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$750,000
2 Beds 3 Baths A12063168 MLS
Welcome to your Florida Keys retreat at the desirable Kawama Yacht Club in Key Largo! One of the few properties in Key Largo that allows Nightly Rentals. This beautifully maintained 2-bedroom, 2-bath townhouse-style condominium offers the perfect blend of comfort, investment potential, and resort-style living. Enjoy spacious living areas, ceramic tile flooring, abundant natural light, and screened patios ideal for relaxing after a day on the water. The community is surrounded by lush tropical landscaping and offers exceptional amenities including a waterfront pool, tennis courts, marina, ocean access, playground, walking paths, and 24-hour gated security. Conveniently located just minutes from world-class fishing, diving, boating, waterfront dining, John Pennekamp Coral Reef State Park, and all that the Florida Keys lifestyle has to offer. Whether you're searching for a full-time residence, vacation getaway, or income-producing investment, this property offers endless possibilities in one of Key Largo's most sought-after communities. Condominium fee is $422/month, with an additional HOA fee of $850/quarter. Don't miss this opportunity to own your piece of paradise in the Florida Keys!

1500 Ocean Bay Drive Unit A1, Key Largo

$2,899,000
A12061389 MLS 24.9961° N Latitude BLDG.
Exceptional investment and lifestyle opportunity in the heart of Plantation Key. This offering includes a triplex income property together with the adjacent multifamily lot, giving you both immediate rental income and room to grow. In Islamorada, it's rare to find side-by-side multifamily parcels in such a convenient, desirable neighborhood. This CBS triplex is 2,409 sq ft on a 7,500 sq ft lot, with 3 rental units (1/1, 1/1, 2/2), full kitchens and baths, abundant on-site parking, and great outdoor living areas. Units 1 and 3 were renovated with updated interiors that attract solid tenants. In 2025, the dock electric was upgraded with a dedicated meter for dock power, one on each property. Next door, 121 Monroe Drive is an additional multifamily parcel of about 7,500 sq ft, ready for development. Add more units, a pool, covered parking with storage, or enhance outdoor spaces to create a cohesive compound and boost rental revenue. Multifamily waterfront land in Islamorada is limited, and demand for quality rentals remains strong. With recent upgrades and easy access to the mainland, this combined offering is a great opportunity for investors, 1031 buyers, or owner-operators who want a flexible Keys property with income today and room for future build-out and long-term appreciation. Free access to Founders Park, with sandy beach, swimming pool, boat ramp, playground, tennis, pickleball, walking paths, sports fields, dog park and daily fun activities and regular events.

