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$1,349,000
2 Beds ⋅ 2 Baths ⋅ 612863 MLS
This exceptional furnished waterfront home offers luxurious comfort, modern upgrades, and excellent boating access, complete with a heated pool, 60 feet of dockage, and a charming tiki hut. Rated '10 - Exceptional' on VRBO, it is also a proven vacation rental with future bookings already in place. Inside, tile floors and tasteful nautical décor create a bright, inviting feel. The living area features a leather sofa, loveseat, 55-inch smart TV, and free WiFi. The kitchen is well equipped with granite countertops, stainless steel appliances, a farm sink, and an island with seating for four, while the dining area comfortably seats six. The primary suite includes a king-size bed with a gel memory foam mattress, a 32-inch smart TV, and a private bath with a walk-in shower. The guest bedroom offers two queen beds, a smart TV, and access to a second full bath with a walk-in shower. An indoor washer and dryer, linens, and pool towels add convenience. Outside, the spacious deck and tiki hut feature a dining area, swings, and a 45-inch TV overlooking the water. The pool area includes brand-new chaise lounges and an outdoor dining set. Boaters and anglers will appreciate the bait freezer, commercial ice machine, fish cleaning station, and direct deep-water access to both the Gulf and Atlantic. Recent updates include a new range, bait freezer, and kitchen faucet in 2024; HVAC, tiki hut, and commercial ice machine in 2020; and a metal roof with impact windows in 2019. Ideally located near the 7-Mile Bridge and Vaca Cut, this home is perfect for boating, fishing, relaxing, or enjoying the best of the Keys lifestyle.

8188 Aviation Blvd, Marathon
$1,349,000
3 Beds ⋅ 3 Baths ⋅ 619306 MLS
Tucked away in the Historic Seaport District, this unique three-bedroom, two-and-a-half-bath condo offers privacy, charm, and flexibility in an exceptional location. Set behind a gated rear entry, the property features a private pool, deck, and lush mature tropical landscaping. The main cottage includes a spacious primary suite with en suite bath, inviting living and dining spaces, a large kitchen, and laundry. A separate guest cottage offers two additional bedrooms and a full bath. Just moments from dining, shopping, and more, this is a wonderful opportunity for an island home, guest retreat, or rental investment.

912 James St Unit 2, Key West
$1,349,000
3 Beds ⋅ 3 Baths ⋅ 619055 MLS
**OPEN HOUSE Friday July 31, and Saturday Aug. 1 from 11:00AM - 2:00 PM** Stop by this weekend and ask about my Buyer Appreciation Offer. Discover waterfront living in Jolly Roger Estates on Little Torch Key. This beautifully maintained 3 bedroom, 3 bathroom canal-front home offers quick boating access to open water, making it ideal for fishing and island adventures. Designed for the Florida Keys lifestyle, the property features a private pool, tiki hut, and spacious outdoor entertaining areas overlooking the canal. Boaters will appreciate the dock and 14,000-lb boat lift, providing easy access for larger vessels. Whether you're seeking a full-time residence or a luxury island retreat, this home delivers the perfect blend of comfort, boating, and relaxed Keys living.

845 Pirates Rd, Little Torch
$1,349,000
3 Beds ⋅ 2 Baths ⋅ 617009 MLS
Turnkey vacation rental on 75ft deep-water canal with heated pool & dock -- one canal to Gulf, 10 min to Vaca Cut. Impact windows, metal roof, new HVAC, PVC plumbing, 200-amp electric -- every major system updated. Smart home with remote pool heat. Commercial ice machine. Sold fully furnished & rental-ready. Steps from quiet nature preserve. Screened porch & carport. New washer/dryer & fridge.

11285 6th Ave, Marathon
$1,325,000
2 Beds ⋅ 2 Baths ⋅ 620655 MLS
Deep water Canal front home, on large lot in nice neighborhood, it faces an environmentally protected 10-acre lake across the street affording forever views and privacy. Currently the property has a small wooden dock, and building a new customized concrete or wood T-dock with boat lifts should be possible. If purchasing this property solely for the land, having an existing home by-passes the long wait, costs and uncertainty of going through ROGO. In fact you could probably start building your dream home in months not years (check with the local building department to be sure). However, this waterfront sailboat access home offers a livable, sturdy, well insulated and functional 782 sq ft wood frame, site-built house on concrete columns; finish floor is at Elevation 11.71. The lot is large enough that thousands more square feet of living area can be added to the existing home. If remodeling the house, only the exterior walls are load bearing and all interior walls could be removed leaving an approximate 15'6'' x 44'6'' interior open area, large enough for a Big Game Room, and wide enough to accommodate a regulation sized Billiard Table, but probably too small for a skating rink. Or if you prefer, just knock the whole house down and build your dream home from the ground up, (you'll save money on impact fees, water and sewer hook-up). There are many mature trees providing shade and privacy. The canal is deep enough to accommodate most sailboats. The House is built strong, using 2x12 floor and roof joists 16'' o.c. 2x6 exterior wall studs 16''o.c. 3/4'' plywood on roof and floors. 3/4'' plywood on exterior walls with 5/8'' plywood fastened over it. Impact windows and door. 8' ceiling clearance under house. House could easily be wire lathed and stuccoed, sided with cement board, vinyl siding etc. or even completely enclosed with poured concrete or concrete block construction. Home sold As-Is, owner is a licensed real estate agent.

