189

Homes for Sale near Big Pine Academy

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  • /51

    $1,420,000

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    30890 Granada Ave, Big Pine Key, FL 33043

    Welcome to your tropical oasis--where the true spirit of the Florida Keys comes to life. This spacious 3-bedroom waterfront home blends casual island style with relaxed coastal living, offering 1,764 square feet designed for comfort and ease. High ceilings lined with tongue-and-groove wood immediately set the island tone as you enter the open living space. The kitchen flows seamlessly into the

    Sunnie San Lorenzo KeyIsle Realty

    30890 Granada Ave, Big Pine Key, FL 33043
  • /110

    $2,800,000 New Construction

    • 3 Beds
    • 3 Baths
    • 2,100 Sq Ft

    1553 Sunrise Dr, Big Pine Key, FL 33043

    Walk into this luxurious palace with captivating open water views. Light colors accenting the beautiful interior with matching large porcelain floors enhancing the large windows bringing the natural light inside. Gourmet kitchen for any chef to create great memories viewing the sunsets. Open patio with a great view of the pool and the outdoor entertaining areas. Three roomy suites for your family

    Barbara Eads Barbara Eads Realty

    1553 Sunrise Dr, Big Pine Key, FL 33043
  • /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
  • /7

    $799,990

    • Land
    • 0.18 Acre
    • $4,444,389 per Acre

    28525 Jolly Roger Dr, Little Torch Key, FL 33042

    RARE opportunity to own a build ready canal front lot in the heart of Little Torch Key. Tucked away on a quiet dead end road near the end of the island, this prime waterfront parcel offers the best of both worlds! Open water views from the front and a deep canal with seawall along the back. Enjoy unobstructed ocean and sky views from your front porch with no homes across the street ever, creating

    Fazana Haniff FHG Realty, LLC.

    28525 Jolly Roger Dr, Little Torch Key, FL 33042
  • /50

    $1,375,000 Open Sat 10AM - 12PM

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

    27414 Guadaloupe Ln, Ramrod Key, FL 33042

    Pride of ownership makes this house a home buyer's dream. This 3 bed, 2 bath, 1492sf home sits on an oversized fully fenced lot with beautiful landscaping, 14x32 heated, saltwater pool, large screened porch w/stairs to the pool & outdoor living space offering a private retreat for you to enjoy the laid-back Florida Keys lifestyle. Located in Breezeswept Beach Estate in Ramrod Key, this home is

    Pamela Stangler Expert Realty LLC

    27414 Guadaloupe Ln, Ramrod Key, FL 33042
  • /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
  • /24

    $849,000

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

    853 Indies Rd, Summerland Key, FL 33042

    Move right into this well-maintained 3-bedroom, 2-bath canal front home, built in 2006 and cared for with pride. The bright, open layout features a split floor plan that offers comfortable space for everyday living and entertaining.The primary bedroom includes an en-suite bath and a versatile bonus room -- ideal for a home office, nursery, or cozy retreat. Step outside to enjoy peaceful canal

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

    853 Indies Rd, Summerland Key, FL 33042
  • /35

    $799,000

    • 3 Beds
    • 3 Baths
    • 1,224 Sq Ft

    3672 Fox St, Big Pine Key, FL 33043

    Discover a peaceful Keys escape on a quiet canal in Big Pine Key. This attractive 3-bedroom, 3-bath home blends relaxed, nature-forward living with modern comforts.Bright, open living area with high ceilingsUpdated kitchen with stainless steel appliances, granite counters, and ample cabinetry. Private master suite with en-suite bath and direct balcony access.Two additional bedrooms ideal for

    Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    3672 Fox St, Big Pine Key, FL 33043
  • /25

    $695,000

    • Land

    28587 Peg Leg Rd Little Torch Aly, Little Torch Key, FL 33042

    Vacant Land on Canal waiting on permit 41.5 points today for a 3497 sq.foot house with a roof top area. Permit number# SFDUP -2025-0096 Four-bedroom three-bathroom house. Builder will build for the buyer price and terms to be negotiated Dock and plans are included. Ranked for next quarter to be delivered a permit. Pictures shown as built house.

