Summerland Key, FL Homes for Sale

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  /55

  $899,000

  • 2 Beds
  • 2 Baths
  • 640 Sq Ft

  701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042

  Welcome to your piece of paradise in the exclusive gated community of Venture Out on Cudjoe Key. This stunning high-rise, built in 2018, embodies the perfect blend of modern luxury and island life. As you step inside, you are greeted by an inviting atmosphere that captures the essence of coastal living. The master bedroom boasts an en suite bathroom, offering a serene retreat at the end of the

  Melissa Graham Bluescape Real Estate

  701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042
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  /50

  $1,675,000

  • 3 Beds
  • 2 Baths
  • 1,995 Sq Ft

  643 Indies Rd, Summerland Key, FL 33042

  Nestled on the picturesque shores of Ramrod Key, this stunning waterfront property is the epitome of tropical luxury. With 3 bedrooms, 2 bathrooms, and 2,229 square feet of thoughtfully designed living space, this home offers an ideal blend of comfort and high-end amenities on a spacious 9,000 square foot lot. Completely remodeled in 2018, including a new roof, this property is ready for

  Greg MacLaren Internet Realty of the Florida Keys

  643 Indies Rd, Summerland Key, FL 33042
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  /31

  $645,000

  • 2 Beds
  • 1 Bath
  • 740 Sq Ft

  701 Spanish Main Dr Unit 324, Cudjoe Key, FL 33042

  Step into a dreamy haven: this 2-bedroom, 1-bathroom mobile oasis perfectly situated in the Keys. Compact yet bursting with charm, this home offers direct Marina access, complete with a boat ramp, inviting you to embrace the serene waterside life. Thanks to the unparalleled weather of the Keys, the property's rear beckons you for perfect tanning sessions under the clear blue skies. For those with

  Monika Turek Karem Kramer Realty (KW)

  701 Spanish Main Dr Unit 324, Cudjoe Key, FL 33042
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  /12

  $550,000

  • Land

  701 Spanish Main Dr Unit 323, Cudjoe Key, FL 33042

  Waterfront Wonder in Venture Out Resort. Nestled in the heart of the coveted Venture Out Resort, this waterfront property promises unparalleled location and countless amenities. Situated on a prestigious street, you are moments away from the resort's best offerings. Be swept away by breathtaking ocean views that showcase landmarks like Pelican Pt & Summerland Key. A spacious 40' concrete dock

  Monika Turek Karem Kramer Realty (KW)

  701 Spanish Main Dr Unit 323, Cudjoe Key, FL 33042
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  /31

  $875,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  853 Indies Rd, Summerland Key, FL 33042

  Lovingly maintained 3-bedroom, 2-bathroom, canal front home on Ramrod Key is ready to call your own. Built in 2006 and well-cared for, this home is clean and bright with a split floor plan that maximizes space for both family-living and entertaining. The primary bedroom includes an en-suite bath and features a bonus room, perfect for an office, den, nursery, or whatever you might need. The large,

  Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

  853 Indies Rd, Summerland Key, FL 33042
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  /31

  $750,000

  • 2 Beds
  • 2 Baths
  • 814 Sq Ft

  701 Spanish Main Dr Unit 333,334, Cudjoe Key, FL 33042

  Calling All Boating Enthusiasts! Experience the ultimate in waterfront living with this stunning 2-bedroom, 1.5 -bathroom house nestled on a spacious double lot, this gem boasts a 70-foot concrete seawall with davits -- perfect for your big boat! Plus, enjoy the convenience of two-car parking right at your doorstep. Step onto the large covered porch and soak in the breathtaking water views that

  Monika Turek Karem Kramer Realty (KW)

  701 Spanish Main Dr Unit 333,334, Cudjoe Key, FL 33042
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  /17

  $199,000

  • Land

  Lot 7 Cardinal Ln, Big Pine Key, FL 33043

  Welcome to Tropical Bay, one of the Lower Florida Keys' most desirable neighborhoods. This spacious 7,000 sq. ft. canal-front lot offers the best of both worlds: a peaceful, tucked-away setting and a quick canal exit to open water. With 70 feet of private waterfront, enjoy effortless boating out of Spanish Harbor with easy access to both the Atlantic Ocean and the backcountry--perfect for

