Location: Sarasota
Do Not Show Listings
2059 ROSE ST, SARASOTA, FL 34239
$525,00044 Days on yellowkey MLS ID: TB8503863
REDUCED by $15,000 (2.8%) on 06/11/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1933 Built: 1951 Tax: $1,888 (2025)Community: Akin AcresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,888
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Virtually Staged. MOTIVATED SELLER. PRICE ADJUSTMENT OF $10,000. Great value in the Flower Streets, south of downtown. This home sits on an oversized lot and features four bedrooms, two full bathrooms, open living dining areas with beautiful hardwood floors, an indoor laundry room and an enormous primary bedroom suite. The lot is deep and so there is an expansive back yard with fruit trees and plumeria. The current owners also added a carport for a Class A motorhome, complete with a hookup. This is a unique property offering lots of value in a great location.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Rick Waid (941-735-4207)
2405 APPALOOSA CIR, SARASOTA, FL 34240
$479,90012 Days on yellowkey MLS ID: TB8514118
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2010 Built: 1997Monthly Fee: $57 Tax: $2,444 (2025)Community: Paddocks NorthSingle Family
Taxes:$2,444
Remarks: Some photos have been virtually staged to help showcase the property’s full potential. Completely updated and move-in ready! This beautifully refreshed home features major upgrades that give buyers peace of mind and modern style throughout. Enjoy a brand-new A/C system (2026), new water heater (2026), roof installed in 2022, and stunning new luxury vinyl plank flooring (2026) flowing throughout the home. The heart of the home is the fully remodeled kitchen, designed to impress with quality wood cabinetry, sleek quartz countertops, stainless steel appliances, modern lighting, and a spacious peninsula with bar seating, ideal for entertaining or casual dining. Both bathrooms have been thoughtfully updated with stylish showers, contemporary fixtures, and clean, modern finishes. The interior offers a bright, clean, modern feel with durable upgrades designed for everyday living. The inviting living area is enhanced by a cozy fireplace, creating a warm and welcoming atmosphere. Conveniently located near shopping, dining, schools, and local amenities, this home also provides extremely easy access to I-75 and major roads such as Bee Ridge Road and Fruitville Road, offering a quick drive to the pristine Gulf beaches and gorgeous waterways that make this area so desirable. Don’t miss the opportunity to own a home where all the big-ticket items have already been completed!
Listing is courtesy of: COMPASS FLORIDA LLC (813-365-9935)
Listing Agent: Nadia Anac (305-978-1986)
5362 CICERONE ST, SARASOTA, FL 34238
$750,00014 Days on yellowkey MLS ID: A4693858
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1918 Built: 2021Monthly Fee: $519 Tax: $6,333 (2025)Community: Esplanade/Palmer Ranch Ph 4CSingle Family
Taxes:$6,333
Remarks: Welcome to the highly coveted Esplanade on Palmer Ranch, Sarasota’s premier gated community offering maintenance-free resort-style living. This impressive waterfront 3-bedroom plus den, 2-bathroom Arezzo model blends luxury with effortless functionality, complete with an extended two-car garage, enlarged lanai and impact-rated windows & sliders for absolute peace of mind. Step inside to find an airy, open-concept design featuring high ceilings, crown moulding and coastal modern wood-look plank tile throughout the entire home. The main living and dining areas connect to the chef's kitchen featuring premium Cambria stone countertops, designer backsplash, gas range, stainless steel appliances and a reverse osmosis filtration system, flowing seamlessly into The heart of the home opens to a private outdoor paradise. The enlarged lanai is completely enclosed by a panoramic screen cage with unobstructed lake views and equipped with remote-controlled storm shades. The spacious primary suite serves as a spa-inspired retreat with serene water views, large dual vanities, a frameless glass walk-in shower, and dual walk-in closets. Two additional bedrooms share a full bath, while the versatile den makes a perfect home office or gym. A dedicated laundry room offers gas or electric dryer hookups. Live like you are on vacation every day, just steps from all amenities: a resort-style pool, the Bahama Bar, a fitness center, sports courts, dog parks, and private access to the Legacy Trail. You are also just minutes from Siesta Key Beach, downtown Sarasota, Venice, and countless dining and shopping options. Experience ultimate Sarasota living in beautiful Esplanade on Palmer Ranch. Schedule your private showing today, you'll be glad you did!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Sam Bennett (727-710-1334)
6254 RIVO LAKES BLVD, SARASOTA, FL 34241
$1,299,00029 Days on yellowkey MLS ID: A4693735
0 Days Off yellowkey (back on 6/11/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4040 Built: 2020Monthly Fee: $197 Tax: $11,066 (2025)Community: Rivo LakesSpa: YesSingle Family
Taxes:$11,066
Remarks: Under contract-accepting backup offers. This meticulously upgraded home blends modern coastal elegance with resort-style indoor and outdoor living. From the moment you enter, the home makes a statement with soaring ceilings, designer finishes, and expansive open-concept living spaces filled with natural light. The stunning great room features a custom-built electric fireplace with illuminated built-in shelving, creating a sophisticated focal point for entertaining or relaxing evenings at home. Rich custom woodwork accents in the tray ceilings of the primary suite, living room, and dining area add warmth, texture, and craftsmanship rarely found in newer construction homes. The chef’s kitchen is both beautiful and functional, showcasing an oversized quartz island, premium cabinetry, gas cooktop, under-cabinet lighting, wine refrigeration, custom coffee bar, and an effortless flow into the dining and living areas. The spacious primary retreat offers serene lake views, a spa-inspired bath with dual vanities, freestanding soaking tub, oversized walk-in shower with rain shower head, and an expansive custom walk-in closet thoughtfully designed for both luxury and organization. Additional living spaces include a dedicated office, ideal for working remotely in style, and an oversized bonus/game room that offers endless flexibility for a media room, fitness space, playroom, or guest retreat. Designed for elevated living and effortless entertaining, the home also features an integrated speaker system throughout the office, primary suite, living room, kitchen, bonus room, and outdoor pool deck area, creating a seamless indoor-outdoor audio experience. A security system, whole-home water softener, and whole-home Generac generator provide exceptional comfort, convenience, and peace of mind year-round. Step outside into a private resort-style sanctuary where luxury Florida living truly comes to life. The expansive panoramic screened lanai frames breathtaking lake views while creating an atmosphere of total privacy and tranquility. The heated pool and spa feature elegant modern lines, sun shelf lounging areas, and expansive paver decking designed for both relaxation and entertaining. The custom outdoor grilling area transforms the outdoor living space into a true extension of the home, ideal for sunset dinners, weekend gatherings, or a place to enjoy a morning cup of coffee. As dusk settles, the programmable exterior lighting and illuminated pool environment create a breathtaking ambiance worthy of a luxury resort. This home delivers the perfect balance of sophistication, comfort, and Florida luxury living. Schedule your showing today!!