956 Shaw Dr, Key Largo
$1,325,000
2 Beds ⋅ 2 Baths ⋅ 620360 MLS
Tucked into the heart of Old Town Key West, this beautifully renovated duplex offers two distinct 1-bedroom, 1-bath residences, each finished with a refined European style kitchen. Clean lines, quality cabinetry, and thoughtful detailing give both sides a fresh, elevated feel while preserving the easygoing island character that makes Old Town so sought after. Each unit lives comfortably and independently, making this an ideal setup for an owner-occupant looking to offset costs, an investor seeking dual income streams, or a buyer wanting a flexible space for family and guests. Private yard space adds room to garden, relax, or entertain under the palms, a true rarity at this address.

1126 Grinnell St, Key West
$1,325,000
3 Beds ⋅ 3 Baths ⋅ 620113 MLS
Beautiful Key's home with 40 dockage of canal with a 12,000 lbs boat lift.

206 Pimilico Ln, Key Largo
$1,325,000
3 Beds ⋅ 2 Baths ⋅ 616455 MLS
HIGH-PERFORMING VACATION RENTAL! This property has operated as a well-established and successful weekly vacation rental for over 10 years. Per the seller, it generates, on average, $130K-$140K IN ANNUAL GROSS INCOME AND RENTS 49 WEEKS PER YEAR. Future bookings will be transferred to the new owner, making this a truly turnkey investment opportunity not to be missed! Located in desirable Key Colony Beach, this 3-bedroom, 2-bath property offers the perfect blend of tropical living and income-producing potential. Built in 2006, and 'above flood' this popular ''Ellison'' half duplex offers 1,540 sq ft of well-designed living space on one level with NO STAIRS to climb. Offering more dockage than most half duplexes, with 46 FEET OF CANAL FRONTAGE WITH STEP DOWN DOCK and quick access to the ocean--a dream setup for boating, fishing, and watersports enthusiasts. Inside, you'll find a bright and open floor plan with tile flooring throughout, complemented by a nice sized kitchen with granite countertops, stainless steel appliances, and ample cabinet space. The spacious primary suite includes an ensuite bath with double vanities, while two additional bedrooms offer flexibility for guests or family. Step outside and enjoy true Florida Keys outdoor living with your private pool, the perfect spot for relaxing after a day on the water, and there's plenty of room in the TWO-CAR GARAGE to store your boating and fishing gear. You'll also enjoy access to all that Key Colony Beach has to offer, including Sunset Park, tennis courts, pickleball, a 9-hole golf course, playground, and a couple of restaurants--all within easy walking or biking distance. Whether you're seeking a second home in paradise or a proven short-term weekly rental, this property delivers both lifestyle and ROI. Enjoy it yourself when you like, and have it generate income for you when you can't be there!

260 Sadowski Cswy, Key Colony
$1,300,000
2 Beds ⋅ 2 Baths ⋅ 620934 MLS
Summerland Key Cove -- Come by Sea or by Plane A unique opportunity in Summerland Key Cove offering both canal-front living and access to the community's private airport. Whether your Florida Keys lifestyle revolves around boating, flying, fishing, diving, or simply enjoying the water, this property offers a combination that is increasingly hard to find. Built in 1982, this 1,240 sq. ft. concrete block home features 2 bedrooms plus a versatile bonus room that can serve as a guest room, home office, gym, TV room, or additional living space. An approximately 400 sq. ft. screened room overlooking the canal adds substantial outdoor living space. Some major improvements have already been completed, including a 2022 metal roof, 2023 impact windows and doors on the upper level, and updated central A/C in 2020. Connected to central sewer. One of the property's standout features is the approximately 1,240 sq. ft. airplane hangar height of 9ft. Hard-to-find amenity in the Florida Keys--plus approximately 400 sq. ft. of additional storage and a concrete driveway. On the water, the property offers approximately 60 feet of concrete seawall on a 60-foot-wide canal, along with a davit. Two canal exits provide access to Kemp Channel, opening the way to both Atlantic Ocean and Gulf-side boating for fishing, diving, exploring, and enjoying the surrounding Keys waters. Located in an improved subdivision on a Tier III lot in AE-10 flood zone. Fencing is permitted. Access to the Summerland Key Cove airport and marina is available through membership. The home is currently tenant occupied with pets; advance notice is required for showings. Rented till 3/30/27

