Refine Search
Sort by
$999,000
4 Beds 3 Baths 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 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

$1,150,000
4 Beds 3 Baths 24192596 MLS
Dreaming of a new construction home without the wait? This 3,028-square-foot modern farmhouse has just been completed and offers exceptional curb appeal with a sharp white exterior and striking black windows. Inside you will experience the perfect blend of modern luxury and classic New England charm with a thoughtfully designed layout. The open-concept first floor is filled with natural light and lends itself perfectly for everyday living. The second floor has a Primary suite as well as 3 bedrooms. This home as a unique private staircase to the bonus room which is an excellent feature because it gives buyers a flexible space that feels almost like a separate wing of the home. Step outside to enjoy the private backyard, ideal for relaxing or entertaining, all while enjoying the tranquility of North Guilford's picturesque setting. Built with today's energy-efficient standards and quality craftsmanship, this home offers the peace of mind and convenience that come with brand-new construction.

450 Bluff View Dr, Guilford

$711,000
2 Baths 24194401 MLS
Mixed-use property (convertible to full commercial or multi units with town permits) 2,005 sq ft total / 1,672 sq ft finished living space..30 acre lot with generous parking (10+ vehicles) Year built: 1893 with numerous modern updates. Rare to find a house in Guilford with "city water". First Floor: Professional medical office 4 office spaces + half bath. Second Floor: 1-bedroom, living room, kitchen & full bath. Owner-occupied, well maintained Interior Features: 6 total rooms + kitchen + 1 1/2 baths-Brand-new 21 windows + 4 basement and 2 attic windows.-New electrical panel, 220 amp service. Alarm system with cameras. Public gas with new gas furnace. Central cooling + warm air system. Updated plumbing with insulated piping. Renovated bathrooms. Concrete basement floor with drainage system. Unfinished walk-up attic offering 800+ sq ft of storage or future living space. Exterior & Location Highlights: Beautiful landscaping and privacy-enhancing arborvitae fence. Newly built covered porch. New sidewalk and walking path. Property is half a mile from police and fire department, road receives priority plowing and electricity during major storms, ensuring excellent storm reliability. Walking distance to:-Adams High School, Guilford Green-2 miles to Jacob Beach. Perfect visibility for: attorney, accountant, esthetician, medical practice, chiropractor, therapy, insurance, or satellite real estate office. Ideal for live-work professional or investment.Averaging14,000 vehicles a day

294 Church St, Guilford

$800,000
4 Beds 3 Baths 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

$525,000
3 Beds 2 Baths 24193513 MLS
Beautifully maintained 3-bedroom Raised Colonial nestled on 1.5 private acres at the end of a quiet cul-de-sac. This move-in ready home offers an open, sun-filled floor plan ideal for everyday living and entertaining. The welcoming lower-level family room features a cozy wood stove and plenty of space for gatherings. Upstairs, the spacious living room is highlighted by a striking brick wood-burning fireplace framed by custom floor-to-ceiling built-ins, creating a warm and inviting focal point. Hardwood floors and crown molding flow into the beautifully renovated kitchen, complete with solid wood cabinetry, granite countertops, tile backsplash, stainless steel appliances, and a breakfast bar. Sliding doors lead to a spacious deck overlooking the private wooded backyard, providing the perfect setting to relax or entertain. The primary suite offers a walk-in closet and updated full bath, while two additional bedrooms and a second renovated full bath complete the main level. Additional features include a partially floored attic with pull-down stairs, generous storage, a two-car garage, and a storage shed. Offering the perfect blend of privacy, tasteful updates, and a desirable neighborhood location, this home is ready for its next owners.

