Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
1621 PINE BAY DR, SARASOTA, FL 34231
$1,895,000254 Days on yellowkey MLS ID: A4663412
0 Days Off yellowkey (back on 6/26/2026)
REDUCED by $55,000 (2.8%) on 06/12/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3201 Built: 1980Monthly Fee: $17 Tax: $15,556 (2024)Community: Johnson EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,556
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: On a lush one-third-acre homesite in desired Pine Bay Estates, this single-story residence has been entirely rebuilt and elevated through a comprehensive, design-forward renovation exceeding $1.1 million. The result is a serene coastal haven where timeless craftsmanship meets modern luxury. A full interior transformation opened the home to light, flow and functionality. The newly relocated chef’s kitchen features bespoke cabinetry, premium finishes and a full suite of Thermador appliances, all thoughtfully positioned to overlook the tropical gardens. Wide-plank flooring carries through every room, complemented by exposed beams, curated lighting and refined architectural details. Every major system has been replaced or upgraded, including all-new HVAC, a tankless water heater, new plumbing and water lines, new insulation, and hurricane-rated windows, doors and sliders, ensuring enduring comfort and peace of mind. The home’s heart is its stunning sunroom, surrounded by glass and bathed in natural light, an ideal space for morning coffee, quiet reading or gathering with guests while taking in the lush, mature landscaping. Three beautifully redesigned baths, a gas fireplace, custom California Closets and a new laundry suite continue the theme of thoughtful luxury throughout. Outside, the home lives like a private botanical retreat. A full landscape redesign brought in layered tropical plantings, ambient lighting, new walkways and hardscape, all-new fencing and gates, and a pool with a replaced deck and rescreened cage. A new roof, fresh stucco exterior, carport enhancements and upgraded exterior lighting, complete the transformation. With its rare combination of single-level living, expansive grounds and meticulous top-to-bottom renovation, this Pine Bay Estates residence offers an inspired West of Trail lifestyle just moments from The Field Club, Southside Village, Siesta Key and Sarasota’s finest dining, beaches and marinas.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
101 WHISPERING SANDS DR #107, SARASOTA, FL 34242
$475,000236 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
High School: Sarasota High
Remarks: One or more photo(s) has been virtually staged. Welcome to affordable GULF FRONT living! This is currently the best priced 2 bedroom/2 bath condo on the Gulf side of Siesta Key! The seller is also willing to offer a rare, $60,000 SELLER CREDIT with an acceptable offer to offset any future improvements or assessments. This recently updated 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 is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
3317 BOUGAINVILLEA ST, SARASOTA, FL 34239
$445,00068 Days on yellowkey MLS ID: A4694271
1 Days Off yellowkey (back on 6/26/2026)
REDUCED by $5,000 (1.1%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1514 Built: 1962 Tax: $4,960 (2025)Community: South Gate ManorSpa: NoSingle Family
Taxes:$4,960
Elementary School: Wilkinson Elementary
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Virtually Staged. Southgate Charm + Space to Dream in One of Sarasota’s Most Established Neighborhoods. Situated on an oversized lot in the sought-after South Gate community, this 3-bedroom, 2-bath home offers the kind of outdoor potential that is increasingly hard to find in Sarasota. With beautiful curb appeal and a welcoming layout featuring a sunroom, spacious living areas, and dedicated dining space, this property is ready for everyday living now with room to create something extraordinary later. The expansive backyard provides ample space for a future resort-style pool, outdoor entertaining area, or private tropical retreat. Inside, the floor plan balances functionality and flexibility with multiple gathering spaces, generous bedroom sizes, pantry storage, and a sun-filled bonus room perfect for morning coffee, hobbies, or additional living space. The oversized lot offers privacy and possibilities whether you envision lush landscaping, an outdoor kitchen, or a custom backyard oasis. Residents love the central Sarasota location with convenient access to Siesta Key Beach, downtown Sarasota, shopping, dining, medical facilities, and everyday conveniences. This is an opportunity to own in a neighborhood known for mature trees, character, and proximity to the best of Sarasota living.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Nick Salzwedel (208-305-2923)
