Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
1250 N PORTOFINO DR #304, SARASOTA, FL 34242
$438,000362 Days on yellowkey MLS ID: A4649477
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 780 Built: 1969 Tax: $3,898 (2024)Community: Siesta Harbor IiCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,898
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Looking for a home for your boat, a beach lifestyle, or an investment? Enjoy sunrises over the marina, afternoons on Siesta Key Beach, and evenings on your enclosed balcony overlooking the boats and colorful skies. This furnished 1BR/2BA condo in Siesta Harbor is beautifully updated with an open floor plan, luxury vinyl flooring, remodeled kitchen (2022) with white shaker cabinetry, granite counters, glass backsplash, peninsula seating, and stainless appliances. Bathrooms feature quartz vanities and tiled showers; guest bath includes a soaking tub. Impact windows, same-floor laundry, and private storage add convenience. Siesta Harbor, a 55+ community, offers private beach access, heated pool/spa, lush landscaping, fishing pier, and a full calendar of social activities. Dock leases may be available for boats up to 30’. Additional amenities include covered parking, on-site manager, and a new roof (2025). Ideally located off the South Bridge near dining, shops, and the free Siesta Key trolley, this turnkey condo is perfect as a vacation retreat, full-time residence, or investment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
943 POMELO PL, SARASOTA, FL 34236
$4,950,00035 Days on yellowkey MLS ID: A4685163
2 Days Off yellowkey (back on 3/30/2026)
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 5764 Built: 2025 Tax: $15,949 (2025)Community: Prime SubSingle Family
Taxes:$15,949
Elementary School: Southside Elementary
Tax Year: 2025
Remarks: Take advantage of a rare opportunity to own a thoughtfully remastered residence West of the Trail, perfectly positioned in one of Sarasota’s most desirable neighborhoods, Hudson Bayou. Rebuilt by Nautilus Homes, this exceptional single-family home offers over 5,700 square feet of refined living space, creating a rare chance to own a new home custom designed and built with intention and quality throughout. This expansive residence features five bedrooms, four full baths, and two half baths, including an optional second primary suite or private in-law suite, offering flexibility for multi-generational living or extended guests. A primary suite on the main level opens to its own private screened terrace, creating a tranquil retreat. The first floor also includes a dedicated office, ideal for working from home. The interior showcases timeless finishes, high-end materials, and abundant natural light throughout. At the heart of the home is a stunning chef’s kitchen with premium appliances, generous prep space, and a walk-in pantry, seamlessly connecting to the main living and entertaining areas. Multiple screened porches and terraces extend the living space outdoors, where a private tropical oasis awaits. The beautifully landscaped backyard features a resort-style pool and spa, surrounded by lush tropical plantings that create a private secluded setting for relaxation and entertaining. Perfectly sited on a large lot directly across from Pomelo Park, the home enjoys both privacy and green park views, as well as a generously large front yard. This coveted location places you in one of the few walkable neighborhoods to downtown Sarasota and Southside Village, with easy access to boutiques, restaurants, and everyday conveniences. Combining timeless design, exceptional craftsmanship, and an unbeatable location, this remarkable residence presents a rare West of the Trail opportunity to create your ideal Sarasota lifestyle.
