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$549,000
3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24203336 MLS
Set on over an acre, this 3 bedroom, 2 1/2 bath Colonial offers a wonderful floor plan with spacious rooms and wonderful indoor and outdoor living space. The kitchen offers granite countertops, a center island, and pantry, and is open to the family room and dining area with built-in storage and a convenient serving bar. A front-to-back living room offers additional flexibility, with ample space for both living and dining. The spacious family room features a wood-burning fireplace with brick surround, a bay window overlooking the front yard, and access to the screened-in porch. Enjoy views of the mature gardens and an in-ground pool, creating an inviting setting for relaxing and entertaining. All three bedrooms are located on the second floor and have hardwood flooring. The master bedroom offers a walk-in closet and private full bath with shower, while a second full bath with tub/shower serves the additional bedrooms. The fenced backyard area provides privacy and space surrounding the in-ground pool, complete with a hot/cold outdoor shower and room to lounge and sunbathe. Additional features include a second driveway to the right of the home for extra parking, a shed, 2-car garage with one smaller bay, partially finished basement with additional storage space, and generator transfer switch. Conveniently located less than 10 minutes from the center of town, with an easy commute to New Haven and convenient access to major commuter routes.

83 Crestwood Dr, Guilford
$879,000
3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24204771 MLS
RARE IN-TOWN GUILFORD SPRAWLING CAPE WITH WALKABLE CONVENIENCE, SHORELINE ACCESS & TIMELESS NEW ENGLAND CHARM! Enjoy privacy & space in one of Guilford's most desirable locations, situated on over 1 acre + just steps from the historic Guilford Green, local shops, restaurants, train service & shoreline amenities. Mature trees, established perennial gardens, expansive lawn & charming garden shed create a private, storybook setting for your secret garden. Home boasts 2,797 SF, 3 bedrooms & 3 full baths, the home features a flexible footprint with options for today's modern living. 1st floor offers potential for one-level living w/2 main level bedrooms & 2 full baths. Numerous options for home offices. Upstairs are 2 additional rooms and a 3rd full bath. Generously sized rooms, hardwood floors, a fireplace & 2 screened-in porches provide a smart footprint for renovation & outdoor living designs. 2-car attached garage. Public water. The property needs work but is well worth your investment. Price reflects condition. Property is being sold "as is." Buyer may conduct inspections for informational purposes only. Seller will make no repairs or provide credits. Bring your vision & create something special in the heart of Guilford!

93 River St, Guilford
$264,900
1 Beds ⋅ 1 Baths ⋅ COMING SOON Status ⋅ 24205525 MLS ⋅ River Colony BLDG.
Welcome home to 32 River Colony in Guilford! Beautifully remodeled and ideally situated in a quiet corner of the community, this main-level condominium offers picturesque views of the West River and its abundant wildlife. Conveniently located near Guilford's historic downtown, this inviting home is a wonderful opportunity for year-round living or as a Connecticut shoreline retreat. Inside, you'll find sustainable Tesoro wood flooring and Harvey windows throughout, along with a new Harvey sliding glass door. Natural light flows through windows on 3 sides of this home and and yields beautiful, peaceful river views. Updated custom lighting designs combine with natural light to make this condo unit a delight to spend time in. The updated kitchen features crisp white cabinetry, granite countertops and a classic tile backsplash, while the beautifully renovated bathroom adds a fresh, modern feel. Additional improvements include a new air-conditioning unit, new electric baseboard heating and a Nest thermostat that helps regulate both temperature and humidity. A custom California Closet system with built-ins provides excellent organization, with additional storage inside the condominium and above the garages. Flood insurance is paid through the association, offering added convenience. Move right in and enjoy comfortable, low-maintenance, energy efficient living close to the Guilford Green, shops, restaurants, train station and shoreline amenities. You won't want to miss this one!

