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Homes for Sale in Summerland Key, FL with 2-Bedrooms

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  • 701 Spanish Main Dr Unit 374, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 374, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 374, Cudjoe Key, FL 33042
    /64

    $669,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 374, Cudjoe Key, FL 33042

    OCEANFRONT TRANSIENT RENTAL IN VENTURE OUT - CUDJOE KEYAmazing open water views of the sparkling Atlantic set the tone the moment you arrive. From this premier waterfront location, you'll enjoy sweeping vistas of the marina, lagoon, Tiki hut, and the iconic Bird Point sanctuary. Sunrise glows over endless blue water, creating a peaceful and ever-changing coastal backdrop.Positioned on a 35-foot

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 374, Cudjoe Key, FL 33042
  • 831 W Indies Dr, Summerland Key, FL 33042
    831 W Indies Dr, Summerland Key, FL 33042
    831 W Indies Dr, Summerland Key, FL 33042
    /37

    $1,485,000

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft

    831 W Indies Dr, Summerland Key, FL 33042

    Experience waterfront living in the highly desirable Breezeswept Beach Estates. This beautifully updated 2 bedroom, 2 bathroom home captures sweeping open water views and unforgettable sunrises right from your living room.Inside, the home features an airy open layout highlighted by vaulted wood beam ceilings and expansive impact windows that frame the water from nearly every angle. Both bedrooms

    Miranda Dender Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

    831 W Indies Dr, Summerland Key, FL 33042
  • 17326 Jamaica Ln, Summerland Key, FL 33042
    17326 Jamaica Ln, Summerland Key, FL 33042
    17326 Jamaica Ln, Summerland Key, FL 33042
    /54

    $895,999 Open Sat 10AM - 12PM

    • 2 Beds
    • 2 Baths
    • 1,520 Sq Ft

    17326 Jamaica Ln, Summerland Key, FL 33042

    Welcome to your slice of Lower Keys paradise--just 17 miles from Key West yet worlds away from the hustle. This elevated 2-bedroom, 2-bath home sits on a generous lot in a fantastic neighborhood, offering the perfect blend of comfort, style, and island living.Inside, vaulted ceilings and impact windows fill the home with natural light and breezy tropical charm. An elevator makes access

    Stephanie Wise Keller Williams Key West Compass Realty

    17326 Jamaica Ln, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
    /49

    $985,000

    • 2 Beds
    • 2 Baths
    • 888 Sq Ft

    701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042

    Panoramic Ocean Views W/ Transient Rental License! This beautifully updated and well-maintained stilt home offers 2 bedrooms and 2 bathrooms, large kitchen with all the necessities, panoramic ocean views, a private 35' concrete seawall for your boat and off street parking for your vehicle. This home has an open deck overlooking the crystal clear waters and a screened deck just waiting for you to

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 51, Cudjoe Key, FL 33042
  • 27369 Saint Vincent Ln, Summerland Key, FL 33042
    27369 Saint Vincent Ln, Summerland Key, FL 33042
    27369 Saint Vincent Ln, Summerland Key, FL 33042
    /50

    $849,000

    • 2 Beds
    • 2 Baths
    • 1,592 Sq Ft

    27369 Saint Vincent Ln, Summerland Key, FL 33042

    Easy to show on short notice, call listing agent. Rare opportunity to step into instant equity with this custom built home in the desirable Lower Keys boating community. Owner spared no expense hardening this waterfront home, hardie board siding (2015), impact windows & doors (2013), metal roof (2013). One of the higher elevated lots in the neighborhood. Major capital improvements already

    Brian Kruszewski LoKation Real Estate

    27369 Saint Vincent Ln, Summerland Key, FL 33042
  • 29662 Independence Ave, Big Pine Key, FL 33043
    29662 Independence Ave, Big Pine Key, FL 33043
    29662 Independence Ave, Big Pine Key, FL 33043
    /35

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 1,024 Sq Ft

    29662 Independence Ave, Big Pine Key, FL 33043

    Embrace the serene beauty of island living with this delightful 2-bedroom, 2-bathroom home nestled on a double-fenced lot in Big Pine Key. Perfectly positioned along a scenic canal, this property offers Southern charm, with an inviting wraparound porch to enjoy the gentle breeze and picturesque views. This home is ideal for both relaxation and entertaining.Step outside to a seawall that leads

    Halley Haack Coldwell Banker Schmitt RE Co.

