8,628

Summerland Key, FL Homes

Section Image
  • Lot 32 Caloosa St, Sugarloaf, FL 33042
    Lot 32 Caloosa St, Sugarloaf, FL 33042
    Lot 32 Caloosa St, Sugarloaf, FL 33042
    /3

    $179,000 Pending

    • Land
    • 0.11 Acre
    • $1,627,273 per Acre

    Lot 32 Caloosa St, Sugarloaf, FL 33042

    Lot with ROGO letter for 5 points. Not ROGO exempt, use points towards building on another lot or contact the Monroe County Planning Department for information about building on this lot or how to use these points. Tier 3 AE11. Contact Monroe County to verify all information. ROGO letter available upon request.

    Pamela Stangler MMLS Assoc.-Inactive Member

    Lot 32 Caloosa St, Sugarloaf, FL 33042
  • 30319 Falcon Ln, Big Pine Key, FL 33043
    30319 Falcon Ln, Big Pine Key, FL 33043
    /2

    $1,090,000 Sold Feb 25, 2026

    30319 Falcon Ln, Big Pine Key, FL 33043

    • 2 Beds
    • 3 Baths
    • 1,840 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $592/SF
    • 7 Days On Market

    Current Estimated Value $1,124,950

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

    30319 Falcon Ln, Big Pine Key, FL 33043
    • 22774 Cudjoe Dr, Summerland Key, FL 33042
      22774 Cudjoe Dr, Summerland Key, FL 33042
      22774 Cudjoe Dr, Summerland Key, FL 33042
      /29

      Est $823,984 Not Listed For Sale

      22774 Cudjoe Dr, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,216 Sq Ft
      • Built 1987
      22774 Cudjoe Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 10% Above List Price
      • $617/SF
      • 44 Days On Market

      Last Sold Price $750,000

      Last Listing Agent Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

  • BK 24 LT 2 Pandorea Ln, Big Pine Key, FL 33043
    BK 24 LT 2 Pandorea Ln, Big Pine Key, FL 33043
    BK 24 LT 2 Pandorea Ln, Big Pine Key, FL 33043
    /10

    $100,000 Pending

    • Land

    BK 24 LT 2 Pandorea Ln, Big Pine Key, FL 33043

    Discover this spacious waterfront corner Tier II Lot nestled in Eden Pines Colony. This lot has not yet entered the ROGO systems but is buildable and modulars are allowed.The sale of the property is subject to letters of administration/approval of the probate court.

    Vanessa J Chamizo Coldwell Banker Schmitt Islamorada

    BK 24 LT 2 Pandorea Ln, Big Pine Key, FL 33043
  • 1777 Pine Channel Dr, Summerland Key, FL 33042
    1777 Pine Channel Dr, Summerland Key, FL 33042
    1777 Pine Channel Dr, Summerland Key, FL 33042
    /43

    $1,170,000 Sold Aug 28, 2025

    1777 Pine Channel Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft
    • Built 2022

    Last Sold Summary

    • 10% Below List Price
    • $950/SF
    • 29 Days On Market

    Current Estimated Value $1,174,506

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    1777 Pine Channel Dr, Summerland Key, FL 33042
    • 283 Pirates Rd, Summerland Key, FL 33042
      283 Pirates Rd, Summerland Key, FL 33042
      283 Pirates Rd, Summerland Key, FL 33042
      /23

      Est $699,083 Not Listed For Sale

      283 Pirates Rd, Summerland Key, FL 33042

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1964
      283 Pirates Rd, Summerland Key, FL 33042

      Last Sold Summary

      • 7% Below List Price
      • $977/SF
      • 148 Days On Market

      Last Sold Price $750,000

      Last Listing Agent Cheryl Billings Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

  • Vacant Picard Ln, Cudjoe Key, FL 33042
    Vacant Picard Ln, Cudjoe Key, FL 33042
    Vacant Picard Ln, Cudjoe Key, FL 33042
    /9

