Location: Sarasota
Do Not Show Listings
2019 CHIPPAWA PL, SARASOTA, FL 34234
$735,00049 Days on yellowkey MLS ID: A4685039
0 Days Off yellowkey (back on 4/11/2026)
REDUCED by $14,000 (1.9%) on 04/08/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2584 Built: 1950 Tax: $5,964 (2025)Community: Sylvan ShoresSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,964
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. This unique and serene home offers plenty of space to live and entertain comfortably and is in a sought-after West of the Trail neighborhood just two miles north of downtown Sarasota. Multiple living/family rooms provide an array of design options. The split layout affords privacy with two beds and a bath to the left of the front living room, off the back living space to the left is another bedroom and primary suite is to the right. The rear wall of sliding glass doors overlooking the lovely fenced pool/patio/yard allows you to enjoy the always summer Florida lifestyle! Potential exists to divide the home into two separate living units, should this catch your eye as an investment property. There is no shortage of activities nearby, just a short walk through this delightful tree-lined neighborhood will lead you to Indian Beach/Sapphire Shores to watch the incredible sunsets. You will also find several parks within a short distance, including The Bay where you can launch your kayak or partake in free community events. If boating is your thing, you're covered there too, with multiple marinas close by. The famous silky sand of Siesta Key Beach is less than a 20-minute drive, and SRQ airport is just 10 minutes away. The many amazing shops, theaters and restaurants downtown will keep your social calendar booked. Don't let this gem pass you by.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Pamela Hogan (941-424-8706)
5589 CANNES CIR, SARASOTA, FL 34231
$719,00016 Days on yellowkey MLS ID: A4689088
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1745 Built: 2022 Tax: $7,339 (2025)Community: Phillippi Landings CTownhouse
Taxes:$7,339
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to 5589 Cannes Circle—an exceptional waterfront townhome in the gated community of Phillippi Landings, where refined design meets effortless Florida living. Perfectly positioned along Phillippi Creek, this residence offers tranquil water views and a rare sense of privacy, all just minutes from The Landings Shopping Center, Siesta Key, and downtown Sarasota. This impeccably maintained three-story home features 4 bedrooms, 3 full baths, and a bright, open-concept layout designed for both everyday comfort and entertaining. Soaring ceilings, abundant natural light, and thoughtfully selected finishes create a clean, contemporary aesthetic throughout. The designer kitchen is equipped with solid surface countertops, stainless steel appliances, 42” cabinetry, and an oversized island that flows seamlessly into the main living space. Multiple outdoor living areas—including two private lanais—invite you to enjoy the peaceful creek views and lush tropical surroundings. A private elevator provides access to all levels, while the oversized garage offers generous storage for boats, kayaks, beach gear and more. Built with quality and efficiency in mind, the home includes impact-rated windows, energy-efficient systems, LED lighting, and durable finishes such as beautifully maintained engineered wood flooring throughout. Additional upgrades include Moen fixtures, Kohler plumbing features, and professionally designed landscaping within the community. Offered in immaculate, move-in ready condition, this residence is available to purchase furnished for a turnkey experience or unfurnished to suit your personal style—making it an ideal full-time home, seasonal retreat, or turnkey investment opportunity. Furnishings offered separately. Residents of Phillippi Landings enjoy a resort-style lifestyle with amenities including a heated pool, fitness center, dog park, clubhouse, kayak launch, and a scenic boardwalk along the water. The adjacent Phillippi Harbor Club marina offers convenient access for boating enthusiasts. This is a rare opportunity to own a waterfront-facing home in one of Sarasota’s most desirable communities. Call today for a private showing!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Evan Danzig (941-350-1248)
349 SCOTT AVE, SARASOTA, FL 34243
$499,00092 Days on yellowkey MLS ID: A4679108
0 Days Off yellowkey (back on 3/31/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1412 Built: 1950Monthly Fee: $3 Tax: $2,740 (2024)Community: Whitfield Estates Unit 1Single Family
Taxes:$2,740
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Tax Year: 2024
Middle School: Electa Arcotte Lee Magnet
Remarks: Built in 1950, 349 Scott Avenue is a rare find — a property where original character hasn’t been replaced, but respected. Thoughtful remodels over the years have preserved the timeless feel of this classic Sarasota bungalow, allowing its architectural integrity and warmth to remain intact. Inside, original oak flooring, high ceilings, and oversized hurricane-resistant windows reflect a time when homes were built to breathe, endure, and connect naturally to their surroundings. Sunlight moves easily through the living spaces, highlighting craftsmanship that feels authentic rather than manufactured. Solar panels (owned) power this home, keeping energy costs low. Set on an exceptional .52-acre parcel, the grounds are nothing short of special. At the heart of the landscape stands a majestic oak tree estimated to be over 100 years old — a living landmark that anchors the property both visually and historically. Around it, lush, Florida-friendly plantings have been carefully curated by long-time owners who understood that true beauty matures over time. This is a setting designed for shade, serenity, and a deep sense of place. A new roof (2025) adds modern reassurance, seamlessly complementing a home that balances preservation with practicality. This home values heritage over trends, land over lot lines, and character over convenience alone, this is a meaningful opportunity to become the next steward of a truly special Sarasota home. Homes with this level of history, land, and authenticity are increasingly rare — schedule your private showing to experience it in person.