    29662 Independence Ave, Big Pine Key, FL 33043
  • 701 Spanish Main Dr Unit 536, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 536, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 536, Cudjoe Key, FL 33042
    /27

    $375,000

    • 2 Beds
    • 1 Bath
    • 726 Sq Ft

    701 Spanish Main Dr Unit 536, Cudjoe Key, FL 33042

    Welcome to your slice of the Florida Keys lifestyle! This charming beach-themed retreat is the perfect blend of cozy comfort and coastal style. This 2-bedroom, 1-bathroom turnkey home is move-in ready — whether you're looking for a full-time residence, vacation getaway, or income-producing rental. Step inside to a fresh, inviting living space designed for relaxed island living. The bright white

    Monika Rydzak EXP Realty LLC

    701 Spanish Main Dr Unit 536, Cudjoe Key, FL 33042
  • 29544 Independence Ave, Big Pine Key, FL 33043
    29544 Independence Ave, Big Pine Key, FL 33043
    29544 Independence Ave, Big Pine Key, FL 33043
    /41

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,277 Sq Ft

    29544 Independence Ave, Big Pine Key, FL 33043

    Location, Location, Location and Price is The Key to this updated charming, coastal retreat. Featuring 75' canal-frontage, fully furnished, 2 bedrooms, 2 full baths plus an all-season sunroom. Generous and impressive living space is perfect for entertaining and family gatherings. Grab a siesta or your favorite beverage while overlooking the canal from the sunroom or on the covered patio. Pine

    Jennifer Sylvia Keller Williams Key West Compass Realty

    29544 Independence Ave, Big Pine Key, FL 33043
  • 701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042
    /52

    $410,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042

    Vacation Rental Property with Transient Rentals Allowed! Welcome to the epitome of comfort and convenience in this Palm Harbor fully furnished two-bedroom, two-bath home located within the highly desirable Venture Out Community. This immaculate home is nestled around tropical landscaping with a relaxing patio out back. Step into the open concept living room and well-equipped eat-in kitchen,

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 635, Cudjoe Key, FL 33042
  • 31226 Hollerich Dr, Big Pine Key, FL 33043
    31226 Hollerich Dr, Big Pine Key, FL 33043
    31226 Hollerich Dr, Big Pine Key, FL 33043
    /31

    $809,000

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

    31226 Hollerich Dr, Big Pine Key, FL 33043

    Buy a slice of the Florida Keys with this sturdy CBS 2-2 located in one of the most convenient locations available! Boating is a short ride to Bogie channel which offers easy access to both the Gulf of Mexico and the Atlantic! World-class fishing at your fingertips! Also nearby is Big Pine Park, and many amenities like the Winn-Dixie shopping center. More about the house; the first floor

    Wyatt Tucker Action Keys Realty of the Lower FL Keys LLC

    31226 Hollerich Dr, Big Pine Key, FL 33043
  • 31124 Avenue C, Big Pine Key, FL 33043
    31124 Avenue C, Big Pine Key, FL 33043
    31124 Avenue C, Big Pine Key, FL 33043
    /29

    $639,900

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    31124 Avenue C, Big Pine Key, FL 33043

    Welcome to an inviting, well-priced island home in Big Pine Key, perfectly suited for families, military buyers, or anyone seeking relaxed Florida Keys living with modern upgrades already done. This beautifully renovated 2-bedroom, 2-bath home was thoughtfully updated in 2024 and blends comfort, privacy, and tropical charm.Inside, you'll find new luxury vinyl flooring throughout, a refreshed

    Dawn McComish Lokation Real Estate

    31124 Avenue C, Big Pine Key, FL 33043
  • 744 Blackbeard Rd, Summerland Key, FL 33042
    744 Blackbeard Rd, Summerland Key, FL 33042
    744 Blackbeard Rd, Summerland Key, FL 33042
    /39

