8,628

Summerland Key, FL Homes

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  • /43

    $990,000 Sold Dec 10, 2025

    29839 Newfound Blvd, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • Built 1995

    Last Sold Summary

    • 1% Below List Price
    • $566/SF
    • 4 Days On Market

    Current Estimated Value $996,771

    Last Listing Agent Donna Halstead Coldwell Banker Schmitt RE Co.

    29839 Newfound Blvd, Big Pine Key, FL 33043
    • /2

      Est $897,445 Not Listed For Sale

      27434 Saint Lucie Ln, Ramrod Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,144 Sq Ft
      • Built 2022
      27434 Saint Lucie Ln, Ramrod Key, FL 33042

      Last Sold Summary

      • 4% Below List Price
      • $756/SF

      Last Sold Price $865,000

      Last Listing Agent Mark Gable Engel & Volkers Marathon

  • /73

    $3,500,000

    • 3 Beds
    • 3 Baths
    • 2,295 Sq Ft

    1083 Labat Ln, Cudjoe Key, FL 33042

    Experience elevated island living in this striking modern residence in Cudjoe Key, where sleek design meets the raw beauty of the Atlantic. This white contemporary home showcases a dramatic wall of glass along the oceanfront, creating a seamless connection between indoor living and the endless horizon beyond. The open-concept living space is flooded with natural light and anchored by breathtaking

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    (786) 841-9203

    1083 Labat Ln, Cudjoe Key, FL 33042
  • /2

    $755,000 Sold Apr 24, 2025

    3786 Park Ave, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Below List Price
    • $642/SF
    • 9 Days On Market

    Current Estimated Value $790,044

    Last Listing Agent Walter Ceballos, P.A. Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

    3786 Park Ave, Big Pine Key, FL 33043
    • /2

      Est $2,208,823 Not Listed For Sale

      305 S Point Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 2,360 Sq Ft
      • Built 1986
      305 S Point Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 4% Below List Price
      • $975/SF

      Last Sold Price $2,300,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • /27

    $987,500

    • 4 Beds
    • 2 Baths
    • 1,536 Sq Ft

    3962 No Name Rd, Big Pine Key, FL 33043

    Waterfront DUPLEX ~ CBS Construction 4BD/2BA with 2BD|1BA on each side. Property features, excellent boating access, full 70' concrete seawall, covered porch for both units, tile flooring, accordion shutters, separate utility/laundry rooms on each side, 2 central AC units and 2 electric meters. Newer metal roof within 2 years. Fenced yard with room to park your boat trailer. Great investment

    Agent Photo

    Stacy Shahan

    Island Real Estate Company Florida Keys

    (888) 275-1086

    3962 No Name Rd, Big Pine Key, FL 33043
  • /48

    $291,000 Sold Mar 03, 2026

    701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $404/SF
    • 133 Days On Market

    Last Listing Agent Ian Calderwood Bluescape Real Estate

    701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042
    • /2

      Est $1,467,072 Not Listed For Sale

      22863 Bluegill Ln, Cudjoe Key, FL 33042

      • 3 Beds
      • 3 Baths
      • 1,986 Sq Ft
      • Built 2019
      22863 Bluegill Ln, Cudjoe Key, FL 33042

      Last Sold Summary

      • 13% Below List Price
      • $655/SF

      Last Sold Price $1,300,000

      Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  • /12

    $789,900

    • Land

    0 Dominica Ln Unit 615842, Ramrod Key, FL 33042

    Gorgeous Open Ocean location totaling 4 lots, boasting over a quarter acre of land with sheltered canal and private beach; an incredible investment opportunity! Build your dream home in paradise with a transferable building right, which are readily available on the market and provide an easy path to development. This unique opportunity is in the ideal location, on one of the last remaining Open

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (786) 744-6884

    0 Dominica Ln Unit 615842, Ramrod Key, FL 33042
  • /47

    $1,282,000 Sold Nov 12, 2025

    29436 Independence Ave, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Below List Price
    • $855/SF
    • 82 Days On Market

    Current Estimated Value $1,256,862

    Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

    29436 Independence Ave, Big Pine Key, FL 33043
    • /3

      Est $571,000 Not Listed For Sale

      0 Disturbed Pine Rd Unit A11375753, Cudjoe Key, FL 33042

      0 Disturbed Pine Rd Unit A11375753, Cudjoe Key, FL 33042

      Last Sold Summary

      • 128% Above List Price
      • 4 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Carmen David Xcellence Realty

