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Homes for Sale in Connecticut - Historic

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  • /34

    $699,900

    Open Sun 1PM - 3PM $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,878 Sq Ft

    29 Flat Rock Hill Rd, Old Lyme, CT 06371

    Nestled in the desirable shoreline town of Old Lyme, this charming 3-bedroom, 2.5-bathroom Gambrel Colonial offers 1,878 square feet of inviting living space set on a level, private 1.8-acre lot. Step inside to find updated hardwood floors that flow seamlessly throughout the main level. The heart of the home is the expansive eat-in kitchen, featuring a cozy fireplace and a dedicated dining area

    Paul Smyth William Pitt Sotheby's Int'l

    29 Flat Rock Hill Rd, Old Lyme, CT 06371
  • /40

    $1,125,000

    • 4 Beds
    • 2.5 Baths
    • 2,254 Sq Ft

    84 Fair St, Guilford, CT 06437

    Historic 1856 Octagon Home Just One Block from the Iconic Guilford Green. Rarely does a home of such architectural distinction and prime location become available. Crafted in 1859 by renowned local builder Edwin A. Leete, this landmark 4-bedroom, 2.5-bath octagonal residence offers a extraordinary blend of mid-19th-century character and seamless modern comfort-all just a single block from the

    Kirsten Adams William Pitt Sotheby's Int'l

    84 Fair St, Guilford, CT 06437
  • /8

    $499,000

    • 4 Beds
    • 4 Baths
    • 9,725 Sq Ft

    51 Gillett St, Hartford, CT 06105

    Boost your portfolio with this classic 1890 Hartford property, beautifully updating historic charm with major modern upgrades. Enjoy total peace of mind with a new roof installed in 2021 and a new boiler from 2017.The building offers three distinct levels of income potential:1st Floor: ADA-compliant commercial space featuring 4 private offices, a conference room, and 8 workstations.2nd Floor: 4

    Matt St. Amour Making Connections Realty

    51 Gillett St, Hartford, CT 06105
  • /40

    $3,975,000

    • 5 Beds
    • 4.5 Baths
    • 5,740 Sq Ft

    415 Old Post Rd, Fairfield, CT 06824

    Over an acre to yourself. The best of Fairfield within reach. In the heart of downtown Fairfield and the beach area, 415 Old Post Road offers something almost impossible to find: land and privacy to create a generational estate, with the life of a coastal town just beyond your gate. Only a handful of properties in the Sherman School district offer this. Fewer still could tell this story. The

    Cindy Raney Coldwell Banker Realty

    415 Old Post Rd, Fairfield, CT 06824
  • /30

    $534,900

    $15K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,548 Sq Ft

    33 MacHine Shop Hill Rd, South Windham, CT 06266

    Historic 1850 Charm with Modern Updates & In-Law Living! Step inside this beautifully remodeled 1850 home, thoughtfully updated for today's lifestyle while maintaining the character and charm that makes an older home so special. The main living portion of the home offers 3 spacious bedrooms, 2.5 baths, and a dedicated office space. The heart of the home features a bright and inviting open-concept

    Michele Geragotelis RE/MAX Bell Park Realty

    33 MacHine Shop Hill Rd, South Windham, CT 06266
  • /40

    $799,900

    • 3 Beds
    • 3.5 Baths
    • 3,990 Sq Ft

    190 Stub Hollow Rd, New Hartford, CT 06057

    A rare architect-designed custom home where exceptional design and nature exist in seamless harmony. Set within a private 36-acre setting, the home is being offered with 5 acres, with the option to purchase up to 31 additional acres. Nearly 3,500 sq. ft., it is enveloped by mountain laurel, mature woodland and abundant birdlife. Built in 1986 with a wing added in 1999, the home was created to

