Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
105 ISLAND CIR, SARASOTA, FL 34242
$2,680,950369 Days on yellowkey MLS ID: A4647817
0 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2750 Built: 1953 Tax: $7,593 (2024)Community: Palm IslandSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,593
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. IMAGINE a Custom Coastal Contemporary Home on Palm Island, Siesta Key. Picture a thoughtfully designed residence offering 2,750 sf of indoor living space and 3,467 sf of total indoor/outdoor space. E/M Custom Homes is renowned for their impeccable craftsmanship and modern coastal design creating a one-of-a-kind residence to be tailored to your lifestyle. This stunning 4-bedroom, 3.5-bath home includes an open Concept Floor Plan, Gourmet Kitchen with custom cabinetry, luxury appliances, and a walk-in pantry—ideal for entertaining. Enjoy a First-Floor Master Suite with a spa-inspired en suite bath and a large walk-in closet. The Second Floor boasts 3 bedrooms, a second gathering room, an office, a laundry room, and a Balcony to relax and enjoy island breezes and views. Be inspired to grill in your Outdoor Kitchen on the expansive covered lanai, perfect for alfresco dining. Lounge in your Custom Designed Private Pool, appreciating outdoor living. You also have an Oversized 2-Car Garage with easy access to the downstairs Laundry/Mudroom entry. Set on 2 lots, totaling 0.45 acres (19,456 sf), this property offers a rare combination of space and luxury. Just a 2 block stroll to sink your toes into the luxurious quartz sand and sparkling water of our award-winning Siesta Key Beach. The Village is minutes away where you will find fabulous restaurants, live music, specialty shops, night life, Sunday Farmers Market, art festivals and more. Your dream coastal lifestyle awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Linda Scheller, Llc (941-806-7981)
1275 SIESTA BAYSIDE DR #1275, SARASOTA, FL 34242
$999,00042 Days on yellowkey MLS ID: A4684885
1 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1645 Built: 1988 Tax: $9,421 (2024)Community: Gulf & Bay Club BaysideCondo
Taxes:$9,421
Remarks: An amazing year-round residence, vacation or investment property! Don't miss this rare opportunity to own a beautifully furnished 3-bedroom, 2-bath + loft unit just steps from world-renowned Siesta Beach with dedicated beach access. Recently renovated, this turnkey residence features a bright open floor plan with wood-look tile, shiplap accents, and raised ceilings in the hallways, kitchen and dining areas, a rare update in the community. The kitchen boasts full height solid wood cabinetry, quartz countertops, stainless appliances, and a charming, windowed breakfast nook. Enjoy multiple dining options including a formal area, bar, and a glass-enclosed lanai, perfect for entertaining. The spacious primary suite opens to a Florida room with tongue and groove wood ceiling overlooking a serene pond and wildlife, with a renovated ensuite featuring dual sinks, walk-in shower, abundant storage, and a large closet. Upstairs includes a versatile loft, two guest bedrooms, and a full bath. Relax on the inviting front porch with views of Siesta’s iconic sunrises and sunsets. Additional perks include a one-car garage, private driveway, and in-unit laundry. Unit has all brand new screens. Located in Gulf & Bay Club Bayside, a gated community with resort-style amenities: two pools, tennis/pickleball courts, clubhouse, fitness center, sauna, fishing pier, walking paths, and BBQ areas. On-site management and a one-week rental minimum make this a standout investment property with income potential of $80k plus. Spend your days enjoying effortless beach access for sunrise coffee, long shoreline walks, and unforgettable Gulf sunsets. When it’s time to explore, Siesta Key Village is just minutes away with favorite restaurants, local shops, and live music—an unbeatable setting to experience Siesta Key at its finest.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
1636 STICKNEY POINT RD #36-201, SARASOTA, FL 34231
$328,000162 Days on yellowkey MLS ID: N6141400
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975 Tax: $3,461 (2024)Community: Castel Del MareCondo
Taxes:$3,461
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: BRING YOUR OFFERS! LOCATION LOCATION LOCATION! Castel Del Mare condominium complex is located just before the south bridge, on the mainland side of Little Sarasota Bay facing Siesta Key in Sarasota, FL. Southbridge's community includes shops, bars, restaurants, boat or bike rentals... Walkability or Trolley ride to the "Powdery Sands of Siesta Key Beach...As one of Trip Advisor's Top 10 Beach & Sun Destinations! This condominium complex is overlooking the "Intercoastal Waterway" with beautiful bayside water views! This 2nd floor, updated two bedroom two bath condo is "TURN KEY FURNISHED" with 2 entrances (front and back) and offers 1,016 sq. ft. of living space. WASHER and DRYER are included in the unit! Hurricane Impact Windows! Rentals of one month or longer are permitted here. The Castel Del Mare community offers two heated pools on the Bayside and Garden, pickleball courts, shuffleboard, boardwalk, bayside gazebo, and clubhouse. Sit back, relax, and enjoy the peace & tranquility while enjoying the Florida sunshine! Live the Florida lifestyle & make this your home! OWN A PIECE OF PARADISE! Check out 3D Virtual Tour #1 & Video #2