127 & 121 Monroe Drive Unit 13, Islamorada

$1,675,000
3 Beds 2 Baths A12062228 MLS
South Florida Luxury Waterfront LivingEnjoy the ultimate Florida Keys lifestyle in this beautiful waterfront home with direct Atlantic Ocean access, located across from Rodríguez Key and just minutes from Mosquito Bank and Molasses Reef. Built in 2011, this elevated Keys-style home features concrete pile construction, a metal roof, and impact-resistant windows and doors for durability, safety, and potential insurance savings.The bright open floor plan offers abundant natural light, custom wood cabinetry, a modern kitchen with premium appliances, and beautifully finished bathrooms.Outside, enjoy 50 feet of seawall with aluminum caps and protective rubber fenders, a 42-foot concrete dock with a new waterproofed wood deck, a new 15,000-pound boat lift, spacious storage, covered parking, an oversized driveway, and a concrete privacy fence. Approved permits and plans for a new pool are already in place, making it easy to create your own private backyard oasis.Set on a quiet canal where manatees and sea turtles are frequent visitors, this home offers peace, privacy, and effortless boating. Just minutes from US-1, restaurants, shopping, and marinas, many accessible by boat or golf cart. Luxury, convenience, and the best of Florida Keys living await. South Florida Luxury Waterfront Living at an Exceptional ValueExperience the best of South Florida waterfront living in this stunning custom home, perfectly situated in apeaceful neighborhood with direct Atlantic Ocean access. Located directly across from Rodríguez Key andjust minutes from Mosquito Bank and the world-famous Molasses Reef, this property is a dream come truefor boating, fishing, diving, and snorkeling enthusiasts.Built in 2011, this elevated Florida Keys-style home was designed for both beauty and peace of mind.Constructed on concrete piles with a durable metal roof, impact-resistant windows and doors, and modernengineering, it offers outstanding storm protection and potential insurance savings.Inside, you'll find an open-concept floor plan filled with natural light. Rich wood cabinetry and custommillwork throughout the home provide warmth, elegance, and lasting durability. The chef's kitchen featurestop-of-the-line appliances, premium finishes, and generous workspace, while the beautifully appointedbathrooms showcase high-quality materials and timeless design.The outdoor living spaces are equally impressive. Enjoy a spacious lot that's perfect for entertaining familyand friends, along with a large storage room beneath the home. The property offers 50 feet of protectedseawall and a 42-foot concrete dock finished with a brand-new composite waterproof deck. A newlyinstalled 15,000-pound boat lift makes launching and storing your vessel effortless. The seawall is protectedwith aluminum caps and rubber fenders to help preserve your investment.The hard work has already been done for your future backyard oasis—approved permits and plans are inplace for the construction of a private swimming pool, providing the perfect place to relax after a day on thewater.Additional features include a covered carport, an oversized driveway with plenty of room for vehicles, boats,and recreational toys, and a concrete privacy fence surrounding the property for added security andtranquility.Set along a quiet canal where manatees and sea turtles are frequent visitors, this home offers a trueconnection to the natural beauty of the Florida Keys. Conveniently located just minutes from US-1, you'llenjoy easy access to local restaurants, shopping, and marinas many of which are accessible by boat or golfcart.This is more than a home, it's a waterfront lifestyle. Whether you're looking for a full-time residence, avacation retreat, or the ultimate boating paradise, this exceptional property delivers luxury, comfort, andunmatched access to some of the finest waters in the Florida Keys.Come experience luxury waterfront living for yourself and discover why life in the Florida Keys isunlike anywhere else.

123 Peace Avenue, Tavernier

$1,049,500
3 Beds 2 Baths A12061754 MLS
Gorgeous 3 bedroom 2 bathroom home on a spacious corner lot, with plenty of room for boats and RVs. Updated and remodeled bathrooms, open concept kitchen, laundry room and stainless steel appliances . This property is situated in one of the highest elevations in the area, Property is surrounded by beautiful mature trees and it has an in-ground heated pool, lots of space to enjoy the open air, just a block away from the community park and boat ramp. Enjoy ramp access for boat launching, fishing, kayaking or to just take in a spectacular sunset on the water! You can either walk, bike, or take a ride on a golf cart to the park/ramp area. You also have nearby Founder's Park, with excellent recreation, boat ramp access, public beach, a huge pool as well as several local festivals throughout the year, FREE for local residents. Property features a VOLUNTARY HOA, $250 annually. Seller offering $10K in contributions towards buyer's closing costs!

157 Navajo Street, Tavernier

$2,499,000
2 Beds 3 Baths A12061218 MLS
Experience modern waterfront living at this exceptional 2-bed, 2.5-bath oceanfront home on Geiger Key, where contemporary design meets exceptional engineering. Envisioned by original owner and renowned author Reese Palley, the residence was designed to maximize breathtaking open-water views, natural light, and indoor-outdoor living. Remote-controlled blinds reveal an endless blue horizon, while expansive walls of impact glass and soaring cathedral ceilings create a dramatic sense of openness. The elegant, open-concept floor plan features clean architectural lines and spacious living areas. Engineered by structural and civil engineer Joel Roseblatt, the home was intentionally “over-engineered” for strength and durability. Reinforced concrete block construction and rare hollow-core concrete floor and roof systems provide remarkable structural integrity, fire resistance, thermal efficiency, and quiet security. Encompassing 3,672 sq. ft. under roof, the home offers expansive covered outdoor spaces for entertaining, waterfront dining, or peaceful mornings overlooking the water. Approximately 270' of concrete dockage and immediate ocean access provide an ideal setting for boating, world-class fishing, and sunset cruises. Located minutes from Key West yet surrounded by the tranquility of Geiger Key, 156 Sea Lane was built to endure for generations. See the “Supplement” tab for additional history on the property’s architecture and design.

