Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
0 ROBERTS POINT CIR #LOT 17, SARASOTA, FL 34242
$3,400,000187 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,916
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
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
$1,795,000217 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
Tax Year: 2025
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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Drew Russell (941-993-3739)
6312 MIDNIGHT PASS RD #305S, SARASOTA, FL 34242
$775,00058 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
$170,000172 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 is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Diane Mcdonald (941-356-9398)
1703 PELICAN COVE RD #356, SARASOTA, FL 34231
$297,500110 Days on yellowkey MLS ID: A4676888
0 Days Off yellowkey (back on 4/14/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1979 Tax: $2,979 (2025)Community: Pelican Cove XivCondo
Taxes:$2,979
Elementary School: Gulf Gate Elementary
High School: Riverview High
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
$2,995,000198 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
$634,900172 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
Elementary School: Wilkinson Elementary
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)
5618 BRITANNIA DR, SARASOTA, FL 34231
$1,500,00023 Days on yellowkey MLS ID: A4688782
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3163 Built: 1956 Tax: $11,111 (2025)Community: Phillippi Gardens Un 16Single Family
Taxes:$11,111
Remarks: One or more photo(s) has been virtually staged. Brand new build in 2017. No HOA Fee or restrictions. Tucked away on nearly an acre in the desirable Phillippi Gardens area, this private 3-bedroom, 3.5-bath estate offers a rare blend of space, security, and classic Florida charm. Enclosed by a full concrete perimeter wall with an electronic gate, the property provides exceptional privacy and peace of mind in a prime location just minutes from Siesta Key, downtown Sarasota, shopping, dining, and top-rated schools. Designed for both comfort and efficiency, the home features hurricane-impact windows and doors, a durable metal roof, and solar panels with net metering available for energy savings. Additional upgrades include propane service, plantation shutters, and a comprehensive exterior security system with 11 surveillance cameras. Inside, the home offers a warm and inviting layout with spacious living areas, custom details, and seamless indoor-outdoor flow ideal for everyday living and entertaining. Step outside to your own private retreat featuring a sparkling pool surrounded by mature landscaping and expansive yard space. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the detached, air-conditioned garages along with an RV hookup. Ample room to store your boat or RV. Set on nearly an acre with room to expand or simply enjoy the space, this unique property boasts privacy and convenience.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Denise Mei (941-685-3198)
1880 LOMA LINDA ST, SARASOTA, FL 34239
$1,895,00025 Days on yellowkey MLS ID: A4688301
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2904 Built: 1954 Tax: $17,468 (2025)Community: Floyd & Cameron SubSpa: YesSingle Family
Taxes:$17,468
Elementary School: Southside Elementary
Remarks: Sought after West of Trail location close to Southside Village and on a cul-de-sac street. The home boasts almost 3000 square feet of airy living space and an open floor plan with vaulted ceilings. The kitchen with countertop seating overlooks the great room and dining room. The bedroom layout is a split plan with the large primary suite opening to the pool area and featuring a rainfall shower and garden tub plus double vanities. Two guest bedrooms share an updated bathroom with the fourth bedroom on the other side of the home and a separate bathroom with shower in hallway. A large family room is off the kitchen and dining room areas and has another full bathroom and French doors that open to the pool. An over-sized utility room off the kitchen has an extra refrigerator and built in cabinetry. The expansive caged in pool area with spa allows for ample entertaining space with plenty of fenced backyard beyond, allowing for wonderful indoor/outdoor entertaining.
Listing Agent: Barbara May (404-822-9264)
1347 HARBOR DR, SARASOTA, FL 34239
$4,300,00095 Days on yellowkey MLS ID: A4679697
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4069 Built: 2014Monthly Fee: $13 Tax: $57,247 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$57,247
Remarks: Exceptional Harbor Acres modern residence offering 5 bedrooms, including a sunroom converted by the owners into a true 5th bedroom (closet and A/C). Warm contemporary design with seamless indoor-outdoor living. Located in Harbor Acres, one of Sarasota’s most coveted neighborhoods, this exceptional modern residence delivers a rare blend of warm contemporary design, luxury finishes, and seamless indoor-outdoor living. Perfectly scaled for the neighborhood, the open floor plan is flooded with natural light and effortlessly blurs the line between inside and out. The great room features 8-ft pocketing sliders opening to the covered lanai, anchored by a gas fireplace with illuminated floating shelves. The chef’s kitchen is a showpiece with top-of-the-line Miele appliances, solid wood cabinetry, an expansive quartz island, LED lighting, and a butler’s pantry for effortless entertaining. A separate dining room with picturesque windows offers an inviting setting for intimate gatherings, while the adjoining family room provides a relaxed space to unwind. The first-floor primary suite is a serene retreat with walls of windows overlooking lush tropical foliage and a spa-inspired bath featuring a soaking tub and glass shower. A dedicated office/flex room is conveniently located on the main level. Owners thoughtfully converted the sunroom into a 5th bedroom, offering added flexibility for guests or multigenerational living. Sleek open-riser stairs lead upstairs to two en-suite bedrooms providing privacy and comfort.
