Location: Sarasota , 34231
Do Not Show Listings
2352 PALM TER, SARASOTA, FL 34231
$825,00037 Days on yellowkey MLS ID: A4692941
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 1965 Tax: $3,337 (2025)Community: RidgewoodSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,337
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: INSTANT EQUITY! BELOW APPRAISAL VALUE! COUNTY SAYS YOU CAN TEAR DOWN AND BUILD 2-LIKE MANY AROUND US ARE DOING! A TRUE 4 BEDROOM WITH AN OFFICE(OR A 5 BEDROOM). NO HOA & NO DEED RESTRICTIONS ON A DOUBLE LOT! ROOM FOR YOUR BOAT, RV, OR ANY OTHER TOYS! The property taxes show 4 bedrooms but a fully permitted 5th bedroom was added on. You'll want to tour this open concept floor plan where your first few steps inside the home show just how much warmth & comfort are exuding from the sweeping views of the entertaining spaces in the living area and beyond. The CHEF'S DREAM KITCHEN boasts MULTIPLE PANTRIES: 1 built into the kitchen cabinetry & the second through the swinging door to the laundry room. There's also GRANITE COUNTERTOPS, beautiful BRICK BACKSPLASH, UNDER-CABINET LIGHTING, Matte Finish Stainless Steel appliances to keep fingerprints from showing, TOUCH KITCHEN FAUCET, QUADRUPLE TRASH BINS with a double on each side of the stainless steel sink, A COFFEE BAR, multiple spaces of BUILT-IN ORGANIZATION scattered throughout the cabinetry like a KNIFE BLOCK, a BAKING PAN ORGANIZER, a 9 x 13 GLASS PAN ORGANIZER, PULL OUT SPICE CUPBOARD, SOFT CLOSE DRAWERS, and much more. The HUGE Master Bedroom offers a RETREAT OF TRANQUILITY with an extra-large space to include room for a set of cozy chairs, a table/chair combo, or whatever you like. It also includes HIS & HER CLOSETS, with CALIFORNIA SHELVING & ORGANIZATIONAL UNITS, and a PRETTY CHANDELIER. This bedroom has room for a KING OR CALIFORNIA KING sized bed if desired plus room to spare. The SPA like Master Bathroom features an OVERSIZED JACUZZI TUB, DUAL SHOWER HEADS-RAINTREE & STANDARD, along with a SILKROAD EXCLUSIVE WALNUT VANITY. The 3rd bedroom is placed such that it could accommodate multi-generational living. The 5th bedroom/Office is wired for an office and is currently being used as one but can easily revert back to being used as one, as it has its own designated standard closet. INTERIOR Laundry room has newer cabinetry & a stainless steel sink with a MARBLE BACKSPLASH. This home has gorgeous views of the POOL, MARBLE ROCK & PAVERED PATHWAY, with FLOWER PLANTERS, & LIGHTING AROUND THE POOL, FIREPIT, & BACKYARD CREATING AMBIENCE, RELAXATION, & FUNCTION FOR YOUR NIGHTTIME ENTERTAINING. A concrete slab with a newer shed & concrete sidewalk rounds out the exterior. Overall, nearly $400k of updates and improvements have been made to the home including hooking up to city/water sewer, plumbing, electrical, roof, hot water heater, bedroom & bathroom updates & improvements, flooring, high end trim finishes, interior & exterior paint, pool, shed, concrete slab & stone pathways, firepit with marble stone, all exterior lighting, & more. Within minutes to Lido & Siesta Key, the #1 beach in the nation along with shopping, restaurants, and 5 minutes to Sarasota Memorial Hospital. Check out the MATTERPORT TOUR and don't pass up this opportunity to make this one yours!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Anna Martin (941-539-6601)
7430 COVE TER, SARASOTA, FL 34231
$1,975,000148 Days on yellowkey MLS ID: A4676485
REDUCED by $375,000 (16.0%) on 05/15/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4200 Built: 1956 Tax: $11,347 (2025)Community: Coral CoveSpa: YesSingle Family
Taxes:$11,347
Elementary School: None
High School: None
Middle School: None
Remarks: Nestled within the secure, mainland West-of-Trail enclave of Coral Cove, this elevated 2-story waterfront residence offers refined coastal living on a generous 17,000+ square-foot canal-front homesite with direct access to the Intracoastal Waterway. Positioned in an X flood zone and exhibiting exceptional resilience, the property sustained no storm impact and features a standing-seam metal roof, mature landscaping, and a well servicing the irrigation system. A brick-paver circular drive introduces a striking double-door entrance, opening to a light-filled interior defined by soaring volume ceilings, clerestory windows, and an airy, sun-washed ambiance. The welcoming foyer flows into a spacious living and dining composition designed for both intimate and large gatherings. At the heart of the home, the centrally placed kitchen features expansive sightlines, abundant cabinetry, and a seamless aquarium-glass breakfast retreat overlooking tranquil water vistas. Adjacent, a large 21x24 family room with bar, wine refrigerator, sink and fireplace extends effortlessly outdoors, creating a harmonious connection between interior comfort and open-air relaxation. The main living level has a second main bedroom plus 2 guest rooms. One bedroom is currently designed as a study. A stairway ascends to an open gallery walkway leading to an extraordinary 25x18 owner’s sanctuary. This upper-level retreat showcases a spa-inspired bath, custom-tailored walk-in wardrobe, plus a dedicated exercise studio or nursery. Enjoy private access to an upper sun deck overlooking the water. Outdoor living is truly exceptional, with an expansive entertainment environment featuring a swim-spa, screened lounging deck, additional open-air terrace, and fully fenced backyard ideal for pets or play. The Trex dock is engineered to accommodate a large boat, offering easy access to the bay and beyond. Coral Cove residents enjoy exclusive use of a private two-acre waterfront park and community boat ramp, fostering a close-knit, serene atmosphere. Peaceful surroundings pair beautifully with remarkable convenience to shopping, dining, and cultural attractions, while the powder-white sands of Siesta Key Beach—ranked the nation’s finest—are just minutes away. A rare blend of security, scale, natural light, and waterfront sophistication, this Coral Cove offering delivers an elevated coastal lifestyle without compromise.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
