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

Total Listings 173
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$310,000
Big Pine Key
Cahill Pines & Palms   - MM: 30.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 60
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: 172
-5.35% ($24,000) 1 Price Change : Last Change 76 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.

$450,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 980 SqFt Days Listed: 49
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This sale is for three 5000 square foot lots. Two are undeveloped (bilders points TBD) One lot has an abandoned house so it is ROGO exempt.

$524,777
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 1,506 SqFt Days Listed: 106
-16.14% ($101,000) 2 Price Changes : Last Change 27 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, 1,020 SqFt Days Listed: 208
-21.46% ($150,000) 4 Price Changes : Last Change 52 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.

$575,000
Big Pine Key
Tropical Key Colony   - MM: 30.00
2 Bed, 2 Baths, 884 SqFt Days Listed: 8
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Cute Custom built home, 2 Bd/ 2bth with laundry closet. French doors to a spacious screen porch and wrap around balconies. Central AC w/ heat. Covered parking and concrete patio. Legal storage 12X13 downstairs w/ vents. Concrete slab under house. House is in AE8 and at floor upstairs sits at 12.53 House has been connected to central sewer w/pump system. No home on one side nor behind house adding some privacy. Vacant and easy to show. 45 min to Key West 20 min. to Marathon, 10 min to Bahia Honda State Park or less to a Public Boat Ramp at Spanish Channel. 2.5 hr. to Miami. Nice waterfront park across highway also there are a few more parks in Big Pine Key with tennis, racquetball, walking/exercise trail, basket ball, baseball. Grocery store, library, restaurants, post office, churches all on Big Pine, Bike paths you dont even have to get in the car. Owner will be doing a 1031 Exchange.

$599,000
Little Torch Key
Mates Beach   - MM: 28.50
2 Bed, 2 Baths, 912 SqFt Days Listed: 44
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Looking for a simple canal-front retreat with boating access in the Lower Keys? This classic stilted 2-bedroom, 1.5-bath cottage is full of potential for the right buyer. Located in a welcoming community of boating homes, this property offers an open-concept kitchen, dining, and living area that flows out to a covered rear porch--perfect for relaxing and enjoying the peaceful canal views.Though the home is ready for some TLC, it presents a great opportunity to create your own slice of paradise. With direct boating access and 64 of canal front, this could be the Keys getaway youve been waiting for.Conveniently located just a short walk to a waterfront restaurant, close to shopping, and only 30 minutes from the excitement of Key West.Bring your vision and make it yours!

$599,900
Cook Island Key
Cook Island   - MM: 29.00
3 Bed, 3 Baths, 704 SqFt Days Listed: 36
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Oceanfront home on offshore island only accessible by boat. This off grid rustic beachfront bungalow has two bedrooms, two baths, and an additional upstairs loft with panoramic views of Cook Island, Atlantic and Coupon Bight. The house amenities include solar power, generator hookup, hot and cold water from rain collecting cistern, inverter a/c units, permitted septic system. Repairable fully permitted dock, ROGO exemption letter (transferable). Add on 700 more square feet with no problem or build your dream island estate and demo. Once in a lifetime opportunity. Cash only, owner financing considered with large down payment. Additional adjacent acreage available with Coupon Bight preserve water frontage.

$600,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 126
-14.29% ($100,000) 2 Price Changes : Last Change 1 Day Ago
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.

$637,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 912 SqFt Days Listed: 38
-2.00% ($13,000) 1 Price Change : Last Change 3 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This home offers privacy with an over-sized grass yard, surrounded by nature with a natural garden and room for all your needs. This double lot property is 10,000SF with room for a pool, tiki and/or an accessory structure. French doors take you to an additional 500+SF screened patio that extends your living space and provides tranquil views over the garden and lush yard. Spend your mornings having coffee and your evenings enjoying cocktails with friends and family. Upon entering the home, the open living room/kitchen has beautiful hardwood floors that transition to over-sized tiles in the bedrooms. Both bathrooms have been updated and finished with stone tile in subtle shades of gray. The kitchen is ready for your own updates and has views out to an open balcony. The house has great airflow on cool nights and the sound of nature can be heard rustling through the garden. Key deer graze and rest in the shades of the tropical landscaping and romp in the crisp mornings. The spacious master bedroom can accommodate a king size bed as you star gaze at night. There is a downstairs storage room for all your outdoor needs and plenty of room for extended outdoor living. The community boat ramp is one block from the home and the yard provides ample parking for your trailer. Dont miss this gem and your opportunity for Keys Cottage living.

