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$999,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193540 MLS
This approximately 3,000 square foot house sits on nearly 1 acre of lush, tranquil land. The property features a charming exterior with an inviting entryway, surrounded by well-maintained landscaping and greenery. The spacious lot provides ample room for outdoor living and recreation, creating a peaceful retreat from the everyday. The home's interior offers four bedrooms and two and a half bathrooms, providing ample space and privacy. The generous square footage and open floor plan with Hardwood Bamboo floors allows for a versatile living experience. The inviting entryway leads to a spacious area, setting the tone for the rest of the home. Outside, the property boasts a spacious Trex deck, and a private oasis with a soothing salt water pool, all nestled in a secluded setting. The expansive fenced yard and greenery create a serene, peaceful atmosphere, ideal for relaxation and outdoor enjoyment.

67 Christopher Ln, Guilford
$550,000
3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24193826 MLS
Welcome home... offering approximately 2,400 square feet of living space over two levels, set back on a private 1+ acre lot framed by classic New England stone walls and a generous front yard. The main level features a living room with hardwood flooring and a wood-burning fireplace, a dining room with hardwood floors and a charming corner curio cabinet, and an eat-in kitchen with tile flooring, granite countertops, tile backsplash, and stainless steel appliances. Just beyond the kitchen, the inviting family room features a cathedral ceiling with exposed beams, skylights, ceiling fan, and windows overlooking the peaceful backyard. Sliders lead to a composite deck complete with a remote-controlled awning, creating the perfect space for outdoor entertaining. An adjoining enclosed sunroom offers wood flooring, a vaulted ceiling with skylights and ceiling fan, plus two built-in cabinets. The main level includes three bedrooms, all with hardwood flooring, including a master with a walk-in closet and full bath with shower. A second full bath with tub/shower combination and convenient laundry area completes the level. The finished lower level provides exceptional flexibility with a spacious den featuring a second wood-burning fireplace, bay window, crown molding, composite flooring, a full bath with shower, and sliders leading to a lower patio and the private backyard. This versatile space is ideal for a recreation room, home office, guest accommodations, or potential 4th bedroom.

145 Peddlers Rd, Guilford
$800,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24194162 MLS
Nestled at the end of a serene cul-de-sac in desirable West River, this move-in ready 4-Bedroom, 3-Bath Colonial offers an exceptional turn-key retreat on 2 private acres with direct views and access along the scenic West River. Thoughtfully updated and meticulously cared for, the home features high-end replacement windows and exterior doors throughout, as well as young, well-maintained mechanical systems for ultimate efficiency and peace of mind. Spanning nearly 3,000 sq. ft., the bright and flowing floor plan boasts 2 cozy fireplaces, sun-drenched living spaces, and a primary bedroom suite. Relax or entertain on the covered deck and patio while soaking in the quiet wooded grounds and tranquil river views. A full walk-out basement and a floored walk-up attic provide extensive storage or future expansion potential. Complete with central air, public water, and an attached 2-car garage. A true natural sanctuary just minutes from the historic Guilford Green, top-rated schools, beaches, and commuter routes!

20 Riverside Ct, Guilford
$3,500
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193397 MLS
Experience the splendor of coastal living with this academic rental, available from October 1st, 2026, through April 2027. Situated in the prestigious Mulberry Point area, this home is a haven of tranquility, offering panoramic views of the Long Island Sound from every room.This residence has been completely renovated in 2022, showcasing an open layout that maximizes the natural light and scenic vistas. The heart of the home is the large kitchen, featuring new stainless appliances that cater to both the culinary enthusiast and the entertainer. Step outside onto the beautiful stone patio, an idyllic setting for both relaxation and social gatherings, with the Long Island Sound as your backdrop. The first floor is thoughtfully designed with convenience in mind, housing a bedroom with a queen-sized bed and an updated full bath. Additionally, the inclusion of a washer and dryer on this level adds to the practicality of the home. Ascend to the second floor to find two more bedrooms: one with a queen bed and the other with three twin beds, each offering updated accommodations and awe-inspiring views of the Sound. This property is not just a house; it's a retreat that promises a unique blend of comfort and natural beauty. Whether you're savoring the quiet mornings with the sound of the waves or stargazing on the patio, this Mulberry Point gem is the perfect academic rental for those looking to immerse themselves in the coastal lifestyle.