    Doreen Amata Coldwell Banker Realty

    190 Stub Hollow Rd, New Hartford, CT 06057
  • /40

    $2,000,000

    $401K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 2,734 Sq Ft

    138 N Cove Rd, Old Saybrook, CT 06475

    A Rare Coastal Opportunity Awaits! Set in the highly sought-after North Cove Historic District of Old Saybrook, this grand colonial offers something truly special: a coveted prime coastal location, spectacular water views, and incredible potential to create the home you've always envisioned. Originally built in 1930 and expanded in 1987, this property has the character, scale, and bones of a

    Marcello Delmonaco Coldwell Banker Realty

    138 N Cove Rd, Old Saybrook, CT 06475
  • /29

    $289,900

    • Studio
    • 1 Bath
    • 669 Sq Ft

    25 Grand St Unit 158, Norwalk, CT 06851

    This impeccable and spacious (669 sq. ft.) condo is located at Clocktower Close, an architecturally grand, historic landmark building - formerly used as hat factory. Totally renovated, brand new kitchen with stylish white cabinets, sparkling subway wall tiles, upscale quartz countertops and stainless appliances. This freshly painted studio offers a large open LR/ Dining/Bedroom area with ceiling

    Jan Watson William Raveis Real Estate

    25 Grand St Unit 158, Norwalk, CT 06851
  • /19

    $150,000

    • 1 Bed
    • 1 Bath
    • 702 Sq Ft

    55 Putter Dr Unit 55, Wallingford, CT 06492

    Welcome to 55 Putter Drive, Unit LL1, a well-maintained 1-bedroom, 1-bathroom condo offering effortless, low-maintenance living in the desirable Towers complex in Wallingford. Designed with a functional layout and clean finishes throughout, this unit delivers a seamless combination of space, style, and everyday convenience. Upon entering the residence, you are welcomed by a tiled kitchen

    Brianna Keehan KW Legacy Partners

    55 Putter Dr Unit 55, Wallingford, CT 06492
  • /28

    $389,000

    • 2 Beds
    • 2 Baths
    • 1,084 Sq Ft

    1280 Asylum Ave Unit 2, Hartford, CT 06105

    Experience the perfect blend of historic elegance and effortless living in this exceptional condominium within the iconic Goodwin Mansion. Offering the convenience of true one-level living, this rare residence features its own private entrance, a highly sought-after amenity seldom found in the mansion. Inside, high ceilings and expansive windows define this remarkable unit. The open floor plan

    Paula Fahy Ostop William Raveis Real Estate

    1280 Asylum Ave Unit 2, Hartford, CT 06105
  • /34

    $2,200,000

    • 5 Beds
    • 5.5 Baths
    • 5,234 Sq Ft

    88 N Main St, Essex, CT 06426

    Two hours from New York City. Two hours from Boston. A world away from both. Privacy is the ultimate luxury. This masterfully re-imagined 5,234 sq. ft. compound located in historic Ivoryton, a village within the town of Essex, sits behind newly established hedges on nearly two flat, manicured acres - completely turn-key, completely private. The grounds are designed for outdoor living. A 20 X 40

    Kirsten Adams William Pitt Sotheby's Int'l

    88 N Main St, Essex, CT 06426
  • /18

    $599,000

    $50K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,868 Sq Ft

    91 Church St Unit 3, New Haven, CT 06510

    Urban oasis in the heart of Downtown New Haven! Welcome to The Lofts at 91 Church - where historic charm meets modern luxury. This stunning, one-of-a-kind loft condominium is part of a 2015 build-out within an early 1900's building, offering the perfect blend of classic architecture and contemporary design. This fabulous unit features soaring ceilings, expansive open-concept design, and refined

    Jill Nathanson-Zaengel Press/Cuozzo Realtors

    91 Church St Unit 3, New Haven, CT 06510
  • /40

    $3,100,000

    • 4 Beds
    • 2 Baths
    • 2,135 Sq Ft

    810 Dunbar Hill Rd, Hamden, CT 06514

    For the first time in generations, the historic Hindinger Farm is being offered for sale. Originally built circa 1912, this charming 4-bedroom farmhouse offers approximately 2,135 square feet and enjoys sweeping views of open fields, ponds, and preserved farmland. Rich in character and history, the home has served as the heart of one of Southern Connecticut's most recognized multi-generational

    The Sally Bowman Team Berkshire Hathaway NE Prop.

