

3-YEAR MARKET COMPARISON
FEATURED LISTING
TESTIMONIALS
“TeamKaufelt was absolutely outstanding - They went well beyond the call of duty.”
NICK E.
“TeamKaufelt were the perfect realtor partners at every step.”
ROSE & JEFF W.
“They managed the process carefully and professionally to closing."
SCOTT N. & GREGORY L.
“From day one to closing, the process was smooth and issue-free, thanks to everyone on Team Kaufelt.”



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As April comes to a close, the Key West real estate market is showing signs of welcome stability—an encouraging shift after several years of volatility. The sharp price surges of 2021 and 2022 have given way to a more balanced, sustainable environment in 2025, offering both buyers and sellers a clearer, more predictable landscape. Compared to this time last year, the market is moving at a steadier, more thoughtful pace. While demand remains healthy, the intense urgency that once defined the post-pandemic period has notably eased. Properties with architectural charm, historical significance, or prime locations continue to command attention, but decisions are being made with more strategy and less haste. This more deliberate tone is reshaping how both sides of the transaction engage. Buyers are taking the time to evaluate long-term value, while sellers are leaning into pricing and presentation to stand out. The market is no longer about who moves fastest—it’s about who moves smartest.
In short: Key West continues to offer compelling opportunities, but success today is built on preparation, patience, and precision.






FEATURED LISTING
913 Watson Street, Key West
Tucked away on one of Key West’s most private and secluded streets—seriously, if you’ve never been to 913 Watson Street, you’ve probably never been on this block—this meticulously reimagined historic home, built prior to 1912, is the epitome of island living.
“How do we begin to thank you all-firstly, Lynn and Jackson, who were such good friends to Dad and whose company brought him so much pleasure-and then to you, Ted, for your super-hard work? I know it’s been a challenging time in real estate, and we feel so lucky and grateful to have had TEAMKAUFELT to take us through it. It’s extra hard selling something with multiple owners who live far away, and y’all were totally valiant keeping us informed and giving us your best instincts to find the right buyer.”
NENNA & NICK E.
“Team Kaufelt were the perfect realtor partners at every step – from taking the most fabulous photos and video for marketing, to prepping our property for showing, vetting the prospective buyers, keeping us informed at every stage right up to the successful selling of our home. We could not recommend them highly enough!”
ROSI & JEFF W.
“Ted Stewart was professional, very responsive, and was always a step ahead. Old Town Fitness was the first business we bought in Florida and we are very happy with the service we received from TEAMKAUFELT. From rides to the airport to specific details pertaining to closing the deal, everything was smooth. Looking forward to our next commercial and/or residential deal with you in the future!”
AL F. & JOHN M.
“How do we begin to thank you all–firstly, Lynn and Jackson, who were such good friends to Dad and whose company brought him so much pleasure–and to you, Ted, for your super-hard work. I know it’s been a challenging time in Florida real estate, and we feel so lucky and grateful to have Team Kaufelt to take us through it.”
FERNANDA E.
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Key West Open House: Tucked away on one of Old Town’s most secluded streets, 913 Watson Street is a masterfully reimagined historic gem blending timeless charm with modern luxury. Fully revitalized in 2025 with impact-rated windows, new systems, and rich hardwood floors, this one-bedroom main house plus guest cottage offers serene garden and pool views throughout. Enjoy seamless indoor-outdoor living with a saltwater cocktail pool, water feature, and private composite deck—all just steps from Key West’s best dining, nightlife, and beaches.
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📍 326 William Street, Key West
🗓 Saturday, March 15, 2025 ⏰ 1:00 PM – 3:00 PM
📍 822 Georgia Street, Key West
🗓 Sunday, March 16, 2025 ⏰ 1:00 PM – 3:00 PM
Experience the charm and history of Old Town Key West! Step inside these beautifully preserved homes and discover timeless craftsmanship, modern
comforts, and island living at its finest. Whether you’re searching for a historic retreat or a stylish residence with luxurious outdoor space, these properties
are not to be missed.
