Location: Sarasota
Do Not Show Listings
7915 KAVANAGH CT, SARASOTA, FL 34240
$859,00052 Days on yellowkey MLS ID: A4696393
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2910 Built: 2002Monthly Fee: $310 Tax: $3,946 (2025)Community: Tatum RidgeSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,946
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Welcome to this stunning, impeccably maintained two-story single-family home that has the potential to create a 4th bedroom (12’ x 13’9”) with a full bathroom in lieu of the large flex room upstairs. It offers luxury living in a serene, resort-style setting. Nestled on a private, oversized homesite with breathtaking views of the Tatum Ridge Golf Course and framed by majestic oak trees, this residence exudes tranquility and elegance at every turn. From the moment you arrive, you’re greeted by a grand entryway with soaring ceilings that set the tone for the spacious and open layout. The formal living and dining areas seamlessly flow into a large family room and gourmet kitchen, making this home ideal for entertaining guests or enjoying quiet family moments. The first-floor primary suite is a true retreat, boasting two generous walk-in closets and a luxurious en-suite bath. Upstairs, you’ll find two additional bedrooms, including a guest suite with a private bath and a third bedroom with a Jack-and-Jill bath connecting to a versatile large flex room with a wet bar and loft area—perfect for an additional 4th bedroom, game room or home theater. Key features and upgrades include: 3-car garage, Newer roof (2020), Newer Carrier 16 SEER A/C 2 units (2019), Whole-home water softener and filtration system (2021), Upgraded stainless steel appliances including double ovens, refrigerator, microwave, and dishwasher (2021), Saltwater sports pool and spa (14’ x 28’) with volleyball net, basketball hoop, and newer heater (2021), Screened pool enclosure with titanium screws (2018), Luxon exterior paint by Sherwin-Williams (2022), High-end Benjamin Moore interior paint (2022), Reinforced upstairs flooring with sound insulation, Bose surround sound system in family room, Reverse osmosis water system for kitchen sink and refrigerator. Step outside to your private backyard paradise, complete with a paver walkway leading to a charming pergola, ideal for sipping morning coffee or enjoying an evening glass of wine. The wrought-iron and wood railing staircase, crown molding, and custom touches throughout make this home a rare find. Located in a gated community known for its oversized lots, natural preserves, and scenic lakes, this home combines luxurious living with the peace and privacy of nature. Don’t miss the opportunity to experience this exceptional property for yourself.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Alliano (941-735-6571)
3275 BENEVA RD #104, SARASOTA, FL 34232
$169,00075 Days on yellowkey MLS ID: A4693102
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1979 Tax: $2,188 (2025)Community: Village Brooke Sec 3Spa: NoCondo
Taxes:$2,188
Elementary School: Wilkinson Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Beautifully updated 2-bedroom, 2-bath first-floor condo at 3275 Beneva Rd #104, Sarasota, FL, privately tucked away in the back of Village Brooke near the tennis courts and pool. Featuring new laminate flooring, fresh interior paint, and convenient nearby laundry facilities, this residence offers comfort, convenience, and an easy Florida lifestyle. The thoughtfully designed layout offers spacious living and dining areas filled with natural light, while the screened lanai provides the perfect place to enjoy your morning coffee or unwind in the evenings. The primary suite includes a walk-in closet and en-suite bath, creating a peaceful retreat. Village Brooke is a well-maintained community known for its lush landscaping, active amenities, and central Sarasota location close to shopping, dining, beaches, and downtown attractions. Residents enjoy multiple pools, tennis courts, shuffleboard, clubhouse activities, and beautifully maintained grounds. Whether you're searching for a year-round residence, seasonal getaway, or investment opportunity, this move-in-ready condo is a must-see. Community amenities include two heated pools, two tennis courts, a fitness center, shuffleboard, charcoal grilling areas, and scenic picnic spaces overlooking the lake and fountain. The newly renovated clubhouse features a reservable kitchen and gathering space, dining area, billiard and poker tables, ping pong, and a resident book collection — creating the perfect environment for relaxation and socializing. HOA fees include access to all amenities, water, pest control, trash, and basic cable. Short- and long-term leasing opportunities are also available (subject to association restrictions). Schedule your private showing today and discover Village Brooke Lifestyle!
