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408 Jackson Drive, Sarasota
$2,750,000
4 Beds ⋅ 4 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
Better than new and upgraded to perfection! Steps from St. Armands Circle, this spacious and quiet 4BR/4BA home offers tranquility in its simplicity, while still walkable to a bevy of options for activities and entertainment. The fenced-in garden, pool, and covered outdoor eating area make this nearly new home a gem of all jewels. Walk to St Armands Circle in minutes, a short distance to Lido Beach, and Sarasota’s bustling downtown. Perfect for family living or entertaining on any scale. Nothing was overlooked when this home was meticulously renovated recently! Remarkable touches and style are visible in every room, from soaring tray ceilings and recessed lighting, to the seamless indoor/outdoor flow that’s created by a wall of double-paned sliders, and a shady poolside outdoor eating/grilling space. The open and light-filled Great Room effortlessly connects to a welcoming dining area and exquisite new chef’s kitchen, boasting waterfall quartz countertops and backsplash, as well as an extended breakfast bar, SS appliances, convenient pot-filler, and updated neutral sage-tone solid wood cabinets on display. The Casita with a separate (keyless) entryway would delight any overnight visitors! This private suite boasts its own mini-kitchen, bathroom, walk-in closet, and French doors leading guests directly into a hidden and relaxing pool area. Just 2 blocks to St. Armands Circle, minutes from the heart of downtown Sarasota and its Bayfront, where a sprawling cultural hub offers: theaters, Opera, museums, restaurants, boutique shopping, dining, and plenty of entertainment venues. Finally a place where you can relish in the peace and luxury of quiet comfort near St Armands Circle, while enjoying the best entertainment and activities that downtown Sarasota can share. Come see it for yourself!

408 Jackson Drive, Sarasota

409 N Washington Drive, Sarasota
$1,631,000
2 Beds ⋅ 2 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
What if you could own a fully renovated beach house on St. Armands Circle for the price many buyers are paying for an outdated condo… while being surrounded by $3M-$10M homes just blocks from the Gulf? Welcome to 409 N Washington Drive, an exceptionally rare opportunity to own one of the least expensive fully renovated homes to become available on St. Armands in years. Perfectly positioned just two blocks from the world-famous boutiques, restaurants, and cafés of St. Armands Circle, and only three blocks from the beautiful beaches of Lido Key, this charming single-story bungalow captures the kind of lifestyle most only experience on vacation. And here, vacation never has to end. Tucked away on one of the quietest streets on the Key, this beautifully updated 2-bed, 2-bath residence spans about 1700 SF and has been thoughtfully designed to deliver effortless coastal living with a resort-style feel. Lush tropical landscaping creates a sense of privacy rarely found this close to the beach and Circle, while multiple outdoor patios, lounging areas, and a sparkling resort-style pool invite year-round indoor-outdoor living and entertaining. Behind the charming exterior is a completely updated residence designed for effortless ownership, low-maintenance living, and maximum enjoyment. The home has undergone extensive renovations including updated PVC plumbing, updated electrical systems, hurricane-rated impact windows and doors, renovated kitchen and bathrooms, upgraded flooring, modern finishes, updated appliances, and refreshed indoor-outdoor living spaces. Every detail was intentionally curated to create a bright, inviting atmosphere that feels relaxed, elevated, and move-in ready from day one. Unlike many older island properties that become renovation projects disguised as opportunities, 409 N Washington removes the uncertainty, expense, and disruption buyers often fear when purchasing near the coast. There is no looming “what will break next?” anxiety here. The heavy lifting has already been done. For investors, this property checks nearly every box that drives premium short-term rental performance: an iconic walkable location, proximity to the beach, strong luxury rental demand, a fully furnished turnkey setup, and a proven St. Armands address that has historically outperformed many Sarasota County markets in appreciation and desirability. Offered furnished, including household goods, linens, décor, and months of future bookings in place, this is the type of property capable of generating strong occupancy with minimal downtime while also serving as a long-term appreciation play in one of Florida’s most supply-constrained markets. For lifestyle buyers, the appeal becomes even more personal. Imagine morning walks to coffee on the Circle, afternoons at Lido Beach, sunset dinners without needing a car, and evenings entertaining poolside after a day on the water. Whether used as a seasonal retreat, a lock-and-leave second home, or a full-time residence for a buyer seeking a lower-maintenance alternative to condominium living, this home delivers the rare combination of freedom, convenience, privacy, and coastal charm. In an area where many properties require extensive updating or command significantly higher prices, this home represents a rare opportunity to own a turnkey St. Armands residence with lifestyle appeal, income potential, and long-term investment strength wrapped into one exceptionally charming property.

409 N Washington Drive, Sarasota

204 N Adams Drive, Sarasota
$1,600,000
Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
Prime Vacant Lot in the Heart of St. Armands Circle – Rare Opportunity. Seller will entertain offering owner financing. Discover one of the most coveted pieces of real estate in Sarasota – a large 17,588 SF vacant lot perfectly positioned in the heart of St. Armand’s Circle. Surrounded by multi million dollar homes, world-class restaurants, boutique shopping, and vibrant nightlife, this location offers the ultimate Sarasota lifestyle. Lido Beach is just moments away, while the cultural attractions and waterfront beauty of downtown Sarasota are a short drive over the Ringling Bridge. Whether you envision a luxury coastal retreat or a savvy investment in one of Florida’s most sought-after areas, this rare offering is your chance to own a piece of paradise in an iconic location.

