Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1650 PINYON PINE DR, SARASOTA, FL 34240
$824,9003 Days on yellowkey MLS ID: A4696661
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3222 Built: 2005Monthly Fee: $80 Tax: $4,387 (2025)Community: Villages At Pinetree SpruceSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,387
Elementary School: Tatum Ridge Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Welcome the Enclave- a suburban Sarasota neighborhood that blends tranquility with convenience. This special listing boasts over 3,200 square feet of living area, five bedrooms plus and office, three bathrooms, three car garage, heated pool and much more. The first thing you’ll notice about this home is its prime positioning within the neighborhood. Set in the back of the neighborhood, this property backs up to a community owned preserve area with sunny southerly exposure for a bright and sunny home and lots of warmth on the pool area. Approaching the home you will notice the fantastic curb appeal and walkway area to the front door. The three-car garage provides for abundant storage spaces as well. Where this home really shines is in the value department- it boasts a new flat tile roof (2024), and each window in the home is an impact rated storm window for peace of mind (2024). In addition to the structural upgrades the interior of this home has been meticulously cared for and upgraded over the years by current owner. You’ll notice either engineered wood or tile flooring throughout, updated kitchen and bathrooms, abundant craftsmen-style built-ins in many tasteful areas, 2 built-in electric fireplaces, crown molding, and detailed trim work. The primary bedroom features a tastefully updated bathroom with dual sinks, walk-in shower and soaking tub- as well as dual closets with built-ins and a fireplace. The kitchen has beautiful granite counters with an open concept feel, walk-in pantry and upgraded tile backsplash. Moving outdoors you will find an impressively large caged lanai with clear view screened cage, heated pool, fenced dog run area with turf, covered eating area and serene views that have been known have the occasional deer stroll by! The location of this neighborhood is incredible- located near Tatum Ridge Elementary school, Celery Fields Park and nature area, Rothenbach park and many new shopping, dining and retail areas, you really cannot miss with this fine home. Call to schedule your private showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Drew Russell (941-993-3739)
1841 PARAKEET WAY #1101, SARASOTA, FL 34232
$142,9003 Days on yellowkey MLS ID: A4696605
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 765 Built: 1970 Tax: $1,796 (2025)Community: Vistas On BenevaSpa: NoCondo
Taxes:$1,796
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: AS PROMISED! Extra large 1 bedroom upper level condo has brand new carpet and newly painted walls and ceilings. Light and bright open floor plan has combined living and dining room with French doors opening onto an open deck overlooking the large pool area. Oversized bedroom offers room for a king bed, dresser, small desk and also has a walk-in closet. The kitchen has a window overlooking the pool area, and a pass through/breakfast bar plus plenty of cabinet space. The large bath actually offers 2 rooms - one has the tub/shower combo and the commode, while the other has the sink and linen closet. There is a stack unit washer and dryer in the hallway outside the bedroom. Well-run community with on-site manager (limited hours during certain times), community pool, beautiful clubhouse with state of the art fitness center (get rid of that gym membership fee), large community room and kitchen. This complex is centrally located near shopping and dining and with easy access to downtown, Siesta Key beach, and offering easy access to I-75. Monthly maintenance fee includes water, sewer, trash pickup and reserve funds. The absolutely perfect place for year-round living, or as a vacation getaway. Very pet friendly as well.