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Kristy Heitl (941-539-2458)
3135 ALTA VISTA ST, SARASOTA, FL 34237
$419,900223 Days on yellowkey MLS ID: A4664729
2 Days Off yellowkey (back on 3/11/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1502 Built: 1956 Tax: $310 (2025)Community: Bellevue TerraceSingle Family
Taxes:$310
Elementary School: Alta Vista Elementary
Tax Year: 2025
Remarks: LOCATION! LOCATION! Bellevue Terrace! Fantastic opportunity to purchase this beautifully renovated 3 bedroom 3 bathroom home on a very spacious lot. This is an open, split level home with large fenced-in back yard, with room for a pool. The first floor has a large living room/dining room combo, kitchen and half bath. It includes bran new large floor tiles, new hard wood cabinets with quartz tops. All new appliances. The top level has 3 bedrooms with original hardwood floors and 2 full renovated bathrooms. The lower level has a large bonus room that lets lots of light in, and separate laundry room with new washer and dryer leading to the garage. Additional renovations include new shingle roof, electric panel and hot water heater. PVC water lines. The property also has side parking for an RV or Boat. This home is just minutes to downtown Sarasota and a very close proximity to the Lido Beach, Legacy Trail, Payne Park, Sarasota High School, Alta Vista Elementary School, & Sarasota Art Museum. This home gets extra points for its central location. Sarasota City Limits allow for great flexibility for short term rentals on Air BNB, VRBO and short term rentals. Located in the 1-week rental zone. No HOA! Close to the sun kissed beaches of Sarasota, downtown, cultural venues, Big Olaf Ice cream, Yoders Fresh Fruit and Vegetable Market, YMCA, and Locklear Park. Everything is just minutes away. Move quick. Don't miss out.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Brett Decklever (248-766-7571)
1345 MOONMIST DR #T6, SARASOTA, FL 34242
$620,000208 Days on yellowkey MLS ID: A4654050
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1575 Built: 1968 Tax: $3,545 (2024)Community: Polynesian GardensVilla
Taxes:$3,545
Remarks: Welcome to your dream villa! This spacious coastal villa retreat on Siesta Key boasts 2-bedrooms and 2-bathrooms and offers 1,575 square feet of comfortable, open-concept living space, perfect for both relaxing and entertaining. Step inside to a freshly painted interior featuring a modern, neutral palette that complements any décor. This wonderful detached-villa is in a serene location just across the street from million-dollar residences on the Bay and offers low-maintenance living with a luxurious feel. It is high and dry and has never flooded. This villa has an impressive list of updates including a new Barrel Tile Roof and complete Air Conditioning System. The large open dinning/living room area has bamboo flooring and sliding glass doors leading to your retractable awning-covered paved patio. A separate office area with built in desk and shelving and the potential for adding a sleeper sofa. A spacious primary bedroom with en-suite bathroom has a walk in closet and separate storage area. The second bedroom is roomy, light and pleasant ideal for either family or guests. The kitchen was completely remolded in 2016 and has a built in pantry, shaker cabinets with pullout shelving and a breakfast nook. Don’t miss this move-in ready gem with big-ticket upgrades already done! Polynesian Gardens is ideally located and provides a tranquil and unique Siesta Key escape for owners and guests alike. Relax and enjoy the tropical palms, large heated pool and peaceful intracoastal pier that provide a relaxing Siesta Key experience. Either take a short walk or take the free trolley which stops directly in the front of the community to world famous Siesta Key Beach, local restaurants, shopping, boat and fishing charters and rentals for all outdoor and water activities. Additional Features: •New Barrel Tile Roof. •This home features a spacious carport, offering sheltered parking and added storage potential. •Laundry room with full-size washer & dryer. •Quiet, well-maintained community. •Community amenities included; landscaping, exterior maintenance, cable tv, water, intracoastal pier and large heated pool. *The Polynesian Gardens Home Owners Association has plans in effect to paint the exterior of this Villa at no cost to the owner. Potentially the new owner will have their choice of colors. The unit is VACANT!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Dean Hall (941-726-7197)
