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1431 Long Hill Rd, Guilford
$639,000
3 Beds ⋅ 3 Baths ⋅ 24202376 MLS
This inviting home welcomes you with bright, open living spaces highlighted by a large skylight that fills the main areas with natural light. The well-equipped gourmet kitchen features high-end appliances, custom cabinetry, and a movable island beneath a vaulted ceiling-perfect for cooking and gathering. The finished lower level includes a cozy fireplace and offers direct access to the pool area, making it ideal for entertaining or relaxing. Step out from the enclosed porch onto the spacious deck, which, along with the outdoor spaces, expands the living area beyond the home's walls. Solar panels provide energy efficiency and modern convenience. The primary suite offers a comfortable retreat with its own bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. This home brings together comfort, thoughtful details, and versatile spaces-ready for your everyday enjoyment.

1431 Long Hill Rd, Guilford
14 Putzel Ave, Guilford
$399,000
2 Beds ⋅ 1 Baths ⋅ 24201790 MLS
Direct waterfront on West Lake! Enjoy exceptional year-round lake views from this charming 2-bedroom, 1-bath ranch-style home in Guilford. With 1,002 square feet of living space on a .23-acre waterfront lot, this property presents a wonderful opportunity to enjoy the beauty and lifestyle of lakeside living in one of Connecticut's desirable shoreline communities. The home's inviting living spaces are thoughtfully positioned to take full advantage of the spectacular water views, while two fireplaces add warmth and character. Outdoors, a spacious deck and patio provide the perfect setting for relaxing, dining, entertaining, or simply taking in the tranquil surroundings. A private dock offers direct access to West Lake, creating endless opportunities for boating, swimming, fishing, and enjoying time on the water. Whether envisioned as a year-round residence, weekend retreat, or private lakeside escape, this waterfront property offers a unique opportunity to enjoy the best of lake living.

14 Putzel Ave, Guilford
26 View Pl, Guilford
$429,000
2 Beds ⋅ 2 Baths ⋅ 24202374 MLS
Opportunity knocks just a short block and a half from the water! This 2-bedroom, 2-bath home offers 1,126 square feet in a quiet setting near private West Lake. Enjoy deeded beach rights with access to the beach, dock, swimming area, and kayak racks. A charming picket fence, covered porch, and wraparound deck create inviting outdoor spaces for morning coffee, afternoon relaxation, and evening grilling. Multiple outbuildings provide convenient additional storage. Add your personal touches and enjoy the relaxed West Lake lifestyle!

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

345 Nut Plains Rd, Guilford
128 Talcott Rd, Guilford
$575,000
3 Beds ⋅ 3 Baths ⋅ 24199789 MLS
Privacy meets convenience at 128 Talcott Road, a 3-bedroom, 2.5-bath colonial set on a wooded 1.05-acre lot in the heart of Guilford. A long driveway curves past granite outcroppings and towering trees, delivering the kind of seclusion that's hard to find so close to town. Inside, vaulted ceilings and gleaming hardwood floors set an airy, welcoming tone. The living room's tiled fireplace and wall of sliding glass doors draw the eye and the light straight out to an expansive deck, where the forest feels like your own private backdrop. A second fireplace in the lower level family room adds warmth for cooler months. The kitchen is bright and functional, with newer stainless steel appliances, a stone backsplash, and a picture window over the sink. Two bedrooms offer quiet comfort upstairs - the second featuring a custom-built, floor-to-ceiling bookcase that follows the roofline, offering thoughtfully designed storage and display space that makes the most of every angle, ideal whether you use the room as a bedroom or a home office. The partially finished lower level adds a third bedroom along with options for a home office, gym, or media room. A one-car garage and true wooded privacy round out this special property, all within minutes of Guilford Lakes School, Guilford High School, the Guilford Green, shoreline beaches, and I-95. Come see why 128 Talcott is the retreat you didn't know you needed.

