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1504 Cocoanut Avenue, Sarasota
$555,000
3 Beds ⋅ 1 Baths ⋅ Valencia Terrace SubDv. ⋅ 34236 Zip Code
Beautiful Double Lot Near Downtown Sarasota and The Bay. Prime opportunity for future land development north of downtown Sarasota and The Bay. The value lies in the spacious double lot, nestled in a highly desirable residential neighborhood close to the international airport, Bayfront, and vibrant downtown Sarasota, close to top-rated restaurants, bars, and boutique shops. Enjoy easy access to the public boat ramp on 10th Street, offering a direct route to the Gulf of Mexico for boating and water recreation. Schematic plans and renderings for two homes, each 2500sqft illustrating what can potentially be built on 1504 Cocoanut Ave. should the buyer choose to subdivide the lot. Just a few blocks away, the renowned Ringling College of Art and Design adds to the neighborhood’s prestige. This property is ideal for a two-family home site, a strong investment opportunity in one of Sarasota’s most sought-after areas. The existing home currently generates rental income with a tenant in place. Survey available upon request.

1504 Cocoanut Avenue, Sarasota
1000 N Washington Boulevard, Sarasota
$1,900,000
Smiths E A Resub SubDv. ⋅ 34236 Zip Code
Present Offers!! This prime 0.66-acre corner parcel is positioned at the highly visible, signalized intersection of US 301 (Washington Boulevard) and 10th Street, offering unmatched access, visibility, and versatility for forward-thinking developers. The property package includes a strategically located office building with a spacious driveway and dual ingress/egress onto both Washington Boulevard and 10th Street, as well as an income-producing residential unit that provides immediate cash flow while future development plans take shape. With its flexible DTE zoning, the site is primed for a modern mixed-use development, including residential, office, retail, or live/work concepts. The property comes with DRC-approved plans for a four-story mixed-use building featuring 36 residential units and approximately 7,700 square feet of ground-floor retail/office space, significantly accelerating the timeline to break ground. Adding even greater investment value, the parcel is located in a Designated Opportunity Zone—tax benefits that are now permanent in the tax code—offering exceptional capital growth and tax-deferral advantages. The location provides outstanding traffic exposure and regional connectivity, situated directly on US 301 with quick access to Fruitville Road (SR 780), Downtown Sarasota, and Interstate 75. Just minutes from the city’s vibrant cultural venues, waterfront, and thriving restaurant scene, the property also benefits from strong walkability and bikeability, appealing to future residents and commercial tenants seeking an energetic urban lifestyle.

1000 N Washington Boulevard, Sarasota
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
244 N Washington Drive, Sarasota
$3,200,000
John Ringling Estates St Armands Div 01 SubDv. ⋅ 34236 Zip Code
Incredible Potential on Saint Armands Key 244 North Washington Drive, Sarasota, FL. Also available as "To be built. Pre-Construction This 8,923 sq ft bayfront lot offers an extraordinary opportunity to create your custom dream home in one of Sarasota’s most coveted locations — Saint Armands Key. Just steps from the iconic Saint Armands Circle, Lido Shores, and City Island, and only a short drive over the Ringling Causeway to vibrant downtown Sarasota, this property perfectly balances island serenity and city sophistication. The generous lot allows ample space for a private pool and hot tub, ideal for coastal living, and provides the flexibility to design a new residence tailored to your vision. A rare bayfront gem, this property delivers unbeatable location, sweeping water views, and limitless potential to craft your perfect island retreat. Don’t miss this opportunity to invest in one of Sarasota’s most desirable waterfront neighborhoods. Dock was removed 2026.

