Location: Sarasota
Do Not Show Listings
301 S OSPREY AVE, SARASOTA, FL 34236
$1,099,00084 Days on yellowkey MLS ID: A4680127
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 3320 Built: 1914 Tax: $13,510 (2024)Community: Pos Sub Of Blks G & HApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,510
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Prime Investment Opportunity in Laurel Park – Fabulous 4-Plex with Exceptional Income Potential! Discover your next smart investment in the heart of Laurel Park, one of Sarasota’s most desirable and historic neighborhoods. Just three blocks from vibrant Main Street and minutes from the city’s renowned Gulf Coast beaches, this charming 4-unit multifamily property offers a rare chance to own premium real estate in a high demand location. The property consists of two separate buildings, each featuring an upper and lower 1-bedroom, 1-bath apartment, with ample off-street parking for tenants. All units are currently leased to reliable annual tenants, ensuring immediate income. For investors seeking to maximize returns, this property offers significant upside as a short-term rental, with the potential to generate substantially higher income through weekly bookings in a vacation-friendly market.
Listing is courtesy of: QUEST PROPERTIES INC (941-504-1111)
Listing Agent: Timothy Bloch (941-504-1111)
4922 COMMONWEALTH DR, SARASOTA, FL 34242
$1,795,000207 Days on yellowkey MLS ID: A4666313
4 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2767 Built: 1995 Tax: $6,523 (2025)Community: Siesta BeachSpa: NoSingle Family
Taxes:$6,523
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome your Siesta Key dream home Commonwealth Drive, a stunning custom residence located directly on the Grand Canal. This four bedroom, four bathroom home exudes island style and warmth from the moment you see it. The Key West style build has a concrete base level, hardy plank cement siding, and a standing seam metal roof. The main living areas all give way to sunny and palm-lined views of pool deck with saltwater canal in the background. The open living areas on the main level feature hardwood flooring, a gas built-in fireplace, built-in shelving, and lots of windows to enjoy the view. The primary suite features lots of space, dual walk-in and an upper level balcony with incredible views. There’s a second larger suite with sitting area to make guests feel at home, and two more bedrooms for the ultimate in flexibility. This home is truly all about the location- want to go paddleboarding or out on your kayaks? Right in the back yard. The beach is just a few blocks away and the northern Siesta Key location gives easy access to downtown Sarasota and beyond. If you’re looking for the perfect combination of space, privacy, convenience, and of course a little sand between your toes- this may be the perfect home for you. Boaters will also love this Grand Canal location, with only one large fixed bridge and easy access to Sarasota Bay. Don’t hesitate, schedule your showing of this fine home today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Drew Russell (941-993-3739)
1804 BAYWOOD DR, SARASOTA, FL 34231
$1,250,00017 Days on yellowkey MLS ID: A4686175
REDUCED by $40,000 (3.1%) on 04/14/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3335 Built: 1957 Tax: $8,535 (2025)Community: Bay View AcresSpa: NoSingle Family
Taxes:$8,535
Remarks: AMAZING OPPORTUNITY/SPACIOUS HIGH RENTAL INCOME . CURRENT LEASE GOES THROUGH DECEMBER 31TH, 2027. IF YOU ARE LOOKING FOR A STUNNING HOME TO LIVE IN OR INVEST IN, THIS IS THE PERFECT CHOICE!WITH A PROVEN TRACK RECORD OF HIGH RENTAL INCOME, THIS PROPERTY OFFERS ALL THE SPACE AND COMFORT YOU NEED, PLUS AN UNBEATABLE LOCATION. JUST MINUTES FROM THE WORLD-RENOWMED SIESTA KEY BEACH!THE BEACH IS ONLY 1.5 MILES AWAY FROM THE ACCESS 12, MAKING IT A QUICK AND EASY BIKE RIDE. ENJOY THE CONVENIENCE OF BEING ON THE MAINLAND WHILE STAYING STAYING FEW MINUTES TO SIESTA KEY VILLAGE WHERE YOU'LL FIND RESTAURANTS, BARS, SHOPS AND ESSENTIAL AMENITIES LIKE SCHOOL, SUPERMARKET AND DRUGSTORES.5 BEDROOMS AND 4 BATHROOMS, INCLUDING 2 MASTER SUITES ON THE FIRST FLOOR AND 1 ON THE SECOND FLOOR. SPACIOUS LIVING AREAS WITH A LIVING ROOM, GREAT ROOM, FAMILY ROOM AND BONUS ROOM.BRIGHT, OPEN SPACES WITH A WELL-THOUGHT LAYOUT. PERFECT FOR PRIMARY RESIDENCE OR RENTAL INVESTMENT.THIS IS A RARE OPPORTUNITY YOU DON'T WANT MISS!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Genaro Tramutola (941-315-1142)
