Welcome to 31 River Colony, a cozy and inviting first-floor ranch-style condo with one bedroom, one bath, and beautiful natural surroundings. The open layout includes an updated galley kitchen with granite counters, plenty of storage, and a pantry/utility closet-plus the added convenience of in-unit laundry, a rare feature in the complex. The dining and living room flow together seamlessly, anchored by a woodburning fireplace perfect for chilly evenings. Step through the large sliders to your private deck, where you can unwind while taking in tranquil views of the West River and its surrounding wildlife. The spacious bedroom connects to a fully updated bath featuring a stylishly designed walk-in shower. Quiet, private, and well cared for, this condo offers low HOA and an unbeatable location close to shopping, dining, and major highways.
A rare opportunity to experience life at The Residences at 66 High Street - one of Guilford's most celebrated luxury condominium communities. Situated in the Whitfield Building, this single-level residence enjoys one of the premier locations within the entire development and includes the rare convenience of a detached garage. Meticulously designed, Unit 26 blends refined finishes, thoughtfully curated living spaces and sweeping marsh views to create an elevated coastal retreat. The open-concept main living area is anchored by a stunning chef's kitchen featuring an oversized quartz island, premium appliances and a natural connection to the dining and living spaces, all intended for both effortless everyday living and sophisticated entertaining.The spacious primary suite serves as a private sanctuary, complete with a walk-in closet and a spa-inspired bath. Additional bedrooms offer exceptional flexibility for guests, a home office or extended stays. Set in the heart of Guilford, this refined residence is just steps from the historic Guilford Green, boutique shops, acclaimed restaurants and the vibrant marina lifestyle that define this remarkable shoreline town. Community amenities further elevate the experience and include an inground pool, fire pit, fitness center, community garden and dog park. The Residences at 66 High Street embody a rare blend of sophistication, convenience and coastal luxury.Continuing to set the standard for luxury living along the Connecticut Shoreline.
The Ultimate Blank Canvas: 2+ Acres of Potential in Guilford Calling all visionaries, flippers, and builders! If you've been searching for the perfect "bones" to create something spectacular in Guilford, 1973 Long Hill Road is your opportunity. This 4-bedroom Cape is tucked away on a stunning 2.23-acre lot, offering the privacy and space that define the North Guilford lifestyle. While the interior is ready for a total gut-to-studs remodel or a fresh start with a new build, the "big ticket" infrastructure items have already been checked off your list. The roof was replaced in 2014, a brand-new septic system was installed in 2015, and the hot water heater is just 3 years old. These updates represent massive savings and a significant head start on any project. The layout features a classic main-level flow with an attached garage and breezeway, plus an expansive unfinished basement with high ceilings. Outside, the level, lightly wooded acreage provides a park-like setting just minutes from the historic Guilford Green, and local trails. Whether you're looking to flip and fly or build your forever dream estate, this property offers the rare combination of location, land, and foundational readiness. Bring your contractor, your architect, and your imagination-this is the one you've been waiting for. Sold as-is. Unlock the equity and make this Guilford gem your own. Schedule your site visit today!
Mordecai-built home on a picturesque 1.38 acre lot, offering timeless craftsmanship, thoughtful updates, and a seamless blend of formal and casual living spaces. A circular driveway leads to a welcoming covered front porch and entry foyer that opens to a living room featuring a wood-burning fireplace, dentil molding, and beautiful Brazilian cherry wide-plank flooring. The formal dining room continues the elegant aesthetic with wide-plank floors, a bump-out window, and detailed millwork; an ideal setting for entertaining. The updated eat-in kitchen features newly installed hardwood flooring, a center island, quartz countertops, tiled backsplash, and custom built-ins including a dedicated tea/coffee bar. High-end appliances complete the space, which flows into the inviting family room with wide-plank floors, exposed beams, built-in bookcases, and a wood-burning fireplace with insert; perfect for cozy New England evenings. The main level also features a spacious master bedroom with its own wood-burning fireplace, walk-in closet, and full bath. Upstairs, you'll find three generous bedrooms with hardwood flooring, a full bath with tub/shower combination, and a large laundry room. From the second-floor landing, access the covered porch. A light-filled four-season sunroom provides additional living space and serves as a favorite gathering space for evening relaxation with views of the backyard.