244 N Washington Drive, Sarasota
5400 Ocean Boulevard Unit 9-4, Sarasota
$874,000
1 Beds ⋅ 1 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code
Rarely does an opportunity like this emerge on Siesta Key — priced below the last comparable 1-bedroom sale and reduced over $120,000, this is value that simply cannot be ignored. Welcome to Beach Terrace, one of Siesta Key's most sought-after Gulf-front addresses. Nestled at the end of the village in a gated community with direct Gulf frontage, this exceptional corner residence delivers the quintessential Siesta Key lifestyle — world-famous white quartz sand at your feet, the sparkling aqua Gulf stretching to the horizon, and the energy of Siesta Key Village just a short stroll away. The panoramic views here are genuinely extraordinary. From the pristine beach below to the glittering skylines of downtown Sarasota and Longboat Key in the distance, every glance outward is a postcard moment. At night, the twinkling lights of the village and city skyline transform the backdrop into something truly magical — widely regarded as one of the finest views on Siesta Key. Three private balconies ensure there is always a perfect perch for morning coffee, evening sunsets, or simply savoring the coastal scenery throughout the day. Inside, dual sliding glass doors flood the living area with natural light while framing those sweeping Gulf views. The tiled foyer flows seamlessly into a well-appointed kitchen, and the dining area offers ample space to entertain with a backdrop that will leave guests speechless. Resort-style amenities complete the picture: an elevated heated saltwater pool, community room, and the security of a gated community — all just steps from your private beach access. This is Siesta Key living at its finest — Gulf-front, gated, walkable, and priced to sell.

5400 Ocean Boulevard Unit 9-4, 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
10109 Canaveral Circle, Sarasota
$500,000
3 Beds ⋅ 3 Baths ⋅ Granada Park SubDv. ⋅ 34241 Zip Code
**NOW OFFERED AT $500,000 — EXCEPTIONAL GRAND PARK VALUE!** Beautifully maintained and move-in ready, this 2023-built home offers 2,188 sq. ft. of living space, 3 bedrooms, 2.5 bathrooms, a dedicated first-floor office, and a two-car garage in Sarasota's sought-after gated Grand Park community. The bright, open-concept floor plan features a spacious kitchen with a large center island, abundant cabinetry, and seamless flow into the dining and living areas. Sliding doors open to a covered lanai, perfect for relaxing or entertaining. Upstairs, the spacious primary suite features an en-suite bathroom and generous closet space, while two additional bedrooms and a conveniently located laundry room complete the second floor. Hurricane shutters provide added peace of mind. **Enjoy resort-style living without the burden of lawn maintenance!** The HOA includes mowing, edging, trimming, fertilization, weed control, and annual mulching. Grand Park residents also enjoy two resort-style pools, fitness centers, tennis and pickleball courts, walking and biking trails, dog parks, and playgrounds. Ideally located near UTC shopping and dining, championship golf courses, downtown Sarasota, and Gulf Coast beaches, this home combines newer construction, generous living space, and exceptional community amenities. **MOVE-IN READY. LOW-MAINTENANCE LIVING. OUTSTANDING VALUE.** Schedule your private showing today! Buyer to verify all measurements, property information, and community amenities.

10109 Canaveral Circle, Sarasota
5667 Sheffield Greene Circle Unit 59, Sarasota
$270,000
2 Beds ⋅ 2 Baths ⋅ Sheffield Greene SubDv. ⋅ 34235 Zip Code
Welcome to Sheffield Greene in The Meadows! This sought after community is also highlighted by its location and it's close proximity to the University Town Center, a great place to live, play and relax. Sheffield Greene offers resort style living in a community with so much to do. This condo is a ground floor end unit with a living room, dining room, kitchen, kitchen dinette, laundry room, two bedrooms, two bathrooms, an outside storage space and two screened in covered lanais. Also included is a custom designed wall unit in the living room and custom designed unit and desk in the second bedroom, plus hurricane windows, and your own attached single car garage with garage door opener. To cool off on those hot sunny Florida days- enjoy a brief walk to the community pool and lounge area. New Roof 2025, New A/C 2025, New Washer/Dryer 2024, New Dishwasher 2024 and New Water Heater 2022. The Meadows is a large mature resort-style community with numerous lakes, approximately 14 miles of walking and biking trails and so much more. Beyond this lovely home, you'll find premier shopping at The University Town Center Mall (UTC) which has 100+ retailers. You'll also find a variety of events and activities at Nathan Benderson Park (NBP) or perhaps plan to visit the brand new Mote Marine Laboratory & Aquarium. There's a plethora of restaurants for any palette such as, Capital Grille, Seasons 52, Brio, Cheesecake Factory, Yard House, Ford's Garage, Jpan Sushi and other stores like Whole Foods and Trader Joes! Explore Legacy Trail, local beaches like Siesta Key and downtown Sarasota on Main Street. Drive north on IH 75 for Anna Maria Island in Bradenton, Ellenton for the Outlet shopping mall and the Ice and Sports Complex, or St Pete & Tampa. Drive east for Orlando, or head south for Naples, Miami and the Florida Keys. Book your Showing today!

