Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
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2304 RINGLING BLVD #101, SARASOTA, FL 34237
$145,000181 Days on yellowkey MLS ID: A4670262
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 552 Built: 1965Monthly Fee: $600 Tax: $1,641 (2024)Community: Garden AptsSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,641
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Welcome to this charming ground floor, 1 bed 1bath condo within walking distance of all of Sarasota’s splendor! This unit is in excellent condition and boasts tile floors throughout. Newer kitchen appliances, counter tops and cabinets. The association has just updated the laundry facility with brand new washers and dryers. This home also has its own parking space and there is guest parking on site. It is perfect as a weekend get-a-way, private residence and has an excellent long-term rental history. Whether you are an investor or an empty nester, this condo is ready for occupancy!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
860 S BENEVA RD, SARASOTA, FL 34232
$725,000219 Days on yellowkey MLS ID: A4665949
1 Days Off yellowkey (back on 4/30/2026)
REDUCED by $40,000 (5.2%) on 04/22/2026
Bed: 4 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3177 Built: 1950 Tax: $3,030 (2024)Community: Not Part Of A SubdivisionSingle Family
Taxes:$3,030
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Rare waterfront footage on over 1.4 acres of tropical landscape.This unique property includes a 2 story, 3 bedroom/ 5 bath house, a 1 bed/1 bath guest house, and a 1900 square foot detached garage. It is ideal for storage, a workshop or recreational equipment. Legacy Trail less than 2 miles away. Bring your e bike business and set up shop here. ( Subject to zoning). The property is located on Phillippi Creek , offering direct access and a unique opportunity for a kayak or paddleboard business in a highly desirable recreational area. ( Subject to zoning) While the property has experienced flooding and requires major renovations, the potential returns make it best suited for investors, builders or buyers ready to undertake a significant project.Bring your vision and tools to transform this into a standout asset in a great location. Close to resturants & shopping.Property sold AS-IS.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Renee Tope (941-376-1472)
2436 GOLDENROD ST, SARASOTA, FL 34239
$749,9002 Days on yellowkey MLS ID: A4691436
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1862 Built: 1957 Tax: $1,796 (2025)Community: South GateSingle Family
Taxes:$1,796
Tax Year: 2025
Remarks: Don’t miss your chance to own this one-of-a-kind, fully renovated mid-century modern gem in Sarasota’s coveted Southgate community. Opportunities like this are rare, and this home is completely move-in ready. Perfectly positioned just minutes from Downtown Sarasota and Siesta Key, this residence delivers the ideal blend of designer style, modern comfort, and unbeatable location. Step inside and experience a thoughtfully reimagined 4-bedroom, 3-bath home where every detail has been curated for both everyday living and effortless entertaining. Luxury vinyl plank flooring flows throughout, complemented by recessed lighting and a striking custom accent wall with integrated mood lighting. The sleek, wall-mounted electric fireplace creates a warm, contemporary focal point for gathering with family and friends. The show-stopping kitchen is designed to impress, featuring quartz countertops with a dramatic waterfall edge, a full-height quartz backsplash, and custom cabinetry with soft-close functionality. A premium GE Café stainless steel appliance package, custom hood, upgraded 33-inch sink with waterfall feature and rinse system, built-in wine cooler, and discreet under-cabinet outlets complete this modern culinary space, perfect for hosting or enjoying quiet evenings at home. Unwind in spa-inspired bathrooms, all fully renovated with custom cabinetry, large-format tile, and upgraded lighting. The primary suite offers a luxurious retreat with floor-to-ceiling tile and a walk-in rain shower, creating a true at-home sanctuary. Beyond aesthetics, this home offers peace of mind with extensive upgrades, including a new 2026 roof, new AC system, new insulation, updated PVC plumbing, and impact windows throughout. Additional enhancements such as a new GE washer and dryer, fresh exterior paint, new sod and landscaping, new front entry door, backyard fencing, and full rain gutter system ensure both style and function. Located in Southgate with optional HOA and access to a community pool, you’ll enjoy a lifestyle that combines convenience, charm, and coastal living at its finest. Imagine mornings near the beach, afternoons exploring downtown, and evenings relaxing in your beautifully designed home. Your Sarasota dream home awaits. Schedule your private showing today before this exceptional property is gone.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Silvia Chiaro (941-376-0775)
