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Summerland Key, FL Homes for Sale

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  • /31

    $795,000

    • 3 Beds
    • 1 Bath
    • 1,562 Sq Ft

    360 W Shore Dr, Summerland Key, FL 33042

    Discover island living in this charming 3-bedroom, 1-bath canal-front home located in desirable Summerland Key, featuring fabulous sunset views. Set on a 60-foot-wide deep canal with approximately 10 minutes of boating access to the open ocean, this property is ideal for avid boaters and water lovers.The open living area flows seamlessly into an enclosed porch, creating a versatile space perfect

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    Brenda Thomas

    Island Welcome Real Estate

    (786) 949-3594

    360 W Shore Dr, Summerland Key, FL 33042
  • /44

    $1,199,000

    • 3 Beds
    • 2 Baths
    • 1,302 Sq Ft

    30329 Heron Ln, Big Pine Key, FL 33043

    Nature Lover's Waterfront Retreat on a Rare Double Canal Lot. Imagine living where the sky blazes with sunsets over a pristine bird sanctuary and gentle Key Deer roam freely through your yard. Welcome to 30329 Heron Lane, a beautifully maintained 3 bedroom, 2 bathroom elevated Conch Cottage perched on a 15,438 sq ft double corner canal lot with 268' of waterfront in Big Pine Key. From the moment

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (866) 665-8962

    30329 Heron Ln, Big Pine Key, FL 33043
  • /38

    $1,499,000

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    51 Drost Dr, Summerland Key, FL 33042

    Originally built as the developer of Cudjoe Gardens personal residence, this exceptional Mid-Century Modern waterfront Turn-Key home captures the effortless glamour of Palm Springs design blended with the laid-back sophistication of the Florida Keys. Offered fully furnished with 3 Bedrooms and 2 Baths, the residence has been beautifully remodeled with meticulous attention to detail, honoring its

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 551-4933

    51 Drost Dr, Summerland Key, FL 33042
  • /43

    $1,799,000

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

    51 Sawyer Dr, Summerland Key, FL 33042

    Tucked into the sought-after waterfront enclave of Cudjoe Gardens, 51 Sawyer Drive offers the rarest of Florida Keys luxuries: ground-level living above base flood elevation. Built with integrity from solid concrete block and enhanced by Pella windows and a standing seam metal roof, this residence delivers peace of mind and timeless appeal. Boaters will appreciate the 80-foot concrete dock,

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (844) 970-3222

    51 Sawyer Dr, Summerland Key, FL 33042
  • /50

    $1,600,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    947 Gulf Dr, Summerland Key, FL 33042

    There's a certain feeling you get the moment you pull onto Summerland Cove Isle, quiet, breezy, and unmistakably upscale. The kind of street where every home has been cared for, every canal sparkles, and the water itself seems to move with purpose. This home sits on the most coveted stretch of the island, where the flow-through, crystal-clear, extra-deep canals are the heartbeat of the

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    Coby Taylor

    Taylor & Assoc. RE, Inc.

    (786) 983-9115

    947 Gulf Dr, Summerland Key, FL 33042
  • /4

    $285,000

    • Land

    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

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    Coby Taylor

    Taylor & Assoc. RE, Inc.

    (786) 876-6382

    Unlisted Address
  • /52

    $1,599,000

    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft

    21250 Conch Dr, Summerland Key, FL 33042

    Discover a serene escape nestled in the heart of the Lower Florida Keys. Located in Cudjoe Cove, a boutique gated community of just nine homes, this 3-bedroom, 2-bath conch cottage offers unbeatable views and direct access to the ocean. Built of durable concrete with a standing seam metal roof and impact-rated windows, the home is designed for coastal resilience. A long tropical walkway leads you

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (833) 614-3802

    21250 Conch Dr, Summerland Key, FL 33042
  • /8

    $120,000

    • Land

    Lot 6 Vacant Land, Big Pine Key, FL 33043

    Positioned just off US-1 (Jimmy Buffett Memorial Highway), this parcel of land benefits from excellent visibility and accessibility, supporting a wide variety of potential commercial uses.Potential for securing valuable ROGO points for future permitting needs in Monroe County (buyer to verify the number of ROGO points with the County).