486 S Airport Dr, Summerland
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 620833 MLS
Discover the opportunity to own a brand-new home in the highly sought-after Harborage community of Key Largo. Scheduled for completion before the end of 2026, 26 Ocean offers the chance to be the very first to enjoy this thoughtfully designed Florida Keys retreat. The home will feature 3 bedrooms, 2 bathrooms, and a convenient downstairs storage room. Ample covered space below provides flexibility for parking, entertaining, or enjoying the island breeze. Residents of The Harborage enjoy desirable community amenities, including a boat ramp and clubhouse perfectly suited to a relaxed Florida Keys lifestyle. For added confidence, the home will be backed by a comprehensive builder's warranty.

26 Ocean Dr, Key Largo
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 620566 MLS
Discover the ideal blend of comfort, space, and waterfront living in this beautifully maintained canal-front home on Ramrod Key. Offering 2,392 sq. ft. of living space with 3 bedrooms, 2.5 baths, a versatile bonus room, and loft, this spacious residence is perfectly suited for full-time living, a vacation getaway, or an investment property. With 60' of dockage and easy ocean access, boating enthusiasts will appreciate the convenience of reaching some of the Florida Keys' best fishing, diving, snorkeling, and sandbar destinations in minutes. Inside, soaring cathedral ceilings and elegant arched entryway create a bright, inviting atmosphere, while the open-concept floor plan is designed for comfortable everyday living and effortless entertaining. The dining area opens directly onto the covered deck, creating a seamless transition between indoor and outdoor living and providing the perfect setting for al fresco dining or morning coffee. Impact windows provide added protection and natural light, while durable Hardie Board siding enhances the home's long-term appeal. The expansive primary suite serves as a private retreat, featuring an oversized walk-in closet and a spacious en-suite bath. A generous guest bedroom also offers a large walk-in closet, and the bonus room and loft provide flexible space for additional guests, a home office, or recreation. A dedicated laundry room on the first floor adds everyday convenience. Outdoor spaces are designed to embrace the Florida Keys lifestyle. Enjoy the paver driveway, side yard, and rear patio, rinse off after a day on the water in the outdoor shower, and take advantage of the lower-level enclosure for storing kayaks, paddleboards, fishing gear, and all your boating essentials. Whether you're spending the day on the water or relaxing at home, this Ramrod Key waterfront property offers everything you need to experience the best of island living.

27395 Barbuda Ln, Ramrod
$1,300,000
2 Beds ⋅ 2 Baths ⋅ 620321 MLS
DOUBLE the Lot. DOUBLE the Waterfront. Endless Possibilities. Positioned on a rare spacious double lot near the Summerland Key airport, this waterfront property is tailor-made for boating enthusiasts and aviation lovers alike. Featuring 120 feet of concrete seawall on a desirable flow-through canal, you'll enjoy quick access to open water and some of the Lower Keys' best fishing, diving, and cruising grounds. Afterwards, sit under the tiki and watch the world go by. The ground-level home exhibits a Keys charm with polished terrazzo floors and a relaxed, welcoming feel. Outside, ample parking provides room for boats, trailers, RVs, and guests. Inside, a unique electric train display serves as a nod to the historic Overseas Railroad that once connected the Keys. A rare opportunity to enjoy the classic Florida Keys lifestyle with room to spread out, easy boating access, and the convenience of nearby aviation amenities. Bring your big boats to this deep water canal - no bridges to the Atlantic Ocean. Plane tie downs are located in the driveway. For additional airport info - see summerlandkeyairport.com

