Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
1404 KENILWORTH ST, SARASOTA, FL 34231
$5,200,00081 Days on yellowkey MLS ID: A4672697
REDUCED by $450,000 (8.0%) on 04/06/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5428 Built: 2007Monthly Fee: $333 Tax: $52,740 (2024)Community: Oyster Bay LandingsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$52,740
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Privately positioned in gated Oyster Bay Landings with water views stretching down a short canal to Sarasota Bay, this stunning iconic masterpiece from world-renowned architect Guy Peterson is a breathtaking example of the Sarasota School of Architecture’s style and vision. A comfortable modernistic ambiance flows freely throughout the 5,428 sq. ft. of open living where walls of glass capture spectacular displays of the cerulean blue water and evening skies of fiery beauty. No detail has been overlooked. No expense has been spared. Architecturally striking, this 4-bedroom, 4.5-bath waterfront residence is the ultimate indulgence offering rarity, cachet and grandeur. Dock with 2 lifts is conveniently situated on a waterway unencumbered by any bridge. Floor to ceiling windows frame expansive vistas and abundant natural light complements the thoughtfully-appointed and expertly-planned space. Over 4,000 square feet of outdoor area is inviting and festive, and presents unique vantage points to deliver an exhilarating experience. Expansive terraces promote seamless indoor-outdoor living. Covered entertaining is abundant among the verdant tropical gardens and immaculately manicured grounds. Resort-style amenities including an elevator, courtyard with fire pit and heated pool/spa, and breathtaking reflecting pool with fountain. The stunning kitchen is a culinary delight and complemented by an extravagant amenities package of top-tier appliances, island with seating for 6, 20-ft. long counter for 2 desk workstations, side-by-side but separate refrigerator and freezer, 2 dishwashers, and deep walk-in pantry. The family room is equipped with built-in entertainment wall and opens to a waterfront patio with outdoor cooking center. The great room has travertine floors and cypress ceiling detail, and the office provides a desk with stone countertops and plenty of solid wood cabinetry. A 400-bottle wine room is the highlight of the gaming area with wet bar, electric shades and unique glass chandelier. On the second level are spa-inspired en-suite bedrooms with custom closet systems and elevated ceilings. A 30-ft. bridge leads to the master wing highlighted by incredible water views, sitting room with morning bar, and home gym/office. The primary bath creates an immersive experience with a 16-ft. long dressing hall with a wall of built-ins and mirrors, large walk-in specialty closet, multi-faceted shower, deep soaker Jacuzzi tub, separate bidet and laundry chute. In addition, there are two laundry areas, an elevator from ground level to the 2nd and 3rd floors, Creston music and lighting system, Generac generator, and 4-car garage. In one of Sarasota’s most coveted locations along the waterfront, this home redefines coastal living is just minutes from beaches, golf, fine dining and downtown Sarasota’s beloved arts and cultural offerings. When scheduling your exclusive tour of this amazing MODERN waterfront estate, make sure to allow plenty of time for exploring its incredible features, both inside and out. It must be seen in person to be fully appreciated. Even the most discerning buyer will fall in love!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
436 CANAL RD #A, SARASOTA, FL 34242
$1,795,00064 Days on yellowkey MLS ID: A4678784
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2756 Built: 2002 Tax: $19,424 (2025)Community: Siesta Villas 1Townhouse
Taxes:$19,424
High School: Sarasota High
Tax Year: 2025
