Location: Sarasota
Do Not Show Listings
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$729,000225 Days on yellowkey MLS ID: A4669008
REDUCED by $20,000 (2.7%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1975 Tax: $5,944 (2025)Community: Pointe On Midnight PassSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,944
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Also available as a seasonal rental! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Negotiable furnishings available. Schedule your private showing today.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
6426 COLONIAL DR, SARASOTA, FL 34231
$510,00091 Days on yellowkey MLS ID: A4681958
REDUCED by $30,000 (5.6%) on 05/12/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1760 Built: 1961Monthly Fee: $6 Tax: $4,668 (2025)Community: Gulf GateSingle Family
Taxes:$4,668
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: ***PRICE REDUCTION***Welcome to this inviting residence located on a quiet street in the highly desirable Gulf Gate area of Sarasota. This well-situated home offers a comfortable blend of indoor and outdoor living with convenient access to shopping, dining, beaches, major roadways, and public transportation. With the first beach access to the sugar-white sand of Siesta Key being just 1.7 miles away. It is walking distance to several dining establishments and specialty shops unique to Gulf Gate. The interior features a functional floor plan filled with natural light, ideal for both everyday living and entertaining. The newly renovated kitchen serves as a central gathering space with updated finishes and a fresh, modern feel while flowing effortlessly into the living and dining areas. Bedrooms are well-proportioned and adaptable to a variety of lifestyle needs, featuring a mother-in-law suite with private bathroom and a separate entrance. Large fenced in backyard providing privacy, with outdoor space that offers flexibility to relax, entertain, or personalize, there is plenty of room for a pool, tiki hut and volleyball court the possibilities are endless. Whether used as a primary residence, second home, or investment opportunity, this home presents an excellent opportunity to enjoy Sarasota living.
Listing is courtesy of: PREFERRED PROPERTIES OF SARASOTA (941-951-2580)
Listing Agent: Kellie Mosier (941-264-3484)
3006 HAWTHORNE ST, SARASOTA, FL 34239
$399,90010 Days on yellowkey MLS ID: A4694520
Bed: 3 Bath: 2.0 Gar: 4 Liv Area Sq Ft: 1835 Built: 2006 Tax: $6,640 (2025)Community: Cottage In The PinesSingle Family
Taxes:$6,640
Elementary School: None
High School: None
Middle School: None
Remarks: This property is eligible under the Freddie Mac First Look Initiative through 06/20/2026. Need room for all your cars, boats, jet skis, and or maybe a workshop? This home features a 1800 sq ft+ garage (entire first floor). The home is ready for your remodeling ideas! The property is full of potential. You will immediately see the layout’s incredible versatility. The main living area upstairs serves as the heart of the home, featuring a bright kitchen and a spacious living room. Step outside the sliding glass doors onto the second-floor lanai, a great space to enjoy the Florida breeze and overlook your surroundings. The property is located just outside the City of Sarasota (in the county), there are no HOA fees or deed restrictions.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
130 N ADAMS DR, SARASOTA, FL 34236
$1,500,000368 Days on yellowkey MLS ID: A4654087
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1894 Built: 1957Monthly Fee: $4 Tax: $10,652 (2024)Community: Saint Armands DivSingle Family
Taxes:$10,652
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Charming Mid-Century Ranch on Saint Armands | Oversized Lot. Welcome to your slice of paradise on the coveted Saint Armands in Sarasota, Florida. This sturdy mid-century ranch home offers the perfect blend of timeless character and modern comfort. Situated on an oversized lot, this 3-bedroom, 2-bathroom residence provides ample space for relaxation, entertaining, or future expansion. Step inside to discover a natural light-filled floor plan with classic mid-century details and an inviting atmosphere. The generous living area with vaulted ceilings flows seamlessly, creating a warm, welcoming environment ideal for both everyday living and entertaining guests. Enjoy peace of mind with major updates already in place, including a newer roof (2021) and HVAC system (2023)—ensuring comfort and efficiency for years to come. Outside, the expansive yard offers endless possibilities—from 2 existing outdoor hot water showers to lush landscaping and outdoor dining spaces to room for a pool or garden oasis. Just a short stroll to the boutiques and dining of Saint Armands Circle and minutes to the pristine shores of Lido Beach, this home is perfectly positioned to enjoy the best of coastal Sarasota living. Don’t miss this rare opportunity to own a classic gem in one of Sarasota’s most desirable neighborhoods. Private showings available.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