2323 PINE TER, SARASOTA, FL 34231
$1,299,00089 Days on yellowkey MLS ID: A4679272
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2655 Built: 2017 Tax: $11,650 (2025)Community: RidgewoodSingle Family
Taxes:$11,650
Remarks: 2017 contemporary home by DSDG Architects & Majestik Homes with new 2024 impact windows & sliders throughout is ideally situated on a prestigious, tree-lined street in the heart of Sarasota. This 3-bedroom, 2.5-bath home blends modern design with refined comfort. Step inside to an open-concept layout highlighted by soaring 10-foot ceilings, sleek porcelain tile flooring, and expansive new windows that flood the home with natural light while framing serene views of the private backyard oasis. New sliding glass doors fully open to create seamless indoor-outdoor living, extending into an expansive entertaining space complete with a stylish poolside pergola. The tropical landscaped backyard is thoughtfully designed with low-maintenance synthetic turf, a custom putting green, and a stunning heated saltwater pool enhanced by LED color lighting. At the heart of the home, the gourmet kitchen is a true showpiece, featuring premium stainless-steel appliances, a Fisher & Paykel dishwasher, a striking waterfall quartz island with integrated breakfast bar, sleek custom cabinetry, and a built-in pantry designed for abundant storage. Upstairs, a versatile loft anchors the level, alongside two guest bedrooms connected by a Jack-and-Jill bath and a sophisticated primary suite. The primary retreat features dual custom walk-in closets and a spa-inspired ensuite. Sliding glass doors open to a private second-story balcony—an ideal setting to take in tranquil pool views and softly lit evenings. Modern elegance, indoor-outdoor living and perfectly positioned near Siesta Key, top-rated schools, shopping, dining, and downtown Sarasota, this exceptional residence offers the ultimate Florida lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Maureen Doherty (941-993-3159)
3246 MAIDEN LN, SARASOTA, FL 34231
$549,50019 Days on yellowkey MLS ID: A4688107
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2170 Built: 1983 Tax: $4,622 (2025)Community: Kallas SubSingle Family
Taxes:$4,622
Elementary School: Wilkinson Elementary
Remarks: **This is The One!** Prime Sarasota location just minutes to Siesta Key Beach, Downtown Sarasota, and more! This property offers strong potential as a primary residence, seasonal home, or investment opportunity. **NEW Roof in 2021** Functional layout with solid bones and opportunity to update or customize to maximize value. Private outdoor space and convenient access to shopping, dining, medical facilities, and I-75 add to the appeal. Ideal for buyers looking to capitalize on location and long-term upside in a highly desirable area. **NO HOA or Deed Restrictions** The Florida room provides the perfect spot to enjoy your morning coffee or unwind in the evening, and it opens to a spacious outdoor area—ideal for taking full advantage of Florida’s beautiful weather year-round. This property offers a versatile bonus space currently set up as a workshop **Potential to turn bonus space into living space/in-law suite with private entrance**, along with an additional climate-controlled room perfect for a home gym or flex space. Equipped with a 2-car attached garage PLUS an extra driveway on the side **Ample room for storing a Boat, Trailer, Lawn equipment, or other recreational vehicles.** Enjoy the freedom to truly make the space your own with endless possibilities. In addition, enjoy tons of storage space for all your holiday decorations and any additional items you may need to tuck away. Don't miss out on this incredible property - Reach out to schedule your private tour today!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
3005 LOCKWOOD TER, SARASOTA, FL 34231
$474,90033 Days on yellowkey MLS ID: A4686875
0 Days Off yellowkey (back on 4/1/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1562 Built: 1967Monthly Fee: $6 Tax: $4,113 (2025)Community: Gulf GateSingle Family
Taxes:$4,113
Remarks: If you know about Gulf Gate, you want to live here. If you don't know about Gulf Gate, let me not only show you this great POOL home, but also this sought after area that is robust with an eclectic mix of residential, dining, drinking, shopping, and just plain fun! Great 2 Bedroom, 2 Bath Pool Home with a 3rd Bedroom/Den opening up to the Lanai/Caged Pool Area, ready to enjoy the Sarasota lifestyle in. A newer HVAC, Windows, Water Heater, & Appliances insure you years of virtually worry free living. This home is newly refurbished and offers an outstanding value as a Gulf Gate Pool Home!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Bob Moffatt (941-232-3370)
111 S PINEAPPLE AVE #1021, SARASOTA, FL 34236
$1,299,00013 Days on yellowkey MLS ID: A4688715
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1575 Built: 2019 Tax: $18,357 (2025)Community: Mark Sarasota CondoSpa: YesCondo
