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Summerland Key, FL Homes for Sale

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  • /32

    $939,000

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

    31343 Avenue I, Big Pine Key, FL 33043

    Welcome to a boater's dream on Big Pine Key. Built in 2020 and still feels brand new, this beautifully maintained 3-bedroom, 2-bath home is offered fully furnished and ready to enjoy or generate rental income. A 75-foot concrete dock delivers outstanding boating access, placing you just minutes from premier fishing grounds and offering easy routes to both the Gulf and the Ocean. Designed for

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    Sandra Tuttle

    Island Welcome Real Estate

    (877) 346-6985

    31343 Avenue I, Big Pine Key, FL 33043
  • /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
  • /30

    $975,000

    • 3 Beds
    • 3 Baths
    • 1,492 Sq Ft

    31490 Avenue F, Big Pine Key, FL 33043

    This all-concrete, meticulously designed 3-bedroom, 2.5-bath home offers both luxury and functionality. Featuring impact windows and doors and a durable metal roof, this home provides peace of mind and protection for years to come. The open-concept living area is perfect for both relaxation and entertaining, with a modern kitchen boasting quartz countertops and stainless steel appliances. The

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    Austin Kimbler

    Expert Realty LLC (HQ)

    (833) 691-1620

    31490 Avenue F, Big Pine Key, FL 33043
  • /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
  • /55

    $2,300,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 3 Baths
    • 2,010 Sq Ft

    948 Gulf Dr, Summerland Key, FL 33042

    Luxury coastal living meets unmatched boating convenience at this fully renovated canal-front stunner in prestigious Summerland Cove Islands. Situated on a 7,575 sq ft lot with 75 ft of concrete dockage, a 20K lb boat lift, and quick ocean access via wide, flow-through canals -- this 3 Bedroom, 3 Bathroom home is a dream for boating enthusiasts. Inside, this 2,010 sq ft two-story retreat

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 833-9579

    948 Gulf 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
  • /77

    $12,999,999

    • 31 Beds
    • 19 Baths

    21470 Overseas Hwy, Cudjoe Key, FL 33042

    Located on Cudjoe Key, only 20 miles from Key West. Transient use property, over 3.5 acres, 15 units (15 ROGO exemptions), over 300 feet of water frontage, boat basin, 3 concrete docks, one wooden dock, boat ramp. Shared coin laundry, 2 swimming pools, 3 private driveways. 2 parcels on US 1 are zoned Sub Urban Commercial, excellent rental history. Property spans from US 1 to the Atlantic Ocean.

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    Jennifer Weeks

    Select Properties of NWFL

    (786) 882-8127

    21470 Overseas Hwy, Cudjoe Key, FL 33042
  • /49

    $1,145,000

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft

    22737 Blackbeard Ln, Cudjoe Key, FL 33042

    Welcome home to your coastal oasis! This stunning brand-new elevated home features three bedrooms, two bathrooms, with an open concept living room and kitchen plus a covered 10x30 porch. Additional features include impact resistance windows and doors, metal roof, Azek decking, powder coated aluminum railings, custom concrete dock (8x20) with a permitted 12,000 Ibs. boat lift with 298 sq. ft. of

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    Terry Garcia

    Keller Williams Key West Compass Realty

    (786) 321-8407

    22737 Blackbeard Ln, Cudjoe Key, FL 33042
  • /52

    $1,599,000 Open Sat 10AM - 12PM

    • 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
  • /88

    $745,000

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

    40 Munson Ave, Summerland Key, FL 33042

    Welcome home to your peaceful island retreat! This stunning 3-bed, 2-bath home is move-in ready & full of charm. Enjoy soaring vaulted ceilings, an open layout, & a bright kitchen with Quartz countertops, stainless steel appliances, & large island with ample seating. Recent updates include new luxury vinyl plank flooring, new upgraded refrigerator, & new outdoor bar & sitting area perfect for

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    Lindsay Ryan

    EXP Realty LLC

    (786) 952-6862

    40 Munson Ave, 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 Open Sun 11AM - 1PM

    • 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 Open Sun 11AM - 1PM

    • 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
  • /36

    $1,189,000

    • 4 Beds
    • 3 Baths
    • 1,896 Sq Ft

    31569 Avenue D, Big Pine Key, FL 33043

    Welcome to your Florida Keys fortress! This newly constructed 4-bedroom, 3-bath concrete home offers unmatched durability, modern finishes, and gorgeous open water views from porches on both levels. Just a few hundred feet from deep water boating, this property provides the closest boat access to the world-famous Bahia Honda Bridge of any neighborhood in the Lower Keys, navigating to the ocean or

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    Austin Kimbler

    Expert Realty LLC (HQ)

    (855) 699-7204

    31569 Avenue D, Big Pine Key, FL 33043
  • /28

    $980,000

    • 4 Beds
    • 3 Baths
    • 1,457 Sq Ft

    31441 Avenue F, Big Pine Key, FL 33043

    This solid all-concrete home, situated on a generous 10,000 sq ft double lot, offers the perfect blend of comfort and style for a growing family. Step into the open-concept living area with vaulted ceilings, creating an airy, welcoming atmosphere. The chef-inspired kitchen features beautiful quartz countertops and stainless steel appliances, perfect for cooking and entertaining. Tile floors

