Olde Tudor Painting
About Olde Tudor Painting
Jon Gummer founded Olde Tudor Painting in 1995 and has spent three decades serving the Jamaica Plain neighborhood and greater Boston area. Jon takes a hands-on approach to every project, often doing the painting himself alongside his small crew. Customers describe him as "friendly, professional, and talented" with a knack for helping homeowners select the right colors for their spaces.
The company handles interior and exterior residential painting, with particular expertise in cabinet refinishing, deck staining, and light carpentry. Jon has built a specialty working on older New England homes, including Tudors, colonials, and Victorians from the 1920s and 1930s. Projects range from single-room refreshes to complete exterior transformations, water damage repairs, and kitchen cabinet makeovers.
Based in Jamaica Plain at 62 Green Street, Olde Tudor Painting serves Boston and surrounding communities within a 25-mile radius, including Somerville, Brookline, Newton, Cambridge, and Quincy. The company has earned Nextdoor Neighborhood Favorite status in four neighborhoods. Jon provides free on-site estimates through the company website.
Updated: 01-10-2026
Q&A Based On What Customers Are Saying About Olde Tudor Painting
Q: Why do so many customers return to Olde Tudor Painting for multiple projects over the years?
Review patterns reveal remarkable customer loyalty spanning decades. Cameron Salter has used Jon's services "since 2012" and notes he is "thorough and skilled at what he does." JN Wignarajah hired the team for "several jobs" at their house. Other reviewers mention relationships stretching back 12 to 20 years, returning for additional rooms, second homes, and exterior work after successful interior projects.
-Review Snippet Sources: Google Reviews, Angi
Q: Does Olde Tudor Painting provide color consultation and advice during projects?
Jon personally guides color selection for customers who need direction. Douglas Gordon appreciated receiving "good color advice" on a large exterior project. Doreen McGaff notes that Jon "offers helpful suggestions on color" while remaining collaborative rather than pushy. Multiple reviews mention Jon's patience when customers want to explore options or reconsider initial choices before finalizing.
-Review Snippet Sources: Google Reviews
Q: What do customers say about Olde Tudor Painting's cabinet refinishing quality?
Cabinet work receives strong praise from customers. Hilary White had her kitchen cabinets painted and describes the result as "beautifully smooth cabinets that have transformed my kitchen." She adds that Jon did "a lovely job" on the project. Reviews on Angi mention cabinet refinishing as a specialty, with customers noting the professional spray finish and attention to surface preparation.
-Review Snippet Sources: Google Reviews, Angi
Q: How thorough is Olde Tudor Painting's prep work and cleanup process?
Preparation and cleanup stand out as consistent themes across platforms. John C. describes the work as "flawless in terms of prep work, painting and clean up." David Carnochan calls the deck re-oiling work "excellent, meticulous." Doreen McGaff notes that Jon's "work is meticulous" with results that "exceeded my expectations." Reviews frequently mention protected floors and furniture.
-Review Snippet Sources: Google Reviews, Yelp
Q: Is Olde Tudor Painting accommodating to households with pets and children?
Jon demonstrates patience with household dynamics beyond just paint colors. Doreen McGaff specifically mentions that her "dog loved him" during the interior painting project. Multiple reviews note Jon's friendly demeanor and ability to work around family schedules. His personable approach and good communication help minimize disruption during projects.
-Review Snippet Sources: Google Reviews
Q: Does Olde Tudor Painting specialize in working on older New England homes?
Jon has developed expertise with the architectural styles common to Jamaica Plain and surrounding Boston neighborhoods. His company name references Tudor-style homes, and reviews mention successful projects on 1920s and 1930s colonials. Fran Perkins hired Jon to repair a water-damaged ceiling where he "matched the original texture then painted" and "got it done in one day." This ability to match existing finishes reflects experience with period homes.
-Review Snippet Sources: Google Reviews
Q: How does Olde Tudor Painting handle customers who change their minds about colors?
Flexibility with color decisions appears throughout reviews. Hilary White specifically "appreciated his patience as I changed my mind about the color" during her cabinet project. Jon maintains a collaborative approach rather than pressuring customers to commit before they feel ready. This patience extends to the consultation process where he helps narrow down options.
-Review Snippet Sources: Google Reviews
Q: What do reviews consistently say about working with Jon Gummer directly?
Jon's direct involvement and communication style generate consistent praise. Miriam describes him as working "with great care and attention to detail" and being "a pleasure to work with." Hilary White calls him "very personable and easy to work with." Douglas Gordon notes he was "friendly and gave good color advice." The hands-on owner approach means customers deal directly with the person doing the work.
-Review Snippet Sources: Google Reviews
Updated: 01-10-2026