123 Janeway Dr, Guilford

$399,900
4 Beds 2 Baths 24192906 MLS
Peaceful living awaits in this charming 4-bedroom, 2-bath home in shoreline, Guilford with access to Lake Quonnipaug, where the soothing sounds of the nearby creek create a relaxing setting year-round. Inside, hardwood floors flow throughout most of the home, adding warmth and timeless appeal. The living room showcases a striking stone fireplace with a reclaimed 150-year-old barn door feature, creating a truly unique focal point. The spacious primary suite offers a walk-in closet with motion-activated lighting, while the upstairs bath features a classic clawfoot soaking tub. An expansive wraparound deck provides easy access to the backyard and plenty of space for entertaining or unwinding outdoors. Recent updates include a new water heater and whole-house water filtration system for added peace of mind. Blending character, comfort, and thoughtful improvements, this one-of-a-kind home is ready for its next chapter.

3198 Durham Rd, Guilford

$725,000
3 Beds 3 Baths 24193021 MLS
Tucked at the end of a quiet cul-de-sac on 1.4 private acres, this one-owner Guilford Colonial has been waiting 38 years for its second chapter and it's ready to tell a new story. Start your mornings on the covered back porch, coffee in hand, ceiling fans turning, watching the yard wake up and end summer nights out there too, because this porch is where this house does its living. Inside, the open-concept kitchen anchors it all: granite island, stainless appliances, and a sightline that runs straight to the brick fireplace in the family room, so whoever's cooking never misses a moment. When the weather turns, this is a cozy-nights-by-the-fire kind of home. The flexible main level keeps up with real life a bonus room off the dining area ready to become a walk-in pantry or office, and a den with half bath that could be a second office, opening to a 675 sq ft studio that's begging to be a home gym, workshop, creative space, or garage once again. Upstairs, the freshly painted primary suite with brand-new carpet stretches nearly 40 feet sitting room, walk-in closet, private laundry, full bath, and French doors to your own balcony over the treetops. Two additional bedrooms serviced by an updated full bath, a floored walk-up attic, central air (2025), and 3,300+ sq ft of room to grow. Minutes to Universities, I-95, Yale New Haven Shoreline Medical, and area universities with Guilford's town green and beaches just down the road. Come fall in love.

7 Bailey Dr, Guilford

$269,900
2 Beds 2 Baths 24193061 MLS West River Village BLDG.
Welcome to easy condo living in this inviting 2-bedroom, 1 1/2 bathroom townhouse with an extra finished room ideal for a home office, extra space, or hobby area. Filled with natural light from the new windows and designed for everyday living, this residence features an, a functional kitchen, , a 1-car garage, and a layout that works beautifully for relaxing, entertaining, or working from home. A Bright and welcoming living area with flexible furniture options, plus both bedrooms offer walk in closets. All in close proximity to downtown Guilford, I95 and shopping. Whether you are a first-time buyer, downsizing, investing, or looking for a low-maintenance lifestyle, this condo is a wonderful opportunity. It does require some cosmetics, but its ready for you to make it your own!

274 Church St Unit 8C, Guilford

$519,000
2 Beds 2 Baths 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

$739,000
4 Beds 3 Baths 24192692 MLS
Privately set on over 2.5 beautifully maintained acres. Inside, you'll find formal living and dining rooms, a bright kitchen with newer appliances, a breakfast nook, and a large family room with a fireplace and access to the deck and backyard.The second floor features a generous primary suite with a private bath, three additional bedrooms, and a full hall bath. A finished third-floor room with new skylights and carpeting provides flexible space for a home office, playroom, or guest retreat, while the finished lower level includes a media room, laundry area, and abundant storage. Enjoy your own backyard oasis with an in-ground pool, expansive lawn, and exceptional privacy. Major updates include a new roof, skylights, and HVAC system (2023), plus a new hot water heater and kitchen appliances (2021), offering peace of mind for years to come. Ideally located just minutes from Guilford's high school, town center, beaches, marina, restaurants, and hiking trails, with convenient access to New Haven, Hartford, and New York City.

