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Summerland Key, FL Homes for Sale

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  • /43

    $1,125,000

    $125K 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.

    27395 Saint Lucie Ln, Summerland Key, FL 33042
  • /65

    $4,300,000

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft

    4670 Dorn Rd, Summerland Key, FL 33042

    There are very few places left in the Florida Keys where you can experience true waterfront privacy, EXPANSIVE acreage, protected dockage, open-water views, and direct boating access all from a single property. Blue Fish Point is one of those rare places.Set on an extraordinary 2.84-acre point lot on Big Torch Key, Blue Fish Point represents a unique opportunity to own one of the Lower

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    Sharon Davison

    Keller Williams Key West Compass Realty

    4670 Dorn Rd, Summerland Key, FL 33042
  • /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 Real Estate Co

    17013 Coral Dr, Sugarloaf Key, FL 33042
  • /69

    $3,300,000

    $200K 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

    1083 Labat Ln, Cudjoe Key, FL 33042
  • /82

    $799,000

    • 4 Beds
    • 4 Baths
    • 2,284 Sq Ft

    1160 Avenue A, Big Pine Key, FL 33043

    Set on a spacious 13,750 sq. ft. double lot, this 4 bedroom, 4 bath home offers 2,284 sq. ft. of living space surrounded by lush tropical landscaping and an exceptional collection of 16 varieties of fruit trees. Originally built in 1981 and extensively renovated following Hurricane Irma, the residence features Hardie Board siding and trim, impact windows, seamless gutters and a comfortable

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    1160 Avenue A, Big Pine Key, FL 33043
  • /66

    $2,099,000

    • 4 Beds
    • 3.5 Baths
    • 2,548 Sq Ft

    1106 Thatch Ln, Cudjoe Key, FL 33042

    Set along a peaceful canal on Cudjoe Key, this 2016 residence pairs solid CBS construction with an unmistakably elevated sense of island living. This 4 bedroom, 3.5 bath home features impact windows and doors and a standing seam metal roof, speaking to a level of craftsmanship built to endure, while 2,548 square feet of living space and roughly 1,370 square feet of balconies invite the

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    1106 Thatch Ln, Cudjoe Key, FL 33042
  • /101

    $1,399,000

    • 4 Beds
    • 3 Baths
    • 2,242 Sq Ft

    27383 Saint Martin Ln, Summerland Key, FL 33042

    Offering twice the space and an exceptional waterfront lifestyle, this 4 bedroom, 3 bath Ramrod Key home offers 2,242 sq. ft. of living space on a 6,000 sq. ft. canal-front lot and includes the adjacent 6,000 sq. ft. lot, creating a combined 12,000 sq. ft. property with plenty of room to enjoy the Florida Keys lifestyle. Boaters will appreciate the 10,000 lb. boat lift, while brand-new Trex dock

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    27383 Saint Martin Ln, Summerland Key, FL 33042
  • /34

    $799,000

    $91K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,638 Sq Ft

    27 Lake Dr N, Summerland Key, FL 33042

    Welcome to the Mango Cottage on Summerland Key! Tucked away on a quiet dead-end street, this 3 bedroom, 1 bath canal front CBS home combines the laid back Florida Keys lifestyle with excellent boating access and a few features you simply don't find everywhere. Surrounded by multiple mature fruit trees, including several mango trees! This property has a distinctly tropical feel from the moment you

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    Coby Taylor

    Expert Realty LLC (HQ)

    27 Lake Dr N, Summerland Key, FL 33042
  • /63

    $3,100,000

    • 2 Beds
    • 3 Baths
    • 1,819 Sq Ft

    361 Avenue D, Summerland Key, FL 33042

    Beach House Paradise in Summerland Key. Nestled in one of the Lower Keys' most desirable oceanside communities, this exceptional oceanfront retreat offers the perfect blend of luxury, privacy, and island living. A charming thatched-covered lanai and custom bamboo-etched glass doors welcome you into an open-concept floor plan where floor to ceiling windows frame breathtaking Atlantic Ocean views.

