About 38 South Main Street
Step into timeless New England charm with this enchanting antique home, circa 1760, ideally set in the heart of the beloved shoreline community of Westbrook. Rich in character and history, this beautifully maintained residence blends classic period details with modern comforts for effortless coastal living. Featuring six inviting fireplaces, the home's warmth, ambiance and thoughtfully preserved architectural details celebrate this home's true heritage. An in-ground, heated pool creates a private backyard retreat while the "walk-to-everything" location makes this home a perfect escape from a hustle and bustle daily life. Just moments from the beach, charming town center, dining and community events, this home also features a two-story barn creating extra valuable storage or flexible space for hobbies, game room, beach gear or workshop space. Located in a desirable beach community, this special property also boasts a proven and successful rental history with excellent income potential or a seamless blend of personal use and investment opportunity. A rare chance to own a piece of history in a prime shoreline setting where coastal lifestyle, character and convenience come together beautifully.
Features of 38 South Main Street
| MLS® # | 24206967 |
|---|---|
| Price | $605,000 |
| Bedrooms | 3 |
| Bathrooms | 2.00 |
| Full Baths | 2 |
| Square Footage | 2,514 |
| Acres | 0.48 |
| Type | Single Family For Sale |
| Style | Colonial, Antique |
| Status | Active |
Community Information
| Address | 38 South Main Street |
|---|---|
| Area | N/A |
| City | Westbrook |
| County | Middlesex |
| State | Connecticut |
| Zip Code | 06498 |
Amenities
| Is Waterfront | No |
|---|---|
| Waterfront | Walk to Water |
| Has Pool | Yes |
| Pool | Heated, In Ground Pool |
Interior
| Appliances | Oven/Range, Refrigerator, Dishwasher, Washer, Dryer |
|---|---|
| Heating | Steam, Oil |
| Cooling | Window Unit |
| Fireplace | Yes |
| # of Fireplaces | 6 |
Exterior
| Exterior | Shingle |
|---|---|
| Exterior Features | Porch, Barn |
| Lot Description | Corner Lot, Lightly Wooded, Level Lot |
| Roof | Asphalt Shingle |
| Foundation | Concrete, Stone |
School Information
| Elementary | Daisy Ingraham |
|---|---|
| High | Westbrook |
Additional Information
| Date Listed | September 22nd, 2026 |
|---|---|
| Days on Market | 17 |
| Zoning | MDR |
| RE / Bank Owned | No |
Listing Details
| Office | William Pitt Sotheby's Int'l |
|---|