Divider
Content Divider

Port Pine Heights Homes for Sale, Big Pine Key, Florida Keys

Researching this community? View previous sales at Port Pine Heights. Let one our Keys area experts help you out.

Total Listings 11
Order By:

$678,000
Big Pine Key
Port Pine Heights - MM: 29.00
4 Bed, 4 Baths, 1,584 SqFt Days Listed: 111
-1.60% ($11,000) 1 Price Change : Last Change 34 Days Ago
Duplex - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

FULL DUPLEX on Big Pine Key - a RARE find! 2 bedrooms and 1 bath on each side with a private screened balcony.This stilted duplex sits on a corner lot of 9200 square feet located in a quiet subdivision. Across the street is non-buildable land so plenty of privacy. Appliances included for each side - range, fridge, and washer/dryer.Two 30 amp RV connections and ample room for parking boat trailers or vehicles.Take advantage of the several parks located on Big Pine and also the nature lovers will enjoy the Blue Hole (a former rock quarry). Nearby are grocery and hardware stores, restaurants, post office, and drugstores.

$699,000
Big Pine Key
Port Pine Heights - MM: 29.00
2 Bed, 2 Baths, 912 SqFt Days Listed: 17
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Enjoy canal-front living in peaceful Port Pine Heights, where youre sure to see the diminutive key deer roaming daily. This 2BD/2BA home on a 7,963 sq. ft. corner lot is just two canals away from open water leading to calm, backcountry waters and the Content Keys, as well as the Atlantic for offshore activities. The interior is light and bright with a slight cathedral ceiling; the kitchen and bathrooms are updated, new impact-resistant windows and doors have been installed, and the staircase and entry porch were recently replaced. The large, covered porch is a wonderful spot for relaxing and marveling at the evening sky. The wood dock needs attention, which is reflected in the list price. Located on the open water and offering ever-changing sunsets is the Port Pine Heights Park on Joyce Rd. for owners and residents, a short walk away. Whether youre looking for a 2nd home or planning to become a Keys local, this is an excellent opportunity to purchase a canal-front home under $700,000.

$799,000
Big Pine Key
Port Pine Heights - MM: 29.00
2 Bed, 2 Baths, 1,008 SqFt Days Listed: 4
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Canal-Front Paradise in the Heart of the National Key Deer RefugeBig Pine Key, FloridaWelcome to your serene island escape! Nestled in the heart of the National Key Deer Refuge, this beautifully renovated two-bedroom, two-bath stilt home offers the perfect blend of modern comfort and natural beauty.Property Highlights:Canal-Front Property with ample space for a dock -- ideal for boating enthusiasts and water lovers.Fully renovated with tasteful, high-end updates throughout.Fully tiled home, including the spacious outdoor patio -- perfect for seamless indoor/outdoor living in the Keys.Gourmet kitchen featuring high-end appliances and thoughtful, modern finishes.Cozy fireplace to complement your evening gatherings.Fully furnished, including all televisions -- simply bring your suitcase and start living the Keys lifestyle.Bonus storage shed underneath for all your tools, gear, and water toys.Surrounded by miles of nature trails, right outside your door -- a paradise for hikers, birdwatchers, and wildlife enthusiasts. The famous Key Deer are plentiful in this area.Whether youre looking for a full-time residence, a seasonal escape, or a lucrative rental property, this property offers it all in one of the most unique and tranquil settings in the Florida Keys.Dont miss the chance to own a piece of paradise where nature meets luxury.

$799,900
Big Pine Key
Port Pine Heights - MM: 30.00
2 Bed, 2 Baths, 1,042 SqFt Days Listed: 17
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: 40ft.