    $799,000

    • 2 Beds
    • 2 Baths
    • 984 Sq Ft

    744 Blackbeard Rd, Summerland Key, FL 33042

    Welcome to your piece of Keys living in this charming 2 bedroom, 2 bathroom home in Little Torch Key on the ocean side. Enjoy a lovely west-facing screen porch overlooking the canal for a quiet morning coffee or to view the colors of the evening sunset. This fully fenced stilted modular home offers direct boating access to Pine Channel and Newfound Harbour for some of the best boating in the

    Debra Farrell Island Welcome Real Estate

    744 Blackbeard Rd, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042
    /46

    $409,000

    • 2 Beds
    • 1 Bath
    • 833 Sq Ft

    701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042

    This charming and meticulously maintained property is perfect for anyone looking to start enjoying the tropical paradise of the Florida Keys. It comes fully furnished with a cozy coastal style and features 1 bedroom, 1 bathroom, and an enclosed patio area with a pull-out bed and living area. The living room is bright and spacious, while the kitchen is open and easily accessible for entertaining

    Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 140, Cudjoe Key, FL 33042
  • 1331 Hudgins Dr, Summerland Key, FL 33042
    1331 Hudgins Dr, Summerland Key, FL 33042
    1331 Hudgins Dr, Summerland Key, FL 33042
    /22

    $1,150,000 Open Sat 11AM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft

    1331 Hudgins Dr, Summerland Key, FL 33042

    Construction Location & Orientation A Beautifully Appointed Canal Front Fortress All Concrete: Floors Walls Stairs Walk-Around Ramp Driveway Deck & Seawall. All Solar Glazed and Insulated Impact windows Enter the Unique Palm Tree Stained-glass Impact door to 24-inch Travertine floors and Nine-foot ceilings throughout. The Master Bedroom has French doors with a Tropical Stained-Glass Floral

    Camilo Perez Home Sold Realty, LLC

    1331 Hudgins Dr, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042
    /68

    $879,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042

    This Truly Spectacular Oceanfront Property offers the ultimate waterfront lifestyle and is a one of a kind, featuring an impressive 98' seawall. Designed to capture the best of coastal living, the property combines 72' of concrete seawall along a protected canal with 26' of direct Atlantic Ocean Frontage, delivering both tranquility and open-ocean beauty. A waterfront lovers dream, the canal side

    Kim Babenzien Expert Realty LLC (HQ)

    701 Spanish Main Dr Unit 265, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042
    /27

    $350,000

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042

    Canal-front opportunity in Venture Out! This 1 bedroom / 1 bath property offers a 17' seawall and endless potential for future use. Whether you're envisioning a personal Keys retreat or re-imagining the space as an RV lot, this property provides flexibility in a highly desirable, gated waterfront community. Enjoy all Venture Out amenities including marina access, boat ramp, pools, recreational

    Bea Evelyn Citron Compass Florida, LLC

    701 Spanish Main Dr Unit 566, Cudjoe Key, FL 33042
  • 27821 Leeward South Rd, Little Torch Key, FL 33042
    27821 Leeward South Rd, Little Torch Key, FL 33042
    27821 Leeward South Rd, Little Torch Key, FL 33042
    /32

    $1,125,000

    • 2 Beds
    • 2 Baths
    • 1,175 Sq Ft

    27821 Leeward South Rd, Little Torch Key, FL 33042

    ***OPEN HOUSE*** Saturday March 28th 10am-12pm. Location Location Location! This property offers lots of space, tons of privacy and stunning views. This home is situated on 2.38 acres of land with breathtaking open water views. Walk on to your newly refinished composite stairs to a walk around porch. Making access to the exterior of the home super easy. Interior layout is a large open floor plan

    Tracy Shields KeyIsle Realty

    27821 Leeward South Rd, Little Torch Key, FL 33042
  • 701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042
    /75

