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Fairfield County CT Homes for Sale with AC

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  • /9

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 2,240 Sq Ft

    2 Coburn Road W, She Coburn Rd W, Sherman, NY 06784

    Discover the rare opportunity to build your custom modern ranch in the tranquil countryside of Sherman, Connecticut, just minutes from the New York line. Nestled on a private, wooded 1.02-acre lot in the exclusive Timber Trails area, this to-be-built contemporary home blends sleek design with serene living. Built by renowned SHERMAN BUILDING DESIGNS, every element will reflect the latest in

    Chelsea Stinson Stinson Coldwell Banker Realty

    2 Coburn Road W, She Coburn Rd W, Sherman, NY 06784
  • /34

    $3,895,000

    • 7 Beds
    • 8 Baths
    • 9,267 Sq Ft

    43 Sterling Rd, Greenwich, CT 06831

    Opportunity to acquire an exceptional 6.5 acre Greenwich country compound set amongst very high-end homes in a private, gated association. There are stunning vistas & a bucolic setting w/manicured & mature plantings plus expansive lawns for horses. Amenities include pool & spa, pool house, tennis & basketball courts, spaces for vegetable & flower gardens, carriage house or art studio & office.

    Barbara Wells Houlihan Lawrence

    43 Sterling Rd, Greenwich, CT 06831
  • /38

    $1,395,000

    • 8 Beds
    • 8.5 Baths
    • 5,530 Sq Ft

    75 Coolidge Ave, Stamford, CT 06906

    Don't miss this fabulous two-family home, where each unit lives like a 4-5 bedroom single-family house. Newly re-built in 2023, this 5530 sq ft home has so much to offer, with enough room for the whole family. Four to five bedrooms and 4 full bathrooms in each unit plus a large finished walk-up third floor in each unit and a full finished basement in unit 2, both can be used as an office, play

    Stefanie Lacoff Berkshire Hathaway NE Prop.

    75 Coolidge Ave, Stamford, CT 06906
  • /36

    $1,589,000

    • 4 Beds
    • 5 Baths
    • 3,224 Sq Ft

    419 Valley Rd, Fairfield, CT 06825

    Back on market with enhancements including custom entryway storage/cubby area! Luxurious, like new construction home located in the desirable Stratfield Village neighborhood of Fairfield. Total interior renovation, including full second floor and additional two car garage was finished in 2025. This gorgeous property sits on 1.3 acres and features a modern, open-concept kitchen, four spacious

    Danielle Baleeiro Realty ONE Group Connect

    419 Valley Rd, Fairfield, CT 06825
  • /40

    $1,099,000

    • 4 Beds
    • 2.5 Baths
    • 2,396 Sq Ft

    201 W Norwalk Rd, Norwalk, CT 06850

    Stunning Custom, Newly Remodeled 4 Bedroom, 2.5 Bath colonial home in West Norwalk. This home offers all of today's sought after amenities and details. Front entrance invites you into the open floor plan to the Family Room, Living Room, Kitchen and Dining Room. Living room has brick Fireplace. Dining Room has Sliders to the spacious Deck overlooking private Backyard. Fully equipped dream Kitchen

    Irene Cheung BHGRE Shore & Country

    201 W Norwalk Rd, Norwalk, CT 06850
  • /37

    $1,399,000

    • 5 Beds
    • 6 Baths
    • 5,630 Sq Ft

    70 Obtuse Hill Rd, Brookfield, CT 06804

    Welcome to Arundel, a one-of-a-kind estate envisioned by playwright Joseph Hayes, whose passion for medieval theatre inspired its dramatic architecture and timeless design. Nestled on nearly 6 pristine acres, this enchanting retreat features sweeping lawns, shimmering ponds with fountains, private putting green, a charming guest cottage, and a six-car garage. Inside the main residence, luxury