    Barbara Eads Barbara Eads Realty

    28587 Peg Leg Rd Little Torch Aly, Little Torch Key, FL 33042
  • /18

    $1,499,000 New Construction

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

    27374 Guadaloupe Ln, Summerland Key, FL 33042

    New Construction coming Fall 2026. Step into the laid-back charm of the Florida Keys with this spacious 1,500 sqft home, perfectly situated along a peaceful boating canal in the Lower Keys, a short boat ride out to Looe Key Reef. 12x22 Swimming Pool and luscious landscaping.Inside the home: An open, airy floor plan that allows you to spread out and personalize your living space. A seamless

    Nick Boumerhi Meyer and Boumerhi Realty LLC

    27374 Guadaloupe Ln, Summerland Key, FL 33042
  • /31

    $624,900

    • 3 Beds
    • 2 Baths
    • 1,218 Sq Ft

    30023 Pine Channel Rd, Big Pine Key, FL 33043

    Discover tranquil Keys living at 30023 Pine Channel Rd, a charming 3-bedroom, 2-bathroom home offering peaceful seclusion with effortless access to the Overseas Highway. Set on a generous lot and surrounded by mature, beautifully established trees, this property delivers the perfect blend of privacy, nature, and convenience.Step inside to find 1,218 sq ft of comfortable living space. The

    Sam Williams Coldwell Banker Schmitt Real Estate Co.

    30023 Pine Channel Rd, Big Pine Key, FL 33043
  • /2

    $85,000

    • Land

    Vacant Central Ave, Big Pine Key, FL 33043

    Tier 2 parcel with potential eligibility for ROGO points toward future building permits in Monroe County. Buyer to verify ROGO point availability and requirements with Monroe County. Adjacent lot is for sale MLS#618997

    Deni Heintzelman KeyIsle Realty

    Vacant Central Ave, Big Pine Key, FL 33043
  • /43

    $880,000

    • 2 Beds
    • 2 Baths
    • 1,292 Sq Ft

    3686 Gulfstream St, Big Pine Key, FL 33043

    Key Deer, Quick Access to Pine Channel, Canal Views & Updated Island Living: Your Florida Keys Dream Awaits!Imagine: breathtaking sunsets painting the sky, the gentle presence of Key Deer just outside your fence, and the tranquility of canal-front living in the heart of the National Key Deer Refuge. This charming 2-bedroom, 2-bathroom home offers a rare opportunity to live in harmony with nature

    Robert Smithwick Engel & Volkers Marathon

    3686 Gulfstream St, Big Pine Key, FL 33043
  • /52

    $3,899,000

    • 6 Beds
    • 6 Baths
    • 3,029 Sq Ft

    1557 Long Beach Dr, Big Pine Key, FL 33043

    Welcome to The Barnacle Bed and Breakfast, a rare oceanfront offering in Big Pine Key where island living meets income opportunity. This beautifully updated waterfront property allows you to live the Florida Keys lifestyle while hosting it or operate a turnkey hospitality investment in one of the most sought-after settings in the Lower Keys. The property has undergone an extensive renovation over

    Surelis Yanes Miami Portfolio Collection

    1557 Long Beach Dr, Big Pine Key, FL 33043
  • /66

    $2,795,000

    • 4 Beds
    • 5.5 Baths
    • 3,224 Sq Ft

    333 Indies Rd, Ramrod Key, FL 33042

    Spectacular sunset views from this custom-built, fully furnished 4-5 bedroom, 51/2 bath oceanside home in beautiful Breeze Swept Beach Estates. Situated on an oversized 10,500 sq. ft. fenced lot, the property offers plenty of parking for boats, RV's, and jet skis.This custom home features 3,224 sq. ft. under air and an additional 1,276 sq. ft. of sunset and sunrise viewing decks, including a

