Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
2532 FRUIT TREE DR, SARASOTA, FL 34239
$2,375,00051 Days on yellowkey MLS ID: A4692314
Bed: 6 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3931 Built: 2025 Tax: $3,561 (2024)Community: South GateSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,561
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: MOTIVATED SELLER. NEW HOME IN SOUTHGATE. Built with the perfect blend of elegance, and comfort this home has so many beautiful features for today's lifestyle and modern living. The perfect blend of elegance & comfort exudes this beautiful residence. The thoughtfully designed floor plan features a first floor open living space with soaring ceilings, lots of hurricane windows and sliding doors gives this beautiful home effortless indoor-outdoor living enjoyment and fills the home with natural light. The open concept chef inspired kitchen has plenty of custom soft-close cabinet space and drawer space. All accented with under mount lighting. The large breakfast bar is perfect for casual living and entertaining. The dining area encircled with windows overlooks the lovely landscaped yard and pool/spa. Sliding doors wrap around the house from every room to the great outdoors. The master suite includes a spacious spa inspired bathroom with soaking tub and large closet space. The elegant open staircase leads to the second floor with a gathering area and outdoor balcony in the front of the house. four additional bedrooms with bathrooms and walk in closets including a family room with sliders to an outdoor veranda overlooking the yard and pool completes the home.. There is also a laundry area located on the second floor! Masterfully planned and designed with your comfort and easy living in mind. This home is impressive, beautiful and a relaxing place to call home. Located in one of the most sought after locations in Sarasota. Close to the Sarasota Memorial Hospital, Selby Gardens, Van Wezel, Oslo, Down town restaurants and shopping. Your dream Your home....
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
1931 HIGH POINT CIR, SARASOTA, FL 34236
$1,450,00067 Days on yellowkey MLS ID: A4690458
REDUCED by $45,000 (3.0%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1940 Tax: $13,413 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$13,413
Tax Year: 2025
Remarks: FULLY FURNISHED SHORT TERM RENTAL PROPERTY. Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an OVERSIZED LOT. The interior features include refinished HARDWOOD FLOORS, double-paned windows, and an UPDATED KITCHEN equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a tray ceiling, gas fireplace and French doors leading to a private outdoor area and SALTWATER POOL, perfect for the Florida lifestyle. The fully FENCED professionally landscaped yard includes a PUTTING GREEN. Significant improvements offer peace of mind and long-term value, including a new standing seam METAL ROOF (2025), NEWER A/C system (2022)/mini-split (2024), and completely REPLUMBED with PVC. The air-conditioned TWO-CAR GARAGE features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history (over $83,000 in the first year) along with $27,000+ in future bookings, please inquire for more details
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
6426 COLONIAL DR, SARASOTA, FL 34231
$490,000113 Days on yellowkey MLS ID: A4681958
REDUCED by $20,000 (3.9%) on 06/04/2026
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)
2170 ROBINHOOD ST #A4-304, SARASOTA, FL 34231
$1,125,000158 Days on yellowkey MLS ID: A4677930
0 Days Off yellowkey (back on 6/21/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1606 Built: 2026 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Taxes:$46,289
Elementary School: Phillippi Shores Elementary
Remarks: Under Construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This beautifully designed three-bedroom, 2.5-bath residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and two private balconies overlooking the tranquil park setting. A separate laundry room adds to the thoughtful design and everyday convenience. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—perfect for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2 pickleball courts, 4 padel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Cari Miller (203-722-4509)
7637 COVE TER, SARASOTA, FL 34231
$3,295,000103 Days on yellowkey MLS ID: A4684647
REDUCED by $200,000 (5.7%) on 05/29/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3799 Built: 2004Monthly Fee: $25 Tax: $27,740 (2025)Community: Southpointe Shores Unit 1Spa: YesSingle Family
Taxes:$27,740
