Big Pine Key, FL Homes

/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
/28
$510,500 Sold Aug 14, 2025

31124 Avenue E, Big Pine Key, FL 33043
- 2 Beds
- 1 Bath
- 912 Sq Ft
- Built 1963
Last Sold Summary
- 3% Below List Price
- $560/SF
- 17 Days On Market
Current Estimated Value $528,131

Last Listing Agent Derrick Johnson Coco Plum Real Estate

31124 Avenue E, Big Pine Key, FL 33043

/49
Est $1,073,215 Not Listed For Sale

29569 Independence Ave, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- Built 1986
29569 Independence Ave, Big Pine Key, FL 33043

Last Sold Summary
- 7% Below List Price
- $1,141/SF
- 67 Days On Market
Last Sold Price $1,150,000

Last Listing Agent Donna Halstead Coldwell Banker Schmitt RE Co.

/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
/42
$749,000 Sold Sep 19, 2025

28009 Gulf Blvd, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- Built 1990
Last Sold Summary
- 6% Below List Price
- $743/SF
- 88 Days On Market
Current Estimated Value $735,393

Last Listing Agent Ian Calderwood Bluescape Real Estate

28009 Gulf Blvd, Big Pine Key, FL 33043

/25
Est $795,388 Not Listed For Sale

3980 Hall Rd, Big Pine Key, FL 33043
- 3 Beds
- 1 Bath
- 912 Sq Ft
- Built 1985
3980 Hall Rd, Big Pine Key, FL 33043

Last Sold Summary
- 3% Above List Price
- $850/SF
- 490 Days On Market
Last Sold Price $775,000

Last Listing Agent Angelina Will Berkshire Hathaway HomeServices Knight & Gardner Realty

/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
/18
$260,000 Sold Oct 17, 2025

31036 Avenue H, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 984 Sq Ft
- Built 1983
Last Sold Summary
- 38% Below List Price
- $264/SF
- 48 Days On Market
Last Listing Agent Jessica Celli Berkshire Hathaway HomeServices Knight & Gardner Realty

31036 Avenue H, Big Pine Key, FL 33043

/40
Est $1,144,701 Not Listed For Sale

215 W Cahill Ct, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 1,120 Sq Ft
- Built 1980
215 W Cahill Ct, Big Pine Key, FL 33043

Last Sold Summary
- 12% Above List Price
- $1,161/SF
- 61 Days On Market
Last Sold Price $1,300,000

Last Listing Agent Kathleen Gomez Coldwell Banker Schmitt RE Co.

/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
/2
$1,090,000 Sold Feb 25, 2026

30319 Falcon Ln, Big Pine Key, FL 33043
- 2 Beds
- 3 Baths
- 1,840 Sq Ft
- Built 1987
Last Sold Summary
- 4% Below List Price
- $592/SF
- 7 Days On Market
Current Estimated Value $1,124,950

Last Listing Agent Walter Ceballos, P.A. Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

30319 Falcon Ln, Big Pine Key, FL 33043

/47
Est $730,279 Not Listed For Sale

127 Lobstertail Rd, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,474 Sq Ft
- Built 1988
127 Lobstertail Rd, Big Pine Key, FL 33043

Last Sold Summary
- 6% Above List Price
- $468/SF
- 235 Days On Market
Last Sold Price $690,000

Last Listing Agent Lynn Slyman Century 21 Circle- Islamorada

/6
$49,000
- Land
- 1 Acre
- $49,000 per Acre
10 5th Ave, Big Pine Key, FL 33043

1 ACRE LOT IN Big Pine Key, LOCATED JUST SOUTH OF U.S. Route 1 – PEACEFUL, NATURAL SURROUNDINGS – RARE OPPORTUNITY.BEST PRICE ON THE MARKET! EXCELLENT LONG-TERM INVESTMENT! DON’T MISS THIS OPPORTUNITY!