6723 AVENUE C, SARASOTA, FL 34231
$1,999,00078 Days on yellowkey MLS ID: C7521189
REDUCED by $150,000 (7.0%) on 04/14/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1851 Built: 1999 Tax: $5,412 (2025)Community: Bay View AcresSingle Family
Taxes:$5,412
Elementary School: Pine View School
High School: Pine View School
Middle School: Pine View School
Remarks: Location, location, location! Siesta Key - Private Boat Slip - Completely Updated - NOT in a FLOOD ZONE & No Hurricane damage!! Situated on Avenue C just before the South Siesta Key Bridge, this beautifully updated home offers an unbeatable coastal lifestyle. Enjoy less than a mile walk to the world-famous Siesta Key Beach, where you can take in stunning sunsets, white sand beaches, and relaxing weekends by the water. Boaters will love the easy access to the Intracoastal, just minutes away, with approximately 15 minutes to reach the Gulf of America. The home is also within walking distance to local restaurants and beaches, while being tucked inside a peaceful bird sanctuary, offering a rare blend of convenience and natural surroundings. Inside, the home has been fully updated. Improvements completed in 2020 include a NEW ROOF, tile flooring throughout, a brand-new kitchen, and updated bathrooms. The floor plan offers three bedrooms, including a SECOND PRIMARY SUITE, three bathrooms, and an oversized two-car garage. The backyard is designed for true Florida living, featuring a large heated pool, a spacious lanai with new panoramic screening, and a PRIVATE BOAT SLIP, one of only two slips in the entire neighborhood. The pool was resurfaced with new tile in 2025, and the dock was completed in 2025 as well. This home captures the best of coastal Florida living with walkability, boating access, and thoughtful updates throughout. Enjoy the neighborhood with a short walk to popular spots including Daiquiri Deck, Siesta Key Oyster Bar, Captain Curt’s Crab & Oyster Bar, The Old Salty Dog, Abel's ice cream, Ruth’s Chris Steak House, and Carrabba’s Italian Grill. With Publix Super Market and shopping just down the road, you can enjoy peace and quiet while still being close to everything you need. Schedule your own personal tour today!
Listing is courtesy of: SELLSTATE VISION REALTY (941-336-5400)
Listing Agent: Savannah Zarris (941-807-4304)
5546 MODENA PL, SARASOTA, FL 34238
$449,97596 Days on yellowkey MLS ID: A4677319
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1693 Built: 2003Monthly Fee: $476 Tax: $4,920 (2025)Community: Villagewalk Unit 2AVilla
Taxes:$4,920
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: PRICE REDUCED! Live the Florida lifestyle in this EXTENSIVELY RENOVATED two-bedroom, two-bath villa in Sarasota’s sought-after Village Walk community. This home has the OPTIONAL EXTENDED LIVING ROOM with a larger open living area, perfect for large or small gatherings. Vaulted ceilings and an open layout highlight the FULLY RENOVATED KITCHEN AND APPLIANCES and NEW CERAMIC PLANK-STYLE FLOORING throughout the main living areas. Major systems recently replaced, including a NEWER AC SYSTEM and WATER HEATER. Both bedrooms feature en-suite baths and WALK-IN CLOSETS. The BATHROOMS HAVE BEEN UPDATED with ALL-NEW CERAMIC TILE, COUNTERTOPS, CABINETRY, SINKS, AND FIXTURES, while NEW PLUSH CARPETING adds comfort to both bedrooms. Enjoy peaceful lake views from the EXPANDED AND RENOVATED LANAI, featuring PAVER FLOORING, A LARGE SCREENED ENCLOSURE, AND A REMOTE-CONTROL POWER CANOPY—perfect for year-round outdoor living. Additional highlights include an interior utility room and a REFINISHED TWO-CAR GARAGE WITH A DURABLE, STAIN-RESISTANT FLOOR. Village Walk has a very active gated community with an event planning staff and offers high-end, resort-style amenities including extra large pools, modern complete fitness center, multiple tennis and pickleball courts, scenic walking paths, and on-site conveniences, stores, restaurants, a tiki hut bar and gas station. Ideally located in Palmer Ranch, just minutes from shopping, dining, the Legacy Trail, and Siesta Key beaches.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Dan Lussier (941-900-7122)
