Refine Search
Map
Sort by
2341 Harbour Oaks Drive, Longboat Key
$1,410,000
3 Beds ⋅ 3 Baths ⋅ Harbour Oaks SubDv. ⋅ 34228 Zip Code
Welcome to your elevated and relaxed Longboat Key lifestyle—where everything has already been beautifully updated - all that’s left to do is move in and enjoy. Tucked behind the gates of Bay Isles in the charming Harbour Oaks enclave, this bright and open end-unit villa offers gorgeous golf course views, peaceful water features and those unforgettable sunset skies that make every evening feel like a getaway. Inside, the home has a Serena & Lilly feel - its fresh, comfortable and thoughtfully designed. With 2,282 square feet, three en-suite bedrooms and a light-filled open layout - it’s ideal for both relaxed everyday living and hosting friends and family. New luxury vinyl plank flooring runs throughout, while vaulted ceilings, skylights and a garden atrium brings in beautiful natural light. The kitchen has been fully updated with quartz countertops, a marble backsplash, stainless appliances and a casual breakfast bar—perfect for morning coffee before heading to the beach. There’s also a separate dining space for more intimate dinners. Outdoor living is where this home really shines. Sliding doors open to a spacious, two-level screened lanai with a newly pavered deck, electric awning for shade and a newly resurfaced and retiled PebbleTec saltwater pool. It’s your own private retreat—perfect for lounging, entertaining or simply soaking in the peaceful golf course views. The bathrooms have been beautifully reimagined with marble showers, Kohler fixtures and clean, modern finishes. Additional updates include a new roof (2025), newer AC and water heater (2021) and a two-car garage for convenience. Upgrades are plentiful - including Hunter Douglas window treatments and plantation shutters - which add a polished but easygoing feel. Living in Bay Isles means enjoying a true resort lifestyle, with access to a private beach club, marina and scenic walking paths—all in a gated, maintenance-free community. You’re just minutes from the Longboat Key Club and Tennis Center, Publix, everyday conveniences - and a short drive to the shops and restaurants of St. Armands Circle and downtown Sarasota.

2341 Harbour Oaks Drive, Longboat Key
2333 Harbour Oaks Drive, Longboat Key
$1,285,000
3 Beds ⋅ 3 Baths ⋅ Harbour Oaks SubDv. ⋅ 34228 Zip Code
Welcome to your dream home in paradise with a sunny southwest exposure! This luxury villa offers an exceptional view of the lush green fairways of the Longboat Key Club golf courses, ponds, and breathtaking sunsets. Featuring an expansive lot (.25 acres), this end unit provides an abundance of natural light. Recent upgrades include a beautifully remodeled kitchen, a new roof 2025, high-impact sliding glass doors, and screens replaced on the pool cage in 2023. The villa offers three-bedroom, two-and-a-half-bathroom with soaring ceilings and ample natural light. Situated in Harbour Oaks 2, a charming community nestled in a secure and well-maintained environment. Residents of Harbour Oaks enjoy a community pool, spa, lush landscaping, and membership to the Bay Isles Beach Club. Enjoy three sliding doors that gracefully open to the expansive, screened-in lanai, where your private heated pool and jacuzzi spa awaits you. Two-car garage that with organized storage for all your beach and sports essentials. Furthermore, as a valued resident of Harbour Oaks, you will enjoy exclusive access to the private beach club on the Gulf, where parking is always readily available. Residing in Harbour Oaks in Bay Isles offers convenient proximity to the amenities of the Longboat Key Club (separately available for membership purchase), including golf, tennis, pickleball, and five exquisite private restaurants. A marina is conveniently situated within walking distance, and slips can be acquired independently. Conveniently located nearby are Publix, CVS, the post office, banks, and beaches. Longboat Key’s Town Center and the Longboat Key Club Marina.

