Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
2500 MONTEREY ST, SARASOTA, FL 34231
$2,000,00019 Days on yellowkey MLS ID: A4699306
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2434 Built: 1986 Tax: $10,090 (2025)Community: GlencoeSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,090
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Modern Waterfront Living on Phillippi Creek with 170 Ft Water Frontage: this stunning residence was completely rebuilt down to the studs in 2023, this move-in ready modern contemporary waterfront residence sits on a rare 0.36-acre lot with 170 feet of water frontage and complete privacy across the creek—offering open water views, and breathtaking westerly Sarasota sunsets. Home has never had water intrusion from any storms due to its elevation. Located on a quiet cul-de-sac just 5 miles to Downtown Sarasota and 3 miles to Siesta Key, the property combines convenience with a peaceful waterfront setting. The home has never flooded and was thoughtfully renovated with long-term durability and quality construction in mind. Boating enthusiasts will appreciate the 5ft +/- water depth at the dock, with additional dredging happening along the creek and an expansive boat dock with new flow-through composite decking, boat lift, and separate double jet ski lift. Enjoy direct access to Sarasota Bay and the Gulf of America just minutes from your backyard. Inside, soaring ceilings and expansive PGT impact windows and sliders fill the home with natural light while framing serene water views. The open-concept living space is centered around a chef’s kitchen featuring a dramatic oversized quartz waterfall island, sleek quartz countertops & backsplash, custom cabinetry, and premium appliances— designed for both daily living and entertaining. The primary bedroom suite offers generous proportions and a fully customized walk-in closet with boutique-level organization the size of its own bedroom. The comprehensive 2023 renovation included full re-plumbing, all new electrical wiring, and fully remodeled bathrooms. Additional upgrades since then include a handcrafted iron front entry door, modern 4 panel garage door with side mounted motor, epoxy flooring and metal standing seam roof. Outdoor living rivals a private resort with a heated saltwater pool and a 2025 custom outdoor kitchen equipped with gas grill, flat-top hibachi grill, built-in TV, refrigerators, and wine cooler. Exterior enhancements include motorized screen, artificial turf for low maintenance, oversized 5 car paver driveway, landscape lighting, leaf guard gutters, and a 12x34 ft shed on an extended concrete pad down to the water's edge. A rare combination of modern construction, deep water access, wide water frontage, and close proximity to Sarasota’s top destinations—this is move in ready waterfront living without settling. It's not just renovated; it's a rare package. All furnishings are negotiable.
Listing is courtesy of: OWN SRQ LLC (941-400-4084)
Listing Agent: Lisa Warren-Wallace (941-400-4084)
2531 WISTERIA ST, SARASOTA, FL 34239
$2,397,00059 Days on yellowkey MLS ID: A4694903
0 Days Off yellowkey (back on 7/7/2026)
REDUCED by $100,000 (4.0%) on 06/19/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3203 Built: 2026Monthly Fee: $17 Tax: $4,502 (2025)Community: South GateSpa: YesSingle Family
Taxes:$4,502
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Perfectly positioned in the heart of the highly sought-after South Gate neighborhood, this exceptional new construction residence by Park Residences LLC masterfully blends timeless architecture, designer-curated finishes, and state-of-the-art functionality to create an extraordinary family retreat. Offering 5 bedrooms, 5 bathrooms, and an uncompromising level of craftsmanship throughout, every detail of this luxury home has been thoughtfully designed for elevated everyday living. From the moment you enter, you are welcomed by refined interiors highlighted by 7 1/4-inch white oak engineered hardwood flooring flowing throughout, complemented by level 4 drywall finishes, custom feature walls, and stunning Visual Comfort lighting and ceiling fans, hand-selected by our interior designer. A dramatic living area showcases a sleek horizontal fireplace flanked by custom shelving creating a warm yet elegant focal point ideal for entertaining or relaxing with family. The gourmet chef’s kitchen is both elegant and functional, featuring custom white oak soft-close cabinetry, exquisite quartzite surfaces, a custom-built pantry, and a premium suite of luxury appliances. Culinary enthusiasts will appreciate the Thermador 48-inch built-in smart French door refrigerator/freezer with integrated custom paneling, Thermador dishwasher with custom cabinetry front, Fisher & Paykel 48-inch induction range with convection oven, and Sharp smart microwave drawer. Every element has been selected to combine beauty, innovation, and performance seamlessly. A custom staircase with 1 1/4-inch solid wood stair treads, beautifully stained and brushed, adds architectural