672 Mulberry Point Rd, Guilford
$3,500
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24193549 MLS
Historic Charm Meets Modern Luxury: Carriage House Living in Downtown Guilford Experience the quintessential Shoreline lifestyle in this stunning, light-filled carriage house at 200 Whitfield Street. Tucked privately away in heart of downtown Guilford, this unique residence seamlessly blends historic architectural character with high-end, contemporary updates. Step inside to breathtaking open-concept living defined by soaring post-and-beam vaulted ceilings, exposed timber trusses, and rich wide-plank hardwood floors. The sun-drenched main space features skylights, expansive windows, and a chef's kitchen complete with white shaker cabinetry, sleek dark countertops, a gas cooktop island with breakfast bar, and stainless steel appliances. The living space flows effortlessly to a pristine, updated full bath featuring a custom tile and glass walk-in shower, alongside a convenient dedicated laundry and storage room. Every corner of this property radiates historic warmth, style, and total comfort. Best of all, your location is unmatched. Leave your car behind and take a short stroll to the historic Guilford Green, boutique shopping, local cafes, fine dining, the Guilford Free Library, and the shoreline train station. Jacobs Beach and Guilford Harbor/Marina are just down the road. An extraordinary rental opportunity in an unbeatable downtown location.

200 Whitfield St Unit Carriage House (rear), Guilford
$519,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24187342 MLS
Welcome to 70 Hoadley Creek Circle! Tucked away on a lush, wooded acre, this one-owner, custom-built contemporary ranch offers the ultimate blend of privacy and coastal Connecticut convenience. Located on a peaceful residential circle near the Hoadley Creek preserve, this 1,580-square-foot retreat feels worlds away while remaining just minutes from the historic Guilford Green, the Marina, and Jacob's Beach. Inside, the home is bathed in natural light, creating an airy and inviting atmosphere. The heart of the living space features a cozy fireplace, perfect for unwinding on crisp New England evenings. Designed for effortless single-level living, the floor plan includes two spacious bedrooms and two full bathrooms. For those needing extra flexibility, the upper-level space-currently used as a den and an office-easily serves as a third bedroom, with a septic system already rated for three. Modern convenience is a hallmark of this property. You'll have total peace of mind with a whole-house generator and a spacious two-car detached garage, ideal for vehicles, a workshop, or extra storage. The true showstopper, however, is the expansive rear deck. It serves as your private front-row seat to 120 acres of protected Guilford Land Conservation Trust property, offering a serene, evergreen backdrop that will never be developed. Whether you are sipping morning coffee or hosting a summer dinner, the connection to nature here is unmatched.

70 Hoadley Creek Cir, Guilford
$1,700
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24193019 MLS
Walk to the Guilford green from this charming, one bedroom, second floor apartment. This unit has two entrances: the front door is a shared foyer, and leads to the living room; The side entrance, delivers you into the rear of the living room, near the eat-in kitchen with lovely pine cabinets. Conveniently off the kitchen is the large living room, offering space for a larger table or a desk, for those working from home. The bedroom is located at the front of the home, and features hard wood floors. The front hallway is another space that can hold a desk, if you're looking for more privacy. The bathroom is at the back of the home, located down the hall from the kitchen. Outside, a brand new patio is a lovely addition, shared by both units. The yard is spacious and level, providing an inviting outdoor space. A detached 2-car garage is shared with the first floor tenant (garage may be better suited for storage than for cars). Come take a look, this is a desirable, quiet, street in downtown Guilford. Apartments like this don't come around often!

