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Mile Marker 20 - 30 - Homes For Sale in the Florida Keys

Total Listings 196
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$310,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 8
PreConstructi - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

The price is for the lot AND permit. Pre-construction showing a picture of the modular that is permitted. Make your changes now before price increases with work conducted OR purchase the property with the permit and finish it on your own. *Approved ROGO Allocation and Active Building Permit as of February 25, 2025. Building permit is ready to be picked up. Permit number: SFDUP-2023-0113 is approved for a 1,320sq ft 180mph wind rated 3 bedroom 2 bathroom modular column raised Green Building Home with back porch and closed downstairs storage room. Central air and heat, metal roof, Hardi-board exterior siding and hurricane windows. Affinity Model ABS 2180.Enjoy the swimming canal with a floating dock and no need for additional dock permits. Includes a 1-year Manufacturer Warranty.Buyer to verify all details.

$425,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 675 SqFt Days Listed: 120
-5.35% ($24,000) 1 Price Change : Last Change 69 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 23ft.Concrete

Welcome to a slice of paradise tucked away in the gated community of Venture Out on Cudjoe Key, where your dream of coastal living becomes a reality. This charming 2-bedroom, 1.5-bathroom home invites you to embrace the tropical lifestyle, offering the perfect blend of comfort and tranquility. The interior of this cozy residence is thoughtfully furnished, ensuring you can start enjoying your new home immediately. Each room exudes a sense of relaxation, with natural light through the windows and sliding glass doors. Step outside to your 23 dock making it convenient to jump on your boat for a day out on the water. Venture Out offers an impressive array of amenities that cater to both full-time residents and visitors looking for a getaway. Enjoy the luxury of a heated pool that overlooks the ocean, a perfect spot to unwind. For those with a passion for sports and outdoor activities, Venture Out doesnt disappoint. Engage in a friendly game of pickleball, basketball, or bocce ball on the courts designed for recreation and connection. Venture Out is not only a community, but also a lifestyle. New water heater recently installed.

$439,999
Big Pine Key
Port Pine Heights   - MM: 29.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 18
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Lower Florida Keys INVESTOR ALERT! FIX AND FLIP OR BUY AND HOLD!Great Area for enjoying outdoor activities such as boating, fishing, and wildlife observation.A Secluded 10,000 sq.ft. lot - 2/2 convert into 3/2 easily!Incredible Potential: median sale price IN BP IS $765K for Dry-LotsAct fast--this wont last!

$450,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 972 SqFt Days Listed: 45
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Concrete

This 2-bedroom, 1-bath home is a great opportunity for those looking to renovate and make it their own. Located on a plugged canal, this property has the potential to be a charming starter home or investment property. With a little vision and TLC, you can transform this space into your ideal retreat. Priced to sell, bring your creativity and make this house your own!

$450,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 980 SqFt Days Listed: 45
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Lot #37 has a home and is Rogo exempt. Lot #37 is most likely a tear down. Lots 36 & 35 have one to two transferable points(to be determined)

$499,000
Big Pine Key
Tropical Key Colony   - MM: 30.00
2 Bed, 2 Baths, 1,187 SqFt Days Listed: 50
-9.27% ($51,000) 1 Price Change : Last Change 18 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Nestled in the highly sought-after Pine Channel Estates neighborhood, this 2-bedroom, 2-bath home offers incredible potential for those looking to put their personal touch on a Florida Keys retreat. Though its a fixer-upper, the property boasts a spacious layout and plenty of room for improvement, making it the perfect opportunity to create your dream home in paradise.The large lot offers ample space for outdoor activities, gardening, giving you endless possibilities to enhance the property. In addition, theres plenty of storage to accommodate all your needs.Situated in a peaceful, serene location, the home provides canal views that will make every day feel like a vacation. Youll be just a stones throw away from the water, perfect for those who enjoy boating or simply relaxing by the shore. The famous Key Deer, a unique and rare sight in the Keys, can often be spotted wandering nearby.Whether youre looking for a vacation getaway, a rental investment, or a personal sanctuary, this property is a blank canvas waiting for the right buyer to unlock its full potential. Dont miss out on the chance to own a piece of paradise in the Florida Keys!

