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75 Half Mile Rd, Guilford
$2,450,000
6 Beds ⋅ 9 Baths ⋅ 24142288 MLS
The Perfect Holiday Family Gift! Your own resort-like getaway minutes from Guilford's renown Town Green, sandy beaches and parks. Great sites to experience should you decide to venture out of your private oasis. Spring and summer enjoy your heated Gunite pool adjacent to the homes expansive covered deck cooled by ceiling fans. Or challenge family and friends to a game of tennis or pickleball on your private courts. In the evening enjoy your favorite beverage by the homes' outdoor fireplace adorned with a pizza oven. Inside this Adirondack-style estate enjoy an open and very flexible floor plan; perfect for entertaining just about all of your family and friends. The estate boasts 6 bedrooms suites including one situated on the first floor. The granite kitchen embraces beautiful custom cabinetry, top of the line appliances and is adjacent to what could be either a large butler's pantry, eating area or office. The second floor offers four-bedroom suites and a spacious laundry room. When not enjoying the outdoor amenities make your way downstairs to the homes spacious recreation room complimented by a home theatre, gym, full bath and wet bar area. For guests who may desire more privacy, a studio apartment with full bath is available above the detached carriage house. Why leave home?

75 Half Mile Rd, Guilford
48 Andrews Rd, Guilford
$2,200,000
6 Beds ⋅ 6 Baths ⋅ 24074214 MLS
Guilford ~ Old Quarry Area ~ Waterview Contemporary ~ one of the most unique homes on the entire Eastern seaboard. Set on 3.39 Acres. Designed to capture spectacular southerly views over Little Harbor as well as Long Island Sound. With its walls of glass, high ceilings & numerous Transom windows this Unique Designed Home allows for natural views to flow easily through nearly every living area. The Main Level Features Dramatic Entertaining area including a spacious Renovated Chefs Kitchen with Wolf & Subzero Appliances, Granite counters & Center Island with Breakfast Bar. A Generous Great Room featuring wood burning FP, Curved 20ft ceiling, Family rm also with 20 ft Ceiling & Sliders to Large Deck, great for entertaining and evening dinners. Two Bedrooms overlooking Pool Area, plus full bath & powder rm complete this Floor. The upper level offers a Spectacular Primary Bedroom Suite w/deck for enjoying morning sunrises and evening sunsets, featuring a domed ceiling. Sitting Area/office w/FP & Sliders to Deck. Two additional bedrooms with Waterview's & bath. The Lower Level Offers a Guest bedroom w/ Wood Burning FP w/Sliders to Deck, Entertainment room leading to the pool area. Additional features include access to Little Harbor, Koi Pond, whole house generator, 2 car detached garage & circular driveway. Enjoy some of the best Boating, Kayaking & Hiking trails on the CT Shoreline. Convenient to Town, Yale and Train.

48 Andrews Rd, Guilford
200 Whitfield St, Guilford
$2,190,000
4 Beds ⋅ 4 Baths ⋅ 24153792 MLS
Possibly the most admired of the historic homes closeby to the storied Guilford Town Green and Jacobs Beach, the Captain Joel Stone House, c.1853 is now seeking a new owner. This remarkable grand Italianate Villa offers quite a pedigree having been built by a wealthy steamship owner, Joel Stone, son of the second lighthouse keeper of beloved Faulkner's Island. The quality of this gracious home with 6 fireplaces, a solid stone foundation and over 9' ceilings was an exception and curiosity when built and continues to impress today. 1st level: Parlor open to living room leading to formal dining room. Bedroom/den with expandable half bath, eat-in kitchen open to family/great room with fireplace. A generous open covered wrap around front porch for warm weather and private rear patio off the great room provide options for entertaining year round. 2nd level: Primary bedroom w/en-suite bath, two additional guest bedrooms, one with en-suite bath, plus third full hall- bath. Laundry area. 3rd level: a rooftop monitor (cupola or 'widow's watch') modeled after the lighthouse on Faulkner's Island. Carriage house- generous garage space on ground level (3 spaces). Private rear patio. 960 sf apartment on 2nd level includes bedroom, full bath, open concept living space with vaulted ceilings and exposed beams, full kitchen. Up a flight to a loft space. Sited on .77 acres with flowering specimen trees and gardens.

