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The Lower Keys stretch from Big Pine Key down through Sugarloaf, covering some of the most unspoiled waterfront in the Florida Keys. Canalfront homes with easy Atlantic and Gulf access, open water estates with panoramic sunset views, and more affordable options than you'll find in the Upper Keys — the Lower Keys attract buyers who want the full Keys lifestyle without the crowds.

Big Pine Key is the commercial hub of the area and home to the National Key Deer Refuge. Little Torch, Ramrod, Summerland, Cudjoe, and Sugarloaf each have their own character — from tight-knit boating communities to larger lots with room to breathe. Browse by island below or use the search above to filter by price, beds, and property type.

  • Big Pine Key
  • Little Torch Key
  • Middle Torch and Big Torch Keys
  • Ramrod Key
  • Summerland Key
  • Cudjoe Key
  • Sugarloaf Key

Featured Listing
417 Pirates Road, Little Torch Key (Jolly Roger Estates) — courtesy of Maggie Beall, LoKation Real Estate

Full photos, details, and current price are at the link below.

417 Pirates Road Little Torch Key canalfront home for sale

View 417 Pirates Road listing details

Curious what's selling in a specific neighborhood? Create a free custom market report to see active listings, pending sales, and recent closings in any Lower Keys community. The data pulls directly from the Florida Keys MLS and updates every 5 minutes.

Contact Jim Signor to get help narrowing your search or to talk through what's moving in a specific island or price range.

Lower Keys Homes for Sale

17183 W Green Turtle Ln, Sugarloaf image
17183 W Green Turtle Ln, Sugarloaf $1,155,000

None

  • 3 Beds
  • 2 Baths
  • 620753 MLS
401 Coral Ave, Ramrod image
401 Coral Ave, Ramrod $1,149,000

Beautifully renovated and designed for the Florida Keys lifestyle, this waterfront home is located in the highly desirable Ramrod Shores neighborhood. The home has been e...

  • 3 Beds
  • 2 Baths
  • 620751 MLS
30881 Witters Ln, Big Pine image
30881 Witters Ln, Big Pine $699,000

This updated concrete cottage with all the necessities you will need to enjoy waterfront living in the Keys. This home has a metal roof, mini split A/c, updated kitchen a...

  • 2 Beds
  • 1 Baths
  • 620744 MLS
25361 1st St, Summerland image
25361 1st St, Summerland $3,500,000

Experience the pinnacle of Florida Keys waterfront living in this exceptional 3-bedroom, 3-bathroom oceanfront estate offering breathtaking open water views, deep-water d...

  • 3 Beds
  • 3 Baths
  • 620742 MLS
27452 Anguila Ln, Ramrod image
27452 Anguila Ln, Ramrod $995,000 ▼

OWNER FINANCING. 27452 ANGUILA LANE RAMROD KEY FOR RENT. REPAINTED INSIDE AND OUT. ALL NEW FLOORING. 1400 SQFT 180 MPH RATED 3/2 HOME. 300SQFT ENCLOSURE FOR ALL YOUR FISH...

  • 3 Beds
  • 2 Baths
  • 620700 MLS
94 Sacarma Dr, Cudjoe image
94 Sacarma Dr, Cudjoe $2,060,000

Rare Licensed Oceanfront Short-Term Vacation Rental in the Lower Florida Keys, with SELLER FINANCING OFFERED! Welcome to Fandango, a highly successful transient (daily-w...

  • 5 Beds
  • 3 Baths
  • 620686 MLS
701 Spanish Main Dr Unit 246, Cudjoe image
701 Spanish Main Dr Unit 246, Cudjoe $449,999

Ocean-View Waterfront Retreat in Gated Venture Out on Cudjoe Key. NIGHTLY RENTALS ALLOWED Enjoy the Florida Keys lifestyle in this well-maintained 1-bedroom, 1-bathroom...

  • 1 Beds
  • 1 Baths
  • 620685 MLS
1044 Lagoon Dr, Summerland image
1044 Lagoon Dr, Summerland $2,900,000

Welcome to an exceptional waterfront property on Summerland Key, where three contiguous canal-front lots create an expansive Florida Keys retreat. Situated on a combined ...

  • 4 Beds
  • 2 Baths
  • 620644 MLS
31032 Hollerich Dr, Big Pine image
31032 Hollerich Dr, Big Pine $899,000

Waterfront Duplex with Income Potential in Big Pine Key! Live the Florida Keys lifestyle while your investment works for you. Welcome to 31032 & 31034 Hollerich Drive, a ...

