Location: Sarasota
Do Not Show Listings
611 TREMONT ST, SARASOTA, FL 34242
$3,399,000100 Days on yellowkey MLS ID: A4678455
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 4194 Built: 2005 Tax: $21,457 (2025)Community: Siestas BaysideSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$21,457
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: A spectacular offering on one of Siesta Key’s most coveted streets, this stunning canal-front residence on Tremont Street represents a truly special opportunity to own a home that seamlessly blends boating, timeless island charm, and refined coastal living. Tucked beneath mature trees in a quiet, established enclave known for its old Siesta character, the property offers private canal frontage with a lift and a short, easy boat ride to the Intracoastal Waterway, all just minutes from Siesta Village and the world-renowned white sands of Siesta Beach. Homes of this caliber and setting are seldom available and must be experienced in person to be fully appreciated. Offering 4,194 square feet under air, the thoughtfully designed floor plan is both impressive and highly livable, ideal for full time residents and seasonal owners alike. Soaring ceilings, abundant natural light, and quality craftsmanship define the interior. The main floor primary suite is complemented by additional bedrooms on the main level, providing the ease of one level living, while the second floor offers a spacious guest suite and bonus room with peaceful views of the pool and canal. Exceptional indoor-outdoor living is at the heart of the home. Multiple pocketing sliding glass doors open wide to an expansive covered and fully screened lanai, creating a seamless connection between interior and exterior spaces. The outdoor living area is generous in scale and designed for entertaining, featuring a heated pool and spa, summer kitchen, gas fireplace, and multiple areas for dining and relaxation. The large screened layout allows you to comfortably enjoy outdoor living year round, regardless of the weather. Lush tropical landscaping enhances privacy and creates a tranquil island setting, while boating enthusiasts will appreciate the private lift and convenient access to open water. Impact-rated windows and doors, a generator, and a three-car garage provide peace of mind and everyday practicality. 611 Tremont Street combines location, boating, and lifestyle in a way few homes can. If you have been waiting for an exceptional Siesta Key property in one of the island’s most desirable neighborhoods, this is one you should see in person before it sells.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Mike Warm, Llc (941-525-2740)
2244 PALM TER, SARASOTA, FL 34231
$595,00044 Days on yellowkey MLS ID: A4684326
0 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1680 Built: 1961 Tax: $5,135 (2025)Community: RidgewoodSingle Family
Taxes:$5,135
High School: Riverview High
Remarks: Under contract-accepting backup offers. DOUBLE LOT. SEE ATTACHED LETTER FROM COUNTY STATING 2 HOMES CAN BE BUILT ON PROPERTY. HOME IS RENTED UNTIL JUNE OF 2026. Will consider sale if interested but lease will need to be honored. View Matterport Virtual Tour LINK 2 . Nestled in a secure, family-oriented neighborhood, the home's charm begins at the curb. The thoughtfully landscaped surroundings and inviting exterior set the stage for the warmth and comfort found within. This 3-bedroom, 2-bath home underwent a thoughtful and complete renovation in 2020, ensuring every detail contributes to a welcoming atmosphere. Everything from the new roof, windows, doors, flooring, cabinetry, pool and landscaping was freshly upgraded. The heart of the home, the kitchen, is a chef's delight with high-end appliances, granite countertops, glass tile backsplash, soft-closing cabinetry and remote controlled custom lighting. The primary bedroom offers a retreat of tranquility with a walk-in closet and a spa-like bathroom featuring an oversized tub, shower, and double sinks. 3rd Bedroom with seating area, 20 x 17 with its own door to patio / pool. An open concept layout allows for seamless transitions between spaces while French door in the family room draws your eyes outside and connects you with nature. As you step into the backyard, you're greeted by a true Floridian retreat. An in ground heated pool, jacuzzi, and ample space for play and relaxation create an ideal outdoor haven. The smart irrigation system, butterfly, herb garden, and fruit trees contribute to the vibrant landscape.. Both front and back yards feature automated lights, creating a magical ambiance as they illuminate at dusk. Convenience is key with this home's proximity to downtown Sarasota and 10 minutes to #1 Siesta Key beach. Great dining near-by including; Geckos, Tripletail, Walt's Fish Market, Brine, Ruth's Chris and much more. 3rd Bedroom with seating area, 20 x 17 with its own door to patio / pool. All Measurements approximate. Buyer should review all room sizes. PROPERTY CURRENTLY LEASED UNTIL 6/1/2026 AT $3,800/MO. + UTILITIES, OCCUPANCY NEGOTIABLE.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
5855 MIDNIGHT PASS RD #327, SARASOTA, FL 34242