  • /22

    $679,000

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    19591 Navajo St, Summerland Key, FL 33042

    INDIAN MOUNDS SPECIAL!!!! Two balconies with ocean views and a hot tub to enjoy them with!!! Just one block from the private community boat ramp, this elevated 2 bed, 2 bath home sits on a large oversized corner lot. There is plenty of room for parking your toys and a downstairs enclosure for additional storage. Hardibacker siding and a metal roof provide peace of mind.Upon entering, you'll find

    Agent Photo

    Mike Kane

    Internet Realty of the Florida Keys

    (645) 230-1301

    19591 Navajo St, Summerland Key, FL 33042
  • /2

    $255,000 Sold Oct 20, 2025

    150 Coral Ave, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 1993

    Last Sold Summary

    • $232/SF
    • 0 Days On Market

    Current Estimated Value $616,333

    Last Listing Agent Kristen Brenner/Margie Casey T Florida Keys Real Estate Group

    150 Coral Ave, Summerland Key, FL 33042
    • /23

      Not Listed For Sale

      17295 Keystone Rd, Sugarloaf Shores, FL 33042

      17295 Keystone Rd, Sugarloaf Shores, FL 33042

      Last Sold Summary

      • 8 Days On Market

      Last Sold Price $690,000

      Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  • /36

    $750,000

    • Land
    • 9.26 Acres
    • $80,995 per Acre

    0 Niles Rd, Summerland Key, FL 33042

    Discover the perfect opportunity to build your dream home in the Lower Keys on this desirable parcel located on Summerland Key, FL. Set within a peaceful residential neighborhood, this property offers an inviting blend of tranquility and convenience—just minutes from US-1, local marinas, boat ramps, dining, beaches, and world-class fishing. Enjoy the relaxed island lifestyle, tropical breezes,

    Agent Photo

    Javier Santana

    Sunland Real Estate, LLC.

    (786) 504-0768

    0 Niles Rd, Summerland Key, FL 33042
  • /3

    $325,000 Sold Oct 09, 2025

    29153 Tulip Ln, Big Pine Key, FL 33043

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft
    • Built 1984

    Last Sold Summary

    • $356/SF
    • 0 Days On Market

    Current Estimated Value $333,684

    Last Listing Agent Ryan Gernaat Coldwell Banker Schmitt Lower Keys (KW)

    29153 Tulip Ln, Big Pine Key, FL 33043
    • /2

      Est $298,000 Not Listed For Sale

      0 E Ave Unit 604969, Big Pine Key, FL 33043

      • Studio
      0 E Ave Unit 604969, Big Pine Key, FL 33043

      Last Sold Summary

      • 231% Below List Price

      Last Sold Price $90,000

      Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

  • /53

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,530 Sq Ft

    29534 Geraldine St, Big Pine Key, FL 33043

    Discover the perfect blend of island lifestyle and income potential in this well-appointed waterfront home located in a desirable Big Pine Key boating community with Commercial Fishing District zoning--a rare advantage allowing marine-based business use, boat storage, and added flexibility.Situated on a 18,000 sq ft double lot with 150' of canal frontage, this solid concrete, single-level home

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    (844) 697-1109

    29534 Geraldine St, Big Pine Key, FL 33043
  • /51

    $420,000 Sold Nov 21, 2025

    701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042

    • 1 Bed
    • 1 Bath
    • 816 Sq Ft
    • Built 1979

    Last Sold Summary

    • 8% Below List Price
    • $515/SF
    • 185 Days On Market

    Last Listing Agent Kelly Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 280, Cudjoe Key, FL 33042
    • /2

      Est $466,803 Not Listed For Sale

      27418 Jamaica Ln, Ramrod Key, FL 33042

      • Studio
      • 1 Bath
      • Built 1970
      27418 Jamaica Ln, Ramrod Key, FL 33042

      Last Sold Summary

      • 5% Below List Price

      Last Sold Price $490,000

      Last Listing Agent Sabre Mendoza Coldwell Banker Schmitt RE Co.

