Location: Sarasota
Do Not Show Listings
5927 DRIFTWOOD AVE, SARASOTA, FL 34231
$575,00023 Days on yellowkey MLS ID: A4694069
REDUCED by $15,000 (2.5%) on 06/04/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1412 Built: 1969 Tax: $3,188 (2025)Community: FlorenceSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,188
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to 5927 Driftwood Ave., Sarasota, FL 34231—a classic Florida ranch home nestled in a desirable “West of Trail” community, just one block from the Intracoastal Waterway. Set on over a quarter of an acre, this Sarasota property offers a rare combination of timeless charm and modern updates in a location central to Siesta Key’s world-famous beaches, Phillippi Estate Park, and all the shopping, dining, and entertainment Sarasota is known for. The curb appeal stands out with a covered front porch and a welcoming Florida feel. Inside, the great room features open living and dining spaces with tile floors, a chandelier with ceiling medallion, and a crown-molding accent wall. Sliding doors connect the living area to a bright home office, offering an ideal setting for relaxation or entertaining. The kitchen is designed for both style and function, featuring custom white cabinetry with generous storage, gold hardware and fixtures, gold-veined white countertops, and a dedicated coffee station. A gas range is exciting for anyone who loves to cook, and the laundry is conveniently located just off the kitchen. Enjoy an apron sink, custom floor-to-ceiling pantry, stainless steel appliances, and a peninsula bar with drop lighting. There is also direct entry to the attached two-car garage with attic storage. Out back, your private backyard oasis awaits—surrounded by palm trees and privacy fencing. The heated open-air pool and covered lounge area—equipped with double ceiling fans—create a true Sarasota retreat for dining, relaxing, or entertaining. The pool bath features artisan blue scalloped tile, a walk-in shower with dual rainfall heads, a vessel sink atop a white shaker vanity with gold fixtures, and a sculptured mirror, all in an airy, light-filled palette. Both bedrooms offer wood-tone flooring, ceiling fans, and customized closet storage. The primary suite includes a walk-in closet and a recently updated en suite bathroom with a glass-enclosed, walk-in shower and marble-topped vanity. The second bedroom features mirrored closet doors and built-in organizer shelving. Additional storage is available in the hallway closet and attic. Practical features include partially updated windows and a propane tank. With no HOA restrictions at 5927 Driftwood Ave., you’ll enjoy the flexibility to bring your boat, RV, or other recreational vehicles—offering convenience for a variety of interests. Updates have already been started, allowing for your own finishing touches over time. Built in 1969, this home reflects the enduring craftsmanship of its era while providing endless opportunities for personalization. The unbeatable location, spacious lot, and flexible amenities make this Sarasota home a fantastic choice for those seeking a full-time residence or investment in a rapidly appreciating neighborhood. Experience the best of Sarasota living at 5927 Driftwood Ave.—just blocks from the Intracoastal Waterway, minutes to Siesta Key, and close to everything that makes Sarasota, Florida, such a desirable place to call home.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
476 MEADOW LARK DR, SARASOTA, FL 34236
$4,199,00063 Days on yellowkey MLS ID: A4689563
REDUCED by $296,000 (6.6%) on 06/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3336 Built: 1985Monthly Fee: $110 Tax: $41,567 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$41,567
Elementary School: None
High School: None
Middle School: None
Remarks: A Key West-inspired waterfront retreat in prestigious Bird Key, this residence blends timeless coastal design with extensive updates and exceptional indoor-outdoor living. Set along 101 feet of canal frontage with direct access to Sarasota Bay, the property offers a rare opportunity to enjoy a boating lifestyle in one of the area’s most sought-after neighborhoods. Manicured landscaping and inviting front porches introduce the home’s architectural charm, while inside, nearly 3,400 square feet of living space unfolds across two levels (furnishings may be purchased separately). Beautiful hardwood flooring connects the open layout, where vaulted ceilings, skylights, and impact-rated PGT windows and doors fill the interiors with natural light. The double glass and solid wood entry opens to a bright, contemporary living space that flows effortlessly into the formal dining area. At the heart of the home, the eat-in chef’s kitchen is thoughtfully designed with shaker-style cabinetry, quartz countertops, stainless steel appliances, a center island, and a breakfast bar peninsula. A dedicated cafe-style dining area is complemented by a wet bar featuring dual wine cooler/beverage refrigerator, and floating shelving. Impact sliding glass doors open to the covered outdoor entertaining area and pool deck beyond. This inviting space overlooks the family room. Upstairs, the oversized primary suite offers a private retreat with terrace access, a spacious en-suite bathroom, and a walk-in closet. A second en-suite bedroom also enjoys its own terrace, while two additional guest bedrooms share a third bath, providing flexibility for family and visitors. Outdoor living is designed for both relaxation and entertaining. The heated swimming pool is surrounded by a brick paver deck, with an additional open deck ideal for lounging. Just beyond, the extended dock and newly reinforced seawall (2025) create a seamless connection to the water, offering direct access to the waterway that flows out to Sarasota Bay, for boating and waterfront enjoyment. A long list of improvements enhances the home’s value and peace of mind, including a 2023 metal roof, impact PGT windows and doors, updated mechanical systems, and recent exterior upgrades such as new soffit, fascia, and gutters (2026). Bird Key is known for its central location between downtown Sarasota and St. Armands Circle, offering residents convenient access to waterfront dining, boutique shopping, and cultural venues. Just minutes away, Lido Beach and Longboat Key provide some of the region’s most celebrated Gulf-front shorelines, while nearby marinas and yacht clubs complement the boating lifestyle that defines this exceptional community.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