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    Austin Kimbler

    Expert Realty LLC (HQ)

    (833) 721-5033

    Lot 6 Vacant Land, Big Pine Key, FL 33043
  • /49

    $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

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (866) 450-0019

    1233 Avenue A, Big Pine Key, FL 33043
  • /61

    $615,000

    • 2 Beds
    • 2 Baths
    • 912 Sq Ft

    29951 Pine Channel Rd, Big Pine Key, FL 33043

    *Back on Market & Ready for New Owners!* VA Assumable 2.625% interest rate for eligible Buyers! Total current payment $2864/mo! Inquire for more details.Welcome to your island escape! This beautifully updated 2 bedroom, 2 full bath stilted home offers the perfect blend of comfort, convenience, & coastal charm. Situated on a spacious lot in the heart of Big Pine Key, this property features a brand

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    Lindsay Ryan

    EXP Realty LLC

    (877) 412-3188

    29951 Pine Channel Rd, Big Pine Key, FL 33043
  • /29

    $1,325,000

    • 3 Beds
    • 2 Baths
    • 1,494 Sq Ft

    22974 Anne Bonny Ln, Summerland Key, FL 33042

    Welcome to 22974 Anne Bonny Lane in Cudjoe Key, a beautifully appointed, turn-key waterfront home designed for island living and ready for immediate enjoyment--whether as a full-time residence, second home, or income-producing vacation rental. This 3-bedroom, 2-bath coastal retreat is being offered fully furnished, with stylish furnishings purchased just two years ago, allowing a new owner to

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    Sandra Tuttle

    Island Welcome Real Estate

    (786) 869-3656

    22974 Anne Bonny Ln, Summerland Key, FL 33042
  • /43

    $1,699,000

    • 2 Beds
    • 2 Baths
    • 1,980 Sq Ft

    1607 Sunrise Dr, Big Pine Key, FL 33043

    Open water pool home with breathtaking views of Bogie Channel and direct deep water access to both the Atlantic Ocean and the Gulf. Located on a spacious 13,275 sq ft lot, this solid concrete ground-level residence is a true boater's paradise featuring a 75-foot concrete dock and a protected boat basin. Inside, the 1,980 sq ft home offers a large great room, a Florida Room perfect for sunrise

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (855) 301-2387

    1607 Sunrise Dr, Big Pine Key, FL 33043
  • /39

    $485,000

    • 1 Bed
    • 1 Bath
    • 754 Sq Ft

    701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042

    Oceanfront Paradise Awaits!Unit 182 in Venture OutExperience the epitome of Florida living in this charming one-bedroom, one-bathroom mobile home with Florida Room nestled within an exclusive gated community.This beautifully maintained home boasts:* Prime Canal front Location: Enjoy breathtaking ocean views and direct access to the water from your private 35 ft seawall.* Community Boat Ramp and

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    Ian Calderwood

    Bluescape Real Estate

    (786) 551-4336

    701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
  • /20

    $214,500

    • Land

    701 Spanish Main Dr Unit 658, Cudjoe Key, FL 33042

    RV Lot 658 is located in the exclusive gated community of Venture Out. Oceanfront Paradise Awaits!Experience the epitome of Florida living in beautiful Cudjoe Key, located right in between Key West and Marathon. * Community Boat Ramp and boat washdown station.* Community Amenities: Indulge in a resort-style lifestyle with access to a huge heated pool, spa, clubhouse, pickleball courts, tennis

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    Ian Calderwood

    Bluescape Real Estate

    (786) 418-4615

    701 Spanish Main Dr Unit 658, Cudjoe Key, FL 33042
  • /71

    $1,395,000

    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    16941 Driftwood Ln, Summerland Key, FL 33042

    There are homes that check boxes, and then there are homes that speak to you the moment you step inside. This custom, meticulously crafted 3BR/3BA, 1,700 sq ft CBS masterpiece in the heart of Sugarloaf Shores is the latter, where thoughtful design, quiet elegance, and a touch of whimsy blend into a living experience that feels both luxurious and deeply personal.Set just 19 minutes from Key West,

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    Coby Taylor

    Taylor & Assoc. RE, Inc.

