424

Homes for Sale in Connecticut - Historic

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  • /40

    $559,000

    • 2 Beds
    • 1.5 Baths
    • 1,376 Sq Ft

    92 Bokum Rd, Old Saybrook, CT 06475

    A rare and captivating offering, this enchanting storybook residence has been beautifully reimagined to deliver a seamless blend of historic charm and refined design. Whether you choose to continue its success as a turnkey Airbnb investment or keep it for your own year round or weekend retreat, the possibilities are as inviting as the home itself. Thoughtfully updated with a brand new roof and

    Linda Toscano Coldwell Banker Realty

    92 Bokum Rd, Old Saybrook, CT 06475
  • /40

    $399,900

    $20K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,488 Sq Ft

    89 Clark Hill Rd, Prospect, CT 06712

    Welcome to 89 Clark Hill Rd! As you enter this home you will be greeted with the warmth and charm that only comes with a well-cared for historic home. Original features such as trim, wide king board flooring, doors and hardware combine seamlessly with tasteful updates to the kitchen and efficient windows. The first floor features an open living/dining area, a large room currently being used as

    Brian Bates LPT Realty - IConn Team

    89 Clark Hill Rd, Prospect, CT 06712
  • /40

    $2,275,000

    • 2 Beds
    • 2.5 Baths
    • 1,709 Sq Ft

    22 W Main St Unit 11, Mystic, CT 06355

    CENTRAL HALL MYSTIC - LIFE AT THE WATER'S EDGE There's something special about living where the Mystic River becomes your quiet constant and the village offers its steady beat just beyond your windows. This PENTHOUSE at Central Hall isn't just a home-it's a way of living connected to the water, the town and the history that gives Mystic its soul. Wide windows frame the river in a cinematic

    Nicole White William Raveis Real Estate

    22 W Main St Unit 11, Mystic, CT 06355
  • /40

    $2,790,000

    • 5 Beds
    • 3 Baths
    • 3,072 Sq Ft

    56 Charcoal Hill Rd, Westport, CT 06880

    A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circular drive, the residence showcases Peters' hallmark use of native stone, warm wood tones, and artisan detail,

    Doug Bross Coldwell Banker Realty

    56 Charcoal Hill Rd, Westport, CT 06880
  • /13

    $1,500,000

    • Land
    • 13.41 Acres
    • $111,857 per Acre

    231 Gungywamp Rd, Groton, CT 06340

    Attention Developers, Builders, Entrepreneurs, and Investors potentially developable land in much sought-after Town of Groton. Discover a one-of-a-kind development opportunity in the heart of Groton, CT, with this expansive 13.41-acre property showcasing a historic A-Frame chapel and community center. Situated within a residential area and zoned RU-20, this property is primed for development, or

    John Tarducci William Raveis Real Estate

    231 Gungywamp Rd, Groton, CT 06340
  • /19

    $1,350,000

    • Land
    • 20,908 Sq Ft
    • $2,812,500 per Acre

    5 Outer Rd, Norwalk, CT 06854

    Waterfront property with architectural plans by award winning Architects Emma O'Neill and Benjamin Cherner. One half acre level lot with mature trees in the historic Village Creek neighborhood. The lot is located between a nature preserve and community green space. The property is steps away from the private marina, beach and tennis courts. Approvals in place include zoning(CAM), septic and HOA.

    Inger Stringfellow William Pitt Sotheby's Int'l

    5 Outer Rd, Norwalk, CT 06854
  • /8

    $125,000

    • Land
    • 1.7 Acres
    • $73,529 per Acre

    97 Blossom Dr, Pomfret, CT 06259

    Discover the perfect blend of nature and convenience with this stunning homesite, nestled within a well established subdivision surrounded by scenic rolling hills and south-facing slopes that capture the sun beautifully throughout the day. Enjoy potential for a walkout basement and build your custom dream home. This property also backs up to town owned land for added privacy and space, and