2436 BREAKWATER CIR, SARASOTA, FL 34231
$360,00031 Days on yellowkey MLS ID: A4693089
1 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1468 Built: 1967 Tax: $2,766 (2025)Community: Gulf GateSingle Family
Taxes:$2,766
Elementary School: Gulf Gate Elementary
Remarks: Don't let this opportunity pass you buy. This 3 bedroom, 2 bath home is packed with potential. It enjoys a great location In the Gulf Gate area, off the main roads on a large private lot. Featuring newer HVAC and an oversized two car garage.
Listing Agent: Steve Abbe (941-400-3969)
2323 PINE TER, SARASOTA, FL 34231
$1,299,000142 Days on yellowkey MLS ID: A4679272
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2655 Built: 2017 Tax: $11,650 (2025)Community: RidgewoodSingle Family
Taxes:$11,650
Remarks: 2017 contemporary home by DSDG Architects & Majestik Homes with new 2024 impact windows & sliders throughout is ideally situated on a prestigious, tree-lined street in the heart of Sarasota. This 3-bedroom, 2.5-bath home blends modern design with refined comfort. Step inside to an open-concept layout highlighted by soaring 10-foot ceilings, sleek porcelain tile flooring, and expansive new windows that flood the home with natural light while framing serene views of the private backyard oasis. New sliding glass doors fully open to create seamless indoor-outdoor living, extending into an expansive entertaining space complete with a stylish poolside pergola. The tropical landscaped backyard is thoughtfully designed with low-maintenance synthetic turf, a custom putting green, and a stunning heated saltwater pool enhanced by LED color lighting. At the heart of the home, the gourmet kitchen is a true showpiece, featuring premium stainless-steel appliances, a Fisher & Paykel dishwasher, a striking waterfall quartz island with integrated breakfast bar, sleek custom cabinetry, and a built-in pantry designed for abundant storage. Upstairs, a versatile loft anchors the level, alongside two guest bedrooms connected by a Jack-and-Jill bath and a sophisticated primary suite. The primary retreat features dual custom walk-in closets and a spa-inspired ensuite. Sliding glass doors open to a private second-story balcony—an ideal setting to take in tranquil pool views and softly lit evenings. Modern elegance, indoor-outdoor living and perfectly positioned near Siesta Key, top-rated schools, shopping, dining, and downtown Sarasota, this exceptional residence offers the ultimate Florida lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Maureen Doherty (941-993-3159)
1451 REBECCA LN, SARASOTA, FL 34231
$4,550,00030 Days on yellowkey MLS ID: A4693453
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4683 Built: 2007Monthly Fee: $333 Tax: $26,090 (2025)Community: Oyster Bay LandingsSpa: YesSingle Family
Taxes:$26,090
Remarks: Commanding attention from the moment you arrive, 1451 Rebecca Lane is a masterfully re-envisioned gated elevated waterfront estate where architectural elegance meets uncompromising modern refinement crafted for the luxury buyer who demands both distinction and substance. Set behind the gates of Oyster Bay Landings, this residence has undergone a complete, high-level redesign, transforming it into a sophisticated coastal retreat defined by intentional design, elevated materials, and flawless execution. Every surface, finish, and fixture has been curated to create a timeless yet fashion-forward aesthetic—balancing warmth, drama, and livability. Inside, wide-plank wood-like flooring, bespoke millwork, and striking ceiling details create a gallery-like flow throughout the main living spaces. The living room is both refined and inviting, anchored by a sculptural fireplace and framed by expansive glass that seamlessly connects the interior to the private outdoor environment. Natural light pours in, highlighting the home’s clean lines and layered textures. The kitchen is a true work of art, designed to impress at both visual and functional levels. An oversized island takes center stage, complemented by custom cabinetry in rich designer hues, statement stone surfaces, and professional-grade stainless appliances. The dramatic backsplash and curated lighting elevate the space into a showpiece worthy of entertaining at scale, while still remaining perfectly suited for everyday living. The primary suite has been transformed into a spa-caliber retreat, offering serene views, custom-designed closets, and a magazine-worthy bathroom featuring marble finishes, a double vanity, elevated fixtures, and an expansive walk-in shower that rivals a five-star resort. Guest suites and secondary living spaces mirror the same level of craftsmanship, offering flexibility for hosting, working from home, or multigenerational living all without compromising style. Outdoors, the home unfolds into a private courtyard oasis, a hallmark of the redesign. The pool and spa are surrounded by lush tropical landscaping, refined hardscape, and multiple