Listing is courtesy of: PREFERRED PROPERTIES OF SARASOTA (941-951-2580)
Listing Agent: Kris Kesling (941-321-5638)
7664 LIVEWELL LN, SARASOTA, FL 34240
$499,00094 Days on yellowkey MLS ID: A4677401
REDUCED by $40,900 (7.6%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 2024Monthly Fee: $211 Tax: $6,519 (2025)Community: Nautique/WatersideSingle Family
Taxes:$6,519
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Discover Nautique at Waterside in Lakewood Ranch! Welcome to your dream home at Nautique, nestled within the vibrant community of Waterside in Lakewood Ranch. This 3-bedroom, 2-bathroom residence offers the ultimate in lakeside living, boasting breathtaking direct views across Kingfisher Lake, all the way to the mesmerizing night lights of Waterside. This is the Prime Location in Lakewood Ranch. Enjoy the perfect blend of tranquility and accessibility in this amazing location. Whether you're seeking a serene retreat or lively entertainment, this home is ideally situated. Just a stone's throw away, you'll find the bustling shops and diverse restaurants of Waterside, ensuring that excitement and convenience are always within reach. Community Amenities, as a resident of Nautique, you'll have access to a variety of community amenities designed for leisure and recreation. Take a dip in the refreshing pool or challenge friends to a match on the pickleball courts. Plus, explore the vibrant locale with ease by taking advantage of the convenient Water Taxi service to Waterside. Quality and Peace of Mind, this home is built with top-quality construction, the home is equipped with hurricane-rated windows and doors, providing you with ultimate peace of mind and ensuring your safety and comfort in any weather. This move-in ready home is available for possession at closing, representing incredible value and opportunity. Don't miss your chance to make Nautique at Waterside your new home, where every day feels like a vacation. Experience the best of lakeside living and create lasting memories in this exceptional community.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jon Buice (941-962-7443)
6506 42ND ST E, SARASOTA, FL 34243
$350,000142 Days on yellowkey MLS ID: A4673884
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1860 Built: 2005Monthly Fee: $560 Tax: $1,407 (2024)Community: Cascades At Sarasota Ph IiiaSingle Family
Taxes:$1,407
Remarks: Under contract-accepting backup offers. Under contract, taking back up offers! True 3 bedroom/2 baths/attached 2 car garage, “Montego” model in one of the area's most sought after active 55+ gated, maintenance-free community, “Cascades at Sarasota”. Original owners updates include: TILE ROOF & A/C both replaced in 2025, garage door opener 2022, hot water heater and washer/dryer both replaced in 2021, water softener/filter in kitchen 2020, new carpet in 3rd bedroom, screened front entrance, accordion hurricane shutters, lanai was enclosed with sliding windows & a small patio for barbecuing was poured just outside of it in 2017. Kitchen has upgraded 42” solid wood cabinets and stainless steel appliances that have all been replaced within last 2 years. No wall dividing the Fm/Lv room to give you a great open space. The primary suite features a en-suite bathroom complete with dual vanities, whirlpool bath + separate shower. No flood zone, no CDD fee with low HOA. HOA includes gated entry, internet, cable, landscaping, irrigation, alarm monitoring and pest control. Residents enjoy resort-style indoor and outdoor pools, hot tub and spa with saunas and showers, a state-of-the-art fitness center, a 25,000 sq ft clubhouse with ballroom, six lighted Har-Tru tennis courts with a Pro Shop, pickleball courts, three bocce courses and an abundance of clubs and activities. Strategically located 3 miles from Sarasota; 5 miles from UTC Mall and University Corridor; 20 minutes from downtown Sarasota; easily accessible to Sarasota/Bradenton airport, theaters, museums, shopping, dining, golf, and music venues as well as beautiful Florida beaches…not to mention being a short walk to the clubhouse!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Wendy Lewis (941-993-5708)
3925 PRADO DR, SARASOTA, FL 34235
$389,90017 Days on yellowkey MLS ID: A4688646
