Top 10 Wilton, CT Real Estate Agents

Wilton's residential real estate market is one of the most distinctive in Fairfield County — a town of wooded two-acre lots, top-ranked public schools, and a housing stock that ranges from 18th-century antiques to modern custom construction. Navigating it well requires an agent who understands not just the price data but the neighborhoods, the school boundaries, the commute realities, and the rhythm of a low-volume, high-price market where the right buyer for a $2M+ home may not come along every week. The agents below represent the most consistent producers serving Wilton, drawn from SmartMLS transaction data, brokerage recognition programs, and local market presence. Whether you're preparing to sell a longtime family home, relocating from New York City, or trading up within town, this list is a starting point for the conversations worth having.

1. Judy Michaelis — Coldwell Banker Realty

Based out of Coldwell Banker's Westport office at 355 Riverside Avenue, Judy Michaelis has spent three decades building one of Fairfield County's most recognizable real estate practices. Her career sales exceed $340 million, and she has been a member of Coldwell Banker's Presidential Premier group — the top 1% of sales associates internationally — as well as a recipient of President's Elite Awards from 2017 through 2025. She has also earned recognition through Real Trends' America's Best rankings. Judy serves Wilton, Weston, Westport, Fairfield, Norwalk, Darien, Easton, New Canaan, Greenwich, and Redding, with deep specialization in luxury homes, waterfront properties, and relocation. She is known in the market for a relentless work ethic, direct pricing advice, and publishing monthly Wilton market reports grounded in SmartMLS data — a level of market transparency few agents match. Her designations include Luxury Homes Specialist, SRES (Seniors Real Estate Specialist), GRI, Certified New Construction Specialist, and Cartus Certified Relocation Broker.

2. Marion Filley — Compass

Marion Filley leads the Marion Filley Team at Compass and has been a Wilton resident for decades, having raised three daughters in town. The team is responsible for more than $670 million in career sales and consistently ranks in the top 1.5% of 1.6 million U.S. agents per Real Trends' America's Best Real Estate Professionals rankings. Marion works alongside her husband Patrick Filley, and the team's deep Wilton roots give them an unusually granular understanding of the town's neighborhoods, schools, and housing stock. Clients consistently cite her combination of energy, market sophistication, and negotiating instincts — a valuable profile for both sellers navigating pricing strategy and buyers working in competitive situations.

3. Dagny Eason — Dagny's Real Estate

Dagny Eason is the founder and broker of Dagny's Real Estate, an independent brokerage headquartered in Wilton at 20 Windy Ridge Place. A Wilton resident since 1973, Dagny left the large regional firms to build an owner-operated brokerage focused on personalized service, and her local knowledge spans Wilton, Weston, Westport, Ridgefield, Redding, New Canaan, Darien, and Norwalk. Per recent Homes.com data, her firm has closed approximately 98 total sales with 41 in Wilton, spanning a $345K to $1.7M price range. She is active in the Mid-Fairfield County Association of Realtors, the New Canaan Board of Realtors, and SmartMLS, and her practice covers the full spectrum from first-time buyers to luxury sellers, with particular expertise in short sales and investment property.

4. Diane Millas — William Raveis Real Estate

Diane Millas has been a licensed Realtor for nearly 25 years with William Raveis Real Estate in Wilton, where she has built a reputation as a top-producing Luxury Property Specialist. Over the past five years, she has closed 51 transactions totaling $51.9 million, with an average sale price of approximately $1 million and a range up to $2.7M. A graduate of the University of Massachusetts, Amherst, she speaks English, French, and Greek, and holds GRI, ABR, and CRS designations along with William Raveis Chairman's Club recognition. Her practice is strong across move-up buyers, first-time buyers, and senior communities.

5. Sarah Fair — William Raveis Real Estate

Sarah Fair ranks among the most active William Raveis agents in the Wilton market, with 107 total sales and 38 transactions in Wilton according to recent Homes.com aggregated data. Her Wilton price range extends from roughly $457K to $5 million, reflecting the breadth of her practice across entry-level purchases, mid-market family homes, and the town's luxury segment. That price ceiling is notable — few Wilton agents regularly transact in the top tier of the market, and Sarah's presence there suggests the trust of high-value sellers who demand careful marketing and negotiation.