  • 4 Beds
  • 2 Baths
  • 620607 MLS
1046 Flagship Dr, Summerland image
1046 Flagship Dr, Summerland $5,200,000

Experience the PINNACLE of luxury waterfront living at this exceptional oceanfront residence on prestigious Flagship Drive. Completely reimagined with uncompromising atte...

  • 4 Beds
  • 4 Baths
  • 620606 MLS
24347 W Caribbean Dr, Summerland image
24347 W Caribbean Dr, Summerland $1,199,000 ▼

Welcome to Summerland Key Cove! This beautifully home is perfectly situated on a deep-water canal with excellent boating access. Boaters will appreciate the new 17,000-lb...

  • 3 Beds
  • 2 Baths
  • 617789 MLS
673 Indies Rd, Summerland image
673 Indies Rd, Summerland $989,000

Elevated Coastal Living in Breezeswept Beach Estates. Skip the typical vacation rentals & step into a home designed specifically for the genuine Florida Keys lifestyle. S...

  • 3 Beds
  • 2 Baths
  • 620596 MLS
23950 Overseas Hwy, Summerland image
23950 Overseas Hwy, Summerland $3,300,000

Welcome to Pink Sands, a Glenn Gray-designed waterfront retreat where the vibrant colors and laid-back elegance of the Bahamas meet the timeless beauty of the Florida Key...

  • 5 Beds
  • 4 Baths
  • 620578 MLS
1934 No Name Dr, No Name image
1934 No Name Dr, No Name $999,000

Only 40 homes on Exclusive No Name Key, ( Not Big Pine*) Newer143' concrete seawall with newer 30'Neptune boat lift with walk around, you have your own private boat ramp....

  • 2 Beds
  • 1 Baths
  • 620575 MLS
4016 Dorn Rd, Big Torch image
4016 Dorn Rd, Big Torch $775,000

Escape to the Lower Keys with this peaceful Big Torch Key retreat overlooking protected lands. Enjoy convenient boating access to both the Gulf and Atlantic via Niles Cha...

  • 3 Beds
  • 2 Baths
  • 620567 MLS
27395 Barbuda Ln, Ramrod image
27395 Barbuda Ln, Ramrod $1,300,000

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 wi...

  • 3 Beds
  • 3 Baths
  • 620566 MLS
2231 Middle Torch Rd, Middle Torch image
2231 Middle Torch Rd, Middle Torch $689,000

Imagine having the freedom to create your own secluded retreat in the heart of the Lower Florida Keys. This remarkable offering includes two adjacent 2.5-acre parcels, co...

  • 1 Beds
  • 1 Baths
  • 620565 MLS
24740 Park Dr, Summerland image
24740 Park Dr, Summerland $675,000

Move-in ready and beautifully updated! This charming 2-bedroom, 2-bath home offers approximately 960 square feet of comfortable living space in the desirable Summerland K...

  • 2 Beds
  • 2 Baths
  • 620563 MLS
1129 Hawksbill Ln, Sugarloaf image
1129 Hawksbill Ln, Sugarloaf $960,000

Located at the end of a quiet street in Sugarloaf Key, this 2 bedroom, 2 bath canal-front home is only two lots in from open water and offers open water views from the li...

  • 2 Beds
  • 2 Baths
  • 620550 MLS
31054 Ave J, Big Pine image
31054 Ave J, Big Pine $579,000

If you've been searching for an affordable stilted home in the Lower Keys that doesn't feel dated or compromised, this is one of the best values on the market. Built in 2...

  • 3 Beds
  • 2 Baths
  • 620548 MLS
31485 Ave G, Big Pine image
31485 Ave G, Big Pine $999,999

Where open water sunrise views and world-class boating meet, you'll find this elevated waterfront retreat at 31485 Avenue G in Big Pine Key. Offering 3 bedrooms, 2 bathro...

  • 3 Beds
  • 2 Baths
  • 620545 MLS
342 Spanish Main Dr, Cudjoe image
342 Spanish Main Dr, Cudjoe $949,000

Welcome to 342 Spanish Main Drive, a beautiful canal-front home in the heart of Cudjoe Key, offering the perfect combination of waterfront living, modern comfort, and la...