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1534 Built: 1957 Tax: $4,097 (2025)Community: De Soto LakesSingle Family
Taxes:$4,097
Elementary School: Emma E. Booker Elementary
Remarks: Mid-Century Modern Gem | 4+ Bedrooms | Prime Sarasota Location Experience the perfect blend of style, space, and versatility in this beautifully updated 4+ bedroom, 2-bath move in ready home nestled in the established community of De Soto Lakes. Step inside to a bright, light-filled interior where expansive windows and clean architectural lines create an open, airy atmosphere throughout. Wall-to-wall marble flooring and a seamless open-concept layout connect the living and dining areas, making the home feel both modern and inviting from the moment you enter. The spacious kitchen is designed to impress, featuring 42" cabinetry, granite countertops, stainless steel appliances, and a large island that overlooks the main living space, perfect for entertaining or everyday living. The flexible layout offers exceptional versatility, with additional rooms that can easily function as a home office, media room, guest quarters, or creative space; ideal for today’s evolving lifestyle and multi-functional living needs. The primary suite provides a comfortable retreat with ample space and a relaxing atmosphere as well as an en-suite bathroom. What truly sets this home apart is its unique mid-century modern design paired with a layout that adapts to you. With multiple living areas, abundant natural light, and flexible-use spaces, this home offers a level of functionality and character that is rarely found at this price point. Step outside to the private, oversized .189 Acre lot that is surrounded by luscious palm trees and enjoy a backyard designed for Florida living, featuring an expansive paver patio, fire pit area, and multiple seating areas, perfect for entertaining or relaxing year-round. Located in the heart of Sarasota, just 2 miles from UTC shopping and dining and minutes to Lakewood Ranch, you’ll enjoy easy access to everything while still having the comfort of an established neighborhood. Plus, you're a short drive to the world-renowned Siesta Key Beach. With no HOA, standout design, and a rare 4+ bedroom configuration, this home presents an exceptional opportunity in one of Sarasota’s most convenient and growing areas!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Ronald Pepka (941-877-1488)
2170 ROBINHOOD ST #C2-102, SARASOTA, FL 34231
$1,025,00051 Days on yellowkey MLS ID: A4684432
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1429 Built: 2025 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Taxes:$46,289
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Under Construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This beautifully designed two bed 2.5-bath duplex residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and a large outdoor patio overlooking the tennis courts. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—perfect for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2 pickleball courts, 4 padel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Cari Miller (203-722-4509)
7724 PALM AIRE LN, SARASOTA, FL 34243
$324,900369 Days on yellowkey MLS ID: A4649627
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1872 Built: 1987 Tax: $3,550 (2024)Community: Club Villas At Palm Aire Ph ViVilla
Taxes:$3,550
Remarks: Welcome to this beautifully updated end-unit villa offering 2 bedrooms, a versatile den, 2 full bathrooms, and a 2-car garage—all spanning 1,872 sq ft of comfortable living space. Nestled along the serene fairways, this home boasts stunning golf course views and a sun-filled Florida room perfect for morning coffee or evening relaxation. Step inside to discover vaulted ceilings, an open floorplan, and a modern kitchen and bathrooms featuring sleek granite countertops. Enjoy peace of mind with a brand-new HVAC system, and the convenience of low-maintenance living in a well-maintained community. Residents have access to a community pool and cabana, ideal for entertaining guests or unwinding in the Florida sunshine. Located just minutes from UTC Mall, an array of popular restaurants, and Palm Aire Country Club (with optional membership), this villa combines comfort, style, and an unbeatable location. Don’t miss this gem—schedule your private tour today!