Listing is courtesy of: THE AGENCY SARASOTA (941-500-5150)
Listing Agent: Sophia Kramedas-Ghanayem (302-233-0975)
5369 LAKE ARROWHEAD TRL #17A, SARASOTA, FL 34231
$364,900112 Days on yellowkey MLS ID: A4689393
REDUCED by $10,000 (2.7%) on 06/27/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1800 Built: 1983 Tax: $2,674 (2025)Community: Lake ArrowheadSpa: NoCondo
Taxes:$2,674
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: LAKEFRONT VALUE with Stunning Views in this Luxury End Unit, that is "Low-Cost Living" in sought after Lake Arrowhead. This end unit condo offers 3 Bedrooms and 3 Bathrooms and is completely remodeled! The air conditioner and heat pump were replaced in April 2026 and the updated chef's kitchen is high-end quality with custom cabinetry, stainless appliances and quartz tops. $539/month in low HOA fees covers the roofs and includes much of your insurance cost! Rarely available, this 1,800 square foot condo offers comfortable living with high-end finishes throughout. The enclosed 3rd bedroom offers a large walk-in closet and private bathroom and it currently is used as an entertaining lounge area with incredible views of the lake and wildlife through the floor to ceiling windows! Furniture is negotiable! HOA fees include cable, pest control, exterior maintenance and lawn care. At this price, this condo is more affordable than most residential homes! Lake Arrowhead is a hidden gem in South Sarasota with lush landscaping and lakes. The Great Room with high ceilings has a large sliding glass door that opens onto the spacious, covered lanai that overlooks the lake with a very peaceful view. The Key West Clubhouses is next door and is steps away for convenience. Enjoy the heated community pool, the large community room-kitchen-library in the clubhouse and the fishing pier. This is value priced for a larger condo in Lake Arrowhead and this condo is one-of-a-kind with it's fine finishes! Management is on-site and this condo includes one carport space. This community has everything you could desire and is located next to the 72-acre Red Bug Slough Preserve that is pet friendly and has several miles of hiking trails, a playground, picnic shelters & a fishing dock. Lake Arrowhead consists of 64 condos which is conveniently located to everything, including the World Renowned Siesta Key Beaches, Legacy Trail, Costco, several fitness centers, Publix, A+ Schools, Fine Restaurants and the Gulf Gate Library. UTC Mall and cultural downtown Sarasota are within 20 minutes for opera, movie theaters, dining, Selby Gardens & more! Make this your favorite place to relax and unwind as you are surrounded by tropical landscaping and lake views from nearly every room. Come and see this amazing condo; EZ show!
Listing is courtesy of: DEBBIE HERING REALTY & ASSOC. (941-320-1070)
Listing Agent: Debbie Hering (941-320-1070)
4130 CENTRAL SARASOTA PKWY #1817, SARASOTA, FL 34238
$279,900158 Days on yellowkey MLS ID: A4682742
REDUCED by $5,100 (1.8%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1069 Built: 1998 Tax: $3,266 (2025)Community: Bella Villino IiiSpa: YesCondo
Taxes:$3,266
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Welcome to Bella Villino at Palmer Ranch. This completely updated two-bedroom, two-bathroom condominium offered TURNKEY features gleaming quartz countertops and rich wood cabinetry with soft-close precision to the luxury vinyl flooring that flows seamlessly throughout. Newer stainless steel appliances, while both bathrooms showcase stunning marble-tiled showers. The primary suite's ensuite bathroom features a built-in wireless Bluetooth speaker. A brand-new air conditioning system and hot water heater installed in 2025. Theis unit includes a one car garage AND a covered assigned parking space. Amenities offer a pool and spa, racquetball and tennis courts, a clubhouse complete with billiards and a business center. Picnic areas, gas grills, and dedicated dog-walking stations round out this extraordinary community, all maintained by an attentive onsite management team. The location is nothing short of extraordinary. Stroll to nearby Potter Park, grab essentials at the neighboring supermarket, or venture minutes away to the legendary shores of Siesta Key. With convenient access to the Legacy Trail, downtown Sarasota's cultural treasures, and major thoroughfares.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
1249 DOCKSIDE PL #110, SARASOTA, FL 34242
$825,000126 Days on yellowkey MLS ID: A4687526
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1217 Built: 1982 Tax: $7,705 (2025)Community: Harbour TowneCondo
Taxes:$7,705
Elementary School: Phillippi Shores Elementary