    $185,000 Pending

    • Land

    Vacant Picard Ln, Cudjoe Key, FL 33042

    Waterfront vacant lot waiting for you: Build your dream home here! Located in the highly desirable Cutthroat Harbor Estates neighborhood. This is a fantastic opportunity: apply for your permits to build your dream home, and complete it with a boat dock to enjoy the Florida Keys Lifestyle. This property is situated on a quiet street with only 2 homes to pass by, and you're boat will be in the open

    Sunnie San Lorenzo KeyIsle Realty

    Vacant Picard Ln, Cudjoe Key, FL 33042
  • 182 E Cahill Ct, Big Pine Key, FL 33043
    182 E Cahill Ct, Big Pine Key, FL 33043
    182 E Cahill Ct, Big Pine Key, FL 33043
    /49

    $1,150,000 Sold May 29, 2025

    182 E Cahill Ct, Big Pine Key, FL 33043

    • 3 Beds
    • 3 Baths
    • 2,168 Sq Ft
    • Built 1999

    Last Sold Summary

    • 21% Below List Price
    • $530/SF
    • 104 Days On Market

    Current Estimated Value $1,208,349

    Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

    182 E Cahill Ct, Big Pine Key, FL 33043
    • 131 W Indies Dr, Summerland Key, FL 33042
      131 W Indies Dr, Summerland Key, FL 33042
      131 W Indies Dr, Summerland Key, FL 33042
      /33

      Est $1,070,906 Not Listed For Sale

      131 W Indies Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft
      • Built 1996
      131 W Indies Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 4% Above List Price
      • $732/SF
      • 250 Days On Market

      Last Sold Price $1,025,000

      Last Listing Agent Team Connect Coastal Collection Real Estate Inc.

  • 775 Pirates Rd, Summerland Key, FL 33042
    775 Pirates Rd, Summerland Key, FL 33042
    775 Pirates Rd, Summerland Key, FL 33042
    /11

    $650,000

    • Land

    775 Pirates Rd, Summerland Key, FL 33042

    Rare opportunity in Jolly Roger Estates on Little Torch Key. This 6,000 sq. ft. cleared and build-ready lot comes with two ROGO exemptions, allowing for immediate construction. The property features 60 feet of east-facing waterfront with a concrete dock, step-down, and davits already in place. Central sewer is connected. Located on a clean, deep canal (approx. 3 ft. control depth) with quick open

    Melissa Gibbins Expert Realty LLC (HQ)

    775 Pirates Rd, Summerland Key, FL 33042
  • 31463 Avenue G, Big Pine Key, FL 33043
    31463 Avenue G, Big Pine Key, FL 33043
    31463 Avenue G, Big Pine Key, FL 33043
    /26

    $750,000 Sold Dec 15, 2025

    31463 Avenue G, Big Pine Key, FL 33043

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Built 2022

    Last Sold Summary

    • 21% Below List Price
    • $595/SF
    • 331 Days On Market

    Current Estimated Value $761,398

    Last Listing Agent Sandra Tuttle Island Welcome Real Estate

    31463 Avenue G, Big Pine Key, FL 33043
    • 19720 Date Palm Dr, Summerland Key, FL 33042
      19720 Date Palm Dr, Summerland Key, FL 33042
      /2

      Est $757,324 Not Listed For Sale

      19720 Date Palm Dr, Summerland Key, FL 33042

      • 3 Beds
      • 2 Baths
      • 1,648 Sq Ft
      • Built 1958
      19720 Date Palm Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 11% Below List Price
      • $413/SF

      Last Sold Price $680,000

      Last Listing Agent Linda Merkey Century 21 Circle - Key West

  • 288 Spanish Main Dr, Summerland Key, FL 33042
    288 Spanish Main Dr, Summerland Key, FL 33042
    288 Spanish Main Dr, Summerland Key, FL 33042
    /38

    $1,049,000

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    288 Spanish Main Dr, Summerland Key, FL 33042

    Beautifully renovated canalfront home on Cudjoe Key offering the perfect blend of modern upgrades and classic Florida Keys charm. This 3-bedroom, 2-bath stilted home has been completely updated for serene, worry-free living.Inside, you'll find a beautiful kitchen with stainless steel appliances and quartz countertops, along with a comfortable living area. Step outside to enjoy spacious covered