3625 JACINTO CT, SARASOTA, FL 34239
$600,00049 Days on yellowkey MLS ID: A4686033
REDUCED by $25,000 (4.0%) on 04/02/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1008 Built: 1957 Tax: $707 (2025)Community: GranadaSingle Family
Taxes:$707
Remarks: This property offers an opportunity to secure a homesite in the highly desirable West of Trail neighborhood. Situated on a quiet residential street, this property presents the chance to build a custom residence in a location known for its charm, convenience, and long-term value. The existing structure on the property is a modest single-family home, but the true value here lies in the land and the prime setting it provides. Buyers looking to design and build their dream home will appreciate the opportunity to start fresh in a neighborhood where new construction and luxury homes continue to transform the streetscape. West of Trail is widely regarded as one of Sarasota’s most sought-after mainland locations. Nestled between Sarasota Bay and Tamiami Trail, the area is known for its picturesque, tree-lined streets, historic charm, and proximity to many of the city’s most desirable destinations. One of the biggest draws of this location is its outstanding convenience. The property is just minutes from Southside Village, a vibrant and walkable district known for its boutique shops, restaurants, and local cafés. Downtown Sarasota is also only a short drive away, offering theaters, art galleries, marina views, and an active cultural scene. For beach lovers, this homesite is ideally positioned close to Siesta Key, world-famous for its powdery white quartz sand and stunning Gulf sunsets. Families are also drawn to the area because of the highly regarded local school district, including Southside Elementary.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Marc Rasmussen (941-200-4663)
6140 MIDNIGHT PASS RD #902, SARASOTA, FL 34242
$925,000210 Days on yellowkey MLS ID: A4666851
REDUCED by $20,000 (2.1%) on 04/12/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1000 Built: 1967 Tax: $10,547 (2025)Community: Horizons WestCondo
Taxes:$10,547
Elementary School: Gulf Gate Elementary
Remarks: Your Dream Beach Escape Awaits on Siesta Key! Tired of long winters or hectic city life? Discover the ultimate retreat in this luxurious 9th-floor penthouse overlooking Siesta Key’s world-renowned Crescent Beach. With uninterrupted Gulf views, you’ll enjoy breathtaking sunsets and the soothing sounds of the surf each day. This spacious 1-bedroom, 1-bath unit features a sleek open floorplan with panoramic views from the living, dining, and kitchen areas. Fully furnished and move-in ready, it includes impact windows and doors, 2021 AC, new glass railings for unobstructed beach views, and updated appliances. The bedroom offers custom closets and en-suite bath with a modern walk-in shower. A large walk-in pantry provides extra storage. Add a sleeper sofa or Murphy bed to easily host guests. Located in Horizons West, a 7-acre gulf-to-bay community with 300 feet of private beach, beachside pool and spa, grilling areas, clubhouse, and a bayside park with day dock—perfect for kayaking, fishing, or relaxing by the intracoastal waterway. A second pool is located next to the Community Clubhouse. Hop on the free Siesta Key trolley to explore local dining, shopping, and entertainment. This is more than a condo—it’s your gateway to paradise.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
6140 MIDNIGHT PASS RD #401, SARASOTA, FL 34242
$2,175,00096 Days on yellowkey MLS ID: A4678828
REDUCED by $25,000 (1.1%) on 04/14/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1798 Built: 1967 Tax: $14,384 (2025)Community: Horizons WestCondo
Taxes:$14,384
Elementary School: Phillippi Shores Elementary