3137 BAY ST, SARASOTA, FL 34237
$519,99952 Days on yellowkey MLS ID: A4696080
REDUCED by $10,000 (1.9%) on 06/22/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1672 Built: 1959 Tax: $7,057 (2025)Community: Bellevue TerraceSpa: NoSingle Family
Taxes:$7,057
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Rare mid-century A-frame pool home in central Sarasota with no HOA and weekly rentals permitted. This block-construction home offers 4 bedrooms, 2 renovated baths, and a spacious primary suite with ensuite bath and private pool access. The kitchen features Corian countertops, under-cabinet lighting, and reverse osmosis connected to the refrigerator ice maker. Enjoy a fenced backyard with heated screened pool, excellent sun exposure, and a large paver patio for entertaining. Community park, Pompano Pickleball, and Legacy Trail access in neighborhood. Minutes to Downtown Sarasota, Pinecraft, Siesta Key, Lido Key, UTC, golf, dining, and SRQ Airport—ideal as a primary residence, vacation home, or investment property.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Sherry Rybczynski (303-325-1870)
1838 ALTA VISTA ST, SARASOTA, FL 34236
$3,200,000385 Days on yellowkey MLS ID: A4657794
REDUCED by $295,000 (8.4%) on 06/26/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4452 Built: 2022 Tax: $17,607 (2024)Community: Avondale RepSpa: YesSingle Family
Taxes:$17,607
Elementary School: Southside Elementary
Remarks: Ensconced in the heart of the highly esteemed West-of-Trail Avondale neighborhood, this stunning 5-bedroom, 4.5-bath, 4400 square foot residence seamlessly blends timeless charm with modern luxury. Situated on a rare 14,750 sq ft oversized lot, the original 1952 home was extensively renovated and thoughtfully expanded in 2022, more than doubling its original square footage—all on a single level. Step inside to discover an open-concept layout designed for both comfort and entertaining, featuring a state-of-the-art kitchen with custom cabinetry, high-end appliances, a spacious eating area, and an impressive full butler’s pantry. The kitchen flows effortlessly into the elegant dining room and the great room, all bathed in natural light and finished with premium materials throughout. The home offers a separate formal living room and a versatile bonus room overlooking the pool—ideal for a home office, library, or sunlit sitting room. The owner's suite features sliding glass doors to access the pool, transom windows that filter in natural light, two walk-in closets, and top of the line finishes in the spa-like bath. The guest wing offers an over-sized bedroom, perfect for a home gym or private in-law suite, and provides privacy and flexibility for guests or multigenerational living. Every detail has been meticulously curated, from designer finishes to thoughtful storage solutions. Outside, enjoy lush landscaping, generous green space, and the perfect setting for outdoor entertaining. The lap pool and spa offer privacy and access to indoor-outdoor living spaces. All of this is located in the highly sought after Southside Elementary School district, and within walking distance to downtown Sarasota and Southside Village, placing dining, shopping, and cultural attractions just steps from your door.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jennifer Linehan (941-266-7555)
3036 HYDE PARK ST, SARASOTA, FL 34239
$590,00055 Days on yellowkey MLS ID: A4695472
Bed: 5 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2329 Built: 1970 Tax: $3,056 (2025)Community: South Gate Unit 27Single Family
Taxes:$3,056
