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New Town Key West

Where the families live.

It’s often hard for tourists to comprehend that Key West actually is a community with families raising children here. Where do they live they ask? Well, we live all over, but the majority of Key West families live in New Town.

New Town runs from North Roosevelt Blvd. to South Roosevelt Blvd just north of the “Flagler Ave. canal”, Sunset Dr (9th St.) to AIA. Riviera canal runs right down Sunrise Drive and Riviera Dr. This is the only canal in Key West where center consoles and sailboats that draw no more than 3′, have access to the Gulf and the Atlantic Ocean. There is also a free public boat ramp located at the end of Riviera Dr. and 11th Street. City ordinances do not allow boats to be stored on the city right-of-way streets and no boats are allowed in Old Town properties. However, you are able to store your boat on your property in Mid or New Town. Trailering your boat is an affordable option compared to marina dockage.

Upper Eagle Avenue and the upper end of Flagler Avenue along the canal are quite prestigious addresses within New Town Key West. Typical construction in New Town is CBS (concrete block structure) and the majority of streets are relatively uncongested. Many sports complexes are located on Kennedy Dr. such as little league baseball and softball, junior football league, soccer, and adult softball. Here is a great reference for all youth sports in Key West. Winn Dixie and both Publix grocery stores are in New Town, as well The Florida Keys Aqueduct Authority. Sigsbee Charter School (K-8) and Poinciana Elementary are the two schools in this area of Key West.

Families love this area. It’s a true community where neighborhoods are blocked off for trick-or-treating and other streets go all out with Christmas decorations.

Recent New Town Listings

3 Beds ⋅ 2 Baths ⋅ 620741 MLS

Spacious & Private 3-Bedroom Townhouse with Exceptional Outdoor Living. Enjoy the privacy and space of this beautifully maintained townhouse that's larger than most! This 3-bedroom, 2-bath home features a freshly painted interior and numerous recent improvements, making it move-in ready while leaving plenty of opportunity to add your personal style. Recent improvements include new flooring in the second and third bedrooms as well as the upstairs landing, a brand-new front door and laundry room door, new gutters, and new soffits with specialty color-changing lighting that creates the perfect ambiance for outdoor entertaining. Step outside to a spacious outdoor retreat featuring tropical foliage a deck that's only two years old and a paved patio/driveway completed just three years ago. The fully fenced yard offers outstanding privacy, off-street parking, or enough space to park your boat trailer or even add a pool. A storage shed provides extra room for tools, toys, and outdoor equipment. Whether you prefer relaxing indoors or entertaining outside, this home is perfectly designed for both. It's a wonderful place to call home.

3326 Eagle Ave, Key West

7 Beds ⋅ 4 Baths ⋅ 620718 MLS

Investment Opportunity - Income-Producing Triplex! Don't miss this excellent income-producing triplex located in a convenient, high-demand area close to schools, shopping, dining, parks, and just minutes from downtown Key West. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the others, this property offers outstanding potential. A rare feature of this property is the ample off-street parking, with room for up to 7 vehicles--a highly desirable amenity for both tenants and owners. The flexible layout provides multiple rental opportunities and consistent income potential in a strong rental market. Unit A = 2/1 Unit B = 2/1 Unit C (upstairs) = 3/2 With its desirable location, generous parking, and proven income-producing capabilities, 1614 Dennis Street is an exceptional opportunity for investors or owner-occupants alike. Schedule your private showing today!

1614 Dennis St, Key West

2 Beds ⋅ 2 Baths ⋅ 620697 MLS

Embrace the laid-back lifestyle of the Florida Keys in this waterfront two-bedroom, two-bathroom condominium with beautiful water views. Soaring vaulted wood-beamed ceilings, a skylight, and expansive sliding glass doors fill the home with natural light while showcasing the sparkling water beyond. The open-concept living and dining areas flow seamlessly to a spacious wraparound balcony, creating the perfect setting to enjoy your morning coffee, entertain guests, or unwind with the island breeze. The functional kitchen opens to the main living area, making entertaining effortless. Located in Bay Villas, a boutique waterfront community of just nine residences, residents enjoy beautifully maintained grounds, a community pool, boat docks, and inviting waterfront gathering spaces. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this waterfront retreat offers the relaxed charm that makes the Florida Keys so special.