70 Stepstone Hill Rd, Guilford

$1,100,000
3 Beds 3 Baths 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

$500,000
1 Beds 1 Baths 24192432 MLS
Incredible opportunity to own a direct lakefront property. Built in 1937 and well-cared for through the years, this 1 Bedroom, 1 Bath home situated on a generous .48 acre lot has sweeping views and over 100' of beach/lake frontage with a private dock. Lake Quonnipaug is an angler's paradise; a serene 98-acre, spring-fed lake regularly stocked with trout by the CT DEEP, alongside thriving large-mouth bass, yellow perch, and chain pickerel. Perfect conditions for seamless kayaking, paddle boarding, swimming, and boating right from your backyard. Need something a little quieter to do? Enjoy quiet mornings observing resident herons, egrets, swans, ducks, and geese. Directly across sits the sandy Lake Quonnipaug Town Beach. Also just minutes from premier hiking at Bluff Head Trailhead and the scenic Guilford Lakes golf course. There is endless potential; use it immediately as a cozy summer getaway, a lucrative rental, or build your ultimate custom lakefront estate. Newer roof, split units, appliances. Includes 1 car-detached garaged and a sweet little shed across the bridge over the stream all on your own property. So many memories and fun to be made right here!

488 Lake Dr, Guilford

$209,900
1 Beds 1 Baths 24192213 MLS Quonnipaug Hills BLDG.
Tucked away in the serene and highly sought-after Quonnipaug Hills community, 94 Mohawk Trail offers a rare combination of ultimate privacy, modern upgrades, and exceptional architectural character. As a peaceful end-unit, this beautiful home provides a secluded retreat that feels miles away from the hustle and bustle, yet remains incredibly convenient. Inside, the entire space has been meticulously updated and is completely turn-key, showcasing brand-new luxury vinyl plank (LVP) flooring on the main level, plush new carpeting in the private areas, fresh contemporary paint, and crisp new baseboards throughout. The bright, open-concept living area flows effortlessly, centered around a striking spiral staircase that leads up to a spacious, versatile second-floor loft-perfectly suited for a home office, media room, or guest suite. Adding to the home's unique appeal are the dual outdoor spaces: both the main level and the upstairs loft feature their own private walk-out decks, allowing you to seamlessly step outside and enjoy the quiet wooded surroundings from two different vantage points. Complete with the ultimate convenience of an in-unit washer and dryer, this pristine, low-maintenance home is ready for you to move right in and start enjoying the peaceful, updated lifestyle you deserve. Don't miss the opportunity to make this rare, turn-key Quonnipaug Hills gem your very own; schedule your private viewing today and experience everything this exceptional property has to offer

94 Mohawk Trail, Unit 94, Guilford

$579,000
4 Beds 3 Baths 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

$539,900
4 Beds 3 Baths 24191957 MLS
Welcome to a warm and inviting home offering over 2,800 square feet of living space, 4 bedrooms, and 3 full baths, all set on a beautifully wooded private lot. Tucked away on a private right of way shared by just four homes, this property offers a peaceful sense of seclusion while still providing the comfort and convenience of a spacious, well-designed floor plan. Inside, wide pine floors and rustic charm create a timeless New England feel throughout the home. Generous living areas provide plenty of room to gather, relax, and entertain, while the thoughtful layout offers flexibility for everyday living, guests, a home office, or multi-generational needs. Surrounded by mature trees and natural beauty, this property is ideal for buyers seeking space, privacy, and character in a serene setting. With its expansive square footage, charming details, and rare private-lot location, this home offers a wonderful opportunity to enjoy comfortable living with a distinctive rustic appeal.

675 Durham Rd, Guilford

$1,599,000
4 Beds 4 Baths 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

$375,000
2 Beds 1 Baths 24191032 MLS
Welcome to easy, one-level living in the charming shoreline town of Guilford! Whether you're a first-time home buyer, looking to downsize, or searching for the convenience of a ranch-style home, this well-maintained property offers comfort, functionality, and an exceptional location. Inside, you'll find 2 bedrooms, a full bathroom, and a bonus room that's perfect for a home office, hobby space, or flex room. Hardwood floors extend through most of the home, while the spacious living room is centered around a cozy wood stove, creating a warm and inviting atmosphere. Step outside to the rear deck overlooking a fully fenced backyard with beautifully maintained garden areas, providing the perfect setting to relax, entertain, or enjoy the outdoors. Some major improvements include a new septic system & leaching field (2016), fenced backyard (2019), well pressure tank & house filtration system (2026), and a survey is available for added peace of mind. Conveniently located just minutes from the historic Guilford Town Green, Guilford Marina, Jacobs Beach, and the many local shops, restaurants, and cafes that make Guilford one of Connecticut's most desirable shoreline communities. With easy access to I-95 and the Guilford Train Station, commuting is simple while enjoying everything this sought-after town has to offer. HIGHEST & BEST OFFERS DUE BY 1PM MONDAY, JULY 27.

