Location: Sarasota
Do Not Show Listings
5855 MIDNIGHT PASS RD #333, SARASOTA, FL 34242
$499,900130 Days on yellowkey MLS ID: A4685733
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 751 Built: 1976 Tax: $4,433 (2025)Community: Harbor Towers Y & RSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,433
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: THE VIEW, THE VIEW, Location, Location. This is IT! RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED, IMPRESSIVE ENTRANCE WITH WATERFALL, WALK INTO THE LUXURY APPOINTED HUGE FOYER--TURN KEY INCOME GENERATING VACATION HOME! STUNNINGLY SELECTED AND DESIGNED UNIT OVERLOOKING THE POOL AND VIEW OF INTRACOASTAL WATERWAY---DESIRABLE 2 WEEK RENTAL WHEN YOURE NOT HERE, BLOCK IT OUT WHEN YOU COME TO ENJOY AND RELAX! ON SITE RENTAL OFFICE TAKES CARE OF IT ALL! Experience the ultimate in luxury coastal living within the waterfront resort community of Harbor Towers Yacht & Racquet Club, one of Siesta Key’s most desirable gated waterfront communities. This beautifully updated sunrise-facing 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded oasis to provide modern comfort and elegant coastal style with a gorgeous view of the heated pool and outdoor awning for alfresco dining. Being sold turnkey furnished, this third-floor residence is decorated for immediate enjoyment as a full-time home, vacation getaway, or income-producing investment property. The stunningly renovated interior features hurricane-rated windows, a breathtaking quartz kitchen, vinyl plank wood floors and a stunning bathroom accented in gold. The open-concept living and dining area is filled with natural light, creating a bright and welcoming space ideal for relaxing or entertaining. Included is a washer and dryer, plenty of extra storage space directly across the hall and additional large washers and dryers located on each floor for larger items. Perfect for couples and extended stays, this retreat combines modern coastal finishes, large windows, and resort-style amenities just minutes from world-famous Siesta Key Beach and Siesta Key Village. For boating enthusiasts, you’ll find a beautiful marina with boat slips, as available, through the association. This property offers excellent income potential. Two-week minimum rentals are permitted, and owners may utilize the on-site property management office or manage rentals independently. Residents of Harbor Towers enjoy an exceptional collection of amenities, including: *A large marina *Gulf access (no fixed bridges) *Heated swimming pool and shallow wading pool *Three tennis courts *Fully equipped fitness center with new showers and saunas *Clubhouse with social spaces and large kitchen •Outdoor BBQ and kitchen prep area under a beautiful new awning *For boating enthusiasts, boat slips are available through the association plus an ample kayak storage area. Whether you're seeking a luxurious full-time residence, seasonal retreat, or income-generating property, Harbor Towers offers the perfect blend of resort living and coastal charm. Located near shops and restaurants and across the street from the world-famous Siesta Key Beach, don’t miss this rare opportunity to own your piece of paradise on Siesta Key.
Listing is courtesy of: JUDITH GUZZI & ASSOCIATES LLC (914-490-9032)
Listing Agent: Rosie Dipasquale (614-313-7962)
4517 MONDRIAN CT, SARASOTA, FL 34240
$1,699,00041 Days on yellowkey MLS ID: A4696495
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3579 Built: 2024Monthly Fee: $438 Tax: $10,181 (2025)Community: Artistry Ph 3BSingle Family
Taxes:$10,181
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Virtually Staged. Virtually Staged Photos Included. Step into unparalleled luxury with this highly customized Monet II model, a masterfully upgraded estate situated on a premier lakefront lot within the gated, natural gas community of Artistry Sarasota. While originally designed for luxury and efficiency—featuring tinted impact glass, open-cell foam insulation, a 4-car garage with pristine painted floors, and a Vitex Smart Home system—this residence has been completely transformed with hundreds of thousands in custom, designer-level upgrades. From the moment you arrive, the striking new glass front door sets a elegant tone. Inside, a bright, open layout is elevated by extensive architectural details, including custom crown molding throughout the entire home and custom tray ceilings in the main living area and primary suite. The dedicated home office is a showstopper, featuring new entry doors, shiplap accent walls, custom self-closing plywood cabinetry, and elegant quartz countertops. The great room serves as the ultimate gathering space, anchored by a magnificent custom-built entertainment unit boasting acoustic paneling, integrated lighting, a sleek custom fireplace, and an 80-inch television. The culinary kitchen shines with premium quartz countertops, upgraded pendant lighting, and a state-of-the-art smart refrigerator with an integrated TV. Each bedroom serves as a private retreat, uniquely detailed with custom accent walls, individual ceiling fans, and recessed lighting. The bathrooms have been equally elevated with modern illuminated mirrors, while the custom laundry room features beautiful gold accents and durable quartz surfaces. Step outside into your private, resort-style oasis. The expansive rear lanai features a striking panoramic screen cage, offering completely unobstructed views of the lake and breathtaking Florida sunsets. The outdoor living space centers around a spectacular custom pool