37 Pearl St Unit B, Guilford
$1,100,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192154 MLS
A rare offering of architectural significance, this exceptional residence. The home was designed by renowned modernist architect Alfredo De Vido and is prominently featured in the acclaimed book Ten Houses. Thoughtfully sited to embrace its natural surroundings, the home is a timeless expression of Mid-Century Modern design-where clean lines, abundant natural light, and an effortless connection between indoor and outdoor living create a truly extraordinary retreat. Walls of glass frame picturesque views while inviting sunlight to pour into beautifully proportioned living spaces. Rich architectural details, soaring ceilings, and carefully curated materials reflect De Vido's enduring vision, balancing sophisticated design with warmth and livability. Every space has been composed to celebrate the landscape, offering an atmosphere of tranquility and understated luxury. The home's flowing floor plan is equally suited to elegant entertaining and relaxed everyday living. Spacious gathering areas transition seamlessly to private retreats, creating an ideal balance of openness and intimacy. Whether enjoying quiet mornings surrounded by nature or hosting memorable evenings with family and friends, the property offers an exceptional lifestyle in one of Guilford's most desirable settings. Perfectly positioned just moments from Guilford's historic town green, restaurants, boutiques, beaches and commuter routes, this remarkable residence combines architectural pedigree with charm.

607 Lake Dr, Guilford
$579,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24186974 MLS
Dreaming of setting down roots in Guilford? Welcome home to 53 Orchard View Road! You will love the space and versatility offered by this comfortable home set in a quiet, cul-de-sac neighborhood within walking distance of Guilford High School. The living room is large and open with a cathedral ceiling, dramatic beams, a wood-burning fireplace and hardwood floors. Light streams in through the attractive bow window, skylights in the kitchen and the generously sized windows in the dining area. French doors from the dining area lead to a fantastic enclosed porch with heating. The kitchen has beautiful granite counters and a convenient island, perfect for day-to-day cooking and for entertaining. Completing the main level are 3 bedrooms and 2 full baths. The primary bedroom has potential for expansion as it shares a wall with the walk-in, unfinished attic over the garage. The lower level of the home has an inviting family room, bedroom, small kitchen, another full bath plus a small office/workroom. Use some or all of the rooms as an in-law suite or just as extra living space. Outside, the backyard is level and fenced-in for your pets to roam free. A large deck will be a preferred spot in the warmer months. The backyard shed is huge, providing plenty of extra storage and the oversized garage will accommodate your cars and much more, it has oversized doors and includes a back door for rolling out larger items. Make an appointment soon to see this wonderful home in person!

53 Orchard View Rd, Guilford
$1,599,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24191112 MLS
Brand NEW CONSTRUCTION. Move in Ready! This modern, luxurious 4-bedroom, 3.5-bathroom home is designed to captivate. Located only 1.5 miles from the quintessential Guilford Town Green, you'll enjoy the charm of local shops, restaurants, and a vibrant community. Plus, it's just 2.5 miles to the Guilford Marina, Guilford Yacht Club & Jacob's Beach. With quick highway access, proximity to Yale Medical nearby, this home truly delivers the best of convenience and lifestyle. Inside the home, be impressed with soaring 9' ceilings on both the main & upper floors, making the space feel open and inviting. The expansive Great Room, bathed in natural light, that features a sleek linear gas fireplace with a textured marble stone facade is perfect for cozy evenings or sophisticated entertaining. Step outside the sliders to an exquisite stone patio to enjoy in the warmer weather. The kitchen is a modern minimalist design with quartz countertops, stainless steel appliances & premium finishes. At its center is a waterfall edge island, where sleek quartz cascades down the sides for a clean, polished statement. A marble stone backsplash adds a touch of sophistication, tying in beautifully with the home's design. The home offers a tastefully designed main floor primary bedroom suite that is quiet & restful. Upstairs there is an ensuite bedroom, which is great for guests, & is tucked just steps away from the outdoor terrace- the ultimate spot to slip out & enjoy a quiet morning coffee.