Remarks: Superb Location. Big Family Retreat. Excellent Investment. Quiet Beach Days. The search for your ultimate beach retreat ends at 436 Canal Road. This 3-bedroom, 3 ½ bath home has all the extras you’re looking for. Your home is located just steps to world famous Siesta Key Beach. You are an easy walk, bike ride, or golf cart drive to Siesta Key Village where you will experience great food, entertainment and eclectic shopping. Enjoy fishing or dropping your kayak or paddleboard off your private community dock to explore Siesta Key by water. Or relax by the west-facing pool shared by only 4 units. At home, use your interior elevator to take you to all four floors. The oversized garage comes with a new garage door, a mini-split AC unit and plenty of room for your golf cart and beach toys. The first floor of living space has an open-plan kitchen with stainless steel appliances, a dining area and living room. There is also a balcony, laundry and half-bath on this floor. The next floor contains 3 spacious bedrooms and 2 baths. The Primary bedroom has an en-suite with dual sinks, both a garden tub and shower, and two walk-in closets. The top level had a surprise flex space that opens to the large roof top terrace with stunning views of the gulf. The flex space currently has 2 twin beds, a wet bar with under-counter sink, and a full bath with shower. Your home has a 2026 Roof, 2-AC units (2025 and 2022), and new Garage Door (2025). The property is currently being utilized as a WEEKLY rental and sleeps 8. The community is pet-friendly (owners only). Seller is grossing $100k using VRBO. Projections of $167,000+ with property manager. Come visit paradise on Siesta Key.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,450,000117 Days on yellowkey MLS ID: A4674684
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2276 Built: 1969 Tax: $7,045 (2025)Community: Siestas Bayside Waterside WoodSingle Family
Taxes:$7,045
Remarks: Luxury Waterfront Living Now Priced to Move Welcome to 4508 Woodside Rd, a true boater’s paradise on Siesta Key offering privacy, deep-water access, and refined coastal living. Positioned on one of the island’s deepest canals, this property provides quick access to the Intracoastal and Sarasota Bay, with 95 feet of waterfront and a 75-foot dock designed for serious boating. Inside, the home features a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding glass doors that seamlessly connect indoor and outdoor living. The chef’s kitchen is equipped with custom cabinetry, a Viking hood system, gas cooktop, and premium appliances, while a temperature-controlled wine cellar adds a true luxury touch. The primary suite is a private retreat with a spacious layout, oversized walk-in closet, and a spa-style bathroom featuring a glass-enclosed shower and outdoor shower access. Every detail has been thoughtfully designed for comfort and functionality. Step outside to your own private resort complete with a saltwater pool and spa, lush landscaping, integrated lighting, and a covered pergola with outdoor lounge space, propane fire pit, and TV viewing area. A retractable awning and outdoor wet bar enhance the space, making it ideal for entertaining year-round. Additional highlights include a 250-gallon propane tank, 14.5 KW generator, updated HVAC, newer water heater with circulating system, epoxy-finished garage, and hurricane protection features. Originally introduced at $2,690,000, the property has undergone multiple strategic price adjustments and is now positioned to sell, presenting one of the best waterfront opportunities on Siesta Key. With nearby properties trading at significant premiums for land value alone, this offering delivers exceptional value for both end-users and investors. Also available: luxury yacht (inquire for details).
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
2068 SUNNYSIDE LN, SARASOTA, FL 34239
$895,0004 Days on yellowkey MLS ID: N6143339
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1722 Built: 1953 Tax: $2,984 (2025)Community: Hibiscus Park 1Single Family
Taxes:$2,984
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. Get ready to view and call your home in this pristine and immaculate kept move in ready. This stunning Mid-Century Modern residence located in the heart of the highly sought-after Southgate neighborhood! Minutes to Sarasota Hospital and Downtown Sarasota. This beautifully original quality 3-bedroom, 2-bathroom home with one bathroom is a pool bathroom. Original terrazzo flooring, solid wood doors, real wood cabinets and other quality designs with the history craftsmanship still installed of 1953 with updated functionality. As you walk around your home, feel the unique timeless design of a functional kitchen, all appliances included with even a gas stove. Move into your traditional spacious dining area for meals with family and friends. Wonder into the true comfort of an intimate family room, which leads into a spacious filled with natural light Florida room, air condition. Currently as an artist studio with many future possibilities. Open your French doors and seek out to an oversize Pool