    810 Dunbar Hill Rd, Hamden, CT 06514
  • /21

    $179,900

    • 2 Beds
    • 1.5 Baths
    • 1,006 Sq Ft

    23 Charter Oak Place Unit 4, Hartford, CT 06106

    Rare New York-Style Corner Townhouse in Historic Charter Oak Place!! This exceptional corner unit combines timeless architectural character with modern updates, offering windows on three sides that fill the home with natural light and provide charming views from the front, back, and side. Step inside to discover soaring ceilings, beautiful hardwood floors, and a spacious two-story floor plan

    Sergio Contreras Empire Real Estate Group

    23 Charter Oak Place Unit 4, Hartford, CT 06106
  • /40

    $13,000,000

    • 61 Beds
    • 81 Baths
    • 75,075 Sq Ft

    35 Union St, New London, CT 06320

    Rare opportunity to own The Crocker House, a landmark mixed-use investment property anchoring the corner of Union and State Streets in downtown New London. Originally constructed in 1872 as a five-story luxury hotel and thoughtfully maintained over the years, this iconic red-brick building offers three distinct income streams under one roof: 81 residential apartments (studios, one- and

    Lisa Cozzi Century 21 AllPoints Realty

    35 Union St, New London, CT 06320
  • /39

    $4,595,000

    • 6 Beds
    • 6.5 Baths
    • 6,246 Sq Ft

    125 West Rd, New Canaan, CT 06840

    A remarkable home where historic charm has been completely reimagined for modern living, set on over two acres in one of New Canaan's most coveted locations. Impeccably cared for and thoughtfully updated throughout, this stately residence offers over 7,000 square feet of beautifully appointed interiors with six bedrooms, six-and-a-half bathrooms, custom millwork and moldings, soaring ceilings,

    Jennifer Leahy Compass Connecticut, LLC

    125 West Rd, New Canaan, CT 06840
  • /35

    $6,995,000

    • 3 Beds
    • 3.5 Baths
    • 2,425 Sq Ft

    31 Meadow Wood Dr, Greenwich, CT 06830

    An extraordinary opportunity to acquire a waterfront residence within the exclusive & highly coveted Belle Haven Association - at an unusually low ''cost of entry'' point. One of just eight residences in historic Quarry Farms - which has its own gated entrance, this gut renovated 3-bedroom. 3.5 bathroom home is privately set on 1.2 acres with 220' of direct Long Island Sound frontage. Unique

    Kevin Sneddon Compass Connecticut, LLC

    31 Meadow Wood Dr, Greenwich, CT 06830
  • /9

    $909,000

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 2,318 Sq Ft

    2 Village Cir Unit 2, Hamden, CT 06514

    Welcome to Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. Several floor plans are available to choose from which allow for primary bedroom suites on the first or second floor, spacious eat-in kitchens with beautiful cabinetry, granite counter tops and

    Vincent Engingro William Raveis Real Estate

    2 Village Cir Unit 2, Hamden, CT 06514
  • /39

    $410,000

    $15K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 760 Sq Ft

    103 Orland St, Milford, CT 06460

    Welcome to this charming, exceptionally well-kept beach cottage in Milford's sought-after Bay View Beach Association. Bay View Beach is a private neighborhood beach available to homeowners within the association boundaries, offering a relaxed shoreline setting, seasonal lifeguard coverage, boat-rack availability, and an active community calendar of summer gatherings and activities. The town lists

