Key West Old Town Real Estate

This magnificent property will amaze you! Just one block from the Historic Seaport Harbor in the heart of Old Town enjoy true relaxed elegance. Totaling 6 bedrooms and 6 1/2 bathrooms throughout 2 wonderful structures this property is laid out with careful attention to every detail & privacy. A tasteful combination of an historic home and new one, enjoy the whimsical timeless character of this gem. Spread over a huge corner lot, this dazzling property even has a water view. Endless porches & decks, rooftop patios, balconies and wonderful breezeways all surrounding your beautiful heated pool. Every bathrooom is a work of art, lush landscaping, 2 gated off street parking spaces. More information on this property

Formerly the movie set for the James Bond film License to Kill,'' now a tropical oasis with a License to Chill.'' Low key casual setting on rare sprawling 14,351 sq ft parcel just 2 blocks from famous Duval Street. 3 structures & 2 pools total 6 bedrooms with a historic 3 or 4 bedroom home boasting light filled rooms with high ceilings, original wood floors, open spaces and French doors to fabulous covered porches. Relaxed floor plan laid out for private guest spaces with exterior entrances, private ipe decks, 2 detached guest homes and plenty of off-street parking with access from either Villa Mill Alley or South Street. A casual Key West compound perfectly suited for family comfort, entertainment paradise & an occasional movie set. More information on this property

Distinguished Old Town 2-story Conch Home beautifully renovated in 2005 to be a very spacious 5 br, 5.5 ba including a detached guest house, pool & 2 off street parking spaces. Grand curb appeal with 88ft of street frontage privatized with a custom sliding Cedar louver wall. Gourmet kitchen with Thermodaore appliances, Meile coffee station, wine chiller, ice machine, triple sinks & granite counters. Ensuite bathrooms for each of the 5 bedrooms with private porches off 3. Open floor plan & telescoping door system off great room to a covered Ipe breezeway/patio to guesthouse. Outdoor grill finished in granite & teak cabinetry. Custom pool with waterfall feature & bench seating. Every amenity & detail you would expect in a luxury home. More information on this property

An Elegant historic house on a large corner lot in the Casa Marina area. Built in 1900 of concrete block the house has been beautifully renovated with fine reclaimed pine floors, windows custom built with impact glass, 11 foot ceilings, handsome crown moldings and large rooms with lots of light. The outstanding kitchen is equipped with all modern and gourmet appliances, a pantry, custom solid cherry cabinetry and limestone flooring. Three bedrooms, four baths plus a study or fourth bedroom with a private balcony. The house has wrap around porches on two floors, a large outdoor sitting and dining patio plus an in-ground pool, serene tropical gardens, off street parking for two cars. The property is walled for privacy. More information on this property

Customize your own new home in Old town just a block away from the Historic Seaport. Currently under construction with plenty of time to choose your finishes this 6BR/6BA home will include a 2BR/2BA guesthouse with full kitchen. Upon entering your new home your will be greeted with an elegant stairway, mahogany & Travertine floors & a wonderful great room with glass doors to the large back yard & heated pool. Additional amenities include an eat-in gourmet kitchen with granite counter tops, wet bar with wine cooler, Boston Acoustic surround sound, Dublin Embassy lamps, Italian hand crafted Rohl fixtures, Hardie Plank Siding, storm rated Hurd windows, PGT doors, Timber Tech decking & off-street parking. Photos are of the sister home next door. More information on this property

Desirable Love Lane: Complete renovation just completed from New piers to new roof. Home taken down to the studs and rebuilt! Vaulted ceiling in Living room, private office. Beautiful Kitchen dining area. Large covered patio off Kitchen. Laundry room and storage room off patio. Landscaped and ready to move in immediately. Most desired location in Old Town, walk to Restaurants, Seaport, Theatre and Duval St or enjoy quiet private setting at the end of Love Lane. More information on this property