Listing Agent: Jennifer Linehan (941-266-7555)
3227 BENEVA RD #203, SARASOTA, FL 34232
$165,000225 Days on yellowkey MLS ID: A4663437
0 Days Off yellowkey (back on 3/29/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1979Monthly Fee: $425 Tax: $2,099 (2024)Community: Village Brooke Sec 3Condo
Taxes:$2,099
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. ******PRICE IMPROVEMENT****** **Resort-Style Living at an Exceptional Value** Enjoy the best of Florida living in this beautifully located condo, just minutes from Siesta Key, Lido Key, and vibrant downtown Sarasota. With public transit and shopping just steps away, convenience meets coastal charm. This rarely available 2-bedroom, 2-bath residence offers low HOA fees and numerous recent updates, including a brand-new A/C system and appliances, fresh interior paint, and a modern raised ceiling in the kitchen that enhances the open feel. Relax or entertain in the spacious lanai featuring storm sliders—expand your living space year-round or open them to enjoy tranquil views of the pool and sparkling lake with water feature. Located on the second floor in the rear of Village Brooke, this unit includes a private parking space, ample guest parking, and a convenient storage room just outside the front door. Village Brooke is a meticulously maintained community offering two pools, tennis and pickleball courts, shuffleboard, and a large clubhouse complete with billiards and gathering spaces. Perfect as a full-time residence or seasonal retreat, this home is move-in ready and waiting for your personal touch. Opportunities like this don’t last—schedule your showing today!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Jodi Fleming (941-993-6331)
1826 BOYCE ST, SARASOTA, FL 34239
$2,150,000106 Days on yellowkey MLS ID: TB8459204
4 Days Off yellowkey (back on 3/16/2026)
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 3270 Built: 2001 Tax: $23,215 (2025)Community: HartsdaleSingle Family
Taxes:$23,215
Remarks: Under contract-accepting backup offers. Welcome to this stunning 5-bedroom, 5-bathroom home ideally located near the Hillview District, downtown Sarasota, and just minutes from to Southside Elementary School. Enjoy the best of “West of the Trail” living in this beautifully updated residence that blends timeless architectural charm with modern luxury. The home features a brand-new gourmet kitchen highlighted by a striking double island with quartz waterfall countertops, stainless steel appliances including a gas cooktop and hood, a wine refrigerator, and a custom buffet offering abundant storage. A true formal dining room provides the perfect setting for entertaining. Original travertine tile floors flow throughout the expansive first floor, leading to the primary suite with a large walk-in closet and a spa-inspired ensuite with direct access to the pool deck. The split floor plan also includes a private guest suite with its own ensuite bath. Floor-to-ceiling windows fill the home with natural light and showcase views of the exceptional backyard. Upstairs, you’ll find three additional bedrooms and two fully updated bathrooms. The backyard is truly a rare find—a private oasis featuring a spacious pool, covered lanai, pergola, outdoor shower, storage shed, and full fencing. With its generous size and proximity to downtown, this outdoor space is perfect for relaxing, entertaining, or creating lasting memories. This exceptional home offers comfort, elegance, and an unbeatable location—an opportunity not to be missed.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Mirvate Thrower (702-480-3086)
1500 COVE II PL #524, SARASOTA, FL 34242
$849,900105 Days on yellowkey MLS ID: A4676444
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1720 Built: 1979 Tax: $8,269 (2025)Community: Midnight Cove IiCondo
Taxes:$8,269
Remarks: RARE OPPORTUNITY TO OWN A 3 BEDROOM ON SIESTA KEY! With Deeded beach access and one-week rentals! Maximize your investment while enjoying this fantastic 2 level townhouse in Midnight Cove II. Enjoy the views from your screened lanai or open air balcony on the second level. This unit offers space! Great sized living and dining areas, nice large, bright kitchen with updated appliances, powder room on the main level plus 2 more full baths upstairs. In unit laundry, deeded covered parking and offering a great rental history! Ideally located for quick deeded access to Crescent Beach just across the street! Midnight Cove II is a highly desirable community offering a marina with slips available and direct access to the intracoastal. Other amenities include tennis, pickleball, basketball court, fitness center and large heated pool. In addition, there is a grill and picnic area, car wash, pet walk, canoe storage and more! The property features beautiful mature landscaping with frontage on the intracoastal with paths and seating throughout the property. Midnight Cove II offers fully funded reserves, onsite rentals and management, and a rental friendly environment to maximize your income. Milestone Report is complete. Roof was replaced in fall of 2025 as well. Offered turnkey furnished with a small list of exceptions. Great opportunity - don't miss it!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Kim Sheridan (941-313-0262)