    Lisa Andrade Ellison Homes Real Estate

    103 Orland St, Milford, CT 06460
  • /4

    $450,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,854 Sq Ft

    81 Elm St, Tariffville, CT 06081

    Coming soon, active September 24th. Professional photos and a full marketing package are on the way, with staging underway. Stay tuned for interior pictures. Tucked into historic Tariffville, this thoughtfully renovated Ranch features a completely rebuilt kitchen with custom cabinetry, quartz countertops, stainless steel appliances, and a dining area with wainscoting. A wide patio door connects

    Jonathan Zuromski Real Broker CT, LLC

    81 Elm St, Tariffville, CT 06081
  • /22

    $149,000

    $20K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 636 Sq Ft

    1150 Whitney Ave Unit 5, Hamden, CT 06517

    PRICE REDUCED! Beautifully remodeled townhouse-style 1-bedroom condo offering the perfect opportunity for first-time buyers to step into homeownership. This move-in-ready unit blends historic charm with modern updates, including brand-new flooring, fresh paint, and updated electrical for added safety and peace of mind. The two-level layout provides a comfortable separation between living and

    Dena Liberman Weichert, Realtors-On The Mark

    1150 Whitney Ave Unit 5, Hamden, CT 06517
  • /38

    $1,195,000

    • 2 Beds
    • 2 Baths
    • 1,314 Sq Ft

    15 Water St Unit 4, Mystic, CT 06355

    Direct Waterfront One Level Condo with Un-Obstructed Water Views of the Mystic River. This 2 Bedroom, 2 Full Bath condo is located in one of the most Iconic Buildings in all of Mystic. "The Power House" turn of the Century Stately Water Front Building in Historic Downtown Mystic. Enjoy one-level living at its best. Includes 1 private parking space in the covered garage and access to the private

    Judi Caracausa William Pitt Sotheby's Int'l

    15 Water St Unit 4, Mystic, CT 06355
  • /38

    $2,995,000

    • 4 Beds
    • 6 Baths
    • 4,926 Sq Ft

    288 Middlesex Ave, Chester, CT 06412

    Set along a coveted and historic stretch of the Connecticut River, East View is a rare waterfront compound where extraordinary frontage, architectural integrity and Connecticut River Valley charm converge. Just over one mile from the village, this turnkey 2.65-acre estate offers 285 feet of direct river frontage, protected views and deep-water access. The river is the focal point framed by

    Nancy Mesham Coldwell Banker Realty

    288 Middlesex Ave, Chester, CT 06412
  • /8

    $575,000

    $12K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,198 Sq Ft

    59 Hoadley Creek Cir, Guilford, CT 06437

    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,

    Jacqueline Nastri GRL & Realtors, LLC

    59 Hoadley Creek Cir, Guilford, CT 06437
  • /40

    $875,000

    • 5 Beds
    • 4 Baths
    • 4,675 Sq Ft

    129 W Town St, Lebanon, CT 06249

    Architectural distinction meets a historic New England setting! Situated on 2.12 picturesque acres adjacent to the historic Lebanon Green, this custom 4,675 sq. ft., 5-BR/4-BA Colonial delivers high-end finishes, an ideal floor plan, and exceptional master craftsmanship throughout. The main level welcomes you with a dynamic two-story foyer flanked by formal living and dining spaces, a private

    Carolyn Kress Berkshire Hathaway NE Prop.

    129 W Town St, Lebanon, CT 06249
  • /36

    $4,499,000

    $401K PRICE DROP
    • 6 Beds
    • 8 Baths
    • 7,801 Sq Ft

    80 Governors Ln, Fairfield, CT 06824

    As you enter 80 Governors Lane down a private driveway, discover an 8.5-acre estate blending timeless elegance with serene privacy. This circa 1933 farmhouse, designed by architect Jack Franzen and beautifully restored, features wide plank black walnut floors, exposed beams, and a bread oven fireplace. Six spacious bedrooms include a luxurious Primary Suite with vaulted ceilings, carved mantle

