Daisy Penney's Profile Photo

Daisy Penney

Licensed Real Estate Salesperson

Social Media

Awards

RealTrends Verified, 2025, 2024, 2023, 2022
Boston Magazine Top Producer  

Press


Client Testimonials

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★★★★★
"Thoughtful, helpful, organized and unquestionably on top of everything. Thank you for making this difficult process relatively painless, and for putting our best interests first. You are terrific people, and great at your craft!" - Brent

★★★★★
"We loved working with the Penney Gould team. They were knowledgeable, responsive and helped us get through the buying process seamlessly. They provided incredibly reassuring and helpful guidance when we needed to know if we should walk away from a deal or make a bold move. They're also a blast to work with!" - Kat and Jeff

★★★★★
We purchased our first home with John Gould and Daisy Penney - and we could NOT have done it without their expertise, patience, persistence, and great advice. They definitely made the process stress free, and went beyond the call of duty to help us secure our dream home! They were available any time we needed them, night or day, and everyday of the week. They also brought a really capable, responsive, and reasonably priced network of help - including legal, financing, insurance, and everything else we needed to close. Thank you so much Penney + Gould! - Dave + Jacque

★★★★★
It was such a pleasure to work with Daisy and John as we searched for a new home in Boston's South End. Because we were relatively new to the area and the market was so hot, this could have been a nerve-racking experience but Daisy and John took on our quest with confidence, incredible depth of knowledge and calm demeanor. It always seemed that they were sure we were going to find the perfect place for us. Always responsive as well as endlessly patient with my learning curve- can't imagine working with anyone else! - Ann + Tom

★★★★★
I was incredibly impressed with how thoughtful, organized, and helpful both Daisy and John were during our house-hunting adventure. They skillfully, patiently, and professionally guided us through a process that was not as easy as it first appeared, quickly earning our trust and confidence. They never tried to sell us, but rather offered the pros and cons of each property according to the attributes we established. Helping us with third-party contacts was important as well, and they offered that with ease. Integrity matters, and the Penney + Gould Team nailed it. Their genuine, personal approach was icing on the cake! - Brent + Michael

★★★★★
We had just moved to Boston and Daisy was the Realtor who assisted us in finding our home. Moving from Europe to Boston was a big adventure, but Daisy's friendly welcome and helpful hints made us feel at ease. Her expertise and advise guided us through the myriad neighborhoods that make Boston famous, while giving us useful neighborhood tips before making our decision. She was very patient and understanding with all of our questions. Aside from the practical issues she also has good decorating taste, offering advice and tips on local vendors, painters and repairmen. She updated us daily with new listings, and often did the legwork so we could avoid houses that didn't fit our profile. Thanks again for your professionalism and availability. - David + Rafa

★★★★★
I honestly cannot recommend the Penney/Gould team enough. Daisy and John helped us for more than a year as we looked for a home in Boston. They were knowledgeable, friendly, incredibly kind, and they made us feel like we were their only clients, which of course I know was not the case. They are detailed and thoughtful and I can promise you they will be aggressive to get you where you want to be (and be an absolute pleasure to work with along the way). They managed our expectations, but also understood what was important to us and worked really hard to find it. Once all is said and done we're ending up exactly where we want to be, and I'm sure that wouldn't be the case if not for Daisy and Johns' incredibly helpful guidance and support. If you're lucky enough to have an 'in' to work with them, JUMP on it. They are the best in the business. - Maggie + LT

★★★★★
The Penney and Gould team assisted us in selling our condo in Salem--a unique historic property. We couldn't have been more pleased with the results. They had boundless energy and were extremely responsive to any questions we had. Under their direction the staging of our home was magnificent and really delivered that wow factor. At the time of sale they guided us through the whole process and made it painless. Couldn't recommend them more! - Kimberly + Joe

★★★★★
Thank you to you and John for all of your hard work. It's been an absolute pleasure working with the both of you. These last few months with you guys have been amazing. Even though I'm probably one of your smaller listings by comparison; your dedication to selling my house really inspired my confidence that I was well represented. You both can definitely count on my advocacy and praise. I'll be happy to recommend you to anyone. - Paolo