539-A Boston St, Guilford
$579,900
2 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24186354 MLS ⋅ Sea View At Guilford BLDG.
SEAVIEW END UNIT! This popular community offers the rare opportunity to live by the coast in the vibrant town of Guilford. Here you will find, all within walking distance: the town marina, Jacob's beach, the train station, the Whitfield Museum, and the historic Guilford Town Green (considered one of the loveliest in all of New England). There you will find an array of restaurants, boutiques, the town library, a bookstore, and even a chocolatier! Owning at Seaview is like living at a resort, where you can enjoy the pool, stroll to Pa's Place for breakfast, then watch the fishing and oyster boats leave the marina. Offering two bedrooms, two and one-half baths, and a large, third floor room with cathedral ceilings. The kitchen features granite countertops, beautiful and abundant cabinetry, and a pass through to the dining room, which then opens to the living room. An inviting reading nook is just beyond the fireplace, and there are sliders to a patio overlooking an open courtyard. There is even room to do a little gardening. The bedrooms are generously sized, and the primary bedroom has a Juliet balcony. The third floor offers many possibilities for use as a family room, office, library, or in-home gym. The garage is very close to the unit, and the inviting association pool is nearby as well. Come for a visit, and be captivated by all that Seaview has to offer.

80 Seaview Ter Unit 32, Guilford
$770,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24188126 MLS
Highest & Best due by Wed., 7/8 at Noon.At the end of a private cul-de-sac sits this well maintained 4-bedroom 2.5 bath Colonial. Perfect for entertaining, this home has a classic center hall layout that has an open feel with nicely sized rooms throughout. The sun-filled family room has newly installed hardwood floors with a wood stove which opens to the newly remodeled kitchen with Cherry Cabinets, Quartz counter tops and stainless appliances. The large dining room with a bay window opens to the formal living room and has views of the large level backyard and offers custom moldings. Upstairs are four very generous bedrooms; the Primary bedroom offers a large walk in closet and has an updated bath with quartz counter tops and a large walk in tiled shower. Three additional bedrooms are serviced by large family bath. A full unfinished basement could easily be finished for additional living space if needed. The backyard is private and accessed off the kitchen with a new composite deck and fire pit area - could easily accommodate a pool if desired. Recent updates also include newer Marvin Integrity Windows and a newer Architectural roof (2016). This home has direct access to Bitner Park with miles of hiking trails, disc golf course, pickle ball courts, skateboard park, soccer and baseball fields. Perfectly central to all things Guilford, this home is just .8 miles to the Baldwin Middle School and 1.1 miles to the State of the art Guilford High School. Easy access to I-95.

8 Antoinette Ln, Guilford
$1,395,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24184226 MLS
Experience the perfect blend of elegance, privacy, and shoreline living in this Mediterranean-style Colonial. 3 miles to downtown Guilford, ideally situated just up the road from a public beach. Set high above the flood plain, flood insurance is not required, offering peace of mind along with a coveted coastal lifestyle. Stately brick pillar entrance welcomes you to this 4 bedroom, 3 1/2 bath home. Nestled on almost 2-acres, professionally landscaped wooded lot within a desirable cul-de-sac neighborhood, the setting offers unmatched peace, privacy, and natural beauty. Inside, soaring 10-foot ceilings, columns, palladium windows, and an open floor plan create a bright, inviting atmosphere. The foyer is flanked by formal living and dining rooms, providing elegant spaces for entertaining. At the heart of the home, the impressive two-story family room features a gas fireplace and transitions easily to the kitchen. Designed to accommodate a variety of lifestyles, the main level includes a master bedroom suite, a second ensuite bedroom, and laundry room, making one-floor living a convenient option while still offering ample room for family and guests. The expansive sunroom overlooks the tranquil backyard and wooded surroundings, creating the perfect space to relax and enjoy nature year-round. Additional highlights city water, central A/C, new roof, a 3-car garage, and a bonus room; ideal for a home office, fitness room, playroom, or additional guest space.