5667 Sheffield Greene Circle Unit 59, Sarasota
1345 2nd Street, Sarasota
$3,750,000
Plat Of Sarasota Exhibit SubDv. ⋅ 34236 Zip Code
Virtually Staged. RARE OPPORTUNITY to purchase a mixed use building in the heart of Downtown Sarasota. This exceptional three-story mixed used building offers an unparalleled blend of luxury and convenience. With a prime location just steps from premier dining, shopping, and cultural attractions, this unique property invites you to embrace city living at its finest. Constructed in 2000, the first floor welcomes visitors with a bright, coastal-inspired entrance, featuring luxury vinyl plank flooring in a light oak finish. This level includes a spacious open area with an abundance of natural light pouring in. This floor was previously a salon sitting 12 stations, 6 wash stations, 4 drying stations, along with 2 well-appointed bathrooms. The salon area has a state of the art mixing station, accented by high-end sleek dark tile. Upstairs, accessible by both staircase and elevator, you'll find 7 generously sized treatment rooms with plumbing, 2 additional bathrooms, a dedicated breakroom, and an office. One of the standout features is a unique room with a stunning wall crafted from Himalayan salt bricks, adding a luxurious and tranquil touch. The second floor also includes a naturally well lit break room that accommodates both the first and second floor. Ascend to the private penthouse on the 3rd Floor via the private access elevator and discover a breathtaking four-bedroom residence designed for modern sophistication. The expansive open floor plan is accentuated by soaring ceilings and abundant natural light streaming through floor-to-ceiling windows. The chef’s kitchen is a masterpiece, featuring a grand island, wine fridge, built-in oven and microwave, and a six-burner gas cooktop with a dedicated grilling area. A separate full-length wet bar and coffee station, complete with two dishwashers and ample storage makes this private residence perfect entertaining. The seamless flow between the dining and living areas—anchored by a soothing fireplace—creates a warm and inviting atmosphere. Step outside onto the private balcony off the kitchen, where city views provide a picturesque backdrop for dining and entertaining A space perfectly designed for gardening or grilling out with friends. A striking spiral staircase leads to the third-floor bedroom with an en-suite half-bath and its own rooftop terrace for a tranquil retreat. This space is currently being used as a short term rental. The building offers two assigned covered parking spaces. There is a separate 4,880 SF lot in close proximity that can be purchased for additional parking or development located at 1374 Fruitville Rd, this is listed separately for $950,000 or you can purchase both. This is a great opportunity for an owner occupier to run their dream business while living above. The building is being sold as vacant however the med spa on the 2nd floor would consider staying on a long term lease. Schedule a private showing today to learn more about this opportunity!