Mark your calendars and stop by! Can’t make it? Contact us for a private showing.
Whether you’re looking for a waterfront retreat, a historic hideaway, or a luxury island escape, we have the perfect Key West property for you.
Explore our newest listings below!
🛏️ 3 Spacious Bedrooms
🛁 2 Bathrooms
🚤 Direct canal access for boating & fishing
🌴 Spacious backyard with room for a custom pool
Click here to view the full listing
🛏️ 2 Bedrooms + a Den
🛁 2 Bathrooms
🏠 1850s-built home with preserved historic details
🌴 Private heated saltwater pool with waterfall & swim jets
Click here to view the full listing
🛏️ 2 Bedrooms
🛁 3 Bathrooms
⭐️ Dade County Pine walls & historic character throughout
🏠 Charming front porch & covered patio for outdoor living
Click here to view the full listing
🛏️ 2 Bedrooms
🛁 2 Bathrooms
⭐️ High ceilings & original Dade County Pine details
🏠 Spacious backyard—perfect for a custom pool or garden
Click here to view the full listing
🛏️ 3 Bedrooms
🛁 3 Bathrooms
⭐️ Resort-style private pool & lush tropical landscaping
🏠 High-end appliances, impact glass windows, & Somfy electric blinds
Click here to view the full listing
Learn More and Stay Updated
Visit www.TEAMKAUFELT.com for the 3D tour, additional photos, and more information about this listing.
Contact Information
📲 (305) 399-0330

If you’ve ever dreamed of escaping to a tropical paradise, 711 Ashe Street in Key West is calling your name. Nestled in the heart of the Historic District, this property is more than just a house—it’s a serene retreat, offering the best of both indoor and outdoor living. With a lush secret garden designed by the renowned Craig Reynolds, this home embodies the laid-back charm and sophisticated style that make Key West so irresistible. This garden was also seen on HGTV. Click Here

Step inside, and you’re greeted by an airy and inviting home. The 12-foot-high ceilings, elegant French doors, and gleaming hardwood floors create an ambiance of timeless elegance. The open-concept layout seamlessly connects each space, allowing natural light to pour in from every window. Whether you’re lounging in the cozy living area or preparing a meal in the kitchen, you’ll enjoy tropical garden views all around.

Outside, the magic truly comes alive. Imagine sipping your morning coffee on the spacious covered porch as a gentle breeze rustles through the palms. The garden, complete with tranquil water features and vibrant greenery, is a sanctuary all its own. There’s even an iconic outdoor shower surrounded by lush foliage, letting you soak up the island vibe every single day.
With 2 bedrooms and 2 bathrooms, this home is perfect for anyone looking for a tranquil escape. Add in two off-street parking spaces and a prime location just moments from Key West’s beaches and restaurants, and you’ve got the ideal package for effortless island living.
1. Year-Round Sunshine: With warm temperatures and sunny skies nearly every day, Key West truly feels like a perpetual vacation. Say goodbye to winter blues and hello to paradise.
2. Outdoor Lifestyle: From boating and fishing to biking and beachcombing, Key West offers endless ways to enjoy the outdoors. At 711 Ashe Street, your own private island oasis awaits, complete with a garden to rival the best tropical resorts.
3. Vibrant Culture: Key West is a melting pot of creativity and charm, with art galleries, music festivals, and unique architecture. Living here means being part of a community that celebrates life and individuality.
4. World-Class Dining: Whether you crave fresh seafood or gourmet cuisine, Key West’s culinary scene has something for everyone. And with the best restaurants just a short stroll from Ashe Street, you’ll never run out of options.
5. Relaxed Pace of Life: Life moves a little slower here, and that’s the point. Key West offers a peaceful, stress-free environment where you can truly unwind and savor every moment.

711 Ashe Street isn’t just a home; it’s a lifestyle. With its secret garden, timeless design, and prime location, this property offers a unique opportunity to own a piece of paradise. Whether you’re ready to relocate or looking for the perfect vacation retreat, this Craig Reynolds-designed oasis is the perfect place to call home.
