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5855 Midnight Pass Road Unit 420, Sarasota
$745,000
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th floor unit, 2BR/2BTH with spectacular Gulf of America views from every room. Fully updated unit with new windows, new pipes, quartz countertops, new kitchen cabinets doors, new bathrooms and luxury vinyl flooring throughout. This turnkey furnished condo features an open floor plan, two suites split plan bedrooms and provides one parking space & additional storage room. New electrical panel and new water heater. Delight yourself at the HT amenities including heated resort style pools, 3 Har-Tru tennis courts, fitness center, sauna, clubhouse and a superb Marina & seating along the intercoastal waterway. HT has newly renovated building facade, common area including the lobby, spa area and hallways. A fantastic investment opportunity to own a rental income while enjoying the unit whenever you wish. Two-week minimum rentals are allowed 26 times/ year. Buyer can use the on-site property management company for rentals, or others.

5855 Midnight Pass Road Unit 420, Sarasota

510 Harbor Gate Way, Longboat Key
$3,950,000
4 Beds ⋅ 6 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code
A Waterfront Work of Art. Experience a one-of-a-kind waterfront residence on Longboat Key — now offered at an exceptional new value. Designed around three interconnected circular "pods," the residence flows like a choreographed dance. There are no awkward hallways, no wasted corners, no spaces that feel like afterthoughts. Curved walls carry throughout every room — even into the garage — creating a cohesive design statement that's genuinely rare in residential construction at any price point. This architectural masterpiece is a sculptural composition of flowing living spaces connected by custom corridors, delivering remarkable privacy, abundant natural light, and seamless indoor–outdoor living. The dramatic Great Room pod showcases soaring wood-paneled ceilings and expansive walls of glass that frame tranquil water views. The circular primary suite is a private retreat featuring a spa-inspired bath with dual showers, a lounge area, private office, and direct access to the pool and spa terrace. At the heart of the home, the striking circular kitchen is both artful and functional, centered around a curved island beneath a two-story ceiling and skylight, with a thoughtfully designed radial appliance layout. Two en-suite guest bedrooms open to private patios, while the fully self-contained Secondary Primary Suite above the impressive 32' x 23' three-car garage offers independent HVAC, a luxury bath with steam shower and sauna, and flexible living space ideal for extended guests or multigenerational living. Outdoors, the property embraces the waterfront lifestyle with protected deep sailboat water, a private dock with a 12,000-pound lift, and a resort-style pool and spa designed for entertaining and relaxation. Located behind the 24-hour guarded gates of Bay Isles, residents also enjoy exclusive access to the Bay Isles Beach Club on the Gulf of Mexico.

510 Harbor Gate Way, Longboat Key

3097 Willow Green Unit 32, Sarasota
$268,000
3 Beds ⋅ 3 Baths ⋅ Willow Green SubDv. ⋅ 34235 Zip Code
Welcome to the Willow Green in THE MEADOWS, Rarely available and beautifully located, this spacious 3 Bedroom 2 Bath residence offers a peaceful Sarasota lifestyle in one of the areas most sought after communities. Featuring cathedral ceilings, formal dining room area, and a large primary suite walk in closest, the home provides comfort and style. The upper loft area opens to a private rooftop patio, perfect for enjoying morning coffee of Florida Sunsets. Optional furnishing available for move in ready home or vacation getaway. Covered parking is included for connivences. The Meadows Country Club Feature new management Benderson Dev along side golf, tennis, pickleball, fitness facilities, swimming pools, and vibrant social activities. Just minutes to University Town Center Mall (UTC) Downtown Sarasota, award winning beaches, and an incredible variety of restaurants and entertainment. Enjoy the private pool exclusively for Willow Green Residences - your own slice of paradise awaits.

3097 Willow Green Unit 32, Sarasota

5883 Whistlewood Circle, Sarasota
$470,000
4 Beds ⋅ 2 Baths ⋅ Ridgewood Estates SubDv. ⋅ 34232 Zip Code
Welcome to 5883 Whistlewood, a centrally located Sarasota retreat, with no HOA, that blends everyday convenience with the best of Florida living. If you’ve been searching for a home that offers a relaxed, coastal lifestyle with quick access to everything Sarasota is known for, this is it. Live just 7.5 miles from downtown Sarasota, where world-class dining, shopping, and entertainment await. Enjoy easy evenings at spots like Ocean Prime, weekend strolls along the Bayfront, or spur-of-the-moment outings to the Farmers Market. When you’re craving beach time, Siesta Key, consistently ranked America’s #1 beach, is only 7 miles away, making sunrise walks, sunset sessions, and full beach days part of your weekly routine. Back at home, unwind in your private swimming pool or relax in the screened-in lanai overlooking a fully fenced backyard, perfect for pets, play, and peaceful afternoons outdoors. Inside, the home offers 4 bedrooms, giving you the flexibility to create guest space, a home office, or a hobby room. The location is ideal for those who value both privacy and connectivity. The neighborhood is quiet and established, yet you’re only 0.8 miles from I-75, making commutes smooth and travel effortless. Outdoor enthusiasts will love being just 2 miles from Urfer Family Park, with walking trails, playgrounds, and green space to enjoy year-round. Whether you’re looking for a primary residence, a seasonal escape, or a property that balances lifestyle with convenience, 5883 Whistlewood delivers a truly complete Sarasota experience, pool days, beach weekends, downtown nights, and a peaceful home base in the heart of town.

