$18.7 Million Sarasota Bayfront Estate Blends Timeless Craftsmanship With Resort-Style Luxury Living
A Crown Jewel in Harbor Acres: Luxury and Lifestyle Intersect on the Bay
Situated in one of Sarasota’s most prestigious waterfront neighborhoods, 1423 & 1435 Hillview Ave offers a rare opportunity to own an estate that exemplifies timeless design, refined craftsmanship, and a seamless connection to Sarasota Bay. Listed at $18.7 million, this exceptional single-family residence spans 11,588 square feet and features six bedrooms, nine bathrooms, and over 1.82 acres of manicured land across two parcels with 249 feet of bay frontage. Built in 2006, the home sits within the sought-after Harbor Acres community – an area known for its exclusivity, deep-water access, and proximity to downtown Sarasota.
“It’s a legacy property,” shares listing agent Joel Schemmel of Premier Sotheby’s International Realty. “You’re not just buying square footage. You’re buying into the Sarasota lifestyle – sunsets over the water, cocktails on the terrace, and weekend boating right from your backyard.”
Seamless Design with Architectural Depth and Character
The Sarasota home for sale makes a striking first impression with a winding paver driveway flanked by mature palms leading to a travertine stone façade and porte cochère. Through heavy wooden doors, guests are welcomed by a soaring foyer with columns, rich millwork, and archways that introduce the home’s custom aesthetic.
Every room flows with intuitive precision. The main family room – anchored by a gas fireplace – features zero-corner sliding glass doors that open to bay views and let in natural light. Coffered ceilings, crown molding, and wainscoting accentuate each space, while warm hardwood floors unify the interiors. The gourmet kitchen is appointed with top-tier appliances, including Dacor double ovens, Sub-Zero refrigeration, Bosch dishwashers, and a Scottsman ice maker, all centered around a massive granite island with seating and hidden storage. Adjacent is a fully equipped butler’s kitchen for entertaining, with its own cooktop, fridge, microwave, and prep station.
A dedicated wine room with paneled walls, a separate wet bar, and an oversized wine fridge further elevate the experience, setting the stage for everything from elegant dinners to casual Sunday brunches. “The way this home in Sarasota for sale integrates warm architectural textures with functionality is what makes it truly special,” says interior design consultant Margot LeClair, who has worked on several Harbor Acres properties. “There’s a feeling of welcome luxury – never cold, never overdone.”
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Resort-Style Outdoor Living in the Heart of Sarasota Real Estate
The outdoor areas of 1423 & 1435 Hillview Ave mirror the grandeur of the interiors. A saltwater pool with cascading water features and a raised spa commands attention, flanked by natural stone pavers and lush turf. There’s an outdoor kitchen with a built-in grill, bar seating, and refrigerator – perfect for poolside meals and entertaining. Just steps away, a dedicated pool bath, fire pit, and hammock garden complete the relaxed ambiance.
An upper terrace, connected by a spiral staircase to the pool level, extends from the primary suite and offers unmatched views of the bay. Meanwhile, a sport court and two private yacht docks – each accommodating vessels over 75 feet – make this Sarasota real estate a water enthusiast’s dream.
“The waterfront is truly world-class,” adds Schemmel. “You have no fixed bridges, full Gulf access, and you’re five minutes by boat from Big Pass. That’s priceless.”
Thoughtful Interior Planning for Family and Guest Privacy
The primary suite, situated upstairs, is a masterclass in indulgent living. From the private sitting room with fireplace to the coffee bar, dual walk-in closets, and spa-inspired bathroom featuring a jetted soaking tub and multi-head rain shower, every element prioritizes luxury and privacy.
Guests are comfortably accommodated across four additional en-suite bedrooms, while a separate in-law suite with its own kitchen, living room, laundry area, and terrace offers long-term independence. In this home in Sarasota for sale, a media room with tiered seating, custom sound treatment, blackout windows, and a built-in bar provides cinematic luxury at home. There’s also a dedicated fitness center, bonus room with terrace, built-in homework station, and three-stop elevator for effortless navigation across both levels.
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One of Sarasota’s Most Coveted Communities
Harbor Acres is synonymous with exclusivity and accessibility. The community combines Old Florida charm with modern infrastructure, just minutes from Southside Village, St. Armands Circle, and the Gulf beaches. Residents enjoy proximity to fine dining, boutique shopping, and cultural venues like the Sarasota Opera House and the Ringling Museum of this Sarasota real estate.
“It’s the only place in Sarasota where you can have walkability, boating access, and a true luxury community feel,” LeClair told Luxury Houses Magazine. “It’s where many of Sarasota’s most influential residents quietly reside.”
Transaction History and Market Positioning
Originally listed in March 2022 at $21.6 million, the estate underwent multiple price adjustments before relisting in June 2025 at $18.645 million. With a price per square foot of $1,609, the property remains highly competitive given its scale, waterfrontage, and location. This segment of the Sarasota real estate market continues to hold strong interest among high-net-worth individuals seeking secondary residences with boating and entertainment potential.
Despite market fluctuations, home in Sarasota for sale – particularly in neighborhoods like Harbor Acres-have demonstrated long-term stability and value appreciation. Few offer the full combination of privacy, access, design integrity, and acreage that this estate provides.
Interested buyers can explore 1423 & 1435 Hillview Ave once-in-a-generation property on the official Zillow listing or connect directly with listing agent Joel Schemmel via the Premier Sotheby’s International Realty website.
For inquiries or to schedule a private showing, please contact:
Joel Schemmel
941-587-4894
PREMIER SOTHEBY’S INTERNATIONAL REALTY
* This property might not for sale at the moment you read this post; please check property status at the above Zillow or Agent website links*
More Homes in Florida here:
- $18.7 Million Sarasota Bayfront Estate Blends Timeless Craftsmanship With Resort-Style Luxury Living
- A Timeless $35 Million Architectural Gem Offers Gulf-Front Grandeur on Longboat Key
- Ultra-Rare Ocean-to-Lake Estate in Manalapan Listed for $33 Million with Dual Water Frontage and Endless Potential
- This Bold $17.3 Million New-Build in Ponce-Davis Sets a New Standard in Miami Real Estate