Listing is courtesy of: FATHOM REALTY FL LLC (888-455-6040)
Listing Agent: Kevin Burbank (941-920-2762)
2149 WASON RD, SARASOTA, FL 34231
$577,000121 Days on yellowkey MLS ID: A4682139
1 Days Off yellowkey (back on 6/10/2026)
REDUCED by $20,000 (3.4%) on 05/19/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1766 Built: 1956 Tax: $2,157 (2025)Community: River ForestSingle Family
Taxes:$2,157
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Classic Florida charm meets thoughtful modern updates at this prime Sarasota location! This beautifully maintained 3-bedroom, 3-bathroom home offers character, space, and an exceptional lifestyle just minutes from world-renowned Siesta Key Beach and vibrant Downtown Sarasota. Inside, you’ll find timeless original built-ins that add warmth and charm, paired with an open concept layout designed for comfortable living. The home features an UPDATED KITCHEN AND BATHROOMS with modern finishes, updated flooring throughout, and abundant natural light that enhances the inviting atmosphere. The spacious primary suite includes a great walk-in closet, providing generous storage and everyday convenience. A great bonus is one of the additional bedrooms is an ensuite! Major improvements provide peace of mind, including a 2024 METAL ROOF, NEWER WINDOWS AND DOORS, and an UPDATED SEWER LINE — offering both durability and long-term value. Step outside to exceptional outdoor living in a large, fully fenced backyard designed for both relaxation and recreation. Enjoy beautiful paver areas perfect for entertaining, a private putting green for golf enthusiasts, and a storage shed for added convenience. There is ample space to park your boat or RV, and a private well irrigation system helps maintain a lush landscape efficiently while keeping water costs down. Located near iconic Phillippi Creek, residents enjoy access to a community dock for boating, kayaking, and fishing. The optional annual HOA of $150 provides outstanding value, including landscape maintenance, pond and park upkeep, dock maintenance for boaters, a community savings fund, and social gatherings such as an annual Easter egg hunt — blending convenience with neighborhood connection. Whether you're seeking a primary residence, seasonal retreat, or investment opportunity, this property delivers location, lifestyle, and lasting quality in one of Sarasota’s most desirable areas. NO FLOOD ZONE, NO CDD FEE.
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Jillian Sacco (941-445-3144)
320 RINGLING POINT DR, SARASOTA, FL 34234
$2,995,0008 Days on yellowkey MLS ID: A4696053
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 5106 Built: 1989Monthly Fee: $125 Tax: $10,396 (2025)Community: Sapphire ShoresSingle Family
Taxes:$10,396
Remarks: Nestled within the exclusive, 11-home Ringling Point enclave of Sarasota's coveted Sapphire Shores neighborhood, this exceptional waterfront residence offers the perfect blend of privacy, elegance, and coastal lifestyle. Featuring approximately 5,100 square feet of living space, this home boasts five bedrooms, four and half baths, soaring volume ceilings, and an open-concept floor plan designed for both comfortable living and effortless entertaining. This gem has been recently renovated providing a warm and inviting coastal vibe featuring an all-new gourmet kitchen, luxury bathrooms, and stunning hardwood flooring throughout. Expansive windows capture a plethora of natural light and breathtaking views of Sarasota Bay. The home sits high and dry above the flood plain and was never affected by any water intrusion from previous storms. Outdoor living takes center stage with a spacious deck overlooking a private resort-style pool surrounded by lush tropical landscaping. A fully fenced backyard creates a secluded retreat that leads out to your private boat dock complete with a lift in the protected Sapphire Shores Cove offering convenient access to Sarasota Bay for the boating enthusiasts. Additional highlights include abundant storage space, an oversized two-car garage, mature landscaping, and a premium location just minutes from downtown Sarasota, world-renowned Gulf beaches, cultural attractions, and Sarasota-Bradenton International Airport. A rare opportunity to enjoy waterfront living in one of Sarasota's most desirable neighborhoods.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Frank Pachinger (941-993-4778)
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
Taxes:$3,188
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
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
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 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)
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