  Melissa Gibbins Expert Realty LLC (HQ)

  Lot 7 Cardinal Ln, Big Pine Key, FL 33043
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  /49

  $1,100,000

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

  29559 Ranger Ave, Big Pine Key, FL 33043

  This well desired location and immaculately maintained home is 5 minutes from world class boating, fishing, diving and snorkeling. Located in Pine Channel Estates for the fastest and easiest direct access to the ocean or the endless options of bay-side boating adventures. Boasting a 75' concrete seawall with a 16K lb boat lift, davits, and drop-down on/off boat access, there is even a dive board

  Donna Halstead Coldwell Banker Schmitt RE Co.

  29559 Ranger Ave, Big Pine Key, FL 33043
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  /4

  $205,000

  • Land

  Lot 2 Overseas Hwy, Summerland Key, FL 33042

  Vacant commercial lot with 100' of frontage on Overseas Highway. Fantastic, highly visible, high traffic location near the very popular Square Grouper Bar & Grill on Cudjoe Key. Easily accessible from La Fitte Dr. The partially cleared lot is zoned Suburban Commercial with many possible uses (see attached document for full list of potential land use and verify with county). Excellent opportunity

  Sarah Eckert Coldwell Banker Schmitt Real Estate Co. (KW)

  Lot 2 Overseas Hwy, Summerland Key, FL 33042
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  /15

  $644,500

  • Land

  132 Sugarloaf Dr, Summerland Key, FL 33042

  Looking for your ROGO exempt slice of paradise. Look no further, build your dream home now. Large lush private lot. access from two streets to drive through. ROGO Exempt letter in hand, no waiting!! Community Marina and Ramp across the road.Great boating access to both Gulf and Atlantic. This beautiful lot awaits you to build your dream home. There is plenty space for Pool, storage, garage,

  Heather Mason Coastal Collection Real Estate Inc.

  132 Sugarloaf Dr, Summerland Key, FL 33042
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  /20

  $470,000

  • Land

  701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042

  New Listing! This 35' x 69' canal front lot has ocean views and excellent boating. Bring your RV and live simply by the sea in the private, gated community of Venture Out on Cudjoe Key. Are you looking to build without having to go through the ROGO process? Look no further! This Lot provides you the Right to Build your future home.This Lot has a concrete parking pad and lush tropical landscaping

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 183, Cudjoe Key, FL 33042
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  /29

  $999,000

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

  463 Lesrohde Dr, Ramrod Key, FL 33042

  Don't miss the chance to own this exceptional piece of paradise--schedule a private showing today!Be the first to call this stunning, newly constructed Affinity-built home yours! Located in desirable Ramrod Key, this energy-efficient 3-bedroom, 2-bathroom residence boasts premium quality throughout. Featuring high-end fixtures, Pella impact-resistant windows and doors, and thoughtful

  Sarah Dolson Keller Williams Key West Compass Realty

  463 Lesrohde Dr, Ramrod Key, FL 33042
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  /47

  $789,000

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  31349 Avenue C, Big Pine Key, FL 33043

  Stunning Brand-New Construction in Big Pine Key!Welcome to your dream home in the Lower Keys! This beautifully elevated Affinity-built 3 bedroom, 2 bathroom home offers the perfect blend of modern comfort, durability, and eco-conscious features. Built in 2025, this home is equipped with all impact-rated windows and doors, offering peace of mind and energy efficiency.Enjoy the spacious

  Sarah Dolson Keller Williams Key West Compass Realty

  31349 Avenue C, Big Pine Key, FL 33043
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  /15

  $550,000

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft

  20151 Kings Row, Summerland Key, FL 33042

  This expansive commercial lot, located just a few blocks from US-1, offers exceptional flexibility and opportunity. Backing up to a serene nature preserve, the property provides a unique blend of convenience and tranquility. Zoned Commercial RV, the lot allows for a variety of uses, including replacing the existing trailer with a residential home or exploring other commercial possibilities.With a

  Graciela Lozano KeysLifestyle Real Estate (KW)