Welcome to this beautifully maintained 3-bedroom, 2-bath home designed for easy one-level living. Perfectly situated across from a scenic open field once used as a farm, this property offers a peaceful setting while still being within walking distance to town. A recently completed addition expands the home by nearly 500 square feet, creating a stunning living space with cathedral ceilings, a gorgeous gas log fireplace, and walls of windows that flood the room with natural light. It's the perfect spot to relax and enjoy cozy evenings by the fire while taking in views of the expansive, nearly 1-acre fenced yard filled with mature trees and vibrant flowers. Inside, the home features an open floor plan with built-in storage throughout, offering both functionality and charm. The layout creates a warm, inviting atmosphere that feels cozy without ever feeling cramped. . The modern kitchen is both stylish and functional, featuring a large island with granite and quartz countertops-perfect for meal prep, casual dining, or entertaining. A chef-inspired dual fuel 5-burner stove anchors the space, offering the performance and versatility today's home cooks appreciate. The home features a new roof, a new AC system and a motor-driven wood fireplace which is excellent on utilities and definitely move-in ready. Whether you're an empty nester looking to simplify or a small family just starting out, this home offers the perfect balance of comfort, space, and location.
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.
Set on a quiet cul-de-sac in the beautiful Meadow Hills Lake community, this four-bedroom, three-bath home on .93 acres offers access to a private lake with a sandy beach, perfect for swimming and kayaking. Offering the perfect blend of comfort and generous living space, the home features 1,450 square feet on the main level plus an additional 1,248 square feet on the lower level, providing endless possibilities for customization. Inside, you'll find vaulted ceilings in the living room, a cozy fireplace in the family room, updated baths, and an attached two-car garage. Enjoy the tranquil setting with a babbling brook running alongside the property and a spacious deck ideal for outdoor entertaining. Recent updates include a freshly painted exterior, new septic system and oil tank. Conveniently located near Route 80 with easy access to Hartford, I-95, and the quintessential historic Guilford Green. This is a wonderful opportunity to enjoy lake community living and make this home your own. Property is being sold "as is."
Perfect opportunity to tailor a new home to your personal needs. One of five Luxury Townhouse Condominiums, NESTLED PRIVATELY BEHIND 2614 BOSTON POST ROAD and a short drive to Guilford's Town Center, the Cottages at the Woods transports you to a quaint European village with it's striking architecture, hand cut stone work, and expansive patios with cozy fireplaces. Brilliant sunlight drenches the chef's kitchen and family room through walls of glass and french doors leading to a spacious patio with imposing fireplace. The residence's elevator escorts you to both the second and third floors; both of which embrace large bedroom suites and plenty of room for game rooms, office space or simply spaces to sit and relax. Enjoy 3 seasons outdoors by your fireplace or in the generous family room viewing your favorite sport or movie. Exit through the community's gated entrance and find yourself in the heart of Guilford's town center a mere 6 minutes away. Don't miss this opportunity to secure one of the best kept secrets and values along this part of the CT shoreline. Stairwells have full sprinkler systems.
One of five Luxury Townhouse Condominiums, NESTLED PRIVATELY BEHIND 2614 BOSTON POST ROAD and a short drive to Guilford's Town Center, the Cottages at the Woods transports you to a quaint European village with it's striking architecture, hand cut stone work, and expansive patios with cozy fireplaces. Brilliant sunlight drenches the chef's kitchen and family room through walls of glass and french doors leading to a spacious patio with imposing fireplace. The residence's elevator escorts you to both the second and third floors; both of which embrace large bedroom suites and plenty of room for game rooms, office space or simply spaces to sit and relax. Enjoy 3 seasons outdoors by your fireplace or in the generous family room viewing your favorite sport or movie. Exit through the community's gated entrance and find yourself in the heart of Guilford's town center a mere 6 minutes away. Don't miss this opportunity to secure one of the best kept secrets and values along this part of the CT shoreline. Stairwells have full sprinkler systems.
Welcome to this beautifully maintained 4-bedroom, 3-bathroom home set on a spacious 1.38-acre lot in desirable Guilford, CT. Offering approximately 2,100 sq ft of living space, this property features a 2-car attached garage, a finished basement perfect for additional living or entertaining space, and a functional layout designed for comfort and flexibility. Enjoy the privacy of a large lot while still being conveniently located near shopping, dining, highways, and Guilford's charming town center. A wonderful opportunity to own a move-in ready home with space both inside and out! 10 min from I-95,
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.