character while leading to spacious secondary living areas and bedrooms. Custom closets throughout the home provide exceptional organization and storage, while pre-wiring for sound allows for effortless integration of modern smart-home living. Built with superior quality and efficiency in mind, the residence features PGT impact windows and Thermatru doors, spray foam insulation in the roof deck, garage, and lanai ceilings, and a durable steel tile roof with a lifetime warranty. Two Daikin 15 Seer heat pump air conditioning systems with Nest thermostats provide year-round comfort, while two water heating systems — including a tankless instant hot water heater and a 55-gallon Rheem Gladiator with leak detection — ensure convenience and peace of mind. Outdoor living is equally impressive with a resort-inspired heated saltwater pool and spa featuring a gunite finish, elegant waterline tile, sun shelf, autofill system, and expansive marble pool decking. A 6ft fully fenced creates a private oasis perfect for entertaining, pets, or family gatherings. Combining luxury finishes, advanced construction quality, and impeccable design in one of the area’s most desirable family neighborhoods, this remarkable South Gate residence offers a rare opportunity to own a truly remarkable new construction home where sophistication, comfort, and functionality come together effortlessly.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
648 BEACH RD, SARASOTA, FL 34242
$8,500,000170 Days on yellowkey MLS ID: A4681541
REDUCED by $250,000 (2.9%) on 07/07/2026
Bed: 3 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 4750 Built: 1996 Tax: $69,526 (2025)Community: Siesta KeySpa: NoSingle Family
Taxes:$69,526
Remarks: Welcome back to 648 Beach Road, you’ve seen it before, but it’s better than ever. Reconstructed, reimagined, and elevated in every detail, this extraordinary residence delivers the same breathtaking, front-row views you remember… with an entirely new feel that’s fresh, refined, and built for the way you live now. This expansive three-bedroom retreat lives like a private resort, with the space to convert to a five-bedroom, perfect for hosting, creating office space, or adding guest suites without sacrificing flow. Step outside to a wraparound terrace on every floor, designed for sunrise coffees, sunset cocktails, and everything in between, because when your backdrop is this spectacular, indoor/outdoor living isn’t a feature, it’s a lifestyle. Ride your private elevator to the top and discover the ultimate luxury: a private rooftop pool where the horizon becomes your daily view and the sky feels like it belongs to you. Add in a rare four-car garage, and you have a true coastal statement home, spacious, secure, and effortlessly impressive. 648 Beach Road isn’t just a comeback. It’s a glow-up, with the views you loved, and the home you’ve been waiting for.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
2911 WOODPINE CT, SARASOTA, FL 34231
$500,000201 Days on yellowkey MLS ID: W7881796
REDUCED by $8,000 (1.6%) on 07/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1275 Built: 1979 Tax: $4,622 (2025)Community: Woodpine LakeSpa: NoSingle Family
Taxes:$4,622
Elementary School: Wilkinson Elementary
Remarks: PRICE TO SELL! MOTIVATED SELLER Located at 2911 Woodpine Ct in Sarasota, Florida, this beautifully renovated 3-bedroom, 2-bathroom home offers the perfect balance of modern comfort, thoughtful design, and an unbeatable West of the Trail location. Tucked away on a quiet cul-de-sac within the highly regarded Riverview High School district, this move-in-ready property places you just minutes from the sugar-white sands of Siesta Key Beach, Lido Beach, and the vibrant energy of downtown Sarasota. Inside, the home features a bright and open layout that effortlessly connects the living, dining, and kitchen spaces, creating an inviting atmosphere ideal for both everyday living and entertaining. Abundant natural light pours in through large windows and sliding glass doors, offering peaceful views of the lush backyard and enhancing the home’s airy feel. The updated kitchen is designed with both style and function in mind, featuring modern cabinetry, sleek countertops, and ample workspace for hosting gatherings or preparing quiet meals at home. A unique and highly desirable split floor plan provides a private primary suite set apart from the additional bedrooms, offering a true retreat with generous closet space and a tastefully updated en-suite bathroom. The two additional bedrooms are well-sized and versatile, perfect for guests, a home office, or additional living needs. Step outside to enjoy a spacious backyard surrounded by mature landscaping, offering endless possibilities for outdoor living, entertaining, or future enhancements. The screened-in porch provides a relaxing spot to enjoy morning coffee or unwind in the evenings while taking in the serene surroundings. With no HOA restrictions, the property allows flexibility for personal use or investment. The two-car garage offers convenient parking and extra storage. Nearby attractions include the restaurants and boutiques of Gulf Gate, Southside Village, and St. Armands Circle, as well as cultural destinations such as Selby Botanical Gardens, Marina Jack, and Sarasota Bayfront. Outdoor enthusiasts will appreciate easy access to boating, kayaking, and waterfront parks, while everyday conveniences like grocery stores, coffee shops, and fitness studios are just minutes away. Healthcare is close by with Sarasota Memorial Hospital, Doctors Hospital of Sarasota, and multiple medical offices nearby. Whether you’re seeking a primary residence, seasonal retreat, or investment opportunity, this home delivers exceptional location, comfort, and lifestyle appeal in one of Sarasota’s most desirable areas.