Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
4820 KESTRAL PARK CIR #18, SARASOTA, FL 34231
$499,0008 Days on yellowkey MLS ID: A4694438
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1570 Built: 1982 Tax: $5,710 (2025)Community: Landings Carriagehouse IiCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,710
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to one of The Landings' best-kept secrets. Tucked inside the intimate Carriage House community, this 2-bedroom, 2-bath residence delivers the feel of a single-family home wrapped in the ease of maintenance-free living ? and it's move-in ready. Inside, tile flooring flows throughout, anchoring a bright, open layout that feels larger than its footprint suggests. The updated kitchen impresses with a modern aesthetic, solid surface counters, and finishes that feel fresh and intentional, not dated. Both bathrooms have been thoughtfully remodeled, featuring solid surface counters and elegant tile enclosures. A wood-burning fireplace adds warmth and character, making this home as livable as it is lovely. Your private one-car garage sits just beyond a charming paver driveway shared with only one neighbor. This quiet, neighborly setup that feels nothing like a typical condo. Step outside and enjoy two generous lanais plus a courtyard patio designed for the kind of everyday outdoor living that makes Sarasota so irresistible. Peace of mind comes standard: a brand-new 2026 roof means this home is as solid as it is stylish. Offered unfurnished and ready for immediate occupancy. Residents of Carriage House II enjoy access to a beautiful pool and clubhouse, all set amid lush, manicured grounds surrounding a tranquil lake with fountains, turtles, and ducks. Membership to The Landings Racquet Club is available but not included or required ? a wonderful option for those who want the full lifestyle package. The Landings' coveted location west of the Trail puts everything within easy reach.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
3644 TIN CUP BLVD, SARASOTA, FL 34232
$450,0008 Days on yellowkey MLS ID: A4694311
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1837 Built: 2016Monthly Fee: $345 Tax: $2,939 (2025)Community: Enclave At Forest LakesTownhouse
Taxes:$2,939
Elementary School: Wilkinson Elementary
High School: Sarasota High
Remarks: Welcome to 3644 Tin Cup Blvd, nestled in the heart of beautiful Sarasota! This impeccably maintained 3-bedroom, 2.5-bath townhome offers the perfect blend of comfort, style, and low-maintenance Florida living. Step inside to a bright and inviting open-concept floor plan featuring tasteful upgrades and charming designer touches throughout. The spacious first-floor primary suite provides both privacy and convenience, creating an ideal retreat at the end of the day. Just beyond the living area, the extended lanai offers the perfect space to relax or entertain while overlooking peaceful green space — ideal for pets and outdoor enjoyment. This is an upgraded feature from the builder. Upstairs, you’ll find a versatile loft area, two additional bedrooms, and a bonus room currently used for storage or office space. With the addition of air conditioning, this flexible area could easily become a fourth bedroom. The attached two-car garage is equipped with a generator outlet, providing added convenience and peace of mind. Located within the exclusive gated community of Enclave, residents enjoy access to exceptional amenities including a resort-style heated pool- great for year round swimming, an outdoor gathering area with a grill, and a dog park. Just minutes from two public golf courses and with direct access to the Legacy Trail, this location offers the perfect balance of recreation, relaxation, and an active lifestyle. Fresh interior paint and evident pride of ownership make this home truly move-in ready. Ideally situated just minutes from Sarasota’s world-renowned beaches, shopping, dining, and easy interstate access, this property offers the best of Florida living. Don’t miss this incredible opportunity — schedule your private showing today before it’s gone!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Carolyn Carino, Llc (941-374-8522)
1525 MALLARD LN, SARASOTA, FL 34239
$8,250,00016 Days on yellowkey MLS ID: A4692537
Bed: 5 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 5664 Built: 2021 Tax: $67,285 (2025)Community: Paradise ShoresSpa: YesSingle Family
Taxes:$67,285
Elementary School: Southside Elementary