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    Stacy Shahan

    Island Real Estate Company Florida Keys

    361 Avenue D, Summerland Key, FL 33042
  • /42

    $530,000

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 988 Sq Ft

    30372 Palm Dr, Big Pine Key, FL 33043

    **Buyer's financing fell through - their loss is your gain!** 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.

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    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    30372 Palm Dr, Big Pine Key, FL 33043
  • /20

    $999,000

    • Land
    • 21,780 Sq Ft
    • $1,998,000 per Acre

    16770 Cypress Rd, Sugarloaf Shores, FL 33042

    Active Permit! Start building today! Save years of planning and permitting with this exceptional 21,600 sq. ft. waterfront parcel in sought-after Sugarloaf Shores. Situated on a wide canal with ocean-side access, this property includes transferable approvals for a single family home with a 100' dock and a 15,000-lb boat lift, along with engineered plans for a custom pool offering the ultimate

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    16770 Cypress Rd, Sugarloaf Shores, FL 33042
  • /23

    $459,000

    • Land
    • 1,742 Sq Ft
    • $11,475,000 per Acre

    701 Spanish Main Dr Unit 609, Cudjoe Key, FL 33042

    Canal-front Paradise Awaits! Incredible view from your seawall!RV Lot 609 in Venture Out.Experience the epitome of waterfront Florida Keys living on this Canal Front RV Lot with 40' Seawallnestled within an exclusive gated community.This beautiful canal front property boasts:* Prime Canal front Location: Enjoy direct access to the water from your private 40 ft seawall.*

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    Ian Calderwood

    Bluescape Real Estate- Venture

    701 Spanish Main Dr Unit 609, Cudjoe Key, FL 33042
  • /52

    $599,000

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    31118 Avenue I, Big Pine Key, FL 33043

    Welcome to laid-back island living in this beautifully updated 3-bedroom, 2-bathroom home on Big Pine Key. Recent upgrades include a brand-new kitchen with stainless steel appliances, along with impact-resistant windows and doors throughout.The home also features a large downstairs enclosure offering abundant space for storage, tools, bicycles, kayaks, and other island essentials.

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    Coby Taylor

    Expert Realty LLC (HQ)

    31118 Avenue I, Big Pine Key, FL 33043
  • /38

    $1,399,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    51 Drost Dr, Cudjoe 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

    51 Drost Dr, Cudjoe 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

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    Coby Taylor

    Expert Realty LLC (HQ)

    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

    51 Sawyer Dr, Cudjoe Key, FL 33042
  • /9

    $899,000

    • Land
    • 12,000 Sq Ft
    • $3,263,370 per Acre

    24764 Overseas Hwy, Summerland Key, FL 33042

    Rare opportunity in the heart of Summerland Key, two contiguous waterfront lots totaling 12,000 SF in the SC (Suburban Commercial) zoning district. Offering over 120 feet of premium frontage - both on the highly visible Overseas Highway and on deep-water accessible oceanside canal - this property delivers exceptional visibility and flexible commercial potential. 120' concrete dockage with direct

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    Stacy Shahan

    Island Real Estate Company Florida Keys

    24764 Overseas Hwy, Summerland Key, FL 33042
  • /45

    $1,199,000

    • 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.

    1657 Watson Blvd, Big Pine Key, FL 33043
  • /38

    $640,000

    $49K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    711 State Rd Unit 4A, Little Torch Key, FL 33042

    A Classic Keys Boating Cottage! Exceptional value for a 3 bedroom 2 bath waterfront home in the Lower Keys! With 60' of seawall, enjoy easy boating access to nearby hot spots in the gulf and ocean side. The State Road 4a boat ramp is just a few doors away which is so convenient to launch your boat. Plenty of parking out front and room for a pool. Featuring laminate floors, a dedicated laundry

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    Sandra Tuttle

    Island Welcome Real Estate

    711 State Rd Unit 4A, Little Torch Key, FL 33042
  • /49

    $1,399,000

    $200K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft

    21250 Conch Dr, Cudjoe 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 Real Estate Co

    21250 Conch Dr, Cudjoe Key, FL 33042
  • /56

    $1,199,000

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

    1632 Bogie Dr, Big Pine Key, FL 33043

    Welcome to your tropical Keys retreat on a huge double lot totaling nearly half an acre--perfect for relaxing, entertaining, and enjoying the island lifestyle. Follow the palm-lined walkway to the custom concrete pool complete with generous deck space for entertaining, a 9-foot-deep end with diving board, and salt system that can be heated or chilled for year-round enjoyment. Designed for

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    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    1632 Bogie Dr, Big Pine Key, FL 33043
  • /2

    $30,000

    $20K PRICE DROP
    • Land
    • 6,969 Sq Ft
    • $187,500 per Acre

    0 Bk 15 Lt 5 Unit 619550, Cudjoe Key, FL 33042

    Still time to submit to receive 2 points into ROGO. Tier 3 lot in Cudjoe Key for ROGO Donation use. NO Building or RV allowed on this lot. Will receive 2 points - Letter attach 2 additional lots available each for $40,000