$524,777
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,506 SqFt Days Listed: 54
-16.14% ($101,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits,Fixed Bridge

Charming 2-Bedroom Cottage with Serene Privacy in Big Pine Key. County owned lots to the North, South, and West ensures privacy.Nestled in the heart of Big Pine Key, this 2-bedroom, 1.5-bathroom cottage offers the perfect combination of tranquility, privacy, and natural beauty. With no development allowed to the west, youll enjoy an extra layer of seclusion, allowing you to fully embrace the surrounding wildlife and peaceful atmosphere.A short walk from the renowned Blue Hole, one of the areas most sought-after natural attractions, this home is ideal for nature lovers and those seeking a relaxed lifestyle in the Florida Keys. Whether youre an avid boater or just love the water, this property boasts convenient access for boats with up to a 3ft draft and 9ft bridge clearance, giving you easy access to the vibrant waters of the Keys.Inside, youll find a cozy, cottage-like space full of potential. The home offers the opportunity to add your personal touch and TLC, transforming it into the perfect retreat. The peaceful surroundings, coupled with the warm, inviting vibe of the home, make this the ideal spot to relax and unwind.If youre seeking a slice of paradise where you can create your dream home, this is the perfect opportunity. Come and see for yourself why Big Pine Key is one of the best-kept secrets in the Keys!

$549,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 936 SqFt Days Listed: 135
-21.46% ($150,000) 3 Price Changes : Last Change 11 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

CBS home on two lots with a county owned lot to the west which means there is a vacant lot on each side of the home. Located on a 50-foot-wide canal with a cut in boat slip. Only a short ride out to open water. Quiet street with lots of privacy, new roof in 2023, fenced yard. Close to shopping, Bahia Honda state park and beach and a short ride to Key West. Neighborhood boat ramp, lots of wildlife as this home is in the National Key Deer Refuge and boarders on the Great White Heron Refuge.

$599,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,020 SqFt Days Listed: 156
-14.31% ($100,000) 3 Price Changes : Last Change 27 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

Nestled within the peaceful surroundings of the Key Deer Refuge, this charming 2 bedroom, 1 bathroom canal-front home offers a unique blend of nature, privacy, and easy access to water adventures. The homes inviting, light-filled interior embraces the essence of a classic Keys residence, with spacious, well-designed rooms. The open living area, filled with natural light from large windows, seamlessly connects to the kitchen, creating a warm, welcoming space perfect for both entertaining and quiet relaxation. Tropical light filters through every corner, framing serene canal and garden views that enhance the homes tranquil ambiance. Each bedroom offers ample space for rest and rejuvenation, while a bonus room provides flexible options as a cozy home office, additional storage, or hobby space. For those who love the water, this property is a true paradise. A private on-site boat ramp allows for convenient small-vessel access, while a larger neighborhood boat ramp around the corner provides even more options for boaters. Just minutes from open water, the home is ideally situated for enjoying the Keys renowned fishing, snorkeling, and diving. The neighborhood is equally appealing, combining a quiet setting with access to all essential conveniences. Nearby, youll find local shopping, popular restaurants, and vibrant bars, plus the Big Pine Community Park for outdoor recreation. The Key Deer Refuge across the street creates a natural buffer, adding privacy, preserving the local beauty, and offering occasional sightings of the charming Key Deer.This home perfectly balances a tranquil, island lifestyle with modern comforts, making it an ideal place for anyone seeking the best of Florida Keys living.

$667,500
Big Pine Key
Pine Channel Estates   - MM: 29.50
3 Bed, 3 Baths, 1,218 SqFt Days Listed: 274
-4.64% ($32,500) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Charming 3 Bedroom 2 bathroom home offers a serene escape while maintaining convenient access to overseas Highway. Tucked away from the hustle and bustle, this home provides a peaceful oasis for relaxation. The property boasts recent upgrades ,ensuring modern comfort and style. Situated on a large lot, theres plenty of room for outdoor enjoyment, gardening ,or even expansion. Enjoy the shade and beauty of the well established trees that enhance this properties appeal. Assumable flood policy .Call for an appointment today!

$675,000
Summerland Key
Snug Harbor Subdivision   - MM: 25.00
1 Bed, 1 Baths, 1,024 SqFt Days Listed: 61
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp38ft.Concre

BRING A BACK-UP OFFER ~ ITS ALL ABOUT THE LOCATION! CASH ONLY for this old-Keys, fish camp bungalow that was built in 1958 and needs repair or replacement. Just imagine the wonderful fish stories this home could tell! Heres your opportunity to enjoy amazing open water views and deepwater boating in the Lower Keys. Niles Channel provides excellent access to the ocean and back country - one can even see the Niles Channel Bridge from the location which is within walking distance of Tonios Seafood Shack & Tiki Bar. The fenced, 46 x 74 property has a concrete seawall and concrete boat ramp. One bedroom, a full bath and bonus living area are on the ground level; an open living room / kitchen and half bath are in the upper level; An interior spiral staircase connects the two levels, and an exterior staircase leads to the upper level. 512 sq. ft. concrete block ground level is LLF on property record card; 512 sq. ft. frame upstairs is FLA on property record card; metal roof; impact resistant windows upper level; no shutters; no range/oven. Although it has been loved through the years, the house needs lots of TLC. Theres a separate shed for storing fishing and dive gear. Hooked up the municipal sewer. Cash offers only. Just imagine what the future holds! ***DO NOT WALK PROPERTY without listing agent. ***