and spillover spa, complete with a sun deck, dual benches, large steps, vibrant LED color lighting, and twin fire bowls for an unforgettable evening ambiance, which is currently under construction. The entire outdoor deck is finished in premium marble flooring. Additionally, a custom-fit outdoor kitchen structure is stored safely in the garage and stands ready for seamless future installation (plumbing rough in, appliances not included).Residents of Artistry Sarasota enjoy world-class community amenities, including a clubhouse, fitness center, resort-style pool, sport courts, and peaceful nature trails—all while being minutes away from Lakewood Ranch shopping, dining, top-rated golf courses, and Sarasota’s world-famous beaches. Don't miss this one-of-a-kind, move-in-ready masterpiece. Schedule your tour today! ________________________________________
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Sheri Wofford (941-809-8366)
1006 DE LEO DR, SARASOTA, FL 34243
$325,00053 Days on yellowkey MLS ID: A4696192
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1345 Built: 1972 Tax: $2,416 (2025)Community: Whitfield Country Club Heights Un 5Single Family
Taxes:$2,416
Remarks: Charming and ideally located in Whitfield Estates, this 2-bedroom, 2-bath home offers the perfect blend of character, comfort, and convenience. Inside, you’ll find original wood floors that add warmth and timeless appeal, while major system updates provide peace of mind for years to come. The home features hurricane impact windows and doors, a newer HVAC system, a recently updated water heater, and fully paid-off solar panels that help keep electric costs remarkably low currently averaging less than $40 per month. With 1,345 square feet of living space, the layout is both functional and inviting, making it an excellent option for first-time homebuyers, seasonal residents, or investors seeking rental flexibility. Whitfield Estates allows short-term rentals, creating an opportunity for personal enjoyment and income potential. Location is everything, and this home delivers. Situated just minutes from IMG Academy, Abel Elementary School, Sarasota-Bradenton International Airport, downtown Sarasota, St. Armands Circle, and the area’s world-renowned Gulf Coast beaches, you’ll enjoy easy access to everything that makes Sarasota one of Florida’s most desirable destinations. Sara Bay Marina is also nearby, offering convenient dry dock storage and access to Sarasota’s waterfront lifestyle. Whitfield Estates also offers a voluntary neighborhood association for only $40/year, providing culinary access to the Sara Bay Country Club. Whether you’re searching for a primary residence, winter retreat, or investment property, this charming Whitfield Estates home is ready to welcome its next owner.
Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)
Listing Agent: Jessie Bonner (941-356-3182)
4244 CENTRAL SARASOTA PKWY #716, SARASOTA, FL 34238
$275,00056 Days on yellowkey MLS ID: A4695148
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1147 Built: 1999 Tax: $3,120 (2025)Community: Plaza De FloresCondo
Taxes:$3,120
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Welcome to this immaculate, turnkey, rarely available first-floor corner unit in the highly sought-after, gated community of Plaza de Flores at Palmer Ranch. This 2-bedroom, 2-bathroom residence features a highly desirable split floor plan that offers the ultimate in privacy and maintenance-free Florida living. The spacious primary suite is a private retreat boasting an en-suite bathroom and two expansive walk-in closets. On the opposite side of the condo, the comfortable second bedroom features ample closet space with easy access to the adjacent second full bathroom, perfect for guests. Inside, you will find modern updates completed in 2025, including a brand-new HVAC system and beautifully updated countertops in both the kitchen and bathrooms. The community also features extensive recent exterior upgrades, including a brand-new roof, new carports, and newly installed pavers. Enjoy your morning coffee or evening breeze on the private, oversized screened-in lanai. Plaza de Flores boasts resort-style amenities including a community pool, clubhouse, fitness center, and tennis courts. The monthly condo fee provides excellent value, covering cable, water, sewer, and trash removal. Ideally situated just minutes from the world-renowned Siesta Key Beach, downtown Sarasota, The Legacy Trail, Oscar Scherer State Park, I-75, local marinas, and Gulf Gate. Everyday conveniences like Publix, Target, and Costco are right around the corner. Perfect as a primary residence, winter getaway, or investment property!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Ania Mcginty (786-512-1846)
2749 GREENDALE DR, SARASOTA, FL 34232
$525,00074 Days on yellowkey MLS ID: A4692947
REDUCED by $25,000 (4.5%) on 06/24/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1899 Built: 1981 Tax: $4,248 (2025)Community: Cathedral Oaks EstatesSingle Family
Taxes:$4,248
Elementary School: Brentwood Elementary
High School: Sarasota High
