Port Pine Heights (29.0) Homes for Sale

Port Pine Heights (29.0) Homes for Sale

Welcome to Port Pine Heights, a hidden gem nestled in the heart of Big Pine Key, Florida, within the picturesque Monroe County. This charming subdivision offers a unique blend of serene island living and modern conveniences, making it an ideal destination for those seeking a tranquil lifestyle amidst breathtaking natural beauty.

Port Pine Heights boasts a delightful array of homes for sale, each designed to capture the essence of Florida living. From cozy single-family residences to spacious waterfront properties, there’s something for everyone in this vibrant community. Imagine waking up to the soothing sounds of nature, surrounded by lush tropical landscapes and the sparkling waters of the Florida Keys. Many homes in this area feature expansive decks and patios, perfect for soaking in the sun or enjoying evening sunsets with family and friends.

The community is not just about beautiful homes; it also offers easy access to a plethora of outdoor activities. Residents can indulge in fishing, kayaking, and snorkeling in the nearby crystal-clear waters, or take a leisurely stroll through the scenic nature trails that weave through the area. With local shops, restaurants, and amenities just a short drive away, Port Pine Heights combines the charm of small-town living with the conveniences of modern life.

Whether you’re looking for your forever home or a vacation getaway, Port Pine Heights is a wonderful place to call home. Explore the homes for sale today and discover the enchanting lifestyle that awaits you in this idyllic Florida community!

Newest Port Pine Heights (29.0) Homes for Sale

$850,000
5 Beds ⋅ 3 Baths ⋅ 619979 MLS
Welcome to your perfect Florida Keys retreat! Situated on a spacious 5,250 s/f lot, this versatile waterfront property offers two separate living units, making it ideal for multi-generational living, vacation use, or income-producing potential. The upper level features 3 bedrooms and 2 bathrooms with bright, comfortable living spaces designed for relaxed island living. The lower unit offers 2 bedrooms and 1 bathroom and is currently rented month-to-month for $4,000, with the tenant also utilizing the upstairs portion of the home. This property is loaded with upgrades and features for convenience, security, and outdoor enjoyment, including a shingle roof approximately 8 years old, impact windows throughout, and two elevated A/C units that are less than 4 years old. Boating and recreational enthusiasts will appreciate the 50-foot dock, along with existing preparation for water and electricity service for boats on the canal. Additional highlights include a 16-camera security system, RV preparation, and readiness for an electric vehicle charging station. Perfectly located just a 5-minute walk from the coast, this exceptional property combines waterfront lifestyle, flexibility, and modern upgrades in one incredible Florida Keys opportunity.

3610 S Seas St, Big Pine
$1,199,900
2 Beds ⋅ 2 Baths ⋅ 619915 MLS
SELLER WILL GIVE A $20,000.00 BUYER CLOSING CREDIT! Welcome to your private paradise in the Lower Keys! This beautifully updated 2-bedroom, 2-bathroom two-story home offers the ultimate island escape with unmatched privacy -- no direct neighbors on any side, just peaceful surroundings, tropical landscaping, and the charm of the native Key Deer. Designed for true Florida Keys living, the outdoor space is a showstopper. Enjoy a brand-new heated concrete pool, concrete dock with both a boat lift and jet ski lift, and an elevated sundeck perfect for sunbathing or taking in serene canal views. The professionally landscaped backyard creates a lush tropical retreat complete with paver decking and a tiki hut ideal for entertaining or relaxing poolside. Inside, the home features numerous upgrades and renovations throughout. The fully enclosed and renovated ground level provides excellent guest accommodations, entertaining space, and additional storage, along with a separate laundry room for added convenience. Both levels are equipped with impact windows and doors, as well as electronic roll-down screens for shade and storm protection. Whether you're boating, entertaining, relaxing by the pool, or enjoying the surrounding wildlife, this exceptional property captures the very best of Lower Keys waterfront living.

3746 Park Ave, Big Pine
$864,000
2 Beds ⋅ 2 Baths ⋅ 619841 MLS
Set in the peaceful, natural surroundings of Port Pine Heights, this thoughtfully updated home offers the relaxed, unhurried lifestyle that makes this Lower Keys community so desirable. Over $100,000 has been invested in updates and improvements, allowing the next owner to enjoy a beautifully refreshed home without the time, expense, and uncertainty that often come with renovating. Recent updates include a reimagined kitchen layout with new cabinetry and quartz countertops, beautifully renovated bathrooms with tiled showers and new vanities, new composite decking with sleek aluminum railings. The screened porch has been upgraded with micro-mesh screening, while fresh interior and exterior paint, updated fixtures, and thoughtful finishing touches complete the improvements throughout. Boaters will appreciate the quick, convenient access to Pine Channel and Contents Key, making days on the water easy to enjoy. This home also offers an impressive 702 sq. ft. of fully air-conditioned storage space below, providing exceptional flexibility for storage, hobbies, gear, or additional workspace. Move-in ready, thoughtfully updated, and wonderfully connected to the laid-back beauty of island living.

3674 S Seas St, Big Pine
$4,650,000
3 Beds ⋅ 3 Baths ⋅ 619696 MLS
Escape to ''The Castle'', a luxurious gated Gulf-front estate rarely spanning 1.14 acres on Big Pine Key. This extraordinary retreat is a graceful 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 architect's 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 chef's 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, this is ultimate Keys living without compromise!

3742 Seagrape St, Big Pine
$699,000
2 Beds ⋅ 2 Baths ⋅ 617917 MLS
Own Your Own Private Boat Ramp. Major Price Improvement from original Listing, 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 storage downstairs with workroom/laundry room, Very large downstairs Bathroom, Large storage room with bait freezer and detached shed. Plenty of parking. Located in the Key Deer Sanctuary.

3856 Donna Rd, Big Pine
$840,000
2 Beds ⋅ 2 Baths ⋅ 615230 MLS
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. Don't miss out on this dream home in the Keys! SELLER MOTIVATED!! Show: 24 Hour Notice; Alarm System; Call List Agent

3635 Tradewinds St, Big Pine
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