$695,000
Summerland Key
Summerland Key Cove   - MM: 25.00
2 Bed, 2 Baths, 1,024 SqFt Days Listed: 459
-6.07% ($44,900) 1 Price Change : Last Change 1 Day Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.Concrete

Motivated Seller! Darling Keys home on prime waterfront: 60 of concrete seawall on a deep water 60 wide canal - plenty of room for larger, deeper draft boats & no bridges to obstruct navigation! This charming Keys home on coveted Summerland Key offers two generous bedrooms plus a bonus room for a great nursery, office, or small third bedroom!, with a full bathroom upstairs, plus plenty of room to expand onto the covered front porch to add a primary suite bathroom! Enjoy the ease of cooking your fresh catch in a gorgeous remodeled kitchen: brand new cabinets, graphite stainless steel appliances, induction cooktop, large quartz island with seating, & a wine fridge! The large, permitted downstairs enclosure offers a fabulous space to relax, store your boating gear, and host fun get togethers! Ample yard space for outdoor fun and even room for a pool! Neighborhood boat ramp and green space available for neighborhood use at no charge, with airport privileges available for additional fee. No HOA! Transferable flood insurance of ~$450/year, roof replaced with permit in 2018, plus Survey & Elevation Certificate on-hand for added savings! FHA Assumable Loan at 2.625%! Inquire today! Exceptionally low insurances: $450 flood, $3244 wind, $598 home.

$699,000
Summerland Key
Summerland Key Gard   - MM: 25.00
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 60
-3.59% ($26,000) 1 Price Change : Last Change 21 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Ocean - Dockage: None

Coastal Charm in Summerland Key - Elevated Island LivingWelcome to 25022 Palm Lane, a beautifully elevated 3-bedroom, 2-bathroom home in the heart of Summerland Key, offering the perfect blend of modern comfort and island charm. Situated on a spacious lot with tropical landscaping and low-maintenance gravel yard, this home is ideal for those seeking a serene Keys retreat.Step inside to find a bright, open-concept living space with tile flooring throughout, a spacious kitchen with wood cabinetry and black appliances, and large impact windows inviting in natural light. The comfortable living area seamlessly connects to the dining space, making it perfect for entertaining.Outside, enjoy your private backyard oasis featuring ample space for outdoor lounging, firepit gatherings, and even a tiki hut for the ultimate Florida Keys lifestyle. The home is built on stilts, providing covered parking for multiple vehicles, a boat, or extra storage.Located in a quiet neighborhood with easy access to boating, fishing, and stunning water views. Just a short drive to Key West or Marathon, youll enjoy the best of both. Dont miss your chance to own a slice of paradise in the Florida Keys!

$699,000
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 861 SqFt Days Listed: 192
-6.80% ($51,000) 2 Price Changes : Last Change 2 Days Ago
Mobile Home - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 44ft.Concrete

Affordable piece of paradise! Move in ready, open concept, bright and airy, and freshly painted interior! This 2 bedroom 2 bath home is so spacious youll be amazed. It has a very large kitchen and living area that looks out over the canal, with sliding glass doors out on to the newly painted deck. Minisplits in each room that cool, heat and dehumidify! Plus, a 5 stage reverse osmosis water purifier! There is 44 ft of concrete dockage, very generous for this community, and lots of storage underneath the house for all your boating and fishing gear. A large pool, hot tub, and tons of community activities are just a few of the amenities Venture Out has to offer its residents.

$699,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,056 SqFt Days Listed: 112
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: 60ft.

Charming fishing bungalow located on oceanside Cudjoe Key just waiting to be yours. This waterfront haven features two bedrooms, two bathrooms and just under 1,100 square feet inside plus a permitted downstairs enclosure with plumbing and electric. Enjoy room for all to entertain in the open concept living area that seamlessly leads into the kitchen and dining. Waterside screened porch allows for views of the canal from above, or stroll to the open porch from the primary bedroom for an evening cocktail. With easy Ocean access through Cudjoes canal system, venture by boat to fish and dive the turquoise waters in the Florida Keys. Situated on a spacious 6,000 square foot lot, there is ample space for outdoor living, including the vast potential for lush landscape, a private pool, or expansive tiki. Be enamored by all of the gorgeous fruit trees onsite, including mango, lemon, lime, guava, coconut and even grapefruit! Downstairs, find an outdoor shower to rinse off the salt water, permitted enclosed storage space ideal for all anglers equipment, carport parking for one car, open parking for multiple vehicles and a covered space ideal for lounging after a day on the water. Conveniently located down the street from the famous Square Grouper and other local eateries.