Remarks: Located in one of Sarasota’s best-kept secrets, Cathedral Oak Estates, this 3-bedroom, 2-bathroom home sits on a spacious 13,214 sq ft fenced lot on a quiet oak canopied cul-de-sac just a short walk to Legacy Trail. Not in a flood zone and no HOA, this centrally located property offers convenient access to downtown Sarasota, UTC, I-75, and the beaches. Lovingly maintained, the home has endless potential with room for your personal updates and design touches. The oversized driveway and 2-car garage provide plenty of space for a boat, RV, or work vehicles. Recent improvements include a new shingle roof with third nail retrofitting (2024) and sewer pipes lined (2024) with a 10-year warranty. Updated homes in the neighborhood have recently sold for approximately $365 sq ft, making this a fantastic opportunity to update and build equity.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Christina Jenkins (425-381-1917)
750 N TAMIAMI TRL #PH08, SARASOTA, FL 34236
$699,000102 Days on yellowkey MLS ID: A4689747
Bed: 1 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 1025 Built: 2001 Tax: $4,462 (2025)Community: Renaissance 1Condo
Taxes:$4,462
Remarks: This Beautifully Custom Remodeled condo with over $180,000 in upgrades, where every detail has been thoughtfully updated, including engineered wood flooring throughout, a newer, efficient Bosch HVAC system, washer and dryer, large, jetted bathtub, window shades, ceiling fans, curtain panels, and elegant new light fixtures is now available. It brings modern elegance with Asian-inspired and Chippendale details, polished, worldly, and intentional. The completely redesigned, show-stopping kitchen (approximately $45,000) features 42-inch cabinetry with elegant glass upper doors, granite countertops, new appliances, a custom backsplash, and a lighted glass and mirrored dry bar, perfect for both everyday living and entertaining. Additional improvements include upgraded plumbing between the kitchen and bath. A built-in desk area just off the kitchen adds both convenience and functionality. The spacious primary bedroom offers two generous closets and opens through sliding doors to an oversized 35-foot balcony, where you can enjoy breathtaking sunrises and your own outdoor potted garden retreat. With soaring ceilings, crown molding, and true penthouse character, this residence blends luxury and comfort effortlessly. A rare bonus includes two deeded parking spaces on the second level of the garage, located directly next to the included storage unit. Residents also enjoy access to two first-floor guest suites, perfect for hosting visiting family and friends. This condo truly shows like a million dollars!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kathryn Cooper, Pa (941-320-8075)
707 S GULFSTREAM AVE #802, SARASOTA, FL 34236
$899,000133 Days on yellowkey MLS ID: A4686314
REDUCED by $51,000 (5.4%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1419 Built: 1974 Tax: $4,500 (2025)Community: Essex HouseSpa: NoCondo
Taxes:$4,500
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Experience the best of downtown Sarasota living from this beautifully renovated corner-unit condominium at 707 S. Gulfstream Avenue, ideally positioned near the bayfront, Marina Jack, Bayfront Park, Main Street, Palm Avenue, restaurants, shopping, arts, and everything downtown Sarasota has to offer. Designed for buyers seeking bayfront proximity, and easy lock-and-leave living, this move-in-ready 2-bedroom, 2-bath residence combines modern updates, everyday convenience, and peace of mind. Extensively remodeled with a fresh, sophisticated aesthetic, the condo features hurricane impact windows and doors, an open-concept layout, abundant natural light, and stylish designer finishes throughout. The oversized gourmet kitchen offers quartz countertops, premium appliances, custom cabinetry, and generous space for entertaining. The spacious primary suite includes a beautifully updated spa-inspired en-suite bath, creating a comfortable private retreat. Additional upgrades include brand-new plumbing and electrical systems. The building has also recently upgraded its generator following the 2024 storms, further adding to the value and confidence of ownership. Residents enjoy secure entry, covered parking, a resort-style pool, fitness center, and club room, all in a highly desirable downtown Sarasota location. Whether used as a full-time residence, seasonal retreat, or low-maintenance second home, this renovated Sarasota condo offers an exceptional combination of location, updates, storm protection, amenities, and lock-and-leave convenience just moments from the waterfront.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
5649 LONG SHORE LOOP, SARASOTA, FL 34238
$995,000151 Days on yellowkey MLS ID: A4683665
REDUCED by $50,000 (4.8%) on 04/15/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2622 Built: 2020Monthly Fee: $396 Tax: $8,602 (2025)Community: Sunrise Preserve Ph 2Spa: NoSingle Family
Taxes:$8,602
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: BETTER THAN NEW AND READY FOR YOU! This beautifully upgraded 3 bedroom, 3 bath home, built in 2020 and refreshed again in 2025, offers all the features of a recently built house, but with upgrades and other updates. Inside, you’ll find fresh paint, new designer wallpaper, crown molding in every room, and stylish board-and-batten accents that give the home a polished, custom look. Major upgrades add comfort and peace of mind, including impact windows, a whole-house generator, whole-house water filtration and professional landscape lighting. Everything has been thoughtfully maintained, so the home truly is move-in ready. The kitchen features Cambria quartz countertops, white cabinetry with Shelf Genie pull-outs, stainless steel appliances, a gas cooktop and a breakfast bar. With an open floor plan, the kitchen flows right into the family room and dining area, creating a bright, welcoming space for gathering. The spacious master suite includes a large bathroom