  20151 Kings Row, Summerland Key, FL 33042
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  /46

  $709,000

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

  29172 Rose Dr, Big Pine Key, FL 33043

  Freshly remodeled waterfront home! Located in a lovely neighborhood with a boat ramp right around the corner! Exterior of property has open parking as well as covered parking for multiple vehicles. Below home is surrounded by lattice to give additional shade and privacy. So much potential downstairs for outdoor entertainment.The main living area has gone through a full renovation. Kitchen boast

  Deni Heintzelman KeyIsle Realty

  29172 Rose Dr, Big Pine Key, FL 33043
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  /61

  $6,995,000

  • 5 Beds
  • 6 Baths
  • 3,750 Sq Ft

  1151 Ocean Dr, Summerland Key, FL 33042

  Trophy Oceanfront Estate on Prime Ocean Dr, Summerland Key – Surrounded by multimillion-dollar estates favored by celebrities and business leaders, this rare property offers 120 ft of ocean frontage on a 37,400 sq ft lot. Features include a 120,000 lb yacht lift (fits up to 75 ft), 2 additional lifts, private mooring, boat basin, and bay bottom rights. The 5-bed, 4.2-bath home boasts vaulted

  Lisa Swanson Berkshire Hathaway Knight & Gardner Realty

  1151 Ocean Dr, Summerland Key, FL 33042
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  /33

  $625,000

  • 2 Beds
  • 2 Baths
  • 861 Sq Ft

  701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042

  Affordable piece of paradise! Move in ready, open concept, bright and airy, and freshly painted interior! This 2 bedroom 2 bath home is so spacious you'll be amazed. It has a very large kitchen and living area that looks out over the canal, with sliding glass doors out on to the newly painted deck. Minisplits in each room that cool, heat and dehumidify! Plus, a 5 stage reverse osmosis water

  Mary Conklin Action Keys Realty of the Lower FL Keys LLC

  701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042
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  /24

  $265,000

  • Land

  701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042

  RV Lot or Build your home here in the private, gated community of Venture Out on Cudjoe Key. 35' x 69' paved and cleared lot. Nightly rentals allowed here! Many amenities on-site including a boat ramp, marina store and fuel station. Basketball, bocce, tennis and pickleball courts. Heated saltwater swimming pool right by the ocean. Venture Out is a golf cart friendly community. There are always

  Kelly Gardner Bluescape Real Estate

  701 Spanish Main Dr Unit 69, Cudjoe Key, FL 33042
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  /43

  $1,135,000

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  22837 Calico Jack Cir, Summerland Key, FL 33042

  Seller says Bring Offers ! Open Water Views & Sunset Skies with great boating access describes this Concrete Block Construction Home with pre-stress concrete beams holding up a poured concrete floor. Home features open floor plan with vaulted ceilings, tile floors throughout, partial walk-around, storm shutters, 2018 A/C, impact front door and metal roof. Storage room below and ample parking

  Beata Sharpe Coldwell Banker Vanguard Realty

  22837 Calico Jack Cir, Summerland Key, FL 33042
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  /68

  $1,949,000

  • 3 Beds
  • 3.5 Baths
  • 2,295 Sq Ft

  1136 W Shore Dr, Big Pine Key, FL 33043

  Don't Miss Out On This Home....Not a drive by- Must see inside and the back yard too.....Located on the West Side of the Island with excellent boating access this beautiful pool home is an entertainer's dream place. All new paint inside. New Roof as of 01/2025. Stunning Sunsets & Sparkling waters for swimming, snorkeling, paddleboarding .... Home features 3 bedroom suites with full baths plus a

  Beata Sharpe Coldwell Banker Vanguard Realty

  1136 W Shore Dr, Big Pine Key, FL 33043
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  /9

  $3,500,000

  • Land

  19657 Seminole St, Sugarloaf Key, FL 33042

  Unique Waterfront Property with Opportunity to Build Your Dream MansionWelcome to your once-in-a-lifetime opportunity to own a truly exceptional waterfront property in the Florida Keys. This expansive property boasts a total of 3 lots ensuring unparalleled potential for building your waterfront mansion.Property comes with build back letter. There's not another property like this south of

