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

Total Listings 46
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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: 133
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
$2,625,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
5 Bed, 5 Baths, 4,300 SqFt Days Listed: 263
-4.55% ($125,000) 4 Price Changes : Last Change 5 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift,Fixed Brid

NEW PRICE FOR 30 DAYS!!! Listed below appraised value. 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: 255
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: 208
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
$1,299,000
Big Pine Key
Tropical Bay   - MM: 30.50
4 Bed, 4 Baths, 2,500 SqFt Days Listed: 253
-7.15% ($100,000) 1 Price Change : Last Change 56 Days Ago
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: 181
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.

1073  Long Beach Drive  For Sale, MLS 589314
$1,195,000
Big Pine Key
Long Beach Estates   - MM: 33.00
3 Bed, 3 Baths, 1,734 SqFt Days Listed: 79
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

1069  Gordon Drive  For Sale, MLS 589599
$1,099,000
Big Pine Key
Whispering Pines   - MM: 30.50
4 Bed, 4 Baths, 2,240 SqFt Days Listed: 64
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: BasinConcrete

Nestled in the whispering pines on the bay of Big Pine Key you will find this completely renovated 4 bedroom, 3.5 bath island retreat. Home is situated on a 20,000 sf lot where the key deer roam and will not hesitate to introduce themselves as your neighbors. The large concrete boat basin and the huge, heated, tiled, pool overlooking the open water makes this property a rare find. The split floor plan along with the added amenities would make this property a desirable rental. Quick boating access to the Atlantic ocean or the Gulf for some of the best fishing the country has to offer is right out your back door. Home boast a new metal roof, impact windows and doors, 2 new HVAC systems, new kitchen with stainless steel appliances.This home is easy to show.

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: 116
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!

30343  Falcon Lane  For Sale, MLS 590356
$999,000
Big Pine Key
Tropical Bay   - MM: 30.50
3 Bed, 3 Baths, 1,912 SqFt Days Listed: 19
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

New Custom Built CBS Home! This spacious custom waterfront home is 1,912 SF with 3 bedrooms, and 2.5 bathrooms. Tiled travertine marble through out home and porches. 10 tray ceilings with LED lighting in every room. Custom kitchen with Blue Bahia Quartz/Granite countertops with matching window sills throughout. Granite and Kholer finishes in bathrooms. All PGT impact windows and doors. Below is a 294 SF concrete storage room with full concrete slab under home. Paved driveway, and sewer connection completed, tropical landscaping and fencing. 40 x 10 concrete dock. Quick access to both Ocean and Gulf through Bogie Channel. Easy to preview - Call today!

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: 139
+25.03% ($200,000) 1 Price Change : Last Change 127 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.

1350  Long Beach Drive  For Sale, MLS 590368
$959,000
Big Pine Key
Long Beach Estates   - MM: 33.00
2 Bed, 2 Baths, 1,552 SqFt Days Listed: 18
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 100ft.Concrete

Exclusive Long Beach Estates, open water home located on Newfound Harbor, 100 ft, seawall for your big boat! Step down area for kayaks and paddle boarding. Remodeled home, glorious, open living area with large sliding doors overlooking the water. 2 bedroom, 2 bath, split bedrooms, master bedroom has water view. Completely tiled, 2 car garage for all your toys!

1278  Long Beach Drive  For Sale, MLS 588022
$949,000
Big Pine Key
Long Beach Estates   - MM: 33.00
3 Bed, 3 Baths, 1,839 SqFt Days Listed: 159
+0.42% ($4,000) 3 Price Changes : Last Change 68 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.

29637  Flying Cloud Avenue  For Sale, MLS 590026
$785,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
3 Bed, 3 Baths, 1,488 SqFt Days Listed: 41
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift40ft.

