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$35,000,000
6 Beds ⋅ 5 Baths ⋅ 24034137 MLS
Waterfront.. Sachems Head - Welcome to a Unique opportunity to purchase some of the finest waterfront properties to ever become available on the entire Connecticut Shoreline. Combined 3 properties span 13.03 rolling green Acres w/1900 feet of waterfront, 3 Docks, Boat Lift, Vineyard, Orchards, Beautiful Gardens, Fruit Trees, Tennis/Basketball Court, Go Kart Track, 2 Houses and a Carriage House. The Main House, a testament to exceptional craftsmanship, showcases approximately 5,534 square feet of living space, with six well-appointed bedrooms and 4.1 bathrooms. Designed with the finest materials, this home seamlessly blends timeless elegance and modern conveniences, providing a harmonious living environment. Outdoor area includes a Pool, Spa & Outdoor kitchen. Guest House with 3,583 sq feet, 3 bedrooms, 3 baths, Separate 942 sq ft. 1 bedroom in-law/ staff quarters. This property shares a Common border with the main residence. The separated property which can possibly be subdivided into 2 building sites, features a Carriage House, Dock & Sandy Beach. To say there are many possibilities here would be an enormous understatement! Private residence, Family compound or High-end development. Bring your Dream here; this opportunity will not let you down. All 3 properties must be sold together unless otherwise agreed to by the current owners. Please respect the privacy of current owners. BY APPOINTMENT ONLY. Taxes represent all 3 properties.

215 Uncas Point Rd, Guilford
$7,500,000
4 Beds ⋅ 5 Baths ⋅ 24165467 MLS
This is not simply waterfront living. This is a waterfront lifestyle unlike any other. Tucked within the coveted enclave of Sachem's Head, this extraordinary estate commands direct Long Island Sound frontage with unobstructed harbor views and breathtaking sunsets. Masterfully crafted in 2003 and transformed by the current owners with uncompromising quality, the 6,000 SF+ residence is defined by Dramatic walls of glass framing endless water views from virtually every room offering seamless indoor-outdoor living. You will be immediately wowed by the jaw dropping great room with an incredible fireplace & soaring ceiling. At the heart of the home lies a stunning Poliform kitchen, the pinnacle of modern luxury, thoughtfully appointed with premium appliances and designed to delight the most discerning chef. Oversized dining area that effortlessly steps right onto the expansive Ipe deck for additional outdoor waterfront entertaining. The all glass-enclosed family room overlooks the sound as well as the heated saltwater pool. Upstairs, a dramatic suspended gallery leads to an octagonal office and private outdoor captain's walk with endless vistas. The primary suite is a sanctuary with panoramic water views, balcony, fireplace, custom closets, and a spa-inspired bath with oversized shower and infrared sauna. A separate wing offers three en-suite bedrooms with stunning new baths and custom bunks for additional guests. Exceptional boating amenities include a permanent pier of concrete

620 Colonial Rd, Guilford
$2,650,000
4 Beds ⋅ 5 Baths ⋅ 24181939 MLS
Welcome to your private coastal sanctuary in the prestigious Sachem Head area of Guilford. This 5,620 sqft estate is a masterclass in luxury living, set on 2.31 wooded waterfront acres. Come up the gated driveway and step inside to discover a home designed for ultimate leisure. The living room features a bespoke custom mural and a stunning aquarium, serving as a mesmerizing feature next to French doors leading to the patio. Entertain effortlessly in your private home theatre, escape to your sauna tucked under the stairs, cook in the gourmet Wolf kitchen, or retreat to the office, where a bookshelf conceals a secret closet. The outdoor experience is unmatched. The custom pool area, equipped with an outdoor kitchen and pizza oven, is a resort-style masterpiece, featuring two integrated hot tubs and a dramatic infinity edge that blurs the line between water and nature. A heated walkway from the first-floor bathroom leads you straight to one of the hot tubs for year-round use. This home is thoughtfully designed for pet owners, featuring a dog door, dog washing station in the garage, and wiring for an electric fence to keep your companions safe. Modern sophistication meets comfort with a 2.5-bay attached garage, a Lutron Homeworks lighting system, a Crestron audio system, and a 2025 security installation. Recent mechanical updates including a 2023 furnace and serviced air handlers, ensure peak efficiency. Experience luxury at 76 Sachem Head Road. Schedule a private showing today.