$699,999
Cook Island Key
Cook Island   - MM: 29.00
2 Bed, 2 Baths, 596 SqFt Days Listed: 351
-22.14% ($199,001) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Situated just offshore in the Lower Florida Keys, Cooks Coconut Cottage offers a sublime blend of modern comfort and tropical allure. Perfect for avid fishermen and outdoor enthusiasts, hospitality entrepreneurs with a desire for an entirely unique Florida Keys experiential property to add to their portfolio, or those seeking a piece of the Florida Keys to where they can escape. Beautiful inside and out, this charming retreat beckons with a host of enticing features tailored for the discerning buyer.Step inside to discover a cozy haven, where the warmth of home meets coastal chic. The primary bedroom is bright and airy with vaulted ceilings and a large picture window overlooking the sparkling Florida Keys waters. It also features its own outdoor covered deck just off the bedroom. In addition the home boasts a unique double sleeping loft offering ample space for relaxation or extra guests. A beautifully finished bathroom offers a sanctuary of style and comfort. Prepare your fresh catch in the full kitchen, equipped with a gas stove, refrigerator and plenty of counter space. With direct access to some of the finest fishing and diving spots in the Florida Keys, its a fishermans paradise with no canals to navigate. Just hop on your boat and away you go. Live in harmony with nature with solar panels generating electricity and rainwater collection. Surrounded by mangroves and lush natural spaces, these homes offer a private oasis where you can commune with nature. Watch dolphins play just offshore and let cool ocean breezes sweep through the open cottage windows. Embrace the tranquility of private island living, just a short ten-minute boat ride from Big Pine Key. Dont miss out on this extremely unique piece of the Florida Keys!

$700,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 74
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Nestled in Breezeswept Beach Estates on the Ocean side of the highway for those seeking tranquil waterfront living or escaping the winter snow.Opportunity Awaits, Lots of Potential!Fixer Upper & not updated. 2 Bedrooms/2 Baths. 1120 Sq. ft. Spacious Open floor plan. Living Dining & Kitchen area with sliding doors to 12 X 28 back covered patio. Wrap around balcony. 40 ft. wide clean canal with boating access has concrete dock and a small boat ramp landing. No home directly across makes canal adds privacy. .Backyard has paver patio, under house has concrete slab. Concrete Driveway in front. Storage Shed on side.Gable Roof, Metal Roof 2018, Dont miss this chance to transform this canal front to your full time or vacation retreat to start enjoying the Keys lifestyle.

$719,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,353 SqFt Days Listed: 134
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.Concrete

This 3BR spacious canal front home with quick open water access is nestled at the end of a quiet dead-end street. Amidst lush vegetation, this property offers the ultimate sanctuary for those seeking privacy and a connection to the Keys lifestyle. 50ft concrete seawall with 10,000lb boat lift. This home boasts an inviting shaded deck creating the perfect outdoor space for relaxation and entertainment. The homes interior layout boasts almost 1400sqft, including 3 spacious bedrooms, 2 bathrooms, and a bonus room that could be used as an office, workout area, or Florida room. 30AMP hook up.

$724,900
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 7
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 30ft.

Nestled on a quiet dead-end street, this 2-bed, 2-bath stilted home offers privacy, low-maintenance living, and a relaxed Keys lifestyle. With county and state-owned land across both the canal and the front of the home, youll enjoy lush, unobstructed views with no future development in sight.Step inside to a fully-furnished, open-concept living space featuring beautiful wood beams and abundant natural light. The backyard is an entertainers dream with a new (2022) custom concrete pool and a fully fenced yard--perfect for relaxing after a day outdoors. The plugged swimming canal offers clean, calm waters and is great for fishing right from your composite dock. A few boat ramps nearby makes it easy to get out on the water.Built for peace of mind, this home features hurricane impact windows and doors, a 5V Crimp metal roof, and exceptionally low insurance costs--flood policy is just ~$800/year! The large lot offers plenty of room for boats, RVs, and extra vehicles, plus covered parking or storage under the home.If youre looking for seclusion, serenity, and a true Florida Keys retreat, this is the perfect place to call home.

$725,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,039 SqFt Days Listed: 77
-7.40% ($57,900) 1 Price Change : Last Change 27 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Fixed BridgeCut/Natu

SITUATED ON A 50 FT. WIDE CANAL, this updated 3 bedroom / 2 bath home offers very good boat access to Pine Channel, the Atlantic and back country. The great room is bright and airy with a cathedral ceiling, south facing picture window and French doors that lead to the covered porch overlooking the canal. Updates include impact-resistant windows and doors, new stainless steel kitchen appliances, recent vinyl plank flooring and vanities; 2018 metal roof; the water heater is less than a year old. The 5,000 sq. ft. lot offers 50 ft. of canal-frontage and the nearby public boat ramp couldnt be more convenient! Eden Pines Colony is a friendly neighborhood where the Key deer roam and bike paths, shopping, parks, banks and more are within easy reach on the island.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 03-31-2025.
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