    $915,000 Open Fri 10:30AM - 1:30PM

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042

    This is the house for your boat!ENDLESS OCEANFRONT LIVING - 47' SEAWALLWake up every morning to sweeping sunrises & unobstructed views of the turquoise Atlantic at this extraordinary one-of-a-kind, oceanfront residence. The 'Crown Jewel of the Ocean' located just 19 miles from Key West, this beautifully appointed 2-bedroom, 2-bath mid-rise home offers front-row seats to the water & an unmatched

    Lanny Gardner Bluescape Real Estate

    701 Spanish Main Dr Unit 47, Cudjoe Key, FL 33042
  • 29313 Coconut Palm Dr, Big Pine Key, FL 33043
    29313 Coconut Palm Dr, Big Pine Key, FL 33043
    29313 Coconut Palm Dr, Big Pine Key, FL 33043
    /41

    $649,000

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

    29313 Coconut Palm Dr, Big Pine Key, FL 33043

    Welcome to this beautifully maintained home that offers comfort, convenience, and the quintessential Keys lifestyle. Equipped with impact windows and doors, a durable metal roof, plantation shutters, and low insurance rates, this home provides peace of mind and enduring value. The newly renovated kitchen is bathed in natural light and thoughtfully designed to cater to both everyday living and

    Scott Brisson KeyIsle Realty

    29313 Coconut Palm Dr, Big Pine Key, FL 33043
  • 1163 de Lussan Ln, Summerland Key, FL 33042
    1163 de Lussan Ln, Summerland Key, FL 33042
    1163 de Lussan Ln, Summerland Key, FL 33042
    /61

    $1,675,000

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

    1163 de Lussan Ln, Summerland Key, FL 33042

    Are you dreaming of your own personal paradise? Look no further than this stunning property in the highly sought after Cutthroat Harbor Estates. With features that check off every box on your list, this home is truly a gem. Enjoy the luxury of CBS construction and a spacious 9000 sq. ft. lot. The 65' dock has been newly resurfaced with composite decking and comes equipped with a 10k lb boat lift

    Jan Fritz Coldwell Banker Schmitt RE Co.

    1163 de Lussan Ln, Summerland Key, FL 33042
  • 1634 Lantana Ln, Big Pine Key, FL 33043
    1634 Lantana Ln, Big Pine Key, FL 33043
    1634 Lantana Ln, Big Pine Key, FL 33043
    /41

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    1634 Lantana Ln, Big Pine Key, FL 33043

    Custom-built 2-bedroom, 2-bathroom home (1987) situated on a boating canal in the sought-after Eden Pines neighborhood of Big Pine Key where the Key Deer roam. Short stilted home located on a 6,000 sq. ft. lot the property offers 60 feet of concrete seawall ideal for your boat of choice, with excellent boating access via Pine Channel. Boaters should note two bridges en route with approximate

    Michele Adams Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

    1634 Lantana Ln, Big Pine Key, FL 33043
  • 3856 Donna Rd, Big Pine Key, FL 33043
    3856 Donna Rd, Big Pine Key, FL 33043
    3856 Donna Rd, Big Pine Key, FL 33043
    /28

    $758,000

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    3856 Donna Rd, Big Pine Key, FL 33043

    30k Price Improvement, Priced to SELL, Motivated Seller, Bring all Offers. Sportsman Paradise. 2 Bedroom House with Permitted Concrete BOAT RAMP, concrete sea wall, concrete fish cleaning table with Permitted downstairs bathroom. Real short idle to open water. Back country fishing, lobster diving/snorkel and stone crabs right in your back yard. Easy access to to Atlantic & Looe Key. Lots of

    Alan Ballas Alan Ballas Realty

    3856 Donna Rd, Big Pine Key, FL 33043
  • 701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042
    /21

    $575,000

    • 2 Beds
    • 2 Baths
    • 861 Sq Ft

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

    Affordable piece of paradise! Fully furnished, 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. All new furnishings included! 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

    Mary Conklin Action Keys Realty of the Lower FL Keys LLC

    701 Spanish Main Dr Unit 444, Cudjoe Key, FL 33042
  • 30920 Baileys Ln, Big Pine Key, FL 33043
    30920 Baileys Ln, Big Pine Key, FL 33043
    30920 Baileys Ln, Big Pine Key, FL 33043
    /46

