24

Summerland Key, FL Homes for Sale with Acreage

Section Image Section Image
  • /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
  • /5

    $285,000

    • Land
    • 1.01 Acres
    • $282,178 per Acre

    Unlisted Address

    Private Acre on Cudjoe Key. Lush, Tropical, and Near the Water Escape to your own secluded paradise in the Lower Keys! This just over an acre lot on Cudjoe Key is surrounded by beautiful equestrian properties and dense tropical foliage, offering unmatched privacy and tranquility. Located just seconds from a public boat ramp, you'll have easy access to world-class fishing, boating, and

    Agent Photo

    Coby Taylor

    Expert Realty LLC (HQ)

    (645) 219-1669

    Unlisted Address
  • /48

    $2,699,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    1233 Avenue A, Big Pine Key, FL 33043

    Tucked away on 2 gated acres along the pristine waters of Bogie Channel, Dei Paradiso is a one-of-a-kind open water estate offering total privacy, resort-style amenities, and world-class boating access to both the ocean and backcountry. Just a mile off the Overseas Highway, peace and convenience converge in this tropical retreat. Awaken to dazzling sunrises and wind down beneath the glow of

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (844) 986-5271

    1233 Avenue A, Big Pine Key, FL 33043
  • /70

    $2,800,000

    • 4 Beds
    • 3 Baths
    • 3,286 Sq Ft

    21640 Overseas Hwy, Summerland Key, FL 33042

    SPECIAL DAILY TRANSIENT LICENSE!!!Experience one of the Lower Keys' rarest offerings at 21640 Overseas Highway,an extraordinary 1.2 acre open-water estate with panoramic ocean views, resort style amenities, and true investment upside. Opportunities like this almost never come to market from Key West to Summerland. With 3,286 sq ft per appraisal, this 4-bedroom waterfront residence delivers

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    (855) 799-5158

    21640 Overseas Hwy, Summerland Key, FL 33042
  • /36

    $750,000

    • Land
    • 9.25 Acres
    • $81,081 per Acre

    0 Niles Rd Unit MLS A11925960, 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,

    Javier Santana Sunland Real Estate, LLC.

    0 Niles Rd Unit MLS A11925960, Summerland Key, FL 33042
  • /41

    $800,000

    • Land
    • 20 Acres
    • $40,000 per Acre

    33000 Old State Road 4a, No Name Key, FL 33043

    YOU CAN HELP SAVE THE FLORIDA KEYS REEFS..!!THIS 20 ACRE PARCEL WITH A 17 ACRE SALTWATER LAKE WAS RECENTLY MARKETED AS A PRIVATE LAKE FOR PERSONAL USE. IT MAY STILL BE USED FOR THAT. THIS PROPERTY CANNOT BE DEVELOPED...!!!! NO HOME, NO COMMERCIAL USE. HOWEVER IN RECENT MONTHS RESEARCHERS FROM FLORIDA INTERNATIONAL UNIVERSITY HAVE BEEN STUDYING THE GROWTH OF SPIDER CRABS THAT THRIVE ON ALGAE. THE

    Tony Paterniti Tony Paterniti

    33000 Old State Road 4a, No Name Key, FL 33043
  • /4

    $400,000

    • Land
    • 1,400 Acres
    • $286 per Acre

    27378 Jamaica Ln, Summerland Key, FL 33042

    ROGO and Building permit in hand! allows for immediate construction 6,000sq.ft lot on Ramrod Key, 60 feet of waterfront canal with quick access to ocean. Permit approved al Monroe County for a 1,400 sq.ft CBS 3 bedroom, 2.5 bath residence. Connected to water and sewer on site. ACOE and DEP mitigation paid. Permit for dock and lift submitted.Correct address: 27378 JAMAICA LN RAMROD KEY, FL

    Patricia Borges Borges Realty Group LLC

    27378 Jamaica Ln, Summerland Key, FL 33042
  • /6

    $39,500

    $10K PRICE DROP
    • Land
    • 1 Acre
    • $39,500 per Acre

    10 5th Ave, Big Pine Key, FL 33043

    1 ACRE LOT IN Big Pine Key, LOCATED JUST SOUTH OF U.S. Route 1 – PEACEFUL, NATURAL SURROUNDINGS – RARE OPPORTUNITY.BEST PRICE ON THE MARKET! EXCELLENT LONG-TERM INVESTMENT! DON’T MISS THIS OPPORTUNITY!