Listing is courtesy of: CASEY REALTY CORPORATION (941-922-3391)
Listing Agent: Sue Jordan, Pa (941-920-6878)
2300 LINDSTROM ST, SARASOTA, FL 34237
$779,0003 Days on yellowkey MLS ID: A4693299
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2084 Built: 2021Monthly Fee: $654 Tax: $9,853 (2025)Community: Payne Park Ph 1Townhouse
Taxes:$9,853
Elementary School: Alta Vista Elementary
Middle School: Booker Middle
Remarks: One of the brightest units in Payne Park, this meticulously maintained 3 bedroom/3.5 Bath (2084 SF) modern coastal home presents in near-new condition, offers a setting rarely found in downtown Sarasota. This Malcolm model (Largest Payne Park Villa) is perfectly positioned on one of the best corners to allow for "light and air" on three sides of the unit. Views includes a West view of Payne Park (pond) and a Northeast view of the pool. Payne Park is located right on the Legacy Trail with this home delivering an elevated lifestyle where walkability, recreation, and vibrant city energy converge. The main living level is thoughtfully designed for everyday living and entertaining. The chef's kitchen is a standout, featuring floor-to-ceiling white wood cabinetry with crown molding and brass hardware finished with a white quartz countertop. Modern glass and brass pendant lighting complement the kitchen's centerpiece island, which provides additional seating and storage. A custom tile feature wall frames the apron sink, positioned beneath two large windows that flood the space with natural light. The adjacent dining area flows nicely into the family room showcases a wall of windows. A private balcony extends the living space and provides space to relax. On the lower level, Bedroom 2 can be configured as a home office and offers exceptional flexibility with a full bath and closet. This level also provides access to a spacious paver stone patio with iron fencing and a gated entrance, ideal for outdoor enjoyment. Completing this floor is a two-car garage. On the third floor, you will find a generous sized primary bedroom with a well-appointed en-suite bath that includes a dual sink vanity, large walk-in shower with glass enclosure and an oversized walk-in closet with built-in shelving. Bedroom 3 also includes its own en-suite bath, offering comfort and privacy for guests or family members. A convenient laundry closet completes this level. Impeccable location and value! Buyers and/or Buyers Agent to verify all pertinent information, including room sizes, as they may be approximate. All Association information should be verified with Property Management Company or Association. Information deemed reliable but not guaranteed.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Robert Robinson (941-587-2739)
4660 OCEAN BLVD #Q2, SARASOTA, FL 34242
$624,90043 Days on yellowkey MLS ID: A4692194
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $6,131 (2025)Community: Sea VillageSpa: NoCondo
Taxes:$6,131
Elementary School: Phillippi Shores Elementary
Remarks: Stunning Sunset Views ~ Sea Village on Siesta Key. Wake up to breathtaking water views and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in a charming Gulf front community. Floor-to-ceiling glass sliders flood the open living area with natural light, leading to your private screened lanai, where uninterrupted Gulf views are yours to behold. The primary bedroom features sliding doors that open to the patio, ample closet space, and an ensuite bath with separate vanity. The well-appointed kitchen has upgraded appliances and a pass-through to the living area, and the second bedroom is perfect for guests and family. With 1,200 ft² of living space, this second-floor residence has a brand-new A/C (2025) and offers an in-unit washer/dryer, as well as a free community laundry room and storage. This exceptional unit has had just one owner and has been in the family since the complex was built. Sea Village is a small, pet-friendly community located exactly 1 mile north of Siesta Key Village and 1 mile to the #1 Beach in America. Amenities include not one, but TWO heated waterfront pools, a newly constructed fishing pier, and designated covered parking. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to live your best life, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (including the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. A complete beautification project of the community is slated to be completed in June, to include all new landscaping and brand new carports. PLEASE NOTE: Some of the aerial photos in this listing were taken previously.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Robin Leonardi (941-685-6270)
8800 MIDNIGHT PASS RD, SARASOTA, FL 34242
$3,490,00047 Days on yellowkey MLS ID: A4691173
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3676 Built: 2025Monthly Fee: $25 Tax: $8,084 (2025)Community: Tortoise EstatesSingle Family
Taxes:$8,084
Remarks: With gulf views, and walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach. With 3,676 SF of thoughtfully designed space, this home offers breathtaking 360-degree ocean views, multiple outdoor patios and terraces, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
2420 FLOYD ST, SARASOTA, FL 34239
$2,190,0009 Days on yellowkey MLS ID: A4696046
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3350 Built: 2024 Tax: $20,326 (2025)Community: Rustic LodgeSpa: YesSingle Family
Taxes:$20,326