covered lounging areas that blur the line between indoor and outdoor living. Whether hosting elegant evening gatherings or enjoying quiet afternoons by the water, the setting is both intimate and grand. For the boating enthusiast, the property delivers an exceptional advantage: a private deep-water dock with an approximately 15,000-lb boat lift and no-bridge access to Sarasota Bay and the Gulf of Mexico— placing world-class boating just moments from your back door. Additional features include climate-controlled wine storage, thoughtfully designed bonus spaces ideal for media or fitness use, upgraded systems throughout, and a garage suited for both function and organization—ensuring the home is as practical as it is beautiful. Located minutes from downtown Sarasota, Southside Village, and the iconic beaches of Siesta Key, this residence offers a lifestyle defined by privacy, prestige, and proximity. 1451 Rebecca Lane is not simply renovated—it is reimagined, offering a rare opportunity to own a waterfront home where design excellence, quality craftsmanship, and coastal luxury converge at the highest level.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
4799 OAK FOREST DR W #43, SARASOTA, FL 34231
$305,000212 Days on yellowkey MLS ID: A4671738
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1456 Built: 1984 Tax: $3,333 (2025)Community: Oak Forest VillasSpa: NoSingle Family
Taxes:$3,333
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. You will love Oak Forest with all the mature trees and grassy landscaped areas and its LOCATION! Just minutes to Siesta Key Beaches, Downtown shopping, restaurants, social events and theater. This community is impeccably maintained and modernized. Conveniently located directly across from the community pool and tennis courts, the entire interior of this end unit was just painted and all of the popcorn has been removed. The guest bathroom totally remodeled with a walk-in shower. New never been used stainless steel appliances: refrigerator, stove and dishwasher are included. Tile flooring throughout the villa with vinyl flooring for easy maintenance in the guest bedroom. Primary bedroom has brand new carpet and offers two walk-in custom designed closets for maximum efficiency. Primary bathroom designed with dual sinks and a walk-in shower with glass doors. The Primary Bedroom, Living Room and Kitchen have sliding glass doors to access the extended private lanai. This community is not an age restricted community, is pet friendly and offers tennis, pickleball, heated pool and clubhouse. Whether you are a snow bird or a full-time resident this property checks desired boxes for your new home. Association replaced the roofs about two years ago, painted all exteriors and installed paver driveways. AC was replaced in 2025. The Association remains diligent regarding their finances and are fully reserved. No CDD fees!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Midge Mccarthy (941-809-3800)
5929 MURDOCK AVE, SARASOTA, FL 34231
$449,97764 Days on yellowkey MLS ID: A4687404
0 Days Off yellowkey (back on 5/14/2026)
REDUCED by $14,973 (3.2%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1711 Built: 1957 Tax: $1,644 (2025)Community: Golden Acres 1St AddSingle Family
Taxes:$1,644
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. From the moment you arrive, you will immediately notice the combination of an oversized driveway, garage, and covered carport. With room for multiple vehicles, guests, a boat, or weekend toys, this is the type of flexibility you hope for. That's not a stone roof either.... It's an ALL NEW Decra metal roof which gives the home a clean, updated look while adding long-term value and protection. Located at 5929 Murdock Ave, this Sarasota home has been fully renovated with the updates that matter most. Inside, you’ll find new vinyl flooring throughout, fresh paint, updated bathrooms, and hurricane-impact sliders that bring in natural light while adding peace of mind during storm season. The major systems have already been addressed as well, including all new electrical and plumbing that has been professionally scoped, giving the next owner confidence in what they’re walking into. Every update was made with everyday living in mind — creating a home that feels fresh, functional, and ready to enjoy from day one. More than just cosmetic improvements, this is a home where the work has already been done, allowing its next owner to simply move in and make it their own in Sarasota. Updates: 2019 Permit - Mechanical change out - HVAC System - new heat pump - rear unit, 2021 All new LVP flooring throughout the main house, 2021 Installed fence around back yard, 2022 New dishwasher, 2023 Permit - Re-Roof - Decra stone coated metal roof Installed by RoofTech Roofing & Waterproofing, Inc, 2023 New garbage disposal, 2023 Septic tank pumped with full inspection & maintenance, 2023 Installed all new water valves throughout the house, Bathrooms, kitchen & laundry room, 2024 Permit - Rewiring the entire house, new electrical panel, outlets, switches & all new fixtures. Also installed a whole house surge protector at the panel, 2024 Installed new tankless water heater, 2024 Installed new door between the garage and kitchen to meet FBC (was glass door before), 2024 New upgraded stainless steel kitchen sink, 2024-25 Re-screened rear porch, 2025 Full master bathroom remodel, 2026 Full hall bathroom remodel, 2026 Interior Paint, 2026 Exterior paint, 2026 Installed new impact glass sliding doors in living room & master bedroom.