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Maidelin Moreira Miranda (813-482-3920)
3360 S OSPREY AVE #104B, SARASOTA, FL 34239
$299,000115 Days on yellowkey MLS ID: A4688292
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969 Tax: $3,473 (2025)Community: Bermuda On OspreyCondo
Taxes:$3,473
Remarks: Move-in ready 2-bedroom, 2-bath tastefully decorated ground floor condo located in the desirable Oasis of Osprey, West of the Trail. This well-maintained unit features an upgraded kitchen with granite countertops and stainless steel appliances, along with updated bathrooms. Enjoy indoor-outdoor living with a screened lanai and brick paver patio, plus the added convenience of a private 6x6 storage space. Just steps from the Oasis condo community pool and fitness center, this condo offers both comfort and functionality. Ideally situated in the heart of Sarasota, this property offers quick access to Siesta Key Beach, downtown Sarasota, Sarasota Memorial Hospital, the Hillview area, and I-75. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this condo offers exceptional value and convenience in a prime location. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING THE PREFERRED LENDER, INQUIRE FOR DETAILS***
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
4799 OAK FOREST DR W #43, SARASOTA, FL 34231
$305,000255 Days on yellowkey MLS ID: A4671738
INCREASED by $5,000 (1.7%) on 06/15/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1984 Tax: $3,333 (2025)Community: Oak Forest VillasSpa: NoSingle Family
Taxes:$3,333
Remarks: Virtually Staged. LOCATION LOCATION LOCATION!!! You will love Oak Forest with all the mature trees and grassy landscaped areas and its LOCATION! Just 4.4 milea to Siesta Key and the powdery sands on the Gulf of Mexico, Downtown shopping, restaurants, social events and theater. This community is impeccably maintained and modernized. Conveniently located directly across from the community pool and tennis courts, the entire interior of this end unit was just painted and all of the popcorn has been removed. The guest bathroom totally remodeled with a walk-in shower. New never been used stainless steel appliances: refrigerator, stove and dishwasher are included. Tile flooring throughout the villa with vinyl flooring for easy maintenance in the guest bedroom. Primary bedroom has brand new carpet and offers two walk-in custom designed closets for maximum efficiency. Primary bathroom designed with dual sinks and a walk-in shower with glass doors. The Primary Bedroom, Living Room and Kitchen have sliding glass doors to access the extended private lanai. This community is not an age restricted community, is pet friendly and offers tennis, pickleball, heated pool and clubhouse. Whether you are a snow bird or a full-time resident this property checks desired boxes for your new home. Association replaced the roofs about two years ago, painted all exteriors and installed paver driveways. AC was replaced in 2025. The Association remains diligent regarding their finances and are fully reserved. No CDD fees!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Midge Mccarthy (941-809-3800)
915 BEACH RD #318, SARASOTA, FL 34242
$563,570166 Days on yellowkey MLS ID: A4682116
REDUCED by $17,430 (3.0%) on 07/07/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $4,536 (2025)Community: La SiestaCondo
Taxes:$4,536
Remarks: BEACH VIEWS, RENTAL FLEXIBILITY, AND THE ULTIMATE SIESTA KEY LIFESTYLE! Welcome to La Siesta Condominiums, where the sugar-white sands of Siesta Key Beach are quite literally across the street and every day feels like a vacation. Perched on the third floor, this beautifully furnished and move-in ready 2-bedroom, 1-bath condo enjoys sweeping views of the Gulf, beach, and resort-style community amenities below. Whether you’re searching for a personal coastal retreat, an income-producing investment property, or the perfect combination of both, this residence offers an exceptional opportunity in one of Siesta Key’s most desirable communities. Inside, you’ll find 753 square feet of thoughtfully designed living space featuring an open-concept layout, abundant natural light, and a screened lanai where you can relax with your morning coffee while enjoying the tropical breeze and picturesque views. The spacious primary