Don’t miss your chance to experience the magic of Key West. Schedule your private viewing today and discover why 711 Ashe Street is the home you’ve been waiting for.
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The Key West Holiday Parade is back, bringing a vibrant mix of tropical charm and festive spirit to the southernmost city in the continental United States. Scheduled for Saturday, December 7, 2024, this much-anticipated event offers a night filled with community pride, stunning holiday displays, and unforgettable entertainment. Whether you're a local or a visitor, this parade is a celebration you won’t want to miss. Let’s dive into what makes the Key West Holiday Parade 2024 such a special event!
The Key West Holiday Parade is an annual tradition that captures the unique personality of this lively island. Combining festive holiday themes with Key West’s relaxed and inclusive vibe, the parade highlights the creativity and community spirit that make this event one-of-a-kind. From dazzling floats to enthusiastic performers, the parade showcases the very best of the island's cultural fabric.
The parade kicks off on Saturday, December 7, 2024, at exactly 7:00 PM. Arrive early to grab the best viewing spot and enjoy the pre-parade buzz as spectators line the streets.
The parade begins at the corner of Truman Avenue and White Street, right next to Bayview Park. It follows a scenic route down Duval Street, the heart of Key West's entertainment district, providing ample opportunities for viewing along the way. The vibrant decorations and enthusiastic crowds transform the streets into a winter wonderland in paradise.
Expect a procession of meticulously decorated floats, each designed to spread holiday cheer. Many of these floats are created by local organizations, schools, and businesses, adding a personal touch to the spectacle. Accompanying the floats are talented marching bands, energizing the crowd with their festive tunes.
What sets the Key West Holiday Parade apart from others is its tropical twist. Picture holiday floats adorned with palm fronds, Santa Claus donning sunglasses, and performers embodying the island’s laid-back spirit. It’s a blend of traditional holiday elements with the vibrant essence of Key West.
The event is a showcase of local pride and creativity, with schools, community groups, and businesses contributing their talents. This sense of community makes the parade feel like a giant block party, inviting everyone to join in the celebration.
1. Fun for All Ages
Whether you're a child thrilled to see Santa Claus or an adult soaking in the festive atmosphere, there’s something for everyone at this parade. Families, friends, and solo travelers alike will find joy in the event’s inclusive and cheerful vibe.
2. Perfect Photo Opportunities
The parade is a feast for the eyes, with its colorful floats, twinkling lights, and lively performers. Bring your camera or smartphone to capture unforgettable moments to share with friends and family—or on your Instagram!
3. Kickoff to the Holiday Season
The parade marks the official start of the holiday season in Key West. It’s a chance to celebrate the spirit of giving, unity, and cheer in one of the most picturesque settings in Florida.
With crowds expected to gather well before the 7 PM start, plan to arrive early. Stake out a prime viewing spot along Duval Street, and bring a chair or blanket for comfort.
Even though it’s December, Key West boasts warm, tropical weather. Dress in light, breathable clothing, but consider bringing a festive sweater for that holiday vibe.
While there are plenty of dining options nearby, having a few snacks and drinks on hand can keep you refreshed while waiting for the parade to start.
After the parade, head to the Key West Historic Seaport for its annual light display. The beautifully illuminated boats offer a magical view of the harbor.
From tree lighting ceremonies to holiday markets, Key West offers a variety of seasonal activities to complement the parade.
After the parade winds down, immerse yourself in the lively nightlife of Duval Street, where bars and restaurants come alive with holiday-themed specials.
Yes, the Key West Holiday Parade is a free event, open to the public.
Absolutely! Local groups, schools, and businesses are encouraged to participate. Check with the event organizers for registration details.
While the parade is pet-friendly, be mindful of the crowds and noise, which might not be suitable for all animals.
If you're staying in Key West, walking or biking is ideal. If you're coming from out of town, consider using public transportation or rideshares.
Yes! Many local bars and restaurants host holiday-themed parties, offering a chance to keep the festive spirit alive.
