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Homes for Sale near The Country School

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  • /40

    $770,000

    • 4 Beds
    • 2.5 Baths
    • 2,989 Sq Ft

    37 Sheffield Ln, Madison, CT 06443

    Welcome home! This lovingly maintained 4-bedroom colonial is Located at the end of a beautiful cul-de-sac neighborhood only 15 minutes to the quaint Madison downtown and its beaches. Plenty of room for everyone including the family dog in this 2377 square foot home with finished walkout basement and invisible fence. Hardwood floors throughout with a lovely woodburning woodstove in the family

    Jane Cardarelli William Raveis Real Estate

    37 Sheffield Ln, Madison, CT 06443
  • /7

    $40,000

    • 776 Sq Ft

    379 Whitfield St, Guilford, CT 06437

    Waterfront - Guilford. Set Sail in Style and experience the charm of Guilford Yacht Club, a premier marina in one of Connecticut's most picturesque coastal towns. This 46-foot slip offers ample space and immediate access to Long Island Sound, ensuring effortless adventures on the water. Guilford is rich in history and natural beauty, making it an ideal destination for boaters. At the Guilford

    Linda Coyle William Raveis Real Estate

    379 Whitfield St, Guilford, CT 06437
  • /37

    $630,000

    • 4 Beds
    • 5 Baths
    • 4,415 Sq Ft

    206 Peddlers Rd, Guilford, CT 06437

    Bring your vision to this expansive 4-bedroom, 5-bath Cape-style home, offering generous square footage, flexible living space, and endless potential for updates. With a thoughtful layout and timeless character, this property can easily accommodate a variety of needs and lifestyles. The exterior features a distinctive blend of brick, stone, and wood, giving the home classic curb appeal. Inside,

    Douglas Ledewitz Pulse Realty LLC

    206 Peddlers Rd, Guilford, CT 06437
  • /29

    $250,000

    • 1 Bed
    • 1 Bath
    • 863 Sq Ft

    28 Brantwood Dr, Madison, CT 06443

    Charming 1-Bedroom Condo with Spacious Layout in Prime Madison Location! Welcome to this beautifully designed 1-bedroom, 1-bath condo offering a thoughtfully laid-out living space with an open and airy feel. Step into a bright and expansive living room, perfect for entertaining or relaxing, with plenty of space for both lounging and dining. The kitchen features a functional layout with generous

    Jules Gaughran - Etes William Pitt Sotheby's Int'l

    28 Brantwood Dr, Madison, CT 06443
  • /40

    $2,800,000

    • 5 Beds
    • 3.5 Baths
    • 5,327 Sq Ft

    128 Chestnut Hill Rd, Killingworth, CT 06419

    Modern Craftsman Countryside Retreat boasting 5 bedrooms, 3.5 bathrooms, an indoor and an outdoor pool, and barn. Discover your private estate in this stunning home; beautifully set on a vast twenty-seven acres in the peaceful countryside. This recently built residence offers pastoral views and a seamless blend of rustic charm and luxurious living; designed for both relaxation and entertaining.

    Scott Penna William Raveis Real Estate

    128 Chestnut Hill Rd, Killingworth, CT 06419
  • /27

    $549,000

    • 4 Beds
    • 2.5 Baths
    • 2,192 Sq Ft

    1281 Durham Rd, Madison, CT 06443

    CHARMING LARGE MADISON MOTHER /DAUGHTER 2 BEDROOMS LARGE MODERN CHEFS KITCHEN LIVING ROOM WITH FIREPLACE LARGE BATH LAUNDRY AND BONUSROOM EXTENDING THE WIDTH OF THE HOUSE UPSTAIRS ALL NEW A LARGE LIVING ROOM KITCHEN BATH 2 BEDROOMS AND A PRIVATE ENCLOSED BALCONY OVERLOOKING THE BEAUTIFUL JUST SHY 1/2 ACRE PRIVATE YARD. AND GARAGE. A MUST SEE A TRUE FAMILY HOME !!!