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    Austin Kimbler

    Expert Realty LLC (HQ)

    (844) 559-1544

    31441 Avenue F, Big Pine Key, FL 33043
  • /48

    $1,499,000 Open Sat 10AM - 12PM

    • 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 Open Sat 1PM - 3PM

    • 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

    $3,900,000

    • 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
  • /48

    $299,000

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042

    Income-Producing Gem in Venture Out! Affordable 2BR/1BA Getaway with Resort Amenities.Discover an incredible opportunity to own a piece of the highly sought-after, gated community of Venture Out. This charming 2-bedroom, 1-bathroom home is one of the community's most affordable properties, offering a perfect blend of cozy comfort and exceptional investment potential.Ready for you to move in

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    Ian Calderwood

    Bluescape Real Estate

    (305) 570-4554

    701 Spanish Main Dr Unit 625, Cudjoe Key, FL 33042
  • /43

    $1,599,000 Open Sat 1PM - 3PM

    • 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
  • /45

    $1,199,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,398 Sq Ft

    30366 Falcon Ln, Big Pine Key, FL 33043

    Fantastic CBS canal front Pool home on a double lot in Tropical Bay Estates. Entering into the large Great Room you will find soaring wood ceilings and an open floor plan boasting a true chef's Kitchen with stainless steel Viking appliances, gas range, and large granite bar to gather around. The spacious screened in Porch overlooks the water and is the perfect place to enjoy outdoor dining.

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (888) 231-9107

    30366 Falcon Ln, Big Pine Key, FL 33043
  • /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
  • /55

    $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
  • /53

    $2,650,000

    • 3 Beds
    • 2 Baths
    • 2,058 Sq Ft

    1147 Flagship Dr, Summerland Key, FL 33042

    Located on the highly desired Flagship Drive in Summerland Cove Isles, this stunning 3 bedroom, 2 bath home plus a loft offers beautiful views of the salt ponds and open water. As you walk up the front steps, you're greeted by a grand porch that sets the tone for the coastal charm found throughout the home. The split floor plan provides ideal privacy, with two guest bedrooms on one side and a

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    Lisa Ferringo

    Coldwell Banker Schmitt Lower Keys (KW)

    (786) 758-4228

    1147 Flagship Dr, 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
  • /49

    $2,299,000

    • 4 Beds
    • 3 Baths
    • 2,440 Sq Ft

    22542 Jolly Roger Dr, Summerland Key, FL 33042

    Welcome to coastal living in one of the most desirable neighborhoods in Cudjoe Key. This beautifully renovated 4-bedroom, 3-bath oceanfront residence sits proudly on a rare double lot, offering unmatched space, privacy, and breathtaking open-water views. Step inside to discover a bright, airy living space with stylish coastal finishes, vaulted ceilings, and walls of windows that frame the

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    Emily Lombard

    Ocean Sotheby's International Realty

    (786) 952-5159

    22542 Jolly Roger Dr, Summerland Key, FL 33042
  • /6

    $400,000

    • Land

    21865 Spain Blvd, Summerland Key, FL 33042

    Over TWO acres of pristine land with native plants winding roads, storage sheds, and grassy areas. Natural Ponds and native wildlife greet you as you explore and walk through this expansive property. Birds, deer, turtle and natural hammock make this a one of kind spot, perfect for enjoying the untouched way the keys used to be! This offering is LAND only, Please also see home at 21855 Spain Blvd

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    Matthew Sheehan

    Ocean Sotheby's International Realty

    (305) 614-8634

    21865 Spain Blvd, Summerland Key, FL 33042
  • /13

    $475,000

    • 4 Beds
    • 3 Baths
    • 1,620 Sq Ft

    31052 Avenue H, Big Pine Key, FL 33043

    Investment opportunity on 10,000 sq. ft. double lot near the Big Pine Community Park; the location offers easy access to US1, local shopping and more; Marathon and Key West are within easy reach. **DO NOT WALK THE PROPERTY WITHOUT APPOINTMENT** 2 units, 2 tenants; pets on premises. 1,060 sq. ft. mobile home has 3BD/2BA, exterior wood siding; interior has been updated. CBS garage has 560 sq. ft.

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    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (833) 646-1138

    31052 Avenue H, Big Pine Key, FL 33043
  • /36

    $699,000 Open Sun 1PM - 3PM

    • 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
  • /63

    $2,450,000

    • 3 Beds
    • 3 Baths
    • 2,486 Sq Ft

    30468 Oleander Blvd, Big Pine Key, FL 33043

    Discover the easygoing charm of the Lower Keys at this .81-acre waterfront estate, featuring a two-bedroom, two-bath main house and a one-bedroom, one-bath guest cottage with views over Bogie Channel. Enjoy leisurely days entertaining under the large poolside tiki hut or on the covered platform at the end of the 463-foot pier--perfect for relaxing with family and friends while watching sunsets

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    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (877) 796-4209

    30468 Oleander Blvd, Big Pine Key, FL 33043

Showing Results 1 - 40, Page 1 of 9

Frequently Asked Questions

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.
What are the most popular neighborhoods near Summerland Key, FL?
The most popular neighborhood near Summerland Key, FL is New Town.
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