200 Whitfield St, Guilford
412 Tanner Marsh Rd, Guilford
$2,100,000
4 Beds ⋅ 5 Baths ⋅ 24156508 MLS
Discover the perfect blend of elegance and comfort in this newly constructed home, located on scenic Tanner Marsh Rd. Just minutes to I-95 and the Guilford train station, it has easy access to Yale, Guilford historic district, shopping and restaurants. Convenience is an integral part of the lifestyle. This property has four luxurious bedrooms and 4.1 bathrooms, including a primary bedroom on the second floor, and a 1st floor primary that can be a flex space for any number of uses. Quality craftsmanship is evident in every corner, from the high-end finishes to the thoughtful layout. The light filled family room with fireplace leads to a stunning granite outdoor patio and expansive lawn (perfect for a future pool). The sunroom with vaulted ceiling, shiplap trim, limestone gas fireplace and a wall of glass is a true highlight that leads to a 2nd outdoor space. The home's gourmet kitchen is designed with inset cabinets, state-of-the-art commercial appliances and high end lighting; there is an adjoining pantry and mudroom with laundry. The 2nd level incudes a large finished bonus room, loft/office area and a laundry room. The lower level surprises with 9' ceilings and large windows that invite natural light and possibilities for future expansion, adding value and versatility to the home. Promising a balanced blend of upscale living and practical accessibility, this home is more than a place to live - it's the cornerstone for your next chapter.

412 Tanner Marsh Rd, Guilford
412 Tanner Marsh Rd, Guilford
$2,038,000
4 Beds ⋅ 5 Baths ⋅ 24123736 MLS
NEW CONSTRUCTION: Discover the perfect blend of elegance and comfort in this newly constructed home, located on scenic Tanner Marsh Rd. Just minutes to I-95 and the Guilford train station, it has easy access to Yale, Guilford historic district, shopping and restaurants. Convenience is an integral part of the lifestyle. This property has four luxurious bedrooms and 4.1 bathrooms, including a primary bedroom on the second floor, and a 1st floor primary that can be a flex space for any number of uses. Quality craftsmanship is evident in every corner, from the high-end finishes to the thoughtful layout. The light filled family room with fireplace leads to a stunning granite outdoor patio and expansive lawn (perfect for a future pool). The sunroom with vaulted ceiling, shiplap trim, limestone gas fireplace and a wall of glass is a true highlight that leads to a 2nd outdoor space. The home's gourmet kitchen is designed with inset cabinets, state-of-the-art commercial appliances and high end lighting; there is an adjoining pantry and mudroom with laundry. The 2nd level incudes a large finished bonus room, loft/office area and a laundry room. The lower level surprises with 9' ceilings and large windows that invite natural light and possibilities for future expansion, adding value and versatility to the home. Promising a balanced blend of upscale living and practical accessibility, this home is more than a place to live - it's the cornerstone for your next chapter.

412 Tanner Marsh Rd, Guilford
65 Water St, Guilford
$1,870,000
4 Beds ⋅ 4 Baths ⋅ 24111606 MLS
Welcome to this beautifully reimagined colonial home, perfectly situated just a short Stroll from Guilford's historic green. Blending timeless charm with modern luxury, this exquisite four-bedroom, three and a half bath residence offers refined living in one of Connecticut's most coveted coastal communities. From the moment you step through the front door, you're welcomed by a grand three-story foyer accented with antique exposed beams - an architectural nod to Guilford's historic roots. Designed by a highly regarded, established builder known for exceptional craftsmanship, every corner of this home showcases premium finishes and thoughtful detail. The first floor features a luxurious primary suite, offering comfort and privacy with a spa-inspired en-suite bath and generous closet space. Ideal for entertaining, the expansive great room is flooded with natural light, seamlessly connecting living, dining and kitchen areas for an open yet intimate ambiance. Upstairs, you will find additional spacious bedrooms, two full bathrooms and a sitting room. They are all crafted with the same commitment to quality and design. Whether you're hosting guests or enjoying quiet family evenings, this home effortlessly combines function and style. This is more than a home - it's a lifestyle.

65 Water St, Guilford
136 Daniel Ave, Guilford
$1,720,000
1 Beds ⋅ 3 Baths ⋅ 24164270 MLS
This property is not for everyone. Only for those requiring very high-end construction and materials. And those who appreciate the thoughtful detail in the design and placement of the house, patios and landscaping. And those who get that the virtually nonexistent utility bills are due to triple glazed windows, passive solar and active solar heat and hot water. And those who recognize that having a large one-bedroom home with bonus study means your guests enjoy the food from the gourmet kitchen and the fellowship under the high ceilings of the Great Room and by the fireplace but will sleep at the Airbnb around the corner. And those who will revel in the stunning views of Long Island Sound and Indian Cove from in the house and from the two-tiered patio set in the truly magical landscape design. Only those who want to swim or boat directly from the property waterfront plus have the option to use the association beach 100 steps away and the association dock close at hand (all the benefit and none of the liability) and more and more. This is a truly unique property that was built in 2013. . . and it will delight the folks who "get it!"