4110 CENTRAL SARASOTA PKWY #125, SARASOTA, FL 34238
$160,00026 Days on yellowkey MLS ID: A4687619
REDUCED by $8,000 (4.8%) on 04/14/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 759 Built: 1998 Tax: $2,129 (2025)Community: Bella Villino 1Condo
Taxes:$2,129
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Unbeatable location and lifestyle in Sarasota. Garage is included in your purchase, which could save you money on a storage unit. Your car still gets the covered carport. This marvelous, bright, move-in-ready, second-floor home offers an open floor plan, no carpet, and W/D inside. Lifetime warranty hurricane impact windows installed. Bella Villino is a resort-style gated community, offering a heated pool and spa, clubhouse, tennis court, fitness center, and an indoor basketball/racquetball court. A picnic area with grills and a car wash station is also available. You can enjoy watching the birds around the ponds in Bella Villino. Easy access to the 18-mile-long multi-use Legacy Trail. The famous Siesta Key Beach is 5 miles away. Sarasota offers various cultural events, theaters, opera, and more.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Zita Bowers (941-465-5819)
3958 MEDITERRANEA CIR #411, SARASOTA, FL 34233
$214,999130 Days on yellowkey MLS ID: A4673738
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1212 Built: 2005 Tax: $3,040 (2024)Community: MediterraneaSpa: NoCondo
Taxes:$3,040
Middle School: Riverview Middle
Remarks: Bring your offers today to this property which has just been adjusted for you! Truly move-in ready, this 1st floor 3 bedroom, 2-bath residence lives like a single family home. It is tucked inside the gated enclave of Mediterranea Garden Homes. The thoughtfully designed split floor plan provides privacy for everyday living while remaining ideal for entertaining. The kitchen features generous counter space, making meal preparation easy and inviting. Brand new neutral carpet in the living room, with luxury vinyl in the 3 bedrooms throughout enhances both durability and style, while in-unit laundry and a private one car garage just steps from the front door add exceptional everyday convenience. Enjoy morning coffee on your private screened lanai overlooking a tranquil, lush green setting, or spend afternoons relaxing at the heated community pool surrounded by tropical landscaping. With roof, exterior maintenance, landscaping, water, and sewer included, this is a truly low-maintenance, lock-and-leave lifestyle. Recent updates include a newer HVAC system, disposal, smoke detectors, and updated toilet hardware—creating a modern, well-maintained, and inviting interior. Whether you’re seeking a full-time Sarasota residence, a seasonal retreat, or a rental investment, this property delivers exceptional flexibility. The community allows 3-month minimum rentals up to twice per year, or annual leasing. Community & Value Highlights: Gated neighborhood with heated pool and tropical surroundings. Built in 2005 to current hurricane codes. Solid concrete block construction from ground to roof. No special assessments. Two-story buildings only (new condo laws do not apply). Condo fee $565/month, effectively ~$422 when adjusted for included water & sewer. Location Highlights: Steps from Expo on Clark Plaza with dining, fitness, medical, and retail including The Original Egg, Oak & Stone, Tsunami Sushi, Chianti Italian, Meshugana Deli, Hot Yoga, Massage Envy, and more. Less than 10 minutes to Siesta Key Beach. Quick access to I-75 for UTC Town Center, downtown Sarasota, Tampa, and St. Petersburg. Ideally located just minutes from world-famous Siesta Key Beach, Venice and Nokomis Beach, with effortless access to Downtown shopping, dining, and Sarasota-Bradenton International Airport, this home offers the perfect blend of convenience and coastal living. Located in an excellent school district. This is easy Florida living at its best—convenient, carefree, and close to everything Sarasota has!