Remarks: A true masterpiece of modern coastal design, this custom-built 2021 waterfront estate is a stunning showcase of luxury, craftsmanship, and breathtaking views. Nestled in the highly coveted West of Trail Paradise Shores community, this 5,664 sq. ft. architectural beauty offers five bedrooms, five and a half baths, and state-of-the-art amenities designed for the discerning buyer. Step through the custom 10-foot decorative glass entry doors, and you’re welcomed by an ambiance of refined elegance. The home’s open-concept design is accentuated by vaulted ceiling details, a showcase electric fireplace, and a multitude of custom built-ins. Hardwood flooring flows throughout the first floor and continues onto the upstairs balcony and bonus room, creating a warm yet sophisticated atmosphere. A Control4 automation system provides whole-home automation, allowing effortless control of lighting, sound, and security. At the heart of the home, the chef’s kitchen boasts top-tier Wolf and Sub-Zero appliances, including a 36” Wolf cooktop, built-in ovens, a Sub-Zero refrigerator/freezer, wine cooler, and walk-in pantry, ensuring every culinary experience is extraordinary. The built-in dining buffet/bar adds an element of effortless entertaining. The main floor primary suite is a private retreat featuring dual vanities, an oversized walk-in shower, a soaking tub, two custom-designed walk-in closets, and stunning custom ceiling details. A private en-suite guest quarter located on the first floor, offers a den and an exclusive balcony, making it a perfect sanctuary for visitors. Upstairs, three beautiful and spacious en-suite bedrooms offer privacy and comfort, while a bonus movie room provides the ultimate entertainment escape, complete with a dry bar for added convenience. Designed for seamless indoor-outdoor living, the 1,000 sq. ft. raised outdoor area is nothing short of spectacular, with the pool and spa elevated to the main living level which is at 14 feet. Lounge in the resort-style pool and spa, gather around the double-sided fireplace topped with two televisions, or enjoy dining in the fully equipped outdoor kitchen, complete with a Sub-Zero refrigerator, ice maker, and Wolf natural gas grill with side burner. Remote-controlled retractable screens offer sun/shade versatility for a comfortable outdoor retreat year-round, while the fire bowls and lush landscaping create an enchanting ambiance. For boating enthusiasts, this estate boasts 123 feet of seawall and water frontage, a private dock, a 20,000 lb boat lift, and two jet ski lifts, offering direct access to the Gulf of Mexico – no bridges, just open water. Engineered for both beauty and resilience, the home sits at an elevation of 14 feet, with PGT high impact security windows and doors, spray foam insulation, a concrete tile roof, and a whole-house Kohler generator. An elevator services all three levels, leading to the sky deck, where panoramic views of Sarasota Bay and downtown create an remarkable backdrop. The 6 plus car garage with epoxy flooring provides ample space for a car collection and additional storage. Located just a short walk to Southside Village, you’ll enjoy some of Sarasota’s finest dining and boutique shopping, including Morton’s, Libby’s, and Veronica’s. With downtown Sarasota and Siesta Beach just a quick drive away, this home offers the ultimate combination of luxury, lifestyle, and location. Experience unparalleled waterfront living—schedule your private showing today.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
3118 KEY WAY, SARASOTA, FL 34239
$599,00085 Days on yellowkey MLS ID: A4685119
0 Days Off yellowkey (back on 5/22/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2370 Built: 1961 Tax: $2,942 (2025)Community: SouthgateSpa: NoSingle Family
Taxes:$2,942
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Beautifully updated 4-bedroom, 2-bath pool home in the desirable Southgate neighborhood of Sarasota offering the ideal blend of indoor comfort and outdoor Florida living. The home features a bright open layout with expansive pocket sliding glass doors that fully open to an oversized open-air pool and patio, perfect for entertaining and relaxing. The updated kitchen includes extensive custom cabinetry with built-in pantry storage and a discreetly integrated laundry area. The home offers four spacious bedrooms and two bathrooms, including a guest bath with a soaking tub. Outside, the property features a large additional paved parking pad along with the driveway and garage, providing ample space for multiple vehicles and recreational equipment. With minimal deed restrictions, the property allows RV and boat parking, with additional space along the side of the home. The backyard also includes a custom playground area. Conveniently located just minutes from Siesta Key Beach, downtown Sarasota, shopping, dining, and parks.
