Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
3136 GULF GATE DR, SARASOTA, FL 34231
$425,00018 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,055
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
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 is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
3410 S SCHOOL AVE, SARASOTA, FL 34239
$749,000157 Days on yellowkey MLS ID: A4671779
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 3229 Built: 1956Monthly Fee: $17 Tax: $5,754 (2024)Community: South GateSpa: NoSingle Family
Taxes:$5,754
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Remarks: Spacious and thoughtfully designed, this 4-bedroom, 4-bath home in South Gate offers a rare combination of size, layout, and value. Major components have already been addressed with copper wiring and PVC plumbing, providing added peace of mind. Vaulted ceilings, built-ins, and new skylights enhance the light-filled interior. The well-proportioned floor plan includes three en-suite bedrooms plus a private 600 sq. ft. upstairs suite with sitting area, kitchenette, and electric fireplace—ideal for guests, in-laws, or teens seeking separation and space. The primary suite offers a jetted soaking tub with shower, separate water closet, multiple closets, and a foyer area well suited for a desk or reading nook. The main living area flows seamlessly to the kitchen and dining spaces, while the fenced backyard offers room to play, garden, or create an ideal outdoor retreat with space to add a pool. Located within Sarasota’s highly rated school district and just minutes to Siesta Key Beach, downtown, and shopping, this home delivers comfort, functionality, and location in one compelling opportunity.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Sherri Mills (941-350-7112)
6020 MIDNIGHT PASS RD #42, SARASOTA, FL 34242
$474,000181 Days on yellowkey MLS ID: A4669061
REDUCED by $25,000 (5.0%) on 04/13/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1964Monthly Fee: $607 Tax: $4,320 (2025)Community: Aloha Kai AptsCondo
Taxes:$4,320
Elementary School: Phillippi Shores Elementary
Remarks: Siesta Key Aloha Kai One-story villa, just like new! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning one-bedroom, one-bath villa offers the ultimate in coastal living with direct beach access. Enter into a fully remodeled interior, professionally remediated and redesigned from top to bottom, including stylish furnishings, so you can move right in or start renting immediately. Featuring luxury vinyl floors, private patio, barbecue grill, screened front lanai, new roof and turnkey furnished this condominium offers peace of mind and modern convenience. Short-term rentals allowed. On Siesta Key on Florida’s West Coast in Sarasota, this is a gated beachfront community on one of the top-rated beaches in the United States. Aloha Kai is a laid-back, friendly vacation community with a large swimming pool and direct access to the most spectacular beach on Florida’s Gulf Coast. A beach vacation destination with a laid-back vibe and plenty of places to relax or have an active getaway.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lisa Gullick (941-364-4000)
355 CALLE MIRAMAR, SARASOTA, FL 34242
$3,500,00094 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)
1775 STAPLETON ST, SARASOTA, FL 34239
$1,545,000172 Days on yellowkey MLS ID: A4670359
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2853 Built: 2007Monthly Fee: $568 Tax: $8,620 (2024)Community: Granada ParkSingle Family
Taxes:$8,620
Remarks: Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid concrete block construction for lasting durability, recent improvements include new UV purification in air-conditioning units, a new roof and fresh exterior paint. The well-designed floor plan offers four bedrooms and three baths, with a flowing open layout that connects the great room, dining area and kitchen beneath high ceilings filled with natural light. A private guest suite above the garage provides flexible space for multi-generational living, a studio or fitness retreat. Throughout the home, refined details like solid-wood cabinetry, deep-trimmed windows and fine millwork reflect craftsmanship and quality. The great room impresses with a two-story ceiling and fireplace, while the kitchen showcases shaker cabinetry, quartz countertops, a center island, stainless-steel appliances and a walk-in pantry. Living in Granada Park provides the ease of a lock-and-go lifestyle in a gated, established neighborhood. This pleasant haven is conveniently just .3 miles from Publix, .5 miles to CineBistro, 1.3 miles to Southside Village, two miles to Sarasota Memorial Hospital, 2.6 miles to downtown Sarasota and five miles to Siesta Key Beach. It’s the best of Sarasota living, wrapped in a maintenance-free, West of Trail lifestyle.