Charming seasonal cottage located in the desirable Guilford Lakes community. This cozy retreat offers lake views and access to private beach rights, making it an ideal getaway for summer enjoyment. The home features a rustic interior with an open living area, kitchen, and comfortable sleeping spaces. Situated on a lightly wooded, sloping lot, the property provides a peaceful setting close to the water and community amenities. Perfect opportunity for a seasonal escape or weekend retreat.
Discover 9 Sunset Ridge Drive, an elegant colonial residence constructed in 2015 and updated throughout 2024-2025. From the grand foyer with detailed millwork to the bright, open layout, every inch of this home has been meticulously refined. The stunning kitchen anchors the home with marble countertops, stainless steel appliances, a gas cooktop, and a spacious pantry-flowing effortlessly into the inviting living room with a gas fireplace, window seating, and sliders to the backyard, as well as the dramatic family room with vaulted ceilings and Palladian windows. A formal dining room, private office, laundry room, and powder room complete the main level. Upstairs, four spacious bedrooms offer comfort and flexibility, highlighted by a serene primary suite featuring a brand-new custom closet system and a luxurious bathroom with a double marble vanity and shower. The recent updates truly set this property apart, including refinished hardwood floors, fresh paint, stylish new light fixtures, a newly completed great room above the garage, refreshed bathrooms with modern fixtures and accents, and a fully finished garage with insulation and refinished floors. The exterior has been transformed into a private oasis with an in-ground pool, professional landscaping, full PVC fencing, a new stone patio, and a freshly installed driveway. Set on a quiet cul-de-sac just minutes from commuter routes and the town green, this move-in-ready home delivers the perfect blend of style and value.
A rare opportunity to own one of downtown Guilford's most iconic residences, often referred to as "The Spaceship," masterfully designed by architect Wilfred Armster. This striking copper-clad building, elevated on concrete stilts, was thoughtfully positioned to capture sweeping, unobstructed views of Long Island Sound-beautifully showcased from this premier front-facing unit. Enter through the oversized two -car garage, offering additional ample space for a home gym, workshop, or endless storage. Inside, the home opens to a dramatic great room where walls of glass flood the space with natural light and frame stunning water views. The expansive room with a fireplace flows effortlessly into the dining room & open kitchen, featuring a large breakfast bar, abundant cabinetry, new appliances and generous prep space-ideal for both everyday living and entertaining. The first floor also includes a versatile private space with a full bath, perfect for guests or a home office. Upstairs, the serene primary suite offers a walk-in closet, full bath, and a private sun deck overlooking with breathtaking views-your own peaceful retreat. Located just a short walk to the train station, marina, and Guilford's charming downtown filled with shops and restaurants, this is an ideal weekend escape from NYC or year-round residence. New furnace, water heater & AC. Watch the moon rise & the sun set from your one of a kind home. This small complex with low fees seldom comes to market-don't miss it.
Privately set on 3.6 picturesque acres, this exceptional equestrian estate offers the perfect balance of luxury living, resort-style amenities, and a true horse property lifestyle. Built in 2004 and recently refreshed, the home features 4 bedrooms, 4 full baths, and beautifully designed spaces that blend comfort, sophistication, and effortless functionality. A dramatic two-story foyer opens to a private office with French doors, formal living and dining rooms, and an expansive eat-in kitchen with granite countertops, stainless appliances, island seating, dual pantries, and abundant cabinetry. The stunning family room features cathedral ceilings, built-in speakers, a floor-to-ceiling stone fireplace, and a secondary staircase leading to the upper level, where the luxurious primary suite offers dual walk-in closets and a spa-inspired bath with soaking tub, tiled shower, and double vanities. A second en-suite bedroom, dedicated laundry room, and two additional bedrooms connected by a Jack & Jill bath complete the second floor. Outdoor living is equally impressive with a Gunite pool with jacuzzi, pergola-covered deck, and covered pavilion with a full outdoor kitchen, bar, and outdoor fireplace designed for unforgettable gatherings. Equestrian enthusiasts will appreciate the approx 2.5 acres dedicated to horse facilities including a 5-stall barn, paddocks, and riding arenas. Partially finished lower level, whole-house generator, and abundant storage complete this special offering.