2306 VALENCIA DR, SARASOTA, FL 34239
$1,210,00051 Days on yellowkey MLS ID: A4691100
REDUCED by $35,000 (2.8%) on 06/06/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1949 Built: 1955 Tax: $4,130 (2026)Community: South GateSingle Family
Taxes:$4,130
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2026
Remarks: Welcome home to the heart of Sarasota's Southgate neighborhood! This stunning, fully rebuilt residence blends modern comfort with timeless appeal. Featuring 3 bedrooms 2.5 baths, the home showcases a bright open-concept floor plan with 10 ft.ceilings creating a light and bright atmosphere throughout. The impressive kitchen features custom soft-close cabinetry, premium appliances, a dedicated bar area, and a spacious breakfast bar ideal for casual gatherings. The master bedroom has a spa inspired bathroom with generous closet space. Sliding doors throughout this lovely home invites you outdoors to your private oasis. The maintenance-free yard features a sparkling heated large pool and spa enhanced with a sunshelf. The shaded patio is perfect for relaxing and casual entertaining. Lush landscaping provides complete privacy enclosed by a full fence for your pets enjoyment too. Southgate is a well renowned sought after area located in the Southside School district, just a few minutes from Sarasota Memorial Hospital, down town area, and the beach. This amazing house could be your....."Home sweet Home"
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
2570 WILD CHERRY PATH, SARASOTA, FL 34240
$875,00018 Days on yellowkey MLS ID: A4694710
0 Days Off yellowkey (back on 6/11/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2934 Built: 2022Monthly Fee: $370 Tax: $11,189 (2025)Community: Windward At Lakewood RanchSpa: YesSingle Family
Taxes:$11,189
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Better than new!!! This stunning 4-bedroom, 4-bathroom, almost 3,000 sq ft nestled within the coveted Windward community in the southern most neighborhood of Lakewood Ranch closest to the nation's #1 Beach, Siesta Key! This 2-story home has been transformed with nearly $270,000 in owner upgrades that new construction cannot match. From the moment you arrive, designer landscaping lines the exterior. Step inside and you'll find the home office and luxury vinyl plank flooring that runs throughout the entire home, not a single square foot of carpet. The primary bedroom is conveniently located on the main floor and features a beautifully updated tile bathroom and a custom walk-in closet with professional built-in organizers. The kitchen has a center island, gas stove, stainless steel appliances, backsplash and updated lighting, oversized walk-in pantry with custom built-in closet system and is attached to the laundry room. The upstairs features 3 more bedrooms including a guest suite, 2nd living room and storage closet. The heart of this home is the dream Outdoor Oasis, custom salt water heated pool, spa and outdoor kitchen creating a true backyard resort. Privacy screens have been added to the back to complete the private outdoor retreat. When hurricane season arrives, this home is ready: first-floor storm shutters, including a screened enclosure for the outdoor kitchen to store your outdoor furniture plus a whole-house generator. Two car attached garage with built in shelving and epoxy flooring. Discover the unparalleled lifestyle that Lakewood Ranch offers, the #1 best-selling master-planned community in the US. The Windward community offers 8 pickleball courts, tennis courts, resort style pool with lap lanes and separate zero entry pool along with a gym, studio, playground, community center for hosting events and nature trails. Just 3 miles to Waterside where you'll find shopping, restaurants and Sunday Farmer's market.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kate Howard (563-940-3383)
2532 FRUIT TREE DR, SARASOTA, FL 34239
$2,375,00041 Days on yellowkey MLS ID: A4692314
Bed: 6 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3931 Built: 2025 Tax: $3,561 (2024)Community: South GateSpa: YesSingle Family
Taxes:$3,561
Tax Year: 2024
Remarks: MOTIVATED SELLER. NEW HOME IN SOUTHGATE. Built with the perfect blend of elegance, and comfort this home has so many beautiful features for today's lifestyle and modern living. The perfect blend of elegance & comfort exudes this beautiful residence. The thoughtfully designed floor plan features a first floor open living space with soaring ceilings, lots of hurricane windows and sliding doors gives this beautiful home effortless indoor-outdoor living enjoyment and fills the home with natural light. The open concept chef inspired kitchen has plenty of custom soft-close cabinet space and drawer space. All accented with under mount lighting. The large breakfast bar is perfect for casual living and entertaining. The dining area encircled with windows overlooks the lovely landscaped yard and pool/spa. Sliding doors wrap around the house from every room to the great outdoors. The master suite includes a spacious spa inspired bathroom with soaking tub and large closet space. The elegant open staircase leads to the second floor with a gathering area and outdoor balcony in the front of the house. four additional bedrooms with bathrooms and walk in closets including a family room with sliders to an outdoor veranda overlooking the yard and pool completes the home.. There is also a laundry area located on the second floor! Masterfully planned and designed with your comfort and easy living in mind. This home is impressive, beautiful and a relaxing place to call home. Located in one of the most sought after locations in Sarasota. Close to the Sarasota Memorial Hospital, Selby Gardens, Van Wezel, Oslo, Down town restaurants and shopping. Your dream Your home....