122 Lower Rd, Guilford
$449,900
2 Beds ⋅ 1 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24185320 MLS
Ideally located between Guilford's shoreline and the Historic Green, this lovingly maintained expanded Ranch offers the ease of true one level living in one of the town's most desirable in town locations. Filled with warmth and character, the home features a spacious living room anchored by a gas fireplace with a stone surround and a huge vaulted sunroom with exposed beams that creates an inviting gathering space while overlooking the backyard and opening to a ground level deck. The flexible floor plan includes two bedrooms, a full bathroom, a den, and a private office, providing comfortable spaces for everyday living, guests, or working from home. Outside, the level yard is complemented by established gardens and offers plenty of room for outdoor enjoyment, along with a storage shed for added convenience. Recent improvements include a new roof with leaf guards, furnace, while practical amenities such as city water and an on demand whole house generator provide added comfort and peace of mind. Enjoy a highly walkable location just minutes from Guilford's historic town green with charming shops, and restaurants, walk to the marina, beach, and other beloved community amenities. A rare opportunity to enjoy a well cared for home with timeless appeal in the heart of Guilford.

32 Summer St, Guilford
$3,700
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24184267 MLS
Renovated ranch on a private wooded lot in Guilford featuring an open-concept floor plan, hardwood floors, recessed lighting, and a beautiful stone fireplace. The updated kitchen offers quartz countertops, stainless steel appliances, stunning blue cabinetry, and a center island open to the living and dining areas. Enjoy a newly build deck overlooking the peaceful front yard, generous room sizes, and the ease of single-level living. Conveniently located near the Guilford Green, beaches, shopping, restaurants, and major commuter routes. Offering the perfect blend of modern updates and serene surroundings, this home delivers a lifestyle that's hard to find.

260 Flag Marsh Rd, Guilford
$474,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24185325 MLS
Set on a large, level lot at the end of a quiet cul-de-sac, this lovingly maintained one-owner ranch offers the ease of true one-level living in a peaceful and private setting. A welcoming double front door opens to a spacious, open floor plan designed for comfortable everyday living. The kitchen is enhanced by a skylight that fills the space with natural light, and flows seamlessly into the dining area and living rooms, where sliders flank a cozy wood stove and provide easy access to the deck overlooking the private yard. A conveniently located laundry room just off the kitchen adds to the home's practicality. Offering two bedrooms and two full bathrooms, the primary bedroom features three closets, direct access to a full bathroom, and its own access to the deck, creating a peaceful retreat. The second bedroom is generously sized and offers two closets. Additional highlights include a two-car garage, walk-out basement, central air, central vac, and an on-demand whole-house generator for added peace of mind. While some cosmetic updating may be desired, the home has been lovingly cared for over the years and offers a solid foundation for its next owner to personalize and make their own. Conveniently located just minutes from shopping, restaurants, commuter routes, and all the amenities that make Guilford so desirable, including its historic Town Green, picturesque shoreline, beaches, marinas, boutiques, & dining scene, this special property is ready to welcome its next owner.

704 Towner Swamp Rd, Guilford
$250,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24185438 MLS ⋅ Walden Three BLDG.
Bright and sunny second-floor ranch unit in desirable Walden III's parklike setting. This 1 bedroom, 1 bath home features a wood-burning fireplace, a private deck, in-unit laundry and detached one-car garage. The HOA includes heat and hot water, offering exceptional value and convenience. Recent community improvements include a new roof, septic system, and sidewalks. Residents enjoy an in-ground pool, tennis courts, and a convenient Guilford location close to shopping, dining, beaches, and commuter routes.

20 Granite Road Unit 20, Guilford
$700,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24184012 MLS
Welcome to this unique home full of character, perfectly situated on a slight elevation in a private cul-de-sac. This exceptional property is bordered by protected conservation land, offering serene meadow and forest views alongside a very private yard filled with both mature and new plantings. A handsome granite and brick entry-walkway welcomes you inside to a 3-bedroom, 2-bathroom layout. This stunning home features a floor plan that allows for an easy flow and beautiful, natural light on both sides of the house, seamlessly combining historic charm and architectural details with newer, sunlit additions. Inside, you will find newly refinished hardwood floors, an impressive wood-burning fireplace, and an updated kitchen complete with quartz counters and brand-new appliances. Adding to the property's versatility is a 2-car garage featuring a heated work- or office- space above it, complete with its own separate meter-perfect for a quiet home office or studio. Location is everything, and this property puts the best of Guilford right at your fingertips. You are just 1.1 miles from the historic Guilford Green, 1.6 miles from the Guilford train station for an easy commute, and only 2.5 miles from the sandy shores of Jacobs Beach. Enjoy the perfect blend of private, peaceful living and unbeatable coastal convenience.