Set at the end of a quiet cul-de-sac, this beautifully renovated 5-bedroom, 3.5-bath colonial delivers the space, privacy, and finishes today's buyers are searching for - all on 3.19 private acres. Step through the dramatic two-story foyer with a chandelier and sidelights into a home thoughtfully updated from top to bottom. The main level flows seamlessly from the formal living room - anchored by a wood-burning fireplace - through open dining and great room areas finished with gleaming new hardwood floors. The showstopper kitchen features soaring vaulted ceilings, skylights, custom light wood cabinetry, quartz countertops, a center island with bar seating, and a full stainless steel appliance package. A slider opens to the expansive rear deck overlooking wooded, serene views perfect for entertaining or unwinding. Two bedrooms offer private en-suite full baths, including a luxurious primary suite with a spa-inspired marble bath, custom glass shower doors on order and to be installed before closing. Additional bedrooms are generously sized with ample closet space and abundant natural light. Dedicated laundry room, powder room, and storage throughout. The finished lower level adds a massive recreation room plus a two-car attached garage - ideal as a home gym, media room, or workshop. The covered wraparound front porch adds timeless New England charm and curb appeal. Minutes to Guilford Green, top-rated, completely tucked away. Move-in ready.
Beautifully renovated four bedroom, five full bathroom home close to everything Guilford has to offer. The curb appeal is undeniable with the home sitting perched on a hill, set back from the road. This home features a completely redesigned kitchen, foyer, and master bathroom. As you enter, you see the foyer with 18 foot ceilings and an elegant, curved staircase. Next is the dining room perfect for holidays and entertaining with a large floor to ceiling window. Just passed the dining room is the brand-new kitchen with an island that extends beyond nine feet, stunning cabinets, and all new appliances which includes a Viking gas stove with eight burners and double ovens. As you make your way through you will see the large family room with a fireplace surrounded by sandstone. Off the family room is the first floor master with a redesigned walk-in closet and bathroom with a double sink vanity and oversized shower. The first floor also includes a room excellent for an office and a mudroom which has a full bathroom. The second level has three large bedrooms and three full bathrooms. If an upstairs master is preferred, two of those bedrooms are an ensuite and have walk in closets. The renovation was extensive to include a new roof, siding, electrical, plumbing, new hardwood floors, tile, hvac, and much more. This home is walking distance to Bishop's Orchard, a mile from the Guilford green, and close access to I-95 to make any commute easy. This one is not to be missed!
Beautifully redone top to bottom by present owner! Best value in Guilford! You will fall in love with this gorgeous Townhouse unit, located in a serene and private location at the end of a Cul-de-sac in the Complex. Pretty views in all seasons. Bright and sunny with loads of upgrades. Open first floor plan with decorator fireplace and private deck. Kitchen is totally remodeled with lots of storage and work areas. Breakfast bar expands serving area. The upstairs primary bedroom is spacious with skylight, ceiling fan, private deck area, and a walk in closet. Split air units throughout. This is a Pristine End Unit tastefully done with lots of windows and light located in Building 32. Just move in!
This well-maintained ranch offers easy single-level living with a layout designed for comfort and convenience. Expanded and renovated to the studs in 2008, the home now features a new 1,500-gallon septic tank for a potential 5th bedroom and a radon-in-air mitigation system. Hardwood floors run throughout a bright, open floor plan with central air, while the spacious primary suite includes dual closets and a full bath with sliders to the backyard. There is also a full-length floored attic, accessed from the kitchen via pull-down stairs, offering exceptional storage or the opportunity to create additional living space with the addition of a spiral staircase or permanent stairway. Set on a wide, level lot, the property offers a deck ideal for entertaining, a fenced vegetable garden, and a storage shed. Located on a quiet road with a field and dog park directly across the street, the setting feels both peaceful and connected. Enjoy close proximity to schools, shopping, and Guilford's historic Town Green, along with easy access to the shoreline, marina, beaches, boutique shopping, dining, and local events. A two-car garage and partially finished lower level with a wood stove, bar area, and ample storage complete the home, offering a move-in-ready opportunity with thoughtful updates and lasting appeal.