bedroom offers a king-size bed, while the guest bedroom is configured with two twin beds, providing comfortable accommodations for family and guests alike. The condo is being offered furnished and is ready for immediate enjoyment. Additional features include hurricane impact windows and doors, a newer roof, updated HVAC system, covered parking, elevator access, guest parking, and a private ground-floor storage closet perfect for all your beach gear. La Siesta is beloved for its resort-style amenities, including a heated pool, clubhouse, fitness center, shuffleboard courts, BBQ area, on-site management, and a dedicated rental office. Owners enjoy a truly hands-off ownership experience with professional management available for guest reservations, check-ins, and check-outs. One of the property’s most attractive features is its exceptional rental flexibility. Participate in the on-site rental program, self-manage, utilize Airbnb, or enjoy the condo exclusively for personal use. With weekly rentals permitted, renters required to be 25 years of age or older, and Siesta Key’s year-round popularity, the income potential is substantial. Located just moments from Siesta Key Village’s restaurants, shopping, nightlife, and entertainment, you’ll enjoy the perfect balance of relaxation and convenience. Properties offering beach views, rental flexibility, resort amenities, and one of the best beach locations on Florida’s Gulf Coast are increasingly hard to find. Don’t miss your opportunity to own a piece of paradise at La Siesta. Schedule your private showing today.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Laura Millslagle (941-204-1687)
4304 MIDLAND RD, SARASOTA, FL 34231
$330,00088 Days on yellowkey MLS ID: TB8502989
1 Days Off yellowkey (back on 7/7/2026)
REDUCED by $10,000 (2.9%) on 07/01/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1447 Built: 1952 Tax: $3,143 (2025)Community: Floral Park HomesteadsSpa: YesSingle Family
Taxes:$3,143
Remarks: This meticulously maintained 3-bedroom residence offers the ideal blend of vintage Florida character and high-quality contemporary improvements—all in a prime Sarasota location. Metal roof (2011), new HVAC system (2023), and tankless water heater (2020). Original wall planking replaced with new Sheetrock and insulation to improve energy efficiency. New flooring installed in 2020 flows throughout the open-concept living areas. Private fenced backyard with a sparkling pool (2019) and an above-ground heated spa—perfect for year-round enjoyment. Conveniently situated near Sarasota’s most desirable destinations. Approximately 5 miles to the world-renowned Siesta Key Beach; it is also close to Lido Key Beach. Minutes to St. Armands Circle and Downtown Sarasota’s vibrant restaurant and cultural scene. Near major retailers, grocery stores, and the shops along Bee Ridge Road and Southside Village. Just around the corner from Bee Ridge Park with green space, playgrounds, and community activities.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Brenda Olivas (407-280-0208)
3610 NARANJA WAY #8510, SARASOTA, FL 34232
$283,00072 Days on yellowkey MLS ID: A4693394
REDUCED by $10,000 (3.4%) on 06/30/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1978Monthly Fee: $633 Tax: $2,715 (2025)Community: Village Plaza Sec 5Villa
Taxes:$2,715
Remarks: SELLER TO PROVIDE A CLOSING CREDIT EQUAL TO SIX MONTHS OF HOA DUES. Nestled on a quiet dead-end street in the highly sought-after 55+ community of Village Plaza, this beautifully renovated Sarasota villa offers the perfect blend of comfort, style, and convenience. Featuring 2 bedrooms, 2 bathrooms, and a spacious 2-car garage, the home showcases an open-concept layout with soaring vaulted ceilings and abundant natural light throughout the main living area. The updated kitchen features modern finishes and flows seamlessly into the dining and living spaces, creating an ideal setting for both everyday living and entertaining. Neutral tones and laminate flooring throughout provide a clean, cohesive aesthetic, while recent upgrades include a new water heater (2026), comfort-height toilets (2025), all water lines replaced (2023), appliances (2023), and durable, waterproof epoxy-coated garage flooring for added style and practicality. Enjoy year-round Florida living from the enclosed lanai, the perfect space for morning coffee or evening relaxation. Village Plaza is known for its vibrant social atmosphere and resort-style amenities, including a clubhouse, heated community pool, pickleball courts, fitness center with sauna and showers, billiards, and shuffleboard. Ideally located just minutes from downtown Sarasota, the community also offers convenient walkable access to shopping, dining, and everyday essentials. Outdoor enthusiasts will appreciate being less than a mile from the renowned Legacy Trail, one of Sarasota’s premier destinations for walking, biking, and recreation. This exceptional villa combines thoughtful updates, an active lifestyle, and an unbeatable location in one of Sarasota’s most desirable communities.