8915 VAMO RD, SARASOTA, FL 34231
$449,000284 Days on yellowkey MLS ID: A4662681
Bed: 1 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 870 Built: 2017 Tax: $4,268 (2024)Community: Mead Helen DSpa: NoSingle Family
Taxes:$4,268
Remarks: Discover a rare opportunity in the historic Vamo community, one of Sarasota's hidden gems known for its Old Florida charm, quiet tree-lined streets, and direct access to the waters of Little Sarasota, Midnight Pass, and Siesta Key. Situated on an expansive 25,054 sq.lot (over half an acre!), this property offers incredible potential. With plenty of space to build an additional home, add a guest cottage, or design a multi-use retreat thanks to being zoned RSF3. The home was built in 2017 and features hurricane impact windows, granite countertops, 42" Solid Wood cabinets in the kitchen, newer appliances, and cathedral ceilings. Currently a 1 bd/1ba. in an 860 sq.ft. floorpan, but 1,680 sq.ft. under roof that seller designed for easy conversion into a 3 bd/2ba. Seller was a classic car enthusiast and this current configuration was conducive to his lifestyle, but home can be easily reconfigured or use the over-sized lot to build your dream home!! Another added bonus to this fantastic location is its proximity to the Sarasota Square Mall Re- Development, and the new Trader Joes moving into the former Staples. Costco, The Legacy Trail, Siesta Key Beach, and Downtown Sarasota are also just a short distance away. Vacant or lots are rare in this area, especially since this one is NOT IN A FLOOD ZONE, they do sell at a premium!! Make an offer today, and start building on that Suncoast Dream.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
5800 TIDEWOOD AVE, SARASOTA, FL 34231
$3,149,000256 Days on yellowkey MLS ID: A4664806
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 5167 Built: 2000 Tax: $25,244 (2024)Community: Baywood Colony Westport Sec 2Spa: YesSingle Family
Taxes:$25,244
Remarks: Welcome to ‘The Retreat at Tidewood’, a boater’s paradise nestled in one of Sarasota’s most desirable and secluded waterfront communities. Imagine living just minutes from downtown, fine dining, and shopping, all without the hassle of an HOA. This home offers the perfect blend of convenience and tranquility for those who love life on the water. Elevated 12 feet, this residence ensures peace of mind protection from flooding. Step inside to discover an updated gourmet kitchen with custom cabinetry and premium finishes, a spacious living and dining room, and a luxurious master suite with Venetian Plastering and his-and-hers closets. Every room on the ground floor opens directly to the pool, creating a seamless indoor-outdoor flow to over 2,500 sq. ft. of screened outdoor living — perfect for entertaining or relaxing in total privacy. For the avid boater, the property features a concrete seawall for easy canoe or kayak launching, making it effortless to explore the serene Intercoastal Waterway. Additionally, a boat yard just a short distance away accommodates larger watercraft and offers concierge services, ensuring your boating adventures are always within reach. Upstairs, a private “in-law suite” is accessible by elevator or stairs and includes three flexible rooms, full bath with tub/shower combo, kitchenette, a large walk-in closet, room to add an additional bathroom, and a screened porch overlooking the tranquil waterway, Siesta Key, and timeless sunsets. Surrounded by protected mangroves, the views are as peaceful as they are timeless. Designed for multi-generational living or hosting guests with ease, this home blends thoughtful functionality with waterfront luxury. Its location combines seclusion and convenience — tucked away in a peaceful community, yet close to everything Sarasota has to offer. The adjacent lot could also be purchased for additional acreage, offering even more space and potential. The ‘Retreat at Tidewood’ offers a once-in-a-lifetime opportunity to own a piece of paradise. This unique experience awaits you with the perfect blend of comfort, privacy, coastal beauty, and a lifestyle tailored for those who cherish the water.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Nancy Grenier (941-364-4000)
