Islamorada Homes with FHA Finance Terms

Islamorada Homes with FHA Finance Terms

**Discover the Allure of Islamorada, Florida: Your Dream Home Awaits!**

Nestled in the heart of the Florida Keys, Islamorada is a tropical paradise that offers a unique blend of breathtaking natural beauty and vibrant island culture. Known as the "Village of Islands," this enchanting destination is located in Monroe County and boasts stunning waterfront views, crystal-clear waters, and an array of outdoor activities. Whether you're an avid fisherman, a water sports enthusiast, or simply seeking a serene escape, Islamorada has something for everyone.

The charm of Islamorada is not just in its picturesque scenery but also in its welcoming community. With a rich history and a laid-back atmosphere, residents enjoy a lifestyle that embraces both adventure and relaxation. From world-class fishing and diving to exquisite dining and art galleries, the village offers an abundance of experiences that make it a perfect place to call home.

For those looking to invest in this idyllic locale, homes with FHA financing options are available, making it easier than ever to secure your piece of paradise. FHA loans are designed to assist first-time homebuyers and those with lower credit scores, providing flexible financing terms that can help you navigate the home-buying process with ease.

Imagine waking up to the gentle sound of waves lapping against the shore, with the promise of a sun-soaked day ahead. In Islamorada, your dream home is not just a possibility; it’s a reality waiting to unfold. Embrace the lifestyle you’ve always desired and explore the exceptional real estate opportunities that this charming village has to offer. Your slice of paradise is just a call away!

Newest Islamorada Homes with FHA Finance Terms

74501 Overseas Hwy, Islamorada
$4,850,000
5 Beds ⋅ 4 Baths ⋅ 621750 MLS
Discover a rare oceanfront paradise in the Florida Keys, situated on 1.35 acres of private oceanfront property featuring an extraordinary stretch of natural sandy beach, a feature seldom found in the Keys. Perfectly positioned next to iconic Sea Oats Beach, known for its pristine shoreline and seasonal sea turtle nesting, this exceptional estate offers privacy, coastal elegance, and breathtaking turquoise waters, just minutes from Islamorada's renowned dining and shopping. Enter through a private electric gate with ample parking for vehicles, boats, and trailers, plus an oversized three-car garage with pull-through access. An expansive ground-level storage area, currently utilized as a private gym, provides additional space for recreational equipment and boating gear. Built with concrete construction, the residence features impact-resistant windows and doors, along with a 25kW propane generator. Inside, marble floors, granite countertops, stainless steel appliances, a wine refrigerator, built-in ice maker, and spectacular open living spaces create an inviting coastal retreat. Four sets of double sliding impact glass doors frame panoramic ocean views and abundant natural light. The residence features five bedrooms and four full bathrooms, including two guest suites with private baths. The oceanview primary suite offers a walk-in closet, dual vanities, soaking tub, and walk-in shower. Outside, a lagoon-style pool, Jacuzzi, and wraparound balcony create an exceptional setting for entertaining and enjoying the ocean breezes. Offered below its 2026 appraised value, this remarkable oceanfront estate presents a rare opportunity to own 1.35 acres of private oceanfront property with a natural sandy beach, stunning open-water views, and convenient access to Islamorada's restaurants, shopping, and marinas.

74501 Overseas Hwy, Islamorada
107 Azalea St, Islamorada
$2,800,000
5 Beds ⋅ 3 Baths ⋅ 621542 MLS
Welcome to Islamorada, one of the most desirable islands in the Florida Keys, where relaxed island living and life on the water come together. This modern, clean, and beautifully maintained 5-bedroom, 3-bath home sits on a quiet cul-de-sac with a large, fenced yard and plenty of room to enjoy the outdoors. The home offers a flexible layout with 3 bedrooms and 2 baths upstairs, plus a separate 2-bedroom, 1-bath lower level--giving family and guests their own space and privacy. The large kitchen features beautiful Italian finishes and stainless steel appliances, while two A/C systems, hot water on demand, high-impact windows and doors, and a cooled single-car garage add comfort and convenience. Outside is where you'll really enjoy the Keys lifestyle. Take a dip in the saltwater pool and jacuzzi, relax around the outdoor kitchen, or head over to the water and hop in the boat. The property enjoys a very desirable corner location on the canal, with approximately 100 feet of canal frontage, a wide, easy-turnaround canal, and approximately 50+ feet of concrete dock. The location offers quick access to the bay and easy access to the Atlantic through nearby Tavernier Creek. You may even find yourself watching manatees and tarpon swimming right by the property. The yard is fenced and designed for easy living with pea rock and synthetic turf, giving you more time to enjoy the space and less time worrying about maintenance. Whether you're looking for a comfortable full-time home, a place to escape to on weekends, or a property with plenty of room for family and friends, 107 Azalea Street is a place where you can slow down, get on the water, and enjoy everything the Florida Keys have to offer.