    Dan Rocano Exit Realty Everyday

    1281 Durham Rd, Madison, CT 06443
  • /40

    $1,495,000

    • 5 Beds
    • 3.5 Baths
    • 2,647 Sq Ft

    20 Cherry Ln, Madison, CT 06443

    The best of all worlds awaits in this year-round 5-bedroom, 3-bath home located on a private, quiet road across from the third hole of the Madison Country Club. Walk downtown or stroll to the beach to enjoy sandy shores and breathtaking sunsets. Perfect for entertaining, the layout features a bright living room that opens to the dining area. The galley-style kitchen, thoughtfully designed by

    Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

    20 Cherry Ln, Madison, CT 06443
  • /31

    $658,000

    • 2 Beds
    • 2.5 Baths
    • 1,668 Sq Ft

    94 Boston Post Rd, Madison, CT 06443

    UNIQUE CONTEMPORARY HOME SURROUNDED BY NATURE. CONVENIENTLY LOCATED IN SMALL ENCLAVE OF THREE HOMES, SET BACK OFF THE BOSTON POST ROAD. COMPLETELY RENOVATED IN 2013-2015. NEW ROOF, KITCHEN, BATHS, FLOORING, HEATING, A/C, WINDOWS, STAIRCASE, LIGHTING,ELECTRICAL , TONGUE AND GROOVE PINE VAULTED CEILING, AND MORE. LIKE WALKING IN ARCHITECTAUL DIGEST MAGAIZINE! FIRST FLOOR MASTERBEDROOM WITH GORGEOUS

    Camille Ackermann Berkshire Hathaway NE Prop.

    94 Boston Post Rd, Madison, CT 06443
  • /40

    $2,950,000

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

    66 High St Unit 17, Guilford, CT 06437

    Welcome to a truly exceptional living experience at The Residences at 66 High Street! This stunning three-bedroom, two-and-a-half-bathroom condo presents a rare opportunity for those seeking luxury and convenience in one of Guilford's most desirable locations. Spanning an impressive 3,148 square feet, this custom single-level home offers elegant design and modern amenities, ensuring comfort and

    Barbara Goetsch William Pitt Sotheby's Int'l

    66 High St Unit 17, Guilford, CT 06437
  • /23

    $440,000

    • 1 Bed
    • 1.5 Baths
    • 1,712 Sq Ft

    80 Seaview Terrace Unit 12, Guilford, CT 06437

    Step into coastal sophistication with this three-story townhouse, gracefully positioned in the Seaview Terrace Community of Guilford. The grandeur of the home is immediately apparent upon entry, where a soaring foyer with a convenient coat closet welcomes you into a space where expansiveness meets comfort. The staircase leads to the main living area, where an open-concept design facilitates

    Jules Gaughran - Etes William Pitt Sotheby's Int'l

    80 Seaview Terrace Unit 12, Guilford, CT 06437
  • /15

    $173,500

    • Land
    • 1.55 Acres
    • $111,935 per Acre

    728 Durham Rd, Madison, CT 06443

    Imagine building your dream home on this picturesque 1.55-acre lot in Madison, Connecticut, offering seasonal views of the serene Hog Pond. Throughout the year, enjoy the changing scenery and abundant wildlife, with opportunities for ice skating and hockey on the pond during winter months. The property includes a recent survey with topographical details and a septic design, pending only perc

    Gene Pica RE/MAX Alliance

    728 Durham Rd, Madison, CT 06443
  • /40

    $1,050,000

    • 3 Beds
    • 2.5 Baths
    • 2,558 Sq Ft

    659 Summer Hill Rd, Madison, CT 06443

    The 1779 Curtis Dudley center chimney cape w/extensive expansion & renovation is 2558 Sf of inviting & elegant spaces. Yesterday's charm & all the conveniences of today (new roof, central air conditioning, etc.) With wide plank Chestnut floors and 3 fireplaces in the first floor Living Room, Dining Room & Keeping Room the vintage house charm is so inviting! The Keeping Room has a wall of French