3171 DICK WILSON DR, SARASOTA, FL 34240
$2,950,000114 Days on yellowkey MLS ID: A4681698
REDUCED by $50,000 (1.7%) on 05/22/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4382 Built: 1995Monthly Fee: $353 Tax: $9,199 (2025)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$9,199
Remarks: Welcome to this stunningly renovated Gem. One of the Crown Jewels of Laurel Oak Country Club where Golf Membership Optional but buying this home brings you to front of line . Lot personally chosen by Laurel Oak Developer as family home. 2 Master Suites Elegant High end UPGRADES Real Hickory Wood Floors Newly renovated Kitchen featuring Sub Zero, Miele, BlueStar & Thermador Appliances & Marble countertops & island . Remodelled Master Bath Feature His & Her toilets , his & her sinks and Large shower. A Formal English Garden will uplift your Spirits features Green walls , Antique Brick , Fountain and Fruit Tree's Lemon, Fig Plum as well as Custom Arbors. Sellers added gorgeous Creek with 3 waterfalls & Pond which you can enjoy from the new authentic Clay Paver Patio. Grand & Spacious home has so many features incl bonus heated/cooled crafting and storage room in garage. Sellers added Generator & 1000 Gal in ground tank for Hurricane Peace of Mind . New Gutters incl Copper across front of home. New Attic insulation. Most doors/windows/sliders are New and are Impact. Main A/C NEW in 2025, other 2 NEW in 22 + 23. New Epoxy Garage floors . Whole House Water Filtration + UV sanitizer. UV Halo Ozonator is part of New Pool equipment. Safety Fence added around Pool. Seller's planted Lychee, Grapefruit, Navel Orange, Banana & Mango. New Lg Chandliers in Foyer & Masterbath. Most Fixtures/Fans/Lights upgraded incl Perrin & Rowe Bridge Faucet & Restoration Hardware in Masterbath . Brick Floors installed in Sunroom. Fireplace rebuilt with Taj Mahal Marble & Paneled Wall surrounding it. Roof 2019. Views from inside the Home incl Creek, Formal Garden & Golf Course . 2nd Floor balcony for private sunbathing with custom SunShade added! Homes unique position gives it incredible privacy. Walkways added to make it EZ to meander the almost 1 Acre Paradise . Home on Par 4 Jones Course. New Landscape Lighting placed everywhere to create nightime MAGIC . Other extra's in this incredible 5 bedroom home incl renovated Butler’s Pantry , Shower in laundry Rm with New plank floors is great for pets ,lots of closets + storage . Outdoor kitchen with newer grill. Sink and granite counters. Come see this fortress of comfort & Style and make it your new home. Expenses were not spared here Upgrade list attached
Listing is courtesy of: ESLINGER REALTY INC (941-915-9961)
Listing Agent: Aya Sewell (941-223-0354)
5361 SAN JUAN DR, SARASOTA, FL 34235
$399,00058 Days on yellowkey MLS ID: N6143756
REDUCED by $11,000 (2.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1972 Tax: $1,722 (2025)Community: De Soto LakesSingle Family
Taxes:$1,722
Remarks: One or more photo(s) has been virtually staged. MOTIVATED SELLER!!!!!!!!!! Welcome to Desoto Lakes Community, This two-bedroom, two-bath home, just under 2,000 square feet, has been lovingly brought back to life with a modern, move-in ready feel and stunning lake views of Crown Lake from a beautiful oversized lot in the heart of Sarasota. It features a renovated interior highlighted by a kitchen with NEW KITCHEN appliances, sleek countertops, and NEW cabinets, plus an open-concept layout that shines throughout the home with natural light and creates ideal entertaining spaces. The previously renovated screened-in porch has been thoughtfully converted into additional interior living space, providing flexible layout options that are bright, fresh, and inviting. For safety and efficiency, BRAND- NEW HURRICANE IMPACT WINDOWS have been installed throughout the home in 2025. The property also offers a tinkerer’s dream: an oversized garage/workshop with epoxy flooring and an air compressor, ideal for projects, hobbies, or storage. Outdoors, the lake views and manicured surroundings deliver a serene, resort-like ambiance, while the NO DEED RESTRICTIONS AND NO HOA give you the freedom to personalize. Location couldn’t be more prime—close to downtown Sarasota, beaches, University Town Center, Lakewood Ranch, a wide variety of dining and shopping, and just a short drive to Sarasota Bradenton International Airport. NO FLOOD INSURANCE REQUIRED, NOT IN A FLOOD ZONE. SCHEDULE YOUR SHOWING TODAY!
