Longboat Key Homes with Street Lights Community Features

Longboat Key Homes with Street Lights Community Features

Welcome to Longboat Key, Florida, a stunning barrier island that epitomizes the laid-back luxury of coastal living. Nestled between the Gulf of Mexico and Sarasota Bay, Longboat Key boasts pristine beaches, lush landscapes, and a vibrant community atmosphere that draws residents and visitors alike. With its warm, sunny climate, residents enjoy year-round outdoor activities, from sunbathing and swimming to kayaking and biking along scenic trails.

One of the standout features of Longboat Key is its charming neighborhoods, particularly those within the Homes with Street Lights community. Here, you’ll find beautifully designed homes that not only exude elegance but also offer the comfort and safety of well-lit streets. This thoughtful feature enhances the neighborhood's appeal, making evening strolls a delightful experience for families and individuals alike.

The community is also known for its lush greenery and meticulously maintained landscapes, creating a picturesque setting that feels both inviting and serene. Residents can enjoy easy access to local amenities, including boutique shopping, fine dining, and cultural attractions, all while being just a stone's throw away from the sparkling waters of the Gulf.

Living in Longboat Key means embracing a lifestyle that balances relaxation and recreation. Whether you’re sipping coffee on your patio, watching the sunset over the water, or enjoying a leisurely day at the beach, this enchanting locale offers a perfect blend of tranquility and excitement. Discover your dream home in Longboat Key and experience the unique charm of this coastal paradise!

Newest Longboat Key Homes with Street Lights Community Features

$1,350,000
4 Beds ⋅ 2 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
Virtually Staged. VIRTUALLY EVERYTHING NEW — BOAT IN YOUR BACKYARD, PRIVATE BEACH DOWN THE STREET. This is the Longboat Key lifestyle buyers dream about: boating from your own backyard, sunset walks on the Gulf, and a beautifully reimagined coastal home that is truly move-in ready. Previously appraised at $1.65 million late last year and more recently appraised at $1.5 million (with no material changes to the home), the home is now offered at $1.35 million—creating an exceptional opportunity to purchase below its most recent appraised value. Set along an impressive 120 feet of canal frontage, this 4-bedroom, 2-bath waterfront home offers DIRECT BOATING ACCESS TO SARASOTA BAY AND THE INTRACOASTAL plus PRIVATE DEEDED GULF BEACH ACCESS JUST EIGHT HOMES AWAY. It is a rare Longboat Key combination: keep your boat in your own backyard while enjoying private Gulf beach access just down the street. The location is equally exceptional, with Joan M. Durante Park, Cedars Tennis Resort & Club, and some of Longboat Key’s favorite restaurants, boutiques and shops all just moments from the property. Optional membership is available at nearby Cedars Tennis Resort & Club, offering tennis and pickleball courts, a Jr. Olympic swimming pool, 24/7 fitness center and additional resort-style amenities. Boating, beaches, recreation, dining and shopping are all right at your fingertips. This is far more than a typical “updated” home. With the exception of the foundation, VIRTUALLY EVERYTHING HAS BEEN RENOVATED OR REPLACED, INSIDE AND OUT. Improvements include a new roof, new AC systems, new interior walls, new flooring, newer electrical and plumbing, new decking, cabinetry, landscaping and finishes throughout, along with impact windows, high-impact sliding glass doors and impact-rated exterior doors. The result is the feel and peace of mind of a near-new coastal home in an irreplaceable waterfront setting. Inside, vaulted ceilings, expansive water views and an open, light-filled layout create effortless coastal living. The beautifully updated kitchen features solid-wood cabinetry, soft-close hardware, quartz countertops, a gas range, stainless-steel appliances, copper hood and copper farmhouse sink. Updated bathrooms continue the elevated finishes throughout the home. The living space flows directly to an approximately 1,000-square-foot screened lanai overlooking the canal and backyard—an incredible extension of the home for entertaining, dining or relaxing by the water. Launch a kayak from your own property, step aboard your boat and cruise toward Sarasota Bay, then end the day with a sunset at your private Gulf beach access. The fenced backyard offers ample room for a future pool, while the property's higher elevation than many ground-level Longboat Key homes adds another meaningful advantage. Offered FULLY FURNISHED / TURNKEY WITH NO HOA, the home is ready for immediate enjoyment as a primary residence, second home or coastal retreat. Few properties at this price offer this combination of 120 feet of waterfront, direct boating access, deeded private beach access, extensive renovation, impact features, furnishings, exceptional proximity to Longboat Key amenities and no HOA. $1.65M EARLIER APPRAISAL. $1.5M MOST RECENT APPRAISAL. NOW OFFERED AT $1.35M. YOUR BOAT IN THE BACKYARD. YOUR BEACH DOWN THE STREET. WELCOME TO LONGBOAT KEY.