Key West

$1,850,000
3 Beds 3 Baths A12061248 MLS
Rare Florida Keys boater's paradise on the golf course! This Marathon waterfront gem offers deep, wide canal access with direct routes to the Gulf and Atlantic, plus a 100-ft composite dock outfitted with a fish cleaning station, 12,000 lb boat lift, and 5,000 lb davit — bring the yacht, the sportfish, and all the toys. Enjoy front-row views of the Florida Keys Country Club golf course, just minutes from Sombrero Beach, the crown jewel of Marathon's beaches.Outdoor living is unmatched: a heated 26' x 13' pool, screened porch, fully equipped outdoor kitchen, and outdoor shower create the ultimate entertaining setup year-round. The oversized 6" reinforced concrete driveway with rebar is engineered to handle heavy equipment, trailers, or yacht storage with ease.Inside, impact windows and doors provide peace of mind and efficiency throughout. A convenient downstairs half kitchen adds flexibility for guests or multigenerational living, complemented by a legal downstairs enclosure — rare, permitted living space that adds real value.Golf course views, beach proximity, and true yacht-ready waterfront — this Keys property checks every box. Schedule your private showing today!

2557 Sombrero Boulevard, Marathon

$899,000
3 Beds 3 Baths A12057185 MLS
Welcome to your dream escape in the Florida Keys. This spacious 3-bedroom, 3-bath oceanfront townhome in the highly sought-after Bonefish Yacht Club Townhomes offer the perfect blend of coastal and laid-back island living. Set within an intimate marina community of just 34 residences nestled among lush tropical landscaping, this home feels both private and resort-like and also conveys with a deeded boat slip in Bonefish Marina (B-34). Enter through the foyer and up to two levels of open living, with 1,769 sq. ft. thoughtfully oriented for comfort, water views, and easy entertaining. The chef's kitchen features generous cabinetry, ample counter space, and an inviting eat-in island that flows seamlessly into the main living area, where sliding glass doors open to a spacious waterfront balcony overlooking the Key Colony Channel. The primary suite is a serene retreat with its own private balcony, walk-in closet, and ensuite bath, while two additional bedrooms offer flexible space for guests, family, or a home office, each with access to well-appointed baths. On the ground level, a private garage and generous storage provide the perfect place for fishing gear, paddleboards, and all your Keys lifestyle essentials. Residents enjoy a temperature-controlled pool, expansive sun deck, tiki lounge with wet bar, tennis and pickleball courts, and a private sandy beach. New roof in 2023 and new A/C in 25 with 12 year warranty.

95 Coco Plum Dr & Slip B-34 Unit 4, Marathon

$3,650,000
4 Beds 4 Baths A12056681 MLS
Enter the bougainvillea-lined gates of Casa Feliz, a private oceanfront retreat on Grassy Key with expansive water views, white sand beach, and a true resort-style experience in the Florida Keys. An exceptional investment opportunity, Casa Feliz is a strong producing vacation rental with rental history and future bookings already in place. Set on over 24,000 square feet of lush grounds with mature landscaping, fruit trees, fresh herbs, and .29 acres of bay bottom, this exceptional estate is designed for both relaxation and entertaining. An observation pier invites kayaking, paddleboarding, fishing, and endless enjoyment of marine life, while the unique orientation captures both breathtaking sunrise and sunset views over the water, a rare and coveted feature in the Keys. Outdoor living is elevated with a resort-style saltwater pool featuring cascading waterfalls, spillover spa, and fully equipped poolside cabana complete with wet bar, refrigerator, ice maker, and cooking area. A fire table and beachside fire pit create the ultimate setting for entertaining or unwinding beneath the stars. Completely renovated down to the studs in 2022, the three-story residence was thoughtfully redesigned to maximize sweeping ocean views from nearly every room. Offering four custom bedroom suites, each with private en-suite bath, the home comfortably accommodates guests in luxury.