Remarks: Introducing an exquisite New Construction, 3,356 sq. ft. home in the heart of Sarasota. *Pool installation is in progress. This stunning residence offers an unparalleled combination of luxurious comfort and unbeatable location, minutes from Downtown. As you enter this dazzling property, you will be greeted by an open and spacious floor plan that features high ceilings, natural light, and high quality finishes throughout. The home features an elegant kitchen with top-of-the-line Fulgor Milano appliances, quartz countertops, and custom cabinetry. Two patios with an outdoor kitchen and additional island seamlessly blend indoor and outdoor living and lush landscaping. The master bedroom of this gorgeous home is a true sanctuary, offering a plush and peaceful retreat after a long day. With a high-ceiling and large windows to let in unrestricted natural light, providing a bright and airy feel that's perfect for relaxation. The room also features two generously sized walk-in closets. The master bathroom is equally impressive, featuring a soaking tub and a separate shower that's great for unwinding after a long day. The opulent finishes and high-end materials used throughout the space add to the lavish feel of this spectacular master suite, making it the best place to recharge and rejuvenate. The home also features several storage closets, and a large laundry room. As you ascend the grand staircase to the upper level of the home, you are met with a second living room area, large balcony, and three cozy bedrooms with en-suite bathrooms. This setup is perfect for families or groups of friends looking to stay together in comfort and convenience. Situated between Siesta Key and Downtown Sarasota, you will have easy access to some of the best beaches, restaurants, and shopping. Whether you are looking for a day at the beach, a night out on the town, or a quiet evening at home, this home has everything you need.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
603 TREMONT ST, SARASOTA, FL 34242
$3,690,00087 Days on yellowkey MLS ID: A4685407
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3996 Built: 2025 Tax: $7,175 (2025)Community: Waterside-Wood Siestas BaysidSingle Family
Taxes:$7,175
Remarks: Perfectly positioned in the heart of Siesta Key, this masterfully crafted New Construction estate epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot ceilings, floor-to-ceiling glass windows, and sleek porcelain tile flooring, all bathed in natural light and overlooking the lushly landscaped grounds. The state-of-the-art chef’s kitchen is a masterpiece of both style and function, featuring top-of-the-line Monogram appliances, quartz countertops, custom cabinetry, walk-in butlers pantry, and wine display, seamlessly flowing into the luxurious living and dining areas. Designed for an effortless indoor-outdoor lifestyle, this home boasts multiple rooftop decks, two spacious patios, and a resort-style outdoor oasis complete with a fully equipped summer kitchen, built-in grill, pool, and hot tub spa. The primary suite is a private retreat, offering a tranquil terrace, expansive walk-in closet, and a spa-like ensuite with a soaking tub, glass-enclosed shower, and designer finishes. As you ascend the grand staircase to the upper level of the lavish property, you are greeted with a breathtaking sight of three cozy bedrooms, each with its own private ensuite bathroom and featuring private access to a rooftop deck, creating the ultimate serene escape. A second laundry room is conveniently located upstairs to service the secondary bedrooms. Elevating the home’s sophistication, additional highlights include a electric fireplace, custom walk-in closets, high-end quartz cabinetry, and a private elevator for seamless access to every level. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Just moments from world-renowned Siesta Key Beach, fine dining, and premier shopping, this extraordinary residence offers an unparalleled combination of tranquility, elegance, and modern convenience. Your dream coastal retreat awaits—contact us today for a private tour!
4034 ROBERTS POINT RD, SARASOTA, FL 34242
$8,500,00032 Days on yellowkey MLS ID: A4693305
Bed: 5 Bath: 4.5 Gar: 6 Liv Area Sq Ft: 5458 Built: 1990 Tax: $52,899 (2025)Community: Elliot M Prop Siesta KeySpa: YesSingle Family
Taxes:$52,899
Remarks: A rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with 5 bedrooms, 4 full bathrooms, and 1 half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The property features a brand-new seawall and two exclusive dock settings, including a 16,000 lb boat lift and jet ski lift, along with a private waterfront seating area designed for effortless enjoyment of the serene surroundings. Underground utilities preserve uninterrupted water views, while soaring ceilings and a signature eagle’s nest vantage point elevate the home’s architectural presence and capture breathtaking vistas. Inside, the residence has been masterfully transformed with a refined open-concept design, anchored by a fully redesigned chef’s kitchen featuring Sub-Zero refrigeration, a gas range, new appliances and countertops, and exceptional craftsmanship throughout. Custom millwork, designer lighting, shiplap detailing, and elegant new railings define the home’s modern coastal aesthetic. The thoughtfully designed floor plan offers three distinct kitchen spaces—including a main kitchen, outdoor kitchen, and private guest suite kitchen—along with a private-entry guest residence and a versatile ground-floor loft with dual Murphy beds, providing exceptional flexibility for both everyday living and elevated entertaining. A private elevator services the home, while a new glass front entry door—currently being installed—further enhances its modern coastal presentation. Curated for both comfort and performance, the home is equipped with three new AC systems, a new well, enhanced irrigation and landscaping, a whole-home Generac generator, reverse osmosis and Kinetico water systems, and full smart home integration through Control4 automation, Sonos audio, and a high-end AV infrastructure. Outdoors, a resort-style pool and spa with both gas and electric heating and full app-based control ensure year-round enjoyment. Additional features include a six-car garage with epoxy floors, a bespoke outdoor bar and kitchen, screened enclosure, kayak storage, and a private sand area—culminating in a truly turnkey, design-forward waterfront estate in one of Sarasota’s most coveted locations.