1345 2nd Street, Sarasota
5111 Peppermill Court, Sarasota
$399,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
If you always wanted to live in a golfing community without the headaches of golf balls hitting your windows or ending up in your yard, this is the one. Perfectly positioned within the lush, guard-gated fairways of Heritage Oaks Golf & Country Club, this beautifully appointed end-unit CLUBHOME style villa offers a rare blend of refined golf course living and exceptional privacy. Perfectly situated with no neighboring building on one side and tranquil water and preserve views beyond, this residence feels more like a private retreat than a typical villa residence. Offered furnished, this elegant two-bedroom, two-bath residence with a dedicated office/den and spacious two-car garage is designed for effortless Florida living. Sunlight pours through the open, airy floor plan, highlighting serene natural vistas and creating a warm, inviting ambiance throughout. The beautifully updated kitchen features granite countertops, stainless steel appliances, and a charming breakfast nook, seamlessly opening to the dining and living spaces designed for both everyday comfort and relaxed entertaining. The screened lanai becomes an extension of the home itself offring a peaceful outdoor sanctuary where mornings begin with tranquil preserve views and evenings unwind in complete serenity, far removed from the congestion often found in golf communities. Luxury vinyl flooring enhances the main living areas, while the spacious primary suite offers a walk-in closet, soaking tub, and glass-enclosed shower, creating a true retreat-like experience. Residents of Heritage Oaks enjoy an elevated country club lifestyle with championship golf, five heated pools, tennis courts, fitness center, clubhouse dining, and an active social calendar — all within one of the area’s most picturesque gated communities. Replumbed and re-piped, with a 2022 ROOF and 2017 A/C, this exceptional pet friendly CLUB home villa presents a rare opportunity to experience sophisticated golf course living without compromising privacy, tranquility, or comfort.

5111 Peppermill Court, 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
225 Hourglass Way Unit 103, Sarasota
$550,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere GULF FRONT property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant fish, turtles, and aquatic life. A wonderful entry hall leads into a spacious OPEN CONCEPT floor plan, where the kitchen, living and dining areas flow together to create a wonderful, flexible gathering space. The living space has been extended into what was originally an enclosed 24' x 7' lanai, resulting in the creation of additional valuable interior living space under air, flanked on all sides with floor to ceiling sliders with shades. One set of sliders opens into a private, sunny brick paver patio, perfect for grilling, gardening, or simply relaxing in the surrounding natural beauty. You'll enjoy hosting friends and family in your NEW 2025 kitchen featuring granite countertops, LG stainless appliances, soft-close cabinetry, tile backsplash, breakfast bar, & tray ceiling. The primary and guest bedrooms each include a set of charming French doors that open into the tiled, screened and glassed lanai with direct views into the lagoon. This second enclosed lanai would make a great office or den, art studio, or even a third bedroom. Updated in 2024, both bathrooms include new granite countertops, soft close vanities & fixtures, and recessed lighting. All of the sliders in this unit are Miami Dade hurricane impact rated. 2024 HVAC system. 2025 water heater. Whispering Sands is a 55+ Gulf front community ideally situated just steps to the colorful shops & restaurants of Siesta Key Village offering two heated pools, clubhouse with catering kitchen and fitness rooms currently undergoing complete remodeling, canoe/kayak storage, beachside Tiki Hut & grills, and 800’ of its own beach access on the Gulf! Thoughtfully updated, inviting, and perfectly private, this peaceful corner retreat offers the perfect blend of indoor/outdoor living on beautiful Siesta Key.