5883 Whistlewood Circle, Sarasota

7223 Cloister Drive Unit 111, Sarasota
$250,000
2 Beds ⋅ 3 Baths ⋅ Gulf Gate Gardens SubDv. ⋅ 34231 Zip Code
This thoughtfully updated and coveted corner/end unit is ready for you to call it home! A rare 2 Bedroom 2-1/2 bath townhome that boasts newer updates which include granite countertops and soft close cabinetry throughout, a stylishly designed dining room ceiling, luxury vinyl plank flooring, and an enclosed rear porch so you can enjoy the outdoors in comfort 365 days a year. Conveniently close parking and a community pool are just steps away from your door! With an abundance of shopping and restuarants in the area as well as plans for more in the old Sarasota mall location, there will be no shortage of activities. Located approximately 6 miles away from the white sands of Siesta Key beach, know that you picked a great location with all of SW Florida's prized amenities at an excellent price point! Book your showing today!

7223 Cloister Drive Unit 111, Sarasota

2344 Bay Street W, Sarasota
$1,350,000
3 Beds ⋅ 3 Baths ⋅ Poms Park SubDv. ⋅ 34237 Zip Code
Pre-Construction. To be built. Discover exceptional value in this brand-new, single-story 3-bedroom, 2.5-bath modern home located within Sarasota city limits, allowing for weekly rentals, perfect as a full-time residence, vacation retreat or income-producing property. Step inside to find imported Italian cabinetry, flooring and fixtures, hurricane impact windows and sleek contemporary finishes that define understated elegance and lasting quality. The open-concept layout offers seamless flow between living spaces, ideal for entertaining and everyday living. Your private outdoor oasis awaits with an in-ground pool, outdoor shower and spacious patio for relaxing or hosting guests under the Florida sun. Perfectly positioned just steps from The Legacy Trail and only minutes to downtown Sarasota, parks, shopping, dining and the area’s world-renowned beaches, this home offers the best of modern design and unbeatable convenience. Sarasota living at its finest, whether you’re investing, vacationing or settling in, this opportunity won’t last!

2344 Bay Street W, Sarasota

4136 Roberts Point Circle, Sarasota
$4,500,000
6 Beds ⋅ 7 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code
Discover waterfront living on the coveted north end of Siesta Key. Set along South Coconut Bay with access to Roberts Bay and the Intracoastal Waterway, this sprawling estate offers exceptional privacy, water views, and over 7,000 square feet of refined living space. Soaring ceilings and walls of glass fill the home with natural light, while the open-concept layout and contemporary design create an ideal setting for both everyday living and entertaining. A cylindrical glass elevator serves as a subtle architectural feature within the home’s modern design. The gourmet kitchen is appointed with custom cabinetry, premium appliances, and Sub-Zero refrigeration, complemented by a built-in coffee system, 140-bottle wine cooler, and an oversized island designed for gathering. Multiple fireplaces add warmth throughout the home, while the private home theater with refreshment bar offers an elevated entertainment experience. Outdoor living includes expansive terraces, an infinity-edge pool and spa, and peaceful bayfront surroundings. The primary suite features a private waterfront terrace, fireplace, sitting area, dual walk-in closets, and morning bar. Built with reinforced concrete construction and Anderson hurricane casement windows, the home blends luxury with durability. Additional highlights include a 10-car garage, gym, office, and generously sized guest accommodations. Meticulously maintained, the home also features a freshly painted exterior. A rare opportunity on one of Siesta Key’s most sought-after streets.

4136 Roberts Point Circle, Sarasota

7233 Midnight Pass Road, Sarasota
$5,250,000
6 Beds ⋅ 6 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Pre-Construction Waterfront Estate | The Sanderling Club, Siesta Key. Experience the pinnacle of coastal luxury with this rare 6-bedroom, 5.5-bath waterfront estate in the exclusive Sanderling Club on Siesta Key. Set within a private, tropical oasis with direct access to the Intracoastal Waterway, this 4Bedroom/4.5 Bath home to-be-built residence by E/M Custom Homes offers refined craftsmanship, elegant coastal architecture, and a flexible multigenerational design in addition to the existing 2/1 ADU currently on the property that comes Turnkey Furnished to move in ASAP. Come live, boat, and park on property while you build your dream home. The main home to be built features 4 bedrooms and 4.5 baths, while a detached 3-car garage includes a stunning 2-bedroom, 1-bath guest suite with its own deck and water views. Plans are ready to build, or you may bring your own vision to this extraordinary property. Inside, soaring ceilings, open-concept living areas, and panoramic water views create a light-filled sanctuary. The chef’s kitchen boasts premium appliances, custom cabinetry, a large island, and quartz countertops—perfect for entertaining. Retreat to the luxurious primary suite with spa-inspired bath and private terrace overlooking the water. Outdoors, enjoy a resort-style pool and spa, lush landscaping, and private dock with boat lift—ideal for boating, paddleboarding, or sunset cocktails. Multiple covered lanais provide stunning views from every angle. Residents of The Sanderling Club enjoy gated security, tennis and pickleball courts, a historic beachfront clubhouse, and access to the pristine sands of Siesta Key Beach. Whether you seek a full-time residence, seasonal retreat, or investment opportunity, this exceptional waterfront haven offers unmatched privacy, luxury, and lifestyle. 28' Scout Center Console Boat also available for purchase. Land only with existing 3-car garage/2BR ADU also available for purchase. Reference MLS#A4660300

