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Summerland Key, FL Homes for Sale

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  • /62

    $5,200,000

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

    17013 Coral Dr, Sugarloaf 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 RE Co.

    (866) 531-8155

    17013 Coral Dr, Sugarloaf Key, FL 33042
  • /72

    $3,899,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,096 Sq Ft

    17015 Wahoo Ln W, Sugarloaf Key, FL 33042

    Positioned on a rare west facing point lot with 270 ft of sparkling open water frontage on Sugarloaf Sound, this fully reimagined 3 Bedroom 3 Bathroom estate captures breathtaking sunset views across endless turquoise waters. Privately set on a gated 17,000 SF lot, the property lives like a private island compound framed by swaying palms, lush tropical landscaping, and the endless blue waters of

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (833) 754-7970

    17015 Wahoo Ln W, Sugarloaf Key, FL 33042
  • /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 RE Co.

    (877) 357-0409

    30374 Oleander Blvd, Big Pine Key, FL 33043
  • /67

    $1,435,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,310 Sq Ft

    29562 Saratoga Ave, Big Pine Key, FL 33043

    Embrace island living in your own tropical paradise, where comfort, space, and waterfront access create a remarkable oasis for boating and relaxation. Welcome to Pine Channel Estates, the ultimate destination for anglers and water enthusiasts. Currently operating as a successful vacation rental, this gem is ideal for a second home that can offset some of the annual costs of ownership, and

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    Ryan Gernaat

    Coldwell Banker Schmitt Lower Keys (KW)

    (833) 404-4618

    29562 Saratoga Ave, Big Pine Key, FL 33043
  • /34

    $1,575,000

    $20K PRICE DROP
    • 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 RE Co.

    (645) 230-1445

    22865 Redfish Ln, Summerland Key, FL 33042
  • /71

    $2,795,000

    $200K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,913 Sq Ft

    20920 5th Ave W, Summerland Key, FL 33042

    Florida Keys luxury island living at its finest. Welcome to your private slice of tropical island living in coveted Cudjoe Gardens—a true boater's dream set on an oversized double canal-front lot (approx. 15,200 sq. ft.) with an impressive close to 200 feet of concrete seawall. This beautifully designed CBS home offers 4 bedrooms, 3 baths, and nearly 3,000 sq. ft. of living space, thoughtfully

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    Miriam Novotny

    Compass Florida, LLC

    (877) 939-4083

    20920 5th Ave W, Summerland Key, FL 33042
  • /45

    $849,000

    $76K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    195 W Shore Dr, Summerland Key, FL 33042

    Welcome to a truly unique aviation property in the heart of Summerland Key! Located at the end of the exclusive Summerland Key airstrip on a 12,425 sq. ft. double lot, this concrete block home offers the ultimate blend of sky, sea, and space. Featuring a 37' x 27' airplane hangar, 2-car garage, and expansive driveway, this 3-bedroom, 2-bathroom plus bonus/4th Bedroom residence is tailor-made for

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (844) 619-6402

    195 W Shore Dr, 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

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    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    (855) 799-5158

    21640 Overseas Hwy, Summerland Key, FL 33042
  • /69

    $3,400,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,295 Sq Ft

    1083 Labat Ln, Cudjoe Key, FL 33042

    Experience elevated island living in this striking modern residence in Cudjoe Key, where sleek design meets the raw beauty of the Atlantic. This white contemporary home showcases a dramatic wall of glass along the oceanfront, creating a seamless connection between indoor living and the endless horizon beyond. The open-concept living space is flooded with natural light and anchored by breathtaking

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    Sandra Tuttle

    Island Welcome Real Estate

    (645) 233-0155

    1083 Labat Ln, Cudjoe Key, FL 33042
  • /27

    $987,500

    • 4 Beds
    • 2 Baths
    • 1,536 Sq Ft

    3962 No Name Rd, Big Pine Key, FL 33043

    Waterfront DUPLEX ~ CBS Construction 4BD/2BA with 2BD|1BA on each side. Property features, excellent boating access, full 70' concrete seawall, covered porch for both units, tile flooring, accordion shutters, separate utility/laundry rooms on each side, 2 central AC units and 2 electric meters. Newer metal roof within 2 years. Fenced yard with room to park your boat trailer. Great investment