Listing Agent: Vincent Diorides (941-720-5717)
254 SOUTHWINDS DR, SARASOTA, FL 34231
$139,00066 Days on yellowkey MLS ID: A4688832
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 471 Built: 1967Monthly Fee: $195 Tax: $1,467 (2025)Community: South Winds Mhp Co-OpMobile Home
Taxes:$1,467
Remarks: Living the Easy Life is RIGHT HERE at 254 Southwinds Dr, in desirable South Winds Mobile Home Park Co-Op! Just a few ( 5 ) minutes to Siesta Key! The amenities in this charming 55t community include a Clubhouse and Cpmmunity Pool, with plenty of activies to enjoy!! South Winds Mobile Home Park Co-Op has an on site office and manager. HOA fee also includes Lawn Care, Cable TV, Water - YES all this and more for a low monthly HOA fee of $195. This sweet mobile home is a 2 bedroom, 2 bath with central AC just 3 years old, an eat in kitchen, plus a living room/dining room combo. Being sold furnished. OF course the residents here are so happy and friendly - with everything this lovingly cared for Co-Op community offers - it is truly a model of how Mobile Home Parks should look and be managed!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Marcia Morse (941-374-0442)
5474 RIVERBLUFF CIR #V35, SARASOTA, FL 34231
$219,900233 Days on yellowkey MLS ID: A4669393
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971 Tax: $2,363 (2024)Community: Strathmore Riverside IVilla
Taxes:$2,363
Tax Year: 2024
Remarks: Welcome to Strathmore Riverside Villas, a vibrant 55+ community perfectly situated in the heart of Sarasota. This spacious two-bedroom, two-bath villa offers the ideal blend of comfort, convenience, and endless potential. Light, bright, and airy, the home features an open-concept layout with generous room sizes and an inviting flow throughout. The enclosed lanai, complete with both windows and screens, provides a wonderful year-round living space; perfect for morning coffee, relaxing afternoons, or entertaining friends. The villa also includes a one-car carport and a separate storage and laundry area, offering privacy, security, and plenty of extra space. With just a touch of personalization, this residence can truly shine. The community itself is beautifully maintained and lushly landscaped, creating a serene and welcoming atmosphere surrounded by green space. Strathmore Riverside Villas is known for its active lifestyle and warm sense of community. Residents enjoy a wealth of amenities, including a heated geothermal pool overlooking the marina, clubhouse, fitness center, library, meeting rooms, sauna, and billiards. There’s always something happening here; social events, card games, bingo nights, potlucks, concerts, dancing, and more. Boat docks are available on a first-come, first-served basis for just $1,344 per year, and the community is pet-friendly. The location couldn’t be better; just minutes from shopping, hospitals, and the world-famous Siesta Key Beach, as well as the rich cultural attractions of downtown Sarasota, including opera, ballet, symphony, and live theatre. Whether you’re looking for a full-time residence or a seasonal getaway, this villa lives like a single-family home and offers the perfect opportunity to enjoy Florida’s relaxed coastal lifestyle. Don’t wait; schedule your private tour today and discover the charm of Strathmore Riverside Villas.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
1621 MEMORY LN, SARASOTA, FL 34231
$3,980,000158 Days on yellowkey MLS ID: A4677041
Bed: 5 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 4626 Built: 2027 Tax: $16,466 (2025)Community: Not Part Of A SubdivisionSpa: YesSingle Family
Taxes:$16,466
Remarks: Pre-Construction. To be built. 1621 Memory Lane presents a rare opportunity to build a custom bayfront estate on Little Sarasota Bay in the Bayview Acres neighborhood, one of Sarasota’s most strategically positioned mainland waterfront communities. Situated on a quiet no-through street south of Stickney Point Road and west of Tamiami Trail, this expansive .47-acre parcel offers approximately 100 feet of direct frontage on the bay and the scale to design a significant coastal residence with generous outdoor living areas, pool, and the ability to construct a private pier, subject to permitting. The property is offered as a vacant lot for $1,480,000 or as a to-be-built custom residence by The Vision Group priced at $3,980,000, providing flexibility for buyers to bring their own builder or move forward with a fully designed plan. The setting delivers privacy and calm while remaining just minutes from the south bridge to Siesta Key and equally convenient to downtown Sarasota’s dining, arts, and cultural amenities. Continued investment along the U.S. 41 and Siesta Drive corridor, including Benderson’s planned retail and mixed-use development, further strengthens the long-term appeal of this location. The property is especially well suited for buyers transitioning off the barrier islands who want mainland accessibility without sacrificing water views, as well as inland residents ready to elevate to a true bayfront setting without HOA constraints. With limited remaining buildable bayfront parcels of this size and frontage—and new construction next door on a comparable lot estimated at $6 million in value—the economics present a compelling opportunity to build at a meaningful discount to neighboring new construction.
