Features & Amenities

Interior

  • Other Interior Features

    Eat-in Kitchen, High Ceilings, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s)

  • Total Bedrooms

    3

  • Bathrooms

    2

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central

  • Pet friendly

    Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Stucco

  • Other Exterior Features

    Balcony, Storage

  • Parking

    Garage Faces Side, Guest, Attached

  • Pool

    No

  • Waterfront YN

    NO

  • View

    Water, Golf Course

Area & Lot

  • Property Type

    Residential

  • Property Sub Type

    Condominium

  • Architectural Style

    Coastal, Contemporary

Price

  • Sales Price

    $775,000

  • Tax Amount

    $6,298.82

  • Sq. Footage

    2, 119

  • Price/SqFt

    $365

HOA

  • Association

    Yes

  • Association Fee 2

    $549.23

  • Association Fee 2 Frequency

    Annually

  • Association Fee Includes

    N/A

  • Total Monthly Fees

    $1,369.1

School District

  • Elementary School

    Southside Elementary

  • Middle School

    Booker Middle

  • High School

    Booker High

Property Features

  • Stories

    2

  • Foundation Details

    Block

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    NA

  • Water Source

    Public

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

Sarasota

Elementary School

Southside Elementary

Middle School

Booker Middle

High School

Booker High

Listing Courtesy of Alexis Smith-Frady , COMPASS FLORIDA LLC

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent Michael Graf

Business Coach | Executive Sales Associate | Realtor®

Michael Graf

Call Michael today to schedule a private showing.


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
Situated behind gates of the coveted Bay Isles on Longboat Key is the private enclave of Harbour Oaks.  This meticulously renovated residence offers an effortless blend of comfort, refinement, and coastal living. Offering an expansive 3 bedrooms, 2 bathrooms as well as a 2-car garage overlooking one of the most pristine Longboat Key Club golf courses. Vaulted ceilings as well as skylights allow natural light to flood through the entire space. The custom modern kitchen is well-appointed with KitchenAid appliances including a 36-inch induction cooktop, built-in oven, refrigerator and dishwasher as well as a dedicated wine refrigerator within the expansive kitchen island. The master bedroom offers vaulted ceilings with a connected terrace to enjoy your morning coffee or watch beautiful Gulf sunsets. The primary bath exudes a sense of being at a spa with its tiled shower, glass shower door and double sink vanity. The third bedroom is currently being used as an office and gym, however could easily be set up as a bedroom. Harbour Oaks is also pet friendly and close to shopping, golf, tennis, beach and bay. Walks and bike rides can be enjoyed in one of the most scenic areas on Longboat Key. Bay Isles offers an exceptional coastal lifestyle including two fully staffed, 24-hour security entrances and exclusive access to a private, gated Gulf-front beach club. Residents have access to a thoughtfully appointed beachside retreat featuring a shaded pavilion, picnic spaces, restrooms, dedicated beach chair storage, grilling stations, and generous parking. Within minutes, access the famous St Armand’s Circle with its exceptional shopping and dining amenities. Cross the iconic Ringling Bridge to downtown Sarasota, which is well known for world-class theater, culture and dining. Additional amenities are available within Bay Isles upon joining the Longboat Key Club.

2155 HARBOURSIDE DRIVE 804

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

**Pirce Improvement ~ Motivated Seller** Step into the island lifestyle you’ve always imagined at Privateer North, located behind the gates of the Longboat Key Club. This CORNER residence with over 1,400 sq. ft. invites you to wake each morning to the sound of waves and natural light streaming through wide glass doors. Sip your coffee on the balcony as Gulf breezes drift in, and in the evening, watch the sky transform with unforgettable Longboat Key sunsets.  Inside, thoughtful UPDATES create a fresh, welcoming home. The owners have recently installed a NEW ELECTRIC PANEL, added NEW LIGHTING, FRESH PAINT in areas where needed, and are offering the property FULLY TURN-KEY FURNISHED — so you can start enjoying it from day one. The OPEN LIVING AND DINING area flows easily for entertaining, while the SPLIT-BEDROOM design ensures privacy. The spacious primary suite features a WALK-IN CLOSET and SPA-STYLE BATH, while the guest suite provides a comfortable retreat for family and friends.
Privateer North has just completed a STUNNING MODERNIZATION of its common areas and elevators, complementing its prime beachfront setting. Amenities include a BEACHFRONT POOL AND SPA, FITNESS CENTER, SAUNA, TENNIS and PICKLEBALL courts, CONCIERGE service, and DIRECT BEACH ACCESS — everything you need for a true resort lifestyle.  With the new St. Regis Resort just minutes away, and St. Armands Circle and downtown Sarasota within easy reach, this home blends relaxation and sophistication in one of the Gulf Coast’s most desirable locations. Whether a seasonal retreat or full-time residence, Unit 204 offers the perfect balance of LUXURY, LIFESTYLE, and ISLAND CHARM.  Call the listing agent today for a V.I.P. tour!
#A4662463

LONGBOAT KEY

1050 LONGBOAT CLUB ROAD 204

2 Beds

2 Baths

1,409 Sq.Ft.