225 Hourglass Way Unit 103, Sarasota
4035 Bay Shore Road, Sarasota
$7,400,000
8 Beds ⋅ 9 Baths ⋅ Indian Beach Map Of SubDv. ⋅ 34234 Zip Code
Commanding one of Sarasota's most spectacular bayfront settings, this gated estate is built like nothing else on the market. Set on 55 deep concrete piles driven 30 feet into the ground and built in 2021 entirely of cast-in-place concrete and masonry, including every slab and the roof, the home is a true hurricane fortress designed to stand for generations. An 8-car garage sits beneath the elevated residence on an oversized, fully fenced lot, offering privacy and security. Inside, the open floor plan has no interior bearing walls, only a few discreet columns per floor, allowing the layout to be reconfigured freely to suit any lifestyle. A full Control4 automation system runs throughout the home, and an elevator serves every level, including the roof, which offers the potential for a panoramic rooftop with sweeping views of Sarasota Bay and the city skyline. Outdoors, the property feels like a private resort. The waterfront pool features sunken seating and a swim-up bar, perfect for entertaining or soaking in Sarasota's sunsets over the bay, with direct bay access and unobstructed water views. Now significantly reduced, this is a rare opportunity on Sarasota Bay. The home is fully livable today, finished with simple, functional materials throughout rather than the luxury appointments a residence of this scale invites. The current price leaves a substantial budget to select every finish, fixture and surface to the owner's own taste, add an amazing pool deck and complete the rooftop to the highest standard. The engineering, the automation, the lot and the location are already in place. At this price, the next owner has the means to make it extraordinary.

4035 Bay Shore Road, Sarasota
7401-A Midnight Pass Road Unit A, Sarasota
$1,190,000
34242 Zip Code
….. One Acre of Siesta Key vacant land is almost impossible to find! Here it is, your gateway; the ideal canvas for your dream property, a homesite simply unique in its size and its location, offered at an exceptional price. This rare piece of land is just 0.7 miles south of Stickney Point bridge, across from the renowned Sanderling Club. With 175 ft of street frontage and a depth of 244 ft along Port Lane, this expansive parcel (± 1 Acre/42,677sq ft) gives you a generous building footprint, the coveted opportunity of privacy, of serenity in the middle of it all. Build your custom dream home and still have plenty of room to design your private driveway and your tropical Florida yard. Bonus: Easement with Bay/Dock access. Once the easement is cleared you can take a short stroll to your private dock which extends 235 ft into the bay waters and at this point is capable of docking jet skis, and kayaks. From there you are just a short ride away from the blue waters of the Gulf. You will enjoy how much ‘Little Sarasota Bay’ is Loving Life since Midnight Pass opened naturally, boasting a visible improvement of water clarity & marine life. Not to forget that All of Siesta Key is right at your front door, the famous powdery Beaches, Crescent & Point of Rocks beach, Turtle Beach, its vibrant villages with its shops, Bars & Restaurants. Take this great opportunity to build your private Siesta retreat, Custom builders in the area are well-versed in designing elevated, contemporary, and Key West–inspired homes to complement this exceptional setting. Bay and/or Gulf Views possible depending on design of home. Call today for a showing and additional information. Lot features: lot has not been cleared, property is populated with Palm Trees & some Australian Pine clumps, typical Florida underbrush, no elevation change throughout this parcel, no wetland. Survey, Topographic map and Soil Test are available.

7401-A Midnight Pass Road Unit A, Sarasota
1780 Phillippi Shores Drive Unit F1-44, Sarasota
$169,000
Phillippi Harbor Club SubDv. ⋅ 34231 Zip Code
Welcome to the exciting waterfront lifestyle at Phillippi Harbor Club in Sarasota! This rarely available 1st Level T-top height rack measures 28Lx9.5Wx17.3H. Fits Boats Up To: 28’ L x 8.5’ W x 15.3’ H, the tallest 28ft rack in the facility. Imagine the convenience of having your boat ready to go whenever you are, thanks to the friendly and efficient staff. Hurricane-protected building ensures that your boat stays safe and secure, while you enjoy peace of mind. With reasonable monthly fees, you can enjoy all the perks of the PHC without breaking the bank. But that's not all! Phillippi Harbor Club also offers valet services, discounted fuel, wash stations, shower room, service racks, full detailing services, and private assigned lockers. The location on protected waters with no bridges to the Intracoastal Waterway means that your boating adventures are just moments away. Nestled on the picturesque Philippi Creek, PHC offers more than just a place to keep your boat; it's a community of passionate boaters. This boat rack facility is approximately 4 minutes to the Intracoastal Waterway and about 20 minutes to the Gulf of Mexico.