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    Stacy Shahan

    Island Real Estate Company Florida Keys

    (888) 275-1086

    3962 No Name Rd, Big Pine Key, FL 33043
  • /61

    $1,449,000

    Open Sat 11AM - 1PM
    • 2 Beds
    • 2 Baths
    • 1,372 Sq Ft

    21012 6th Ave, Summerland Key, FL 33042

    Island living becomes effortless at this beautifully maintained waterfront retreat in the heart of Cudjoe Gardens. Located on a deep-water canal with quick ocean access, this CBS pool home offers the rare combination of ground-level convenience while above the flood plain. From the moment you arrive the property feels inviting and relaxed. Tropical landscaping and manicured grounds create a

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (645) 666-1284

    21012 6th Ave, Summerland Key, FL 33042
  • /57

    $2,200,000

    • 3 Beds
    • 2 Baths
    • 1,804 Sq Ft

    1631 Sunrise Dr, Big Pine Key, FL 33043

    Experience the pinnacle of Florida Keys waterfront living in this newly constructed (2023) open water home on Big Pine Key. Perfectly positioned to capture breathtaking sunrise views, this CBS-built residence offers a seamless blend of modern coastal design, durability, and effortless indoor-outdoor living. Spanning 1,834 square feet, the home features 3 Bedrooms and 2 Bathrooms, thoughtfully

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (866) 828-4958

    1631 Sunrise Dr, Big Pine Key, FL 33043
  • /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,

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    Javier Santana

    Sunland Real Estate, LLC.

    (786) 504-0768

    0 Niles Rd, Summerland Key, FL 33042
  • /52

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,530 Sq Ft

    29534 Geraldine St, Big Pine Key, FL 33043

    Turnkey and move-in ready, this exceptional waterfront home is being offered fully furnished--including furniture, dishes, cookware, and linens--so you can start enjoying the Florida Keys lifestyle from day one. Situated on an oversized 18,000 sq. ft. double lot with 150' of canal frontage in a quiet, peaceful Big Pine Key boating community, this solid concrete 3BD/2BA home features a desirable

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    Sandra Tuttle

    Island Welcome Real Estate

    (844) 697-1109

    29534 Geraldine St, Big Pine Key, FL 33043
  • /51

    $2,499,000

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

    27348 Dominica Ln, Ramrod Key, FL 33042

    Welcome to your waterfront retreat on Ramrod Key, where beautiful open water views, quick ocean access, and exceptional outdoor living create the ultimate Florida Keys lifestyle. Built by renowned Tom Ryan in 2007, this well-maintained 3-bedroom, 2-bath home is designed for both relaxation and adventure. Step inside to a bright, open-concept living area featuring a spacious kitchen with ample

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (645) 238-7522

    27348 Dominica Ln, Ramrod Key, FL 33042
  • /16

    $1,150,000

    $150K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft

    715 Caribbean Dr E, Summerland Key, FL 33042

    Experience the ultimate Florida Keys lifestyle at 715 Caribbean Drive East in Summerland Key. Located in a desirable boating and aviation community, this property offers rare access to a private neighborhood airstrip, ideal for pilots and aviation enthusiasts. Designed for boaters, the home features a 60-foot dock and a 15,000-lb boat lift, providing easy access to open water, nearby sandbars,

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    Christina Davis

    Coldwell Banker Schmitt RE Co.