Listing is courtesy of: MICHAELA DAMM & PARTNERS (941-726-1808)
Listing Agent: Miska Damm (941-726-1808)
6150 MIDNIGHT PASS RD #Unit 10 A&B, SARASOTA, FL 34242
$1,345,000271 Days on yellowkey MLS ID: A4660785
3 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1962 Built: 1967 Tax: $11,447 (2024)Community: Island HouseCondo
Taxes:$11,447
Remarks: Under contract-accepting backup offers. A rare investment opportunity awaits with this proven income-producing property on world-renowned Siesta Key Beach. Located within the beautifully maintained Island House Beach Resort, this unique offering includes two units in one building, complete with a two-car carport and additional storage. Flexible rental options allow it to be used as a full 4-bedroom rental, two separate 2-bedroom units, or you can live in one and rent the other—offering excellent versatility and income potential. Recently renovated, the property features hurricane-impact windows, 3M-tinted sliders, and is being sold turnkey furnished for immediate use. Enjoy private beach access with cabanas, beach chairs, and lounges, just a short walk from your doorstep. The resort also offers a spacious beachside courtyard with patio seating, gas grills, and shuffleboard courts—perfect for relaxing or entertaining. The recreation center includes a full-length heated swimming pool, pool table, ping pong, and air hockey, providing plenty of options for fun and relaxation. Ideally located just minutes from Siesta Key Village, downtown Sarasota, and steps from the sand, this is your chance to own a slice of paradise with excellent income potential.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
3136 GULF GATE DR, SARASOTA, FL 34231
$425,00029 Days on yellowkey MLS ID: N6143660
0 Days Off yellowkey (back on 4/13/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1187 Built: 1966 Tax: $2,055 (2025)Community: Gulf GateSingle Family
Taxes:$2,055
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained pool home in the heart of Gulf Gate—one of Sarasota’s most established and sought-after neighborhoods known for its charm, walkability, and unbeatable convenience. This 2-bedroom, 2-bath residence features a bright, open-concept layout with an easy, natural flow between the living, dining, and kitchen areas, creating an ideal setting for both everyday living and entertaining. The kitchen is appointed with classic white cabinetry, offering a clean, timeless look that enhances the home’s light and inviting atmosphere. Large sliding glass doors fill the interior with natural light and open to a spacious screened lanai, where a recently resurfaced pool provides your own private outdoor retreat. The primary suite is thoughtfully designed with a walk-in closet, en suite bathroom, and direct access to the pool area—perfect for enjoying Florida living at its finest. The second bedroom is generously sized and versatile, well-suited for guests, a home office, or additional living space. Notable upgrades include a 2020 Roof, an attractive paver driveway, and a spacious two-car garage with epoxy flooring, offering both function and durability. Gulf Gate is highly regarded for its mature landscaping, friendly atmosphere, and close proximity to everyday conveniences. Just minutes away, Gulf Gate Village offers a vibrant mix of locally owned restaurants, cafés, and shops. Publix, Trader Joe’s, and Costco are all within easy reach, along with top-rated Sarasota schools. Best of all, Siesta Key Beach—world-renowned for its powdery white sand and stunning Gulf waters—is only a short drive away. Whether you’re seeking a full-time residence, seasonal escape, or investment opportunity, this move-in-ready home delivers the perfect combination of comfort, location, and the quintessential Florida lifestyle.