Remarks: Price improved to sell! 7637 Cove Terrace, an elegant 4-bedroom, 3 full bath and 2 half bath custom residence located in the coveted waterfront community of Southpointe Shores. Beautifully renovated in 2023, offering 3,799 square ft of heated living space, this meticulously maintained home combines Florida architectural style with modern comfort and exceptional boating amenities. Set on a 0.34-acre lot with over 100 feet of direct saltwater canal frontage, the property provides sailboat depth-water access plus a large private dock equipped with electric and water, and has been upgraded with TWO Boat lifts: a 40,000lb lift and an additional 10,000K lift, making it an outstanding choice for boating enthusiasts. Enjoy serene views of the wide canal with deep water access to the Intracoastal Waterway from your own backyard. Inside, the home welcomes you with an open, light-filled layout enhanced by tray ceilings, crown molding, granite counters, walk-in closets, and a spacious primary suite on the main floor. The gourmet kitchen, remodeled in 2024, features Thermador™ appliances, a walk-in pantry, a gas cooktop, range hood, dishwasher, refrigerator, and built-in island seating, flowing seamlessly into the living and dining areas — ideal for everyday living or entertaining. All three guest bedrooms are located on the main level, each offering generous dimensions and built-in closets, with Bedroom 2 featuring an en-suite bath. An oversized second-floor bonus space provides flexibility for a game room, media room, office, or guest retreat and includes a terrace, a powder room, a wet bar and a beverage refrigerator for ease of entertaining. The outdoor living space is exceptional: the private screened area hosts the heated pool and in-ground spa, both resurfaced in 2023, expansive covered lanai with new travertine, outdoor kitchen, balcony, fenced yard, and thoughtful exterior details such as French doors, lighting, rain gutters, and sliding glass doors. Whether relaxing or hosting, this home’s outdoor spaces offer year-round enjoyment. For added peace of mind, the home is elevated to nearly 12 feet — well above FEMA flood plain requirements. A host of thoughtful upgrades further protect and elevate your lifestyle: new hurricane-grade front entry doors (2024), a fully redone 100.7-foot seawall (2015), two 5-ton A/C units (2026 & 2024, each with a transferable 10-year warranty), and fresh interior and exterior paint (2024). The home is also equipped with gas, and a dedicated 45-gallon water heater for the primary suite. Tile roof and block/stucco construction ensure lasting durability. To top it all off, storage is never a concern — enjoy an attached 2-car garage plus an additional oversized 1-car garage, perfect for a third vehicle or extra storage for your water toys! Nestled within the desirable Southpointe Shores community, this home benefits from top-rated school zones and a serene, upscale waterfront atmosphere. The neighborhood’s private boat ramp, available for a minimal annual fee, enhances its appeal for boating enthusiasts. Perfectly situated close to Sarasota’s premier shopping, dining, beaches, and marinas, the property still offers the tranquility, water access, and elevated coastal living that define a true retreat.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Julie Lojacono Mackie (773-704-1438)
5420 EAGLES POINT CIR #106, SARASOTA, FL 34231
$565,000106 Days on yellowkey MLS ID: A4684787
REDUCED by $60,000 (9.6%) on 06/21/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2165 Built: 1993 Tax: $3,692 (2025)Community: Eagles Point At The Landings 1Condo
Taxes:$3,692
Remarks: Virtually Staged. Experience the relaxed elegance of life in Eagles Point at The Landings, where beautiful waterfront surroundings, vibrant amenities, and breathtaking sunsets create a lifestyle that feels like a year-round retreat. Positioned to capture colorful nightly skies and holiday fireworks, this first-floor corner residence invites you to enjoy the view from the comfort of your enclosed Florida Room, complete with hurricane-rated sliders and a western-exposure balcony. Just outside, an open terrace offers additional space for outdoor lounging, morning coffee, or evening gatherings. Inside, the 3-bedroom residence feels light, airy, and inviting, offering spacious living areas and a thoughtfully designed layout. The open dining and living areas flow seamlessly together, creating an ideal setting for entertaining or relaxed everyday living. Elegant touches elevate the space, including Brazilian cherry wood flooring, crown molding, plantation shutters, Luminette drapes, and a striking Swarovski crystal chandelier in the dining room. The well-appointed kitchen blends style and function with a granite-topped island, stainless steel appliances, white raised-panel cabinetry, abundant storage, a reverse osmosis water