$659,000106 Days on yellowkey MLS ID: A4677414
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1165 Built: 1976Monthly Fee: $735 Tax: $4,570 (2025)Community: Harbor Towers Y & RCondo
Taxes:$4,570
Elementary School: None
High School: None
Middle School: None
Remarks: Experience the ultimate in coastal living at Harbor Towers Yacht & Racquet Club-- a resort-style waterfront community on Siesta Key. This two-bedroom, two-bathroom west-facing condo offers breathtaking Gulf views and has been thoughtfully upgraded for modern comfort and style. Being sold turnkey furnished. Recently, the community completed a $13 million structural and hurricane upgrade program (2024), ensuring compliance with the latest safety standards for wind and storm protection. Featuring new hurricane-rated windows and doors, a beautifully appointed quartz kitchen with under-cabinet lighting, and updated baths with granite countertops and walk-in showers designed for ease of use. The open-concept living and dining area is bathed in natural light, creating a bright and welcoming space to relax and entertain. Harbor Towers is in a class of its own, offering an exceptional array of resort-style amenities, including: • A large marina with a fishing area and direct Gulf access (no fixed bridges) • Two heated pools for year-round enjoyment • Three Har-Tru tennis courts • Fully equipped fitness center & sauna • Clubhouse with social spaces • Outdoor BBQ and kitchen prep area • Serene waterfront seating areas to watch boats and marine life For boating enthusiasts, rental slips for personal watercraft are available through the association. Looking for an investment opportunity? This unit allows for two-week minimum rentals, with the option to utilize the on-site property management office or manage rentals independently. Whether you’re seeking a luxurious full-time residence, a vacation retreat, or an income-generating property, this vibrant, welcoming community is ready to embrace you. Don’t miss this rare opportunity to own a piece of paradise on Siesta Key!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kelli Eggen (941-376-9844)
5110 ADMIRAL PL, SARASOTA, FL 34231
$559,90038 Days on yellowkey MLS ID: A4686260
1 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1816 Built: 1971 Tax: $3,544 (2025)Community: Phillippi ShoresSingle Family
Taxes:$3,544
Remarks: Under contract-accepting backup offers. Waterfront living on Phillippi Creek with direct access to Sarasota Bay and the Gulf. This lovely 2-story home offers 3 bedrooms, 3 bathrooms, and 1,816 square feet of living space in a prime Sarasota location with no HOA. The kitchen was renovated in 2017 and features quartz countertops, a pantry, and a sleek touchless faucet, while new tile flooring enhances the lower level. Upstairs, both bedrooms include walk-in closets, and the living area opens to an expansive wraparound deck—an ideal space to unwind, enjoy the coastal breeze, and take in the peaceful water views. Whether you're starting your morning with coffee or winding down at sunset, the setting is truly special. Major updates include impact windows installed in 2022, a new HVAC system and water heater in 2026, and a 15-year roof sealant added in 2025. Foam insulation in the lower level adds comfort and efficiency, and a new utility sink was added to the laundry room in 2026 for everyday convenience. Step outside and enjoy a front-row seat to nature, where manatees are often seen, creating a serene and memorable backdrop. The Phillippi Creek fixed bridge is located less than 0.75 miles from the home—Enjoy kayaking or from your backyard with access to Sarasota Bay and the Intracoastal Waterway—ideal for flat boats and smaller vessels. . Perfectly positioned, this home is just minutes from The Landings Shopping Center, Southside Village, downtown Sarasota, and the world-famous Siesta Key Beach. Located within an A+ rated school district, this property offers not only an exceptional lifestyle, but lasting value. 3D tour of the home by clicking on the virtual tour link #2.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Tessa Robbins, Pa (941-374-1345)
4266 OAKHURST CIR E #3060, SARASOTA, FL 34233
$259,00047 Days on yellowkey MLS ID: A4685488
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1543 Built: 1981Monthly Fee: $656 Tax: $3,514 (2025)Community: Oakhurst Ph IVilla
Taxes:$3,514
Remarks: Under contract-accepting backup offers. Charming villa in an over 55 community in sunny, Sarasota! Tastefully updated, two-bedroom, two-bath home with an open floor plan and vaulted ceiling. A ground-floor unit with a private, attached, one-car garage, inside laundry room and a sunroom overlooking the garden. Recently updated with a new roof in October 2025, followed by a commercial grade water heater, plus a new refrigerator and dishwasher. Steps away is a community clubhouse, shuffleboard court and a swimming pool, making this an amazing opportunity for an affordable, relaxing lifestyle. Whether retirement or part-time living, this well-located community offers easy access to restaurants and shopping, world-famous beaches, the arts, airport and top-ranking healthcare.