Remarks: Full west-facing gulf and beach views from this exquisitely designed 3-bedroom condo on Siesta Key’s famed Crescent Beach. This highly desirable end-unit has views from Point of Rocks to the north end of Siesta Key Beach. Never miss a sunset from this turnkey-furnished, move in ready home. No expense was spared in creating this seaside oasis. The original space was reconfigured to add a 3rd bedroom, open the kitchen, and enclose the 30-foot balcony. Slide open the walls of west-facing impact windows bring in the sounds of the beach. The primary bedroom has a wall of accordion glass the folds open to expand the open concept layout. Continuous luxury vinyl flooring throughout the unit creates a seamless transition between spaces. The kitchen has bar seating for 7, an induction stovetop, quartz countertops, and a high-end mosaic backsplash. Across from the kitchen is the dry bar with built-in wine refrigerator and separate ice maker. There is crown molding, dimmable recessed lighting, 5 ½” baseboards, an in-ceiling speaker system throughout the home. The primary bedroom has dual walk-in closets. Updated bathrooms include walk-in showers and stone countertops. This once-in-a-lifetime property is located in Horizons West, a gulf-to-bay community with 300 feet of private beach access and over 7-acres of lush grounds. There are 2 heated pools-one with beach views, a gulf-side spa, beach cabanas and beachside grilling areas. The grounds include an intracoastal waterway park with day dock and a grilling area that is perfect for manatee watching or launching a kayak. Siesta Key’s free island trolley can deliver you to exceptional dining, shopping and entertainment. Welcome home to Siesta Key.
6140 MIDNIGHT PASS RD #501, SARASOTA, FL 34242
$1,895,00022 Days on yellowkey MLS ID: A4688820
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1798 Built: 1967 Tax: $16,236 (2025)Community: Horizons WestCondo
Taxes:$16,236
Remarks: Spacious and inviting, this TRUE 3-bedroom, 5th-floor end-unit condominium is located directly on Siesta Key’s world-renowned quartz crystal sand beach and offers sweeping west-facing Gulf and Crescent Beach views from Point of Rocks to northern Siesta Key. Enjoy water views from every room in this updated, move-in-ready residence that comes fully turnkey furnished—just bring your suitcase and start enjoying the beachfront lifestyle. Featuring IMPACT windows and doors for peace of mind, this coastal retreat is nestled within the desirable Horizons West, a Gulf-to-Bay resort set on over 7 beautifully landscaped acres. Amenities include 300 feet of deeded beach access with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock ideal for fishing, picnicking, or watching boats pass by. Launch kayaks and paddleboards from the bayside to explore the mangroves, or hop on the free Siesta Key trolley to experience the island’s exceptional dining, shopping, and entertainment.
6829 CHLOE CT, SARASOTA, FL 34241
$699,99045 Days on yellowkey MLS ID: TB8487039
REDUCED by $30,000 (4.1%) on 04/09/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2908 Built: 2026Monthly Fee: $160 Tax: $6,217 (2026)Community: Lakeview CrossingSingle Family
Taxes:$6,217
Elementary School: Lakeview Elementary
Tax Year: 2026
Middle School: Sarasota Middle
Remarks: Under Construction. Imagine your future with the timeless comforts and top-quality construction you’ll experience in The Messner floor plan by David Weekley Homes brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. There’s a room for everyone in this 5 bedroom, 3.5 bath, 2 car garage luxury home. Expertly placed energy-efficient windows help the family and dining spaces shine with natural light. The streamlined designer kitchen creates an easy culinary layout for the resident chef while granting an open view of the adjacent living spaces. Head up stairs to find the Owner’s retreat, an en suite Owner’s Bath and sizable walk-in closet to contribute to the everyday getaway. You’ll also find a multipurpose loft for a family movie theater or game night HQ as well as 3 additional bedrooms, 1 full bath and your indoor laundry room conveniently located on the second floor. Finishing out the first floor is your guest bedroom with en-suite bath so your visitors have their own getaway, as well as a study and powder room. The generous back yard boasts plenty of room to build your outdoor, pool inspired oasis. How do you imagine your #LivingWeekley experience with this new home in Lakeview Crossing? You are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles) in the fully gated community of Lakeview Crossing.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