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    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    0 Bk 15 Lt 5 Unit 619550, Cudjoe Key, FL 33042
  • /8

    $120,000

    • Land
    • 3,900 Sq Ft
    • $1,340,308 per Acre

    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)

    Lot 6 Vacant Land, Big Pine Key, FL 33043
  • /65

    $2,499,000

    • 4 Beds
    • 2 Baths
    • 2,739 Sq Ft

    21023 2nd Ave, Cudjoe Key, FL 33042

    Experience the ultimate Florida Keys boating lifestyle at this exceptional waterfront residence in prestigious Cudjoe Gardens. Situated on a rare double lot encompassing 16,827 square feet, this CBS-built, ground-level home sits above the flood plain and offers approximately 225 feet of waterfront on two sides, deep-water dockage, and remarkably quick ocean access. Designed for comfort and

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    21023 2nd Ave, Cudjoe Key, FL 33042
  • /22

    $899,000

    $51K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 902 Sq Ft

    24923 Park Dr, Summerland Key, FL 33042

    Tropical Waterfront Living in the Florida Keys!Welcome to 24923 Park Drive in beautiful Summerland Key, where laid back Florida Keys living meets ultimate waterfront lifestyle. This charming canal-front property offers an opportunity to create your own paradise in one of the Keys' most desirable boating communities.Positioned along a wide protected canal, the property features

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    Stacy Shahan

    Island Real Estate Company Florida Keys

    24923 Park Dr, Summerland Key, FL 33042
  • /2

    $30,000

    $20K PRICE DROP
    • Land
    • 6,969 Sq Ft
    • $187,500 per Acre

    0 Bk 15 Lt 13 Unit 619551, Cudjoe Key, FL 33042

    Still time to submit to receive 2 points into ROGO. Tier 3 lot in Cudjoe Key for ROGO Donation use. NO Building or RV allowed on this lot. Will receive 2 points - Letter attach 2 additional lots available each for $40,000

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    Terry Canto

    American Caribbean Real Estate, Christie's International Real Estate

    0 Bk 15 Lt 13 Unit 619551, Cudjoe Key, FL 33042
  • /43

    $1,850,000

    $151K PRICE INCREASE
    • 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 Real Estate Co

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

    $485,000

    $10K PRICE DROP
    • 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 withFlorida 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.*

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    Ian Calderwood

    Bluescape Real Estate- Venture

    701 Spanish Main Dr Unit 182, Cudjoe Key, FL 33042
  • /145

    $16,900,000

    • 5 Beds
    • 4 Baths
    • 3,352 Sq Ft

    0 Howell Key Unit 620413, Summerland Key, FL 33042

    Discover one of the Florida Keys' most extraordinary private island retreats. Encompassing 9.69 acres of pristine tropical landscape, Howell Key offers an unparalleled opportunity to own an off-grid luxury island with two building rights, allowing for one additional residence, surrounded by breathtaking open water views from sunrise to sunset. Designed for those who value privacy, adventure, and

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    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    0 Howell Key Unit 620413, Summerland Key, FL 33042
  • /37

    $700,000

    • 3 Beds
    • 2 Baths
    • 1,316 Sq Ft

    29160 Primrose Ln, Big Pine Key, FL 33043

    Welcome to Eden Pines--now offered at an exceptional new price of $700,000! This charming 3-bedroom, 2-bath home sits on a spacious and private 10,000 sq. ft. lot in the heart of Big Pine Key. With a garage, abundant storage, a fully fenced yard, and room to add a pool, this property offers endless potential.Inside, you'll find an inviting open-concept floor plan, two beautifully updated

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    Michelle Howerton

    Brenda Donnelly Real Estate LLC

    29160 Primrose Ln, Big Pine Key, FL 33043
  • /33

    $565,000

    $34K PRICE DROP Pre-Foreclosure
    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft

    30354 Palm Dr, Big Pine Key, FL 33043

    Private Lower Keys opportunity! Nestled behind a lush hedge of mature Areca palms, this 2BR/2BA CBS home offers privacy, solid construction, and endless potential. Recent improvements include a 2018 post-Irma roof and storm shutters. The fully fenced 6,250 sq. ft. lot provides ample space for a pool, outdoor living, or tropical gardens, with a storage shed already in place. Enjoy a peaceful

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    Coby Taylor

    Expert Realty LLC (HQ)

    30354 Palm Dr, Big Pine Key, FL 33043
  • /19

    $925,000

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

    3962-3964 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

    3962-3964 No Name Rd, Big Pine Key, FL 33043
  • /71

    $509,000

    $16K PRICE DROP
    • 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 homenestled 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