Listing Agent: Andrew Tanner (941-539-0998)
1022 S OSPREY AVE, SARASOTA, FL 34236
$1,599,000202 Days on yellowkey MLS ID: A4666624
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2284 Built: 1922 Tax: $4,185 (2024)Community: Rigbys SubSingle Family
Taxes:$4,185
Remarks: Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroom guest house. Renovations include a 2006 conversion of the garage into a guest house with a stucco privacy wall and Chicago brick driveway. In 2018, a spacious primary suite with double closets, a large bath, and French doors to a screened lanai was added. High ceilings, oversized impact windows, and refinished hardwood floors (2024) add to the home’s appeal. Recent updates include a recoated roof with a 10-year transferable warranty (2025), A/C (2023), water heater (2024), encapsulated crawlspace with dehumidifier (2024), foundation reinforcement with new support jacks (2024/2025), and hurricane-rated windows. The kitchen and dining area were fully renovated, featuring custom Conestoga cabinetry and designer appliances (2024/2025). Additional features include recessed lighting, custom closets, a Murphy bed, and a natural gas fireplace. A wellness room with an infrared sauna (2025) completes the interior. Exterior highlights include enhanced landscaping, three all-weather sheds, a pergola with natural gas grill hookups, and a serene brick courtyard surrounded by mature landscaping for privacy. The location is unparalleled, with proximity to Southside Village, the downtown Sarasota bayfront, St. Armands Circle, and the world-famous beaches of Lido and Siesta Key.
Listing Agent: Barbara May (404-822-9264)
1749 LINCOLN PARK CIR, SARASOTA, FL 34236
$3,750,000129 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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Michael Hays (941-376-1826)
1514 S LAKE SHORE DR, SARASOTA, FL 34231
$1,975,00035 Days on yellowkey MLS ID: A4684167
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2430 Built: 1953 Tax: $14,799 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$14,799
Remarks: Under contract-accepting backup offers. Located in the sought-after West of Trail neighborhood of Oyster Bay Estates, this beautifully updated residence sits on nearly one-third of an acre just around the corner from the historic Field Club. The home blends timeless architectural character with extensive recent improvements, creating a refined yet relaxed retreat close to Sarasota’s most desirable destinations. A beautifully landscaped yard and newly added covered front porch with brick pavers create inviting curb appeal and lead to a charming courtyard entry. Inside, the home showcases distinctive craftsmanship and warm architectural details, including Mexican tile floors, natural wood cabinetry and baseboards, exposed ceiling beams, plantation shutters, and hand-crafted clay sconces and pendant lighting. Fresh interior and exterior paint, updated trim, solid-core doors, and impact-rated windows and doors complement the home’s original character while adding modern comfort. The main living spaces flow naturally together, with the kitchen, dining area, and living room opening through walls of glass to the expansive screened lanai. A wood-burning fireplace with carved stone mantel anchors the living room, while a newly detailed tray ceiling adds architectural interest. The kitchen combines artisanal style with high-end functionality, offering custom wood cabinetry, updated countertops, an intricate ceiling detail, and premium appliances including a Sub-Zero refrigerator and Fisher & Paykel dual-fuel range with side-by-side ovens. Privately positioned, the primary suite features vaulted ceilings with exposed wood beams and sliding glass pocket doors that open directly to the pool terrace. Two walk-in closets with newly designed systems lead to the renovated primary bath, which offers dual vanities, private water closets, and a spacious walk-in shower. Two generously sized guest bedrooms provide comfortable accommodations, each with built-in closet systems and beautifully renovated en-suite baths, creating privacy for family and guests within the home’s traditional split floor plan. Outdoor living is designed for both relaxation and entertaining. The screened lanai surrounds a 40-by-14 heated pool framed by stone columns and generous covered seating areas with wood ceilings, while an Ipe wood open deck, fire pit, and lush tropical landscaping create a private backyard sanctuary. Additional improvements include updated plumbing and HVAC throughout, new ductwork and attic insulation, LED lighting, a Sonos sound system in the main living area and covered porch, renovated laundry room with new cabinetry and appliances, epoxy garage flooring, and a propane tankless water heater with gas supplied to the kitchen range and outdoor grill. Ideally located close to shopping, dining, and just minutes from world-renowned Siesta Beach and downtown Sarasota, this Oyster Bay Estates home offers a rare blend of character, privacy, and thoughtful updates in one of Sarasota’s most established neighborhoods.