1350 MAIN ST #1703, SARASOTA, FL 34236
$1,295,000344 Days on yellowkey MLS ID: A4653120
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2232 Built: 2007 Tax: $11,828 (2025)Community: 1350 Main ResidentialCondo
Taxes:$11,828
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Enjoy sophisticated urban living in the heart of downtown Sarasota at 1350 Main. Step into a refined blend of style and comfort in this stunning 2-bedroom, 2.5-bath condominium located in the vibrant cultural and culinary district of Downtown Sarasota. This sleek residence combines modern design with luxurious comfort, offering an open-concept layout that seamlessly connects the living, dining, and kitchen area. Engineered hardwood floors flow throughout the public space, while expansive windows flood the interior with natural light. The kitchen is equipped with top-of-the-line KitchenAid appliances, high-end finishes, natural stone counters and abundant cabinet space. Retreat to the massive primary suite, featuring a private terrace, a custom walk-in closet, and ensuite bath with a soaking tub, separate walk-in shower and dual sinks. The well-appointed guest suite also includes its own bath and large walk-in closet ensuring privacy and comfort for visitors. Enjoy resort-style amenities including a heated pool and spa, outdoor grilling area, stylish clubroom, 24-hour concierge service, secured entry, a designated storage unit and deeded parking spaces in the private parking garage. Step outside and immerse yourself in Sarasota’s vibrant lifestyle—just a short walk to fine dining, the Opera House, boutique shopping, art galleries, Bayfront Park, and Marina Jack. Urban sophistication, contemporary luxury, and an unbeatable location—this is downtown living at its finest.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
1714 WALDEMERE ST, SARASOTA, FL 34239
$1,800,00031 Days on yellowkey MLS ID: A4688029
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2003 Built: 2000 Tax: $4,256 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$4,256
Remarks: Rarely available 2001 built one story home on a 75 ft wide lot in the prime heart of West of Trail/ Southside Village area. One block to Sarasota Memorial Hospital and 3 blocks to the ever popular Southside Village shops and restaurants. A "true" neighborhood, Hudson Bayou is one of the most sought after areas to live in. This 4 bedroom (split bedroom plan) 3 full bath pool home has high ceilings and an oversized 2 car garage.
Listing Agent: Barbara May (404-822-9264)
2472 TEMPLE ST, SARASOTA, FL 34239
$699,0001 Day on yellowkey MLS ID: A4691616
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1992 Tax: $7,278 (2025)Community: Rustic LodgeSpa: YesSingle Family
Taxes:$7,278
Remarks: Fully remodeled 4-bedroom home in Arlington Park, Sarasota, offering modern and beautifully updated finishes and a serene backyard—just minutes to downtown and the area’s world-renowned beaches (Siesta, Lido, Turtle). Beautifully updated and thoughtfully designed, this home blends modern style with warmth and everyday livability. The bright, open layout balances connection and modern, minimalist design, featuring a main-level primary suite with ensuite bath, while upstairs offers three spacious bedrooms, a full bathroom, and a dedicated laundry room (with updated appliances)—ideal for families, guests, or flexible living. Inside, quality, beautiful upgrades are evident throughout, including luxury vinyl plank flooring, crown molding, plantation shutters, and tasteful fresh interior and exterior paint. The kitchen is elegantly updated, featuring granite countertops, updated cabinetry, and stainless steel appliances, with ample storage and a seamless flow into the main living spaces—perfect for both daily living and entertaining. The backyard is a true standout—designed to be both beautiful and experienced. A private, tropical retreat, the space centers around an expansive, freshly remodeled deck with soft bistro lighting and lush landscaping that creates a calm, inviting atmosphere day and night. A brand-new hot tub, stone paver walkways, multiple seating and dining areas, durable PVC privacy fencing, and a full irrigation system complete this thoughtfully designed outdoor living space. Additional improvements, including a newer AC system, provide comfort and peace of mind. The location enhances everyday life, offering quick access to downtown Sarasota’s dining, shopping, and waterfront, while Siesta Key, Lido Key, and