128 Talcott Rd, Guilford
2004 Boston Post/Aka Rock Crest Rd, Guilford
$475,000
3 Beds ⋅ 3 Baths ⋅ 24201033 MLS
Set back from the road on a private drive shared by just four homes, this inviting contemporary offers privacy and convenience in a desirable Guilford location. The open, light-filled interior features cathedral ceilings with skylights, hardwood flooring throughout, and an open floor plan designed for comfortable living and entertaining. The first-floor master bedroom offers direct access to an updated full bath. Two additional bedrooms and a full bath are located on the second floor, along with a versatile loft area ideal for a home office or reading nook.. The finished lower level with walkout provides flexible bonus spaces and includes laundry. Enjoy the outdoors from the composite deck, paver patio, and wooded yard with natural rock outcroppings. Two sheds provide additional storage, and the attached two-car garage adds everyday convenience. A wonderful combination of privacy, natural light, and easy living in idyllic Guilford, with its charming village green offering historic character, restaurants, shops, and nearby beach, marina, and vibrant community, all just minutes from home.

2004 Boston Post/Aka Rock Crest Rd, Guilford
12 River Colony, Unit 12, Guilford
$340,000
2 Beds ⋅ 1 Baths ⋅ 24198433 MLS ⋅ River Colony BLDG.
Welcome to 12 River Colony Road, offering easy one-level living in a beautiful and convenient setting. This inviting home features a stunning high-end European-style kitchen with Bosch appliances, sleek cabinetry, and plenty of space for dining and entertaining. European-style windows and a new sliding door fill the home with natural light. Step outside to your private patio, perfect for entertaining, and enjoy the large courtyard and scenic marsh views that create a peaceful backdrop. Additional updates include a new roof, new washer and dryer, and a 2025 water heater. The home is serviced by public water, and additional storage is available above the garage, with garage space potentially available to rent separately. Ideally situated close to downtown, area beaches, shopping, dining, and highway access, this home combines an updated interior, beautiful outdoor space, scenic surroundings, and the convenience of one-level living. Move right in and enjoy!

12 River Colony, Unit 12, Guilford
2496 Long Hill Rd, Guilford
$549,900
3 Beds ⋅ 3 Baths ⋅ 24198802 MLS
Beautifully maintained and spacious, this oversized 3-bedroom, 2.5-bath raised ranch offers over 2,500 sq ft of living space and rests on a level Guilford property. Light and bright throughout, the main level features an open floor plan with a fireplaced living room flowing into the dining room with crown molding, a bay window and beautiful new hardwood floors in the living spaces. The kitchen offers abundant cabinetry and granite countertops. A true highlight is the stunning four-season sunroom, filled with natural light and showcasing a soaring cathedral wood ceiling, exposed beams and skylight. Sliders open to the deck and beautiful backyard-perfect for relaxing or entertaining. This level also includes a full bath with double vanity and ceramic tile plus a generously sized primary bedroom with its own full bath. The finished lower level adds approximately 728 sq ft of versatile living space with a large family room, three-season screened porch and access to the two-car garage. Major improvements by the current owners include a new roof, dry well, lower-level flooring and carpeting, A/C motor, water softener and both garage doors. Convenient to Route 80 and all that Guilford offers-its charming Town Green, beautiful beaches, shopping, dining and more! A wonderful combination of size, comfort, updates and location, with room to spread out both indoors and out.

2496 Long Hill Rd, Guilford
150 Mulberry Point Rd, Guilford
$650,000
3 Beds ⋅ 3 Baths ⋅ 24199038 MLS
HIGHEST AND BEST OFFERS DUE SATURDAY, AUG 29TH BY 6 PM. Perfectly remodeled and move-in ready, this inviting Guilford home offers an ideal blend of comfort, style, and an unbeatable shoreline location. Just 1.5 miles to the beautiful and historic Guilford Town Green, you'll enjoy easy access to charming shops, restaurants, cafes, and community events. Chaffinch Island Park, recognized as one of Connecticut's top spots, is less than a mile away, as is beloved Jacobs Beach and the sparkling waters of Long Island Sound. Thoughtfully renovated from top to bottom, this home features a flexible open floor plan with three bedrooms and two and a half beautifully updated baths. The bright living and dining areas flow into a bright updated kitchen with a huge central island, creating a wonderful space for everyday living and entertaining. Sliding glass doors open to a spacious composite deck that is perfect for summer gatherings and relaxing outdoors. The primary bedroom offers a stylish ensuite bath, while two additional bedrooms share a renovated family bath. The lower-level family room with wood-burning fireplace provides additional living space and could easily serve as a home office or retreat. Recent improvements include a septic system (2021), a Viessmann combination boiler, central air, and numerous quality upgrades. Nothing to do but move in and enjoy all that the beautiful town of Guilford and the Connecticut shoreline have to offer!