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
355 CALLE MIRAMAR, SARASOTA, FL 34242
$3,500,000105 Days on yellowkey MLS ID: N6142420
Bed: 6 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 2660 Built: 1993 Tax: $25,782 (2025)Community: Sarasota BeachSpa: YesApartment
Taxes:$25,782
Remarks: Rare opportunity to own a pristine, income-producing duplex just steps from Siesta Key Village and one block from the powdery sands of Siesta Key Beach—recognized as one of the finest beaches in the world. Properties offering this level of condition, location, and flexibility are seldom available. Each residence features 3 bedrooms and 2.5 bathrooms and has been thoughtfully renovated and fully furnished for immediate enjoyment or turnkey rental use. Interiors showcase luxury vinyl flooring throughout, updated kitchens, split-bedroom layouts, in-unit laundry, and large flat-screen televisions in all bedrooms and living areas—designed to support both comfortable living and strong rental demand. Bright, sunfilled open bedrooms with generous closets complement spacious, well-appointed kitchens. Outdoor living is exceptional, with 2 heated private pools and spas, front and rear patios, and deeded canal access just around the corner—features that enhance both lifestyle enjoyment and guest appeal. Each unit includes a private garage with game room, accommodating up to two vehicles, along with additional driveway parking—an exceptional convenience on Siesta Key. The property offers outstanding versatility, whether used as a primary or seasonal residence with supplemental rental income, or operated as a dual-income investment. Significant exterior improvements include updated siding and trim, hurricane-rated windows on the front elevation, refreshed lighting, fresh exterior paint, and brick paver driveways and walkways—creating a polished coastal offering in one of Siesta Key’s most desirable and supply-constrained locations.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Matthew Vander Wyden (941-483-0977)
1749 LINCOLN PARK CIR, SARASOTA, FL 34236
$3,750,000140 Days on yellowkey MLS ID: A4674729
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2001Monthly Fee: $600 Tax: $30,176 (2024)Community: Lincoln Park On Hudson BayouSingle Family
Taxes:$30,176
Remarks: Downtown Waterfront! Seeking instant gratification? Welcome to one of downtown Sarasota’s most hidden gems. Located in Lincoln Park on Hudson Bayou, this intimate enclave of just eight residences offers a rare blend of privacy, charm, and immediate access to the very best of Sarasota’s cultural and waterfront lifestyle. Tucked along the tranquil waters of Hudson Bayou, the setting is serene yet remarkably close to downtown’s celebrated restaurants, theaters, art venues, and the iconic Marie Selby Botanical Gardens. As you arrive along the tree-lined street, the home’s Craftsman-style architecture immediately captures attention. A freshly painted exterior featuring HardieBoard siding and accents delivers timeless appeal with low maintenance living in mind. Inside, the residence strikes a perfect balance between comfort and modern sophistication. Every detail reflects the owner’s discerning eye for design. A charming brick-lined front porch leads to an inviting entry and a versatile sitting room—ideal as a home office, reading nook, or a sunlit spot to enjoy morning coffee. The curated eat-in kitchen is the centerpiece of the home, appointed with upgraded Bosch appliances, a gas cooktop, and thoughtful finishes that elevate both form and function. Adjacent, the spacious living room features a custom built-in entertainment center and offers the perfect setting for relaxed evenings, family gatherings, or conversation with friends. French doors open to a true waterfront sanctuary—an outdoor retreat complete with Brazilian Ipe decking, a heated pool and spa, and peaceful bayou views. The primary suite is conveniently located on the main level, offering a luxurious, spa-inspired bathroom with custom tile work. Upstairs, three generously sized guest bedrooms provide ample space and flexibility. One functions beautifully as a second primary suite, featuring a stunning custom bath that rivals the main suite. A fourth bedroom is currently configured as a den with an armoire and custom built-in cabinetry. Adding to the home’s rare appeal is a deeded boat slip with a 10,000-pound lift directly on Hudson Bayou, offering immediate access to Sarasota Bay and beyond. Perfectly positioned between downtown Sarasota and Southside Village, this exceptional residence places dining, shopping, recreation, and culture just moments away. It would be remiss not to mention your choice of award-winning beaches a few minutes' drive away. Private showings available by appointment.