7796 ALISTER MACKENZIE DR, SARASOTA, FL 34240
$2,695,000114 Days on yellowkey MLS ID: A4682766
REDUCED by $90,000 (3.2%) on 04/12/2026
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7639 Built: 1991Monthly Fee: $345 Tax: $18,579 (2025)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$18,579
Remarks: With a level of scale and versatility rarely available in Laurel Oak Estates today, this residence is set on an oversized lakefront corner lot just under three-quarters of an acre, offering exceptional privacy, long water views, and a true legacy opportunity within the community. Designed for both gracious entertaining and everyday living, the home unfolds through expansive yet inviting spaces filled with natural light and framed by soaring ceilings and tranquil lake views. Multiple living and gathering areas create an effortless flow, allowing the home to feel equally comfortable hosting large celebrations or quiet evenings at home. At the heart of the residence, the chef’s kitchen anchors the main living areas with custom cabinetry, stone surfaces, a generous center island, and a built-in wine bar, ideal for connection, conversation, and entertaining. Architectural details such as eight-foot solid doors, crown molding, and thoughtfully scaled rooms add warmth and timeless character throughout. Five private en-suite bedrooms provide comfort and flexibility, including a spacious primary suite with spa-like bath and generous closet space. A separate lakefront guest residence offers exceptional versatility and privacy, featuring northern exposure, soaring ceilings, loft space, and a private balcony, ideal as an in-law suite, art studio, private office, or retreat. Outdoor living is calm and expansive. A screened pool and spa, newly updated with new tile and resurfacing, along with a paver lanai, outdoor shower, and courtyard with fountain create a peaceful setting for relaxation and entertaining, all overlooking the lake. The .6896 acre lot provides a rare sense of openness and privacy within the community. Additional features include a circular drive, multiple garages including a separate garage for the guest residence, multiple zoned air-conditioning systems, and a newer tile roof supporting comfort, efficiency, and ease of living. Experience the best of Laurel Oak, one of Sarasota’s most sought-after gated communities, featuring a 24-hour secure guard gate, beautifully maintained grounds, and a true sense of privacy and prestige. Residents also have the option to join the renowned Laurel Oak Country Club, home to two championship golf courses, tennis, dining, and an active social calendar that makes it easy to enjoy the very best of Florida club living. This is an estate designed not just to impress, but to be lived in, shared, and remembered.
Listing Agent: Jessica Stiegel (703-898-8465)
4268 LAS PALMAS WAY, SARASOTA, FL 34238
$1,695,00024 Days on yellowkey MLS ID: A4692954
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4242 Built: 1989Monthly Fee: $250 Tax: $12,245 (2025)Community: PrestanciaSpa: YesSingle Family
Taxes:$12,245
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Behind the gates of Prestancia's coveted Estates section, this fully renovated Sarasota residence captures the kind of Florida living buyers move here hoping to find: private, peaceful, and effortlessly refined. Set on an oversized homesite overlooking the manicured fairways of TPC Prestancia, the home blends timeless architecture with a fresh, modern interior designed for the way people live today. Inside, soaring ceilings, oversized windows, and expansive living spaces create an immediate sense of openness and light. The redesigned kitchen anchors the home with clean contemporary finishes, generous prep space, and seamless connection to the surrounding living and dining areas, all oriented toward the outdoor entertaining spaces and golf course views beyond. Designed for effortless single-level living, the floor plan offers a rare combination of scale and livability. The private primary suite, dedicated office, guest accommodations, and expansive living spaces are thoughtfully positioned to maximize comfort, functionality, and privacy. Large windows and multiple access points to the lanai blur the line between indoors and out, allowing the home to live as beautifully outside as it does inside. Outside, the resort-style pool and expansive deck are framed by lush landscaping and wide golf course vistas, offering exceptional privacy and space to entertain, unwind, or simply enjoy Sarasota's year-round sunshine. Located within one of Sarasota's most established gated communities, Prestancia offers 24/7 guarded entry, mature tree-lined streets, Audubon-sanctioned surroundings, and optional access to championship golf, dining, and social amenities. Just minutes from Siesta Key Beach, downtown Sarasota, The Legacy Trail, shopping, dining, and the area's renowned arts and cultural attractions, this is a rare opportunity to own a move-in ready estate in one of Palmer Ranch's most desirable luxury communities.