Taxes:$18,357
Elementary School: Southside Elementary
Remarks: Experience refined urban living in this beautifully updated residence, complete with two dedicated parking spaces, featuring two bedrooms, 2.5 baths, and a versatile bonus room. Thoughtfully designed with an open concept layout, the home seamlessly blends modern style and everyday functionality, enhanced by high end builder finishes and custom upgrades throughout. The flexible den, ideal as a library, media room, or home office, offers endless possibilities. At the heart of the home, the gourmet kitchen impresses with an induction cooktop, quartz countertops, custom backsplash, and under cabinet lighting, perfect for both everyday living and entertaining. The spacious owner’s suite serves as a private retreat, featuring direct terrace access, a large walk in closet, additional custom storage, and a spa inspired bathroom with dual vanities, an oversized countertop, and a glass enclosed walk in shower with a rain showerhead. Each bedroom includes its own en suite bath, and the additional half bath is both stylish and convenient for guests. Storage is thoughtfully maximized with custom built closets, cabinetry, and shelving throughout. Luxury upgrades include porcelain flooring, designer light fixtures, premium wireless ceiling fans, an Ecobee smart thermostat, and remote controlled Hunter Douglas window treatments. Residents also benefit from community EV charging stations. The expansive terrace offers ample room for outdoor dining and lounging, with sweeping views of downtown Sarasota and the bay, perfect for taking in stunning sunsets. Residents of The Mark enjoy exceptional amenities, including a stylish club room and lounge, a state of the art fitness center, and an outdoor entertaining area with grilling stations, fire pit, and a 65 foot heated saltwater pool and spa. Located in the heart of downtown Sarasota’s vibrant arts and dining district, the building offers 24 hour security and on site management. Built in 2019, The Mark is known for its sleek contemporary design and premier location just steps from Main Street’s boutiques, restaurants, and popular farmers market. Schedule your private showing today.
Listing Agent: Mairead Smialek (847-334-4848)
3324 THORNWOOD RD #3324, SARASOTA, FL 34231
$307,00034 Days on yellowkey MLS ID: A4686421
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1981 Tax: $4,017 (2025)Community: Crooked Creek Sec 1Condo
Taxes:$4,017
Remarks: Welcome to this beautifully updated ground-floor condo in the quiet, wooded community of Crooked Creek—locally referred to as “the hidden gem” of Sarasota. Surrounded by the 72-acre Red Bug Slough nature preserve, with private community access, this 2-bedroom, 2-bath residence offers the perfect blend of serenity and convenience, just minutes from everything Sarasota has to offer. Crooked Creek’s original two buildings, designed by Sarasota School of Architecture Modernist master architect Tim Siebert, FAIA, are constructed of CMU with stucco and reflect the clean, timeless lines of this iconic design movement. Inside, the home showcases a contemporary coastal aesthetic filled with natural light and thoughtful design. Hardwood floors flow throughout the main living spaces, complemented by stone flooring, built-ins, detailed molding, and plantation shutters, creating a refined and cohesive look. Four sets of French doors open to a stone-floored Florida room, allowing sunlight to pour into the home while offering peaceful views of the surrounding wooded landscape. Just off the kitchen, a private patio provides an additional outdoor space ideal for morning coffee or quiet relaxation. The kitchen features a recessed ceiling, granite countertops, stainless steel appliances, and a stone backsplash—blending both style and functionality. The spacious primary suite easily accommodates a sitting area or workspace and includes a beautifully appointed ensuite bath with double vanity sinks, stone basins and backsplash, tiled walls and floors, and a soaking tub with an overhead rainfall shower. The great room offers custom built-in shelving and a cozy electric fireplace, creating a warm and inviting space for relaxing or entertaining. This home also includes a security system for added peace of mind. Residents enjoy a range of community amenities including a pool, pool house with kitchen, gazebo, grills, tennis and pickleball courts, carport, storage room, and charming pedestrian bridge—all set within a lush, park-like environment. Located in a peaceful natural environment yet just minutes from world-renowned Siesta Key Beach, as well as shopping, dining, and entertainment, this Crooked Creek condo delivers the very best of Sarasota living.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Laura Rode (941-724-9957)
2546 PARMA ST, SARASOTA, FL 34231
$438,90033 Days on yellowkey MLS ID: A4686708