  Derek Epperly Keys Atlantic Realty

  19657 Seminole St, Sugarloaf Key, FL 33042
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  /15

  $1,495,000

  • Land
  • 2.29 Acres
  • $652,841 per Acre

  1261 Avenue A, Big Pine Key, FL 33043

  NO WAIT TO BUILD!!ROGO Exempt 2.29 private and exclusive estate acreage with Bay Bottom on Bogie Channel with spectacular open water views. Property rests at the end of a quiet street and neighbors a park. USACE permitted a 412' dock before the pandemic that recently expired but is in discussion for renewal. Former home on property was damaged in Hurricane Irma and has since been demolished and

  Laura DiBella Conn Florida LLC

  1261 Avenue A, Big Pine Key, FL 33043
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  /64

  $2,000,000

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft

  3127 Stewart Rd, Summerland Key, FL 33042

  Gorgeous Open Water home that has been beautifully remodeled on 1.65 Acres of private land with handicap accessibilty! Complete remodel done, including the concrete pilings completed by a licensed contractor. Huge downstairs enclosure with a 2-car garage, this is an incredible opportunity to own a piece of nature in the Florida Keys! Privacy abounds on 1.65 acres of beautifully preserved,

  Pamela Stangler Expert Realty LLC

  3127 Stewart Rd, Summerland Key, FL 33042
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  /31

  $690,000

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  4099 Egret Ln, Summerland Key, FL 33042

  Excellent Investment Opportunity! Classic waterfront home in quiet Big Torch Key. This home features 2 bedrooms, two bathrooms and a spacious open living/dining/kitchen area. Water from a 12k gallon cistern with a reverse osmosis system. City water is available and the home is connected to sewer. This home is being sold as a life estate. The homeowner will remain in place after purchase of the

  Banks Prevatt Coldwell Banker Schmitt RE Co.

  4099 Egret Ln, Summerland Key, FL 33042
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  /13

  $895,000

  • Land
  • 0.34 Acre
  • $2,643,849 per Acre

  30988 Witters Ln, Big Pine Key, FL 33043

  Beautiful extra large lot with open water view and full active building permit. The lot also has an active permit for in-ground pool. Plans are included for single level elevated CBS 4 Bedroom 4.5 Bathroom luxury home over parking, with superb boating access to both the Atlantic Ocean and Gulf of Mexico.

  Banks Prevatt Coldwell Banker Schmitt RE Co.

  30988 Witters Ln, Big Pine Key, FL 33043
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  /4

  $37,000

  • Land
  • 0.14 Acre
  • $272,059 per Acre

  0 Adams Rd, Sugarloaf, FL 33042

  No RV's, no camping, no clearing, and most likely unbuildable. No utilities to property. Not surveyed. ROGO LETTER IN HAND FOR 1 ROGO POINT. This lot is for dedication to receive 1 Rogo Point, Buyer Verify with County. Being sold as-is. Include extra time in offers to verify marketable title and conduct due diligence. Owner/Agent.

  Carmen David Xcellence Realty

  0 Adams Rd, Sugarloaf, FL 33042
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  /21

  $1,300,000

  • Land
  • 0.17 Acre
  • $7,647,059 per Acre

  31441 Avenue I, Big Pine Key, FL 33043

  Waterfront property located in Big Pine Key, FL ready for you to build your dream house on. Property has a private boat ramp, boat lift, and seawall. ROGO exempt. 2 minutes to Atlantic by boat, 2 minutes to Gulf by boat. Only 30 miles from Key West.

  Nate Hinman HAREONE REALTY GROUP

  31441 Avenue I, Big Pine Key, FL 33043
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  /10

  $279,999

  • Land

  30351 Flamingo Ln, Big Pine Key, FL 33043

  RemarksRemarks:Excellent neighborhood! Cleared land surrounding $800,000 homes plus range. In Rogo, Tier II . All homes are required to be CBS and no modular homes allowed. Plans for a 3 bedroom 2 bath home have been approved (county permits alterations to the house plans before you build, enabling you to design to your own specific needs). PERMIT Number is 16103833. Annual low association of