Listing is courtesy of: SIESTA 4 RENT (941-349-5500)
Listing Agent: Karen Lyons Nowadly (941-928-9496)
4512 OTTAWA TRL #229, SARASOTA, FL 34233
$172,80018 Days on yellowkey MLS ID: A4688722
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1973 Tax: $1,373 (2025)Community: Lake TippecanoeVilla
Taxes:$1,373
Remarks: Unlock the potential of this inviting 2-bedroom, 2-bath end-unit villa located in the sought-after 55+ community of Lake Tippecanoe. Recently refreshed with new interior paint and brand-new carpeting, this home offers a clean starting point while still leaving room for your personal style and enhancements. The spacious floor plan includes an eat-in kitchen, a generously sized living area, and a private primary suite designed for comfort. Impact rated front door and windows were replaced in 2020 (sliders excluded). While some updates may still be desired, the competitive price reflects an excellent opportunity to create value in a desirable Sarasota location. Residents of Lake Tippecanoe enjoy a tranquil setting, an active clubhouse, and a community pool—all just moments from shopping, dining, and the area’s beautiful Gulf beaches. The community has its own well, so no additional fees for water or sewer! The low fees also include basic cable, garbage pickup, exterior building & grounds maintenance. Bring your vision and make this charming villa your own!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Beth Ann Boyer (941-780-6606)
1350 MAIN ST #1501, SARASOTA, FL 34236
$939,000188 Days on yellowkey MLS ID: A4668214
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1364 Built: 2007Monthly Fee: $1,424 Tax: $11,511 (2024)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$11,511
Remarks: Experience luxury living in the heart of downtown Sarasota at 1350 Main Street. This stunning 15th-floor residence offers sweeping views of the city skyline and Sarasota Bay, all just steps from world-class dining, shopping, and cultural attractions. This end unit is being sold turnkey, with high end finishes throughout. The open-concept layout is filled with natural light, featuring floor-to-ceiling impact windows, 2 balconies, a modern kitchen with premium finishes, and spacious living areas perfect for entertaining. Enjoy resort-style amenities including a rooftop pool on level 6, fitness center, club room, 24-hour concierge, and secure parking garage. Embrace the vibrant urban lifestyle with the elegance and comfort you deserve.
Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)
Listing Agent: Bill Trier (941-586-6372)
6312 MIDNIGHT PASS RD #305S, SARASOTA, FL 34242
$775,00048 Days on yellowkey MLS ID: A4684866
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 894 Built: 1968 Tax: $5,871 (2025)Community: Crescent ArmsCondo
Taxes:$5,871
Remarks: Positioned directly on the sands of world-famous Siesta Key, this 2-bedroom, 2-bath en-suite condominium offers the perfect blend of personal getaway and income-producing investment. Fully furnished and thoughtfully configured for vacation living, this residence is already an active vacation rental with proven historical returns, making it an ideal opportunity for buyers seeking a property that can help offset ownership costs while providing their own beachfront retreat. Inside, tile flooring throughout creates an easy-care coastal interior designed for high-traffic vacation use, while the split layout with two en-suite bedrooms provides privacy and comfort for guests. A large storage closet dedicated to beach gear and recreational “toys” makes it simple to keep everything needed for effortless days on the sand. From the residence, enjoy views of the Gulf of Mexico and the convenience of direct walk-out access to Siesta Key’s powdery white beach, where beach chairs are available for guests, perfect for owners and vacation renters alike. The location places you in one of the most desirable areas of the island, within walking distance to nearby restaurants, shops, and local favorites, or simply hop on the Siesta Key trolley for easy access up and down the island. With its prime beachfront setting, turnkey furnishings, and established rental performance, this property presents a compelling opportunity to own a slice of Siesta Key that can generate income while serving as your personal coastal escape.