Beautifully Renovated Single-Family Home in the Florida Keys This stunning 2-bedroom, 2-bathroom home with extra guess room downstairs, fully renovated in 2024, is perfect for fishing enthusiasts and those seeking a serene island lifestyle. The property boasts a 50-foot dock with no bridges to the ocean, ideal for quick access to the water. Located in a quiet neighborhood, this home features a 2018 roof and a brand-new AC installed in 2024. Rentals are permitted, making it a great investment opportunity. For a full-price offer, the home comes fully furnished, including all pool tables. Dont miss out on this dream home in the Keys! SELLER MOTIVATED!!Show: 24 Hour Notice; Alarm System; Call List Agent

$865,000
Big Pine Key
Port Pine Heights - MM: 29.00
3 Bed, 3 Baths, 1,068 SqFt Days Listed: 100
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.

Start Living the Keys Life in this well maintained 3-Bedroom Waterfront Home! With vacant land protected on three sides from building, your privacy and tranquility at this home have been established. The peaceful surroundings provide a perfect retreat, ensuring your ultimate relaxation. Inside, the home features pocket sliders that open up to a screened porch, blending the indoors with the lush tropical ambiance outside.Built with quality in mind, this property boasts impact windows and doors, along with a metal roof for added strength and durability. The ground-level enclosure offers abundant storage space, perfect for all your outdoor gear and equipment. Step out into the backyard and youll find a crystal clear canal with a low-maintenance composite dock, ideal for boating, fishing, or simply soaking up the sun. With a boat lift already in place, enjoy quick access to both the Atlantic Ocean and the Backcountry waters, making this the perfect home for water enthusiasts.Located in a desirable neighborhood, this home brings the best of Keys living. Dont miss out on this incredible opportunity, schedule your appointment today and start living the island life! 21ft Angler boat with Trailer available.

$948,000
Big Pine Key
Port Pine Heights - MM: 29.00
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 74
-3.17% ($31,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 24ft.

Welcome to your dream waterfront retreat! This 1,120 sq. ft. 2-bedroom, 2-bath home offers million-dollar open water views, with two sets of sliders from the dining area and living room leading to a spacious screened patio--perfect for enjoying stunning sunsets.Features include: 3 split A/C units for optimal comfort Wraparound walkway for easy access around the home812 sq ft downstairs enclosure 25-ft dock just seconds from Pine Channel--ideal for boating, fishing, and exploring the Content Keys Vacant lots on both sides for ultimate privacy✅ Walking distance to a scenic waterfront community park✅ Nearby bike paths for outdoor enthusiastsLaunch your boat and head to the Atlantic, explore nearby sandbars, or enjoy world-class fishing and lobstering. This home is a rare find for those seeking the perfect mix of adventure and tranquility.Dont miss this opportunity--schedule a viewing today!

$949,595
Big Pine Key
Port Pine Heights - MM: 29.00
2 Bed, 2 Baths, 1,292 SqFt Days Listed: 88
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: DavitsConcrete

Key Deer, 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 without sacrificing modern comfort.Spend your days boating, fishing, diving, or simply relaxing on your canal-side wrap around porch, soaking in the vibrant colors of the sunset. Key Deer sightings are a regular occurrence, making this property a true nature lovers paradise.Enjoy 50 feet of canal frontage with excellent boating access, a control depth of 3, and quick access to open water. Inside, soaring cathedral ceilings create a spacious and airy atmosphere. The updated kitchen features stainless steel appliances, granite countertops, and wood cabinets, flowing seamlessly onto the canal-side wrap around porch - perfect for morning coffee or evening cocktails. Upstairs offers a spacious private master suite with with a soaring ceiling, walk in closet and master bath with soaking tub. Downstairs is the second bedroom, guest bath, full size laundry room with lots of storage, kitchen, large dining area and living room.Meticulously updated for comfort and peace of mind, this home boasts impact windows, a new front door, a standing seam metal roof, and updated electrical. Durable Hardie board siding and facia protect the exterior of the home. The yard is fully fenced adding to the propertys appeal. Plus ample storage in the large enclosed lower level. Low insurance rates add to the value!Dont miss your chance to make this island dream a reality! Pre-qualification is available.