Listing is courtesy of: MORGANDO REALTY SERVICES, LLC (866-665-2531)
Listing Agent: Gina Morgando (941-773-7355)
2462 CLEMATIS ST, SARASOTA, FL 34239
$829,00033 Days on yellowkey MLS ID: A4697812
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1780 Built: 1957 Tax: $4,522 (2025)Community: South GateSingle Family
Taxes:$4,522
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath Sarasota home offering flexible living space and exceptional outdoor entertaining. Features include a formal living room, dining room, office with built-in bookcases and safe, Florida room, and oversized utility room with custom storage and workspace. The remodeled kitchen showcases cherry cabinetry, quartz countertops, stainless steel appliances, gas range, and a pass-through window to the outdoor bar. Porcelain Acacia tile flooring runs throughout the home, while both bathrooms have been tastefully updated with custom tile and quartz finishes. Step outside to a spacious covered lanai with quartz bar, tropical landscaping, mature mango and avocado trees, pavilion with bar seating, garden shed, RV storage pad, and extensive paver walkways. Additional highlights include a circular driveway, 2-car carport, irrigation well, and whole-house tankless gas water heater. Ideally located just a 3-minute walk to Arlington Park, and only minutes from Downtown Sarasota, UTC, Ed Smith Stadium, shopping, dining, and Gulf Coast beaches, this property offers the perfect combination of indoor comfort, outdoor Florida living, and an unbeatable location. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING THE PREFERRED LENDER, INQUIRE FOR DETAILS***
3837 CAMINO REAL, SARASOTA, FL 34239
$1,045,000251 Days on yellowkey MLS ID: A4672440
0 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1887 Built: 2003 Tax: $6,901 (2025)Community: GranadaSpa: YesSingle Family
Taxes:$6,901
Remarks: Under contract-accepting backup offers. Spanish Mediterranean home located in Granada subdivision. This courtyard home comes complete with a Casita with great flex space… maybe you need an art studio, separate guest quarters, a caregiver’s suite or a home office. The possibilities are endless. The main house is a two bedroom, two bath residence. The Casita is a one bedroom, one bath space. Both are connected with the central courtyard with potted garden, Mexican tile accents and a spa. The living areas in the home have beautiful vantage points. Kitchen has wood cabinets, stainless appliances, stone counters ,a breakfast bar and direct access to the sitting and dining rooms. The main living room has access to the private back garden with pergola. All bedroom suites are separate private quarters. High ceilings, columns, crown moldings, profile baseboards, led lights, and decorator color palate are some of the features throughout the residence. Home and gardens are meticulously maintained. Granada is minutes to downtown Sarasota, Siesta Key beach, area dining and shopping. Wonderful old oaks trees and sidewalks remain in this Historic Neighborhood.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tammy Garner (941-374-4161)
1824 WEBBER ST, SARASOTA, FL 34239
$650,00020 Days on yellowkey MLS ID: A4699168
Bed: 8 Bath: 0.0 Liv Area Sq Ft: 1680 Built: 1968 Tax: $7,613 (2025)Community: Poinsettia Park 2Apartment
Taxes:$7,613
Remarks: Investor alert!! Grandfathered Duplex located West of the Trail in Poinsettia Park. You have a few options with this property. You can keep it as duplex and rent it out long term or short term because it's in the city limits. But please note the property needs work and it's prime for a remodel. Currently it's a 2 bedroom and two bath on each side. Alternatively tear it down and put up a single family home. The real value is in the dirt. Million dollar homes surround the property on every side.
Listing Agent: Ryan Carson (941-685-2879)
161 VISTA HERMOSA CIR #26A, SARASOTA, FL 34242
$569,00028 Days on yellowkey MLS ID: A4698372
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1165 Built: 1971Monthly Fee: $1,041 Tax: $4,512 (2025)Community: Vista HermosaVilla
Taxes:$4,512
Remarks: A Wonderful, Beachside Opportunity Awaits in Vista Hermosa! Discover the ultimate turnkey coastal lifestyle with this newly renovated, beautifully furnished 2-bedroom, 2-bathroom villa condominium (furnishings included). Step inside to find stunning beach-oriented finishes, brand-new ceramic plank flooring, new appliances, and modern cabinets and countertops. Perfectly positioned within easy walking distance of both Crescent Beach and the world-famous Siesta Key Beach, this home lets you spend your days playing in the sand and surf and your evenings soaking in dramatic, world-class sunsets. After a long day in the sun, relax in the sparkling Vista Hermosa community pool. This villa offers premium convenience with an attached carport and a well-sized private laundry room that doubles as excellent storage for your beach chairs, toys, and fishing gear. Step outside for a brief walk to shopping and popular beach-themed restaurants, including the Daiquiri Deck and Captain Curt's. Want to explore further? Hop on the free Siesta Islander trolley for an easy ride up to Siesta Village to enjoy its endless souvenir shops and diverse breakfast, lunch, and dinner dining options. Whether you are seeking a permanent tropical retreat or a lucrative island getaway, this gorgeous villa offers the absolute best of Siesta Key living!