and a walk-in closet with custom built-ins and direct access to the laundry room. In addition to the master suite one of the guest bedrooms is en suite and has a walk-in-closet. Outside, the lanai has been upgraded with retractable storm-resistant screens and no-see-um screening, giving you a comfortable outdoor space year-round. The home sits next to a preserved lot, offering extra privacy and a beautiful Oak tree as a natural backdrop. Lawn care, landscaping and irrigation are included in the HOA. There are so many thoughtful upgrades throughout—you truly need to see this home in person to appreciate everything it offers. (A full feature sheet is available.) Sunrise Preserve is located in the heart of Palmer Ranch, close to I-75, shopping, dining, and just a short drive to the area’s gorgeous beaches. Residents enjoy resort-style amenities, including a heated pool, clubhouse, fitness center, bocce, pickleball and tennis courts, and scenic walking paths.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Steve Abbe (941-400-3969)
20 WHISPERING SANDS DR #1201, SARASOTA, FL 34242
$1,195,000197 Days on yellowkey MLS ID: A4678026
0 Days Off yellowkey (back on 6/28/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Monthly Fee: $1,398 Tax: $10,552 (2025)Community: Whispering SandsCondo
Taxes:$10,552
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: A truly RARE offering, this TOP floor, GULF FRONT penthouse residence crowns the northwest CORNER of the South Tower of Whispering Sands – the premiere 55+ Gulf front enclave on the idyllic westernmost point of Siesta Key where only a fortunate few enjoy world class, panoramic views of the sparkling Gulf and 800’ of PRIVATE quartz sand beach! FULL GULF views from this unit unfurl in every direction, offering a daily masterpiece of colors that shift with the rising and setting sun. Wake up to breathtaking Gulf views that seem to stretch to infinity, offering a tranquil retreat from the ordinary. In the evening, enjoy the golden hues of Florida sunsets and starlit dinners from your expansive 28’ balcony, where the Gulf breezes and soft cries of the seagulls serve as the perfect soundtrack. This penthouse is more than just a property – it’s also a canvas for your imagination. Distinctive architectural elements and premium untapped potential invite you to curate a space that reflects your own unique style and vision. Whether you envision modern sophistication, coastal charm, or timeless elegance, the untapped possibilities of this unit invite your imagination to run free as you create the ultimate sanctuary tailored to your personal vision. Whispering Sands' relaxed, informal lifestyle provides the perfect backdrop for your next chapter. Start your day with a set of vigorous laps or water aerobics in one of two beautiful, heated pools - one beachside, one clubside. You’ll never need to leave the property to get your gym workout in the main clubhouse currently undergoing a complete remodel. Plant your feet in the cool quartz sand and enjoy daily dips in the balmy Gulf. Beach loungers are set out daily for the exclusive use of owners. Enjoy an impromptu game of beachside shuffleboard followed by a picnic supper at the Tiki Hut. Whether spending time exploring the vibrant cultural offerings of Sarasota just across the North Bridge, indulging in the local arts scene, or simply relaxing on your breezy private balcony with a good book, the options this property offers are endless. Secure your private viewing of this unique residence and claim your place in this coveted coastal community!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
1717 PALM SPRINGS ST, SARASOTA, FL 34234
$125,00046 Days on yellowkey MLS ID: A4696977
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 940 Built: 1965Monthly Fee: $137 Tax: $2,776 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$2,776
Remarks: Opportunity is knocking with this charming 2-bedroom, 1.5-bath home, priced to attract buyers who can see its true potential. With 940 square feet of living space, plus an additional 259 square feet under the carport and an 88-square-foot laundry room, there is plenty of room to create the perfect seasonal retreat or comfortable full-time residence. With a little TLC and vision, this property could quickly become a standout value in Tri-Par. While a small portion of the lot is located in a flood zone, the home itself and its structures are not, offering added reassurance and peace of mind. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Angelo Sammarco (941-284-5673)
5066 PEBBLE BEACH AVE, SARASOTA, FL 34234
$136,00056 Days on yellowkey MLS ID: A4695438
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1954Monthly Fee: $137 Tax: $2,406 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$2,406
Remarks: Discover the possibilities of this distinctive 2-bedroom, 2-bath property, where you own the land with no lot lease. The home also offers the potential for a third bedroom or den, along with a spacious laundry room and an expansive living area. Conveniently located just minutes from the airport and the bay (approximately 1.5 miles and 2.5 miles away, respectively), this property offers both accessibility and charm. Encompassing approximately 1,100 square feet, the home is situated on a generous corner lot accented by attractive river rock landscaping. Whether you choose to renovate the existing residence or build anew, this property presents an inviting opportunity to create something truly your own. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.