Listing Agent: Daniel Treiman (917-657-7495)
3049 GYPSY ST, SARASOTA, FL 34231
$425,00036 Days on yellowkey MLS ID: A4693010
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 980 Built: 1981 Tax: $3,612 (2025)Community: Madison ParkSingle Family
Taxes:$3,612
Remarks: Welcome to 3049 Gypsy Street, a beautifully updated, coastal-inspired retreat being offered turnkey furnished (minus personal property), making it the perfect opportunity for a first-time homebuyer, snowbird or savvy investor looking for immediate income potential. Previously operated as a highly rated Airbnb, this charming Sarasota home is move-in ready and set up to continue generating rental income from day one. Inside, discover a light and bright interior featuring luxury vinyl plank flooring throughout, a spacious living and dining area and a stunning remodeled kitchen complete with white cabinetry, stainless steel appliances, a farmhouse sink, a beautiful white 3D backsplash and all appliances included. The split-bedroom layout offers two spacious bedrooms and two completely renovated baths. The primary suite features a brand-new bath with a large walk-in shower, while the guest bedroom comfortably accommodates multiple guests with a full and twin bed. Outdoor living shines with a charming covered coastal-style lanai complete with a ceiling fan, shell paver patio area, fully fenced backyard, new landscaping and plenty of room for a future pool. There is also separate RV/boat parking on the side of the home for added flexibility or plenty of room for a pool. Additional highlights include a new roof (2022), a sewer connection completed in 2021, a one-car garage with a washer, dryer, utility sink and storage. Turnkey furnished opportunity: this was previously a successful Airbnb with a rental history. Ideally near all Sarasota has to offer, including world-famous beaches, dining, shopping, arts and entertainment, this adorable coastal getaway offers a blend of lifestyle and investment opportunity.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
1860 SOUTHPOINTE DR, SARASOTA, FL 34231
$849,000451 Days on yellowkey MLS ID: A4643081
Bed: 0 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 1993 Built: 1972Monthly Fee: $21 Tax: $6,409 (2023)Community: Southpointe ShoresApartment
Taxes:$6,409
Tax Year: 2023
Remarks: Property Size: 1,993 SF Total, +/- 996 SF Units This exceptional duplex offers an excellent investment opportunity in Sarasota, FL. With two spacious units, each featuring 2 bedrooms and 2 bathrooms, this property is perfect for owner-occupants or investors looking for rental income potential. The property boasts a rare RV full hookup pad, a two-car garage, and access to a community boat dock, adding to its unique appeal and versatility. 2 units, each with 2 bedrooms and 2 bathrooms RV full hookup pad 2-car garage Access to community boat dock
Listing is courtesy of: AMERICAN PROPERTY GROUP (941-923-0535)
Listing Agent: Leslye Seidel (941-544-8780)
1575 EASTBROOK DR, SARASOTA, FL 34231
$4,720,00036 Days on yellowkey MLS ID: A4692922
0 Days Off yellowkey (back on 5/13/2026)
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4087 Built: 2025 Tax: $10,011 (2025)Community: Kentwood EstatesSpa: YesSingle Family
Taxes:$10,011
Remarks: Under contract-accepting backup offers. Behind one of Sarasota’s highly coveted Kentwood Estates, this extraordinary custom-built estate by award-winning Trinity Custom Homes delivers a level of luxury, craftsmanship, and architectural sophistication rarely seen in today’s market. From the moment you arrive along the sweeping circular driveway, the residence commands attention with its striking stone facade, dramatic rooflines, and manicured grounds, evoking the presence of a five-star private resort. Perfectly positioned on a serene lakefront homesite just moments from Siesta Key and Sarasota’s renowned waterfront lifestyle, this one-of-a-kind property was masterfully designed for the buyer who expects exceptional quality, timeless design, and elevated everyday living. Built with superior construction standards and cutting-edge technology, the home showcases Timberstrand engineered framing for long-term structural integrity, precision layout using a Trimble HP printer robot, and expert masonry by BMMI (Bob Miller Masonry), ensuring both durability and refined exterior detail. Andersen windows and exterior doors provide energy efficiency, storm resilience, and timeless design, while ISO insulation, enhances year-round comfort and performance. Inside, soaring vaulted ceilings with exposed architectural beams create a breathtaking first impression, while walls of glass frame tranquil water views and flood the home with natural