Mason Gascot Knowledge Base Real Estate

10 5th Ave, Big Pine Key, FL 33043
/49
$1,150,000 Sold May 29, 2025

182 E Cahill Ct, Big Pine Key, FL 33043
- 3 Beds
- 3 Baths
- 2,168 Sq Ft
- Built 1999
Last Sold Summary
- 21% Below List Price
- $530/SF
- 104 Days On Market
Current Estimated Value $1,208,349

Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

182 E Cahill Ct, Big Pine Key, FL 33043

/22
Est $656,565 Not Listed For Sale

31167 Avenue G, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,528 Sq Ft
- Built 2005
31167 Avenue G, Big Pine Key, FL 33043

Last Sold Summary
- 9% Above List Price
- $393/SF
- 7 Days On Market
Last Sold Price $600,000

Last Listing Agent Rose Dell Keller Williams Key West Compass Realty

/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
/26
$750,000 Sold Dec 15, 2025

31463 Avenue G, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Built 2022
Last Sold Summary
- 21% Below List Price
- $595/SF
- 331 Days On Market
Current Estimated Value $761,398

Last Listing Agent Sandra Tuttle Island Welcome Real Estate

31463 Avenue G, Big Pine Key, FL 33043

/26
Est $758,282 Not Listed For Sale

2152 San Marco Dr, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 912 Sq Ft
- Built 1986
2152 San Marco Dr, Big Pine Key, FL 33043

Last Sold Summary
- 1% Above List Price
- $822/SF
- 88 Days On Market
Last Sold Price $750,000

Last Listing Agent David Kaufmann Century 21 Circle

/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
/3
$1,100,000 Sold Jul 25, 2025

30830 Watson Blvd Unit A & B, Big Pine Key, FL 33043
- 5 Beds
- 2 Baths
- 2,400 Sq Ft
- Built 1975
Last Sold Summary
- 12% Below List Price
- $458/SF
- 43 Days On Market
Current Estimated Value $1,190,333

Last Listing Agent Dave Wiley Coldwell Banker Schmitt Real Estate Co. (KW)

30830 Watson Blvd Unit A & B, Big Pine Key, FL 33043

/2
Est $632,755 Not Listed For Sale

31241 Avenue D, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,306 Sq Ft
- Built 2007
31241 Avenue D, Big Pine Key, FL 33043

Last Sold Summary
- 1% Below List Price
- $489/SF
Last Sold Price $638,000

Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

/49
$950,000 Open Fri 10AM - 12PM
- 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
/13
$310,000 Sold Apr 24, 2025

30455 Racoon Run, Big Pine Key, FL 33043
- 2 Beds
- 1 Bath
- 1,141 Sq Ft
- Built 1980
Last Sold Summary
- 37% Below List Price
- $272/SF
- 75 Days On Market
Current Estimated Value $490,020

Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

30455 Racoon Run, Big Pine Key, FL 33043

/22
Est $922,482 Not Listed For Sale

1557 Fern Ave, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,470 Sq Ft
- Built 1980
1557 Fern Ave, Big Pine Key, FL 33043

Last Sold Summary
- 2% Above List Price
- $640/SF
- 163 Days On Market
Last Sold Price $940,500

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

/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
/6
$100,000 Sold Apr 18, 2025

0 E Cahill Ct Unit 613745, Big Pine Key, FL 33043
- Land
Last Sold Summary
- 17% Below List Price
- 2 Days On Market
Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

0 E Cahill Ct Unit 613745, Big Pine Key, FL 33043

/101
Est $4,464,438 Not Listed For Sale

29433 Enterprise Ave, Big Pine Key, FL 33043
- 4 Beds
- 5 Baths
- 3,727 Sq Ft
- Built 2007
29433 Enterprise Ave, Big Pine Key, FL 33043

Last Sold Summary
- 5% Below List Price
- $1,261/SF
- 25 Days On Market
Last Sold Price $4,700,000

Last Listing Agent Lisa Swanson The Agency Florida Keys

/10
$100,000 Pending
- Land
BK 24 LT 2 Pandorea Ln, Big Pine Key, FL 33043

Discover this spacious waterfront corner Tier II Lot nestled in Eden Pines Colony. This lot has not yet entered the ROGO systems but is buildable and modulars are allowed.The sale of the property is subject to letters of administration/approval of the probate court.