5221 BEECHMONT AVE, SARASOTA, FL 34234
$159,50067 Days on yellowkey MLS ID: A4694538
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 864 Built: 1973Monthly Fee: $137 Tax: $3,165 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$3,165
Remarks: Charming 2BR/2BA home with the rare benefit of private ensuite bedrooms. Freshly painted inside and out, this move-in-ready property features new luxury vinyl flooring, a new carport, and an 8x10 shed with washer, dryer, and water heater (12/25). The kitchen offers a movable island for flexible prep and entertaining space, while additional improvements include A/C replaced 7/25, newer plumbing, some newer windows, awnings, gutters, and blinds throughout. Enjoy fresh air year-round from the enclosed 9 x 14 porch. A wonderful opportunity to experience comfort, function, and value in one inviting home. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.
128 GOLDEN GATE PT #202A, SARASOTA, FL 34236
$1,995,00090 Days on yellowkey MLS ID: A4691688
REDUCED by $180,000 (8.3%) on 06/04/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3317 Built: 2004 Tax: $22,705 (2025)Community: Vista Bay PointSpa: YesCondo
Taxes:$22,705
Remarks: Experience elevated coastal luxury at Vista Bay Point, ideally on prestigious Golden Gate Point in the heart of downtown Sarasota. This exceptional, one-of-a-kind second-floor residence delivers a rare combination of privacy, sophistication and effortless access, with a private elevator opening directly into your own foyer and an oversized two-car garage with additional storage on the level below, along with a private staircase that connects directly to the residence. In addition to all this, there is direct access to a private wraparound terrace, the only residence in the building with an outdoor area of this size, and up to two dogs are welcome, allowing them plenty of room to roam. From the moment you enter, the home is bathed in natural light, with expansive impact glass windows throughout framing serene bay views, shimmering city lights and Sarasota’s iconic sunsets. The open, flowing design is elegant and inviting, enhanced by refined finishes and custom details that create a sense of arrival, while a Sonos sound system and Crestron lighting system add to the thoughtful touches that make this home exceptional. Taking center stage, the gourmet kitchen is designed to impress, featuring custom cabinetry, rich stone surfaces, a generous island with seating for up to six, and premium appliances including Sub-Zero refrigeration and a professional Thermador 48-inch gas range with grill, griddle and dual ovens, all seamlessly connected to the dining and living spaces to create an effortless indoor outdoor lifestyle. The terrace provides a setting for morning coffee, evening cocktails or dining, offering multiple seating areas along with beautiful bay views. The owner’s suite offers a peaceful retreat with a spacious walk-in closet and a beautifully appointed bath designed for relaxation, while two separate guest suites with full baths ensure comfort and privacy for visiting family and friends. Vista Bay Point is an exclusive, gated boutique community offering a full suite of luxury amenities, including a heated pool and spa, sundeck with grilling area, fitness center with premium equipment, theater room, elegant owners lounge with pool table and bar, and a private guest suite for extended stays. This residence places you just moments from Sarasota’s vibrant downtown, the marina, world-class dining, Ringling Bridge, cultural attractions, St. Armands Circle and the region’s award-winning beaches, making this more than a residence, it is a lifestyle defined by privacy, prestige and the best of Sarasota waterfront living. Ask for the complete property catalog with all the information about this residence.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Netzel (941-539-0633)
4819 SEA ISLAND AVE, SARASOTA, FL 34234
$139,00099 Days on yellowkey MLS ID: A4689720
INCREASED by $20,000 (16.8%) on 06/12/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 915 Built: 1968Monthly Fee: $137 Tax: $2,773 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$2,773
Remarks: Investor Opportunity in a Sought-After 55+ Community – CAP Rate Over 11% with Yearly Lease Already in Place This is the kind of deal investors look for—immediate income, strong upside, and a property in a desirable over-55 community. This 2-bedroom, 1.5-bath home offers approximately 915 square feet of living space, plus a flexible bonus room that can easily function as a third bedroom, office, or den, increasing both appeal and potential value. Recent improvements, including a new carport and screened-in porch, add value while reducing near-term upgrade needs. The home also features an in-unit washer and dryer and an outdoor shower, adding convenience and livability for occupants. For investors seeking reliable cash flow with room to add value, this property checks all the boxes—leased, income-producing, and positioned for even greater returns. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.