6211 CANARY ST, SARASOTA, FL 34241
$765,0004 Days on yellowkey MLS ID: A4696373
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2366 Built: 1969 Tax: $6,511 (2025)Community: Lakewood Tr ASpa: NoSingle Family
Taxes:$6,511
Elementary School: Lakeview Elementary
Remarks: MOTHER IN LAW SUITE. Experience the perfect blend of space, privacy, and the coveted Florida lifestyle in this exceptional 4 bedroom, 3 bathroom estate, ideally situated on more than an acre of beautifully landscaped grounds in one of Sarasota’s most desirable locations. Surrounded by mature tropical foliage and overlooking tranquil lake views, this move-in-ready residence offers comfort, versatility, and thoughtful updates throughout. Step inside to discover pristine tile flooring, an airy open-concept layout, and expansive windows that fill the home with natural light while seamlessly connecting the indoors with the surrounding natural beauty. At the heart of the home, the updated kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and charming wood accent details that create a warm and inviting atmosphere. The spacious primary suite serves as a private retreat, complete with a large walk-in closet and a beautifully appointed en-suite bathroom featuring a walk-in shower. Two additional bedrooms, each with walk-in closets, provide ample storage and flexibility for family, guests, or a home office. A standout feature of the property is the secluded in-law suite, offering its own entrance, generous bedroom, walk-in closet, and full en-suite bath. This versatile space is ideal for multigenerational living, extended guests, or potential rental income opportunities. Designed for both relaxation and entertaining, the expansive air-conditioned Florida room provides year-round enjoyment while showcasing peaceful water views. Outside, a fenced side yard offers the perfect space for pets and play, while the sprawling grounds invite you to unwind beneath swaying palm trees and enjoy the serenity of lakeside living. Located in a rare no-HOA neighborhood, this property offers the freedom to personalize your home with minimal restrictions. Enjoy the tranquility of estate-style living while remaining just minutes from world-renowned Siesta Key Beach, premier shopping, dining, entertainment, and convenient access to I-75. Offering privacy, flexibility, and modern comfort in an unbeatable Sarasota location, this rare property is an opportunity you won't want to miss, schedule your private showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
1743 8TH STREET, SARASOTA, FL 34236
$750,0009 Days on yellowkey MLS ID: A4695550
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1925 Tax: $7,391 (2025)Community: SchindlersSingle Family
Taxes:$7,391
Remarks: Rare opportunity to own a beautifully restored vintage home with a detached art studio on a 10,000 SF double lot in one of Downtown Sarasota’s most desirable and evolving neighborhoods. Extensively renovated in 2020, the home features updated plumbing, electrical, windows, Hardie board siding, and numerous additional improvements, resulting in an effective year built of 2020. The property blends timeless character with modern functionality while offering exceptional flexibility and value. Just steps from the 10-acre Gillespie Park, residents enjoy access to tennis and basketball courts, a scenic pond, dog park, fitness trail, playground, and shaded walking paths beneath majestic oak trees. The location is within walking distance of Downtown Sarasota’s restaurants, galleries, shopping, and entertainment venues, and only 0.7 miles from Sarasota Bay and The Bay, the city’s signature waterfront park. With no HOA, no deed restrictions, DTN (Downtown Neighborhood) zoning, and potential benefits under Florida’s Live Local Act, this property offers unique opportunities for homeowners, investors, and entrepreneurs alike. The detached art studio provides an ideal live-work setting for artists, creatives, remote professionals, or anyone seeking dedicated workspace separate from the main residence. Enjoy convenient access to Sarasota’s vibrant cultural scene, including the Westcoast Black Theatre Troupe, Sarasota Orchestra, Bayfront Marina, and the city’s renowned arts, dining, and entertainment districts. Whether you're seeking a primary residence, seasonal retreat, live-work property, or investment opportunity, this home offers a rare combination of historic charm, modern upgrades, generous outdoor space, and an exceptional downtown location. Adjacent lot also available for purchase. Combined, the properties would create four contiguous lots totaling approximately 19,200 SF (0.44 acres), presenting a rare opportunity for additional space or future development in the heart of Downtown Sarasota.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
4104 SARASOTA AVE, SARASOTA, FL 34234
$974,9005 Days on yellowkey MLS ID: A4691894
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2342 Built: 2004 Tax: $5,350 (2025)Community: Indian Beach HighlandsSpa: NoSingle Family
Taxes:$5,350
