Location: Sarasota , 34231
Do Not Show Listings
2852 CAPTIVA DR, SARASOTA, FL 34231
$559,000249 Days on yellowkey MLS ID: A4661671
REDUCED by $16,000 (2.8%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2033 Built: 1975Monthly Fee: $4 Tax: $5,128 (2025)Community: Gulf Gate WoodsSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,128
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: NEW PRICE ON THIS BEAUTIFULLY UPDATED AND MOVE-IN READY GULF GATE POOL HOME WITH 2025 TILE ROOF! ADDITIONAL 2025/26 UPDATES INCLUDE UPGRADED ELECTRICAL SERVICE, NEW DUCTWORK, CARPET, BATHS, EXTERIOR/INTERIOR PAINT, DISHWASHER, DRIVEWAY, FENCE, LANDSCAPING AND MORE! Located in the sought-after Gulf Gate Woods community, this beautifully refreshed 3-bedroom, 2 full bathroom residence blends timeless design with modern upgrades, all nestled just minutes from world-renowned Siesta Key Beach. The bright and spacious living room welcomes you with natural light and new neutral tone plush carpet. The open-concept kitchen features a just completed raised ceiling with recessed lighting and additional 2017 improvements including stainless steel appliances, soft close cabinetry, and granite countertop, and flows seamlessly into a generous breakfast room and separate dining room too! The thoughtful split-bedroom floor plan ensures privacy, with the primary suite positioned separately from the guest bedrooms. The primary bedroom features a renovated en-suite bath with sleek subway tile shower enclosure, on-trend black fixtures, new floating vanity and modern finishes. Two additional bedrooms are located on the opposite wing and share an updated full bath with a granite topped vanity. The additional 24x10 bonus room is a great space for entertaining or relaxation, with windows out to your own private oasis which includes the sparkling pool and screened lanai. A 2023 water heater ensures energy efficiency, while the spacious interior laundry room adds everyday convenience. The prior owner replumbed the home with PVC pipes. The attached two-car garage includes abundant cabinetry, ideal for storage and organization. This home is in the X flood zone and is high and dry. Gulf Gate Woods is a well-established neighborhood known for its sidewalks, streetlights, and friendly sense of community. Zoned for A-rated schools, this prime Sarasota location places you within 10 minutes of Siesta Key Beach, downtown Sarasota, the Legacy Trail, golf courses, fitness centers, Sarasota Memorial Hospital, fine dining, UTC and the charming shops and restaurants of Gulf Gate Village. Whether you're seeking a full-time residence, seasonal getaway, or a smart investment, this home offers flexibility and would also make an excellent option for a long or short-term rental.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
1921 MONTE CARLO DR #302, SARASOTA, FL 34231
$549,000309 Days on yellowkey MLS ID: A4655742
REDUCED by $26,000 (4.5%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1720 Built: 2006 Tax: $6,041 (2025)Community: Phillippi Landings ACondo
Taxes:$6,041
Elementary School: Phillippi Shores Elementary
Remarks: INCREDIBLE VALUE - this beautifully remodeled third-floor luxury residence with water view in the gated waterfront community of Phillippi Landings is perfectly situated West of the Trail and just minutes to the world-renowned beaches of Siesta Key. Nestled along the Phillippi Creek with direct access to Sarasota Bay and just minutes to the Philippi Farmhouse market and the Landings Shopping Center with its vast array of dining and shopping options. This 2 bedroom plus den, 2 bath condo offers the ideal blend of privacy, convenience, and resort-style living. From the moment you enter via direct elevator access to your private foyer entrance, you are welcomed by an open and airy floor plan, porcelain tile flooring, and an inviting coastal aesthetic. The beautifully updated kitchen features granite countertops, stainless appliances, and rich wood cabinetry, offering both style and function for everyday living and entertaining. Step into the spacious living area that opens to a private covered and screened balcony with peaceful water view, ideal for enjoying morning coffee or a glass of wine at sunset. The split-bedroom layout offers exceptional privacy, with two generously sized bedroom suites. The primary suite is a true retreat, offering tranquil water view, two large walk-in closets, and a spa-style bath with a jetted soaking tub, custom walk-in shower, and private water closet. A flexible bonus space off the main living area provides the perfect nook for a home office, den, reading lounge, or secondary dining area. Impact doors and windows throughout. Beautiful wood plantation shutters. Enjoy the convenience of under-building assigned parking and a private storage unit. This home is move-in ready and ideal as a primary residence, seasonal escape, or investment opportunity. Life at Phillippi Landings is exceptional - the community is 10 acres and offers a resort-style heated pool and spa, a well-equipped fitness center, clubhouse, and an expansive waterfront promenade perfect for evening strolls beneath swaying palms. For boating and nature enthusiasts, the community provides kayak launch access and private storage racks—an invitation to explore the peaceful waterways of Phillippi Creek and beyond. The lush, manicured grounds and tropical landscaping create a tranquil, private atmosphere while placing you just minutes from Southside Village, downtown Sarasota, and the vibrant shopping and dining of UTC Mall. This exceptional location, paired with a refined, low-maintenance lifestyle, offers the best of coastal Florida living.