466 W Shore Dr, Summerland
$1,300,000
4 Beds ⋅ 2 Baths ⋅ 620219 MLS
Welcome to your piece of paradise in the Lower Florida Keys. Situated on a spacious 11,475-square-foot corner lot, this elevated and fully remodeled 4-bedroom, 2-bathroom home offers over 1,680 square feet of comfortable island living. The thoughtfully updated interior features a beautiful kitchen with granite countertops, premium Viking appliances, upgraded electrical, and a new central air conditioning system. The open and versatile floor plan provides plenty of space for family, guests, or a vacation retreat. Outside, you'll find a fully fenced yard with ample room to create your dream outdoor oasis, including space for a pool. Boaters will appreciate the 50 feet of concrete seawall, providing easy access and endless opportunities to enjoy the Florida Keys lifestyle. The oversized corner lot offers additional space for landscaping, entertaining, storage, or future enhancements. Ideally located just minutes from Key West and close to the natural beauty of Snipes Point, this property offers the perfect blend of privacy, convenience, and island charm. While many major improvements have already been completed, there is still room to add your own personal touches and further increase the property's value. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this Keys property delivers space, upgrades, and exceptional potential.

1 Riviera Dr, Big Coppitt
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 620150 MLS
Embrace the enchantment of Old Key West Charm in this Beautifully Updated Historic Conch 3 Bedroom-2 Bath Home, featuring a Tropical Landscaped community Pool creating ultimate relaxation. This timeless Conch Cottage is nestled in a secure gated compound of six Key West Style Cottages. Low HOA Fee $288 Monthly includes Pool and Landscaping maintenance. This home is in an X500 Flood Zone, Banks do not require Flood Insurance. Situated in the highly coveted Old Town North neighborhood, this home is in the heart of everything quintessentially Key West. Revel in the exquisite architecture, savor the diverse culinary delights, explore unique boutiques, and immerse yourself in the vibrant nightlife and rich cultural scene just a leisurely stroll from your doorstep. Just four blocks to the Historic Seaport and across from the iconic Five Brothers Coffee Shop. The renovated Living Room, Dining Room, and Kitchen features classic Vaulted Wood Ceilings, and Hard Wood Flooring. The renovated Modern Bathroom also features a Vaulted Wood Ceiling, and a spacious Glass and Tile Walk-In Shower, Custom Lighting, Custom Sink-Vanity, and Custom Mirrors. The lovely, renovated Kitchen features Stainless Steel Appliances, Custom Wood Cabinets, and a Custom Ceiling Fan-Light fixture. A spacious Covered and Screened Wood Accented Patio area connects the Main 2 Bedroom - 1 Bathroom Cottage to the adjoining Studio 1 Bedroom - 1 Bathroom separate living area. The Studio has a New AC Unit, Refrigerator, Microwave Oven, and an Air Fryer Oven. The Studio Bathroom has also been renovated with a Modern Glass and Tile Walk-In Shower, Custom Sink, Custom Lighted Mirror, and Custom Lighting. Both living areas have their own separate and private door entrances. Excellent Rental Income opportunity. This ideal 3BR-2BA floor plan can accommodate the owner living in one side, while renting the other side. Paradise Awaits in Old Town North Key West.

611 Grinnell St Unit 4, Key West
$1,300,000
4 Beds ⋅ 4 Baths ⋅ 619866 MLS
Beautifully renovated and fully turnkey duplex located on a deep-water canal in the heart of Marathon. This rare income-producing property features two spacious 2BD/2BA units, each offering approximately 927 sq. ft. of updated coastal living with impact windows and doors, granite countertops, stainless steel appliances, tile flooring throughout, and covered parking. Renovated in 2018, the property blends modern finishes with the relaxed Florida Keys boating lifestyle. A true boater's dream, each side offers its own 30' concrete dock and seawall (60' total) complete with 30-amp shore power. Enjoy quick ocean access and easy Gulf access via Vaca Cut, making this an exceptional setup for anglers and boating enthusiasts alike. The waterside outdoor spaces are designed for entertaining and enjoying the Keys lifestyle, featuring string lighting, solar-lit dock pilings, under-dock fish lights that attract snapper and tarpon, and frequent manatee visits along the canal. Located directly adjacent to Oceanfront Park & Dog Park, owners and guests enjoy immediate access to one of Marathon's premier waterfront parks offering a dog park, kayak launch, open green space, waterfront walking areas, playgrounds, and frequent community events. Conveniently located near Sombrero Beach, shopping, dining, and Florida Keys Marathon International Airport. Currently tenant occupied with both units rented month-to-month. This property also has strong vacation rental potential. Ideal opportunity to live in one side while renting the other, or maximize income potential with a fully turnkey investment property in one of the Florida Keys' most desirable boating communities. Current Insurances are very reasonable: $3,841 Flood (Covers both sides) 576 - $4,303 Wind 574 - $4,129 Wind 576 - $860 HO/Liability 574 - $721 HO/Liabilty (Pictures are of 576 99th, 574 is the same layout/finishes. Access can be arranged)