204 N Adams Drive, Sarasota

130 N Adams Drive, Sarasota
$1,335,000
3 Beds ⋅ 2 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
Virtually Staged. Charming Mid-Century Ranch on Saint Armands | Oversized Lot. Welcome to your slice of paradise on the coveted Saint Armands in Sarasota, Florida. This sturdy mid-century ranch home offers the perfect blend of timeless character and modern comfort. Situated on an oversized lot, this 3-bedroom, 2-bathroom residence provides ample space for relaxation, entertaining, or future expansion. Step inside to discover a natural light-filled floor plan with classic mid-century details and an inviting atmosphere. The generous living area with vaulted ceilings flows seamlessly, creating a warm, welcoming environment ideal for both everyday living and entertaining guests. Enjoy peace of mind with major updates already in place, including a newer roof (2021) and HVAC system (2023)—ensuring comfort and efficiency for years to come. Outside, the expansive yard offers endless possibilities—from 2 existing outdoor hot water showers to lush landscaping and outdoor dining spaces to room for a pool or garden oasis. Just a short stroll to the boutiques and dining of Saint Armands Circle and minutes to the pristine shores of Lido Beach, this home is perfectly positioned to enjoy the best of coastal Sarasota living. Don’t miss this rare opportunity to own a classic gem in one of Sarasota’s most desirable neighborhoods. Private showings available.

130 N Adams Drive, Sarasota

323 Madison Drive, Sarasota
$1,245,000
3 Beds ⋅ 2 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
One or photo (s) have been virtually staged. Lowest priced single family home on Saint Armands. Really charming beach style cottage that has been completely updated with beautiful appointments. This 3 bedroom, two bath home is located in a superb location in the SW quadrant of the Key. Step out your front door to world class shopping, dinning and entertainment. Public beach is only one block away. Newer flat tile roof 2018. New A/C and Water heater. New GE Profile appliances. This sweet little home is ideal for a second home retreat or income property with 1 week rental minimum and no HOA fees. Surrounded by Multi Million Dollar Homes. Rebuild your new home here. The true value is in the land.

323 Madison Drive, Sarasota

25 N Washington Drive, Sarasota
$1,200,000
Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
Sarasota island living on world-renowned St. Armands Circle. Walk to five-star restaurants, chic boutiques, coffee houses and ice cream shops. Stroll to Lido Beach to rejoice in year-round blue skies, Gulf breezes and Sarasota’s spectacular sunsets. Downtown Sarasota, with its eclectic mix of shopping, dining, boating, culture and the arts, is just over the iconic Ringling Bridge aboard the free Bay Runner trolley which runs from downtown to south Lido with multiple stops in between. A distinctive St. Armands Key address is now available on this .26-acre homesite, an exceptional 75-by-152-foot lot on which to build the coastal home of your dreams. To imagine the possibilities, Mark Sultana of DSDG Architects designed a three-story, contemporary home featuring a roof deck with bay view suitable for this lot. The plans, although perfect for this lot, can be modified for your specifications. The proposed home design and floor plans are available for your review. The price offered is for the lot only. St. Armands Key is home to a distinguished residential community surrounding the picturesque and world-renowned St. Armands Circle. The Circle provides year-round amenities including fine and casual dining, shopping, banking, salons, spas, art galleries and a variety of professional services. In addition, the City of Sarasota, St. Armands Residents Association and St. Armands Circle merchants sponsor seasonal events and art fairs culminating in the lighting of the 60-foot tall Christmas tree during the Holiday Night of Lights. St. Armands, Downtown Sarasota, Lido Beach– welcome to an enchanted coastal lifestyle sure to please family, friends, and especially you!

25 N Washington Drive, Sarasota

236 N Blvd Of The Presidents, Sarasota
$1,042,000
Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
Seize a rare opportunity to own and build on Sarasota’s iconic St. Armands Key. Just steps from the boutiques and dining of St. Armands Circle and the white sands of Lido Beach, this 7,657 sq. ft. homesite (RSF-2 zoning) has been fully prepped and is truly ready to go. The sellers have already invested the time and resources: demo has been permitted and completed, the lot is cleared, utilities are available, and preliminary architectural site plans are included. Adding to this turnkey advantage, FL licensed Sarasota-based Certified General Contractor, Coral Cove Construction, Inc. is aligned and ready to begin your new project, if desired. For a buyer, this removes one of the hardest hurdles in today’s market—securing a trusted GC with availability. Whether moving forward with the included coastal luxury design or creating something entirely custom, the path to construction is streamlined from day one. Surrounded by new construction homes commanding $4M–$6M+, this parcel is competitively positioned at $1.295M. For the developer, the ROI math is compelling: plans in place, CGC aligned, and seasonal demand building as feeder markets flow into Sarasota. For the retail buyer, it is a chance to create a dream home in a neighborhood where lifestyle and legacy meet—walking distance to the Circle, the beach, and the unmatched energy of Sarasota’s waterfront living. This is more than land—it’s a build-ready, shovel-ready opportunity to deliver your vision on one of Florida’s most iconic Keys.

236 N Blvd Of The Presidents, Sarasota