765 Saint Judes Drive N, Longboat Key
$2,950,000
2 Beds ⋅ 4 Baths ⋅ L'Ambiance SubDv. ⋅ 34228 Zip Code
Virtually Staged. A rare direct Gulf-front offering at L’Ambiance on Longboat Key, this desirable Sabal floor plan features 3 bedrooms, 2-1/2 baths, and 2,634 square feet of refined coastal living. East- and west-facing terraces provide the opportunity to enjoy both sunrise views over the bay and sweeping Gulf sunsets. The thoughtfully designed interior blends polished finishes with a comfortable, understated coastal feel. The den, located beside a full bath, offers flexibility as a home office, media room, or third sleeping area. The Gulf-front primary suite enjoys panoramic water views, terrace access, generous closet space, and dual en-suite baths. L’Ambiance is a gated beachfront community with 24-hour security, full-time concierge service, a resort-style beachfront pool, lush tropical grounds, and two Har-Tru tennis courts. Additional amenities include a fitness center with locker rooms, game and billiard rooms, private wine room, library, and three guest suites available for residents’ use. The residence includes secured underground parking and a private storage locker. Ideally located near St. Armands Circle and the Longboat Key Club, with convenient access to acclaimed dining, shopping, golf, and resort amenities.

415 L Ambiance Drive Unit D306, Longboat Key
$799,999
2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv. ⋅ 34228 Zip Code
Welcome to your Longboat Key PENTHOUSE, where unobstructed PANORAMIC WATER VIEWS from every room create a breathtaking backdrop from the moment you walk through the door. Recently renovated from top to bottom and offered TURNKEY FURNISHED, this residence is ready to enjoy from day one. The BRAND-NEW KITCHEN showcases quartz countertops, custom cabinetry, and all-new stainless-steel appliances, opening seamlessly to the bright and airy living space. Both bathrooms have been completely updated with modern finishes and quartz countertops, creating a fresh, cohesive feel throughout the home. Other thoughtful updates throughout include luxury vinyl flooring throughout, fresh carpeting in the bedrooms, beautifully remodeled, IMPACT WINDOWS, generous storage, and the convenience of an in-unit washer and dryer. Located in the pet-friendly waterfront community of Windward Bay, residents enjoy an impressive collection of amenities including boat slips, two swimming pools, a fitness center, sauna, tennis and pickleball courts, and three beach access points. NO upcoming special assessments, FULLY FUNDED reserves, and a PASSED Milestone. Perfectly positioned on Longboat Key, this penthouse offers the relaxed island lifestyle while keeping you conveniently connected to the dining, shopping, beaches, and entertainment of Longboat Key, St Armands, and Anna Maria Island. Whether you're searching for a full-time residence or your own Florida getaway, this turnkey waterfront penthouse is ready to welcome you home.