314 Three Mile Crse, Guilford
$800,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24184271 MLS
Welcome to 425 Schoolside Lane, Guilford. A beautifully maintained 4-bedroom, 3-bathroom home nestled in a highly desirable neighborhood. Freshly painted throughout, this spacious residence offers the perfect blend of comfort, functionality, and outdoor living. Step inside to discover gleaming hardwood floors, granite countertops, and a warm, inviting fireplace that serves as the heart of the home. The thoughtfully designed layout includes a dedicated office space for remote work, a versatile bonus room ideal for a playroom, gym, or media room, and generous living areas perfect for everyday living and entertaining. Enjoy your morning coffee or evening gatherings in the screened-in porch overlooking the expansive, fully fenced backyard. Outdoor enthusiasts will love the above-ground swimming pool and the enormous yard, offering endless opportunities for recreation, gardening, and relaxation. Additional highlights include a spacious 2-car garage, ample storage, and a location that combines neighborhood charm with convenient access to Guilford's schools, shopping, dining, and shoreline attractions. Just around the corner from Guilford High School and mins from downtown Guilford Green, the train, and 95 make this home location perfect for any traveler. Don't miss the opportunity to make this move-in-ready home your own.

425 Schoolside Ln, Guilford
$3,400
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24179241 MLS
161 Whitfield Street, Unit 4 is a tastefully updated one-bedroom, loft-style townhouse apartment located in Guilford's highly sought-after Whitfield Historic District. Ideally situated just a short walk from the beloved Guilford Green, the home offers convenient access to the town's charming shops, restaurants, and vibrant downtown atmosphere. A short stroll south on Whitfield Street brings you to the Guilford train station, offering convenient rail service to shoreline towns as well as Amtrak connections to Boston and New York City. The Guilford Marina and Jacobs Beach are also just minutes away. Recent updates include new HVAC units, flooring, an updated kitchen with new countertops, freshly painted interiors, renovated bathrooms, and more. Rich in character and history, this unique property was formerly St. George Church. While the home features one designated bedroom, the spacious main floor also offers ample room for a dedicated work-from-home area or office space.

161 Whitfield St Unit 4, Guilford
$489,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24178566 MLS
Don't miss this adorable one-level home, thoughtfully updated to offer the perfect blend of charm, comfort, and flexibility. Nestled on a scenic country road, the property sits on 1.7 acres with ample room for future expansion if desired. Ideal for first-time buyers, down-sizers, or anyone seeking peaceful country living. Bright and airy throughout, the home features an open floor plan with vaulted ceilings in the living room and hardwood floors throughout most of the home. The updated kitchen is equipped with quartz countertops, stainless steel appliances, modern lighting, and a convenient breakfast bar. There is space for a small breakfast nook in the kitchen, while the expansive living room can easily accommodate a larger dining area or dining room table. Flexible layout options allow for either two bedrooms or a bedroom plus home office setup. A recently remodeled bathroom, generous bedroom closet space, central A/C, ceiling fans, shed, and even the option to relocate the washer and dryer hookups upstairs all add to this home's versatility, comfort, and convenience. A standout feature is the stunning screened-in porch with beautifully refinished wood floor - a perfect place to curl up and relax in a private outdoor setting or host gatherings with family and friends. A home at this price point with so much to offer and even more potential won't last long in Guilford. Schedule your showing today! A full list of updates is attached.