150 Mulberry Point Rd, Guilford
136 Quonnipaug Ln, Guilford
$960,000
3 Beds ⋅ 4 Baths ⋅ 24198089 MLS
OFFERS REQUESTED BY 8/26 at 2 pm. Enjoy life on Lake Quonnipaug! Your own private dock. Launch a kayak, drop in a line, take a swim. A gazebo on the shoreline - feel the breezes as you sit back in a rocker. This .53 acre lot includes 150 feet of lake frontage. The home's three levels open out to the lake. Everchanging water views, reflecting the weather and seasons. The main level open floor plan with the living, dining, and kitchen areas flowing to the wrap-around covered deck. The living room includes a focal point of a large stone fireplace with propane gas log. The kitchen features a Subzero, an island with gas stove and room for stools. A gas grill, attached to propane line, on the deck for easy outdoor cooking. Upstairs, 3 bedrooms and 2 full baths, with the primary bedroom and whirlpool tub facing the shoreline. The lower level 32' x 24' family room features a full bath, woodstove, and a wall of glass facing the lake. The extensive integration of wood elements throughout lends a feel of a vacation home or chalet. A whole house automatic generator is in place. A drive-by does not do this property justice! From the street, you see the three-car garage plus a barn that can accommodate another car, a workshop, studio, etc. Stepping through the front door opens up bright, sunlit spaces and panoramic views. This well-loved and well-maintained property is ready for its next caretakers. Own your own spot on the lake!

136 Quonnipaug Ln, Guilford
1144 Long Hill Rd, Guilford
$535,000
3 Beds ⋅ 2 Baths ⋅ 24199068 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 newly refinished hardwood flooring, freshly painted interior, spacious sun-filled living areas, and an eat-in kitchen with ample storage and a breakfast bar. A new front door welcomes you inside, where 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, updated with new vinyl flooring and an open feel after the removal of the drop ceiling, 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
212 Mulberry Point Rd, Guilford
$1,200,000
3 Beds ⋅ 4 Baths ⋅ 24198331 MLS
Welcome to 212 Mulberry Point Road, a distinctive contemporary coastal retreat in a cul-de-sac neighborhood offering rare acreage in one of Guilford's most coveted shoreline areas. Beautifully landscaped, with an emphasis on privacy, the property is designed for exceptional indoor-outdoor living, with a large in-ground pool, separate all season hot tub, expansive decking, and an outdoor fireplace under a gazebo. The property is ideal for entertaining, dining, and relaxing. Inside, a sophisticated yet comfortable layout has unique architectural character throughout. The spacious primary suite features its own private loft, creating the perfect setting for a home office, reading nook, or sitting area. The finished lower level expands the living space with a generous recreation room, dedicated gym area, and wine cellar- as well as a 3-car garage. The house also boasts 3 functional fireplaces. A rare combination of land, privacy, amenities, and coastal location, this home offers a resort-like lifestyle just moments from Guilford's shoreline, village center, beaches, and all that this sought-after community provides.