other Gulf beaches are just a short drive away—making beach days and sunset outings an easy part of your routine. Located just minutes from the SRQ high school for families looking for a safe, walkable, quiet neighborhood to raise a family. Just around the corner, Arlington Park & Aquatic Complex features year-round heated pools, tennis and basketball courts, a scenic walking trail around the pond, a fenced dog park, large playground, and a unique outdoor fitness area—creating a true neighborhood hub for an active, connected lifestyle in this sustainable neighborhood. Move-in ready and beautifully finished, this home offers a rare opportunity to enjoy modern living in one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jordan Ask (941-504-8037)
225 LITTLE POND LN, SARASOTA, FL 34242
$4,450,000202 Days on yellowkey MLS ID: A4668094
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3867 Built: 1987Monthly Fee: $125 Tax: $28,385 (2024)Community: Siesta Es Boyds RepSpa: NoSingle Family
Taxes:$28,385
Remarks: Urgent listing update! Notably, a identical neighboring lot has closed for $3.5M, underscoring the exceptional value offered here with a fully updated, approximately 3,800 sq ft residence and professionally designed landscaping already in place. Completely reimagined and renovated, the home showcases striking design upgrades including a new roof, Hardie board siding, new stucco, and three new AC systems—delivering the feel and quality of newer construction within an established, sought-after enclave. Inside, expansive living spaces are filled with natural light through new impact-rated windows and doors that frame tranquil waterfront views. This five-bedroom residence features two designer-appointed primary suites, offering flexibility and privacy. The chef’s kitchen is equipped with Thermador appliances, double dishwashers, dual sinks, wall and speed ovens, a 36-inch induction cooktop, and a 48-inch built-in refrigerator—ideal for both everyday living and entertaining. A custom lounge bar with built-in refrigeration and icemaker enhances the home’s inviting atmosphere. Outdoor living is equally compelling, highlighted by a 2024 resort-style pool and shaded architectural lounge with Cypress wood inlay ceiling, pre-wired for a Jacuzzi. The marine-grade dock includes two new boat lifts (12,000-lb. and 20,000-lb.) and provides quick access to open water with no fixed bridges. Residents of the 54-home Cocoanut Bayou community enjoy access to a truly private beach directly across the street—available only to association members. With no public parking and limited access, owners can enjoy uncrowded shoreline, a tiki hut, gathering area, and effortless, stress-free sunsets on Siesta Key’s renowned white sand. Refined. Verified. Ready—welcome to elevated island living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Netzel (941-539-0633)
1846 LINCOLN DR, SARASOTA, FL 34236
$2,095,000212 Days on yellowkey MLS ID: A4666374
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2618 Built: 1941 Tax: $17,701 (2024)Community: Avondale RepSpa: NoSingle Family
Taxes:$17,701
Remarks: Located in the highly sought-after Avondale neighborhood, this beautiful home has been extensively and tastefully UPDATED while maintaining its timeless charm. The SPLIT FLOOR PLAN includes three oversized ENSUITE BEDROOMS, an additional powder room, and a separate study/den conveniently positioned adjacent to the primary suite. FLOOR -TO-CEILING WINDOWS and an open floor plan allow for abundant natural light and views of the HEATED SALT WATER POOL, travertine deck, and generously sized backyard. Significant renovations in 2022 and 2023 include a new primary suite addition, an EXTENSIVE KITCHEN REMODEL WITH UPDATED PLUMBING AND ELECTRICAL and new flooring throughout. Exterior improvements are equally impressive, featuring IMPACT RATED WINDOWS AND DOORS throughout, enhanced landscaping with drainage systems, irrigation, front yard fencing, and updated lighting. Additional features include a 2-car garage with EPOXY FLOORING, METAL ROOF(2007/2021), and NEWER A/C (2021). The elevation of the house is above the based flood elevation and experienced no flood on the property during the 2024 storm season. Perfectly situated between Southside Village and the vibrant Downtown Sarasota Bayfront, the property is also located within the highly sought-after Southside Elementary School District, making it a premier choice for those seeking convenience, style, and location.