  Ana Tavel Paz Coldwell Banker - Pinecrest

  30351 Flamingo Ln, Big Pine Key, FL 33043
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  /54

  $5,600,000

  • 4 Beds
  • 3.5 Baths
  • 5,608 Sq Ft

  974 Flagship Dr, Summerland Key, FL 33042

  Spectacular Open Water location, with fabulous views from this well-built Oceanfront concrete home. Direct Ocean access from the step down concrete seawall/dock that wraps around the waterside of the property, including the boat basin with two boat lifts and a fish cleaning station. Relax in large pool with over-spill hot tub & a big pool patio area and a covered patio for entertaining, which

  Lee Sanders KeyIsle Realty

  974 Flagship Dr, Summerland Key, FL 33042
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  /2

  $399,000

  • Land

  31145 Hibiscus Dr, Big Pine Key, FL 33043

  Ready..Set.. Build!! No waiting for permit allocation. Beautiful brand-new modular home. All up to current Florida Building Code. No revisions needed. Permit in hand for 3 bed/2 bath home with ample sized rooms and several upgrades in place. 2 porches and 1320 S.F. living space. Concrete slab and lower enclosure. Great boating access just a minute to Bogie Channell. Plans and survey in documents.

  Cheryl Moses Action Keys Realty of the Lower FL Keys LLC

  31145 Hibiscus Dr, Big Pine Key, FL 33043
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  /2

  $1,000,000

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

  29050 Rose Dr, Big Pine Key, FL 33043

  This 1200 square foot single family home has 3 bedrooms and 2.0 bathrooms. This home is located at 29050 Rose Dr, Big Pine Key, FL 33043. Storage unit on first floor. Nearby public boat ramp. Private cement deck 75 feet.

  Evelyn Brito Lifestyle International Realty

  29050 Rose Dr, Big Pine Key, FL 33043
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  /2

  $2,100,000

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  20141 Kings Row, Summerland Key, FL 33042

  This versatile commercial property, located just one block from US-1 and backing onto a peaceful nature preserve, offers tremendous potential across four commercially zoned RV lots. Currently utilized as a storage location, the property features a 2-bedroom, 1-bathroom mobile home, which adds residential or office flexibility.The expansive lot's RV zoning allows for a range of potential uses,

  Graciela Lozano KeysLifestyle Real Estate (KW)

  20141 Kings Row, Summerland Key, FL 33042
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  /4

  $224,000

  • Land
  • 0.43 Acre
  • $516,129 per Acre

  0 Dr, Big Pine Key, FL 33043

  DEEP WATERFRONT VACANT LOT IN FLORIDA KEYS. DIRECT EASY OCEAN ACCESS ON WIDE TURNING BASIN. PROPERTY SOLD AS IS.

  ROYALPALM GROUP Marina Yacht Realty, LLC

  0 Dr, Big Pine Key, FL 33043
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  /16

  $325,000

  • Land

  27935 Tarpon Terrace, Summerland Key, FL 33042

  Heather Mason Coastal Collection Real Estate Inc.

  27935 Tarpon Terrace, Summerland Key, FL 33042
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  /7

  $4,325,000 New Construction

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

  231 E Shore Dr Unit 7, Summerland Key, FL 33042

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

  Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

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

  $4,325,000 New Construction

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

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

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

  Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

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

  $4,400,000 New Construction

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

  231 E Shore Dr Unit 5, Summerland Key, FL 33042

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

  Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

  231 E Shore Dr Unit 5, Summerland Key, FL 33042
• 

  

  /7

  $4,275,000 New Construction

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

  231 E Shore Dr Unit 4, Summerland Key, FL 33042

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

  Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

  231 E Shore Dr Unit 4, Summerland Key, FL 33042
• 

  

  /7

  $4,325,000 New Construction

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

  231 E Shore Dr Unit 3, Summerland Key, FL 33042

  Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept layouts with 10'

  Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

  231 E Shore Dr Unit 3, Summerland Key, FL 33042
• 

  

  /7

  $4,150,000 New Construction

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

  231 E Shore Dr Unit 2, Summerland Key, FL 33042

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

  Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

  231 E Shore Dr Unit 2, Summerland Key, FL 33042

Showing Results 241 - 280, Page 7 of 8