Listing Agent: Maureen Morris (941-350-0807)
8750 MIDNIGHT PASS RD #501, SARASOTA, FL 34242
$660,00040 Days on yellowkey MLS ID: A4686287
REDUCED by $25,000 (3.6%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1980 Tax: $6,787 (2025)Community: TortugaCondo
Taxes:$6,787
Remarks: Experience the relaxed elegance of Gulf-front living at Tortuga on the quiet south end of Siesta Key. This beautifully positioned northwest corner residence offers direct views of the Gulf of Mexico and Turtle Beach, where spectacular sunsets paint the sky each evening. With 1,232 square feet of living space, this 2-bedroom, 2-bath condominium is designed to capture natural light and coastal breezes from multiple exposures. Step onto your private lanai and take in panoramic water views, the soothing sound of the surf, and the tranquil atmosphere that makes the south end of Siesta Key so special. Inside, the spacious layout offers comfortable living and dining areas ideal for entertaining or simply relaxing after a day at the beach. Residents of Tortuga enjoy a private beachfront location, heated swimming pool, tennis courts, clubhouse, and convenient access to kayaking and paddleboarding along the nearby lagoon. Covered parking and additional guest parking are included. Located just minutes from Siesta Key Village, dining, and shopping, yet tucked away on the peaceful Turtle Beach side of the island, this residence offers the perfect balance of privacy, nature, and coastal lifestyle. Come discover why Tortuga is one of Siesta Key’s most treasured beachfront communities. CONDO ALL UPGRADED WITH HURRICANE WINDOWS!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Trippe (941-330-7750)
5855 MIDNIGHT PASS RD #420, SARASOTA, FL 34242
$765,000164 Days on yellowkey MLS ID: A4671788
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976 Tax: $4,975 (2024)Community: Harbor Towers Y & RCondo
Taxes:$4,975
Tax Year: 2024
Remarks: Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th floor unit, 2BR/2BTH with spectacular Gulf of America views from every room. Fully updated unit with new windows, new pipes, quartz countertops, new kitchen cabinets doors, new bathrooms and luxury vinyl flooring throughout. This turnkey furnished condo features an open floor plan, two suites split plan bedrooms and provides one parking space & additional storage room. New electrical panel and new water heater. Delight yourself at the HT amenities including heated resort style pools, 3 Har-Tru tennis courts, fitness center, sauna, clubhouse and a superb Marina & seating along the intercoastal waterway. HT has newly renovated building facade, common area including the lobby, spa area and hallways. A fantastic investment opportunity to own a rental income while enjoying the unit whenever you wish. Two-week minimum rentals are allowed 26 times/ year. Buyer can use the on-site property management company for rentals, or others.
Listing Agent: Mihaela Dragan (630-330-8903)
2170 ROBINHOOD ST #A3-414, SARASOTA, FL 34231
$499,00028 Days on yellowkey MLS ID: A4687941
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 709 Built: 2026 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Taxes:$46,289
Remarks: Under Construction. Condominium Unit A3-414. This 4th (Top) Floor, Single Level FLAT, offers Overlook View of the Extraordinary Community Pool and the entire Terrace Level! Surprisingly Spacious for a Practical, Functional and Efficient Design! The Balcony overlooks the Community Pool and Terrace Level Greenery & Palm Trees!!! The Primary Suite includes a Built-in Closet & Glamour Bath Double Vanities and a "Surprise Twist"! You’ll find peace of mind in the Rock Solid Construction, Impact Glass Windows & Doors, Extraordinary Architectural Design & Superb Finishes!!! Under Building Parking at 25' above sea level, known as a "mountain" in Florida, provides vehicle safety! ____________________________________________________________________________________________________________________ABOUT SARASOTA BATH + RACQUET RESIDENCES & CLUB . . . An Icon Reimagined!!! For Half a Century, the original Sarasota Bath & Racquet Club stood as a social & athletic cornerstone to Sarasota & the Gulf Coast. Built in 1969, just off Bee Ridge Road, the private tennis club quickly became Sarasota’s heartbeat. Lifelong friendships were forged across clay courts. Laughter echoed over the pool deck. Championship tennis drew the eyes of the world on Sarasota! During the 1970s, the Bath & Racquet hosted the Virginia Slims of Sarasota, bringing icons like Chris Evert & Martina Navratilova to our local courts. Through the decades that followed, the club expanded to nearly 30 courts, added racquetball and squash courts, a sprawling 40,000 square foot fitness center, and a social scene that reflected Sarasota’s golden era of recreation and community. Generations grew up here. They learned the game, celebrated milestones, and found a second home under the banyan trees. The reputation got out and notable, ranked players from all over the world would show up for a visit while vacationing in Florida. But, without a housing element, time took its toll. By the late 2010s, age and the pause of the Covid-19 pandemic left the storied facility shuttered; it’s once-bustling courts silent. Then came a vision!!! In 2022, after careful planning and a spirit of preservation, The Bath & Racquet Icon was Reimagined! The Plan ... a contemporary upscale community honoring its legendary past while expanding Sarasota’s current style of modern downtown living. Legacy, meet Urban Contemporary Lifestyle! 