4301 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$859,000149 Days on yellowkey MLS ID: A4672535
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3406 Built: 1970 Tax: $8,304 (2024)Community: Flora VillaSpa: NoSingle Family
Taxes:$8,304
Elementary School: Wilkinson Elementary
Remarks: A welcoming Sarasota residence that blends spacious indoor living with a true resort-style outdoor oasis, all positioned in one of the most convenient and desirable locations in Sarasota County. Thoughtfully decorated and beautifully maintained, this home opens with a charming courtyard entrance that sets an immediate tone of warmth and sophistication. Inside, Brazilian hardwood floors flow throughout the living spaces, complementing abundant natural light and an open, flexible layout. The home offers large bedrooms and two versatile flex rooms ideal for a den, office, playroom, hobby studio, gym, storage, or an additional guest suite. Upgraded interior doors add a refined touch, while the master bedroom features a custom built-in closet system for exceptional organization. The kitchen impresses with an epoxy river kitchen-island countertop paired with a copper farmhouse sink, creating a stunning focal point for both cooking and entertaining. Additional highlights include Mexican tile accents, a generous walk-in pantry, and thoughtful design that blends character with function. Step outside to discover the crown jewel of the property: a private, resort-style lagoon pool designed for the ultimate Florida lifestyle. This expansive 20,000-gallon saltwater pool showcases a rockwall waterfall, a dolphin fountain, bench seating, and a sun shelf for lounging. With outstanding sun exposure perfect for sunbathing, the pool is surrounded by an oversized pavered patio offering abundant space for lounge seating and entertaining. A 340-sq-ft screened lanai with a ceiling fan extends the indoor living space and provides a comfortable transition to the home’s breathtaking outdoor retreat. Mature tropical landscaping creates lush privacy, enhancing the serene ambiance and delivering the feeling of a secluded paradise. Completing the outdoor experience is a tiki bar with bartop seating and built-in lighting, ideal for evening cocktails, weekend celebrations, and memorable nights under the Florida sky. The property also includes a wired utility and workshop shed, plus an irrigation system for easy landscape maintenance. Beyond its impressive features, the location elevates this home even further. Residents are less than 10 minutes from Downtown Sarasota’s world-class dining, boutique shopping, waterfront parks, and vibrant cultural arts district. The world-famous Siesta Key Beach, renowned for its powdery white quartz sand, is approximately 10 minutes away, offering effortless beach days. The upscale UTC Mall and surrounding dining and entertainment district are about 15 minutes away, while St. Armands Circle and Lido Beach are roughly 20 minutes away for oceanfront dining and luxury leisure. Everyday conveniences, including Sarasota Memorial Hospital, grocery stores, parks, boat ramps, and I-75, are all within minutes, making this home a rare combination of comfort, style, and accessibility. Beautifully updated, move-in ready, and enhanced with an outdoor living experience rarely found in this location, this property presents an exceptional opportunity to embrace the best of Sarasota living! ROOF 2020. Two of three HVACs 2023. PVC plumbing throughout.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
3700 S OSPREY AVE #214, SARASOTA, FL 34239