Remarks: Welcome to your slice of paradise on Siesta Key! This beautifully maintained two-bedroom, two-bath first-floor end unit offers a blend of comfort, convenience and coastal living with no stairs to climb and easy access throughout. Ideally just a short two-block stroll to world-famous Siesta Key Beach, you’ll enjoy powdery quartz sand that stays cool underfoot, even on warmest days. This well-maintained island condominium features a roomy layout and comes fully furnished, making it move-in ready or ideal as an income-producing rental. The generous screened lanai overlooks the peaceful marina, creating a spot to relax with your morning coffee or unwind at sunset. Boating enthusiasts will appreciate the sought-after deeded boat dock, providing direct water access to the Intracoastal Waterway. The private garage with overhead storage offers plenty of extra space for beach, fishing gear and more. Within the desirable Harbour Towne community, residents enjoy a host of amenities including a heated swimming pool, spa, tennis and pickleball courts, plus a welcoming clubhouse known for its friendly, social atmosphere. Whether you're seeking a seasonal getaway or investment opportunity, this condominium checks every box. Enjoy the laid-back Siesta Key lifestyle with dining, shopping and entertainment just minutes away, all while living near one of the world’s celebrated beaches.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
3700 S OSPREY AVE #205, SARASOTA, FL 34239
$225,000113 Days on yellowkey MLS ID: TB8494655
REDUCED by $12,000 (5.1%) on 04/23/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,548 (2025)Community: Plaza GardensCondo
Taxes:$2,548
Elementary School: None
High School: None
Middle School: None
Remarks: This fully renovated West-of-the-Trail condominium offers a rare opportunity to enjoy one of Sarasota’s most desirable locations at an approachable price point. Thoughtfully updated with custom imported Italian cabinetry and modern finishes, the residence features generous, well-proportioned living spaces that provide a level of comfort and openness not typically found in this price range. The building’s solid concrete construction ensures exceptionally quiet interiors, while elevator access and an in-unit washer and dryer add everyday convenience, complemented by additional shared laundry facilities. Residents are welcomed by a charming interior courtyard with mature tropical landscaping, creating a peaceful and inviting atmosphere. Ideally located just 10–15 minutes from Siesta Key Village and its world-renowned beaches, this condo is also minutes from Southside Village on Hillview Street, where you’ll find popular dining spots such as Libby’s Neighborhood Brasserie, Veronica Fish & Oyster, Morton’s Gourmet Market, and Pacific Rim. Everyday essentials are within easy reach, including Trader Joe's, Publix, and Sarasota Memorial Hospital, along with additional shopping and dining along US-41 near Bay Road. While the community offers a more relaxed lifestyle without resort-style amenities such as a pool or gym, it makes up for it with larger living spaces, quiet construction, and an unbeatable location. This is an outstanding opportunity to own a move-in-ready Sarasota condo near Siesta Key at a highly competitive price.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Roman Donato Ruiz (813-619-0792)
111 S PINEAPPLE AVE #601, SARASOTA, FL 34236
$1,999,000193 Days on yellowkey MLS ID: A4678825
REDUCED by $250,000 (11.1%) on 06/03/2026
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2112 Built: 2019 Tax: $20,731 (2025)Community: Mark SarasotaSpa: YesCondo
Taxes:$20,731
Remarks: Welcome to The Mark, a contemporary residence in the heart of downtown Sarasota. This sixth-floor corner condominium spans 2,112 square feet of interior living space with an additional 170-square-foot terrace offering panoramic city views. The open-concept floor plan integrates the kitchen, dining, and living areas, all framed by 10-foot ceilings, motorized shades, ceiling fans, and custom porcelain tile flooring. The kitchen features an induction cooktop with a hood, a convection oven, a microwave, a tiled backsplash, an RO drinking water system, a French-door refrigerator with an ice and water dispenser, and a large island for entertaining. Each of the three bedrooms includes a private en-suite bath, with the primary suite offering two closets (including a walk-in), a ceiling fan, and a spa-inspired bath with dual vanities and a multi-head walk-in shower. A powder room, a dedicated laundry room with full-size appliances and cabinetry, and a den designed for work or leisure complete the interior. This 2019-built residence includes Cat-5 impact windows, Cat-5 ethernet wiring throughout and a secured storage space on the same floor. One reserved parking space is on the third level of the secured garage. The building is outside a designated flood zone. Amenities at The Mark include a 60-foot resort-style pool with an infinity edge, swim lane and full-length bench seating, a spa, two gas grills, a gas firepit with lounge seating, a fitness center with a spin/Pilates room, a clubroom with full bar, large TVs and a pool table, a business center and conference room for resident use. Residents benefit from 24/7/365 front desk staff, secured lobby access and overnight roving security. Enjoy immediate access to Sarasota’s renowned restaurants, shopping, arts venues and the harbor. The Mark, where downtown is downstairs.