This beautiful Old Town property includes a two story main house with classic Conch architecture, a large guest cottage, pool and covered parking on a 7100+ SF lot. The main house has an open floor plan with a large living /dining area opening to the pool through multiple sets of French doors, kitchen with top of the line appliances, walk-in pantry and powder room. Upstairs are two beautiful master suites with vaulted ceilings, walk-in closets, private porches and spacious baths. The charming guest cottage has two bedrooms, large bath, vaulted ceiling and Dade County pine walls. Spectacular outdoor space has beautiful gardens, pool with attached spa and water feature. The covered parking for one car has a large storage closet. Additionally there is surround sound, central vacuum, and smart home capability. A must see and cannot be appreciated with a drive-by. More information on this property

Elegant historic house built in the late 1800's that sits high on a beautiful corner in the historic district. Renovated with beautiful wood floors, 3 zone central air, lovely mill work and custom built ins and closets. There's a large foyer, eat in kitchen, formal living and dining rooms, large windows, 12 foot ceilings on three floors and many original architectural details have been restored. 3 bedrooms and 2 baths on the second floor and a beautifully finished 3rd floor guest apartment with bedroom, living room, full bath and a kitchen/ dining area. Offstreet parking via an electric gate, mature gardens that create privacy while the location is walking distance ro the Seaport and all the restaurants and galleries downtown. More information on this property

You won't believe this spacious Old Town condominium with high ceilings & hardwood floors. Enjoy 4 bedrooms and 4 baths with every room being oversized. Currently configured as two contiguous units comprising the entire top floors of the Caroline Street Condominiums. Plenty of outdoor living on enormous open & covered decks & balconies. Fantastic tree top views of Old Town and the Harbor from your widow walk & decks. The largest condo for sale in Old Town. Boaters, you will love this, keep your yacht across the street at the Conch Harbor and walk to all downtown Key West has to offer. Easily combine the units by removing just one living room wall to have a huge living room and a very rare condo. More information on this property

Privacy Abounds: 3BR/2.5BA family home with tile flooring, lots of custom built-ins, a large kitchen with a pass through to the outdoor wetbar and fridge poolside. Overlooking the pool is the 1BR/1BA guest house with living room, bedroom, bath and loft - ideal for Mother In Law or office. Heated pool and spa, lush private gardens with off street parking and a koi pond. More information on this property

This centrally located Old Town property has been in the same family since 1879. Currently there are two separate units consisting of a 2BR/1BA and 1BR/1BA on a large lot with an enormous backyard. The property has 2 rogo units allowing the owner to build an additional accessory unit of approximately 1200-1500 sq. ft. The house was extensively renovated in the 1980's and is an easy conversion to a single family by simply removing the rear kitchen to create an enormous master suite with French doors overlooking the beautiful rear yard. Located on the corner of Packer Street and Johnson Lane the beautiful tropical backyard has 65 varieties of Palm Trees, Barbados Cherry, Mango, Sour Orange and Banana. More information on this property

An absolutely beautiful renovation from top to bottom: This transient licensed home situated at the end of a quiet dead end lane in the heart of the historic district is currently being used as a vacation rental. The spacious floor plan includes a main level bedroom and bath, large galley style kitchen and great room with French doors that open to a large covered porch. Upstairs are two enormous master suites with French doors to a partially canopied balcony overlooking the landscaped yard and pool. Features include high ceilings, wood and tile floors and heated pool. The property is being sold beautifully furnished. Landscaping would have to be reconfigured to accommodate a small vehicle. More information on this property

Incredible contemporary renovated home with 3 story apartment. Professionally decorated and landscaped. Highest location in key west. Exquisite kitchens and baths. Two homes with pool within centrally on Solaris Hill within walking distance to Duval St, shopping, seaport, restaurants, etc. More information on this property