136 Daniel Ave, Guilford
66 High St Unit 34, Guilford
$1,675,000
2 Beds ⋅ 2 Baths ⋅ 24153927 MLS ⋅ The Residences At 66 High Street BLDG.
Historic Elegance Meets Modern Luxury at 66 High Street | Leete Building. Welcome to an extraordinary residence where Guilford's heritage blends with contemporary sophistication. This impeccably appointed 2-bedroom+, 2-bath condominium with office/guest room is situated in the prestigious 66 High Street complex-a masterful transformation of an historic site into luxury living. Built in 2018, the Leete Building is one of four state-of-the-art structures that honor the site's storied past while delivering uncompromising modern amenities. YOUR SECOND-FLOOR SANCTUARY: Soaring 9-foot ceilings create an airy atmosphere throughout. Tranquil marsh views unfold with glimpses of Long Island Sound creating a serene coastal backdrop. STATE-OF-THE-ART KITCHEN: * Sub-Zero refrigerator * Wolf Gas cooktop, wall oven & convection microwave * Wine cooler & dishwasher THOUGHTFUL DESIGN: * 2 spacious bedrooms * Versatile office/guest room * 2 full bathrooms * Open floorplan * Fireplace flanked by windows with view of the marsh and LIS * Covered patio overlooking courtyard and the historic mill building * Natural gas heating/cooling * City water * Covered garage parking below with elevator. WALKABLE LIFESTYLE: Steps to Guilford's historic Green, restaurants, boutique shops, marina, beaches, and Shoreline East Railroad Station for easy commuting. This is more than a home-it's a lifestyle of refinement, convenience, and coastal elegance. Live where history, luxury, and location converge.

66 High St Unit 34, Guilford
66 High St Unit 36, Guilford
$1,675,000
3 Beds ⋅ 3 Baths ⋅ 24102720 MLS ⋅ The Residences At 66 High Street BLDG.
66 HIGH STREET - 3 bedroom, 2.5-bath condominium, boasting an impressive 2,194 SF on the 2nd floor. The western exposure view showcases the marsh and Long Island Sound. Located in the prestigious community of Guilford, CT, this residence offers a harmonious blend of modern design and natural beauty. The open concept includes a sun filled Living Room with a cozy gas fireplace, deck access, Dining Room and Kitchen, all creating an ideal environment for entertaining and everyday living. The Kitchen has leathered granite countertops, stainless steel appliances, and a charming coffee bar, all setting the stage for culinary exploration and social gatherings. Retreat to the tranquility of three generously sized bedrooms, including a Primary Suite with an en-suite bath and oversized walk in closet. The second bedroom has a full bath in the hallway and third bedroom can be the perfect office or overflow Guest Room. Residents enjoy exclusive access to an on-site gym for wellness and fitness, a serene in-ground heated pool for leisurely swims and relaxation and a fire-pit for fun gatherings. This condo is a sanctuary of sophistication, where every detail caters to a lifestyle of discerning taste and leisure. The combination of stunning views, high-end finishes, and community amenities sets this property apart as a premier choice for those seeking a distinguished waterfront living experience in Guilford.

66 High St Unit 36, Guilford
350 Squaw Ln, Guilford
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24164675 MLS
Set on over four park-like acres in sought-after Guilford, this stately custom built colonial blends exceptional craftsmanship with refined modern living. Thoughtfully enhanced by the current owner, the home features integrated smart home technology paired with curated, high-end upgrades, creating a seamless balance of innovation and timeless design. A dramatic two-story foyer with marble floors and a suspended circular staircase opens to an interior defined by hardwood floors, inlaid accents, 9-foot coffered cherry ceilings, oversized windows, and custom millwork. The open layout connects the living and family rooms, each with a fireplace, to an eat-in kitchen ideal for gathering and entertaining. The home offers two potential primary suites, including a first-floor retreat with backlit tray ceiling, dual walk-in closets, and French doors leading to the patio, complemented by a spa-like bath. A richly appointed library with rolling ladder adds warmth and character. The partially finished lower level features a recreation room and a distinctive wine pantry, enhancing the home's lifestyle appeal. Outdoors, enjoy a heated in-ground pool with pavilion and outdoor shower, all set within a serene, private setting. Just minutes from the Guilford Green, boutique shops, acclaimed dining, beaches, marinas, and commuter routes, this exceptional residence offers a rare blend of privacy, sophistication, and coastal convenience.