  • 3 Beds
  • 2 Baths
  • 620535 MLS
361 Ave D, Summerland image
361 Ave D, Summerland $3,100,000

Beach House Paradise in Summerland Key. Nestled in one of the Lower Keys' most desirable oceanside communities, this exceptional oceanfront retreat offers the perfect ble...

  • 2 Beds
  • 3 Baths
  • 620532 MLS
27732 Astrangia Ave, Little Torch image
27732 Astrangia Ave, Little Torch $650,000

Welcome to your own slice of the Florida Keys paradise. This beautifully remodeled and fully furnished 2-bedroom, 2-bath waterfront home is the definition of move-in read...

  • 2 Beds
  • 2 Baths
  • 620530 MLS
23940 Overseas Hwy, Summerland image
23940 Overseas Hwy, Summerland $899,000

Bring your water toys & experience island living in this newly built waterfront home in Summerland Key. The residence offers 3 bedrooms 2 bathrooms spacious modern desig...

  • 3 Beds
  • 2 Baths
  • 620512 MLS
29667 Forrestal Ave, Big Pine image
29667 Forrestal Ave, Big Pine $1,650,000 ▲

LOOKING FOR A KEYS HOME WITH SOLID CONSTRUCTION? Check out this updated 3BD/2BA CBS home in desirable Pine Channel Estates, Big Pine Key -- just 30 miles from Key West an...

  • 3 Beds
  • 2 Baths
  • 620510 MLS
550 Pine Ln, Big Pine image
550 Pine Ln, Big Pine $799,000

This newly remodeled 3-bedroom, 1-bathroom home is perfectly positioned on a spacious lot in the heart of Big Pine Key, offering 10,275 sq ft of land and an incredible 75...

  • 3 Beds
  • 1 Baths
  • 620504 MLS
22872 Buccaneer Ln, Cudjoe image
22872 Buccaneer Ln, Cudjoe $1,449,000

*SWIMMING POOL BEING BUILT NOW! Construction process underway. * Embrace the ultimate Keys lifestyle in this spacious 1,500 sqft home, ideally situated along a boating...

  • 3 Beds
  • 3 Baths
  • 620481 MLS
29172 Rose Dr, Big Pine image
29172 Rose Dr, Big Pine $695,000

Remodeled waterfront home! Located in a lovely neighborhood with a boat ramp right around the corner! Exterior of property has open parking as well as covered parking for...

  • 2 Beds
  • 2 Baths
  • 620469 MLS
711 State Road Unit 4A, Little Torch image
711 State Road Unit 4A, Little Torch $675,000 ▼

A Classic Keys Boating Cottage! Exceptional value for a 3 bedroom 2 bath waterfront home in the Lower Keys! With 60' of seawall, enjoy easy boating access to nearby hot s...

  • 3 Beds
  • 2 Baths
  • 620463 MLS
22410 Jolly Roger Dr, Cudjoe image
22410 Jolly Roger Dr, Cudjoe $1,499,000

Welcome to your oceanfront retreat on Cudjoe Key, where panoramic wide open ocean views, exceptional outdoor living, and easy boating access come together to create the q...

  • 2 Beds
  • 2 Baths
  • 620456 MLS
21007 4th Ave, Cudjoe image
21007 4th Ave, Cudjoe $1,499,000

Wake up to breathtaking Florida Keys sunrises from this exceptional oceanside waterfront home in Cudjoe Key. Offering 1,596 square feet of living space on an 8,920-square...

  • 3 Beds
  • 3 Baths
  • 620454 MLS
2237 San Remo Dr, Big Pine image
2237 San Remo Dr, Big Pine $1,599,000

The Angler's Retreat -- Big Pine Key Resort-style canal front living beneath a majestic Banyan. Some places don't just change your pace -- they change your life. Tu...

  • 2 Beds
  • 3 Baths
  • 620449 MLS
28316 County Rd, Little Torch image
28316 County Rd, Little Torch $725,000 ▼

Are you looking for a canal-front home that could use your TLC? Situated on a 9,375 sq. ft. fenced lot, this 2-bedroom, 3-bath CBS opportunity is about mid-way between th...

  • 2 Beds
  • 3 Baths
  • 620443 MLS
96 John St, Summerland image
96 John St, Summerland $550,800

Well-maintained 3-bedroom, 2-bath home offering 1,120 square feet of comfortable living space in a small, well-kept community in Summerland Key. This home is in excellent...