Listing is courtesy of: PREMIER AGENT NETWORK (877-663-9366)
Listing Agent: Stephanie Hawkins (941-587-4337)
2244 SUNNYSIDE PL, SARASOTA, FL 34239
$549,00091 Days on yellowkey MLS ID: A4684357
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1116 Built: 1958 Tax: $5,227 (2025)Community: Sunnyside ParkSingle Family
Taxes:$5,227
Remarks: Location! Location! Location! Only 5.5 miles approx. to the world-famous Siesta Key Beach with its fine quartz sand from the Appalachian Mountains. Sunnyside Park is a sought-after subdivision, situated between Arlington Park & South Gate in the desirable Southside School District. This solid block house features fenced in back yard with room for a pool, playground or for any outdoor enjoyment. This is a 3-bedroom 2 bath house, plenty of windows, bright and airy. Terrazzo floor throughout. Laundry room and a screened lanai. Single car garage Unfurnished, move-in ready. Roof 2014. AC 2018. New appliances and granite counter tops in 2010. See attachment for Improvements & Updates. There is double driveway and a single car garage. Just minutes from Sarasota Memorial Hospital, the Hillview district with its restaurants and shops, including the Mortons Gourmet Market. Easy and quick access to downtown Sarasota with all its dining, shopping, theatres arts and culture it has to offer. If you do not want the hassle of monthly condo dues and restrictions, then make this house your home.
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
7237 CLOISTER DR ## 207, SARASOTA, FL 34231
$185,00039 Days on yellowkey MLS ID: A4690652
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 914 Built: 1984 Tax: $2,196 (2025)Community: Gulf Gate GardensCondo
Taxes:$2,196
Elementary School: Gulf Gate Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 2-bedroom, 2-bath condominium in the desirable Gulf Gate Gardens community. Thoughtfully refreshed from top to bottom, this home features new luxury vinyl flooring throughout, complemented by fresh interior paint and all-new blinds for a clean, modern feel. The kitchen shines with brand-new stainless steel appliances, enhanced cabinetry with stylish new hardware, a decorative backsplash, and a sleek single-basin stainless sink with an updated faucet. The open living and dining areas are accented by a new chandelier and ceiling fans, creating a bright and comfortable space for everyday living and entertaining. Both bathrooms have been tastefully updated with new vanities and mirrors, offering a fresh, contemporary look. Step into the screened lanai, now finished with new carpeting and overlooking a peaceful garden view—an ideal spot to relax and unwind. This intimate complex offers assigned parking and a community pool for residents to enjoy. Perfectly located just minutes from Siesta Key Beach and Gulf Gate Village, you’ll have easy access to exceptional dining, shopping, cultural attractions, and local festivals. Conveniently situated between Sarasota and Venice with close proximity to I-75, this move-in-ready condo is an excellent opportunity to enjoy the best of Florida living. SELLER FINANCING AVAILABLE MAKING THIS AN INCREDIBLE OPPORTUNITY! This property is also available for lease. See MLS#A4690652
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Karen Geiger (941-928-8889)
3233 BENEVA RD #104, SARASOTA, FL 34232
$119,90045 Days on yellowkey MLS ID: A4690227
REDUCED by $7,550 (5.9%) on 05/21/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1978 Tax: $1,932 (2025)Community: Village Brooke Sec 3Condo
Taxes:$1,932
Remarks: Home without the homework is yours with this condo/home. You'll love the beautifully groomed grounds in this community. You can live affordably. Look at what the maintenance fee includes!!! All the neighbors have been so nice and helpful. Picturesque view from your lanai overlooking a picnic area and pond...or...you can bask in the sunshine poolside. Minutes to Siesta Key which has one of the best beaches in the world. Under 10 minutes to I-75 which leads to international airport SRQ.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Debbie Roth (941-713-0522)
6711 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$499,900218 Days on yellowkey MLS ID: A4668944