Listing is courtesy of: ALLEGIANT REAL ESTATE GROUP (941-685-3958)
Listing Agent: Lori Campbell (941-685-3958)
6538 BLUEWATER AVE, SARASOTA, FL 34231
$490,00026 Days on yellowkey MLS ID: A4687723
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1887 Built: 1967Monthly Fee: $6 Tax: $4,033 (2025)Community: Gulf GateSpa: NoSingle Family
Taxes:$4,033
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Opportunity in the highly sought-after Gulf Gate neighborhood! This 3-bedroom, 2-bath pool home with a 2-car garage offers great space for family, solid updates, and the opportunity to add your personal touches. The home features an open main living area with tile flooring and a flexible den space, creating a comfortable layout for everyday living and entertaining. The renovated kitchen and updated bathrooms provide modern appeal, including a primary suite with dual sinks and a beautifully tiled walk-in shower. The main living areas are finished in tile for easy maintenance, while some areas of the home offer the chance for cosmetic updates and fresh paint to make it your own. Step outside to enjoy the private pool, perfect for relaxing. The garage includes a built-in air-conditioned room ideal for a workshop, craft room, hobby space, or storage, and can easily be converted back to a full 2-car garage if desired. Located in the popular Gulf Gate area, close to Gulf Gate Elementary School, shopping, dining, and Gulf beaches, this home is a great combination of updates, flexibility, and potential.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
8958 OLDE HICKORY AVE, SARASOTA, FL 34238
$625,00057 Days on yellowkey MLS ID: A4683841
REDUCED by $25,000 (3.8%) on 04/06/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2094 Built: 1996Monthly Fee: $11 Tax: $6,756 (2025)Community: Stoneybrook Golf & Country ClubSingle Family
Taxes:$6,756
Remarks: This beautifully maintained 3-bedroom, 3-bath pool home in Stoneybrook Golf & Country Club offers just under 2,100 sq. ft. of comfortable living space and is loaded with valuable upgrades. High-impact windows and doors provide peace of mind, the roof was replaced in October 2023, and the pool cage and screen were replaced in 2025. Inside, the home features tile flooring throughout and a desirable split-bedroom floor plan that offers privacy for both owners and guests. The spacious layout includes a living/dining room combination, a kitchen/family room, and a dedicated laundry room, creating an ideal setting for both everyday living and entertaining. Sliding glass doors from the kitchen and dining areas open to the expansive lanai, seamlessly blending indoor and outdoor living—perfect for enjoying the Florida lifestyle. The primary suite is generously sized and features private lanai access, two walk-in closets, and a luxurious ensuite bath with a soaking tub, large frameless glass shower, and double-sink vanity. Each guest bedroom is conveniently located near a full bathroom, providing comfort and privacy for visitors. The spacious screened lanai offers plenty of room for lounge chairs, sunbathing, or covered outdoor dining while enjoying peaceful pond views and spectacular sunsets. Surrounded by mature landscaping, palm trees, and a majestic live oak, the setting is both private and serene. The northwest rear exposure provides beautiful afternoon light. A screened front entry lanai offers additional outdoor seating space for a bench, chairs, or a small bistro set. Located within Stoneybrook Golf & Country Club in Palmer Ranch, residents enjoy access to exceptional amenities including a recently modernized 18-hole championship golf course, tennis courts, fitness center, pro shop, bocce ball, and a clubhouse with dining and bar service. Ideally situated near the Legacy Trail and just minutes from Nokomis Beach, Siesta Key Beach, shopping, dining, and entertainment. Bonus: The seller has paid the 2024 golf course modernization assessment in full, saving the buyer over $6,000. Don’t just buy a home—experience the Stoneybrook lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Debbie Daviadoff (770-331-9805)
1749 SANDALWOOD DR, SARASOTA, FL 34231
$2,849,00051 Days on yellowkey MLS ID: A4684519
REDUCED by $50,000 (1.7%) on 04/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3204 Built: 1963 Tax: $10,926 (2025)Community: Southpointe ShoresSpa: YesSingle Family
Taxes:$10,926
Remarks: Tucked in the waterfront enclave of Southpointe Shores, 1749 Sandalwood Drive is a refined expression of coastal elegance and modern sophistication in a rare private compound estate in one of Sarasota’s exclusive and premier waterfront communities. Positioned just moments from the world-renowned beaches of Siesta Key, this exceptional, furnished residence offers a lifestyle defined by tranquility, beauty and effortless access to the best of Sarasota. Set beneath a canopy of mature palms and lush tropical landscaping, the home welcomes you with understated architectural grace and a sense of privacy that feels exclusive and serene. The heart of the home was thoughtfully redesigned with a complete kitchen, dining, bar and living transformation featuring Lube of Italy imported custom cabinetry, Thermador appliances including a warming drawer, Brazilian granite with semi-precious stone detailing, Italian marble flooring, and curated lighting throughout. Impact glass windows and doors enhance safety and natural light, with integrated indoor/outdoor Sonos audio, a