This beautiful waterfront pool home is a tropical oasis with lush landscaping and lots of outdoor entertaining space. Unique concrete pool and spacious patios surrounded by an abundance of tropical trees for a peaceful and private canal side setting. Concrete dock with boat lift and fillet station and minutes to world class fishing and diving. This 3bd/2ba 1,488 sq ft home features a bright and airy great room with soaring 9ft. ceilings with french doors and lots of natural light. Open granite/stainless kitchen with large bar. Master suite features a stunning bath with colossal shower and walk in closet. Screened porch offers picturesque views of the canal and pool. Easy to maintain metal roof, hardi plank siding, impact windows/doors, composite decking and lower level storage area

924  Big Pine Avenue  For Sale, MLS 588891
$769,000
Big Pine Key
Piney Point Subdivision   - MM: 29.50
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 101
-7.24% ($60,000) 1 Price Change : Last Change 71 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Amazing sunsets and open water views can be yours! This 1200 sq. ft., 3BD/2BA CBS home is nestled in a peaceful, natural setting with unsurpassed wildlife and bird watching as well as water access. Offered completely furnished, just bring your toothbrush as the saying goes--what could be easier? Calming water views are enjoyed from the open deck and screened porch, as well as from the great room. The house sits in an AE9 flood zone on 10,375 sq. ft. and an additional .71 acres of environmentally sensitive land and bay bottom are part of the property. Recent updates include new kitchen appliances, metal roof and 155 mph shutters. Downstairs enclosure provides 288 sq. ft. of storage. Looking for an investment property? If youre looking for a property with an established rental history,

1063 W Shore Drive  For Sale, MLS 589915
$749,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,508 SqFt Days Listed: 48
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davit Pads,DavitsCon

SOLID CBS 3 Bedroom Home With Poured Concrete Floors Plus a Bonus Room/ Office or 4th Bedroom... Located On The West Side Of The Island & No Eden Pine Bridges. Excellent Boating Access With Less Than 5 minute Ride out via Pine Channel to the Best Fishing, Diving Spots, Ocean Access & Back County Beaches. Home features soaring ceilings, huge screen porch overlooking canal & sunset skies. Full concrete step down seawall with davits, 2 car garage with ample storage & parking, new metal roof and a walk-around .... Great home for family & friends with low traffic and a super location. Hooked up to sewer and assessment paid.

29447  Enterprise Avenue  For Sale, MLS 590357
$699,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
2 Bed, 2 Baths, 1,120 SqFt Days Listed: 19
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits75ft.Concrete

Bring all of your toys to this custom waterfront home w/full 75 concrete Dock & Seawall plus an oversized 2-car Garage with bonus storage room. Set on a 75 x 100 canal front lot the remodeled home boasts lots of charm w/ soaring tongue-in-groove wood ceilings in all rooms, plantation shutters, & lots of glass doors & windows filling the home w/natural light & taking full advantage of the water views. Entertain in the true chefs Kitchen complete w/beautiful granite counters, center island, gas stove, stainless appliances & beverage chiller. Enjoy picturesque open water views down the canal from the spacious walk-around Porch or wake up to wide water views from your Master Suite. Easy & quick gulf & ocean access from the dock w/davits. Full irrigation system, outdoor shower & more!

30335  Flamingo Lane  For Sale, MLS 589820
$699,000
Big Pine Key
Tropical Bay   - MM: 30.50
3 Bed, 3 Baths, 1,770 SqFt Days Listed: 54
-6.68% ($50,000) 1 Price Change : Last Change 3 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

New concrete construction, concrete floors, this one is a fortress, copper metal roof, 3 bedroom, 2 bath, open living, kitchen, big wrap around porch, room for a swimming pool. Nice flow through canal with great boating out to Bogie Channel. Tropical Bay neighborhood is HOA protected, Dock permit, boat storage.

1824  Sunrise Drive  For Sale, MLS 588363
$671,000
Big Pine Key
Tropical Bay   - MM: 30.50
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 138
-7.45% ($54,000) 6 Price Changes : Last Change 1 Day 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,

1572  Pandorea Lane  For Sale, MLS 588690
$669,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 2,079 SqFt Days Listed: 117
-4.29% ($30,000) 1 Price Change : Last Change 55 Days Ago
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. You can build another home or the house could be easily divided into two units with separate entrances. This three bedroom and three bathroom home has one master suite plus extra living room, which occupies one side of the home, creating a harmonious privacy perfect for a growing family or guests. Other amenities include, a screened porch that is ideal for entertaining, open kitchen, a big garage, and a separate storage/laundry room. This magnificent 3 bedroom/ 3 baths tranquil home

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 04-08-2020.

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92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

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