32 River Colony, Unit 32, Guilford
$1,675
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24205404 MLS ⋅ River Colony BLDG.
Riverside Retreat in the Heart of Guilford Escape to your own private sanctuary in this thoughtfully updated top-floor end unit, where the gentle sounds of the nearby river create the perfect soundtrack for daily life. Tucked away in a well-maintained boutique community, this serene haven offers the best of both worlds-peaceful riverside living with downtown Guilford just steps from your door. Wake up each morning in your private bedroom retreat, then start your day with coffee on your own deck overlooking lush woods and landscaping. The heart of the unit features a charming galley kitchen with granite counters, flowing seamlessly into a dining area perfect for intimate meals. Evenings come alive in the beamed living room, where you can curl up by the crackling wood-burning fireplace after a sunset stroll along the river's edge or an invigorating bike ride through the neighborhood's scenic pathways. This coveted corner location ensures ultimate privacy, with mature trees and thoughtful landscaping creating your own woodland oasis. Yet convenience remains at your fingertips-downtown's charming shops, restaurants, and cafes are an easy walk away, while highway access keeps you connected to the wider world. Perfect for the discerning renter seeking: * Tranquil riverside lifestyle * Downtown walkability * Private, wooded setting * Cozy fireplace evenings * Low-maintenance living in a boutique community

6 River Colony Unit 6, Guilford
$1,125,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205158 MLS
Historic 1856 Octagon Home Just One Block from the Iconic Guilford Green. Rarely does a home of such architectural distinction and prime location become available. Crafted in 1859 by renowned local builder Edwin A. Leete, this landmark 4-bedroom, 2.5-bath octagonal residence offers a extraordinary blend of mid-19th-century character and seamless modern comfort-all just a single block from the historic Guilford Green. Inside, the distinctive eight-sided floor plan fills the home with exceptional natural light across a generous layout featuring a formal Living Room, dedicated Dining Room, and cozy Family Room. At the heart of the home is a chef-inspired, high-end custom Gulick Kitchen, beautifully appointed for both daily life and effortless entertaining. Modern infrastructure ensures year-round comfort with central air conditioning and natural gas heating. Set on a lovely, flat and fenced in .61-acre lot, the property includes a versatile detached garage providing flexible space perfect for a workshop, home studio, or bonus room. Step outside your front door to enjoy boutique shopping, fine dining, local events, and train access within minutes. A true piece of Guilford history upgraded for today's lifestyle.

84 Fair St, Guilford
$1,150,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24203610 MLS
Sophisticated and elegant hip roof colonial, built in 2005, 1st floor 9+' ceilings, 8+' ceilings or cathedrals on 2nd floor, HW flooring and tile, all spacious rooms, oversized windows through out, classic front and back staircases, walk-up attic, cherry cabinets with granite counters and expansive center island and new Wolf Gas Range. Main living room open to kitchen with wall of built-in cabinets/bookcases and gas fireplace. Lower level with rear yard walk-out, 2nd full kitchen with high quality appliances, fully tiled bathroom, 2nd laundry area, exercise room or storage. Exterior expansive double deck from kitchen, paved walkways surround entire house, with beautiful stone steps and evening walkway lighting. Ring security system on all sides of house. Gently tucked into an upscale quiet community of newer homes. and added privacy at end of road with 3 houses. Oversized rear secluded yard for activities and entertainment.

9 Inwood Dr, Guilford
$649,999
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24204560 MLS
Welcome to 245 Dunk Rock Road, a beautifully renovated 3-bedroom, 2.5-bath home offering 2,048 square feet of thoughtfully updated living space on over 5 acres of private property in Guilford. This move-in-ready home has been fully renovated with modern finishes and quality upgrades throughout. The inviting kitchen features elegant quartz countertops, brand-new stainless-steel appliances, and plenty of workspace for everyday cooking and entertaining. The bathrooms have been completely refreshed with attractive tile finishes and contemporary details. The spacious 2-car garage offers even more versatility and features professionally finished epoxy flooring, creating a clean, durable space for vehicles, storage, hobbies, or a workshop. Inside, the home offers a comfortable layout with three bedrooms, two and a half bathrooms, and plenty of room for both everyday living and entertaining. Every detail has been thoughtfully updated to provide the convenience of a modern home while maintaining the peaceful character of the property. Outside is where this property truly shines. Set on more than 5 acres, the home offers an exceptional level of privacy and tranquility. Enjoy your morning coffee, entertain guests, explore the property, or simply unwind surrounded by nature.

245 Dunk Rock Rd, Guilford
$395,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24191312 MLS ⋅ Long Hill Farm BLDG.
Located in the Barns, this private and quiet second-floor unit offers peaceful woodland views and incredible potential for customization. Step inside to an inviting open-concept layout highlighted by soaring vaulted ceilings, a cozy fireplace in the main living space, and direct access to a private deck overlooking a serene tree-lined setting. The well-proportioned layout features two bedrooms and two full bathrooms, including a primary suite with a huge walk-in closet. Complete with a dedicated one-car garage, this home provides both convenience and extra storage. Unbeatable location just minutes from the vibrant Guilford Town Green, Jacob's Beach, the train station, local shopping, medical facilities, and I-95 for an effortless commute.