and lanai and enjoy a beautiful outside sanctuary retreat at the comfort of your home. But it does not end there. Walk out beyond your lanai to your well-kept private landscaping. Total property sits on 0.349-acre lot. Seamlessly blends timeless design with modern luxury and functionality. Step inside again and view your spacious master bedroom with two additional bedrooms. Recent upgrades provide peace of mind and exceptional value, including hurricane-impact windows, new roof installed in 2019. Recently re-plumbed and new water heater. This type of quality home is unmatched. Enjoy the freedom of no HOA fees while being conveniently located all of what Sarasota offers. This home is timeless quality with of style, comfort, and location in one of Sarasota’s most desirable neighborhoods. Schedule your private showing today and experience Southgate living at its finest.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Lenny Lesaltato (941-350-9238)
2442 WOOD ST, SARASOTA, FL 34237
$472,00081 Days on yellowkey MLS ID: A4678152
REDUCED by $23,000 (4.6%) on 04/06/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1279 Built: 1951 Tax: $5,715 (2025)Community: Hudson ParkSingle Family
Taxes:$5,715
Elementary School: Alta Vista Elementary
Remarks: Live in one of the most desirable Sarasota neighborhoods! This home has 2 nice sized bedrooms and a third room that can be a sunroom, office, or interior in-law suite/studio with its own bathroom, kitchen space, closet, and private entrance from the back of the house. This cozy home features a kitchen nook and comfortable sitting area to relax and unwind. Upgrades include remodeled kitchen, newer roof (2018), Granite vanity top and sink with brushed nickel faucets (2020), water heater (2025), upgraded light fixtures (2025) and many other upgrades throughout this beautiful home. Enjoy your morning coffee from the beautiful front patio or relax on the back patio. Backyard has a 2-car carport and storage sheds. The location is ideal as it is close to shopping and restaurants as well as minutes to downtown Sarasota and world-famous Siesta Key Beach & other local beaches. Schedule an appointment to see this beautiful home today! RV parking available as well as zoned for multi-family if desired.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
1900 COLLEEN ST, SARASOTA, FL 34231
$730,00041 Days on yellowkey MLS ID: R4910744
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2026 Built: 2015 Tax: $3,853 (2025)Community: North Vamo Sub 1Single Family
Taxes:$3,853
Elementary School: Gulf Gate Elementary
Remarks: Oversized Lot | No HOA | NO FLOOD ZONE ( ZONE X) | Built 2015 / ALL HURRICANCE PROOF IMPACT DOORS AND WINDOWS / 10FT Ceilings 8FT doors / 2,026SQ FT / 3+DEN /2.5 BATH Discover a rare opportunity in Sarasota’s highly desirable West of Trail area. Built in 2015 and set on a generous 11,250 sq. ft. lot, this solid concrete block home is located in Flood Zone X with no HOA, offering exceptional flexibility and peace of mind. Inside, the residence features 3 spacious bedrooms, 2.5 bathrooms, and 2,026 sq. ft. of living space, complemented by soaring 10–12 ft ceilings with elegant details, 8-ft interior doors, crown molding, marble and porcelain flooring, and warm bamboo floors in the bedrooms. The open-concept layout is perfectly suited for both comfortable everyday living and entertaining. The kitchen is thoughtfully designed with premium wood cabinetry, striking Level 5 Brazilian granite countertops, built-in oven, cooktop, and a reverse osmosis system. The primary suite offers a private retreat with a Jacuzzi tub and separate shower. Impact-resistant windows and sliding doors enhance safety, comfort, and energy efficiency. A versatile additional room provides ideal flexibility for a home office, den, or potential fourth bedroom, while the convenient powder room (half bath) adds functionality for guests. The oversized lot presents ample space to create your dream outdoor environment — whether a pool, garden oasis, or guest house. An extended driveway and attached garage provide everyday convenience. Perfectly positioned, a public boat ramp is less than half a mile away, and everyday conveniences including Costco, Publix, Target, banking, Lowe’s, and more are within approximately one mile. Located near Pine View School, consistently ranked among the top public schools in Florida and nationally recognized for academic excellence. Ideal as a primary residence, seasonal retreat, or investment opportunity.