Listing Agent: Emmy Fitzpatrick (608-577-0053)
797 BEACH RD #509, SARASOTA, FL 34242
$690,000318 Days on yellowkey MLS ID: A4665033
1 Days Off yellowkey (back on 6/27/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1970 Tax: $6,040 (2024)Community: Crescent RoyaleSpa: YesCondo
Taxes:$6,040
Tax Year: 2024
Remarks: Under contract-accepting backup offers. PENTHOUSE" OPPORTUNITY on the 5th Floor of Building 797 in Sought After & Gated CRESCENT ROYALE! As you walk through the door you will be astounded with the beautiful views of the Gulf of Mexico & Siesta Beach! Own your own piece of Siesta Key and enjoy the gorgeous nightly sunsets on the top floor. This updated unit has been well maintained and tastefully furnished, updated with a functional kitchen, updated bath and Hurricane sliding glass doors leading out to the lanai. The screened lanai will give you balmy breezes and will also provide a 180 degree view of the Gulf of Mexico. Security Gates & a beautiful paved entryway will greet you upon entering and you'll have your own, assigned covered carport space. There is plenty of guest parking available as well. There is also a storage area assigned to this unit for beach chairs, coolers, etc. on the same floor. You will be greeted with a professional and friendly staff from management to maintenance on site who handle all aspects of property management. Crescent Royale also features a new state-of-the-art fitness center, gas grills & tables with umbrellas for a cookout, shuffleboard court, Olympic style heated pool, pool table in the air conditioned lounge, elevators, recreation room & a handicap accessible banquet room with a kitchen. A short ride to siesta village with lots of shopping and nite life
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Sandy Gamble Hulvat (941-320-1964)
4205 HIGEL AVE, SARASOTA, FL 34242
$7,500,000216 Days on yellowkey MLS ID: A4675182
Bed: 4 Bath: 4.5 Gar: 12 Liv Area Sq Ft: 7003 Built: 2008Monthly Fee: $125 Tax: $60,515 (2025)Community: Cocoanut BayouSpa: YesSingle Family
Taxes:$60,515
Remarks: A timeless coastal estate with an air of refined European elegance, this gated waterfront residence on the protected deep waters of Cocoanut Bayou harmonizes classic architecture with thoughtful modern enhancements. Newly updated with wide-plank white oak engineered hardwood flooring and a gleaming white kitchen featuring new pearl quartz countertops and a Zellige tile backsplash, the home offers an elevated, move-in-ready experience for buyers seeking both luxury and serenity on Siesta Key. Step through custom arched double doors into a luminous grand foyer with 12-foot ceilings and beautifully crafted architectural details that introduce the home’s balance of scale, sophistication, and warmth. The soaring central living room, with its 24-foot ceilings, new hardwood floors, and expansive terrace, sets the tone for both intimate gatherings and grand entertaining. A sweeping 48-foot waterfront terrace extends the full width of the home, creating a captivating outdoor living space with room for dining, lounging, and enjoying breezy evenings by the stone fireplace. Inside, the newly refreshed gourmet kitchen shines with exceptional professional-grade appointments, including two Sub-Zero refrigerators, Wolf cooking equipment, two Miele dishwashers, Sub-Zero freezer drawers with ice maker, an oversized island, a casual dining area with French doors to the terrace, and an outdoor kitchen featuring a Wolf grill. The adjoining bar/butler’s pantry is well equipped with a 150-bottle, dual-temperature zoned Sub-Zero wine refrigerator and built-in Sub-Zero icemaker, along with additional glass-front cabinetry to display your treasured items. The kitchen flows effortlessly into a waterfront grand living room with five sets of French doors opening onto the terrace, for seamless indoor/outdoor living, and an elegant formal dining room for special occasions. On the opposite wing, you will find a handsome library/office, a home gym, and a large family room with serene water views and French doors to the terrace. A recently upgraded powder room and two large storage closets complete this level. The private second level, accessed by a sweeping staircase or the commercial-grade elevator, features four generous bedroom suites with walk-in closets, spa-inspired baths, and engineered hardwood flooring. The primary suite, a serene retreat, offers a gas fireplace, an expansive private terrace with bayou and bay views, the perfect spot to see incredible sunrises, and a luxurious marble bath with soaking tub, dual vanities, a large dual shower, and a built-in Sub-Zero mini-fridge. Spacious dual custom closets and a dressing area with a vanity complete the space. Boaters will appreciate the deep-water dock with direct access to Sarasota Bay and the Gulf of Mexico. Additional features include a second-floor laundry with a new Samsung washer and dryer, a 12-car garage, a whole-house sound system, impact-resistant windows and doors, concrete construction, state-of-the-art security, 4 HVAC units (one recently installed), and mature tropical landscaping that provides privacy and a true sense of retreat. A private community beach offers the rare opportunity to enjoy Siesta Key’s renowned white sands moments from home. Ideally located near Siesta Key Beach, Siesta Village, and vibrant downtown Sarasota, this exceptional estate combines architectural beauty, modern updates, and an enviable waterfront setting—offering a lifestyle entirely its own.