    (844) 920-0831

    715 Caribbean Dr E, Summerland Key, FL 33042
  • /45

    $849,000

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

    30937 Baileys Ln, Big Pine Key, FL 33043

    Whether you enjoy fishing and diving or prefer kayaking and paddle boarding through the beautiful waters of the Lower Keys, this updated 'Old Keys' home offers the perfect base for quick access to Bogie Channel, the Atlantic, and the backcountry. Situated on a 50' x 100' lot, the 2-story, single-family residence features a cut-in boat slip with a boat lift beneath the expansive great room, along

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    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    (866) 810-8945

    30937 Baileys Ln, Big Pine Key, FL 33043
  • /68

    $3,199,000

    • 3 Beds
    • 3 Baths
    • 1,586 Sq Ft

    1148 Big Pine Ave, Big Pine Key, FL 33043

    If you've been dreaming of the kind of place where the sunsets stop you in your tracks...this is it. Tucked away on a quiet road in Big Pine Key, this 2 Bedroom 2 Bath plus 1 Bedroom 1 Bath Guest Cottage one-of-a-kind point property delivers something incredibly rare in the Florida Keys, open water views and protected dockage, all wrapped into a private tropical setting on over an acre and a

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (877) 703-1366

    1148 Big Pine Ave, Big Pine Key, FL 33043
  • /19

    $215,000

    $35K PRICE DROP
    • Land
    • 2,178 Sq Ft
    • $4,300,000 per Acre

    701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042

    Ocean ''peeks'' on this corner lot adds to the serenity you will get here at Lot 610 in the gated community of Venture Out on Cudjoe Key. Easy access on 2 sides of the lot.This property can do transient rentals!!As part of the Venture Out community, you'll enjoy an array of amenities at your doorstep. Dip into the massive saltwater swimming pool overlooking the ocean, or take advantage of

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    Ian Calderwood

    Bluescape Real Estate- Venture

    (645) 229-8475

    701 Spanish Main Dr Unit 610, Cudjoe Key, FL 33042
  • /37

    $725,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,316 Sq Ft

    29160 Primrose Ln, Big Pine Key, FL 33043

    Welcome to Eden Pines! This well maintained 3BR/2B home sits on a generous very private 10,000 sq ft lot in Big Pine Key. Featuring a garage and tons of storage inside and out, fenced yard & room for a pool! Inside you will find 3BR, 2 updated baths and a smart layout with an open concept living. Step outside to a beautiful covered porch the perfect spot to enjoy your morning coffee watching the

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    Michelle Howerton

    Brenda Donnelly Real Estate LLC

    (833) 691-0812

    29160 Primrose Ln, Big Pine Key, FL 33043
  • /44

    $1,200,000

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    17286 Jamaica Ln, Summerland Key, FL 33042

    Just a short boat ride to popular Lower Keys sandbars, coral heads, and fishing grounds, this Sugarloaf Shores canal-front home is made for the buyer who wants boating, fishing, and the easygoing Keys lifestyle right at their doorstep. Set on a quiet street just 15 minutes from Key West, this sturdy concrete 2 bedroom, 2 bath home offers southern exposure overlooking the canal, quick access to

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (833) 702-3934

    17286 Jamaica Ln, Summerland Key, FL 33042
  • /54

    $1,049,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    22953 John Silver Ln, Summerland Key, FL 33042

    Where boating lifestyle and modern coastal design align, this fully renovated 3-bedroom, 2-bathroom home in Cudjoe Key delivers exceptional waterfront living. This completely reimagined residence is ideally positioned on a premier corner canal lot, offering approximately 190 feet of concrete seawall and dockage along two waterways, an exceptional setting for boating and waterfront enjoyment.