2333 Harbour Oaks Drive, Longboat Key
2123 Harbourside Drive Unit 903, Longboat Key
$1,200,000
3 Beds ⋅ 3 Baths ⋅ Harbour Oaks SubDv. ⋅ 34228 Zip Code
This meticulously renovated, maintenance-free residence is situated within the esteemed Harbour Oaks community on Longboat Key, an exclusive golf-front enclave comprising 42 residences within the Bay Isles section. This first-floor residence offers an exceptional golf and beach lifestyle, presenting three bedrooms and three baths, all recently updated. The home is offered fully furnished with a curated-collection of coastal furniture. The interior showcases impact-resistant windows and doors, new engineered wood and marble flooring, updated air-conditioning units, upgraded plumbing fixtures, and a new hot water tank. Further enhancements include bespoke window treatments and custom closet built-ins. The contemporary kitchen is appointed with white custom wood cabinetry, quartz countertops, designer backsplash tiles, high-end appliances, and coastal-inspired lighting. Distinct living areas encompass a dedicated home office or bonus room with golf course views, a spacious dining area, a formal sitting room, and a great room that seamlessly transitions to the screened lanai. The primary suite serves as a serene sanctuary, featuring generously proportioned wardrobe built-ins, a walk-in closet, a dedicated AC and a spa-like bath with beautiful marble finishes. Each bedroom features a private, renovated bath complete with upgraded vanities, marble shower tiles, and brushed-gold plumbing fixtures. An expansive, travertine-paved lanai offers over 600 square feet of additional entertaining space, featuring a panoramic view screen enclosure that overlooks the fairways of the Longboat Key Club golf course and provides stunning tropical sunset vistas. Additional amenities include a laundry nook with a full-size washer and dryer and a dedicated attic for supplementary storage. The two-car garage is outfitted with epoxy flooring, custom cabinetry, overhead storage, and a wall storage system. Conveniently located, the community pool and spa are mere steps from the front door. The residence also benefits from a new roof and exterior paint. Bay Isles fosters a luxurious lifestyle with two 24-hour staffed security gates and a private, gated, Gulf-front beach club. The beach club provides a covered pavilion, picnic areas, restrooms, beach chair storage, barbecue grills, and ample parking. The pet policy at Harbour Oaks permits one dog up to 50 pounds and one cat. This location offers convenient access to grocery shopping, a variety of restaurants, banking facilities, fitness centers, tennis and pickleball courts, marinas, and golf courses. Just minutes away, residents can explore St. Armands Circle, renowned for its boutique shopping and elevated dining experiences, boasting over 130 boutiques, specialty shops, galleries, and restaurants. Additionally, Sarasota's distinguished cultural arts scene, fine dining, and vibrant nightlife are easily accessible. Sarasota, often referred to as Florida's Cultural Coast, provides a diverse and dynamic array of galleries, theaters, and museums. This residence offers an opportunity to experience the pinnacle of sophisticated coastal living on Longboat Key.

2123 Harbourside Drive Unit 903, Longboat Key
2358 Harbour Oaks Drive, Longboat Key
$980,000
3 Beds ⋅ 3 Baths ⋅ Harbour Oaks SubDv. ⋅ 34228 Zip Code
This expansive villa offers the space and comfort of a private home, paired with the ease of maintenance-free living in Harbour Circle. Vaulted ceilings, oversized rooms, and natural light define the interior, while nearly 760 square feet of outdoor living—including a double-deck lanai overlooking a saltwater pond fed by the bay—create the perfect backdrop for dining, entertaining, and everyday relaxation. The private courtyard garden with its tranquil waterfall and the airy atrium bring character and serenity to the home. As an end and corner unit, this villa enjoys one of the largest lots in the community, ensuring privacy and quiet. Inside, the eat-in kitchen features stainless steel appliances, a desk nook, tongue-and-groove ceiling, full tile accent wall, leaded glass details, and a brand-new refrigerator. The home offers three walk-in showers and a soaking tub for spa-like comfort, with porcelain tile throughout and a large, open living area designed for gathering with family and friends. A two-car garage with attic storage, two hot water heaters, and a new roof—good for the next 20 years—add everyday practicality. Harbour Circle provides comprehensive maintenance-free living, with the HOA covering exterior upkeep from roof and skylights to landscaping. The heated community pool and hot tub are just steps away, while residents also enjoy private Gulf-side beach access. Nestled in the exclusive double-gated community of Bay Isles, the property is conveniently located within walking distance to Publix, and it shares the grounds of the Longboat Key Club, where daily marina walks, tennis, golf, dining, and optional club membership enhance the lifestyle. Quiet, private, and beautifully maintained, this villa represents the closest thing to a private home while offering the benefits of resort-style living. Don’t miss your opportunity to own a piece of Longboat Key paradise—schedule your private showing today.

2358 Harbour Oaks Drive, Longboat Key
2323 Harbour Oaks Drive, Longboat Key
$950,000
3 Beds ⋅ 3 Baths ⋅ Harbour Oaks SubDv. ⋅ 34228 Zip Code
Welcome to 2323 Harbour Oaks Drive, a light-filled villa with a wide-open layout and peaceful vistas overlooking the Longboat Key Club golf course and a serene pond. Positioned to capture gorgeous natural light throughout the day, this residence lives effortlessly with soaring ceilings, generous room sizes, and seamless indoor–outdoor connection. An inviting great room and dining area open to the screened brand-new pool deck through expansive sliding glass doors, creating the perfect setting for relaxing or entertaining while enjoying views of the fairway and water. The kitchen flows directly into the main living spaces, making daily living simple and intuitive. The spacious primary suite offers privacy, while two additional bedrooms provide flexibility for guests or a home office. Located in Harbour Circle, one of Bay Isles’ most established and well-maintained communities, residents enjoy lush landscaping, a community pool and spa, and exclusive membership to the Bay Isles Beach Club — complete with private parking, pavilion, beach chairs, and direct beach access. Just moments from the Longboat Key Club, with optional membership for golf, tennis, pickleball, fitness, and private dining, the deep-water LBK Moorings Marina, and all the conveniences of Publix, CVS, banks, and boutiques. This location also offers easy access to St. Armands Circle and the cultural amenities of downtown Sarasota.