1580 BLIND BROOK DR, SARASOTA, FL 34234
$169,000194 Days on yellowkey MLS ID: A4678297
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 780 Built: 1965Monthly Fee: $137 Tax: $2,894 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$2,894
Remarks: Corner lot situated in a great location, this home boasts extensive renovations inside and out. Recent upgrades feature a new TPO roof, air-conditioning, carport, kitchen, indoor and outdoor electrical boxes, and CPVC plumbing completed in 2015. Double pane windows and ceiling fitted with flush mount LED lighting enhance the space. Fully furnished, the residence is move in ready. The guest bathroom offers a walk-in shower, while faux blinds are installed on all the main house windows. For relaxation, the generous 10x13 Florida room features plenty of windows, plus a space heater and portable air conditioner for year-round comfort. Tri-par Estates provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood.
2984 JEFF MYERS CIR, SARASOTA, FL 34240
$1,975,00043 Days on yellowkey MLS ID: TB8515402
1 Days Off yellowkey (back on 6/22/2026)
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5060 Built: 1994Monthly Fee: $345 Tax: $17,100 (2025)Community: Laurel Oak Estates Sec 03Spa: YesSingle Family
Taxes:$17,100
Remarks: Welcome to 2984 Jeff Myers Circle, an extraordinary estate nestled within the elite Laurel Oak Estates of Sarasota. Situated on over an acre of beautifully landscaped grounds, this custom-built residence offers more than 5,000 square feet of refined living space, combining timeless elegance with modern comfort. The home features 5 spacious bedrooms, 4 full baths and 2 half baths, and multiple living and entertaining areas designed for both grand gatherings and everyday living. From the moment you arrive, a sweeping driveway and impressive curb appeal set the stage for what awaits inside. Soaring ceilings, abundant natural light, rich architectural details, and expansive living spaces create an atmosphere of sophistication and warmth. The thoughtfully designed floor plan includes formal and casual living areas, a beautiful fireplace, generous bedroom suites, and seamless indoor-outdoor flow perfect for Florida living. Step outside to your private backyard retreat, where mature landscaping and expansive outdoor living areas provide the perfect setting for entertaining, relaxing, or enjoying Sarasota’s year-round sunshine. Located within the gated Laurel Oak community, residents enjoy a serene setting surrounded by majestic oak trees, championship golf, tennis, and country club amenities, all while being just minutes from top-rated schools, shopping, dining, downtown Sarasota, and the world-renowned Gulf Coast beaches. This is a rare opportunity to own a distinguished estate in one of Sarasota’s most sought-after luxury communities—where privacy, elegance, and an exceptional lifestyle come together.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
623 OAK HILL CIR #28, SARASOTA, FL 34232
$272,000284 Days on yellowkey MLS ID: C7516464
REDUCED by $15,000 (5.2%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1451 Built: 1985Monthly Fee: $559 Tax: $2,130 (2024)Community: Village Oaks Sec DSpa: NoVilla
Taxes:$2,130
Tax Year: 2024
Remarks: MOVE IN READY!!! BRAND NEW ROOF INSTALLED MARCH 2026!! The owner says this is the quietest place they have lived at!!! Village Oaks offers a picturesque and tranquil setting, with lush landscaping, beautifully maintained common areas, and mature trees that create a peaceful ambiance. The community is responsible for roof replacement and maintenance, as well as landscaping and the exterior walls (with the exception of windows), offering low-maintenance living and peace of mind. This beautifully updated 2-bedroom, 2-bathroom villa offers 1,451 sq. ft. of spacious and comfortable living, designed for both relaxation and entertaining. With its thoughtful layout, modern upgrades, and inviting ambiance, this home is truly a hidden gem. As you step inside, you’ll be greeted by an open and airy great room that exudes warmth and comfort. The spacious master suite is a true haven, featuring a spacious walk-in closet and private access to the sunroom, allowing you to wake up to peaceful views and plenty of natural light. The updated en-suite master bathroom boasts dual sinks, modern fixtures, and ample counter space, making your morning routine effortless. The second bedroom is generously sized featuring another spacious walk-in closet. This room is ideal for guests, a home office, or a cozy den, and is conveniently located adjacent to the updated guest bathroom, which features stylish finishes and quality craftsmanship. The kitchen has been tastefully updated with sleek quartz countertops, stainless steel appliances, abundant cabinetry, and a breakfast nook—a perfect setup for preparing meals while staying connected with family and friends. The combination of modern upgrades and functional design makes this space as practical as it is beautiful. Additional features include a Florida room, spacious 2-car garage, providing plenty of storage, and a laundry area for added convenience. A newer AC and furnace, installed less than two years ago. New remote-control fans and lights in the living area and guest bedroom. Beyond the home, residents enjoy access to fantastic amenities, including a sparkling community pool, tennis courts, and pickleball courts, perfect for staying active or simply enjoying the Florida sunshine. Located in a prime Sarasota location, this villa is just a few miles from top-rated restaurants, shopping, golf courses, and cultural attractions like the world-famous Siesta Key Beach, Lido Key, Fruitville Park and Playground, University Town Center, and St. Armands Circle. Plus, the home is situated in Flood Zone X, meaning no flood insurance is required
