Big Pine Key LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

Total Listings 44
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30680  Winifred Street  For Sale, MLS 588433
$3,999,000
Big Pine Key
Wickfield Acres   - MM: 30.00
3 Bed, 3 Baths, 2,660 SqFt Days Listed: 55
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Lift400ft

Ultimate Privacy is yours from this resort style property, hidden from US 1, in the heart of a Nature Preserve is this incredible 3.5-acre gated estate. The original 1962 home has been restored to a standard that has preserved a perfect balance of the classic elements and added all the beautiful modern amenities you could dream of. This fully automated, smart home offers 2660 sq. ft living with 3 on suite guest suites, additional half bath, private infinity pool, chefs kitchen, garage and marina that provides safe dockage for several boats. The marina is currently configured with a 17k boatlift and a 2-bunk jet ski lift. Over 350 trees have been planted on the property creating a tropical oasis, private beach with hammocks & fire pit.Tour: https://my.matterport.com/show/?m=XDcekBP2KsZ

1040 W Shore Drive  For Sale, MLS 586595
$2,650,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
5 Bed, 5 Baths, 4,300 SqFt Days Listed: 185
-3.64% ($100,000) 1 Price Change : Last Change 85 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Fixed Brid

With Wow Factor From The Street To The Dock ....This Glen Gray Design Key West Modern Victorian Home Is Situated On 2 Lots Facing West Overlooking Pine Channel Sunsets. You Are Approximately 15 Minutes From Looe Key For The Best Scuba Diving, World Class Offshore Fishing And Back Country Fly Fishing. The Interior Has A Split Bedroom Design With Master Suites Located On the North and South Side, TV/ Media Room, Library, Office, 3 Additional Bedrooms & Two Laundry Areas. The Central Great Room And The Kitchen Are the Heart & Soul Of The House With River Recovered Antique Long Leaf Heart Pine Floors & Soaring Ceilings. Open Kitchen With Subzero Fridge, Viking Gas Stove, Miele Dishwasher And EuroCave 200+ Wine Bottle Cooler......

30730  Watson Boulevard  For Sale, MLS 586690
$1,899,000
Big Pine Key
Big Pine Key Inc   - MM: 31.00
5 Bed, 5 Baths, 2,809 SqFt Days Listed: 177
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Love Nature? Need Room & Privacy? Then this spectacular 14 acre open water estate is for you! Enjoy Keys famous sunrise to sunset open water views from the Living Areas & Porches or sit by the private beach lagoon to watch deer, birds, & sea life through crystal clear waters. The spacious Old-Florida style-home has been newly updated & features a 4 BR/2 BA Main House PLUS a charming 1 BR/1 BA Cottage attached by a covered breezeway. The open floor plan boasts wood floors, lighted tray ceilings & a chefs kitchen w/granite counters & stainless appliances. Excellent fishing & diving just minutes away via Bogie Channel offering easy access to the ocean & gulf. After a day on the water relax by the large screened pool complete w/ spa & waterfall. Offered Turn Key w/over $100K in furnishings!

1619  Long Beach Drive  For Sale, MLS 587319
$1,399,000
Big Pine Key
Long Beach Estates   - MM: 33.00
4 Bed, 4 Baths, 3,328 SqFt Days Listed: 130
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Wow! 5+ Acres of Ocean & Bayfront properties w/real sandy beach, protected canal dockage w/Boat Lift, & Bayfront land totaling 4 parcels. The colossal 3,328 sq. ft. home sprawls over almost an acre of beachfront & boasts lots of old-Keys charm including soaring wood-beamed ceilings, travertine & hardwood flooring, coral fireplace & large picture windows looking out to the sea. Enter the home through the spacious Foyer where gorgeous ocean views great you. Two grand hallways lead you to the 4 unique Master Suites and to the Great Room & renovated Kitchen featuring granite counters & stainless appliances. Fish right off of your beach on the long fishing pier or head out to fishing & diving from your Dock w/Lift on the protected canal. Fabulous nature watching, kayaking & paddle boarding