Listing is courtesy of: OHL LLC (941-445-1841)
Listing Agent: William Ol (941-445-1841)
4848 CAMPHOR AVE, SARASOTA, FL 34231
$399,00093 Days on yellowkey MLS ID: A4675711
REDUCED by $20,000 (4.8%) on 04/05/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1420 Built: 1973 Tax: $3,594 (2025)Community: Madison ParkSingle Family
Taxes:$3,594
Remarks: $399,000 MAJOR PRICE REDUCTION! This home is priced to MOVE QUICKLY! DON'T MISS THIS OPPORTUNITY to own a move-in ready home in the heart of SARASOTA! No HOA. This charming 3-bedroom, 2-bathroom ranch-style pool home is perfectly situated in a quiet, established neighborhood just minutes from top-rated Riverview High School. HUGE BACKYARD! Just waiting for you and your family! Plenty of room to build a garage or just enjoy the beautiful trees and POOL! Fully fenced yard provides privacy and pets. Just around the corner from public park RED BUG SLOUGH. Designed for the classic Florida lifestyle, this home features a bright and airy open floor plan with seamless flow from the living areas to the outdoor space. The heart of the home is the spacious combined family room and dining area—ideal for hosting family gatherings. Step through the back doors to your private tropical oasis. The large yard features a sparkling swimming pool, providing a secluded space for year-round relaxation or weekend BBQs. The expansive, fenced-in backyard offers plenty of room for pets and play. Key Features: NEW ROOF! New Hurricane impact-resistant windows 2023. FRESH PAINT inside and out! including driveway coating. Updated LVL flooring in bedrooms. Huge backyard with a beautiful pool just waiting for you! Ceramic tile in main living, dining and kitchen area. NO CARPET! Prime Location: Less than a 5-minute drive to Riverview High School and close to Gulf Gate Elementary, Phillippi Shores Elementary and Wilkinson Elementary. Convenience: Situated near the Proctor and Beneva corridor, you are minutes away from Publix, local dining, and the Landings Shopping Center. Outdoor Living: Pool and private backyard. Beach Access: Only a 10-minute drive to the world-famous Siesta Key Beach. Whether you are looking for a move-in-ready family home or an investment property in a high-demand school district, this Sarasota gem offers the perfect balance of location and lifestyle. Schedule a private showing to view this property today.
Listing Agent: Roberta Rodgers-Mislyan (941-400-0639)
2110 MICHELE DR, SARASOTA, FL 34231
$2,590,000284 Days on yellowkey MLS ID: A4657130
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4623 Built: 2025 Tax: $3,317 (2024)Community: MonticelloSingle Family
Taxes:$3,317
Remarks: New custom luxury home for sale in Sarasota Florida located on Coquina Island. This high-end Sarasota luxury estate features a private in-law suite, resort-style pool and spa, outdoor kitchen, and over 4,000 square feet of modern coastal living. One of a kind design to optimize the homesite, is located in the heart of Sarasota County offering luxury & timeless contemporary design. Just minutes from Phillippi Mansion Park, Siesta Key Beach, top-tier shopping, dining, Sarasota Memorial Hospital, Selby Gardens, and downtown Sarasota, this home enjoys a prime location. Key Features: 5 Bedrooms | 5 1/2 Bathrooms. 38' Wide Polyaspartic Garage with high ceilings, music speakers and 2 ceiling fans (space allows lifts in each bay). 13' High Ceilings in the great room. Gourmet Kitchen with sleek appliances, large island, cooktop hood, double wall ovens, coffee bar, and an expansive walk-in pantry with custom shelving and room for a full freezer or refrigerator. Truly a chef's delight! Spacious Master Suite with paver deck on main floor, his and hers huge walk-in custom closets, ensuite luxury bath. Private multiple decks and a large paver lanai overlooking the Pebble-Tec heated saltwater pool with spillover spa and outdoor kitchen Separate In Law Suite above the garage with a great room, full kitchen, bath, bedroom, laundry room, and balcony. Energy Efficient with Icynene insulation, soundproofed walls, and potential for solar power or generator. 3 HVAC units and zones. Instant hot water heater; separate water heater for in law suite, tankless hot water heater as well in main living spaces. Interior Highlights: High-end finishes and 2 custom-built open staircases. Wood and tile floors throughout. Floor-to-ceiling windows flood the home with natural light. Fully structured wiring for sound; 19 music speakers and 8 security cameras. Large laundry room with custom cabinetry, laundry sink, stone folding counter and hanging rod. Spacious pantry with custom shelves; electric dedicated circuit for additional freezer or refrigerator. Insulation in walls & ceiling for sound mitigation. WiFi mesh inside & out. Outdoor Oasis: Heated Saltwater Pool & Spa with spillover waterfall and floor clean system. 8 Security cameras. Outdoor Kitchen featuring marine-grade cabinets. Professionally designed tropical gardens with private well for the sprinkler system. LED Lit Circle Paver Driveway adds striking curb appeal. The home has been specifically designed for its setting, with eye appeal on all sides. Too many extra features to list! It is in a very quiet neighborhood, yet close to Sarasota. You will not be disappointed in this home!