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Shasta Degraw (239-785-5546)
777 BEACH RD #1E, SARASOTA, FL 34242
$765,000265 Days on yellowkey MLS ID: A4670832
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1970 Tax: $8,392 (2024)Community: Crescent Royale 3Spa: NoCondo
Taxes:$8,392
Remarks: Get ready to be wowed by this completely reimagined 2-bedroom, 2-bath coastal gem in the highly sought-after Crescent Royale! Step inside to discover a stunning transformation where modern luxury meets timeless coastal charm. The new kitchen, now seamlessly integrated into the great room by the removal of a wall, creates a spacious and inviting open-concept layout perfect for entertaining or relaxing in style. Both bathrooms have been beautifully redesigned, featuring fresh, contemporary finishes. As an end unit, this residence shines with upgrades from top to bottom – including new plumbing, electrical, and flooring – ensuring every detail has been thoughtfully addressed. Enjoy the ease of first-floor living with no elevators or stairs to navigate, plus the convenience of a covered parking space located just steps from your door. From your living room and lanai, take in breathtaking Gulf views and relish the unbeatable location directly across from world-renowned Siesta Key Beach. Crescent Royale’s amenities complete the picture of resort-style living, featuring a vibrant clubhouse with a fitness center and game room, a sparkling heated pool, and a grilling/picnic area perfect for outdoor gatherings. All this, and you are just a short stroll or bike ride to Siesta Key Village, where dining, shopping, and entertainment await. Whether you are seeking your own beachside retreat or an exceptional investment property, this condo truly has it all. With outstanding rental potential, you can enjoy it when you wish and generate income while you are away. Don’t miss this rare opportunity to own your slice of paradise at Crescent Royale — where luxury, location, and lifestyle come together beautifully.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Scott Rickards, Pa (941-356-7040)
4906 SEA ISLAND AVE, SARASOTA, FL 34234
$239,90036 Days on yellowkey MLS ID: A4697739
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1560 Built: 1966Monthly Fee: $131 Tax: $3,111 (2025)Community: Tri-Par EstatesManufactured Home
Taxes:$3,111
Remarks: Welcome to 4906 Sea Island Ave, a beautifully updated 2-bedroom, 2-bath home in Tri-Par Estates, Sarasota's premier land-owned 55+ community. This move-in-ready residence offers the perfect blend of comfort, convenience, and Florida lifestyle living. Inside, you'll find modern laminate flooring, fresh interior paint, a bright, open-concept living & dining area ideal for everyday living. The spacious kitchen features solid wood cabinetry, generous counter space, & ample storage. The primary bedroom includes three floor-to-ceiling closets with built-in shelving, while the second bedroom offers two additional closets, providing exceptional storage throughout the home. Energy-efficient double-pane windows & upgraded wall insulation help keep utility costs low and maintain year-round comfort. Outside, enjoy relaxing on the covered patio beneath the carport or take advantage of the attached laundry and storage room. Durable vinyl siding and a long-lasting rubber membrane roof provide added peace of mind. Pet lovers will appreciate the private dog run, making this home a rare find within the community. Tri-Par Estates offers an outstanding array of resort-style amenities, including a heated pool and spa, fitness center, shuffleboard courts, clubhouse, RV & boat storage, and a full calendar of social activities. Best of all, the low HOA fee is conveniently included in your annual property tax bill. Ideally located minutes from Sarasota's world-famous Gulf beaches, vibrant downtown district, theaters, museums, shopping, dining, & entertainment venues, this home offers an exceptional opportunity to enjoy the very best of Florida's Gulf Coast lifestyle. RECENT UPGRADES: • Received warranty from prior owner for termite tenting; annual warranty maintenance fee approx $202. • Added ramp & 6' x 12' deck to the south-facing front entrance. • Installed additional shelving in storage shed. • Roof resealed for added weather protection; excess sealant stored in shed with approximately 10-year expected lifespan. • Installed white privacy fence creating a private dog