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (645) 241-8464

    22953 John Silver Ln, Summerland Key, FL 33042
  • /76

    $1,550,000

    Open Sat 11AM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    29424 Forrestal Ave, Big Pine Key, FL 33043

    *Open House 11-2, Sat., 6/20/26* If you've been dreaming of easy waterfront living in the Keys, this beautifully furnished CBS home in friendly Pine Channel Estates is ready to welcome you. Built in 1989 with solid construction, it offers 1,392 sq. ft. of living space, poured concrete floors on pre-stressed beams, and an impressive 754 sq. ft. garage/storage area. Inside, cathedral ceilings and

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    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    (866) 520-4716

    29424 Forrestal Ave, Big Pine Key, FL 33043
  • /60

    $1,299,999

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft

    28560 Doubloon Rd, Summerland Key, FL 33042

    Enjoy indoor-outdoor living with multiple inviting porches and excellent, oceanside boat access to the Atlantic and back-country. Features include a gated entry to covered parking, garage, fenced backyard, outdoor shower, tropical landscaping, 60 ft. canal-frontage, and a composite dock. Inside the ground-level foyer an oak staircase leads up to the main living area and continues to the

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    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    (645) 218-9799

    28560 Doubloon Rd, Summerland Key, FL 33042
  • /21

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,304 Sq Ft

    75 Lobstertail Rd, Big Pine Key, FL 33043

    Enjoy easy island living in this beautifully updated 2BD/2BA elevated home set along a peaceful plugged canal--perfect for paddleboarding and enjoying the waterfront ambiance (no boating access).Inside, the open living space features vaulted ceilings, luxury plank vinyl flooring throughout, and great natural light, flowing out to a screened porch overlooking the canal. The standout chef's

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    Sandra Tuttle

    Island Welcome Real Estate

    (877) 375-6513

    75 Lobstertail Rd, Big Pine Key, FL 33043
  • /41

    $1,899,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,998 Sq Ft

    28573 Le Grand Rd, Little Torch Key, FL 33042

    This 2,000 sq ft concrete fortress was designed and built by the current owner and sprawls over 3 waterfront lots boasting 325' of canal frontage. Enjoy fantastic fishing and diving just minutes away from the the 180' deep draft concrete dock complete with boat basin, private boat ramp and davits. Upon entering this 3 Bedroom, 3 Bath home, you are greeted with an oversized Great Room which opens

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (855) 560-6494

    28573 Le Grand Rd, Little Torch Key, FL 33042
  • /47

    $698,800

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

    29048 Iris Dr, Big Pine Key, FL 33043

    This 50' wide canal provides great boat access to the Atlantic and back country via Pine Channel for excellent fishing and diving in the stunning waters of the Lower Keys. If you're looking for a move-in ready stilt home at an entry-level price, this is it! Many updates have been made in recent years including impact-resistant windows and doors, new stainless steel kitchen appliances, water

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    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    (833) 968-8150

    29048 Iris Dr, Big Pine Key, FL 33043
  • /58

    $979,000

    $30K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft

    27358 Jamaica Ln, Summerland Key, FL 33042

    Discover the laid-back waterfront lifestyle you've been dreaming of at this charming canal-front home in Breezeswept Beach Estates on Ramrod Key. Perfectly situated with water on 2 sides this property offers 150' of waterfront including a deep water basin, excellent dockage and easy access for boating, fishing, kayaking, or paddle boarding right from your backyard. Offering a flexible floor plan

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (305) 614-1643

    27358 Jamaica Ln, Summerland Key, FL 33042
  • /10

    $499,000

    • Land
    • 14,706 Sq Ft
    • $1,478,066 per Acre

    63 Sugarloaf Dr, Sugarloaf Key, FL 33042

    Welcome to the lowest priced waterfront lot with an active building permit on prestigious Sugarloaf Key. This oversized 14,706 sq. ft. canal-front property features no-bridge ocean access, granting you instant entry to world-class fishing, diving, and boating. Located in the premier residential enclave of the Sugarloaf Shores, this lot includes an active building permit for a custom 2,120 sq.

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    (855) 917-4422

    63 Sugarloaf Dr, Sugarloaf Key, FL 33042
  • /41

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,082 Sq Ft

    22822 Buccaneer Ln, Summerland Key, FL 33042

    LOWEST PRICED STILTED WATERFRONT HOME IN CUDJOE KEY! Discover your perfect boater's retreat in beautiful Cudjoe Key! This stilted 2-bedroom, 2-bathroom home is situated on a deep-water canal. Access to both the Atlantic and Gulf is easy and achievable in minutes, making it an ideal base for fishing, boating, and enjoying the Keys lifestyle. One of the home's standout features is its exceptional

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    Cardenas & Krug Team

    Coastal Collection Real Estate Inc.

