Top 10 Real Estate Agents in Weston, CT
Weston's Most Trusted Realtors for 2026
Market Overview
Weston, Connecticut occupies one of the most rarefied positions in the Fairfield County real estate landscape — a town defined by town-wide two-acre minimum zoning, no commercial center by design, and a residential character closer to wooded countryside than typical commuter suburb. With median sale prices around $2 million in 2026 and median time on market exceeding two months, Weston transacts at a slower, more deliberate pace than its coastal neighbors. Its 10,500 residents draw a buyer pool willing to pay luxury prices for genuine privacy, top-ranked Weston Public Schools, and a 60-minute Metro-North commute to Grand Central.
Key Market Statistics
Median Sale Price: $2,000,000
Median Days on Market: 68
Sale-to-List Price Ratio: 100%
Total Licensed Weston Agents Analyzed: 545
Lot Size Standard: Two-acre minimum (town-wide zoning)
Town Character: No commercial center; residential and conservation land only
The rankings below draw on third-party performance data including 12-month transaction volume, total career sales, brokerage credentials, price-point alignment with the local median, years of experience, and verified client review counts.
The Top 10 Realtors Serving Weston, CT
1. Judy Michaelis — Coldwell Banker Realty
32 years of experience; $747M+ in all-time career sales
33+ closed transactions in the last 12 months
Active price range: $1.2M–$8.8M
Top 0.37% of all 545 Weston-serving agents; 76+ verified five-star reviews
The most credentialed luxury veteran serving Weston. Michaelis's price range aligns with where Weston inventory actually trades, and her annual transaction count places her among the most productive luxury agents in Connecticut. For sellers in the $1.5M–$5M range, she represents one of the most defensible representation choices available.
2. Charles Nedder — Berkshire Hathaway HomeServices
23 years of experience; $681.8M in all-time career sales
145+ transactions in the last 12 months — among the highest annual volumes in Fairfield County
184 verified client reviews; active price range $610K–$8.3M
The highest-volume producer on this list. Nedder's annual transaction count represents production typically associated with full teams rather than individual agents — meaning every Weston listing he takes is being marketed by someone with active visibility into how Fairfield County buyers are behaving across all price tiers.
3. Alan Chambers — eXp Realty
13 years of experience; $121.7M in all-time career sales
36 verified reviews; active price range $480K–$2.1M
Top 3.12% of Weston-serving agents
A mid-career producer with a technology-forward platform. eXp's cloud-based model gives Chambers a national agent network and aggressive technology stack. For sellers in entry-luxury and mid-luxury bands, his digital-first approach surfaces buyers from outside the immediate Fairfield County radius.
4. Kathy Schmitt — William Raveis Real Estate
24 years of experience; $175.2M in all-time career sales
18+ transactions in the last 12 months
Active price range: $460K–$3.3M; top 2.2% of Weston-serving agents
A long-tenured Raveis agent with broad price-band coverage. Schmitt's $460K–$3.3M range is one of the widest on this list — credible representation for both first-time buyers stretching into the market and luxury sellers exiting it. Raveis's regional dominance gives her access to coming-soon and private-exclusive inventory.
5. Jonathan Deak, S.R.S. — Coldwell Banker
46 years of experience — the longest tenure on this list
$279.3M in all-time career sales; active range $600K–$3.1M
Holds the Seller Representative Specialist (S.R.S.) designation
The most experienced agent profiled here. Deak's tenure predates the modern MLS and most buyers currently active in Weston. That depth matters for sellers of legacy properties — homes held in the same family for decades that require representation balancing historical context with contemporary buyer expectations.
6. Linda Skolnick — Coldwell Banker
33 years of experience; $789.9M in all-time career sales — the highest career figure on this list
31+ transactions in the last 12 months; 119 verified reviews
Active price range: $1.5M–$16.5M — the highest price ceiling on this list
The luxury and ultra-luxury specialist of this group. Skolnick's $16.5M ceiling is the highest of any agent profiled here. For sellers with estate-grade properties — homes north of $5M, on significant acreage, with architectural pedigree — there are very few agents in Connecticut with comparable transaction history at the top of the market.
7. Erica Acheychek — Coldwell Banker
11 years of experience; $222.5M in all-time career sales
21+ transactions in the last 12 months; 48 verified reviews
Active price range: $1.2M–$6.6M
A high-output rising producer. Acheychek has built career sales of more than $222M in just over a decade — a pace well above peers at her tenure level. Her active range tracks Weston's median and luxury bands, making her one of the strongest mid-career options available.
8. Beth Saunders — Berkshire Hathaway HomeServices
23 years of experience; $164.2M in all-time career sales
16+ transactions in the last 12 months
Active price range: $710K–$4.6M
A long-tenured BHHS agent operating across Weston's core price band. Saunders has navigated multiple full real estate cycles, including 2008, the 2020 inventory crunch, and the higher-rate environment of recent years. Sellers benefit from that breadth when pricing strategy gets complicated.
9. Christine Oleynick — Keller Williams Prestige Properties
11 years of experience; $96.3M in all-time career sales
20+ transactions in the last 12 months; 30 verified reviews
Active price range: $840K–$3.4M
A top-percentile rising producer. Oleynick's percentile ranking is strong, particularly impressive given her shorter tenure. Twenty-plus annual transactions in an 11-year career indicates top-decile production, with KW Prestige Properties marketing technology behind every listing.
10. Debbie Rehr — Compass Real Estate
20 years of experience; $113M in all-time career sales
22 verified reviews; active price range $800K–$3.2M
The Compass platform brings sophisticated marketing technology, the Compass Concierge pre-listing improvement program, and access to the Compass Private Exclusives network — meaningful in a market where the most desirable inventory often trades quietly.
Choosing From the Top Realtors in Weston, CT
The ten agents above share the traits that matter in Weston: verifiable career production at the price points the local market actually transacts in, brokerage platforms with real marketing infrastructure, and tenure deep enough to navigate the town's distinctive zoning and infrastructure dynamics. In a market where the median home is worth $2 million and homes typically sit for more than two months, the cost of choosing the wrong agent is measured in six figures. Interview at least three agents and choose based on demonstrable track record.