256 luxury condominiums were approved on the same lush, walkable setting while requiring the perfect balance of Architecture, Landscaping & Preservation. The housing component is now in place to assure the New Club a vibrant future! The new Bath + Racquet Club is being built on the exact site, but is independent from the condominiums, allowing each owner the freedom of choice to join the Bath + Racquet or simply to live in Urban Luxury and enjoy nearby Siesta Key, Lido Key and downtown Sarasota. The new club will feature INDOOR Tennis, Pickleball & Padel Courts PLUS OUTDOOR Tennis, Pickleball & Padel Courts. The Club will also serve its Elite Membership with a massive Members Private Pool, Restaurant & Lounge, Fitness Center equipped by world leader TechnoGym, Spa, Sauna, Massage Room, Cold Plunge, Childrens Rec Area, Juice Bar, Pro Store & now...In-Resident Dining; Chef's staff will deliver dinner to your Residence! Today, we live in such a "Disposable World", it's truly refreshing that the Developers Reimagined and Rebuilt a local ICON to the Extraordinaire!
Listing is courtesy of: WILLIAM RAVEIS FLORIDA LLC (941-867-3901)
Listing Agent: Bill Creekbaum, Jr. (941-302-5735)
2170 ROBINHOOD ST #C1-203, SARASOTA, FL 34231
$999,00028 Days on yellowkey MLS ID: A4687938
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1434 Built: 2026 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Remarks: Under Construction. Condominium Unit C1-203. This 3rd Floor, Single Level FLAT, offers 1,434sf of Outstanding Views with 2 Huge Double Balconies!!! Large Kitchen & Living Area overlooking Massive Amounts of Greenery!!! The Kitchen offers Custom Cabinetry with Bosch Built-in Appliances providing Eating/Entertaining/Cooking Options Galore! The Primary Suite includes Walk-in Closet & Glamour Bath. A 2nd Ensuite Bedroom/Bath also has a Walk-in Closet & Glamour Bath providing a 2nd "Primary Suite". Then add an additional Guest Bedroom and Large Laundry Room. You’ll find peace of mind in the Rock Solid Construction, Impact Glass Windows & Doors, Extraordinary Architectural Design & Superb Finishes!!! ____________________________________________________________________________________________________________________ABOUT SARASOTA BATH + RACQUET RESIDENCES & CLUB . . . An Icon Reimagined!!! For Half a Century, the original Sarasota Bath & Racquet Club stood as a social & athletic cornerstone to Sarasota & the Gulf Coast. Built in 1969, just off Bee Ridge Road, the private tennis club quickly became Sarasota’s heartbeat. Lifelong friendships were forged across clay courts. Laughter echoed over the pool deck. Championship tennis drew the eyes of the world on Sarasota! During the 1970s, the Bath & Racquet hosted the Virginia Slims of Sarasota, bringing icons like Chris Evert & Martina Navratilova to our local courts. Through the decades that followed, the club expanded to nearly 30 courts, added racquetball and squash courts, a sprawling 40,000 square foot fitness center, and a social scene that reflected Sarasota’s golden era of recreation and community. Generations grew up here. They learned the game, celebrated milestones, and found a second home under the banyan trees. The reputation got out and notable, ranked players from all over the world would show up for a visit while vacationing in Florida. But, without a housing element, time took its toll. By the late 2010s, age and the pause of the Covid-19 pandemic left the storied facility shuttered; its once-bustling courts silent. Then came a vision!!! In 2022, after careful planning and a spirit of preservation, The Bath & Racquet Icon was Reimagined! The Plan ... a contemporary upscale community honoring its legendary past while expanding Sarasota’s current style of modern downtown living. Legacy, meet Urban Contemporary Lifestyle! 256 luxury condominiums were approved on the same lush, walkable setting while requiring the perfect balance of Architecture, Landscaping & Preservation. The housing component is now in place to assure the New Club a vibrant future! The new Bath + Racquet Club is being built on the exact site, but is independent from the condominiums, allowing each owner the freedom of choice to join the Bath + Racquet or simply to live in Urban Luxury and enjoy nearby Siesta Key, Lido Key and downtown Sarasota. The new club will feature INDOOR Tennis, Pickleball & Padel Courts PLUS OUTDOOR Tennis, Pickleball & Padel Courts. The Club will also serve its Elite Membership with a massive Members Private Pool, Restaurant & Lounge, Fitness Center equipped by world leader TechnoGym, Spa, Sauna, Massage Room, Cold Plunge, Childrens Rec Area, Juice Bar, Pro Store & now...In-Resident Dining; Chef's staff will deliver dinner to your Residence! Today, we live in such a "Disposable World", it's truly refreshing that the Developers Reimagined and Rebuilt a local ICON to the Extraordinaire!