Remarks: 4104 Sarasota Avenue offers a rare opportunity to own a beautifully maintained home in Sapphire Shores, one of Sarasota's most desirable bayfront neighborhoods. Priced at $974,900, this two-story residence combines privacy, character, and an outstanding location with no HOA fees or deed restrictions. Situated on a corner lot with dual street access, the home features 2,342 square feet of living space and nearly 3,000 square feet under roof. Built with solid concrete block construction and located in an X Flood Zone, it also benefits from a new roof installed in 2022 and a new AC system installed in 2021. A gated garden entrance leads into a private tropical setting surrounded by mature landscaping. The walled courtyard creates a peaceful retreat complete with a heated swimming pool, hot tub, and plenty of room for outdoor entertaining or relaxing in the Florida sunshine. Inside, 10-foot ceilings and abundant natural light enhance the spacious open floor plan. The living, dining, and kitchen areas flow comfortably together, creating an inviting space for everyday living and entertaining alike. All three bedrooms are located upstairs. The primary suite offers a spa-like bathroom with a soaking tub, generous walk-in closets, and access to a private balcony overlooking the lush tropical surroundings. It's the perfect spot to enjoy your morning coffee or unwind at the end of the day. Additional features include an indoor laundry room, detached two-car garage, covered front porch, and multiple outdoor living areas that make it easy to enjoy Sarasota's year-round lifestyle. The location is hard to beat. Sarasota Bay is just two blocks away, Jungle Gardens is around the corner, Downtown Sarasota is less than five minutes away, and Lido Beach can be reached in approximately twelve minutes. One of the things residents love most about Sapphire Shores is its unique personality. Peacocks freely roam the neighborhood, creating a distinctive charm reminiscent of the famous roaming roosters of Key West. It's a neighborhood that feels both relaxed and vibrant, with a character all its own. For buyers looking to relocate from the Northeast, Midwest, California, or other high-tax states, this home offers an opportunity to enjoy Florida's favorable tax climate while embracing a true coastal lifestyle. Investors will also appreciate the property's location, flexibility, and long-term appeal. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, 4104 Sarasota Avenue delivers the location, lifestyle, and value that make Sarasota one of Florida's most sought-after destinations. Welcome to your new home in Sapphire Shores.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Mark Klecka (941-348-9400)
1959 WISTERIA ST, SARASOTA, FL 34239
$3,150,000113 Days on yellowkey MLS ID: A4683340
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2844 Built: 2026 Tax: $10,143 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$10,143
Remarks: Welcome to 1959 Wisteria Street – a beautiful New Construction Single Story home, West of the Trail, that your clients will love! This just-completed modern coastal single story home is located West of the Trail in preferred Flood Zone X, offering elevated storm protection and convenient access to Southside Village, Downtown Sarasota and Siesta Key beaches. Designed and built with Majestik Homes' signature strength and style, this 3 bedroom plus office, 4 bath home blends architectural elegance with energy efficiency and storm-ready construction. You will be awestruck as you open the home’s large glass-paneled double doors and step into a spacious foyer that flows seamlessly into an expansive great room filled with natural light and a striking entertainment wall — perfect for relaxed living and stylish entertaining. Panoramic sliding glass doors open to a private backyard oasis featuring a sparkling pool and spa, and a fully appointed outdoor BBQ area designed for effortless Florida entertaining. The chef’s kitchen features high-end gas appliances, and the dining room is ideal for intimate dinners and larger gatherings alike. The Primary Suite is spacious and luxurious with its own private lanai. The spa-inspired primary bath offers both an indoor shower and a private outdoor shower for a true resort-style experience. Bedroom 3 includes an en-suite bath. Situated on a generous homesite with large side yards and enhanced privacy, the property is complemented by a circular driveway and an oversized 3-car garage — providing ample space for guests, storage, and everyday functionality. Beautifully staged and thoughtfully designed, this home showcases artwork from some of the local area’s most inspiring artists. Easy to show — you won’t want to miss this exceptional opportunity.
Listing is courtesy of: MAJESTIK REALTY, INC (941-363-6080)
Listing Agent: Michael Hankin (941-504-4337)
1516 S ORANGE AVE, SARASOTA, FL 34239
$4,560,000162 Days on yellowkey MLS ID: A4676686
REDUCED by $15,000 (0.3%) on 06/10/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4224 Built: 2026 Tax: $13,597 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$13,597
Remarks: The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
1521 S LAKE SHORE DR, SARASOTA, FL 34231
$5,980,000496 Days on yellowkey MLS ID: A4637673
REDUCED by $310,000 (4.9%) on 04/20/2026
Bed: 4 Bath: 6.0 Gar: 4 Liv Area Sq Ft: 4866 Built: 2025Monthly Fee: $25 Tax: $7,375 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$7,375
Remarks: The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments.