This gorgeous property is located on one of the finest blocks in Old Town Key West. The two bedroom, two and a half bath home includes an office overlooking the pool and an additional den which can be used as a third bedroom. The main level has a formal entry, powder room and large open great room with French doors to the pool, landscaped yard and loggia, perfect for alfresco dining or entertaining. The spacious master suite includes an abundance of closet space and a custom designed bath with enormous walk -in shower. The second bedroom is roomy with lots of windows and ensuite bath. Additional amenities include wood floors, surround sound, off-street parking and a wonderful large front porch overlooking beautiful William Street. More information on this property

Old Town Gem! Everything is new and top of the line! A truly beautiful renovation almost complete featuring four bedrooms & 4 bathrooms, new pepperwood floors, new kitchen with granite countertops & Viking appliances, all new bathrooms and a pool. More information on this property

Recently renovated transient licensed home in a super location one half block from Duval Street on a quiet dead end street. Two story home with large living/dining room, eat-in kitchen, office, 2 bedrooms, 2 baths on the first floor. The upstairs is accessed via an exterior staircase and is a large studio suite with private bath. There is a very large, pretty landscaped rear yard with porch for outdoor entertaining and decked large heated pool with waterfall. Home is being sold furnished (turnkey) including large wall mural painted by Rick Worth. More information on this property

This is an exciting commercial building that can be two professional spaces on the ground floor and a wonderful loft - like residential unit on the second floor with a great porch. Concrete block construction, central air upstairs and down plus one off street parking place. Excellent location. More information on this property

A tropical retreat situated on a quiet block just over White Street centrally located within walking distance of beach, White Street pier, tennis courts, fine dining, neighborhood grocer, gym & famous Duval Street. Totaling 3 bedrooms + a sleeping loft and 3 full bathrooms in 2 structures. A fabulous great room with soaring cathedral ceiling and open beams overlook a lagoon shaped pool surrounded by flagstone and gorgeous tropical vegetation. Granite counters, stainless appliances, travertine floors, custom bathrooms, new sunning deck & totally fenced with off-street parking. A bright and cheerful oasis with laid back island flair. More information on this property

Architectural gem located in one of the best locations in the Old Town Historic District. Currently configured as a 3 unit property it offers many options. The main level is a 2 bedroom, 2 bath with decked backyard with pool. Upstairs are two units both one bedroom, one bath - one with a large porch overlooking William Street. New owner can occupy the main level and rent the upstairs apartments or convert the entire property into a wonderful single family home. The main level is currently a monthly vacation rental renting for approximately $4500 per month while the 2 upstairs apartments rent long term. Outstanding location within walking distance to the waterfront and Duval St. More information on this property

Endless charm & character are seen in every room of this very private 3 bedroom, 2 bath home. Wonderful vaulted ceilings, Dade County pine walls, open & spacious great room & a kitchen that opens on to it all. All of the bedrooms are on the ground with a large loft for additional space. French doors off every room allows the sun in for a bright & happy home. Enjoy decked patios in the front, on the side & back yard that surround the private pool and lush tropical landscaping. lovely hardwood floors throughout and off-street parking make this the perfect hidden gem. More information on this property

Ideal Key West Cottage in most desired location in Old Town. Spacious Living room in rear with lots of windows. Beautiful Kitchen with granite counters. Private back deck with pool. Only 2 blocks to Duval Street and a short walk to the Historic Seaport. More information on this property

This very attractive and completely renovated duplex is located on desirable Southard Street in the heart of the Key West historic district. The two story home is configured with a two bedroom, one bath residence downstairs that opens onto a covered rear porch and decked yard with a heated pool and a separate artist studio. Upstairs is a spacious one bedroom, one bath with an enormous sunny deck and great roof and treetop views. Both units are very well maintained and beautifully finished with hardwood floors, high ceilings, central a/c, custom lighting and well-designed modern kitchens. This is a short sale transaction subject to 3rd party lender approval. More information on this property

