrooms feature en-suite baths for comfort and privacy. Additional highlights include a custom resort-style pool, fully fenced yard, covered lanai with a fully equipped outdoor kitchen, two-car garage, energy-efficient construction, paver driveway accommodating up to four vehicles, and a mudroom with direct access to the pantry. Ideally located in central Sarasota, this home offers a peaceful residential setting with quick access to downtown and the area’s top attractions. Enjoy nearby Main Street dining, boutique shopping, and cultural venues such as the Sarasota Opera House, Florida Studio Theatre, and McCurdy’s Comedy Theatre. Outdoor and lifestyle destinations include Bayfront Park and Marina, Marie Selby Botanical Gardens, Payne Park, St. Armands Circle, Sarasota Jungle Gardens, The John and Mable Ringling Museum of Art, and Mote Marine Aquarium. World-renowned beaches including Siesta Key, Lido Key, and Longboat Key are just minutes away, along with convenient access to Publix, Sarasota Memorial Hospital, top schools, and Sarasota-Bradenton International Airport. Schedule your private tour and experience the design, flow, and lifestyle of this unique Sarasota property before it slips away.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Desiree Doggett (941-900-6380)
1759 WALDEMERE ST, SARASOTA, FL 34239
$4,449,999193 Days on yellowkey MLS ID: A4666725
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4513 Built: 2025 Tax: $13,348 (2024)Community: Midwood ManorSingle Family
Taxes:$13,348
Elementary School: Southside Elementary
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary craftsmanship, and intentional indoor–outdoor living. Set on a .33-acre lot just steps from Southside Village and Sarasota Memorial, the home delivers sophistication, convenience, and exceptional attention to detail in one of Sarasota’s most sought-after neighborhoods — a rare opportunity in the coveted West of Trail community. Spanning 4,513 square feet, the two-story floor plan features four bedrooms, five baths, an office with private entry, and a media room that opens to a 480-square-foot balcony overlooking the property. Designed for both everyday living and elegant entertaining, the home showcases expansive sliding glass doors that blur the line between indoors and out, opening to a heated saltwater pool, spa, and lush landscaped backyard for year-round enjoyment. The designer kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, custom cabinetry, imported stone, and a hidden butler’s pantry. The first-floor primary suite epitomizes luxury with zero-corner sliders that open directly to the pool and outdoor living area. Inside, a spa-inspired bath includes a freestanding tub, walk-in shower, and a custom built-in walk-in closet. Upstairs, two en suite bedrooms and a second-floor primary suite give privacy for family or guests. A versatile media room and expansive outdoor terrace complete the level, overlooking the serene backyard oasis. Every detail has been thoughtfully curated — from the bespoke, locally handcrafted Sapele wood entry door to hurricane-impact windows and doors, a three-car garage with epoxy flooring, and professional landscaping surrounding the fenced backyard. Ideally located in the highly regarded Southside Elementary School district, near Sarasota Memorial Hospital and the shops and dining of Southside Village, with downtown Sarasota, Siesta Key, Lido Key, and St. Armands Circle just minutes away. This is more than a home — it’s a statement of Sarasota luxury living.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachel Hamrick (941-529-1773)
2639 BOUGAINVILLEA ST, SARASOTA, FL 34239
$864,00064 Days on yellowkey MLS ID: A4681333
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2435 Built: 1960Monthly Fee: $17 Tax: $8,234 (2025)Community: South GateSingle Family
Taxes:$8,234