4800 Gulf Of Mexico Drive Unit PH 3, Longboat Key
$624,900
2 Beds ⋅ 2 Baths ⋅ Longboat Arms SubDv. ⋅ 34228 Zip Code
Longboat Arms - 2BR / 2BA / 1,187 sq ft - Bring your boat and enjoy a slice of paradise! This lovely second-floor condo offers views of the bay, pool, and marina from the front. Open and light-filled, it features a covered front porch and was completely remodeled in 2017. Highlights include all-new hurricane-impact windows, a kitchen with stainless steel appliances and granite countertops, and a hall closet with washer/dryer hookup (or use the convenient laundry facility on the same floor). Tastefully decorated and move-in ready. Located in the low-density Longboat Arms community of just 45 residences with approximately 1,000 feet of waterfront and abundant green space. Enjoy covered parking, a private community boat ramp (perfect for boats, kayaks, paddleboards, jet skis), and offering boat dockage - available to residents on waitlist basis (currently open), heated pool, tennis court, outdoor amenities, and deeded Gulf beach access just across the street. The separate community building is currently undergoing extensive renovation. This is an outstanding opportunity for full-time living, a seasonal retreat, or a smart investment in one of mid-island Longboat Key’s most appealing bay-side communities. Don’t miss your chance to own in Longboat Arms — schedule your private showing today!

3320 Gulf Of Mexico Drive Unit 206C, Longboat Key
$200,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
The middle pier, right in front at Longboat Key Club! I-12, a 45 ft x 21 ft. slip in the marina. Purchase of this slip does require membership in the LBK Club. This is the only north-south pier in the marina; plenty of deep water and cool breezes. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 40 LOA; beam depends on the vessel. Call to discuss.

2600 Harbourside Drive Unit I-12, Longboat Key
$225,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
A much sought after inside-the-T 48 x 23.5 foot slip at Longboat Key Club Moorings! Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping - close to Publix, CVS, and other specialty shops - recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 43 LOA; beam depends on the vessel. Call to discuss!

2600 Harbourside Drive Unit Q-10, Longboat Key
$149,900
1 Beds ⋅ 1 Baths ⋅ Twin Shores Mobile Home SubDv. ⋅ 34228 Zip Code
GET EXCITED ABOUT THIS ONE on Longboat Key! Not just because of the LOCATION, but because of the opportunity to finish making it your own which includes the following (not yet installed) materials: new windows, new flooring, new cabinetry, high-end appliances, ship-lap, as well as the furnishings. AND, you will get to enjoy the NEWLY RENOVATED CLUBHOUSE, which is almost complete. Brand new Tiki Hut coming soon on the beach, as well. Did I mention the extremely affordable HOA fees, which is rare on Longboat Key? Twin Shores is a unique 55+ Gulf-to-Bay community offering access to both the beach and Sarasota Bay. This charming 1-bedroom, 1-bath home (with another full-bath outside) is ready for its next owner to complete the renovation and create their own island retreat. (Also, the owner had plans to install the existing shuttered doors to create an optional temporary 2nd bedroom for overnight guests!) Renovation work has already begun, giving you the opportunity to finish the home to your personal taste and style. This home can be your inviting Longboat Key getaway or full-time island residence. What truly sets this opportunity apart is that Twin Shores has the best of both worlds in this resident-owned Gulf-to-Bay cooperative community, with private deeded Gulf beach access, Sarasota Bay access, marina, community pool and clubhouse. Spend your mornings walking the beach, your afternoons boating or relaxing by the pool, and your evenings enjoying game nights in the clubhouse as well as everything Longboat Key has to offer. Opportunities at this price point on Longboat Key are increasingly hard to find. Offered AS-IS. Renovation is incomplete and the appliances, cabinetry, flooring, and windows at the property are included in the sale. Twin Shores Beach and Marina offers a saltwater/heated community pool, a marina with boat slips available for lease (current waitlist), a beautiful, new clubhouse (almost completed) with plenty of community activities and social events. This community offers an array of outdoor activities because of its beach-to-bay location: Enjoy kayaking, paddle boarding, biking, boating and fishing. Love pickleball? Bayfront Park is a short walk or bike ride away which offers pickleball for all levels. Twin Shores Beach and Marina is a remnant of Old Florida with extremely affordable community fees at $280/month which includes water, sewer, trash, pool maintenance, clubhouse, management, marina, maintenance grounds and common area taxes. Enjoy million-dollar sunrises from the marina and million-dollar sunsets from the deeded beach without the typical Longboat Key million-dollar-plus price tag!

