Guilford, CT Homes for Sale with Acreage

***New Listing | Luxurious Country Retreat Where Elegance Meets Serenity Discover a rare opportunity to own this impeccably designed newly renovated Colonial estate, perfectly positioned on 5.26 private acres of mature landscaping, featuring blooming specimen trees, expansive lawns, and a stunning in ground Gunite swimming pool-ready to be enjoyed by its next fortunate residents. This classic

Carol Simjian William Pitt Sotheby's Int'l

Stunning 5-Bedroom Contemporary Retreat on 2.71 Private Acres. This beautifully updated home sits on a peaceful interior lot in one of the area's most desirable neighborhoods. Surrounded by professionally landscaped perennial gardens and a lush wooded backdrop, the property offers exceptional privacy and direct access to the scenic Westwood trails; featuring 39 miles of walking paths across 1,200

Rose Ciardiello William Raveis Real Estate

This exceptional custom built home showcases beautiful craftsmanship and timeless design throughout. Tucked away at the end of a private driveway on a quiet cul-de-sac and surrounded by similar estate properties, this is a truly special place to call home. Step inside to a grand front foyer that opens into a spacious, light-filled layout featuring family room with soaring cathedral ceilings and a

Rose Ciardiello William Raveis Real Estate

LOCATION, LOCATION, LOCATION! Nestled within a peaceful cul-de-sac just around the corner from the beach, this one-of-a-kind, custom-built Cape Cod-style home blends timeless charm with a contemporary flair. Located on desirable Island Bay Circle, enjoy the convenience of being minutes from the downtown village, restaurants, shopping, and the shoreline. This thoughtfully designed 5/6 bedroom, 3

Rose Ciardiello William Raveis Real Estate

This private estate is a rare sanctuary of refinement and serenity, nestled at the end of a long drive and abutting preserved conservation land with direct access to hiking and horseback riding trails right from your backyard. Just minutes from the Historic Green, where charming boutiques and top-tier dining await, the setting perfectly balances seclusion and convenience. A gracious brick-floored

Linda Toscano Coldwell Banker Realty

A Literary Legacy Meets Architectural Elegance! After publishing her best-selling novel The Thorn Birds, author Colleen McCullough designed and built this extraordinary residence as her personal sanctuary-a place that balanced proximity to New York with the peaceful seclusion of forested hills and a gently flowing brook. Nestled at the end of a winding private drive, the home welcomes you with a

Gaetano Marra BHGRE Gaetano Marra Homes

Antique Country Farmhouse Meets Modern Amenities! A beautiful blend of heritage and modern comfort, 131 Elm Street is a thoughtfully restored Antique-style farmhouse that has been lovingly maintained and tastefully upgraded by its current owners. Nestled in the heart of North Guilford, this property is more than just a home-it's a serene retreat and an expression of creativity. Step inside and

Jules Gaughran - Etes William Pitt Sotheby's Int'l

Located on a quiet, no-through street, in a Guilford desirable neighborhood, this home offers the perfect blend of convenience, and vacation-inspired lifestyle-just 5 miles from the beach, marinas, eateries, golfing, shopping, I95, and more. Ideal for year-round living or a weekend retreat. Inside, the home has been extensively upgraded including mechanical systems, new septic system, central

Melanie Taylor Berkshire Hathaway NE Prop.

TO BE BUILT, beautiful new construction home! Your home ... Your way! At 3,579 square feet, there's a space for everyone! On the main level you'll find hardwood floors throughout, a spacious open concept kitchen and 2 story great room creating an incredible airy and open feel. Also on the main level is a study/office to suit any work from home needs, a dining room for family gatherings and an

Dori Degennaro William Raveis Real Estate

**HIGHEST & BEST DUE TUESDAY 7/29 - 7:00PM. MULTIPLE OFFERS IN HAND** Tucked away in the peaceful woods of Guilford, this classic red Cape offers a quiet retreat surrounded by nature. Complete with 3 bedrooms that feature oversized closets and 2 full bathrooms this home is the perfect downsizing option or ideal starter home. Inside, you'll find a warm and inviting open concept layout with

Laura Russo Regency Real Estate, LLC

Perched atop a scenic hill on four acres, this stunning custom-built home offers a blend of privacy, nature, and design. Enjoy breathtaking sunset views and seamless indoor-outdoor living with expansive decks and natural surroundings. Just a short walk to the sparkling waters of Lake Quonnipaug, you'll have easy access to swimming, boating, kayaking, and fishing. For land lovers, explore nearby