4541 CHARING CROSS RD, SARASOTA, FL 34241
$510,90037 Days on yellowkey MLS ID: TB8506161
REDUCED by $9,000 (1.7%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2160 Built: 1978Monthly Fee: $29 Tax: $3,771 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$3,771
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Welcome to 4541 Charing Cross Road, a beautifully maintained 3-bedroom, 2-bath pool home offering just under 2,200 heated square feet in the highly desirable Bent Tree Village golf course community. Situated on an oversized quarter-acre lot, this property backs directly to the golf course and offers exceptional privacy, mature landscaping, and peaceful views. With LOW HOA DUES, NO CDD FEES, optional country club membership, and a whole-home water filtration system, this home delivers the perfect blend of comfort, convenience, and lifestyle. French wood doors welcome you into the foyer, where abundant natural light and thoughtfully designed living spaces create an inviting atmosphere throughout. The home features tile flooring in the foyer, kitchen, family room, breakfast nook, and wet areas, while the bedrooms and formal living/dining room combination showcase luxury vinyl plank flooring. Plantation shutters adorn every window, and all windows have been upgraded to impact-resistant double-pane windows for added energy efficiency and peace of mind. The kitchen is designed with both functionality and style in mind, featuring Corian countertops, stainless steel appliances, an undermount sink, a beautiful backsplash, and a large built-in pantry for ample storage. The breakfast nook overlooks the family room, creating an open and inviting layout that is perfect for both everyday living and entertaining. The spacious family room is anchored by a stunning stone wood-burning fireplace, creating the perfect gathering space. Multiple sets of sliding glass doors from the kitchen, living room, and primary suite seamlessly connect the indoor living areas to the covered lanai and screened pool area complete with a pool heater. Surrounded by lush tropical landscaping, the backyard offers a private retreat ideal for entertaining or relaxing year-round. The generously sized primary suite features private access to the lanai, dual closets including a walk-in closet and built-in closet, and an en-suite bathroom with double vanities and a beautifully tiled walk-in shower. The split-bedroom floor plan provides added privacy, with two additional bedrooms and a full guest bathroom located on the opposite side of the home. Additional updates include a 2019 HVAC system, updated electrical in 2018, and a reinforced garage door installed in 2018. Residents of Bent Tree Village enjoy access to a community lake for small boats and fishing with permit, along with optional golf and country club amenities. Located within an A-rated school district, with the elementary school just a short golf cart ride away, this home also offers convenient access to I-75, shopping, dining, Gulf beaches, and world-class healthcare facilities.
Listing is courtesy of: ASSIST 2 SELL THE ESHACK TEAM (813-400-1395)
Listing Agent: Aaron Eshack (813-917-3765)
2564 ARLINGTON ST, SARASOTA, FL 34239
$2,300,000101 Days on yellowkey MLS ID: A4683569
INCREASED by $118,100 (5.4%) on 06/10/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3117 Built: 2026 Tax: $5,223 (2025)Community: Turners J C SubSpa: YesSingle Family
Taxes:$5,223
Remarks: Under Construction. ALL PHOTOS OF THE INTERIOR AND EXTERIOR ATTACHED ARE ONLY REPRESENTATIVE EXAMPLES OF POSSIBLE FIT AND FINISH SELECTIONS FROM THE BUILDER. Welcome to a rare opportunity to secure a striking, under-construction contemporary estate in the coveted Arlington Park neighborhood of Sarasota. Scheduled for completion in late 2026, this architecturally distinctive luxury residence is designed for the most discerning new-construction buyer who values elevated design, cutting-edge finishes, and seamless indoor-outdoor living. Spanning 3,117 square feet, this 4-bedroom, 4.5 bath custom home showcases a light-filled open floor plan curated for modern elegance and effortless entertaining. Expansive porcelain tile flooring flows throughout, enhancing the clean, contemporary aesthetic. At the heart of the home, a show-stopping chef’s kitchen features a premium appliance package, quartz countertops, a dramatic waterfall-edge island, oversized walk-in pantry, and whole-house water purification system — delivering both beauty and performance. The open-concept great room transitions seamlessly to the