2323 Harbour Oaks Drive, Longboat Key
2040 Palm Terrace, Sarasota
$598,990
4 Beds ⋅ 2 Baths ⋅ Harbour Oaks SubDv. ⋅ 34231 Zip Code
Architect-Designed Masterpiece of Indoor – Outdoor Living………. this meticulously crafted residence sits on a prime Sarasota lot of nearly 10,000 sq ft. in a neighborhood atmosphere that is soft and warm and kids play everyday. The design embodies a Garden – Architecture Integrated Layout; A concept known as The MODERN - BOHEMIAN style and is devoted to creating meaningful interactions between the built environment and the surrounding landscape…… by fusing the warmth, nature, and free spirit of Bohemian (Boho) with the simplicity, sophistication, and functionalism of Modern (Modern) style. It is a blended aesthetic that seeks a relaxed, personalized atmosphere while maintaining visual neatness and a sense of refinement. The entire property is poetically expressed as “One Dwelling, One Pavilion, Three Courtyards,” consisting of the main residence (Dwelling), the detached multifunctional studio (Pavilion), and the Front, Back, and Side Yards that encircle both structures…… The main residence deliberately minimizes hallways and maximizes usable space. This efficiency, combined with practical bathroom sizing and the presence of four custom viewing niches throughout the home, significantly improves the overall usage efficiency of the floor plan. • Design Philosophy: Courtyard Suites Immersed in Nature………. The main house and gardens form a cohesive ecosystem, where every interior space extends seamlessly toward the outdoors….. • Living & Dining…. The living room opens fully to the side yard through folding sliding window doors, transforming it into an outdoor extension ideal for gatherings….. The open kitchen, island, and dining area flow into a dramatic 9’ × 32’’ panoramic bay window, offering tranquil views of mature trees in the front garden—dining here feels like sitting within a private forest….. • Bedrooms….. • Primary Suite: Floor-to-ceiling sliding window doors frame the expansive rear garden, creating a private retreat with a luxurious landscape backdrop….. • Bedrooms 2 & 3: Bay windows paired with built-in seating nooks bring the garden inward, allowing each room to feel gently embraced by nature….. • Bedroom 4 / Study: Designed as a home office and reading room, this space is surrounded by both side and rear gardens. Two large windows plus a sliding door allows one to view the garden from different angles….. Every room becomes a private courtyard suite, each offering its own intimate connection with the surrounding gardens….. The Pavilion: Multifunctional Studio & Outdoor Activity Hub….. Detached from the main residence, the 240 sq ft Shed serves as a highly versatile bonus structure. Featuring electric service, water, sewer, AC, cable connection, insulation, and garden views, it functions perfectly as a Mini Office, workshop, media room, or creative studio, including an integrated laundry area with new washer and dryer that conveys with the property….. Directly outside the shed window lies a dedicated outdoor BBQ zone, making this pavilion the center of outdoor living. The design reinterprets traditional “garage culture” into an elevated, modern backyard lifestyle hub. .....See pictures for additional information on each room.

2040 Palm Terrace, Sarasota
2144 Oak Terrace, Sarasota
$430,000
3 Beds ⋅ 2 Baths ⋅ Harbour Oaks SubDv. ⋅ 34231 Zip Code
Single story home in move-in ready condition with an abundance of natural light throughout (and a new roof!). The bedrooms are generously sized, and bathrooms are well maintained. The home also offers an oversized garage with additional storage potential. NO HOA FEES! Easy to show!

2144 Oak Terrace, Sarasota
2034 Pine Terrace, Sarasota
$416,667
Harbour Oaks SubDv. ⋅ 34231 Zip Code
Income producing Duplex. Professionally managed block duplex, fully occupied, centrally located in Sarasota.

2034 Pine Terrace, Sarasota
2029 Palm Terrace, Sarasota
$267,000
2 Beds ⋅ 2 Baths ⋅ Harbour Oaks SubDv. ⋅ 34231 Zip Code
Income Producing Duplex located just off US41 in South Sarasota. Each unit is a 1 bedroom 1 bathroom with Vinyl Floors on both sides (left side newly replaced vinyl) and some tile. Galley style kitchens with Refrigerator and range and door to backyard. Full size bathroom with shower. Annual leases through Sept 2025 & July 2026. Combined Gross rents are $2,545/mo . Separately metered electric. Water paid by owner. Roof replaced 2022. Hot Water Heaters 2021. A/C Window Units. Large lot just under a 1/4 acre. Parking on both sides of property for each tenant. Fenced backyard. Good school zones. Central to Beaches, shopping, restaurants, good schools, golf and more! Call to schedule your showing.

2029 Palm Terrace, Sarasota

How much is your home worth?

Get instant property value now!