1401 KENILWORTH ST, SARASOTA, FL 34231
$7,950,00092 Days on yellowkey MLS ID: A4676504
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 4042 Built: 2024Monthly Fee: $333 Tax: $32,760 (2025)Community: Oyster Bay LandingsSingle Family
Taxes:$32,760
High School: Riverview High
Remarks: Tucked behind the gates of Oyster Bay Landings, the only gated community in Oyster Bay Estates, this one-of-a-kind 2024 Sweet Sparkman–designed residence offers exceptional privacy and boating access in a premier West of Trail location. One of just 12 homes in this intimate enclave, the property includes a deeded boat dock along a protected cove on Roberts Bay with dual water inlets leading directly out to the bay. At the end of a quiet dead-end street surrounded by boatable water, the 4,042-square-foot residence (6,678 square feet total) features clean-lined contemporary architecture, floating stairs with glass railings, an elevator to all levels and walls of glass that fill the interiors with natural light. Premium finishes include a custom European kitchen with DOCA cabinetry and porcelain countertops, LED lighting throughout, motorized shades and a whole-house generator. Balconies on second and third floors frame views toward Roberts Bay. The West of Trail address places you close to the best of Sarasota. The Field Club is within short distance, Publix is one mile away, Sarasota Memorial Hospital is only two miles north, downtown Sarasota is about three miles, and Siesta Key Beach, with its world-famous white quartz sand, is only five miles from your door. A unique, modern, coastal home with gated privacy, waterfront access and everyday convenience in one of Sarasota’s desirable neighborhoods. Inquire about the adjacent lot to the west, an opportunity to expand or create a private estate compound, while preserving uninterrupted waterfront views.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
2170 ROBINHOOD ST #C1406, SARASOTA, FL 34231
$1,095,00065 Days on yellowkey MLS ID: A4681719
0 Days Off yellowkey (back on 2/9/2026)
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1465 Built: 2026 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Taxes:$46,289
High School: Booker High
Remarks: Under Construction. Pre-construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This spacious three-bedroom, 2.5-bath residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and serene views overlooking the beautifully landscaped courtyard. A separate laundry room is one of the many thoughtful design elements enhancing everyday comfort. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—perfect for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2 pickleball courts, 4 panel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by the acclaimed Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Cari Miller (203-722-4509)
5099 FLAG ST, SARASOTA, FL 34232
$499,00072 Days on yellowkey MLS ID: A4680473
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1647 Built: 2017Monthly Fee: $345 Tax: $5,291 (2025)Community: Enclave At Forest LakesVilla
Taxes:$5,291
Remarks: A beautiful, rare corner-unit, single-story residence in the gated Enclave at Forest Lakes, ideally located in the heart of Sarasota. This meticulously maintained home offers privacy, natural light, and an open layout designed for effortless living, all just minutes from Siesta Key Beach, downtown Sarasota, major highways, shopping, dining, and everyday conveniences. Featuring 2 bedrooms, a dedicated office/den with double French doors, and 2 bathrooms, the home showcases over $60,000 in builder upgrades. Interior highlights include 9-foot ceilings, 8-foot paneled doors, rich hardwood flooring throughout, and stylish tile in both bathrooms. The chef’s kitchen is a standout with light cabinetry, pull-out storage features, quartz countertops, a large island with a breakfast bar, stainless steel appliances, and a marble backsplash. The primary suite serves as a private retreat with a tray ceiling and a spa-like bath offering a walk-in shower, dual sinks, quartz counters, and ample storage. The great room opens to a full-width covered and screened lanai with remote-controlled fans and ceiling speakers, creating an ideal indoor-outdoor living space. Residents enjoy maintenance-free living with access to a heated resort-style pool, pavilion, dog park, and nearby Legacy Trail access. This corner-unit home combines luxury, privacy, and a central Sarasota location that puts beaches, culture, recreation, and shopping all within easy reach.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
5263 AVENIDA DE CORTEZ, SARASOTA, FL 34242
$3,850,00075 Days on yellowkey MLS ID: A4678861
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3122 Built: 2018 Tax: $21,844 (2025)Community: Sarasota BeachSingle Family
Taxes:$21,844