    Leigh Whiteman William Raveis Real Estate

    659 Summer Hill Rd, Madison, CT 06443
  • /40

    $3,250,000

    • 3 Beds
    • 2.5 Baths
    • 2,571 Sq Ft

    66 High St Unit 40, Guilford, CT 06437

    Experience Elevated Living at The Residences at 66 High Street. Step into a lifestyle of sophistication and comfort-where luxury amenities meet cosmopolitan charm. This expansive third-floor residence in the Leete Building is one of the largest in the community and offers breathtaking, unobstructed views of the West River, Long Island Sound, and Faulkner's Island. Thoughtfully designed with 3

    Nicole White William Raveis Real Estate

    66 High St Unit 40, Guilford, CT 06437
  • /40

    $725,000 Open Wed 5PM - 6:30PM

    • 3 Beds
    • 2.5 Baths
    • 3,592 Sq Ft

    93 Christopher Ln, Guilford, CT 06437

    93 Christopher Lane sits on a Cul-de-Sac, Tucked away offering a private escape in the heart of Guilford. This beautifully maintained colonial features approx. 3,500 sq ft of living space on a scenic 1.5-acre lot, surrounded by mature trees & nature. Step inside to a 2-story foyer, complete w/ a convenient coat closet to keep outdoor clutter at bay & a half bath. The home boasts a bright,

    Lauren Freedman Coldwell Banker Realty

    93 Christopher Ln, Guilford, CT 06437
  • /31

    $525,000

    • 1 Bed
    • 2.5 Baths
    • 1,569 Sq Ft

    22 Centre Village Dr, Madison, CT 06443

    Welcome to 22 Centre Village Drive, Madison! From the moment you step inside, you'll be captivated by the light-filled, open-concept layout featuring soaring ceilings, oversized windows, and nine skylights with remote-controlled blinds. The spacious living room, centered around a cozy gas fireplace, seamlessly connects to a formal dining area and a dramatic two-story, three-season sunroom-perfect

    Emily White William Raveis Real Estate

    22 Centre Village Dr, Madison, CT 06443
  • /19

    $719,000

    • 4 Beds
    • 2.5 Baths
    • 3,227 Sq Ft

    310 Weatherly Trail, Guilford, CT 06437

    This modern home on a spacious 1.5 acre lot in a peaceful cul-de-sac subdivision features three levels of living space with open floor plan, hardwood floors, cathedral ceilings and walls of glass for normal light. The remodeled kitchen has cherry cabinets granite countertops, custom built-ins, and top-of-the line S.S. appliances. Additional features include cozy living room with new gas

    Mim Beardsley Houlihan Lawrence WD

    310 Weatherly Trail, Guilford, CT 06437
  • /40

    $800,000

    • 4 Beds
    • 4 Baths
    • 2,492 Sq Ft

    97 Green Hill Rd, Madison, CT 06443

    This updated legal two-family Colonial on a 3/4-acre lot presents an exceptional investment opportunity, with a solid cap rate of 7.9%. Situated in a highly desirable neighborhood surrounded by expensive single-family homes, this multi-family asset stands out as a solid addition to any portfolio. Both units have been renovated including mechanicals, electrical, and plumbing helps to ensure low

    Peter Lucchese Sound Harbor Realty LLC

    97 Green Hill Rd, Madison, CT 06443
  • /34

    $625,000

    • 2 Beds
    • 2.5 Baths
    • 1,816 Sq Ft

    67 Boston Post Rd Unit 8, Madison, CT 06443

    Welcome to this elegant 2-bedroom townhouse-style condominium located in the nearly new East River Farms community. This development offers a classic New England aesthetic, complete with a picturesque stone wall & professionally landscaped grounds. Step inside to find a beautifully designed open floor plan featuring pristine hardwood floors, soaring 9-foot ceilings with triple crown moldings, & a