    Lis Reed Coldwell Banker Realty

    80 Governors Ln, Fairfield, CT 06824
  • /22

    $432,900

    $27K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,470 Sq Ft

    70 Burwood Rd, Wethersfield, CT 06109

    Welcome to this charming four-bedroom Colonial, ideally situated on a level lot just steps from Wethersfield Country Club and Mill Woods Park. This well-maintained home features a newer roof, an attached one-car garage, an upgraded electrical system, and an in-ground pool with newer liner; pool has not been opened in years and being sold as is. The inviting living room offers abundant natural

    Joseph Aiello SalCal Real Estate Connections

    70 Burwood Rd, Wethersfield, CT 06109
  • /31

    $6,995,000

    $505K PRICE DROP
    • 9 Beds
    • 8 Baths
    • 12,057 Sq Ft

    138 Amenia Rd, Sharon, CT 06069

    Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original

    Dan Kessler Compass Connecticut, LLC

    138 Amenia Rd, Sharon, CT 06069
  • /36

    $1,495,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,708 Sq Ft

    46 West Ave, Essex, CT 06426

    1/2 mile walk to Essex Village, the marina, shops, and restaurants, this historic residence is nestled within one of Essex's most desirable neighborhoods. Thoughtfully reimagined by an established interior designer, the home masterfully blends modern luxury with the timeless charm quintessential to Essex. Original architectural details including hand-carved doors, staircase banister, fireplace

    Steve Wollman Wollman Realty

    46 West Ave, Essex, CT 06426
  • /40

    $5,495,000

    • 4 Beds
    • 4.5 Baths
    • 5,778 Sq Ft

    250 Main St, Ridgefield, CT 06877

    Welcome to one of Main Street's most recognizable homes, the iconic & brightly colored Gothic Revival Victorian, built Ca. 1826, offering an exceptionally private & expansive 1.94 acre lot plus a separate 3,684 sf Carriage/Pool House. Working with Peter Coffin, Architect, & the Historic District Commission, the home underwent a meticulous full restoration/renovation, thoughtfully balancing

    Laura Ancona William Pitt Sotheby's Int'l

    250 Main St, Ridgefield, CT 06877
  • /18

    $1,450,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,570 Sq Ft

    81 Essex Rd, Old Saybrook, CT 06475

    Introducing a rare opportunity to build your dream home in one of Connecticut's most desirable shoreline communities. Located at 81 Essex Road in Old Saybrook, this to-be-built home by Silvin Homes offers the flexibility to choose from multiple thoughtfully designed floor plans and finishes, allowing you to create a home that fits your lifestyle and budget. What truly sets this property apart is

    Rachael Cisz Serhant Connecticut, LLC

    81 Essex Rd, Old Saybrook, CT 06475
  • /40

    $3,395,000

    $1M PRICE DROP
    • 5 Beds
    • 6 Baths
    • 4,734 Sq Ft

    53 -1 Selden Rd, Lyme, CT 06371

    Selden Farm, a landmark 1690s property steeped in history and set in a picturesque corner of Lyme, is once again available for new stewardship. Upheld by only three families since 1695 when it sat on over 6,000 acres, it presents a rare opportunity to own a beautiful country Antique home now set on 9 pastoral acres abutting conservation land with sweeping views of Selden Cove and the CT. River.

    Joseph Rhodes Coldwell Banker Realty

    53 -1 Selden Rd, Lyme, CT 06371
  • /40

    $5,250,000

    • Land
    • 70.64 Acres
    • $74,324 per Acre

    Unlisted Address

    The rarest luxury is seldom the land itself. It is the time already devoted to revealing its full potential. Set amidst protected land along the coveted Kent-Sharon border, RockOak offers the uncommon advantage of beginning years ahead on the construction of a legacy estate. The completed retreat allows the property to be enjoyed immediately, while the future estate evolves. Overlooking the

    Pels Matthews W. Raveis Lifestyles Realty

    Unlisted Address
  • /31

    $575,000

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    839 Main St Unit 98, Torrington, CT 06790