  • /51

    $1,999,999 Under Contract

    • 3 Beds
    • 4 Baths
    • 2,100 Sq Ft

    23087 Sailfish Ln, Summerland Key, FL 33042

    Designed for those who live by the tides, this extraordinary waterfront residence captures everything that defines the Florida Keys lifestyle. Situated on a rare 15,625 sq ft double lot with 175 feet of deep-water dockage, the home enjoys a premier location one in from open water, delivering sweeping open water views while remaining protected within a wide 50-foot canal. Architecturally striking,

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (786) 807-9315

    23087 Sailfish Ln, Summerland Key, FL 33042
  • /4

    $50,000 Sold Dec 19, 2025

    0 Old State Rd Unit 616986, Cudjoe Key, FL 33042

    • Land

    Last Sold Summary

    • 41% Below List Price
    • 25 Days On Market

    Last Listing Agent Sabre Mendoza Coldwell Banker Schmitt RE Co.

    0 Old State Rd Unit 616986, Cudjoe Key, FL 33042
    • /2

      Not Listed For Sale

      13 Red Legs Ln, Cudjoe Key, FL 33042

      13 Red Legs Ln, Cudjoe Key, FL 33042

      Last Sold Summary

      Last Sold Price $50,000

      Last Listing Agent Paul Rogers Coldwell Banker Schmitt RE Co.

  • /67

    $1,449,900

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    17215 Bonita Ln E, Summerland Key, FL 33042

    Completely reimagined and absolutely stunning, this beautifully remodeled home in Sugarloaf Shores showcases a full renovation, including a brand new 20x8 dock. The beautiful 3 Bedroom 2 Bathroom home features commercial grade luxury vinyl floors, beautiful new finishes, custom cabinetry, new appliances, and fresh paint inside and out. Every detail was thoughtfully selected, creating a clean,

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (855) 798-4569

    17215 Bonita Ln E, Summerland Key, FL 33042
  • /2

    $50,000 Sold Nov 11, 2025

    Lot P No Name Key, No Name Key, FL 33043

    • Land

    Last Sold Summary

    • 12% Below List Price
    • 55 Days On Market

    Last Listing Agent Pamela Stangler Expert Realty LLC

    Lot P No Name Key, No Name Key, FL 33043
    • /2

      Not Listed For Sale

      12 Red Legs Ln, Cudjoe Key, FL 33042

      12 Red Legs Ln, Cudjoe Key, FL 33042

      Last Sold Summary

      Last Sold Price $50,000

      Last Listing Agent Paul Rogers Coldwell Banker Schmitt RE Co.

  • /64

    $1,790,000

    • 3 Beds
    • 2 Baths
    • 1,882 Sq Ft

    30463 Hawk Ln, Big Pine Key, FL 33043

    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 offered fully furnished and truly move-in ready, featuring impact windows and doors, a sleek 24 gauge standing seam metal roof, and bright, open living spaces made for effortless island living.Outdoors, the home transforms into a

    Agent Photo

    Sandra Tuttle

    Island Welcome Real Estate

    (844) 795-0878

    30463 Hawk Ln, Big Pine Key, FL 33043
  • /39

    $705,000 Sold Sep 08, 2025

    181 Doubloon Ln, Summerland Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,090 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Above List Price
    • $647/SF
    • 7 Days On Market

    Current Estimated Value $709,229

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    181 Doubloon Ln, Summerland Key, FL 33042
    • /2

      Not Listed For Sale

      0 Crane Blvd, Sugarloaf Key, FL 33042

      0 Crane Blvd, Sugarloaf Key, FL 33042

      Last Sold Summary

      Last Sold Price $600,000

      Last Listing Agent Donna Pezzi Keller Williams Key West Compass Realty

  • /16

    $1,200,000

    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft

    715 Caribbean Dr E, Summerland Key, FL 33042

    Experience the ultimate Florida Keys lifestyle at 715 Caribbean Drive East in Summerland Key. Located in a desirable boating and aviation community, this property offers rare access to a private neighborhood airstrip, ideal for pilots and aviation enthusiasts. Designed for boaters, the home features a 60-foot dock and a 15,000-lb boat lift, providing easy access to open water, nearby sandbars,

    Agent Photo

    Christina Davis

    Coldwell Banker Schmitt RE Co.