outdoor living space, creating a true resort-style experience. The main-level primary suite serves as a private retreat, complete with a spa-inspired bath offering dual vanities, a freestanding soaking tub, and an oversized zero-entry shower. Upstairs, three additional ensuite bedrooms each enjoy balcony access overlooking the first floor, providing privacy and architectural interest. Dual laundry rooms on both levels add convenience rarely found even in luxury homes. Step outside to your private outdoor sanctuary — a spacious pool deck with a fully equipped summer kitchen, custom countertops, grill, and beverage center. The Gunite pool and spa adjacent to your sunken fire pit, fenced yard, professional irrigation, and curated exterior lighting create a refined yet low-maintenance tropical setting. A two-car garage and thoughtful landscaping complete the home’s polished presentation. Ideally positioned just minutes from downtown Sarasota, world-renowned Siesta Key Beach, the upscale boutiques and dining of St. Armands Circle, Sarasota Memorial Hospital, Sarasota Bradenton International Airport, and the scenic Legacy Trail — this location offers both prestige and convenience. With no HOA restrictions and weekly rental eligibility within city limits, this property also presents exceptional flexibility for luxury buyers seeking a primary residence, second home, or high-end investment opportunity. A one-year builder warranty provides added peace of mind. This is Sarasota luxury reimagined — modern, refined, and built for the future.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
217 S SHADE AVE, SARASOTA, FL 34237
$1,799,000464 Days on yellowkey MLS ID: A4628117
REDUCED by $100,000 (5.3%) on 05/12/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Taxes:$4,777
Tax Year: 2023
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool is complete; size 12 x 26 , leaving plenty of green space for pets in the backyard! This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
101 WHISPERING SANDS DR #107, SARASOTA, FL 34242
$475,000192 Days on yellowkey MLS ID: A4674069
REDUCED by $20,000 (4.0%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969 Tax: $5,864 (2024)Community: Whispering SandsCondo
Taxes:$5,864
Tax Year: 2024
Remarks: Virtually Staged. PRICE IMPROVEMENT! Welcome to affordable GULF FRONT living! This is the BEST PRICED CONDO in Whispering Sands. The sellers are also willing to offer a $60,000 SELLER CREDIT with an acceptable offer, to offset any future improvements or assessments. This recently updated, 2 bed/2 bath, DOUBLE LANAI CORNER unit is nestled in the southwest corner of the popular Tropic View building, the Whispering Sands midrise closest to the Gulf and 800' of your own private beach! The freshly painted interior features NEW luxury vinyl plank flooring, NEW interior doors, and NEW overhead designer lighting and fans. Four sets of floor-to-ceiling sliders open from the living areas and bedrooms into TWO separate 24’ glassed and screened lanais – complete with epoxy flooring and NEW ceiling fans to capture the coastal breezes. After a full day at the beach, meal prep is easy in your partially open kitchen featuring NEW granite countertops, farmhouse style stainless sink, and NEW 2025 Whirlpool and GE stainless appliances. The spacious primary bedroom includes a nice walk-in closet and an ensuite bath, while the generous second bedroom comfortably accommodates up to two queen beds and boasts a full wall of closet space. Both updated bathrooms feature NEW cabinets, vanities, & fixtures, with glassed walk-in showers and recessed lighting. Brand NEW 2026 HVAC system and 2025 water heater. The unit also comes with its own assigned storage locker located just across the hall, ideal for storing all of your beach essentials. Conveniently located next door to the colorful shops and restaurants of Siesta Key Village, Whispering Sands is a premiere 55+ Gulf front property offering two heated pools, beachside Tiki Hut and gas grills, shuffleboard, canoe/kayak storage, and 800' of PRIVATE quartz sand beach. The clubhouse is currently undergoing complete remodeling. Upon completion in 2026, it will include a full catering kitchen, fitness rooms, large screen TV, and an elegant space for community wide or private social events. New landscaping plan for the building and throughout the entire 25-acre property is currently underway. Attractively priced below market, this unit represents a great investment. Don’t miss this opportunity to experience the ease of island living at Whispering Sands!