Listing Agent: Judie Berger (941-928-3424)
1800 WEBBER ST, SARASOTA, FL 34239
$4,490,00034 Days on yellowkey MLS ID: A4698305
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3262 Built: 2025 Tax: $12,950 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$12,950
Elementary School: Southside Elementary
Remarks: Nestled in the heart of West of the Trail, this luxury single-story estate represents the pinnacle of modern living. Encompassing 3,262 square feet, the home features 4 bedrooms, 4 full bathrooms, and 2 half baths, all thoughtfully designed for both comfort and functionality. Set on an expansive 15,930-square-foot lot, the residence offers tranquility just moments from the shops and dining of Southside Village. Enjoy the convenience of a circular driveway with a custom paver design and garage space for three cars. With striking architecture, impeccable craftsmanship, and beautiful, thoughtfully curated finishings—showcasing detailed trim work and refined design throughout—this residence delivers sophistication and all-inclusive resort-style living in one of the area’s most desirable locations. Inside, soaring 18-foot vaulted ceilings and custom tray ceilings enhance the open-concept layout, while 12-foot full pocket sliders seamlessly connect indoor and outdoor living spaces. The living room is anchored by a sleek fireplace, creating a warm yet modern focal point. The chef’s kitchen is equipped with professional-grade gas appliances, a waterfall-edge quartz island, custom cabinetry, and an expansive butler’s pantry for effortless entertaining. A glass-enclosed wine display and tray ceiling details add dramatic appeal. The primary suite features 14-foot ceilings and a spa-inspired bath with a freestanding soaking tub, dual vanities, and a luxurious walk-in shower. All bedrooms include custom California Closets. A designated large office, spacious laundry room, and private gym complete the interior amenities. The home also has a full security system installed. Outdoors, the resort-style backyard showcases a heated saltwater pool and hot tub spa with elegant water features. The back patio, finished with a Brazilian hardwood ceiling, is enhanced with remote-controlled mosquito blinds with sun protection for year-round comfort, as well as a full sound system that can be app controlled. A fully equipped outdoor kitchen, fire pit, and outdoor SunBrite TV create the ultimate entertaining space, while a private putt-putt golf course adds a one-of-a-kind touch to this exceptional property. Please let us know how we can help and give us a call to set up a tour of this beautiful home. Thank you.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
4108 PRESCOTT ST, SARASOTA, FL 34232
$475,00034 Days on yellowkey MLS ID: A4698201
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1581 Built: 1978 Tax: $2,058 (2025)Community: Sarasota SpgsSpa: NoSingle Family
Taxes:$2,058
Elementary School: Brentwood Elementary
Remarks: Welcome to 4108 Prescott St. This Sarasota pool home gives you something a lot of buyers are searching for: freedom. With no HOA and no CDD, you keep control of your property and more of your monthly budget. No board approvals, no rule books, no added fees on your tax bill. Step out back to your private pool, ready for Florida living year round. There's space to relax, entertain, and cool off on warm afternoons. Inside you'll find 3 bedrooms and 2 bathrooms across 1,581 square feet. The open layout keeps the living, dining, and kitchen areas connected, so the home feels bright and easy to live in. What makes this home stand out: No HOA fees and no CDD assessment Private pool 3 bedrooms, 2 bathrooms 1,581 square feet with an open floor plan Room to park a boat or RV without restrictions Sarasota living with the freedom to make this home your own. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Marcus Faufata-Pedrina (808-222-1910)
7635 SEAHAWK AVE, SARASOTA, FL 34241
$1,049,99934 Days on yellowkey MLS ID: R4911519
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3982 Built: 2026Monthly Fee: $295 Tax: $500 (2025)Community: HawkstoneSingle Family
Taxes:$500
Elementary School: K-8 At Clark And Lorriane
Remarks: Under Construction. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** Welcome to The Madison—a spacious, elegantly designed two story home that blends luxury, comfort, and modern functionality. With 5 bedrooms and 5 bathrooms, this thoughtfully crafted residence offers ample room for both relaxation and entertaining. The first floor boasts a beautifully defined dining room and a gourmet kitchen complete with well appointed finishes, premium cabinetry, and an expansive island ideal for gathering. A large sliding glass door opens seamlessly to the lanai, creating an inviting indoor–outdoor living experience perfect for Florida evenings. A secondary owner's suite finishes off the first floor, tucked privately off the great room. Upstairs, the owner’s suite serves as a private retreat with generous space and refined details. The second story also includes three additional bedrooms, two full bathrooms, and a versatile bonus room—ideal for a media lounge, playroom, or home office. Every corner of The Madison showcases thoughtful design and elevated style, making it a standout choice for those seeking a home that feels both elegant and welcoming.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (941-334-4934)