65 Long Hill Farm, Unit 65, Guilford
$1,150,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24203107 MLS
Situated on a private 0.92-acre lot in a highly sought-after neighborhood, this classic four-bedroom, two-and-a-half-bath Colonial combines high-end interior updates with direct access to local nature. The main level centers around a fully renovated kitchen outfitted with the finest finishes, custom cabinetry, premium appliances, and a dedicated pantry for extra storage. Everyday living and entertaining options abound with a huge family room featuring vaulted ceilings, a cozy traditional living room with a fireplace, and a flexible main-floor room with French doors ideal as a formal dining space or dedicated home office. Upstairs, the primary bedroom suite offers a generous walk-in closet alongside an exquisitely updated full bath, joined by three additional bedrooms and a second beautifully updated full bath. Outdoor living centers on a large deck overlooking the expansive yard. Step directly from the property onto adjoining open space and scenic trail networks leading straight into the 583-acre East River Preserve. Key infrastructure updates include a newly installed high-efficiency furnace (2024) and a full roof replacement scheduled prior to closing. A full partially finished unique walk-out basement, perfectly suited for a game room, complete this home.

169 Willow Rd, Guilford
$549,999
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24203818 MLS
Welcome to 89 Janeway Drive, a well-maintained, charming Cape set in a delightful neighborhood. Bright and airy, the home features hardwood floors throughout, an open floor plan, and spacious bedrooms. Beautiful flagstone steps lead to both the front and back of the house, complemented by stone walls along the property. Many recent upgrades add to the appeal of this property, including a new driveway, wood stove, and finished basement. The interior and exterior have been recently painted, trees have been cleared from the property, and the thoughtfully renovated kitchen features an expansive quartz island, granite countertops, plenty of cabinet storage, and stainless-steel appliances. The home also offers tastefully updated baths. A tranquil, serene backyard with both a trex deck and flagstone patio offer a private setting for outdoor entertaining, play, or quiet relaxation. Complete with a whole-house generator and 200-amp electrical service, this home offers easy access to schools, I-95, and the Guilford Green, making it a desirable place to call home.

89 Janeway Dr, Guilford
$949,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24203783 MLS
Imagine strolling to the historic Guilford Green, with downtown shops, dining, and the train station just steps away! Situated on a level 0.68-acre lot, this turnkey 1920 Craftsman at 134 Union perfectly marries vintage soul with effortless modern living. A reclaimed wood ceiling warms the foyer, leading into an open-concept entertainer's dream. The chef's kitchen boasts sweeping quartz counters, a massive island, farmhouse sink, double ovens, and geometric tile. The dining room easily seats ten and flows into a cozy living room. Flawless red oak floors tie the 2,194 sq ft main living space together. Your main-level primary suite features a walk-in closet, reclaimed wood accent wall, and a luxurious spa bath with a marble double vanity and glass shower. A dedicated office, laundry room, and half bath complete the first floor. Upstairs, find three bright bedrooms and a full bath. Enjoy total peace of mind with extensive 2020 renovations including a new roof, upgraded electrical, and stunning kitchen/bath remodels. The home offers gas forced-air heat, central air, public water, and septic. Relax on the open porch overlooking a private yard with a storage shed. With a full walkout basement, this move-in-ready home is the ultimate lifestyle upgrade! If your wish is to live walking distance to the guilford green, here is your chance. Just turn the key, and move in!

134 Union St, Guilford
$749,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24203271 MLS ⋅ Guilford Gatehouse West BLDG.
LIVE...WORK...PLAY!! Opportunity to own a property offering an in-home business location. Your business occupies the ground level while your residence is nestled on the luxurious second and third floors, offering comfortable distance between your home and professional workspace to meet with clients. Custom built with high quality appointments and thoughtfully constructed with your personal and professional needs in mind. Designed to offer a comfortable, low maintenance lifestyle. The main level offers a conference room, two offices, kitchenette and half bath. The residence above embraces an amazing kitchen with heated floors and high end appliances a guest bedroom and impressive full bath. The Primary Suite occupies the entire third level with large walk in closet and luxuriously appointed full bath, Garage is heated and offers an electric car charging station. A unique opportunity to LIVE, WORK, and PLAY at Home!

