Flagler Beach Homes with Pool

Flagler Beach Homes with Pool

Welcome to Flagler Beach, Florida – a hidden gem along the stunning Atlantic coastline! Known for its pristine sandy beaches, picturesque sunrises, and a laid-back lifestyle, Flagler Beach offers a unique blend of small-town charm and outdoor adventure. This vibrant coastal community is perfect for those seeking a peaceful retreat while still being close to the excitement of larger cities like Daytona Beach and St. Augustine.

Flagler Beach is renowned for its beautiful waterfront parks, scenic bike trails, and a welcoming atmosphere that invites residents and visitors alike to explore the great outdoors. Here, you can enjoy fishing, surfing, or simply lounging on the beach, soaking up the sun. The local dining scene is equally delightful, with a variety of restaurants offering fresh seafood and breathtaking ocean views.

For those dreaming of a home that embodies the essence of Florida living, Flagler Beach boasts a fantastic selection of properties, including stunning homes with pools. Imagine stepping into your own oasis, where you can unwind by the poolside, host summer barbecues, or enjoy a refreshing dip after a day at the beach. These homes often feature spacious layouts, modern amenities, and lush landscaping, creating the perfect backdrop for your coastal lifestyle.

Whether you’re looking for a vacation getaway or a permanent residence, Flagler Beach offers an array of homes with pools that cater to your every need. Embrace the sun-soaked days and tranquil evenings in this idyllic seaside community, where every day feels like a vacation. Come and discover your dream home in Flagler Beach today!

Newest Flagler Beach Homes with Pool

3580 S Ocean Shore Boulevard Unit 509, Flagler Beach
$350,000
2 Beds ⋅ 2 Baths ⋅ FC322023 MLS ⋅ Nautilus BLDG.
SUNSET VIEWS, COASTAL BREEZES & THE ULTIMATE FLAGLER BEACH LIFESTYLE! Welcome to Unit 509, where spectacular sunsets, effortless beach access, and coastal living come together! This light-filled corner residence offers an abundance of windows that invite natural light throughout, creating a bright, airy atmosphere and showcases beautiful views of the evening sky as the sun sets. Just steps from the sand! Simply walk across the street to enjoy the beautiful beaches of Flagler Beach, where morning strolls along the shoreline, ocean breezes, and relaxing days by the water become part of your everyday lifestyle. Offered fully furnished, this coastal retreat is ready for immediate enjoyment, whether you're seeking a personal beachside getaway, a seasonal escape, or an income-producing investment. Short-term rentals are permitted, and a City of Flagler Beach rental permit is already in place, offering an attractive opportunity for buyers interested in vacation rental potential. The desirable corner-unit location provides additional windows, abundant natural light, ocean views, and an inviting sense of openness. Assigned under-building parking adds convenience and protection from the elements. Imagine spending your mornings enjoying the Atlantic Ocean just across the street and your evenings unwinding beneath breathtaking sunset skies. Whether you're looking for a coastal retreat, a full-time residence, or an investment opportunity, this furnished Flagler Beach condominium delivers the flexibility and lifestyle you've been searching for. BEACH ACCESS, BEAUTIFUL SUNSETS, FULLY FURNISHED & SHORT-TERM RENTAL POTENTIAL — YOUR FLAGLER BEACH ESCAPE AWAITS!