    Sanam Solati New England Prestige Realty

    97 Blossom Dr, Pomfret, CT 06259
  • /40

    $675,000

    • 3 Beds
    • 2 Baths
    • 1,476 Sq Ft

    441 Water St, Guilford, CT 06437

    Just one mile from the historic Guilford Green, this like-new Contemporary Farmhouse offers a rare blend of modern comfort, coastal charm, and beautiful natural views. Set on one acre with views of the marsh and West River, the home is designed to feel both private and connected to one of Guilford's most desirable village settings. The open floor plan is ideal for everyday living and

    Willard Finkle Coldwell Banker Realty

    441 Water St, Guilford, CT 06437
  • /40

    $895,000

    • 4 Beds
    • 3.5 Baths
    • 3,757 Sq Ft

    276 Stratton Brook Rd, West Simsbury, CT 06092

    Step into a time of charm and grace with your own private bed and bath retreat! This one of a kind custom colonial on park-like grounds boasts Old World details including oversized 9 pane windows, a large gathering room featuring a stone fireplace (with stones procured on site) artfully framed by custom millwork, a breezy all-season sunroom with windows galore to enjoy views of the back garden

    Jason Saphire www.HomeZu.com

    276 Stratton Brook Rd, West Simsbury, CT 06092
  • /29

    $3,999,000

    • 6 Beds
    • 9 Baths
    • 6,716 Sq Ft

    1 Great Elm Dr, Sharon, CT 06069

    This exceptional residence, one of Sharon's most historic properties, occupies much of the original 1812 Georgian mansion, home to a notable family, including William F. Buckley, Jr., for over a century. The layout is spacious & flexible, offering multiple options for purchase: 1) purchase in its current layout as a spacious, 6-bedroom residence, 2) divide the current 6-bedroom residence into two

    Ann Stettner Neil Charles Real Estate

    1 Great Elm Dr, Sharon, CT 06069
  • /30

    $749,000

    $251K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,648 Sq Ft

    11 Phelps Rd, East Haddam, CT 06423

    Rare opportunity in the Hadlyme section of East Haddam featuring two dwellings on one parcel set in a scenic, natural setting. The main circa 1780 Mill House offers approximately 1,786 sq ft with original hardwood floors, chestnut paneling, two second-floor bedrooms, two additional attic rooms, and a first-floor suite with fireplace and private entrance overlooking a historic spring-fed pond.

    George Agnelli Agnelli Real Estate

    11 Phelps Rd, East Haddam, CT 06423
  • /40

    $2,500,000

    $450K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,341 Sq Ft

    55A Anna Farm Rd W, North Stonington, CT 06359

    Rarely does such a magnificent 200-acre property located off a very quiet country road in North Stonington come available. The historic Anna Farm offers a blend of farmland, open pasture, beautiful gardens, rare trees and shrubs, wooded sections and a small pond making this a nature-lover's sanctuary. Take long walks along the trails, horseback ride and even fish as you enjoy this perfect

    Thomas Switz Switz Real Estate Associates

    55A Anna Farm Rd W, North Stonington, CT 06359
  • /31

    $849,000

    Open Mon 1PM - 3PM
    • 3 Beds
    • 1.5 Baths
    • 1,612 Sq Ft

    23 Church St, Wilton, CT 06897

    You'll love living in this bright and charming 3-bedroom, 1.5-bath updated antique Colonial located in Wilton's Historic District. Just a short walk to Georgetown's local eateries and Caraluzzi's, with easy access to both Wilton and Ridgefield town centers, this home offers the perfect blend of character, comfort, and convenience. Oversized windows fill the home with natural light, while the open

    Michele Ferguson Nichols Douglas Elliman of Connecticut

    23 Church St, Wilton, CT 06897
  • /40

    $5,245,000

    • 4 Beds
    • 5 Baths
    • 6,236 Sq Ft

    57 Indian Trail Rd, New Milford, CT 06776

    "Hollow Farm" - An Expansive Historic Estate Reimagined for Modern Country Living Nestled in its own private valley, this 72-acre estate includes a Main House, thoughtfully updated and expanded in 2005; a charming Guest Bungalow; screened Gazebo perched over a pond; Pool Pavilion; Stables with caretaker's apartment; and a restored Barn. Comprised of multiple parcels, offering maximum privacy. The