212 Mulberry Point Rd, Guilford
17 Wauwinet Court Unit 17, Guilford
$259,995
2 Beds ⋅ 2 Baths ⋅ 24197060 MLS ⋅ Quonnipaug Hills Ii BLDG.
Welcome to Lake Quonnipaug Hills, one of Guilford's most desirable condo communities, located just minutes from beautiful Lake Quonnipaug for kayaking, swimming and peaceful waterfront enjoyment. Set in a vibrant shoreline town known for its picturesque green, local shops, coastal charm and welcoming community, this beautifully remodeled 2-bedroom, 1.5-bath townhouse-style condo is ideal for year-round living or a relaxing weekend retreat. The brand new remodeled kitchen features quartz countertops, stainless steel appliances, stylish finishes, convenient pull-out drawers and a breakfast bar. New luxury vinyl plank flooring flows throughout the main level, including the open living and dining area, while the upper level offers new plush carpeting. Both bathrooms have been tastefully remodeled, including a striking barn-style sliding shower door in the full bath. The primary bedroom features a walk-in closet with access to the walk-up attic and sliders to a private balcony. Enjoy additional outdoor space on the quiet rear deck, accessed through new living room sliders. Two new wall A/C units, modern ceiling fans, fresh paint, updated fixtures and abundant natural light complete this bright, comfortable and truly move-in-ready home. This section of the complex has 44 units while the entire complex has 200 units. Schedule your showing today!

17 Wauwinet Court Unit 17, Guilford
289 S Hoop Pole Rd, Guilford
$635,000
4 Beds ⋅ 3 Baths ⋅ 24195110 MLS
The original owners of 53 years are proud to present this lovely 4-bedrm, 2.5-bath Colonial tucked away on 1.53 acres. Ownership includes deeded rights and access to beautiful Meadow Hills Lake & Beach. Offered AS-IS at a newly reduced price reflecting needed repairs, this property invites you to bring your vision and create a truly personalized forever home. A massive 24' x 36' detached barn with electricity offers endless possibilities for hobbyists, car enthusiasts, or storage seekers. Inside, hardwood floors run throughout. Versatile living spaces include a formal living room with pocket doors, an oversized family room with custom built-ins, a dedicated office and a dining room both with French doors, and an attached greenhouse for year-round gardening. The spacious deck provides an ideal setting for entertaining, while 2 fireplaces add warmth. Upstairs, the primary bedroom features a walk-in closet and ensuite bath. You will find exceptional storage throughout the home, from double foyer closets, an oversized mudroom closet off the garage and a kitchen pantry closet. Even the secondary bedroom features a private walk-in closet. The attached 2-car garage adds convenience, while the full WALK-OUT lower level offers immense potential for future finished space. Offering wonderful lake access for a blend of quiet privacy and active community recreation, a massive barn, & a fresh price adjustment, those ready to add their personal touch & investment will be richly rewarded.

289 S Hoop Pole Rd, Guilford
98 Pond View Cir, Guilford
$715,000
4 Beds ⋅ 3 Baths ⋅ 24196431 MLS
Well located at the end of a quiet cul-de-sac in the desirable Meadow Hills Lake community, this spacious 4-bedroom center hall Colonial offers the perfect balance of privacy, comfort, and neighborhood amenities, including private lake access and a sandy beach. Designed for both everyday living and entertaining, the main level features formal living and dining rooms, an eat-in kitchen, and an inviting family room with vaulted ceilings, a wood-burning fireplace, and sliding doors leading to an expansive deck. A versatile room just off the kitchen is ideal as a home office or playroom and opens to the welcoming front porch. Hardwood floors extend throughout the first level. Upstairs, the generous primary suite includes a walk-in closet and private bath, while three additional bedrooms share a full hall bath. The private backyard is a true retreat, highlighted by a newly rebuilt saltwater pool and plenty of space to relax or entertain. Enjoy the best of both worlds-a peaceful setting with exceptional community amenities, all just minutes from shopping, dining, and commuter routes.

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

18 Fair St Unit 3, Guilford
450 Bluff View Dr, Guilford
$1,100,000
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
7 Bailey Dr, Guilford
$725,000
3 Beds ⋅ 3 Baths ⋅ 24193021 MLS
Back on the market through no fault of the home the previous buyers' financing fell through. A full inspection was completed with no requests made. Their loss is your second chance.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.