    Mason Gascot Knowledge Base Real Estate

    10 5th Ave, Big Pine Key, FL 33043
  • /45

    $7,000,000

    • 3 Beds
    • 3.5 Baths
    • 2,851 Sq Ft

    0 Melody Key Unit 616249, Summerland Key, FL 33042

    An unparalleled opportunity to own your own private island in the Florida Keys. Melody Key is a true rarity--an off-grid sanctuary offering complete privacy, turquoise waters in every direction, and now a brand-new boat dock and observation deck that set the stage for its next chapter.The property is currently undergoing a full renovation with permits and detailed architectural drawings already

    Scott Forman Royal Palms Realty (KW)

    0 Melody Key Unit 616249, Summerland Key, FL 33042
  • /2

    $255,000

    • Land
    • 7.09 Acres
    • $35,966 per Acre

    Lot 7 Parcel 10, Cudjoe Key, FL 33042

    This 24 point offshore lot has been evaluated by Monroe County and is eligible for dedication back to Monroe County so you can use those 24 points to add to your ROGO points to assist in receiving a building permit through the ROGO system.

    Pamela Stangler Expert Realty LLC

    Lot 7 Parcel 10, Cudjoe Key, FL 33042
  • /15

    $1,395,000

    $55K PRICE DROP
    • Land
    • 2.29 Acres
    • $609,173 per Acre

    1261 Avenue A, Big Pine Key, FL 33043

    An ultra rare opportunity awaits on Big Pine Key. Spanning 2.29 acres with bay bottom and one-of-a-kind 35 by 70 foot saltwater tide pool, this remarkable parcel showcases panoramic open water views across Bogie Channel. A true sanctuary of privacy and natural beauty, the property sits at the end of a quiet street beside a peaceful County park, bordered further by County owned land to the west

    Ally Kelley Ocean Sotheby's International

    1261 Avenue A, Big Pine Key, FL 33043
  • /100

    $8,995,000

    $955K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 5,208 Sq Ft

    16750 Old State Road 4a, Summerland Key, FL 33042

    Introducing Blue Water Lagoon Estate! Experience unmatched privacy and exceptional waterfront living at this gated 2.33-acre oceanfront estate in exclusive Sugarloaf Beach — a location famously featured in the film ''True Lies''. Designed for the avid boater and those seeking a resort-style lifestyle, this 5,208 sq. ft. residence offers rare amenities and direct access to world-class fishing and

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    16750 Old State Road 4a, Summerland Key, FL 33042
  • /99

    $4,995,000

    • 3 Beds
    • 3 Baths
    • 4,687 Sq Ft

    3742 Seagrape St, Big Pine Key, FL 33043

    Escape to ''The Castle'', a luxurious gated Gulf-front estate rarely spanning 1.14 acres on Big Pine Key. This extraordinary retreat is a graceful blend of architectural grandeur and coastal charm, thoughtfully designed for both relaxation and recreation. Boaters will delight in an unparalleled offering of 235 feet of dockage total: 140 feet of protected canal-front dockage featuring a 15,000 lb

    Ally Kelley Ocean Sotheby's International

    3742 Seagrape St, Big Pine Key, FL 33043
  • /21

    $897,000

    • 2 Beds
    • 1 Bath
    • 574 Sq Ft

    9W Cooks, Cook Island Key, FL 33043

    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 outdoor enthusiasts, real estate investors 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

    Greg Gordon The Island Collective Realty

    9W Cooks, Cook Island Key, FL 33043
  • /26

    $899,000

    $300K PRICE DROP
    • Land
    • 5 Acres
    • $179,800 per Acre

    2231 Middle Torch Rd, Summerland Key, FL 33042

    Opportunities like this are few and far between. This extraordinary offering includes two adjoining 2.5-acre parcels, totaling 5 acres of land -- Truly a rare find in the Florida Keys. Each lot measures 110 x 990 feet, offering an abundance of space, privacy, and potential. The property currently features two dwellings -- a single-family residence and a manufactured dwelling on the other -- each

    Stephany Duvall Engel & Volkers Marathon

    2231 Middle Torch Rd, Summerland Key, FL 33042
  • /64

    $1,800,000

    $190K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,841 Sq Ft

    3127 Stewart Rd, Summerland Key, FL 33042

    Gorgeous Open Water home that has been beautifully remodeled on 1.65 Acres of private land with handicap accessibilty! Complete remodel done, including the concrete pilings completed by a licensed contractor. Huge downstairs enclosure with a 2-car garage, this is an incredible opportunity to own a piece of nature in the Florida Keys! Privacy abounds on 1.65 acres of beautifully preserved, natural

    Pamela Stangler Expert Realty LLC

    3127 Stewart Rd, Summerland Key, FL 33042
  • /3

    $300,000

    • Land
    • 13.67 Acres
    • $21,946 per Acre

    0 Candice Ave, Little Torch Key, FL 33042

    Rare opportunity to acquire a 6-parcel assemblage totaling approx. 13.67 acres on Little Torch Key. Includes five 6,000 sq. ft. Mates Beach lots on Candice Avenue (two Tier 3 Infill) and a 12.97+/- acre tract with 2.61 acres upland and 10.36 acres environmentally sensitive land. Perfect for agricultural or beekeeping use, conservation project, or long-term investment. Located in a desirable Lower

    Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

    0 Candice Ave, Little Torch Key, FL 33042
  • /4

    $2,499,000

    $251K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,020 Sq Ft

    32029 Marginella Dr, Big Pine Key, FL 33043

    Rare Waterfront Property on No Name Key: Your Gateway to Natural Florida Keys Living. Are you seeking privacy, breathtaking open water views, and exclusive boat dockage? Look no further than this exceptional offering nestled in the heart of the Natural Florida Keys. Situated on the private and secluded No Name Key, just a stone's throw away from Big Pine Key, this nearly 2-acre property presents

    Tara Thoman-Wood,P.A. Berkshire Hathaway HomeServices Knight & Gardner Realty

    32029 Marginella Dr, Big Pine Key, FL 33043
  • /7

    $190,000

    • Land
    • 6,000 Acres
    • $32 per Acre

    1145 Hakluyt Ln, Cudjoe Key, FL 33042

    Discover one of Cudjoe Key’s desirable vacant parcels — a 6,000 sq ft waterfront lot offering direct access to the Lower Keys’. Located on a quiet road, this property pairs privacy with easy access to local conveniences and the laid-back lifestyle of the Lower Keys. Enjoy morning coffee with ocean breezes, evening skies, and endless outdoor living possibilities.(Information provided herein is

    Daniel Pacheco United Realty Group Inc

    1145 Hakluyt Ln, Cudjoe Key, FL 33042
  • /143

    $19,750,000

    • 6 Beds
    • 6.5 Baths
    • 4,402 Sq Ft

    15760 Old State Road 4a, Summerland Key, FL 33042

    Rare Private Sandy Beach - Oceanfront Estate with endless open ocean views, just 30 minutes to Key West! This is a once-in-a-lifetime opportunity to own over 5 acres of sprawling oceanfrontage on exclusive Sugarloaf Beach, with over 500 feet of pristine sandy shoreline. Zoned Sub Urban Residential, this rare estate offers unmatched potential--create a private luxury compound, a boutique resort

    Lisa Swanson Berkshire Hathaway HomeServices Knight & Gardner Realty

    15760 Old State Road 4a, Summerland Key, FL 33042
  • /13

    $85,000

    • Land
    • 4 Acres
    • $21,250 per Acre

    LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042

    Offshore island 4 acre lot in the heart of the Great White Heron Wildlife refuge is suitable for temporary camping and exploration. World class flats fishing for bonefish, tarpon, permit and redfish nearby. Located on Southwest end of Little Knockemdown Key. Accessible by kayak, paddle board and shallow draft vessels. Privacy and nature abound here on Little Knockemdown Key - No roads or

    Banks Prevatt Coldwell Banker Schmitt RE Co.

    LOT 8 Little Knockemdown Key Unit AKA Parcel 23, Summerland Key, FL 33042
  • /43

    $999,000

    $300K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,968 Sq Ft

    19267 Hansen Trail, Summerland Key, FL 33042

    Set on over an acre of land, 19267 Hansen Trail is a truly one-of-a-kind property where modern luxury meets refined homestead living. Offering nearly 2,000 square feet of beautifully remodeled living space, this 3-bedroom, 2-bathroom residence has been thoughtfully upgraded with high-end finishes, all new impact windows and doors, and smart-home conveniences throughout. The open-concept design

    Justyn Ewald Expert Realty LLC (HQ)

    19267 Hansen Trail, Summerland Key, FL 33042
  • /32

    $1,599,000

    $90K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,144 Sq Ft

    1151 Sugarloaf Blvd, Summerland Key, FL 33042

    Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over 1.3 acres of land and approx. 400 ft. of canal front. Amazing view up the canal to the open water. The large floor plan featuring 3 bedrooms, 2 baths, den/office and fireplace. Kitchen has stainless appliances, quartz countertops and lots of

    Wendy Zintsmaster Truman & Co. (KW)

    1151 Sugarloaf Blvd, Summerland Key, FL 33042
  • /43

    $4,500,000

    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft

    4670 Dorn Rd, Summerland Key, FL 33042

    A must see to appreciate Boater's Paradise in the Lower Florida Keys. Experience a truly rare offering on Big Torch Key--an extraordinary 2.84-acre waterfront estate designed for the serious boater and those seeking complete seclusion. With over 1,000 feet of waterfront access on a premier point lot, this property delivers unmatched access, panoramic open-water views, and the ultimate in privacy.

    Sharon Davison Keller Williams Key West Compass Realty

    4670 Dorn Rd, Summerland Key, FL 33042

Home Prices in Summerland Key, FL

Home Price Trends

Median Sale Price
$1,100,000
Median Single Family Sale Price
$1,150,000
Median Townhouse Sale Price
$1,750,000
Median 2 Bedroom Sale Price
$897,000
Median 1 Bedroom Sale Price
$690,000
Average Price Per Sq Ft
$895
Number of Homes for Sale
53
Last 12 months Home Sales
109
Months of Supply
5.80
Median List Price
$1,290,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
0%
How to Buy a Home How to Finance a Home How to Sell a Home