574 & 576 99th St, Marathon
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 614988 MLS
Experience the pinnacle of oceanfront living in this breathtaking townhome within the highly sought-after Bonefish Yacht Club — a private, upscale enclave nestled along the sparkling waters of the Atlantic. This meticulously maintained 3-story residence offers exceptional coastal elegance, privacy, and resort-style amenities. Step into an open-concept living space that seamlessly blends indoor comfort with outdoor serenity. Enjoy water views from multiple balconies, perfect for morning coffee or sunset cocktails. The interior features a thoughtfully designed floor plan, and refined coastal décor creating a serene sanctuary ideal for both full-time residence or a luxury vacation escape. One of the property's most coveted features is the included 40' legal, liveaboard boat slip — offering deep water, direct ocean access with no fixed bridges, making it an ideal choice for avid boaters, fishermen, or those seeking the freedom of the open sea at their doorstep. Wake up and step aboard for a day on the water, with world-class sportfishing, diving, and island hopping just minutes away. The Bonefish Yacht Club community provides residents with a resort-like atmosphere, complete with amenities such as a pool, clubhouse, marina, and a peaceful, private setting that captures the essence of luxurious, laid-back island living. Don't miss your opportunity to own a piece of paradise in one of the Florida Keys' most desirable communities.

95 Coco Plum Dr Unit 5D, Marathon
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 619273 MLS
Welcome to this stunning Multilevel single-family home located in the desirable Key Largo Ocean Resort community. This property boasts 3 spacious bedrooms and 2 full bathrooms. 1716 square feet of thoughtfully designed living space. With an inviting layout and modern amenities, this residence is perfect for the refined buyer looking to embrace the Florida life style complete with easy access to the beautiful waters of the Florida Keys. Upon entering you are greeted by a bright foyer featuring light wood-finish flooring and recessed lighting, leading you into the open-concept living area. The living room showcases light finish flooring and a contemporary wall-mounted television, creating a warm and welcoming atmosphere. The modern kitchen is a chef's dream, complete with white cabinetry, stainless steel appliances and an island with seating, perfect for entertaining family and friends. The dining area is adorned with a sliding barn door, provides a cozy setting for meals, while the spacious bedrooms offer comfort and tranquility. There are no neighbors in the rear for privacy. this home is not only beautiful but also functional, featuring a covered outdoor patio perfect for enjoying the warm Florida evenings. Residents of Key Largo Ocean Resort enjoy access to community amenities including a Clubhouse with a refreshing pool, modern fitness center, tennis and basketball courts, playground area for kids and lush landscaping. KLOR is located on the Oceanside within a vibrant Gated community community offering 24/7 security with a Guard house at the entrance and a full working marina with private concrete boat ramp, fueling station which is sited next to a Pier to enjoy the stunning sunrise and sunsets. With its prime location, you will find yourself just moments away from local shops, dining options and the stunning beaches that make Florida Keys a sought-after destination. Experience the lifestyle of RESORT LIVING !!!

94825 Overseas Highway Unit 8, Key Largo
$1,300,000
7 Beds ⋅ 5 Baths ⋅ 618731 MLS
Builder/Contractors Dream ! Rare 4 unit new development opportunity, 7,000 square ft lot available in Midtown Key West.

2016 Roosevelt Dr, Key West
$1,300,000
2 Beds ⋅ 3 Baths ⋅ 615691 MLS
Exclusive Anglers Reef Resort-style oceanfront home in Islamorada -- a rare coastal gem. Nestled inside a gated community with resort-caliber amenities, a private marina and two sandy beaches, this fully furnished two-story single-family retreat offers 2 bedrooms and 2.5 baths -- ideal for saltwater lovers or savvy investors. Thoughtfully upgraded with elegant, durable finishes: impact-rated windows and doors, brand-new stainless steel appliances, custom wood cabinetry, and gleaming granite countertops. Recently insulated with closed-cell spray foam for superior R-value, structural reinforcement, and an effective air and moisture barrier. Freshly painted in and out. Step outside to direct ocean access and easy runs to the famed Islamorada Sandbar -- perfect for boating, snorkeling, or sunset cocktails. Meticulously cared for as a private vacation haven and lightly used, the property blends turnkey luxury with strong rental potential. Weekly rentals are allowed (7-night minimum). Pet-friendly and perfectly situated for life in the Florida Keys.