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
4734 DELMONTE AVE, SARASOTA, FL 34235
$429,00053 Days on yellowkey MLS ID: A4688486
1 Days Off yellowkey (back on 5/21/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 1973 Tax: $5,839 (2025)Community: De Soto LakesSingle Family
Taxes:$5,839
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. **In an effort to ensure a fair and orderly review process, all offers must be presented in the form of a written contract for submission to the Estate. Please note that any offers submitted via email or verbal communication will not be accepted or considered valid. This listing is involved in a partition lawsuit currently in litigation. Seller financing shall not be accepted under any circumstances. **4734 Delmonte Avenue, Sarasota, FL — Investor special and fixer-upper on an oversized double lot in a non-deed-restricted Sarasota neighborhood with no HOA. This 4-bedroom, 3-bathroom home features a dual primary floor plan with two en suite bedrooms, each with a private bath, a bay window living room, and a family room opening to a covered back porch and brick paver patio, plus a covered pavilion that creates a shaded outdoor retreat — the kind of space that could get used year-round in the Florida climate — all set behind a wide driveway with paver accents, connected with a breezeway and arched entry. The home also retains several ornamental architectural details — decorative elements, arched openings, and Mediterranean-influenced touches — that, with the right restoration effort, could be brought back to life and lean fully into a Spanish Mediterranean aesthetic that suits the Sarasota region beautifully. The property’s most compelling asset is a detached accessory structure with its own eat-in kitchen, living area, bedroom with a closet, full bath with a walk-in shower, private back patio, and a separately fenced yard. The building will require a thorough rehab and the addition of climate control before it can function as a guest cottage, rental unit, or additional living space — but the layout and footprint are already there, making it a strong candidate for the right buyer willing to put in the work. Alternatively, it could be converted back into a garage and workshop or repurposed in a number of other ways, depending on your needs and interests. The double lot provides ample room for a future pool or expanded outdoor living, and the absence of deed restrictions means boats and RVs are welcome on-site with no approvals required. Conveniently located near Longwood Park, Nathan Benderson Park, University Town Center, and the new Mote Marine Aquarium, with quick access to I-75, Sarasota International Airport, Downtown Sarasota, and the Gulf Coast beaches — this is a property with strong locational fundamentals and significant upside for the right buyer. Offered strictly as-is — which means what you see is what you get. Ready for a buyer who sees the opportunity. Per county records, the main house is 4-bed / 3-bath / 1,762 sq ft, air-conditioned. The 572 sq ft accessory structure is listed in the MLS both as a 2-car garage and as an in-law suite for search purposes, and is reflected in county records as 2 bed / 1 bath with no A/C — included in total recorded square footage. Buyers should verify all details independently.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
2403 HICKORY AVE, SARASOTA, FL 34234
$395,00054 Days on yellowkey MLS ID: A4689265
1 Days Off yellowkey (back on 5/19/2026)
REDUCED by $30,000 (7.1%) on 05/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1432 Built: 1925 Tax: $4,162 (2025)Community: Sarasota Bay ParkSingle Family
Taxes:$4,162
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Where history meets opportunity in the heart of Sarasota. This historic residence offers timeless character and endless potential, perfectly positioned in one of the area’s most culturally rich neighborhoods. Featuring 3 bedrooms and 2 bathrooms, the home showcases classic architectural details ready to be restored, reimagined, or incorporated into a brand-new vision. Ideally located just moments from the renowned The John and Mable Ringling Museum of Art, the Asolo Repertory Theatre, Ringling College of Art and Design, and New College of Florida, this property is surrounded by inspiration, creativity, and culture. A short drive brings you to vibrant downtown Sarasota, offering world-class dining, shopping, entertainment, and waterfront experiences. Set on a desirable homesite, this property presents a rare investment opportunity. Whether you choose historic restoration to preserve its original charm or explore redevelopment options to build new, the possibilities are abundant. The existing layout provides a solid foundation, while the location enhances long-term value and appeal. Perfect for investors, builders, or buyers seeking a unique project, this home embodies the best of Sarasota real estate—location, history, and potential. With strong demand for both renovated historic homes and new construction in this sought-after area, this is your chance to create something truly special.
5927 DRIFTWOOD AVE, SARASOTA, FL 34231
$590,00011 Days on yellowkey MLS ID: A4694069
INCREASED by $15,000 (2.6%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1412 Built: 1969 Tax: $3,188 (2025)Community: FlorenceSpa: NoSingle Family
Taxes:$3,188