Listing Agent: Ryndie Brusco (941-809-6913)
5500 BENTGRASS DR #112, SARASOTA, FL 34235
$170,000162 Days on yellowkey MLS ID: A4670459
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1032 Built: 2000Monthly Fee: $428 Tax: $2,326 (2024)Community: Las Palmas Of SarasotaTownhouse
Taxes:$2,326
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: A Lovely furnished Townhouse rental available at Las Palmas. Primary bedroom has a queen bed on the 3rd level. Washer/Dryer plus a 1/2 bath for guests on the 2nd level. Open plan from the dining room thru the kitchen and beyond to your living area. The screened in lanai has a green belt view. The gated community has swimming pools, fitness center, lit tennis/pickle ball courts, BBQ grills, outside kitchen business center, playground, business center, car wash and clubhouse with management. Storage for boats available. This community is centrally located and near UTC mall with wonderful shopping and restaurants. Benderson Park is the finest walk about with a child play area. The airport is located approximately 8.2 miles. Schedule a private showing today.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Diane Mcdonald (941-356-9398)
4256 KING RICHARD LN, SARASOTA, FL 34232
$399,000212 Days on yellowkey MLS ID: A4659665
0 Days Off yellowkey (back on 3/27/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1696 Built: 1984Monthly Fee: $49 Tax: $4,735 (2025)Community: NottinghamSpa: NoSingle Family
Taxes:$4,735
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Motivated seller and a huge price adjustment! Rarely available in Nottingham! Tucked away on a quiet cul-de-sac with 140 feet of sparkling lake frontage, this 3-bedroom home is perfectly designed for enjoying Florida’s outdoor lifestyle. The living room, kitchen/family room, and primary suite all open to the expansive screened lanai, featuring a 22’ x 42’ open area plus a 12’ x 32’ covered space—ideal for entertaining or simply relaxing by the pool. The first-floor primary suite offers a 10’ x 5’ walk-in closet and an en suite bath, while two additional bedrooms are located upstairs for added privacy. The kitchen flows into the family room with its cozy corner fireplace and soaring vaulted ceiling leading to a second-floor loft. Recent updates include fresh interior paint, reinforced and leveled pool decking with a 5-year warranty, and a new pool pump and filter. While some finishing touches remain—such as resurfacing the pool deck and replacing the skimmer—this home presents a fantastic opportunity to create your own retreat in one of the area’s most desirable neighborhoods. Don’t miss the chance to make this Nottingham gem your own!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
3240 WALTER TRAVIS DR, SARASOTA, FL 34240
$1,799,00026 Days on yellowkey MLS ID: A4687576
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4504 Built: 1996Monthly Fee: $369 Tax: $8,015 (2025)Community: Laurel Oak Estates Sec 05Single Family
Taxes:$8,015
Elementary School: Tatum Ridge Elementary
Remarks: Exquisite Laurel Oak Country Club - one of the most desirable neighborhoods in Sarasota. Experience refined luxury and timeless elegance in this spectacular residence within the exclusive, guard-gated Laurel Oak Country Club community. This 5-bedroom, 4-bath home offers approximately 4,500 square feet of living space, seamlessly blending sophisticated design with comfortable Florida living. Step inside to a flowing open floor plan filled with natural light, soaring ceilings, multiple pocket sliding doors to the outdoor, caged lanai and first class finishes throughout. The home features both formal living and dining rooms, adjacent to a stunning kitchen, breakfast area and great room with a cozy fireplace that opens effortlessly to the expanded lanai, creating a true indoor-outdoor living experience. The updated kitchen is a chef’s dream, featuring custom cabinetry, in drawer microwave, a wine refrigerator, and a spacious island perfect for entertaining. Plenty of cabinetry for storage of all your necessary cooking and entertaining items. At the rear of the home find a spacious sun/play room which adds versatility for recreation, relaxation, or family gatherings, while a full-sized bar creates the ultimate “man cave,” with custom woodwork, two beer taps, wine refrigerator, and more - ideal for hosting and unwinding in style. The primary suite is a private retreat, separated from the main living area, complete with a remodeled bath featuring dual vanities and a walk-in shower. Four additional bedrooms provide flexibility as private guest rooms, offices, or extra sitting areas. Outdoors, enjoy the oversized lanai with sweeping lake view, a pool and lush landscaping, along with multiple seating areas for relaxing or alfresco dining. The oversized three-car garage provides ample space for vehicles, storage and golf gear. Located in one of Sarasota’s most desirable golf communities, residents can enjoy access to two championship golf courses, tennis, pickleball, fine dining and a vibrant social calendar and membership is completely optional—all just minutes from world-class beaches, shopping, and cultural attractions. Luxury, lifestyle, and location come together seamlessly in this exceptional Laurel Oak residence.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Kimberlie Macdonald (941-928-1953)