$667,500
Big Pine Key
Pine Channel Estates   - MM: 29.50
3 Bed, 3 Baths, 1,218 SqFt Days Listed: 326
-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
Cudjoe Key
Venture Out   - MM: 23.00
2 Bed, 2 Baths, 861 SqFt Days Listed: 244
-10.00% ($75,000) 3 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.

$689,000
Big Pine Key
Tropical Key Colony   - MM: 30.00
3 Bed, 3 Baths, 1,184 SqFt Days Listed: 70
-4.97% ($36,000) 3 Price Changes : Last Change 11 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Private & Secluded Home in Coveted Big Pine Key. Discover this beautifully maintained 3-bedroom, 2-bath home tucked away on a quiet street in one of Big Pine Keys most desirable neighborhoods. Designed for comfort and entertaining, this home features an open-concept kitchen with stunning Quartz countertops, a spacious island--perfect for hosting or casual family meals. The expansive living room and formal dining area provide a welcoming atmosphere, while the large master suite offers dual closets and an en suite bath with modern finishes. Both bathrooms boast upgraded fixtures and sleek glass-enclosed showers. Downstairs, youll find a large enclosed space with garage doors, offering covered parking and plenty of room for a workshop, storage, or recreational gear. The oversized, fully fenced lot ensures privacy and provides ample space for an in-ground pool, boat, or RV. Enjoy the best of Florida Keys living in this serene retreat--just minutes from beaches, state park, world-class fishing, and local conveniences of shopping and dining. Dont miss this rare opportunity--schedule your private showing today!

$699,000
Big Pine Key
Sea View   - MM: 28.00
2 Bed, 2 Baths, 864 SqFt Days Listed: 92
-19.10% ($165,000) 3 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Ultimate Privacy in Big Pine KeyStep into an extraordinary sanctuary of seclusion, where tropical elegance meets unmatched exclusivity. 1 of only 2 homes in the entire Seaview subdivision of Big Pine Key.3231 Pompano Drive is a beautifully renovated island retreat set on a 10,000 sq. ft. lot, surrounded by untouched nature and abundant wildlife. No additional homes can ever be built, ensuring that this private paradise remains forever preserved.Inside, the open-concept living space is designed to impress, flowing seamlessly into a stunning kitchen featuring shiplap tile accents, new cabinetry, quartz countertops, stainless steel appliances, and a propane stove. Vaulted wood-beamed ceilings, mini-split A/C units, AT&T Fiber, tankless hot water and brand-new vinyl plank flooring add to the homes tropical charm. Sunlight pours in through expansive windows, showcasing breathtaking views of the pristine nature preserve.Designed for indoor-outdoor living, this home offers a screened upper porch, ideal for peaceful mornings surrounded by nature. The spacious screened enclosure downstairs provides a private retreat, while the swim spa is perfect for unwinding under the stars.With ample parking for an RV with hookkups, boat, trailers, and more, this home is an outdoor lovers dream. A nearby boat ramp ensures quick access to world-class fishing, kayaking, and boating.Come see this secluded oasis-paradise awaits.

$699,000
Cudjoe Key
Cudjoe Acres   - MM: 21.50
2 Bed, 2 Baths, 855 SqFt Days Listed: 18
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Island life awaits! Beautiful, elevated home boasts 2 spacious bedrooms and 2 recently renovated baths. Fenced yard with ample parking. Just off famous US1 this property is sited on a spacious lot with plenty of versatility! Zoning is Suburban Commercial (SC) which may allow for a Special Vacation Rental Permit. Perfect property for an owner occupier or investor. Wraparound porch offers sunrise and sunset views with a deck off kitchen/primary suite and another deck off living room along with two sets of stairs with access to yard and parking. Bonus non-confirming space is ideal for a home office or commercial use. Property offers ample off-street parking for your RV, autos, and boat. The large lot is fenced and private with room for a pool or perfect as is with the tropical landscape and low maintenance ground covering. Owner occupied and well maintained, this property is move in ready. Hurricane shutters, metal roof, secluded private lot, & custom outdoor shower make this a perfect Keys oasis. Building up or adding a rooftop deck would give you amazing water views. Property has a tankless water heater and sheds for extra storage. Great location in the Florida Keys with nearby community boat ramp, dining and beaches. Bahia Honda State Park just 17 miles and Key West 19 miles.