Remarks: Welcome to 5927 Driftwood Ave., Sarasota, FL 34231—a classic Florida ranch home nestled in a desirable “West of Trail” community, just one block from the Intracoastal Waterway. Set on over a quarter of an acre, this Sarasota property offers a rare combination of timeless charm and modern updates in a location central to Siesta Key’s world-famous beaches, Phillippi Estate Park, and all the shopping, dining, and entertainment Sarasota is known for. The curb appeal stands out with a covered front porch and a welcoming Florida feel. Inside, the great room features open living and dining spaces with tile floors, a chandelier with ceiling medallion, and a crown-molding accent wall. Sliding doors connect the living area to a bright family room, offering an ideal setting for relaxation or entertaining. The kitchen is designed for both style and function, featuring custom white cabinetry with generous storage, gold hardware and fixtures, gold-veined white countertops, and a dedicated coffee station. A gas range is exciting for anyone who loves to cook, and the laundry is conveniently located just off the kitchen. Enjoy an apron sink, custom floor-to-ceiling pantry, stainless steel appliances, and a peninsula bar with drop lighting. There is also direct entry to the attached two-car garage with attic storage. Out back, your private backyard oasis awaits—surrounded by palm trees and privacy fencing. The heated open-air pool and covered lounge area—equipped with double ceiling fans—create a true Sarasota retreat for dining, relaxing, or entertaining. The pool bath features artisan blue scalloped tile, a walk-in shower with dual rainfall heads, a vessel sink atop a white shaker vanity with gold fixtures, and a sculptured mirror, all in an airy, light-filled palette. Both bedrooms offer wood-tone flooring, ceiling fans, and customized closet storage. The primary suite includes a walk-in closet and a recently updated en suite bathroom with a glass-enclosed, walk-in shower and marble-topped vanity. The second bedroom features mirrored closet doors and built-in organizer shelving. Additional storage is available in the hallway closet and attic. Practical features include partially updated windows and a propane tank. With no HOA restrictions at 5927 Driftwood Ave., you’ll enjoy the flexibility to bring your boat, RV, or other recreational vehicles—offering convenience for a variety of interests. Updates have already been started, allowing for your own finishing touches over time. Built in 1969, this home reflects the enduring craftsmanship of its era while providing endless opportunities for personalization. The unbeatable location, spacious lot, and flexible amenities make this Sarasota home a fantastic choice for those seeking a full-time residence or investment in a rapidly appreciating neighborhood. Experience the best of Sarasota living at 5927 Driftwood Ave.—just blocks from the Intracoastal Waterway, minutes to Siesta Key, and close to everything that makes Sarasota, Florida, such a desirable place to call home.
6099 BENEVENTO DR, SARASOTA, FL 34238
$419,90012 Days on yellowkey MLS ID: A4694160
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1549 Built: 2010Monthly Fee: $416 Tax: $3,119 (2025)Community: Isles Of SarasotaSpa: YesVilla
Taxes:$3,119
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Sarasota Middle
Remarks: Welcome to your slice of paradise! This exceptional 3-bedroom, 2-bathroom waterfront villa perfectly blends maintenance-free living with the serene ambiance of coastal life. From the moment you step inside, you are greeted by an expansive, open-concept floor plan designed to maximize natural light. The "light and bright" interior features soaring ceilings, fresh neutral tones, and wall-to-wall windows that frame breathtaking, tranquil water views. The heart of the home flows seamlessly into a spacious living area, ideal for both quiet afternoons and vibrant entertaining. Step through the sliding glass doors onto your private lanai to enjoy morning coffee or evening sunsets over the water. The primary suite serves as a peaceful retreat, complete with an en-suite bath and generous closet space, while two additional bedrooms provide ultimate flexibility for family, guests, or a dedicated home office. Don't miss this rare opportunity to own a sunlit waterfront sanctuary! There are accordion shutters protecting the sliders and master bedroom windows and steel hurricane shutters for the remaining windows. The AC was replaced in 2021 and the water heater in 2023. The Isles community is maintenance-free. You will make new friends in The Isles at many of the community functions or enjoying the 4 tennis courts, 2 pickle ball courts, 2 bocce courts, tot-lot, state of the art fitness center and resort-style, heated swimming pool. The Isles is close to Siesta Key Beach, dining, doctors, golf courses, Legacy Trail, COSTCO and Publix, and all the cultural venues downtown Sarasota provides.
Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (941-957-0833)
Listing Agent: Alice Sciarrino (941-266-4553)
6154 MIDNIGHT PASS RD #7C, SARASOTA, FL 34242
$645,00067 Days on yellowkey MLS ID: A4687416
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 836 Built: 1966 Tax: $4,329 (2025)Community: Casa Blanca VillasCondo
Taxes:$4,329
Remarks: Positioned along the powdery white sands of Siesta Key’s renowned Crescent Beach, this villa residence within Casa Blanca Beach Resort presents an exceptional opportunity to own in one of Sarasota’s most iconic Gulf-front communities. Casa Blanca is a unique collection of individually owned villas and apartments, each thoughtfully furnished and appointed for effortless coastal living or income-producing flexibility, with minimum rental periods of just 5–7 nights depending on ownership preference. This two-bedroom residence is fully equipped with an updated kitchen and bathroom, all cookware and linens, and the conveniences of individually controlled air conditioning, cable television, and Wi-Fi, creating a seamless turnkey experience for both owners and guests. The community enhances the Gulf-front setting with a clubhouse, pool and multiple on-site laundry facilities, all designed to support easy, resort-style living. Set directly on Crescent Beach, internationally celebrated for its fine, quartz-crystal sand and consistently ranked among the top beaches in the United States, this property captures the essence of Sarasota’s coastal appeal. Ideally situated just off Stickney Point Bridge, it offers effortless access to Sarasota’s renowned dining, shopping, and cultural attractions. With Siesta Beach just steps away, this is a rare opportunity to own in a beloved beachfront destination, whether as a personal retreat, full-time residence, or high-demand investment property.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