    Greg MacLaren Internet Realty of the Florida Keys

    333 Indies Rd, Ramrod Key, FL 33042
  • /32

    $2,100,000 New Construction

    • 5 Beds
    • 4 Baths
    • 2,886 Sq Ft

    662 Blackbeard Rd, Little Torch Key, FL 33042

    Pre-Construction Luxury Home | Jolly Roger EstatesIntroducing a rare pre-construction opportunity in the desirable waterfront community of Jolly Roger Estates. This CBS-built, fortress-like home is designed for durability, efficiency, and modern coastal living. The two-story floor plan offers 5 bedrooms, 4 bathrooms, and 2,886 square feet of living space, along with a spacious downstairs storage

    Lanny Gardner Bluescape Real Estate

    662 Blackbeard Rd, Little Torch Key, FL 33042
  • /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
  • /49

    $950,000

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

    29175 Aster Ln, Big Pine Key, FL 33043

    Discover exceptional Florida Keys living in this impeccably kept 3-bedroom, 2-bath waterfront residence on Big Pine Key featuring direct, bridge-free access to Pine Channel--an authentic boater's paradise. Built for performance, longevity, and security, this property includes a metal roof, impact-resistant windows and doors, Hardie Board siding plus solar panels delivering reduced energy costs,

    Scott Brisson KeyIsle Realty

    29175 Aster Ln, Big Pine Key, FL 33043
  • /45

    $1,775,000

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft

    31253 Hibiscus Dr, Big Pine Key, FL 33043

    Experience the quintessential Florida Keys waterfront lifestyle from this open-water, 3-bedroom, 2-bathroom concrete home nestled along Big Pine Key's scenic Bogie Channel. This property boasts exceptional boating amenities, including two dedicated boat lifts and a convenient boat basin, ensuring effortless access to your vessels. Enjoy swift journeys, reaching the Atlantic in just two minutes or

    Lara Hanousek Platinum Purpose Real Estate, LLC

    31253 Hibiscus Dr, Big Pine Key, FL 33043
  • /24

    $399,000

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft

    27735 Sea Whip St, Summerland Key, FL 33042

    Amazing opportunity to own a canal-front 2-bedroom, 2-bath home in Coral Shores Estates. Tucked away in a quiet subdivision, this waterfront property is conveniently located just minutes from a public boat ramp, restaurants, and shopping. Whether you are looking for a full-time residence, vacation getaway, or investment opportunity, this home offers an affordable way to enjoy the true island

    Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

    27735 Sea Whip St, Summerland Key, FL 33042
  • /57

    $1,900,000

    • 4 Beds
    • 3 Baths
    • 1,964 Sq Ft

    27385 Saint Lucie Ln, Summerland Key, FL 33042

    Tropical Keys Oasis -- Waterfront Luxury LivingCome experience this one-of-a-kind tropical oasis that feels like living at a Keys resort. Surrounded by lush landscaping, vibrant grass is the backdrop for nine coconut palms, five banana trees, two mango trees, and an avocado tree, this property bursts with natural beauty. Vibrant bougainvillea archways create a stunning entry to one of the most

    Amedeo Belmonte William Raveis Florida LLC

    27385 Saint Lucie Ln, Summerland Key, FL 33042
  • /34

    $494,500

    • 2 Beds
    • 2 Baths
    • 930 Sq Ft

    30950 Witters Ln, Big Pine Key, FL 33043

    Beautifully remodeled concrete home with impact windows on a generous lot in a quiet, private area of Big Pine Key in Doctor's Arm. This unique 2-bedroom, 2-bath residence offers a flexible layout that may appeal to those seeking separate living areas under one roof. The home features two distinct living spaces, each with its own kitchen and bathroom, providing versatility for extended family,