The Key West Holiday Parade 2024 promises a magical evening of community, creativity, and cheer in one of the most scenic settings in Florida. Whether it’s your first time attending or a beloved annual tradition, this event captures the essence of the holiday spirit with a tropical twist. Be sure to arrive early, bring your holiday cheer, and get ready to make lasting memories in the heart of Key West.
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Key West Real Estate Market | 715 Thomas Street, Key West is now for sale. A sanctuary of contemporary elegance and island charm boasting a prime location in Key West’s vibrant Historic District. This meticulously maintained concrete block residence offers low-maintenance island living with impact rated windows and doors, porcelain tile floors, a metal roof, and a well for irrigation. Vaulted ceilings in the great room create an airy ambiance, while multiple sets of French doors beckon you to the outdoor living space and tropical gardens. Whether entertaining guests or enjoying a quiet morning coffee, the seamless flow between indoor and outdoor spaces makes this home an entertainer’s dream. The open kitchen features French doors overlooking the large covered patio and outdoor dining room, and panoramic windows letting in lots of natural light. The primary bedroom, a tranquil retreat, boasts ample space for a king-sized bed, an en suite bathroom, a double closet, and a private backyard sitting area. An additional bedroom and bathroom provide comfortable accommodations for guests or a home office. Lush, tropical landscaping surrounds the property, creating a private oasis just steps away from the excitement of World-famous Duval Street. Stroll to island’s best restaurants and shopping, explore nearby attractions like Hemingway’s House and the Southernmost Point, or simply relax in your own backyard paradise. Whether you’re looking for a full-time residence or a vacation getaway, 715 Thomas Street is an exceptional opportunity to experience the best of Key West living. Ideally located on a 4,508SF lot in the X-Flood Zone. Large off-street parking and a rolling gate make life easy – schedule your private viewing now! View all things Key West real estate at www.teamkaufelt.com
View the 3D tour, Photos, Video and more at www.teamkaufelt.com/homedetails/715-thomas-street
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In the first of half of 2023, the average sale price of homes in Key West increased by 10%, however, the overall number of transactions closed decreased by 58%. Click the link below to see the entire real estate market update for Key West and learn how TEAMKAUFELT is continuing... to excel in an ever changing Key West real estate market.
| 2023 | 2022 | 2021 | |
| NUMBER OF SALES | 214 | 365 | 501 |
| AVG. LISTING PRICE | $1,572,454 | $1,419,973 | $1,183,492 |
| AVG. SOLD PRICE | $1,450,582 | $1,320,309 | $1,122,302 |
| DAYS ON MARKET | 53 | 44 | 82 |
| AVG. LISTING PRICE/SF | $1,058 | $922 | $749 |
| AVG. SOLD PRICE/SF | $1,019 | $909 | $724 |




To view statistics for the first half of 2023: CLICK HERE
In the first of half of 2023, the average sale price of homes in Key West increased by 10%, however, the overall number of transactions closed decreased by 58%. Click the link below to see the entire real estate market update for Key West and learn how TEAMKAUFELT is continuing... to excel in an ever changing Key West real estate market.
| 2023 | 2022 | 2021 | |
| NUMBER OF SALES | 214 | 365 | 501 |
| AVG. LISTING PRICE | $1,572,454 | $1,419,973 | $1,183,492 |
| AVG. SOLD PRICE | $1,450,582 | $1,320,309 | $1,122,302 |
| DAYS ON MARKET | 53 | 44 | 82 |
| AVG. LISTING PRICE/SF | $1,058 | $922 | $749 |
| AVG. SOLD PRICE/SF | $1,019 | $909 | $724 |





To view statistics for the first half of 2023: CLICK HERE
Learn more about Damian Vantriglia here: https://www.teamkaufelt.com/damian-vantriglia/
This home has three-bedrooms, three-and-a-half-bathrooms and was built in 1890, on a 0.2-acre lot.