Remarks: Welcome to a residence where inspired design meets the effortless elegance of Island living. Tucked away on the tranquil side of the Siesta Key Village, this extraordinary home places you at the heart of it all while having it all. With World-renowned beaches and the charming village just steps away… you truly can not beat the location. This 4 bedroom, 3100 sq.ft. home boasts a private boat dock, tropical backyard oasis and terraces with sunset views that never fail to inspire. The primary construction of this home was completed in 2018, with a full designer remodel in 2025. This home offers the confidence of modern construction throughout. Levels one through three are concrete block, with a two-by-six wood-frame fourth level and all exterior glass is hurricane impact rated. The home also boasts a standing-seam metal roof, a six-foot privacy wall with keypad-secured metal entry gates. A three-stop elevator services every floor, alongside a striking free-floating steel staircase framed by floor-to-ceiling glass, maintaining open sight-lines across the living spaces. Private bedrooms with en-suite bathrooms are thoughtfully positioned on levels two and four. Each floor opens to a generous covered balcony. Crowning the home is its most captivating feature: a spiral staircase leading from the fourth-floor balcony to a rooftop terrace with sweeping views of Siesta Village, Siesta Beach, Downtown Sarasota, and front-row vantage point to nightly stunning sunsets over the ocean. A comprehensive renovation brings a fresh, sophisticated vision to this home. The updates include new luxury hardwood flooring throughout, designer kitchen complete with dry-bar and a luxurious primary bathroom update. The second level serves as the home’s central gathering space, featuring an open-concept living room, dining area, and kitchen designed for both entertaining and everyday luxury. The kitchen has been elevated with brand-new custom floor to ceiling cabinetry complete with specialty lighting, premium Cambria countertops, as well as new appliances. The space is complimented by a beautifully designed dry bar and pantry for a refined, luxury finish.The high end finishes are complimented by designer furnishings and decor that convey with the sale of the home. At ground level, a two-car garage is complemented by a substantial 440-square-foot covered lanai overlooking a refreshing heated outdoor pool. The addition of an outdoor kitchen and upgraded, easily maintained, turf and stone landscape create seamless indoor-outdoor living and entertainment. Privacy is not an issue as this home boasts lush landscape and an impressive block wall enclosed yard. With Siesta’s gorgeous white sand beaches just a short walk from the home and a private boat dock just across the street enjoying the Ocean is a breeze from this property. The boat dock includes a 10,000-pound lift and space for a second lift, allowing for effortless access to the ocean via a canal. Siesta Key Village is a cherished walkable community rich with dining, boutiques, and local small businesses, including a Market, that evoke feelings of nostalgia. Yet the greatest luxury remains the timeless evening sunset strolls on the soft white sandy beaches. The Island’s effortless serenity reaffirms why Siesta Key is not merely a destination, but an exceptional place to call home.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jessica Hoffman (941-400-5778)
2303 LOMA LINDA ST, SARASOTA, FL 34239
$1,899,000107 Days on yellowkey MLS ID: A4676235
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2708 Built: 2025 Tax: $4,955 (2025)Community: Loma Linda ParkSingle Family
Taxes:$4,955
Elementary School: Alta Vista Elementary
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 Agent: Robert Sherman (941-313-1301)
1622 KENILWORTH ST, SARASOTA, FL 34231
$3,700,000108 Days on yellowkey MLS ID: A4676310
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4058 Built: 2017 Tax: $28,823 (2025)Community: Johnson EstatesSingle Family
Taxes:$28,823
Remarks: Located West of Trail near the historic Field Club, this stunning residence is a refined interpretation of British West Indies architecture, offering over 4,000 square feet of thoughtfully designed single-level living. Set on an estate lot, the home blends timeless coastal elegance with exceptional craftsmanship and seamless indoor–outdoor flow. A dramatic great room welcomes you with vaulted wood ceilings, fireplace, and expansive pocketing sliders that frame views of the lushly landscaped pool and spa. The open-concept design flows effortlessly into the chef’s kitchen, appointed with premium Thermador and Wolf appliances, custom solid-wood cabinetry, quartz surfaces, and an oversized island—perfectly complemented by a separate dining area and custom dry bar with wine refrigeration. Designed for both privacy and versatility, the residence features four en-suite bedrooms, office, and a spacious TV lounge or bonus room that opens directly to the outdoor living areas. The private primary suite is a serene retreat with a vaulted wood ceiling, dual walk-in closets, and direct access to the covered lanai. Its spa-inspired bath showcases dual vanities, a soaking tub, and an expansive glass-enclosed shower. Outdoor living is a true centerpiece, with a generous travertine lanai, fully equipped outdoor kitchen, dining verandah, and a large gas- and electric-heated saltwater pool and spa with waterfall—ideal for entertaining or quiet relaxation amid tropical landscaping and architectural lighting. Additional highlights include hurricane-rated impact windows and doors, a whole-house generator, brand new metal roof, dual on-demand water heaters, an expansive paver motor court, low maintenance yard, and a rare four-car garage configuration, including an owner’s garage with EV outlet and climate control. Ideally located minutes from Siesta Key, Southside Village, Sarasota Bay, and downtown Sarasota, this exceptional home offers privacy, design integrity, and proximity to the best of the Sarasota lifestyle