    Richard Haskins Buy The Keys

    288 Spanish Main Dr, Summerland Key, FL 33042
  • 241 W Indies Dr, Ramrod Key, FL 33042
    241 W Indies Dr, Ramrod Key, FL 33042
    241 W Indies Dr, Ramrod Key, FL 33042
    /95

    $1,375,000 Sold Oct 30, 2025

    241 W Indies Dr, Ramrod Key, FL 33042

    • 4 Beds
    • 3 Baths
    • 1,888 Sq Ft
    • Built 2021

    Last Sold Summary

    • 10% Below List Price
    • $728/SF
    • 226 Days On Market

    Current Estimated Value $1,406,602

    Last Listing Agent Jaime Caballero Key West Vacation Properties & Realty, LLC (KW)

    241 W Indies Dr, Ramrod Key, FL 33042
    • 184 Cutthroat Dr, Summerland Key, FL 33042
      184 Cutthroat Dr, Summerland Key, FL 33042
      184 Cutthroat Dr, Summerland Key, FL 33042
      /64

      Est $1,121,819 Not Listed For Sale

      184 Cutthroat Dr, Summerland Key, FL 33042

      • 4 Beds
      • 2 Baths
      • 2,320 Sq Ft
      • Built 1963
      184 Cutthroat Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 19% Above List Price
      • $405/SF
      • 151 Days On Market

      Last Sold Price $940,000

      Last Listing Agent Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  • 19881 Date Palm Dr, Summerland Key, FL 33042
    19881 Date Palm Dr, Summerland Key, FL 33042
    19881 Date Palm Dr, Summerland Key, FL 33042
    /71

    $1,094,900

    • 3 Beds
    • 2 Baths
    • 1,272 Sq Ft

    19881 Date Palm Dr, Summerland Key, FL 33042

    Escape to your own private paradise at 19881 Date Palm Drive in Sugarloaf Key! This beautifully updated single-family home is tucked away in a quiet, secluded location and offers 100 feet of pristine canal frontage with a cut-in boat slip--perfect for boating enthusiasts with no neighbors across the canal!Step inside to find rich Brazilian hardwood floors, custom wood cabinetry, and sleek

    Jimmy Lane Island Life Realty Experts

    19881 Date Palm Dr, Summerland Key, FL 33042
  • 56 Colson Dr, Summerland Key, FL 33042
    56 Colson Dr, Summerland Key, FL 33042
    56 Colson Dr, Summerland Key, FL 33042
    /50

    $1,550,000 Sold Feb 23, 2026

    56 Colson Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,645 Sq Ft
    • Built 1995

    Last Sold Summary

    • 3% Below List Price
    • $942/SF
    • 12 Days On Market

    Current Estimated Value $1,555,236

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    56 Colson Dr, Summerland Key, FL 33042
    • 27456 Martinique Ln, Summerland Key, FL 33042
      27456 Martinique Ln, Summerland Key, FL 33042
      27456 Martinique Ln, Summerland Key, FL 33042
      /4

      Est $830,668 Not Listed For Sale

      27456 Martinique Ln, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,108 Sq Ft
      • Built 1976
      27456 Martinique Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 21% Below List Price
      • $948/SF
      • 0 Days On Market

      Last Sold Price $1,050,000

      Last Listing Agent Karen Haack Coldwell Banker Schmitt RE Co.

  • 1176 Thatch Ln, Summerland Key, FL 33042
    1176 Thatch Ln, Summerland Key, FL 33042
    1176 Thatch Ln, Summerland Key, FL 33042
    /41

    $2,395,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,577 Sq Ft

    1176 Thatch Ln, Summerland Key, FL 33042

    Unobstructed Ocean views, your own Private Oasis! On a canal with easy access to both the Ocean and Back Country. Whether you're seeking a full time residence, vacation getaway, or income-producing investment, this waterfront gem checks every box! Huge 24,829 Sqft LOT with plenty of room to add on. The home has consistent vacation rentals booked 4+ months out of the year, every year!! (income