10585 ORBIT TER, SARASOTA, FL 34241
$291,48426 Days on yellowkey MLS ID: A4688149
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1205 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchTownhouse
Taxes:$0
Elementary School: Pine View School
Middle School: Sarasota Middle
Remarks: Under Construction. What's Special: Corner Lot | Close to Park | Close to Trails | Popular Plan. New Construction - November Completion! Built by America's Most Trusted Home Builder. Welcome to the Hazel at 10585 Orbit Terrace in the Towns at Skye Ranch. This charming townhome offers 1,205 square feet with two bedrooms and two- and one-half bathrooms, creating a comfortable place to settle in. The foyer opens into an airy dining area and great room that feels warm and welcoming. Toward the back of the first floor, the kitchen features a spacious pantry and access to a lovely outdoor patio, perfect for enjoying the fresh air. Upstairs, the private primary suite includes two generous closets, while the secondary bedroom and full bathroom add everyday convenience. The laundry area is also thoughtfully located on the second floor. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: Upgraded luxury vinyl plank on first floor, upgraded carpet on second floor, upgraded quartz countertops, upgraded cabinets in kitchen and bathrooms, and whole house 2" faux wood blinds package. Photos are for representative purposes only. MLS#A4688149
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
2314 N OSPREY AVE, SARASOTA, FL 34234
$255,00026 Days on yellowkey MLS ID: TB8491942
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 760 Built: 1959 Tax: $2,171 (2025)Community: NewtownSingle Family
Taxes:$2,171
Elementary School: Wilkinson Elementary
Middle School: McIntosh Middle
Remarks: Location! Location! The seller is highly motivated and encourages you to bring all offers. This updated 3-bedroom, 1-bath concrete home features several key improvements, including roof, HVAC system, LED lighting, flooring, and fresh paint throughout. The kitchen and bathroom were previously updated. Additionally, the property includes a fully fenced yard. The home is conveniently located near downtown Main Street, the Ringling Museum, and the Sarasota Bradenton Airport.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Ivey Shelley (941-544-1129)
5439 CARTAGENA DR, SARASOTA, FL 34233
$699,00026 Days on yellowkey MLS ID: A4687951
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2420 Built: 2014Monthly Fee: $194 Tax: $4,204 (2025)Community: Ashton PointeSingle Family
Taxes:$4,204
Elementary School: Ashton Elementary
Remarks: Located in the gated community of Ashton Pointe, this upgraded pool home at 5439 Cartagena Drive, Sarasota, FL 34233 offers the ideal blend of modern design, outdoor living, and prime Sarasota location, just 7.6 miles to Siesta Key Beach and minutes to Downtown Sarasota, I-75, Publix, top-rated schools, dining, and shopping. Built in 2014, this 4-bedroom, 2 full + 1 half bathroom Sarasota pool home features an open-concept floor plan designed for both everyday living and entertaining. The fully updated kitchen features quartz countertops, stainless steel appliances, wood cabinetry, under-cabinet lighting, and a large island, all flowing seamlessly into the main living and dining areas. Upstairs, all bedrooms are privately situated along with a versatile loft/bonus room ideal for a home office, media room, or gym. The spacious primary suite includes a custom walk-in closet, dual vanities, soaking tub, and glass-enclosed shower, while the upstairs laundry room adds everyday convenience. The standout feature is the resort-style outdoor living space, a true backyard oasis. The screened lanai includes a custom pool with a large heated spa, app-controlled system, outdoor bar with commercial-grade ice bin sink, remote-controlled awning, multiple covered seating areas, and two outdoor TVs, perfect for entertaining or relaxing in true Florida lifestyle fashion. Additional upgrades include crown molding, updated lighting and fans, Low-E thermal windows, tile roof, in-wall pest system, security cameras, and exterior outlets for lighting. Low HOA fees include lawn care, irrigation, and landscaping, offering a low-maintenance, maintenance-free lifestyle in one of Sarasota’s most desirable gated communities. This Sarasota Florida home for sale is ideally located near Siesta Key, Downtown Sarasota, Ashton Pointe, and major conveniences, making it a rare opportunity to own a gated community pool home with spa, modern upgrades, and true indoor-outdoor living. This is one of the best opportunities for a Sarasota pool home near Siesta Key with upgraded features, outdoor entertaining space, and prime location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Noah Ward (715-531-8021)
