Newtown Real Estate

5 Bedroom Homes for Sale in Newtown, CT

Welcome to your dedicated resource for 5 bedroom homes for sale in Newtown, CT. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Newtown, CT agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 5 Bedroom Homes for Sale in Newtown, CT

$1,259,000
5 Beds ⋅ 6 Baths ⋅ 24196211 MLS
Welcome to 9 Glenmor Drive, a distinguished five bedroom Colonial beautifully positioned within one of Newtown's most desirable neighborhoods. Timeless architecture, gracious proportions, and light filled interiors come together to create a residence that is both sophisticated and wonderfully inviting. Designed for elegant entertaining and effortless everyday living, the home offers beautifully appointed spaces that flow naturally from one room to the next. A private first floor office provides a refined setting for working from home, while five spacious bedrooms on the second floor create a peaceful and private retreat for family and guests.Outside a serene setting provides the perfect back yard for summer entertaining, quiet mornings, and evenings under the stars. Every element of this special property reflects a sense of comfort, character, and understated luxury. Elegant ,welcoming, classic yet beautifully suited for today's lifestyle, 9 Glenmor Drive is more than a home it is a place to fall in love with, create memories, and make your own. This exceptional home also offers tremendous potential for future expansion, with a spacious walk out basement and walk up attic ready to be transformed into a media room, home gym, office, recreation space, or more. A whole house generator adds comfort, convenience, and peace of mind.Timeless elegance, exceptional space, and endless possibilities a truly special place to call home.

9 Glenmor Dr, Newtown
$1,169,900
5 Beds ⋅ 6 Baths ⋅ 24206084 MLS
Welcome to 48 Winton Farm Road, a spacious 5-BR Colonial set on approx. 2.49 private acres in Newtown. Offering approx. 4,181 sq ft above grade, this home combines generous room sizes, high and vaulted ceilings, abundant natural light and a flexible floor plan designed for comfortable everyday living and entertaining. Two fireplaces add warmth and character to the main living areas, while the well-appointed kitchen features a cooktop, wall oven, ample cabinetry, generous prep space and plenty of room for gathering. The home offers 5 BRs, 4 full baths and 2 half baths, providing excellent flexibility for everyone, guests, working from home and a variety of lifestyle needs. The primary suite serves as a comfortable private retreat with a walk-in closet and spacious bath. Multiple living areas allow for both formal and casual use, while the home's scale provides room to spread out without sacrificing a welcoming feel. Outside, enjoy a peaceful setting with mature surroundings, a patio for relaxing or entertaining, a paved driveway and an attached 3-car garage. With substantial living space, gracious proportions, privacy and a versatile layout, 48 Winton Farm Road offers an exceptional combination of space, comfort and flexibility in Newtown.

48 Winton Farm Rd, Newtown
$875,000
5 Beds ⋅ 3 Baths ⋅ 24193317 MLS
Down a quiet stretch of Boggs Hill, framed by open land and historic stone walls, this 5-bedroom, 3,200+ sq ft country retreat is a rare blend of privacy, space, and view. A grand two-story foyer opens into a light-filled living and dining room, flowing easily into an eat-in kitchen overlooking the yard and a cozy family room with access to the stone patio. A sun porch wrapped in windows on nearly every side makes for the perfect morning-coffee or golden-hour spot. The main level offers a peaceful primary suite plus a second bedroom or office with oversized windows, ideal for one-level living, guests, or remote work. Upstairs, three generously sized bedrooms share a full bath, joined by a secret bonus space (playroom, studio, storage - your call) and an unfinished attic with soaring ceilings, ready to become whatever you need next. Hardwood floors in most of the house, central air, and stone walls throughout give this home timeless country character. And the setting doesn't stop at the property line. Newtown offers charming Main Street shops and restaurants, scenic hiking and lake access, top-rated schools, and an easy commute to NYC or Boston for those craving small-town calm without giving up convenience. Privacy. Space. A view worth coming home to.

60 Shepard Hill Rd, Newtown
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