    Dana Weinstein Coldwell Banker Realty

    67 Boston Post Rd Unit 8, Madison, CT 06443
  • /38

    $340,000

    • 4 Beds
    • 1 Bath
    • 1,756 Sq Ft

    30 Chestnut Hill Rd, Killingworth, CT 06419

    ** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of

    Nutan Pawar DreamHomes Realty LLC

    30 Chestnut Hill Rd, Killingworth, CT 06419
  • /25

    $425,000

    • 2 Beds
    • 1 Bath
    • 1,008 Sq Ft

    72 Prospect Hill Rd, Guilford, CT 06437

    72 Prospect Hill Rd is in a lovely setting - conveniently located with a peaceful ambiance. The curb appeal is excellent and the house will grab your attention. Stone wall, level flat lot, nice size deck in the back. This location is fantastic, close to shopping, golf course and I-95. The 2 bedroom home offers one floor living with washer and dryer on main floor. The kitchen and bathroom have

    Tim Galvin William Raveis Real Estate

    72 Prospect Hill Rd, Guilford, CT 06437
  • /40

    $749,000

    • 3 Beds
    • 2.5 Baths
    • 1,459 Sq Ft

    76 Neck Rd, Madison, CT 06443

    LOVERS OF ANTIQUE HOUSES REJOICE! The Augustus Peck House c.1824. Beautiful, wide board chestnut floors, multiple fireplaces, exposed beams, a first floor primary bedroom and bath, an updated country kitchen/family room, a charming living room, an office and a large (21' x15') four season sunroom make for easy first floor living. Upstairs are two bedrooms which share a full bath, a small sitting

    Margaret Muir William Pitt Sotheby's Int'l

    76 Neck Rd, Madison, CT 06443
  • /23

    $495,000

    • 2 Beds
    • 2 Baths
    • 1,256 Sq Ft

    138 White Birch Dr, Guilford, CT 06437

    Well maintained ranch offers private beach access, golfing nearby and numerous hiking opportunities. The exterior has been recently painted and there are hard wood floors throughout. The primary bedroom has vaulted ceilings, ensuite bathroom, 2 large closets and a walkout to the patio. The kitchen has updated cabinets and opens to a large dining area. The seasonal sunroom has vaulted ceilings,

    Susan Fair Fair Realty

    138 White Birch Dr, Guilford, CT 06437
  • /12

    $475,000

    • 4 Beds
    • 1 Bath
    • 1,448 Sq Ft

    872 Nut Plains Rd, Guilford, CT 06437

    Charming opportunity in prime Guilford Location! Discover the potential of this unique property situated in a highly desirable residential neighborhood, just minutes from downtown Guilford, the Green, schools, golf course, beaches, and I-95. Surrounded by newly constructed homes, this picturesque lot features mature trees, flowering bushes, and even a small pond-offering a serene, nature-rich

    Tim Galvin William Raveis Real Estate

    872 Nut Plains Rd, Guilford, CT 06437
  • /40

    $1,499,900

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

    180 Green Hill Rd, Killingworth, CT 06419

    Step into timeless elegance at this magnificent 1760 Colonial estate, beautifully restored to blend historic charm with modern comfort. Nestled on 8.2 acres of picturesque land, this 4,300 sq. ft. home features four spacious bedrooms and four full bathrooms, including a stunning primary suite with a fireplace, sitting room, and dressing area. Enjoy the warmth of six working fireplaces, a newly

    James Luth HERE Realty

    180 Green Hill Rd, Killingworth, CT 06419
  • /40

    $1,950,000

    • 5 Beds
    • 9 Baths
    • 5,414 Sq Ft

    173 Highwoods Dr, Guilford, CT 06437

    A MAGNIFICENT REVIVAL & TIMELESS BLEND OF SOMETHING OLD & SOMETHING NEW. One of the finest restorations in New England, the Pitkin mansion is a true historical treasure. Carefully dismantled & moved to its current site in 1955, the property is nestled within nearly 4 acres of mature trees, manicured lawns, & magical gardens. This classic revival will be celebrated by the most discerning antique

    Kiara Rusconi William Raveis Real Estate

    173 Highwoods Dr, Guilford, CT 06437
  • /35

    $369,900

    • 2 Beds
    • 2 Baths
    • 1,459 Sq Ft

    16 Copper Hill Dr, Guilford, CT 06437

    Move right in to your own free-standing Cape Cod style condo without even picking up a paint brush. This home has been completely remodeled from top to bottom with high-end flooring, bathroom fixtures, appliances, kitchen cabinets and countertops, bathrooms, exterior and interior doors and more. It is located on a cul-de-sac of three homes in Copper Hill Village and is only a short distance from