whole-house security system with 12 cameras (2024), and dedicated electronics infrastructure providing seamless technology integration. Expansive living and entertaining areas flow seamlessly to an impressive lanai with pool and spa, creating an ideal setting for indoor-outdoor entertaining. Whether hosting sunset gatherings, enjoying a quiet morning coffee with coastal breezes, or relaxing poolside beneath the Florida sky, the home is designed to celebrate everyday living and special occasions. This home is two homes from the intercoastal. For boating enthusiasts, deepwater access provides a gateway to Sarasota Bay and beyond. A 12,000-pound boat lift and 50-amp dock service ensure convenience and capability, supporting a waterfront lifestyle, within minutes of open water and two houses from the intercoastal. Southpointe Shores is treasured for its wide canals, boating culture and established residential character. Residents enjoy proximity to premier marinas, fine dining, boutique shopping, and Sarasota’s vibrant arts and cultural scene. Siesta Key Beach, consistently ranked among the finest in the world, is just a short drive away, offering powder-soft quartz sand and breathtaking Gulf sunsets. Major updates include a new roof (2018), room addition (2018), full re-pipe (2021), pool equipment replacement (2023) and new air-conditioning systems (2024), reflecting the care and investment made throughout the years. A rare opportunity to embrace refined waterfront living in one of Sarasota’s desirable neighborhoods, where every day feels like a retreat and every evening captures the essence of coastal Florida.
Listing Agent: Stephen Ault (513-368-8569)
4881 ANTRIM DR, SARASOTA, FL 34240
$699,00097 Days on yellowkey MLS ID: A4678761
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3588 Built: 2019Monthly Fee: $204 Tax: $7,803 (2025)Community: Worthington-Ph 1Single Family
Taxes:$7,803
Remarks: HUGE PRICE IMPROVEMENT !! CAN NOT BEAT THIS PRICE NOW !! PRICED TO SELL NOW !! Absolutely Move In READY and Nothing Wrong with House !! A rare Opportunity to own a refined luxury residence in the coveted gated community of Worthington in Sarasota. This Exceptional Wekiva Floor Plan built by M/I Homes features 5 bed, 3 Full Bath, Bonus Room and 3 car Tandem garage with over 3500 Heated Sq Feet of thoughtfully designed living space, modern upgrades and flexible layout. From the Moment you arrive, the home's freshly done landscaping appeal sets tone, featuring paver driveway, tile roof. Step inside to a bright, open interior where natural light fills the space, highlighting tile flooring and refined architectural details. Home Features Brand NEW Refrigerator, Gourmet Kitchen, Stainless Steel Appliances, Built in Speakers, roller shades, plantation shutter, gas stove, quartz countertops. Step Outside to your private backyard oasis with expansive extended lanai with sliding glass doors. There is a plenty of space to make a POOL. NO CDD Fees, located near top schools, close to shopping, beaches, UTC MALL etc.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Fevil Patel (941-993-7286)
3954 HAMILTON CLUB CIR #14, SARASOTA, FL 34242
$1,200,000297 Days on yellowkey MLS ID: A4656944
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2798 Built: 1997 Tax: $12,009 (2025)Community: Hamilton ClubCondo
Taxes:$12,009
High School: Sarasota High
Remarks: A $100,000 price improvement! A unique opportunity to renovate and create your dream coastal retreat in one of Siesta Key’s sought-after gated enclaves, Hamilton Club, an exclusive boating community on North Siesta Key. Rarely available, this spacious, elevated townhome is one of only 18 residences in a private, pet-friendly, deep-water boating community offering a deeded dock with sailboat water access—no fixed bridges to Sarasota Bay and direct access to the Intracoastal Waterway and the Gulf. Bring your vision and design ideas—this property is ready for a full renovation and offers incredible potential. Generous square footage, soaring ceilings, and an open floor plan provide the canvas. The main level features a welcoming foyer, expansive living and dining areas, a large eat-in island kitchen, a spacious bedroom/den with a full bath, a laundry room, a pantry closet, and a powder room. Go out to the screened lanai overlooking lush, tropical landscaping, a tranquil lagoon and fountain, and the community pool, complete with spiral stair access to the lower level. Upstairs, a bonus room is flanked by two bedroom suites. The oversized primary suite offers a walk-in closet and a large bath with a soaking tub and a separate shower. A second en-suite guest bedroom and bath ensure comfort for family and guests. The elevator services all three levels, though it is not operational and not warranted. Downstairs, the ground floor offers flexible bonus space—ideal for an exercise room, game room, or hobby area—along with a screened lanai, two-car garage, and additional storage room. Residents enjoy maintenance-free living, a heated community pool, and access to tennis and pickleball courts. On the north end of Siesta Key, just minutes to the Shell Road Beach, quaint Siesta Village, and the powdery white sands and aqua waters of world-famous Siesta Beach. Only 10 minutes by car to downtown Sarasota's shopping, dining, vibrant nightlife, and cultural amenities. Rarely does a home in Hamilton Club become available—this is a must-see opportunity to create something special.