Listing is courtesy of: RKW BUTTON (941-378-2328)
Listing Agent: Jeffrey Button (941-313-1193)
6234 MIDNIGHT PASS RD #307, SARASOTA, FL 34242
$1,100,00086 Days on yellowkey MLS ID: A4692040
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1979 Tax: $9,703 (2025)Community: Siesta Dunes BeachCondo
Taxes:$9,703
Remarks: Siesta Key offer this Two Bedroom, Two Bath home with Full Views of the Gulf of Mexico. Turnkey furnished. Carport and storage closet. Screened lanai. Weekly rental can give you extra income. Both bedrooms have walk-in closets. Impact windows. You can enjoy the beach chairs and lounges on the famous "White Sand Beach", Gulf front circular pool that is the centerpiece of the community. On-site management. This centrally located community is near shopping and restaurants. It is a short trolley ride to Siesta Key Village.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
2303 LOMA LINDA ST, SARASOTA, FL 34239
$1,850,000209 Days on yellowkey MLS ID: A4676235
2 Days Off yellowkey (back on 7/6/2026)
REDUCED by $49,000 (2.6%) on 06/24/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2708 Built: 2025 Tax: $4,955 (2025)Community: Loma Linda ParkSpa: NoSingle Family
Taxes:$4,955
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Fantastic $100,000 price reduction!!! In the well-established Loma Linda Park neighborhood in Sarasota, this new construction, Divald Homes custom-built two-story home offers a blend of modern design and traditional elements. The home is ideally near downtown Sarasota, Siesta Key and Sarasota Memorial Hospital, with no deed restrictions or HOA fees. The home features four bedrooms and three baths, including a spacious primary suite on the main floor. The open-concept floor plan featuring a 24-by-48-inch modern floor tile throughout, hurricane impact sliding doors and windows offers a light-filled welcoming space ideal for entertaining. The main floor includes a gourmet kitchen, dining area, living room, private den/bedroom 4, primary suite with an ensuite bath and a dedicated laundry room. The chef’s kitchen is a centerpiece, showcasing Bosch appliances, an oversized island with waterfall quartz countertop, and custom floor-to-ceiling full-overlay cabinetry in a beautiful honey-stained wood tone. The living room is highlighted by a striking tile accent wall with custom wood shelving and modern designed 42-inch linear electric fireplace. The living room opens seamlessly to the lanai, complete with an outdoor kitchen, including a gas grill, refrigerator and sink. You will also enjoy the pool with sundeck, oversized outdoor patio and a beautiful backyard with lush native plantings. A convenient pool bath offers direct access from the lanai and the private den. The dining area is elegant and inviting, featuring a statement iron chandelier and a wall of windows overlooking the backyard. Just off the kitchen, the main-floor primary suite serves as a private retreat with a luxurious en-suite bath featuring a marble stone accent wall, a large walk-in shower with seamless glass enclosure, a sculptural slipper tub, double vanity with quartz countertops, natural wood cabinetry, LED mirrors and a spacious walk-in closet with custom built-ins. The laundry room is conveniently near the oversized two-car garage with 12-foot ceilings, large windows for natural light and direct access to the side yard. Upstairs, an ornate wrought-iron and hardwood staircase leads to two additional bedrooms, a beautifully finished guest bath and a versatile flex room ideal for a game room, study or guest accommodations. This thoughtfully designed home offers refined finishes, flexible living spaces and an exceptional location, ideal for enjoying the Sarasota lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
$650,00090 Days on yellowkey MLS ID: A4691535
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 1680 Built: 1968 Tax: $7,613 (2025)Community: Poinsettia Park 2Half Duplex
Remarks: Investor / Builder Alert! Exceptional WEST OF TRAIL opportunity in one of Sarasota’s desirable neighborhoods, Poinsettia Park. Located just steps from top-rated Southside Elementary School, this property offers incredible potential for redevelopment. The existing structure is a grandfathered duplex that is in very poor condition and best suited for teardown. The true value lies in the land — a 50’ x 118’ lot ideally positioned for a stunning new custom home. But if you prefer, you can keep it as a duplex and rent it. Consider it a blank canvas. Located within the city limits so short term rentals are acceptable. Enjoy a highly sought-after location just minutes to the shops and dining of Southside Village, the world-renowned beaches of Siesta Key, and the vibrant arts, dining, and waterfront lifestyle of Downtown Sarasota. Whether you’re a builder, investor, or end user looking to create a dream home, this is a rare chance to build new in an established, high-demand area surrounded by luxury properties. Opportunities like this are becoming increasingly scarce—don’t miss your chance to capitalize on this premium location! Sold as is with right to inspect.