    Doris Fallon William Raveis Real Estate

    16 Copper Hill Dr, Guilford, CT 06437
  • /38

    $449,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    46 Sperry Dr, Guilford, CT 06437

    Beautifully Renovated 3-Bedroom Home in Guilford, CT - Move-In Ready! Welcome to this stunning, fully renovated single-family home located in the desirable shoreline town of Guilford. Boasting 2 spacious bedrooms, 1 full bathroom, and an additional room that can be used as your home office or a 3rd BR. This charming property has been completely updated in 2025 with modern finishes and

    Christopher Wihbey Dave Jones Realty, LLC

    46 Sperry Dr, Guilford, CT 06437
  • /40

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 2,538 Sq Ft

    908 Boston Post Rd, Madison, CT 06443

    THE GENERAL'S RESIDENCES at Fence Creek, the perfect & rare combination of location, luxury & comfort in the heart of charming small town Madison w/ it's nationally recognized independent R J Julia Booksellers, 2 screens Madison Arts Cinema, specialty shops & numerous fine dining establishments. There is a glorious & sandy Town Beach for residents only literally just a walk down the street w/ not

    Todd Gould William Pitt Sotheby's Int'l

    908 Boston Post Rd, Madison, CT 06443
  • /33

    $995,000

    • 4 Beds
    • 3.5 Baths
    • 3,900 Sq Ft

    15 Briarwood Dr, Guilford, CT 06437

    Located on a quiet, no-through street, in a Guilford desirable neighborhood, this home offers the perfect blend of convenience, and vacation-inspired lifestyle-just 5 miles from the beach, marinas, eateries, golfing, shopping, I95, and more. Ideal for year-round living or a weekend retreat. Inside, the home has been extensively upgraded including mechanical systems, new septic system, central

    Melanie Taylor Berkshire Hathaway NE Prop.

    15 Briarwood Dr, Guilford, CT 06437
  • /21

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,125 Sq Ft

    24 Echo Point Rd, Guilford, CT 06437

    This waterfront home offers beautiful lake views, stunning stone work and terraces throughout the property. It has 3 bedrooms and two and half baths with a 2 car garage. There is a fire pit with built in stone seating overlooking the water with a private dock. The large deck off the garage is another spectacular area with sweeping views of the water. The living room offers a wall of windows with

    Susan Fair Fair Realty

    24 Echo Point Rd, Guilford, CT 06437
  • /40

    $1,975,000

    • 5 Beds
    • 6 Baths
    • 5,795 Sq Ft

    584 Boston Post Rd, Madison, CT 06443

    Elegant European-Style home in the Heart of Madison. A perfect blend of luxury, privacy, and convenience in this remarkable 4,700+ sq ft home, ideally located just steps from the Madison Town Green, downtown shops, and stunning beaches. This five-bedroom home offers a host of exceptional features. Step through the front door into a dramatic two-story great room with an open floor plan, bathed in

    Kate Jasko Coldwell Banker Realty

    584 Boston Post Rd, Madison, CT 06443
  • /40

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,624 Sq Ft

    259 Weatherly Trail, Guilford, CT 06437

    Set on a peaceful and private 1.36-acre lot, this Contemporary Colonial home offers comfort, style, and a connection to nature. As you enter, you'll notice the home's open layout and soaring vaulted ceilings that create a bright and airy feel. The spacious living room includes beautiful hardwood floors, a pellet stove for cozy winter nights, and sliding doors that lead to a wraparound deck -

    Daniel Lussier eXp Realty

    259 Weatherly Trail, Guilford, CT 06437
  • /40

    $2,900,000

    • 5 Beds
    • 4 Baths
    • 3,397 Sq Ft

    25 Seaview Ave, Madison, CT 06443

    Stunning, custom architecturally designed home in the desirable Seaview Beach area. Situated on the high point of Seaview Ave on a corner lot, with deeded access rights to Long Island Sound & sandy beach by a dedicated waterway with cabana. This home was entirely rebuilt in 2010 and boasts numerous amenities, including custom woodworking, built-ins and cabinetry throughout, automated skylights,