Listing is courtesy of: HB REALTY GROUP INC. (941-378-3983)
Listing Agent: Sara Boudarga (941-321-6352)
443 BIRD KEY DR, SARASOTA, FL 34236
$2,275,00093 Days on yellowkey MLS ID: A4686032
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2676 Built: 1966Monthly Fee: $100 Tax: $23,842 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$23,842
Middle School: Booker Middle
Remarks: Poised on the coveted island of Bird Key, just across the graceful span of the John Ringling Causeway Bridge from downtown Sarasota, this striking Mid-Century modern garden home captures the timeless ease of coastal living. This beautifully designed one-level residence offers three bedrooms, three baths, and 2,676 square feet of thoughtfully arranged living space, where clean architectural lines meet warm, inviting finishes. A neutral palette, 18-inch porcelain tile flooring, and dramatic stone accent walls create a sophisticated yet relaxed atmosphere throughout the open floor plan. Multiple seating areas flow naturally from one space to the next, anchored by a charming wood-burning fireplace—perfect for intimate evenings or lively gatherings. A wall of sliding glass doors dissolves the boundary between indoors and out, opening to a private tropical retreat. The heated pool and expansive screened patio are framed by lush landscaping and a comfortable outdoor seating area designed for effortless entertaining, sunset cocktails, and relaxed Florida afternoons. At the heart of the home, the spacious kitchen invites both conversation and culinary creativity. A large island with granite countertops, elegant pendant lighting, stainless steel appliances, and a stylish backsplash makes it equally suited for casual breakfasts or hosting memorable dinners with friends and family. Peace of mind meets modern convenience with hurricane-impact windows and doors throughout the home. Arrival is equally impressive. A circular paver driveway welcomes guests, complemented by beautiful outdoor lighting and a charming courtyard that leads to the front entrance—an inviting prelude to the warmth within. This home is also pet friendly with a fenced back yard area to keep your pooches secure. The neighborhood offers many walking areas and the Bird Key Park, directly across from the Bird Key Guard House entrance, is a wonderful place to enjoy sunset views over Sarasota Bay. Perfectly positioned just moments from the new Bird Key Yacht Club under construction, the boutiques and dining of St. Armands Circle, and the pristine sands of Lido Beach, this residence offers the rare combination of island serenity and vibrant coastal lifestyle. A timeless retreat in one of Sarasota’s most desirable communities—where elegance, comfort, and the gentle Gulf breeze come together beautifully.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Julie Klick (941-780-6001)
2807 ORIOLE DR, SARASOTA, FL 34243
$615,00043 Days on yellowkey MLS ID: TB8498443
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 2016Monthly Fee: $93 Tax: $4,459 (2025)Community: Soleil West Ph IiSingle Family
Taxes:$4,459
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Experience refined Florida living at its finest in this extensively upgraded 2016-built residence showcasing over $93,000 in documented enhancements that elevate both lifestyle and peace of mind. A rare opportunity, this home blends luxury finishes, modern systems, and HURRICANE-RATED PROTECTION in a way that truly sets it apart. Thoughtfully crafted for both elegance and resilience, the home features 200 MPH-RATED HURRICANE PROTECTION, including an impact glass front door, automated roll-down lanai screens, and full-home accordion shutters for effortless storm readiness. A GENERATOR-READY ELECTRICAL SYSTEM, EV CHARGING CAPABILITY, and WHOLE-HOME SURGE PROTECTION deliver exceptional modern confidence and convenience. Inside, natural light fills the open-concept layout, highlighting fresh designer paint, large-format tile flooring, and a timeless neutral palette that creates a bright atmosphere. The heart of the home is the gourmet kitchen, featuring a dramatic 10-foot island, 42-inch cabinetry, granite countertops, and stainless-steel appliances, seamlessly flowing into expansive living and dining areas ideal for both entertaining and everyday comfort. The primary suite offers a true private retreat with custom California Closets, upgraded luxury vinyl plank flooring, and a spa-inspired bath that feels like a daily escape. Step outside and experience resort-style Florida living with a screened lanai surrounding a HEATED POOL, along with an energy-efficient heat pump, upgraded filtration system, and a generous covered seating area for year-round enjoyment and relaxation. Additional improvements include a WHOLE-HOME WATER FILTRATION SYSTEM, HD SECURITY SYSTEM, and a collection of thoughtfully curated upgrades throughout, including an epoxy-finished garage, plantation shutters, seamless gutters, and a professionally engineered drainage system, reflecting meticulous care and long-term pride of ownership. Located in the highly desirable gated community of Soleil, residents enjoy resort-style amenities including a pool, bocce ball courts, dog park, picnic pavilion, and clubhouse with a 24-hour fitness center, full kitchen, game room, locker rooms, and social spaces. HOA fees are remarkably low at just $93 a month. Ideally positioned with a Sarasota address in Manatee County, this home is less than 10 minutes from Sarasota Bradenton International Airport and offers favorable property tax advantages. This home represents a rare opportunity to secure a fully upgraded, move-in-ready Florida residence offering luxury, security, and effortless living in one complete package.