104 Anglers Way, Islamorada
$1,300,000
2 Beds ⋅ 3 Baths ⋅ 618394 MLS
This exceptional waterfront residence in Key Colony Beach offers the perfect blend of refined comfort, thoughtful design, and effortless island living. Lovingly owned, gently used, and never rented, the home reflects true pride of ownership throughout. An elevator, updated kitchen, and custom baths set the stage, while soaring wood ceilings and an open-concept kitchen, dining, and living area create a light-filled space that flows seamlessly through stackable sliders to a spacious screened porch ideal for entertaining or unwinding in the coastal breeze. The generous primary suite is a private retreat with porch access and a skylit spa-style bath featuring a jetted tub, walk-in tiled shower, and dual vanities. The lower level is designed for true indoor-outdoor living, featuring an custom, inground swimming pool surrounded by elegant marble decking, along with expansive covered and uncovered paved patios. Mature tropical landscaping enhances privacy, while ample covered and uncovered parking adds everyday convenience. Boaters will love the 37.5 foot dock with 15k boat lift, located on a wide, deep canal with quick, easy access, just minutes to both the open ocean and the Gulf via Vaca Cut. A permitted third full bathroom on the lower level sits next to a large air-conditioned storage area with sliders directly to the patio and dock, making it ideal as an angler's room for fishing gear and water toys. Key Colony Beach is one of the Florida Keys most desirable island communities, known for its wide, walkable streets, city-maintained infrastructure, and relaxed coastal charm. Residents enjoy access to marinas, a nine-hole golf course, tennis and pickleball courts, playgrounds, dining, and waterfront Sunset Park all just steps or a short bike ride away. Perfectly positioned in the Middle Keys, Key Colony Beach offers a rare combination of small-town island living, world class boating, and easy access to Marathon's shopping, dining, and local airport.

651 9th St, Key Colony
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 618669 MLS
Experience Florida Keys waterfront living in this beautifully updated residence in Harbor Village on Duck Key. This desirable property includes a deeded dock slip located directly behind the home, offering convenient, immediate access for boating and water activities with quick ocean access. The home features a light-filled, coastal-inspired floor plan with inviting living spaces and water views that enhance the relaxed island lifestyle. Enjoy seamless indoor-outdoor living with a private outdoor area overlooking the canal, ideal for morning coffee, entertaining, or unwinding after a day on the water. Located within the sought-after Hawks Cay Resort community, owners enjoy a resort-style setting with access to nearby amenities including boating, dining, and recreational offerings. This property presents an excellent opportunity for a second home, vacation retreat, or income-producing investment in one of Duck Key's most desirable waterfront communities.

7061 Harbor Village Dr, Duck
$1,299,999
3 Beds ⋅ 2 Baths ⋅ 618878 MLS
LEGAL DUPLEX with INVESTMENT OPPORTUNITY. Located in the Old Town Key West neighborhood in the X Flood zone, this historic property presents many opportunities. Increase the square footage and/or covert to a single family home. Bring your creativity to this historic charmer. Currently set up as a Legal Duplex with 2 bedrooms/1 bath downstairs, and 1 bedroom/ 1 bath upstairs with separate electric and water meters. The attic can easily be converted to additional living space the same size as the upstairs unit. Adding approximately 700 sq ft. Park your car in your own private driveway. Add a pool to your backyard. The property is fenced in and very private. An aquifer exists on the property allowing you a water source for your irrigation and landscape. The amenities of this location offer a neighborhood grocery store, bakery, restaurants, art galleries and Bayview Park all with in walking distance. Now is your chance to bring your vision to reality in Old Town Key West. Schedule your private tour today!

1306 Virginia St, Key West
$1,299,999
3 Beds ⋅ 2 Baths ⋅ 617537 MLS
Enjoy indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access to the Atlantic and back-country. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. canal-frontage, and a composite dock. Inside the ground-level foyer an oak staircase leads up to the main living area and continues to the upper-level. The main level of this Glenn Gray-designed, 1820 sq. ft. home has quartzite kitchen counters and abundant cabinets, comfortable living and dining areas, washer/dryer, and tile floors. The upper level has the third, primary bedroom with a small refrigerator in the ensuite bath, and another porch with views of neighborhood views and glimpses of Newfound Harbor. A convenient second staircase leads from the large back porch to the back yard and dock. Hardie plank siding, metal roof; some of the upper-level windows are impact-resistant; doors and remaining windows have shutters. Solar-assisted water heater. Although not currently in use, the 2,500-gallon rainwater cistern provides the potential of supplemental water for plants and washing vehicles.