1508 PELICAN COVE RD #GR232, SARASOTA, FL 34231
$299,00068 Days on yellowkey MLS ID: A4680245
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1211 Built: 1980Monthly Fee: $787 Tax: $3,212 (2025)Community: Pelican Cove XiiiCondo
Taxes:$3,212
Elementary School: None
High School: None
Middle School: None
Remarks: Beautiful 2 Bedroom/2 Bath on 2nd floor right around the corner of Wilbanks and Harbor Club. Owner upgrades in 2017 include complete kitchen renovation, including appliances, new flooring, ceiling fans, lanai rescreening, electrical panel and whole house surge protector, window treatments, hardwired smoke detectors. Tub/Shower combination in both bathrooms. Pelican Cove is a 75-acre, gated, vibrant-waterfront community nestled among manicured tropical foliage. Truly offering something for everyone. Abundant amenities include the 86-slip boat harbor with excellent rates & a launch dock for kayaks and canoes, 6 heated swimming pools, hot-tub, 3 clubhouses, 4 lighted tennis courts, shuffleboard, basketball, dog walk area, walking trails and boardwalks, as well as fishing gazebos, water exercise classes, exercise facility, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, culinary arts and card clubs. Woodworking, sculpting, and evening jazz & classical music concerts round out the active lifestyle. Come and see what you have been waiting for.
Listing is courtesy of: DELUCA REALTY INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
2658 NASSAU ST, SARASOTA, FL 34231
$365,0003 Days on yellowkey MLS ID: A4690127
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1142 Built: 1955 Tax: $3,242 (2025)Community: Bahama HeightsSingle Family
Taxes:$3,242
Remarks: AMAZING LOCATION! If you want the location the gets you close to everything sarasota has to provide.. found it with this property! This is a wonderfully situated Home in a prime location of Sarasota with access to "Riverview High Schools", "World Class Beaches" and excellent shopping variety and lots of restaurants within walking distance! The property offers 3 bedrooms 2 Bathrooms and updated flooring, Interior Paint. Newer Plumbing throuhgout the home! Block construction. The backyard is fenced with room for pool in the back and room for a butterfly garden in the front. Don't wait this property want last long on the market so make this house your New Home Today! Agent related to owner.