1780 Phillippi Shores Drive Unit F1-44, 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
1219 S East Avenue Unit 3-304, Sarasota
$399,000
Midtown Office Park SubDv. ⋅ 34239 Zip Code
Prime Office Space – Midtown Medical Park. Potential Owner Leaseback Opportunity! Great investment opportunity! This beautifully maintained office building is in the heart of Sarasota, just minutes from Sarasota Memorial Hospital and downtown. Updated interior featuring luxury vinyl flooring and fresh paint. Plenty of free parking is available outside the building. 5 offices and conference room. Main office suite includes a private shower – perfect for long workdays or executive use. 1 Guest bathroom. Kitchenette with sink, mini fridge, ample cabinetry, and a private entry door Flexible layout suitable for medical, professional, or creative office use

1219 S East Avenue Unit 3-304, Sarasota
4444 Narraganset Trail Unit 96, Sarasota
$235,000
2 Beds ⋅ 1 Baths ⋅ Lake Tippecanoe SubDv. ⋅ 34233 Zip Code
Virtually Staged. Step inside and experience the feeling of a brand-new home—modern, bright, and thoughtfully designed for today’s lifestyle. This residence showcases all new interior and exterior doors, windows with custom blinds, recessed lighting throughout, fresh drywall with feature walls, sleek new cabinetry, and luxury tile flooring throughout—no carpet anywhere. The gourmet kitchen features quartz counters and brand-new appliances, while the spa-like bathroom is complete with elegant finishes that bring everyday indulgence, and accessible from both bedrooms. Every corner of this home speaks to quality and style—from the open, airy layout to the sophisticated design choices that create a perfect blend of comfort and elegance. Nestled in the hidden gem of Lake Tippecanoe, this 55+ maintenance-free community offers more than just a home—it’s a lifestyle. Enjoy access to the private community pool, clubhouse, shuffleboard courts, and a fishing pier on the serene lake, which you can experience from your newly screened back lanai. Move right in and enjoy a modern Sarasota retreat in a vibrant community where everything has already been done for you. All of this, just minutes from Sarasota’s world renowned beaches, shopping, dining, hospitals, parks and cultural attractions. This home isn’t just move-in ready—it’s move-in perfect! Schedule your showing today!

4444 Narraganset Trail Unit 96, Sarasota
101 S Gulfstream Avenue Unit 10B, Sarasota
$899,999
3 Beds ⋅ 2 Baths ⋅ Dolphin Tower SubDv. ⋅ 34236 Zip Code
THE LOWEST priced 2/2 + OFFICE in DOWNTOWN Sarasota!!!!! 1400 sq ft , Large Balcony with panoramic CITY VIEWS !! REAL WOOD FLOORS THROUGHOUT . THE 101 sits in the very heart of downtown directly across from MARINA JACK’S. An open-concept layout, and large windows offering abundant natural light. Enjoy the convenience of downtown Sarasota, steps away from dining, shopping, and cultural attractions. Relax on the private balcony or take advantage of the building’s full list of amenities, including a fitness center, LIBRARY, and YEAR-ROUND HEATED POOL .

101 S Gulfstream Avenue Unit 10B, Sarasota
4444 Swift Road Unit 4, Sarasota
$115,900
1 Beds ⋅ 1 Baths ⋅ Lucaya Country Club Vil SubDv. ⋅ 34231 Zip Code
WELCOME to this beautifully UPGRADED 1 bedroom, 1 bath condo in Lucaya Country Club Villas!!! From the moment you arrive, you'll appreciate the attention to detail, starting with the painted and SCREENED front porch, perfect for year-round enjoyment. Step inside to an inviting open floor plan featuring spacious living room and dining room combo. The kitchen has been tastefully upgraded with MODERN cabinets, countertops, and an eat-in area with stools. The spacious bedroom offers ample closet space, while the bathroom includes a tub and shower combo for convenience. Throughout the condo, you'll find LUXURY VINYL FLOORING, adding to both style and durability. As part of Lucaya Country Club Villas, you'll enjoy access to a community pool, along with a prime location just a short drive to amazing restaurants, shopping, Sarasota's downtown vibrant scene, Sarasota Airport, Siesta Key and the WORLD FAMOUS GULF beaches. Whether you're searching for an investment property or a primary residence, this condo is exactly what you're looking for. This home is truly MOVE-IN ready, offering comfort, charm, and a maintenance-free lifestyle in a desirable community and it's waiting for you to enjoy! Don't wait to make this YOUR home and begin your FLORIDA Lifestyle!