Listing Agent: Harriet Stopher (404-316-8944)
20 WHISPERING SANDS DR #1201, SARASOTA, FL 34242
$1,195,000152 Days on yellowkey MLS ID: A4678026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Monthly Fee: $1,398 Tax: $10,552 (2025)Community: Whispering SandsCondo
Taxes:$10,552
Remarks: A truly RARE offering, this TOP floor, GULF FRONT penthouse residence crowns the northwest CORNER of the South Tower of Whispering Sands – the premiere 55+ Gulf front enclave on the idyllic westernmost point of Siesta Key where only a fortunate few enjoy world class, panoramic views of the sparkling Gulf and 800’ of PRIVATE quartz sand beach! FULL GULF views from this unit unfurl in every direction, offering a daily masterpiece of colors that shift with the rising and setting sun. Wake up to breathtaking Gulf views that seem to stretch to infinity, offering a tranquil retreat from the ordinary. In the evening, enjoy the golden hues of Florida sunsets and starlit dinners from your expansive 28’ balcony, where the Gulf breezes and soft cries of the seagulls serve as the perfect soundtrack. This penthouse is more than just a property – it’s also a canvas for your imagination. Distinctive architectural elements and premium untapped potential invite you to curate a space that reflects your own unique style and vision. Whether you envision modern sophistication, coastal charm, or timeless elegance, the untapped possibilities of this unit invite your imagination to run free as you create the ultimate sanctuary tailored to your personal vision. Whispering Sands' relaxed, informal lifestyle provides the perfect backdrop for your next chapter. Start your day with a set of vigorous laps or water aerobics in one of two beautiful, heated pools - one beachside, one clubside. You’ll never need to leave the property to get your gym workout in the main clubhouse currently undergoing a complete remodel. Plant your feet in the cool quartz sand and enjoy daily dips in the balmy Gulf. Beach loungers are set out daily for the exclusive use of owners. Enjoy an impromptu game of beachside shuffleboard followed by a picnic supper at the Tiki Hut. Whether spending time exploring the vibrant cultural offerings of Sarasota just across the North Bridge, indulging in the local arts scene, or simply relaxing on your breezy private balcony with a good book, the options this property offers are endless. Secure your private viewing of this unique residence and claim your place in this coveted coastal community!
7362 SILVER FERN BLVD #8, SARASOTA, FL 34241
$282,000149 Days on yellowkey MLS ID: A4678528
REDUCED by $6,900 (2.4%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1679 Built: 1982Monthly Fee: $719 Tax: $2,672 (2025)Community: Hammocks IiiCondo
Taxes:$2,672
Remarks: Discover the potential of this spacious three bedroom, two bath condominium located in the heart of Sarasota, Florida, within the desirable Bent Tree community in Hammocks III. Offering 2,124 square feet of living space, this home features a generous floor plan designed for comfortable living and entertaining. Brand new flooring and Kitchen cabinets and counter tops as well as new vanity's in both bathrooms. One of the highlights of the property is the generously sized outdoor living space, perfect for relaxing, and would make a great outdoor living space. Residents also enjoy access to a community pool, ideal for unwinding and socializing. Brand new Kitchen and Bathroom vanity's as well as new flooring throughout. Conveniently located near shopping, dining, and Sarasota’s renowned beaches, this condominium offers exceptional potential in a sought-after setting.
Listing is courtesy of: BANG REALTY - NAPLES (888-737-1162)
Listing Agent: Michael Amerine (941-539-4235)
2303 LOMA LINDA ST, SARASOTA, FL 34239
$1,899,000166 Days on yellowkey MLS ID: A4676235
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2708 Built: 2025 Tax: $4,955 (2025)Community: Loma Linda ParkSpa: NoSingle Family
Taxes:$4,955
Remarks: Fantastic $100,000 price reduction!!! In the well-established Loma Linda Park neighborhood in Sarasota, this new construction, Divald Homes custom-built two-story home offers a blend of modern design and traditional elements. The home is ideally near downtown Sarasota, Siesta Key and Sarasota Memorial Hospital, with no deed restrictions or HOA fees. The home features four bedrooms and three baths, including a spacious primary suite on the main floor. The open-concept floor plan featuring a 24-by-48-inch modern floor tile throughout, hurricane impact sliding doors and windows offers a light-filled welcoming space ideal for entertaining. The main floor includes a gourmet kitchen, dining area, living room, private den/bedroom 4, primary suite with an ensuite bath and a dedicated laundry room. The chef’s kitchen is a centerpiece, showcasing Bosch appliances, an oversized island with waterfall