Remarks: Enjoy life to the fullest in this 3 bedroom, 3 bath mid-century modern style ranch home, nestled on a near 1/3 acre lot in the sought-after South Gate neighborhood, offering over 2,400 square feet of architecturally updated and meticulously maintained living space. From the moment you arrive, this private sanctuary impresses with iconic palm trees, a custom circular paver driveway, professionally lit landscaping, and a vivid one-of-a-kind patio with a colorful front entry. Inside, the light and bright open-concept floorplan showcases flawless terrazzo flooring and a striking modern contrasted kitchen with stainless steel appliances and a large island with bar-top seating. The kitchen and living areas flow seamlessly into the family and dining room, providing ample gathering space and an entertainment center ready for modern electronics. French doors lead to an almost 40-foot screened lanai overlooking a professionally manicured, fenced, and irrigated backyard accented with coping. The primary bedroom features a private exterior entrance, space for a desk or seating area, and an en-suite bath with a walk-in closet with built-in shelving and safe, a wall-to-wall glass shower with multiple massage jets and bench seating, and a separate water closet. Two additional contemporary bedrooms and bathrooms are located on the opposite side of the home. The remodeled two-car garage is climate controlled and includes a full laundry room with utility sink. Major upgrades and systems include a standing seam metal roof, hurricane-rated impact windows and garage door, tankless water heater, whole-home generator, updated electrical system with new controls, and a plumbing system rerouted with exterior clean-outs for easy access. The home includes both a 100-gallon and 500-gallon propane tank, with the generator operating from the 500-gallon tank and the water heater capable of running from either tank, all serviced on a regular basis. Indoor comfort is enhanced by a professionally maintained HVAC system with in-duct air purification, including UV lighting and a whole-home purification system. Smart-home features allow remote control of the irrigation system, HVAC, alarm system, front door lock, and security cameras. The driveway has been recently resealed, and exterior security lighting surrounds the home. Optional membership to the South Gate Community Association offers social activities and pool access at the historic community center for a nominal fee. Ideally located just minutes to golf courses, boat clubs, Downtown Sarasota dining, shopping, nightlife, cultural events, and the world-famous beaches of Siesta Key.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alan Macloughlin (941-780-8628)
5201 AVENIDA DEL MARE, SARASOTA, FL 34242
$1,495,00073 Days on yellowkey MLS ID: A4680975
REDUCED by $65,000 (4.2%) on 04/01/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2802 Built: 2008 Tax: $6,145 (2025)Community: Sarasota BeachSingle Family
Taxes:$6,145
Elementary School: Phillippi Shores Elementary
Remarks: WELCOME to one of Siesta Key's hidden gems. From this Key West style home, you can walk or bike ride to the soft, quartz sands of Siesta Beach or the quaint Siesta Village in minutes. This exceptional home offers high end finishes throughout. The native yard features beach sunflowers and other native plants and shrubs. The front door entrance invites you into the main level with an easy flow between the living room and the dining room. The gourmet kitchen features wood cabinets, granite countertops, stainless steel appliances and French Door refrigerator. The guest bath, laundry room and bonus room complete the downstairs. The backyard is a fenced, private oasis with a pool surrounded by stone pavers with room for lounge chairs, grill and an outdoor table setting. Mature royal palm trees and smaller palms create a beautiful habitat for birds and other wildlife. The second floor has two comfortable bedrooms, one with a private balcony. A full bath completes this level. The top level offers a spacious Primary Bedroom and En Suite Bathroom retreat with exceptional amenities, a large bathroom with granite countertops, wrap-around walk-in shower, and separate garden tub, with a screened-in balcony overlooking the pool area. The top level is completed by an additional Bedroom with an en suite Bathroom with walk-in shower, linen closet, and granite countertops. Additional features include solar panels (paid in full), a security system, stone paved driveway and walkway, along with an oversized 2 car garage. This open, sunny home is located in a quiet neighborhood at the end of the street and has so many quality features. It is definitely worth a visit.