350 Squaw Ln, Guilford
324 Tanner Marsh Rd, Guilford
$1,645,000
5 Beds ⋅ 4 Baths ⋅ 24125562 MLS
Rare offering on sought-after Tanner Marsh Road! This elegant home stuns from the street with its stone walls, circular driveway, and professionally landscaped grounds. Designed for entertaining, its rooms offer exceptional grace and flow. Three fireplaces, chef's kitchen with Viking appliances, first-floor guest suite with bath and private entrance - this home has it all! Master bedroom with tranquil sitting area, extravagant dressing room, and spa-like marble bath. Four more bedrooms, office, bath, and laundry upstairs. Then, step into the backyard to your own private oasis, an entertainer's dream. Heated in-ground saltwater pool surrounded by mature trees. Full outdoor kitchen with granite island, gas fire-pit, hot tub, and dining/lounge areas under new Azek pergola. Perfectly located near the scenic trails of East River Preserve and just minutes to I-95, the award-winning Guilford Green and Jacobs Beach, this rare gem is move-in ready and waiting to welcome you home.

324 Tanner Marsh Rd, Guilford
20 Bentons Knl, Guilford
$1,576,000
3 Beds ⋅ 4 Baths ⋅ 24200312 MLS ⋅ Benton's Knoll BLDG.
Beautiful single family residence in MINT turnkey condition in sought-after Benton's Knoll, Sachem's Head. Quality, high-end construction provides luxurious amenities throughout. The large light-filled LR/Dr with fireplace w/ marble surround includes Hunter Douglas shades w/ sliders to the large deck off the back of the residence. The kitchen is very well equipped with a large Sub zero refrigerator, Wolf ovens, Cove dishwasher & composite countertops. A large pantry, w/ built-ins &laundry room are conveniently located adjacent to the two car garage, providing easy access to the kitchen. The floors throughout the first and second floor are hardwood white oak. The primary bedroom, located on the main level has a custom designed bathroom adorned with beautiful marble tile & a heated floor. The total square footage of this unit is 4001 sq ft - 2942 sq ft on the first and second floor; then the finished walk out basement is 1100 sq ft which provides a family room with fpl, large office and storage area with a full bathroom. This level could work for an au pair or plenty of room for extra guests and family. Walk out directly from this level to the bluestone patio and in-ground heated Gunite pool . Enjoy the ease of ownership in this special 15 unit condo complex, but with the feel of single family residences affording privacy and fantastic location, steps away from the water. Drive 6 minutes to the Guilford Green and all it has to offer.

20 Bentons Knl, Guilford
11 Timber Ln, Guilford
$1,550,000
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
7 Timber Ln, Guilford
$1,550,000
4 Beds ⋅ 4 Baths ⋅ 24172922 MLS
Tucked within a double cul-de-sac in the coveted Woodlands neighborhood, this renovated Colonial offers the perfect blend of luxury and comfort. Imagine morning walks on nearby Eastwoods trails, afternoons spent outdoors, and evenings gathered in a home designed for both everyday living and effortless entertaining. This sunlit home feels refined yet welcoming, with hardwood floors, custom millwork, and thoughtfully designed spaces throughout. The heart of the home is the expansive kitchen; appointed with granite countertops, high-end S.S., and a center island flowing seamlessly into the breakfast area and family room anchored by a stone fireplace. Entertain in the formal dining room, complemented by a butler's pantry featuring custom cabinetry and a built-in DACOR coffee system; perfect for morning routines or hosting guests. A private office, comfortable living room, and mudroom with half bath round out the main level. Upstairs, 4 spacious bedrooms provide room for everyone, including a master suite with a spa-like bath finished in Carrera marble, complete with a soaking tub and walk-in shower. A secondary en-suite bedroom, bonus room, and convenient second-floor laundry. The finished walk-out lower level expands your living space, ideal for recreation, a home gym, or media room. The backyard has been transformed in into a private retreat; fully fenced with open space for play, featuring a newer heated saltwater lap pool, plus a playscape, zip line and swing for endless fun.