Listing is courtesy of: MBN REALTY PROFESSIONALS (941-256-0350)
Listing Agent: Chris Giuffre (941-224-5865)
2609 WOODGATE LN #K4, SARASOTA, FL 34231
$164,9003 Days on yellowkey MLS ID: N6143915
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1982Monthly Fee: $588 Tax: $2,358 (2025)Community: Pinewood Village IxCondo
Taxes:$2,358
Remarks: You're five miles from one of the best beaches in America. You just didn't know you could afford to live this close. Ground floor, pool-facing, fully furnished 2BR/2BA in Pinewood Village. Walk out your lanai and you're at the pool. Walk out the front door and Siesta Key Beach, St. Armands Circle, Marina Jack, and downtown Sarasota are minutes away. The best-priced unit in the community — and better than anything else available right now. Ground floor instead of stairs. Tile throughout instead of carpet. Fully furnished and move-in ready the day you close. The only comparable unit in this section spent 385 days on the market and just went pending. This one won't last that long. Flood Zone X. No flood insurance required — a real financial advantage in today's Sarasota market. Outside your door, Sarasota delivers everything. Sarasota Memorial Hospital three miles away. Phillippi Estate Park around the corner. The Van Wezel, the Asolo, the Ringling, the Opera — ten minutes from your front door. The restaurants, the boutiques of St. Armands, the farmers markets, the sailing — all of it yours. Pinewood Village itself overdelivers at this price. Heated pool, fitness center, sauna, shuffleboard, full clubhouse with kitchen. HOA covers cable, water, sewer, trash, pest control, exterior maintenance and building insurance. Phillippi Shores Elementary, Brookside Middle, Riverview High. Association approval required. Sold As-Is. Seller motivated.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jeffery K. Twigg, Pa (941-412-6505)
5476 SWIFT RD #19, SARASOTA, FL 34231
$154,9003 Days on yellowkey MLS ID: A4689984
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)
1885 VAMO WAY, SARASOTA, FL 34231
$259,9003 Days on yellowkey MLS ID: A4689397
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 572 Built: 1961 Tax: $2,637 (2025)Community: Vamo 3Rd Add ToSingle Family
Taxes:$2,637
Remarks: Charming cottage-style home in a highly sought-after Sarasota location, just minutes from world-famous Siesta Key Beach. This 2-bedroom, 1-bath residence offers a unique blend of character, functionality, and investment potential. Originally rebuilt in 2001, the home features updated appliances, including a newer refrigerator, range, microwave, and A/C unit, providing comfort and convenience for everyday living. The fully fenced yard offers exceptional privacy and space, perfect for pets, entertaining, or future expansion. Step into the spacious backyard and enjoy a covered gazebo deck complete with a sink—an ideal setup for outdoor dining, entertaining, or relaxing in your own private retreat. Additional highlights include a separate RV electric hookup and a versatile shed perfect for a workshop, storage, or hobby space. The expansive lot also presents an excellent opportunity to build a new home with a pool, maximizing the value of this prime location. Just one minute from Vamo Drive Park with kayak launch access, this property is perfect for outdoor enthusiasts. This home is also a fantastic income-producing opportunity, generating approximately $30,000–$50,000 annually while it was rented in 2023 Don’t miss this rare chance to own in one of Sarasota’s most desirable areas.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Michael Zuppardo (941-900-3400)
7755 HOLIDAY DR N, SARASOTA, FL 34231
$2,290,00011 Days on yellowkey MLS ID: A4687403
5 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4381 Built: 2007 Tax: $20,083 (2025)Community: Holiday HarborSingle Family
Taxes:$20,083
Remarks: Under contract-accepting backup offers. Resort-style waterfront living awaits in this beautifully appointed residence in Holiday Harbor, ideally positioned on a canal just moments from the Intracoastal Waterway. Designed for both effortless coastal living and entertaining, this 4-bedroom, 3.5-bath home offers an exceptional blend of space, functionality, and lifestyle-driven amenities. Upon entry, soaring vaulted ceilings and an abundance of natural light create a bright, inviting atmosphere. The expansive living room, anchored by a gas fireplace, flows seamlessly into the dining area and recently renovated kitchen—perfectly oriented to capture views of the lushly landscaped pool and outdoor living spaces. The kitchen is thoughtfully designed for the culinary enthusiast, featuring extensive cabinetry, quality finishes, upscale appliances such as Sub zero, Bosch and Wolf and a generous walk-in pantry. Walls of windows in the dining area bring the outdoors in, enhancing the home’s light-filled, airy feel. The first floor is designed for both everyday