North Guilford Homes for Sale

North Guilford Homes for Sale

Welcome to North Guilford, a hidden gem nestled in the picturesque town of Guilford, Connecticut. This charming neighborhood offers a perfect blend of serene suburban living and vibrant community spirit. Known for its lush landscapes and welcoming atmosphere, North Guilford is ideal for families, retirees, and anyone seeking a tranquil lifestyle just a stone's throw from the bustling New Haven area.

As you explore North Guilford, you'll be captivated by its scenic beauty, featuring rolling hills, wooded trails, and stunning views of the nearby Long Island Sound. The area is rich in outdoor activities, with numerous parks, hiking trails, and recreational facilities that invite residents to embrace an active lifestyle. The community is also home to top-rated schools, making it a sought-after destination for families looking for quality education options.

For those interested in real estate, North Guilford boasts a diverse range of homes for sale that cater to various tastes and budgets. From charming colonial-style houses to modern contemporary designs, you’ll find properties that reflect the unique character of this delightful neighborhood. Many homes are set on spacious lots, providing ample outdoor space for gardening, entertaining, or simply enjoying the serene surroundings.

With its friendly community vibe, excellent amenities, and beautiful homes, North Guilford is not just a place to live—it's a place to thrive. Come and discover the enchanting lifestyle that awaits you in this remarkable neighborhood! Whether you’re looking to buy your first home or seeking a peaceful retreat, North Guilford has something special just for you.

Newest North Guilford Homes for Sale

$650,000
4 Beds 3 Baths 24195110 MLS
Highest & Best due by noon, Tuesday, August 18th. The original owners are proud to present this lovingly maintained 4-bedrm, 2.5-bath Colonial! This secluded property offers peace, quiet and privacy. Best of all, ownership includes access to the beautiful Meadow Hills Lake Assoc. so you can enjoy the perfect blend of private tranquility and community recreation! The home features a traditional floor plan with hardwood flooring throughout and excellent first-floor versatility! The main level offers plenty of flexible living space, including a formal living room, an oversized family room with custom built-ins, a dedicated office with French doors, a separate den & a unique attached greenhouse for year-round gardening. A mudroom & powder room are conveniently located just off the attached Main Level 2-car garage. The spacious deck is perfect for outdoor entertaining and relaxing. During colder months, cozy up by one of the two fireplaces. Storage is abundant with double closets at both the foyer and garage entrances and 2 kitchen pantry closets. The property also features a full walk-out lower level, offering immense potential for future finished space. Outside, a massive 24'x36' detached barn equipped with electricity and a large walk-up attic offers endless possibilities for a workshop, car storage, or a studio. Featuring a wonderfully functional layout-this property offers an incredible opportunity to update, design and create your dream home.

289 S Hoop Pole Rd, Guilford

$875,000
3 Beds 3 Baths 24177868 MLS
Welcome to Jans Way - Where Luxury Meets Lifestyle in the Heart of North Guilford this breathtaking brand-new Colonial is the new construction opportunity you've been waiting for, offering an impressive 2,734 square feet of beautifully designed living space plus an additional 900 square feet of fully finished walk-out basement, totaling an extraordinary 3,634 square feet of move-in ready perfection. Tucked within the intimate, private Mountain View subdivision, an enclave of just seven distinguished residences, this stunning home masterfully blends privacy, luxury, and modern comfort in one of North Guilford's most sought-after settings. The sun-filled, open-concept main level is designed to impress, showcasing a gourmet kitchen and expansive great room that flow effortlessly together, ideal for entertaining and everyday living alike. A dedicated home office delivers the ultimate work-from-home retreat, while a chic powder room completes the first floor. Upstairs, your stunning primary suite awaits - a true sanctuary boasting a generous walk-in closet and spa-inspired en-suite bath featuring a deep soaking tub and oversized walk-in shower. Two additional well-appointed bedrooms, a full bath, and the incredibly convenient second-floor laundry round out the upper level, spacious additional room awaits your personal vision. The bright finished walk-out basement expands your living possibilities. Oversized two-car garage. Perfectly situated in the vibrant town of Guilford .

4 Jans Way, Guilford

$1,895,000
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

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