36 Twin Shores Boulevard, Longboat Key
$725,000
2 Beds ⋅ 2 Baths ⋅ Bay Harbour Apts SubDv. ⋅ 34228 Zip Code
Location! Location! Location! Awesome, Spectacular Bay views from the kitchen, dining room, living room and primary bedroom! One Bridge to the Gulf! No wait list boat slip! Longboat Key is the place you want to be for the quiet solitude of a gulf front key condo with easy access to the culture and services of Sarasota! This two bedroom, two bathroom Condo in the bay side community of Bay Harbour, has its own private marina with no wait list, and is just one bridge to the Gulf! Beach access is within minutes from several locations on Longboat, Lido and Anna Maria Island. With a Base Flood Elevation of 10 Ft, this unit was High and Dry during the storms of 2024. It has been exquisitely redesigned with upscale quartz and Cambria counter tops, ceramic and porcelain tile flooring and Bosch Appliances. There is plenty of storage available with the pantry and built in closets. Bay Harbour is a South Longboat Key community of 39 units in two buildings with a private pool, easily accessible pool baths, community room and fitness center. Each unit has assigned carport parking and separate storage. A well-managed and well-maintained community with reserves; the condo fees are among the lowest on the gulf!

448 Gulf Of Mexico Drive Unit A104, Longboat Key
$574,900
2 Beds ⋅ 3 Baths ⋅ Cedars East SubDv. ⋅ 34228 Zip Code
NEW AND IMPROVED PRICE! There is a certain ease to life on Longboat Key, where mornings can begin with a walk to the beach, afternoons unfold by the pool or on the tennis court, and dinner beside the water is never far from home. Set within Cedars East at Cedars Tennis Resort & Club, this beautifully maintained three-level townhome offers a refined way to experience one of Florida’s most desirable barrier-island lifestyles. Natural light is one of the first things you notice. An abundance of windows fills the home with sunshine, creating a bright, calm, and serene atmosphere that feels perfectly suited to its coastal surroundings. New luxury vinyl plank flooring extends through the entry and main living level, giving the home a fresh, cohesive look, while carpeting along the staircase and throughout the third-floor bedroom level adds warmth and comfort to the private spaces. The second floor brings the kitchen, dining, and living areas together in an easy, welcoming flow designed for relaxed everyday living and effortless entertaining. Just beyond the living room, the screened balcony creates a peaceful outdoor retreat for morning coffee, casual dining, quiet reading, or unwinding at the end of the day. A convenient half bath completes this level. Upstairs, the primary suite offers a private ensuite bath with dual sinks and a comfortable sense of separation from the main living areas. The second bedroom features a walk-in closet and is positioned near the full guest bath and upstairs laundry closet. The washer and dryer are approximately three months old and are included with the home. Thoughtful improvements add both style and confidence, including a roof replaced in 2024, a 2024 HVAC system serviced in April 2026, updated interior paint, refreshed flooring, newer toilets, faucets, light fixtures and vents, and a new garage door. Garage parking adds welcome convenience along with room for bicycles, beach equipment, and additional storage. Life at Cedars Tennis Resort & Club is centered around the outdoors and the relaxed sophistication of Longboat Key. Enjoy tennis and pickleball, spend the afternoon by the heated community pool, stay active in the fitness facilities, or gather for a meal without leaving the neighborhood. Nearby beach access makes Gulf days easy to enjoy, while waterfront restaurants, island cafés, marinas, biking routes, and the natural beauty of Longboat Key are all close at hand. For buyers considering investment potential, the property has a strong short-term rental history and is already heavily booked from December through June 2027, offering the advantage of established demand and reservations already in place. All rentals remain subject to current association rules, approval requirements, and the terms of existing reservations. From fresh seafood and sunset dinners to quiet mornings near the shore, this location places the best of Longboat Key within easy reach. St. Armands Circle, Anna Maria Island, and the cultural attractions of Sarasota are also nearby, allowing you to enjoy the island’s peaceful atmosphere without feeling removed from everything the area has to offer. Whether envisioned as a full-time residence, seasonal retreat, or income-producing coastal getaway, this is an opportunity to enjoy thoughtful updates, abundant natural light, resort-inspired amenities, garage parking, and the unmistakable lifestyle of Longboat Key. ¤ Please see 3D Tour and Video ¤