Listing Agent: Elizabeth Stephens (941-334-4934)
7559 HAWKSTONE DR, SARASOTA, FL 34241
$819,99934 Days on yellowkey MLS ID: R4911518
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3247 Built: 2026Monthly Fee: $288 Tax: $500 (2025)Community: HawkstoneSingle Family
Remarks: Virtually Staged. Under Construction. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** Welcome to the Estero, a two-story home featuring five bedrooms, four bathrooms, and a two-car garage. Encompassing 3,247 square feet of versatile living space, the main floor offers an open-concept design, with the great room flowing into the café and kitchen. As you step inside, you'll first be greeted by a flex room to one side of the foyer and the laundry room on the other. The foyer leads you directly into the main living space. The kitchen is equipped with a walk-in pantry and a large island. A sliding door opens from the great room to a covered lanai, perfect for outdoor relaxation or entertaining. The first floor also includes a convenient guest bedroom with access to a full pool bath. Upstairs, the owner's suite serves as a luxurious retreat with dual walk-in closets and an expansive owner's bath featuring dual vanities, water closet, and a separate shower. Two bedrooms upstairs include walk-in closets and share a full bath, while a fourth bed and bath sit at the top of the stairs. A large bonus room offers endless possibilities, whether as a game room, media room, or additional living space. This thoughtfully designed home combines ample storage, flexible spaces, and an open layout.
1310 GLEN OAKS DR E #385E, SARASOTA, FL 34232
$100,00034 Days on yellowkey MLS ID: A4696219
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 648 Built: 1979 Tax: $1,582 (2025)Community: Glen Oaks Garden Apts 2 Ph2Condo
Taxes:$1,582
Remarks: Great Condo, Great Location, Great Neighbors. This 1 bedroom, 1 bath condo is waiting for you. Reasonably priced 55+ in Glen Oaks Garden...located close to the Downtown Arts District, marina, eateries, shopping, banks, hospitals, I-75, UTC Mall, Benderson Park, Airport and best of all our beautiful beaches - always rated among top beaches in the U.S. The complex has a great pool area, lots of activities and an ideal place to be for either a year-round resident or a home away from home. Bobby Jones Public Golf Course recently renovated with beautiful walking paths is right next door. Association says 55+, rentals allowed after 18 months residency and your pet is welcome. Welcome home to Glen Oaks Garden!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Pat Reid-Bachert (941-586-9766)
10141 MILKY WAY CIR, SARASOTA, FL 34241
$705,00035 Days on yellowkey MLS ID: O6419540
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2940 Built: 2022Monthly Fee: $251 Tax: $9,450 (2025)Community: Skye Ranch Nbrhd 4 North Ph 1Single Family
Taxes:$9,450
Remarks: Welcome to this beautifully designed, move-in-ready HOME in the perfect Cassia neighborhood of Skye Ranch — one of Sarasota’s premier master-planned, gated community! Highly rated Sarasota County School District. Built in 2022 on a spacious CORNER LOT. This two-story residence offers approximately 2940 sqft of bright, open living space with 4 bedrooms + 3.5 baths + 1 LOFT upstairs + 1 versatile Media/Game Room upstairs + 1 Study/Office Room downstairs with thoughtful upgrades throughout. All 8-feet height interior doors throughout the home. Step inside to an inviting open-concept layout perfect for today’s lifestyle. The gourmet kitchen features a large island, graded stainless steel appliances, ample cabinetry. It flows effortlessly into the dining and gathering areas, creating a warm and welcoming atmosphere. Main-level den/office — perfect for remote work or a quiet retreat. Spacious primary suite with tray ceiling, en-suite bath, two vanities, walk-in shower and closet. Three additional bedrooms upstairs, one with private full bath. One large media/game room for multifunctional usage with French door and stunning water views of the backyard. One additional loft bonus space for great entertainment and second living space. Covered lanai overlooking the sizable back yard ideally ready for your future private pool and outdoor oasis with serene water view. It is the Florida dream living in this resort-style gated community. Enjoy a massive 25,000+ sqft HUB amenity center with resort pools, resort style lagoon, junior olympic pools, splash pad, state-of-the-art fitness center, indoor basketball court, rock climbing, event lawn, café, playgrounds, sports fields, dog park, miles of trails, and more. Perfectly the Turner Park is also on front of the community providing soccer fields, baseball fields, tennis, basketball, parks, trails, etc. Conveniently located just minutes from SR 72, I-75, upscale shopping, dining, and a short drive to Siesta Key Beach and all the best of Sarasota. Schedule a showing today!
