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Business Details
39 Years
experience
Your Trusted Real Estate Partner in Lee, Massachusetts
Since 1987, MacCaro Real Estate has provided professional real estate services to clients in the Berkshires region. Our mission centers on sharing in-depth local market knowledge, navigating zoning regulations, and coordinating seamless transaction processes. We prioritize personalized service, recognizing individual client needs while building lasting relationships through transparent communication. Our team combines decades of collective experience with a deep understanding of residential, commercial, and investment property markets. We maintain high standards for customer service while offering market analysis and consulting to support informed decision-making.

Our commitment extends beyond transactions to educating clients about community resources, schools, and recreational opportunities. Active involvement in local governance and community development underscores our dedication to the region's growth. We leverage membership in the Local Multiple Listing Service System to provide comprehensive property access for buyers. Our expertise spans property preparation, marketing strategies, and negotiation techniques tailored to each client's goals. This enduring focus on client-centric service has established us as a trusted resource for real estate transactions in Lee, Massachusetts, and surrounding areas.
Services
Residential Real Estate Commercial Property Sales Investment Property Brokerage Land Parcel Transactions Market Analysis Consulting
Details
  • Year established: 1987
Highlights and features
  • We offer over 35 years of real estate experience in the Berkshires region
  • Our team includes locally-raised agents with deep community knowledge
  • We provide comprehensive services covering all property types and transaction stages
  • We maintain active roles in local governance and community development
  • Our agents combine brokerage expertise with specialized market analysis
Services
Residential Real Estate
We specialize in residential property transactions including single-family homes, condominiums, and multi-unit properties. Our agents provide market-driven pricing strategies, professional staging guidance, and targeted marketing campaigns. With deep knowledge of local school districts, neighborhood amenities, and community resources, we help families find ideal homes while maximizing investment value.
Commercial Property Sales
Our commercial real estate services cover office spaces, retail locations, and industrial properties. We assist businesses with site selection, lease negotiations, and property acquisitions while understanding zoning requirements and development potential. Our team connects investors with income-generating properties and facilitates smooth transaction processes for commercial clients.
Investment Property Brokerage
We guide investors through property acquisition, portfolio diversification, and market timing strategies. Our services include identifying high-yield opportunities, conducting comparative market analyses, and negotiating favorable terms. With expertise in vacation rentals and development sites, we help clients build wealth through strategic real estate investments in the Berkshires region.
Land Parcel Transactions
Our land transaction specialists handle vacant lots, development sites, and agricultural properties. We provide boundary analysis, zoning verification, and environmental consideration assessments. Whether purchasing for future development or selling undeveloped acreage, clients benefit from our local regulatory knowledge and marketing expertise to connect with qualified buyers.
Market Analysis Consulting
We offer professional market analysis services for accurate property valuation and pricing strategy development. Our data-driven approach considers recent comparable sales, market trends, and property-specific features. This service benefits sellers establishing competitive listing prices and buyers making informed offers in both residential and commercial real estate sectors.
People
Anthony Caropreso
Broker
Licensed Massachusetts Real Estate Broker with 35+ years local experience. Active community leader serving on Lee Board of Assessors and previously on multiple town committees. Specializes in Berkshire County market knowledge and business community connections.
Lisa Thomson Kelley
Real Estate Agent
Native Berkshires resident with 30+ years real estate experience. Recognized for successful transactions and market expertise. Active community leader with deep understanding of local neighborhoods, schools, and cultural offerings. Specializes in client-focused service for families and investors.
Matt Carlino
Real Estate Agent
Berkshires native with extensive local knowledge and community involvement. Former town moderator and planning board member. Focuses on residential transactions while leveraging leadership experience to guide clients through complex processes. Known for attention to detail and problem-solving skills.
Jessie Carlino
Real Estate Agent
Licensed broker with hospitality background and C2EX recognition. Specializes in connecting clients with Berkshire properties while sharing outdoor recreation knowledge. Active in community organizations and local real estate education initiatives. Focuses on seamless transaction experiences for first-time and second-home buyers.
Questions
What property types do you handle?
We handle residential homes, commercial properties, land parcels, investment properties, and development sites throughout the Berkshires region.
Do you work with first-time homebuyers?
Yes, we specialize in guiding first-time buyers through the process, explaining mortgage options, and finding properties matching their lifestyle needs.
How do you determine home values?
We use comparative market analysis considering recent sales, property condition, location factors, and current market trends to establish accurate pricing.
What areas do you serve?
Our primary service area includes Lee, Massachusetts and the entire Berkshires region, including Pittsfield, Lenox, and surrounding communities.
Do you offer virtual tours?
Yes, we provide virtual tour options for property showings when in-person visits aren't possible, using professional photography and video technology.
How are you involved in the community?
Our team serves on local boards, coaches youth sports, and participates in community development initiatives to strengthen our commitment to the Berkshires region.