    (844) 920-0831

    715 Caribbean Dr E, Summerland Key, FL 33042
  • /31

    $735,000 Sold Jun 06, 2025

    27373 Antigua Ln, Ramrod Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft
    • Built 2016

    Last Sold Summary

    • 2% Below List Price
    • $619/SF
    • 6 Days On Market

    Current Estimated Value $783,658

    Last Listing Agent Sandra Dolowy KeyIsle Realty

    27373 Antigua Ln, Ramrod Key, FL 33042
    • /2

      Est $1,215,393 Not Listed For Sale

      17162 Starfish Ln W, Sugarloaf Shores, FL 33042

      • Studio
      17162 Starfish Ln W, Sugarloaf Shores, FL 33042

      Last Sold Summary

      • 97% Below List Price

      Last Sold Price $618,000

      Last Listing Agent Alina Schilling Lenson Realty Inc

  • /91

    $1,200,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft

    21855 Spain Blvd, Summerland Key, FL 33042

    Imagine owning a pool home and 3.3 private acres in the Florida Keys - this rare opportunity is in Cudjoe Acres, an equestrian area just 20 miles from Key West, with two equestrian facilities just around the corner. The home sits on one secluded acre surrounded by a botanical garden of impressive plantings including rare palm trees, buttonwoods, orchids, dragon fruit cactus, fragrant Joe wood, a

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (645) 225-2307

    21855 Spain Blvd, Summerland Key, FL 33042
  • /5

    $235,000 Sold Sep 09, 2025

    1388 Avenue B, Big Pine Key, FL 33043

    • Land

    Last Sold Summary

    • 33% Below List Price
    • 212 Days On Market

    Current Estimated Value $250,520

    Last Listing Agent Sarah Dolson Keller Williams Key West Compass Realty

    1388 Avenue B, Big Pine Key, FL 33043
    • /2

      Est $409,054 Not Listed For Sale

      390 W Indies Dr, Ramrod Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,426 Sq Ft
      • Built 1958
      390 W Indies Dr, Ramrod Key, FL 33042

      Last Sold Summary

      • 5% Below List Price
      • $302/SF

      Last Sold Price $430,000

      Last Listing Agent Matthew Zelko Berkshire Hathaway HomeServices Knight & Gardner Realty

  • /84

    $1,290,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,596 Sq Ft

    29653 Saratoga Ave, Big Pine Key, FL 33043

    Looking for your piece of paradise in the Keys? You've found it! This property feels like a lush private resort. The exceptional features include pavers on deck and dock, heated/chilled pool, tiki hut and tiki bar, chef's outdoor kitchen, 10k boat lift, landscape irrigation with separate water meter, and landscape lighting. The entire yard is fenced and gated. The 1596 sq. ft. concrete block home

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (844) 638-3161

    29653 Saratoga Ave, Big Pine Key, FL 33043
  • /42

    $550,000 Sold Dec 01, 2025

    27213 Old State Road 4a Unit 4a, Summerland Key, FL 33042

    • 4 Beds
    • 2 Baths
    • 864 Sq Ft
    • Built 1984

    Last Sold Summary

    • 19% Below List Price
    • $637/SF
    • 125 Days On Market

    Current Estimated Value $575,715

    Last Listing Agent Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

    27213 Old State Road 4a Unit 4a, Summerland Key, FL 33042
    • /2

      Not Listed For Sale

      31255 Avenue G, Big Pine Key, FL 33043

      • 3 Beds
      • 2 Baths
      • 936 Sq Ft
      • Built 1973
      31255 Avenue G, Big Pine Key, FL 33043

      Last Sold Summary

      • $342/SF

      Last Sold Price $320,000

      Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

  • /19

    $215,000

    • Land

    701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042

    Ocean ''peeks'' on this corner lot adds to the serenity you will get here at Lot 610 in the gated community of Venture Out on Cudjoe Key. Easy access on 2 sides of the lot.This property can do transient rentals!!As part of the Venture Out community, you'll enjoy an array of amenities at your doorstep. Dip into the massive saltwater swimming pool overlooking the ocean, or take advantage of the

    Agent Photo

    Ian Calderwood

    Bluescape Real Estate

    (786) 761-5180

    701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042
  • /28

    $500,000 Sold Jun 20, 2025

    30952 Baileys Ln, Big Pine Key, FL 33043

    • 2 Beds
    • 1 Bath
    • 575 Sq Ft
    • Built 1958

    Last Sold Summary

    • 13% Below List Price
    • $870/SF
    • 18 Days On Market

    Current Estimated Value $512,316

    Last Listing Agent Joyce Craul Expert Realty LLC (HQ)

    30952 Baileys Ln, Big Pine Key, FL 33043

Showing Results 201 - 240, Page 6 of 18

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