Listing Agent: Mary Kassen (941-900-9776)
2904 HOMASASSA RD, SARASOTA, FL 34239
$595,00054 Days on yellowkey MLS ID: A4683642
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1562 Built: 1964 Tax: $5,896 (2025)Community: South GateSingle Family
Taxes:$5,896
Elementary School: None
Remarks: 3 Bed | 2 Bath | Pool Home | Fully Furnished | Updated Kitchen | Investment Opportunity***Welcome to your perfect Sarasota retreat! This beautifully maintained 3-bedroom, 2-bath pool home offers comfort, style, and an unbeatable location — ideal as a private residence, vacation home, or income-producing investment property.***The home features a recently updated kitchen with new cabinetry and quartz countertops, providing a modern, stylish space for everyday living and entertaining. Offered fully furnished, this property is truly turnkey for immediate occupancy or rental use.***Step outside to your private backyard oasis featuring a sparkling pool and inviting fire pit area — perfect for relaxing or hosting guests in a peaceful Florida setting.****Prime Location> Minutes to Sarasota Memorial Hospital,>Near Sarasota’s vibrant cultural downtown district,>Only 10 minutes to Siesta Key Beach — ranked #1 in the USA for its world-famous quartz sand,>Close to top restaurants, shopping, and entertainment**** Property Highlights>3 bedrooms / 2 bathrooms,>Recently updated kitchen with new cabinets & quartz countertops,>Private pool with fire pit entertainment area,>Fully furnished — move-in or rent ready,>Excellent as primary home, vacation property, or rental investment,>Strong income potential in a high-demand location. Experience the best of Sarasota living with world-class beaches, dining, and lifestyle just minutes away. And find out for your self, "What's all the fuss about Sarasota"
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
8701 MIDNIGHT PASS RD #106A, SARASOTA, FL 34242
$595,000184 Days on yellowkey MLS ID: A4668247
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1357 Built: 1980 Tax: $7,433 (2024)Community: Turtle Bay Sec 2Condo
Taxes:$7,433
Remarks: PRICE ADJUSTMENT!! Motivated sellers, seller financing will be considered! Turtle Bay community has a 3-month minimum rental policy. Experience the best of Siesta Key in this beautifully unfurnished 2BR/2BA condo in the highly desirable Turtle Bay community. Enjoy breathtaking views of Little Sarasota Bay from the enclosed, screened lanai, ideal for relaxing mornings or evening breezes. The remodeled kitchen features stainless steel appliances, updated quartz countertops, and a breakfast bar that opens into the spacious, open-concept living and dining area, perfect for entertaining. The primary suite offers an updated en-suite bathroom, walk-in closet, and built-in vanity. The generously sized second bedroom is perfect for guests or a home office. Additional conveniences include an in-unit laundry room. Recent updates include a 2023 2.5-ton Trane HVAC unit, renovated bathrooms, LED recessed lighting, and popcorn ceiling removed. A rare 12x22 detached end-unit garage provides excellent storage for your vehicle, bikes, or beach and boating gear. Turtle Bay offers resort-style amenities, including a heated pool, hot tub, clubhouse, onsite management, tennis and pickleball courts, lush landscaping, newly updated fishing pier, and boat docks - boat slips are available for nominal fee on a first-come, first-served basis. Milestone Inspection has been completed for the new owner's piece of mind. Enjoy easy access to the sparkling Gulf of Mexico waters with deeded beach access just across the street via the Tortuga Community. Conveniently close to Siesta Key Village and Siesta Key Public Beach via the free trolley stop just steps away. Coastal living at its finest! Schedule your showing today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
6308 MIDNIGHT PASS RD #6, SARASOTA, FL 34242
$995,000290 Days on yellowkey MLS ID: A4657483
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1232 Built: 1965Monthly Fee: $1,005 Tax: $5,582 (2025)Community: Crescent ArmsVilla
Taxes:$5,582
Remarks: Coastal Luxury Villa with Thai-Inspired Elegance Now Offered at $995,000 Experience the best of Siesta Key living in this beautifully renovated two-bedroom, two-bath villa located in the highly sought-after, gated beachfront community of Crescent Arms. Now priced at $995,000, this is a compelling opportunity recently adjusted from $1,075,000 to reflect today’s market and create immediate value. This thoughtfully updated residence blends custom coastal finishes with subtle Thai-inspired design, creating a warm, serene atmosphere throughout. The open-concept layout offers seamless flow between the kitchen, dining, and living areas ideal for both everyday living and entertaining. The gourmet kitchen features quartz countertops, stainless steel appliances, and generous workspace, all opening into a bright and inviting living area. Both bathrooms have been tastefully updated with spa-like finishes, including a walk-in shower and modern fixtures. Step outside to your private patio perfect for relaxing, grilling, or enjoying the tropical surroundings just moments from the beach. Crescent Arms offers exclusive private beach access to world-famous Siesta Key Beach, along with onsite management making this an excellent option for personal use, vacation rental income, or a combination of both. This property has a proven rental history with strong year-round bookings. Whether you’re searching for a coastal retreat, investment opportunity, or both, this villa delivers location, lifestyle, and value. Sold turnkey move right in or start generating income immediately.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