Listing Agent: Judie Berger (941-928-3424)
8809 HAVENRIDGE DR, SARASOTA, FL 34238
$719,000253 Days on yellowkey MLS ID: A4661730
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2794 Built: 1995Monthly Fee: $177 Tax: $4,362 (2024)Community: Huntington PointeSpa: NoSingle Family
Taxes:$4,362
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Price Reduction! Great Home in Palmer Ranch. Well-Maintained Pool Home with Recent Upgrades in Huntington Pointe. Set on a large corner lot in the sought-after Palmer Ranch community, this 3-bedroom, 2.5-bath + den/office home offers over 2,700 sq. ft. of comfortable living. While the interior maintains its original charm, the home boasts many recent upgrades including all new kitchen appliances (2023) — induction cooktop, wall oven, dishwasher, refrigerator, disposal — plus new faucets, upgraded door hardware, freshly painted bedrooms and office, comfort-height toilets, and a new washer and dryer. The bright kitchen with central island and breakfast nook overlooks the sparkling saltwater pool and screened lanai. Outdoors, the entire exterior of the home — including the pool cage with new screening — has been freshly painted. Additional updates include a refinished garage floor, new pool pump (2024), rebuilt well system (2025), and refreshed landscaping. Enjoy multiple living spaces, a cozy fireplace, and a primary suite with double walk-in closets and a spa-like bath. Roof (2019) and hot water heater (2021) add peace of mind. Furnishings are negotiable. Minutes to Legacy Trail, Siesta Key Beach, shopping, dining, and more — this home is ready for your personal touch.
Listing is courtesy of: LUXEKEY REAL ESTATE LLC (941-404-3173)
Listing Agent: Robin Eekhof (941-504-1941)
1612 STICKNEY POINT RD #1612-1, SARASOTA, FL 34231
$299,90017 Days on yellowkey MLS ID: A4688336
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 872 Built: 1975Monthly Fee: $919 Tax: $2,989 (2025)Community: Castel Del MareCondo
Taxes:$2,989
Remarks: AMAZING OPPOTUNITY TO OWN THIS COMPLETED REMODELED 1 BEDROOM/1 BATH CONDO IN CASTEL DEL MARE WHICH HAS BEEN NICKNAMED THE "HIDDEN JEWEL ON THE BAY" BECAUSE OF ITS DESIRABLE LOCATION WHICH SERVES AS THE GATEWAY TO SIESTA KEY. LOCATED JUSTH SOUTH OF THE DRAWBRIDGE TO SIESTA KEY, YOU CAN WALK, BIKE OR DRIVE RIGHT OVER THE BRIGE AND BE AT THE AMAZING BEACHES, RESTAURANTS, AND SHOPPING VENUES. THIS STUNNING CONDO HAS BEEN COMPLETELY UPDATED. THE KITCHEN BOASTS AN OPEN-CONCEPT WITH GRANITE COUNTERTOPS, PENDANT AND OVER CABINET LIGHTING. A LARGE ISLAND OPENS INTO A SPACIOUS LIVING AREA WHICH FEATURES CROWN MOLDING AND WAINSCOTING. THE LANAI HAS BEEN FINISHED TO CREATE EXTRA LIVING SPACE WITH A HUGE WAL-IN CLOSET. THE MASTER BEDROOM HAS A BUILT-IN CLOSET AND A FULL WALK-IN CLOSET WITH BUILT-IN CABINET AND COUNTERTOP ALLOWING PLENTY OF EXTRA STORAGE. THE BATHROOM HAS BEEN COMPLETELY REMODELED WITH BEAUTIFUL TILED WALK-IN SHOWER. THE UNIT HAS A TANKLESS WATER HEATER (2023) AND A NEW AIR CONDITIONING SYSTEM (2021). THIS CONDO IS TURN-KEY FURNISHED SO IT A GREAT PLACE TO CALL IT A VACATION GET-A-WAY OR HOME! (LIVING ROOM FAN TO BE REPLACED)
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Linda Ren (941-928-1393)
6287 MIDNIGHT PASS RD #103, SARASOTA, FL 34242
$685,00044 Days on yellowkey MLS ID: A4685468
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1550 Built: 1982 Tax: $7,057 (2025)Community: Excelsior Beach To Bay 6Condo
Taxes:$7,057
Remarks: Welcome to your sunny slice of paradise on Siesta Key. This bright and inviting south-facing condominium offers a great opportunity to enjoy island living just near the world-famous white quartz sand of Siesta Beach. This generously sized two-bedroom, two-bath residence has been well maintained by its original owner and occasionally occupied. The desirable southern exposure fills the condominium with natural light throughout the day, creating an open and welcoming atmosphere. The interior has been recently painted, giving the home a fresh, clean look ready for your personal touches. The unit includes several updates, including a newer stack washer and dryer, newer air-conditioning system, plus