    (888) 836-2988

    22822 Buccaneer Ln, Summerland Key, FL 33042
  • /28

    $425,000

    • 2 Beds
    • 1 Bath
    • 1,184 Sq Ft

    290 46th St, Summerland Key, FL 33042

    Pilots, this is a great opportunity to build your dream home with access to Summerland Key's private airport, and enjoy access to the Blanche Bergin Marina Park, complete with boat ramp and available dockage for a fee. This property is a fixer-upper, located on Summerland Key, at the base of the airport runway. 2/1 on one side, and an additional 12 x32 en suite with a separate entrance on the

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    Christina Davis

    Coldwell Banker Schmitt RE Co.

    (645) 219-1684

    290 46th St, Summerland Key, FL 33042
  • /36

    $665,000

    $53K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,497 Sq Ft

    30416 Coconut Hwy, Big Pine Key, FL 33043

    Looking for a lot of land in the Keys, and a well-maintained home? This rare 25,000 sq. ft. property has plenty of room to add a pool and/or tiki hut, park an RV, boat trailers, so much more! Over 1⁄2 acre, the 4 lots are bordered by Coconut Hwy. to the north, Avenue B to the west, and Hibiscus Ln. to the south from which vehicles can access the large, fenced portion of the back yard. Step inside

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    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    (888) 817-7679

    30416 Coconut Hwy, Big Pine Key, FL 33043
  • /41

    $550,000

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft

    30372 Palm Dr, Big Pine Key, FL 33043

    Well-priced Keys living starts here! This 12,500 sq. ft. double lot offers ample parking and room to add a pool, garage, tiki hut, or more. In 2022, the current owner added a metal roof, impact-resistant windows and doors, and Mitsubishi mini-split A/C units. Inside, the home features a spacious great room, three bedrooms, one updated bath, and tile floors throughout. Outside, you'll find a solar

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    Patti Nickless

    Coldwell Banker Schmitt RE Co.

    (888) 376-2422

    30372 Palm Dr, Big Pine Key, FL 33043
  • /43

    $1,175,000

    $75K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,368 Sq Ft

    27395 Saint Lucie Ln, Summerland Key, FL 33042

    Welcome to your piece of paradise in Breezeswept Beach Estates, where laid-back island living meets premier canal-frontage. From here, it's an easy cruise to open water--perfect for early morning fishing runs, sunset sails, or spontaneous sandbar days. Inside, this bright and breezy retreat has been thoughtfully updated with stainless steel appliances, sleek Silestone countertops, and warm

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    Michelle Vanhoose

    Coldwell Banker Schmitt Real Estate Co.

    (786) 882-1637

    27395 Saint Lucie Ln, Summerland Key, FL 33042
  • /27

    $1,055,000

    $110K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,344 Sq Ft

    29051 Magnolia Ln, Big Pine Key, FL 33043

    Experience Florida Keys waterfront living in the heart of Big Pine Key. This canal-front home with a full concrete seawall and direct boating access offers an exceptional opportunity to enjoy the relaxed Lower Florida Keys lifestyle surrounded by world-class fishing, diving, and boating. The elevated main home features a 2 bedroom, 2 bathroom layout with an open living area, spacious kitchen with

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    Yvette Toledo-Baste

    COMPASS FLORIDA LLC

    (855) 408-6871

    29051 Magnolia Ln, Big Pine Key, FL 33043
  • /22

    $685,000

    $29K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    4039 Egret Ln, Summerland Key, FL 33042

    Charming 2 bed, 1 bath home in Big Torch Key featuring hardiplank siding, impact windows throughout, and a metal roof. The 12,000 sq ft lot offers 120 ft of waterfront, including 60 ft along the canal cleared for dockage. The spacious yard provides room to add a pool, tiki hut, outdoor entertaining areas, and still have ample space for boat, trailer or RV parking. Located on a deep-water canal