light. The expansive open-concept floor plan blends warmth and sophistication, featuring wide-plank engineered hardwood flooring, solid custom poplar trim, solid-core Trustile interior doors, designer lighting, and curated high-end finishes throughout. The great room is anchored by a dramatic floor-to-ceiling stone fireplace, flowing seamlessly into the showpiece chef’s kitchen. Designed to rival the finest luxury residences, the gourmet kitchen features oversized dual waterfall islands, solid-ply Crystal Cabinetry, premium appliances, elegant stone countertops, designer backsplash details, double wall ovens, and a fully equipped wet bar—ideal for entertaining at the highest level. The luxurious owner’s retreat offers a private sanctuary with serene lake views, direct outdoor access, custom ceiling details, and a spa-inspired bath complete with dual vanities, a freestanding soaking tub, oversized walk-in shower featuring a Kerdi waterproofing system, and sophisticated designer finishes. Four additional bedrooms, a private den, and 5.5 beautifully appointed bathrooms provide exceptional comfort and flexibility for family and guests. Outdoor living is equally impressive, with an expansive screened lanai showcasing a resort-style pool and spa overlooking sparkling lake views and lush tropical landscaping. A fully equipped outdoor kitchen and multiple covered lounge areas create the perfect setting for both grand entertaining and quiet relaxation. Additional features include a whole-home generator, oversized garage space, and a PEX plumbing system for enhanced efficiency, durability, and long-term reliability. Located west of the Trail in one of Sarasota’s most desirable luxury neighborhoods, Kentwood Estates offers unparalleled proximity to Siesta Key Beach, Southside Village, downtown Sarasota, premier dining, shopping, marinas, golf courses, and top-rated schools. This is more than a home, it is a statement property defined by elite craftsmanship, advanced building techniques, and luxury living in the heart of Sarasota.
4891 PEREGRINE PT E, SARASOTA, FL 34231
$1,650,00068 Days on yellowkey MLS ID: A4688143
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3843 Built: 1983Monthly Fee: $29 Tax: $7,611 (2025)Community: The LandingsSingle Family
Taxes:$7,611
Remarks: Tucked within the winding, tree-lined streets of one of Sarasota's most coveted west of trail communities, this architectural gem offers a rare opportunity to own a signature custom home in The Landings. With over 3,800 square feet of living space, four bedrooms, four full baths, and a powder room, this 1983 residence is the epitome of elevated design - where bold architectural character meets serene, sanctuary-style living. Soaring vaulted ceilings and dramatic spiral stairwells set the tone from the moment you enter. An elevated library nook invites quiet retreat, while custom stained glass windows cast beautifully filtered light throughout the day. A dedicated meditation space adds a dimension of wellness rarely found in residential design - your own private escape to find balance and calm. The outdoor living experience has been thoughtfully reimagined. A resurfaced private pool anchors the expansive lanai, now complemented by a generous outdoor kitchen ideal for entertaining or simply savoring the Florida lifestyle in style. Life at The Landings extends well beyond your front door. Winding roads shaded by mature canopy trees, neighborhood lakes, parks, and nature trails create an idyllic backdrop for morning walks, cycling, and quiet reflection. Residents enjoy direct access to Roberts Bay, and the community's optional Racquet Club offers swimming, tennis, and lessons just a short bike ride away — a lifestyle as active or as tranquil as you choose. This is more than a home. It is a retreat, a statement, and a community.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
2227-2229 MONTCLAIR DR #1&2, SARASOTA, FL 34231
$800,000158 Days on yellowkey MLS ID: A4677183
REDUCED by $25,000 (3.0%) on 05/06/2026
Bed: 6 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 2118 Built: 1970 Tax: $7,681 (2025)Community: Monticello Unit 1Spa: NoApartment
Taxes:$7,681