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1787 Built: 1975 Tax: $4,534 (2025)Community: Renick SubSingle Family
Taxes:$4,534
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Experience the pinnacle of coastal living at 2546 Parma St, Sarasota, FL 34231. This meticulously updated three-bedroom, two-bathroom contemporary ranch is situated on a quiet, dead-end street in the highly sought-after Riverview High School district. Built with solid block construction and featuring the added security and efficiency of impact-resistant windows and doors throughout, this home offers 1,787 square feet of thoughtfully designed, worry-free living space. The bright, open-concept floor plan is beautifully finished with a combination of warm natural wood and durable ceramic tile flooring—completely carpet-free! The chef-inspired kitchen serves as the heart of the home, boasting solid wood cabinetry, solid countertops, a wine fridge, and a spacious eat-in kitchen area perfect for daily meals and entertaining. Flowing seamlessly from the main living areas, the inviting family room features French doors that lead directly to the private patio and fully-fenced backyard, creating a perfect indoor-outdoor transition for weekend gatherings. The primary suite serves as a private sanctuary, complete with a spa-like ensuite featuring a luxurious jacuzzi tub and a walk-in shower. Significant mechanical updates provide lasting peace of mind, as the home was fully re-plumbed in 2013, including all water and sewer lines. Additionally, a private well handles all irrigation needs to keep the landscaping lush and affordable, featuring a brand-new well pump. This property offers the ultimate freedom with no HOA fees, providing ample space for your coastal lifestyle including an oversized one-car garage, an expansive driveway, and a dedicated side parking pad for additional vehicles or a boat. The outdoor living space is equally impressive, featuring a 0.19-acre lot with a private patio and mature landscaping ideal for pets and relaxation. The location is truly unbeatable for those seeking the Sarasota lifestyle, located just a short drive to the world-famous sands of Siesta Key Beach. Residents will appreciate being just steps away from top-rated Riverview High School, as well as enjoying quick access to the Legacy Trail and Downtown Sarasota. Whether you are looking for a primary residence or a high-potential investment property, this move-in-ready home offers the versatility and prime location you have been searching for.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Brian Partie, Jr, Pa (941-544-8298)
5215 HIDDEN HARBOR RD, SARASOTA, FL 34242
$7,900,000152 Days on yellowkey MLS ID: A4669367
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4863 Built: 2025Monthly Fee: $247 Tax: $22,047 (2024)Community: Hidden HarborSpa: YesSingle Family
Taxes:$22,047
Remarks: One or more photo(s) has been virtually staged. Under Construction. This brand-new waterfront estate is being brought to life by Dynan Construction, Sarasota’s premier local luxury builder celebrated for impeccable craftsmanship, architectural integrity, and enduring coastal design. Built to the Fortified Gold Standard, the residence is engineered for long-term resilience against Florida’s coastal elements while embodying the artistry and refinement that define Dynan’s signature builds. Interiors are curated by acclaimed designer Annalise O’Brien, ensuring every space reflects elevated taste and timeless sophistication. This 5-bedroom estate features 5 full baths plus a dedicated pool bath and powder bath, offering a rare combination of durability, modern design, and everyday luxury. An attached guest quarters is the perfect setup for multigenerational living, extended guests, or a private studio/workspace. Located in the exclusive Hidden Harbor community—an enclave known for its mature landscaping and lush tropical canopy streets—this property sits on a deep-water canal with direct access to Sarasota Bay and the Gulf of Mexico. Designed for effortless coastal living, the home is equipped with smart-house lighting controls and is prewired for security, cameras, and full indoor/outdoor surround sound. The home is also prepared for a future whole-house generator installation, offering peace of mind for year-round living. Expansive 10-foot sliders frame the waterfront views and create a seamless flow between the interior and exterior spaces. Outside, the resort-style pool and spa, integrated pergola, and fully equipped outdoor kitchen provide an exceptional extension of daily living and entertaining. Inside, each room showcases curated designer selections, elevated finishes, and thoughtful details throughout. A spacious 3-car garage offers ample room for vehicles, storage, and recreational equipment. Just A short bike ride from the world-renowned Siesta Key —this home captures the essence of Sarasota’s coastal lifestyle with unmatched convenience to beaches, dining, and local amenities.