464 GOLDEN GATE PT #702, SARASOTA, FL 34236
$4,295,000235 Days on yellowkey MLS ID: A4667652
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3377 Built: 2006 Tax: $51,212 (2025)Community: La BellasaraSpa: YesCondo
Taxes:$51,212
Elementary School: Southside Elementary
Remarks: Experience luxury waterfront living at La Bellasara on Golden Gate Point. This 7th-floor, 3-bedroom plus den, 4.5-bath residence captures breathtaking, panoramic forever views of Sarasota Bay and the glittering city skyline from every room, blending sophistication with the relaxed coastal lifestyle. A private elevator opens to a grand double-door foyer, where stone floors lead through expansive living spaces with 9–11 ft. ceilings. The main living area features rich wood built-ins and flows seamlessly into the updated gourmet kitchen—complete with custom white cabinetry, top-tier appliances, a 6-burner gas range, center island, and walk-in pantry. The open layout connects to the dining area and breakfast nook, all oriented toward the water. Step outside to the 42-ft. bayfront terrace, ideal for entertaining with its built-in summer kitchen. A separate library with custom bookcases offers a quiet retreat or optional guest space. The private primary suite features two luxurious bathrooms, dual walk-in closets, a morning bar, and terrace access for sunrise views over the bay. Two guest suites, each with ensuite baths, custom closets, and private terraces, are thoughtfully positioned for privacy. Additional highlights include a private 2-car garage with extra storage conveniently located near the elevator—offering the feel of a private home with the ease of condominium living. Community amenities include concierge services, a heated pool and spa, fitness center, theater, social and meeting rooms, and a courtesy day dock. La Bellasara is a gated, pet-friendly enclave offering luxury, comfort, and an unbeatable bayfront lifestyle. Furnishings available separately.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
8506 FRANGIPANI TER, SARASOTA, FL 34240
$640,0003 Days on yellowkey MLS ID: A4694557
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1862 Built: 2024Monthly Fee: $295 Tax: $8,025 (2025)Community: Windward/Lakewood Ranch Ph 1Single Family
Taxes:$8,025
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Welcome to 8506 Frangipani Terrace, located in the highly sought after Windward at Lakewood Ranch community. This meticulously maintained Dream 2 model offers 3 bedrooms, 2 bathrooms, a den, pool and an extended 2 car garage on a premier corner lot. No future home is planned for the property directly behind due to the presence of a mature, stately live oak tree whose beauty can be enjoyed from nearly every common room in the home. Originally purchased as a second home before the owner’s plans changed, this never occupied residence shows like a meticulously maintained model home throughout. Walking through the front door, you are welcomed by an open floor plan with peaceful views of the backyard pool area and privacy landscaping. A pocket sliding glass door opens seamlessly to the clearview screened and pavered lanai area featuring a new heated saltwater pool, creating the ideal indoor/outdoor living experience. The gourmet kitchen features upgraded cabinetry, quartz countertops, GE appliances, a spacious center island, and a generous walk in pantry. Wood look tile flows throughout the main living areas and den, while upgraded carpeting adds warmth and comfort to the bedrooms. Additional upgrades and highlights include tray ceilings with crown molding in the great room, upgraded lighting and plumbing fixtures, plantation shutters, motorized privacy blind in the living room, recessed lighting throughout, impact glass windows and doors throughout, an extended 2 car garage with epoxy flooring, a smart home security system, a 240V electric vehicle hookup, and 8 foot doors and doorways that further enhance the spacious feel of the home. Privately situated at the rear of the home, the owner’s suite offers oversized walk in closets and a beautifully upgraded ensuite bathroom with dual vanities, upgraded cabinetry, designer tile selections, and a large walk in shower. Two guest bedrooms and a secondary bathroom are positioned on the opposite side of the home, while the den provides flexibility for a home office, sitting room, or media space. Windward is one of Lakewood Ranch’s premier gated communities, offering resort style amenities including a swimming pool, children’s pool, spa, pickleball courts, tennis courts, dog parks, clubhouse, fitness center, playground, and an onsite activities director coordinating social events throughout the year. Conveniently located near Waterside Place, downtown Sarasota, dining, shopping, and the area’s best beaches, this home offers the perfect blend of luxury, privacy, and convenience. Why wait to build when you can move right into this beautifully upgraded, move in ready home?