107 Azalea St, Islamorada
115 Villa Bella Dr, Islamorada
$4,899,000
4 Beds ⋅ 4 Baths ⋅ 621387 MLS
Experience turnkey luxury in the renowned Venetian Shores community with this exceptional 4-bedroom, 4-bath concrete waterfront residence, completely rebuilt from top to bottom with designer finishes and thoughtful details throughout. Offered fully furnished and completely outfitted, this home is truly ready to enjoy from day one. Everything is already in place, including linens, bathroom essentials, a fully stocked kitchen, and three mini-bar setups. Currently operating in a highly successful vacation rental program, the property has been thoughtfully designed and equipped for effortless personal use, entertaining, or continued rental operation. The beautifully finished interiors offer a sophisticated coastal feel, while an additional bonus space downstairs provides exceptional flexibility as a potential 5th bedroom, private office, game room, or lounge. Outdoor living is equally impressive. The resort-style pool is both heated and chilled for year-round enjoyment, while extensive landscape and architectural lighting creates an incredible atmosphere after sunset. Under-dock lighting illuminates the water below, perfect for nighttime fish watching and feeding. An outdoor shower provides the ideal place to rinse off after a swim or a long day on the water. Adding even more to the Keys lifestyle, the property includes a customized golf cart, making it easy to cruise through Venetian Shores and enjoy everything this highly sought-after neighborhood has to offer. From the complete rebuild and designer interiors to the turnkey furnishings, flexible living spaces, resort-style outdoor amenities, and established vacation rental operation, every detail of this home has been carefully considered. Simply arrive, unpack, and start enjoying the Florida Keys lifestyle.

115 Villa Bella Dr, Islamorada
107 Valencia Dr, Islamorada
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 621119 MLS
OCEAN ACCESS WATERFRONT OPPORTUNITY IN VENETIAN SHORES! Immaculate 2-story CBS concrete home offering the ultimate Florida Keys lifestyle! Situated on a 100' wide deep-water canal with NO FIXED BRIDGES and direct access to both the Atlantic Ocean and Florida Bay via Snake Creek, this is a boater's dream. Minutes to open water with a private dock featuring power and davits, perfect for large boats. This spacious home features 3 bedrooms, 2.5 baths with a flexible floor plan. The first floor offers 2 bedrooms, 1 full bath, family room, and bar area, while the second floor features the primary suite, oversized kitchen, dining room, laundry room, and half bath to maximize the spectacular waterfront views. Enjoy breathtaking sunsets and tropical breezes from the expansive wraparound covered porch. Additional features include beautiful hardwood floors, an oversized kitchen ideal for entertaining, brand-new saltwater pool (2026), three large exterior storage rooms, circular driveway, and fresh exterior paint (2025). Lovingly maintained and in immaculate condition, this home is ready for your personal updates to create the ultimate Keys retreat. Located in the highly desirable Venetian Shores community, known for its deep, wide canals, outstanding boating access, and optional homeowners association. Whether you're looking for a full-time residence, weekend getaway, or luxury waterfront escape, this is a rare opportunity to own in one of Islamorada's premier boating communities.

107 Valencia Dr, Islamorada
100 Iroquois Dr Unit Unit 5, Islamorada
$999,999
3 Beds ⋅ 3 Baths ⋅ 621101 MLS
Embrace the ultimate island lifestyle in this beautifully renovated waterfront home on Lower Matecumbe Key, featuring 32 ft of private dockage and effortless ocean access. Meticulously updated, tastefully decorated, and completely move-in ready, this costal retreat is perfectly suited as a full-time residence or a premier weekend getaway. Enjoy the financial freedom of no HOA fees, along with the unique flexibility of possible owner financing. The layout is exceptionally well-suited for hosting and entertaining, with two bedrooms and two bathrooms on the main living level, and a large separate guest suite and bonus area on the lower level providing privacy and flexibility. Enjoy peaceful views from the screened-in porch, perfectly positioned to capture a straight, open view down the canal, while the spacious backyard offers plenty of room to relax, entertain, and a blank canvas to further enhance your outdoor living experience to your liking. Boaters will appreciate quick access to the ocean, with a beautiful sandbar/beach nearby, perfect for anchoring up for a day of sun, as well as convenient routes to the bay via Channel 2 or Channel 5 bridges. Additional features include a rare garage space, ideal for storing a golf cart, jet skis, and gear while keeping everything protected from the elements. This property provides a walkable Keys lifestyle. Stroll down to the fishing pier to catch dinner and take in a sunset view or hop in the golf cart and ride down to the locals favorite, Habanos restaurant and their new tapas bar right on the ocean for dining and drinks. This is a must-see waterfront opportunity combining comfort, functionality, and the best of island living.