$299,000196 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 Agent: Andrea Cohen (786-773-0370)
850 S TAMIAMI TRL #630, SARASOTA, FL 34236
$329,00048 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
$1,670,00062 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 is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Amber Lynch (941-556-9680)
2915 LYNNHURST ST, SARASOTA, FL 34239
$475,00024 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)
$475,00024 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
$649,00078 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)
200 SOUTHWINDS DR, SARASOTA, FL 34231
$139,90031 Days on yellowkey MLS ID: A4686992
0 Days Off yellowkey (back on 3/27/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 460 Built: 1968Monthly Fee: $195 Tax: $1,769 (2025)Community: South Winds Mhp Co-OpSpa: NoMobile Home
Taxes:$1,769
Remarks: South Winds Mobile Home Park Co-op
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
3363 SHEFFIELD CIR, SARASOTA, FL 34239
$599,999155 Days on yellowkey MLS ID: A4672288
REDUCED by $25,001 (4.0%) on 04/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2242 Built: 1968Monthly Fee: $17 Tax: $2,925 (2024)Community: Village Green Club EstatesSpa: NoSingle Family
Taxes:$2,925
Remarks: Major price reduction, priced to sell quickly. Experience quintessential Florida living in this spacious, light-filled pool home with a beautiful golf course backdrop—one of the largest pool homes in the highly sought-after Village Green Club Estates at Southgate. Offering over 2,240 sq. ft. of living space, this residence combines comfort, privacy, and classic Sarasota charm. Freshly painted exterior, New AC, The heart of the home is the inviting kitchen, showcasing granite countertops and a full wall of windows overlooking the lanai, sparkling pool, backyard, and golf course beyond. The kitchen flows seamlessly into the dining area/breakfast nook and spacious family room, anchored by a stunning fireplace with mantle. This open-concept layout feels both expansive and cozy—perfect for everyday living or hosting family and friends. A traditional living room and dining room extend from the other side of the kitchen, featuring an oversized sliding glass door that opens directly to the pool area. The split floorplan places the primary suite privately on this side of the home, offering separation from guests or grandchildren. The ensuite bathroom has been recently refreshed, and both bathrooms—as well as all tiled flooring—have been professionally cleaned for a pristine finish. Each bedroom enjoys direct access to the screened lanai and pool through sliding doors, and the second bathroom doubles as a dedicated pool bath for added convenience. The outdoor living area is where this home truly shines. The expansive lanai offers excellent privacy and is ideal for relaxing, entertaining, or simply enjoying the tranquil views. Take a dip in the cage-free 15,000-gallon pool, featuring a new pump and filter. The surrounding deck boasts a no-slip Chattahoochee Stone surface, recently resealed for durability and beauty. A true two-car garage provides ample space for two vehicles, a golf cart, and even extra storage. Residents of Village Green Club Estates enjoy a low HOA fee, **NO CDD fees**, and peace of mind in **Flood Zone X**, outside the 100- and 500-year flood plains. This prime location is just minutes to Downtown Sarasota, world-class beaches, SRQ Airport, and I-75—placing the best of the Suncoast right at your fingertips. Come see why this exceptional home stands out in one of Sarasota’s most established and beloved communities.