Listing is courtesy of: COASTAL RESERVE (941-586-7736)
Listing Agent: Cassandra Miller (941-586-7736)
1444 HARBOR DR, SARASOTA, FL 34239
$6,999,95067 Days on yellowkey MLS ID: O6375298
REDUCED by $500,050 (6.7%) on 04/14/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5001 Built: 2002 Tax: $33,037 (2025)Community: Harbor Acres Sec 2Spa: YesSingle Family
Taxes:$33,037
Remarks: Location, Location, Location. Welcome to an exceptional waterfront residence in the heart of Harbor Acres, where refined design meets the ultimate Florida lifestyle. This expansive 5,000+ square foot estate offers breathtaking sunset views over a private waterfront basin with direct access to Sarasota Bay—an idyllic setting for both everyday living and elegant entertaining. A private waterfront retreat, this five-bedroom, five full and two half bath home is thoughtfully designed to maximize comfort and flexibility. Enjoy a heated in-ground pool and spa, deep-water dock with boat lift, and ample space for a large vessel—perfect for boating enthusiasts seeking seamless access to Sarasota’s pristine waterways. The home features two primary suites, one on each level. The first-floor suite offers private garage access and is ideal for in-law accommodations, guests, or multigenerational living. Additional bedrooms can easily adapt to home offices, a fitness studio, or creative spaces to suit modern lifestyles. Multiple electric fireplaces enhance the ambiance in the primary suites, living room, and family room. An interior elevator provides effortless access between floors. The gourmet kitchen is designed for entertaining, showcasing granite and quartz countertops, a wet bar, a wine cooler, and a generous breakfast bar that opens seamlessly to the family room. The outdoor living spaces feature covered lanais on both levels overlooking the pool and bay, surrounded by tropical landscaping. A covered outdoor dining area includes a summer sink and dedicated pool bath, creating an ideal setting for entertaining or relaxing in total privacy. Move-in ready. This meticulously maintained home offers peace of mind and modern efficiency. Three new AC and HVAC systems (2024), two new gas water heaters, a variable-speed Jandy pool pump, new seawall cap, 22KW Generac generator, over $50,000 in recent upgrades. Prime Location, ideally located to Southside Village, residents enjoy easy access to acclaimed dining, boutique shopping, and Morton’s Gourmet Market. Hospitals, medical offices, banks, and essential services are all conveniently nearby—delivering both luxury and everyday convenience. This remarkable residence offers an unparalleled combination of waterfront luxury, thoughtful design, and walkable convenience. A rare opportunity to experience the best of Sarasota living.
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (407-907-5501)
0 ROBERTS POINT CIR #LOT 17, SARASOTA, FL 34242
$3,400,000177 Days on yellowkey MLS ID: A4669772
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 3200 Built: 2027 Tax: $5,916 (2024)Community: Roberts Point 2Spa: YesSingle Family
Taxes:$5,916
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this newly constructed coastal residence inspired by classic West Indies architecture and situated in the exclusive Roberts Point neighborhood on Siesta Key. This thoughtfully designed home pairs timeless island style with modern coastal construction, offering refined living in a highly desirable island setting. Built to meet today’s highest coastal standards, the residence will feature solid concrete block construction, elevated foundation systems, hurricane-impact windows and doors, metal roofing, and other structural elements designed for durability and long-term peace of mind in a waterfront-adjacent environment. The interior layout emphasizes open, airy living spaces with high ceilings with abundant natural light that create an effortless connection to the outdoors. The kitchen is designed as both a functional workspace and gathering area, featuring premium appliances, custom cabinetry, and a generous island ideal for entertaining and everyday living. The primary suite serves as a private retreat with a spa-inspired bathroom, including a freestanding soaking tub, dual vanities, and a spacious walk-in shower. Additional bedrooms offer en-suite baths and refined finishes, while a flexible bonus space allows for a home office, fitness room, or lounge. Outdoor living is a focal point of the design, with covered entertaining areas, an outdoor kitchen, and a resort-style pool and spa—perfect for enjoying Siesta Key’s year-round sunshine and relaxed island atmosphere. Located on the quiet north end of Siesta Key, Roberts Point is known for its privacy, natural surroundings, and convenient proximity to Siesta Beach, Siesta Village, and downtown Sarasota. This new construction home presents a rare opportunity to experience elevated coastal living by Noah Thomas Builders in one of Sarasota’s most coveted island communities. All images, renderings, and descriptions are for illustrative purposes and represent the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications are subject to change during construction. Pricing, availability, and final details may be modified prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
4922 COMMONWEALTH DR, SARASOTA, FL 34242
$1,795,000207 Days on yellowkey MLS ID: A4666313
4 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2767 Built: 1995 Tax: $6,523 (2025)Community: Siesta BeachSpa: NoSingle Family
Taxes:$6,523
Remarks: Welcome your Siesta Key dream home Commonwealth Drive, a stunning custom residence located directly on the Grand Canal. This four bedroom, four bathroom home exudes island style and warmth from the moment you see it. The Key West style build has a concrete base level, hardy plank cement siding, and a standing seam metal roof. The main living areas all give way to sunny and palm-lined views of pool deck with saltwater canal in the background. The open living areas on the main level feature hardwood flooring, a gas built-in fireplace, built-in shelving, and lots of windows to enjoy the view. The primary suite features lots of space, dual walk-in and an upper level balcony with incredible views. There’s a second larger suite with sitting area to make guests feel at home, and two more bedrooms for the ultimate in flexibility. This home is truly all about the location- want to go paddleboarding or out on your kayaks? Right in the back yard. The beach is just a few blocks away and the northern Siesta Key location gives easy access to downtown Sarasota and beyond. If you’re looking for the perfect combination of space, privacy, convenience, and of course a little sand between your toes- this may be the perfect home for you. Boaters will also love this Grand Canal location, with only one large fixed bridge and easy access to Sarasota Bay. Don’t hesitate, schedule your showing of this fine home today!