1860 7TH ST, SARASOTA, FL 34236
$749,00042 Days on yellowkey MLS ID: A4685678
REDUCED by $20,000 (2.6%) on 04/14/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1568 Built: 1969 Tax: $7,172 (2025)Community: Gillespie ParkApartment
Taxes:$7,172
Elementary School: Alta Vista Elementary
Middle School: Booker Middle
Remarks: * Tremendous opportunity to own your own duplex in GILLESPIE PARK – LIVE IN ONE SIDE AND RENT OUT THE OTHER ! Or just rent out both of them ! * Fabulous opportunity to tear down and build your own New Single Family Home in the Downtown area with an Additional Dwelling unit for Income – Zoned DTN + During the time of preparing all the Architectural plans and going through the permitting process – you are collecting rent all along the way ! * You could even add a pool between the 2 New Buildings for Fun for all ! *Right across street from Sarasota’s Own 10 acre Wooded Oasis in the middle of Downtown Sarasota – GILLESPIE PARK ! Featuring Tennis Courts , walking trails , a pond that winds through the park , Wonderful playground and even a separate Dog Park ! * Rear unit has been staged and is quite beautiful ! Streetside unit has been leased by same tenant for last 20 years ! Do you think he likes it here ? And he would love to stay ! * 2 – 2 Bedroom /1 Bath units situated on an oversized 7500 square foot lot. 1568 sq. ft. with laundry out building with big Back yard to Roam & Play. *Both A/c units are new – 1 is 6 months old and the other is 18 months old * New Roof in 2018 ! and All new Sewer and Water lines to building within last 3 years! *To have access to all that Downtown Sarasota has to offer within just a few blocks is amazing ! You literally have 65 restaurants within a 10 block radius. Who needs a car anyway ? * The Bay Trolley is just a few blocks away as well taking you all the way to Lido Beach and back for Free without ever having to park a car! * And Don’t Forget the ever popular Legacy Walking and Bicycle Trail and Payne Park also just a few blocks away. * And One Last Huge Benefit - You are literally only 6 blocks from the Ultra Amazing new 53 acre Bay Park ! Which you just have to see and experience to believe. *YOU must experience the Downtown Lifestyle to really appreciate what our Great City has to offer !
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
5174 SANDY COVE AVE, SARASOTA, FL 34242
$4,350,000501 Days on yellowkey MLS ID: A4631631
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3723 Built: 2024 Tax: $23,720 (2024)Community: Sara SandsSpa: YesSingle Family
Taxes:$23,720
Remarks: Under Construction. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Designed by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship, promising an unparalleled sanctuary for its new owner. Positioned just minutes from Sarasota's pristine white sand beaches, dynamic city life, and a wealth of amenities, this residence seamlessly harmonizes tranquility with convenience. Its proximity to major thoroughfares, shopping districts, culinary delights, and recreational hubs ensures a lifestyle of unparalleled ease and accessibility. The expansive backyard, complete with an open pool area and 275 feet of corner canal lot, featuring a dock and 10,000 lb boat lift, offers endless opportunities for relaxation, recreation, and waterfront adventures, providing direct access to Sarasota's endless waterways. Thoughtfully designed with energy efficiency and cutting-edge smart home technology, this residence promises a lifestyle that transcends the ordinary, ensuring comfort and sophistication for generations to come. 5174 Sandy Cove Ave isn't just a home—it's a lifestyle, an embodiment of coastal living in one of Sarasota's most coveted neighborhoods. Seize the opportunity to make this exceptional property your own and embark on the ultimate Florida dream. Estimated time to complete is approximately 8 months
Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)
Listing Agent: Troy Jenkins (941-376-8769)
1703 PELICAN COVE RD #356, SARASOTA, FL 34231
$297,500100 Days on yellowkey MLS ID: A4676888
0 Days Off yellowkey (back on 4/14/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1979 Tax: $2,979 (2025)Community: Pelican Cove XivCondo
Taxes:$2,979