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to the highly desirable Southgate community, where mature tree-lined streets, oversized homesites, and a true neighborhood atmosphere create one of Sarasota’s most sought-after in-town locations. Beautifully maintained and thoughtfully updated, this rare 5-bedroom home with an oversized bonus room offers a unique opportunity to own one of the larger and more flexible floor plans available in central Sarasota. Surrounded by intentional Florida-friendly landscaping and offering exceptional privacy in both the front and rear yards, this property combines substantial living space, major system upgrades, and an unbeatable location on a quiet dead-end street. Inside, you’ll find over 2,300 square feet of living space with multiple gathering areas designed for today’s lifestyle. Porcelain tile flooring flows throughout the main living areas, while real wood flooring adds warmth and character upstairs. Large hurricane-rated windows fill the home with natural light and provide peaceful views of the surrounding greenery. The expansive living and family rooms create flexibility for both everyday living and entertaining. The primary suite is conveniently located on the main floor, providing a highly desirable layout for comfort and accessibility. All bathrooms have been beautifully remodeled with modern finishes and thoughtful design. One of the home’s standout features is the oversized bonus room with direct access to both the garage and the expansive screened lanai. This versatile space can easily serve as a home office, media room, fitness room, playroom, hobby space, or additional family room, offering flexibility rarely found in this area. Major improvements provide peace of mind, including a roof that is only one year old, an upgraded electrical panel, complete re-plumbing with new pipes throughout the home, hurricane-rated windows, and a resurfaced garage floor. Step outside to the oversized screened lanai that spans nearly the entire rear of the home, creating the perfect setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings and view. The carefully designed Florida-native landscaping attracts birds and wildlife while enhancing privacy and curb appeal. Southgate offers optional HOA membership with access to the community pool and recreation facilities, along with deed restrictions that help maintain neighborhood standards and property values without being overly restrictive. Plus a true community atmosphere with friendly neighbors and lots of holiday parties and community events. The location is exceptional. Situated in the heart of Sarasota, you are just minutes from Siesta Key Beach, Downtown Sarasota and its vibrant waterfront, Sarasota Memorial Hospital, Southside Village, Selby Gardens, Selby Public Library, Sarasota Art Museum, and countless dining, shopping, and cultural attractions. Enjoy a short walk to Arlington Park and its Olympic-sized pool, playground, and tennis courts. Families will appreciate the highly regarded and A-Rated Southside Elementary, Brookside Middle, and Sarasota High School. Rarely do homes offer this combination of space, flexibility, privacy, major updates, and central Sarasota convenience. Schedule your private showing today and discover everything this exceptional Southgate property has to offer.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
604 NORSOTA WAY, SARASOTA, FL 34242
$4,490,00032 Days on yellowkey MLS ID: A4698055
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4536 Built: 1926 Tax: $31,312 (2025)Community: Bay IslandSpa: YesSingle Family
Taxes:$31,312
Remarks: Currently under renovation. Welcome to an exceptional newly updated residence on he highly coveted Bay Island neighborhood on north Siesta Key, where timeless coastal architecture and modern luxury come together in one of Siesta Key’s most desirable locations. Situated on an expansive 0.48-acre homesite, this beautifully designed home offers 4,536 square feet of refined living space with a total of 5 bedrooms, 5 full bathrooms, and 1 half bath. Thoughtfully enhanced with new finishes, designer upgrades, and premium appliances throughout, the home also enjoys glimpses of the ocean water that complement its tranquil coastal setting. A private gated driveway leads to a detached 4-car garage, and guest suite with 2 bedrooms and 2 bathrooms, providing both privacy and convenience. At the center of the residence is a stunning chef’s kitchen designed for both everyday living and entertaining, complete with premium Sub-Zero refrigeration, professional-grade gas appliances, custom cabinetry, elegant stone surfaces, and a spacious center island. The adjoining great room and dining area seamlessly connect to the outdoor living spaces, while the luxurious primary suite provides a private retreat with a spa-inspired bathroom, generous walk-in closets, and peaceful views of the surrounding tropical landscape. Step outside to your own private coastal oasis, where a screened pool and expansive pool deck create the perfect setting for