7233 Midnight Pass Road, Sarasota

1649 Stanford Lane, Sarasota
$1,575,000
3 Beds ⋅ 2 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code
Enjoy Sarasota’s waterfront lifestyle in this beautiful 3-bedroom, 2-bath canal-front home located in the sought after Aqualane Estates. Sitting on over a quarter-acre, this 1,995 sq. ft. property features an open floor plan with plenty of natural light and easy flow from the living areas to the outdoors. Step outside to your private pool and spacious patio overlooking the peaceful canal, perfect for relaxing, entertaining, or watching the sunset. Boaters will love the private dock and lift leading right out to the Bay with no bridge Gulf access as well. The thoughtfully designed layout blends indoor and outdoor living, making the most of the Florida lifestyle. Whether you’re looking for a full-time residence, winter getaway, or investment property, this home offers comfort, convenience, and charm in one package. Located just minutes from Siesta Key Village, award-winning beaches, shopping, and dining, this canal-front retreat has it all

1649 Stanford Lane, Sarasota

2305 Temple Street, Sarasota
$2,149,000
5 Beds ⋅ 7 Baths ⋅ Loma Linda Park SubDv. ⋅ 34239 Zip Code
Tucked away on Temple Street, this stunning Sarasota home delivers the perfect mix of luxury, style, and comfort. With 5 bedrooms, 5 full baths, and 2 half baths (including a dedicated pool bath), every detail was designed for effortless living and entertaining. Inside, bold black accents, designer lighting, and custom finishes set a sophisticated modern tone. The open layout flows seamlessly through the main living areas and a beautifully designed kitchen that’s as functional as it is striking. Upstairs, a dedicated entertainment area with space for games and lounging offers the perfect hangout for family and guests. Step outside to your own private retreat featuring a heated pool and spa, outdoor shower, and a fully equipped outdoor kitchen ideal for dining and entertaining. Multiple balconies and shaded seating areas complete this exceptional property. This home captures everything that defines modern Sarasota living—luxurious, inviting, and designed for unforgettable moments.

2305 Temple Street, Sarasota

26 Clintwood Avenue, Englewood
$389,000
3 Beds ⋅ 2 Baths ⋅ Pine Lake Development SubDv. ⋅ 34223 Zip Code
The best priced home in quiet and friendly neighborhood of Pine Lake Dev with just 97 homes surrounded by walls and good size pond in the middle of this community build in 1990 and no home ever damaged by any storm or hurricane, but home still have a hurricane shutters on all doors and windows to be safe no matter what may come. This 3 bedroom's and 2 bath split bedrooms Open floor Plan is The Best HOME Deal in Pine Lake Dev. in last few years. Act today and don't miss this incredible opportunity to call this your OWN HOME. A home with modern upgrades and a prime location is a rare find. When you enter the door, you will have a feeling of a brand new home with large living room and high ceilings. If you're looking for a quiet, friendly, very maintained neighborhood, then this is the BEST option in this area. This community is ideal for enjoying the Florida sunshine in comfort and style. The home is in the heart of beautiful "Old Englewood," right off the gorgeous beaches of the SW Gulf Coast and just 10 minutes from Venice and a short bike ride to Dearborn Street! The BIG things always matter the most: NEW ROOF, NEW A/C SYSTEM, NEW KITCHEN, NEW BOTH BATHROOMS, and entire home vinyl water-resistant floors and all windows and doors with hurricane shutters. Unique and special features include sliding Hurricane shutters that are on the strongest level to protect this home forever and not only secure all the windows but entire front porch and back house lanai, as well as sliding glass doors that have those hurricane shutters easy to slide in. Pool with Jacuzzi water massaging jets. Pool area with plenty of room for lounging and soaking up the warm Florida rays! Kitchen cabinets and granite Countertops installed 2024. Brand New Garage Door 2025, Remote-controlled ceiling fan/light combo in living room. This home has so many potential uses, from a year-round home to a seasonal residence. Master Bedroom, including 2 walk-in closets, a beautiful Tile large shower(3-4 bodies-Fit), and a Separate area with 2 new vanities. On the other side of the home, pass through the updated kitchen that also overlooks the family room area with an extended breakfast bar top counter space that allows for perfect entertaining and extra seating! The Guest bathroom has a large shower as well. The covered lanai adds to the outdoor living feel with a separate sitting area off of the Master Bedroom as well as plenty of space for dining and entertaining as you enjoy the stunning Florida sunsets and "cotton candy" skies! Make your decision TODAY. Ideally situated near Englewood Hospital, the YMCA, and the stunning Gulf beaches, this property offers the perfect blend of convenience and tranquility. Pine Lakes is a community with an optional HOA of $10 a month used to maintain community entrance walls and ducks loving pond in the middle of the community. This is an opportunity of a lifetime to own an updated, spacious, high-ceiling, pool home, just minutes from the seawater. Very good chance to buy this home with immediate equity, and you can see all details on comparable homes sold in this small community in the last few months in the Home INFO box at the driveway. Come to take it before someone else does.

26 Clintwood Avenue, Englewood

2163 Waldemere Street, Sarasota
$2,290,000
5 Beds ⋅ 6 Baths ⋅ Loma Linda Park SubDv. ⋅ 34239 Zip Code
Experience modern Sarasota living at its finest in this stunning five-bedroom, five-and-a-half-bath residence located in the heart of Arlington Park. Designed for style and comfort, this exceptional home offers a bright, open floor plan and a seamless indoor-outdoor lifestyle just minutes from Siesta Key, downtown Sarasota, and St. Armands Circle. The gourmet kitchen serves as the centerpiece of the home with a spacious island, premium appliances, and contemporary finishes ideal for both daily living and entertaining. The adjoining living and dining areas feature clean lines and abundant natural light, creating an inviting flow throughout the main level. Each bedroom suite provides generous space and privacy, including four king suites and a flexible fifth suite with a queen and twin bunk—perfect for guests or multi-generational living. Designer bathrooms with custom tilework and upscale fixtures deliver a spa-inspired experience. The outdoor spaces elevate the property even further with a heated pool and spa, summer kitchen, fireplace, and putting green. A rooftop deck expands the living area with panoramic views and room for sunset gatherings. Additional highlights include a game room, multiple patios, and ample parking. Set within one of Sarasota’s most convenient neighborhoods, this home combines luxury design, entertainment amenities, and proximity to everything the Gulf Coast has to offer—an ideal choice for a full-time residence, vacation escape, or investment opportunity.