system, and a cozy eat-in area for casual dining. A convenient pass-through keeps the kitchen connected to the dining space. Privately situated off the living room, the owner's retreat also opens to the Florida Room, allowing you to wake up to peaceful views each morning. The spacious suite includes a walk-in fitted closet, dual-sink vanity, garden tub, and separate shower. Two additional guest bedrooms offer eastern exposures, welcoming the warm glow of the morning sun. Additional conveniences include a spacious laundry room with utility sink and extra storage, an assigned parking space in the secure garage, and a private storage room. Pets up to 25 pounds are welcome. Life in Eagles Point offers more than a beautiful home —it’s a lifestyle. Residents enjoy a private community pool and grilling area, perfect for relaxed afternoons with neighbors and friends. Beyond Eagles Point, The Landings is a gated community known for its vibrant social atmosphere and exceptional amenities. Residents enjoy membership to the Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball, a resort-style pool and spa, fitness center, library, and community room. Nature lovers will appreciate the scenic trail leading to the fishing pier on the Intracoastal Waterway, along with kayak storage and launch access. Whether you’re seeking a full-time residence or the perfect winter retreat, this home offers the opportunity to embrace The Landings lifestyle—where sunsets, recreation, and coastal serenity become part of everyday living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
5880 MIDNIGHT PASS RD #804, SARASOTA, FL 34242
$1,350,000144 Days on yellowkey MLS ID: A4680425
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $11,821 (2025)Community: CasarinaSpa: YesCondo
Taxes:$11,821
Remarks: An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated pool/spa, pickle ball/tennis courts, exercise room, gas grills, etc. This is worth a visit to see everything you can bring into your life.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Maurice Menager (941-238-8119)
3332 THORNWOOD RD #3332, SARASOTA, FL 34231
$278,000165 Days on yellowkey MLS ID: A4675963
REDUCED by $10,000 (3.5%) on 05/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1981 Tax: $3,848 (2025)Community: Crooked Creek Sec 1Condo
Taxes:$3,848
Elementary School: Wilkinson Elementary
Remarks: Hidden Gem Near Siesta Key! Incredible opportunity to own a beautifully UPDATED___TURN-KEY___ FIRST-FLOOR___ 2BR/2BA residence in the highly desirable Crooked Creek community at an exceptional value. Buyers will be hard-pressed to find this level of updates, community financial strength, and Sarasota location at this price point. Backing to the stunning Red Bug Slough Preserve, enjoy peaceful nature views, walking trails, fishing, biking, and tropical surroundings just minutes from Siesta Key Beach, shopping, dining, and downtown Sarasota. MOVE-IN READY with major updates completed from 2021-2025 including NEW A/C, water heater, appliances, impact windows/sliders, recessed lighting, ceiling fans, updated baths, tile flooring throughout, and enclosed Florida Room with floor-to-ceiling impact glass creating additional bright living space. No projects, no deferred maintenance—just move in and enjoy. Crooked Creek is a financially strong, meticulously maintained community of only 78 residences with FULLY FUNDED reserves and HOA fees that have actually DECREASED. Major community improvements already completed include NEW roofs, resurfaced heated pool, replaced carports, paved private roads, painted buildings, and beautifully maintained grounds. Future improvements are already scheduled and paid for. Community amenities include heated pool, tennis/pickleball, gazebo, grilling area, outdoor shower, storage locker, assigned covered carport, and ample guest parking. A rare combination of VALUE, LOCATION, UPDATES, and FINANCIAL STABILITY. This is the kind of property buyers wait for—and at this price, it is truly a MUST SEE.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
4034 ROBERTS POINT RD, SARASOTA, FL 34242
$8,500,0003 Days on yellowkey MLS ID: A4697653
Bed: 5 Bath: 4.5 Gar: 6 Liv Area Sq Ft: 5095 Built: 1990 Tax: $52,899 (2025)Community: Elliot M Prop Siesta KeySpa: YesSingle Family
Taxes:$52,899