7 Timber Ln, Guilford
4 Bentons Knl Unit 2, Guilford
$1,550,000
4 Beds ⋅ 4 Baths ⋅ 24172526 MLS ⋅ Benton's Knoll BLDG.
Why build new when you can own this incredible home? Located at the doorway to Sachem's Head, this 3,000 sq ft custom-built in 2022 with no expense spared. With 4 bedrooms, 3.5 baths, a first-floor office, an attached two-car garage, and a basement ready to be finished, it checks all the boxes. The dramatic great room has double-height ceilings, a striking wall of windows, and a showpiece gas fireplace, flowing into the Chef's kitchen. Waterfall island, quartz counters, GE Monogram Appliances, and high-end fixtures throughout. Eat at the island, or move into the dining room with a slider to the patio. The 1st floor primary suite boasts a walk-in closet and an en suite bathroom with leathered stone, separate sinks, and a built-in makeup area. At the front of the house, there is a large office with two built-in desks, which could easily be converted into a formal dining room. A playful half bath and a mudroom with laundry finish the 1st floor. Upstairs there are 3 large bedrooms, 2 full baths, and a bonus flex space for a playroom or gym. The basement has 4 windows and is partially framed for additional storage space. The professionally designed backyard has a patio, hot tub, tranquil fountain and beautiful wooded views for nature lovers. The association includes lawn mowing, trash, leaf & snow removal. A quick drive to Guilford town center & highways, and easy access to the shoreline for daily walks, recreation, and coastal views. Luxury living in sought after Sachem's Head!

4 Bentons Knl Unit 2, Guilford
14 Fox Rdg, Guilford
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 24163873 MLS
Experience refined living in this exceptional contemporary Guilford retreat, privately set on over 4 acres at the end of a quiet cul-de-sac. Offering 4,880 sq. ft. of beautifully updated living space, this 4-bedroom, 3.5-bath home seamlessly blends modern comfort, elegance and sleek design with energy efficiency. At the heart of the home is a stunning designer kitchen, featuring a dramatic waterfall island and Bertazzoni appliances-perfectly designed for both everyday living and elevated entertaining. A sun-drenched, open-concept layout showcases expansive windows and skylights, hardwood floors throughout, two wood-burning fireplaces and integrated home technology. Luxury meets sustainability with fully owned Tesla solar panels, a Tesla powerwall backup system and Tesla Level 2 car charger. The property also features both attached and detached garages with the latter offering the potential for a home office, studio, or possible in-law suite-subject to approval by the Guilford Planning & Zoning .The first-floor primary suite, flexible additional space above the garage, and a partially finished walkout lower level exceptional versatility and convenience. Step outside to private and beautifully landscaped, wooded grounds. Enjoy an in-ground saltwater pool complemented by a cabana and a pool house with full bath. Seamless indoor-outdoor lifestyle, allows for both entertaining and quiet relaxation.Minutes from highway and town.

14 Fox Rdg, Guilford
65 Prospect Ave, Guilford
$1,500,000
4 Beds ⋅ 3 Baths ⋅ 24125787 MLS
At the heart of seaside living lies the perfect relationship between home and water...this Guilford residence achieves that beautifully. As part of the exclusive Sachems's Head Assoc, residents enjoy access to boating, swimming, tennis, dock -facilities that bring this waterfront community together. This meticulous maintained & thoughtfully renovated home offers South Bay vistas from the rear & LIS views from the front, creating year round visual delight. Inviting living room w/fireplace flows seamlessly into the dining area - perfect for entertaining. Gourmet kitchen has sea blue center island complemented by crisp white cabinetry, Sub-zero refrigerator, Bosch appliances & U-Line wine Fridge. Family room, with 2nd fireplace, features a wall of glass doors that frame the private rear yard w/ convenient 1/2 bath nearby. 4th bedroom/office study space is found above the garage, accessed via charming breezeway w/a wall of windows showcasing spectacular water vistas. The generous rear deck and lush, private yard provide the perfect setting for warm weather gatherings, where gentle breezes and South Bay views create an atmosphere of pure tranquility. So many upgrades - hard to list them all! Brand new 4 bdrm septic, newer Marvin Windows, newer boiler, newer siding and trim, newer kitchen counter tops & appliances & so much more! This residence offers more than a home- it provides a coveted water area lifestyle that will be treasured by those fortunate enough to call their own.

65 Prospect Ave, Guilford
25 Sullivan Dr, Guilford
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 24150399 MLS
"The Riverview House" was designed and built in 2006 by Architect Peter Woerner, with meticulous attention to detail and the finest materials and finish throughout. Carefully sited on a fabulous 1.52 acre lot located on the upper reaches of the East River there is beautiful landscaping and privacy. The home has open and dramatic interior spaces with walls of glass that bring the serene beauty of this amazing location into the living areas. There are custom cherry cabinets, high end appliances, three marble full baths and one half bath, and finished space on the lower level is pre-wired for media room, and three fireplaces, are examples of the quality evident in every aspect of the design and execution. The four bedrooms include the primary suite which is private and serene with two walk-in closets, and large luxurious primary bath with bubble tub and separate tiled shower. Three-car attached garage has upgraded power for future EV ports. A custom potting shed, barn and woodshed are on the property. Close to the Guilford Green, shopping, and easy access to Rt. I95, this unique and very special home is the perfect balance of open design, quality materials, and a stunning setting of natural wonders on the East River. For a person who is looking for a quality, custom, home sited on a stunning lot this property checks all the boxes.