energy-efficient LED lighting. The spacious layout provides comfortable living and dining areas along with a generously sized main bedroom en suite, making it ideal for year-round living, seasonal use or take advantage of the Excelsior on-site rental program with a two-week rental minimum. Convenience is key with under-building assigned parking as well as a private storage closet for beach chairs, umbrellas and other beach essentials. This bay-to-beach complex offers an easy distance across the street to the powdery sand and turquoise Gulf waters of internationally recognized Siesta Key Beach. Residents and renters enjoy an impressive array of resort-style amenities. The property features tennis and pickleball courts, beautifully maintained grounds, bayside grilling areas, and bayside and Gulf-side swimming pools. Whether you prefer relaxing by the water, enjoying sunset walks along the beach or staying active with outdoor recreation, this community offers something for everyone. With its prime location, bright southern exposure and access to outstanding amenities, this Siesta Key condominium presents a wonderful opportunity to own a piece of Florida’s sought-after coastal lifestyle.
Listing Agent: Peg Davant (941-356-4552)
2749 ORCHID OAKS DR #302, SARASOTA, FL 34239
$260,00045 Days on yellowkey MLS ID: A4685445
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1365 Built: 1980 Tax: $3,014 (2025)Community: Orchid Oaks ICondo
Taxes:$3,014
Remarks: Ideally located in the centrally positioned community of Orchid Oaks, this beautifully updated 2-bedroom, 2-bath, 1,365-sq-ft third-floor condominium offers comfortable living with convenient access to the best of Sarasota. Inside, the residence features a thoughtfully updated kitchen with granite countertops and stainless-steel appliances, complemented by generous cabinetry and workspace. The open living and dining areas create an inviting atmosphere for everyday living and entertaining, while the screened lanai provides a peaceful place to relax and enjoy the surrounding tropical setting. The condominium presents an excellent opportunity for seasonal enjoyment, full-time living, or income potential. The rental policy allows a 30-day minimum lease, up to three times per year. Orchid Oaks residents enjoy beautifully maintained grounds and a variety of community amenities. The clubhouse and pool overlook scenic Phillippi Creek, and residents may reserve the clubhouse once per month at no cost for private gatherings. The community also features gazebos, walking trails, a dog run, and a peaceful creekside dock, providing multiple spaces to enjoy the property’s natural beauty. Located just minutes from Downtown Sarasota, Siesta Key’s renowned beaches, shopping, dining, golf courses, and Sarasota-Bradenton International Airport, this residence offers both tranquility and convenience. A wonderful opportunity to enjoy relaxed condominium living in a charming Sarasota setting. The residence is currently tenant-occupied through May 31.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Evan Weber (941-287-9700)
4867 HUNTLEIGH DR, SARASOTA, FL 34233
$525,00048 Days on yellowkey MLS ID: A4685110
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1937 Built: 1980Monthly Fee: $29 Tax: $3,040 (2025)Community: Beneva PinesSpa: NoSingle Family
Taxes:$3,040
Elementary School: Wilkinson Elementary
Middle School: Sarasota Middle
Remarks: In the desired community of Beneva Pines in the heart of Sarasota, just five miles to the south bridge to the quartz sugar sand beaches of Siesta Key and Capt Curt's Restaurant and Tiki Bar! This smartly designed split plan home features an open plan, vaulted ceilings, and beautiful screened pool and lanai. The kitchen is the heart of this home and is surrounded by multiple gathering and dining areas. Impact sliders open off the Florida room to the pool. Most windows have been updated to impact rated as well. All four bedrooms are generous size and feature walk-in closets. The primary bedroom features an en-suite bath and two walk-in closets. Freshly painted inside, this home is ready for you to make it your own. Roof in 2022.