    Alison Gould Gould Group LLC

    25 Seaview Ave, Madison, CT 06443
  • /17

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,419 Sq Ft

    75 Fairview Dr, Madison, CT 06443

    3 bedrooms 2 bathroom ranch home with 2 car garage. One floor living. House was renovated in 2024. Brand new appliances. Located on a private road. Close to the Madison center and yet private. Close distance to the Bauer Park. Enjoy community garden and beautiful views. Exceptional schools. Nice Neighborhood.

    Derek Eisenberg Continental Real Estate

    75 Fairview Dr, Madison, CT 06443
  • /28

    $1,950,000

    • 4 Beds
    • 3 Baths
    • 2,864 Sq Ft

    917 Boston Post Rd, Madison, CT 06443

    This iconic property offers a rare opportunity to own a piece of Madison's history. This meticulously restored colonial offers the perfect blend of historic charm and modern luxury. Just a short walk from the library, Bar Bouchee, and the beach, this home provides an unparalleled lifestyle in one of the area's most coveted locations. With keen attention to detail, every aspect of this home has

    Meig Walz Newcomb Coldwell Banker Realty

    917 Boston Post Rd, Madison, CT 06443
  • /15

    $145,000

    • Land
    • 0.93 Acre
    • $155,914 per Acre

    14 Blaine Ave, Clinton, CT 06413

    This lot is .93 acres. Great opportunity to built a new home or renovate the current mobile home. Currently, there is a mobile home on the property that can be renovated or removed. There is a well and septic already on the property. This is being sold as is.

    Sandra Ciarleglio William Raveis Real Estate

    14 Blaine Ave, Clinton, CT 06413
  • /14

    $145,000

    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft

    14 Blaine Ave, Clinton, CT 06413

    Looking for privacy and quite living. This property is just shy of an acre with a 1128 square foot mobile home. There are also outbuidings on the property. No assocation. Shared driveway. Carpenters project or build yourself a new home. This property is being sold as is. Please note that there are cameras on the property. This property is also listed as a lot. MLS #24081888

    Sandra Ciarleglio William Raveis Real Estate

    14 Blaine Ave, Clinton, CT 06413
  • /40

    $2,150,000

    • 4 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    412 Tanner Marsh Rd, Guilford, CT 06437

    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

    Diane Dupont William Pitt Sotheby's Int'l

    412 Tanner Marsh Rd, Guilford, CT 06437
  • /24

    $624,900

    • 2 Beds
    • 2 Baths
    • 2,645 Sq Ft

    0 Long Hill Farm Unit 20, Guilford, CT 06437

    It's almost pool time! and this expansive condo has its own private heated pool all it itself! Why bother fighting traffic, crowds and hassles when all you have to do is walk out the sliders. Nestled in the serene countryside of Guilford, Connecticut, 20 Long Hill Farm Road offers a tranquil retreat with a perfect blend of luxury and privacy. This stunning property boasts a beautifully designed

    Lori Vogel William Raveis Real Estate

    0 Long Hill Farm Unit 20, Guilford, CT 06437
  • /32

    $510,000

    • 2 Beds
    • 2.5 Baths
    • 1,280 Sq Ft

    123 Legend Hill Rd Unit 123, Madison, CT 06443

    Welcome to Legend Hill, where the sunsets from this 2-bedroom 2.5 bath condominium are unsurpassed! You will be in the town of Madison with its private beaches, quaint boutiques, and summer farmers markets on the town green. What a great place to call home! This recently renovated condo has crown molding, engineered hardwood floors, and a gas fireplace, adding warmth and ambiance on those chilly

    Scott Penna William Raveis Real Estate

    123 Legend Hill Rd Unit 123, Madison, CT 06443

Showing Results 41 - 80, Page 2 of 3

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