25 Sullivan Dr, Guilford
195 Tanner Marsh Rd, Guilford
$1,476,000
4 Beds ⋅ 4 Baths ⋅ 24007584 MLS
Masterfully crafted NEW CONSTRUCTION meticulously designed with unparalleled attention to detail & exquisite finishes.Nestled on a level acre lot, this home embodies luxury living while offering the utmost in comfort & convenience. Boasting a contemporary yet timeless aesthetic, this is a testament to refined craftsmanship and thoughtful design.Greeted by a grand front porch with custom details & ample space for a classic porch swing, creating an inviting ambiance perfect for relaxation. Be captivated by the open floor plan that seamlessly blends functionality with sophistication. The heart of the home lies in the stunning kitchen, where culinary enthusiasts will delight in the top-of-the-line appliances, premium cabinetry, and expansive center island, which serves as a focal point for gatherings.The kitchen effortlessly transitions into the spacious living area, illuminated by an abundance of natural light pouring in through large windows. A perfectly placed gas fireplace and French doors lead to the oversized deck, featuring custom metal & cable rails, extends the living space outdoors, providing an ideal setting for al fresco dining or enjoying panoramic views of the surrounding natural beauty.Also a wonderful size dining room for entertainment & a beautiful home office with a glass barn door. Conveniently located on the first floor, the primary suite offers a luxurious retreat complete with a spa-inspired bath & generous walk-in closet.

195 Tanner Marsh Rd, Guilford
448 Lake Dr, Guilford
$1,442,525
4 Beds ⋅ 4 Baths ⋅ 24109232 MLS
A Rare Opportunity on Lake Quonnipaug Experience waterfront living at its finest with this architecturally remodeled masterpiece, featuring a private dock and direct access to Guilford's most coveted destination-Lake Quonnipaug, also known as the trophy trout pond. This four-bedroom, 3.5-bath home seamlessly blends refined interiors with elegant outdoor spaces, creating the perfect setting for both relaxation and adventure. Step into a stunning contemporary kitchen appointed with a galley kitchen, Sub-Zero refrigerator, Wolf range, twin Gaggenau ovens, dual Asko dishwashers, and striking Chelmsford granite countertops. The architecturally designed layout flows gracefully from the kitchen to a fireplace-warmed dining area, then to an inviting living room framed by two additional fireplaces and sweeping water views. The primary suite offers serene lake vistas, a custom walk-in closet crafted from exotic Anigre wood, and a spa-like bathroom with modern fixtures. The lower level features a possible guest bedroom/office with a full bath and direct walkout lake access, plus generous storage space and a pantry room. Outdoors, enjoy a cantilevered concrete deck overlooking the hillside and lake, a two-car garage with a back storage room, a whole-house generator, and a charming fountain. Your private dock invites you to fish, relax, or launch paddleboards, kayaks, and more-making this property a true haven for waterfront living.

448 Lake Dr, Guilford
201 Water St, Guilford
$1,425,000
4 Beds ⋅ 3 Baths ⋅ 24140434 MLS
Newly remodeled 4 bedroom 3.5 bath Victorian/colonial home walking distance to the Green with sweeping water views of the tidal river, marsh and harbor. Spectacular brand new kitchen with BIG CHILL appliances, granite and soap stone counters, massive island and vaulted ceilings. Hardwood floors throughout. This property also features a two car detached garage with a newly renovated carriage house above the garage that can be used as a rental, guest house or professional office for the homeowner. In addition there is a 2 bedroom four season cottage rental for extra income. Rental income is projected to be in excess of 50k per year for both rear buildings. All mechanicals and roof are brand new.

201 Water St, Guilford
7 Caleb Ct, Guilford
$1,410,000
5 Beds ⋅ 5 Baths ⋅ 24166121 MLS
Absolutely stunning 5+ bedroom light-filled home offers the perfect blend of elegance & modern updates. A dramatic 2-story foyer with a striking contemporary fixture sets the tone. The living room with glass French doors offers flexibility as a first-floor office. The oversized family room features a soaring ceiling, custom built-ins & stone fireplace, flowing seamlessly into the remodeled kitchen showcasing quartz countertops, Viking appliances, wine cooler & new lighting. Step out to the expansive deck with pergola, perfect for entertaining. A formal dining room with exquisite millwork & spacious mudroom off the 3-car garage complete the main level. Two staircases lead to five generously sized bedrooms, beautifully updated baths & a stunning bonus room with custom built-ins. The luxurious primary suite features custom walk-in cabinetry & a fully remodeled bath with soaking tub & steam shower. The finished walk-out lower level adds 1,200 sq ft including a gym, office & playroom with rock-climbing wall & ninja circuit, plus a bedroom & full bath - ideal for guests or in-law living. Privately set on nearly 2 acres at the end of a quiet cul-de-sac, offering rare seclusion & tranquility with no through traffic - your own private retreat, yet minutes to everything Guilford has to offer.