Tim Galvin William Raveis Real Estate

Welcome to this spacious and sun-filled 3-bedroom, 2.5-bath raised ranch nestled on a quiet cul-de-sac in beautiful Guilford. Set on 1.01 acres and surrounded by lush, mature trees, this home offers both privacy and serenity while still being close to town conveniences. Inside, you'll find a bright and open layout with hardwood floors flowing through the living room and kitchen, creating a warm

Emily White William Raveis Real Estate

Welcome to 81 Red Barns Rd, a charming, spacious and very well maintained home located in the beautiful town of Guilford. This property of 3276 sq ft with an additional finished basement of 800 sq ft boasts a perfect blend of modern amenities and classic New England charm. The home features 4 bedrooms, 3 bathrooms, and a generous living space that is perfect for both relaxing and entertaining.

Susan Wagner Berkshire Hathaway NE Prop.

Guilford ~ Old Quarry Area ~ Waterview Contemporary ~ one of the most unique homes on the entire Eastern seaboard. Set on 3.39 Acres. Designed to capture spectacular southerly views over Little Harbor as well as Long Island Sound. With its walls of glass, high ceilings & numerous Transom windows this Unique Designed Home allows for natural views to flow easily through nearly every living area.

Joseph Piscitelli Coldwell Banker Realty

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

Kiara Rusconi William Raveis Real Estate

A drive-by will not do this property justice! This Sachems Head home has plenty to offer - inside and out. The setting is a natural sanctuary. Perennial beds and mature plantings provide everchanging colors and blooms from early spring through fall. The open hillside behind is dotted with rock outcroppings, stone walls, and lush gardens. The Acorn Deck House has the cool vibe of a mid-century

Laurie Trulock Compass Connecticut, LLC

Take another look ! We've added virtually staged rooms to help you envision living in this light-filled contemporary home at the end of a cul-de-sac. The serenity of natural surroundings, yet is close to everything Guilford is well known for: its historic green, specialty shops and Long Island Sound. Check final photo for existing floor plan. Floor to ceiling windows and vaulted ceilings bring in

Tracy Everson Century 21 AllPoints Realty

Set on a peaceful and private 1.36-acre lot, this Contemporary Colonial home offers comfort, style, and a connection to nature. As you enter, you'll notice the home's open layout and soaring vaulted ceilings that create a bright and airy feel. The spacious living room includes beautiful hardwood floors, a pellet stove for cozy winter nights, and sliding doors that lead to a wraparound deck -

Daniel Lussier eXp Realty

NEW CONSTRUCTION: Discover the perfect blend of elegance and comfort in this newly constructed home, located on scenic Tanner Marsh Rd. Just minutes to I-95 and the Guilford train station, it has easy access to Yale, Guilford historic district, shopping and restaurants. Convenience is an integral part of the lifestyle. This property has four luxurious bedrooms and 4.1 bathrooms, including a

Diane Dupont William Pitt Sotheby's Int'l

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.

Joseph Piscitelli Coldwell Banker Realty

Beautiful, renovated six bedroom four and a half bathroom home close to everything Guilford has to offer. As you enter you will find the eat in kitchen with stainless appliances, granite countertops, and new hardwood floors. Off the kitchen is a spacious dining room for entertaining and living room for relaxing. Adding to the allure of the main floor is a generous sized family room with a

Vincent Engingro William Raveis Real Estate

Large, level lot in a cul-de-sac neighborhood just 5 miles from the Guilford green. This 4 bedroom colonial features an upper deck and lower patio that overlook a private, beautifully fenced back yard - perfect for entertaining, pets, and play. Room for a pool! A gazebo and storage shed in place. The home is deceptively large - space for all uses and occasions. A 23 x 24 living room/great room

Laurie Trulock Compass Connecticut, LLC

Welcome to 240 W Lake Avenue, where timeless New England charm meets top tier craftsmanship in this full-gut makeover. This fully permitted 3-bedroom, 1.5-bath home is set on a peaceful lot just minutes from Guilford's vibrant town green, scenic beaches, and historic attractions. Step inside to discover rich natural oak hardwood flooring, a whitewashed brick fireplace with granite hearth, and a

Konstantinos Milas Milas Realty Advisors