58652 Overseas Highway, Marathon

$7,495,000
5 Beds 4 Baths A12060805 MLS
Nestled on the exclusive private gated island of Sunrise Isles in Marathon, Florida Keys, this magnificent 2019 oceanfront estate redefines luxury living. One of only 20 residences within this secure island enclave, it offers an exceptional blend of privacy and the serene beauty of the Keys.This exquisite 5-bedroom, 4-bathroom residence spans approximately 3,500 square feet of crafted living space designed to capture breathtaking ocean views. The open-concept single-level floor plan seamlessly connects gourmet kitchen, dining, and living areas, while floor-to-ceiling windows flood the home with natural light. Each bedroom features an en-suite bathroom, while the primary suite offers panoramic ocean views and a spa-inspired bath.Impact-resistant sliding glass doors open to approximately 700 square feet of covered terrace, creating exceptional indoor-outdoor living. Set on over 32,000 square feet of waterfront property, the estate boasts 110 feet of sandy beachfront and an additional 110 feet of protected canal dockage with two custom boat lifts and an L-shaped synthetic dock, providing effortless access to open water.Outdoor amenities include a resort-style pool with water features, creating the perfect island retreat for entertaining or relaxing. Just ½ mile from Sombrero Beach and minutes from shopping, dining, and Marathon Airport, this extraordinary Sunrise Isles estate presents a rare opportunity to own one of the Florida Keys' finest luxury oceanfront residences.

108 Sunrise Drive, Marathon

$460,000
2 Beds 1 Baths A12060203 MLS
Experience affordable Florida Keys living in this beautifully remodeled 2-bedroom, 1-bath manufactured home! Move-in ready and featuring a 4-year-old central A/C, accordion shutters on all windows for added storm protection, and a generator hookup already installed for easy future generator connection. Enjoy an incredible resort-style community offering a marina, private beach, community pool, clubhouse, basketball court, tennis and pickleball courts, on-site convenience store, and excellent fishing right from your neighborhood. Whether you're looking for a full-time residence, vacation retreat, or investment opportunity, this home offers the best of the Keys lifestyle. Seller is motivated and willing to entertain owner financing, creating a rare opportunity for qualified buyers. Don't miss your chance to own your piece of paradise in the Florida Keys!

65821 Overseas Highway Unit Lot 219, Long Key

$495,000
1 Beds 1 Baths A12031574 MLS
Enjoy breathtaking sunsets over the Bay! This turn-key one bedroom/one bath penthouse at Summer Sea Condo in the heart of Islamorada, offers amazing views from every window. Tastefully furnished and beautifully updated with marble floors throughout, granite countertops, freshly painted white cabinets and stainless-steel appliances including a double oven. Everything is included (fully furnished) and ready to start the fun! Available for a long-term rental or seasonal. Enjoy all the amenities offered including a gym, pool, game room, kayak/paddle board launch area, boat ramp, clubhouse and private beach area. Great location at MM 88.5 on the bayside, Walk to great restaurants and more. Laundry facilities onsite.

88500 Overseas Hwy 504 Unit 504, Plantation Key

$898,000
2 Beds 2 Baths A12056663 MLS
The first thing you'll notice isn't the vaulted wood ceilings or the tropical landscaping. It's the feeling that you've already arrived home.Located in one of Marathon's most sought-after neighborhoods, just 0.3 miles from Sombrero Beach, this elevated 2-bedroom, 2-bath home offers 1,458 sq. ft. of comfortable living designed for the Florida Keys lifestyle. Inside, you'll find beautiful tongue-and-groove wood ceilings, tile flooring throughout, spacious bedrooms and baths, and an upstairs laundry room. Two additional conforming downstairs rooms provide flexible space for a home office, studio, gym, or hobbies.Outside, your own private tropical retreat awaits with mature landscaping, fruit trees, an herb garden, multiple outdoor living spaces, a custom covered bar and grilling area, a cozy fire pit, and room to add a pool. Covered parking provides plenty of space for vehicles, boats, and all the toys.Built with durable combination construction and a tile roof, with annual homeowners, wind, and flood insurance totaling approximately $8,810.Eligible buyers may qualify for Florida's Hometown Heroes Program. Contact us for a list of participating lenders and program information.