    Kellie Martone William Pitt Sotheby's Int'l

    70 Obtuse Hill Rd, Brookfield, CT 06804
  • /25

    $5,500,000

    • 6 Beds
    • 3.5 Baths
    • 4,416 Sq Ft

    62 Codfish Hill Rd, Bethel, CT 06801

    Subdivision Potential! One of the Largest Land Parcels in Bethel - Over 61 Acres! A rare opportunity for investors, developers, and visionaries to own more than 61 acres in the highly sought-after Codfish Hill area. This former farmland, once a thriving homestead, offers a unique combination of development potential and the charm of an existing colonial farmhouse with multiple outbuildings. The

    Rich Lechthaler Great Estates, CT

    62 Codfish Hill Rd, Bethel, CT 06801
  • /39

    $1,149,000

    • 4 Beds
    • 4 Baths
    • 4,420 Sq Ft

    15 Mountain View Dr, Weston, CT 06883

    Reminiscent of an European Estate this 4420 square-foot home features, four bedrooms, two full bathrooms and two half bathrooms on an open acre of land. It's extensive outdoor patio and entertainment areas wrap around the rear of the property, a cobblestone lined driveway, and specimen landscaping are all situated on a cul-de-sac in an easy to get to everything location. The gourmet kitchen

    Peter Hastings Hastings Real Estate

    15 Mountain View Dr, Weston, CT 06883
  • /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
  • /37

    $615,000

    • 2 Beds
    • 2.5 Baths
    • 1,904 Sq Ft

    19 Prospect Ridge Unit 14, Ridgefield, CT 06877

    Move right into this sun-filled and spacious 2BR/2.5BA townhome perfectly located in the heart of Ridgefield! With a fabulous and functional floor plan, this home offers an eat-in kitchen and dining room, plus a living room and family room-each with its own cozy fireplace. Gleaming hardwood floors flow throughout the main level, creating a warm and timeless feel. Upstairs, you'll find two

    Tim Dent Coldwell Banker Realty

    19 Prospect Ridge Unit 14, Ridgefield, CT 06877
  • /27

    $2,750,000

    • 5 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    44 Benedict Hill Rd, New Canaan, CT 06840

    Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering

    John-Michael Rachinsky-Wood Harbor Bridge Realty

    44 Benedict Hill Rd, New Canaan, CT 06840
  • /40

    $2,699,000

    • 3 Beds
    • 3.5 Baths
    • 4,643 Sq Ft

    5060 Main St, Stratford, CT 06614

    Welcome to this stunning waterfront retreat on the scenic Housatonic River, offering panoramic views, luxury, and comfort. Perfect for relaxing or entertaining, this home features 3 spacious bedrooms, 3.5 baths, and a finish able bonus room above the 2-car garage-ideal for a guest suite or office. Elevator to all three levels provides added convenience. A stone wall and gated entry lead to a

    Karen Cross William Raveis Real Estate

    5060 Main St, Stratford, CT 06614
  • /34

    $2,895,000

    • 4 Beds
    • 4 Baths
    • 3,132 Sq Ft

    64 Ocean Dr E, Stamford, CT 06902

    Shippan waterfront living at its finest. Situated directly on the Long Island Sound, this 4+ bedroom, 4-bath residence offers 75 feet of sweeping, unobstructed frontage-placing the shoreline quite literally at your doorstep. At low tide, a private sandy stretch emerges, creating a beachfront setting ideal for launching kayaks, paddle boards, or mooring a boat. Inside, light-filled interiors flow

    Ryan Dichter Compass Connecticut, LLC

    64 Ocean Dr E, Stamford, CT 06902
  • /39

    $4,400,000

    • 4 Beds
    • 4.5 Baths
    • 4,927 Sq Ft

    565 Oenoke Ridge, New Canaan, CT 06840

    Experience Architectural History: The Celebrated Celanese House. This is your chance to own a true masterpiece. Designed in 1959 by visionary architect Edward Durell Stone, the Celanese House is one of New Canaan's most celebrated mid-century modern landmarks-an architectural treasure admired by design publications for decades. Stone's signature elements remain unmistakable: the striking lattice