relaxation and entertaining year-round. Beautifully landscaped grounds and thoughtfully designed outdoor living areas enhance the home's resort-style atmosphere. Located just moments from Siesta Key’s world-renowned beaches, waterfront dining, boutique shopping, and Sarasota’s vibrant cultural amenities, this exceptional residence offers an unparalleled blend of privacy, sophistication, and convenience. A rare opportunity to own a luxury home on Norsota Way, where exceptional craftsmanship and the coveted island lifestyle come together. Photos and renderings may include virtual staging and virtual enhancements intended to illustrate the property's anticipated completion and design.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
225 HOURGLASS WAY #103, SARASOTA, FL 34242
$500,000313 Days on yellowkey MLS ID: A4664460
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969 Tax: $3,529 (2024)Community: Whispering SandsCondo
Taxes:$3,529
Remarks: Virtually Staged. GREAT PRICE IMPROVEMENT! Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant fish, turtles, and aquatic life. A wonderful entry hall leads into a spacious OPEN CONCEPT floor plan, where the kitchen, living and dining areas flow together to create a wonderful, flexible gathering space. The living space has been extended into what was originally an enclosed 24' x 7' lanai, resulting in the creation of additional valuable interior living space under air, flanked on all sides with floor to ceiling sliders. Sliders open into a private, sunny brick paver patio, perfect for grilling, gardening, or simply relaxing in the surrounding natural beauty. You'll enjoy hosting friends and family in your NEW 2025 kitchen featuring granite countertops, LG stainless appliances, soft-close cabinetry, tile backsplash, breakfast bar, & tray ceiling. The primary and guest bedrooms each include a set of charming French doors that open into the tiled, screened and glassed lanai with direct views into the lagoon. Updated in 2024, both bathrooms include new granite countertops, soft close vanities & fixtures, and recessed lighting. All of the sliders in this unit are Miami Dade hurricane impact rated. 2024 HVAC system. 2025 water heater. Whispering Sands is a 55+ Gulf front community ideally situated just steps to the colorful shops & restaurants of Siesta Key Village offering two heated pools, clubhouse with catering kitchen and fitness rooms currently undergoing complete remodeling, canoe/kayak storage, beachside Tiki Hut & grills, and 800’ of its own beach access on the Gulf! Thoughtfully updated, inviting, and perfectly private, this peaceful corner retreat offers the perfect blend of indoor/outdoor living on beautiful Siesta Key.
980 CHARLOTTE AVE, SARASOTA, FL 34237
$345,00052 Days on yellowkey MLS ID: A4696068
REDUCED by $30,000 (8.0%) on 06/25/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 839 Built: 1962 Tax: $3,966 (2025)Community: Robin Hood WoodsSingle Family
Taxes:$3,966
Remarks: BIG PRICE REDUCTION! CHARMING COTTAGE JUST 2 MILES FROM DOWNTOWN SARASOTA Nestled on a peaceful street, this well-loved cottage offers the perfect blend of comfort and convenience. Featuring numerous updates, including a NEW ROOF, screened-in lanai, water heater, and waterproof vinyl flooring, this TURNKEY home is move-in ready. The windows were replaced in 2011, and plumbing was jetted and lined under the house in 2012. This property is perfect for 1st time homeowners, Air BnB, an investor, etc. Located less than half a mile from the Legacy Trail, you can easily bike to vibrant downtown Sarasota or explore the nearby Pinecraft area, famous for its charming markets, coffee shops, and restaurants. A short drive takes you to the stunning Siesta Key and Lido Beach, known for their pristine sand and breathtaking ocean views. Whether you're seeking a peaceful retreat or a vacation home, this delightful cottage is the ideal spot in Sarasota.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Anna Martin (941-539-6601)
1958 MORRIS ST, SARASOTA, FL 34239
$1,099,900201 Days on yellowkey MLS ID: A4677121
REDUCED by $95,100 (8.0%) on 05/29/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2362 Built: 1957 Tax: $7,088 (2025)Community: HartsdaleSpa: YesSingle Family
Taxes:$7,088