2438 WISTERIA ST, SARASOTA, FL 34239
$750,00065 Days on yellowkey MLS ID: A4682306
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1317 Built: 1962 Tax: $8,476 (2025)Community: South GateSingle Family
Taxes:$8,476
Remarks: Welcome to 2438 Wisteria St. This turnkey property is ready for YOU, located in the desirable Arlington Park neighborhood. Everything can be included in this purchase! New roof in 2025, new pool in 2022, fresh landscaping, along with all the recent updates inside this home, make this a move-in ready home! This property boasts an impressive rental history as well, just ask! Listed as a 2 bedroom home, but it has an extra room that could be used as a 3rd bedroom or office space! This home offers an open floorplan, galley style kitchen that has been updated, and features a cozy breakfast nook. The view from the spacious living room looks out to the back yard, while first housing a bright and airy sunroom. Make your way to the back yard and you will find yourself in your own resort style oasis! The beautiful pool is the star of the back yard! There's a large paved patio, as well as a spacious turf area, with a hammock and swings, for the ultimate relaxation retreat. Brand NEW Aquavoss cold plunge/hot tub! You won’t want to leave! This home is Located conveniently near downtown Sarasota, with its world-famous beaches, dining, shopping, and luxurious lifestyle this amazing town offers!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Nic Yoder (941-993-9268)
3550 SARASOTA GOLF CLUB BLVD, SARASOTA, FL 34240
$4,500,000148 Days on yellowkey MLS ID: N6141577
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 9018 Built: 2004 Tax: $24,425 (2024)Community: Palmer Farms 3RdSingle Family
Taxes:$24,425
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Set behind a private gated entrance and approached by a sweeping drive that curves around the front pond, this 5.6-acre Sarasota estate offers privacy, size and distinction, along with a long list of high-end improvements. upgrades include a 2025 roof, brand-new whole-home generator, comprehensive smart-home systems, a new pool deck with pavers and turf, 4-hole putting green, new outdoor kitchen, refreshed irrigation well (2024), reverse-osmosis well system, 5 AC units, 2 gas tankless water heaters, 2 in-ground propane tanks, 500 Gallon RO Tank, a 1450 aeroator tank, and refined interior details such as Venetian plaster walls and custom cherry wood in-lay flooring in the game room loft area. The result is a property that feels both luxurious and exceptionally well cared for. Beyond the upgrades, the home offers more than enough space for large-scale living and entertaining. The main living areas are anchored by a 24-foot high ceiling in the great room, a dedicated theater room, and an expansive game room/loft area with full bar, balcony, and additional loft space. Smart-home features include a phone-controlled gate system, whole-property cameras, Sonos audio, smart garage access, and an integrated alarm system. The primary suite occupies its own wing, designed with two oversized walk-in closets, a private exercise room with sauna, and a spa-like bathroom featuring a jacuzzi tub, dual sinks, and a large shower with double heads and body sprays. Four additional en-suite bedrooms include features such as private balconies, outdoor entrances, oversized closets, and a convenient laundry chute. Each bedroom offers generous square footage, giving guests or family members plenty of room to spread out comfortably. Two additional flex rooms offer options for an office, studio, homework area, or additional sleeping space. The kitchen is equipped with GE Monogram built-ins, a Bosch espresso machine, wine cooler, mini fridge, two sinks, and an adjacent formal dining room. Additional interior features include a 3-car garage with specialty flooring and storage systems plus an EV Charger, a dedicated dog spa room, homework/craft/sewing room, separate fenced run, extensive cabinet storage, two staircases, and a spacious laundry room with desk nook. Outdoor living has been fully modernized with a redesigned pool area, electric and gas heaters, pool bath and changing area, and outdoor shower. The property also offers the rare ability to add two additional structures, along with a scenic pond, mature landscaping, and abundant wildlife. Location is another standout feature. While the estate feels tucked away and exceptionally private, it sits just minutes from I-75, offering quick access to the greater Sarasota region. Downtown Sarasota is an easy drive at roughly 10–12 miles, Siesta Key Beach is about 15 miles away, and travel is convenient with SRQ Airport approximately 15–20 miles and Tampa International Airport about 55–60 miles from the propertyThis blend of privacy, acreage, and proximity to everything is truly rare—allowing you to feel worlds away while staying connected to the best of Sarasota. Call for a private tour today.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Michelle Hupp (941-773-5464)