Listing is courtesy of: FLORIDA HOME TEAM LLC (941-486-0012)
Listing Agent: John Ask (941-486-0012)
3427 RIVIERA DR, SARASOTA, FL 34232
$510,00081 Days on yellowkey MLS ID: A4677588
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1503 Built: 1974Monthly Fee: $5 Tax: $4,875 (2025)Community: Forest LakesSingle Family
Taxes:$4,875
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. An immaculate modern home in the highly desirable Forest Lakes neighborhood is now available! This like-new residence offers comfortable one-level living, a convenient location, low HOA fees, and an ideal floor plan designed for today’s lifestyle. The home features a spacious split-bedroom layout with a light-filled open living and dining area. The well-appointed kitchen showcases crisp white cabinetry, quartz countertops, and stainless steel appliances. A large kitchen window provides picturesque views of the landscaped backyard, while a convenient bar-top pass-through makes serving the screened lanai effortless. Adjacent to the kitchen is a versatile flex space that can easily serve as a formal dining room, den, home office, playroom, library, or music room. The private primary suite is tucked away on one side of the home and includes an en-suite bath with a walk-in shower and a generous closet. On the opposite side, two secondary bedrooms share a large, beautifully updated bathroom with a shower/tub combination. Additional highlights include two sets of sliding glass doors leading to the screened porch—perfect for relaxing and enjoying views of stately oak trees and lush landscaping within the fully fenced backyard—along with a dedicated laundry room with washer and dryer and an attached two-car garage. Recent updates include a new roof (2021), HVAC system (2022), and garage door (2022). Conveniently located near restaurants, shopping, and medical facilities, this home offers exceptional value with low HOA fees.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Donna Boynton (404-323-2012)
1280 DOLPHIN BAY WAY #503, SARASOTA, FL 34242
$1,589,00016 Days on yellowkey MLS ID: A4687031
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2217 Built: 1998Monthly Fee: $1,985 Tax: $13,269 (2025)Community: Dolphin Bay-Siesta Key Sec ACondo
Taxes:$13,269
Remarks: One or more photo(s) has been virtually staged. Experience endless panoramic views of downtown Sarasota and Sarasota Bay from the climate-controlled balcony of this newly renovated top-floor residence in the gated community of Dolphin Bay on Siesta Key. This spacious condo offers over 2,200 square feet of beautifully updated living space, featuring 2 bedrooms, 2 bathrooms, and a den, all enhanced by vaulted ceilings that create an open and airy coastal atmosphere. From the front entryway, enjoy stunning nightly sunsets over Siesta Key Beach, adding to the exceptional appeal of this home. Residents of Dolphin Bay enjoy a true waterfront lifestyle with access to a private community dock, clubhouse, tennis courts, fitness center, and a resort-style pool. A private one-car garage is conveniently located just steps from the elevator, offering ease and security. Perfectly situated within minutes to the beach, shops, and restaurants, this residence combines luxury, convenience, and the best of Siesta Key living. Enjoy the waterfront lifestyle at its finest in this exceptional move-in-ready home.