    $699,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    30920 Baileys Ln, Big Pine Key, FL 33043

    Discover the perfect blend of coastal living and convenience in this CBS-built home offering exceptional access to open water--just minutes to both the Gulf and the Atlantic. Situated on a spacious double lot, the property includes a 30 ft. Step down boat slip cut in, ideal for docking your boat and enjoying effortless days on the water.Designed for seamless indoor-outdoor living, the home

    Deni Heintzelman KeyIsle Realty

    30920 Baileys Ln, Big Pine Key, FL 33043
  • 701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042
    /37

    $879,000

    • 2 Beds
    • 2 Baths
    • 861 Sq Ft

    701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042

    VACATION RENTAL OPPORTUNITY - OPEN WATER VIEWS + 43' DOCK - 2BR/2BA | 864 SQ. FT.Beautifully maintained 2-bedroom, 2-bath waterfront home offering open water views and excellent rental potential. This 864 sq. ft. property features a 43-foot dock with quick access to world-class boating, fishing, and diving in the Florida Keys. Ideal for investors or owners seeking a turn-key vacation rental

    Jamie Caudill Lokation Real Estate

    701 Spanish Main Dr Unit 512, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
    /55

    $925,000

    • 2 Beds
    • 1 Bath
    • 806 Sq Ft

    701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042

    ********Nightly Licensed Transient Rental!!!********This amazing, two bedroom / one bathroom, open water front, nightly transient rental is ready for you to enjoy both the beauty of this location and the income off the nightly rental license. The floor plan makes the open water views as its main focus. Cook the catch of the day overlooking the waters that you just caught that prized fish in. Sit

    Bobby Coe RE/MAX Keys Connection (KW)

    701 Spanish Main Dr Unit 49, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042
    /54

    $799,000

    • 2 Beds
    • 2 Baths
    • 640 Sq Ft

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

    Luxurious Waterfront Living - Welcome to your perfect coastal oasis in the sought-after community of Venture Out! This contemporary high-rise boasts million-dollar views from every angle, including a screened patio for ultimate enjoyment. With an outside elevator providing easy access, this stunning home features a serene primary suite with stylish decor and a beautiful walk-in shower in the

    Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 97, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 437, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 437, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 437, Cudjoe Key, FL 33042
    /56

    $579,900

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 437, Cudjoe Key, FL 33042

    Introducing an exceptional waterfront investment opportunity in the heart of the Florida Keys! This beautifully remodeled waterfront home in the highly desirable gated community of Venture Out on Cudjoe Key is zoned for minimum one-day vacation rentals, making it an ideal choice for investors or those seeking a turnkey coastal retreat. Step inside and you'll immediately appreciate the home's

    Melissa Graham Bluescape Real Estate

    701 Spanish Main Dr Unit 437, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
    /59

    $535,000

    • 2 Beds
    • 2 Baths
    • 860 Sq Ft

    701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042

    Oceanfront Paradise Awaits! Unit 247 in Venture Out experience the epitome of Florida living in this charming, fully furnished two-bedroom, two-bathroom mobile home nestled within an exclusive gated community. Enjoy breathtaking ocean views and direct access to the water from your private 17 ft seawall. Community amenities include a boat ramp and boat washdown station after returning from a day

    Amanda Taylor Bluescape Real Estate

    701 Spanish Main Dr Unit 247, Cudjoe Key, FL 33042
  • 31364 Avenue J, Big Pine Key, FL 33043
    31364 Avenue J, Big Pine Key, FL 33043
    31364 Avenue J, Big Pine Key, FL 33043
    /31

    $925,000

    • 2 Beds
    • 2 Baths
    • 1,291 Sq Ft

    31364 Avenue J, Big Pine Key, FL 33043

    Open Waterfront Double Lot with Protected Boating and Endless PossibilitiesDiscover the best of Florida Keys waterfront living on this spacious double lot located on a quiet street on the open water with 150 feet of protective canal frontage with seawall, this property offers direct boating access to both the backcountry and the Atlantic Ocean and is only one lot in from the mouth of the canal