REDUCED by $29,100 (5.5%) on 05/05/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1816 Built: 1966 Tax: $4,379 (2024)Community: Gulf GateSingle Family
Taxes:$4,379
Tax Year: 2024
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)
5103 WINDWARD AVE, SARASOTA, FL 34242
$3,549,000147 Days on yellowkey MLS ID: A4676707
REDUCED by $108,625 (3.0%) on 05/05/2026
Bed: 3 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3034 Built: 2026 Tax: $4,091 (2024)Community: Sara SandsSpa: YesSingle Family
Taxes:$4,091
Remarks: Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white sand beaches and charming Siesta Village easy and convenient. The free-flowing plan, offering 3,034 sq. ft. of open living, will seduce you with its inviting atmosphere wrapped in casual elegance and modern sophistication. With plenty of natural light, the great room boasts double-height ceilings adorned with rich architectural detail, an elaborate floor-to-ceiling fireplace wall, and see-through views to the expansive outdoor space and coveted canal setting. Beyond the great room’s glass doors, an entertaining lounge with wood ceiling accents, a professional grill station, and a heated pool/spa await your plans for spending cherished time with family and friends. As evening approaches, night lighting transforms the beautiful backyard and creates a timeless ambiance that encourages relaxation and reflection. A gorgeous kitchen is enhanced with an abundance of amenities including a premium Sub-Zero and Wolf appliance package, stone counters, stylized fixtures and finishes, a walk-in pantry, and adjoining laundry. The formal dining room features a built-in buffet and French doors leading to a brick paver patio, making it a wonderful spot for dining alfresco under the stars. The bonus room, with wet bar and pool bath, features two walls of glass sliders showcasing the extensive outdoors and picturesque water views. The primary suite is an oasis of serenity with an office outfitted with built-ins, a generous wardrobe for two, and an exquisite bath intended to pamper and spoil with a free-standing tub, a frameless glass shower with rain head, separate vanities with stone tops, and a water closet. Two additional en-suites offer plenty of room to unwind and rejuvenate in comfortable privacy. A brick paver drive, a 3-car garage, professional landscaping with timed irrigation, eye-catching curb appeal, and other notable customizations inside and out, complete this magnificent waterfront home. This fresh new residence, designed by the award-winning team at Allegra Homes, has been artfully designed and crafted to offer the highest quality to those who live here. An exciting opportunity to make this island paradise yours!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
2436 GOLDENROD ST, SARASOTA, FL 34239
$749,90032 Days on yellowkey MLS ID: A4691436
0 Days Off yellowkey (back on 5/15/2026)
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1862 Built: 1957 Tax: $1,796 (2025)Community: South GateSingle Family
Taxes:$1,796
Remarks: Under contract-accepting backup offers. Don’t miss your chance to own this one-of-a-kind, fully renovated mid-century modern gem in Sarasota’s coveted Southgate community. Opportunities like this are rare, and this home is completely move-in ready. Perfectly positioned just minutes from Downtown Sarasota and Siesta Key, this residence delivers the ideal blend of designer style, modern comfort, and unbeatable location. Step inside and experience a thoughtfully reimagined 4-bedroom, 3-bath home where every detail has been curated for both everyday living and effortless entertaining. Luxury vinyl plank flooring flows throughout, complemented by recessed lighting and a striking custom accent wall with integrated mood lighting. The sleek, wall-mounted electric fireplace creates a warm, contemporary focal point for gathering with family and friends. The show-stopping kitchen is designed to impress, featuring quartz countertops with a dramatic waterfall edge, a full-height quartz backsplash, and custom cabinetry with soft-close functionality. A premium GE Café stainless steel appliance