    Inger Stringfellow William Pitt Sotheby's Int'l

    565 Oenoke Ridge, New Canaan, CT 06840
  • /30

    $8,750,000

    • 5 Beds
    • 8 Baths
    • 9,619 Sq Ft

    10 Birch Ln, Greenwich, CT 06830

    Impeccably constructed colonial in Greenwich's Golden Triangle on 1.35 acres with pool bordered by a scenic pond. A double-height foyer leads to the formal living room and library, both with fireplaces. Chef's kitchen adjoins the family room with fireplace, butler's pantry, and formal dining room. French doors open to terrace with heated pool, barbecue and firepit. Mudroom and attached 4-car

    Joseph Barbieri Sotheby's International Realty

    10 Birch Ln, Greenwich, CT 06830
  • /40

    $13,995,000

    • 6 Beds
    • 8 Baths
    • 10,286 Sq Ft

    7 Parsonage Rd, Greenwich, CT 06830

    An extraordinary newly constructed residence in the heart of Greenwich, Seven Parsonage Road is a masterfully crafted white brick manor on 1.12 acres, defined by timeless elegance and modern sophistication. Spanning four expansive light filled levels served by an elevator, this six-bedroom, six full and two half-bathroom home offers over 10,200+/- square feet of meticulously designed living

    Leslie McElwreath Sotheby's International Realty

    7 Parsonage Rd, Greenwich, CT 06830
  • /40

    $1,495,000

    • 2 Beds
    • 4 Baths
    • 6,183 Sq Ft

    22 Ketcham Rd, Ridgefield, CT 06877

    The Steinman Sanctuary - once in a lifetime sale of the late, great, Jim Steinman's beloved home in Ridgefield, CT where he lived for nearly 30 years & wrote some of the most recognizable songs in music history including "I'd Do Anything for Love", "Total Eclipse of the Heart", & Celine Dion's "It's All Coming Back to Me Now". When Jim passed in April of 2021, he left behind not only his

    Laura Ancona William Pitt Sotheby's Int'l

    22 Ketcham Rd, Ridgefield, CT 06877
  • /36

    $8,500,000

    • 7 Beds
    • 10 Baths
    • 9,649 Sq Ft

    18 Tokeneke Trail, Darien, CT 06820

    This magnificent Round Meadows estate with a fantastic 9700 sf house on 5.346 acres of private property is now on the market for the first time in more than 54 years. Located in the private Tokeneke Association with protected land trust property to the East and West of it, Round Meadows is the ultimate in privacy and natural beauty. The owners had the vision to preserve, restore and ultimately

    Robin Stineman William Pitt Sotheby's Int'l

    18 Tokeneke Trail, Darien, CT 06820
  • /38

    $739,900

    • 4 Beds
    • 3.5 Baths
    • 2,268 Sq Ft

    42 Fairway Green, Fairfield, CT 06825

    Charming and Fresh-Painted Colonial with Modern Upgrades. This freshly painted colonial home boasts 4 spacious bedrooms, 3.5 baths, a brand-new HVAC system, and a wood-burning fireplace. With 2268 sq ft of living space plus a 520 sq ft finished basement, it includes a large deck, an office or in-law suite and a tall 2-car garage. Built in 1987 on a 0.24-acre lot, this home is in a

    David White OwnerEntry.com

    42 Fairway Green, Fairfield, CT 06825
  • /28

    $4,800,000

    • 4 Beds
    • 3.5 Baths
    • 3,821 Sq Ft

    636 Steamboat Rd Unit 3ABE, Greenwich, CT 06830

    LUXURY WATERFRONT LIVING IN HEART OF DOWNTOWN GREENWICH!Experience the best of luxury and convenience in this newly constructed 4-bedroom, 3.1-bath New York-style Co-op, featuring three private balconies... two balconies with breathtaking views of Greenwich Harbor extending to the open Sound.Designed for both style and function, the spectacular chef's kitchen boasts a sleek center island,