★★★★★
We worked with Daisy and John twice (to buy and sell later sell a property), and they were an INCREDIBLE team to work with. They have great insights on the Boston-area market, their professional strategies were very effective, they were available day or night, and helped us feel very comfortable with these major life decisions. I would (and have) recommend them to my friends and family as I know how hard they work to earn the trust and respect of their Clients. You can be very confident in selecting the Penney-Gould team. - David

★★★★★
Working with John and Daisy is an experience you want everyone who buys or sells a home to have. We purchased our first home with them and just recently sold it. John and Daisy quickly get to know their clients needs and combine their sensibility for a client’s outcome with their knowledge and experience to generate the most favorable outcome. For us that was the house we dreamed about owning as our first home and then a strong sales position when we decided to move. Hands-down work with this team if you have the opportunity! - Jacqueline

★★★★★
Selling your home can be a stressful time, but Penney + Gould made it simple and straightforward for us. From their pre-listing support and suggestions, to their guidance through the actual sale, their expertise allowed us to focus on all the matters involved in a cross country move, and our home sale was seamless and stress-free. John and Daisy are a fantastic team and anyone lucky enough to work with them will be in good hands and glad they chose Penney + Gould. Our only regret is that they are not here in Oregon so they could help us purchase our next home. - Leslee + Lee

★★★★★
We met Daisy in the late winter of 2016 as we embarked on a frantic and tiresome search for a new apartment rental to accommodate the two of us and our new dog. My husband and I had been renters in the South End for almost 10 years and although we had wanted to buy, we doubted we could afford toown in the neighborhood we so loved. We were newcomers to the market; completely inexperienced, indecisive, but also quite eager to understand our best possible options. Daisy was without a doubt the most knowledgable, patient, and considerate real estate agent we met as we began to navigate in this extremely competitive market. Daisy not only catered to our ever-changing goals, (we had been back in forth about renting and owning for month), but she also worked tirelessly to help us make the best possible decision for our family. Our entire experience with Daisy was warm, engaging, communicative, and personal. Thanks to Daisy's talent and persistence we became first time homebuyers in the South End neighborhood early in the spring. We couldn't be any happier less a year later in our charming new home. We are beyond grateful to Daisy for sharing her passion for real estate with us and providing an exceptional experience from start to finish. When it comes time for us to sell our home and look for something new, Daisy will be the agent we call. - Amanda + Logan

About Daisy

Daisy Penney is a team principal of Penney + Gould, and specializes in residential sales, leasing, and development in the Greater Boston area and has an inherent love for New England. As a South End resident and a native of Massachusetts, she gives clients first-hand insight into the region and its nuances. She specializes in curating hard to find homes for her buyer clients, particularly historic homes and development projects. She provides her clients with insight into the value and potential of a home, and as a long-term investment. She has been recognized by her clients for her discerning and think-outside-the-box strategies which are crucial in the Boston market. 

Daisy Penney specializes in luxury homes in Boston's most sought-after neighborhoods such as South End and Back Bay and has been known for her attention to detail and accountability. She delivers and executes exceptional marketing strategies on the listing side and measured persistence on the buy-side. Her clients are her priority and she provides them with consistent and thorough market analysis and data-driven and real-time insight so that they will have the most sophisticated and integral market knowledge to navigate their home sales and purchases. Using the highest level of real estate technology and marketing through Compass, the utmost accountability + communication, as well as her attention to detail, she provides her clients with exceptional concierge service from start to finish.

Daisy holds a Bachelor of the Arts from Arizona State University and a Masters in Education and Composition from UMASS Boston and has a background in education. She resides in the South End and enjoys all it has to offer as well as its surrounding neighborhoods.

