Guilford Real Estate

5 Bedroom Homes for Sale in Guilford, CT

Welcome to your dedicated resource for 5 bedroom homes for sale in Guilford, 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 Guilford, 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 Guilford, CT

$3,750,000
5 Beds ⋅ 7 Baths ⋅ 24190774 MLS
A true once in a lifetime opportunity! As you wind through picturesque Sachem's Head onto Walden Hill Road, a circular driveway will lead you to an unparalleled waterview estate on almost two acres. The coastal home sits above Long Island Sound on one of the highest points in Sachem's Head and spans 5,185 square feet. The main level features walls of windows that provide unforgettable views of Long Island Sound and Faulkner's Island. The open kitchen/family room will satisfy any gourmet chef. It's a perfect space for indoor entertaining where guests can enjoy a crackling fire or step outside to an incredible bluestone patio with a fire pit for cool evening bonfires. Take in the 270 degree view of the Sound and enjoy both the sunrise and sunset. Outside entertaining is easy with a heated Pebble Tech Gunite pool, sound system, an outdoor shower, and ocean breezes. The coveted Sachem's Head Association offers amenities that include: beach access, tennis and paddle courts (approx. 600 ft from the house), kayak rack, boat launch, and possible deep water mooring. This coastal home has public water, a whole house generator, an irrigation system, security, and surveillance system, an Invisible Fence, the potential to subdivide, newer septic system (2010), an oversized 2 car garage, and no need for flood insurance. Nothing Compares.

28 Walden Hill Rd, Guilford
$1,949,000
5 Beds ⋅ 9 Baths ⋅ 24159985 MLS
A MAGNIFICENT REVIVAL & TIMELESS BLEND OF SOMETHING OLD & SOMETHING NEW. One of the finest restorations in New England, the Pitkin mansion is a true historical treasure. Carefully dismantled & moved to its current site in 1955, the property is nestled within nearly 4 acres of mature trees, manicured lawns, & magical gardens. This classic revival will be celebrated by the most discerning antique home enthusiasts & home lovers alike. Modern flair has been discreetly integrated to enhance function & enjoyment. Contemporary comforts include a poured concrete foundation, geothermal system, full house generator, humidifier, CENTRAL A/C, propane gas, Pella windows, security system, CITY WATER, underground utilities, NEW SEPTIC SYSTEMS, & much more. Significant additions include attached 2-car garage, detached 2-car garage w/half bath & upper bonus room, pool & pool house w/half bath & kitchenette, tennis court, garage barn w/FULL APARTMENT, all exemplifying a harmonious fusion of old & new & completely transformed for today's living. Interiors graciously unfold over more than 5,500sf of formal, casual, & whimsical living spaces. 8 tile-lined fireplaces. Central kitchen well appointed w/large island, granite countertops, double sink, double wall ovens, extensive custom wood cabinetry, butler's pantry, & quality appliances. Sunshine flows through skylights over an eat-in dining area. A 4-story dumbwaiter makes for easy transport of items. Can be modified to be a 1-person elevator.

173 Highwoods Dr, Guilford
$1,200,000
5 Beds ⋅ 6 Baths ⋅ 24153131 MLS
43 Chestnut Grove.. offering approx. 6,700 sq ft with a prime location on a cul-de-sac street w/ 1.78 acres features a beautiful 2-story covered front entry featuring an arched opening, columns & woodwork/moldings throughout along with beautiful inlaid hardwood floors. At the heart of the home, the expansive great room features a gas fireplace & an impressive entertainment space complete with a wet bar. This area is open to the 2nd-floor balcony, creating a bright & airy atmosphere. Just off the great room is a sun-filled bonus room surrounded by windows with direct access to the backyard. The main entertaining space flows effortlessly into the dining area & open-concept kitchen. The kitchen is equipped with high-end appliances, including Viking/Thermador, along with custom cabinetry, granite countertops, a walk-in pantry & a large center island with seating. Completing the main level, the home wraps back toward the front, where French doors lead to a dedicated home office, and also your sitting room and or formal dining room or formal living room. The 2nd floor offers a spacious laundry room with cabinetry & sink. The primary suite features cathedral ceilings, a walk-in closet & en-suite bath with dual sinks, a soaking tub & walk-in shower. Another bedroom includes its own en-suite bath & walk-in closet, with hallway access. 2 more bedrooms share a Jack-and-Jill bathroom, while a 2nd primary suite offers yet another en-suite bath with dual sinks & a walk-in closet. A walk-up

43 Chestnut Grv, Guilford
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