6. Susan Larsen — William Raveis Real Estate

Susan Larsen is another long-standing William Raveis producer with deep Wilton specialization, posting 83 total sales with 47 in Wilton per recent aggregated brokerage data. Her Wilton price range runs from approximately $500K to $2.4M, placing her firmly in the core of the town's single-family market — the $1M to $2M range where most Wilton transactions cluster. Clients working with Larsen benefit from Raveis's technology platform and mortgage/insurance integration, along with the institutional knowledge that comes from sustained volume in one geographic market.

7. Mary Beth Stow — Houlihan Lawrence

Based out of Houlihan Lawrence's New Canaan office, Mary Beth Stow brings 14 years of experience and 65 closed sales totaling $66.7 million over the prior five years, with transactions ranging from $503K to $3.1M. Her Wilton connection is personal as well as professional — she has renovated multiple Wilton homes, owned three vintage properties, executed a conservation easement on her own land, and served on the town's Economic Development Commission. That civic and hands-on housing experience gives her unusual insight into land use, historic properties, and the practical realities of Wilton's large-lot housing stock. A graduate of Arizona State University, she previously worked as a sales executive before entering real estate in 2007.

8. Dianne DeWitt — Berkshire Hathaway HomeServices New England Properties

Dianne DeWitt is one of the most Wilton-concentrated agents in the market, with 64 total recent sales and 50 of them in Wilton per Homes.com data — an unusually high local concentration that speaks to sustained referral business within town. Her Wilton price range of $573K to $3M spans the full market, from entry-level single-family homes to estate-caliber properties. Berkshire Hathaway HomeServices' national platform pairs with DeWitt's hyper-local focus to give her clients both broad marketing reach and genuine neighborhood-level expertise.

9. Kimberly Burke — Berkshire Hathaway HomeServices

Kimberly Burke operates out of the Berkshire Hathaway office at 142 Old Ridgefield Road in Wilton Center, and she is a longtime Wilton resident with deep community ties. Her practice draws on a background in marketing, business, and the arts — a combination that shows up in listing presentation and creative marketing for the homes she represents. Client reviews consistently highlight her pricing judgment, responsiveness, and honesty, and she carries a 5.0 rating across 59 reviews on Birdeye. Her focus is primarily residential, serving both buyers and sellers across Wilton and the broader Fairfield County area.

10. The KMS Team at Compass

Based in Westport and actively serving Wilton, the KMS Team at Compass brings 27 years of combined experience and a strong luxury-market presence, with 106 total transactions over the past three years, 5 of them in Wilton, and an average price point of approximately $1.8M. That average price point places the team squarely in Wilton's upper-middle and luxury segments, and Compass's marketing platform — particularly its listing media and exclusive networking tools — is a meaningful asset for sellers in that tier. The team's Westport base reflects the reality that many Wilton luxury buyers and sellers also evaluate Westport, and cross-market fluency is a genuine advantage.

Choosing the Right Agent for Your Wilton Transaction

The right agent for a Wilton transaction depends on what you're trying to accomplish. A luxury seller at the $2M+ level needs different marketing horsepower than a first-time buyer entering through a $600K condo at Village Walk or Avalon Springs. A relocating New York family benefits from an agent with formal relocation credentials and a commuter's understanding of Metro-North realities. A longtime Wilton homeowner downsizing after the kids have grown may prioritize an SRES-designated agent who handles senior transitions with care. Interview at least two or three agents before listing or beginning a serious search — ask about their recent Wilton transaction volume, their approach to pricing, their marketing plan, and how they communicate through the process. The agents above are a strong starting point, but the best fit is the one whose process, personality, and track record align with your specific goals. Wilton rewards patience and preparation on both sides of the transaction, and the right agent partnership makes both considerably easier.