$699,900
Big Pine Key
Tropical Key Colony   - MM: 30.00
2 Bed, 2 Baths, 1,232 SqFt Days Listed: 68
-3.99% ($29,100) 1 Price Change : Last Change 9 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

This quintessential home is surrounded by 17 parcels of pristine environmental and conservation land, offering nature, privacy, wildlife, and the best tropical living the Keys has to offer. The full-size screened rear porch faces vacant land with swaying palms, tropical vegetation, with key deer grazing below. Enjoy morning coffee or evening cocktails while tropical breezes provide refreshing ocean fragrances. The fully fenced yard offers a spacious area ready for a large pool and tiki hut, with plenty of room for gardening and outdoor living. Covered under-the-house parking for several vehicles and storage and ample space for boats, trailers, or an RV. The house boasts a full wrap-around porch with dual entrances to the screened porch. Enter the open-concept home to the living room, kitchen, and dining area showcased by vaulted ceilings and double sets of French doors offering an abundance of light and greenery. The master suite provides a large walk-in closet and spacious living area with room for a king size bed. The upstairs laundry room offers convenience and additional storage options. Located in a sought-after area of Big Pine, this home is well-built and has low assumable flood insurance and is conveniently situated for easy drivability between Key West and Marathon. Two community boat ramps are within minutes for some of the best boating in the lower Keys. This home is well maintained and ready for you and your friends and family to come experience real Keys living.

$700,000
Cudjoe Key
Cutthroat Harbor Estates   - MM: 23.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 207
-12.39% ($99,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 62ft.

Coastal Paradise: 2-Bedroom, 2-Bath Canal-Front Home with Direct Ocean AccessThis stunning 2-bedroom, 2-bath home offers the ultimate canal-front lifestyle, minutes from open water with no bridges to navigate, perfect for boating enthusiasts. Located on the coveted Oceanside, the property features a spacious 60-foot dock ready for your vessel, offering convenient and quick access to the ocean.Inside, the open-concept living area invites relaxation, with natural light pouring in and serene water views. Enjoy seamless indoor-outdoor living with two screened patios--ideal for entertaining, morning coffee, or evening sunsets. A 2-car garage provides ample storage for vehicles and gear, enhancing both convenience and security.Move-in ready and primed for your personal touch, this home is a rare gem in a prime location. Dont miss your chance to own a slice of waterfront paradise!

$719,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,353 SqFt Days Listed: 186
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.

$725,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
2 Bed, 2 Baths, 884 SqFt Days Listed: 161
-12.11% ($99,900) 4 Price Changes : Last Change 39 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: BasinConcrete

DIRECT ACCESS to the beautiful FLORIDA KEYS - Eden Pines in Big Pine Key. This delightful waterfront home with New hardy plank siding features two bedrooms and one bath upstairs with an open concept layout. Theres also a bonus room that offers flexible options, like working from home or pursuing hobbies, while enjoying many comforts! Priced below appraisal.Some highlights include gracious water views, tropical landscaping, serene lighting, and a canal with ocean access. concrete seawall, and a personal boat basin for safety and security. Youll also find impact windows with a 145 mph wind load capacity. This sweet bungalow features a remodeled- redesigned specialty chefs kitchen with a gas stove, quartz counters, farm sink and sensational, tropical views.This captivating retreat home can sleep six.. Did someone say...Perfect Airbnb!Perfect Keys Home or investment Vacation Rental. Location-Location! On the water! Buyer to verify

$725,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,039 SqFt Days Listed: 129
-7.40% ($57,900) 1 Price Change : Last Change 60 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 05-22-2025.
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