Listing is courtesy of: KELLER WILLIAMS SOUTH SHORE (813-641-8300)
Listing Agent: Leanne Endres (727-647-6477)
1375 MYRTLE ST, SARASOTA, FL 34234
$397,7773 Days on yellowkey MLS ID: A4696715
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1836 Built: 1959 Tax: $2,894 (2025)Community: Palm GroveSingle Family
Taxes:$2,894
Elementary School: Gocio Elementary
Remarks: RARE DOUBLE-LOT OPPORTUNITY IN SARASOTA! This spacious 5-bedroom, 2.5-bath home is situated on two separately parceled lots totaling 15,670 square feet, offering a unique combination of comfortable living today and exciting future possibilities tomorrow. The property is fully fenced with a gated driveway entrance, creating a private setting enhanced by mature shade trees and generous outdoor space. Inside, you'll find tile flooring throughout, flexible living areas, and plenty of room for a large family, multigenerational living, rental opportunities, or home office space. The oversized 450-square-foot two-car garage includes washer and dryer connections and provides ample room for vehicles, storage, or workshop space. Conveniently located near Ringling College of Art & Design, New College of Florida, downtown Sarasota, shopping, dining, and Gulf Coast beaches, this property offers both location and potential. A unique feature of this offering is the adjacent separately parceled lot. Sarasota County has indicated the parcel is buildable; however, buyers should independently verify all development potential, lot configuration requirements, boundary considerations, and approval requirements with Sarasota County and the City of Sarasota. Potential future uses may include expansion of the existing homesite, an accessory dwelling unit (ADU), or construction of an additional residence, subject to governmental approvals. Opportunities to acquire a home with this much land, privacy, and future development potential in Sarasota are increasingly rare. EZ Show and SELL.
Listing is courtesy of: SUNCOAST GLOBAL REALTY (941-544-4366)
Listing Agent: Dave Swenson (941-544-4366)
41 S ADAMS DR, SARASOTA, FL 34236
$2,050,000211 Days on yellowkey MLS ID: A4672116
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3913 Built: 1951 Tax: $10,104 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$10,104
Remarks: Virtually Staged. Hidden behind lush plantings is this beautifully redesigned and amazingly private two-story home boasting over 3900 sq ft of interior living space all moments away from the shops & cafes of St. Armands Circle, the beaches of Lido Key & downtown Sarasota. As you enter this hideaway of peace and tranquility you are greeted by a fountained courtyard garden through gates of aged iron. From there the interiors will call to the imagination as it evokes the visions of a bastide in Provence or a country home in the hills of Scotland. Imperfection is curated and intentional. Rooms flow easily enhanced by wide plank reclaimed wood floors, white ship lap walls framed with wood accents, reclaimed wood beams artfully placed throughout, thick roughhewn interior doors with patinaed hardware, an eclectic kitchen design with soap stone counters, side tables and oven backsplash, a double farm sink, a new 10- burner dual fuel gas range with two ovens, a Sub-Zero fridge with a glass door & four bottom draws to name just a few of the many appealing details. A grand front room leads to a beautiful staircase of wood and clay tiles with a landing at the center of the house leading you to the primary suite, encompassing the entire second floor. Here we have a library/seating room lined with bookshelves, roughhewn wide plank wood floors, a spacious bedroom with a Julliet balcony, two walk-in closets and bath with a tub, large quartz shower with horizontal subway tiles, dual shower heads & handheld and two vanities with surface mount sinks and quartz counters sitting on retrofitted antique cabinets. There is a loggia spanning the width of the house opening on to an exceptionally large backyard bursting with lush tropical foliage. The nearly 12,000 sq ft lot is 160 ft deep. Intricately laid clay tiles form multiple walkways and an extensive lounging area. Beautifully weathered custom wrought iron gates abound not only on the drive entry but also on the courtyard and on the arched window openings of the loggia. Aged clay tiles surround windows and doors, even the garage door. Custom crafted metal awnings adorn the windows. Exterior custom metal lanterns and sconces echo the same intentional aging. There are two tankless water heaters, a whole house water purifier and a well for the yard. This home will captivate you.