420 ARCHIBALD AVE, SARASOTA, FL 34243
$399,77727 Days on yellowkey MLS ID: A4687979
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1013 Built: 1975 Tax: $789 (2025)Community: Tuxedo ParkSingle Family
Taxes:$789
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Nicely updated 2 bedroom, 2 bathroom block home in a great central location between downtown Sarasota and downtown Bradenton. Located outside of a flood zone and just minutes from Sarasota Airport, University Parkway, shopping, dining, and about 15–20 minutes to the beach. This 1975 home has been refreshed inside and out. Major updates include a brand new roof (2025), impact windows, new HVAC system, new garage door with opener, and a new paver driveway (all 2026). Inside, you’ll find tile flooring throughout, upgraded 5 1/4” baseboards, light fixtures, fresh interior and exterior paint, and more. The kitchen features quartz countertops, shaker-style cabinets, and a full stainless steel appliance package. Both bathrooms have been updated with a clean, modern look. The layout is simple, functional, and easy to maintain. The back lanai adds a great outdoor space for relaxing or entertaining. This would make a solid primary residence, rental, or an easy Florida vacation home with low maintenance and many big-ticket items already taken care of. Home is vacant, staged, and easy to show/see. Schedule a showing today!
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
3319 OVERCUP OAK TER, SARASOTA, FL 34237
$219,00026 Days on yellowkey MLS ID: A4687924
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1278 Built: 2008Monthly Fee: $210 Tax: $1,305 (2025)Community: Oakwood ManorManufactured Home
Taxes:$1,305
Remarks: This home combines convenience and style in a welcoming well-maintained and vibrant gated community. ABOUT THE HOME: This beautifully designed 2008 Manufactured home has 1,278 sf of living space and an ideal layout with the 2-bedroom 2 bath split floor plan offering both privacy and comfort, featuring a spacious living room with high ceilings and windows, perfect for relaxing or entertaining. The home includes a formal dining area with an oval dining set and a large kitchen with ample cabinets and a tile backsplash, pantry, refrigerator, stove, dishwasher and garbage disposal, complemented by a cozy breakfast dinette with a round table and seating for 4, a mounted flat screen TV and a sliding glass door leading to the carport—an ideal space for casual dining, games or working a puzzle. Just off the breakfast dinette are the full sized washer and dryer housed in a laundry closet. The large primary suite serves as a private retreat with a king bed, chest drawers, desk and walk in closet. This space is complete with an expansive en suite bathroom featuring dual sinks, a walk-in shower and WC nook. Sky lights in both bathrooms provide natural lighting. The large carport is roomy enough for 2 vehicles and/or an outdoor covered living area. The shed provides extra storage space. Home is partially furnished. Shingle roof replaced 1/2024 - Drywall in Living, Dining, and both Bedrooms ABOUT THE COMMUNITY: Oakwood Manor is located in the ONLY Resident Owned Park in the City limits of Sarasota!! The gated 90 acre community boasts a low maintenance fee of $210/month - affording a big "bang for your buck" with its vast amenities, starting with the spacious Clubhouse outfitted with a full commercial cook kitchen, event stage, audio/visual, dance floor, state of the art fitness room, activities hall, library with books/movies/puzzles and a pool table. Outside recreation includes an extra large heated pool with a handicap ramp, a spacious kidney shaped hot tub, ample umbrella tables and lounge chairs and updated shower rooms. Oak trees shade the beautiful park area, picnic tables and a community grill. Additional amenities to enjoy are the community shuffle board courts, putt putt course, bocce ball, ping pong and corn hole. Please note that Oakwood is a 55+, no pet, no motorcycle Park. AREA INTEREST: Oakwood Manor is a vibrant community with numerous social events and activities. It is conveniently located adjacent to Legacy Trail and 12 newer pickle ball courts. Just a short drive to our crystal sand beaches, downtown area, the marina, fishing pier, local golf courses, shopping, variety of restaurants, the museum, SRQ airport, SMH and Doctors hospitals.