    Elyse Morris Elyse Harney Real Estate

    57 Indian Trail Rd, New Milford, CT 06776
  • /37

    $399,000

    • 3 Beds
    • 1.5 Baths
    • 1,958 Sq Ft

    533 Wayne St, Bridgeport, CT 06606

    Step into timeless elegance at 533 Wayne Street, a beautifully preserved 1913 home rich with old-world charm and character. From the moment you enter, the grand foyer welcomes you with a stunning French front door, setting the tone for the craftsmanship and detail found throughout. The main living level features soaring 9-foot ceilings, a classic powder room, and a dedicated office space-perfect

    Kyle Neumann Houlihan Lawrence

    533 Wayne St, Bridgeport, CT 06606
  • /18

    $399,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,946 Sq Ft

    34 Buick Ave, Milford, CT 06460

    The Buick House - A Rare Piece of Milford History, Circa 1730 Step into nearly three centuries of New England history with this exceptional Antique Colonial/Salt Box, one of the oldest standing homes in Milford. Set on almost a half acre of secluded downtown land and fronted by Stubby Plain Brook, this is your chance to own a piece of Milford's history! Inside, original wide-plank floors run

    Daniel Thornberg Stacy Blake Realty LLC

    34 Buick Ave, Milford, CT 06460
  • /40

    $2,150,000

    • 5 Beds
    • 4 Baths
    • 3,645 Sq Ft

    119 Judge Ln, Bethlehem, CT 06751

    Discover a rare estate-quality property in the heart of Litchfield County, where timeless character, modern refinement, and more than 40 acres of exceptional natural beauty create an unparalleled retreat. A long private drive winds through rolling landscapes to a thoughtfully reimagined five-bedroom, three-bath residence that seamlessly blends sophisticated updates with the warmth and

    Jeff Boucher Drakeley Real Estate, Inc.

    119 Judge Ln, Bethlehem, CT 06751
  • /27

    $734,900

    • 3 Beds
    • 2.5 Baths
    • 1,956 Sq Ft

    788 Farmington Ave Unit 104, Farmington, CT 06032

    Welcome to The Pennington, a boutique 12-unit luxury condominium in the heart of Farmington's historic village, an area known for its timeless charm, natural beauty, and walkable access. Just steps from Farmington Country Club, this coveted address offers refined living in one of the town's most sought-after locations. This spacious 3-bedroom plus office condo offers over 1,950 square feet of

    Steffen Reich Coldwell Banker Realty

    788 Farmington Ave Unit 104, Farmington, CT 06032
  • /33

    $699,000

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,381 Sq Ft

    315 Booth Hill Rd, Trumbull, CT 06611

    Desirable Nichols neighborhood 4-bedroom, 2.5-bath Colonial offering comfort, space, and timeless appeal. Nestled in one of the area's most sought-after communities, this beautifully maintained home offers a warm, inviting feel from the moment you arrive. Inside, you'll find spacious, light-filled rooms and a layout designed for both everyday living and effortless entertaining. The large eat-in

    Nannette Fatigate Berkshire Hathaway NE Prop.

    315 Booth Hill Rd, Trumbull, CT 06611
  • /40

    $1,999,000

    • 3 Beds
    • 3 Baths
    • 2,078 Sq Ft

    27 Wilbur Rd, Stonington, CT 06378

    Set along a quiet private road just minutes from the historic villages of Mystic and Stonington, this exceptional waterfront property offers over two acres of privacy and natural beauty, surrounded by Quiambaug Cove. Designed for effortless single-level living, the home features three bedrooms and three full baths with spacious interiors that embrace the surrounding coastal setting. Sun-filled

    Jon Arruda William Pitt Sotheby's Int'l

    27 Wilbur Rd, Stonington, CT 06378
  • /40

    $850,000

    • 3 Beds
    • 2.5 Baths
    • 3,024 Sq Ft

    108 Thames St, Groton, CT 06340

    Welcome to this remarkable 1782 residence, completely rebuilt from the ground up with all-new framing and construction, offering approximately 3,200 square feet of refined living space. Perfectly positioned along the tranquil Thames River, the home captures sweeping water views from nearly every vantage point. Inside, you'll find generously sized bedrooms designed for both comfort and elegance,