living and entertaining, offering a private office, laundry room, and a guest suite with en-suite bath and its own separate entrance—ideal for visitors or extended stays. Upstairs, accessible by either a striking staircase or private elevator, the home continues to impress. Two guest bedrooms share a well-appointed Jack and Jill bath, while a spacious family room with wet bar and an additional media room provide flexible spaces for gathering and relaxation. The primary suite is a true retreat, featuring a private screened balcony with picturesque views down the canal toward the Intracoastal Waterway. The primary bath includes a soaking tub, separate tiled shower, dual vanities, and a large walk-in closet which also can accommodate a washer and dryer. Step outside to your own private waterfront oasis. The heated saltwater pool and spa are complemented by multiple levels of outdoor decking—an upper level designed for poolside lounging, entertaining, and cooking out on the outside kitchen area. The lower deck is perfect for a fire table and evenings under the stars. For boating enthusiasts, the property offers excellent canal frontage with quick, easy access to the Intracoastal and Gulf beyond—opening the door to endless days on the water, from sandbar outings and fishing to watersports and sunset cruises. Ideally located near waterfront dining, top-rated schools, downtown Sarasota, and the world-renowned beaches of Siesta Key, this home captures the essence of Florida coastal living—where every day feels like a getaway.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
3305 WILLIAMSBURG ST, SARASOTA, FL 34231
$210,000137 Days on yellowkey MLS ID: A4669294
0 Days Off yellowkey (back on 2/6/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1956 Tax: $901 (2024)Community: Sun HavenSingle Family
Taxes:$901
Tax Year: 2024
Middle School: Riverview Middle
Remarks: Under contract-accepting backup offers. LOCATION — Just minutes from SIESTA KEY BEACH and positioned in the desirable X FLOOD ZONE. Ideal for someone who is seeking value through renovation. This house is a great opportunity for a handy homeowner or savy investor to acquire a quaint home, on a corner lot, in a prime location. Located just 2.5 miles from the nearest beach and minutes from Siesta Key Village, this property is also zoned for A-rated schools and sits within an X flood zone for extra peace of mind. With quick access to Clark Rd., high-end dining, shopping, I-75, Downtown Sarasota, and Sarasota Memorial Hospital—only 6 miles away—discover the potential this property offers.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Allen Smith, Iv (407-460-1564)
2204 SHAWNEE ST, SARASOTA, FL 34231
$275,00011 Days on yellowkey MLS ID: A4689172
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1335 Built: 1954 Tax: $3,219 (2025)Community: Las Lomas De SarasotaSingle Family
Taxes:$3,219
Remarks: Location Location Location ? Welcome to this charming 2-bedroom, 2-bath home offering 1,335 sq ft of comfortable living in the heart of Sarasota. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this property checks all the boxes. Step inside to a bright, open layout filled with natural light, creating a warm and inviting atmosphere. The living, dining, and kitchen areas flow seamlessly, making it perfect for both everyday living and entertaining. Both bedrooms are generously sized, with two full bathrooms for added convenience. Enjoy a private outdoor space with room to relax or entertain, adding to the home's overall appeal. Ideally located just minutes from Siesta Key Beach and close to St. Armand's Circle, Marie Selby Botanical Gardens, and downtown Sarasota, you?ll have easy access to some of the best beaches, dining, and entertainment in Florida.
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
3541 WILKINSON WOODS DR #40, SARASOTA, FL 34231
$294,900151 Days on yellowkey MLS ID: A4672490
REDUCED by $5,000 (1.7%) on 04/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 1980 Tax: $3,658 (2025)Community: Wilkinson WoodsVilla
Taxes:$3,658
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. Skip the renovation stress and discover an UNBEATABLE VALUE in this updated 2-bedroom, 2-bath attached villa, offering IMPACT WINDOWS, New A/C (2026) and NEWER APPLIANCES. Bathed in natural light, this home features elegant QUARTZ COUNTERTOPS throughout, designer LED-illuminated mirrors, and sleek, durable laminate flooring. Beyond the stylish interior lies a charming paver patio—a relaxing retreat for morning coffee or sunset breezes. Located in an enclave that feels like a hidden secret in South Sarasota, you are minutes from Siesta Key’s white sands, casual and world-class dining, entertainment...but miles from the stress of a fixer-upper. Experience just how effortless Florida living can be by taking this stylish, move-in-ready villa off your screen and scheduling your in-person tour today!