4444 Swift Road Unit 4, Sarasota
2414 Pelican Drive, Sarasota
$500,000
Paver Park Estates SubDv. ⋅ 34237 Zip Code
$20k PRICE REDUCTION...Discover the perfect canvas for your dream home in one of Sarasota’s most desirable locations! This spacious corner lot has already been cleared of the previous structure as well as a few damaged trees. This parcel is a little over 1/4 acre and offers a clean slate for new construction with no design impediments. Located in FLOOD ZONE X, this location provides peace of mind and flexibility for builders and homeowners alike. With NO HOA restrictions, you have the freedom to create a home that suits your lifestyle. Enjoy unbeatable proximity to Payne Park, the Legacy Trail, Downtown Sarasota, Marina Jacks and area beaches. Great location to build your forever home, this lot offers location, convenience, and opportunity.

2414 Pelican Drive, Sarasota
767 John Ringling Boulevard Unit 2, Sarasota
$309,000
1 Beds ⋅ 1 Baths ⋅ Sarasota Harbor East SubDv. ⋅ 34236 Zip Code
Owner Financing Available! Experience breathtaking bay views from both the kitchen and family room in this newly remodeled 1 Bedroom, 1 Bath condo at Sarasota Harbour West. This stylish retreat is perfectly located just minutes from St. Armands Circle and the world-famous Gulf Coast beaches, including Lido Beach and Siesta Key. The condo features modern finishes, updated flooring, and a sleek kitchen designed for both function and style. Large windows fill the space with natural light while capturing serene water views and unforgettable sunsets. Community amenities include a waterfront pool, private dock access, and reserved parking. Ideal as a full-time residence, vacation getaway, or investment property and all just steps from Sarasota’s top dining, shopping, and entertainment.

767 John Ringling Boulevard Unit 2, Sarasota
6103 Clubside Drive Unit 6103, Sarasota
$349,900
3 Beds ⋅ 2 Baths ⋅ Clubside At Palm-Aire SubDv. ⋅ 34243 Zip Code
Welcome to this updated residence in Clubside at Palm-Aire. Offering three bedrooms, two baths and spans 1,751 square feet under air. An under-air Florida room overlooking the golf course extends the great room living space, creating a versatile area for relaxation or entertaining. This home has been fully updated to include impact-rated hurricane windows and doors, and the beautiful guest bath with modern finishes is delightful. The owner’s suite includes an en-suite bath with dual sinks, a glass-tiled walk-in shower and a spacious walk-in closet with custom closet and an adjacent room overlooking the golf course, can be used as an office, or serve as a peaceful retreat. The oversized one-car garage features custom cabinetry and an upgraded speckled epoxy floor. Clubside at Palm-Aire is an active community with a pool. Though the community is set along the Palm-Aire Country Club golf course, membership is optional. The location is just minutes from University Town Center, Sarasota-Bradenton International Airport, downtown Sarasota and Lido Key Beach. Owner put nearly $200K in improvements and upgrades in this home. List provided upon request.