422 Calle Limon, Marathon

$1,899,000
3 Beds 3 Baths A12058430 MLS
Luxury Waterfront Living at Its FinestExperience the ultimate waterfront lifestyle in this completely remodeled luxury residence, where sophisticated design meets unparalleled coastal living. Perfectly positioned with 160 feet of pristine water frontage and an impressive 160-foot private dock, this exceptional property offers direct access to endless days of boating, fishing, and breathtaking sunset views.Every detail of this stunning home has been thoughtfully reimagined with high-end finishes, modern craftsmanship, and timeless elegance. The open-concept floor plan seamlessly blends indoor and outdoor living, creating an inviting atmosphere for both everyday comfort and grand entertaining.Designed with the avid angler and boating enthusiast in mind, the home features a custom fishing rod room, 3 balconies with a amazing views, an industrial ice maker & generator. Whether you're heading out for a day on the water or relaxing dockside, this property is built to complement an active waterfront lifestyle.Step outside to your expansive dock, offering ample space for multiple vessels, water toys, and effortless access to open water. Cruise through the neighborhood in the INCLUDED golf cart, making every outing as enjoyable as the destination.

203 Pimilico Lane, Key Largo

$5,499,000
5 Beds 6 Baths A12014774 MLS
Welcome to 142 Guilford Court, a stunning bayfront home in the desirable Hammer Point neighborhood of Key Largo. Built in 2021 with solid concrete construction and a concrete roof, this luxury waterfront property offers panoramic bay views from both the main living areas and the primary suite.Offered turnkey furnished and professionally decorated, this 5-bedroom, 5.5-bathroom home features approximately 3,500 square feet across three levels with elevator access. Each bedroom includes a private en-suite bathroom, ideal for hosting family and guests.The open-concept living space is filled with natural light and framed by expansive impact glass doors overlooking the bay. The chef’s kitchen features premium appliances, quartz countertops, a large pantry, and a warming drawer, all designed for effortless entertaining.Outside, enjoy a resort-style setting with a concrete dock, in-ground pool, multiple balconies, fenced yard, covered parking, and breathtaking sunset views. This is a rare opportunity to own a newer construction bayfront home in Key Largo with direct water access and true Florida Keys luxury living.

142 Guilford Court, Tavernier

$999,000
3 Beds 2 Baths A12058269 MLS
Your Key Largo Home Awaits!This gorgeous 3-bedroom, 2-bathroom home, built in 2021, Features a spacious, open-concept living area featuring soaring vaulted ceilings and an expansive kitchen with abundant cabinetry and added storage, making entertaining and everyday living effortless.Enjoy the best of indoor-outdoor living from the fully enclosed front porch, complete with high-impact windows and doors. With windows that open fully, you can welcome in the refreshing island breeze on those beautiful cooler days.Outside, your private oasis awaits! Take a dip in the heated pool and Jacuzzi, complete with color-changing lights that create the perfect atmosphere for relaxing evenings under the stars. Entertain family and friends at the tiki bar with a built-in outdoor kitchen—your own private slice of paradise.The property also features an RV hookup. Plenty of parking for your boat, trailer, and several cars. This home is conveniently located near boat ramps, making it easy to get out on the water and enjoy everything the Florida Keys lifestyle has to offer. Relax. Entertain. Explore. Live the Keys lifestyle.