28560 Doubloon Rd, Little Torch
$1,299,900
2 Beds ⋅ 2 Baths ⋅ 619915 MLS
Welcome to your private paradise in the Lower Keys! This beautifully updated 2-bedroom, 2-bathroom two-story home offers the ultimate island escape with unmatched privacy -- no direct neighbors on any side, just peaceful surroundings, tropical landscaping, and the charm of the native Key Deer. Designed for true Florida Keys living, the outdoor space is a showstopper. Enjoy a brand-new heated concrete pool, concrete dock with both a boat lift and jet ski lift, and an elevated sundeck perfect for sunbathing or taking in serene canal views. The professionally landscaped backyard creates a lush tropical retreat complete with paver decking and a tiki hut ideal for entertaining or relaxing poolside. Inside, the home features numerous upgrades and renovations throughout. The fully enclosed and renovated ground level provides excellent guest accommodations, entertaining space, and additional storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, as well as electronic roll-down screens for shade and storm protection. Whether you're boating, entertaining, relaxing by the pool, or enjoying the surrounding wildlife, this exceptional property captures the very best of Lower Keys waterfront living.

3746 Park Ave, Big Pine
$1,299,000
3 Beds ⋅ 2 Baths ⋅ 620874 MLS
NEW LISTING! Presenting a stunning canal home with a boatlift, conveniently located just minutes from Key West. This owner-occupied residence has been meticulously maintained and thoughtfully updated. This tropical oasis property boasts a beautiful kitchen, equipped with stainless steel appliances, custom cabinetry, and a breakfast bar enhanced by elegant pendant lighting. The living room features French doors that lead to a screened-in porch, providing a serene outdoor space. Additionally, a versatile bonus room that would serve as an ideal space for a home office or entertainment room. The home includes three spacious bedrooms, with the primary bedroom offering an updated en suite gorgeous bathroom. The hall bath has also been recently renovated. Gated driveway entrance with plenty of room for autos, boat, and water toys in driveway or under the covered carport. For entertaining, enjoy relaxing on the lanai, deck, or yard complete with a hot tub and lush landscape. Additional features include central air conditioning, a laundry room, two storage enclosures with AC, hurricane shutters, and landscape irrigation & lighting. Perfect elevated home at MM9 on the water in tranquil Rockland Key on a private 7,000 sq ft lot. Low Assumable Flood Insurance!

30 Calle Uno, Rockland
$1,299,000
7 Beds ⋅ 4 Baths ⋅ 620718 MLS
Investment Opportunity - Income-Producing Triplex! Don't miss this excellent income-producing triplex located in a convenient, high-demand area close to schools, shopping, dining, parks, and just minutes from downtown Key West. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers outstanding potential. A rare feature of this property is the ample off-street parking, with room for up to 7 vehicles--a highly desirable amenity for both tenants and owners. The flexible layout provides multiple rental opportunities and consistent income potential in a strong rental market. Unit A = 2/1 Unit B = 2/1 Unit C (upstairs) = 3/2 With its desirable location, generous parking, and proven income-producing capabilities, 1614 Dennis Street is an exceptional opportunity for investors or owner-occupants alike. Schedule your private showing today!

1614 Dennis St, Key West
$1,299,000
4 Beds ⋅ 2 Baths ⋅ 619738 MLS
FLIP FLOPS INLCUDED! Some homes are just addresses. This one is a lifestyle. Tucked into the heart of Old Town Key West, this beautiful historic Conch home is wrapped in the warmth of original Dade County pine and rich hardwood floors -- the kind of craftsmanship that simply isn't built anymore. The main house offers three bedrooms and a fully renovated bath, anchored by a large kitchen with generous cabinet space.. A fully enclosed porch is your place for morning coffee, chatting around the table or dining while overlooking the pool. Central air conditioning keeps things cool. Every window and door has been upgraded to impact, giving you peace of mind alongside the charm. Step outside and the magic continues. A sparkling pool with a waterfall feature and Trex decking invites you to linger. An outdoor shower makes coming in from the water effortless. The fully fenced front and back yards create a private tropical sanctuary, and off-street parking -- a true luxury in Old Town -- takes the stress out of coming home. The guest cottage is its own retreat, offering one bedroom, one bath, and a Murphy bed that makes the space as flexible as your plans. Whether it becomes a private getaway for family and friends, a creative studio or a detached office, it gives this property a versatility that is genuinely rare. The location is the final piece that makes everything click. A ten-minute walk from Duval Street -live music, art galleries, open-air restaurants, theaters and the electric pulse that makes Key West unlike anywhere else on earth. 7 minutes the other way brings you to the White Street District know for Fausto's Food Palace, where locals have shopped for generations, and the legendary Sandy's Café. This property comes fully turn-key, bedding, housewares, pool toys, bicycles, and yes, flip flops are included. Whether you wanting a second home, a monthly vacation rental or simply ready to walk through the door and start living living in paradise.