    3 UNITS!! All units are rented. Rare opportunity for investors to acquire 3 units within the historic Warrenton Mill. These units blend 19th century architectural character with modern urban living, featuring exposed brick, wood beams, large windows and soaring ceilings that create an airy, expansive atmosphere. The Portfolio Includes. A spacious 2-bedroom 1.5 bath townhouse with a 20x20 living

    MaryBeth Porto Great Estates, CT

    839 Main St Unit 98, Torrington, CT 06790
  • /38

    $999,000

    $201K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    170 Old Post Rd, Old Saybrook, CT 06475

    Step back in time and discover the beauty of this extraordinary antique home, set on an acre of landscaped grounds, with an enchanting guest cottage. The Bushnell-Dickinson House is a Georgian colonial that retains its original features inside and out. including original wide-board pine flooring, paneled walls, four fireplaces, two staircases, dentil moldings, authentic hardware and classic

    Rose McWaid William Raveis Real Estate

    170 Old Post Rd, Old Saybrook, CT 06475
  • /40

    $1,395,000

    • 5 Beds
    • 7 Baths
    • 5,124 Sq Ft

    109 Long Meadow Hill Rd, Brookfield, CT 06804

    This is a must-see property to truly appreciate its remarkable scale, flexibility, and one-of-a-kind design. A perfect blend of historic charm and modern luxury, this residence seamlessly combines an original 1900 home with a thoughtfully designed 2004 expansion. Offering 5 bedrooms, 4 full and 3 half baths, the home showcases exceptional craftsmanship and distinctive architectural details

    Tim Dent Coldwell Banker Realty

    109 Long Meadow Hill Rd, Brookfield, CT 06804
  • /40

    $985,000

    $165K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,972 Sq Ft

    2 Mission St, Baltic, CT 06330

    A Masterpiece of Historic Reinvention Prepare to be captivated by this rare opportunity to own a piece of history, thoughtfully reimagined for modern luxury living. Nestled in the heart of Hanover Village, this former church has been meticulously transformed into a one-of-a-kind residential retreat that seamlessly blends architectural character with high-end comfort. The Main Residence:

    Thomas Simjian Keller Williams Coastal

    2 Mission St, Baltic, CT 06330
  • /35

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,128 Sq Ft

    3 Neck Rd, Old Lyme, CT 06371

    Make this enchanting storybook home your own special year-round getaway. Nestled on the outskirts of historic Old Lyme Village, the Gate House is being offered for the first time in decades. Once part of an exclusive executive estate, the charming Gate House sits on nearly one acre of land in a unique and pastoral setting. This 2-bedroom, 2 full bath home has been lovingly restored, with newly

    Pat Park Eagle Eye Realty PLLC

    3 Neck Rd, Old Lyme, CT 06371
  • /36

    $319,000

    $10K PRICE DROP
    • 9 Beds
    • 4.5 Baths
    • 4,428 Sq Ft

    182 Collins St, Hartford, CT 06105

    Discover timeless character at 182 Collins St, a distinguished Victorian residence in Hartford's 06105 area. Built in 1892, this impressive three-story home offers 9 bedrooms and 4+ bathrooms. Classic architectural details, a slate roof, stone foundation, and generous proportions highlight the craftsmanship of its era. Spacious interiors provide flexibility for comfortable living,

    Thomas Mele Social & Co Realty

    182 Collins St, Hartford, CT 06105
  • /30

    $909,900

    New Construction $20K PRICE INCREASE
    • 2 Beds
    • 2.5 Baths
    • 2,197 Sq Ft

    12 Village Victoria Unit 12, Guilford, CT 06437

    Welcome to 12 Village Circle! An "Under Construction" end unit in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 18 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the

    Vincent Engingro William Raveis Real Estate

    12 Village Victoria Unit 12, Guilford, CT 06437

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