Listing is courtesy of: ALLEN REAL ESTATE SERVICES INC (941-923-7777)
Listing Agent: John Allen, Pa (941-923-7777)
6285 MIDNIGHT PASS RD #406, SARASOTA, FL 34242
$799,000167 Days on yellowkey MLS ID: A4670228
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1456 Built: 1981 Tax: $3,221 (2024)Community: Excelsior Beach To Bay 5Condo
Taxes:$3,221
Remarks: Welcome to this beautiful Penthouse end unit at the highly desirable Excelsior Beach to Bay community. Perfectly positioned on the Bay side, this 2 bedroom, 2.5 bath condo offers an open, airy layout enhanced by vaulted ceilings, abundant natural light, and impact windows throughout for peace of mind and energy efficiency. The living and dining areas flow seamlessly together, creating an ideal setting for entertaining or relaxing. The dining area features a mirrored accent wall, a built-in cabinet under the stairs, and another built-in at the end of the room for elegant storage and display. A wood staircase leads to the loft, a rare feature in this complex. The spacious loft includes a half bath, and 2 generous closets, offering flexibility as a guest retreat, office, or media room. The loft expands your living options beautifully. The kitchen is both functional and stylish, featuring wood cabinetry, Cambria quartz countertops, marble floors, a tray ceiling and a built-in eat-in area/desk. A window over the sink provides a charming peek of the Bay. The Primary Bedroom impresses with soaring vaulted ceilings, custom built-in furniture, and a bright, open feel, while the Primary Bath offers two separate sink areas with granite counters, built-in cabinetry, and a wall of closets-providing abundant storage and space. Pella sliding glass doors lead to the Florida room/lanai, enclosed in glass and framed by vaulted ceilings invites you to relax and enjoy tranquil views year-round. Residents of Excelsior enjoy private beach access, along with two heated pools, fitness center, tennis and pickleball courts, and clubhouse. Whether you’re seeking a full-time residence, vacation getaway, or investment opportunity, this Penthouse condo offers a rare blend of comfort, style, and location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Stacy Liljeberg (941-544-6103)
2135 DATURA ST, SARASOTA, FL 34239
$1,800,00032 Days on yellowkey MLS ID: A4685791
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2539 Built: 2021 Tax: $7,357 (2025)Community: Grove Lawn RepSingle Family
Taxes:$7,357
Remarks: This beautifully crafted custom home blends modern farmhouse design with thoughtful details and quality finishes throughout. Offering 3 bedrooms, 2.5 baths, and an open floor plan, the home is designed for comfortable living and effortless entertaining. From the moment you arrive, the exterior showcases distinctive character with a cypress wood garage door, cypress porch accents, and a striking glass entryway. Inside, the two-story layout is filled with natural light, European oak flooring, and recessed lighting throughout, creating a warm and inviting atmosphere. The main living space features a dramatic 12-foot vaulted ceiling highlighted by a decorative cypress beam and an electric fireplace, making the great room a welcoming focal point of the home. The open-concept design flows seamlessly into the chef’s kitchen, which is both stylish and functional. It features a Fulgor Milano dual-fuel range, Silestone quartz countertops, custom wood cabinetry with soft-close drawers, and a large waterfall-edge island. Floating cypress wood shelves, brass light fixtures, and a spacious walk-in pantry add both character and practicality. The primary suite provides a relaxing retreat with a spacious bedroom, walk-in closet with custom shelving, and a thoughtfully designed bathroom featuring dual showers, double vanities, and cypress shelving. Additional highlights include beautiful wood stairs with a wrought iron railing leading to a second-story bonus room, along with a large laundry and mudroom combination offering abundant storage and counter space. Outside, the spacious backyard offers ample room for a future pool and is enclosed by a six-foot cypress shadowbox fence, creating a private setting ideal for pets, gatherings, and outdoor enjoyment. Ideally located east of the Trail in Sarasota, the home is just a few blocks from Sarasota Memorial Hospital, Southside Village, and Southside Elementary School. Downtown Sarasota’s vibrant dining, arts, and cultural scene — along with the area’s world-renowned Gulf beaches — are only a short drive away.