1667  Sunrise Drive  For Sale, MLS 586726
$1,399,000
Big Pine Key
Tropical Bay   - MM: 30.50
4 Bed, 4 Baths, 2,500 SqFt Days Listed: 175
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat LiftConcrete

This gorgeous 4-bedroom 3.5 bath open water/Bay front home is two stories with lush tropical landscape and immaculate water views! Large open living and dining room. The kitchen features white cabinets, beautiful granite countertops and new stainless-steel appliance package. The home showcases private master suite on second story complete with private enclosed porch. Spacious master bath has glass block tile shower and built in dressing table. 3 guest bedrooms with lovely views. This home has a salt generator heated pool with sun deck. Seawall and boat basin with 10k lift. New metal roof, impact resistant windows &doors, new A/C system and beautifully remodeled interior. Laundry room and one car garage. Wonderful vacation rental property or vacation home in paradise.Exceptional boating

2155  Matthews Road  For Sale, MLS 587704
$1,249,000
Big Pine Key
J R Matthews Properties   - MM: 30.50
2 Bed, 2 Baths, 2,579 SqFt Days Listed: 103
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits

This custom built home, designed by the current owners, sprawls over a 15,525 sq. ft. Gulf Front lot boasting gorgeous endless views of the open water. Perfect for entertaining with over 2,500 sq. ft. including a colossal Great Room featuring high ceilings, oak hardwood floors and an open chefs Kitchen with center island & stainless appliances. Cocktails or relaxation are a must on the 1,100 sq. ft. wrap-around Porch overlooking the water. The 2nd Story is all Master Suite and includes a large Bath, his/her walk-in closets & Porch for enjoying morning coffee with a view. Room for all of your toys at the concrete Dock w/Davits or in the large detached 2-Car Garage. Easily maintained pearock yard with lots of tropical landscaping complete this magnificent home.

2035  Long Beach Drive  For Sale, MLS 589302
$1,200,000
Big Pine Key
Long Beach Estates   - MM: 33.00
5 Bed, 5 Baths, 2,003 SqFt Days Listed: 1
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Oceanfront private retreat on just over half acre. This gated beachfront home has 3bd/2ba on the upper level and 2bd/1ba on the lower level guest quarters. Unlimited panoramic Ocean views from most of the interior of this newer constructed home (2016). Home features include metal roof with hardie board siding, impact windows/doors, security/irrigation system, electric entry gate, guest quarters, and sandy beach. Enjoy privacy and a peaceful setting where the Key deer roam along the Oceans edge.

1073  Long Beach Drive  For Sale, MLS 589314
$1,195,000
Big Pine Key
Long Beach Estates   - MM: 33.00
3 Bed, 3 Baths, 1,578 SqFt Days Listed: 1
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

360 Degree Water Views from the Ocean to the Bay at this custom built Beach house in Long Beach Estates. Sprawling over a half acre of white sand beach the concrete home offers 3 Bedrooms, 2 Baths plus a sleeping Loft/Den which accesses the rooftop deck for spectacular star gazing and viewing Keys famous sunsets over the Bay. Friends and family will gather in the 2-story Great Room boasting soaring wood ceilings, 20 coral fireplace and a retracting wall of glass looking out to endless ocean views while you prepare dinner in the true Chefs Kitchen accessorized with maple Hansen and Bringle cabinetry, stainless appliances, warming drawer, ice maker and center gas cooking island with vegetable sink. Alfresco dining is a must on the colossal screened porch complete with built in bar

1435  Long Beach Drive  For Sale, MLS 588694
$1,095,000
Big Pine Key
Long Beach Estates   - MM: 33.00
3 Bed, 3 Baths, 1,410 SqFt Days Listed: 38
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Exclusive Long Beach Estates, southern exposure, endless ocean views and a sandy beach! This home has been tastefully remodeled, tiled throughout, the kitchen is well appointed with granite counter tops and stainless appliance. Both bedrooms have ensuite baths and there is bonus room for office or extra bedroom with a half bath. Impact doors and windows, large balcony for entertaining and watching the moon rise! Gorgeous sunrise view, natural sandy beach and wildlife like you wouldnt believe!