508 Forest Way, Longboat Key
$975,000
2 Beds ⋅ 2 Baths ⋅ Tiffany Plaza SubDv. ⋅ 34228 Zip Code
Longboat Key living has never been easier than with this beachfront property facing the Gulf. This turnkey, 1,456-square-foot condominium offers two bedrooms and two baths. Entering, your breath is taken away by an unobstructed view of the water. The story only gets better as you enjoy a private balcony where you can take in the sights and sounds of the crashing waves and unwind to unforgettable sunsets over the Gulf. It comes fitted with hurricane shutters, a renovated sliding door, a washer and dryer hookup, and the kitchen and baths were remodeled in 2012. Plus, you'll have a reserved parking spot to call your own. Get acquainted with the easygoing neighbors, take the family for a swim in the pool at the renovated clubhouse, or cook a nice meal in the outdoor barbecue area, all set among beautifully landscaped grounds. And if the pool isn't your style, that's okay, you can get acquainted with nature firsthand! The owners note frequently sighting dolphins treading the water and sea turtle nests right outside their door.

4325 Gulf Of Mexico Drive Unit 402, Longboat Key
$425,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
Easy access and docking at this 75 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina on D-dock. Located on the West side of the marina. Ample turning radius between piers, so lots of room to maneuver. Direct access to Sarasota Bay and the ICW; 15 minutes to the Gulf. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village and restaurants, shopping (close to Publix, CVS, and other shops), recreational and social activities, on-site maintenance and concierge services. Each slip includes wifi, water, pump out and metered electric, along with trash pick up and dockhands to assist. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 70 LOA, usable beam is 23 ft at the head of the slip. Each vessel must be approved by the Association's Board of Directors prior to entering the marina by submitting a current photo and boat specs.

2800 Harbourside Drive Unit D-16, Longboat Key
$899,000
2 Beds ⋅ 2 Baths ⋅ Bayport Bch & Ten SubDv. ⋅ 34228 Zip Code
Stunning gulf views are the focal point of this raised level 1st floor condo located at the Bayport Beach & Tennis Club, two bedroom, two bath has an additional flex room with a Murphy Bed and built-ins can be used as a third bedroom, newer kitchen with quartz countertops, Updates in the bathrooms with whirlpool tub in guest bedroom. Spacious primary bedroom with built-in drawers and walk-in closet, ceramic tile thru-out with LVP floors in the guest bedroom, 3 new hurricane windows, A/C 2025, hot water heater 2026.There is plenty of outdoor space just out the sliding glass doors is a large patio to set up a grill, dine outside, or just relax and enjoy the beautiful sunset views. Lots of storage space throughout the unit and a storage closet in your covered carport. The beautiful 27 acre tropically landscaped grounds boast both Gulf to Bay access. There is 1200 feet of private pristine beach on the Gulf with chairs, umbrellas and lounge chairs provided for your use, plus a kayak launch and fishing pier on Sarasota Bay. The amenities offered include a Jr. size Olympic pool, Clubhouse, fitness center, four Har-Tru tennis courts and nature trails, New roof and exterior painted in the last few months by the HOA, professional on-site management.

713 Bayport Way Unit 713, Longboat Key
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