It is on a quiet street, a five-minute walk from a butcher shop, a coffee shop and city hall. It is half a mile from Bayview Park, a green space with a playground and tennis courts, and Horace O’Bryant School, a public school serving students in prekindergarten through eighth grade. Some of the island’s best-known landmarks, including the Ernest Hemingway Home & Museum and the Key West Lighthouse, are about a mile away, as are several public beaches.
Key West International Airport is a 10-minute drive. Key Largo, a popular starting point for trips through the Keys, is about two and a half hours away. Driving to Miami takes about three and a half hours.
Size: 1,987 square feet
Price per square foot: $1,359
The entrance to the house is behind a wood gate, off the brick driveway. The front door, at the center of the covered porch, opens into a long foyer with a staircase to the second level and access to a powder room.
To the left, through a wide, arched doorway, is a living room with windows looking out on the surrounding greenery. The dining room is through another arched doorway. The family room, at the back of the house, has expansive windows and sliding-glass doors that open to the rear deck, the pool and the garden.
The sleek galley kitchen, separated from the family room by a breakfast bar, has stainless steel appliances and access to the rear deck.
The primary suite is off a hallway extending from the foyer. The bedroom has glass doors that open to a walkway leading to the pool area. Two full bathrooms are connected to the bedroom.
Two guest rooms are on the second floor. One has a balcony overlooking the neighborhood; the other has built-in bookshelves. They share a full bathroom at the end of the hall.
The outdoor spaces were recently updated, with new IPE wood decking and a walkway encircling the house. The pool is at the center of the backyard, surrounded by space for lounge chairs; a covered loggia at one end holds an outdoor bar. There is space to park one car in the driveway.
Article written by: Angela Serratore
To see the full NY TIMES article: NY TIMES REAL ESTATE
To see other Team Kaufelt blog posts: TEAM KAUFELT REPORT
701 Elizabeth Street is an iconic, architecturally designed residence located at the highest elevation point in Old Town Key West, also known as Solares Hill. Solares Hill is a BIG DEAL to locals and homeowners! With the 3 story structure reaching for the sky, it also boasts piece of mind knowing that you are 18ft above flood when the average home elevation in Key West is roughly 5 ft.
Living in Key West also comes with “baggage!” We aren’t talking about suitcases; we are talking about your friends and extended family! If you anticipate having company, this home may work for you more than you can imagine. The legal three-story guest house could serve as an excellent private suite for your company or an income producing rental. Everything is separated from the main part of the house so your company can come and go uninterrupted!
Designed by renowned architect Thomas E. Pope and built in 1984, this tropical home includes a beautifully updated 2-story residence including two bedrooms and two bathrooms, as well as an attached 3-story, one bedroom and one bathroom guest house with soaring 26 foot ceilings.
Well sited in the middle of the island and on a corner lot gives the homeowner the best all around location on the island! Whether a person has their own boat, wants to walk or ride their bike everywhere, and/or enjoys dinners in Old town, this is THE location.
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SAY HELLO to Casa Maribel! A picture-perfect home in the exclusive Gardens of Key West community of the Historic District, this bright and elegant haven offers the best in leisurely living! Located on Solares Hill just one block away from World Famous Duval Street, the island’s best restaurants, and attractions, this residence has the perfect combination of tranquil resort-like living while having the best of Key West amenities at your fingertips. Greeted by a lovely lush garden, step inside to find a user friendly floor plan with an open living space with sliding glass doors flowing out to the partially covered patio and heated pool. Upstairs includes cathedral ceilings, a large primary bedroom and en suite bathroom, plus the guest bedroom and bathroom, and laundry closet. This is a wonderful tropical residence in Prime Old Town, Key West that includes a driveway for one off-street parking spot, an X-Flood Zone location, and island living! Listed exclusively by TEAMKAUFELT of TRUMAN & COMPANY REAL ESTATE in Key West, FL.
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View all of our Active and Sold Key West Real Estate listings at: www.teamkaufelt.com
Follow the Leaders in Key West real estate, Team Kaufelt of Truman & Co. Over 52 Million sold in 2019 and over a 1/4 Billion sold in our career. By working with our team, we will provide local expertise, real estate knowledge, creativity, and greater responsiveness as our entire team is available to you 24/7.