quartz countertop, and custom floor-to-ceiling full-overlay cabinetry in a beautiful honey-stained wood tone. The living room is highlighted by a striking tile accent wall with custom wood shelving and modern designed 42-inch linear electric fireplace. The living room opens seamlessly to the lanai, complete with an outdoor kitchen, including a gas grill, refrigerator and sink. You will also enjoy the pool with sundeck, oversized outdoor patio and a beautiful backyard with lush native plantings. A convenient pool bath offers direct access from the lanai and the private den. The dining area is elegant and inviting, featuring a statement iron chandelier and a wall of windows overlooking the backyard. Just off the kitchen, the main-floor primary suite serves as a private retreat with a luxurious en-suite bath featuring a marble stone accent wall, a large walk-in shower with seamless glass enclosure, a sculptural slipper tub, double vanity with quartz countertops, natural wood cabinetry, LED mirrors and a spacious walk-in closet with custom built-ins. The laundry room is conveniently near the oversized two-car garage with 12-foot ceilings, large windows for natural light and direct access to the side yard. Upstairs, an ornate wrought-iron and hardwood staircase leads to two additional bedrooms, a beautifully finished guest bath and a versatile flex room ideal for a game room, study or guest accommodations. This thoughtfully designed home offers refined finishes, flexible living spaces and an exceptional location, ideal for enjoying the Sarasota lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
732 SIESTA DR, SARASOTA, FL 34242
$2,995,000469 Days on yellowkey MLS ID: A4640849
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3743 Built: 1956 Tax: $13,183 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$13,183
Remarks: Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set on nearly half an acre, the property commands sweeping waterway views and offers 90 feet of protected sailboat-water frontage, complete with an existing 73-foot composite and tile dock—an exceptional amenity for the discerning boating enthusiast. To seamlessly bring your vision to life, fully customizable luxury home plans, as well as projected expenditure framework are available for review from Salt Wave Construction thus significantly expediting the design-build process. The seller has also committed to demolition of the existing structure, allowing for a smooth and efficient transition to new construction. The proposed residence spans approximately 6,366 square feet, including over 4,000 square feet of refined, air-conditioned living space, thoughtfully designed to maximize waterfront exposure and elevate indoor-outdoor living. Multiple entertaining spaces, expansive terraces, and view-oriented decks create the perfect setting for both grand gatherings and intimate moments, all framed by captivating water vistas. Ideally located for effortless access on and off Siesta Key and just minutes from the culture, dining, and sophistication of Downtown Sarasota, this exceptional property offers the rare combination of privacy, prestige, and proximity. An unparalleled opportunity to craft a legacy waterfront estate in one of Sarasota’s most sought-after enclaves.
Listing Agent: Jay Mitchell Jr., Pllc (941-586-1754)
5108 SANDY SHORE AVE, SARASOTA, FL 34242
$1,050,00022 Days on yellowkey MLS ID: A4694309
1 Days Off yellowkey (back on 5/26/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1681 Built: 1960 Tax: $4,305 (2025)Community: Sara SandsSpa: NoSingle Family
Taxes:$4,305
Remarks: Capturing the essence of “location, location, location,” this canal-front pool home is ideally situated on a quiet cul-de-sac street on the desirable north end of Siesta Key. Offering 2 bedrooms & 2 bathrooms, the well-maintained, albeit dated, residence presents an exceptional opportunity to update or build the custom waterfront estate of your dreams. Set in a premier location where the true value lies in the land and lifestyle, the property has not experienced flooding and offers the rare combination of tranquility, boating access, and proximity to the beach. Just 1.1 miles away are the world-renowned white quartz sand beaches of Siesta Beach, with Beach Access #5 conveniently located at the west end of Siesta Key Village. The Village is known for its vibrant island atmosphere, featuring an eclectic mix of restaurants, boutiques, nightlife, and entertainment. For boating enthusiasts, the home offers an 18 minute +/- boat ride via the Grand Canal to Sarasota Bay, with direct access to Big Pass and the Gulf of Mexico. Whether you envision relaxing poolside, spending carefree days at the beach, enjoying boating adventures, or embracing the vibrant island lifestyle, this property offers endless possibilities in one of Sarasota’s most coveted waterfront locations.