If you're looking for a serene and quiet home, you've found it at 44 Mohawk Trail. This 2-bedroom, 1.1-bath townhouse offers the perfect blend of comfort and convenience. The main level features an open floor plan connecting the kitchen, dining, and living areas. The living room is highlighted by a charming wood-burning fireplace-perfect for cozy nights. A half bathroom and in-unit washer and dryer add extra convenience on this level. Step out from the dining area onto a beautiful deck with additional storage space overlooking peaceful wooded surroundings. Upstairs, you'll find two spacious bedrooms. The primary bedroom includes a walk-in closet and its own private deck, creating a relaxing retreat. A full bathroom completes the second floor. Additional features include a large attic space, ideal for extra storage. This home truly offers a sense of peace and privacy-perfect for those seeking a quiet escape.
Welcome to 737 Leetes Island Road, a stone's throw from Shell Beach, one of Guilford's most desirable shoreline areas! With some TLC, the potential for this property is endless! Situated on beautiful grounds, 737 embraces all the natural elements of this area...salt water breeze coupled with lightly wooded, open space. This property was known as the "Marilyn House", as it was said that Marilyn Monroe once shared a bottle of wine with her spouse on the large rock in the yard, as she considered purchasing this property years ago! With plenty of opportunity and land for additional square footage and your personal touches, 737 has great bones... featuring separate levels for multi purpose living. It is truly a blank canvas with the potential to become a stunning shoreline property. With shopping and the shore practically in your backyard, 737 is also minutes from the Guilford train station & I-95 AND just under 20 minutes to Downtown New Haven, Yale New Haven Hospital & all major Universities. 737 Leetes Island is the shoreline's best kept secret- Don't miss out like Marilyn! This is an "as is" sale.
Brand NEW CONSTRUCTION. Move in Ready! This modern, luxurious 3284sf, 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 chef's kitchen is beautifully designed, featuring gleaming quartz countertops, stainless steel appliances & premium finishes. At its center is a waterfall edge island, where sleek quartz cascades down the sides for a bold, modern statement. A marble stone backsplash adds a touch of sophistication, tying in beautifully with the home's design. Offering exceptional flexibility, the home features two primary suites: one on the main level for ultimate convenience and another upstairs, which is ideally situated just steps from your outdoor terrace -perfect for enjoying your morning coffee.
Just one mile from the historic Guilford Green, this like-new Contemporary Farmhouse offers a rare blend of modern comfort, coastal charm, and beautiful natural views. Set on one acre with views of the marsh and West River, the home is designed to feel both private and connected to one of Guilford's most desirable village settings. The open floor plan is ideal for everyday living and entertaining, with French doors leading to a welcoming wraparound porch that invites indoor-outdoor living. At the heart of the home, the kitchen features a gas range, generous granite island, and breakfast bar-perfect for the home chef and for gathering with family and friends. A full bath on each level adds convenience and flexibility, while the second floor offers three bedrooms, including a primary bedroom with beautiful views and a private balcony overlooking the peaceful surroundings. With its inviting farmhouse style, thoughtful updates, and exceptional location close to town, this home captures the best of Guilford living. Agent related to seller.
This 4-bedroom Cape Cod offers a nice sense of privacy, set back on a quiet cul-de-sac street. Sitting on 1.21 acres, there is plenty of outdoor space to enjoy, including a brand-new deck that's perfect for grilling or relaxing. The interior is light and bright with hardwood floors throughout, updated kitchen and bathrooms. It's a great opportunity for anyone looking for a comfortable home with a bit of extra room and a peaceful yard.
Looking to live close to downtown Guilford, with all the ease of condo life? Look no further! Newly renovated with carpet up and laminate down, fresh paint throughout, and updated appliances, all this home needs is you. This spacious unit features two large bedrooms with walk-in closets upstairs, as well as a third 'bonus' room to use as an office, workout room, etc. Two BRAND new AC units will keep you nice and cool this summer! Unit is to be sold AS IS.

Guilford is located in Connecticut. Guilford, Connecticut has a population of 22,113. Guilford is more family-centric than the surrounding county with 34.65% of the households containing married families with children. The county average for households married with children is 26.84%.
The median household income in Guilford, Connecticut is $115,171. The median household income for the surrounding county is $75,043 compared to the national median of $69,021. The median age of people living in Guilford is 48.9 years.
The average high temperature in July is 83.6 degrees, with an average low temperature in January of 19.6 degrees. The average rainfall is approximately 46.6 inches per year, with 31.6 inches of snow per year.