100 Iroquois Dr Unit Unit 5, Islamorada
136 Aregood Ln, Islamorada
$780,000
2 Beds ⋅ 3 Baths ⋅ 620945 MLS
Island Opportunity is knocking! Enjoy your own Islamorada vacation home...with the option to generate excellent rental income when you're not using it. Set in a private, peaceful oceanfront community of just 10 townhomes, you'll have a beach, pool and your own slip for boat up to 30'. Spend the day on the water, relax by the pool or head up to the rooftop deck for ocean breezes & a peekaboo water view. There are four balconies - so you can enjoy some shade at any time of day. Although this seller never rented, the home is eligible for a coveted weekly rental license, giving a new owner the flexibility to enjoy it personally while also taking advantage of the strong Keys vacation rental market. The 2 bedroom, 2.5 bath townhome has a comfortable layout, with a private bath for each bedroom, a half bath on the main living level, and *straight interior* stairs rather than a spiral staircase. It's also refreshingly low maintenance, with concrete construction, a concrete roof, impact windows and doors, and an HOA that takes care of the grounds. Because this is a townhome rather than a condo, owners choose how much insurance to carry, and current insurance costs are surprisingly low. It's even in an X flood zone, so no flood insurance is required. Covered parking and an entry from underneath the home are two more practical touches that make coming and going easy, rain or shine. Trailer/boat storage is allowed under the home. The location works just as well by water as it does by land, with fantastic fishing and diving just steps from home and a great Old Highway location close to Founders Park, restaurants and everything you come to Islamorada to enjoy. Breezy and relaxed when you're here, with the ability to generate income when you're not. It's a rare and excellent combination.. good for your heart and your wallet.

136 Aregood Ln, Islamorada
143 N Hammock Rd, Islamorada
$1,199,000
3 Beds ⋅ 3 Baths ⋅ 619848 MLS
Experience all that Islamorada has to offer from this stunning home that was constructed in 2020. This two-story residence offers 3 spacious bedrooms and 2 full bathrooms on the ground floor. The second floor has a large great room - ideal for a home office, second living room, playroom, or media space--adding extra versatility to the layout. Additionally, there is another full bathroom upstairs. Step into an open-concept main living area with numerous windows to let in the natural light. Easy to clean tile throughout. The heart of the home is a modern kitchen featuring a large island, custom cabinetry, and premium finishes--perfect for entertaining and everyday living. The spacious side and backyard provide ample space for trailers, boats, or a future pool, making it perfect for outdoor enthusiasts. Speaking of pool, there is a current, valid pool permit that has been issued for the property and can be transferred to the next owner. This home is located just minutes from the ocean, marinas, shopping, and dining. It is zoned for highly rated Coral Shores High School. This home offers the rare opportunity to own an almost new, move-in-ready property in the Upper Keys. Don't wait--schedule your private showing today and make this modern island retreat your forever home!

143 N Hammock Rd, Islamorada
80450 Overseas Highway Unit 204, Islamorada
$535,000
2 Beds ⋅ 2 Baths ⋅ 619711 MLS
Welcome to Sand Pebbles -- Islamorada's Hidden Gem. Located in the heart of the Village of Islamorada, this spacious 2-bedroom, 2-bathroom condo at the boutique community of Sand Pebbles offers the quintessential Florida Keys lifestyle you've been dreaming of. With only 16 units, Sand Pebbles delivers an intimate, low-key atmosphere that larger communities simply can't match, your own private slice of island paradise. Step inside and discover a bright, airy layout designed for both relaxed living and effortless entertaining. The open-concept floor plan flows naturally, with two generously sized bedrooms and two full baths offering the perfect retreat after a day on the water. Community amenities that elevate everyday life: heated resort-style pool, tiki hut, garden areas, a bayfront observation pier, and on-site trailer storage. Boaters will enjoy easy access to the nearby Safe Harbor Angler House Marina for all of their boating needs. Located just moments from world-class sportfishing, diving, dining, and the eclectic local shops that make Islamorada truly special, Sand Pebbles places you at the center of it all while maintaining the peaceful, uncrowded feel.