2614 Boston Post Rd Unit 36, Guilford
$1,250,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24202711 MLS
Experience the perfect blend of elegance, privacy, and shoreline living in this Mediterranean-style Colonial, ideally located just 3 miles from downtown Guilford and up the road from a public beach. Set high above the flood plain, flood insurance is not required, offering peace of mind and a coveted coastal lifestyle. A stately brick pillar entrance welcomes you to this 4-bedroom, 3.5-bath home, set on nearly 2 professionally landscaped acres in a desirable cul-de-sac neighborhood. The private, wooded setting offers peace and natural beauty. Inside, 10-foot ceilings, columns, Palladian windows, and an open floor plan create a bright, inviting atmosphere. The foyer is flanked by formal living and dining rooms, while the impressive two-story family room with gas fireplace flows into the refreshed kitchen featuring all-new Cafe stainless steel appliances. The main level offers a primary bedroom suite, second ensuite bedroom, and laundry room, providing a convenient option for one-floor living. All bathrooms have been refreshed, adding to the home's move-in-ready appeal. Enjoy peaceful views from the expansive sunroom overlooking the private backyard. Additional highlights include city water, central air, a new roof, 3-car garage, and versatile bonus room; ideal for a home office, fitness room, playroom, or guest space. Don't miss this opportunity to enjoy privacy, flexibility, and shoreline living in a sought-after Guilford location!

122 Lower Rd, Guilford
$579,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24200807 MLS
Offer deadline 6 pm on Monday August 31, 2026. Truly loved and exceptionally well cared for, this charming historic reproduction Cape Cod offers timeless character, quality craftsmanship, and a peaceful setting. Privately situated on a quiet lane just off Nut Plains Road, the picturesque, level lot provides a serene backdrop for everyday living. Inside, the home features beautiful hardwood flooring throughout the main level and in the Primary bedroom, classic built-ins, and quality materials that add warmth and character. The main level offers a spacious front-to-back living room that flows seamlessly into a peaceful screened-in porch-an inviting spot to relax and enjoy the tranquil surroundings. The well-appointed kitchen features a breakfast bar, ample cabinetry, and room for a dining table and chairs. From the kitchen, step out onto the beautiful deck overlooking the expansive rear yard, perfect for outdoor dining or entertaining. Upstairs, the spacious primary bedroom offers generous closet space, along with two nicely sized guest bedrooms. A detached oversized garage provides plenty of room for parking, storage, and a workshop. The level, private lot offers a peaceful and serene setting, while the well-maintained mechanicals provide added peace of mind. A brand-new architectural shingle roof is the finishing touch to this lovingly maintained property. A special home offering classic Cape Cod charm, privacy, and quality-welcome to 345 Nut Plains.

345 Nut Plains Rd, Guilford
$475,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24201033 MLS
Set back from the road on a private drive shared by just four homes, this inviting contemporary offers privacy and convenience in a desirable Guilford location. The open, light-filled interior features cathedral ceilings with skylights, hardwood flooring throughout, and an open floor plan designed for comfortable living and entertaining. The first-floor master bedroom offers direct access to an updated full bath. Two additional bedrooms and a full bath are located on the second floor, along with a versatile loft area ideal for a home office or reading nook.. The finished lower level with walkout provides flexible bonus spaces and includes laundry. Enjoy the outdoors from the composite deck, paver patio, and wooded yard with natural rock outcroppings. Two sheds provide additional storage, and the attached two-car garage adds everyday convenience. A wonderful combination of privacy, natural light, and easy living in idyllic Guilford, with its charming village green offering historic character, restaurants, shops, and nearby beach, marina, and vibrant community, all just minutes from home.

2004 Boston Post/Aka Rock Crest Rd, Guilford
$650,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24199038 MLS
HIGHEST AND BEST OFFERS DUE SATURDAY, AUG 29TH BY 6 PM. Perfectly remodeled and move-in ready, this inviting Guilford home offers an ideal blend of comfort, style, and an unbeatable shoreline location. Just 1.5 miles to the beautiful and historic Guilford Town Green, you'll enjoy easy access to charming shops, restaurants, cafes, and community events. Chaffinch Island Park, recognized as one of Connecticut's top spots, is less than a mile away, as is beloved Jacobs Beach and the sparkling waters of Long Island Sound. Thoughtfully renovated from top to bottom, this home features a flexible open floor plan with three bedrooms and two and a half beautifully updated baths. The bright living and dining areas flow into a bright updated kitchen with a huge central island, creating a wonderful space for everyday living and entertaining. Sliding glass doors open to a spacious composite deck that is perfect for summer gatherings and relaxing outdoors. The primary bedroom offers a stylish ensuite bath, while two additional bedrooms share a renovated family bath. The lower-level family room with wood-burning fireplace provides additional living space and could easily serve as a home office or retreat. Recent improvements include a septic system (2021), a Viessmann combination boiler, central air, and numerous quality upgrades. Nothing to do but move in and enjoy all that the beautiful town of Guilford and the Connecticut shoreline have to offer!