6103 Clubside Drive Unit 6103, Sarasota
8405 Louisiana Street, Sarasota
$1,500,000
North Sarasota SubDv. ⋅ 34243 Zip Code
Prime 1.72-Acre Lot – Centrally Located Near Sarasota, FL Own 1.72 acres in a high-demand central location, just minutes from everything: 6 minutes to Sarasota-Bradenton International Airport (SRQ) 9 minutes to Indian Beach Easy access to I-75 Surrounded by top-tier dining and shopping This versatile property is ideal for commercial development — perfect for an office complex, medical clinic, or small warehouse. With its proximity to major highways, airports, and Sarasota’s growing business and residential areas, this lot offers excellent visibility and convenience. Zoning and utilities ready. Location = Opportunity.

8405 Louisiana Street, Sarasota
1930 Adams Lane, Sarasota
$595,000
Towles Sub SubDv. ⋅ 34236 Zip Code
Prime Development Opportunity in Downtown Sarasota or build your dream home here! Discover the possibilities with this vacant parcel at 1930 Adams Lane, perfectly positioned in the heart of Sarasota. Zoned Downtown Edge (DTE), this property offers exceptional flexibility for future development in one of the city’s most desirable and walkable locations. Situated just steps from Main Street, Payne Park, shopping, dining, and Sarasota’s vibrant cultural scene, this site provides endless potential—whether for residential, mixed-use, or commercial projects. An added advantage: adjacent parcels are also available, creating a rare opportunity for potential assemblage to expand your footprint and maximize development density. With Sarasota’s continued growth and demand for urban living, this property is ideal for investors, builders, and visionaries seeking a prime downtown project. Don’t miss your chance to secure land in one of Sarasota’s fastest-growing corridors.

1930 Adams Lane, Sarasota
1950 Adams Lane, Sarasota
$795,000
1 Beds ⋅ 1 Baths ⋅ Towles Sub SubDv. ⋅ 34236 Zip Code
Prime investment and redevelopment opportunity in Sarasota’s sought-after Towles Court Arts District! This mixed-use property offers approx. 750 sq. ft. of commercial/gallery or studio space plus 363 sq. ft. of residential use, making it ideal for live/work tenants, creative professionals, or small businesses. Historic details and metal roof—blend with flexible layouts to attract both renters and end users. With zero side setbacks and DTE (Downtown Edge) zoning, the property offers significant redevelopment upside. Surrounded by other commercial and residential parcels, 1950 Adams Lane also presents excellent assemblage potential for investors or developers looking to create a larger mixed-use or residential project. Located just steps from downtown Sarasota’s restaurants, shops, galleries, and cultural amenities, this property combines immediate income potential with long-term growth. A rare chance to secure a prime footprint in one of Sarasota’s most dynamic districts!

1950 Adams Lane, Sarasota
377 S Shore Drive, Sarasota
$2,390,000
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
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
160 Garden Lane, Sarasota
$1,000,000
Siesta Rev SubDv. ⋅ 34242 Zip Code
Excellent Development and Investment Opportunity LOT, PLANS and PERMITS have already been city-approved to build a new home on the property located on the coveted north end of Siesta Key just minutes from Siesta Key Beach! Renderings can be found under attachments. Refurbish and renovate the existing property, or tear it down and build your dream home on this prime oversized corner lot.. The preliminary plans are attached for a coastal contemporary elevated three-story home featuring 5 bedrooms, 4 full and 1 half bathrooms, a two car garage, open floor plan, gourmet chef’s kitchen, dining room, a dedicated office, flexible bonus spaces, an elevator servicing all three levels. The outdoor area includes multiple covered lanais and balconies, spaces for entertaining, and a resort-style pool and spa with a sun shelf. Short-term rentals are permitted, allowing flexibility for many investment opportunities such as Airbnb and vacation rentals. Located just steps from Siesta Key’s world-famous beaches and only minutes from Siesta Village dining and shopping, this new construction residence offers the perfect blend of luxury, design, and island lifestyle. This is a rare opportunity to enjoy island life and the best beaches while living in a convenient location within very close proximity to Downtown Sarasota, Southside Village, top restaurants, shopping, hospitals, and entertainment.

160 Garden Lane, Sarasota