    Tara Thoman-Wood,P.A. Berkshire Hathaway HomeServices Knight & Gardner Realty

    31364 Avenue J, Big Pine Key, FL 33043
  • 701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042
    /39

    $899,000

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042

    Enjoy open water views and instant boating access from this transiently licensed, turn-key retreat in Venture Out Resort, just 20 minutes from Key West. Built in 2021, this modern 2-bedroom, 2-bath oceanfront home combines sleek design with comfort and quality craftsmanship. Step inside to discover 9ft ceilings, leather-finish granite countertops, and high-end finishes throughout. The home comes

    The Spottswood Team Truman & Co. (KW)

    701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042
  • 3943 Venna Rd, Big Pine Key, FL 33043
    3943 Venna Rd, Big Pine Key, FL 33043
    3943 Venna Rd, Big Pine Key, FL 33043
    /22

    $695,000

    • 2 Beds
    • 2 Baths
    • 936 Sq Ft

    3943 Venna Rd, Big Pine Key, FL 33043

    Welcome to your island retreat in the sought-after community of Port Pine Heights on Big Pine Key. This charming stilted waterfront home offers quick boating access to Pine Channel, perfect for those who love life on the water. Families are drawn to this serene neighborhood for its privacy, friendly Key Deer, and close proximity to No Name Key, as well as the sparkling beaches and crystal-clear

    Thomas Carden Keys to the Coast Real Estate LLC

    3943 Venna Rd, Big Pine Key, FL 33043
  • 19512 Aztec St, Summerland Key, FL 33042
    19512 Aztec St, Summerland Key, FL 33042
    19512 Aztec St, Summerland Key, FL 33042
    /76

    $859,999

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

    19512 Aztec St, Summerland Key, FL 33042

    Motivated seller! Bring all Reasonable offers 2 bedrooms, 1.5 baths with a 500sq ft screened lanai in the main building. There are 2 additional buildings that could be used as offices or bedrooms. Custom Pool with jacuzzi and swim jet. Completely remodeled in 2020 with new roof, new A/C. Located in the established Indian Mound Estates neighborhood w/ Access to private boat ramp with cabana and

    Nick Boumerhi Meyer and Boumerhi Realty LLC

    19512 Aztec St, Summerland Key, FL 33042
  • 25368 2nd St, Summerland Key, FL 33042
    25368 2nd St, Summerland Key, FL 33042
    25368 2nd St, Summerland Key, FL 33042
    /57

    $1,495,000

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    25368 2nd St, Summerland Key, FL 33042

    Experience the perfect blend of character, durability, and Keys style at this quintessential cottage on the oceanside of Summerland Key. This thoughtfully crafted home welcomes you with the warmth of original Miami-Dade cypress floors and soaring ceilings that fill the interior with a sense of openness and timeless charm. Designed for peace of mind, the property boasts a metal roof, Hardie board

    Ally Kelley Ocean Sotheby's International Realty

    25368 2nd St, Summerland Key, FL 33042
  • 31541 Avenue A, Big Pine Key, FL 33043
    31541 Avenue A, Big Pine Key, FL 33043
    31541 Avenue A, Big Pine Key, FL 33043
    /30

    $519,000

    • 2 Beds
    • 1 Bath
    • 1,253 Sq Ft

    31541 Avenue A, Big Pine Key, FL 33043

    Welcome to this Key West-style home located on Big Pine Key! Situated on a generous 7500 square-foot fully fenced lot, this property offers ample space for parking and storage, making it a perfect island retreat for those looking to escape the hustle and bustle. As you step inside, you'll be greeted by the cozy charm of two bedrooms and a well-appointed bathroom, providing a comfortable living

    Melissa Graham Bluescape Real Estate

    31541 Avenue A, Big Pine Key, FL 33043
  • 813 Hawksbill Ln, Summerland Key, FL 33042
    813 Hawksbill Ln, Summerland Key, FL 33042
    813 Hawksbill Ln, Summerland Key, FL 33042
    /51