$874,900

MLS#: A4662463

New on site 1 day ago
This full-time, owner-occupied, two-bedroom, two bathroom corner/end, 1316 square foot, unit on the second floor of Longboat Harbour has been the home for this couple for over 23 years. With harbor views from all rooms, they have remodeled and renovated it throughout, and have enjoyed it as their home. Now, it is for sale. Building D has all new elevators and a new Fiber Tite Roof System in 2025. The previous upgrades include: all tile flooring throughout,  aluminum windows, window coverings, Kitchen stone countertops, cabinets, all stainless steel appliances, both bathrooms with stone countertops, newer shower, bath, and fixtures. There are seven ceiling fans in all rooms, fan/light combo in the primary bedroom walk-in closet, all wooden doors replaced and new hardware, new HVAC system in 2018, new hot water heater in 2021, both with new cabinet art-deco door, new washer/dryer in 2019, and new garbage disposal in 2024. The guest bath has under cabinet lighting and heat, fan, light combo in both bathrooms, and a heated towel rack in the primary bathroom. The 8 x 28 foot lanai is sliding glass doors and screened, accessible from the living area and both bedrooms. The entry hall closet serves as a pantry and extra storage. The stack washer/dryer are in the primary bathroom. This unit is being sold unfurnished, except for the credenza in the Dining Room, which they are leaving in the unit. The deeded, covered parking space is #66 is dead center across from the elevator. There is common laundry on the first floor and this unit's storage cage is on the storage on the third floor, both next to the elevator. Longboat Harbour has four pools, the clubhouse, fitness center, and sauna, tennis, pickleball, shuffleboard courts, a putting green, and many other recreational activities. There are community boat docks for $450 annually, as well as, kayak/paddleboard storage for $150 annually. Longboat Harbour has its own Yacht Club and Commodore, who handle all of this. There is currently a wait list for these, sorry. Longboat Harbour also shares a deeded Beach Club across the street at 4415 GMD, with Sutton Place. There is plenty of parking, vehicle wash station, showers, restrooms, picnic tables, and benches at the Beach Club. Please come see this beautiful unit that you, too, can call home.
#A4682855

LONGBOAT KEY

4340 FALMOUTH DRIVE 206

2 Beds

2 Baths

1,316 Sq.Ft.

$698,750

MLS#: A4682855

Coastal Elegance Meets Island Ease in Longboat Key's Coveted Village. Discover a sanctuary of sophistication at the exclusive North Tip of Longboat Key. Located in the heart of historic Long Beach Village, this is more than a home; it's the ultimate island lifestyle, delivered. Just a short, serene stroll separates you from the pristine beach and the island's best waterside dining.
This property has been meticulously and fully remodeled, representing a rare "move-in ready" opportunity where every detail has been elevated. From top to bottom, inside and out, virtually nothing has been untouched. 
A Home Designed for Seamless Living: Open Concept: Step into an airy, open-plan great room, anchored by a brand-new kitchen - perfect for hosting intimate gatherings or unwinding after a day on the water.
Chef's Delight: The remodeled kitchen is a masterpiece featuring stunning marble countertops, custom cabinetry, all-new luxury appliances, including a mini wine refrigerator, and a chic island/bar. 
High-End Finishes: Enjoy the cohesive flow of new luxury vinyl plank flooring throughout every room, complemented by fresh, designer-selected interior paint.
Peace of Mind: Recently installed, all new windows and sliding glass doors are Miami-Dade impact resistant, offering superior protection and efficiency. Also a brand new architectural three tab shingle just installed.
Your Private Island Retreat: Spa-Inspired Baths: Both the master and second bathrooms have been fully renovated with premium stone shower flooring, elegant new tiles, and updated fixtures.
Outdoor Oasis: Off the master suite, a new impact-resistant glass door opens to a spacious, private backyard. The highlight is the expansive, screened-in enclosed porch that wraps around the back of the house, overlooking a charming outdoor fire pit and grilling area.
Beach Ready: An exterior shower and dedicated storage for your gear make rinsing off after a day at the beach effortless.
The Village Lifestyle: To know The Village is to fall in love with its relaxed, yet refined rhythm. This community places everything you desire at your fingertips: secluded walking trails, Bay access, community docks, and the island's best beach access. The Village is one of the few places on Longboat Key where the golf cart isn't just legal, it's the preferred, fun, and convenient way to live.