    (855) 606-6133

    16941 Driftwood Ln, Summerland Key, FL 33042
  • /49

    $975,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    683 Blackbeard Rd, Summerland Key, FL 33042

    Located near a canal 'T', this oceanside property offers easy docking for larger boats and sailboats in the 50 ft. wide, flow-through canal, putting the Atlantic and back-country within easy reach. The rooftop deck is a wonderful vantage point for panoramic neighborhood and water views. Nestled in mature vegetation, the one-owner, custom-built, board and batten cedar home has been well-maintained

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    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (833) 982-0551

    683 Blackbeard Rd, Summerland Key, FL 33042
  • /32

    $625,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

    29961 Pine Channel Rd, Big Pine Key, FL 33043

    Welcome to your perfect Florida Keys getaway in the heart of Big Pine Key. This charming 2-bedroom, 1-bath home offers an inviting open-concept layout that flows seamlessly between the living, dining, and kitchen areas. Natural light pours in through large windows, creating a bright, airy feel that complements the relaxed island setting.The kitchen features stainless steel appliances and a

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    Terrance Sullivan

    Ocean Sotheby's International Realty

    (833) 583-1227

    29961 Pine Channel Rd, Big Pine Key, FL 33043
  • /48

    $1,499,000

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    823 Indies Rd, Ramrod Key, FL 33042

    Fabulous sunset views over the salt ponds at this concrete 3 Bedroom 2 Bath home in Breezeswept Beach Estates. Located towards the end of a very quiet street this home offers a lot of privacy with beautiful views of the bird estuary in front and long views of the canal in the back. Boaters will appreciate the immediate ocean access with no bridges and easy turn around from the 60' step-down dock

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (305) 614-6847

    823 Indies Rd, Ramrod Key, FL 33042
  • /62

    $5,200,000

    • 4 Beds
    • 4 Baths
    • 2,660 Sq Ft

    17013 Coral Dr, Summerland Key, FL 33042

    Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 Bed, 3.5 Bath modern coastal showpiece is surrounded by glistening water and enjoys Keys famous sunset views over Sugarloaf Sound.Fully renovated with premium craftsmanship, the home features a standing seam metal roof, PGT

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 882-3659

    17013 Coral Dr, Summerland Key, FL 33042
  • /58

    $3,750,000

    • 3 Beds
    • 2 Baths
    • 1,851 Sq Ft

    755 Sawyer Dr, Summerland Key, FL 33042

    In prestigious Cudjoe Gardens, this fully renovated Keys retreat feels more like a private sanctuary than a house. The main oceanfront lot is wrapped in lush, mature landscaping -- buttonwoods in the back, banyan trees along the side, orchids everywhere, irrigation, and low-voltage lighting that makes the property glow at night. It's the kind of tropical setting people move to the Keys for.

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    Terrance Sullivan

    Ocean Sotheby's International Realty

    (786) 204-2360

    755 Sawyer Dr, Summerland Key, FL 33042
  • /90

    $3,695,000

    • 4 Beds
    • 3.5 Baths
    • 2,050 Sq Ft

    680 Elma Ave, Big Pine Key, FL 33043

    RARE west-facing private estate offering sunset views, owned bay bottom, and exceptional boating access. Welcome to Tarpon Cove, an exclusive retreat located in Big Pine Key, surrounded by the Florida Key Deer Preserve for unmatched privacy and natural beauty.The concrete residence has been meticulously reconstructed through a down-to-the-studs renovation, resulting in a 2023 effective age and is

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    Sandra Tuttle

    Island Welcome Real Estate

    (877) 359-5426

    680 Elma Ave, Big Pine Key, FL 33043
  • /43

    $1,599,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    17152 Marlin Dr, Summerland Key, FL 33042

    Nestled on a very quiet street in the exclusive community Sugarloaf Shores, this beautifully remodeled CBS Pool Home offers the perfect blend of privacy, entertainment and island charm. Situated on a massive 12,700 sq. ft. lot, this property is a lush sanctuary for gardeners and boaters alike. The backyard is a true private resort, designed for the ultimate outdoor lifestyle featuring a heated

