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Summerland Key, FL Homes for Sale under $400,000

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  • /11

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,104 Sq Ft

    744 Trinidad Ln, Summerland Key, FL 33042

    Positioned to capture beautiful open water views of Pine Channel, this property sits in a quiet neighborhood that blends privacy with convenience. Spanning6,000 sq ft, this lot offers a rare opportunity to secure space, flexibility, and open water views in the Lower Keys. Enjoy being just minutes from shopping, restaurants, nightlife, the nature park, and the Big Pine Community Park while

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (786) 503-8190

    744 Trinidad Ln, Summerland Key, FL 33042
  • /32

    $349,000

    • 2 Beds
    • 1 Bath
    • 388 Sq Ft

    701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042

    Great opportunity to own an income-producing home in the gated community of Venture Out on Cudjoe Key. This 2-bedroom, 1-bath mobile home features a cozy layout with a true Florida Keys feel throughout. The property is ideally situated on a private lot with no neighbors on one side or behind, offering added privacy and tranquility. Whether you're looking for a full-time residence or a turnkey

    Melissa Graham Bluescape Real Estate

    701 Spanish Main Dr Unit 28, Cudjoe Key, FL 33042
  • /26

    $399,000

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    31042 Avenue J, Big Pine Key, FL 33043

    Located only a few blocks to the Big Pine Community Park, with lots of vacant government land around it and only a few blocks to the water, this home has lots of potential for someone to put their finishing touches on it and make it their own. This 2/1 with vaulted ceilings, metal roof, newer A/C and walk around deck are a perfect canvas for the new owner. The home does have visible termite

    John Nazzaro Keller Williams Realty Premier Properties - Kendall

    31042 Avenue J, Big Pine Key, FL 33043
  • /10

    $350,000

    • Land

    0 Park Dr Unit vacant land 6 & 7, Summerland Key, FL 33042

    Rare opportunity to acquire TWO adjacent parcels in a desirable Florida Keys neighborhood featuring a private airstrip. Offered together, these Tier III lots provide expanded square footage and enhanced design flexibility--ideal for a larger custom home, ADU, pool, tiki, airplane parking, increased outdoor living space, or a strategic investment play.Located on and near the corner of Park Drive,

    Natallie Liz Expert Realty LLC (HQ)

    0 Park Dr Unit vacant land 6 & 7, Summerland Key, FL 33042
  • /27

    $375,000

    • 2 Beds
    • 1 Bath
    • 726 Sq Ft

    701 Spanish Main Dr Unit 536, Cudjoe Key, FL 33042

    Welcome to your slice of the Florida Keys lifestyle! This charming beach-themed retreat is the perfect blend of cozy comfort and coastal style. This 2-bedroom, 1-bathroom turnkey home is move-in ready — whether you're looking for a full-time residence, vacation getaway, or income-producing rental. Step inside to a fresh, inviting living space designed for relaxed island living. The bright white

    Monika Rydzak EXP Realty LLC

    701 Spanish Main Dr Unit 536, Cudjoe Key, FL 33042
  • /10

    $350,000

    • Land

    30324 Frigate Ln, Big Pine Key, FL 33043

    CLEARED WATERFRONT CORNER LOT IN TROPICAL BAY with active building permit! Build your dream CBS home in a wonderful subdivision. Building permit is good till 2028! Large dock already in place. 20' on short side and 55 feet on the long side. Seller financing possible.

    Derrick Johnson Coco Plum Real Estate

    30324 Frigate Ln, Big Pine Key, FL 33043
  • /27

    $350,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042

    Canal-front opportunity in Venture Out! This 1 bedroom / 1 bath property offers a 17' seawall and endless potential for future use. Whether you're envisioning a personal Keys retreat or re-imagining the space as an RV lot, this property provides flexibility in a highly desirable, gated waterfront community. Enjoy all Venture Out amenities including marina access, boat ramp, pools, recreational

    Bea Evelyn Citron Compass Florida, LLC

    701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042
  • /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
  • /3

    $300,000

    • Land

    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
  • /40

    $300,000

    • Land

    701 Spanish Main Dr Unit 403, Cudjoe Key, FL 33042

    Transient (1 Day Rental) Rentals Opportunity in the Lower Keys! Buildable RV Lot. Nestled in a serene, well-maintained community, this RV lot offers the ideal spot for your home on wheels, or the opportunity to build your dream home. Boasting a private lot with new landscaping, pea rock and concrete parking pad and is equipped with full hookups including water, sewer, and 30, and 50 amp electric

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 403, Cudjoe Key, FL 33042
  • /55

    $339,000

    • 2 Beds
    • 1.5 Baths
    • 748 Sq Ft

    701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042

    Transient Rental Vacation Home.Welcome to your ultimate island getaway on Cudjoe Key! Step into this charming coastal oasis nestled on a spacious corner lot in the sought-after Venture Out community. This 2 bedroom, 1.5 bath retreat is the perfect blend of comfort and style that will transport you to a world of relaxation and tranquility. This income-producing home is an active vacation rental as

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 543, Cudjoe Key, FL 33042
  • /13

    $395,000

    • Land

    24285 Caribbean Dr, Summerland Key, FL 33042

    Purchase this deep draft canal front LOT in Summerland Key while the building permit is in-process for a 4 bedroom / 2 bath stilted single family residence (home is additional). The plans shown are for a 1920 sq ft' / 2 story Affinity home with features that include impact doors and windows and built to 180 mph with a cistern and designed using the Green Building code. Great for the environment,

    Donna Pezzi Keller Williams Key West Compass Realty

    24285 Caribbean Dr, Summerland Key, FL 33042
  • /16

    $325,000

    • Land

    27935 Tarpon Terrace, Summerland Key, FL 33042

    Heather Mason Coastal Collection Real Estate Inc.

    27935 Tarpon Terrace, Summerland Key, FL 33042

Home Trends in Summerland Key, FL

Housing Trends

Median Sale Price
$1,150,000
Median Single Family Sale Price
$1,185,000
Median Townhouse Sale Price
$1,750,000
Average Price Per Sq Ft
$915
Number of Homes for Sale
69
Last 12 months Home Sales
111
Months of Supply
7.50
Median List Price
$1,312,500
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-2%
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