Listing is courtesy of: YORK MILLS REALTY LLC (626-328-8535)
Listing Agent: Jacky Liu (407-921-5670)
1621 PINE BAY DR, SARASOTA, FL 34231
$1,895,000257 Days on yellowkey MLS ID: A4663412
0 Days Off yellowkey (back on 6/26/2026)
REDUCED by $55,000 (2.8%) on 06/12/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3201 Built: 1980Monthly Fee: $17 Tax: $15,556 (2024)Community: Johnson EstatesSingle Family
Taxes:$15,556
Remarks: On a lush one-third-acre homesite in desired Pine Bay Estates, this single-story residence has been entirely rebuilt and elevated through a comprehensive, design-forward renovation exceeding $1.1 million. The result is a serene coastal haven where timeless craftsmanship meets modern luxury. A full interior transformation opened the home to light, flow and functionality. The newly relocated chef’s kitchen features bespoke cabinetry, premium finishes and a full suite of Thermador appliances, all thoughtfully positioned to overlook the tropical gardens. Wide-plank flooring carries through every room, complemented by exposed beams, curated lighting and refined architectural details. Every major system has been replaced or upgraded, including all-new HVAC, a tankless water heater, new plumbing and water lines, new insulation, and hurricane-rated windows, doors and sliders, ensuring enduring comfort and peace of mind. The home’s heart is its stunning sunroom, surrounded by glass and bathed in natural light, an ideal space for morning coffee, quiet reading or gathering with guests while taking in the lush, mature landscaping. Three beautifully redesigned baths, a gas fireplace, custom California Closets and a new laundry suite continue the theme of thoughtful luxury throughout. Outside, the home lives like a private botanical retreat. A full landscape redesign brought in layered tropical plantings, ambient lighting, new walkways and hardscape, all-new fencing and gates, and a pool with a replaced deck and rescreened cage. A new roof, fresh stucco exterior, carport enhancements and upgraded exterior lighting, complete the transformation. With its rare combination of single-level living, expansive grounds and meticulous top-to-bottom renovation, this Pine Bay Estates residence offers an inspired West of Trail lifestyle just moments from The Field Club, Southside Village, Siesta Key and Sarasota’s finest dining, beaches and marinas.
Listing Agent: Katy Mcbrayer (941-400-2406)
4181 CENTER POINTE CIR #91B, SARASOTA, FL 34233
$269,000202 Days on yellowkey MLS ID: A4677449
REDUCED by $6,000 (2.2%) on 06/26/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1578 Built: 1983Monthly Fee: $405 Tax: $3,492 (2025)Community: Courtyard VillasVilla
Taxes:$3,492
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Exceptional value in today’s market, available for a quick close! Welcome to effortless Florida living in this beautifully maintained condo located in the desirable Center Gate community of Sarasota. This inviting unit offers a bright, open layout with comfortable living and dining spaces that flow seamlessly—perfect for both everyday living and entertaining. The well-appointed kitchen provides ample cabinetry and workspace, while the spacious primary suite offers a relaxing retreat with generous closet space and an en-suite bath. Enjoy peaceful mornings or unwind in the evenings from your private, over sized lanai. Residents of Center Pointe enjoy a quiet, well-kept community with convenient access to shopping, dining, medical facilities, and just a short drive to Sarasota’s world-renowned beaches. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this property checks all the boxes. Low-maintenance living in a prime location—schedule your showing today and come see the value for yourself.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Alicea Martinez (941-504-3852)
1100 UNIVERSITY PKWY #58, SARASOTA, FL 34234
$119,90034 Days on yellowkey MLS ID: A4696562
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 900 Built: 1960Monthly Fee: $210 Tax: $1,203 (2025)Community: Desoto PlaceMobile Home
Taxes:$1,203
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: Land-Owned 2BR/1BA in DeSoto Place — 55+ Community — New Roof, New HVAC Move-in ready home in the sought-after DeSoto Place 55+ community — you own the land, no lot rent! Major updates give this home real long-term value: new roof with 10-year warranty, new central air & heat (March 2026, 10-year warranty), new carport, new lanai roof, fresh interior paint, and new flooring in the living room, both bedrooms, and hallway. Bathroom updated with new toilet, sink, and mirror; kitchen features a new reverse osmosis system. Washer/dryer (new) located in the carport. Spacious lanai for outdoor living plus a storage shed for extra space. Low monthly fee of $210 covers water, lawn maintenance, garbage, recycling, sewer, and access to the community clubhouse and heated pool. Minutes from the Ringling Museum, Sarasota Airport, UTC Mall, Siesta Key & Lido Key beaches, and downtown Sarasota dining. Small emotional support animals (2 max) accommodated with appropriate application and Board approval. Home is currently insured for wind; buyers should independently verify their own insurability prior to purchase. Schedule your showing today!