769 JOHN RINGLING BLVD #2, SARASOTA, FL 34236
$565,00015 Days on yellowkey MLS ID: A4688633
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 882 Built: 1965Monthly Fee: $1,186 Tax: $4,499 (2025)Community: Sarasota Harbor EastCondo
Taxes:$4,499
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Sarasota Bay is your backyard in this stunningly remodeled, first-floor waterfront sanctuary located in the premier 55+ community of Sarasota Harbor East. This residence offers a front-row seat to nature’s theater with direct views of dolphins, manatees, and vibrant sunsets from your private lanai. The heart of the home is a brand-new kitchen featuring sleek quartz countertops, contemporary cabinetry, a stylish backsplash, a Bosch oven and premium induction cooktop, and new stainless appliances (refrigerator and dishwasher). Peace of mind is built-in with a 3-year-old AC unit, new water heater, and updated plumbing. Perfectly positioned between St. Armands Circle, Lido Key, and downtown Sarasota, the community offers an unparalleled lifestyle: enjoy a bayfront pool, a clubhouse with private changing facilities, and secured bike and kayak storage. A boater’s dream, the community provides boat slips (up to 30 ft) at no additional cost to residents—a rare and valuable find. The comprehensive HOA fee ensures a maintenance-free lifestyle, covering exterior grounds, building maintenance, cable, internet, water, sewer, and trash. Complete with covered parking, dedicated storage, and laundry facilities, this is turn-key coastal luxury at its finest.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Brian Partie, Jr, Pa (941-544-8298)
209 GARFIELD DR, SARASOTA, FL 34236
$3,945,00015 Days on yellowkey 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)
98 DADE AVE, SARASOTA, FL 34232
$559,90015 Days on yellowkey MLS ID: TB8491097
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1691 Built: 1978 Tax: $6,124 (2025)Community: Grerrs Homeland RepSingle Family
Taxes:$6,124
Elementary School: Brentwood Elementary
Remarks: Welcome to your private poolside retreat in desirable Sarasota, 5 minutes away from the Gulf Coast beaches. No CDD or HOA. This beautifully updated 3-bedroom, 2-bath home offers a seamless blend of comfort, style and Florida outdoor living. The 1,751 square feet home features an open floor plan designed for everyday living and entertaining. The fully fenced backyard is a true oasis; a setting that creates both privacy and serenity. Floors are wood-look porcelain tile throughout giving this home a modern, easy-care style providing a clean and low maintenance interior with no carpet. The kitchen features newer stainless-steel appliances with ample cabinet storage. The primary suite offers the convenience of an ensuite bath and spacious walk-in closet with custom organizer shelves. On the opposite side of the home, two guest bedrooms and a full bath provide comfort and privacy for family or visitors. Additional features include a 2-car garage with indoor laundry (Newer washer and dryer included) and extra storage. Step outdoors to a living area highlighted with a covered lanai including a New Outdoor Fan (2026), providing shaded seating overlooking the refreshing pool. The backyard offers space for gardening, recreation, or the future addition of an outdoor kitchen and dining area. Major updates include a Roof Replacement (2021), Air Conditioner (2021), Air Handler (2024), Tankless Water Heater (2025), Fresh interior paint (2026), Updated design to baseboards/window casings (2026), Concrete Driveway (2026), New Pool Filter (2026). This could be yours-A well-maintained pool home in a convenient Sarasota location. Ideally located just minutes from shopping, dining, downtown Sarasota, the Legacy Trail, and world-renowned Gulf Coast beaches. This is more than a home—it’s a lifestyle.
Listing is courtesy of: ROGER G KING (916-300-1134)
Listing Agent: Roger King (916-300-1134)
1732 SHORELAND DR, SARASOTA, FL 34239
$1,995,00063 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)
1734 RIVIERA CIR, SARASOTA, FL 34232
$899,00016 Days 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
Elementary School: Wilkinson Elementary
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)
3360 S OSPREY AVE #104B, SARASOTA, FL 34239
$299,00016 Days 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.