2163 Waldemere Street, Sarasota

551 S Washington Drive, Sarasota
$9,495,000
9 Beds ⋅ 9 Baths ⋅ St Armands Division SubDv. ⋅ 34236 Zip Code
Life on Lido Key is even better when the water and dolphins and manatee are in your backyard with St. Armands Circle is just steps from your door. Welcome to Lido Dreams, a nine-bedroom, nine-bath waterfront retreat that brings together spacious coastal living, exceptional entertaining spaces, and an established short-term rental operation. Built in 2024, this 5,500-square-foot residence offers room to gather without sacrificing privacy. All nine bedrooms feature ensuite baths, while an elevator connects the living levels for everyday convenience. The main living floor centers around an open kitchen, dining area, and inviting gathering space, complemented by a butler’s pantry and five guest suites. Upstairs, the expansive primary suite offers a separate sitting area, generous walk-in closet, and water views. Additional guest suites and a second laundry room make hosting extended stays effortless. Outside, a private heated pool and spa set the scene for afternoons at home, while the spacious rooftop deck provides another place to entertain, unwind, and enjoy the coastal surroundings. A five-car garage adds valuable space for vehicles, storage, and beach gear. Spend the morning at Lido Beach, stroll to dinner on the Circle, or enjoy a quiet evening overlooking the canal. Whether envisioned as a personal retreat, a gathering place for family and friends, or an income-producing property, Lido Dreams offers a compelling combination of location, scale, and versatility. Rental financials are available upon request. *not pictured: boat dock & deck and outdoor kitchen & shower to be included in asking price.

551 S Washington Drive, Sarasota

1253 N Basin Lane, Sarasota
$2,995,000
4 Beds ⋅ 4 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code
Virtually Staged. This exquisitely reimagined waterfront estate embodies modern luxury and serene exclusivity, offering 174 feet of prime waterfrontage in the prestigious Sanderling Club on Siesta Key. On a lush, nearly half-acre parcel, the residence enjoys a southern orientation, where panoramic views of a bridgeless bay unfold through walls of glass. A backdrop of meticulously landscaped greenery ensures privacy, all just near the water’s edge. At the heart of the home lies a state-of-the-art culinary haven. The chef’s kitchen is equipped with premium Wolf and Sub-Zero appliances, including a gas range and integrated espresso system, set within rich Merillat solid-wood cabinetry and dual islands designed for function and entertaining. Flowing seamlessly into the sunlit living and dining areas, the open-plan design creates an effortless connection between indoors and out. The living space extends gracefully to a sophisticated entertainment patio, where a firelit lounge, sparkling pool and fully appointed outdoor kitchen echo the refinement found within. The primary suite offers a tranquil retreat, framed by a garden and oak vista, and complemented by a spa-inspired bath featuring a deep soaking tub, dual vanities, and indoor and outdoor showers. An adjoining office doubles as a guest suite, while additional en-suite accommodations ensure privacy and comfort for visitors. Modern conveniences and peace of mind abound such as remote-controlled wrought-iron gates, impact-resistant windows and doors, whole-house water treatment, advanced smart-home systems, new roof, backup generator and environmentally conscious amenities, including a 500-gallon propane supply and integrated mosquito-repellent system. As a resident of Sanderling Club, you’ll enjoy access to a private beach, boat slips, tennis courts, clubhouse and 24-hour security, an unrivaled blend of leisure, privacy and coastal sophistication. This residence has been meticulously curated for those who seek the ultimate fusion of luxury and tranquility, an invitation to a lifestyle defined by elegance, ease and timeless waterfront living.

1253 N Basin Lane, Sarasota

2516 Browning Street, Sarasota
$1,350,000
5 Beds ⋅ 5 Baths ⋅ Alta Vista Heights SubDv. ⋅ 34237 Zip Code
Brand-new modern two-story home, offering luxury living and exceptional investment potential in the heart of Sarasota. This thoughtfully designed residence features 5 bedrooms, 4 bathrooms, and an attached 2-car garage, with an open-concept kitchen and living space showcasing premium Italian-imported flooring, cabinetry, and designer fixtures. Large sliding doors open seamlessly to a private outdoor deck and pool, creating the perfect setting for entertaining and enjoying Florida’s indoor-outdoor lifestyle. Located within Sarasota city limits, this property qualifies for weekly rentals, making it an outstanding opportunity for a primary residence, seasonal retreat, or income-producing investment. Just minutes from Downtown Sarasota, Siesta Key Beach, and St. Armands Circle, with convenient access to world-class dining, boutique shopping, cultural attractions, and Sarasota’s award-winning Gulf beaches. Nearby parks, tennis and pickleball courts, and the Legacy Trail extension provide endless outdoor recreation. Secure a brand-new modern Sarasota home in a highly desirable location.