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
5569 CAPE LEYTE DR, SARASOTA, FL 34242
$4,495,00034 Days on yellowkey MLS ID: A4685577
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3654 Built: 2016 Tax: $32,419 (2025)Community: Siesta IslesSingle Family
Taxes:$32,419
Remarks: LOCATION, LOCATION, LOCATION !!! One Block to the Crystal Sands of Siesta Key Beach the #1 Beach in the USA! Or spend the day on the Aqua waters with two boats on lifts out back, and 119' of frontage on the Grand Canal leading to the ICW (only one bridge with about 15’ clearance to the Gulf). Oversized 16,163 sf Lot, elevated concrete block home and spectacular pool in your view from most every room! Not just the best location, but this custom-built in 2016 West Indies style home is a fortress all on one level, including the pool, and is well above the FEMA flood zone. High and dry through the "storms of the century" in 2024. Beautiful, engineered hardwood floors, custom cabinetry throughout by Elite Woodworking in the Kitchen, all Bathrooms and Great Room. The entire house has been freshly painted inside & out. Three large en-suite bedrooms. Additional rooms currently utilized as office with Murphy Bed as well as very large Bonus Room could be utilized as additional bedrooms #4 & 5, if desired. Even the powder bath has a shower for guest convenience. Large walls of sliding glass doors in all waterfront rooms extend living spaces to a huge, screened Lanai which adds over 500 sf to living space under roof, and much more in the screened Lanai area.. All hurricane rated extra heavy duty PGT doors and windows. The total A/C space is 3,654 sf, with a overall total of 5,075 under roof. The oversized 3-car garage with an Epoxy floor has a very high ceiling which allows 2 more cars to be added on lifts for a total of 5 vehicles for the enthusiast. Isonene insulated and floored attic storage space is available above the garage. New in the past year: A/C Condenser & Air Handler system in 1 (of 2) zones, water heater, refrigerator, ice maker, boat lift control boxes on both Lifts. The large free form pool and spa have new (wifi) Pentair pool pump & heater & auto chlorinator. Both boats as well as professional decorator staged furniture, decor and pictures may be available for separate purchase for "Turn-Key" possession. DEFINITELY check out the Virtual Tour, since it provides “3D walk through any direction” photos which can really give you the flow of the house as you manipulate your way around.
Listing Agent: Steve Hagan (941-900-4126)
101 S GULFSTREAM AVE #15B, SARASOTA, FL 34236
$599,00042 Days on yellowkey MLS ID: A4684641
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 1974 Tax: $6,981 (2025)Community: The 101 Condominium / Dolphin TowerCondo
Taxes:$6,981
Remarks: One or more photo(s) has been virtually staged. Available now for $599,000! Experience city living at its finest in Sarasota's vibrant downtown at The 101 Condominium! Ideally located directly across from Island Park, this stunning 2 bedroom 2 bath, 15th floor unit offers breathtaking CITY views and unrivaled convenience. The condo has been repainted and remodeled. The many improvements include stone counters throughout, hammered metal sinks in baths, glass shower doors, custom walk-in closet system, a stylish craftsman built-in that includes ample storage as well as a murphy bed in the secondary bedroom, and an efficient and beautiful remodeled Kitchen. There are glimpses of Sarasota Bay from the balcony outdoor space. The 101 Condominium offers more than just a home; it provides a lifestyle of luxury and convenience. Prepare to enjoy the recently renovated lobby, a heated pool for relaxation, a fitness center to keep active, and a social room perfect for hosting gatherings or unwinding after a long day. With a $8 million modernization project recently completed, the great VALUE of this property is securely supported. Embrace the urban lifestyle with easy access to Marina Jacks, renowned for its deep harbor docking and waterfront dining. Indulge in the charm of historic Palm Avenue just out your rear entrance, where many art galleries, charming shops and restaurants have opened, or take a quick walk up main street for many more eating experiences. Must see, - Schedule an appt today!!
