Dillard Realty is a team of Real Estate professionals that are focused on the needs of Fairfield County Connecticut buyers, sellers and investors. One of our distinguishing factors from your every day Connecticut agent is that we focus on connecting Fairfield County sellers with New York City buyers. Connecting the dots through NYC private banks & real estate company platforms. We have actively invested in businesses and real estate since the early 1990’s. Dillard Realty Co-Founders (Nathan & Gloria Dillard) own a portfolio of real estate ranging from historical properties to mixed use residential buildings and are licensed to practice residential and commercial real estate in the state of Connecticut & New York. Due to our vast knowledge of the real estate industry, Nathan’s Manhattan connection and our experience & knowledge of Fairfield County, you can rest assured that whether you are selling, buying or investing this team will find the right option for you. Nathan & Gloria Dillard have been Norwalk residents for over 13 years, are married and enjoy time with their cat named Sam.

Meet the Co-Founders:

Nathan Dillard

Gloria Dillard


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Move in ready & ideally located on a sought-after Long Lots cul-de-sac, this home on one acre of pastoral property with room for a pool enjoys soothing sights and sounds...
  • 4 Beds
  • 4 Baths
  • 3,028 sq ft
  • 43,560 lot
  • $1,059,000
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See 3D Matterport virtual walk through of this home. Located in the prime University area, close to the main downtown, schools and the Metro North train station, on a tree...
  • 4 Beds
  • 5 Baths
  • 3,800 sq ft
  • 13,503 lot
  • $915,000
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Designed and built in 2014 by the MICHAUD GROUP, this quality newer construction home with a lovely mahogany front porch features timeless architecture and quality finishes and a desirable open...
  • 5 Beds
  • 5 Baths
  • 3,348 sq ft
  • 10,454 lot
  • $899,000
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AVAILABLE FOR RENT BEGINNING OCTOBER 2ND. This charming 4 bedroom home is situated in one of Connecticut's most sought after coastal enclaves - The Rowayton Beach Association. Steps away from...
  • 4 Beds
  • 5 Baths
  • 3,320 sq ft
  • 7,405 lot
  • $15,000
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SHORT WALK TO TRAIN! This Fully updated 2 bedroom gem in downtown South Norwalk includes hardwood floors, and a new central air system. New In unit washer and dryer recently...
  • 2 Beds
  • 2 Baths
  • 1,112 sq ft
  • -- lot
  • $2,650
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Away from it all, yet just moments to the Merritt and less than an hour to NYC, this charming 4 bedroom/3 full bath home is situated on a picturesque and...
  • 4 Beds
  • 3 Baths
  • 2,580 sq ft
  • 106,286 lot
  • $619,000
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Nestled on an idyllic hill in lower Weston sits a custom, six bedroom colonial, perfect for today's lifestyles. Gorgeous views of the babbling Jennings Brook and the scenic pond it...
  • 6 Beds
  • 6 Baths
  • 6,469 sq ft
  • 94,525 lot
  • $950,000
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READY TO RENT OUT OR LIVE IN! No work needed. Owner has already taken care of painting, installing laminate wood floors throughout, new kitchen cabinets, new vanity, and new appliances!...
  • 2 Beds
  • 1 Baths
  • 775 sq ft
  • -- lot
  • $199,000
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Extraordinary opportunity to purchase the iconic and magnificently renovated "Mill River Farm Barn House" Original Barn doors(rich in history) flank the soaring entryway. A perfect balance of unique & original...
  • 7 Beds
  • 7 Baths
  • 5,532 sq ft
  • 51,400 lot
  • $1,625,000
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SHORT WALK TO TRAIN! This Fully updated 2 bedroom gem in downtown South Norwalk includes hardwood floors, and a new central air system. New In unit washer and dryer recently...
  • 2 Beds
  • 2 Baths
  • 1,112 sq ft
  • -- lot
  • $289,000
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This bright and spacious first floor unit is convenient to the best that Cove has to offer - Chelsea Piers, Cove Island Beach & Park, AND Terry Conners Rink! Hardwood...
  • 1 Beds
  • 1 Baths
  • 796 sq ft
  • -- lot
  • $1,450
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Fantastic location in central Greenwich, minutes to shops, restaurants, and train. Wonderful, bright end unit complete with 3 spacious floors. Sophisticated open and airy floor plan designed for today's living....
  • 2 Beds
  • 3 Baths
  • 1,722 sq ft
  • -- lot
  • $885,000
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Pristine turnkey home boasting 5 bedrooms in fantastic commuter location. Stunning Kitchen with Granite and Wolf and Miele appliances opens to sun drenched Dining Room with walls of glass. Sliders...
  • 5 Beds
  • 3 Baths
  • 2,143 sq ft
  • 43,995 lot
  • $669,000