    Jonathan Minerick Homecoin.com

    1176 Thatch Ln, Summerland Key, FL 33042
  • 22925 John Avery Ln, Summerland Key, FL 33042
    22925 John Avery Ln, Summerland Key, FL 33042
    22925 John Avery Ln, Summerland Key, FL 33042
    /55

    $1,800,000 Sold Jul 18, 2025

    22925 John Avery Ln, Summerland Key, FL 33042

    • 4 Beds
    • 4 Baths
    • 2,638 Sq Ft
    • Built 1993

    Last Sold Summary

    • 21% Below List Price
    • $682/SF
    • 164 Days On Market

    Current Estimated Value $1,775,129

    Last Listing Agent Jonathan Minerick Homecoin.com

    22925 John Avery Ln, Summerland Key, FL 33042
    • 19527 Indian Mound Dr, Summerland Key, FL 33042
      19527 Indian Mound Dr, Summerland Key, FL 33042
      19527 Indian Mound Dr, Summerland Key, FL 33042
      /45

      Est $1,960,371 Not Listed For Sale

      19527 Indian Mound Dr, Summerland Key, FL 33042

      • 3 Beds
      • 3 Baths
      • 1,752 Sq Ft
      • Built 1996
      19527 Indian Mound Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 2% Above List Price
      • $1,142/SF
      • 96 Days On Market

      Last Sold Price $2,000,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • 2231 Middle Torch Rd, Summerland Key, FL 33042
    2231 Middle Torch Rd, Summerland Key, FL 33042
    2231 Middle Torch Rd, Summerland Key, FL 33042
    /26

    $899,000

    • 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
  • 24827 Park Dr, Summerland Key, FL 33042
    24827 Park Dr, Summerland Key, FL 33042
    24827 Park Dr, Summerland Key, FL 33042
    /30

    $775,000 Sold Sep 30, 2025

    24827 Park Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,274 Sq Ft
    • Built 2018

    Last Sold Summary

    • 14% Below List Price
    • $608/SF
    • 175 Days On Market

    Current Estimated Value $774,334

    Last Listing Agent Juan Benitez Benitez Keller Williams Key West Compass Realty

    24827 Park Dr, Summerland Key, FL 33042
    • 1981 Sugarloaf Blvd, Summerland Key, FL 33042
      1981 Sugarloaf Blvd, Summerland Key, FL 33042
      /2

      Est $1,084,016 Not Listed For Sale

      1981 Sugarloaf Blvd, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 1,408 Sq Ft
      • Built 1988
      1981 Sugarloaf Blvd, Summerland Key, FL 33042

      Last Sold Summary

      • 9% Below List Price
      • $710/SF

      Last Sold Price $999,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • 31033 Hibiscus Dr, Big Pine Key, FL 33043
    31033 Hibiscus Dr, Big Pine Key, FL 33043
    31033 Hibiscus Dr, Big Pine Key, FL 33043
    /42

    $750,000

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    31033 Hibiscus Dr, Big Pine Key, FL 33043

    Nestled in the heart of Big Pine Key, this charming A-frame home offers classic Florida Keys character on an oversized DOUBLE LOT with canal frontage and excellent boating access to Bogie Channel. Built in 1973 and constructed with metal beams, this just-over-1,000-square-foot home blends durability with coastal charm. Additional highlights include an on-demand hot water heater, a seawall, and

    Karen Haack Coldwell Banker Schmitt RE Co.

    31033 Hibiscus Dr, Big Pine Key, FL 33043
  • 27977 Coral Shores Rd, Little Torch Key, FL 33042
    27977 Coral Shores Rd, Little Torch Key, FL 33042
    27977 Coral Shores Rd, Little Torch Key, FL 33042
    /17

    $320,000 Sold Feb 20, 2026

    27977 Coral Shores Rd, Little Torch Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 684 Sq Ft
    • Built 1980

    Last Sold Summary

    • 20% Below List Price
    • $468/SF
    • 54 Days On Market

    Last Listing Agent Dasha Ray Conch Realty LLC (KW)