7 Caleb Ct, Guilford
231 Nortontown Rd, Guilford
$1,385,000
4 Beds ⋅ 5 Baths ⋅ 24115235 MLS
A rare opportunity to own this beautiful newly renovated Colonial set on 5.26 acres in one of Guilford's most sought-after locations-just minutes to Jacobs beach, Madison Country Club & the vibrant centers of both towns. This 4-bedroom, 3 full + 2 half bath home offers over 4178 sf of living space (plus 1174sf finished lower level with fireplace & wine cellar) designed for comfort, style and family living. The property features an in-ground Gunite saltwater pool, expansive wraparound porches & multiple outdoor entertaining areas perfect for summer gatherings and year-round enjoyment. Step inside to find * A brand-new gourmet chef's kitchen with premium finishes, oversized island, Sub-zero refrigerator & top of the line appliances, seamless flow into a cozy family room with stone fireplace. * A light-filled front-to-back great room with a charming rotunda breakfast nook overlooking the pool. * Formal living and dining rooms filled with natural light. * Double-sided fireplace connecting the family room & private study. Upstairs, the primary suite is a true retreat, complete with a spa-inspired bath, soaking tub, oversized rain shower with 6 jets. Three additional bedrooms, including a private en-suite, offer the perfect setup for guests, or multi-generational living. The open, airy design and expansive windows create an inviting atmosphere where every room feels connected, making this exceptional home ideal for both everyday family life and memorable entertaining; Move-in read

231 Nortontown Rd, Guilford
52 Fair St, Guilford
$1,350,000
5 Beds ⋅ 3 Baths ⋅ 24138037 MLS
Built in 1770, this gracious house has been a prominent presence on Fair Street since it was first built and occupied by Noah Hodgkin. The house was grand when it was built, and remains so 255 years later. Structural evidence indicates that the builders were fine craftsmen, and that the two ells were added in 1860 (north ell) and 1875 (south ell). Recent restoration projects completed by the late owner include bathrooms and kitchen remodeled using local antique wood, some of which came from the floor of a neighboring barn. With four bedrooms and three baths, the house can easily accommodate family and guests. The flow of the entrance, parlor, keeping room and library is anchored by three magnificent fireplaces -- emphasizing the presence of the colossal central chimney stack. The house is set in almost a half acre of carefully designed and maintained gardens. A roomy terrace and graceful pergola adjacent to the kitchen ell make a perfect setting for surveying the gardens, and for outdoor dining. 52 Fair Street is a rare offering on one of downtown Guilford's most historic blocks, and is in the Guilford Town Center Historic District.

52 Fair St, Guilford
455 White Birch Dr, Guilford
$1,350,000
4 Beds ⋅ 4 Baths ⋅ 24125184 MLS
Multiple Offers Received!! Offer Deadline Sunday at 3:00! This charming, impeccably renovated Mordecai-built Cape in the Guilford Lakes district offers 4 beds and 3.1 baths, including the rare luxury of two primary suites-one on the main level and one upstairs-each with beautifully updated bathrooms. Two more generously sized bedrooms and a third renovated bath complete the second floor. The home underwent a major renovation in 2018, featuring a stunning Covenant kitchen with an oversized quartz island, double wall ovens, propane cooktop with four burners plus griddle, and custom lighting designed for both beauty and function. A cozy three-season porch with double antique wood doors extends the living space and overlooks the picturesque yard dotted with natural outcroppings and beautiful plantings. The finished walkout basement (new carpet in 2023) offers even more living space, complete with custom built-in bookcases-ideal for a media room, home office, or library. Outdoor living shines with a new Trex deck and remote-control awning perfect for enjoying the breathtaking sunsets. A charming shed with cupola, basketball hoop, and lush landscaping make this home a true delight for garden enthusiasts. Modern comfort is assured with all-new HVAC (2018). Located in a welcoming neighborhood, this home blends timeless craftsmanship with thoughtful updates, offering both style and convenience in one of Guilford's most sought-after communities. Request the full list of updat

455 White Birch Dr, Guilford
194 Chaffinch Island Rd, Guilford
$1,330,000
4 Beds ⋅ 3 Baths ⋅ 24148774 MLS
Contemporary home with views of the West River.