32 Hilton Haven Rd Unit APT 5, Key West

2 Beds ⋅ 2 Baths ⋅ 620690 MLS

Welcome to this beautifully updated condo at 3930 S. Roosevelt Blvd. #N108, offering the perfect blend of comfort, convenience, and island living. Overlooking the sparkling community pool, this inviting residence features a tastefully remodeled kitchen with modern finishes, newer flooring throughout, and a bright, open living space designed for easy living and entertaining. Enjoy your morning coffee or evening cocktail with relaxing pool views, while the covered parking bay provides the added convenience and protection every Key West homeowner appreciates. Residents also enjoy outstanding community amenities, including a newly completed state-of-the-art fitness center, adding even more value to this desirable complex. Located just minutes from beaches, shopping, dining, and Old Town Key West, this move-in-ready condo is ideal as a full-time residence, vacation getaway, or investment property. Don't miss this opportunity to own a beautifully updated piece of paradise in one of Key West's most desirable locations. Call today to set up your showing. Very easy to show

3930 S Roosevelt Blvd Unit N108, Key West

2 Beds ⋅ 2 Baths ⋅ 620689 MLS

This bright, private 2BR/2BA corner unit sits at the end of the west wing, with an extra window that fills the space with light and only one shared wall for real quiet. This unit comes with covered parking. The kitchen is outfitted with stainless steel appliances, and a full-size washer and dryer means laundry day never means leaving home. A covered parking space (#122) comes with the sale. Las Salinas Condominiums is one of the best-kept communities in Key West, and it shows. The pool is sun-drenched and inviting, and the fitness center may be the best on the island, with private access to cardio and strength rooms that are always spotless and always stocked with quality equipment. Monthly fees of $535 cover building insurance, exterior maintenance, and full on-site management, so ownership here is refreshingly hands-off. Step outside and you're close to a grocery store, a day spa, and a bus stop for easy island transportation. Just past the entrance, the two-mile Smathers Beach promenade is calling, whether that's a sunrise walk, a bike ride, or a spot to watch the sky change color every evening. Add in open-lot parking for a second vehicle, plus storage and bicycle rooms, and this is a home built for the way you actually want to live in Key West. Call today to schedule a private showing.

3930 S Roosevelt Blvd Unit W314, Key West

2 Beds ⋅ 3 Baths ⋅ 620653 MLS

One of the greatest luxuries in Key West isn't extravagance--it's finding a home where life feels a little quieter, a little easier, and a little more connected to the island around you. That's exactly what you'll find at 97 Seaside North Court. Tucked inside the often-overlooked gated Seaside Residences community, this light-filled townhome offers something increasingly difficult to find in Key West--privacy, space, and a sense of calm.Natural light pours through eight additional windows found only in some end units, while mature palms and established mahogany trees create a backdrop of green from every room. Whether enjoying a quiet morning coffee, working from home, or entertaining friends, the four opposing balconies welcome the island breezes and connect the home to its peaceful surroundings. Built with solid masonry construction, impact-rated windows and doors, 16 solar panels paired with a Generac battery storage system, and an elevator that services every floor, this home was designed with comfort, durability, and resilience in mind. The ground-level screened enclosure with a garden offers exceptional flexibility as a home gym, yoga studio, covered dining area, or entertaining space.Residents enjoy a secure, well-maintained community with resort-style amenities including a swimming pool and fitness center, all within easy reach of Smathers Beach, Key West's longest stretch of sandy beach. Built in 2005 on a larger-than-average lot, with 1,824 square feet of air-conditioned living space, three full baths, an outdoor shower, garage, and even a rooftop stargazing deck. 97 Seaside Court North is now offered at an exceptional value within Seaside Residences--an opportunity to enjoy one of Key West's most desirable gated communities without compromising on space, quality, or lifestyle.