$988,000
Big Pine Key
Port Pine Heights - MM: 29.00
2 Bed, 2 Baths, 1,124 SqFt Days Listed: 72
-3.52% ($36,000) 3 Price Changes : Last Change 15 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift50ft.Concre

Your Florida Keys waterfront custom home awaits! Built to last with unwavering CBS construction, concrete beams, floors and ornate railings, this property will bring you years of enjoyment. Full Length of concrete seawall and a 10k lb. boatlift provide easy access to sandbars, snorkeling, restaurants and world class fishing. The securely fenced yard ensures pet owners and plant lovers a great outside space to enjoy the day. The yard is a blank canvas waiting for your personal tropical touches. Walking up to the living area, you are met with an open, airy atmosphere, cathedral ceilings, unique archways and a 10ft slider that connects you to more outside entertaining enjoyment. Over a year in the making, the tile floor consists of an eclectic array of shapes, sizes, colors and finishes, all hand selected and meticulously laid out to mosaic masterpiece in itself . Make your appointment to come see this today!

$995,000
Big Pine Key
Port Pine Heights - MM: 29.00
2 Bed, 2 Baths, 1,280 SqFt Days Listed: 74
-8.72% ($95,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift70ft.Concre

THIS IMPECCABLY RENOVATED CBS home is situated on a 7,350 sq. ft. lot with 70 concrete seawall, step-down dock and a recently added 10,000 lb. boat lift. Once inside, your eyes are drawn to the impressive new kitchen with quartz counters and the high cathedral ceiling throughout this 1,280 sq. ft. 2BD/2BA home. Numerous updates have been made since 2021, including renovations to both bathrooms, new flooring, updated decking and railings, and the installation of impact-resistant windows and doors, as well as a metal roof. The property features a convenient walk-around porch, covered parking and a storage enclosure; RV hook-up on the side, and a hot/cold outdoor shower. Adding to the privacy, the lots adjacent to and across the canal, as well as across the street, are government-owned. A short walk or bike ride and youll enjoy spectacular open water sunsets at the neighborhoods park for owners and residents, located at the west end of Kyle Blvd. and Joyce Rd. If youre interested, the furniture can be negotiable.

$1,999,000
Big Pine Key
Port Pine Heights - MM: 29.00
2 Bed, 2 Baths, 1,312 SqFt Days Listed: 60
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift75ft.

Welcome to your private paradise in the Lower Keys! This beautifully updated 2 bed, 2 bath two-story home offers complete privacy with no direct neighbors on all sides, making it a peaceful escape surrounded by nature and the charm of the Key Deer.Step outside to your tropical oasis featuring a brand-new concrete heated pool, concrete dock with a boat lift and jet ski lift, plus an elevated sundeck perfect for soaking up the sun or enjoying canal views. The backyard is currently being transformed by a professional landscape designer set to be completed early June and WILL be included in the sale, adding lush, tropical vibes, tiki hut and pavers around the pool to complete your island retreat.The ground floor offers a fully enclosed and renovated space, perfect for guests and entertaining and storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, plus electronic roll-down screens for added shade.Whether youre boating, lounging poolside, or enjoying the wildlife, this home is designed for true Florida Keys living offering many upgrades and renovations.SALE CAN INCLUDE BRAND NEW CUSTOM FLATS BOAT.

$6,950,000
Big Pine Key
Port Pine Heights - MM: 29.00
3 Bed, 3 Baths, 4,687 SqFt Days Listed: 9
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Basin,Boat