2516 Browning Street, Sarasota

1759 Waldemere Street, Sarasota
$4,099,999
4 Beds ⋅ 5 Baths ⋅ Midwood Manor SubDv. ⋅ 34239 Zip Code
Virtually Staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary craftsmanship, and intentional indoor–outdoor living. Set on a .33-acre lot just steps from Southside Village and Sarasota Memorial, the home delivers sophistication, convenience, and exceptional attention to detail in one of Sarasota’s most sought-after neighborhoods — a rare opportunity in the coveted West of Trail community. Spanning 4,513 square feet, the two-story floor plan features four bedrooms, five baths, an office with private entry, and a media room that opens to a 480-square-foot balcony overlooking the property. Designed for both everyday living and elegant entertaining, the home showcases expansive sliding glass doors that blur the line between indoors and out, opening to a heated saltwater pool, spa, and lush landscaped backyard for year-round enjoyment. The designer kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, custom cabinetry, imported stone, and a hidden butler’s pantry. The first-floor primary suite epitomizes luxury with zero-corner sliders that open directly to the pool and outdoor living area. Inside, a spa-inspired bath includes a freestanding tub, walk-in shower, and a custom built-in walk-in closet. Upstairs, two en suite bedrooms and a second-floor primary suite give privacy for family or guests. A versatile media room and expansive outdoor terrace complete the level, overlooking the serene backyard oasis. Every detail has been thoughtfully curated — from the bespoke, locally handcrafted Sapele wood entry door to hurricane-impact windows and doors, a three-car garage with epoxy flooring, and professional landscaping surrounding the fenced backyard. Ideally located in the highly regarded Southside Elementary School district, near Sarasota Memorial Hospital and the shops and dining of Southside Village, with downtown Sarasota, Siesta Key, Lido Key, and St. Armands Circle just minutes away. This is more than a home — it’s a statement of Sarasota luxury living.

1759 Waldemere Street, Sarasota

121 N Casey Key Road, Osprey
$6,100,000
4 Beds ⋅ 6 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code
Gulf Front, private beach. This sun-drenched Florida villa captures the character of a Mexican hacienda with the ease of tropical coastal living. Smooth stucco exteriors, clay tile roofing, and vibrant bougainvillea frame a private courtyard, setting the tone for a home that is both timeless and inviting. Directly on the turquoise waters of the Gulf, this newly remodeled residence on the north end of Casey Key offers the rare privilege of a private beach just steps from the home. Set on one of Florida’s most exclusive barrier islands, the property enjoys sweeping sunset views, exceptional privacy, and convenient access to the dining, shopping, and cultural attractions of Venice and Sarasota. Behind a gated entrance, the home features three bedrooms, a private office, and three-and-a-half baths, all thoughtfully updated to celebrate its extraordinary Gulf-front setting. Expansive windows and sliding glass doors frame breathtaking water views while filling the interiors with natural light and coastal breezes. Rich architectural details reflect its hacienda-inspired design, including wood beams and moldings, barrel-brick ceilings, Mexican tile and wood floors, brick accents, artisanal mosaic tile, and hand-painted stair risers. Hurricane-impact windows and doors, a new roof, a new pool, and updated air-conditioning and pool equipment provide both peace of mind and modern comfort. The gourmet kitchen is beautifully appointed with custom cabinetry and Wolf appliances, creating an ideal setting for entertaining after a day on the beach. The primary suite is a private retreat with a sitting room, wet bar, soaking tub, walk-in closet, and private balcony overlooking the Gulf. Two additional en-suite guest bedrooms provide comfort and privacy for family and visitors. A spiral staircase leads to the rooftop deck, where panoramic views stretch from the Gulf to the Intracoastal Waterway. Outside, the courtyard-style pool, fountain, tiled terraces, and lush tropical gardens create a tranquil setting for authentic alfresco living. This is an exceptional opportunity to experience the privacy, beauty, and effortless lifestyle of Gulf-front living on Casey Key.

121 N Casey Key Road, Osprey

4737 Stone Ridge Trail, Sarasota
$1,449,000
5 Beds ⋅ 3 Baths ⋅ Hidden Oaks Estates SubDv. ⋅ 34232 Zip Code
Discover your own acre of paradise in the serene Hidden Oaks community! This charming country estate, set on a spacious 1-acre lot, offers tranquility with a lake and community tennis courts just across the street and no neighbors to the south. A circular driveway and side-entry garage provide ample parking, while the custom speakeasy front door with sidelights welcomes you into a stunning interior. Step into the great room, where 15-foot vaulted ceilings and a cozy wood-burning fireplace create an inviting atmosphere. Sliding doors in the great room and foyer disappear for seamless indoor-outdoor entertaining, opening to a screened paver lanai and sparkling pool. The gourmet kitchen is a chef’s dream, featuring custom cabinetry, granite countertops, an 8-foot island with bar seating, premium appliances, and a built-in desk in the breakfast nook. Hardwood floors are throughout the living area. From the entry foyer, a hallway leads to three bedrooms—one currently a den—and a full bathroom. The master suite, with direct pool access, boasts a luxurious full bathroom and walk-in closet. An additional bedroom, now a media room, and another full bathroom with pool access complete the main level. Crown molding adorns every room, adding elegance throughout. Upstairs, a versatile loft serves as an office, craft space, or playroom, with access to an air-conditioned 8x20 storage area. The nearly 600-sf side-entry garage is a standout, featuring an oversized 18-foot door, an 8x6 work area, polyaspartic flooring, and a dedicated split A/C system—perfect for car enthusiasts or hobbyists. The front porch and sidewalks, also finished with low-maintenance polyaspartic coating, enhance curb appeal. A 2021 metal roof with skylights brightens the covered lanai, while the beautifully landscaped grounds, dotted with oak trees and vibrant orchids, create a picturesque setting. The one acre home site is a Florida Certified Wildlife Habitat. The pool cage was replaced in 2024. Located just 4.6 miles from downtown Sarasota and 6 miles from pristine beaches, this Hidden Oaks estate blends country charm with urban convenience. Embrace the best of both worlds in this meticulously designed home, complete with a pool and stunning natural surroundings. Your private paradise awaits! Sellers will give a$25,000 credit at closing towards buyer closing costs(tile insurance, lender fees, rate buydown, etc).