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 692-4942

    17152 Marlin Dr, Summerland Key, FL 33042
  • /29

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    22739 Buccaneer Ln, Summerland Key, FL 33042

    Welcome to Cudjoe Key - A prime location in the Lower Florida Keys. If you're looking for the ultimate ''Island Life'' this tropical canal-front home in sought-after Cutthroat Harbor Estates is exactly what you need. Perfectly positioned to embrace the laid-back Keys lifestyle, this property offers the ideal blend of waterfront living, privacy, and island charm. This 2 Bedroom 2 Bath home is

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    Anneliese Dietrick

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 882-7259

    22739 Buccaneer Ln, Summerland Key, FL 33042
  • /71

    $525,000

    • 2 Beds
    • 1.5 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042

    Canal-front Paradise Awaits! Incredible view from your back deck!Unit 453 in Venture Out.Experience the epitome of waterfront Florida Keys living in this charming two-bedroom, two-bathroom mid-rise mobile home nestled within an exclusive gated community.This beautiful canal front home boasts:* Prime Canal front Location: Enjoy direct access to the water from your private 17 ft seawall.* Community

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    Ian Calderwood

    Bluescape Real Estate

    (786) 977-2397

    701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042
  • /57

    $2,295,000

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    937 Gulf Dr, Summerland Key, FL 33042

    Step into island elegance with this beautifully remodeled 3-bedroom, 2. bath waterfront home in one of the Florida Keys' most coveted boating communities -- Summerland Key Cove. Originally built in 2008 and completely redesigned in 2024, this residence blends contemporary coastal design with the solid construction and storm-safe features that matter most.Modern Coastal Interiors:The interior

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    Sandra Tuttle

    Island Welcome Real Estate

    (786) 751-4617

    937 Gulf Dr, Summerland Key, FL 33042
  • /13

    $549,000

    • 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. Spanning an impressive 12,000 sq ft, this double 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

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 503-8190

    744 Trinidad Ln, Summerland Key, FL 33042
  • /34

    $1,399,000

    • 3 Beds
    • 2 Baths
    • 1,330 Sq Ft

    1657 Watson Blvd, Big Pine Key, FL 33043

    Experience the keys waterfront lifestyle! This charming 3 bedroom, 2 bath home has peekaboo views of Big Pine Bight and is minutes away from Bogie Channel with NO limiting bridges to slow you down. Only 2 minutes to the Atlantic, and direct access to the Gulf. Equipped with a 10,000 LB boat lift, the boat is also available as a separate purchase. The buyer will get first right of refusal on the

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    Christina Davis

    Coldwell Banker Schmitt RE Co.

    (833) 532-1578

    1657 Watson Blvd, Big Pine Key, FL 33043
  • /36

    $699,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,039 Sq Ft

    29048 Iris Dr, Big Pine Key, FL 33043

    Great price for an entry-level canal-front home! Located on a 50-foot-wide canal, this updated 3-bedroom, 2-bath home provides good boating access to Pine Channel, the Atlantic Ocean, and the backcountry. The great room features a cathedral ceiling, abundant natural light from a south-facing picture window, and French doors opening to a covered porch with canal views. Upgrades include

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    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (855) 528-3127

    29048 Iris Dr, Big Pine Key, FL 33043
  • /16

    $999,000

    • Land

    21082 6th Ave, Summerland Key, FL 33042

    An exceptional opportunity awaits in one of the Lower Keys' most desirable neighborhoods. This oversized corner lot is ROGO exempt and comes with approved building plans already on file with Monroe County, allowing you to skip the waiting line and begin building your dream home immediately. The existing structure has been demolished, clearing the way for a seamless transition from vision to

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (645) 300-6302

    21082 6th Ave, Summerland Key, FL 33042
  • /68

    $2,985,000

    • 3 Beds
    • 2 Baths
    • 2,232 Sq Ft

    23941 Henry St, Summerland Key, FL 33042

    Oceanfront Luxury Retreat with Private Beach, Protected Dockage & Quick Direct Boating Access to both Ocean & Gulf.Wake up to breathtaking Atlantic sunrises and unwind with glowing sunsets in this custom 2-story 4,024 SF CBS oceanfront home, perfectly positioned on a private street with only four residences. Located on Summerland Key, this Island inspired escape offers panoramic ocean views,