811 La Paloma Road, Key Largo

$995,000
3 Beds 3 Baths A12057219 MLS
Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in the desirable gated community of Key Largo Ocean Resort on the ocean side of Key Largo. Just steps from the ocean, this spacious residence offers the perfect combination of comfort, convenience, and the Florida Keys lifestyle. The community features an exceptional selection of resort-style amenities, including a private boat ramp with direct ocean access, waterfront restaurant, clubhouse, fitness center, swimming pool, tennis and basketball courts, fishing pier, and ample guest parking. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property offers an ideal location close to world-class boating, fishing, diving, dining, and all that the Florida Keys have to offer. Experience relaxed coastal living in one of Key Largo's most sought-after gated communities.

94825 Overseas Highway Unit 144, Key Largo

$895,000
2 Beds 2 Baths A12056491 MLS
2BD/2BA waterfront half-duplex in Key Colony Beach, offering impressive water views from both the front and back of the home. Stilted concrete construction, metal roof and impact windows make the insurances extremely affordable. Wake up to glowing sunrises over the water and wind down with color-soaked Keys sunsets from your private balconies perfect for morning coffee, sunset cocktails, and effortless indoor-outdoor living. A deep-water pier-style dock accommodates boats up to 40 ft giving you instant access to world-class fishing, diving, and boating. Designed for adventure and convenience, the property includes parking for up to 3 vehicles, 2 covered spaces beneath the home and an additional uncovered driveway space ideal for extra parking or a boat trailer. A dedicated tackle room keeps gear organized and ready for your next trip offshore. Everything you love about Key Colony Beach is within easy walking distance, Sunset Park for oceanfront strolls and nightly sunsets, the Key Colony Beach Golf Course, tennis and pickleball courts, the Cabana Club with oceanfront pool and beach access (membership-based), and the Key Colony Beach Marina. Restaurants, walking paths, and the island's friendly, laid-back atmosphere are all right at your doorstep. With 7-day rentals permitted, this property offers excellent vacation-rental potential in one of the most desirable waterfront, boating communities in the Middle Keys. A bright, breezy coastal escape and always a pleasure to show.

46 Sadowski Causeway, Key Colony Beach

$634,000
2 Beds 2 Baths A12054415 MLS
Turnkey and beautifully updated townhouse in the prestigious Executive Bay Club in Islamorada! This spacious 2-bedroom, 2-bath residence and a loft with room for two additional beds,offers 1,344 sq. ft. of living space. Ideally located in one of the community’s best locations, with no parking directly in front for added privacy. Enjoy newly renovated resort-style amenities, a new community roof, giving peace of mind. Adjacent to Founders Park and nestled in a bay-to-ocean community, this property is perfect as a vacation retreat, primary residence, or income-producing investment. Start creating unforgettable family memories—and generate rental income when not in use.Paradise is here. Schedule your private showing today and experience the Florida Keys lifestyle for yourself.Welcome HOME -Island Living at it's best! + unforgettable sunsets

87200 Overseas Hwy E4 Unit E4, Plantation Key

$649,000
1 Beds 1 Baths A12056036 MLS
Crystal-clear turquoise waters, swaying palms, and gentle ocean breezes create the perfect Florida Keys escape. The historic Cheeca Lodge is located in the heart of Islamorada, which is recognized as ''The Sport Fishing Capital of the World''. Islamorada is renowned for fine dining, water sports, The Art District, galleries, shopping and breweries. The resort encompasses 27 acres with 1,200' of beach frontage and a 525' fishing pier. This beautiful one-bedroom King suite, with additional sleeper sofa in the living room and private screened balcony, overlooks the garden and waterfall. This is a luxury, income-producing property. Nightly rentals are allowed, with onsite management, an owner's closet, and owner's use of up to 28 days. The resort offers a 24-hour shuttle, valet parking, concierge service, 5-star fine dining, ballroom, conference room, a spa, fitness center, beach, pools, dock, tiki bars, 9-hole par 3 golf course, Pickle Ball courts, lighted tennis courts, lush gardens, bike path, fishing, diving, snorkeling, water sports and Camp Cheeca for children.

81801 Old Hwy 754 Unit 754, Islamorada