Listing is courtesy of: PALM REALTY SERVICES LLC (941-284-3144)
Listing Agent: Angela Bryson (941-284-3144)
1040 SYLVAN DR, SARASOTA, FL 34234
$1,495,00026 Days on yellowkey MLS ID: A4687776
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1949 Built: 1980 Tax: $15,027 (2025)Community: Sylvan ShoresSingle Family
Taxes:$15,027
Remarks: An exceptional opportunity awaits to create your dream waterfront retreat in one of Sarasota’s most desirable locations. This unique property offers the rare chance to either complete the existing structure to your exact specifications or design and build a custom home tailored to your vision. Set on a private, serene lot surrounded by lush greenery, the property provides a peaceful, tucked-away feel while still being remarkably close to everything Sarasota has to offer. Enjoy excellent boating water with direct access to Sarasota Bay and the Gulf, making it a true paradise for boating and water sport enthusiasts. The property is already equipped with a dock and boat lift, so you can start enjoying the waterfront lifestyle right away. Located on a quiet, tree-lined street, this homesite combines tranquility with convenience. You’ll be just minutes from Bayfront Park, downtown Sarasota’s vibrant shops and restaurants, the Ringling Museum, Sarasota-Bradenton International Airport, and the University Town Center. Whether you envision a modern coastal masterpiece or a timeless waterfront estate, this is a rare chance to bring your vision to life in an unbeatable location with outstanding boating access and exceptional privacy.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jennifer Linehan (941-266-7555)
3217 OAK GROVE DR, SARASOTA, FL 34243
$810,000310 Days on yellowkey MLS ID: A4656185
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2537 Built: 1996Monthly Fee: $8 Tax: $8,993 (2024)Community: Oak Grove ParkSingle Family
Taxes:$8,993
Remarks: One-of-a-Kind custom retreat on OVER an Acre in Prime Location in the highly sought after Oak Grove Subdivision! With no deed restrictions and an optional $100/year HOA you will enjoy the serenity of feeling like you are in a private zen retreat but minutes from all the amenities. Past the long paver driveway you will discover this unique 3 bedroom, 2.5 bathroom home featuring a 2-car garage plus a detached workshop with a screened porch and equipped with A/C - perfect for hobbies, storage, or extra space. The interior features a split plan with an open kitchen/ family room, versatile living room/dining area, vaulted ceilings, double panel solid wood doors and charming arches. The kitchen showcases a large breakfast bar, beautiful solid surface counters and a built in workstation. The spacious primary bedroom offers an en-suite bathroom with walk-in closets including built in storage and a garden tub! From morning coffee to evening happy hour, the screened patio is the perfect spot to unwind and relax with friends and family. The sparkling heated pool area overlooks beautifully manicured gardens, creating a tranquil backdrop for peaceful outdoor living. The home’s Spanish-inspired architecture adds charm and character, making it truly one of a kind. The owners have taken impeccable care and pride in keeping the original charm while adding personal touches. This private oasis offers a serene escape and is a rare find in a convenient and highly desirable area located less than 4 miles from SRQ airport, 5 miles from University Town Center and 10 miles from the beautiful gulf beaches. This home offers a Sarasota address with Manatee County taxes— don’t miss your chance to own this distinctive unique property!
Listing Agent: Nicole Hearn (941-524-6133)
1758 35TH ST, SARASOTA, FL 34234
$101,200346 Days on yellowkey MLS ID: A4652687
0 Days Off yellowkey (back on 3/4/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 979 Built: 1959 Tax: $2,710 (2024)Community: Amaryllis ParkSingle Family
Taxes:$2,710
Remarks: 3 bd 1 bath bungalow investment property only. Has recently had a fire and extensive damage to roof and AC. Near downtown Sarasota. Large back yard. One block from Robert Taylor Community Center. 15 minutes from downtown, Beaches, Hospital, shopping and freeway. No Deed Restrictions.