Remarks: This nicely updated two-unit duplex in the desirable Phillippe Gardens community on Coquina Island offers excellent income potential in a highly sought-after location. Situated on a generous corner lot, each unit features 3 bedrooms and 2 bathrooms, including a private primary bath, along with a newer eat-in kitchen that flows seamlessly into the living room. UPDATES INCLUDE- 3 NEW BATHROOMS, NEW QUARTZ COUNTERTOPS, NEW FLOORS, NEW GARAGE DOORS. Both units include a private backyard, an attached garage, and the convenience of a large side drive with ample parking. The property is ideally located just 10 minutes from Siesta Key Beach, 12 minutes from Siesta Key Village, and less than 20 minutes from major shopping, downtown Sarasota, and top local attractions. With easy access to US-41, waterfront dining, vibrant nightlife, and award-winning Gulf beaches, this turn-key duplex is perfectly positioned for strong rental demand. Priced to sell, it presents a rare opportunity for investors seeking a ready-to-go property in an exceptional Sarasota location.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Lisa Sanders (773-398-0378)
4689 PINE HARRIER DR, SARASOTA, FL 34231
$1,599,50037 Days on yellowkey MLS ID: A4692523
1 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3103 Built: 1986Monthly Fee: $29 Tax: $7,212 (2025)Community: The LandingsSpa: NoSingle Family
Taxes:$7,212
Remarks: Under contract-accepting backup offers. Multiple Offers. Seller requests highest and best offers by 8pm on May 10. Nestled behind the gates of The Landings, one of the only gated communities "West of the Trail", this custom Florida-style home offers the perfect blend of timeless elegance, spacious living, and an exceptional Sarasota lifestyle. Situated on a desirable corner lot with easy access to the members-only gate, this beautifully updated home spans more than 3,100 square feet and features four bedrooms, three-and-a-half baths, a three-car garage, bonus room, and an upstairs loft area ideal for flexible living. Designed with an open, airy feel and soaring high ceilings, the home is filled with natural light and inviting living spaces perfect for both everyday comfort and entertaining. The expansive screened lanai showcases two separate sitting areas, an outdoor kitchen, a large heated pool with recent resurfacing, and views of the spacious backyard, the benefits of being a corner lot, creating a true private retreat. Inside, the thoughtfully designed floor plan features a rare first-floor primary suite, a highly sought-after feature for a two-story home in The Landings. The updated kitchen is the heart of the home, complete with a large center island perfect for gathering with family and friends while creating lasting memories. Updated bathrooms, a cozy fireplace in the living room, fresh interior and exterior paint, further enhance the move-in-ready appeal of this exceptional property. Residents of The Landings enjoy tree-canopied streets, a private nature trail leading to Roberts Bay, and optional membership to the Landings Racquet Club, featuring tennis, pickle ball, a heated pool, fitness center, and clubhouse. This prestigious gated community of 702 residences borders the Intracoastal Waterway and spans 280 acres with stand-alone homes, villas, and town-homes surrounded by 75 acres of protected mangroves, nature preserves, walking trails, a gazebo, kayak launch, and butterfly garden. Take your golf cart to the Landings Shopping Center which features, Publix grocery store, Starbucks, and numerous dining options from breakfast hot spots to outstanding seafood options. Ideally located near A-rated schools, Southside Village, Sarasota Memorial Hospital, and Sarasota’s renowned dining, arts, and waterfront attractions, this is a rare opportunity to own a beautifully updated home in one of Sarasota’s most desirable gated communities. Located in flood zone X, the highest zone, no flood insurance required.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Hedge, Jr (941-587-6660)
2630 WOODGATE LN #G3, SARASOTA, FL 34231
$189,000261 Days on yellowkey MLS ID: TB8431315
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1981 Tax: $1,248 (2024)Community: Pinewood Village ViCondo
Taxes:$1,248
Remarks: $$ 10,000.00 in closing cost's paid for by the SELLER. Like new and upgraded gorgeous condo. Minutes from world famous Siesta Key Beach and safely located in flood zone X. All new vinyl plank flooring in living areas and new carpet in bedrooms. Both bathrooms are newly renovated, freshly painted inside and out, along with a total makeover of the kitchen in 2025. Located in the rear of the development this condo is very quiet and secure. New washer and dryer, make this as good as a new unit. Ceiling fans and skylights keep it light and bright inside. Community heated pool and fitness center are open to the residents at their leisure. Clubhouse includes kitchen, fitness center, pool table and rest rooms with showers. Lanai features fully enclosed glass windows with screens, new storm doors front and rear. Gardener's paradise in the rear with lush tropical plants. In front enjoy your reserved private parking spot. Close to shopping and some of the best restaurants in Sarasota.