Listing Agent: Elisa Gersman (941-735-0595)
2134 HIVELY ST, SARASOTA, FL 34231
$274,90010 Days on yellowkey MLS ID: A4689194
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1953 Tax: $776 (2025)Community: Pinehurst Park Rep Of Blk ISpa: NoSingle Family
Taxes:$776
Remarks: Charming Sarasota home offering both comfortable living and excellent investment potential just minutes from Siesta Key. This three-bedroom, one-bath residence features 780 square feet of efficiently designed space, making it an ideal option for a primary home, seasonal retreat, or income-producing property. Major updates have already been completed, including a new metal roof, new A/C system, and new water heater—providing peace of mind and reducing future maintenance costs. The home also features durable concrete board siding and low-maintenance composite decking on the front, side, and rear porches, perfect for enjoying outdoor living without the upkeep. Inside, the kitchen has been previously updated and remains in good condition, offering a functional space that can be enjoyed as-is or enhanced over time to add value. The property’s inviting backyard includes a dedicated fire pit area and a spacious back porch, creating a relaxing setting for entertaining or unwinding. These outdoor features, combined with the home’s manageable size, make it especially appealing for both owners and tenants. Ideally located less than three miles from Siesta Key and close to a variety of shopping and dining options, this home benefits from strong demand in a highly desirable area. Whether you're looking for an affordable place to call home, a seasonal getaway, or a property with solid rental potential, this Sarasota gem offers flexibility, location, and long-term value.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Jesse Rutherford (941-685-7141)
2436 CONSTITUTION BLVD, SARASOTA, FL 34231
$575,0008 Days on yellowkey MLS ID: O6398031
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1459 Built: 1972 Tax: $3,913 (2025)Community: Phillippi Gardens 03Spa: NoSingle Family
Taxes:$3,913
Remarks: Beautifully remodeled, fully furnished beach house just under 15 minutes to Siesta Key. This turnkey home features an open floorplan, newer AC, new roof (2025), and a heated pool — perfect for a growing family, a beachfront second home, or an investor. Bright, modern finishes throughout and outdoor living space make this an easy lifestyle choice. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (407-392-1800)
Listing Agent: Maeva Faucher (407-492-0115)
4108 NELSON AVE, SARASOTA, FL 34231
$280,00050 Days on yellowkey MLS ID: R4910781
0 Days Off yellowkey (back on 4/15/2026)
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 841 Built: 1953 Tax: $2,592 (2025)Community: Dixie HeightsSingle Family
Taxes:$2,592
Remarks: Under contract-accepting backup offers. Charming 2 bedroom,1 bath, home including a 1 car oversized garage located in Sarasota! This beautiful home comes with many updates including an open layout, granite countertops, stainless steel appliances 2021, new recessed ceiling lights, ceiling fans throughout, all new vinyl floors, hurricane windows 2019, roof replaced in 2021, HVAC in 2023, water heater 2017, shade trees. Second refrigerator in the garage does not convey. Centrally located near shopping, restaurants, schools, beaches. Easy access to 1-75. No deed restrictions, HOA or CDD Fee. House is not in a flood zone, no flood insurance is required. It is located 4.8 Miles to Downtown Sarasota - 3.3 Miles to Siesta Key Beach - 10 Miles to University Town Center - West of Legacy trail.