206 HOURGLASS WAY #V10, SARASOTA, FL 34242
$625,00078 Days on yellowkey MLS ID: A4690141
REDUCED by $15,000 (2.3%) on 07/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1462 Built: 1968Monthly Fee: $1,793 Tax: $5,579 (2025)Community: Whispering SandsVilla
Taxes:$5,579
Remarks: Welcome to your coastal retreat in the form of this secluded, 2 bed/2 bath freestanding villa with one car garage in the premiere GULF FRONT property of Whispering Sands. OFFERED FURNISHED. This surprisingly large, 1,462 square foot property has been UPDATED in 2025 with fresh paint, NEW crown molding & baseboards, NEW kitchen and updated baths. The exceptionally large living room allows for multiple seating groups, while a wall of floor to ceiling sliders – treated with beautiful shades - provides an abundance of natural light. Meal prep is easy in your bright NEW kitchen featuring white cabinetry, subway tile backsplash, granite counters, stainless Whirlpool appliances, recessed lighting, fandelier, & vinyl plank flooring. Three sets of new hurricane impact sliders open from the kitchen, dining room, and 2nd bedroom into your private fenced brick paver patio which offers valuable outdoor space for sunny relaxation or effortless entertaining. Both newly carpeted bedrooms feature an extended living space to accommodate a small seating group, desk, or exercise equipment. The bathrooms have been refreshed with NEW granite countertops, cabinets, vanities & fixtures. NEW 2026 stacked W/D in garage. 2019 HVAC. Recent enhancements include exterior pressure washing and villa painting in February 2026. Newly updated brick paver driveway. New landscaping is being planned by the HOA starting in 2026. Whispering Sands is a premiere 55+ Gulf front property ideally located next to the colorful boutiques and dining options of Siesta Key Village, and offers 800’ of PRIVATE beach, 2 heated pools, new beachside Tiki Hut, grills, shuffleboard, canoe/kayak storage, security, & onsite management. The clubhouse is scheduled to be remodeled in 2026 and when completed will include fitness rooms, catering kitchen, and an elegant and comfortable space for social gatherings. Seller is willing to include 3 year new Kia SUV automobile with acceptable offer. Your coastal retreat awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
7214 CLOISTER DR #7214, SARASOTA, FL 34231
$199,90021 Days on yellowkey MLS ID: A4698949
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1983 Tax: $2,052 (2025)Community: Lakeside Club Of SarasotaCondo
Taxes:$2,052
Elementary School: Gulf Gate Elementary
Remarks: The Lakeside Club of Sarasota -2nd Floor Condo Unit w/ Vaulted Ceiling & Sky Lights Makes it Bright and Cheerful- Super Clean Carpet and Tile Flooring /Ready for NEW Resident Occupancy! Spacious 2-Bedroom, 2-Bath with Large Screened Porch + Lagoon View. Refridge, Range, Dishwasher & Newer A/C 2023 ! Condo has Laundry Closet in the Kitchen, Attic Storage with Ladder! Assigned Carport & Guest Parking ! Plus Tennis Court & Community POOL with a Beautiful Lake View! The Association Includes: Exterior Bldg, Ground Maintenance, Roof, Recreational - Tennis, & Pool - Must See Condo in the Gulf Gate Area Close to the Gulf Gate Library / Costco / Shopping / Restaurants and minutes away from Siesta Beach!!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
521 CUMMINGS ST, SARASOTA, FL 34242
$1,450,00022 Days on yellowkey MLS ID: A4696604
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2500 Built: 1983 Tax: $7,154 (2025)Community: Ocean Beach RepSingle Family
Taxes:$7,154
Remarks: Tucked away on a quiet cul-de-sac on north Siesta Key, this Key West-inspired canal-front retreat captures the ease of casual island living with boating water, inviting outdoor spaces and easy access to Siesta Village, the famous white quartz sands of Siesta Beach and the azure waters of the Gulf. Set along 95 feet of private canal frontage just off the Grand Canal, the property offers a dock, a covered 5,000-pound boat lift and direct access to the Intracoastal Waterway, creating an ideal setting for those who want to enjoy the water from their own backyard. Designed for effortless indoor-outdoor living, the home features an expansive elevated deck and contemporary cable railings overlooking the canal and surrounding natural scenery, a heated pool with a cascading stone waterfall, a covered bar area and a fenced, low-maintenance yard surrounded by tropical landscaping. Whether hosting friends, relaxing after a day on the boat or enjoying the island breeze, the outdoor areas offer a private, versatile setting for everyday enjoyment. Inside, vaulted ceilings, a neutral palette and an open-concept layout create a light, comfortable atmosphere. The