  • 3 Beds
  • 2 Baths
  • 620439 MLS
Howell Ky, Summerland image
Howell Ky, Summerland $16,900,000

Discover one of the Florida Keys' most extraordinary private island retreats. Encompassing 9.69 acres of pristine tropical landscape, Howell Key offers an unparalleled op...

  • 5 Beds
  • 4 Baths
  • 620413 MLS
31179 Ave H, Big Pine image
31179 Ave H, Big Pine $560,000 ▼

Welcome to your piece of paradise in beautiful Big Pine Key! This elevated, stilted home features 3 bedrooms and 2 bathrooms and is centrally located, making a perfect op...

  • 3 Beds
  • 2 Baths
  • 620410 MLS
19543 Navajo St, Sugarloaf image
19543 Navajo St, Sugarloaf $759,000 ▼

3 bed 2 bath stilt home built in 2018 in sought after Sugarloaf Key. Open concept floor plan, large kitchen with an abundance of large white cabinets, kitchen island over...

  • 3 Beds
  • 2 Baths
  • 620391 MLS
27426 Martinique Ln, Ramrod image
27426 Martinique Ln, Ramrod $1,050,000 ▼

Oceanside canal-front home in the desirable Breezeswept Beach Estates neighborhood of Ramrod Key. This 3-bedroom, 2-bath residence features a private pool and is ideally ...

  • 3 Beds
  • 2 Baths
  • 620372 MLS
29162 Bougainvillea Ln, Big Pine image
29162 Bougainvillea Ln, Big Pine $1,750,000

Waterfront coastal retreat in a quiet neighborhood, just 3 houses from open water! This beautifully renovated 3-bedroom, 2-bath stilt home offers coastal comfort with mod...

  • 3 Beds
  • 2 Baths
  • 620361 MLS
629 Powell Ave, Little Torch image
629 Powell Ave, Little Torch $749,000

Welcome to 629 Powell Drive in Little Torch Key, the lowest-priced fully stilted CBS home currently available in the Lower Florida Keys. This elevated 2-bedroom, 1-bath c...

  • 2 Beds
  • 1 Baths
  • 620354 MLS
1615 Fern Ave, Big Pine image
1615 Fern Ave, Big Pine $1,099,000

Welcome to this beautifully updated 3-bedroom, 2.5-bath waterfront home situated on a rare 12,000 sq. ft. double lot in the heart of Big Pine Key. Thoughtfully renovated ...

  • 3 Beds
  • 3 Baths
  • 620351 MLS
701 Spanish Main Dr Unit 424, Cudjoe image
701 Spanish Main Dr Unit 424, Cudjoe $549,000

Canal-front Paradise Awaits! Incredible view from your back deck! Unit 424 in Venture Out. Experience the epitome of waterfront Florida Keys living in this charming two...

  • 2 Beds
  • 2 Baths
  • 620346 MLS
30463 Hawk Ln, Big Pine image
30463 Hawk Ln, Big Pine $1,695,000

Welcome to your private Lower Keys oasis, where solid concrete construction meets refined coastal style. This beautifully designed 3-bedroom, 2-bath waterfront home is of...

  • 3 Beds
  • 2 Baths
  • 620330 MLS
125 Colson Dr, Cudjoe image
125 Colson Dr, Cudjoe $2,195,000

TRANSIENT LICENSE * NIGHTLY RENTALS* PROVEN RENTAL INCOME* IDEAL 1031 EXCHANGE OPPORTUNITY Casa De Las Palmas Rarely does a Florida Keys property combine proven inc...

  • 5 Beds
  • 3 Baths
  • 620325 MLS
466 W Shore Dr, Summerland image
466 W Shore Dr, Summerland $1,300,000

DOUBLE the Lot. DOUBLE the Waterfront. Endless Possibilities. Positioned on a rare spacious double lot near the Summerland Key airport, this waterfront property is tai...

  • 2 Beds
  • 2 Baths
  • 620321 MLS
29424 Forrestal Ave, Big Pine image
29424 Forrestal Ave, Big Pine $1,550,000

If you've been dreaming of easy waterfront living in the Keys, this beautifully furnished CBS home in friendly Pine Channel Estates is ready to welcome you. Built in 1989...

  • 3 Beds
  • 2 Baths
  • 620317 MLS
706 E Caribbean Dr, Summerland image
706 E Caribbean Dr, Summerland $1,185,000

OVERSIZED GARAGE. WATERFRONT LIVING. Bring the boat, tackle, dive gear, kayaks, and all the Keys toys-there's room for everything at 706 Caribbean Drive East. With can...