1115  Long Beach Drive  For Sale, MLS 588347
$999,000
Big Pine Key
Long Beach Estates   - MM: 33.00
3 Bed, 3 Baths, 2,268 SqFt Days Listed: 61
+25.03% ($200,000) 1 Price Change : Last Change 49 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Beautifully renovated beachfront home boasting gorgeous sunrise to sunset views over the ocean! The 1/2 acre property offers lots of privacy and offers fantastic beach combing, kayaking, paddle boarding plus deer and bird watching from your back yard. The 1,350 sq. ft. home enjoys picture perfect ocean views from the colossal Great Room and Master Bedroom and is highlighted by the open Kitchen complete with a large quartz center cooking island, custom cabinetry and stainless appliances. The large open Deck is perfect for sunbathing and stargazing. Recent renovations include metal roof, hurricane impact doors and windows, new flooring, Kitchen and Baths. Located in prestigious Long Beach Estates offering great hiking trails and biking with shopping and dining just minutes away.

1278  Long Beach Drive  For Sale, MLS 588022
$937,000
Big Pine Key
Long Beach Estates   - MM: 33.00
3 Bed, 3 Baths, 1,839 SqFt Days Listed: 81
-0.85% ($8,000) 2 Price Changes : Last Change 18 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Ramp

Exclusive Long Beach Estates, Excellent boating access with boat lift and boat ramp. Private setting with sunset views overlooking Newfound Harbor, lots on either side are Tier 1 and empty. Only 45 minutes to Key West, close to local shopping and restaurants. Concrete fortress with 100 foot concrete seawall. Low maintenance yard with outdoor showers and 30 amp RV hookup. 2 bedroom one bath upstairs and one bedroom one bath mother-in-law suite downstairs connected screened entertaining area with wet bar. Possible Owner financing, seller is a licensed Realtor.

924  Big Pine Avenue  For Sale, MLS 588891
$829,000
Big Pine Key
Piney Point Subdivision   - MM: 29.50
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 23
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Does your dream of Keys paradise include calming open water views... incredible sunsets... unsurpassed wildlife and bird watching in a peaceful, natural setting... water access for kayaks and paddle boards? This 1200 sq. ft., 3BD/2BA, CBS home offers all that and more. It even comes completely furnished, what could be easier? Enjoy the open water and sunset views from inside the home, from the screened porch as well as from the open deck. Recent updates include new kitchen appliances, metal roof, 155 mph shutters, new dock framing and decking. Dock has been repaired about 50 ft. short of the original permitted design. Downstairs enclosure provides about 288 sq. ft. of storage. Just bring your toothbrush, binoculars, water toys and relax!

29425  Forrestal Avenue  For Sale, MLS 589117
$775,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
2 Bed, 2 Baths, 1,202 SqFt Days Listed: 10
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits

Stunning waterfront 2 BDRM/Office - 2 full bath custom homeOPEN FLOOR PLAN-Amazing views of Bay and Nature Preserve* Clean Deepwater Canal * Quick access to Gulf & Atlantic*Natural wood cabinetry*Granite counter tops*Center IslandTravertine, Tile & wood floors * Crown Molding * Custom DrapesWhirlpool tub/tiled showers * Walk in closet * Custom PantryTextured concrete dock * Davits *Tiki hut* Pavers * GuttersLandscaped * Orchid Garden * Irrigation *Accordion shuttersSolar Water Heater*Fenced-in yard*screened lanai * IrrigationHuge underpinned garage *Workspace*Composite deck &railing

2079  San Marco Drive  For Sale, MLS 588783
$699,995
Big Pine Key
Doctors Arm   - MM: 30.50
4 Bed, 4 Baths, 1,848 SqFt Days Listed: 33
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits

1572  Pandorea Lane  For Sale, MLS 588690
$699,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 2,079 SqFt Days Listed: 39
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits120ft.Concrete

Located in Big Pine Key, this charming, bay side canal front home has been lovingly maintained by the original owner since the day it was built. This inviting property sits on two lots and boasts 120 ft of concrete dock, as well as, davits, clean landscaping and it is fenced in, creating a serene outdoor space. This three bedroom and three bathroom home has one master suite which occupies one side of the home creating a harmonious privacy perfect for a growing family or guests. Other amenities include, two living areas, a screened porch that is ideal for entertaining, open kitchen, a big garage, and a separate storage/laundry room. The double lot provides ample room for a boat trailer, all your water toys, or an RV. It is a solid concrete home complete with a metal roof and shutters. This

1824  Sunrise Drive  For Sale, MLS 588363
$699,000
Big Pine Key
Tropical Bay   - MM: 30.50
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 60
-3.59% ($26,000) 1 Price Change : Last Change 3 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits60ft.