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    Ian Calderwood

    Bluescape Real Estate- Venture

    701 Spanish Main Dr Unit 453, Cudjoe Key, FL 33042
  • /54

    $675,000

    • 4 Beds
    • 2 Baths
    • 1,566 Sq Ft

    31011 Avenue C, Big Pine Key, FL 33043

    This 4-bedroom, 2-bath, 1566 sq. ft. home has so much to offer for the price! A spacious living area separates the primary bedroom and ensuite bath from the remaining bedrooms and bath. Features include tile floors throughout, a separate laundry room, a big sundeck and a ground-level storage enclosure. Covered parking is conveniently accessed from either Avenue C or Sands Rd. The 5,000 sq. ft.

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    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    31011 Avenue C, Big Pine Key, FL 33043
  • /55

    $1,100,000

    • 3 Beds
    • 2 Baths
    • 1,064 Sq Ft

    29038 Violet Dr, Big Pine Key, FL 33043

    Boat, swim, soak, repeat.A private Fl. Key boating, and resort style retreat designed for life outdoors. Enjoy your own boat slip, cool off in the pool, unwind in the hot tub and relax in a low-maintenance tropical setting. Elevated living, 3 bedroom, 2 bathrooms and a comfortable semi-updated interior make this an easy place to enjoy now and personalize over time.

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    Christina Davis

    Coldwell Banker Schmitt RE Co.

    29038 Violet Dr, Big Pine Key, FL 33043
  • /66

    $525,000

    $14K PRICE DROP
    • 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 deck—an ideal spot for your morning coffee or evening

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    Ian Calderwood

    Bluescape Real Estate- Venture

    701 Spanish Main Dr Unit 154, Cudjoe Key, FL 33042
  • /6

    $375,000

    • Land
    • 6,098 Sq Ft
    • $2,678,571 per Acre

    27378 Jamaica Ln, Summerland Key, FL 33042

    BUILD TODAY! Rare shovel-ready lot in the heart of Ramrod Key -- where Monroe County's permit moratorium has effectively stopped new residential development. This Breezeswept Beach Estates parcel comes with an ACTIVE allocated ROGO single-family PERMIT (SFDUP-2022-0059) already in hand. Foundation augers are in the ground. An Army Corps of Engineers-concrete seawall APPROVED DOCK PERMIT IS

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    Natallie Liz

    Island Welcome Real Estate LLC

    27378 Jamaica Ln, Summerland Key, FL 33042
  • /56

    $2,220,000

    $75K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    937 Gulf Dr, Summerland Key, FL 33042

    High quality concrete 3/2 in Summerland Cove. One of the best boating communities in the lower Keys for deep water, aqua blue canal water, and oceanside access with no bridges! Brand new 60' concrete dock has just been installed. Step inside to find the fresh, modern renovation done in 2024. Featuring 3 bedrooms 2 baths with the private 3rd floor primary suite. 24'' modern white tile throughout,

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    Sandra Tuttle

    Island Welcome Real Estate

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

    22865 Redfish Ln, Summerland Key, FL 33042
  • /63

    $549,000

    • 3 Beds
    • 1 Bath
    • 1,389 Sq Ft

    2828 Central Ave, Big Pine Key, FL 33043

    Peaceful Big Pine Key retreat nestled within the beautiful National Key Deer Wildlife Refuge. This ground-level 3-bedroom, 1-bath concrete home offers the laid-back Keys lifestyle surrounded by lush, mature tropical landscaping and abundant natural beauty.The fully fenced yard provides privacy and space to enjoy the peaceful setting, while the durable metal roof and hurricane shutters add

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    Ian Calderwood

    Bluescape Real Estate- Venture

    2828 Central Ave, Big Pine Key, FL 33043

Showing Results 1 - 40, Page 1 of 6

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.

Summerland Key, FL Home Prices

Summerland Key, FL
Median Home Price
$1,237,500
Median Sale Price
$1,100,000
+1% YoY
Avg. Price per Square Foot
$938
Median Single Family Price
$1,150,000
Median Townhouse Price
$1,750,000
Median Condo Price
$535,000
Total Active Listings
230 listings
Market Conditions
4 Months of Supply
Balanced Market

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 $1,864,621.
How many homes have sold over the last 12 months in Summerland Key, FL?
106 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 $1,237,500. If you put a 20% down payment of $247,500 and had a 30-year fixed mortgage with an interest rate of 7.03%, your estimated principal and interest payment would be $6,610 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $283K 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.
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