Remarks: A rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with 5 bedrooms, 4 full bathrooms, and 1 half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The property features a brand-new seawall and two exclusive dock settings, including a 16,000 lb boat lift and jet ski lift, along with a private waterfront seating area designed for effortless enjoyment of the serene surroundings. Underground utilities preserve uninterrupted water views, while soaring ceilings and a signature eagle’s nest vantage point elevate the home’s architectural presence and capture breathtaking vistas. Inside, the residence has been masterfully transformed with a refined open-concept design, anchored by a fully redesigned chef’s kitchen featuring Sub-Zero refrigeration, a gas range, new appliances and countertops, and exceptional craftsmanship throughout. Custom millwork, designer lighting, shiplap detailing, and elegant new railings define the home’s modern coastal aesthetic. The thoughtfully designed floor plan offers three distinct kitchen spaces—including a main kitchen, outdoor kitchen, and private guest suite kitchen—along with a private-entry guest residence and a versatile ground-floor loft with dual Murphy beds, providing exceptional flexibility for both everyday living and elevated entertaining. A private elevator services the home, while a new glass front entry door—currently being installed—further enhances its modern coastal presentation. Curated for both comfort and performance, the home is equipped with three new AC systems, a new well, enhanced irrigation and landscaping, a whole-home Generac generator, reverse osmosis and Kinetico water systems, and full smart home integration through Control4 automation, Sonos audio, and a high-end AV infrastructure. Outdoors, a resort-style pool and spa with both gas and electric heating and full app-based control ensure year-round enjoyment. Additional features include a six-car garage with epoxy floors, a bespoke outdoor bar and kitchen, screened enclosure, kayak storage, and a private sand area—culminating in a truly turnkey, design-forward waterfront estate in one of Sarasota’s most coveted locations.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
4925 PRIMROSE PATH, SARASOTA, FL 34242
$1,795,00021 Days on yellowkey MLS ID: A4695589
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2609 Built: 1969 Tax: $16,475 (2025)Community: HarmonySpa: NoSingle Family
Taxes:$16,475
Remarks: Experience the best of waterfront island living in this exceptional 4-bedroom, 2.5-bath residence, perfectly positioned just minutes from the world-famous shores of Siesta Key Beach. Situated on a sprawling corner lot of approximately 19,055 square feet — with almost 80 feet of canal frontage — the property is enveloped by mature tropical landscaping that creates an incredibly private, resort-like sanctuary you have to see to believe. This home has been completely and thoughtfully updated — truly move-in ready with select furnishings included. New hurricane impact-rated windows and sliding doors (2023) provide both security and peace of mind, while the Tesla Solar System with battery backup delivers energy efficiency and independence. Step outside and discover your own private paradise. A tiki hut, freeform pool with cascading waterfall, and stunning outdoor living spaces make entertaining effortless, while your private dock with boat lift puts boating, fishing, kayaking, and paddleboarding right at your doorstep. The sheer size and lush privacy of this lot is a rare find — expansive, tranquil, and beautifully landscaped. No HOA. Just freedom, flexibility, and the Florida lifestyle at its absolute finest — minutes from the boutique shops, acclaimed dining, and laid-back charm of Siesta Key Village.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Stephen Johnston (941-302-8080)
1250 N PORTOFINO DR #304, SARASOTA, FL 34242
$428,000431 Days on yellowkey MLS ID: A4649477
REDUCED by $10,000 (2.3%) on 04/15/2026
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 780 Built: 1969 Tax: $3,898 (2024)Community: Siesta Harbor IiCondo
Taxes:$3,898
Remarks: Looking for a home for your boat, a beach lifestyle, or an investment? Enjoy sunrises over the marina, afternoons on Siesta Key Beach, and evenings on your enclosed balcony overlooking the boats and colorful skies. This furnished 1BR/2BA condo in Siesta Harbor is beautifully updated with an open floor plan, luxury vinyl flooring, remodeled kitchen (2022) with white shaker cabinetry, granite counters, glass backsplash, peninsula seating, and stainless appliances. Bathrooms feature quartz vanities and tiled showers; guest bath includes a soaking tub. Impact windows, same-floor laundry, and private storage add convenience. Siesta Harbor, a 55+ community, offers private beach access, heated pool/spa, lush landscaping, fishing pier, and a full calendar of social activities. Dock leases may be available for boats up to 30’. Additional amenities include covered parking, on-site manager, and a new roof (2025). Ideally located off the South Bridge near dining, shops, and the free Siesta Key trolley, this turnkey condo is perfect as a vacation retreat, full-time residence, or investment.