package, custom hood, upgraded 33-inch sink with waterfall feature and rinse system, built-in wine cooler, and discreet under-cabinet outlets complete this modern culinary space, perfect for hosting or enjoying quiet evenings at home. Unwind in spa-inspired bathrooms, all fully renovated with custom cabinetry, large-format tile, and upgraded lighting. The primary suite offers a luxurious retreat with floor-to-ceiling tile and a walk-in rain shower, creating a true at-home sanctuary. Beyond aesthetics, this home offers peace of mind with extensive upgrades, including a new 2026 roof, new AC system, new insulation, updated PVC plumbing, and impact windows throughout. Additional enhancements such as a new GE washer and dryer, fresh exterior paint, new sod and landscaping, new front entry door, backyard fencing, and full rain gutter system ensure both style and function. Located in Southgate with optional HOA and access to a community pool, you’ll enjoy a lifestyle that combines convenience, charm, and coastal living at its finest. Imagine mornings near the beach, afternoons exploring downtown, and evenings relaxing in your beautifully designed home. Your Sarasota dream home awaits. Schedule your private showing today before this exceptional property is gone.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Silvia Chiaro (941-376-0775)
1700 COVE II PL #324, SARASOTA, FL 34242
$824,90071 Days on yellowkey MLS ID: A4686403
REDUCED by $25,000 (2.9%) on 05/17/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1720 Built: 1979 Tax: $7,965 (2025)Community: Midnight Cove IiCondo
Taxes:$7,965
Remarks: Under contract-accepting backup offers. 3 BEDROOMS ON SIESTA KEY! ONE WEEK RENTALS! DEEDED BEACH ACCESS! WATER VIEWS! DOCKS AVAILABLE! Fantastic 3 bedroom townhouse at Midnight Cove II. 2nd and 3rd floor with lovely views and deeded beach access. Plenty of room for family and friends. Large sized living, dining and kitchen area. Perfect for family gatherings! Midnight Cove II offers deeded beach access directly across the street, marina with slips available, beautiful grounds, grilling area, tennis, pickleball, basketball court, fitness center and a large, heated pool. And bring the large pup too! Great association with onsite rental and management office. Fully funded reserves, milestone inspections complete! Turnkey furnished too! Walk to nearby dining, shopping, water sports and more. See this unit today!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Kim Sheridan (941-313-0262)
5201 AVENIDA DEL MARE, SARASOTA, FL 34242
$1,450,000115 Days on yellowkey MLS ID: A4680975
REDUCED by $45,000 (3.0%) on 04/30/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2802 Built: 2008 Tax: $6,145 (2025)Community: Sarasota BeachSpa: NoSingle Family
Taxes:$6,145
Remarks: WELCOME to one of Siesta Key's hidden gems. From this Key West style home, you can walk or bike ride to the soft, quartz sands of Siesta Beach or the quaint Siesta Village in minutes. This exceptional home offers high end finishes throughout. The native yard features beach sunflowers and other native plants and shrubs. The front door entrance invites you into the main level with an easy flow between the living room and the dining room. The gourmet kitchen features wood cabinets, granite countertops, stainless steel appliances and French Door refrigerator. The guest bath, laundry room and bonus room complete the downstairs. The backyard is a fenced, private oasis with a pool surrounded by stone pavers with room for lounge chairs, grill and an outdoor table setting. Mature royal palm trees and smaller palms create a beautiful habitat for birds and other wildlife. The second floor has two comfortable bedrooms, one with a private balcony. A full bath completes this level. The top level offers a spacious Primary Bedroom and En Suite Bathroom retreat with exceptional amenities, a large bathroom with granite countertops, wrap-around walk-in shower, and separate garden tub, with a screened-in balcony overlooking the pool area. The top level is completed by an additional Bedroom with an en suite Bathroom with walk-in shower, linen closet, and granite countertops. Additional features include solar panels (paid in full), a security system, stone paved driveway and walkway, along with an oversized 2 car garage. This open, sunny home is located in a quiet neighborhood at the end of the street and has so many quality features. It is definitely worth a visit.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Mary Kassen (941-900-9776)