    Joseph Malerba eXp Realty

    108 Thames St, Groton, CT 06340
  • /28

    $299,900

    • 1 Bed
    • 1 Bath
    • 1,270 Sq Ft

    461 Bank St Unit 402, New London, CT 06320

    Welcome to Harbor Towers in the heart of New London, CT. This spacious, second owner home, features an open floor plan with one bedroom plus a versatile den, ideal for guests or a home office. The full bath includes a second "guest" sink, and the sophisticated design showcases tray ceilings, granite countertops, an open living and dining area, and in-unit laundry. Harbor Towers offers exceptional

    Charene Clark Coldwell Banker Realty

    461 Bank St Unit 402, New London, CT 06320
  • /36

    $330,000

    • 2 Beds
    • 2 Baths
    • 1,157 Sq Ft

    36 Hunting Hill Ave, Middletown, CT 06457

    Step into the charm of this vintage circa 1860 bungalow cottage, thoughtfully updated for today's lifestyle. Offering 1,157 square feet, this inviting home features 2 bedrooms and 2 full bathrooms, blending historic character with modern upgrades. Recent improvements include a newer roof, updated windows, high-efficiency gas heating system with indirect hot water, and fresh interior and exterior

    Jackie Williams Sterling REALTORS

    36 Hunting Hill Ave, Middletown, CT 06457
  • /29

    $1,899,000

    Open Thu 10AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 3,338 Sq Ft

    23 Old Dam Rd, Fairfield, CT 06824

    Wonderful waterfront oasis offers direct access to Long Island Sound via a private dock and includes deeded Fairfield beach access. The home features a bright, open floor plan, creating an inviting coastal atmosphere. The primary bedroom boasts a sitting room, a walk-in closet, and a balcony overlooking the waterfront, providing stunning views of LI Sound & Pine Creek. The property promises

    Katie O'Grady Compass Connecticut, LLC

    23 Old Dam Rd, Fairfield, CT 06824
  • /38

    $1,495,000

    $240K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 6,395 Sq Ft

    99 Carriage Ln, Roxbury, CT 06783

    Looking to escape the hectic pace of city life? Welcome to this peaceful, beautifully renovated 4-bedroom home, originally built in 2005, offering the perfect blend of comfort and tranquility. Featuring 2.5 baths and a spacious open-concept living and dining area, this home is ideal for hosting gatherings and entertaining with ease. The modern kitchen is a dream for any home chef, complete with

    Debra Tricarico Houlihan Lawrence

    99 Carriage Ln, Roxbury, CT 06783
  • /40

    $1,299,900

    • 4 Beds
    • 4 Baths
    • 4,154 Sq Ft

    180 Green Hill Rd, Killingworth, CT 06419

    Step into this magnificent 1760 Colonial estate on 8.2 acres, featuring 4 spacious bedrooms and 4 full bathrooms, including a primary suite with fireplace, sitting room, and dressing area. Enjoy 6 working fireplaces, renovated kitchen with restored antique floors and hearth, expansive 28x13 keeping room, and generous 25x15 living room. Additional highlights include formal dining room, multiple

    James Luth HERE Realty

    180 Green Hill Rd, Killingworth, CT 06419
  • /24

    $174,900

    $25K PRICE DROP
    • Land
    • 5,227 Sq Ft
    • $1,457,500 per Acre

    624 Wynne Rd, Winsted, CT 06098

    Exceptional opportunity to build near one of Northwest Connecticut's most desirable lake communities. Just steps from beautiful Highland Lake, this water-view parcel offers the chance to create your dream home in a setting that combines lake lifestyle, natural beauty, and convenient access to some of Litchfield County's most sought-after destinations. Highland Lake is a true Connecticut gem-a

    AJ Davis Better Homes and Gardens Real Estate Executive Real Estate

    624 Wynne Rd, Winsted, CT 06098
  • /38

    $700,000

    • 4 Beds
    • 3 Baths
    • 2,866 Sq Ft

    539 Hopewell Rd, South Glastonbury, CT 06073

    Rare find!!! Authentic New England charm is preserved within this thoughtfully expanded 3,346 sq-ft (2,866 above grade) colonial-style home featuring additions and upgrades that provide modern conveniences and open spaces for today's lifestyle. Public utilities are a bonus here too! The modern jewel, a stunning 2013 addition, adds a spectacular main-level primary suite with soaring ceilings,

    Kadji Anderson Berkshire Hathaway NE Prop.