80450 Overseas Highway Unit 204, Islamorada
1101 Mastic St, Islamorada
$5,999,000
8 Beds ⋅ 6 Baths ⋅ 619673 MLS
Spectacular Bayfront Estate with Guesthouse in the Heart of Islamorada. & 7 Day Rental Potential, Seller Financing Available. Experience luxury coastal living at its finest in this exceptional Gated bayfront estate, ideally situated in the heart of Islamorada. Set on a rare peninsula with over 225 feet of prime waterfront, this property offers unmatched privacy, panoramic views, and direct access to both the Florida Bay and Atlantic Ocean. The main residence features 7 spacious bedrooms and 5 beautifully appointed bathrooms designed with both elegance and comfort in mind--perfect for entertaining or hosting large gatherings. A dramatic third-floor Birds Nest Sky Lounge features 360-degree glass walls and a walkout rooftop deck, capturing breathtaking vistas in every direction. Expansive living areas and thoughtfully designed spaces capture stunning water views from every angle. A Whole House Generator for peace of mind. A private 1-bedroom, 1-bathroom guesthouse provides the ideal retreat for visitors, accommodating extended family, or potential rental income or creating a secluded retreat. For boating enthusiasts, the estate includes an impressive 85+ foot deep-water yacht slip and four boat lifts, offering seamless access to both the Bay and Ocean--an unparalleled fishing advantage in the Florida Keys. Step outside to your own waterfront oasis, where a gorgeous heated bayfront pool invites relaxation while you take in breathtaking sunset views and the tranquil surroundings. Blending luxury, comfort, and premier waterfront access, this remarkable estate presents a rare mixed-use opportunity in one of Islamorada's most coveted locations. Seller will consider all reasonable offers.

1101 Mastic St, Islamorada
20 Avacado St, Islamorada
$15,950,000
6 Beds ⋅ 8 Baths ⋅ 618816 MLS
BAYSIDE, DEEP WATER, BREATHTAKING GULF VIEWS Welcome to one of Islamorada's premier rare bayside estate properties - a remarkable parcel that stretches from Overseas Highway all the way to the Bay. The home bestows privacy, unobstructed Gulf Views, and a deep-water basin for calm dockage cable of accommodating substantial vessels with immediate access to world class sportfishing waters. The residence includes 6 bedrooms, 7.5 bathrooms and was designed to blend coastal elegance with effortless waterfront living. In addition to the bedrooms, the main home provides a complete gym and office. A separate guest house includes a living room, full kitchen, laundry room, and two bedrooms with ensuite bathrooms. Located in the heart of Islamorada, the home is walkable to several restaurants. Agents Welcome

20 Avacado St, Islamorada
87200 N Overseas Hwy Unit N2, Islamorada
$630,000
2 Beds ⋅ 2 Baths ⋅ 617971 MLS
Private location for your pleasure at this roomy townhouse offering an abundance of space to enjoy. Spiral stairs leading to the primary suites with an additional loft for your quests. Soft carpet on the living area floors with tile in the remodeled kitchen and beautiful bathrooms. Two pets allowed, with first come first serve the waterfront area. Pool and club house for your recreation along with a nice, landscaped community for your pleasure. 28-day rentals permitted. Garden setting from you extended living room to enjoy the outdoors at your back yard.

87200 N Overseas Hwy Unit N2, Islamorada
87200 Overseas Hwy Unit V9, Islamorada
$750,000
3 Beds ⋅ 2 Baths ⋅ 613083 MLS
All NEW NEXT TO MARINA & POOL Stunning Islamorada 3 full bedrooms 2 brand new bathrooms plus oversized loft with additional queen and three twin beds. This Townhouse has ALL NEW kitchen, new bar, new built-ins, new custom fishing closet & storage, brand new 4 ton AC unit, 2 brand new Bathrooms with showers, new extended loft area, new full size Washer/Dryer, new BBQ area with new patio chicago brick pavers plus private patio shaded area with beautiful palms trees, serena & lily furniture inside, new electric panel, new electric water heater, new 80' smart OLED TV, new area just for refreshments, coffee and bar, new 4 ton AC unit, high end hurricane impact windows and doors that are reflective and cannot see inside. New Electric car charging electric panel exclusive to this unit. Best area in the community next to pool and marina with two pickleball courts and basketball court in the rear. Sleeps easily over 10 people. King bed in the master bedroom, 2 queen mattress in additional bedroom and loft along with 5 twin mattresses. Rented in winter for over $6,500 a month! Call today! This community features a new private beach, marina, dock and clubhouse. Being SOLD fully furnished and fully equipped with high end appliances (FRIGIDAIRE), high end furniture (SERENA & LILY) and furnishings. See 3 Videos: https://youtu.be/P8cOME8P_kY; https://youtu.be/b6RmPMU8pvk; https://youtube.com/shorts/BEo0F_YzVFE;

87200 Overseas Hwy Unit V9, Islamorada
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