7 Bailey Dr, Guilford
70 Hoadley Creek Cir, 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
94 Mohawk Trail, Unit 94, Guilford
$189,900
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
59 Hoadley Creek Cir, Guilford
$560,000
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
165 Whitfield St, Guilford
$825,000
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
1640 Little Meadow Rd, Guilford
$1,100,000
5 Beds ⋅ 3 Baths ⋅ 24187310 MLS
Coming soon..... Historic Charm, Modern Living - On 3+ Acres in Guilford If you've been searching for something truly different, this is it. This beautifully crafted 1700s reproduction home sits on over three peaceful acres and stands alone as a property with no comparable in all of Guilford. Character abounds throughout - three fireplaces, including a stunning walk-in fireplace, give every room a sense of history and warmth. Over 3800 square foot of living space. The updated kitchen and refinished basement have been thoughtfully done, so the home is move-in ready while still feeling authentic to its roots. Three bedrooms on the second floor provide comfortable family living, and two additional finished rooms on the third floor give you the flexibility to grow, work from home, or host guests with ease. Step outside and you'll find a private retreat: a tranquil pond with a fountain, streams aligning the property, manicured gardens, and a pergola for morning coffee or evening gatherings. The large detached garage features unfinished space above - a blank canvas ready to become whatever your lifestyle calls for. Opportunities like this don't come around often. Come experience it for yourself.

1640 Little Meadow Rd, Guilford
20 Long Hill Farm, Guilford
$729,900
3 Beds ⋅ 2 Baths ⋅ 24186957 MLS ⋅ Long Hill Farm BLDG.
Welcome to Long Hill Farm - where everyday life feels a little like a fairytale. Tucked into the serene Guilford countryside, this free-standing residence has been lovingly remodeled to deliver a lifestyle you'll adore: a rare blend of privacy, luxury, and easy, joyful living, all anchored by a private heated in-ground pool that feels like your very own slice of paradise. Step inside, where gleaming new hardwood floors flow throughout the majority of the home. The graceful open floor plan gathers the living and dining spaces around a crackling wood-burning fireplace - the kind of spot made for slow mornings and storybook evenings. The primary suite is a dreamy retreat all its own, crowned by a soaring cathedral ceiling with exposed beams, a walk-in closet, full bath, and glass sliders that invite the outdoors in. A second bedroom and full bath complete the main level, while a third bedroom charms with custom built-ins and a private balcony. Up above, a spacious loft floats over the living room, perfect for curling up with a good book. Wrapped in lush greenery and mature trees yet just minutes to Route 1, commuter rail, and the historic Guilford Green - and perfectly poised between New York City and Boston - this is shoreline-adjacent living at its most enchanting. A turn-key sanctuary you'll be proud, and delighted, to call home. Note AC is being replaced

20 Long Hill Farm, Guilford
33 Church St, Guilford
$1,150,000
7 Beds ⋅ 4 Baths ⋅ 24182499 MLS
Located just off the Guilford Green and across from the Guilford Community Center, this exceptional property enjoys one of Guilford's most desirable in-town locations, with convenient access to restaurants, boutique shopping, cafes, the library, year-round community events, and major commuting routes, including I-95 and the Guilford Train Station. Originally constructed in 1888 by prominent Guilford builder George W. Seward, this distinguished Queen Anne Victorian offers over 3,800 square feet of living space featuring six bedrooms, four bathrooms, generous living and entertaining spaces, soaring ceilings, and original architectural details throughout. Originally designed as a single-family residence and currently utilized as a multi-family property, the flexible floor plan offers exceptional versatility for a variety of living arrangements. The seller has invested more than $300,000 in recent renovations, including the first-floor kitchen, first and third-floor bathrooms, a new roof, rebuilt front porch, driveway, updated siding, and exterior restoration. Set on approximately 0.39 acres, this is a rare opportunity to own a distinguished in-town Guilford property offering generous living space, architectural character, and an exceptional location.

33 Church St, Guilford
33 Church St, Guilford
$1,150,000
6 Beds ⋅ 3 Baths ⋅ 24181215 MLS
Located just off the Guilford Green and across from the Guilford Community Center, this exceptional property enjoys one of Guilford's most desirable in-town locations, with convenient access to restaurants, boutique shopping, cafes, the library, year-round community events, and major commuting routes, including I-95 and the Guilford Train Station. Originally constructed in 1888 by prominent Guilford builder George W. Seward, this distinguished Queen Anne Victorian offers over 3,800 square feet of living space featuring six bedrooms, four bathrooms, generous living and entertaining spaces, soaring ceilings, and original architectural details throughout. Originally designed as a single-family residence and currently utilized as a multi-family property, the flexible floor plan offers exceptional versatility for a variety of living arrangements. The seller has invested more than $300,000 in recent renovations, including the first-floor kitchen, first and third-floor bathrooms, a new roof, rebuilt front porch, driveway, updated siding, and exterior restoration. Set on approximately 0.39 acres, this is a rare opportunity to own a distinguished in-town Guilford property offering generous living space, architectural character, and an exceptional location.