Listing Agent: Maryana Zilinskiy (941-744-6065)
1850 WEBBER ST, SARASOTA, FL 34239
$3,890,00010 Days on yellowkey MLS ID: A4686673
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026 Tax: $18,011 (2025)Community: Poinsettia Park 2Single Family
Taxes:$18,011
Remarks: One or more photo(s) has been virtually staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
1671 ARLINGTON ST, SARASOTA, FL 34239
$2,995,00032 Days on yellowkey MLS ID: A4684899
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 3564 Built: 2026 Tax: $10,197 (2025)Community: Lewis Combs SubSingle Family
Taxes:$10,197
Remarks: Located West of Trail, this beautiful new construction five-bedroom, five-and-a-half-bathroom residence captures the essence of Sarasota living. Designed with both comfort and entertaining in mind, the home features expansive sliding glass doors that open the main living areas to a private pool and outdoor gathering space, creating a seamless connection between indoor and outdoor living. Inside, generous living spaces, clean architectural lines, and refined finishes create a warm yet modern atmosphere. The open-concept layout centers around a spacious kitchen and living area, ideal for everyday living while also providing an elegant setting for hosting family and friends. Upstairs, well-appointed bedroom suites give privacy and flexibility, while the primary suite provides a peaceful retreat with a spa-like bath and thoughtfully designed closet space. Every detail of the home has been carefully considered to deliver both functionality and timeless style. Thoughtfully designed for comfort and ease, the property offers a low-maintenance lifestyle that appeals to both full-time residents and seasonal owners looking for a lock-and-leave Sarasota home. Ideally located just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the Gulf beaches, the home places you close to the best dining, shopping, and coastal experiences the area has to offer while maintaining the quiet charm that has long made West of Trail one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
656 TROPICAL CIR, SARASOTA, FL 34242
$4,195,000122 Days on yellowkey MLS ID: A4674326
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5238 Built: 2025Monthly Fee: $54 Tax: $8,623 (2024)Community: Siesta BeachSingle Family
Taxes:$8,623
Remarks: Perfectly positioned in Siesta Beach—just moments from the shoreline—this newly completed 2025 coastal residence delivers a rare combination of striking design, thoughtful functionality, and luxurious indoor-outdoor living. Spanning more than 5,200 square feet of air-conditioned space across two levels, this contemporary home has been professionally staged with high-end furnishings included in the sale, making it truly move-in ready. The elevated architectural facade creates a commanding first impression. Step inside to an expansive great room with wood flooring, soaring coffered ceilings, crown molding, and a dramatic wood-paneled accent wall that anchors the living and dining spaces. Walls of pocketing impact-rated sliders dissolve the boundaries between indoors and out, opening to a resort-style entertaining area. A built-in wet bar with wine cooler enhances the home’s hospitality appeal. The gourmet chef’s kitchen sits at the heart of the first floor, designed to showcase the outdoor views. Outfitted with quartz countertops, sleek shaker cabinetry, hidden appliances, a gas Wolf stove with dual ovens, walk-in pantry, and an oversized island, the kitchen is ideal for everyday use and large-scale gatherings. Adjacent formal dining space is framed by oversized windows, creating a sun-lit setting for memorable meals. Outdoor living unfolds on a spacious covered patio featuring a tongue-and-groove ceiling treatment, summer kitchen with built-in gas grill, lounge and dining areas, and a heated pool and spa surrounded by beautifully landscaped grounds. The primary suite—secluded on the main level—offers vaulted ceilings, dual walk-in closets, and a spa-inspired bath finished with quartz surfaces, stone-clad shower, and refined detailing. A dedicated office, first-floor laundry room, and a pre-planned shaft for a future elevator provide convenience and flexibility. Upstairs, three additional bedroom suites each feature walk-in closets and en-suite baths. A study with generous storage, a media room, a bonus room, and a secondary laundry room complete the second level. A 45-foot balcony connects multiple rooms and overlooks the pool and tropical landscaping. The split three-car garage provides ample storage for vehicles, recreation gear, and coastal living essentials. Situated in the coveted Siesta Beach neighborhood, the home offers a quiet residential setting just minutes from award-winning Siesta Key Beach, world-renowned for its quartz-sand shoreline and turquoise water. Explore Siesta Village for dining and boutique shopping, enjoy boating and kayaking along the Intracoastal Waterway, or venture over the bridge to Sarasota’s vibrant cultural scene—The Bay Park, Ringling Museum, Van Wezel Performing Arts Hall, Marina Jack, Selby Gardens, and the city’s acclaimed restaurants and galleries. This newly constructed coastal estate delivers the perfect blend of design excellence, modern comfort, and proximity to everything that defines the Siesta Key lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