Remarks: Virtually Staged. Now offering buyer incentives and priced below appraised value! This exceptional single-family pool home offers the perfect blend of space, flexibility, and prime Sarasota location. Featuring 4 bedrooms and 3 full bathrooms, this residence is thoughtfully designed to accommodate a variety of living arrangements, including two primary suites, each with its own en suite bathroom—ideal for multigenerational living, extended guests, or a private home office retreat. Light-filled living spaces flow effortlessly, creating an inviting atmosphere for both everyday living and entertaining. The functional layout offers privacy where you want it and openness where it matters most, making the home equally suited for relaxed coastal living or hosting family and friends. NEW ROOF 2025. NO STORM DAMAGE. Step outside to your private fenced backyard oasis, where an oversized sparkling swimming pool takes center stage—perfect for year-round enjoyment in Florida’s sunshine. Located West of the Trail, this home places you in one of Sarasota’s most desirable areas. Enjoy the convenience of being just minutes from Downtown Sarasota, with its vibrant arts scene, dining, and waterfront attractions. The popular Morton's Market and Hillview shops and restaurants are close by for everyday errands and casual nights out, "A" rated Southside Elementary School just around the corner, Siesta Key Beach and Sarasota Memorial Hospital are only moments away, adding peace of mind and unmatched accessibility. Whether you’re searching for a full-time residence, seasonal getaway, or smart investment, this home stands out with its versatile floor plan, unbeatable location, and outstanding value. Opportunities like this in such a sought-after Sarasota setting—are rare. Schedule your private showing today and experience the lifestyle this property has to offer.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
1703 STARLING DR #1703, SARASOTA, FL 34231
$675,000283 Days on yellowkey MLS ID: A4668895
REDUCED by $24,000 (3.4%) on 06/25/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2172 Built: 1993 Tax: $4,481 (2024)Community: Landings, Villas At Eagles PointCondo
Taxes:$4,481
Remarks: Welcome to carefree living in The Landings. This beautifully remodeled townhome makes carefree living an absolute dream! Not an inch has gone untouched, showcasing modern luxury finishes. Whether you're looking to winter in Sarasota or enjoy all that The Landings Racquet Club has to offer all year long, you are sure to relish coming home. The first-floor primary bedroom is very spacious, with an equally comfortable en suite and custom walk-in closet. The large back lanai features perfect privacy. There is a loft or family room upstairs, just outside the additional two bedrooms; perfect for an office, playroom, or sitting area. The neighborhood offers a 24-hr manned security gate, a world-class tennis and pickleball facility, pool, fitness center, and clubhouse. You'll never need to leave! But when you choose to venture out, popular restaurants and shopping are just outside the gates!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tracy Leclair (941-209-0549)
2585 CLEMATIS ST, SARASOTA, FL 34239
$2,299,000280 Days on yellowkey MLS ID: A4668866
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 3697 Built: 2024 Tax: $4,225 (2024)Community: South GateSpa: YesSingle Family
Taxes:$4,225
Remarks: Step into modern luxury at The Palace on Clematis, a nearly-new 2024 single-family home offering more than 3,500 square feet of impeccably designed living space where every detail has been curated for refined living, from its modern architecture to its resort-style amenities. This six-bedroom, seven-bath residence combines high-end finishes with relaxed Florida style, delivering an exceptional opportunity for discerning buyers. The open floor plan features expansive living and dining areas that flow seamlessly together, centered around a chef’s kitchen boasting premium appliances, a large center bar top island, and custom cabinetry with under-cabinet lighting. Two bedrooms are conveniently located on the first level, including the spacious primary suite with it's spa-inspired ensuite bath designed for total relaxation. Head out any of the sliding doors to your private outdoor retreat, where a heated pool & spa, firepit lounge, and lush tropical landscaping create the perfect oasis for entertaining or unwinding. Upstairs, you'll find four more ensuite bedrooms, each with its own walk-in closet and distinctive designer details, along with an informal family room and extended balcony that offer another inviting gathering space. Situated in the sought-after Arlington Park and South Gate area, this residence provides proximity to top-rated schools, cultural attractions, boutique shopping, and Sarasota’s best dining destinations. The central location also offers quick access to world-class beaches, medical centers, and regional airports. A true showcase of craftsmanship and contemporary elegance, The Palace on Clematis is a rare find in central Sarasota. Discover this one-of-a-kind residence and make it your new Sarasota address. 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)