 

Daisy Penney’s Listings

a kitchen with sink cabinets and outdoor view
a living room with fireplace a couch and a flat screen tv
a living room with furniture a fireplace and a flat screen tv
a living room with furniture and a large window
a bedroom with a large bed and a large window
a picture of a room with a bench
a black and white photo of a living room
1/7
Listed By CompassUnder Agreement

$3,200,000

3
Bedrooms
2,118
Square Feet
a living room with furniture and a large window
a living room with furniture and a large window
a view of a dining room with furniture and a potted plant
a living room with furniture fireplace and flat screen tv
a living room with furniture and a flat screen tv
a living room with kitchen island furniture and a flat screen tv
a kitchen with a table chairs and white cabinets
a very nice looking room with a large window
a view of a dining room with furniture and a kitchen view
a view of a dining room with furniture
a view of a dining room with furniture and a chandelier
a large white kitchen with a large window
a bedroom with a bed and a window
a bedroom with furniture and a flat screen tv
a large white bed in a small room
a bathroom with a sink a toilet and mirror
a bathroom with a granite countertop sink a shower and a mirror
a bathroom with a sink a mirror and shower
a view of a livingroom with wooden floor
a bedroom with a bed and a window
a bedroom with a bed and painting on the wall
a bathroom with a toilet a sink and shower
a bathroom with a sink and vanity
a living room with furniture and a flat screen tv
a utility room with dryer and washer
a view of a patio with couches chairs and a yard
a view of a chairs and table in patio
a view of a patio with couches table and chairs and potted plants
a front view of a building
unknown
Contact Agent | 10 Farnsworth Street, Unit 3A, Boston, MA 02210
1/31
Compass Coming Soon

Contact Agent

3
Bedrooms
2,113
Square Feet
a living room with furniture a fireplace and a flat screen tv
a living room with furniture and a flat screen tv
a bedroom with a large bed and a large window
$2,700,000 | 18 Milford Street, Unit 2, Boston, MA 02118
1/4
Listed By CompassUnder Agreement

$2,700,000

2
Bedrooms
1,500
Square Feet
a house view with a seating space
a living room with furniture and a flat screen tv
a bedroom with a bed and wooden floor
a bedroom with a bed wooden floor and a lamp on dresser
a bedroom with a bed and walk in closet
a bedroom with a bed and a flat screen tv
a kitchen with white cabinets and white appliances
a view of washer and dryer
a bathroom with a sink and a mirror
a bathroom with a sink toilet and mirror
a bathroom with a sink a toilet a mirror and shower
a view of a living room with furniture
a living room with furniture and a lamp
a dining room with furniture and window
a view of a balcony
a view of a lobby with cars park
a view of a room with gym equipment
1/17
Compass Coming Soon

Contact Agent

Studio
Bedrooms
426
Square Feet
front view of a house with a yard
a living room with furniture a fireplace and a flat screen tv
a living room with furniture and a large window
a kitchen with stainless steel appliances a stove a microwave a sink and cabinets
a kitchen with refrigerator and cabinets
a kitchen with sink and cabinets
a view of a dining room with furniture large windows and wooden floor
a dining room with furniture and window
a bedroom with a bed a dresser and a large window
a bedroom with a bed and wooden floor
a view of a balcony with wooden fence
a bathroom with a shower
a bathroom with a double vanity sink and a mirror
a view of a room with gym equipment and windows
a bedroom with a bed and a window
a bathroom with a toilet sink and mirror
a living room with furniture and a flat screen tv
a balcony with wooden floor and furniture
a view of a tree in a yard
a view of a garden with a house in the background
1/20
Compass Coming Soon

Contact Agent

4
Bedrooms
3,357
Square Feet
Unavailable
Acres
a kitchen with a sink and wooden floor
a kitchen with stainless steel appliances granite countertop a sink and a refrigerator
a living room with furniture a flat screen tv and a window
a view of an empty room with wooden floor and a window
a bathroom with a sink a toilet and shower
a living room with furniture and a large window
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a living room with furniture ceiling fan and a window
a view of a room with gym equipment
a view of swimming pool with outdoor seating
a view of a patio with couches table and chairs and potted plants
a front view of a building with a yard
a view of a building with a street
1/14
Compass Coming Soon

Contact Agent

1
Bedrooms
548
Square Feet