    Giselle Gibbs BHHS New England Properties

    636 Steamboat Rd Unit 3ABE, Greenwich, CT 06830
  • /40

    $2,825,000

    • 3 Beds
    • 2.5 Baths
    • 2,873 Sq Ft

    166 Rowayton Ave Unit 2, Norwalk, CT 06853

    A historic home with heart in the iconic seaside town of Rowayton, Welcome to Winthrop House. A distinguished residence commissioned by coveted developer Andy Glazer, perfectly nestled in the center of Rowayton. This exquisite home offers 2,873 sf of refined living space, reflecting a blend of historic charm on the exterior and modern elegance on the interior. This 1846 residence was meticulously

    Nancy R Dauk Compass Connecticut, LLC

    166 Rowayton Ave Unit 2, Norwalk, CT 06853
  • /40

    $1,625,000

    • 6 Beds
    • 7 Baths
    • 7,071 Sq Ft

    132 Merrimac Dr, Trumbull, CT 06611

    Welcome to this one-of-a-kind property in Trumbull, offering over 7,000 sf of living space across two separate ranch-style units-perfect for multi-generational living, extended family, or flexible use. With a total of 17 rooms, 6 bedrooms, 5 full & 2 half baths, these two residences blend spaciousness, comfort, and luxury in a breathtaking setting. Upper level has a private entrance. Each unit

    Carl Surrusco William Raveis Real Estate

    132 Merrimac Dr, Trumbull, CT 06611
  • /40

    $1,100,000

    • 5 Beds
    • 6 Baths
    • 5,189 Sq Ft

    40 Walnut St, Monroe, CT 06468

    Welcome to this magnificent custom-built raised ranch known as 40 Walnut Street located in Fairfield County in the Town of Monroe. Monroe is a beautiful community that offers a balanced blend of suburban amenities, many opportunities for recreation, scenic beauty and rural character. Whitney Farms Golf Course is a three-minute drive and features a clubhouse, pro-shop and catering facility for all

    Stephen Hodson Hodson Realty, Inc.

    40 Walnut St, Monroe, CT 06468
  • /29

    $1,465,000

    • 3 Beds
    • 2 Baths
    • 1,655 Sq Ft

    33 Halsey Dr, Old Greenwich, CT 06870

    This charming Old Greenwich home in the highly sought-after North Mianus/ Eastern school district is the perfect starter or the best condo alternative. A picturesque setting, this single-family dwelling comes w/ low property taxes, low maintenance responsibilities & costs. First floor offers comfortable living & family room spaces, a newer kitchen w/ quartz countertop & stainless steel

    Anthony Ardino William Raveis Real Estate

    33 Halsey Dr, Old Greenwich, CT 06870
  • /40

    $25,500,000

    • 9 Beds
    • 14 Baths
    • 14,266 Sq Ft

    104 Dans Hwy, New Canaan, CT 06840

    Clark House, a legacy property with extraordinary provenance, was re-imagined by design legends Delphine and Reed Krakoff, adding their imprimatur of spare modern elegance. Reminiscent of a French hunting lodge and built like a fortress from steel and concrete in 1937, the property was purchased as a country residence by copper heiress Huguette Clark, and remained unoccupied and untouched until a

    Leslie Razook William Pitt Sotheby's Int'l

    104 Dans Hwy, New Canaan, CT 06840
  • /38

    $2,490,000

    • 5 Beds
    • 5.5 Baths
    • 2,885 Sq Ft

    65 Sherwood Place, Greenwich, CT 06830

    Exquisite individual custom built 2014 condominium unit it a two unit complex. Prime In Town location, walk to Greenwich Avenue. Unit has four levels with four bedrooms and three baths on second floor, Bedroom and bath on attic level. Bedroom and full bath with fireplace on lower level.