    539 Hopewell Rd, South Glastonbury, CT 06073
  • /32

    $550,000

    • 4 Beds
    • 3 Baths
    • 2,766 Sq Ft

    27 Harrison St, New Haven, CT 06515

    Location, location, location! This beautifully structured multi-family home sits in the highly desirable Westville neighborhood of New Haven, quietly positioned right next door to the local library. Built in 1890, this classic property blends historic character with solid bones, offering a fantastic opportunity for its next owner. Currently configured with a c/o for two units, the home has

    Natalie Zoef Vanguard Private Client Grp

    27 Harrison St, New Haven, CT 06515
  • /28

    $295,000

    $30K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    548 Park Ave, Torrington, CT 06790

    Classic Colonial offering comfort, convenience, open floor plan and 3 bedrooms. Bright white vinyl siding creates timeless curb appeal, while the spacious level backyard is fully fenced for privacy and features a deck just off the dining area - perfect for entertaining, outdoor dining, or relaxing evenings at home. The entire interior has been freshly painted in Totten's Inlet, a soft and

    Lisa Bredice Coldwell Banker Realty

    548 Park Ave, Torrington, CT 06790
  • /40

    $3,250,000

    Open Sat 1:30PM - 3:30PM
    • 4 Beds
    • 5.5 Baths
    • 5,686 Sq Ft

    21 Grove Ave, Groton, CT 06340

    First time being offered is 21 Grove, an exquisite property located on the bank of the Mystic River, a convenient walk into town. This only 18 years young home is designed to assimilate within its historic neighbors yet is elevated with the superior craftsmanship and modern updates. You'll find a well-conceived floor plan that invites both intimate family living and grand-scale entertaining.

    Heather Gianacoplos Compass Connecticut, LLC

    21 Grove Ave, Groton, CT 06340
  • /40

    $475,000

    • 2 Beds
    • 1.5 Baths
    • 1,202 Sq Ft

    206 Sunrise Hill Rd Unit 206, Norwalk, CT 06851

    Townhouse Living offers Comfort, Convenience & Community! Located in a beautifully maintained, pet-friendly complex, this charming 3 story townhouse offers an effortless lifestyle with exceptional amenities. Enjoy an in-ground pool, tennis/pickleball courts, playground & scenic walking paths throughout peaceful wooded grounds. HOA covers landscaping, snow removal, and trash/recycling for easy,

    Georgina Fryer Coldwell Banker Realty

    206 Sunrise Hill Rd Unit 206, Norwalk, CT 06851
  • /37

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,264 Sq Ft

    446-448 Salmon Kill Rd, Salisbury, CT 06039

    A Versatile Country Compound Just Minutes from Salisbury Village. Located on a picturesque country road just four miles from the Salisbury village center, this multi-structure compound presents a rare opportunity to live, work, and generate passive income. With close proximity to area private schools and the Historic Lime Rock Park, the property offers exceptional potential for long-term leasing

    Mimi Harson William Pitt Sotheby's Int'l

    446-448 Salmon Kill Rd, Salisbury, CT 06039
  • /40

    $1,895,000

    • 4 Beds
    • 2.5 Baths
    • 3,688 Sq Ft

    39 Gled Hill St, Mystic, CT 06355

    Perched high above the shoreline with breathtaking panoramic views of Fishers Island Sound and Long Island Sound, this exceptional custom-built 4-bedroom, 2.5-bath residence offers over 3,400 square feet of beautifully renovated coastal living on 0.88 manicured acres in one of Mystic's most desirable waterfront settings. Designed to capture magnificent sunsets and ever-changing water views, this

    Judi Caracausa William Pitt Sotheby's Int'l

    39 Gled Hill St, Mystic, CT 06355
  • /20

    $995,000

    • 15 Beds
    • 4,570 Sq Ft

    357 Norman St, Bridgeport, CT 06605

    Excellent Investment Opportunity! This historic and well-maintained apartment building offers an exceptional chance to expand your portfolio with a strong performing asset. Spanning approximately 4,570 sqft., the property features 15 residential units plus an on-site office, ideal for property management convenience. This building offers a varied floor plan of efficient studio units, appealing to

    Catherine Aaron Berkshire Hathaway NE Prop.