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    Stacy Shahan

    Island Real Estate Company Florida Keys

    (786) 686-4688

    23941 Henry St, Summerland Key, FL 33042
  • /66

    $539,000

    • 2 Beds
    • 2 Baths
    • 836 Sq Ft

    701 Spanish Main Dr Unit 154, Cudjoe Key, FL 33042

    Coastal Paradise with Income Potential! Stunning 2BR/2BA Home Steps from the Ocean.Embrace the ultimate coastal lifestyle in this beautifully maintained 2-bedroom, 2-bathroom home, perfectly positioned directly across the street from the ocean. Wake up to serene water views and the soothing sound of the waves from your spacious, private decka"an ideal spot for your morning coffee or evening

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    Ian Calderwood

    Bluescape Real Estate

    (786) 882-1915

    701 Spanish Main Dr Unit 154, Cudjoe Key, FL 33042
  • /58

    $3,750,000

    • 3 Beds
    • 2 Baths
    • 1,851 Sq Ft

    755 & 744 Sawyer Dr, Cudjoe Key, FL 33042

    In prestigious Cudjoe Gardens, this fully renovated Keys retreat feels more like a private sanctuary than a house. The main oceanfront lot is wrapped in lush, mature landscaping -- buttonwoods in the back, banyan trees along the side, orchids everywhere, irrigation, and low-voltage lighting that makes the property glow at night. It's the kind of tropical setting people move to the Keys

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    Terrance Sullivan

    Ocean Sotheby's International Realty

    (786) 465-7217

    755 & 744 Sawyer Dr, Cudjoe Key, FL 33042
  • /62

    $765,000

    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft

    28151 Helen Ave, Summerland Key, FL 33042

    Like new extra spacious open floor plan with efficient layout, ultra low insurances, and free public boat ramp nearby! This home features three large bedrooms and two full bathrooms with tiled showers, a huge eat-in stainless steel kitchen with room for an island or kitchen table, vinyl plank flooring throughout, all impact rated windows, metal roof, indoor laundry room, and spacious covered

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    Lindsay Ryan

    EXP Realty LLC

    (786) 952-7185

    28151 Helen Ave, Summerland Key, FL 33042
  • /30

    $800,000

    • 3 Beds
    • 2 Baths
    • 1,062 Sq Ft

    630 Barry Ave, Little Torch Key, FL 33042

    Set on a rare 0.68-acre property spanning four lots, this private canal-front home offers exceptional space, water access, and tranquility. With 204.5 feet of canal frontage, a 40-foot wood dock, and less than a 5-minute boat ride to Pine Channel, this location is ideal for boating enthusiasts. The 3-bedroom, 2-bath residence features a roof-covered deck perfect for entertaining friends and

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    Brenda Thomas

    Island Welcome Real Estate

    (786) 886-1075

    630 Barry Ave, Little Torch Key, FL 33042
  • /50

    $799,000 Open Sun 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 912 Sq Ft

    1672 Pandorea Ln, Big Pine Key, FL 33043

    Discover canal-front living in Eden Pines Colony where local amenities are within easy reach! The owners have maximized this 8,063 sq. ft. property for outdoor living, from the screened sitting and grilling area below, to the lush gardens surrounding the amazing outdoor shower. The inside is bright and airy featuring a wood-planked cathedral ceiling in the great room, an exceptional upgraded

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    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (888) 410-2419

    1672 Pandorea Ln, Big Pine Key, FL 33043
  • /43

    $763,000

    • 4 Beds
    • 2 Baths
    • 2,136 Sq Ft

    30374 Oleander Blvd, Big Pine Key, FL 33043

    If you want a spacious home with plenty of privacy, this property delivers. Set within a lushly landscaped 12,500 sq. ft. double lot, the 2,136 sq. ft. living area provides ample space for family and guests with 4-bedrooms, 2-baths, a family room, laundry room and additional room that could be a 5th bedroom. Refreshing colors complement the space, and the tasteful furnishings are included with

