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Real Estate News, Local Happenings, The Weekend Scoop and More….

810, 2015

Gated Grove Communities Part I: Cloisters on the Bay

Cloisters on the Bay is a gated community of 40 Mediterranean villas located on Biscayne Bay and a few steps from the heart of Coconut Grove and nearby many of the top schools located in the area. Once through the gates, residents take a charming private lane through a grove and gardens, clubhouse, pool, and tennis court to the shore of the Bay. Each Cloisters villa is comprised of 3 levels plus a rooftop terrace, including a garage and walled […]

610, 2015

South Coconut Grove: What’s For Sale This Fall in our Tropical Community

Coconut Grove South includes properties that are located East of Main Highway. This season, that chic community offers killer, move-in-ready listings which are mostly within the $2M-9M range. Click here to view the 18 single family residences for sale in the most sought after areas from Camp Biscayne and Four Ways Lodges to Entrada Estates and The Moorings in both waterfront and non-waterfront categories. Reach out to schedule a private tour and find some of my top picks below:


“La Brisa” […]

110, 2015

JPG Community Spotlight: Pinecrest

Throughout the year, my firm and I have been assessing data from local South Florida communities and have been forecasting major growth for Pinecrest. To date in 2015, this momentum and value in that luxury real estate market is a clear reality. The idyllic suburban village is all about land and space, a clear juxtaposition from the denser areas in Miami-Dade County. Large green lots provide privacy for homes that range from midcentury modern by Miami’s star architects to classic […]

Jill Penman: Miami’s Top Lifestyle Real Estate Agent


With more than twelve years of real estate experience in South Florida’s luxury market, Jill Penman pairs her exceptional service and expertise with the power of ONE Sotheby’s International Realty. As part of this extraordinary global brand she focuses on finding the best real estate opportunities for buyers and sellers with precise market knowledge and sharp negotiation skills.

Jill offers a fresh approach to South Florida real estate, providing expert guidance throughout Coconut Grove, Coral Gables, South Miami, Pinecrest, Key Biscayne, Brickell & Downtown Miami. Professionalism and passion, along with sharp market insights and dedication to client needs drives the success she achieves in all transactions. Her remarkable sales record in the luxury market and consistent rave reviews over the past 12+ years speaks for themselves, whether she’s advocating for buyers or sellers. Her luxury real estate passion and mastery of every part of the sales process, from navigating city codes to negotiations and contracts, manifests itself in over $132,000,000 in total sales since 2003.

Property Videos: If a picture is worth 1,000 words, then…

The Proof is in the Numbers

Our #1 priority is you, our client. We hold ourselves to the highest standards to provide you with the best experience possible. 

We truly care about your home as much as you do. You can count on us.

Years Experience in the Luxury Real Estate Market
Million sold real estate throughout Coconut Grove and Miami
Transactions assisting sellers as well as buyers in luxury real estate
Extremely passionate and dedicated team

Buyer’s Guide: A Special Place for Everyone

Where do you see yourself? On the balcony of a condo overlooking Biscayne Bay? In a shady villa with lots of fruit trees in the backyard?

Miami offers so many choices; with just a few clicks you can find the community or area that suits you best. Imagine the possibilities.


Welcome to The Setting, an enclave of five luxury homes individually designed to sustain their function and beauty throughout time.

Designed by a team led by renowned architect Roney Mateu, The Setting will serve as a respite for extraordinary, timeless modern South Florida living;

an oasis of architectural design, in a vast desert of the commonplace.

We Love our Clients, and They Love Us

We are fully dedicated to our clients.When you work with the Jill Penman Group,

there is no need to worry. Check out what our clients have to say  about us!

“My wife and I will work with no one other than Jill and her team”

“Jill has helped us sell one home and buy two homes. We have worked with her for over ten years. She always has been right on the money when it comes to honest assessment of purchase prices or selling prices. She and her team provide excellent and candid insight on ways to maximize the selling price of your home. They always deliver prompt and responsive service, being available without exception whenever you need her or her team. Finally, the closing support provided is simply second to none. We have been through three separate closings for substantial sums of money and they have all been smooth as silk without delays. My wife and I will work with no one other than Jill and her team for the sale or purchase of any meaningful piece of Miami real estate.” – Cary and Eve Tolley – Coconut Grove, Miami

“Jill is an exceptional real estate advisor. She is knowledgeable, hard working and dedicated. She goes above and beyond to ensure her customer’s needs are being met or exceeded. She knows the market, she does her homework and she is on the top of things.”
Jerome Drolet
“We worked with Jill initially in 2007 as a Buyers Agent and most recently as a Sellers Agent for the property she sold us. Jill is very knowledgable about the market in Coconut Grove and will be our 1st call in the future if we need to buy, sell or rent a property.”
Mike Ortiz
The transition from selling to buying was completely smooth. I’m going to miss being in touch so often. Count on many recommendations from us, because we have only but great things to tell about you and your group. You are completely the best team in Miami to work with”
Pau Piña
“Jill is top notch. We screened dozens of realtors, had one-on-one interviews with 8 finalists, and locked on Jill. She didn’t disappoint.

Jill brings a fabulous network, has high integrity, has a team to stage and project-manage the sale as necessary. She is the model of professionalism — smart and aggressive without being arrogant or pushy. And she drives to close without wasting time. Thanks to Jill, we closed quickly at the right price point with the least hassle and intervention.”

Chris Hilderbrand
“We found Jill on the internet after looking at reviews and have to say those reviews were correct. She was very responsive and knowledgeable on the areas we were looking – the pros AND the cons. When I came down for a whirlwind 15+ house tour in one day, she stuck with me going over each home in great detail and laying out the aspects that would work and those that wouldn’t. Another plus was her responsiveness over email. She would respond very quickly no matter day, night, or weekend. If you are looking for someone to truly assist you with relocation from a remote area of the country, I would highly recommend Jill.”
Nick & Christy Menzie

Accolades of a Winning Team

It’s not just Jill’s clients who have recognized her talents and taste; Jill’s work has been praised across Florida and beyond.

See her full list of Accolades here, and some of the most recent below.

Contact The Jill Penman Group for all your Real Estate needs.

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