Listing is courtesy of: PARACLETE REALTY LLC (410-987-9500)
Listing Agent: Charles Phelps (301-536-7900)
2713 RIVERBLUFF CT #V101, SARASOTA, FL 34231
$279,00032 Days on yellowkey MLS ID: A4686360
REDUCED by $11,000 (3.8%) on 04/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1452 Built: 1971 Tax: $2,923 (2025)Community: Strathmore Riverside IVilla
Taxes:$2,923
Remarks: Welcome to Strathmore Riverside-perfectly positioned in the heart of Sarasota, where fun and an active lifestyle meet coastal charm! Step inside this stunning villa, fully remodeled from top to bottom with great attention to detail. The open-concept floor plan has been thoughtfully redesigned to include expanded closet space in the primary suite and a beautifully updated, more spacious bathroom. The kitchen now overlooks the living area with walls removed to create a bright, airy space that’s perfect for both relaxing and entertaining. The many updated features include hurricane impact windows, handsome Brazilian teak wood floors throughout, new 5" baseboards, new interior paint, solid-core doors, skip-troweled ceilings, new door hardware, lighting, receptacles & switches, and crown molding throughout. The kitchen has been completely opened up and features a kitchen island with offsetting color, granite tops, neutral raised-panel cabinetry, and brand-new stainless appliances. Behind the scenes, this villa has been replumbed and new A/C ductwork installed. There is a one-car carport and a large outside laundry room/workshop. The location in this 'Over-55' community of 336 villas is only a very short walk away from the community center with clubhouse, swimming pool, exercise room, and boat docks. This well-run community is 2.5 miles to a Siesta beach access, 4.5 miles to downtown Sarasota, and is conveniently surrounded by walkable restaurants, grocery, and so much more. This location has it all and this villa will absolutely not disappoint. Stop by today.
Listing Agent: Joe Cleary (941-650-8485)
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,695,000416 Days on yellowkey MLS ID: A4641614
Bed: 6 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 6462 Built: 2004Monthly Fee: $17 Tax: $39,148 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$39,148
Remarks: One or more photo(s) has been virtually staged. Located West-of-Trail in one of Sarasota’s sought-after neighborhoods, Oyster Bay Estates, this stunning waterfront home is designed for those who appreciate breathtaking views and effortless entertaining. With a prime position on Sarasota Bay, this gated estate captures panoramic vistas of the city skyline, preserve and mangrove islands, and beyond. Blending timeless elegance with modern comforts, the home offers seamless indoor-outdoor living, quality finishes and thoughtfully designed spaces. A grand entrance sets the stage, with travertine stairs leading to stately double doors completed by a transom arch window. Inside, the living and dining areas boast a detailed coffered ceiling framed by a wall of sliders that showcase uninterrupted water views. A gas fireplace with a carved stone mantle anchors the space while custom wood shelving, wainscoting-lined hallways and artisanal millwork accentuate timeless craftsmanship. For culinary enthusiasts, the gourmet kitchen is functional and luxurious. Anchored by an oversized central island with a prep sink, it offers abundant workspace, granite countertops and custom wood cabinetry. A top-of-the-line Viking® appliance package pairs seamlessly with a Sub-Zero professional-grade refrigerator, while a deep basin sink and a spacious walk-in pantry with custom organization enhance convenience. An adjoining butler’s pantry elevates the space with glass-faced cabinetry, a beverage cooler and dishwasher drawers. The casual dining area is positioned to take in breathtaking water views, making every meal a scenic experience. The expansive great room boasts windows that capture views of mangrove islands, city lights and the tranquil waters beyond. Multiple bar areas, each equipped with beverage coolers, prep sinks, dishwasher drawers and granite countertops, ensure effortless entertaining. Retreat to the primary suite, a private sanctuary with a custom tray ceiling, a designer chandelier and bay windows that invite the amazing view in. The spa-inspired en-suite bath features travertine tile, dual vanities, a spacious walk-in shower with multiple showerheads, a jetted tub and an expansive custom-organized closet. A gracefully curved wood staircase ascends to the upper level, where four additional en-suite guest rooms offer luxurious accommodations, most with private balconies that frame breathtaking views. A three-stop elevator provides easy access across all levels. Ideal for large-scale entertaining, the