Longboat Key Homes with Playground Community Features

Longboat Key Homes with Playground Community Features

Welcome to Longboat Key, Florida—a picturesque barrier island that epitomizes coastal living at its finest. Nestled in the Gulf of Mexico, this charming community offers a unique blend of serene beaches, lush landscapes, and vibrant culture, making it an ideal destination for families and retirees alike. With its stunning sunsets, crystal-clear waters, and warm, inviting atmosphere, Longboat Key is not just a place to live; it's a lifestyle.

One of the standout features of Longboat Key is its family-friendly environment, particularly in neighborhoods that boast playground community features. Imagine your children laughing and playing in safe, well-maintained playgrounds just steps from your front door. These communities foster a sense of camaraderie among residents, with families gathering for picnics, playdates, and community events. The playgrounds serve as a hub for social interaction, allowing children to make friends and parents to connect over shared experiences.

In addition to playgrounds, Longboat Key offers a plethora of recreational opportunities. From kayaking and paddleboarding to biking along scenic trails, outdoor enthusiasts will find endless ways to enjoy the natural beauty of the area. The community is also home to top-notch schools, making it an attractive choice for families looking to settle down.

With its idyllic setting, friendly atmosphere, and family-oriented amenities, Longboat Key is more than just a place to live—it's a place to thrive. Whether you’re looking for a cozy beach cottage or a luxurious waterfront estate, you’ll find your dream home waiting for you in this enchanting coastal paradise. Come experience the magic of Longboat Key, where every day feels like a vacation!

Newest Longboat Key Homes with Playground Community Features

1965 Gulf Of Mexico Drive Unit G5-103, Longboat Key
$619,000
2 Beds ⋅ 3 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code
Experience coastal living at its finest in this beautifully updated ground-floor residence at Seaplace on Longboat Key. This 2-bedroom, 2.5-bath condominium in the desirable G5 building offers northwest Gulf views and stunning sunset skies from the screened lanai, just steps from the beach. The bright, open-concept floor plan features a sleek modern kitchen with glossy cabinetry, quartz countertops, stainless steel appliances, and a spacious breakfast bar perfect for entertaining. Floor-to-ceiling mirrors enhance the natural light and create a spacious, contemporary feel throughout the living and dining areas. The primary suite offers a peaceful retreat with an updated en-suite bath, while the guest bedroom provides comfort and privacy for family and visitors. Hurricane-impact sliding glass doors and windows provide peace of mind and energy efficiency. Whether you are seeking a vacation getaway, seasonal retreat, investment property, or full-time residence, this move-in-ready condo checks every box. Seaplace is a gated Gulf-front community situated on 42 beautifully landscaped acres spanning from the Gulf to the Bay. Residents enjoy resort-style amenities including 24-hour guard-gated security, a newly remodeled clubhouse, two heated swimming pools, kiddie pool, two hot tubs, three Har-Tru tennis courts, walking trails, fitness center, and private beach access with beach chairs and umbrellas provided. Conveniently located near the Longboat Key Club, St. Armands Circle, and Sarasota’s dining and cultural attractions. Schedule your private showing today and start enjoying the Longboat Key lifestyle!