kitchen is positioned at the heart of the home and features granite countertops, stainless steel appliances, dual sinks, a center island with a JennAir cooktop and a breakfast bar that connects easily to the main living and dining areas. A wood-burning fireplace adds warmth and character to the gathering space. The primary suite offers a peaceful retreat with sliding glass doors opening to a screened lanai, along with an en-suite bath featuring dual vanities, a walk-in shower and a charming window seat. Two additional bedrooms are thoughtfully positioned in their own wing with a full bath and convenient laundry room nearby. Additional features include impact glass on most openings, hurricane-rated doors, metal roof, Nichiha siding, Trex decking, cable railings, two garages and a full pool bath, bonus room and storage area on the ground level. Positioned at one of the highest elevations on the street, the home offers added peace of mind in storm season. Just a short distance from Siesta Key’s renowned beaches, vibrant Village dining, boutiques and nightlife, this move-in-ready waterfront home offers exceptional flexibility as a full-time residence, seasonal getaway or investment opportunity in one of Sarasota’s most beloved island communities. Close to the Out-of-Door Academy’s lower school and only 15 minutes by car to vibrant downtown Sarasota’s restaurants, shopping and entertainment.
Listing Agent: Judie Berger (941-928-3424)
471 ISLAND CIR, SARASOTA, FL 34242
$2,100,00021 Days on yellowkey MLS ID: A4698115
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2922 Built: 2014 Tax: $13,929 (2025)Community: Sarasota BeachSingle Family
Taxes:$13,929
Remarks: Offered for the first time, 471 Island Circle is a private contemporary coastal retreat designed for modern luxury, effortless living and the ease of a low-maintenance Siesta Key lifestyle. Ideally positioned in the community of Palm Island, close to Siesta Beach and the charm of Siesta Village, this three-level residence offers a rare blend of privacy, quality construction and everyday comfort in one of the island’s most desirable settings. From the gated entry and walled-courtyard approach to the private pool area, the home feels wonderfully tucked away while remaining moments from the beach, boutiques, dining and the relaxed energy that makes Siesta Key so loved. Built by MGB (My Green Building) with a focus on strength, efficiency and peace of mind, the residence features solid concrete block construction, reinforced with rebar and poured concrete tied to the roof structure, impact-rated materials and a low-maintenance exterior. It is an ideal lock-and-leave island home for those who want to enjoy the beauty of coastal living without the demands of a more traditional high-maintenance property. Inside, a striking floating steel staircase with stainless steel cable detailing creates a memorable first impression, while the elevator provides easy access to all levels. The upper main living level is filled with natural light, with open dining and family spaces designed for comfortable everyday living and easy entertaining. The sleek Cucina Ricci kitchen features abundant contemporary cabinetry, quartz countertops and premium Thermador appliances, including dual ovens, an icemaker, a five-burner induction cooktop, a concealed refrigerator and wine refrigeration. A cleverly designed hidden television rotates to be viewed from both the kitchen and living areas. Just beyond, a large west-facing balcony extends the living space outdoors and offers a beautiful setting for open-air dining, sunset cocktails and evening breezes. A stylish half bath completes the main living level. The second floor offers three en suite bedrooms, each thoughtfully designed with privacy and comfort in mind. Contemporary baths feature striking tile selections, floating vanities and clean modern finishes. An additional balcony overlooks the private courtyard pool below, creating a quiet connection between the interiors and outdoor living spaces. A convenient laundry room is located nearby. Outdoors, the walled pool courtyard is designed for privacy, sunning, swimming and relaxed coastal enjoyment, offering the feel of a private resort with minimal upkeep. Additional features include two-zone air conditioning for enhanced efficiency, generous storage and a two-car tandem garage. From morning at the beach to evenings near the Village or sunset views from your own balcony, every day here feels like a vacation. When you are ready to explore beyond the island, vibrant downtown Sarasota is just a short drive away, offering world-class dining, arts and culture and entertainment.
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