1511 Little Meadow Rd, Guilford
$2,990,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24167886 MLS ⋅ The Residences At 66 High Street BLDG.
Welcome to a truly exceptional living experience at The Residences at 66 High Street! This stunning three-bedroom, two-and-a-half-bathroom condo presents a rare opportunity for those seeking luxury and convenience in one of Guilford's most desirable locations. Spanning an impressive 3,148 square feet, this custom single-level home offers elegant design and modern amenities, ensuring comfort and style at every turn. Step inside to discover an exquisite open floor plan highlighted by two-inch marble and black walnut countertops, complemented by high-end finishes from Waterworks and custom built-ins throughout. Enjoy the culinary delight of a gourmet kitchen equipped with Subzero appliances, a 48" Wolf range, and two spacious walk-in pantries. The inviting living area features a gas fireplace for cozy evenings and a state-of-the-art Full Swing sports simulator that also serves as a perfect media room. This smart home boasts temperature-controlled fresh air and is easily managed via iPad. Step outside to your covered private terrace and be captivated by stunning marsh and Long Island Sound views, accompanied by refreshing salty breezes. The vibrant community offers a heated pool, fitness center, fire pit, dog park, and more, making it an ideal setting for relaxation and recreation. With easy access to the marina, beach, dining, shopping, and cultural experiences in downtown Guilford, this property epitomizes Connecticut shoreline living at its finest.

66 High St Unit 17, Guilford
$1,200,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$1,299,900
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24165243 MLS
Perfectly sited on 2.75 private acres overlooking a sweeping lawn, this distinguished Georgian Revival estate makes an unforgettable first impression, approached by a circular driveway that creates a true sense of arrival. Recently refreshed with newly painted interiors and enhanced landscaping, the property presents beautifully from the moment you enter. Once a Connecticut Designer Showhouse, the home blends timeless elegance with remarkable comfort and sophistication. A grand foyer with a dramatic staircase introduces more than 5,200 square feet of thoughtfully designed living space, where 10 foot ceilings, generously scaled rooms, and five fireplaces create warmth and sophistication throughout. At the heart of the home is a renovated kitchen thoughtfully designed with today's most desired amenities, featuring a large center island and butler's pantry that seamlessly blend style and functionality for effortless entertaining. Distinctive architectural details and one of a kind features add character throughout, including the remarkable office fireplace mantel reclaimed from a Newport mansion. The spacious bedroom level offers comfort, privacy, and flexibility, including a luxurious primary suite with a renovated ensuite bath and separate dressing room. Conveniently located minutes from the Guilford Green, boutique shopping, and renowned restaurants, this is a truly special offering that seamlessly combines timeless design, character, and an exceptional setting.

625 State St, Guilford
$25,500
ACTIVE Status ⋅ 24168232 MLS ⋅ Guilford Yacht Club BLDG.
This 36-ft dock with unobstructed south-facing views of LI Sound, in the Guilford Yacht Club, is located on the protected West River in the charmingly historic town of Guilford CT. Not only does ownership of the dock provide you with a safe and easily accessible haven for your boat, but it also gives you and your family access to the spacious clubhouse, the heated pool with showers, and tennis courts. The convenient Dock House has beeen recently painted, and gives you the convenience of hot showers & rest rooms. Watch the resident Bald Eagles, along with Ospreys, Great Blue & Yellow-Crowned Night Herons, Snowy & Great Egrets, from your boat, or the clubhouse, as the sun sets over the marshes to the west. A short stroll to the Guilford Train Station gives you access to trains to New Haven & NYC, and the Amtrak Northeast Corridor. Downtown Guilford with it's variety of popular restaurants & shops is also nearby.

379 Whitfield St Unit AS2136, Guilford
$2,995,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24155789 MLS ⋅ The Residences At 66 High Street BLDG.
Exquisitely reimagined with uncompromising attention to detail, this exceptional upper-level residence at The Residences at 66 High Street presents refined luxury in a premier in-town setting. Originally created by seamlessly merging two units, the owner collaborated with an interior designer, contractor, and master craftspeople to conceive a truly one-of-a-kind, fully customized home. The result is an expansive and impeccably executed "double" residence in the Leete Building offering approximately 3,000 square feet of meticulously maintained, sophisticated living space designed for both grand entertaining and effortless everyday comfort. A gracious living room anchored by a gas fireplace and a mounted 150-year old half hull ship model, flows seamlessly into a dining area with access to a private balcony; creating the perfect backdrop for intimate evenings or lively gatherings. The chef's kitchen and custom millwork throughout showcase superior craftsmanship, bespoke built-ins, and curated finishes of the highest caliber. The master bedroom suite is a private sanctuary, complete with its own fireplace, a dedicated office with built-in shelves, file drawers and cabinets for remote work, private balcony, a spa-inspired bath appointed with luxury fittings and steam shower, and two walk-in closets. Two additional bedrooms and beautifully designed full baths provide comfort and flexibility for guests.