Breathe in serenity during your escape to the The Castle, a luxurious gated Gulf-front estate gracefully spanning 1.14 acres on Big Pine Key. This extraordinary retreat is a rare blend of architectural grandeur and coastal charm, thoughtfully designed for both relaxation and recreation. Boaters will delight in an unparalleled offering of 235 feet of dockage total: 140 feet of protected canal-front dockage featuring a 15,000 lb lift, cut-in slip, boat ramp, PLUS a 95-foot open water pier-style dock with additional 15,000 lb lift and cut-in slip - set against a 130-foot concrete seawall for secure, convenient access. Crafted in 2014 with solid poured concrete, impact-rated windows and doors, whole home generator and elevator, the home is built for enduring elegance. With over 4,600 square feet of refined interior space, this 3-bedroom, 3-bathroom estate is an architects masterpiece with its stately presence, curved openings, and striking double staircase. Step inside to a breathtaking panorama of endless open Gulf waters and nightly sunset performances. The chefs kitchen is a dream for entertaining, featuring 10.5-foot island with seating for 8, dual sinks, refrigerators, and ovens, plus Jenn-Air 6-burner gas cooktop with pot filler, and rich wood cabinetry. Enjoy the grand family room with Gulf views, host movie nights in the private theater, or dine al-fresco under the stars. Nearby, find the full-size laundry room and storage. The top-floor primary suite is a sanctuary, offering sweeping water views, home office, private lounge with kitchenette, spa-like bath with clawfoot tub, tiled shower and generous walk-in closet with additional laundry. Outside, the resort-style pool beckons with a spa, water features, LED lighting, plus heater and chiller. Rooftop deck with 180-degree views, and unrivaled sunsets await. Offered fully furnished, including a 2023 Sea Cat, 14.5 skiff, and 2015 Chevrolet Silverado - this is ultimate Keys living without compromise!

More Info
Most Recent Sales - (19) - Port Pine Heights as of 2025-06-14
Sale Date Address Sale Price $/SF List Price Sq. Ft. Type Bd/Ba Days Listed
04-24-2025 3786 Park $755,000 $642 $799,000 1,176 Single Family 2/2 60
04-24-2025 3666 South Seas $925,050 $608 $1,099,000 1,519 Single Family 2/2 103
04-09-2025 3715 Pine $825,000 $859 $899,000 960 Single Family 2/2 39
04-01-2025 28194 Gulf $360,000 $321 $439,999 1,120 Single Family 2/2 19
03-10-2025 3633 Blue Lagoon $907,500 $664 $949,000 1,365 Single Family 3/3 61
12-20-2024 3827 Dyer $1,150,000 $798 $1,249,000 1,440 Single Family 3/3 346
11-19-2024 3731 Poinciana $957,500 $707 $985,000 1,353 Single Family 3/2 96
10-21-2024 3994 Diane $700,000 $485 $734,900 1,443 Single Family 3/2 182
04-24-2024 3746 Park $985,000 $1,010 $999,000 975 Single Family 2/2 173
04-12-2024 3695 Gulfstream $765,000 $838 $785,000 912 Single Family 2/2 121
04-10-2024 3841 Donna $900,000 $618 $950,000 1,454 Single Family 2/2 121
04-08-2024 3635 Trade Winds $730,000 $696 $735,000 1,048 Single Family 2/2 213
04-04-2024 3915 Gordon $845,000 $880 $879,000 960 Single Family 2/2 63
03-27-2024 3687 Gulfstream $705,000 $917 $735,000 768 Single Family 2/1 69
03-26-2024 3786 Park $730,000 $620 $777,778 1,176 Single Family 2/2 72
03-07-2024 3639 Gulfstream $760,000 $703 $779,000 1,080 Single Family 2/2 52
02-15-2024 3618 Trade Winds $699,000 $766 $699,000 912 Single Family 2/2 56
07-03-2023 3828 Gillott $810,000 $479 $859,000 1,688 Single Family 3/2 192
06-21-2023 3644 Blue Lagoon $765,000 $820 $799,000 932 Single Family 2/2 69
Thinking about selling your Port Pine Heights home?

Get a free no obligation home value report and know your home's value, even if you are just curious. If you decide to sell or are considering it, our company specializes in selling homes in your community and we can provide you with the guidance on the process that will generate the most return on your investment. Inquire below for a free comparative market analysis of your property. All communication is private and no obligation.

Provide us with some quick details so we can setup a free no obligation and confidential phone call.

More Info


Enter
dsfj
The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 06-14-2025.
Back To TopMore Info
Terms / Privacy / Accessibility ADA