Listing Agent: Fred Sassen (404-408-5956)
862 HUDSON AVE #862, SARASOTA, FL 34236
$925,000157 Days on yellowkey MLS ID: A4673143
REDUCED by $25,000 (2.6%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1362 Built: 1989 Tax: $10,348 (2025)Community: Hudson LandingsSpa: NoCondo
Taxes:$10,348
Remarks: Located in Sarasota's coveted west-of-the-trail, canal-front enclave of Hudson Landings, this property offers a rare ground-floor residence with a deeded dock and direct bay access. Built in 1989 and spanning 1,362 square feet, this thoughtfully updated home features three bedrooms and two full baths, ideal for year-round living or a seasonal coastal retreat. An open layout connects the kitchen; featuring stainless steel appliances, granite countertops with seating opening to a spacious living and dining area highlighted by high ceilings and abundant natural light. The primary suite overlooks the bayou and pool area, creating a peaceful waterfront backdrop. Two additional bedrooms provide flexibility for guests, a home office, or a den. A screened patio captures soft southern light and frames a direct view of the water perfect for morning coffee or winding down in the evenings. Hudson Landings, an intimate community of just 12 residences, offers a heated pool, lush landscaping, and unbeatable proximity to downtown Sarasota, the marina, Marie Selby Botanical Gardens, and Southside Village. Notable upgrades include hurricane-rated windows and sliders, updated kitchen and bathrooms, a detached garage and boat-friendly amenities. This residence delivers the best of Sarasota living: downtown convenience in a quiet residential neighborhood paired with effortless waterfront access. Book your showing today.
111 WHISPERING SANDS CIR #V38, SARASOTA, FL 34242
$629,900177 Days on yellowkey MLS ID: A4670303
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1160 Built: 1968 Tax: $6,489 (2024)Community: Whispering Sands Sec 5Villa
Taxes:$6,489
Remarks: Set within one of the few 55+ private Gulf-front communities on Siesta Key, this beautifully updated two-bedroom, two-bath villa blends refined comfort with a relaxed coastal lifestyle. COMES FULLY FURNISHED. Every corner of this residence has been carefully renewed to create a light-filled, contemporary retreat just moments from the famous white powder sand and Siesta Village. Inside, the open-concept design showcases clean modern lines, soft natural tones, and upgraded finishes throughout. The kitchen and baths were completely reimagined with stylish surfaces and fixtures, while new flooring and recessed lighting enhance the sense of space and flow. An inviting Florida room extends the main living area, featuring impact-rated windows and its own climate control, making it perfect for enjoying serene garden views year-round. Additional features include upgraded electrical, automatic window treatments, and an attached garage with laundry connections for a full-size washer and dryer. The villa has also been fully restored following minor storm-related water intrusion, including professional mold remediation, selective drywall replacement, and a freshly painted interior. The HVAC system (2022) and electrical system were inspected and certified in excellent working order. Whispering Sands offers a private beach, two pools, a fitness center, and a scenic lagoon surrounded by lush tropical landscaping, and more. Offering the perfect balance of luxury, location, and peace of mind, this villa embodies the best of Siesta Key living. Schedule your private showing today and experience it for yourself. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
1022 S OSPREY AVE, SARASOTA, FL 34236
$1,599,000212 Days on yellowkey MLS ID: A4666624
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2284 Built: 1922 Tax: $4,185 (2024)Community: Rigbys SubSingle Family
Taxes:$4,185
Remarks: Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroom guest house. Renovations include a 2006 conversion of the garage into a guest house with a stucco privacy wall and Chicago brick driveway. In 2018, a spacious primary suite with double closets, a large bath, and French doors to a screened lanai was added. High ceilings, oversized impact windows, and refinished hardwood floors (2024) add to the home’s appeal. Recent updates include a recoated roof with a 10-year transferable warranty (2025), A/C (2023), water heater (2024), encapsulated crawlspace with dehumidifier (2024), foundation reinforcement with new support jacks (2024/2025), and hurricane-rated windows. The kitchen and dining area were fully renovated, featuring custom Conestoga cabinetry and designer appliances (2024/2025). Additional features include recessed lighting, custom closets, a Murphy bed, and a natural gas fireplace. A wellness room with an infrared sauna (2025) completes the interior. Exterior highlights include enhanced landscaping, three all-weather sheds, a pergola with natural gas grill hookups, and a serene brick courtyard surrounded by mature landscaping for privacy. The location is unparalleled, with proximity to Southside Village, the downtown Sarasota bayfront, St. Armands Circle, and the world-famous beaches of Lido and Siesta Key.