Listing Agent: Angela Adams (941-809-9760)
1541 FLOWER DR, SARASOTA, FL 34239
$1,870,000354 Days on yellowkey MLS ID: A4656365
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3302 Built: 1956 Tax: $7,456 (2024)Community: Harbor AcresSpa: NoSingle Family
Taxes:$7,456
Elementary School: Southside Elementary
Remarks: This unique home is in the desirable neighborhood of Harbor Acres. World renowned Selby Botanical Gardens is less than a mile from your new home. This mid-century jewel was built in 1956 and was originally a 2/2. The original bathrooms are still in their original state and are in good condition providing a cool retro vibe. The original hardwood floors and fireplace exude warmth and sophisticated charm. The current owner purchased the home in 1989 and remodeled the kitchen and added a new wing on the house with 2 additional large bedrooms ensuite with baths. Copious amounts of storage in all 4 bedrooms and a huge laundry room with lots of closet space as well. The garage is oversize and there is a picturesque circular driveway for ample parking. There is plenty of room to put in a pool of your own design. The house was re-roofed in 2018. Some of the most beautiful homes in Sarasota are your neighbors in Harbor Acres. And Flower Drive is a special address with the highly sought after Southside Elementary School just 1-mile away, you can’t beat this property. In real estate it is all about Location, Location, Location. This home has plenty of room for the family, so, come on home!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kathleen Griffin (941-302-3979)
2304 SEATTLE SLEW DR, SARASOTA, FL 34240
$595,000145 Days on yellowkey MLS ID: A4678513
0 Days Off yellowkey (back on 6/10/2026)
REDUCED by $4,000 (0.7%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1935 Built: 1994Monthly Fee: $58 Tax: $4,248 (2025)Community: Paddocks WestSpa: NoSingle Family
Taxes:$4,248
Remarks: Under contract-accepting backup offers. 2304 Seattle Slew Dr, Sarasota — Immaculate, move-in ready single-family home in a quiet neighborhood with a convenient location. This inviting residence features an open living area anchored by a cozy fireplace, plenty of light, vaulted ceilings, no carpet anywhere and easy-care luxury vinyl plank flooring throughout, a modern kitchen, and a private pool with generous outdoor entertaining space framed by new pavers and landscaping. Updates & upgrades include: 2022 — pool resurfaced, pool heater installed, interior and exterior paint refreshed; 2023 — new AC, luxury vinyl plank (no carpet) installed throughout, new privacy fence; 2024 — quartz countertops and updated cabinetry in the kitchen; 2025 — all-new windows and exterior doors, new appliances, new pavers, new gutters, refreshed landscaping, new pool motor and LED pool light. Conveniently located near The Celery Fields, beaches, top-rated schools, University Town Center, and Waterside. This turnkey home blends contemporary finishes with reliable systems for comfortable Sarasota living. Schedule a showing to see the full scope of improvements.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Jason Caller (941-301-5083)
4242 MADEIRA CT #3315, SARASOTA, FL 34233
$279,00067 Days on yellowkey MLS ID: A4685842
REDUCED by $10,000 (3.5%) on 06/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1063 Built: 1989Monthly Fee: $458 Tax: $1,180 (2025)Community: Casa Del Sol Sec ViiCondo
Taxes:$1,180
Elementary School: Ashton Elementary
Remarks: Move-in ready and thoughtfully updated, this beautiful 2-bedroom, 2-bathroom end-unit home offers the perfect combination of comfort, style, and scenic surroundings. The inviting interior features an open and airy layout, enhanced by hurricane-impact windows and a hurricane-rated sliding glass door for both safety and peace of mind. Elegant plantation shutters add a refined touch, while a built-in TV with an electric fireplace creates a warm and cozy living area. The eat-in kitchen is ideal for casual dining offering ample space and functionality. The primary suite serves as a private retreat, complete with a walk in closet and a beautifully updated ensuite bath featuring high-end finishes, including a custom-made vanity sourced from North Carolina. The primary bathroom has been tastefully renovated within the last two years. Additional major upgrades include a full plumbing repipe, along with a water heater, washer, and dryer all replaced just two years ago—ensuring modern efficiency and reliability. One of the standout features of this home is the converted, air-conditioned back patio, perfect for use as a sunroom, home office, or additional living space to enjoy year-round comfort while taking in the tranquil lake views. Located in the desirable Casa Del Sol community, residents enjoy a vibrant lifestyle with amenities including tennis and pickleball courts, shuffleboard, bocce ball, a heated pool for cooler months, and a clubhouse with a pool, poker tables, a gym, books and endless ongoing activities. Conveniently situated near I-75, this home is just a short drive to Siesta Beach, University Town Center, Waterside, and downtown Sarasota—offering easy access to shopping, dining, and the world-renowned Gulf Coast beaches. This exceptional home truly offers the best of Florida living—schedule your showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Carey Hibbs (941-915-9235)
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