Vanessa J Chamizo Coldwell Banker Schmitt Islamorada

BK 24 LT 2 Pandorea Ln, Big Pine Key, FL 33043
/49
$805,000 Sold Feb 02, 2026

3667 S Seas St, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 1,124 Sq Ft
- Built 1990
Last Sold Summary
- 12% Below List Price
- $716/SF
- 40 Days On Market
Current Estimated Value $823,899

Last Listing Agent Scott Brisson KeyIsle Realty

3667 S Seas St, Big Pine Key, FL 33043

/2
Est $873,079 Not Listed For Sale

3828 Gillott Rd, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,688 Sq Ft
- Built 1968
3828 Gillott Rd, Big Pine Key, FL 33043

Last Sold Summary
- 8% Below List Price
- $480/SF
Last Sold Price $810,000

Last Listing Agent Christina Parker Coldwell Banker Schmitt Lower Keys (KW)

/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
/59
$1,150,000 Sold Jun 05, 2025

28080 Curlew Ave, Big Pine Key, FL 33043
- 4 Beds
- 2 Baths
- 1,940 Sq Ft
- Built 1987
Last Sold Summary
- 42% Below List Price
- $593/SF
- 74 Days On Market
Current Estimated Value $1,185,043

Last Listing Agent Dawn McComish Lokation Real Estate

28080 Curlew Ave, Big Pine Key, FL 33043

/23
Est $935,709 Not Listed For Sale

1563 Lantana Ln, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
- Built 1989
1563 Lantana Ln, Big Pine Key, FL 33043

Last Sold Summary
- 2% Below List Price
- $652/SF
- 86 Days On Market
Last Sold Price $950,000

Last Listing Agent Doug Addeo Regional Trust Corporation

/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
/36
$1,018,000 Sold Sep 26, 2025

29185 Bougainvillea Ln, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 1981
Last Sold Summary
- 7% Below List Price
- $884/SF
- 85 Days On Market
Current Estimated Value $1,033,897

Last Listing Agent Christina Davis Coldwell Banker Schmitt RE Co.

29185 Bougainvillea Ln, Big Pine Key, FL 33043

/38
Est $686,382 Not Listed For Sale

29842 Journeys End Rd, Big Pine Key, FL 33043
- 2 Beds
- 2 Baths
- 1,040 Sq Ft
- Built 1989
29842 Journeys End Rd, Big Pine Key, FL 33043

Last Sold Summary
- 1% Above List Price
- $654/SF
- 36 Days On Market
Last Sold Price $680,000

Last Listing Agent Tracy Chacksfield Berkshire Hathaway HomeServices Keys Real Estate

/56
$494,500 Under Contract
- 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 Real Estate - Pompano Beach

30950 Witters Ln, Big Pine Key, FL 33043
/43
$675,000 Sold Sep 19, 2025

10 W Cook, Cook Island Key, FL 33043
- 3 Beds
- 1 Bath
- 1,162 Sq Ft
- Built 1978
Last Sold Summary
- 16% Below List Price
- $581/SF
- 118 Days On Market
Current Estimated Value $747,667

Last Listing Agent Lisa Ferringo Coldwell Banker Schmitt Real Estate Co

10 W Cook, Cook Island Key, FL 33043

/42
Est $718,017 Not Listed For Sale

29162 Camellia Ln, Big Pine Key, FL 33043
- 3 Beds
- 2 Baths
- 1,218 Sq Ft
- Built 1990
29162 Camellia Ln, Big Pine Key, FL 33043

Last Sold Summary
- 3% Above List Price
- $574/SF
- 11 Days On Market
Last Sold Price $699,000

Last Listing Agent Beata Sharpe Coldwell Banker Vanguard Realty

/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

Showing Results 241 - 280, Page 7 of 18

Florida Monroe County Big Pine Key

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Big Pine Key, FL Homes

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