    Scott Kelland CLS Group

    65 Sherwood Place, Greenwich, CT 06830
  • /29

    $7,000,000

    • 5,088 Sq Ft

    63 Church St Unit A, Greenwich, CT 06830

    5.5% Cap Investment with 5 Units in downtown Greenwich. Presenting The Midtown by Fisk Hospitality: Exclusive Luxury Living, Hotel-Style Comfort. A boutique collection of four Manhattan-style lofts and one townhome at 63 Church Street, The Midtown seamlessly blends modern sophistication with classic Greenwich charm. These spacious residences boast open-concept layouts, soaring ceilings,

    Mike Parelli Mike Parelli Real Estate LLC

    63 Church St Unit A, Greenwich, CT 06830
  • /40

    $599,999

    • 3 Beds
    • 2 Baths
    • 1,352 Sq Ft

    2 Pine Hill Rd, New Fairfield, CT 06812

    Welcome to this meticulously maintained ranch in desirable New Fairfield, offering privacy, comfort, and move-in ready convenience on 2+ scenic acres. Enter from the oversized front porch into a spacious living room featuring a fireplace with woodstove capable of heating the entire home. The dining room is perfect for entertaining and includes sliders leading to a bright enclosed porch and

    William Philipp Howard Hanna Rand Realty

    2 Pine Hill Rd, New Fairfield, CT 06812
  • /36

    $898,000

    • 4 Beds
    • 2 Baths
    • 3,000 Sq Ft

    Unlisted Address

    Perfect Investment Property!! Ready to move in! Fully Renovated. Upper Level has two apartments that are stacked, both include: shower bathrooms and dishwashers in the kitchen. Second Floor has 2 bedrooms, open floor plan kitchen and living room. and there is also a spare room that can be used as a third dormitory. First floor is ready and setup for business! Newly Installed ventilation system

    Oswaldo Torres Las Americas Real Estate

    Unlisted Address
  • /40

    $1,930,000

    • 7 Beds
    • 10 Baths
    • 5,883 Sq Ft

    49 Great Ring Rd, Sandy Hook, CT 06482

    Welcome to 49 Great Ring Road-an iconic estate with breathtaking views and a classic 1940 built home full of charm and elegance. Step into the front-to-back foyer and take in the sight lines to the expansive stone patio and sparkling pool. At the heart of the home is the great room, featuring a soaring ceiling and a grand fireplace-perfect for gatherings. The custom cherry sunroom is a

    Connie Widmann William Raveis Real Estate

    49 Great Ring Rd, Sandy Hook, CT 06482
  • /34

    $7,495,000

    • 6 Beds
    • 11 Baths
    • 7,528 Sq Ft

    229 Umpawaug Rd, Redding, CT 06896

    Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and

    Stacy Young William Raveis Real Estate

    229 Umpawaug Rd, Redding, CT 06896
  • /44

    $18,500,000

    • 6 Beds
    • 9 Baths
    • 10,275 Sq Ft

    41 Meadow Wood Dr, Greenwich, CT 06830

    With breathtaking views of Long Island Sound, this custom-built Mediterranean-style home is nestled in an exclusive gated community known as Quarry Farm in Belle Haven. Featuring a terracotta-tiled roof, this luxurious home boasts 6-bedrooms and 6.3 baths on 4.7 acres of land. The central courtyard, which serves as the heart of the home, is surrounded by common living areas with extra-height

    Jennifer Ho Douglas Elliman of Connecticut

    41 Meadow Wood Dr, Greenwich, CT 06830
  • /40

    $1,495,000

    • 4 Beds
    • 2 Baths
    • 1,873 Sq Ft

    58 Botsford Hill Rd, Newtown, CT 06470

    10.22 acres charming equine farm located right on Newtown bridle lane trail system. House, barn, art studio, running brook, pond, private and secluded with many farm assets included. 1956 very well built 2600 sq.ft cape style home, with 10 rooms, 2 bathrooms, 2 car garage, basement with a bomb shelter. Large 50x50 barn with 5 matted stalls, concrete barn isle, large roof overhang for additional