1763 Long Hill Rd, Guilford

$668,000
4 Beds 2 Baths 24189683 MLS
Charming Guilford Cape offering the rare flexibility of complete one level living just minutes from the Guilford Green! A grand circular driveway sets an impressive tone from the moment you arrive. The main floor features a living room with a classic fireplace and wood burning stove and a generous dining area perfect for entertaining. Step down from the living room into the L-shaped family room offering tremendous possibilities with built in bookshelves, soaring ceilings, recessed lighting, and a pellet stove flanked by two magnificent French doors crowned with transom windows, flooding the room with natural light and opening to the patio with sweeping views of the expansive, private 1.33 acre yard. A primary bedroom with en suite Jack and Jill bath complete with laundry enables the convenience of one floor living, complemented by a hallway lined with pantry/storage cabinets and a country kitchen with quartz counters and farm sink. Upstairs, two spacious bedrooms with newly refinished hardwood floors, a full bath, and a cedar closet complete the second level. Storage abounds with a two car attached garage plus adjacent 275 square foot storage room with its own oversized door, a second storage room accessed from the back patio, and a large shed at the far rear of the property. There are newer windows in entire home, and solar panels keep monthly utility bills low. All of this in a wonderful location convenient to major routes, Long Island Sound, and Guilford's best amenities.

110 Nut Plains Rd, Guilford

$3,750,000
5 Beds 7 Baths 24190774 MLS
A true once in a lifetime opportunity! As you wind through picturesque Sachem's Head onto Walden Hill Road, a circular driveway will lead you to an unparalleled waterview estate on almost two acres. The coastal home sits above Long Island Sound on one of the highest points in Sachem's Head and spans 5,185 square feet. The main level features walls of windows that provide unforgettable views of Long Island Sound and Faulkner's Island. The open kitchen/family room will satisfy any gourmet chef. It's a perfect space for indoor entertaining where guests can enjoy a crackling fire or step outside to an incredible bluestone patio with a fire pit for cool evening bonfires. Take in the 270 degree view of the Sound and enjoy both the sunrise and sunset. Outside entertaining is easy with a heated Pebble Tech Gunite pool, sound system, an outdoor shower, and ocean breezes. The coveted Sachem's Head Association offers amenities that include: beach access, tennis and paddle courts (approx. 600 ft from the house), kayak rack, boat launch, and possible deep water mooring. This coastal home has public water, a whole house generator, an irrigation system, security, and surveillance system, an Invisible Fence, the potential to subdivide, newer septic system (2010), an oversized 2 car garage, and no need for flood insurance. Nothing Compares.

28 Walden Hill Rd, Guilford

$587,000
3 Beds 2 Baths 24190101 MLS
Welcome to 59 Hoadley Creek Circle, a beautifully updated Cape-style home set on nearly an acre of private, wooded property in one of Guilford's most desirable neighborhoods. Combining classic New England charm with modern upgrades, this move-in-ready residence offers the perfect balance of comfort, style, and convenience. Recent improvements include a new roof, a stunning renovated kitchen, beautifully updated bathrooms, energy-efficient ductless air-conditioning, and a newly installed driveway, providing today's buyer with both peace of mind and exceptional value. Inside, you'll find inviting living spaces filled with natural light, a cozy fireplace, and a functional layout designed for everyday living and entertaining. The home's three bedrooms and two full baths offer flexibility for families, guests, or a home office. A partially finished basement and attached garage provide additional storage and convenience. Surrounded by mature trees and natural beauty, the expansive property offers a private retreat while remaining just minutes from Guilford's historic town green, beaches, marinas, restaurants, shopping, and major commuter routes. Whether enjoying quiet mornings on the property or exploring all that Connecticut's shoreline has to offer, this home delivers an exceptional lifestyle opportunity. Don't miss your chance to own this thoughtfully updated home in a highly sought-after Guilford location.