  • 3 Beds
  • 2 Baths
  • 620281 MLS
20833 W 4th Ave, Cudjoe image
20833 W 4th Ave, Cudjoe $2,699,999

Welcome to one of Cudjoe Gardens' most desirable waterfront addresses Built in 2018, 20833 4th Avenue West is an exceptional CBS waterfront estate offering 4 bedrooms, 3...

  • 4 Beds
  • 3 Baths
  • 620277 MLS
27358 Jamaica Ln, Ramrod image
27358 Jamaica Ln, Ramrod $979,000 ▲

Discover the laid-back waterfront lifestyle you've been dreaming of at this charming canal-front home in Breezeswept Beach Estates on Ramrod Key. Perfectly situated with ...

  • 3 Beds
  • 2 Baths
  • 620276 MLS
559 Powell Ave, Little Torch image
559 Powell Ave, Little Torch $1,399,000

Built in 2019 on a 7,412 sq ft Lot! This modern home features three (3) bedrooms and two (2) bathrooms, offering everything you need. It's low maintenance yet packed with...

  • 3 Beds
  • 2 Baths
  • 620266 MLS
273 Indies Rd, Ramrod image
273 Indies Rd, Ramrod $949,000

Welcome to this bright and modern 2-bedroom, 2-bath home located in the desirable Breezeswept Beach Estates on Ramrod Key. Completed in 2024 by the builder with high-qual...

  • 2 Beds
  • 2 Baths
  • 620242 MLS
21470 Overseas Hwy, Cudjoe image
21470 Overseas Hwy, Cudjoe $5,995,000 ▼

Rare income-producing open-water compound on Cudjoe Key featuring 5 cottages plus a spacious main house. This gated, turnkey waterfront property offers direct open-water ...

  • 13 Beds
  • 7 Baths
  • 620213 MLS
27024 Shannahan Rd, Ramrod image
27024 Shannahan Rd, Ramrod $735,000 ▼

Well-maintained elevated home offering the perfect combination of comfort, functionality, and peace of mind. Built above flood elevation, this move-in-ready property feat...

  • 3 Beds
  • 2 Baths
  • 620212 MLS
30985 Hibiscus Dr, Big Pine image
30985 Hibiscus Dr, Big Pine $1,199,000

Discover a rare combination of privacy, waterfront living, and spacious outdoor enjoyment on this nearly half-acre canal-front property in Big Pine Key. Boasting approxim...

  • 4 Beds
  • 3 Baths
  • 620193 MLS
174 Tortuga Ln, Cudjoe image
174 Tortuga Ln, Cudjoe $1,270,000 ▼

Florida Keys Living at Its Best! Welcome to 174 Tortuga Lane, a beautifully maintained waterfront home in the heart of Cudjoe Key, where world-class fishing, boating, and...

  • 3 Beds
  • 2 Baths
  • 620186 MLS
848 E Caribbean Dr, Summerland image
848 E Caribbean Dr, Summerland $2,246,000

Built for the offshore lifestyle, this exceptional Summerland Key waterfront home blends luxury coastal living with the kind of boating access serious anglers dream about...

  • 3 Beds
  • 2 Baths
  • 620177 MLS
22822 Buccaneer Ln, Cudjoe image
22822 Buccaneer Ln, Cudjoe $799,000

SELLER ACCEPTING BACK-UP OFFERS: Discover your perfect boater's retreat in beautiful Cudjoe Key! This stilted 2-bedroom, 2-bathroom home is situated on a deep-water canal...

  • 2 Beds
  • 2 Baths
  • 620174 MLS
135 Tortuga Ln, Cudjoe image
135 Tortuga Ln, Cudjoe $895,000

Opportunity Knocks! Exceptional Value with Endless Potential - If you've been waiting for the right home at the right price, you have found it just in time for lobster ...

  • 3 Beds
  • 2 Baths
  • 620163 MLS
27917 Coral Shores Rd, Little Torch image
27917 Coral Shores Rd, Little Torch $399,000

Located on a clean boating canal in Coral Shores Subdivision. This property is waiting for someone to tear it down and put up their brand-new home. With a full 46 foot se...

  • 2 Beds
  • 2 Baths
  • 620160 MLS
701 Spanish Main Dr Unit 659, Cudjoe image
701 Spanish Main Dr Unit 659, Cudjoe $487,000

Seller is Motivated! Coastal Charm Meets Modern Comfort Welcome to your island escape in the heart of the Lower Keys! This beautifully furnished two-bedroom, two-bath s...