2010 Certificate of Excellence Star: Award winning preservation home. Quiet street in Old Town with dedicated walking lane to Whitehead St. All new interior. 2 bedroom , 1 and 1/2 bath and a study. Covered porches, front and back. Seperate laundry shed. No detail overlooked! More information on this property

Charming two story three bedroom and two baths home located in the Meadows neighborhood on the corner of Newton and Georgia Streets. The main level has a very open floor plan with two bedrooms, one bath, modern kitchen, hardwood floors, high ceilings and French doors opening onto a side decked yard with room for a jacuzzi. The entire second floor is an enormous master bedroom with walk-in closet, French doors to a deck overlooking Newton Street and master bath with double vanity, separate tub and walk-in shower. Please note that this property will not accommodate a pool. More information on this property

Located in the gorgeous Conch Grove compound that consists of 11 houses surrounding a 34 ft pool and large tropical common area. This residence was originally two cigar makers cottages that were joined together several years ago. The current owner completely renovated the property when he purchased it 30 years ago with an architect that opened the house with lots of light and air. The main house has 2BR/2BA , cathedral ceilings in the living, dining and kitchen are plus a separate guest cottage with it's own bath. There is a large private outdoor deck area for dining and entertaining. Covered carport and entrance right on Catherine Street. More information on this property

Perfect Conch house exquisitely remodeled and renovated earning Historic Star of Excellence award. With cathedral ceilings, Dade County pine walls and hardwood floors, this sparkling 2BD/2BA + office home is wonderful. Large Florida room with endless tinted glass doors opens on to a realxing covered poch and garden. Amenities include impact windows throughout the new addition, silestone, granite & marble countertops, travertine & limestone floors, all electric has been updated, plantation shutters, outdoor shower, 8x12 concrete shed, on demand Titan water heater, attic storage, mature landscaping & low voltage landscape light system. This home has it all! More information on this property

Darling 1 & 1/2 story Key West cottage with small dip pool on quiet Old Town lane near Key West Historic Seaport area. Nicely maintained with charming details including a nice open kitchen/living area with vaulted ceilings and double French doors overlooking cozy backyard setting beneath a canopy of mature trees. Surrounded by a white picket fence with off street parking finished in brick for one car. This is a potential short sale transaction subject to lender approval. More information on this property

Private Home tucked away on quiet lane. 1/2 Block to Whitehead St. Recently renovated Kitchen and Baths. New deck installed. Vaulted ceilings. French doors opening to private deck area. Walking distance to shops, restaurants, Fort Zachary Taylor. Great Location! More information on this property

A picture perfect Key West cottage - picket fence, Chicago bricked driveway, heated pool and lovely landscaped outdoor space for al fresco dining and entertaining. This two bedroom and two bath home has an open floor plan with a new kitchen opening into a large living/dining room with vaulted ceiling and multiple sets of French doors to the pool area and bricked side yard. There is a spiral staircase to a sleeping loft which is included in the 1324 square feet of living space. The Old Town Location is superb - Olivia Street between Frances and Ashe Streets. More information on this property

Tennessee Williams' renowned movie, Rose Tattoo, was filmed at this house in 1954. This 1752 sf Conch cottage is ready for updating with high ceilings and good light. Currently configured with 3BR/1.5 BA plus a loft on the main floor, a bonus mother in law unit and a separate studio across the pool. Located on a lovely corner lot tucked behind hedges with lots of covered porches and gardens and off street parking. More information on this property

Historic Cigar Makers Cottage. Great Old Town location. Updated Chefs kitchen leading ot covered deck in back. Master up with skylights. Bedroom/Bath downstairs. More information on this property

Beautiful little cottage with lots of Dade County pine high on Solares Hill. Built in 1928, the house was completely and lovingly restored in 2000 with all new electric and plumbing, kitchen and bath and it's been meticulously maintained. There's an open kitchen/living/dining plan with a set of French doors that lead to a side porch and bricked patio. One bedroom and bath with a loft for overflow guests or storage. The house sits quietly on a walking lane behind 710 Elizabeth Street. A must see and easy to show. More information on this property