This is your unique chance to maximize a truly effortless, luxury island lifestyle. Come and see it today.
#A4682225

LONGBOAT KEY

690 FOX STREET

4 Beds

2 Baths

1,376 Sq.Ft.

$795,000

MLS#: A4682225

Charming Florida style home with 3 bedrooms and 2 baths on a large spacious, fenced backyard lot with plenty of room for a pool in the Longbeach Village area of north Longboat Key. Recently renovated with newer metal roof (2013), new kitchen and both bathrooms (2020), new electrical panel in 2021, new waterproof laminated floor (2024), new A/C (2025), new refrigerator (2025), new washer/dryer (2025), new microwave (2025), new dishwasher (2025), and is in move-in condition. Furnishings are optional but sold separately. The Village is a quaint neighborhood offering boating, dining, art exhibits, music programs, shopping, cafes, 24-hr gym, pilates and a voluntary Homeowners Association that plans social events, book clubs, painter's group, etc is normally $30/yr. From this property you are a short distance (3-8 minutes walking distance) to the gulf and its sugar sand beaches or bay, several restaurants, public boat ramp, kayak launch and 2 fishing piers. Don't miss this great opportunity to own your piece of paradise in this highly sought-after north Longboat Key location whether it will be your primary residence, second home, weekend beach retreat or rent out property! Don't forget to bring your flip flops and bathing suit! Stop by and consider the possibilities of owning this very special charming, well maintained home. Seller is willing to give concessions to Buyer at closing
#TB8474602

LONGBOAT KEY

751 FOX STREET

3 Beds

2 Baths

1,276 Sq.Ft.

$749,000

MLS#: TB8474602

Year after year, The Westchester has been considered to be the most sought after location on Gulf of Mexico Drive.  This two bedroom, two bath 1,393 sq. ft. condominium holds many family memories, which could now be yours.  Experience the beautiful views of the Emerald waters from both lanais.  Unit has recently been completely painted with newly installed flooring.  Unit is move-in ready to be enjoyed!  Both bathrooms contain generous walk-in closets, with a washer/dryer installed in the guest closet.  Come witness Resort Style amenities of two heated pools, beach cabanas, car wash station, a tennis and pickleball court, shuffleboard court, kayak rack, outdoor storage and a welcoming grilling convenience behind Club 72.  This split plan, first floor, master en-suite unit awaits your TLC.  Kitchen includes side-by-side beverage refrigerators.  Seller has replaced new impact resistant hurricane windows and sliders.  A replacement hurricane rated front door will also be installed.  The Westchester is conveniently located in close proximity to St. Armand's Circle, downtown Sarasota and many dining experiences.  Renovated Clubhouse with Fitness equipment is currently under construction, while the pool deck area will include a hot tub.  These renovations, together with landscaping have an anticipated completion of May, 2026.  R & R IS THE PACE, LBK IS THE PLACE!!!!
#A4677656

LONGBOAT KEY

4835 GULF OF MEXICO DRIVE 106

2 Beds

2 Baths

1,393 Sq.Ft.

$749,900

MLS#: A4677656

Price reduced
Mid Key on Longboat Key, 825 Bayport Way offers 1,601 square feet of living with 2 bedrooms and 2 bathrooms in an active bayfront community. A great room design with split bedrooms. The Florida room with access to the private outdoor terrace has tremendous views...especially for a nature lover. Unit is being offered turnkey furnished… also can be sold unfurnished. Enjoy beautiful bay views and the ultimate Florida lifestyle with the beach just steps away, easy access to Longboat Key’s soft white sands and stunning Gulf sunsets. The residence is designed for comfort and ease, ideal as a full-time home or a serene coastal retreat. The Bayport community enhances the experience with a heated swimming pool, tennis courts, pickleball courts, bocce ball, kayak storage, deeded beach access with umbrellas and chairs, and even scenic walking paths that wind through lush, well-maintained grounds. Whether you’re paddling on the bay, strolling by the water, or enjoying quiet mornings at home watching the sunrise, this property captures the essence of island Located in the heart of Longboat Key. This bayfront condo offers an exceptional opportunity to enjoy the best of Florida’s Gulf Coast lifestyle. Just moments from dining and cultural attractions of Longboat Key and nearby Sarasota, the location blends privacy with convenience. The residence invites relaxed coastal living, whether you’re entertaining guests, enjoying peaceful mornings, or embracing an active outdoor lifestyle. This is a rare chance to own in one of Longboat Key’s most desirable areas, where timeless architecture meets everyday life.
#A4680533

LONGBOAT KEY

825 BAYPORT WAY 825

2 Beds

2 Baths

1,601 Sq.Ft.