153 N ADAMS DR, SARASOTA, FL 34236
$1,197,000276 Days on yellowkey MLS ID: A4660166
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1500 Built: 1951 Tax: $20,497 (2024)Community: Saint Armands Div John RinglingSingle Family
Taxes:$20,497
Remarks: One of the best prices in the St Armand's Circle area, this property is priced at lot value. Featuring a 10,858 sq ft (.25 acre) lot, that is one block to the popular shops and restaurants on the renowned Circle and an easy stroll to the beach. The existing 3 bedroom 2.5 bath home did have water intrusion but could be rehabbed. No HOA restrictions and easy access to downtown Sarasota. Highly desirable neighborhood for both homeowners and vacation rental purchasers.
1789 LOMA LINDA ST, SARASOTA, FL 34239
$1,395,000545 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 ResubSpa: NoSingle 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.
1656 PINYON PINE DR, SARASOTA, FL 34240
$750,0002 Days on yellowkey MLS ID: TB8501410
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3222 Built: 2005Monthly Fee: $80 Tax: $6,194 (2025)Community: Villages/Pine Tree Spruce PineSpa: YesSingle Family
Taxes:$6,194
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: *Open House 5/2/26* Welcome to your dream home in beautiful Sarasota! This stunning 5-bedroom, 3-bathroom residence perfectly blends comfort, style, and functionality, all nestled within a desirable community featuring low HOA fees and no CDD—an increasingly rare find. Step inside to discover a thoughtfully designed floor plan with luxury vinyl flooring throughout the main level, creating a warm yet modern aesthetic. The spacious kitchen is a true centerpiece, complete with stainless steel appliances, granite countertops, and ample cabinetry—ideal for both everyday living and entertaining. The primary suite, conveniently located on the ground floor, offers a private retreat with sliding glass doors leading directly to the screened-in patio. The en-suite bathroom features dual vanities, a massive tiled walk-in shower, and a private water closet for added comfort. Also on the main level, a beautifully positioned office/library overlooks the front grounds, offering a serene and polished setting for a home workspace or private reading retreat and an additional guest suite provides ideal privacy and comfort for visitors or multi-generational living. Upstairs, you’ll find three additional bedrooms in a well-designed split floor plan, providing flexibility for family, guests, or a home office setup. Enjoy Florida living year-round on the screened-in patio, complete with an above-ground spa—perfect for relaxing evenings. The fully fenced backyard offers privacy and space for pets or outdoor activities. Additional highlights include a brand-new tile roof (2025), a 3-car garage, water softener system, and energy-efficient solar panels to help reduce utility costs. Located near top-rated schools, shopping, dining, and just a short drive to Sarasota’s world-renowned beaches, this home truly has it all. Don’t miss your opportunity to own this exceptional property—schedule your private showing today!
Listing is courtesy of: ORCHARD BROKERAGE, LLC (844-515-9880)
Listing Agent: Meghan Hobson (727-221-3670)
1516 S ORANGE AVE, SARASOTA, FL 34239
$4,695,000118 Days on yellowkey MLS ID: A4676686
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4224 Built: 2026 Tax: $13,597 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$13,597
Remarks: The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
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