Newer home in the heart of Old Town with great view of Lighthouse from upstairs balcony. Front Two Story home with cottage in rear. Pool between the two. Off street parking for 2 cars. More information on this property

Beautiful historic building in the Heart of Old Town. Completely renovated building, this is the first floor front unit with a wonderful front porch all of its own. Gracious 616 Caroline Street claims a long and proud history that befits its esteemed place along one of the most elegant streets in Key West. Offered fully furnished, this designer unit includes hardwood floors, marble counter tops in kitchen & bathrooms, high ceilings, antique glass windows, pool & spa, outdoor bath by the pool & lush tropical gardens. Enjoy the charm of the Caroline street view from your porch just one block off Duval Street and just a short walk to the Key West Bight & all of the fine restaurants! More information on this property

Serenity in the Heart of Old Town. Gracious 616 Caroline Street is a beautiful 6 unit condominium building that is completely renovated and totally restored. 616 Caroline Street claims a long and proud history that befits its esteemed place along one of the most elegant streets in Key West. Offered fully furnished, this designer unit is on the second story overlooking the pool & includes new hardwood floors, marble counter tops in the kitchen & bathrooms, high ceilings, antique glass windows, pool & spa and lush tropical gardens. Enjoy the relaxing view from your own balcony. Enter this unit on the left of the building. It's one block off Duval Street and just a short walk to the Key West Bight & wonderful shopping. More information on this property

A perfect 1BR/1BA cottage located on a beautiful lane in the heart of the historic District. Completely renovated in 2001 with cedar siding, solid oak flooring, new kitchen with granite countertops, new bath, double glazed Marvin windows with plantation shutters. French doors lead to a side deck. In 2010 new metal shingle roof. Walking distance to everything Key West has to offer. More information on this property

This quaint one bedroom cottage is located in the heart of Old Town Key West within walking distance to shops and restaurants. The one bedroom cottage includes off-street parking, pool and rocking chair front porch. The home is perfectly comfortable now or would make a great renovation project. More information on this property

Great corner lot. Adorable house with room for pool. Mahogany Flooring. Stainless Steel Appl. Off Street parking.  More information on this property

Exquisite renovation in the Heart of Old Town. The gracious building at 616 Caroline Street claims a long and proud history that befits its esteemed place along one of the most elegant streets in Key West. Unit # 6 is a second floor unit that is entered on the left side of the building. Offered fully furnished, this designer unit includes new hardwood floors, marble counter tops in the kitchen & bathrooms, high ceilings, antique glass windows, pool & spa, pol bath and lush tropical gardens. One block off Duval Street and just a short walk to the Key West Bight & great shopping. More information on this property

Serenity in the Heart of Old Town. With a total of 6 units, Unit 2 is a downstairs unit that sits at the rear of the building facing the pool. You enter to the right of the building through a locked door for privacy. 616 Caroline Street is a completely renovated condo building and is on one of the most elegant streets in Key West. Offered fully furnished, this designer unit includes new hardwood floors, marble counter tops in the kitchen & bathroom, high ceilings, antique glass windows, pool, spa, Pool bath and lush tropical gardens. Relax & enjoy views of the yard from your deck. Just one block off Duval Street and just a short walk to the Key West Bight & fine dining. More information on this property

Classic conch structure in the Heart of Old Town that has been totally restored and renovated into 6 condo's. Gracious 616 Caroline Street claims a long and proud history that befits its esteemed place along one of the most elegant streets in Key West. Unit 3 sits at the back left of the property over looking the pool. Offered fully furnished, this designer unit includes new hardwood floors, marble counter tops in the kitchen & bathroom, high ceilings, antique glass windows, pool , spa, pool bath and lush tropical gardens. One block off Duval Street and just a short walk to the Key West Bight. More information on this property