33 Church St, Guilford
189 Three Mile Crse, Guilford
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 24180122 MLS
SO CLOSE TO TOWN! Rare opportunity to own NEW CONSTRUCTION south of Boston Post Road and close to the Guilford Center. This quality built Colonial offers a stylish from porch and is set back from the street for privacy. Professionally landscaped with dramatic hardscape features, it borders the Westwood Trails. Light and bright with large windows and high ceilings. The kitchen is a Chef's delight with Wolf stove, under counter microwave, huge center island with granite counters and open to the family room. Storage galore! including a large pantry for all your needs. Open to the family room with gas Fireplace and French doors to the stone patio and private area for entertainment. Spacious front room can be used as a private office. Enormous great room offers tremendous flexibility. Formal Dining room for gracious dining. The spacious bedrooms and the spa like primary bath will soothe and delight you. A walkup attic and full basement will accommodate all your storage needs. This home has been thoughtfully and meticulously designed.

189 Three Mile Crse, Guilford
4 Jans Way, Guilford
$849,000
3 Beds ⋅ 3 Baths ⋅ 24177868 MLS
Welcome to Jans Way - Where Luxury Meets Lifestyle in the Heart of North Guilford this breathtaking brand-new Colonial is the new construction opportunity you've been waiting for, offering an impressive 2,734 square feet of beautifully designed living space plus an additional 900 square feet of fully finished walk-out basement, totaling an extraordinary 3,634 square feet of move-in ready perfection. Tucked within the intimate, private Mountain View subdivision, an enclave of just seven distinguished residences, this stunning home masterfully blends privacy, luxury, and modern comfort in one of North Guilford's most sought-after settings. The sun-filled, open-concept main level is designed to impress, showcasing a gourmet kitchen and expansive great room that flow effortlessly together, ideal for entertaining and everyday living alike. A dedicated home office delivers the ultimate work-from-home retreat, while a chic powder room completes the first floor. Upstairs, your stunning primary suite awaits - a true sanctuary boasting a generous walk-in closet and spa-inspired en-suite bath featuring a deep soaking tub and oversized walk-in shower. Two additional well-appointed bedrooms, a full bath, and the incredibly convenient second-floor laundry round out the upper level, spacious additional room awaits your personal vision. The bright finished walk-out basement expands your living possibilities. Oversized two-car garage. Perfectly situated in the vibrant town of Guilford .

4 Jans Way, Guilford
48 Lakeside Dr, Guilford
$799,000
4 Beds ⋅ 2 Baths ⋅ 24175128 MLS
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.

48 Lakeside Dr, Guilford
379 Whitfield St Unit AS2136, Guilford
$25,500
24168232 MLS ⋅ Guilford Yacht Club BLDG.
This 36-ft dock with unobstructed south-facing views of LI Sound, in the Guilford Yacht Club, is located on the protected West River in the charmingly historic town of Guilford CT. Not only does ownership of the dock provide you with a safe and easily accessible haven for your boat, but it also gives you and your family access to the spacious clubhouse, the heated pool with showers, and tennis courts. The convenient Dock House has beeen recently painted, and gives you the convenience of hot showers & rest rooms. Watch the resident Bald Eagles, along with Ospreys, Great Blue & Yellow-Crowned Night Herons, Snowy & Great Egrets, from your boat, or the clubhouse, as the sun sets over the marshes to the west. A short stroll to the Guilford Train Station gives you access to trains to New Haven & NYC, and the Amtrak Northeast Corridor. Downtown Guilford with it's variety of popular restaurants & shops is also nearby.

379 Whitfield St Unit AS2136, Guilford

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