928 United St, Key West
$1,299,000
3 Beds ⋅ 2 Baths ⋅ 619662 MLS
Stunning furnished 3-bedroom, 2-bath waterfront retreat in the sought-after Jolly Rogers subdivision, featuring a deep flow-through canal with no bridges to open water, providing quick and easy boating access to both the Atlantic Ocean and Gulf waters. The property includes a Trex dock, 15,000-lb. boat lift, and permitted cargo lift. Built for durability and peace of mind, this home offers impact windows and doors, Hardie board siding, aluminum railings, low-maintenance Trex decking throughout, and a standing seam metal roof. Inside, you'll find vaulted wood ceilings, a spacious upstairs primary suite with his-and-her walk-in closets, vaulted ceilings in the primary bedroom and bath, Berber carpet upstairs, and abundant closet space throughout. The updated 2025 kitchen features granite countertops, a deep stainless-steel sink, and new dishwasher, refrigerator, and microwave. Additional highlights include a new 4-ton A/C (2025), washer and dryer, and the home is being sold furnished, making it truly move-in ready so you can begin enjoying the Florida Keys lifestyle from day one. Relax and entertain on the front and rear wraparound porches or unwind on the screened front porch featuring vaulted ceilings, ceiling fans, and Coolaroo shades. The beautifully landscaped, low-maintenance rock yard showcases blooming pink frangipani, stunning orchids nestled among the palm trees, and vibrant double bougainvillea. Completing the property is an enclosed garage and covered parking for two vehicles. Whether you're an avid boater, angler, or simply seeking the laid-back waterfront lifestyle, this exceptional home offers the best of Florida Keys living.

612 Blackbeard Rd, Little Torch
$1,299,000
3 Beds ⋅ 2 Baths ⋅ 619637 MLS
Recently updated canal-front home in highly desirable Upper Sugarloaf Key with direct boating access to the world famous Florida Keys back-country and Gulf of America. Located at 885 Hawksbill Lane, this waterfront property sits on a 6,120 sq ft lot and features a concrete seawall with boat davits, pavers and a heated swimming pool and spa completed in 2022. Enjoy canal and mangrove views plus easy access for fishing, kayaking, and boating right from your backyard. Inside, the home offers an open-concept living area with soaring 20-foot cathedral ceilings and abundant natural light. The updated kitchen includes Samsung stainless steel appliances, marble countertops, and a breakfast bar, creating a great space for cooking and entertaining. Glass sliders open to a spacious balcony, ideal for sunrise views, outdoor dining, and relaxing by the water. The flexible floor plan includes a large downstairs guest bedroom, an additional upstairs guest bedroom and a generous master suite with water views. Ample parking, a garage, and dedicated space for an RV or boat trailer provide the storage and convenience that Florida Keys boaters are looking for. This move-in-ready canal-front home is located in an upscale coastal community just about 20 minutes from downtown Key West, offering the perfect blend of privacy, waterfront lifestyle, and easy access to restaurants, shopping, and nightlife.

885 Hawksbill Ln, Sugarloaf
$1,299,000
3 Beds ⋅ 2 Baths ⋅ 619427 MLS
Experience the best of ocean-side living with no bridges to open water--a true boater's dream! This spacious 3-bedroom, 2-bath home offers 1,741 square feet of comfortable living designed for both relaxation and entertaining. A charming paver walkway welcomes you to elegant double-door entry, opening into a bright and expansive living area with soaring high ceilings. The open layout flows effortlessly into a well-appointed kitchen featuring stainless steel appliances. A dedicated dining area adds to the home's inviting feel. The private Master Suite is a peaceful retreat, complete with French Doors leading to a screened patio where you can enjoy gentle breezes year-round. A guest bedroom also features direct patio access with French Doors offering comfort and convenience for visitors. Step outside and embrace the waterfront lifestyle with an impressive 80-foot concrete dock, just minutes from open water and nearby marina access--ideal for boating, fishing, or simply enjoying the Florida Keys lifestyle. This is more than a home--it's your gateway to effortless coastal living. Don't miss this must-see opportunity!

21025 3rd Ave, Cudjoe