Listing Agent: Marci Mcfarland (941-961-3390)
5440 RIVERBLUFF CIR #87, SARASOTA, FL 34231
$219,00027 Days on yellowkey MLS ID: A4695042
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1971Monthly Fee: $622 Tax: $2,033 (2025)Community: Strathmore Riverside ISpa: YesVilla
Taxes:$2,033
Remarks: Fully renovated and move-in ready, this charming 1-bedroom, 1-bathroom standalone villa in the highly sought-after 55+ Strathmore Riverside Villas community is the Florida lifestyle opportunity you have been waiting for. Whether you are pursuing the snowbird dream or making the permanent move to paradise, this turnkey gem is ready for you right now. Fresh 2025 upgrades include a brand new kitchen, new flooring throughout, and new plumbing — no projects, no headaches, just move in and start living. The bright open-concept layout offers comfortable and easy living with an in-unit washer and dryer, covered carport, and attached storage room. The community is where the magic happens. Start your morning with a swim in the large heated pool maintained at a year-round 85 degrees, spend your afternoon on the fishing dock, and end your day watching the sun set over Phillippi Creek. Boating enthusiasts will love the community marina with direct access to the Intracoastal Waterway and the Gulf of Mexico — boat slips available through the association. Additional amenities include a clubhouse, fitness room, shuffleboard courts, billiards, library, and two saunas. HOA fee includes cable TV, water, sewer, exterior building and grounds maintenance, building insurance, escrow reserves, and onsite management. Conveniently located near Publix, Detwiler's Farm Market, Sarasota Memorial Hospital, Phillippi Farmhouse Market, and just minutes to world-famous Siesta Key Beach. At this price with these upgrades in this community, this one will not last long. Schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Evona Poplawski (941-228-9455)
5780 MIDNIGHT PASS RD #407, SARASOTA, FL 34242
$1,100,0005 Days on yellowkey MLS ID: A4697559
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $9,178 (2025)Community: Gulf & Bay ClubSpa: YesCondo
Taxes:$9,178
Remarks: Welcome home to a fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring costal decor with modern neutral colors.This unit is nestled in B Building with direct beach access which is just steps away from your front door. Enjoy breath taking sunsets from your personal balcony or head down to the private beach for an up close view of the #1 beach in the US. The sandy white powder stretches 800 feet across this pristine 32 acre meticulously cared for tropical community. You will be impressed with world class amenities offered at Gulf & Bay Club. Enjoy the comfort of 24 hour gated security, heated pools, a fitness center, dry saunas, hot tub, tennis courts, just to name a few. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The amenities don’t stop there, the club house has a library, bar, pool table and TV's all for your enjoyment. Not to mention the electric car charging stations and car wash on grounds. You are moments away from Siesta Village to enjoy alfresco dining with live music, specialty shopping and more! Take a short trip to the mainland and discover theater, art and fine dining. This is the island resort lifestyle you have been looking for, don't let your chance of fine beach living slip away.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Sylvia Wilk (630-863-1825)
603 TREMONT ST, SARASOTA, FL 34242
$3,690,0007 Days on yellowkey MLS ID: A4697224
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3996 Built: 2025 Tax: $7,175 (2025)Community: Waterside-Wood Siestas BaysidSingle Family
Taxes:$7,175
Remarks: Perfectly positioned in the heart of Siesta Key, this masterfully crafted New Construction estate epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot ceilings, floor-to-ceiling glass windows, and sleek porcelain tile flooring, all bathed in natural light and overlooking the lushly landscaped grounds. The state-of-the-art chef’s kitchen is a masterpiece of both style and function, featuring top-of-the-line Monogram appliances, quartz countertops, custom cabinetry, walk-in butlers pantry, and wine display, seamlessly flowing into the luxurious living and dining areas. Designed for an effortless indoor-outdoor lifestyle, this home boasts multiple rooftop decks, two spacious patios, and a resort-style outdoor oasis complete with a fully equipped summer kitchen, built-in grill, pool, and hot tub spa. The primary suite is a private retreat, offering a tranquil terrace, expansive walk-in closet, and a spa-like ensuite with a soaking tub, glass-enclosed shower, and designer finishes. As you ascend the grand staircase to the upper level of the lavish property, you are greeted with a breathtaking sight of three cozy bedrooms, each with its own private ensuite bathroom and featuring private access to a rooftop deck, creating the ultimate serene escape. A second laundry room is conveniently located upstairs to service the secondary bedrooms. Elevating the home’s sophistication, additional highlights include a electric fireplace, custom walk-in closets, high-end quartz cabinetry, and a private elevator for seamless access to every level. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Just moments from world-renowned Siesta Key Beach, fine dining, and premier shopping, this extraordinary residence offers an unparalleled combination of tranquility, elegance, and modern convenience. Your dream coastal retreat awaits—contact us today for a private tour!