Listing Agent: Jenifer Schwell (941-780-0968)
8532 BEECHLAKE CT, SARASOTA, FL 34240
$1,375,00038 Days on yellowkey MLS ID: TB8505970
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3308 Built: 2024Monthly Fee: $203 Tax: $11,678 (2025)Community: Worthington Ph 2Spa: YesSingle Family
Taxes:$11,678
Remarks: Stunning 2024-built luxury home with waterfront views, situated on a prime cul-de-sac lot, featuring the highly desirable Savannah floor plan with 12-ft ceilings and an open-concept design. This thoughtfully designed home offers 4 bedrooms, 3 full baths, office/den, bonus room, and 3-car garage, with waterfront views from every bedroom. The gourmet kitchen is a showpiece, highlighted by Cambria countertops and a dual waterfall island featuring storage cabinetry beneath, along with ceiling-height cabinetry, designer backsplash, butler’s pantry, and premium Thermador appliances—including a 6-burner gas cooktop, built-in refrigerator, wine fridge, microwave/convection combo, and TWO dishwashers—ideal for entertaining. The kitchen also includes an under-sink reverse osmosis water filtration system. Enjoy resort-style outdoor living with a saltwater pool, spa, fire pit, and stunning waterfront views, enhanced by panoramic screen enclosure upgrades. The spacious primary suite offers lanai access, a stylish accent wall, and brand-new his and hers custom closets. The en-suite bath features a frameless glass shower with dual shower heads and double bench seating, along with upscale finishes. Secondary bedrooms are set in a private wing with a Jack-and-Jill bathroom, while the expansive bonus room is paired with a secluded fourth bedroom, creating an ideal setup for guests, multigenerational living, or a private retreat. Additional highlights include wood flooring, custom wainscoting, central vacuum system, a well-equipped laundry room with quartz countertops, cabinetry, and sink, and the home is equipped with built-in speakers throughout, ready for customization and setup, along with a 3-car garage with epoxy floors and EV outlet, along with an outdoor kitchen rough-in ready for your customization. Located in a low HOA, no CDD community, just minutes from UTC and a short drive to Siesta Key and downtown Sarasota.
Listing is courtesy of: GETMOREOFFERS (727-942-2929)
Listing Agent: Keith Gordon (727-610-8041)
5015 BROOKMEADE DR, SARASOTA, FL 34232
$250,0003 Days on yellowkey MLS ID: N6144658
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 900 Built: 1970 Tax: $1,018 (2025)Community: Ridgewood Estates 08 AddSingle Family
Taxes:$1,018
Elementary School: Brentwood Elementary
Remarks: Highest & Best due Monday, June 15th. Seller reserves the right to accept any acceptable offer prior to the deadline. Welcome to 5015 Brookmeade Drive, a centrally located Sarasota gem offering comfort, convenience, and opportunity. This 3-bedroom, 1-bath residence features approximately 900 square feet of living space with a functional layout, tile flooring throughout, updated bathroom and an abundance of natural light. Newer Roof and A/C system installed in 2022. The efficient galley-style kitchen offers a practical design that maximizes functionality and flow, while the open living and dining areas create an inviting atmosphere for everyday living. Step outside and discover a spacious backyard filled with possibilities. Whether you envision a private tropical retreat, outdoor entertaining space, garden, or future enhancements, this property provides the perfect canvas to bring your vision to life. A screened front patio provides the perfect spot to enjoy your morning coffee, unwind in the evening, or take advantage of Florida's beautiful weather year-round. Ideally situated in the heart of Sarasota, you'll enjoy easy access to I-75, downtown Sarasota, shopping, dining, parks, and the area's world-famous Gulf Coast beaches. Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this property offers exceptional value and unlimited potential in a highly desirable location.
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
7718 SILVER BELL DR, SARASOTA, FL 34241
$875,0009 Days on yellowkey MLS ID: A4695790
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2604 Built: 1997Monthly Fee: $147 Tax: $7,651 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$7,651
Remarks: THIS IS THE ONE * LOCATION, LOCATION, LOCATION * Rarely available in the GATED community of The Woodlands of Bent Tree * This EXQUISITE EXECUTIVE FAMILY HOME BOASTS A VERY PRIVATE SETTING ON 3/4 ACRE, BACKING TO A WOODED GREENBELT * Quiet cul de sac location which means no through traffic * Side-load OVERSIZED 2 Car Garage * Quality Built by Arthur Rutenberg Homes and IMPECCABLY MAINTAINED BY THE ORIGINAL OWNER, you will not find a home with this QUALITY & PRIDE OF OWNERSHIP * 4 Bedrooms & 3 Full Baths * 2 Bedrooms are En-suites * Formal Living Room & Formal Dining Room * The THOUGHTFULLY REIMAGINED Chef's Kitchen is open to the Family Room with a Wood-burning Fireplace * The generously-sized Owners' Suite showcases a Spa-style Bath with Walk-in Closet, Dual Sinks, Shower and a Garden Tub * All of this wraps your PRIVATE OUTDOOR OASIS with a CAGED POOL & SPACIOUS COVERED LANAI * This is the perfect home to entertain family & friends or for just relaxing in your slice of paradise * 'A' RATED SCHOOL DISTRICT * Short 15 minute drive to World Famous Siesta Key Beach as well as UTC Mall * You are close to all of Sarasota's fabulous amenities * One look & you'll fall in love! *
Listing Agent: Ryan Brown (941-330-7774)
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