Listing Agent: Karen Sweat (941-323-6707)
8637 DAYDREAM ST, SARASOTA, FL 34238
$364,900251 Days on yellowkey MLS ID: TB8449918
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1724 Built: 2020Monthly Fee: $350 Tax: $2,939 (2024)Community: Promenade/Palmer Ranch Ph 2Townhouse
Taxes:$2,939
Remarks: Under contract-accepting backup offers. Direct Legacy Trail Access | Built in 2020 | Gated Palmer Ranch Living. Welcome to Promenade on Palmer Ranch, where modern convenience meets one of Sarasota's most sought-after locations. Built in 2020, this beautifully maintained all-concrete-block townhome offers the perfect blend of style, comfort, and low-maintenance living. Step inside to an open-concept floor plan designed for everyday living and effortless entertaining. The gourmet kitchen features granite countertops, stainless steel appliances, white cabinetry, upgraded pendant lighting, a spacious center island, walk-in pantry, and a custom mirrored accent wall that adds a touch of sophistication. The kitchen flows seamlessly into the spacious family room, while sliding glass doors open to an oversized screened lanai—an ideal space to enjoy your morning coffee, unwind after a day at the beach, or entertain guests year-round. Upstairs, the private owner's suite offers two walk-in closets and an en-suite bath, while two additional bedrooms, a full guest bath, and a convenient second-floor laundry room provide plenty of space for family and visitors. A one-car garage with additional storage adds everyday practicality. Residents of Promenade on Palmer Ranch enjoy resort-style amenities including a sparkling community pool, open-air cabana, outdoor kitchen, scenic ponds, preserve views, and beautifully maintained sidewalks throughout the neighborhood. Low HOA fees include water and sewer, and there are no CDD fees. One of the community's most desirable features is direct access to the Legacy Trail, offering miles of scenic biking, walking, and outdoor recreation right outside your door. Ideally located just minutes from Siesta Key Beach, Downtown Sarasota, Lido Key, Longboat Key, shopping, dining, golf, parks, and cultural attractions, this move-in ready townhome offers an exceptional opportunity to enjoy the Sarasota lifestyle you've been dreaming about.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Kim Vanherwynen (201-978-6805)
101 WHISPERING SANDS DR #107, SARASOTA, FL 34242
$475,000239 Days on yellowkey MLS ID: A4674069
REDUCED by $20,000 (4.0%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969 Tax: $5,864 (2024)Community: Whispering SandsCondo
Taxes:$5,864
Remarks: One or more photo(s) has been virtually staged. Welcome to affordable GULF FRONT living! This is currently the best priced 2 bedroom/2 bath condo on the Gulf side of Siesta Key! The seller is also willing to offer a rare, $60,000 SELLER CREDIT with an acceptable offer to offset any future improvements or assessments. This recently updated DOUBLE LANAI CORNER unit is nestled in the southwest corner of the popular Tropic View building, the Whispering Sands midrise closest to the Gulf and 800' of your own private beach. The freshly painted interior features NEW luxury vinyl plank flooring, NEW interior doors, and NEW overhead designer lighting and fans. Four sets of floor-to-ceiling sliders open from the living areas and bedrooms into TWO separate 24’ glassed and screened lanais – complete with epoxy flooring and NEW ceiling fans to capture the coastal breezes. After a full day at the beach, meal prep is easy in your partially open kitchen featuring NEW granite countertops, farmhouse style stainless sink, and NEW 2025 Whirlpool and GE stainless appliances. The spacious primary bedroom includes a nice walk-in closet and an ensuite bath, while the generous second bedroom comfortably accommodates up to two queen beds and boasts a full wall of closet space. Both updated bathrooms feature NEW cabinets, vanities, & fixtures, with glassed walk-in showers and recessed lighting. Brand NEW 2026 HVAC system and 2025 water heater. The unit also comes with its own assigned storage locker located just across the hall, ideal for storing all of your beach essentials. Conveniently located next door to the colorful shops and restaurants of Siesta Key Village, Whispering Sands is a premiere 55+ Gulf front property offering two heated pools, beachside Tiki Hut and gas grills, shuffleboard, canoe/kayak storage, and 800' of PRIVATE quartz sand beach. The clubhouse is currently undergoing complete remodeling. Upon completion in 2026, it will include a full catering kitchen, fitness rooms, large screen TV, and an elegant space for community wide or private social events. New landscaping plan for the building and throughout the entire 25-acre property is currently underway. Attractively priced below market, this unit represents a great investment. Don’t miss this opportunity to experience the ease of island living at Whispering Sands!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
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