Listing is courtesy of: SPECIALIZED REAL ESTATE LLC (941-966-6836)
Listing Agent: Otto Hajek (941-966-6836)
4058 CENTER POINTE PL #28A, SARASOTA, FL 34233
$250,00097 Days on yellowkey MLS ID: A4678831
1 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1029 Built: 1983 Tax: $1,704 (2025)Community: Courtyard VillasVilla
Taxes:$1,704
Remarks: Under contract-accepting backup offers. Located in the centrally positioned Courtyard Villas community, this renovated two-bedroom, two-bath residence offers effortless, low-maintenance living with a private screened courtyard and an expansive single-level layout. Soft gray tones, vaulted ceilings, and updated finishes create a light, welcoming interior, while the split-bedroom floor plan provides privacy and functionality. The open-concept kitchen features white stone countertops and newer appliances, seamlessly connecting to the main living space. Both the living area and primary suite open to a private tiled patio—perfect for morning coffee, alfresco dining, or container gardening. Additional highlights include an interior laundry closet, a deep one-car garage, and a two-car driveway. Major updates provide peace of mind, including brand new bathroom remodels, new kitchen remodel with wooden cabinetry featuring soft-close drawers, newer HVAC system and a new roof (2020). Residents enjoy access to two community heated pools, one just a short walk away. The monthly association fee includes basic cable, allows two small pets, and has no age restrictions. Ideally situated in the Centergate area, this home offers walkable access to grocery stores, dining, medical offices, pharmacies, and a nearby hospital. With easy connectivity to Interstate 75 and Bee Ridge Road, and just minutes from Benderson Recreation Park, the pink sands of Siesta Key Beach, and the vibrant shops and restaurants of Siesta Key Village, this residence delivers comfort, convenience, and a truly central Florida lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
7893 PEACEFUL PAR DR, SARASOTA, FL 34241
$560,00095 Days on yellowkey MLS ID: A4678259
1 Days Off yellowkey (back on 3/3/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2041 Built: 2016Monthly Fee: $220 Tax: $6,773 (2025)Community: Fairways/Bent TreeSingle Family
Taxes:$6,773
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Located on a corner lot in The Fairways at Bent Tree, this home offers golf course and lake views in an optional golf community with maintenance-free lawn care. The fenced yard, screened lanai, and heated saltwater pool create the perfect setting for outdoor living. The open floor plan features 3 bedrooms plus a large den, 2.5 baths, and 9’4” ceilings with quality upgrades throughout. The kitchen includes 42” shaker cabinets, granite countertops, slate no-smudge appliances, and a large entertaining island. Tile flooring highlights the living areas, with bamboo flooring in the bedrooms and tray ceilings adding style. FPL Energy Certified with a 15-SEER HVAC, radiant barrier roof sheathing, and double-pane thermal windows. Ideally located less than 2 miles to I-75, 10 minutes to UTC, and approximately 20 minutes to Sarasota’s top beaches. Move-in ready and perfectly positioned for easy, low-maintenance living.
Listing Agent: Mary Michael Martin (941-962-2997)
4246 65TH PL E, SARASOTA, FL 34243
$497,90050 Days on yellowkey MLS ID: A4685293
0 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1912 Built: 2005Monthly Fee: $577 Tax: $3,738 (2025)Community: Cascades At Sarasota Ph ISingle Family
Taxes:$3,738
Remarks: Under contract-accepting backup offers. Welcome to this beautifully appointed 3-bedroom, 2-bath home in the highly sought-after Cascades at Sarasota, a premier gated 55+ community known for its resort-style amenities, maintenance-free living, and an active lifestyle. From the moment you arrive, the home’s charm is evident. Ideally located just around the corner from the community’s exceptional amenities, the property also features an extended screened lanai with electric awnings, creating the perfect shaded space for relaxing or entertaining. Inside, the home features IMPACT RESISTANT Glass Windows and Doors complemented by elegant plantation shutters throughout. The thoughtfully designed floor plan blends comfort and style with vaulted ceilings throughout, abundant natural light, and neutral tile flooring in the main living areas. The kitchen is both functional and inviting, featuring white cabinetry with convenient roll-out shelving in both the base cabinets and pantry, granite countertops, tumbled marble backsplash, stainless steel appliances and breakfast bar. The peaceful primary suite is highlighted by a beautiful bay window, two walk-in closets with custom built-ins, and a spacious TOTALLY REMODELED en-suite bath featuring full length quartz countertops, custom cabinetry, dual sinks, a makeup vanity, and a separate walk-in shower frameless shower door. Both bathrooms feature quartz countertops, adding a modern and elegant touch. Both secondary bedrooms feature laminate flooring, while bedroom 3 has custom cabinetry with quartz countertops. The garage offers ceiling mounted storage to maximize organization and space. The home is beautifully maintained and showcases crown molding and architectural details throughout. HVAC was installed (2023) Life in Cascades at Sarasota offers an active and vibrant lifestyle centered around a 25,000-square-foot clubhouse featuring indoor and outdoor heated pools with a hot tub, a state-of-the-art fitness center, yoga and aerobics studios, six Har-Tru tennis courts with an on-site pro, bocce ball courts, arts and crafts rooms, billiards, a library, and a full calendar of activities coordinated by a dedicated lifestyle director. The HOA fee includes internet, cable, landscaping and lawn maintenance, irrigation, alarm monitoring, and lawn and landscape pest control, allowing you to fully enjoy the community’s exceptional amenities and social opportunities. Conveniently located near UTC Mall, restaurants, Sarasota-Bradenton International Airport, downtown Sarasota, and the area’s award-winning beaches, this home offers the perfect blend of elegance, convenience, and active Florida living.
Listing Agent: Matt Cannon Llc (941-228-2030)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.