    27977 Coral Shores Rd, Little Torch Key, FL 33042
    • 4244 Dorn Rd, Summerland Key, FL 33042
      4244 Dorn Rd, Summerland Key, FL 33042
      4244 Dorn Rd, Summerland Key, FL 33042
      /20

      Est $781,483 Not Listed For Sale

      4244 Dorn Rd, Summerland Key, FL 33042

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1984
      4244 Dorn Rd, Summerland Key, FL 33042

      Last Sold Summary

      • $953/SF
      • 368 Days On Market

      Last Sold Price $778,000

      Last Listing Agent Tommy Gomez Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  • 231 E Shore Dr Unit 6, Summerland Key, FL 33042
    231 E Shore Dr Unit 6, Summerland Key, FL 33042
    231 E Shore Dr Unit 6, Summerland Key, FL 33042
    /7

    $4,375,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 3,119 Sq Ft

    231 E Shore Dr Unit 6, Summerland Key, FL 33042

    Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept

    Stephanie Marinucci Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 6, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 631, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 631, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 631, Cudjoe Key, FL 33042
    /50

    $550,000 Sold Jul 14, 2025

    701 Spanish Main Dr Unit 631, Cudjoe Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft
    • Built 2021

    Last Sold Summary

    • 18% Below List Price
    • $637/SF
    • 245 Days On Market

    Last Listing Agent Joe Sappington Waterfront Keys Realty Inc.

    701 Spanish Main Dr Unit 631, Cudjoe Key, FL 33042
    • 4040 Dorn Rd, Summerland Key, FL 33042
      4040 Dorn Rd, Summerland Key, FL 33042
      4040 Dorn Rd, Summerland Key, FL 33042
      /34

      Est $744,314 Not Listed For Sale

      4040 Dorn Rd, Summerland Key, FL 33042

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1991
      4040 Dorn Rd, Summerland Key, FL 33042

      Last Sold Summary

      • 2% Below List Price
      • $988/SF
      • 193 Days On Market

      Last Sold Price $759,000

      Last Listing Agent Deni Heintzelman KeyIsle Realty

  • 17229 Oleander Ln, Summerland Key, FL 33042
    17229 Oleander Ln, Summerland Key, FL 33042
    17229 Oleander Ln, Summerland Key, FL 33042
    /18

    $3,999,999

    • 5 Beds
    • 5 Baths
    • 3,700 Sq Ft

    17229 Oleander Ln, Summerland Key, FL 33042

    Modern luxury seamlessly blends with relaxed tropical living in this oversized, brand-new construction home located on Sugarloaf Key. This elevated three-story residence features 5 bedrooms and 5 bathrooms all en suite, offering approximately 3,700 square feet of thoughtfully designed living space on a 10,000-square-foot lot. Designed with both lifestyle and functionality in mind, the home

    Justyn Ewald Expert Realty LLC (HQ)

    17229 Oleander Ln, Summerland Key, FL 33042
  • 17214 La Brisa Ln, Summerland Key, FL 33042
    17214 La Brisa Ln, Summerland Key, FL 33042
    17214 La Brisa Ln, Summerland Key, FL 33042
    /42

    $895,000 Sold May 21, 2025

    17214 La Brisa Ln, Summerland Key, FL 33042

    • 2 Beds
    • 1 Bath
    • 1,344 Sq Ft
    • Built 1992

    Last Sold Summary

    • 10% Below List Price
    • $666/SF
    • 50 Days On Market

    Current Estimated Value $932,334

    Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

    17214 La Brisa Ln, Summerland Key, FL 33042
    • 27440 W Indies Dr, Summerland Key, FL 33042
      27440 W Indies Dr, Summerland Key, FL 33042
      27440 W Indies Dr, Summerland Key, FL 33042
      /47

      Est $2,637,906 Not Listed For Sale

      27440 W Indies Dr, Summerland Key, FL 33042

      • 2 Beds
      • 3 Baths
      • 1,958 Sq Ft
      • Built 1982
      27440 W Indies Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 14% Above List Price
      • $1,558/SF
      • 2 Days On Market

      Last Sold Price $3,050,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • 701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042
    /72