4737 Stone Ridge Trail, Sarasota

2231 Wood Street, Sarasota
$1,750,000
4 Beds ⋅ 4 Baths ⋅ Alta Vista Heights SubDv. ⋅ 34237 Zip Code
This exquisite new-construction modern residence by Milano Homes, situated on an expansive double lot in the heart of Sarasota, blends elegance, convenience, and investment opportunity. Located within Sarasota city limits, this property qualifies for weekly rentals in one of the area’s most in-demand markets—a highly desirable option that allows for a strong six figure range income annually. This single-story home offers the ultimate in comfort with no stairs to navigate, featuring four spacious bedrooms, three-and-a-half designer bathrooms, and a two-car garage. The outdoor living space is a private sanctuary, complete with a sparkling pool and spa, outdoor shower, and a large fenced yard ideal for both relaxation and entertaining. As with all Milano Homes, the interiors showcase exceptional craftsmanship and imported Italian finishes. From the state-of-the-art kitchen—equipped with Subzero refrigeration, a Wolf induction cooktop, and Wolf oven—to the custom Italian cabinetry, fixtures, and flooring, every detail exudes sophistication. The open-concept living area flows seamlessly into the outdoor retreat, creating the perfect setting for gatherings and indoor-outdoor living. Perfectly positioned, this property offers easy access to the newly extended Legacy Trail, making it a haven for bikers, runners, and nature lovers. Downtown Sarasota’s vibrant arts, dining, and marina scene is just minutes away, while Siesta Key’s award-winning beaches and St. Armands Circle’s luxury shopping and dining are only a five-minute drive. Whether you’re seeking a full-time residence, seasonal retreat, or an income-producing short-term rental, this home offers an unmatched opportunity to enjoy and invest in the Sarasota lifestyle. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.

2231 Wood Street, Sarasota

21 Bayhead Lane, Osprey
$789,000
3 Beds ⋅ 2 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Beautifully updated and impeccably maintained, this 3-bedroom, 2-bath residence in The Oaks Preserve offers an exceptional combination of comfort, privacy, and gracious Florida living. Backing to a lush tropical preserve, the home enjoys a peaceful setting with a private pool and spa, inviting outdoor entertaining areas, and thoughtfully designed interiors. Beyond the residence, ownership provides access to the exceptional lifestyle of The Oaks, a private, member-owned country club with no current waiting list for Golf or Sports/Social membership. Pride of ownership is evident from the moment you arrive. A paver driveway leads to elegant double leaded-glass entry doors opening to a light-filled interior. A dedicated home office with plantation shutters offers a quiet workspace, while the formal dining room features a decorative ceiling and custom built-in buffet with glass-front cabinetry. The beautifully updated kitchen features granite countertops, stainless steel appliances, a breakfast bar, built-in wine and beverage cooler, and a convenient chef's desk. An adjoining breakfast nook with an aquarium window overlooks the pool and spa, bringing the outdoors into everyday living. The spacious primary suite offers a comfortable sitting area with a built-in window seat, generous walk-in closets, and an updated bath featuring dual sinks, granite countertops, a soaking tub, separate shower, and marble accents. Two additional bedrooms provide ample closet space and share an updated guest bath with granite and marble finishes. Outdoor living is equally inviting. The screened lanai features a generous covered entertaining area with an outdoor kitchen and ceiling fan, complemented by a sun-filled pool and spa overlooking the tropical preserve. Additional highlights include an air-conditioned two-car garage with epoxy flooring and abundant storage, along with access to the nearby Bishopscourt community pool. For added buyer confidence, the proactive sellers have completed property inspections in advance and are making the reports available for review, providing valuable information about the home's condition before purchase. Membership in The Oaks is required with homeownership and offers access to two championship golf courses, tennis, pickleball, croquet, fitness facilities, dining, and an active social calendar. With no current waiting list for either Golf or Sports/Social membership, buyers have the opportunity to begin enjoying the country club lifestyle without an extended membership wait.

21 Bayhead Lane, Osprey

3761 Casey Key Road, Nokomis
$9,750,000
3 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Pre-Construction. To be built. This is your chance to own a newly imagined Gulf-front estate on one of Sarasota’s most exclusive barrier islands. Positioned on 0.47 acres with 107 feet of direct Gulf frontage, this offering presents a 3,489 sq. ft residence designed by the renowned Stofft Cooney Architects in collaboration with Perrone Construction. The home’s architecture celebrates the Gulf at every turn, with walls of glass framing uninterrupted water views and inviting a seamless connection to the outdoors. Expansive terraces, a resort-style pool and spa, and a private beach pavilion create an atmosphere of relaxed sophistication, perfect for year-round enjoyment. Inside, an open-concept floor plan anchors the living spaces around a chef’s kitchen, ideal for both intimate gatherings and entertaining on a grand scale. Flow between indoor and outdoor living is effortless, encouraging a lifestyle defined by sunsets, sea breezes, and coastal luxury. Perfectly positioned near the Blackburn Point Bridge for easy access on and off the Key, this pre-construction opportunity is an exclusive chance to secure a design-driven Gulf retreat. For those interested in acquiring only the land, please refer to MLS#A4664853.