5661 MIDNIGHT PASS RD #401, SARASOTA, FL 34242
$469,900128 Days on yellowkey MLS ID: A4678954
REDUCED by $5,100 (1.1%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,629 (2025)Community: White Sands VillageCondo
Taxes:$4,629
Remarks: Welcome to coastal living at its best in White Sands Village, a desirable waterfront community ideally located in the middle of Siesta Key and 1 mile from The Village. This charming 2-bedroom, 2-bath end-unit condominium (no flood damage), offering added peace of mind and ease of ownership. The community is surrounded by lush tropical landscaping and features a clubhouse and sparkling community pool, creating a relaxed island atmosphere. White Sands Village offers water access with Gulf-front amenities and boat slips available via waitlist, perfect for boating enthusiasts. This property may be used as a rental or income-producing investment with a minimum 2-week rental period, making it an excellent option for seasonal use or short-term rental opportunities. Ideally located across the street from world-famous Siesta Key Beach, along with nearby restaurants, shopping, and entertainment, plus convenient on-and-off island access. Whether you’re looking for a full-time residence, vacation retreat, or rental investment, this property delivers the best of the Siesta Key lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Blakeney (616-795-6545)
1703 STARLING DR #1703, SARASOTA, FL 34231
$699,000225 Days on yellowkey MLS ID: A4668895
REDUCED by $50,000 (6.7%) on 05/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2172 Built: 1993 Tax: $4,481 (2024)Community: Villas At Eagles PointCondo
Taxes:$4,481
Remarks: Welcome to carefree living in The Landings. This beautifully remodeled townhome makes carefree living an absolute dream! Not an inch has gone untouched, showcasing modern luxury finishes. Whether you're looking to winter in Sarasota or enjoy all that The Landings Racquet Club has to offer all year long, you are sure to relish coming home. The first-floor primary bedroom is very spacious, with an equally comfortable en suite and custom walk-in closet. The large back lanai features perfect privacy. There is a loft or family room upstairs, just outside the additional two bedrooms; perfect for an office, playroom, or sitting area. The neighborhood offers a 24-hr manned security gate, a world-class tennis and pickleball facility, pool, fitness center, and clubhouse. You'll never need to leave! But when you choose to venture out, popular restaurants and shopping are just outside the gates!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tracy Leclair (941-209-0549)
2215 HIBISCUS ST, SARASOTA, FL 34239
$1,575,00027 Days on yellowkey MLS ID: A4692327
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2757 Built: 1952 Tax: $8,894 (2025)Community: GreenwichSpa: YesSingle Family
Taxes:$8,894
Remarks: Old Florida charm in the heart of Arlington! Gorgeous and sprawling for it's kind, this 4 bedroom, 3 bath Florida bungalow was once ubiquitous throughout the sought-after neighborhood of Arlington, but is now becoming a rare GEM. Curb appeal galore, this home has been truly loved by it's current owners and is evident once you drive up. Located on a cul-de-sac, enjoy the peace of a truly quiet, low traffic street with friendly neighbors and lovely homes. This picturesque coastal abode is perfectly nestled under a vast canopy of healthy Live Oaks that have been diligently maintained by a certified Arborist, providing protection, shade and that sought after Gulf Coast aesthetic. A breezy front porch adds that Southern charm so fitting for this cottage under the Oaks. Generous in size and fully screened in, it adds a whole other living space for those that love the sound of birds while having their coffee or enjoy the evening breeze after dinner. After