59 Hoadley Creek Cir, Guilford

$550,000
3 Beds 3 Baths 24189878 MLS
*** OFFER DEADLINE***The seller is in receipt of multiple offers and is asking for all final and best offers by noon on 7/14- thank you. This impeccably maintained 3-bedroom, 2.5-bathroom home stands out with a huge list of improvements and a design that prioritizes flow and function. The open floor plan is highlighted by a large sun-filled living room, refinished wood floors, and an updated kitchen featuring a massive island that naturally becomes the hub of the home. Just off the dining room, step out to a brand-new deck, where you can enjoy views of the expansive, level yard. Down the hall is a full bath with double sinks and three generously sized bedrooms, the primary bedroom having its own private full bath. The ease of one-floor living at its finest! The lower level adds significant living space with a large finished family room, perfect for a home theater, gym, playroom, office, or a combination. Additionally, the lower level provides a lovely laundry/mudroom with a half bath. Practicality meets luxury with an attached 2-car garage and updated systems throughout. Conveniently located between Route 1 and 80, this location makes it a quick hop to the downtown restaurants, beaches, the library, train station, and shops. A property of this caliber with this many upgrades is a rare find-don't miss this opportunity!

1399 Long Hill Rd, Guilford

$539,900
3 Beds 3 Baths 24189084 MLS
Welcome to 81 Briarwood Drive, a beautifully maintained 3-bedroom, 3 full-bath home offering the perfect blend of comfort, versatility, and homestead living in one of Guilford's most peaceful neighborhoods. The permitted, mostly finished walk-out basement adds exceptional living space with luxury vinyl flooring, a full bath, laundry hookups, and plumbing already in place for a future kitchenette, making it ideal for a recreation room, guest suite, home office, or potential in-law setup. An unfinished area remains for ample dry storage and mechanicals. A second laundry hookup has also been added on the main level for convenience. Nature lovers will appreciate the raised garden beds, greenhouse, chicken coop, mature fruit trees, grapevines, berry bushes, and established landscaping. The private backyard is surrounded by mature trees and features a screened porch, rustic brick patio, and firepit for relaxing or entertaining. The eat-in kitchen offers granite countertops and newer stainless steel LG appliances. Additional highlights include updated baths, a cozy pellet stove, newer roof, vinyl replacement windows, water purification system, attached garage, carport, and leased solar panels for energy savings. Conveniently located just minutes from Bishop's Orchards, Guilford Green, beaches, marinas, shopping, dining, golf, Guilford High School, and I-95, this move-in-ready home is a rare opportunity to enjoy privacy, sustainability, and convenience.

81 Briarwood Dr, Guilford

$1,000,000
3 Beds 3 Baths 24188995 MLS
Beautifully remodeled and updated, this c1874 beachside home blends New England charm with today's modern comforts. Set on a level 1/2-acre lot just steps from the beach, this light-filled 3 bedroom, 3 full bath home offers a coastal lifestyle with generous indoor and outdoor living spaces. The covered rear deck overlooks the expansive backyard and leads to a practical mudroom/foyer with an adjacent full bath w/shower and a walk-in pantry/storage area. The kitchen features quartz countertops, stainless steel appliances including a 5-burner gas cooktop, tile backsplash, soft-close dovetail cabinetry w/pantry & pull-outs. Just beyond, the living room features exposed beams and a beautiful stone gas fireplace, creating the perfect gathering space. The dining room features wide-plank wood flooring, bay window, and French doors opening to a three-season screened porch with TREX decking. An adjoining sitting room offers flexibility as a family room and flows into a home office with custom built-ins. Upstairs, the master bedroom features a cathedral ceiling, walk-in closet, full bath, and beach views. Two additional bedrooms offer maple hardwood flooring and water views, a full bath and laundry. A generous open space provides endless possibilities as a second office, den, playroom, or reading nook. The unfinished walk-up attic with high ceiling and water views offers potential for future expansion.

