Ashley Dineen

Ashley Dineen

Licensed Real Estate Salesperson

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Awards

WSJ Real Trends America's Best 2020,2021, 2022

Specialties

​ Buyers
Sellers
Luxury Properties
New Construction
Relocation
Rentals

Areas Covered
​ Darien
Greenwich
New Canaan
Norwalk
Rowayton

Charity

The Tiny Miracles Foundation
President, Board of Directors

Oak Alley Foundation
Secretary, Board of Directors 
Client Testimonial

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★★★★★
"Ashley’s knowledge of the area is encyclopedic, her attention to detail without equal...but what makes her the best agent we’ve ever dealt with is her thorough, thoughtful handling of the entire process: from identifying the right area for us to narrowing down our list of houses, and then from negotiating to closing and beyond. Ashley was with us every step of the way, and as a consequence of that, we feel even better about the house we bought. (Can’t really think of a better recommendation than that.)"

★★★★★
"Ashley was raised in Darien so she is the town expert. This is especially helpful because she can put you in touch with a mortgage broker, attorney the closing, etc. She will help you find the best home you based on your criteria. Coming from Manhattan and apartment living 20+ years, we had some very specific needs our family and she was able to show us homes in our price range that fit those requests. She is a pleasure to work with and she is very tied into the community."


About Ashley

Having called Darien home throughout her entire life, Ashley's connection to the community goes beyond being a mere local; she is an unwavering champion of her town. This spirit permeates her interactions with both buyers and sellers, reflecting a deep-rooted dedication. Her meticulous eye for detail, coupled with a profound understanding of the market enables her to deliver a truly premier experience for her clientele. Valuing relationships over transactions, Ashley's approach is grounded in building trust, connections, and transparency with clients and colleagues alike. 


Her ability to showcase the area's unique appeal and match clients with their ideal properties has earned her widespread recognition, including being named in the Wall Street Journal America's Best for three consecutive years. Additionally, as a member of Realm, an exclusive group of elite brokers limited to the top 1% in the profession, Ashley exemplifies unparalleled expertise and dedication to her craft.


Ashley lives in Darien with her husband Duke, 3 college age daughters, and a lively menagerie consisting of four dogs, three of which are rescues from New Orleans (thank you oldest daughter who continues to “foster” and bring home), twelve chickens and a chatty parrot named Diego. She currently serves as the President of the Board of Directors for The Tiny Miracles Foundation - a non-profit that provides support services to families with premature babies in Fairfield and New Haven Counties. This cause is close to Ashley’s heart, as her twin daughters were born prematurely at 33 weeks and spent 2 months in the NICU. 


In her free time, Ashley can be found working in her flower garden. She promises herself every spring she will not buy another Peony or order more Dahlia tubers! 


Ashley's warmth, expertise, and unwavering dedication to her clients make her a trusted ally in the real estate journey. Whether you're seeking the perfect home or aiming to sell a cherished property, Ashley Dineen is committed to serving the diverse real estate needs of the community with unparalleled professionalism and a genuine, friendly spirit.

Ashley Dineen’s Listings

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a spacious bedroom with a bed a table and chair
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a bathroom with a granite countertop sink and a mirror
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Listed By CompassUnder Contract

$7,950,000

Bedrooms
5
Bathrooms
7.5
Square Feet
6,882
Acres
1.36