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

Total Listings 34
Order By:

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: 14
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: 144
-3.64% ($100,000) 1 Price Change : Last Change 44 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: 136
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!

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: 134
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

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: 89
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

1118  Big Pine Avenue  For Sale, MLS 588530
$1,299,900
Big Pine Key
Piney Point Subdivision   - MM: 29.50
3 Bed, 3 Baths, 2,153 SqFt Days Listed: 7
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin,Boat RampConcr

Opportunity Awaits! Located on the West Side of Big Pine Key...This ONE of a kind property has Open Water Location with SUNSET VIEWS & EXCELLENT Oceanside Boating Access. BOAT BASIN with Boat Ramp too and protected dockage for all your water crafts. Arrive Through The Gate Down A Concrete Driveway among natural landscape....all is fenced. Home features tile floors throughout, soaring tongue & groove ceilings, updated kitchen, custom office, privacy and no highway noise. Original home built in 1978 and addition in 2005. Property consists of 2 lots and .80 acres of bay bottom. Room for a pool, extensions & additions, RV parking....Turn this home into a private Mini-Estate. Swim, snorkel, fish, kayak, paddle board & boat from your back yard......

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: 62
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.

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: 20
+25.03% ($200,000) 1 Price Change : Last Change 8 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
$940,000
Big Pine Key
Long Beach Estates   - MM: 33.00
3 Bed, 3 Baths, 1,839 SqFt Days Listed: 40
-0.53% ($5,000) 1 Price Change : Last Change 14 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.

651  Pine Lane  For Sale, MLS 585824
$799,999
Big Pine Key
Whispering Pines   - MM: 30.50
4 Bed, 4 Baths, 2,175 SqFt Days Listed: 202
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits75ft.

This spectaular waterfront property is just 3 homes from Boggy Channel and the Gulf or Atlantic in minutes , double lot waterfront pool home 4 bedroom 2 bath, 2,176 sq ft home is perfect as a private home or as a proven high demand rental property,Split floor plan for privacy with family friends or guests. Beautiful tropical decor & Keys/Nautical accents, large kitchen with new stainless appliances, plenty of cabinet space and granite counter tops. The cathedral ceiling w/beautiful stained wood,wired w/separate panel box for generator, impact windows & doors, metal roof with 2 soundproofing / insulation, lot 150x137 with lush landscaping, salt water pool with multiple power massage jets and a multifunction LED light system for your choice of mood lighting.

1659  Long Beach Drive  For Sale, MLS 587490
$799,000
Big Pine Key
Long Beach Estates   - MM: 33.00
3 Bed, 3 Baths, 1,666 SqFt Days Listed: 76
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Gorgeous sunrise to sunset views over the Ocean from this Hurricane distressed property on sought after Long Beach Drive! Perched high on the beach, this 3 bedroom 2 bathroom home features updated kitchen and baths, spacious bedrooms and endless open water views. The damage appears to be mainly confined to the exterior, therefore with minimal work this could be your own private oceanfront sanctuary! Brand new metal roof is being installed and is included in the price!

1824  Sunrise Drive  For Sale, MLS 588363
$725,000
Big Pine Key
Tropical Bay   - MM: 30.50
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 19
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,

2079  San Marco Drive  For Sale, MLS 583283
$699,995
Big Pine Key
Doctors Arm   - MM: 30.50
4 Bed, 4 Baths, 1,848 SqFt Days Listed: 360
-6.67% ($50,005) 4 Price Changes : Last Change 35 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits

Big Pine Key Single Family property with 4 Bedrooms and 2 Baths on a boating canal. This home is move in ready! Completely Renovated with Accordion Shutters, Boat Davits, beautiful dock, and Large balcony and porch with partial water views and huge yard!

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: 37
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: 144
-7.01% ($49,000) 1 Price Change : Last Change 113 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.

29532  Forrestal Avenue  For Sale, MLS 588090
$649,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 36
+3.86% ($24,100) 2 Price Changes : Last Change 4 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 50ft.

New Construction Affinity Modular Home, Home just finished and is being rented until 11/20 at 3300 dollars a month .This beautiful home features 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,in ground concrete cistern , and many more upgrades!House comes fully furnished. This home is great for boaters! 50 foot concrete dock, permitted for a 14,000 pound boat lift, and no bridges! Buyer may add downstairs enclosure and boat lift as well. Call and schedule a tour today!!

3853  Gillott Road  For Sale, MLS 580853
$649,000
Big Pine Key
Port Pine Heights   - MM: 29.00
3 Bed, 3 Baths, 1,117 SqFt Days Listed: 531
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: DavitsConcrete

Turn Key Ready.Salt Water Heated Pool,Canal, 70 ft. Concrete Seawall and Davits! 3 Bedroom/2 Bath, Stilt Home, Stucco Exterior finished house/columns. All items in MLS Photos included,(except Boat negotiable), covered parking/patio. 70 X 129 Pea Gravel yard for easy maintenance. Fenced Property. Room to park motor home. Metal Roof, Hurricane Impact Windows/doors. Crown Molding makes a nice finishing touch inside. All tile floors. Central A/C & Heat. Stove, Fridge, Dishwasher, Microwave. Washer, Dryer in Laundry closet in hall. 2 sets of Sliding doors, to covered porch 10 X 24,storage shed. Nice neighborhood park sits at end of Kyle on Open Water with Sunset Views. Check out Virtual Tour. Property Owners Association is not mandatory, more social.

29538  Enterprise Avenue  For Sale, MLS 588013
$639,000
Big Pine Key
Pine Channel Estates   - MM: 29.50
3 Bed, 3 Baths, 1,232 SqFt Days Listed: 41
Under Constru - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 30ft.Rip Rap

**NEW HOME-UNDER CONSTRUCTION!!! Palm Harbor Homes. This manufactured home offers a 30 ft dock slip with direct Gulf access with no bridge restrictions and only minutes from the Ocean. Comes equipped with Stainless steel appliances, wood cabinets, granite counter tops, crown molding, double sink vanity in an ensuite master bath, walk in closet, metal roof, impact resistant doors and windows, and many more upgrades!

31145  Hollerich Drive  For Sale, MLS 583463
$625,000
Big Pine Key
Atlantis Estates   - MM: 31.00
2 Bed, 2 Baths, 1,196 SqFt Days Listed: 345
-2.19% ($14,000) 1 Price Change : Last Change 261 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 74ft.

Great open water views within Atlantis Estates neighborhood! Concrete seawall that is 74ft. and only 4 homes in from the open water! Quick open water access. Concrete home with large 7,000 square foot lot has a brand new metal roof, soffits and new A/C system. Inside offers a split floor with two bedrooms and two baths with an entrance on both sides of the house. Great views from the living room of the open water.

551  Pine Lane  For Sale, MLS 587250
$599,999
Big Pine Key
Whispering Pines   - MM: 30.50
3 Bed, 3 Baths, 2,104 SqFt Days Listed: 94
-4.61% ($29,001) 1 Price Change : Last Change 63 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat LiftConcrete

No expense was spared on this newly remodeled concrete home. Large concrete home on a large very private waterfront lot in a quiet neighborhood. Lush tropical landscaping surrounds this 3 Bedroom 3 bath 2 story home, 50 ft wide canal and less than 5 minutes to Bogie channel, 10,000 lb boat lift with all new bottom boards. This home is walking distance to the newly updated community park with a variety of community events happening often. The list of recent updates will be located in the documents.

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 12-11-2019.

Broker's Edge Realty
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
Contact Us