Listing Agent: Drew Russell (941-993-3739)
6312 MIDNIGHT PASS RD #305S, SARASOTA, FL 34242
$775,00048 Days on yellowkey MLS ID: A4684866
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 894 Built: 1968 Tax: $5,871 (2025)Community: Crescent ArmsCondo
Taxes:$5,871
Remarks: Positioned directly on the sands of world-famous Siesta Key, this 2-bedroom, 2-bath en-suite condominium offers the perfect blend of personal getaway and income-producing investment. Fully furnished and thoughtfully configured for vacation living, this residence is already an active vacation rental with proven historical returns, making it an ideal opportunity for buyers seeking a property that can help offset ownership costs while providing their own beachfront retreat. Inside, tile flooring throughout creates an easy-care coastal interior designed for high-traffic vacation use, while the split layout with two en-suite bedrooms provides privacy and comfort for guests. A large storage closet dedicated to beach gear and recreational “toys” makes it simple to keep everything needed for effortless days on the sand. From the residence, enjoy views of the Gulf of Mexico and the convenience of direct walk-out access to Siesta Key’s powdery white beach, where beach chairs are available for guests, perfect for owners and vacation renters alike. The location places you in one of the most desirable areas of the island, within walking distance to nearby restaurants, shops, and local favorites, or simply hop on the Siesta Key trolley for easy access up and down the island. With its prime beachfront setting, turnkey furnishings, and established rental performance, this property presents a compelling opportunity to own a slice of Siesta Key that can generate income while serving as your personal coastal escape.
Listing Agent: Ryndie Brusco (941-809-6913)
5500 BENTGRASS DR #112, SARASOTA, FL 34235
$170,000162 Days on yellowkey MLS ID: A4670459
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1032 Built: 2000Monthly Fee: $428 Tax: $2,326 (2024)Community: Las Palmas Of SarasotaTownhouse
Taxes:$2,326
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: A Lovely furnished Townhouse rental available at Las Palmas. Primary bedroom has a queen bed on the 3rd level. Washer/Dryer plus a 1/2 bath for guests on the 2nd level. Open plan from the dining room thru the kitchen and beyond to your living area. The screened in lanai has a green belt view. The gated community has swimming pools, fitness center, lit tennis/pickle ball courts, BBQ grills, outside kitchen business center, playground, business center, car wash and clubhouse with management. Storage for boats available. This community is centrally located and near UTC mall with wonderful shopping and restaurants. Benderson Park is the finest walk about with a child play area. The airport is located approximately 8.2 miles. Schedule a private showing today.