home features a ground-level bonus area, storage and workshop, opening to the resort-style pool deck for seamless indoor-outdoor living. A private guest apartment, accessible via a separate staircase and above the garage, provides a serene retreat with a living room kitchenette, a spacious bedroom, a full bath and a private balcony. This estate has been thoughtfully crafted for elegance and entertainment, featuring Brazilian cherrywood floors, custom-trimmed doorways, wainscoting accent walls, crown molding, plantation shutters, custom-designed coffered and tray ceilings, and a central vacuum system, among other fine details. With stunning water vistas as its backdrop, this is more than just a home, it is a lifestyle conveniently near The Field Club, Southside Village and downtown Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
4078 GROVELAND AVE, SARASOTA, FL 34231
$345,000171 Days on yellowkey MLS ID: A4669478
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1240 Built: 1981 Tax: $2,704 (2024)Community: Grove ParkSingle Family
Taxes:$2,704
Remarks: In a city where home prices often feel out of reach, this well-maintained three-bedroom, one-bath residence offers something increasingly rare: a real opportunity to plant roots in Sarasota without sacrificing location or potential. Set on a quiet, non-HOA neighborhood just minutes from the beach, downtown, shopping, and restaurants, this home proves that owning in Sarasota does not mean choosing between charm, location, and affordability. Inside, you will find an open layout with tile and laminate flooring, natural light throughout, and a warm, welcoming feel ready to be personalized. The kitchen has been thoughtfully updated with granite countertops and refreshed cabinetry that seamlessly blends function and simplicity, while unifying the living and dining areas. A cozy brick fireplace, featuring an above-mantel TV mount, anchors the living room, making it perfect for both quiet evenings with a book and hosting game day with friends. The primary bedroom features two closets and a dual-access ensuite bath that connects to the hallway leading to the home's two additional bedrooms. Step outside to a fully fenced backyard with a spacious deck, fire pit, and a large permitted shed that offers flexibility for storage or creative use, along with ample room for a home addition or pool, if desired. While it is not the biggest or flashiest house in town, it is real, it is ready, and it can be yours to shape. Whether you are a first-time buyer looking to stay in Sarasota on a budget, a seasonal visitor in need of a winter retreat, or someone who values authenticity, this is a home where you can begin to build not just equity, but a meaningful life. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
1725 BAYWOOD DR, SARASOTA, FL 34231
$2,695,00075 Days on yellowkey MLS ID: A4680848
REDUCED by $100,000 (3.6%) on 04/15/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3612 Built: 1984 Tax: $20,152 (2025)Community: Bay View AcresSpa: YesSingle Family
Taxes:$20,152
Remarks: Experience refined waterfront living in this thoughtfully updated, move-in-ready residence sold furnished, ideally located West of the Trail, just minutes from shopping, dining, and the world-renowned Siesta Key Beach. Positioned at the end of a quiet cul-de-sac and only two lots from open bay, this property offers sweeping water views and sunset backdrops. The interior is filled with natural light, with impact-rated windows and sliding glass doors throughout the residence. Neutral coastal finishes including whitewashed oak flooring, porcelain tile, custom cabinetry, and a striking steel-and-cable stair railing creates a modern yet timeless aesthetic throughout the home. The kitchen serves as the heart of the home, featuring quartz countertops, gas range, an oversized island, and a custom stainless steel and glass hood perfectly suited for everyday living and entertaining. Adjacent living and dining spaces are anchored by a stacked-stone gas fireplace and open directly to a waterfront terrace. The main living area includes a primary suite along with two additional bedrooms and baths, all conveniently accessible by both a staircase and two-stop elevator. A third-floor loft offers flexible living or guest accommodations, complete with a wet bar and an expansive deck. The ground level provides a generous bonus space, dual two-car garages, and the perfect outdoor retreat featuring a summer kitchen, pool, and fire pit. Recent upgrades include new pool equipment, refreshed landscaping and fencing and a renovated dock equipped with a 20,000-lb boat lift. An exceptional waterfront setting and desirable location makes this residence a rare opportunity to enjoy the best of coastal living in Sarasota.