97 Seaside N, Key West

2 Beds ⋅ 2 Baths ⋅ 620647 MLS

2 BEDROOMS 2 BATHROOMS WITH BALCONY, GATED COMMUNITY, HUGE POOL, TENNIS COURT ,PLENTY OF PARKING AND WALKING DISTANCE OF SHOPPING, GROCERIES, RESTAURANTS AND MOVIE THEATRE.

3312 N Northside Dr Unit 607, Key West

2 Beds ⋅ 1 Baths ⋅ 620584 MLS

NEW LISTING! The Santa Clara condominium in Key West offers gated access, pool, tennis court, and parking. This fifth-floor unit has been recently renovated, featuring new flooring and an updated kitchen with beautiful countertops and stainless-steel appliances. Both bedrooms are generously sized, with the primary bedroom featuring a spacious walk-in closet. You can enjoy sunset views from your private balcony. Condo has onsite management and a laundry room is available on each floor. The property is centrally located near dining, schools, and shopping. It is ideal as a starter home or an investment opportunity.

3312 Northside Dr Unit APT 504, Key West

2 Beds ⋅ 4 Baths ⋅ 620515 MLS

Welcome to Seaside Residences, one of Key West's most sought-after gated communities. This beautifully updated three-story townhome is one of the largest residences in the community, offering 2 bedrooms, 3.5 bathrooms, 1,824 square feet of thoughtfully designed living space, making it the second-largest property in Seaside Residences. A private elevator services all three levels, providing both comfort and convenience. Enjoy the best island living with three private balconies offering beautiful sunrise and sunset views, plus a private rooftop deck perfect for relaxing, entertaining, or soaking up the Florida sunshine. The ground level features a private garage, laundry area, half bath, and a spacious outdoor patio complete with a tranquil fountain and fire pit--an ideal space for gathering with family and friends. The second level offers a spacious primary suite with an ensuite bath featuring dual vanities and a large walk-in shower, while the guest bedroom enjoys its own private full bath. The top floor showcases an open-concept living, dining, and kitchen area filled with abundant natural light. The kitchen features rich wood cabinetry, granite countertops, stainless steel appliances, generous pantry space, and an ideal layout for both everyday living and entertaining. Recent upgrades include a new air conditioning system, new water heater, and impact-resistant windows and doors throughout, providing peace of mind, energy efficiency, and storm protection. Residents enjoy exceptional community amenities including a resort-style pool, fitness center, and the convenience of building insurance covered through the HOA. Ideally located just steps beaches, Old Town Key West, world-class dining, shopping, marinas, and local attractions, this property also allows short-term rentals, making it an outstanding opportunity as a full-time residence, luxurious vacation home, or exceptional income-producing investment.

33 Seaside S Ct, Key West

3 Beds ⋅ 3 Baths ⋅ 620501 MLS

Adorable 2 bed ,1.5 bath single family home in Pearlman neighborhood with separate 1-1 cottage anchored by a picturesque Royal Poinciana tree out front! Features a large (16 X 15) screen room between the main house & the cottage. You can pass from the main house thru the screened room into the cottage & still be under roof. Cottage does have its own separate entrance. Use the cottage as an extension of the main house or as separate living space, she-shed, man-cave, studio, work out room or home office. Roof replaced in 2016. Exposed beam ceilings in kitchen and dining areas. For those familiar with the 'Sunshine Homes' in KW, you know they were built with crawl spaces between the ground & the floor, taller attics w/ pull-down stairs, beautiful hard wood floors & asbestos siding. Most of main house still has original hard wood floors & the cottage has bamboo flooring. Sellers say interior of house did not flood during Wilma. 3712 Duck affords you yard space, room for pool, carport with additional off-street parking & one of KW's most desirable New Town neighborhoods. Convenient location is close to schools, shopping, theaters, medical offices, ball fields, beach, airport, golf course & hospital. Just a short ride into Old Town & world-famous Duval St.. Make your next home at 3712 Duck Ave!

3712 Duck Ave, Key West

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