6688 SCHOONER BAY CIR #6688, SARASOTA, FL 34231
$755,00070 Days on yellowkey MLS ID: A4693436
1 Days Off yellowkey (back on 6/25/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1812 Built: 1988 Tax: $3,716 (2025)Community: Schooner BayCondo
Taxes:$3,716
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Tucked within the quiet gated boating community of Schooner Bay, this beautifully remodeled 3 bedroom, 2 bath, 2 car garage waterfront condo blends relaxed Florida living with effortless boating convenience just minutes from Siesta Key’s world-famous white sand beaches. With over 1,800 square feet of thoughtfully designed living space and a 23-foot boat dock and boat lift just outside your door, this residence is perfectly suited for those looking to fully embrace the coastal boating way of life. A semi-private side entrance welcomes you inside, where a distinctive front-to-back view immediately draws your eye through the expansive sliding glass doors to the peaceful saltwater canal beyond. Light wood-look vinyl flooring, high sloped ceilings, oversized front windows, and an open-concept layout create a bright and airy atmosphere filled with natural light. The crisp white kitchen features bar-top seating, counter-to-ceiling tile backsplash, recessed lighting, stainless steel appliances, and seamless flow into the dining and living areas, ideal for both relaxed daily living and gathering with guests. Just beyond, the enclosed sunroom provides a relaxing extension of the living space with picturesque canal views and a tranquil setting to enjoy morning coffee or unwind at the end of the day. The spacious primary suite offers private access to the sunroom through sliding glass doors, peaceful water views, a walk-in closet, and an en suite bath complete with a dual sink vanity, separate shower, and private toilet room. Two generously sized guest bedrooms share a second full bath, offering comfort and flexibility for family or visitors. Residents of Schooner Bay enjoy access to a clubhouse and heated community pool, along with an unbeatable location just minutes from Siesta Key Beach which is consistently ranked among the best beaches in the world for its soft white sand and turquoise waters. From here, you’re also close to a variety of local dining, casual waterfront restaurants, boutique shopping, and vibrant entertainment, all just a short walk or bike ride away. Crisp, comfortable, and inviting, this condo delivers the best of easy living– with boating from your private dock, beach days on Siesta Key, and peaceful canal views right at home. A rare opportunity to enjoy it all in one place, this is a home you truly need to see today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
2609 WOODGATE LN #K4, SARASOTA, FL 34231
$149,900103 Days on yellowkey MLS ID: N6143915
REDUCED by $10,000 (6.3%) on 06/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1982Monthly Fee: $588 Tax: $2,358 (2025)Community: Pinewood Village IxCondo
Taxes:$2,358
Remarks: You're five miles from one of the best beaches in America. You just didn't know you could afford to live this close. Ground floor, pool-facing, fully furnished 2BR/2BA in Pinewood Village. Walk out your lanai and you're at the pool. Walk out the front door and Siesta Key Beach, St. Armands Circle, Marina Jack, and downtown Sarasota are minutes away. The best-priced unit in the community — and better than anything else available right now. Ground floor instead of stairs. Tile throughout instead of carpet. Fully furnished and move-in ready the day you close. The only comparable unit in this section spent 385 days on the market and just went pending. This one won't last that long. Flood Zone X. No flood insurance required — a real financial advantage in today's Sarasota market. Outside your door, Sarasota delivers everything. Sarasota Memorial Hospital three miles away. Phillippi Estate Park around the corner. The Van Wezel, the Asolo, the Ringling, the Opera — ten minutes from your front door. The restaurants, the boutiques of St. Armands, the farmers markets, the sailing — all of it yours. Pinewood Village itself overdelivers at this price. Heated pool, fitness center, sauna, shuffleboard, full clubhouse with kitchen. HOA covers cable, water, sewer, trash, pest control, exterior maintenance and building insurance. Phillippi Shores Elementary, Brookside Middle, Riverview High. Association approval required. Sold As-Is. Seller motivated.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jeffery K. Twigg, Pa (941-412-6505)