Listing Agent: Kelly Quigley (941-356-9954)
2544 ORSOVA WAY, SARASOTA, FL 34231
$499,000182 Days on yellowkey MLS ID: A4668849
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1545 Built: 1964 Tax: $4,430 (2023)Community: Phillippi Gardens 14Single Family
Taxes:$4,430
Tax Year: 2023
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT TO $499,000. SELLER LOOKING FOR OFFERS!!! This amazing property is nestled in a highly sought-after South Sarasota location. It is located off Constitution Blvd. just south of Proctor Road. This unique location provides serenity and privacy yet close to endless dining options and shops. Located just 1 mile from Siesta Key’s world-renowned beaches! It’s a place where luxury meets practicality, creating a perfect balance for modern living. This cozy home is equipped with modern WALL TO WALL TILE, an upgraded SECOND BATH with no expense spared, a large heated pool (RECENTLY resurfaced), newly RESCREENED pool cage, a BRAND NEW ROOF ( FALL 2025) with 15 year warranty, new hurricane windows (FALL 2025), and lastly an over-sized two-car garage. One side of two-car garage is currently using a portion for a game room/ storage/office and can continue to be utilized in this manner or SELLER will remove the walls at buyers request to revert back to the standard garage. NEW PAINT and landscaping complete this wonderful home making it ready to call your own. It’s an ideal setting for hosting gatherings and creating unforgettable memories with friends and family. No HOA, no deed restrictions and no CDD. Some photos are virtually staged.Seller is updating MASTER BATH please be patient and cautions as work is in progress.
Listing is courtesy of: D'AGOSTINO REAL ESTATE CONSULTING LLC (941-320-0044)
Listing Agent: Kenneth Dagostino (941-320-0044)
7637 COVE TER, SARASOTA, FL 34231
$3,495,00037 Days on yellowkey MLS ID: A4684647
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3799 Built: 2004 Tax: $27,740 (2025)Community: Southpointe Shores Unit 1Spa: YesSingle Family
Taxes:$27,740
Remarks: Welcome to 7637 Cove Terrace, an elegant 4-bedroom, 3 full bath and 2 half bath custom residence located in the coveted waterfront community of Southpointe Shores. Beautifully renovated in 2023, offering 3,799 square ft of heated living space, this meticulously maintained home combines Florida architectural style with modern comfort and exceptional boating amenities. Set on a 0.34-acre lot with over 100 feet of direct saltwater canal frontage, the property provides sailboat depth-water access plus a large private dock equipped with electric and water, and has been upgraded with TWO Boat lifts: a 40,000lb lift and an additional 10,000K lift, making it an outstanding choice for boating enthusiasts. Enjoy serene views of the wide canal with deep water access to the Intracoastal Waterway from your own backyard. Inside, the home welcomes you with an open, light-filled layout enhanced by tray ceilings, crown molding, stone counters, walk-in closets, and a spacious primary suite on the main floor. The gourmet kitchen, remodeled in 2024, features Thermador™ appliances, a walk-in pantry, a gas cooktop, range hood, dishwasher, refrigerator, and built-in island seating, flowing seamlessly into the living and dining areas — ideal for everyday living or entertaining. All three guest bedrooms are located on the main level, each offering generous dimensions and built-in closets, with Bedroom 2 featuring an en-suite bath. An oversized second-floor bonus space provides flexibility for a game room, media room, office, or guest retreat and includes a terrace, a powder room, a wet bar and a beverage refrigerator for ease of entertaining. The outdoor living space is exceptional: the private screened area hosts the heated pool and in-ground spa, both resurfaced in 2023, expansive covered lanai with new travertine, outdoor kitchen, balcony, fenced yard, and thoughtful exterior details such as French doors, lighting, rain gutters, and sliding glass doors. Whether relaxing or hosting, this home’s outdoor spaces offer year-round enjoyment. To ease your mind, the home is elevated to almost 12 feet, well above plane requirements. Additional features offering peace of mind and enhance your life include new hurricane grade front entry doors in 2024, the100.7 foot seawall was redone in 2015, the home’s interior and exterior was repainted in 2024. Two 5 ton Daikon Central air units, (2024 & 2016), electric heating, public utilities and gas, an additional 45 Gallon water heater dedicated for the primary suite, and a tile roof & block/stucco construction for durability. There is an attached 2 car garage with an additional oversized 1 car garage, great for extra storage and a third car. Nestled within the desirable Southpointe Shores community, this home benefits from top-rated school zones and a serene, upscale waterfront atmosphere. The neighborhood’s private boat ramp, available for a minimal annual fee, enhances its appeal for boating enthusiasts. Perfectly situated close to Sarasota’s premier shopping, dining, beaches, and marinas, the property still offers the tranquility, water access, and elevated coastal living that define a true retreat.
Listing Agent: Julie Lojacono Mackie (773-704-1438)
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