Listing Agent: Diane Mcdonald (941-356-9398)
1703 PELICAN COVE RD #356, SARASOTA, FL 34231
$297,500100 Days on yellowkey MLS ID: A4676888
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1979 Tax: $2,979 (2025)Community: Pelican Cove XivCondo
Taxes:$2,979
Remarks: Under contract-accepting backup offers. BACK ON THE MARKET!!.Live the Florida Lifestyle in Pelican Cove! Discover the perfect blend of space, comfort, and resort-style living in this beautifully maintained 2-bedroom, 2-bath condominium with 1,318 square feet of open, light-filled living space. Located in Sarasota’s coveted gated waterfront community of Pelican Cove, this home features a desirable split floor plan, spacious bedrooms, and a private screened lanai ideal for morning coffee or evening breezes. Nestled among 75 acres of lush, tropical grounds, Pelican Cove offers a vibrant, amenity-rich lifestyle including six heated swimming pools, a marina with boat slips, kayak launch, fitness center, tennis and pickleball courts, an art studio, performing arts center, and miles of scenic walking trails. Enjoy year-round activities from yoga and concerts to lifelong learning classes and social clubs. Just minutes from Siesta Key Beach, shopping, dining, and downtown Sarasota, this condo is ideal as a full-time residence or seasonal retreat. Don’t miss your chance to own in one of Sarasota’s most unique and active waterfront communities!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Trippe (941-330-7750)
4439 WESTWOOD LN, SARASOTA, FL 34231
$2,995,000188 Days on yellowkey MLS ID: A4664741
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3777 Built: 1991Monthly Fee: $25 Tax: $20,186 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$20,186
Remarks: **BRILLIANTLY UPDATED and METICULOUSLY MAINTAINED ESTATE in OYSTER BAY, a Coveted, West of Trail Neighborhood** Situated on a large CORNER LOT, this 4-BED, 3 FULL and 1 HALF BATH residence is being Sold FURNISHED and offers desired privacy and extensive updates. Attention to detail is evident throughout this warm contemporary home featuring an open floorplan and unobstructed views of the Courtyard, Pool & Spa and Garden. For the culinary enthusiast, the impressive Kitchen boasts premium brand appliances including Subzero, Miele and Wolf. Enjoy the warmth of the wood-burning fireplace in the adjacent family room. Flexible Owner’s Suite with either Second or First-Floor possibilities. The second-story primary suite features a balcony overlooking the courtyard and pool, Multiple Walk-In Closets, beautifully update primary bath with dual vanities, custom-tiled shower, soaking tub, etc. In addition to the two guest bedrooms on the first floor, an additional room can also function as a spacious primary bedroom suite with an adjacent, updated Full Bath. NEW HVAC, WASHER & DRYER; WHOLE HOME GENERATOR (2021); NEWER ROOF (2017); HURRICANE IMPACT WINDOWS/DOORS (2018), ETC. Excellent location with easy access to lifestyle amenities — just a half mile to The Field Club… and in close proximity to Southside Village, Sarasota Memorial Hospital, Shopping Centers and Area Beaches including #1 Rated Siesta Key Beach. **Please Enjoy Viewing the 3D Virtual Tour and Aerial Video**
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Mark Lyda (941-586-2670)
3119 PINECREST ST, SARASOTA, FL 34239
$634,900162 Days on yellowkey MLS ID: A4671289
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2359 Built: 1965 Tax: $5,511 (2024)Community: South GateSingle Family
Taxes:$5,511
Remarks: Under contract-accepting backup offers. Motivated seller offering $10,000 toward closing costs or rate buy-down! Stylish 3-bedroom home with two ensuites, impact windows, open floor plan, tropical courtyard, and screened lanai just minutes from Siesta Key Beach. This hidden gem located in the desirable South Gate neighborhood, an impeccably designed single-family home offering style, space, and exceptional flexibility. This thoughtfully designed residence features three spacious bedrooms, including two private ensuites, and four full bathrooms. One bath is uniquely designed as a convenient pet spa and is located just off the garage entrance near the impressive laundry room—perfect for keeping your home fresh and organized. The interior showcases an inviting open floor plan highlighted by a contemporary kitchen with stainless steel appliances, an oversized center island, and elegant finishes. The bright and airy living space features recessed lighting and stylish tile flooring, creating a welcoming setting for both relaxing and entertaining. Need storage? This home delivers with more than seven closets and abundant storage space—true closet envy! Outdoor living is equally impressive. Enjoy a private covered front porch surrounded by your own tropical courtyard, relax on the sunny open-air patio, or unwind in the privacy of the screened lanai outback. With multiple outdoor spaces, you'll always have the perfect place to enjoy Florida’s beautiful climate. Located in the sought-after South Gate community, this home places you within approximately seven miles of world-famous Siesta Key Beach, while also offering easy access to numerous nearby beaches, parks, and cultural attractions including Pinecraft Park, Marie Selby Botanical Gardens, and The John & Mable Ringling Museum of Art. With convenient access to shopping, dining, and highly regarded schools, this property represents a rare opportunity to own a beautifully designed home in one of Sarasota’s vibrant and welcoming neighborhoods.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lyn Breedlove (941-544-0399)
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