5026 CALLE MINORGA, SARASOTA, FL 34242
$875,000101 Days on yellowkey MLS ID: A4690532
REDUCED by $24,000 (2.7%) on 06/25/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1240 Built: 1954 Tax: $11,005 (2025)Community: Mira Mar ExitSingle Family
Taxes:$11,005
Remarks: This property in the heart of Siesta Key Village is zoned OPI — Office, Professional, and Institutional — making it one of a very small number of properties in the Village where a business can legally operate. Buyer to verify intended use with the county. The structure is a furnished 3-bedroom, 1-bath cottage with a full kitchen, Florida room, and laundry. The metal roof is approximately 8 years old. Interior paint is fresh. A shell driveway provides on-site parking — genuinely rare in the Village, where street parking is limited and pedestrian traffic is constant. The location positions it within blocks or a trolley ride to Siesta Key Beach, boutique retail, and a concentration of restaurants and services that draw consistent year-round foot traffic. The property has been used residentially and is configured for either continued residential occupancy or professional office conversion. This is a niche offering suited to professionals, investors, or operators looking for a permanent presence in Siesta Key Village. There is no HOA. Lease minimum: 1 month. Financing: cash or conventional.
Listing Agent: Kim Donahue (941-724-2587)
225 HOURGLASS WAY #106, SARASOTA, FL 34242
$500,000158 Days on yellowkey MLS ID: A4683200
REDUCED by $75,000 (13.0%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,566 Tax: $3,860 (2025)Community: Whispering SandsCondo
Taxes:$3,860
Remarks: Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, skip trowel ceiling, and a spacious light-filled living space with an additional, sunny, west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed, dimmable LED lighting. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak—all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!
2437 FLOYD ST, SARASOTA, FL 34239
$749,00040 Days on yellowkey MLS ID: A4696668
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1119 Built: 1925 Tax: $8,828 (2025)Community: Rustic LodgeSpa: YesSingle Family
Taxes:$8,828
Remarks: Step into a piece of Sarasota history with this charming 1925 Spanish Revival home in the highly sought-after Arlington Park neighborhood. Offering 2 bedrooms, 2 bathrooms, and just over 1,100 square feet of living space, this home perfectly blends timeless character with thoughtful modern updates. From the moment you arrive, the home’s exceptional curb appeal stands out, highlighted by custom landscaping and a distinctive brick circular driveway. Inside, you’ll find an inviting living space centered around an original brick wood-burning fireplace, complemented by updated lighting, hurricane-impact windows and doors, and a beautifully renovated kitchen featuring white cabinetry, butcher block countertops, farmhouse sink, and stainless-steel appliances. The split-bedroom layout provides privacy, with the guest bedroom and bath positioned toward the front of the home, while the primary suite is tucked away in the rear and features French doors opening to your own private backyard retreat. The true showstopper is the custom-designed saltwater pool and spa, creating a resort-style outdoor oasis rarely found in homes of this size and price range. The covered lanai, fenced yard, and tropical setting make it the perfect space for entertaining, relaxing, or enjoying Sarasota’s year-round sunshine. Significant improvements include a newer roof (2019), HVAC system (2017), hurricane windows and doors (2017), hot water heater (2022), and sewer line replacement (2022). Located just minutes from Arlington Park, Sarasota Memorial Hospital, Southside Village, Downtown Sarasota, Siesta Key Beach, Lido Key, and St. Armands Circle, this property places you at the center of everything that makes Sarasota one of Florida’s most desirable coastal destinations. The surrounding neighborhood continues to experience significant growth, with extensive renovations and luxury new construction homes enhancing the area’s long-term appeal and value. Whether you’re seeking a full-time residence, seasonal retreat, or investment opportunity in one of Sarasota’s most desirable neighborhoods, this distinctive Spanish-style home offers charm, location, and lifestyle in one exceptional package