    $595,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042

    Owner says ''Bring All Offers''Charming Coastal Retreat: 2 Bedroom, 2 Bath home with 35' concrete seawall. Nightly Rentals allowed.Welcome to your perfect getaway or investment opportunity! This delightful home built in 1993, offers 816 sq. ft. of comfortable living space, fully furnished and turn-key, making it an ideal choice for both relaxation and income generation. Step inside to discover a

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 604, Cudjoe Key, FL 33042
  • 17171 Seagrape Ln, Summerland Key, FL 33042
    17171 Seagrape Ln, Summerland Key, FL 33042
    17171 Seagrape Ln, Summerland Key, FL 33042
    /17

    $850,000 Sold Mar 30, 2026

    17171 Seagrape Ln, Summerland Key, FL 33042

    • 3 Beds
    • 3 Baths
    • 1,400 Sq Ft
    • Built 1982

    Last Sold Summary

    • 22% Below List Price
    • $607/SF
    • 132 Days On Market

    Current Estimated Value $1,003,456

    Last Listing Agent Marie Howe Century 21 Circle - Key West

    17171 Seagrape Ln, Summerland Key, FL 33042
    • 961 W Indies Dr, Summerland Key, FL 33042
      961 W Indies Dr, Summerland Key, FL 33042
      961 W Indies Dr, Summerland Key, FL 33042
      /46

      Est $2,636,194 Not Listed For Sale

      961 W Indies Dr, Summerland Key, FL 33042

      • 4 Beds
      • 3 Baths
      • 2,006 Sq Ft
      • Built 1998
      961 W Indies Dr, Summerland Key, FL 33042

      Last Sold Summary

      • 12% Above List Price
      • $1,495/SF
      • 37 Days On Market

      Last Sold Price $2,999,000

      Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  • 29172 Rose Dr, Big Pine Key, FL 33043
    29172 Rose Dr, Big Pine Key, FL 33043
    29172 Rose Dr, Big Pine Key, FL 33043
    /46

    $695,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    29172 Rose Dr, Big Pine Key, FL 33043

    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 multiple vehicles. Below home is surrounded by lattice to give additional shade and privacy. So much potential downstairs for outdoor entertainment.The main living area has gone through a full renovation. Kitchen boast sleek

    Deni Heintzelman KeyIsle Realty

    29172 Rose Dr, Big Pine Key, FL 33043
  • 22818 Privateer Dr, Summerland Key, FL 33042
    22818 Privateer Dr, Summerland Key, FL 33042
    22818 Privateer Dr, Summerland Key, FL 33042
    /43

    $870,000 Sold Oct 10, 2025

    22818 Privateer Dr, Summerland Key, FL 33042

    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft
    • Built 1997

    Last Sold Summary

    • $599/SF
    • 1 Day On Market

    Current Estimated Value $863,179

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

    22818 Privateer Dr, Summerland Key, FL 33042
    • 27378 Haiti Ln, Summerland Key, FL 33042
      27378 Haiti Ln, Summerland Key, FL 33042
      27378 Haiti Ln, Summerland Key, FL 33042
      /28

      Est $810,277 Not Listed For Sale

      27378 Haiti Ln, Summerland Key, FL 33042

      • 2 Beds
      • 2 Baths
      • 925 Sq Ft
      • Built 1963
      27378 Haiti Ln, Summerland Key, FL 33042

      Last Sold Summary

      • 1% Above List Price
      • $868/SF
      • 34 Days On Market

      Last Sold Price $803,000

      Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

  • 701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042
    /39

    $899,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042

    Enjoy open water views and instant boating access from this transiently licensed, turn-key retreat in Venture Out Resort, just 20 minutes from Key West. Built in 2021, this modern 2-bedroom, 2-bath oceanfront home combines sleek design with comfort and quality craftsmanship. Step inside to discover 9ft ceilings, leather-finish granite countertops, and high-end finishes throughout. The home comes

    The Spottswood Team Truman & Co. (KW)

    701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042

Showing Results 641 - 680, Page 17 of 18

Florida Monroe County Summerland Key

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group