Listing Agent: Marlin Yoder (941-893-7406)
3060 COURTLAND ST, SARASOTA, FL 34237
$775,000324 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
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
$2,438,000123 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 is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Georgia Salaverri (954-661-8968)
1789 LOMA LINDA ST, SARASOTA, FL 34239
$1,395,000533 Days on yellowkey MLS ID: A4627340
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2560 Built: 1950 Tax: $14,382 (2023)Community: Pomelo Place ResubSingle Family
Taxes:$14,382
Tax Year: 2023
Remarks: The West of Trail BEST BUY!! Located between Osprey Avenue and Orange Ave, rarely will you find a 2500+ square foot cement block home on an oversized corner lot (100' x 142') with 3 bedrooms, 2 bathrooms, 2 car attached garage and pool for this price. Open floor plan with high ceilings in living areas, wood flooring, spacious living and dining areas, wine cellar, separate laundry room, screened in pool and large lanai. Automatic driveway gate for garage side entry on Osprey and circular drive on Loma Linda. Prime location just down the street from popular Southside Village shops and restaurants and in highly acclaimed schoold districts. Come see for yourself and have a very pleasant surprise. No interior storm damage in the home.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
2775 25TH ST, SARASOTA, FL 34234
$319,90094 Days on yellowkey MLS ID: A4675918
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1140 Built: 2001 Tax: $3,306 (2025)Community: Lenray HeightsSingle Family
Taxes:$3,306
Elementary School: Emma E. Booker Elementary
Remarks: Absolutely Immaculate & Move-In Ready! This beautifully remodeled 3-bedroom, 2-bathroom home offers the perfect blend of modern style and peace of mind. Built in 2001, the residence features a spacious open floor plan complemented by contemporary décor. Recently transformed, the home boasts an updated kitchen and baths with newer appliances, sleek cabinetry, granite countertops, tile flooring, updated plumbing fixtures and security system. Enjoy total confidence with significant recent capital improvements, including a new roof (11/2022) and a new HVAC system (2/2023). The exterior is equally impressive, featuring a expanded driveway leading to a 1-car garage, a large screened front porch, and an expansive fenced backyard perfect for privacy. Centrally located near the heart of Sarasota, you are minutes away from world-class Gulf beaches, local parks, premier shopping, and the Sarasota-Bradenton International Airport. Whether you are seeking a tranquil family retreat or a modern turnkey abode, this home is ready for its next chapter. Schedule your private showing today!
Listing is courtesy of: REAL ESTATE MARKET CENTER (941-922-4800)
Listing Agent: Jason Bartholomew (941-356-4800)
101 S GULFSTREAM AVE #7D, SARASOTA, FL 34236
$560,00043 Days on yellowkey MLS ID: A4685150
2 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1200 Built: 1974 Tax: $6,453 (2025)Community: Dolphin TowerCondo
Taxes:$6,453
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to Residence 7D at The 101, a beautifully updated two-bedroom condominium in one of Downtown Sarasota's most structurally sound and well-located buildings, directly across from Sarasota Bay, Marina Jack and Bayfront Park. Following a comprehensive building modernization that brought the property into compliance with current hurricane and structural standards, The 101 has emerged as a highly desirable downtown residence, offering owners both long-term peace of mind and exceptional value in Sarasota's urban waterfront district. Inside, this thoughtfully updated residence features a bright and open two-bedroom, two-bath, split floor plan with city views overlooking South Palm Avenue and a private covered balcony perfect for enjoying Sarasota's evening skyline. The main living area offers classic Travertine flooring throughout and the bedrooms are finished with wood-look LVP flooring. The updated kitchen is designed for everyday living and entertaining, featuring granite countertops, quality cabinetry with integrated pantry storage and stainless-steel appliances. There are a separate walk-in pantry and large closet off of the main living area, offering organized storage space. The primary suite offers a walk-in closet and up-dated en-suite bath with granite countertops, while the guest bedroom and renovated second bath provide comfort along with a split floor plan that provides privacy. Residents enjoy a secured and private parking garage and this unit comes with 1 deeded parking space with access to additional guest parking. Positioned directly across from Sarasota Bayfront Park and Marina, residents enjoy immediate access to the city's waterfront, walking paths, and sunset views. The building sits just steps from Palm Avenue galleries, the Sarasota Opera House, theaters, restaurants, cafés, boutique shopping and all that Downtown Sarasota living has to offer. Come and see for yourself the best value Downtown Sarasota has to offer.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Stacey King (646-734-5014)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.