    Wiebke Westedt Lokation

    30950 Witters Ln, Big Pine Key, FL 33043
  • /11

    $650,000

    • Land

    775 Pirates Rd, Summerland Key, FL 33042

    Rare opportunity in Jolly Roger Estates on Little Torch Key. This 6,000 sq. ft. cleared and build-ready lot comes with two ROGO exemptions, allowing for immediate construction. The property features 60 feet of east-facing waterfront with a concrete dock, step-down, and davits already in place. Central sewer is connected. Located on a clean, deep canal (approx. 3 ft. control depth) with quick open

    Melissa Gibbins Expert Realty LLC (HQ)

    775 Pirates Rd, Summerland Key, FL 33042
  • /23

    $730,000

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

    74 Pelican Ln, Big Pine Key, FL 33043

    Completely remodeled property with a new roof installed in 2024, new flooring, termite treatment completed in 2025, fully furnished, and ideally located just 30 minutes from Key West. It's close to restaurants, schools, beaches, recreational facilities, and everything you need for a peaceful and enjoyable life. It also features an additional, fully finished game room with a separate entrance. The

    Yunior Molina My Realty Group, LLC.

    74 Pelican Ln, Big Pine Key, FL 33043
  • /30

    $510,000

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft

    30461 Poinciana Rd, Big Pine Key, FL 33043

    Charming home on an oversized double lot (12,500 sqft) in Big Pine Key. This 3-bedroom 2 bath home, with an office, features vaulted ceiling, brand new mini split air condition units and plenty of windows and French doors that allow light to fill the home. The large primary bedroom has a screened in porch off the back perfect for relaxing. Also, in the rear of the home is an attached, private 1/1

    Dorry Santiago Keller Williams Realty Profess

    30461 Poinciana Rd, Big Pine Key, FL 33043
  • /24

    $995,000

    • Land
    • 5 Acres
    • $199,000 per Acre

    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 currently features two dwellings -- a single-family residence and a manufactured dwelling on the other -- each

    Stephany Duvall Engel & Volkers Marathon

    2231 Middle Torch Rd, Summerland Key, FL 33042
  • /42

    $750,000

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    31033 Hibiscus Dr, Big Pine Key, FL 33043

    Nestled in the heart of Big Pine Key, this charming A-frame home offers classic Florida Keys character on an oversized DOUBLE LOT with canal frontage and excellent boating access to Bogie Channel. Built in 1973 and constructed with metal beams, this just-over-1,000-square-foot home blends durability with coastal charm. Additional highlights include an on-demand hot water heater, a seawall, and

    Karen Haack Coldwell Banker Schmitt RE Co.

    31033 Hibiscus Dr, Big Pine Key, FL 33043
  • /7

    $4,375,000 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 Marinucci Serhant Florida LLC - Delray Beach Office

    231 E Shore Dr Unit 6, Summerland Key, FL 33042
  • /46

    $695,000

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

    29172 Rose Dr, Big Pine Key, FL 33043

    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 sleek

    Deni Heintzelman KeyIsle Realty

    29172 Rose Dr, Big Pine Key, FL 33043
  • /37

    $1,485,000 Open Sun 11AM - 2PM

    • 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
  • /35

    $635,000

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    31315 Avenue B, Big Pine Key, FL 33043

    Welcome to this elevated 3-bedroom, 2-bath home located in a quiet neighborhood in Big Pine Key. This well-maintained property features an open concept living and kitchen area, perfect for comfortable everyday living and entertaining. All three bedrooms are generously sized, and each includes its own walk-in closet. Impact-rated windows and doors provide added security and storm protection.