entering the double glass doors, the entire home opens up in front of you. Large spacious rooms in a home like this are hard to come by, but are what define this property. One (of 2!) En-suite Primary bedrooms has an attached bedroom that can be used as a nursery or home office. A kitchen made for gathering, including a proper dining space, opens to an enormous living room, all with gorgeous views of the pool and backyard. The close proximity to excellent schools, and the incredible restaurants, cafes, and shopping that Southside Village has to offer has made having a golf cart a fun and practical mode of transportation for the current Owners. Massive updates have been completed on this home, including: - Entire plumbing system replaced in January 2026. NO CAST IRON! Brand new Impact pocketing sliders now open up the entire back of the home to a STUNNING, pool and spa (2025) along with an incredibly spacious screen enclosure and added room for outdoor kitchen. Entire property has had a recent landscaping overhaul that included a brand new concrete driveway and high-end turf laid throughout the yard (no mowing!). Tons of lush and tropical plants have been thoughtfully installed around the home and provide a gorgeous and verdant, but low maintenance, backdrop to this quintessential "Old Florida" bungalow. BRAND NEW Primary Bathroom with soaking tub, walk in closet and Impact sliders. New Flooring throughout (2022), Whole house water filtration system (2024), Roof (2017) with hurricane straps, added insulation, two A/C units (2017) new ductwork, three new water heaters, interior/exterior paint, lighting fixtures, blinds, hardware, and decorative features. The yard is fully enclosed (2016/2023) with beautiful white vinyl fencing. HUGE well-constructed Storage Shed (2024) for all the toys. I cannot say enough about this gem of a home, tucked away, in beautiful Arlington Park. If a breezy, charming, unique Florida bungalow is what you're looking for, this is the one.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Drost (941-822-6926)
5019 COMMONWEALTH DR, SARASOTA, FL 34242
$600,000552 Days on yellowkey MLS ID: A4630299
REDUCED by $35,000 (5.5%) on 05/22/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1373 Built: 1955 Tax: $6,363 (2025)Community: Siesta BeachSingle Family
Taxes:$6,363
Remarks: PRICED to Sell! A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision whether you’re seeking a full-time residence, vacation retreat, or long-term investment. The existing cottage, which holds no contributory value due to hurricane flooding, creates a true blank slate for new construction. As an added benefit, this property is being offered with the option to build a thoughtfully designed custom home by Yoder Construction. The proposed plan, The Oceana, is part of an exclusive ISLAND SERIES, developed with sustainability and the unique coastal conditions of Siesta Key in mind. Buyers may choose to build this elevated 2,735-square-foot home, or collaborate with the builder on a personalized design through the available design center. Commonwealth Drive is ideally located just minutes from the powdery sands of Siesta Key Beach and the vibrant charm of Siesta Village, with its shops, restaurants, and island lifestyle. Opportunities to build new in this highly sought-after location are increasingly rare. To explore this offering further, request details on the optional build package, and schedule a walk of the lot.
Listing Agent: Dawn Bear (941-468-7224)
3101 BEE RIDGE RD #208, SARASOTA, FL 34239
$125,000173 Days on yellowkey MLS ID: A4674589
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $1,388 (2024)Community: South Gate EastCondo
Taxes:$1,388
Remarks: MINUTES TO BEACH! If your looking for an easy lifestyle with low maintenance, close to the beach and close to downtown this solid block 2nd floor unit is for you. Kitchen and bath have just been updated and include new stainless appliances. Split system a/c and heat so low utility cost plus water/sewer and trash are included in maintenance fee. Amenities include community pool, club house, laundry and storage. Legacy bike and walking trail within biking distance.