Listing is courtesy of: DENNIS REALTY & INV. CORP. (813-949-7444)
Listing Agent: John Pinta (813-390-4918)
1740 ASSISI DR, SARASOTA, FL 34231
$1,370,00060 Days on yellowkey MLS ID: A4689889
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3357 Built: 2027Monthly Fee: $320 Tax: $2,045 (2025)Community: Portofino On The BaySpa: YesSingle Family
Taxes:$2,045
Remarks: Pre-Construction. To be built. Located in the highly sought-after Portofino on the Bay neighborhood in Sarasota, this cleared homesite presents a rare opportunity to build your dream home in one of the area’s most desirable coastal communities. The property has already been cleared and is ready for construction, offering a smooth and convenient start for your custom build. A builder of your choice can be selected, however plans have been made for this lot - an option of a 3,357 sq. ft. home, providing the opportunity to streamline the building process with a thoughtfully designed home. Buyers may choose to utilize the existing plans or customize them to suit their vision and lifestyle. Building plans must be approved by the board group of the community. The property is also located within the district for the highly regarded Pine View School, along with other highly rated public and private schools nearby. This private and gated neighborhood is great for boaters, offering community deeded access to the bay and a community day dock, that is available upon reservation. Enjoy direct access to the Intracoastal Waterway. Boat slips could potentially become available for purchase if a community member is selling. Located just 2 miles from downtown Sarasota, residents enjoy quick access to vibrant dining, shopping, and entertainment while still enjoying the privacy and tranquility of this waterfront-friendly community.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
2544 ORSOVA WAY, SARASOTA, FL 34231
$495,00037 Days on yellowkey MLS ID: A4692439
0 Days Off yellowkey (back on 5/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1545 Built: 1964 Tax: $4,594 (2025)Community: Phillippi Gardens 14Spa: NoSingle Family
Taxes:$4,594
Remarks: Tucked away in one of South Sarasota's most coveted neighborhoods, this exceptional property offers the rare combination of tranquil privacy and unbeatable convenience. Nestled just off Constitution Boulevard south of Phillippi Creek, the setting feels like a retreat — yet world-class dining, boutique shopping, and the pristine shores of Siesta Key's award-winning beach are all within a mile from your front door. Inside, every detail has been thoughtfully curated for effortless, modern living. Sleek wall-to-wall ceramic tile flows throughout the home, while a fully upgraded second bathroom showcases premium finishes with no detail overlooked. The master bath has also been beautifully refreshed with new tile and cabinetry, delivering a spa-like feel you'll love coming home to. Step outside to your own private oasis — a spacious heated pool, recently resurfaced and encased in a brand-new screen enclosure, perfect for year-round entertaining. Host effortlessly, unwind completely, and create lasting memories in a backyard built for both. Peace of mind comes standard here. A brand-new roof (Fall 2025) backed by a 15-year warranty, new hurricane-impact windows (Fall 2025), fresh exterior paint, and manicured landscaping mean this home is truly move-in ready from day one. An oversized two-car garage rounds out the package with the storage and functionality today's buyers demand. BEST OF ALL— NO HOA, NO DEED RESTICTIONS, and NO CDD. This is the freedom to live on your terms, in a home that has it all.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Aaron Wittenstein (941-299-1151)
5476 SWIFT RD #19, SARASOTA, FL 34231
$147,90059 Days on yellowkey MLS ID: A4689984
REDUCED by $7,000 (4.5%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1095 Built: 1981 Tax: $2,164 (2025)Community: Imperial PlaceCondo
Taxes:$2,164
Middle School: Sarasota Middle
Remarks: Live the Florida lifestyle you’ve been dreaming of—just minutes from the powdery white sands of Siesta Key Beach. This rarely available ground-floor, two-bedroom, two-bath end-unit condo combines location, upgrades, and effortless living in one exceptional package. From the moment you step inside, you’ll notice the light-filled, airy feel enhanced by extra windows—an exclusive perk of end-unit living—and a desirable south-facing position. This home features newer luxury vinyl flooring, newer appliances, impact windows (2019), AC (2020), and a brand-new roof (2025), offering true peace of mind. The open-concept layout seamlessly connects the living, dining, and kitchen areas—perfect for entertaining or simply relaxing after a day at the beach. Step outside through sliding glass doors to your oversized screened-in patio, where morning coffee and evening breezes become part of your daily routine. Located in Imperial Place, residents enjoy a community pool and convenient access to nearby attractions all while being just minutes from shopping, dining, and everyday essentials at Detwiler's Farm Market and the nearby Costco. Plus, you’re within easy reach of Downtown Sarasota, Venice, Sarasota-Bradenton International Airport, The Mall at University Town Center, and the natural beauty of Myakka River State Park. Whether you’re searching for a full-time residence, seasonal escape, or income-producing investment, this is the kind of opportunity that doesn’t last.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Daniel Jasmer (941-284-9893)
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