$699,000

MLS#: A4680533

Four Diamond Resort with five restaurants, 45 holes of Golf, Spa, Marina, 21 Tennis courts on Longboat Key!!!.  This income producing property on the beachside with a golf course view is calling you!!!.  It's a one-bedroom studio at the Resort on Longboat Key, a gated community.  Presently the unit is in the Resort rental program and the owner may use the unit 28 days per year.
#A4680085

LONGBOAT KEY

250 SANDS POINT ROAD 5203

1 Beds

1 Baths

640 Sq.Ft.

$899,900

MLS#: A4680085

YOUR SUNRISE SANCTUARY! YOUR SUNSET ESCAPE! An End Unit Villa—Steps From Both Shores! There’s a moment just before sunrise—when soft light touches the bay and the world feels brand new. From this beautifully updated 1504 sq foot, 3-bedroom, 2-bath end-unit villa, you wake to that glow each morning. And while the bay lies just a short stroll from your door—where dolphins and manatees grace the shoreline—the sense of tranquility begins the moment you step inside your villa. Welcome to your story at Windward Bay, Loved for 33 Years, Transformed for the Next Chapter! Brand-new luxury vinyl plank flooring stretches throughout the living spaces. Custom White wooden plantation shutters open like pages of a book, revealing light-filled rooms, a bright inviting great room and a refreshed kitchen where new soft-closing cabinetry meets the timeless richness of granite countertops. Being a corner end unit means privacy, extra windows, and the kind of natural light you feel more than you see. The great room spills out to your private outdoor patio—perfect for morning coffee, late lunches, or evening breezes. And as evening arrives, simply walk across the street. The Gulf paints the sky in gold and coral, offering unforgettable sunsets that become a treasured part of your daily rhythm. This home offers peace of mind along with beauty. It’s a place where you can truly exhale. This is effortless, maintenance-free living, where parking sits mere steps from your door and bringing in groceries is a breeze. No elevators. No stairs. No inconvenience. Just the freedom of ground-level coastal life. Here, maintenance-free living means all the big things are already done: the entire exterior was upgraded in 2020 with hurricane-impact windows, hurricane-impact sliding doors, and a new roof. "Pet Friendly" Windward Bay is one of Longboat Key's most beloved waterfront communities—known for its mature landscaping, resort-style amenities, and genuine sense of warmth. People don't just move here; they stay here. In fact, the current owner of this villa has lived here for 33 years, a testament to the comfort, community, and connection the neighborhood provides. Windward Bay isn't just a place to live. It's a place to belong. Spanning 26 lush acres, the community offers three beach access points, a 1/2-mile nature trail, two heated pools, fitness center, sauna, clubhouse, tennis and pickleball courts, kayak launches, boat docks (waitlist), covered parking, and storage. Wildlife is abundant throughout the property, adding magic to everyday life. Financially strong, Windward Bay has completed its Milestone Inspection and Capital Reserve Study. Monthly fees were reduced in 2025 and increased only $13 for 2026. With Downtown Sarasota, St. Armands Circle, Bridge Street, renowned restaurants, championship golf, boutique shopping, and cultural attractions just minutes away, you're perfectly positioned between quiet island tranquility and vibrant coastal life. A Home That Feels Like a Vacation—Every Single Day! A place ready for its next chapter—your chapter. Your Windward Bay story starts here—reserve your private viewing today.
#A4679944

LONGBOAT KEY

4750 GULF OF MEXICO DRIVE Villa 8

3 Beds

2 Baths

1,504 Sq.Ft.

$850,000

MLS#: A4679944

Enjoy tranquil, unobstructed Sarasota Bay views from this top-floor, two-bedroom, two-bath partially furnished residence in the desirable Longboat Harbour community. Fresh paint and updated lighting in some areas of the home enhance the bright, inviting interior, while comfortable living spaces offer peaceful water views from most rooms. The kitchen features stainless steel appliances, the hall bath has been refreshed with timeless finishes, and impact windows plus in-unit washer and dryer hookup add everyday convenience. Longboat Harbour offers resort-style amenities including multiple heated pools, fitness center with sauna, tennis, pickleball, shuffleboard, fishing pier, boating docks up to 34 feet, bike and kayak storage, on-site management, and deeded beach access just across the street with gated parking and facilities. Perfectly located mid-key for relaxed island living.
#TB8455704

LONGBOAT KEY

4420 EXETER DRIVE 303

2 Beds

2 Baths

1,152 Sq.Ft.

$699,000

MLS#: TB8455704

 - property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.