  • 2 Beds
  • 2 Baths
  • 620156 MLS
27348 Dominica Ln, Ramrod image
27348 Dominica Ln, Ramrod $2,499,000

Welcome to your waterfront retreat on Ramrod Key, where beautiful open water views, quick ocean access, and exceptional outdoor living create the ultimate Florida Keys li...

  • 3 Beds
  • 2 Baths
  • 620145 MLS
28110 Dorothy Ave, Little Torch image
28110 Dorothy Ave, Little Torch $749,900

Island living comes easy here, with a free community boat ramp, nearby waterfront basin, and natural Lower Keys scenery all close to home. Set on a large 7,814 sq. ft. co...

  • 3 Beds
  • 2 Baths
  • 620144 MLS
437 Pirates Rd, Little Torch image
437 Pirates Rd, Little Torch $894,000 ▼

MOTIVATED SELLER! Offered in the highly sought-after Jolly Roger Estates, this beautifully maintained, one-owner canal-front home is just 11 years old and truly move-in r...

  • 3 Beds
  • 2 Baths
  • 620124 MLS
27965 Tarpon Ter, Little Torch image
27965 Tarpon Ter, Little Torch $337,500

Great investment opportunity in Little Torch Key! This well-maintained home sits on a clean, clear swimming canal with direct access for paddle boarding, kayaking, and fi...

  • 2 Beds
  • 1 Baths
  • 620117 MLS
29284 Coconut Palm Dr, Big Pine image
29284 Coconut Palm Dr, Big Pine $520,000 ▼

Escape to your own private tropical oasis in the heart of Big Pine Key. Hidden behind lush mature landscaping and swaying palms, this charming 2-bedroom, 1-bath home offe...

  • 2 Beds
  • 1 Baths
  • 620103 MLS
596 W Shore Dr, Summerland image
596 W Shore Dr, Summerland $998,000

Waterfront duplex located on a wide, deep boating canal with excellent boating access and 60 ft. of dockage, split between both units, offering approximately 30 ft. per s...

  • 5 Beds
  • 3 Baths
  • 620094 MLS
701 Spanish Main Dr Unit LOT 49, Cudjoe image
701 Spanish Main Dr Unit LOT 49, Cudjoe $799,000 ▼

********Nightly Licensed Transient Rental!!!******** This amazing, two bedroom / one bathroom, open water front views , nightly transient rental is ready for you to en...

  • 2 Beds
  • 1 Baths
  • 620090 MLS
251 Pelican Ln, Big Pine image
251 Pelican Ln, Big Pine $750,000

Experience the laid-back Florida Keys lifestyle in this beautifully maintained, double lot sized at 12,000 sq ft, concrete 2-bedroom, 2-bath stilt home located on a desir...

  • 2 Beds
  • 2 Baths
  • 620072 MLS
21023 2nd Ave, Cudjoe image
21023 2nd Ave, Cudjoe $2,499,000

Experience the ultimate Florida Keys boating lifestyle at this exceptional waterfront residence in prestigious Cudjoe Gardens. Situated on a rare double lot encompassing ...

  • 4 Beds
  • 2 Baths
  • 620071 MLS
29034 Rose Dr, Big Pine image
29034 Rose Dr, Big Pine $785,000 ▼

Experience the laid-back Florida Keys lifestyle in this beautifully updated, turn-key canal-front retreat, nestled in the quiet Eden Pines neighborhood among the roaming ...

  • 2 Beds
  • 1 Baths
  • 620040 MLS
290 46th St, Summerland image
290 46th St, Summerland $415,000 ▼

Pilots, this is a great opportunity to build your dream home with access to Summerland Key's private airport, and enjoy access to the Blanche Bergin Marina Park, complete...

  • 2 Beds
  • 1 Baths
  • 620034 MLS
414 E Caribbean Dr, Summerland image
414 E Caribbean Dr, Summerland $3,495,000

OCEANFRONT , POOL & RARE BOAT BASIN DOCKAGE! Experience luxury open water living at this exceptional oceanfront retreat in the exclusive community of Summerland Cove, jus...

  • 4 Beds
  • 4 Baths
  • 620024 MLS
30525 Winifred St, Big Pine image
30525 Winifred St, Big Pine $1,199,000 ▼

Nestled in the heart of Big Pine Key, this private canal-front retreat with screened in POOL offers the perfect blend of comfort, space, and island living. Situated on an...