    Keys Team Bryant and Kat Expert Realty LLC (HQ)

    31315 Avenue B, Big Pine Key, FL 33043
  • /52

    $1,449,000

    • 3 Beds
    • 3 Baths
    • 1,820 Sq Ft

    845 Pirates Rd, Summerland Key, FL 33042

    Discover waterfront living in Jolly Roger Estates on Little Torch Key. This beautifully maintained 3 bedroom, 3 bathroom canal-front home offers quick boating access to open water, making it ideal for fishing and island adventures.Designed for the Florida Keys lifestyle, the property features a private pool, tiki hut, and spacious outdoor entertaining areas overlooking the canal. Boaters will

    Sandra Dolowy KeyIsle Realty

    845 Pirates Rd, Summerland Key, FL 33042
  • /73

    $1,099,000

    • 5 Beds
    • 2 Baths
    • 1,888 Sq Ft

    3836 No Name Rd, Big Pine Key, FL 33043

    Introducing No Name Retreat - Rare waterfront opportunity with exceptional development potential featuring 140 feet of direct water frontage and expansive 14,420 sq ft lot. The property currently includes a full duplex plus an additional buildable vacant lot, offering endless possibilities for investors, builders, or someone looking for extra room next door. Live on the water while generating

    Saara Staten Engel & Volkers Marathon

    3836 No Name Rd, Big Pine Key, FL 33043
  • /2

    $95,000

    • Land

    Lot 7 Hibiscus St, Big Pine Key, FL 33043

    One of the cheapest waterfront lots in the Keys with great boating access directly from your property. Located in the beautiful nature preserve area of Big Pine Key, where nature and water actives are paramount. This lot is only 10 houses away from the open water, just minutes to our famous blue waters, fishing, diving and water actives that the Florida Keys are famous for. Many possibilities

    Pamela Stangler Expert Realty LLC

    Lot 7 Hibiscus St, Big Pine Key, FL 33043
  • /26

    $1,080,000 Open Sun 10AM - 12PM

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

    27350 Barbados Ln, Ramrod Key, FL 33042

    Welcome to your slice of paradise in the Lower Florida Keys! This beautifully maintained 3-bedroom, 2-bath canal-front home offers everything you need for island living -- whether you're looking for a full-time residence, vacation getaway, or investment property. Nestled on a spacious 6,000 sq ft lot, this home boasts: - Direct Canal Access - Ideal for boaters! Navigate easily to open water. -

    Jonathan Minerick Homecoin.com

    27350 Barbados Ln, Ramrod Key, FL 33042
  • /3

    $64,750

    • Land

    0 Lot 21 Aloha Dr, Little Torch Key, FL 33042

    ROGO Lot. Letter on hand from Monroe County granting 2 points

    Jenna Stauffer Ocean Sotheby's International Realty

    0 Lot 21 Aloha Dr, Little Torch Key, FL 33042
  • /2

    $299,000

    • Land

    28168 Julia Ave, Little Torch Key, FL 33042

    ROGO EXEMPT LOT! Build Now, No Waiting, Water Meter On Site, 6000 SF, Boat Ramp Within Walking Distance, Live The Dream. Single family home next door going on the market soon, buy both!

    Doug Addeo Regional Trust Corporation

    28168 Julia Ave, Little Torch Key, FL 33042
  • /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
  • /4

    $675,000

    • Land
    • 0.31 Acre
    • $2,177,419 per Acre

    2080 Coral Way, Big Pine Key, FL 33043

    Rare opportunity to own a stunning ocean view double lot with 107 feet of canal frontage in sought-after Big Pine Key! Currently #5 in ROGO, this prime property comes with approved building plans—available upon request. The spacious lot offers ample room for your dream home with direct canal access and breathtaking open-water views. Buyers may have the ability to modify the existing plans—please

    Kelly Acosta ARGO GROUP PROPERTIES LLC

    2080 Coral Way, Big Pine Key, FL 33043
  • /41

    $939,000

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

    29544 Independence Ave, Big Pine Key, FL 33043

    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 Channel Estates is a

    Jennifer Sylvia Keller Williams Key West Compass Realty

    29544 Independence Ave, Big Pine Key, FL 33043

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