3580 S Ocean Shore Boulevard Unit 509, Flagler Beach

183 Stillwater, Flagler Beach
$1,500,000
3 Beds ⋅ 3 Baths ⋅ NS1089408 MLS
Welcome to Golden Dunes, a newly completed custom home located in the beautiful Veranda Bay community of Flagler Beach. Offering 2,961 square feet of living space and 4,698 total square feet under roof, this home combines refined coastal design, thoughtful functionality, and the craftsmanship Olsen Custom Homes is known for. The open-concept interior features spacious living areas, elevated finishes, and a seamless connection to the outdoor living space. Expansive doors open to a 602-square-foot covered lanai overlooking the private pool and spa, complemented by a fully equipped luxury summer kitchen—an ideal setting for year-round Florida living and entertaining. A generous 967-square-foot garage, ample storage, and carefully considered details throughout add to the home's functionality and appeal. Located in sought-after Veranda Bay, Golden Dunes offers a coastal lifestyle with convenient access to Flagler Beach, shopping, dining, boating, golf, and the surrounding Palm Coast area. This move-in-ready new construction home is being offered with a leaseback opportunity, providing a unique option for buyers. Contact the listing agent for leaseback terms and additional details. 2,961 SF Living | 967 SF Garage | 602 SF Lanai | 4,698 Total SF Under Roof Private tours are available. Contact for additional information or to schedule a private showing. Olsen Custom Homes — Building Integrity With Every Home.

183 Stillwater, Flagler Beach

91 Merrimac Drive, Flagler Beach
$234,000
2 Beds ⋅ 2 Baths ⋅ FC321756 MLS
Live the Flagler Beach lifestyle! Welcome to 91 Merrimac Drive, a 2-bedroom, 2-bathroom manufactured home located in Surfside Estates, a 55+ resident-owned co-op community nestled between the Atlantic Ocean and Intracoastal Waterway. As a resident-owned co-op, you own a share in the community, with the current monthly co-op fee of $220. Inside, this home offers approximately 960 square feet of heated living space with vinyl plank flooring and a comfortable layout. This home also gives peace of mind with a newer roof, replaced in 2024! Residents of Surfside Estates enjoy an array of amenities, including a heated saltwater pool, clubhouse, fitness center, shuffleboard, fishing piers, kayak storage and launch, and waterfront gathering areas along the Intracoastal. An active social club also offers activities and events throughout the year. Just minutes from the beach, this location makes it easy to enjoy everything that makes Flagler Beach special. Spend your days soaking up the Florida sunshine, fishing along the Intracoastal, kayaking, relaxing by the water, or enjoying the area's local restaurants and coastal attractions. Golf carts are permitted within the community, adding to the easygoing beach-town lifestyle. Whether you're looking for a full-time residence, a Florida getaway, or a place to enjoy the coastal lifestyle, 91 Merrimac Drive offers the opportunity to own in a unique resident-owned community in Flagler Beach. Come discover the beach life at Surfside Estates!

91 Merrimac Drive, Flagler Beach

21 Windward Drive, Flagler Beach
$187,900
2 Beds ⋅ 2 Baths ⋅ FC321732 MLS
If you are looking for a winter get-away or a full time residence at the beach this might be the one for you. This charming barrier island coastal home offers two bedrooms, two full baths with a long semi enclosed carport and screened in front porch. Roof replaced in 2020 and A/C replaced in 2022. Located in the very desirable Surfside Estates, a 55+ community that offers the ultimate Florida Lifestyle with the significant advantage of resident ownership with no lot rent. This house sits next to one of the community's beautiful garden parks and you are just steps away from the intracoastal waterway. Take a short stroll down to one of the community's fishing docks to sip morning coffee as you watch the boats and dolphins go by, and in the evenings you can enjoy breathtaking sunsets! Low monthly fee of $220. covers cable, wi-fi internet, yard care and Clubhouse with heated and cooled swimming pool, elevator, library, pool tables and rooftop deck. You can get involved with the busy social calendar, featuring bingo, line dancing, exercise classes, potluck meals and Holiday social events. This special community is nestled between the atlantic ocean and intracoastal waterway and is both golf cart and pet friendly! You are just minutes away from the quant city of Flagler Beach, with major shopping, doctors and hospital just over the bridge.Come experience what this beach lifestyle feels like and claim your piece of paradise!