  • 3 Beds
  • 3 Baths
  • 620017 MLS
30937 Baileys Ln, Big Pine image
30937 Baileys Ln, Big Pine $799,000 ▼

It's your lucky day! The last buyers had to cancel their contract for personal reasons prior to inspections. Whether you enjoy fishing and diving or prefer kayaking and p...

  • 3 Beds
  • 2 Baths
  • 620011 MLS
29663 Saratoga Ave, Big Pine image
29663 Saratoga Ave, Big Pine $1,295,000 ▼

Homes offering this level of detail, space & modern construction are a rare find in the Lower Keys. Built in 2023 in desirable Pine Channel Estates, this exceptional wate...

  • 3 Beds
  • 2 Baths
  • 620002 MLS
701 Spanish Main Dr Unit 639, Cudjoe image
701 Spanish Main Dr Unit 639, Cudjoe $425,000

Enjoy the Salty Air from this Key Lime Gem in the Florida Keys! This furnished, 2 bedroom, 1 bathroom manufactured home has high ceilings that allow great entertaining fr...

  • 2 Beds
  • 1 Baths
  • 619998 MLS
29757 Henry Ln, Big Pine image
29757 Henry Ln, Big Pine $465,000 ▼

Enjoy the laid back Big Pine Key lifestyle. Situated on an expansive 11,500 square foot lot, this beautifully updated 2 bedroom, 2 bath home offers space, comfort, and th...

  • 2 Beds
  • 2 Baths
  • 619990 MLS
3610 S Seas St, Big Pine image
3610 S Seas St, Big Pine $850,000

Welcome to your perfect Florida Keys retreat! Situated on a spacious 5,250 s/f lot, this versatile waterfront property offers two separate living units, making it ideal f...

  • 5 Beds
  • 3 Baths
  • 619979 MLS
31128 Ave G, Big Pine image
31128 Ave G, Big Pine $799,000

Big Pine charm with this newer construction 2021 Affinity home that is turn-key and sits on a stunning double lot with plenty of extra outdoor space. It has 3 bedrooms, 2...

  • 3 Beds
  • 2 Baths
  • 619969 MLS
30372 Palm Dr, Big Pine image
30372 Palm Dr, Big Pine $550,000

Well-priced Keys living starts here! This 12,500 sq. ft. double lot offers ample parking and room to add a pool, garage, tiki hut, or more. In 2022, the current owner add...

  • 3 Beds
  • 1 Baths
  • 619964 MLS
116 Spanish Main Dr, Cudjoe image
116 Spanish Main Dr, Cudjoe $1,269,000

Discover your personal sanctuary in the heart of Cudjoe Key, where authentic Florida Keys charm meets modern coastal luxury. This stunning 2-bedroom, 2-bathroom home has ...

  • 2 Beds
  • 2 Baths
  • 619922 MLS
3746 Park Ave, Big Pine image
3746 Park Ave, Big Pine $1,299,900 ▼

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...

  • 2 Beds
  • 2 Baths
  • 619915 MLS
4049 Egret Ln, Big Torch image
4049 Egret Ln, Big Torch $1,250,000 ▼

Waterfront living meets comfort and functionality in this move-in ready canal front home. Offering 120 feet of concrete dockage in a deep water canal. Quick boating acces...

  • 5 Beds
  • 5 Baths
  • 619914 MLS
17286 Jamaica Ln, Sugarloaf image
17286 Jamaica Ln, Sugarloaf $1,200,000

Just a short boat ride to popular Lower Keys sandbars, coral heads, and fishing grounds, this Sugarloaf Shores canal-front home is made for the buyer who wants boating, f...

  • 2 Beds
  • 2 Baths
  • 619901 MLS
750 W Indies Dr, Ramrod image
750 W Indies Dr, Ramrod $995,000 ▼

This three bedroom , two bathroom home sits on an expansive 12,200 square foot piece of property in the highly sought after Breezeswept Beach Estates neighborhood on Ramr...

  • 3 Beds
  • 2 Baths
  • 619877 MLS
123 Venetian Way, Sugarloaf image
123 Venetian Way, Sugarloaf $950,000

On a quiet dead-end street in the highly sought-after Sugarloaf Shores community, sits this fully renovated tropical retreat thats reminiscent of something straight out o...