Listing Agent: Michael Hays (941-376-1826)
3700 S OSPREY AVE #214, SARASOTA, FL 34239
$299,000207 Days on yellowkey MLS ID: A4667426
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,282 (2025)Community: Plaza GardensCondo
Taxes:$2,282
Remarks: Motivated Seller! Discover Your Ideal Retreat at Plaza Gardens in Sarasota! Welcome to this beautifully remodeled, fully furnished two-bedroom condo situated in the heart of Sarasota! Surrounded by lush tropical greenery and well-kept gardens, this boutique-style residence is the perfect escape for those seeking a serene beach getaway. Located just southeast of Siesta Key’s North Bridge, you're only minutes away from stunning Siesta Key beaches for sun-soaked relaxation. Enjoy the convenience of nearby shopping with Morton’s Market and Publix just around the corner. Downtown Sarasota, known for its vibrant shopping, dining, and cultural experiences, is also a short drive away. This thoughtfully designed condo features an open floor plan that maximizes space and comfort. The modern kitchen comes equipped with new stainless steel appliances, stylish cabinetry, and sleek quartz countertops, perfect for meal preparation. With easy-to-maintain wood laminate flooring and a spacious bathroom accessible from both bedrooms, this unit ensures privacy and comfort. The primary suite includes a cozy alcove with a built-in cabinet and chic quartz countertop for a washer and dryer, blending style with functionality. This turn-key condo is an excellent opportunity for seasonal rentals! With low association fees and a prime location, it’s ideal for vacationers looking to experience the charm of Sarasota and its beautiful beaches. Don't miss out on this exceptional chance to own a piece of paradise at Plaza Gardens. Experience the perfect blend of relaxation, convenience, and investment potential today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Andrea Cohen (786-773-0370)
850 S TAMIAMI TRL #630, SARASOTA, FL 34236
$329,00059 Days on yellowkey MLS ID: A4684292
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1224 Built: 1998 Tax: $1,963 (2025)Community: Central Park Sec 2 Ph 1Townhouse
Taxes:$1,963
Remarks: Beautiful townhouse in Central Park II Recently painted with laminant flooring thruout the unit, two bedrooms upstairs each with own bath a half baths located close to downtown. This pet friendly complex has swimming pool , clubhouse and tennis courts. Close to downtown and a short ride to St Armands and the beaches.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Tom Ward (941-350-2463)
2519 SESAME ST, SARASOTA, FL 34231
$1,670,00073 Days on yellowkey MLS ID: A4682791
REDUCED by $25,000 (1.5%) on 04/12/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3715 Built: 1975 Tax: $14,989 (2025)Community: Sesame Acres A RepSingle Family
Taxes:$14,989
Remarks: Motivated seller and welcomes serious offers! This 5-bedroom single-family home on just under an acre in the heart of Sarasota is a rare find. The residence has been beautifully updated featuring a stunning, newly renovated kitchen with modern finishes, quality cabinetry, and generous space for cooking, gathering, and entertaining. The thoughtfully designed layout flows seamlessly, offering both comfortable everyday living and an ideal setting for hosting family and friends. Set on an incredibly hard-to-find .93 acres, the property provides exceptional privacy and outdoor enjoyment. The fully fenced yard offers security and peace of mind, while the heated pool creates the perfect space for year-round relaxation and entertaining. Located within an excellent school district and close to everything Sarasota has to offer, this home delivers the perfect blend of space, style, privacy, and location.
Listing Agent: Amber Lynch (941-556-9680)
2915 LYNNHURST ST, SARASOTA, FL 34239
$475,00035 Days on yellowkey MLS ID: A4687800
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1632 Built: 1945 Tax: $4,100 (2025)Community: Rio VistaSpa: NoSingle Family
Taxes:$4,100
Elementary School: Alta Vista Elementary
Remarks: CASH-FLOW OPPORTUNITY! This INCOME-PRODUCING DUPLEX Two 2bed 1bath units, is already done for you and delivering strong returns with a 7% CAP RATE and SOLID ANNUAL TENANTS IN PLACE. The property has been BEAUTIFULLY UPDATED with all major mechanicals handled, including a NEW ROOF (2021), UPDATED AC UNITS (2021 upstairs and 2018 downstairs), and a FULL RE-PLUMB (2019) with PEX, PVC, and NEW SEWER lines. Both units feature UPDATED KITCHENS AND BATHROOMS along with DURABLE VINYL FLOORING THROUGHOUT, while the upstairs unit includes NEW APPLIANCES, CABINETS, AND COUNTERTOPS. Each unit is INDIVIDUALLY METERED, tenants PAY ALL UTILITIES, and both are currently rented at $1,800 per month to excellent tenants. The downstairs unit is being sold TURNKEY FURNISHED and has previously been used as a SHORT-TERM RENTAL, offering additional income potential. The property is ideally located just 2 miles to downtown Sarasota, Right Next to Arlington park and pool, around the corner from Pinecrest and 3 miles to Bayfront Park, with close proximity to public transportation and the Legacy Trail. Additional highlights include a FULLY FENCED YARD, SHADED BACKYARD SPACE, a LARGE COVERED STORAGE SHED, and PARKING FOR UP TO 5 VEHICLES. NO FLOOD INSURANCE IS REQUIRED with NO FLOODING OR STORM DAMAGE!!! This is a rare opportunity to own an UPDATED, STABLE, CASH-FLOWING PROPERTY from day one.