21 Windward Drive, Flagler Beach

1418 N Central Avenue, Flagler Beach
$535,000
2 Beds ⋅ 2 Baths ⋅ FC321688 MLS ⋅ Alikki BLDG.
Steps from the sand with breathtaking ocean views, this beautifully updated Flagler Beach townhome offers the perfect blend of coastal style, comfort, and durability, and is available fully furnished for an easy, turnkey beach lifestyle! Wake up to gorgeous beach sunrises from the primary bedroom and living room, while the kitchen balcony and guest bedroom offer peaceful sunset views. The fully renovated kitchen features custom cabinetry, granite countertops, and stainless steel appliances, creating a stylish and functional space for everyday living and entertaining. This move in ready home has been thoughtfully updated with a recoated roof and new water heater in 2021, plus a new A/C system in 2025. Storm shutters are included, and the home’s thick poured concrete walls were built with coastal durability in mind. Enjoy the benefits of low maintenance beachside living without the same reserve requirements associated with condominiums. The HOA extends to the high tide watermark, helping preserve the beautiful oceanfront setting. Outside, a private covered carport and additional storage provide plenty of room for beach gear, bikes, or a golf cart. Cool off at the sparkling community pool just steps from your door, or head across to the beach whenever the mood strikes. Located in a golf cart friendly area, puts you minutes from Flagler Beach restaurants, local shops, the pier, and everything that makes this laid back beach town so special. With an HOA of just $650 per quarter and the opportunity to purchase the home fully furnished, this is an exceptional option for a primary residence, second home, or coastal getaway. Come experience the Flagler Beach lifestyle, ocean views, salty breezes, beautiful sunrises, and the beach just steps away!

1418 N Central Avenue, Flagler Beach

3399 N Ocean Shore Boulevard, Flagler Beach
$2,795,000
3 Beds ⋅ 3 Baths ⋅ FC321452 MLS
Set apart as one of the most distinctive oceanfront residences along this stretch of Flagler Beach, this coastal estate offers a rare combination of expansive grounds, privacy, elevated design and an exceptional relationship with the Atlantic Ocean. Encompassing approximately 0.64 acres with more than 100 feet of direct Atlantic Ocean frontage, the property is surrounded by preserved coastal dunes, mature palm trees and established landscaping. Concrete and stucco construction provide a sense of permanence and substance, with a timeless presence suited to its extraordinary setting. Offered furnished, the residence flows effortlessly between refined interiors and multiple levels of outdoor living. Expansive windows fill the home with natural light and frame panoramic ocean views throughout, while elevated decks and balconies create inviting spaces for morning coffee, dining and entertaining. A heated pool and private beach walkover extend the living experience through the dunes to the shoreline. The main level features gracious living, dining and family spaces, a beautifully designed kitchen, and a custom coffee and wine bar with wine storage and a wine refrigerator. A separate intimate gathering room offers a relaxed setting for coffee, wine and conversation. The third floor is dedicated to the primary suite, offering a private retreat with sweeping ocean views, its own balcony, a separate office and a private coffee bar. The primary bath introduces one of the home’s most memorable details, with a striking architectural window framing the Atlantic directly from the spa inspired shower, transforming an everyday ritual into an extraordinary experience. Recent improvements include three replacement HVAC systems serving each level, a new seawall, concrete fencing, decking on both levels, exterior electrical panels and refreshed exterior paint. The pool has also been enhanced with a new heater and pump, supporting year-round enjoyment of this private outdoor retreat. Ideally positioned along Florida’s northeast coast, the property offers exceptional access to historic St. Augustine, Daytona Beach and its renowned racing events, premier golf and country clubs including Hammock Dunes Beach Resort, and three conveniently accessible airports serving Jacksonville, Daytona Beach and Orlando. Walt Disney World, Universal Orlando Resort and Orlando’s world class attractions are approximately 1.5 to 2 hours away, while medical facilities, fine dining, shopping and everyday conveniences are all within easy reach. More than an oceanfront residence, this is a lifestyle defined by space, privacy, natural light and an ever-present connection to the Atlantic Ocean, offering the rare opportunity to wake to the sound of the waves, entertain against an unforgettable coastal backdrop and experience the rhythm of refined coastal living every day.

3399 N Ocean Shore Boulevard, Flagler Beach

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