    $910,000

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

    813 Hawksbill Ln, Summerland Key, FL 33042

    Charming 2BR/2BA Keys home on Upper Sugarloaf. FULL HOUSE GENERATOR WITH TRANSFER SWITCH,Built on sturdy concrete pilings with Hardie board siding and a metal roof, Large workshop, storage space on first level with Laundry room, this three-story retreat of island living. Inside, you’ll find bright, cozy interiors with bamboo and ceramic tile floors and open living spaces for the relaxed Keys

    Guadalupe Perez Douglas Elliman

    813 Hawksbill Ln, Summerland Key, FL 33042
  • 701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
    /49

    $329,000

    • 2 Beds
    • 1 Bath
    • 738 Sq Ft

    701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042

    BACK ON MARKET WITH UPDATES DONE on this charming 2 bedroom, 1 bathroom property in Venture Out. Take a look at this listing with all the updates to make this a cozy home or potential to become a profitable investment property or a relaxing weekend getaway in the highly coveted Venture Out Community in Cudjoe Key. This property boasts a great kitchen with newer appliances, plenty of counter

    Jan Fritz Coldwell Banker Schmitt RE Co.

    701 Spanish Main Dr Unit 641, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042
    /24

    $580,175

    • 2 Beds
    • 2 Baths
    • 816 Sq Ft

    701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042

    Licensed Nightly Rental Property!! Discover island living at 701 Spanish Main Dr, Unit 79 in Cudjoe Key, FL. This charming property offers an unbeatable opportunity for investors or those seeking a tranquil retreat. Currently operating as a successful vacation rental, this home is perfectly positioned to generate income or serve as your own private oasis. This property promises both convenience

    Sarah Dolson Keller Williams Key West Compass Realty

    701 Spanish Main Dr Unit 79, Cudjoe Key, FL 33042
  • 701 Spanish Main Dr Unit 335, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 335, Cudjoe Key, FL 33042
    701 Spanish Main Dr Unit 335, Cudjoe Key, FL 33042
    /25

    $569,700

    • 2 Beds
    • 1 Bath
    • 718 Sq Ft

    701 Spanish Main Dr Unit 335, Cudjoe Key, FL 33042

    Licensed nightly rental. Brand new raised Sea Wall!! Discover island living at 701 Spanish Main Dr, Unit 335 in Cudjoe Key, FL. 2Bd/1Ba successful vacation rental located in a premium location on the water with open water views and features a 35' concrete seawall for docking a boat. Dock is equipped with dock posts, cleats, water, and storage. Large patio space to enjoy paradise overlooking the

    Sarah Dolson Keller Williams Key West Compass Realty

    701 Spanish Main Dr Unit 335, Cudjoe Key, FL 33042
  • 2231 Middle Torch Rd, Summerland Key, FL 33042
    2231 Middle Torch Rd, Summerland Key, FL 33042
    2231 Middle Torch Rd, Summerland Key, FL 33042
    /36

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,420 Sq Ft

    2231 Middle Torch Rd, Summerland Key, FL 33042

    Opportunities like this are few and far between. This extraordinary offering includes two adjoining 2.5-acre parcels, totaling 5 acres of land -- Truly a rare find in the Florida Keys. Each lot measures 110 x 990 feet, offering an abundance of space, privacy, and potential.The property features two dwellings -- a single-family residence and a manufactured dwelling on the other -- each with 1

    Stephany Duvall Engel & Volkers Marathon

    2231 Middle Torch Rd, Summerland Key, FL 33042

Showing Results 41 - 80, Page 2 of 3

Florida Monroe County Summerland Key

2-Bedroom Homes for Sale in Summerland Key, FL

How to Buy a Home How to Finance a Home How to Sell a Home

In Summerland Key, there are currently 90 2-bedroom homes for sale. Offering versatile living spaces ideal for small families, roommates, or those in need of extra space for a home office or guest room, these properties strike a balance between affordability and functionality. Whether you're in search of a cozy townhouse, a spacious condo, or a charming single-family home, there are options to suit your preferences. Explore the selection of 2-bedroom homes for sale in Summerland Key, FL and find the perfect place to call home.

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