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    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (866) 827-7154

    30374 Oleander Blvd, Big Pine Key, FL 33043
  • /34

    $625,000

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    27940 Lobster Tail Trail, Summerland Key, FL 33042

    Discover one of the best waterfront buying opportunities in the Lower Keys! This spacious and well-maintained 3-bedroom, 2-bath manufactured home offers incredible value and lifestyle at just $650,000. Inside, you'll find an open floor plan with updated laminate floors, a bright kitchen, and a large primary suite featuring a big bedroom and a relaxing bath with a soaking tub.Outdoors, enjoy 46

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    Sandra Tuttle

    Island Welcome Real Estate

    (645) 218-8749

    27940 Lobster Tail Trail, Summerland Key, FL 33042
  • /34

    $1,575,000

    • 3 Beds
    • 2 Baths
    • 1,667 Sq Ft

    22865 Redfish Ln, Summerland Key, FL 33042

    The Best Boating Access in the Lower Keys, hands down!!! The 'Island Life' awaits you in this stunning well thought out custom designed canal front property. This solid CBS home, nestled in lush tropical landscaping, features 3 bedrooms and 2 baths on an oversized 10,200 sq.ft. lot located in the tranquil setting of sought after Cudjoe Ocean Shores. This subdivision is extremely desirable due to

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    Anneliese Dietrick

    Coldwell Banker Schmitt Lower Keys (KW)

    (645) 241-6029

    22865 Redfish Ln, Summerland Key, FL 33042
  • /44

    $974,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    22954 Buccaneer Ln, Summerland Key, FL 33042

    Welcome to 22954 Buccaneer Ln, a quintessential Florida Keys waterfront escape. Perfectly positioned on a rare corner canal lot, this property offers 191 feet of concrete dockage with quick, unobstructed access to open water--ideal for serious boaters. The exterior's inviting Keys-style cedar siding blends seamlessly with lush tropical landscaping, creating a relaxed island vibe from the moment

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (645) 230-1509

    22954 Buccaneer Ln, Summerland Key, FL 33042
  • /38

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,203 Sq Ft

    153 Peg Leg Ln, Summerland Key, FL 33042

    Super quick ocean access and 60' of concrete dockage from this 3 Bedroom 2 Bath canal front home located just 2 canals over from open water! Plenty of room for all your toys in the oversized 2-Car Garage with overhead doors on both sides. Inside you will find an open floor plan leading out to a full-length Porch overlooking the water for morning coffee or evening cocktails with family and

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (833) 853-7147

    153 Peg Leg Ln, Summerland Key, FL 33042

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Frequently Asked Questions Why Live in Summerland Key

What is the average home price in Summerland Key, FL?
Homes for sale in Summerland Key, FL have an average home price of $1,654,381.
Are home prices dropping in Summerland Key?
Yes, home prices in Summerland Key are down 17% in the last 12 months.
How many homes have sold over the last 12 months in Summerland Key, FL?
102 homes have sold in Summerland Key, FL over the last 12 months.
What are the most popular zip codes in Summerland Key, FL?
The most popular zip codes in Summerland Key, FL include 33042, 33043 and 33040.
How much do you need to make to afford a house in Summerland Key?
The median home price in Summerland Key is $1,297,000. If you put a 20% down payment of $259,400 and had a 30-year fixed mortgage with an interest rate of 6.01%, your estimated principal and interest payment would be $6,230 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $267K a year to afford the median home price in Summerland Key. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Summerland Key, FL?
Summerland Key, FL has highly rated public and private schools. Some of the best schools in Summerland Key based on Niche Grades are Sugarloaf School and Key West High School. Browse all the schools in Summerland Key, FL to learn more.

Home Trends in Summerland Key, FL

Housing Trends

Median Sale Price
$995,000
Median Single Family Sale Price
$1,150,000
Average Price Per Sq Ft
$887
Number of Homes for Sale
62
Last 12 months Home Sales
102
Months of Supply
7.30
Median List Price
$1,297,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-16%
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