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Halie Monde (941-735-4707)
4747 WATKINS AVE, SARASOTA, FL 34233
$295,00011 Days on yellowkey MLS ID: TB8511264
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1124 Built: 1979 Tax: $2,272 (2025)Community: SunsetSingle Family
Taxes:$2,272
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. This charming remodeled 2-3 bedroom masonry home is sure to please. Relax on the front porch (screened) on this quiet tree lined street or enjoy walking/biking the Tamiami Trail that is mins away. The Open Floor Plan has spacious living and dining areas. The entire home has easy care wood grain tile floors in a neutral color. The kitchen updates include a three seat snack bar, over-sized stainless single basin sink, dishwasher, range, built-in microwave and the current refrigerator to be replaced with a brand new cabinet depth model. An oversized large laundry room features a utility sink and high end washer & dryer for added convenience. The two main bedrooms accommodate king sized beds and there is a bonus room perfect for a home office or third bedroom for guests. Freshly painted interior and exterior this home is move in ready. The Roof, A.C. and Water heater were replaced in 2020. Also there is No HOA Fees, No CDD, Plus (No Flood Insurance Required). Centrally located less then 10 mins to World Class Beaches, Beautiful Parks, Fine dining and Shopping and easy access to Interstate 75 makes this a house you will call HOME.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Elizabeth Allstaedt (727-501-5951)
7727 36TH LN E, SARASOTA, FL 34243
$470,00028 Days on yellowkey MLS ID: N6144214
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 1998Monthly Fee: $37 Tax: $5,870 (2025)Community: Country PalmsSpa: YesSingle Family
Taxes:$5,870
Remarks: Well-kept pool home in a quiet Sarasota location on a natural spring with convenient access to major corridors, shopping, dining, and area beaches. The interior offers a functional, open layout with 3 bedrooms, 2 bathrooms, vaulted ceilings, and tile flooring throughout. The updated kitchen connects directly to the main living areas, and a split floor plan provides privacy for the primary suite. Additional features include a dedicated dining area, family room, and interior laundry room. The outdoor space is a standout feature, with a heated pool and spa enclosed within a full screened lanai overlooking a tranquil pond. Three sets of sliding glass doors provide seamless access from the family room, dining area, and primary bedroom, creating strong indoor-outdoor flow. Both the front and rear lanais are equipped with fine mesh screening designed to reduce insects. Major system updates have already been completed, including 2023 solar panels servicing the pool pump and water heater, a 2023 HVAC system with an additional split unit in the primary bedroom, and hurricane-impact windows throughout. These improvements contribute to lower utility costs and reduced maintenance concerns. Located in the established Country Palms community with a low HOA and situated in Flood Zone X. Convenient proximity to Sarasota-Bradenton International Airport, downtown Sarasota, and Gulf Coast beaches. A rare opportunity to own a private pool home in this price segment. Assumable VA loan at 2.5 int available for qualified buyers.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jeffery K. Twigg, Pa (941-412-6505)
149 MCKINLEY DR, SARASOTA, FL 34236
$5,500,000150 Days on yellowkey MLS ID: A4676647
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4149 Built: 2022 Tax: $55,845 (2025)Community: Lido Beach Div B ResubSpa: YesSingle Family
Taxes:$55,845
Remarks: This custom-built NEW (2022) residence showcases refined craftsmanship and thoughtfully curated luxury upgrades throughout. The home features soaring ceilings and expansive floor-to-ceiling windows that create a dramatic architectural statement while maximizing natural light. Wide-open living spaces are enhanced by high-end tile flooring, sleek modern lines, and a seamless indoor-outdoor flow designed for upscale coastal living. The gourmet kitchen is outfitted with premium cabinetry, designer countertops, and high-end appliances, offering both elegance and functionality for entertaining. Designer-inspired bathrooms feature luxury tilework, glass-enclosed showers, floating vanities, and upscale fixtures, creating a resort-like experience in every en-suite (seven total). Custom lighting, contemporary finishes, and refined millwork elevate each space, while thoughtfully designed en-suite bedrooms provide hotel-style privacy and comfort. Multiple balconies, a private rooftop terrace, and an open upper-level lounge further enhance the home’s architectural appeal, offering elevated vantage points and sophisticated outdoor living spaces. Outdoors, the property is designed for luxury entertaining, featuring an outdoor gas fire pit, gazebo, private outdoor shower, and a fully fenced backyard—perfectly blending style with functionality. An outdoor kitchen, designed to the buyer’s specifications, will be provided at closing, offering a personalized extension of the home’s exceptional indoor-outdoor lifestyle. From the elegant owner’s suite to the panoramic rooftop retreat, every detail of this residence reflects modern coastal luxury and meticulous attention to design. Single-owner, fully custom home thoughtfully designed from plat to completion with exceptional attention to detail throughout. Call to schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