Listing Agent: Lee Brewer (941-724-3448)
1332 SIESTA BAYSIDE DR #1332C, SARASOTA, FL 34242
$699,90010 Days on yellowkey MLS ID: A4689488
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988 Tax: $7,606 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$7,606
Remarks: Turnkey furnished and beautifully updated, this ground-level 2-bedroom, 2-bath residence in Gulf & Bay Club Bayside offers an exceptional blend of comfort, convenience, and Siesta Key lifestyle. Lightly lived in and meticulously maintained, the interior features a renovated kitchen with stainless steel appliances, solid stone countertops, breakfast bar seating, recessed lighting, custom tray ceiling detail, and an open connection to the main living area that enhances both everyday living and entertaining. Large-format tile flooring runs throughout the main living spaces, while both bathrooms have been tastefully updated with stone counters and tiled shower surrounds. The spacious primary suite offers a relaxing retreat with direct access to the screened lanai, and the guest bedroom is well appointed for family and visitors. Coastal furnishings and decor create a true move-in-ready presentation. The oversized screened lanai expands the living space and provides a peaceful setting surrounded by tropical landscaping, with the community walking path just outside leading to the Intracoastal fishing area, tennis and pickleball courts, and the second pool. Ideally positioned within the community, this residence is also just a short distance to the clubhouse, fitness center, BBQ area, and main pool. Owners and guests enjoy deeded beach access through Gulf & Bay Club across the street, placing world-famous Siesta Beach just a short stroll away. Siesta Beach is currently the No. 1 beach in the U.S. in TripAdvisor's 2025 Travelers' Choice Awards, and Sarasota County provides free trolley service connecting Siesta Key Village, Siesta Beach, South Village, and Turtle Beach. The location also offers convenient access on and off the island, with nearby Siesta Key Village offering shopping, dining, and the relaxed island atmosphere that makes this area so desirable. A private garage completes the package. Whether sought as a personal retreat, seasonal escape, or investment opportunity, this updated Gulf & Bay Club Bayside residence is an outstanding opportunity on Siesta Key.
Listing Agent: Shane Lewis (941-685-3252)
6140 MIDNIGHT PASS RD #603, SARASOTA, FL 34242
$1,225,00017 Days on yellowkey MLS ID: A4688546
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1521 Built: 1967 Tax: $11,779 (2025)Community: Horizons WestCondo
Taxes:$11,779
Remarks: Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length enclosed balcony for added living space, along with impact windows and doors for peace of mind. Located in Horizons West, a coveted gulf to bay resort community spanning over 7 lushly landscaped acres, residents enjoy 300 feet of deeded private beach with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock perfect for kayaking, paddleboarding, fishing, or relaxing among the mangroves. Conveniently access Siesta Key Village dining, shopping, and entertainment via the free island trolley and embrace the ultimate carefree coastal lifestyle. Come see what Island Life is all about.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
7480 BLAINE WAY, SARASOTA, FL 34231
$549,00027 Days on yellowkey MLS ID: A4687247
1 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1806 Built: 1972Monthly Fee: $4 Tax: $1,900 (2025)Community: Gulf Gate WoodsSpa: NoSingle Family
Taxes:$1,900
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath pool home in the highly desirable Gulf Gate Woods community of Sarasota—where major upgrades have already been completed, offering true peace of mind and effortless Florida living. Freshly painted with new carpet in the bedrooms, the home feels clean, bright, and inviting. A thoughtful layout provides a comfortable flow, complemented by a blend of ceramic tile and hardwood flooring. The kitchen and dining areas are both functional and welcoming—perfect for everyday living or entertaining. Significant recent improvements include a 2026 tile roof with transferable warranty, 2026 Lennox HVAC system, and a 2026 pool pump, giving buyers confidence in the home’s major systems. Additional enhancements such as a 2025 impact-rated front door, full home replumbing, and new gutters further add to the home’s value and durability. Step outside to your private screened lanai and pool area, where the pool deck and cage have been refurbished and upgraded with high wind impact screens—creating the ideal setting to relax and enjoy year-round outdoor living. The spacious primary suite features a private ensuite bath with a separate shower and a walk-in closet. Two additional bedrooms provide flexibility for guests, a home office, or family needs. A 2-car garage and dedicated laundry room complete the home. Situated in a well-established community with an optional HOA and zoned for A-rated schools, this property is just minutes from shopping, dining, and Sarasota’s world-renowned beaches. Furniture is available for purchase, making this a truly move-in ready opportunity.
Listing Agent: Brian Wood (941-928-8408)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.