3761 Casey Key Road, Nokomis

7159 Manasota Key Road, Englewood
$10,900,000
6 Beds ⋅ 11 Baths ⋅ Manasota By The Sea SubDv. ⋅ 34223 Zip Code
NEW PHOTOS. A NEW VIRTUAL TOURS VIDEO. AN AMAZING PRICE IMPROVEMENT. Now is the time to take another look at 7159 Manasota Key Road.  What if your Florida home felt less like a residence and more like your own private resort There are homes you can understand online, and then there are homes you must walk through to truly feel. This is one of them. Set on nearly 3 private acres along Lemon Bay, this gated Mediterranean-inspired estate spans 12,789 sq. ft. of resort-style living with unmatched amenities on Florida’s Gulf Coast, all within this private estate. Enter through grand gates and follow a sweeping driveway framed by mature oaks, tranquil ponds, waterfalls, and curated sculptures. The grounds include manicured lawns, a putting green, bocce and volleyball courts, and expansive outdoor recreation. A dramatic porte cochère introduces a soaring two-story foyer with double glass doors, stained-glass transoms, and a glass elevator. Interiors showcase coffered and tray ceilings, stately columns, marble and travertine floors, extensive millwork, and eight fireplaces. The home offers six ensuite bedrooms, 9.5 total baths (primary bath has 3 bathroom sections but counted as 1 in the total), a library with wet bar, a media/family room with projector, fitness and meditation rooms, and rooftop terraces designed for sunset and Gulf views. The chef’s kitchen features dual islands, Sub-Zero and Wolf appliances, wine fridge, ice maker, and walk-in pantry, flowing seamlessly into both formal and casual dining areas. The primary suite includes bay views from a private screened terrace, fireplace, sitting area, spa-like bath, and custom closets, while guest suites offer private balconies, walk-in closets, and baths. Outdoor living is highlighted by a 30×50 resurfaced saltwater pool and spa, full outdoor kitchen, shaded terraces, pool bath, and recreation courts. The property extends to a private dock with boat lift and deeded Gulf beach access. A tiled garage provides capacity for up to 30 vehicles, with new flood panels, complete with 10 mini-split A/C systems and extensive storage, ideal for collectors or large-scale entertaining.

7159 Manasota Key Road, Englewood

377 S Shore Drive, Sarasota
$2,390,000
3 Beds ⋅ 3 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Amazing opportunity to create your waterfront estate in Sapphire Shores, where history, culture, and growth meet. This 16,378 sq. ft. lot offers 87 feet of water frontage, a private dock, and direct access to Sarasota Bay. Positioned along a quiet shoreline, it overlooks an almost 900-foot-wide deep-water basin, providing both privacy and natural beauty. Sapphire Shores combines legacy estates, striking new builds, and proximity to cultural landmarks such as The Ringling Museum and Asolo Theatre. With the North Trails ongoing transformation, including new developments, zoning updates, Ringling Colleges expansion the neighborhood is emerging as a prime location for luxury residences. Whether for a custom estate or a speculative project, this is a rare chance to secure a large waterfront property in one of Sarasota's most dynamic luxury neighborhoods.

377 S Shore Drive, Sarasota

160 Garden Lane, Sarasota
$4,250,000
5 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?

160 Garden Lane, Sarasota

599 Pine Ranch East Road, Osprey
$799,000
3 Beds ⋅ 2 Baths ⋅ Bay Oaks Estates SubDv. ⋅ 34229 Zip Code
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular BAY OAKS ESTATES. This Stunning Residence is MOVE-IN READY (just Bring Your Suitcase!) and features a LIGHT and BRIGHT, OPEN FLOORPLAN including 3 BEDS plus STUDY/DEN and 2 FULL BATHS. The Gourmet Kitchen boasts a modern, European design with premium appliance package and counter sitting area while the primary bedroom suite offers an expansive, private retreat complete with walk-in closets, dual vanities, Jacuzzi tub, custom-tiled shower, Italian smart toilet-bidet, etc. A complete List of Recent Upgrades is attached and available upon request and includes but is not limited to NEW Kitchen & Baths, Interior and Exterior Paint, whole home LED lighting and smart fans, built-in Sound System, Flooring (tile, luxury vinyl, carpet), Washer & Dryer, water filtration, exterior LED lighting, pavered driveway, Irrigation system, privacy fence, storage shed and So Much MORE! Relish in the utmost Florida lifestyle with a Saltwater Pool in a large, screened lanai with covered seating area while overlooking the serene and private landscape. Enjoy peace of mind with NEW HURRICANE IMPACT WINDOWS and DOORS, MASONRY Wall Construction, and a structure situated in Flood Zone “X”. LOW HOA. Ideally Located close to Area Beaches including #1-Rated SIESTA BEACH, the Popular LEGACY BIKE TRAIL, #1-Rated PINE VIEW SCHOOL, Shopping, Downtown Sarasota and Venice cultural venues, and all that Florida’s Gulf Coast Living has to offer. **PLEASE ENJOY VIEWING THE 3D VIRTUAL TOUR**