  • 3 Beds
  • 2 Baths
  • 619875 MLS
257 La Fitte Rd, Little Torch image
257 La Fitte Rd, Little Torch $1,250,000

Location, location, location. This home has stunning sunrise and ocean views from this one- of-a kind Open Water property. Picture perfect views from theFrench Doors of...

  • 2 Beds
  • 2 Baths
  • 619868 MLS
21012 6th Ave, Cudjoe image
21012 6th Ave, Cudjoe $1,399,000 ▼

Island living becomes effortless at this beautifully maintained waterfront retreat in the heart of Cudjoe Gardens. Located on a deep-water canal with quick ocean access, ...

  • 2 Beds
  • 2 Baths
  • 619865 MLS
17387 E Dolphin St, Sugarloaf image
17387 E Dolphin St, Sugarloaf $3,750,000

Morning Glory - The Dolphin House is one of those rare oceanfront sanctuaries where time softens, stress fades, and every sunrise feels like it was created just for you. ...

  • 4 Beds
  • 4 Baths
  • 619842 MLS
3674 S Seas St, Big Pine image
3674 S Seas St, Big Pine $869,000 ▼

Seller Welcomes Offers! Tucked away on a quiet dead-end street in Big Pine Key, this beautifully updated 2-bedroom, 2-bath canal-front home offers the perfect blend of mo...

  • 2 Beds
  • 2 Baths
  • 619841 MLS
4 Coral Dr, Saddle Bunch image
4 Coral Dr, Saddle Bunch $450,000

Affordable Living in the Florida Keys Has Arrived! Welcome to this charming 2-bedroom, 2-bathroom home offering comfortable living space, an open-concept layout, and i...

  • 2 Beds
  • 2 Baths
  • 619836 MLS
22939 Gasparilla Ln, Cudjoe image
22939 Gasparilla Ln, Cudjoe $1,399,000 ▼

Welcome to your ROOFTOP RETREAT - a beautifully remodeled waterfront home at 22939 Gasparilla Lane in Cudjoe Key, where panoramic ocean views and relaxed Keys elegance co...

  • 3 Beds
  • 2 Baths
  • 619835 MLS
29114 Cedar Dr, Big Pine image
29114 Cedar Dr, Big Pine $899,000 ▼

Extra adjoining lot adds additional seawall frontage and provides plenty of room for a pool, extra recreational space, and additional parking at this beautifully updated ...

  • 2 Beds
  • 2 Baths
  • 619829 MLS
29555 Enterprise Ave, Big Pine image
29555 Enterprise Ave, Big Pine $1,055,000 ▼

Accessibility elevator! Welcome to your Lower Keys retreat where comfort, and coastal living come together beautifully along with the convenience of an interior elevator...

  • 3 Beds
  • 2 Baths
  • 619820 MLS
9w Cooks, Big Pine image
9w Cooks, Big Pine $847,000 ▼

Situated just offshore in the Lower Florida Keys, Cook's Key Lime Cottage offers a sublime blend of modern comfort and tropical allure. Perfect for avid fishermen and out...

  • 2 Beds
  • 1 Baths
  • 619814 MLS
27215 Mariposa Rd, Ramrod image
27215 Mariposa Rd, Ramrod $839,000

NEW CONSTRUCTION! This charming 1,500 sqft home is a true retreat, perfectly positioned in the Lower Keys, just a moments walk from the popular Looe Key Tiki Bar and B...

  • 3 Beds
  • 3 Baths
  • 619792 MLS
31342 Ave I, Big Pine image
31342 Ave I, Big Pine $899,000

This recently built canal front home is situated in a highly desirable area of Big Pine just minutes to the open water. The home has a bright open kitchen with plenty of ...

  • 1 Beds
  • 1 Baths
  • 619787 MLS
559 Powell Ave, Little Torch image
559 Powell Ave, Little Torch $1,599,900 ▼

Built in 2019 on a Double Lot! This modern home features three (3) bedrooms and two (2) bathrooms, offering everything you need. It's low maintenance yet packed with amen...

  • 3 Beds
  • 2 Baths
  • 619769 MLS
29562 Saratoga Ave, Big Pine image
29562 Saratoga Ave, Big Pine $1,435,000 ▼

Embrace island living in your own tropical paradise, where comfort, space, and waterfront access create a remarkable oasis for boating and relaxation. Welcome to Pine Cha...

  • 4 Beds
  • 2 Baths
  • 619761 MLS

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