run. • Installed new 36-inch front entry door meeting handicap accessibility standards; all three exterior doors are accessible. • Water conditioning system with reverse osmosis serving kitchen sink and refrigerator/ice maker; added remineralizer filter, UV light system, and new refrigerator water tubing (2023). • Upgraded whole-house electrical breaker panel and completed electrical inspection to current code standards (2023). • Installed new hot water heater (2025). • Replaced kitchen range/stove (2026). • Replaced secondary refrigerator (2026). • Completed plumbing inspection; all systems functional (2026). • Installed top-of-the-line TRANE HVAC system with UV filtration system to reduce mold and mildew (2026). • Installed new flooring in both bedrooms, including closets. • Replaced shower heads in both bathrooms. • Installed three wall-mounted smart TVs (2022-2024). • Replaced kitchen flooring and completed subfloor repairs (2023). • Replaced HVAC ductwork throughout the home (2023). • Replaced plumbing piping in conjunction with ductwork improvements (2023). • Installed new under-home moisture barrier (2023). • Improved under-home access with service openings for future inspections; enclosed underside with lattice and wire barrier to deter animals (2023). • Renovated carport to meet code requirements (2025). • Repainted and resealed driveway (2026).
Listing Agent: Thomas Hennerty (703-581-8605)
5303 HIDDEN HARBOR RD, SARASOTA, FL 34242
$2,650,000158 Days on yellowkey MLS ID: N6143036
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3201 Built: 1971Monthly Fee: $333 Tax: $24,081 (2025)Community: Hidden HarborSpa: NoSingle Family
Taxes:$24,081
Remarks: Now is your opportunity to own this waterfront tropical oasis on Siesta Key in the highly sought after exclusive community of Hidden Harbor. Comprised of just 36 homes, Hidden Harbor located on the North end of Siesta Key, is one of the most unique developments in Sarasota with its tropical landscaping reminiscent of old Florida. Most known for its waterfront lots and brick paver streets shaded by a magnificent canopy of lush greenery. This home has been beautifully reimagined to showcase its contemporary design and is situated on over half acre lot enjoying 119’ of deep-water canal front, making this a boater’s dream. The dock spans almost 40 feet and features a 10,000lb boat lift (installed in 2020) and has both electric and water supplies. No bridges to obstruct your journey out to Roberts Bay, which is just a turn of a corner away. The home features a new metal roof (2023), 4 new HVAC units that includes a garage unit (2024), and new hurricane impact sliders and windows (2021). On the inside you will find a floor plan that is flooded with natural light thanks to large sliders and tall architectural style windows that truly bring the Florida landscape inside. The first floor has all new luxury flooring and woodwork, including new solid core doors. The kitchen was recently renovated with European style cabinetry, stone counters, and a luxury Fisher & Paykel appliance package including range hood and induction cooktop. The two light-filled bedrooms on the East side of the home both feature access to outdoor spaces and walk-in closets. The shared bathroom, which also acts as a pool bath with its door to the outside, was renovated with a new seamless glass shower, European style vanity with LED mirror, and all new fixtures and hardware. Throughout the home, you will find restored original fixtures keeping with the home’s integrity. The primary suite dominates the second floor with a loft area, a light filled bedroom that enjoys the cross breeze when both walls of sliding windows are open, and a custom installed closet. There is an updated en-suite bathroom with another seamless glass shower and floating vanity with new upgraded fixtures. Outside the yard is truly a Florida paradise with fire pit area, stunning tropical landscaping with professionally installed low voltage lighting system, pest control misting system, and an impressive heated pool that was resurfaced and upgraded with a travertine deck. This property offers extreme privacy, architectural character and significance, and water views, all within one of the most unique neighborhoods on Siesta Key. The Hidden Harbor canal offers deep water for your boat or sailboat. Enjoy true island life, whether you find yourself relaxing by your pool, boating, fishing, kayaking, and even paddle-boarding all from your property. There is a natural seawall of mangroves, and the riprap was installed by the reputable Duncan Seawall. The world-famous Siesta Key Beach is just a short 1.5-mile bike ride, golf cart ride, or leisurely walk away. Enjoy local restaurants, boutiques, and live music at the island's lively Siesta Village. Close to the mainland and downtown Sarasota, this is a prime location for island living. If you are looking for your own piece of paradise, and a property that is truly unique, set up a private tour today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Walter Shepherd (941-445-2455)
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