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. BACK ON THE MARKET!!.Live the Florida Lifestyle in Pelican Cove! Discover the perfect blend of space, comfort, and resort-style living in this beautifully maintained 2-bedroom, 2-bath condominium with 1,318 square feet of open, light-filled living space. Located in Sarasota’s coveted gated waterfront community of Pelican Cove, this home features a desirable split floor plan, spacious bedrooms, and a private screened lanai ideal for morning coffee or evening breezes. Nestled among 75 acres of lush, tropical grounds, Pelican Cove offers a vibrant, amenity-rich lifestyle including six heated swimming pools, a marina with boat slips, kayak launch, fitness center, tennis and pickleball courts, an art studio, performing arts center, and miles of scenic walking trails. Enjoy year-round activities from yoga and concerts to lifelong learning classes and social clubs. Just minutes from Siesta Key Beach, shopping, dining, and downtown Sarasota, this condo is ideal as a full-time residence or seasonal retreat. Don’t miss your chance to own in one of Sarasota’s most unique and active waterfront communities!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Trippe (941-330-7750)
4439 WESTWOOD LN, SARASOTA, FL 34231
$2,995,000188 Days on yellowkey MLS ID: A4664741
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3777 Built: 1991Monthly Fee: $25 Tax: $20,186 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$20,186
Remarks: **BRILLIANTLY UPDATED and METICULOUSLY MAINTAINED ESTATE in OYSTER BAY, a Coveted, West of Trail Neighborhood** Situated on a large CORNER LOT, this 4-BED, 3 FULL and 1 HALF BATH residence is being Sold FURNISHED and offers desired privacy and extensive updates. Attention to detail is evident throughout this warm contemporary home featuring an open floorplan and unobstructed views of the Courtyard, Pool & Spa and Garden. For the culinary enthusiast, the impressive Kitchen boasts premium brand appliances including Subzero, Miele and Wolf. Enjoy the warmth of the wood-burning fireplace in the adjacent family room. Flexible Owner’s Suite with either Second or First-Floor possibilities. The second-story primary suite features a balcony overlooking the courtyard and pool, Multiple Walk-In Closets, beautifully update primary bath with dual vanities, custom-tiled shower, soaking tub, etc. In addition to the two guest bedrooms on the first floor, an additional room can also function as a spacious primary bedroom suite with an adjacent, updated Full Bath. NEW HVAC, WASHER & DRYER; WHOLE HOME GENERATOR (2021); NEWER ROOF (2017); HURRICANE IMPACT WINDOWS/DOORS (2018), ETC. Excellent location with easy access to lifestyle amenities — just a half mile to The Field Club… and in close proximity to Southside Village, Sarasota Memorial Hospital, Shopping Centers and Area Beaches including #1 Rated Siesta Key Beach. **Please Enjoy Viewing the 3D Virtual Tour and Aerial Video**
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Mark Lyda (941-586-2670)
1327 GLENDALE CIR W #218, SARASOTA, FL 34232
$229,90038 Days on yellowkey MLS ID: A4686028
3 Days Off yellowkey (back on 4/14/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1000 Built: 1972 Tax: $2,656 (2025)Community: Forest Pines 02Villa
Taxes:$2,656
Remarks: Under contract-accepting backup offers. Welcome to this charming 2-bedroom, 2-bath villa that epitomizes comfort and modern living. Recently updated, the property boasts a new roof and hurricane impact windows that flood each room with natural light, creating an inviting atmosphere. The interior features a newer kitchen with modern appliances, fresh paint, and contemporary ceiling lights and fans, providing a stylish and functional living space. The air-conditioning and ductwork have been recently replaced, ensuring optimal comfort. The villa comes furnished with pleasant decor, creating a cozy and welcoming ambiance. Residents can enjoy the vibrant community with an active clubhouse, shuffleboard courts, and a heated pool. Conveniently located, this property is just minutes away from world-famous Pinecraft, Der Dutchman Restaurant, and the Carlisle Inn Hotel. Siesta Key's beautiful beaches are a short 15-minute drive, while downtown Sarasota is only 10 minutes away, offering a plethora of dining, entertainment, and cultural experiences. Experience the perfect blend of modern amenities and proximity to key attractions in this delightful villa.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Viola Cashmore (941-356-0727)
424 BOWDOIN CIR, SARASOTA, FL 34236
$14,750,000386 Days on yellowkey MLS ID: A4646393
1 Days Off yellowkey (back on 4/14/2026)
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5882 Built: 2023Monthly Fee: $25 Tax: $131,499 (2024)Community: Lido ShoresSpa: YesSingle Family
Taxes:$131,499
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. Set against Sarasota’s coveted bayfront in Lido Shores, this extraordinary waterfront estate captures sweeping views of Sarasota Bay, the downtown skyline, Ringling Bridge, and City Island, offering an unparalleled luxury lifestyle with effortless access to boating, beaches, and downtown Sarasota. More than a residence, this is a statement property—an iconic example of West Indies–inspired architecture executed with exceptional craftsmanship and modern sophistication. A private gated entry introduces a home where over $1 million in enhancements and more than 2,000 hours of custom design are evident throughout. Advanced smart home automation allows seamless global control, blending innovation with refined living. The custom front