Listing Agent: Holly Switow (941-735-3186)
4677 ANTRIM DR, SARASOTA, FL 34240
$1,300,00055 Days on yellowkey MLS ID: A4684179
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2816 Built: 2022Monthly Fee: $203 Tax: $9,866 (2025)Community: Worthington Ph 2Spa: YesSingle Family
Taxes:$9,866
Remarks: Welcome to this stunning Cardel Homes Martin model in Worthington, where thoughtful design meets everyday luxury without the added cost of a CDD. Built in 2022, this beautifully crafted residence offers 4 bedrooms plus a dedicated den and office layout, delivering the space, flexibility, and elevated finishes today’s buyers expect. Inside, you’ll find an expansive open-concept design filled with natural light and seamless flow. The layout provides both privacy and connection, with generously sized bedrooms and versatile flex spaces ideal for working from home, hosting guests, or creating a personal retreat. Modern construction and contemporary style shine throughout. Step outside to your private backyard oasis featuring a heated pool and spa, designed for year-round enjoyment and effortless entertaining. Morning swims, sunset gatherings, and relaxed evenings under the Florida sky feel like a permanent vacation. Located in Worthington, this home offers lower HOA fees than many surrounding Waterside communities and no CDD fees, creating meaningful long-term value. Plus, you’re just 10 minutes from Waterside Lakewood Ranch, where waterfront dining, live events, and vibrant community energy await. Over 2,800 square feet of living space, a 3-car garage, and a premium lifestyle without premium overhead, this is Sarasota living done right. Schedule your private tour today.
Listing is courtesy of: BEYOND REALTY LLC (941-467-4673)
Listing Agent: Darren Dowling (941-204-0493)
1632 STICKNEY POINT RD #201, SARASOTA, FL 34231
$349,90063 Days on yellowkey MLS ID: A4682953
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975 Tax: $3,179 (2025)Community: Castel Del MareCondo
Taxes:$3,179
Remarks: Renovated, turnkey 2-bedroom condo overlooking the heated garden pool in the quiet interior of Castel Del Mare, an 8-acre waterfront community along Little Sarasota Bay just minutes to Siesta Key Beach without barrier-island pricing. Positioned away from the road and facing southwest for warm afternoon light and sunset tones, this second-floor residence offers elevation, airflow, and privacy in one of the community’s most desirable interior garden-pool locations. Major capital updates have already been completed, including Miami-Dade hurricane impact windows and sliding glass doors (2020), updated electrical panel (2016), hot water heater (2023), and newer washer and dishwasher (2024). These improvements reduce future expense exposure and provide confidence in ownership. Interior features include ceramic tile flooring throughout, an open-concept kitchen with wood cabinetry and granite countertops, in-unit laundry plumbed into the lanai (an advantageous feature many units do not have), a dedicated owner’s closet, and rare attic storage with drop-down access, uncommon for a condo this close to the beach. One assigned parking space adds further value in a high-demand coastal corridor. Castel Del Mare spans eight waterfront acres along Little Sarasota Bay and the Intracoastal Waterway. Located at the base of the Stickney Point Bridge, residents enjoy walk and bike access to Crescent Beach in minutes while benefiting from mainland convenience and typically lower insurance exposure than barrier-island properties. Community amenities include two heated pools (including a bayside sunset pool), scenic waterfront boardwalk, fishing pier and gazebo, kayak launch, tennis and pickleball courts, shuffleboard, clubhouse, grilling areas, bicycle storage, and on-site management. The HOA covers cable, water, sewer, trash, pest control, exterior maintenance, landscaping, and building insurance, simplifying ownership whether full-time, seasonal, or investment. Rental flexibility (30-day minimum, up to three times annually) allows seasonal income potential while preserving community stability. Renovated 2-bedroom residences in this interior heated garden-pool position rarely become available. In today’s condo market, opportunities this close to Siesta Key, with major updates completed and a financially healthy, well-managed association, stand out for both lifestyle and long-term logic.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: David Heron (941-323-9780)
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