194 Chaffinch Island Rd, Guilford
66 High St Unit 47, Guilford
$1,275,000
2 Beds ⋅ 2 Baths ⋅ 24166307 MLS ⋅ The Residences At 66 High Street BLDG.
The Residences at 66 High Street provide a unique offering. An enclave of luxury condominiums. A private, peaceful setting overlooking the salt marsh and Long Island Sound, yet just a few blocks from the picturesque Guilford Green, the town center, and all the activity it has to offer. This immaculate first floor single level unit is in the Chittenden Building, finished in 2023. Light streams in. Striking spaces, soaring windows, high ceilings, and fine details, moldings, and trim. The open floor plan connects the living/dining/kitchen areas. A gas fireplace provides a focal point at one end, the clean design of the kitchen space at the other. French doors open to a covered patio. Two spacious bedrooms and a dedicated office space. The primary suite features a large walk-in closet and bathroom with an oversized, glass doored, shower. Amenities include underground parking, an inground pool, a fitness room, and a dog park. From 66 High, just a few minutes from shopping, restaurants, the town beach, the train station, and commuting routes. And Guilford is a few hours from Boston and New York City.

66 High St Unit 47, Guilford
65 Ironwood Rd, Guilford
$1,250,000
4 Beds ⋅ 5 Baths ⋅ 24158733 MLS
Custom-Built Mediterranean Estate | Privately sited on 1.84 acres in the highly sought-after Woodlands subdivision, this stunning Country French-inspired residence combines timeless craftsmanship with architectural elegance. A grand two-story foyer with marble flooring and a sweeping spiral staircase sets the tone for the sophisticated interiors. Lovely millwork and custom built-ins are showcased throughout. The kitchen is a chef's dream, featuring a breakfast area with fireplace, double ovens, Viking gas range, Sub-Zero refrigerator, wine chiller, and a butler's pantry for effortless entertaining. The home offers 5 en-suite bedrooms, including a master suite with fireplace and a walk-in closet with center island. Two ensuite bedrooms will have brand new bathrooms. Enjoy game nights in the handsome Billiard Room and Pub with rich wood paneling, coffered ceiling, and custom bar. The family room with cathedral ceilings overlooks the professionally landscaped grounds; complete with an in-ground Gunite pool, outdoor kitchen with fireplace, fire pit, and two gazebos. Additional highlights include a third-floor guest or in-law suite, remote control awnings, NEW roof, and a huge unfinished basement with cedar closet. Ideally located just minutes from the town beach, Green, shopping, dining, golf and major routes.

65 Ironwood Rd, Guilford
120 N Fair St Unit 2C, Guilford
$1,250,000
2 Beds ⋅ 3 Baths ⋅ 24126976 MLS ⋅ Guilford Commons BLDG.
Downtown Guilford ranch living like you HAVE NEVER SEEN! This 2,500+ sq ft condo is stunning beyond words. Step inside & be wowed by high ceilings, exposed stone, incredible finishes,& an open floor plan filled with natural light. Rich hardwood floors run throughout. The kitchen is a showstopper with an oversized island that seats up to 5, abundant custom cabinetry & a large pantry. Top of the line stainless appliances including a Wolf stove & Sub-Zero fridge. Relax or enjoy your grill on your new private Trex deck. The kitchen flows into the gorgeous great room with endless seating options & a gas fireplace for warmth and ambiance. A versatile dining area and bar enhance the home. The private den can easily be used as a 3rd BR which features a dramatic stone wall & French doors. A large guest suite BR offers a full custom built-in closet & updated bath. The primary suite is a true retreat with a sitting area, huge walk-in custom closet, & spa-like bath with Jacuzzi, oversized shower, & double vanity. Don't miss the gorgeous laundry room with lots of storage, marble finishes & extra large sink. Absolutely beautiful 1/2 bath with cut glass sink. Updated Gas mechanicals, city water. Septic & generator included in HOA. Private attached oversized 2 car garage, plus big storage in LL. Unbeatable location-just a block to the restaurants & shopping at the Guilford Green. Minutes to the beach, train, & highways. Secure elevator building. DO NOT MISS THE RARE OPPORTUNITY TO LIVE HERE

120 N Fair St Unit 2C, Guilford
122 Lower Rd, Guilford
$1,235,000
4 Beds ⋅ 3 Baths ⋅ 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

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