193 ft of canal frontage with 60 ft concrete dock, 11,000 lb davits, 3 bedroom 2 bath home, kitchen offers corian counters, tile floors, 12,164 sq ft lot, minutes to Bogie Channel, 864 + storage,

29564  Flying Cloud Avenue  For Sale, MLS 589045
$699,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
2 Bed, 2 Baths, 1,155 SqFt Days Listed: 14
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits75ft.

A fishing delight . .pack the boat and head out to the gulf or ocean from one of the best boating subdivisions in the Lower Keys. This solid CBS home comes complete w/a 75 step down concrete dock, w/working 5500lb davits and built in boat skids on the shore and theres plenty of room for a boat lift. The permitted downstairs enclosure has convenient access out the back door for loading the toys and fishing gear. This house comes complete with 2 bedrooms, 2 bathrooms, a generous kitchen, a sizeable living area & a large screened in patio overlooking the canal. Upgrades include a new a/c, impact doors and windows, new metal roof, new hot water heater, upgraded 200 electrical w/a new main power cutoff box, new ceiling fans, added ceiling insulation & a fresh coat of paint both inside & out.

30945  Bay Shore Drive  For Sale, MLS 588955
$667,500
Big Pine Key
Punta Brisa   - MM: 31.00
3 Bed, 3 Baths, 1,854 SqFt Days Listed: 19
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Boat Lift,Boat

Spacious single-family canal front home with over half an acre of land with substantial dock space, nestled in an idyllic corner on Big Pine Key. This concrete homes interior features 3-bedrooms, 3-bathrooms, an exemplary new kitchen, open living area, and an additional flexible space that can serve as a den/family room, smartly protected with metal roof and impact resistant windows and doors. This delightful propertys exterior offers approximately 181 ft. of canal frontage, relaxing views, abundant dock space that includes a boat basin, cut-in boat slip, boat lift, and boat ramp. Plus, the extensive grounds can accommodate additional cars, RVs, boats and trailers. Make this fabulous property with its enviable water access your permanent home, investment or warm weather retreat.

29667  Flying Cloud Avenue  For Sale, MLS 588064
$659,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 78
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 75ft.

This home is great for boaters! 75 foot concrete dock, permitted for a 14,000 pound boat lift, and no bridges! Stainless steel appliances, wood cabinets, granite counter tops, crown molding, 9 foot ceilings, granite vanity tops in both master and guest bathroom, metal roof, impact resistant doors and windows, and many more upgrades! Owner may add downstairs enclosure as well. Pictures are of model home. Ask today about touring our model home!

30384  Cardinal Lane  For Sale, MLS 586596
$650,000
Big Pine Key
Tropical Bay   - MM: 30.50
3 Bed, 3 Baths, 2,165 SqFt Days Listed: 185
-7.01% ($49,000) 1 Price Change : Last Change 154 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads,Davits206

Looking for a large concrete house with over 206 feet of concrete seawall? If so, come see this immaculate home. The house is situated perfectly on the lot to enjoy views of both canals which also allows great breezes. This is a corner lot where 2 canals cross. The lot is fenced from the sides to the backyard. The seawall has a big step down area which makes it easy to get into kayaks and paddle boards. This 3 bedroom 3 bathroom home has a new metal roof and accordion shutters to provide a great discount on wind insurance. The interior has a huge living room with a wide open floor plan and open beam ceilings. All brand new appliances, new cabinets and counter tops. There are 2 open porches, one on each canal, and a single car garage. Plenty of seawall for all your boats and water crafts.

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 01-21-2020.

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92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
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