599 Pine Ranch East Road, Osprey

600 N Jackson Road, Venice
$19,999,000
7 Beds ⋅ 13 Baths ⋅ North Venice Farms SubDv. ⋅ 34292 Zip Code
Under Construction. Set on approximately 102 acres just eight miles from world-class Gulf beaches, this extraordinary ranch estate presents a rare opportunity to complete a one-of-a-kind residential compound in Venice, Florida. The non-completed main residence spans more than 24,500 total square feet, with 18,869 square feet of interior space, including seven bedrooms, seven full baths and six half baths. The estate is framed and plumbed, ready for drywall, offering its next owner the opportunity to fully customize the final phases of construction. The seller’s plans reflect a primary suite including multiple sitting rooms, dual walk-in closets, and a spa-style bath with walk-in showers. A chef’s kitchen is designed to accommodate two bar areas, a full dining room and a commercial-grade freezer with a walk-in pantry. A grand living room is highlighted by skylights, while plans include guest suites, formal living rooms, library/office overlooking the amazing pool area, private theatre, gym and dual laundry rooms. The estate also features a poolside casita guest house with two separate living dwellings, one a three-bedroom, two-bath, the other a one-bedroom, one-bath to be completed by the buyer. Outdoor living is centered around a designed 100,000-gallon geothermal-heated pool, complete with walk-in entry, water slides, lounging areas, outdoor kitchen, covered pavilion, and poolside baths and showers. Equestrian enthusiasts will appreciate the 21-stall barn with a community room, kitchen, full bath and two self-contained apartments. Multiple detached garages accommodate more than 10 vehicles and provide additional storage. A full stone perimeter wall surrounds the estate, ensuring privacy and security. With potential to subdivide or maintain as a legacy family compound, this generational opportunity offers architectural scale, acreage and vision unlike anything else in the region.

600 N Jackson Road, Venice

726 Eagle Point Drive, Venice
$949,000
2 Beds ⋅ 2 Baths ⋅ The Village At Eagle Point SubDv. ⋅ 34285 Zip Code
The historic Eagle Point Club in Venice is an exclusive community located within the privacy of mature foliage to the east with Roberts Bay and the Intracoastal Waterway on all other sides. The only one of its kind, it was the creation circa 1910 by Bertha Palmer, famed figure in the early development of Sarasota County Gulf, Bay and waterfront lands. This neighborhood is a hidden gem, still mostly unknown and unseen by the crowds. The focus now is on the pristine residence at 726 Eagle Point Dr. on 1/3 of an acre, the 1920'2-built home is ready for new owners to fall in love with it. Updates have been thoughtfully done including the kitchen and baths that are designed to seamlessly continue the historic look and feel of the community. High ceilings above, original heart-of-pine flooring below, shaded porches on 3 sides, with updates in recent times. A perfectly-sized pool, heated and caged, creates outdoor living area of approx. 42x63. The custom designed free-standing 2+car garage and storage. Is as handsome as it is functional. Consisting of 24 acres of just 50 homes, 10 are original structures listed on the National Register of Historic Places, the history is rich! A one-of-a kind owner amenity is the updated original clubhouse with deep porches, working fireplaces, library and full kitchen. It also includes guest bedrooms on the 2nd floor which, like the vintage 3-bedroom guest house next door, may be reserved exclusively for guests of homeowners. For those seeking a highly desired and unique Florida home, be sure to make an appointment to view cherished property.

726 Eagle Point Drive, Venice

1210 Casey Key Road, Nokomis
$1,999,000
3 Beds ⋅ 3 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
IT'S ALWAYS ALL ABOUT THE LOCATION! Casey Key is a very private narrow barrier island located just North of Venice FL and South of Siesta Key; it separates the intracostal waterway and the Gulf of Mexico. The Key is home to some of the most luxurious waterfront Estates and Mansions in the Sarasota area. This large ½ acre Bayfront lot is peacefully set back from any traffic on Casey Key Road. The dock is on the North side of the property on a canal protected from wind and waves. From the living room or the Bay-side deck, views of the intracoastal waterway and its many traveling boats and yachts are stunning. Take a short 100 yard stroll down your deeded beach easement, to the pristine sands of the Gulf of Mexico. The beach is very private, ideal for swimming, snorkeling, sunbathing, shark tooth hunting, or just viewing the beautiful sunsets. The main floor houses 3 bedrooms and 2 full baths, the kitchen and the dining room. The first floor has one full bath and 3 rooms that can be used as bedrooms, rec room, den, etc. Other amenities include swimming pool, shuffle board court, elevator, and two single car garages. A new roof was installed in 2019. Live in the house "as is" or convert it to the home of your dreams located in paradise. Note: Some images have been virtually staged to better showcase the true potential of rooms and spaces in the home.

1210 Casey Key Road, Nokomis

852 Macewen Drive, Osprey
$2,395,000
3 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
**CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind the Secure Gates of the highly sought after Oaks Country Club community and offers a Lovely, Golf Course View of the 17th Fairway of the interior, Heron Golf Course. This Spacious, Light and Bright, Open Floorplan of OVER 4500sf entails 3-BEDS, 3 FULL and 1 HALF BATHS, Study/Den, Bonus Room / Entertaining area with Fireplace and Wetbar, 3-CAR GARAGE, etc. Premium features abound including Crown moldings, Marble and wood floors, Coffered ceiling, Custom built-ins, a well-equipped kitchen with Granite countertops, Stainless Steel Appliances including KitchenAid and Fisher & Paykel, and much more! An Expansive Primary Bedroom Suite features a Bonus Room, Walk-In Closet, dual vanities, soaking tub and custom-tiled shower. Enjoy OUTDOOR LIVING at its FINEST in an Expansive, Screened Lanai with PEBBLETEC Pool & Spa and Outdoor Kitchen in a serene setting. ROOF (2015). THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

852 Macewen Drive, Osprey

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