Listing is courtesy of: PILEGGI REALTY GROUP LLC (941-376-0282)
Listing Agent: Stephen Pileggi (941-376-0282)
2635 MOSS OAK DR #55, SARASOTA, FL 34231
$490,0009 Days on yellowkey MLS ID: A4694301
0 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1985 Built: 1989 Tax: $1,966 (2025)Community: Woodbridge EstatesSpa: NoCondo
Taxes:$1,966
Remarks: Woodbridge Estates at its finest! End unit, with total privacy, vaulted ceilings in almost every room, wood and ceramic tile floorings throughout, including the two screened porches. This villa style home lives like a single-family home, with everything remodeled in the last few years. The eat-in-kitchen has wooden cabinets, stainless steel appliances, Quartz countertops, under mount sink, back splash tile and pass-through to the dining room. Living room has wood burning fireplace, and opens up to a large, screened porch. Master bedroom has a huge walk-in -closet and totally renovated bathroom with walk-in-shower and soaking tub, dual counter sinks with Quartz countertops, The den-office is located off the dining room and has access to the guest bathroom. The second bedroom opens up to a small, screened porch as well. The 2-car garage is oversized, and both garage door and side entrance door were replaced in 2023 and extra space for a work bench. Woodbridge is located on 13 acres, with 60 villas and the amenities are tennis/pickleball courts, Manor house with 2 suites available to rent for guests and heated swimming pool. The community is gated from 7pm to 7am. The location is perfect for getting to the beach, shopping and 5 miles to I-75.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dede Curran (941-928-3255)
116 VISTA HERMOSA CIR #204C, SARASOTA, FL 34242
$575,0009 Days on yellowkey MLS ID: A4693969
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1971 Tax: $4,243 (2025)Community: Vista HermosaCondo
Taxes:$4,243
Remarks: Welcome to Vista Hermosa! Full remodeled, 2-bedroom, 2-bathroom condo located directly across the street from the world-renowned Crescent Beach on Siesta Key. This second-floor unit (with elevator access) showcases an extensive list of high-end upgrades and thoughtful renovations that make it stand out above the rest. Step inside to find an impact-rated thermal glass door, porcelain tile in the bathrooms, fresh paint, flat ceilings, LED lighting, and luxury waterproof vinyl flooring throughout. The kitchen has been completely redesigned with solid wood, soft-close cabinetry, quartz countertops, a recessed black sink, designer switch plates, and a coordinated Samsung stainless steel appliance package. A center island with drawers offers added prep space and storage, while the commercial hood above the stove, sleek under-cabinet lighting, and modern fixtures complete the contemporary look. Both bathrooms have been remodeled with tiled showers, new vanities, updated fixtures, new Panasonic fans, and a Kohler toilet. Other improvements include new baseboards, upgraded outlets, partial new ductwork, a newer HVAC system , and three impact-rated windows. The bedrooms also feature elegant crown molding, adding a refined touch to these relaxing retreats. This condo makes for an ideal Siesta Key beach home with incredible accessibility to everything you could want including popular shops, restaurants, and the white sand shoreline just steps away. It’s also a fantastic investment opportunity, offering a worry-free experience with no storm damage, on-site management, and covered parking. Enjoy peace of mind, style, and a walkable coastal lifestyle in this beautifully finished condo in one of Siesta Key’s most desirable communities.
643 CALLE DE PERU, SARASOTA, FL 34242
$1,996,000302 Days on yellowkey MLS ID: A4658846
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1982 Built: 1980 Tax: $8,733 (2024)Community: Sarasota BeachSingle Family
Taxes:$8,733
Remarks: Pre-construction. To be built. Custom beach home opportunity! Less than a mile to the #1 Rated Beach in the Nation- Siesta Beach! Almost 1/4 acre lot in a charming neighborhood with close proximity to public beach and Village. The existing structure is a tear down, leaving a beautiful canvas to create your dream home or investment property! Optional Island Series plans by Yoder Custom Homes are available, or choose the builder of your choice, or land only. Just 6.4 mi to downtown Sarasota- known for it's Arts & Culture. Call today for more information! Land only listed in vacant land.
Listing Agent: Rachelle Tirey (941-301-9187)
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