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    Sandra Tuttle

    Island Welcome Real Estate

    (645) 238-9391

    4039 Egret Ln, Summerland Key, FL 33042
  • /46

    $795,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    29034 Rose Dr, Big Pine Key, FL 33043

    Experience the laid-back Florida Keys lifestyle in this beautifully updated, turn-key canal-front retreat, nestled in the quiet Eden Pines neighborhood among the roaming Key Deer. Situated on a 50-foot concrete seawall with step-down access, fish cleaning station, and a new boat lift, this property offers excellent boating access to both the ocean and bay. Inside, the open concept living area is

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    Ryan Gernaat

    Coldwell Banker Schmitt Lower Keys (KW)

    (866) 610-4443

    29034 Rose Dr, Big Pine Key, FL 33043
  • /38

    $1,399,000

    $100K PRICE DROP
    • 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 Real Estate Co

    (786) 808-1276

    51 Drost Dr, Summerland Key, FL 33042
  • /85

    $1,695,000

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

    30363 Flamingo Ln, Big Pine Key, FL 33043

    Welcome to the ultimate angler's retreat in Tropical Bay Estates. This elevated concrete waterfront home offers quick access to both the Atlantic and Gulf, putting you in the heart of world-class fishing and diving. Located just a few miles from Bahia Honda State Park, you're ideally positioned for elite tarpon fishing, backcountry action, reef trips, and offshore runs. The dock is built for

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    Coby Taylor

    Expert Realty LLC (HQ)

    (855) 922-5281

    30363 Flamingo Ln, Big Pine Key, FL 33043
  • /43

    $1,799,000

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

    51 Sawyer Dr, Cudjoe 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 Real Estate Co

    (866) 618-8489

    51 Sawyer Dr, Cudjoe Key, FL 33042

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Why Live in Summerland Key

Summerland Key delivers the quintessential Florida Keys lifestyle with a quieter, more laidback feel than nearby Key West, located about 25 miles away. This secluded Lower Keys community is known for its waterfront homes, deepwater canals and effortless access to boating, fishing and other nautical adventures. A private residential airport and Mote Marine Laboratory’s International Center for Coral Reef Research & Restoration add to its distinct character and local employment base. Homes are concentrated on the south side of the community, where many of the multi-level properties feature docks, boat lifts and pools. Tree-lined streets and lush tropical landscaping enhance curb appeal. Exclusive enclaves like Seven Palms Cove highlight the area’s appeal for high-end buyers and investors. With a median age of 58 and homeownership above 80%, Summerland Key attracts full-time residents as well as second-home owners. Outdoor recreation is central to life here, from boating and snorkeling to offshore and flats fishing. Nearby Bahia Honda State Park offers beaches and camping. Casual restaurants and a local seafood market complete the relaxed island lifestyle.

Frequently Asked Questions

What is the average home price in Summerland Key, FL?
Homes for sale in Summerland Key, FL have an average home price of $1,682,160.
Are home prices dropping in Summerland Key?
Yes, home prices in Summerland Key are down 3% in the last 12 months.
How many homes have sold over the last 12 months in Summerland Key, FL?
112 homes have sold in Summerland Key, FL over the last 12 months.
What is the average household income in Summerland Key, FL?
The average household income in Summerland Key, FL is $131K.
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 $1,299,000. If you put a 20% down payment of $259,800 and had a 30-year fixed mortgage with an interest rate of 6.47%, your estimated principal and interest payment would be $6,550 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $281K a year to afford the median home price in Summerland Key. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Summerland Key is $131K.
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 Prices in Summerland Key, FL

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
$895,000
Median 1 Bedroom Sale Price
$690,000
Average Price Per Sq Ft
$889
Number of Homes for Sale
54
Last 12 months Home Sales
112
Months of Supply
5.80
Median List Price
$1,299,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
-2%
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