6711 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$529,000164 Days on yellowkey MLS ID: A4668944
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1816 Built: 1966 Tax: $4,379 (2024)Community: Gulf GateSingle Family
Taxes:$4,379
Remarks: Step inside this beautifully remodeled mid-century modern gem located in the highly sought after Gulf Gate community. This stylish 3-bedroom, 2 bath home also features two versatile bonus rooms, perfect for a home office, fitness room, Florida sitting room, or playroom, offering flexibility to fit your lifestyle. In keeping with its mid-century roots, the original Terrazzo flooring has been fully restored and polished, preserving the home's character while everything else has been reimagined with modern updates. The brand-new kitchen shines with custom cabinetry, granite countertops, stainless appliances, and an eat in kitchenette, creating an inviting space for everyday living and entertaining. Both bathrooms have been completely remodeled with new vanities, showers, fixtures and lighting for a fresh, contemporary look. Major upgrades include a new roof, new AC, and new Hot water heater, updated electric panel to 200 amps with new wiring to all light fixtures, main drain from house to sewer has been flushed, 2 large windows have been replaced with hurricane impact windows, all providing peace of mind for years to come. Enjoy Florida living at its best in the beautiful, fenced backyard, surrounded by mature landscaping and shade trees, ideal for relaxing or hosting gatherings, or a playground for your furry friends. Perfectly situated just a few miles from the world-famous Siesta Key Beach and only six minutes to Crescent Beach, Gulf Gate offers convenient access to schools, shopping, dining, downtown Sarasota, St. Armand's Circle, Lido Beach and Venice Beach, and is an Old Florida quiet neighborhood. This move-in ready home blends classic charm with modern luxury, a rare find in one of Sarasota's most desirable neighborhoods.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jennifer Bright (941-320-4989)
2749 ORCHID OAKS DR #302, SARASOTA, FL 34239
$260,00028 Days on yellowkey MLS ID: A4685445
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1365 Built: 1980 Tax: $3,014 (2025)Community: Orchid Oaks ICondo
Taxes:$3,014
Remarks: Ideally located in the centrally positioned community of Orchid Oaks, this beautifully updated 2-bedroom, 2-bath, 1,365-sq-ft third-floor condominium offers comfortable living with convenient access to the best of Sarasota. Inside, the residence features a thoughtfully updated kitchen with granite countertops and stainless-steel appliances, complemented by generous cabinetry and workspace. The open living and dining areas create an inviting atmosphere for everyday living and entertaining, while the screened lanai provides a peaceful place to relax and enjoy the surrounding tropical setting. The condominium presents an excellent opportunity for seasonal enjoyment, full-time living, or income potential. The rental policy allows a 30-day minimum lease, up to three times per year. Orchid Oaks residents enjoy beautifully maintained grounds and a variety of community amenities. The clubhouse and pool overlook scenic Phillippi Creek, and residents may reserve the clubhouse once per month at no cost for private gatherings. The community also features gazebos, walking trails, a dog run, and a peaceful creekside dock, providing multiple spaces to enjoy the property’s natural beauty. Located just minutes from Downtown Sarasota, Siesta Key’s renowned beaches, shopping, dining, golf courses, and Sarasota-Bradenton International Airport, this residence offers both tranquility and convenience. A wonderful opportunity to enjoy relaxed condominium living in a charming Sarasota setting. The residence is currently tenant-occupied through May 31.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Evan Weber (941-287-9700)
1958 MORRIS ST, SARASOTA, FL 34239
$1,195,00089 Days on yellowkey MLS ID: A4677121
REDUCED by $100,000 (7.7%) on 04/03/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2362 Built: 1957 Tax: $7,088 (2025)Community: HartsdaleSingle Family
Taxes:$7,088
Remarks: One or more photo(s) has been 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)
137 AVENIDA MESSINA #1, SARASOTA, FL 34242
$665,000144 Days on yellowkey MLS ID: A4671658
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $6,247 (2024)Community: Villa NavarraCondo
Taxes:$6,247
