20

Summerland Key, FL Homes for Sale with Acreage

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  • /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.

    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)

    Unlisted Address
  • /145

    $16,900,000

    • 5 Beds
    • 4 Baths
    • 3,352 Sq Ft

    0 Howell Key Unit 620413, Summerland Key, FL 33042

    Discover one of the Florida Keys' most extraordinary private island retreats. Encompassing 9.69 acres of pristine tropical landscape, Howell Key offers an unparalleled opportunity to own an off-grid luxury island with two building rights, allowing for one additional residence, surrounded by breathtaking open water views from sunrise to sunset. Designed for those who value privacy, adventure, and

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    0 Howell Key Unit 620413, Summerland Key, FL 33042
  • /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)

    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
  • /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

    $235,000

    $20K PRICE DROP
    • Land
    • 7.09 Acres
    • $33,145 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
  • /40

    $689,000

    • 1 Bed
    • 1 Bath
    • 820 Sq Ft

    2231 Middle Torch Rd, Summerland Key, FL 33042

    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, combining for approximately 5 acres--an exceptionally rare amount of land in the Florida Keys. Existing improvements include two separate residences, each offering one bedroom and one bathroom. One parcel is improved with a

    Justyn Ewald Expert Realty LLC

    2231 Middle Torch Rd, Summerland Key, FL 33042
  • /21

    $847,000

    $50K PRICE DROP
    • 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
  • /7

    $1,600,000

    • Land
    • 1.01 Acres
    • $1,584,158 per Acre

    0 Racoon Run, Big Pine Key, FL 33043

    Rare opportunity to own 1 acre in beautiful Big Pine Key, Florida! Build your dream island retreat in one of the most desirable areas of the Lower Keys. Enjoy the natural beauty, tropical surroundings, boating, fishing, snorkeling, and the laid-back Florida Keys lifestyle. Big Pine Key is known for its peaceful atmosphere, abundant wildlife, and proximity to the National Key Deer Refuge.

    Sara Baldomero Ribot HOME PRIME REALTY LLC

    0 Racoon Run, Big Pine Key, FL 33043
  • /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
  • /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
  • /16

    $2,195,000

    • 5 Beds
    • 3 Baths
    • 1,903 Sq Ft

    125 Colson Dr, Summerland Key, FL 33042

    TRANSIENT LICENSE * NIGHTLY RENTALS* PROVEN RENTAL INCOME* IDEAL 1031 EXCHANGE OPPORTUNITY Casa De Las Palmas Rarely does a Florida Keys property combine proven income, privacy, and future potential like this. Situated on nearly two acres spanning four lots, this unique compound offers a coveted transient license allowing nightly rentals and a well-established vacation rental business with a

    Mykael Marinelli American Caribbean Real Estate, Christie's International Real Estate

    125 Colson Dr, 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

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
$910,000
Median 1 Bedroom Sale Price
$689,000
Average Price Per Sq Ft
$903
Number of Homes for Sale
52
Last 12 months Home Sales
111
Months of Supply
5.60
Median List Price
$1,269,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
1%
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