    Steven Koleno Beycome of Connecticut

    58 Botsford Hill Rd, Newtown, CT 06470
  • /47

    $6,395,000

    • 5 Beds
    • 10 Baths
    • 7,632 Sq Ft

    21 Calhoun Dr, Greenwich, CT 06831

    Welcome to ''Park Hill'', a reimagined 1923 English Manor in a Prestigious Private Association. Thoughtfully refreshed for modern living while preserving the architectural character that makes it timeless. Set on 1.81 private, park-like acres, this 7,632 sq. ft. manor blends historic charm with contemporary luxury in a way few properties can. 1923 English Tudor Revival with 2025 updates. Rare

    Danielle Claroni Sotheby's International Realty

    21 Calhoun Dr, Greenwich, CT 06831
  • /40

    $1,779,000

    • 5 Beds
    • 5.5 Baths
    • 7,611 Sq Ft

    28 Old Orchard Dr, Weston, CT 06883

    Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer.

    Barbara Bross Coldwell Banker Realty

    28 Old Orchard Dr, Weston, CT 06883
  • /40

    $25,000,000

    • 6 Beds
    • 11 Baths
    • 19,569 Sq Ft

    1131 Sasco Hill Rd, Fairfield, CT 06824

    Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

    Andrew Whiteley Brown Harris Stevens

    1131 Sasco Hill Rd, Fairfield, CT 06824
  • /14

    $35,000,000

    • Land
    • 66 Acres
    • $530,303 per Acre

    10 Cliffdale Rd, Greenwich, CT 06831

    Spanning approximately 66 acres, this exceptional parcel on Cliffdale Road in Greenwich features a harmonious blend of open pastures, mature woodlands, and cultivated areas. The landscape is rich and varied, with gently rolling fields giving way to dense forest and scenic natural trails, ideal for walking, horseback riding, or enjoying the serene surroundings. Measuring roughly half a mile in

    Peter Janis BHHS New England Properties

    10 Cliffdale Rd, Greenwich, CT 06831
  • /29

    $2,350,000

    • 5 Beds
    • 5 Baths
    • 3,598 Sq Ft

    201 Shore Rd, Greenwich, CT 06830

    1st house on Belle Haven peninsula offers bucolic commuter convenience in a most sought-after enclave overlooking Greenwich Harbor. Positioned atop slope with outstanding Harbor views, this 5 bed, 3 full & two half bathroom residence spans 3,598 sqft. Cleverly renovated to maximize water views with upgraded systems & interior improvements, this home marries smart functional privacy with today's

    Meg McAuley Kaicher Coldwell Banker Realty

    201 Shore Rd, Greenwich, CT 06830
  • /7

    $2,090,000

    • 5 Beds
    • 7 Baths
    • 5,100 Sq Ft

    0 Mountain Rd, Wilton, CT 06897

    This proven luxury home builder wants to build your future dream home on this rarely available one of a kind private lot. Drive down a private, hidden 1000+ foot driveway to find a property totaling over 2.00+ acres of unmatched and untouched exclusivity surrounded by protected state land. Add pool and tennis too! Two amazing potential lot sites. In addition, and even a possibility of

    Evan Sheftel Millstone Real Estate Corp

    0 Mountain Rd, Wilton, CT 06897
  • /38

    $1,599,000

    • 4 Beds
    • 3.5 Baths
    • 3,062 Sq Ft

    14 Barmore Dr, Stamford, CT 06905

    Truly a diamond! Incredibly well done labor of love! It started with a dream which manifested and created this magnificent beautifully appointed custom beauty. Walk through the custom double doors and the main level invites you in. Be astonished by the flying staircase. Let the chefs kitchen draw you in to sit at the waterfall island. The giant living space allows you versatility as well as an

    Noor Ahmed RE/MAX Heritage

    14 Barmore Dr, Stamford, CT 06905

Showing Results 601 - 640, Page 16 of 18

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