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JUST 1 HR AWAY FROM NYC, This stunning home nestled in one of East Norwalk's most coveted neighborhoods is located .6 mile from MetroNorth station. Mere minutes to beach (via...
  • 3 Beds
  • 2 Baths
  • 2,912 sq ft
  • 30,056 lot
  • $699,000
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Move right in to the perfect blend of vintage detail and timeless design in this renovated 1920's colonial. Formal LR with fireplace, built-in bookshelves/desk, and a separate sunroom with vaulted...
  • 4 Beds
  • 3 Baths
  • 2,992 sq ft
  • 13,068 lot
  • $1,480,000
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This very special shingle and stone colonial was custom built in 2014 and is situated on 1.2 private acres in the sought after Tokeneke Association. It features high ceilings, exquisite...
  • 5 Beds
  • 9 Baths
  • 9,699 sq ft
  • 55,321 lot
  • $5,245,000
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An updated, elegant 1928 Tudor architectural style two-bedroom home that embodies a lifestyle of bygone years. Sited on Norwalk’s most convenient, cul-de-sac side street. All new 2019 Tudor-style Andersen windows...
  • 2 Beds
  • 2 Baths
  • 1,308 sq ft
  • 5,227 lot
  • $420,000
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Fantastic light and airy studio with sparkly hardwood floors in downtown Stamford. Walk to everything. Renovated kitchen & bathroom with tub/shower. Massive walk-in closet in living room which could easily...
  • -- Beds
  • 1 Baths
  • 439 sq ft
  • -- lot
  • $1,450
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This impeccably renovated and beautifully decorated colonial on popular Miles Road is a MUST SEE! Almost every single detail of this house has been perfectly renovated and improved upon. Upon...
  • 4 Beds
  • 4 Baths
  • 2,638 sq ft
  • 8,712 lot
  • $1,395,000
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Embrace this opportunity to live in a private, 13 home Greens Farms association, featuring a pool & clubhouse! Sited at the end of the cul-de-sac, this spacious, 5 bedroom shingle-style...
  • 5 Beds
  • 4 Baths
  • 4,516 sq ft
  • 21,780 lot
  • $1,495,000
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Back on the market: BUYER COULD NOT PERFORM.Exceptional "better than new" 2019 construction with extraordinary features and details. Situated on a quiet cul de sac in the heart of Westport....
  • 6 Beds
  • 7 Baths
  • 6,496 sq ft
  • 21,780 lot
  • $1,849,000
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Your NYC Escape has Arrived! Spectacular Waterfront Property yields breathtaking views of Long Island Sound. Southern and western exposures make every sunset a delight. Renowned architect Michael Greenberg designed and...
  • 4 Beds
  • 6 Baths
  • 6,152 sq ft
  • 33,976 lot
  • $4,895,000
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Lot available in desired North Stamford neighborhood. Amazing opportunity to build your dream home on one acre of land.
  • -- Beds
  • -- Baths
  • -- sq ft
  • 43,560 lot
  • $250,000
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This exceptional offering is an outstanding compound for year round living,or as a weekend getaway. Tranquility abounds in this remarkable Weston estate, steeped in history. Built in 1938,this unique and...
  • 5 Beds
  • 5 Baths
  • 8,327 sq ft
  • 462,607 lot
  • $1,795,000
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STUNNING 4 BEDROOM 2 1/2 BATH HOME RECENTLY COMPLETELY RENOVATED FROM TOP TO BOTTOM BY OWNER/BUILDER ON A QUIET STREET CLOSE TO TOWN. MODERN OPEN FLOOR PLAN 3,232 SQUARE FEET...
  • 4 Beds
  • 3 Baths
  • 3,232 sq ft
  • 12,632 lot
  • $720,000
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Move in Ready! Located in the Heart of Vibrant Downtown This Bright 1Br End Unit Offers Updated Kitchen w/Granite Counters, Recently Painted, Refinished Parquet Wood Floors & Updated Bath. Reserved...
  • 1 Beds
  • 1 Baths
  • 593 sq ft
  • -- lot
  • $1,575
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Spectacular 1908 waterfront Mediterranean estate on 2.2 acres with over 350 ft of private beach and a heated pool, located directly on Long Island Sound. This beautiful home has 6...
  • 7 Beds
  • 6 Baths
  • 8,528 sq ft
  • 49,658 lot
  • $4,200,000
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Walk to New Canaan town center from this turn-key Farmhouse Colonial completely restored in 2007. The welcoming front porch greets you and your guests as a casual place to relax...
  • 3 Beds
  • 3 Baths
  • 2,184 sq ft
  • 6,534 lot
  • $929,000
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Home is where the heart is! The moment you see the heart carved into the driveway stone pillars you will know you are home in this young, 2008 colonial convenient...
  • 4 Beds
  • 4 Baths
  • 4,240 sq ft
  • 10,018 lot
  • $749,000
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Consider all the great details in this updated home on a quiet cul-de-sac in Weston. The exterior has new siding and a newer roof, freshly painted interior and exterior too....
  • 3 Beds
  • 3 Baths
  • 1,688 sq ft
  • 100,623 lot
  • $669,000
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Data last updated: 7/14/20 7:15 PM PDT