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
8800 MIDNIGHT PASS RD, SARASOTA, FL 34242
$3,690,0008 Days on yellowkey MLS ID: A4697104
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3676 Built: 2025Monthly Fee: $25 Tax: $8,084 (2025)Community: Tortoise EstatesSpa: YesSingle Family
Taxes:$8,084
Remarks: With gulf sunset views, and walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach. With 3,676 SF of thoughtfully designed space, this home offers ocean views throughout, multiple outdoor patios and terraces, rooftop deck, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.
5855 MIDNIGHT PASS RD #510, SARASOTA, FL 34242
$689,00012 Days on yellowkey MLS ID: A4696548
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976Monthly Fee: $750 Tax: $5,794 (2025)Community: Harbor Towers Yacht & Racquet ClubSpa: NoCondo
Taxes:$5,794
Remarks: **Resort Style Living in the Heart of Siesta Key, For Those Who Desire The Active Life Style** Experience the best of Siesta Key living at Harbor Towers Yacht & Racquet Club, a premier waterfront community overlooking Little Sarasota Bay with one of the lowest HOA's on the Key. This beautifully maintained turn-key furnished **2-bedroom, 2-bath residence** features a desirable **split floor plan** and is ideally positioned on the **5th floor**, offering tranquil **Intracoastal Waterway views**. Inside, you’ll find thoughtful updates including **new wood-look vinyl plank flooring in both bedrooms**, along with a **new electric range and microwave** in the kitchen. Enjoy the convenience of a **deeded covered carport**, providing protected parking and added value. Harbor Towers is renowned for its resort-style amenities, including **two heated pools**, a clubhouse with outdoor grilling patio, and a **state-of-the-art fitness center** with cardio equipment, free weights, and sauna. Tennis enthusiasts will appreciate the meticulously maintained **Har-Tru courts**, serviced daily for optimal play. The in house Rental Agency is there to help you rent, with a 2 week minimum rental policy. For boating and water lovers, the on-site **marina with 40 slips equipped with water/electric available on first-come, first-served basis**, along with kayak storage and launch, offers direct access to the Intracoastal Waterway. Residents can relax along the scenic waterway, enjoy shaded seating, or unwind in the waterfront gazebo. Additional perks include bicycle storage and **complimentary access to the Siesta Key Open-Air Trolley**, making it easy to explore the island. You’re just moments from **world-famous Siesta Key Beach**, known for its powdery quartz sand and breathtaking sunsets, as well as Siesta Key Village with its vibrant dining, shopping, and entertainment. The community has recently undergone significant upgrades, including **new stucco exterior, impact-resistant windows, and sliding glass doors**, offering enhanced beauty and peace of mind.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Julie Kell (330-309-7022)
850 S TAMIAMI TRL #801, SARASOTA, FL 34236
$325,00019 Days on yellowkey MLS ID: TB8515223
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1998 Tax: $4,584 (2025)Community: Central Park Sec 2 Ph 1Condo
Taxes:$4,584
Remarks: Seller is Agent/Broker
Listing is courtesy of: BAILEY AND ASSOCIATE (951-741-5626)
Listing Agent: Katherine Bailey (951-741-5626)
558 VENICE LN, SARASOTA, FL 34242
$4,485,00074 Days on yellowkey MLS ID: A4689132
REDUCED by $164,900 (3.5%) on 06/16/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4132 Built: 2025Monthly Fee: $33 Tax: $4,509 (2025)Community: Siestas Bayside Waterside EastSpa: YesSingle Family
Taxes:$4,509