Listing is courtesy of: FIVE STAR REAL ESTATE OF FLORIDA LLC (904-539-3336)
Listing Agent: Sarah Allbee, Pa (727-285-0843)
$475,00035 Days on yellowkey MLS ID: A4687789
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1632 Built: 1945 Tax: $4,100 (2025)Community: Rio VistaSpa: NoApartment
Remarks: CASH-FLOW OPPORTUNITY! This INCOME-PRODUCING DUPLEX is already done for you and delivering strong returns with a 7% CAP RATE and SOLID ANNUAL TENANTS IN PLACE. The property has been BEAUTIFULLY UPDATED with all major mechanicals handled, including a NEW ROOF (2021), UPDATED AC UNITS (2021 upstairs and 2018 downstairs), and a FULL RE-PLUMB (2019) with PEX, PVC, and NEW SEWER lines. Both units feature UPDATED KITCHENS AND BATHROOMS along with DURABLE VINYL FLOORING THROUGHOUT, while the upstairs unit includes NEW APPLIANCES, CABINETS, AND COUNTERTOPS. Each unit is INDIVIDUALLY METERED, tenants PAY ALL UTILITIES, and both are currently rented at $1,800 per month to excellent tenants. The downstairs unit is being sold TURNKEY FURNISHED and has previously been used as a SHORT-TERM RENTAL, offering additional income potential. The property is ideally located just 2 miles to downtown Sarasota, Right Next to Arlington park and pool, around the corner from Pinecrest and 3 miles to Bayfront Park, with close proximity to public transportation and the Legacy Trail. Additional highlights include a FULLY FENCED YARD, SHADED BACKYARD SPACE, a LARGE COVERED STORAGE SHED, and PARKING FOR UP TO 5 VEHICLES. NO FLOOD INSURANCE IS REQUIRED with NO FLOODING OR STORM DAMAGE!!! This is a rare opportunity to own an UPDATED, STABLE, CASH-FLOWING PROPERTY from day one.
9393 MIDNIGHT PASS RD #606, SARASOTA, FL 34242
$649,00089 Days on yellowkey MLS ID: A4679319
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1279 Built: 1975 Tax: $5,523 (2025)Community: Pointe On Midnight PassCondo
Taxes:$5,523
Remarks: Live your dream in this light and bright 6th-floor 2-bedroom, 2-bath condo with spectacular views of both the Gulf and the Bay! This unit is the perfect place to watch a sunrise or a sunset and soak in the beauty of Neville Preserve, Little Sarasota Bay, and the Gulf! Gorgeous bay views are showcased along the back of the unit through floor-to-ceiling sliders that span the entire space. The open kitchen features quartz countertops, white cabinetry, stainless steel appliances, and full Gulf views. The large master bedroom overlooks the Bay and features abundant closet space and an en-suite bath. A second bedroom and hall bath are ideal for family and/or guests. Additional conveniences include a washer/dryer in a closeted utility area and a ground level storage unit—perfect for beach and golf gear. An assigned covered parking space is conveniently located near the building entrance. Furnished and move-in ready!. The Pointe, a unique community located at the southernmost end of Siesta Key, is surrounded by water on three sides. Just south of The Pointe, recently reopened Midnight Pass connects the Bay and Intracoastal Waterway to the Gulf - enhancing boating, estuaries, marine life, and real estate values! A gated property, The Pointe is beautifully landscaped and features every amenity: a heated pool and spa, lighted tennis and pickle ball courts, private boat docks, kayak and paddleboard racks and launch, exercise rooms, men's and women's saunas, a beautiful club house with a fireplace and a full kitchen, a private island with gazebo and grills, and on site management and maintenance. This five plus acre property is conveniently located just a few minute's walk from Turtle Beach and three restaurants. Come live at the less traveled, more tranquil end of the Key and enjoy the walking and bike paths under tree-lined Midnight Pass Road. Boat docks are available!!
Listing Agent: Robert Ruiz (941-544-3299)
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