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Randy Fallon (941-321-0997)
2441 WEBBER ST, SARASOTA, FL 34239
$1,599,00075 Days on yellowkey MLS ID: S5149848
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2726 Built: 2025 Tax: $3,584 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$3,584
Remarks: Completely reimagined contemporary pool home in the heart of Sarasota offering bold modern design, luxury finishes, and exceptional indoor-outdoor living just minutes from Downtown Sarasota, Siesta Key Beach, Southside Village, and top dining and shopping destinations. This custom-built residence features striking modern architecture with clean flat rooflines, concrete block construction, impact-rated windows and doors, professionally landscaped grounds, and a private resort-style backyard with a heated pool and spa. Inside, the open-concept layout is filled with natural light from oversized sliders and expansive windows, complemented by soaring ceilings, large-format porcelain tile flooring, and designer lighting throughout. The chef’s kitchen showcases premium appliances, sleek custom cabinetry, quartz countertops, and a dramatic waterfall island designed for both entertaining and everyday living. Offering approximately 2,726 Sq Ft under air, the single-story floor plan includes 4 spacious bedrooms and 3.5 bathrooms, including a luxurious primary suite with spa-inspired bath and custom-built walk-in closets. Bedrooms feature custom window treatments, while additional built-out closets throughout the home provide exceptional storage and functionality. A rare opportunity to own a modern luxury home in one of Sarasota’s most desirable locations with no HOA or CDD fees.
Listing is courtesy of: GRAND STATE REALTY (305-781-9202)
Listing Agent: Oleksandr Blekherov (305-781-9202)
617 SIESTA DR, SARASOTA, FL 34242
$949,90034 Days on yellowkey MLS ID: A4697947
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2709 Built: 1939 Tax: $32,740 (2024)Community: Bay IslandSingle Family
Taxes:$32,740
Remarks: BANK OWNED... Located in Highly desirable Bay Island Subdivision The Gateway to Siesta Key... This 4 Bedroom 4 Bath is located within the City limits Sarasota with allow short term rentals. Upgrades include a Metal roof with solar panels, Crown Molding and Brick paver Driveway. This property sustained damage from the 2024 hurricanes. Great Location to just drive to World famous Siesta Key Beach and Downtown Sarasota. A Great Place to spend the season or a lifetime. Property is being sold as-is . Build your own Equity. WELCOME HOME!!!
Listing Agent: Gary Hoskins (941-809-7709)
546 FREELING DR, SARASOTA, FL 34242
$12,500,00034 Days on yellowkey MLS ID: A4694822
Bed: 5 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 4353 Built: 2027 Tax: $17,536 (2025)Community: Bay IslandSpa: YesSingle Family
Taxes:$17,536
Remarks: Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush landscaping provides a serene and private backdrop, with flexibility to customize finishes and style. Designed for both comfort and entertaining, the open-concept living spaces flow seamlessly to a resort-style outdoor retreat. The expansive back patio is equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button for year-round enjoyment. Enjoy a spectacular pool with a champagne hot tub spa, a generous patio, and a fully equipped outdoor kitchen perfect for alfresco dining. A scenic path leads to your private dock with a state-of-the-art electric system and space for a boat up to 37 feet, offering smooth access to the bay and Gulf. The primary suite is a private sanctuary with spa-inspired amenities and dedicated quarters. A chef’s kitchen anchors the heart of the home with premium appliances and refined finishes. An elegant circular driveway creates a grand entrance, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. This exceptional waterfront residence delivers effortless luxury and refined coastal living.
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