Remarks: Newly completed and move-in ready, this Coastal Contemporary waterfront residence on Siesta Key by award-winning Heritage Builders offers 4,132 sq ft with 5 bedrooms, 4.5 baths, a private study, loft, and elevator—perfectly blending luxury, functionality, and coastal living. The main level features white oak wood floors, soaring beamed ceilings, and a bright open-concept layout designed for both everyday living and entertaining. The gourmet kitchen and expansive great room flow seamlessly through 10’ impact-resistant sliding glass doors to the outdoor living area, showcasing tranquil views of the pool and Grand Canal. A dedicated private office, a luxurious primary suite with a spa-inspired bath, and an additional ensuite guest bedroom complete the first floor. Upstairs, a spacious loft provides an ideal secondary gathering space. The VIP suite features a private balcony overlooking the water, while the fifth bedroom offers flexibility as a media room, fitness studio, or guest retreat. A custom wet bar enhances the upper level, creating the perfect setting for entertaining. Set along the scenic canals of Siesta Key, this property offers exceptional boating opportunities with easy access to open water—ideal for enjoying the best of Florida’s waterfront lifestyle right from your backyard. The outdoor living space is designed as a private retreat, complete with a sparkling pool, spa, and peaceful water views. Quick out to the expensive Intracoastal waterways for boaters. Florida living at its finest — sunset views, alfresco dining, and cozy evenings by the outdoor fireplace. A beautiful patio and grill setup that feels like a dream come true. Located just minutes from Siesta Key Beach, this home provides quick access to world-renowned beaches, dining, and the vibrant coastal lifestyle that makes Siesta Key one of the most desirable destinations in Florida. Exceptional opportunity to own a brand-new waterfront home with boating access in one of Sarasota’s premier locations.
Listing Agent: Andrew Haddad (941-313-1218)
1280 DOLPHIN BAY WAY #504, SARASOTA, FL 34242
$1,500,00092 Days on yellowkey MLS ID: A4686981
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1840 Built: 1998 Tax: $11,483 (2025)Community: Dolphin Bay-Siesta Key Sec ACondo
Taxes:$11,483
Remarks: At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
1671 ARLINGTON ST, SARASOTA, FL 34239
$2,995,000110 Days on yellowkey MLS ID: A4684899
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 3564 Built: 2026 Tax: $10,197 (2025)Community: Lewis Combs SubSpa: YesSingle Family
Taxes:$10,197
Remarks: Located West of Trail, this beautiful new construction five-bedroom, five-and-a-half-bathroom residence captures the essence of Sarasota living. Designed with both comfort and entertaining in mind, the home features expansive sliding glass doors that open the main living areas to a private pool and outdoor gathering space, creating a seamless connection between indoor and outdoor living. Inside, generous living spaces, clean architectural lines, and refined finishes create a warm yet modern atmosphere. The open-concept layout centers around a spacious kitchen and living area, ideal for everyday living while also providing an elegant setting for hosting family and friends. Upstairs, well-appointed bedroom suites give privacy and flexibility, while the primary suite provides a peaceful retreat with a spa-like bath and thoughtfully designed closet space. Every detail of the home has been carefully considered to deliver both functionality and timeless style. Thoughtfully designed for comfort and ease, the property offers a low-maintenance lifestyle that appeals to both full-time residents and seasonal owners looking for a lock-and-leave Sarasota home. Ideally located just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the Gulf beaches, the home places you close to the best dining, shopping, and coastal experiences the area has to offer while maintaining the quiet charm that has long made West of Trail one of Sarasota’s most desirable neighborhoods.
Listing Agent: Steven Moore (401-767-7180)
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