door opens to a dramatic foyer and a great room defined by a coffered ceiling, media wall, linear fireplace, and expansive bay views. The dining space features a quartz-topped bar with wine storage and flows into a chef’s kitchen appointed with Thermador appliances, a large floating island with quartz waterfall edges, and a walk-in pantry with an additional Bosch refrigerator. The primary suite is a tranquil sanctuary with floor-to-ceiling glass, sliders, and breathtaking water views. Two custom walk-in closets complement a spa-inspired bath featuring floating vanities, a soaking tub, a custom multi-head shower, and sliders leading to a private Zen garden with an outdoor shower. A sculptural staircase and glass-enclosed wine wall lead to an upper-level loft with a wet bar and waterfront terrace. A refined office with custom built-ins and four en-suite guest bedrooms, each with custom closets, projector screens, and private balconies, ensure comfort and privacy throughout. Outdoors, the estate transforms into a resort-style waterfront retreat. An infinity-edge pool with sun shelf, in-pool table, and cascading spa anchors the setting, surrounded by multiple seating areas, a firepit, and an outdoor shower. The fully equipped outdoor kitchen—featuring a smoker, grill, wok, and side burner—makes alfresco entertaining effortless, while a spiral staircase leads to an upper terrace with panoramic views. The newer deepwater dock is designed for serious boating, offering a 20,000-pound boat lift, jet ski lift, water and power, ambient lighting, and a dedicated fishing area. With direct access to Sarasota Bay just steps from the backyard, this property delivers exceptional boating and waterfront living. Additional features include a three-car garage, two laundry rooms, an elevator, a garage drop zone, and a hidden utility closet. The home is fully integrated with Control4 automation, security cameras, a 48-kilowatt generator, 20-kilowatt battery backup, high-end audio-visual systems, automated shades, circadian lighting, outdoor theater, app-controlled pool and irrigation, Wi-Fi-enabled appliances, EV charger prewiring, Starlink backup internet, motion-activated lighting, and voice control via Josh AI. Lido Shores is one of Sarasota’s most sought-after and architecturally significant waterfront communities, offering residents exclusive access to the north end of Lido Beach and close proximity to St. Armands Circle, Longboat Key, City Island, and downtown Sarasota. This remarkable bayfront estate is an architectural triumph, designed for sophisticated entertaining, advanced living, and extraordinary waterfront luxury.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
3119 PINECREST ST, SARASOTA, FL 34239
$634,900162 Days on yellowkey MLS ID: A4671289
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2359 Built: 1965 Tax: $5,511 (2024)Community: South GateSingle Family
Taxes:$5,511
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Motivated seller offering $10,000 toward closing costs or rate buy-down! Stylish 3-bedroom home with two ensuites, impact windows, open floor plan, tropical courtyard, and screened lanai just minutes from Siesta Key Beach. This hidden gem located in the desirable South Gate neighborhood, an impeccably designed single-family home offering style, space, and exceptional flexibility. This thoughtfully designed residence features three spacious bedrooms, including two private ensuites, and four full bathrooms. One bath is uniquely designed as a convenient pet spa and is located just off the garage entrance near the impressive laundry room—perfect for keeping your home fresh and organized. The interior showcases an inviting open floor plan highlighted by a contemporary kitchen with stainless steel appliances, an oversized center island, and elegant finishes. The bright and airy living space features recessed lighting and stylish tile flooring, creating a welcoming setting for both relaxing and entertaining. Need storage? This home delivers with more than seven closets and abundant storage space—true closet envy! Outdoor living is equally impressive. Enjoy a private covered front porch surrounded by your own tropical courtyard, relax on the sunny open-air patio, or unwind in the privacy of the screened lanai outback. With multiple outdoor spaces, you'll always have the perfect place to enjoy Florida’s beautiful climate. Located in the sought-after South Gate community, this home places you within approximately seven miles of world-famous Siesta Key Beach, while also offering easy access to numerous nearby beaches, parks, and cultural attractions including Pinecraft Park, Marie Selby Botanical Gardens, and The John & Mable Ringling Museum of Art. With convenient access to shopping, dining, and highly regarded schools, this property represents a rare opportunity to own a beautifully designed home in one of Sarasota’s vibrant and welcoming neighborhoods.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lyn Breedlove (941-544-0399)
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