Listing Agent: Melissa Gissinger (941-404-2722)
2429 WHIPPOORWILL CIR, SARASOTA, FL 34231
$800,000118 Days on yellowkey MLS ID: A4675587
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3002 Built: 1991 Tax: $7,729 (2025)Community: Weslo WillowsSingle Family
Taxes:$7,729
Remarks: Welcome to 2429 Whippoorwill Circle a custom designed home. Enter through double doors into an elegant foyer with very high ceilings and spiral stairs that lead to the upstairs bedrooms. Immediately left of the foyer is the living/dining room combination with high ceilings and beautiful porcelain tile floors. The porcelain tile floors flow into both the kitchen and the Family room (with fireplace). To the right of the entry is a office with bookcases and murphy bed. There are a primary bedrooms and bathrooms on both the 1st and 2nd floors. In addition, the 2nd floor offers 2 bedrooms and a large bathroom w/tub. The enclosed porch off the Family Room has a wet bar and doors leading to the outdoor patio and fenced yard. Hot Tub is available via separate bill of sale. The yard offers mature plantings, water fountains and spiral stairs leading to the roof terrace. The convenient laundry room off the Foyer leads to the 3-car garage. The home is conveniently located to the beaches, schools, shopping and downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Sandra Walker (941-400-5849)
3122 REGATTA CIR, SARASOTA, FL 34231
$685,00069 Days on yellowkey MLS ID: A4680447
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1642 Built: 1965 Tax: $5,399 (2025)Community: Gulf Gate WestSingle Family
Taxes:$5,399
Elementary School: Gulf Gate Elementary
Remarks: Gulf Gate transformation in this meticulously renovated 3-bedroom, 2-bathroom sanctuary. Situated on a quiet circle just minutes from the world-class sands of Siesta Beach, this home has been professionally redesigned from top to bottom with uncompromising attention to detail. Enjoy total peace of mind with a comprehensive list of 2022–2025 upgrades, including a new roof, HVAC and ductwork, PEX plumbing, and new sewer lines. The exterior features durable Hardie siding, fresh paint, and hurricane-impact windows and doors at the front, ensuring both efficiency and protection. Designer Interiors The heart of the home is a chef’s kitchen featuring Level 4 Cambria Quartz, solid wood shaker cabinetry, and a custom built-in banquet. Modern luxury vinyl flooring flows through the open living spaces, leading to a charming shiplap-accented living room with an electric fireplace. Both bathrooms have been fully redone with high-end vanities, fixtures, and custom tile. Private Backyard Oasis Step outside to a brand-new inground pool with a custom water feature, all framed by a new wood privacy fence. The grounds are completed by professional landscaping, new lighting, and a modern irrigation system. Fully permitted and ready for its next chapter, this "better-than-new" gem offers the luxury of a custom build in an established, sought-after Sarasota location.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Deanna Boileau Gilman (860-884-7198)
7300 COVE TER, SARASOTA, FL 34231
$2,395,00077 Days on yellowkey MLS ID: A4680113
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3686 Built: 1974Monthly Fee: $19 Tax: $18,405 (2025)Community: Coral CoveSingle Family
Taxes:$18,405
Remarks: Situated in the highly sought-after Coral Cove community, this renovated two-story grand residence offers flexible and refined living space, including two spacious primary suites. A double-door entry opens to a grand foyer, spacious great room with volume ceilings and a wall of sliding glass doors, drawing the eye to the saltwater pool and tranquil water views beyond. The home features four bedrooms and three and one-half baths with marble, granite, and Egyptian limestone surfaces throughout. The gourmet kitchen is appointed with custom distressed wood and cherry cabinetry, a large Victoria Regia granite island, limestone countertops, high-end appliances, and a built-in Miele coffee system. The first-floor primary suite overlooks the pool and spa and includes a marble bath accented with onyx lighting. The second-floor primary suite showcases bamboo flooring and a custom en-suite bath with stunning Caesarstone quartz walls and flooring, LED lighting inserts, recycled glass, a jetted tub, dual gray Caesarstone vanities, and built-in closets. Enjoy sunset views and elevated outdoor living with a covered lanai featuring a wood-inset ceiling, a summer kitchen with granite countertops and a built-in grill, and granite-tiled decking that surrounds an exquisite pool and spa. Hop on your boat from the composite dock with direct access to the Intracoastal Waterway and the Gulf of Mexico. Surrounded by tropical landscaping and exterior lighting, this residence offers luxury finishes and thoughtful design, just minutes from Siesta Key Beach, fine dining, shopping, and the cultural amenities of Sarasota.