Remarks: Centrally located and fully furnished! Located within the boutique condominium community of Villa Navarra on Siesta Key, this fully updated, turnkey-furnished ground-floor residence offers an exceptional blend of quality, comfort, and convenience. The property is ideally situated one block from Siesta Key Village and approximately two blocks from Siesta Beach, providing easy access to the island’s most popular destinations. Ideal for full time, snow birds or people looking to lease this condo out to renter's for the two month minimum. The residence features two bedrooms and two full bathrooms arranged in an open, functional layout. The spacious living and dining areas flow seamlessly into a thoughtfully renovated kitchen appointed with solid-surface countertops, modern cabinetry, and stainless-steel appliances. Finishes and flooring throughout the home have been carefully selected to create a clean, contemporary aesthetic that complements its coastal setting. The primary suite includes an en-suite bath and generous closet space, while the guest bedroom is conveniently located near the second full bath. The ground-floor design allows direct access to the assigned parking space for added ease. With extensive updates and attention to detail, this residence is move-in ready and designed for practical, comfortable living. Villa Navarra is a well-maintained, low maintenance community of just sixteen units surrounded by tropical landscaping and a relaxed island atmosphere. Residents enjoy convenient access to the free Siesta Key trolley and can easily walk to Siesta Key Village, offering a wide variety of local dining, shopping, and entertainment options. The renowned quartz sands and turquoise waters of Siesta Beach are only a short stroll away. This property is well-suited for a full-time residence, seasonal getaway, or long-term rental investment. Its location, quality, and turnkey condition make it a rare opportunity to enjoy the Siesta Key lifestyle within a private and beautifully maintained setting.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
2456 MISSARA LN, SARASOTA, FL 34231
$2,350,000223 Days on yellowkey MLS ID: A4663280
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3224 Built: 2022Monthly Fee: $200 Tax: $18,996 (2024)Community: ShorelineSingle Family
Taxes:$18,996
Remarks: One or more photo(s) has been virtually staged. Welcome to 2456 Missara Lane in beautiful Sarasota, Florida. This stunning residence offers the perfect blend of coastal living and modern comfort. Nestled in a highly desirable neighborhood, the property features Phillippi Creek water access with a private boat dock, making it ideal for boating, fishing, or simply enjoying the serene waterfront lifestyle. Best of all, the home sits in a no flood zone, providing peace of mind for years to come. Inside, you’ll find custom details throughout, from thoughtfully designed living spaces to elegant finishes that set this home apart. The heart of the home is the gourmet kitchen, equipped with stainless steel appliances, custom cabinetry, and plenty of counter space for entertaining and cooking with ease. Located just a short walk to Riverview High School, the property combines everyday convenience with exceptional amenities. Whether you’re enjoying quiet evenings by the water, hosting gatherings in the open living areas, or taking your boat out for the day, this home truly has it all. Seller is offering 5% financing (Terms Apply)!!
Listing is courtesy of: SVN COMMERCIAL ADVISORY GROUP (941-387-1200)
Listing Agent: Larry Starr (941-914-6869)
5930 BRIARWOOD AVE, SARASOTA, FL 34231
$1,749,000375 Days on yellowkey MLS ID: A4645623
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3428 Built: 2022 Tax: $8,884 (2024)Community: FlorenceSingle Family
Taxes:$8,884
Remarks: Welcome to a newly built coastal contemporary showplace minutes from Siesta Key Beach! This west of the trail home is move in ready and has approximately 3428 sqft including 4 bedrooms, 4 full bathrooms, and an 1100 sqft bonus room. Floor to ceiling glass walls encase the bonus room along with a 31.5 ft long NanaWall glass bifold door system. These doors open up to a gorgeous custom contemporary pool complete with an expansive sun shelf and raised infinity edge spa. As you enter the kitchen, a striking oversized exotic quartzite island greets you with a waterfall edge. Adjacent to the kitchen in this open floor plan, a cozy family room awaits under a 13 ft vaulted ceiling complete with motorized drapery. The master bedroom also has the convenience of motorized pirouette shades along with his and her walk-in closets and a beautifully finished bathroom. Engineered hardwood and marble tile flooring are throughout all main living areas and bedrooms. For modern convenience, Lutron automated lighting and security cameras are available throughout most of the home. This home is also elevator ready. No flood insurance required! Flood zone - X. A must see! Motivated Seller!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Kenneth Beck (941-807-4876)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$749,000169 Days on yellowkey MLS ID: A4669008
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1975 Tax: $5,944 (2025)Community: Pointe On Midnight PassCondo
Taxes:$5,944
Remarks: Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Negotiable furnishings available. Schedule your private showing today.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
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