1921 MONTE CARLO DR #302, SARASOTA, FL 34231
$549,000353 Days on yellowkey MLS ID: A4655742
REDUCED by $26,000 (4.5%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1720 Built: 2006 Tax: $6,041 (2025)Community: Phillippi Landings ACondo
Taxes:$6,041
Remarks: INCREDIBLE VALUE - this beautifully remodeled third-floor luxury residence with water view in the gated waterfront community of Phillippi Landings is perfectly situated West of the Trail and just minutes to the world-renowned beaches of Siesta Key. Nestled along the Phillippi Creek with direct access to Sarasota Bay and just minutes to the Philippi Farmhouse market and the Landings Shopping Center with its vast array of dining and shopping options. This 2 bedroom plus den, 2 bath condo offers the ideal blend of privacy, convenience, and resort-style living. NEW 2026 AC! From the moment you enter via direct elevator access to your private foyer entrance, you are welcomed by an open and airy floor plan, porcelain tile flooring, and an inviting coastal aesthetic. The beautifully updated kitchen features granite countertops, stainless appliances, and rich wood cabinetry, offering both style and function for everyday living and entertaining. Step into the spacious living area that opens to a private covered and screened balcony with peaceful water view, ideal for enjoying morning coffee or a glass of wine at sunset. The split-bedroom layout offers exceptional privacy, with two generously sized bedroom suites. The primary suite is a true retreat, offering tranquil water view, two large walk-in closets, and a spa-style bath with a jetted soaking tub, custom walk-in shower, and private water closet. A flexible bonus space off the main living area provides the perfect nook for a home office, den, reading lounge, or secondary dining area. Impact doors and windows throughout. Beautiful wood plantation shutters. Enjoy the convenience of under-building assigned parking and a private storage unit. This home is move-in ready and ideal as a primary residence, seasonal escape, or investment opportunity. A boat slip may be available to purchase separately. Life at Phillippi Landings is exceptional - the community is 10 acres and offers a resort-style heated pool and spa, a well-equipped fitness center, clubhouse, and an expansive waterfront promenade perfect for evening strolls beneath swaying palms. For boating and nature enthusiasts, the community provides kayak launch access and private storage racks—an invitation to explore the peaceful waterways of Phillippi Creek and beyond. The lush, manicured grounds and tropical landscaping create a tranquil, private atmosphere while placing you just minutes from Southside Village, downtown Sarasota, and the vibrant shopping and dining of UTC Mall. This exceptional location, paired with a refined, low-maintenance lifestyle, offers the best of coastal Florida living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
3914 WALNUT AVE, SARASOTA, FL 34234
$325,000276 Days on yellowkey MLS ID: A4663502
REDUCED by $25,000 (7.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1340 Built: 2025 Tax: $554 (2024)Community: Beverly TerraceSingle Family
Taxes:$554
Remarks: One or more photo(s) has been virtually staged. Experience your personal paradise in this breathtaking, BRAND NEW, never-before-lived-in home that exudes charm and elegance. This home boasts luxurious and economical upgrades, including impact windows, smart home technology (featuring appliances, a thermostat, and a smart home network). Additionally, you'll enjoy and be wowed by the exceptional energy efficiency thanks to the added home appliances and insulation... this home truly has it all! Imagine hosting friends and family in the seamless open floor plan that perfectly lends itself to entertaining. The living room is bright and airy, with its vaulted ceiling and abundant windows, inviting in natural light to create a warm and welcoming atmosphere. In the kitchen, you will discover top-of-the-line appliances, sleek granite countertops, a functional and beautiful eat-in island, and a spacious walk-in pantry— it's truly a chef's dream come true! Convenience is at your fingertips with a centrally located laundry room equipped with a new stackable washer and dryer, as well as a generous walk-in closet. The dining room, also featuring a vaulted ceiling and plenty of sunlight, enhances the open and inviting space. Your guests will appreciate the thoughtfully situated guest room, complete with an ensuite Jack and Jill bathroom that guarantees both comfort and privacy. Retreat to the expansive primary bedroom at the back of the home, boasting a large walk-in closet and an ensuite bathroom with granite countertops and a luxurious walk-in shower. Step outside to your private side and backyard, with a privacy barrier fence for added seclusion—it's an ideal setting for outdoor relaxation and entertaining, creating your very own urban oasis. This incredible home is waiting for you to make it your sanctuary! Is this the perfect match you’ve been searching for? Schedule your private showing today and take the first step toward turning this dream into your reality!
Listing is courtesy of: HOUSE MATCH (941-213-7028)
Listing Agent: Abigail Lange (941-218-8543)
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