Listing Agent: Liz Arme (941-266-4003)
3664 TIN CUP BLVD, SARASOTA, FL 34232
$469,00084 Days on yellowkey MLS ID: A4679323
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1578 Built: 2016Monthly Fee: $345 Tax: $3,201 (2024)Community: Enclave/Frst LakesVilla
Taxes:$3,201
Remarks: ***STUNNING END UNIT IN A PREMIER ENCLAVE AT FOREST LAKES LOCATION*** Experience exceptional Sarasota living in this highly sought-after 2-bedroom, 2-bath end unit, ideally positioned on the largest and most desirable lot in The Enclave at Forest Lakes. Set directly across from the community pool and dog park, this residence offers a rare combination of privacy, convenience, and lifestyle—arguably the best location within the subdivision. The home is filled with natural light and enhanced by its end-unit setting. Recent updates include fresh interior paint throughout and tasteful upgrades in the primary bathroom, creating a clean, modern, and truly move-in-ready feel. The kitchen showcases modern elegance with stainless steel appliances, quartz countertops, and solid wood cabinetry, ideal for everyday living and entertaining. The primary suite serves as a private retreat, featuring updated finishes, dual sinks, a spacious walk-in shower, and a generous walk-in closet, blending comfort with refined style. Roof is only 3 years old! Located within a gated community with no CDD fees, the HOA includes access to the resort-style pool, dog park, and grilling area—all just steps from your front door. Perfectly situated in the heart of Sarasota, this home offers easy access to award-winning beaches, downtown dining and cultural attractions, and top-rated schools. This is a rare opportunity to own an end unit in the subdivision’s most coveted location, where thoughtful upgrades, convenience, and the Sarasota lifestyle come together beautifully.
Listing is courtesy of: MCGREGOR INTERNATIONAL REAL ESTATE CO (941-363-1210)
Listing Agent: Warren Mcgregor (941-447-1253)
3535 VILLAGE GREEN DR, SARASOTA, FL 34239
$490,000129 Days on yellowkey MLS ID: A4674495
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1647 Built: 1968Monthly Fee: $8 Tax: $2,805 (2024)Community: Village Green Club EstatesSingle Family
Taxes:$2,805
Remarks: BRAND NEW VINYL PRIVACY FENCE JUST INSTALLED IN BACK YARD! THIS IS THE ONE! Welcome to your Sarasota dream home in the highly sought-after Village Green Estates! This stunning, fully renovated, 3-bedroom 2-bathroom residence offers luxurious living on a premium oversized lot that sits high and dry! Step inside to discover a home where every detail has been carefully curated. The brand-new kitchen is a chef's delight, featuring sleek waterfall quartz countertops, modern soft close cabinetry, and top-of-the-line finishes. Enjoy the seamless flow of brand-new luxury vinyl plank flooring throughout the entire home, complemented by chic matte black hardware and light fixtures that add a touch of contemporary elegance. Both bathrooms have been completely transformed into spa-like retreats with exquisite tile work and designer vanities. The living space extends outdoors to a screened-in covered lanai, perfect for enjoying the Florida weather in comfort and style. The exterior is just as impressive as the interior. The property boasts new landscaping and paint that enhances its curb appeal, and significant updates ensure the home is move-in ready and low maintenance. Other key features include new impact windows/doors, newer tile roof, new HVAC duct work, and new water heater! Village Green Estates is well maintained and established community that offers the nearby golf clubhouse and no CDD fees, for only a low $100 annual fee! Join the optional golf membership at Village Green Golf Club to enjoy a day out on the course right in your back yard! This is a fabulous location close to everything - Publix Grocery Store, Walmart, Walgreens, Starbucks, Legacy Bike Trail, Downtown Sarasota, I-75, UTC Mall, and Siesta Key!
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Brent Martin, Llc (941-231-4662)
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