This water lover’s paradise on Upper Sugarloaf Key boasts water and mangrove views, easy boating access, a concrete seawall with boat davits, new pavers, and a heated swimming pool and spa. Step inside to find a user friendly floor plan, an open living and dining room, soaring 20’ cathedral ceilings, a large downstairs bedroom, and lots of natural light. The updated kitchen features Samsung stainless steel appliances, granite countertops, and a breakfast bar. Impact rated glass sliders welcome you to the spacious balcony perfect for watching sunrise or outdoor dining. Upstairs you’ll discover a second guest bedroom, the master bedroom with open water and canal views, and a bathroom with double-vanity sinks and updated fixtures. Ample parking and a garage provide plenty of room for an RV or boat trailer. Upper Sugarloaf is an upscale coastal community just minutes to Key West.
Additional Features:
-Brand new Heated and chilled saltwater pool w/ozone system
-Brand new hardscape
-Brand new Mini Beach
-Brand new privacy wall
-Boat lift (updated davits for 24’ boat)
-50’ Seawall
-Easy boating access to the world famous Florida Keys backcountry and the Gulf of Mexico
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Everybody loves the Florida Keys. Especially Key West, which international travel website Big 7 Travel placed in one of the top 10 spots on its annual 50 Best Coastal Towns in the United States report.
Miami made the cut, too. But Key West, which was no. 6, really captured the imagination of Big 7 Travel, which considered such factors as beach amenities, natural scenery, community atmosphere, food and drink scene, and activities. “Many consider Key West to be the best beach area in the States,” Big 7 Travel writes. “And they aren’t wrong. Countless pastel colored homes, a robust vacation atmosphere, incredible seafood, and the most gorgeous beaches in Florida definitely back up the claim. Then, below the water, you’ve got incredible vibrant coral perfect for scuba diving and crystal clear waves perfect for wading the day away. It truly is paradise on earth.” Big 7 Travel also called the Overseas Highway one of the most scenic drives in the U.S.
The writers of the Best Coastal Cities report concede that Miami, no. 28 on the list, is not exactly a “cozy beach town” but couldn’t ignore its glitzy appeal: “This vibrant Floridian hub is loaded with culture and celebrates its diversity through food, art, and entertainment. From the luxury resort hotels and fine dining spots to the cozy hole in the walls and boutique inns, Miami is a little bit of everything. And if that weren’t enough, the beaches are pristine and the nightlife is among the best in the country.” The best coastal beach town in the U.S. was Carmel-by-the-Sea in California, with Nantucket, Massachusetts; Narragansett, Rhode Island; Cape May, New Jersey and Santa Barbara, California rounding out the top 5.
READ NEXT: https://www.teamkaufelt.com/key-west-named-one-of-the-14-best-road-trips-in-america/
Monroe County, FL. | The 2021 State of the County Annual Report and Information Guide is now available online at www.monroecounty-fl.gov/stateofthecounty
The annual report highlights Monroe County’s accomplishments in 2020 and the County’s goals for 2021. It features information about the Board of County Commissioners, the County’s administration and 24 departments, ways to stay connected with Monroe County, budget information, hurricane preparedness, the 2020 response to COVID-19, and more. The guide also includes contact information for the five Constitutional Offices and a variety of government agencies, utilities, and schools in Monroe County. Bookmark the guide to be kept as a reference all year. It is filled with information about the entire County to help citizens and business owners better navigate all the government agencies and other entities that serve them.
In addition, Monroe County Mayor Michelle Coldiron and County Administrator Roman Gastesi are making the annual State of the County addresses for local chambers, rotaries, and other organizations throughout February and March. Check with your local organizations to see if they have one scheduled. The presentation can be found at www.monroecounty-fl.gov/stateofthecounty.
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TEAMKAUFELT is proud to be recognized as the #1 active real estate team in Key West per the MLS for 2022 and 2023. In a year marked by extraordinary shifts in the marketplace we worked together to provide local expertise, real estate knowledge, and unmatched responsiveness.
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