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$899,900
6 Beds 7 Baths 24192575 MLS
Welcome to 47 Academy Hill, a stately Victorian-era Colonial where timeless craftsmanship meets modern comfort in the heart of Watertown. Offering more than 3,700 square feet of beautifully maintained living space, this exceptional home is just a five-minute walk from The Taft School and minutes from downtown shops, restaurants, and amenities. A gracious wraparound porch creates an impressive first impression and sets the tone for the remarkable period details found throughout. Inside, soaring 10-foot ceilings, extensive moldings, custom built-ins, and generously proportioned rooms reflect a level of craftsmanship that would be extraordinarily difficult to reproduce in today's building climate. The versatile layout includes several en suite bedrooms and baths, providing excellent flexibility for family, guests, or multigenerational living. A bright sun porch overlooks the private backyard and in-ground pool, creating a beautiful space to relax and enjoy the changing seasons. The pool area offers a peaceful setting for summer entertaining and everyday enjoyment. Rich in character and filled with irreplaceable architectural details, this distinctive home presents a rare opportunity to own one of Watertown's truly special properties.

47 Academy Hl, Watertown

$3,668,000
7 Beds 3 Baths 24185537 MLS
Rare opportunity to acquire a well-maintained 28-unit multifamily portfolio spanning 8 buildings across 4 tax parcels in Watertown, CT. The portfolio includes 15 Pythian Ave, 20 Pythian Ave, 28, 38, 48, 58 and 68 Atwood Court, and 805 Main St. Under single ownership for five years, the current owner has completed significant capital improvements including new roofs, siding, and porches throughout, with the majority of units already renovated. At 96.4% occupancy, long-term tenants have kept rents below market, creating immediate upside as units turn over. Current rents generate $32,665/month across a diversified mix of 1, 2, and 3 bedroom units. At $3,668,000 ($131K/door), the property delivers a 7.54% in-place cap rate on current signed leases. Watertown boasts a median household income of $103,200, well above neighboring Waterbury, supporting strong and consistent rental demand. Quiet, private setting within walking distance to local retail. Simple 4-parcel closing structure. Turnkey value-add with the heavy lifting already done.

805 Main St, Watertown

$499,990
6 Beds 3 Baths 24175160 MLS
Calling all investors and owner-occupants! This well-maintained 3-family property in the heart of Oakville offers immediate cash flow with two long-term tenants already in place paying solid rents, plus a newly renovated lower-level unit ready for an owner-occupant or new tenant. The lower-level apartment features 1 bedroom and 1 full bathroom and has been tastefully updated, making it an ideal option for offsetting your mortgage while building equity. Recent capital improvements include a newer roof (approximately 2 years old), two updated hot water heaters, and a new garage door. Additional highlights include natural gas heat, newer vinyl flooring throughout, a detached 1-car garage, and a private back patio area. With low-maintenance features, strong in-place income, and upside potential from the renovated unit, this is a turnkey opportunity for investors seeking reliable cash flow or buyers looking to live in one unit while tenants help cover the mortgage. Move quickly-income-producing multifamily opportunities like this do not last!

254 Davis St, Watertown

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