150 Mulberry Point Rd, Guilford
$4,500
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24198653 MLS
Available October 1, 2026 through late May 2027. Set on 1.87 private, fenced acres on a quiet street, the home feels peaceful and tucked away while still being just minutes from I-95, shopping, dining, and the historic Guilford Green.The heart of the home is a dramatic post-and-beam great room with soaring ceilings, exposed timber beams, skylights, generous natural light, and a floor-to-ceiling stone fireplace. The main level includes a dining room and beautifully updated kitchen with farmhouse sink, induction cooktop, and double steam oven combo, plus a spacious first-floor primary suite with walk-in closet and renovated en-suite bath featuring a jetted tub and oversized rain shower. A second full bath on the main level includes a steam shower. Upstairs are two additional bedrooms, a full bath, a dedicated office, and a loft space. The current bedroom setup includes a guest room and children's room, with an additional twin bed or crib available if needed. The home is fully furnished and move-in ready, with central air conditioning, oil heat, washer and dryer, a finished basement area with Peloton (subscription required), outdoor parking, and a fenced yard.

281 Peddlers Rd, Guilford
$2,500
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24197514 MLS ⋅ West River Village BLDG.
Great location! Located in the center of Guilford, walk to Guilford Green, Post Road, CVS shopping centers and I95. End unit with a fence providing a great privacy. Southern exposure, sun-filled spacious living area with vaulted ceiling, balcony overlooking the swimming pool, a loft perfect for an office or an additional guest bedroom. Kitchen on the same level with lot of space for dinning. Wide pine wood floors throughout the entire up level. Main level has 2 bedrooms and a full bath. The unit is ready to move in. A small dog is acceptable. Washer/dryer in the unit. Moving-in date: September. A unfinished basement around 400sf with separate entrance in lower level. Swimming pool opens in summer. Minutes drive to Guilford Green, library, downtown restaurant, stores and beaches. Agent: pls include the showing of the generous storage in the back of the building, next to the swimming pool. Move in 9/1.

274 Church St Unit 1D, Guilford
$950,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24194348 MLS ⋅ The Fair Street Condominium BLDG.
Experience the best of downtown Guilford at The Foundry, a 12-unit luxury condominium community tucked away on coveted Fair Street, just steps from the historic Green. Blending timeless New England charm with distinctive European-inspired architecture, this exceptional townhouse incorporated into the original brick mill building, offers a rare combination of character, privacy, and the convenience of downtown living. Inside, 10-foot high ceilings, expansive windows, exposed brick, wood beams, and rich hardwood flooring create a warm inviting atmosphere. The thoughtfully designed floor plan offers a living room with fireplace, dining room, an updated kitchen with quartz countertop, tile backsplash, BOSCH appliances, and built-in pantry. Upstairs includes the master bedroom with 2 walk-in closets and full bath, second bedroom, full bath, and laundry. A private patio provides the perfect setting for morning coffee or evening relaxation, while the attached garage, additional carport, and generous lower-level storage add everyday convenience. Surrounded by beautifully landscaped grounds, including a spacious rear lawn, this home offers a peaceful retreat in the heart of town. Enjoy an unparalleled lifestyle with boutique shopping, restaurants, the library, town marina, Beach, and the train station all just moments away. Whether you're strolling the Green, dining al fresco, or taking in a shoreline sunset, this is in-town Guilford living at its finest.

18 Fair St Unit 3, Guilford
$999,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT 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. Virtual tour in Added Info

67 Christopher Ln, Guilford
$519,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT 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
$1,599,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT 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
$474,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT 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
$1,249,900
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 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
$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
$1,349,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24155372 MLS
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. The four-season porch, with its well-placed windows providing a picturesque view of the backyard, offers a perfect space for relaxing, entertaining guests, or creating a media room. It is equipped with a modern-looking Rinnai heater, ensuring comfort year-round regardless of the weather Adjacent to the home is the spacious backyard, which features a fire pit, ample room for gardening or outdoor activities, and existing infrastructure ready for the easy addition of an inground pool.

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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