33 Seaside Ave, Guilford

$579,900
2 Beds 3 Baths 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

$845,000
2 Beds 3 Baths 24188733 MLS
Historic Charm Meets Exceptional Investment Opportunity in the Heart of Guilford Steeped in history and ideally located just steps from the iconic Guilford Green, this beautifully maintained circa-1850 Greek Revival property offers a rare opportunity to own one of downtown Guilford's most distinctive two-family residences. Once a single family rectory for the neighboring church, this landmark home has been thoughtfully converted into two spacious apartments while preserving its timeless architectural character. The first-floor residence features an inviting living room highlighted by a sun-filled bay window, a generous bedroom, an eat-in kitchen with direct access to a covered rear deck, a full bath complete with both a jetted tub and separate shower, and an additional dining room that easily functions as a home office, den, or guest room. Beautiful hardwood floors add warmth and character throughout the main living spaces. The second-floor apartment offers an open living and dining area, a spacious bedroom with ample closet space, an eat-in kitchen, a full bath with jetted tub and separate shower, an additional half bath with in-unit laundry, and a finished loft for additional living space, ideal for a home office or bedrooms. Major improvements include updated electrical, plumbing, and insulation, along with a complete exterior renovation completed in 2022, updated kitchens & appliances, with new radon system. Both units have ability for additional bedrooms.

165 Whitfield St, Guilford

$770,000
4 Beds 3 Baths 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 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

$535,000
3 Beds 2 Baths 24187677 MLS
Welcome home to this inviting raised ranch, perfectly situated on a scenic 0.69-acre lot in Guilford. Offering 3 bedrooms and 2 full baths, this home features warm hardwood flooring, spacious sun-filled living areas, and an eat-in kitchen with ample storage and a breakfast bar. Sliding doors lead to a generous deck overlooking the expansive backyard, creating an ideal space for outdoor entertaining and everyday enjoyment. The finished lower level adds valuable living space with a charming wood-burning stove and endless flexibility for today's lifestyle. Additional amenities include central air conditioning, natural gas heat, a one-car garage, and a Navien tankless heating and hot water system. Enjoy a peaceful setting while remaining just minutes from Guilford's Town Green, beaches, parks, restaurants, shopping, and commuter routes.

1144 Long Hill Rd, Guilford

$1,488,000
4 Beds 4 Baths 24183037 MLS
Open House Cancelled! Perfect elegance in The Woodlands at the end of a double Cul de sac!! Entertain in style with amenities to please everyone, all year long. The foyer will greet you and formal dining room awaits your dinner parties. The kitchen, perfected to be the heart of the home, offers dining at the center island or built-in table, both with granite countertops. Kitchen seamlessly flows into the family room with its gas FPL. From family room, you can enter the billiard room complete with pool table and accessories. This room can easily be converted into a formal living room. From the kitchen, through sliding glass doors, is the heated sunroom, set up for more entertaining space and overlooks the heated in-ground pool, spa, & patio with views of the private yard. Sun rm. also enjoys a sitting room with gas FPL. Main floor includes a 1/2 bathroom, several coat closets, an office steps away from the kitchen and access to the 3-bay garage. Upstairs boasts the primary suite with double tray ceiling, walk-in closet, ensuite with jacuzzi tub, walk-in shower and double sinks. Down the hall is a 2nd generous bedroom with ensuite, and the 3rd and 4th bedrooms, and a 3rd full bathroom. Laundry room is conveniently located near the bedrooms. Perfect for everyone is the 2nd floor Great Room with its own staircase to the main floor. Enjoy a total of 4673 finished SF and another 1768SF in the LL walk out for fun and play. Nearby walking & hiking trails for outdoor enjoyment

11 Timber Ln, Guilford

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.