76 Sachem Head Rd, Guilford
$1,799,000
5 Baths ⋅ 24199712 MLS
Dave Jones Realty is pleased to present this versatile commercial/industrial property offering approximately 16,864 square feet of building space situated on approximately 3.31 acres in Guilford, Connecticut. The property provides a flexible combination of warehouse, industrial, office, storage, and service-oriented space, making it an excellent opportunity for an owner-user, investor, or business seeking room to expand. Approximately 10,000 square feet is currently occupied by the owner, with approximately 3,000 square feet leased to a tenant. Current occupancy arrangements are flexible, and the space may be configured or subdivided to accommodate a new owner's specific requirements. The owner is also willing to vacate, providing additional flexibility for an owner-user or investor. Property Highlights: Approximately 16,864 SF of commercial/industrial building space, over 3.31 acres, +/- 10,000 SF owner-occupied and 3,000 SF tenant-occupied; Flexible occupancy and potential subdivision options; three loading docks one rear, ground-level drive-in door, multiple garage/service bays, garage clear heights of up to approximately 17'6", large open interior areas with available metal shelving, office loft area, cold storage area, newer roof - with invoices available, newer garage doors, recent paving improvements for 23+ designated parking spaces, public water, separate utilities, Prior zoning approval for a three-story addition, Phase I environmental assessment.

393 Soundview Rd, Guilford
$1,249,900
4 Beds ⋅ 5 Baths ⋅ 24165243 MLS
NEW ROOF to be installed Fall 2026! Enjoy peace of mind with a brand-new roof being installed by the sellers. Perfectly sited on 2.75 private acres overlooking a sweeping lawn, this distinguished Georgian Revival home makes an unforgettable first impression, approached by a circular driveway that creates a true sense of arrival. Newly painted interiors and enhanced landscaping complement the home's timeless elegance. Once a Connecticut Designer Showhouse, the property blends sophistication with remarkable comfort across more than 5,200 square feet. A grand foyer with dramatic staircase introduces generously scaled rooms, 10-foot ceilings, and five fireplaces. The renovated kitchen features today's most desired amenities, including a large center island and butler's pantry, ideal for effortless entertaining. Distinctive architectural details add character throughout, including a remarkable office fireplace mantel reclaimed from a Newport mansion. The spacious bedroom level offers comfort, privacy, and flexibility, highlighted by a luxurious primary suite with renovated ensuite bath and separate dressing room. The home also offers natural gas, new well equipment, and a new septic system. Minutes from the Guilford Green, boutique shopping, and renowned restaurants, this exceptional offering seamlessly combines timeless design, character, and an extraordinary setting.

625 State St, Guilford
$600,000
5 Baths ⋅ 24165156 MLS
RARE OPPORTUNITY TO OWN A BUILDINGS ON RTE. 1 IN GUILFORD ~ Unlock the potential of this prime commercial property on the bustling Boston Post Road, just one block from Guilford's historic town Green. Within the PV zone (Post Road Village Zone District) with dedicated parking; an ideal setup for businesses seeking a prestigious location with convenience & visibility. Step inside to find multiple private offices, a spacious reception area, and convenient bathroom access on the main level; perfect for professional or medical offices. The second floor boasts four additional offices and a walk-up attic, offering flexible workspace options and storage. Behind the main building, three additional private offices each feature separate exterior entrances beneath a covered porch deck, along with interior access to two adjoining offices and two half baths. The property features hardwood floors throughout most rooms, many updated windows, vinyl siding, and modern comforts including central A/C in the main building and wall units in the rear offices. With high visibility, easy accessibility, and a prime downtown location, this is an exceptional investment opportunity for owner-occupiers or investors looking to expand their portfolio. Buyers looking to convert or use as residential to perform their own due diligence. Don't miss your chance to own a piece of Guilford's thriving commercial district

1054 Boston Post Rd, Guilford

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