1965 Gulf Of Mexico Drive Unit G5-103, Longboat Key
765 Saint Judes Drive N, Longboat Key
$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 home, sunset walks on the Gulf, and a beautifully reimagined coastal residence that is truly move-in ready. Previously appraised at $1.65 million late last year and most recently at $1.5 million, with no material changes to the home, it is now offered at $1.35 million—an opportunity to purchase below its most recent appraised value. Set along 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 at home and enjoy your private Gulf beach access just down the street. Joan M. Durante Park, Cedars Tennis Resort & Club, and favorite Longboat Key restaurants, boutiques and shops are all nearby. Optional Cedars membership offers tennis and pickleball courts, a Jr. Olympic pool, 24/7 fitness center and additional amenities. This is far more than a cosmetic update. 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 and flooring, newer electrical and plumbing, new decking, cabinetry, landscaping and finishes, plus impact windows, high-impact sliding glass doors and impact-rated exterior doors. Inside, vaulted ceilings, expansive water views and an open, light-filled layout create effortless coastal living. The kitchen features solid-wood cabinetry, soft-close hardware, quartz countertops, a gas range, stainless-steel appliances, a copper hood and copper farmhouse sink. Updated baths continue the elevated finishes throughout. The living space opens to an approximately 1,000-square-foot screened lanai overlooking the canal and backyard—an incredible extension of the home for dining, entertaining or relaxing by the water. Launch a kayak from your own property, step aboard your boat for a cruise toward Sarasota Bay, then end the day with a sunset at your private Gulf beach access. The spacious, fenced, side yard adds another exciting possibility: a pool. A local pool contractor has prepared a conceptual design and proposal for an approximately 12' x 24' custom pool with an oversized sun shelf, resort-style entry steps, swim-out bench and approximately 600 square feet of paver decking. The contractor’s proposal dated 9/22/26 reflects a $59,950 base project price, including permits, taxes and fees as specified in the proposal. Conceptual plan and full proposal available upon request. Pool is not installed or included in the sale; design, dimensions, pricing, permitting, site conditions and feasibility are subject to change and buyer verification. The property’s higher elevation relative to many ground-level Longboat Key homes is another notable feature. 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 combine 120 feet of waterfront, direct boating access, deeded private beach access, extensive renovation, impact features, turnkey furnishings 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
624 Saint Judes Drive, Longboat Key
$675,000
3 Beds ⋅ 3 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code
NEW PRICE! Now $675,000, which is $10,000 below its recent appraisal. That appraisal didn't include the furnishings, which convey with the sale. Turn-Key Furnished! This is the lowest-priced single-family home on Longboat Key, and the seller is offering a 1% credit at closing toward the buyer's rate buydown and/or closing costs. Back available due to a personal change with the previous buyer, this stunning property is back, reduced and available for immediate showings. Inspections, survey, appraisal, wind mitigation, title work, and the 4-point inspection are all complete, passed, and ready to go. A simple change in the buyer's lifestyle created your next opportunity. If you or your client missed it the first time, now is the perfect time. Discover this fully renovated 3-bedroom, 3-bath Cali-Modern residence, where coastal design meets the tranquil elegance of Longboat Key's highly sought-after North End. Inside you'll find clean, modern lines, vaulted ceilings, and beautiful stone tile floors, all bathed in natural light. The home has been extensively renovated, with an upgraded kitchen and bathrooms, new appliances, and premium finishes throughout. Step outside to your private, fully fencedn soutehrn exposure backyard oasis, perfect for sunset cocktails and spacious enough for a future pool. No Rear Neighbors Ever! The location is unbeatable. You're steps from both Gulf and Bay access and within walking distance of island favorites like Harry's Deli and Continental Kitchen, Euphemia Haye, and Cedars East Tennis & Fitness Resort. Actually, over 10 dining options are within a 1/2 mile of your front door. With rental potential projected at $13,000 per month in season, this property is a powerful income generator. The best-kept secret? A private back gate leads directly into the 32-acre Joan Durante Park, with walking trails, fishing piers, and kayak launches. With a standing seam metal roof, Hardie board siding, newer double-pane windows, brand new full interior and fully furnished, this home is truly turnkey. Schedule your private tour before it's gone again!

624 Saint Judes Drive, Longboat Key
1926 Harbourside Drive Unit 1302, Longboat Key
$769,000
2 Beds ⋅ 3 Baths ⋅ Fairway Bay 1 SubDv. ⋅ 34228 Zip Code
GATED, DEEDED PRIVATE BEACH ACCESS! This is a rare thing to be found on the keys! The main level with plantation shutters and hardwood floors includes the kitchen, dining and living areas. The kitchen has Subzero and Jenn-Air built in stainless steel appliances and granite countertops. A large second story skylight shines natural light through open ceilings onto the main floor dining area. The living area includes a fireplace and provides access to the back screened in lanai. Split bedrooms can be found on the 3rd level of the home. Both bedrooms have ensuite bathrooms and walk in closets. The owners ensuite bathroom includes dual sinks and a shower skylight. A heated pool is only steps away. Take advantage of the gym in the main clubhouse as well as the many amenities offered, including tennis. Membership to the Longboat Key Club is available for the ultimate Longboat Key lifestyle.

1926 Harbourside Drive Unit 1302, Longboat Key
Start Your Search

How much is your home worth?

Get instant property value now!