    357 Norman St, Bridgeport, CT 06605
  • /21

    $245,900

    • 1 Bed
    • 1.5 Baths
    • 1,248 Sq Ft

    1460 Elm St Unit 421, Stratford, CT 06615

    Welcome to your beachfront condo!! This stunning Waterfront Condo in Tide Harbor is located in the beautiful Historic District of Stratford. Boasting 1 bed, 1 office, 1.5 bath condo, this unit provides breathtaking water views from almost every angle. Located on the 4th floor (end unit), Unit 421 offers modern coastal living with an open-concept layout, abundant natural light, and a private

    Brendan Carey Preston Gray Real Estate

    1460 Elm St Unit 421, Stratford, CT 06615
  • /37

    $299,900

    • 2 Beds
    • 1.5 Baths
    • 1,188 Sq Ft

    300 Meadowside Rd Unit 212, Milford, CT 06460

    WELCOME TO THIS SPACIOUS AND WELL-MAINTAINED CONDOMINIUM FEATURING A BRIGHT OPEN-CONCEPT LIVING AND DINING AREA THAT OPENS TO A PRIVATE BALCONY, PERFECT FOR RELAXING OR ENTERTAINING. THE PRIMARY BEDROOM OFFERS ITS OWN PRIVATE BATHROOM AND A LARGE WALK-IN CLOSET, WHILE THE LIGHT-FILLED FLOOR PLAN PROVIDES COMFORTABLE EVERYDAY LIVING. ADDITIONAL FEATURES INCLUDE ELEVATOR ACCESS, COMMON LAUNDRY

    Charles Scott Tri-State Realty

    300 Meadowside Rd Unit 212, Milford, CT 06460
  • /40

    $339,000

    • 2 Beds
    • 1 Bath
    • 1,825 Sq Ft

    692 Kent Rd, Gaylordsville, CT 06755

    Charming and nicely maintained antique home featuring numerous recent upgrades, including a new roof, oven/range, dishwasher, clothes dryer and hot water heater. Rich in authenticity, this 1802 residence showcases distinctive architectural details, wide-plank hardwood floors throughout, and fireplace that enhance its historic character. Step outside to a serene and private backyard oasis,

    Deborah Snopkowski Coldwell Banker Realty

    692 Kent Rd, Gaylordsville, CT 06755
  • /32

    $199,999

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 895 Sq Ft

    1323 Harbor View Dr Unit 1323, Rocky Hill, CT 06067

    LOCATION, LOCATION, LOCATION! Welcome to Desirable Ferry Landing condo complex a Secured building with Elevator which will bring you to the 3rd floor of this Fabulous Open Concept Sun Drenched condo that has been recently Renovated with Newer Vinyl Flooring, Gas Heat and C/A. Spacious 2 bedroom, 2 Full baths, updated Kitchen, Open Concept combination Dining/Living room with sliders to private

    Kathy Dell'Aquila Coldwell Banker Realty

    1323 Harbor View Dr Unit 1323, Rocky Hill, CT 06067
  • /3

    $369,000

    Coming Soon
    • 4 Beds
    • 2 Baths
    • 1,941 Sq Ft

    101 Union St, Vernon Rockville, CT 06066

    Welcome to the historic Holt-Noble House, a spacious 4-bedroom, 2-bath Victorian brimming with character and charm. The large living room features beautiful pine floors, high ceilings, and elegant crown molding. The kitchen boasts a vaulted ceiling and sliding doors leading to a 15' x 15' covered deck, perfect for entertaining or relaxing outdoors. Offering flexibility for today's lifestyle, the

    Fernando Roldan The Property Shop CT

    101 Union St, Vernon Rockville, CT 06066

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