66 High St Unit 38, Guilford
$1,399,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24155372 MLS
Discover the vibrant energy of the historic town green just outside your doorstep. The inviting sidewalk guides you to the lively center, only 600 yards away. There, you'll find a treasure trove of quaint shops, restaurants, the recreational center, and cozy coffee spots to enjoy. Join in the community spirit at concerts and local events, and explore the area's rich history and character-all while residing on a spacious, nearly one-acre lot that offers a peaceful, private atmosphere. Experience the perfect fusion of timeless distinction and modern elegance in this well-maintained home, where original architectural craftsmanship has been beautifully preserved, and recent updates have brought a fresh, stylish feel to the space. Inside, you'll discover an inviting and versatile residence with numerous unique features that make this property truly one-of-a-kind. Enjoy the warm ambiance created by wide plank wood floors, original woodwork, exposed beams, and multiple fireplaces across the family room, living room, dining area, and primary bedroom. The home features 4+ bedrooms, thoughtfully arranged across two levels for privacy and comfort. Two hall-accessed bathrooms-one with a tub and one with a shower-occupy the second floor, both easily accessible from the hallway. The updated kitchen is an entertainer's dream, featuring leathered granite counters, a Subzero refrigerator, and an LG gas stove.

147 Boston St, Guilford
$3,995,000
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24138935 MLS ⋅ Eagleview Condominiums BLDG.
Eagleview at Guilford - Where Luxury Meets Lifestyle. Discover Guilford's newest luxury coastal condominium community, where superior craftsmanship, modern design, and breathtaking views of Long Island Sound redefine Connecticut shoreline living. Whether you're enjoying a sunset from your private balcony, entertaining in your chef's kitchen, or exploring Guilford's vibrant coastal village, Eagleview is more than a home, it's a lifestyle. Experience 6,200 SF of refined living space (expandable to over 8,000 SF) perfectly positioned to capture the tranquil salt marshes and shimmering expanse of Long Island Sound. Each residence includes multiple private balconies that invite you to relax and savor the natural beauty that surrounds you. Unmatched craftsmanship & comfort, this community of only 11 luxury units blends architectural excellence with everyday ease. Every residence features 10-foot ceilings, custom crown moldings, and a Chef's Dream Kitchen equipped with professional-grade appliances and elegant finishes designed for both function and style. Modern conveniences include private elevators, heated 4-car garages with EV charging stations, central air, central vacuum systems, and backup generators. Flexible open floor plans allow you to create spaces that reflect your personal lifestyle and vision. Ideally situated just a 1/2 mile stroll to Jacob's Beach and the Guilford Green, Eagleview offers easy access to an array of restaurants, boutique shopping, and cafes.

405 Whitfield St Unit 2, Guilford
$550,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24126723 MLS
MULTIPLE OFFERS-SELLER REQUESTS HIGHEST & BEST OFFERS. Submission deadline is Friday May 23rd by 8:00 PM Exceptional Investment Opportunity - Prime Guilford Location Just steps from the vibrant Guilford Green, this historic multifamily property features two spacious 2-bedroom, 1-bathroom units on a level 0.46-acre lot. (Field card Says 2 bedrooms in each apt -4 bedrooms total- In 1st floor apt. Front room was used as 2nd bedroom. Fireplace is not currently operational. Ideal for restoration, it offers potential as an owner-occupied residence with rental income or a full investment property. Located only 0.5 miles from the train station and 1 mile from Jacobs Beach, Chittenden Park, and the town marina, with easy access to shops, restaurants, the Guilford Free Library and the Guilford Fairgrounds. Priced to reflect renovation needs and offered "As Is". Inspections are for informational purposes only. Best suited for cash buyers or those using an owner-occupied rehab loan.

174 Whitfield St, Guilford

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