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Fairfield County CT Homes for Sale with Pool

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  • /29

    $632,000

    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    4 Deer Run Trail, Sherman, CT 06784

    Deer Run Shores with boat slip!! Totally renovated 3 bedroom 2.5 bath home with open layout. Center island kitchen with new stainless appliances. Hardwood floors. Primary bedroom with full bath and access to the full length deck. Other bedrooms have balcony access. Large lower level family room with brick fireplace. 2 car garage. Winter lake view. Lots of parking. Premier lake community with

    Joe Chemero Coldwell Banker Realty

    4 Deer Run Trail, Sherman, CT 06784
  • /39

    $1,290,000

    • 3 Beds
    • 2.5 Baths
    • 3,600 Sq Ft

    10 Wilton Hills, Wilton, CT 06897

    Exciting opportunity to live in the sought-after Wilton Hills community where residents enjoy low common charges and an easy lifestyle while enjoying summers by the pool. This complex is just minutes from the train, major highways, and the vibrant town centers of Wilton, Westport, and Norwalk, offering convenience at its best! This beautifully maintained 3-bedroom, 2.5-bath Colonial home is

    Tracy Armstrong Berkshire Hathaway NE Prop.

    10 Wilton Hills, Wilton, CT 06897
  • /49

    $2,650,000

    • 4 Beds
    • 4.5 Baths
    • 4,447 Sq Ft

    5 Whitney Dr, Greenwich, CT 06831

    Stone pillars and a serene Koi pond set the tone as you enter this beautiful property offering 4.58acres abutting the Audubon Sanctuary and trails. This easy living ranch home offers an open and sundrenched layout. The dramatic foyer boasts soaring ceilings and walls of windows and doors surrounding you. Take a gracious step down into the living room with fireplace and doors to an expansive

    Lisa DeFonce Houlihan Lawrence

    5 Whitney Dr, Greenwich, CT 06831
  • /40

    $789,900

    • 4 Beds
    • 2.5 Baths
    • 2,851 Sq Ft

    44 Josies Ring Rd, Monroe, CT 06468

    Welcome to this unique opportunity to own a private mini compound & rental cottage situated on 2.73 acres. It's the perfect house to host friends and family! Main house has 3 bedrooms, 1.5 bathrooms. Updated kitchen w/ newer ss appliances & quartz countertops. Dining area with access to large 3 season porch. At the center, a rustic brick fireplace anchors the room. The overall scene is bathed in

    Marissa Papa Preston Gray Real Estate

    44 Josies Ring Rd, Monroe, CT 06468
  • /38

    $599,900

    • 4 Beds
    • 2 Baths
    • 2,076 Sq Ft

    112 Vermont Ave, Stratford, CT 06615

    Major Price Improvement! Wonderful Opportunity to move into the most Desirable Community in Fairfield County! This 3-4 bedroom, 2 Full Bath Cape is on one of the most Beautiful streets in Lordship! The house needs a few updates, however, the home is solid and a short walk to the Beach! It also has a Most Glorious Built in Pool! The back of the house has a Full Shed dormer which makes the bedrooms

    Michael Julian eXp Realty

    112 Vermont Ave, Stratford, CT 06615
  • /40

    $2,950,000

    • 8 Beds
    • 10 Baths
    • 8,716 Sq Ft

    134 Nod Rd, Ridgefield, CT 06877

    Elegantly situated in one of Fairfield County's most desirable scenic roads, this timeless estate offers luxury and privacy on two acres of park-like grounds. This residence showcases sophisticated charm with custom craftsmanship throughout, boasting tray ceilings, mahogany inlaid floors, and oversized windows that flood the space with natural light. The main level offers formal living and dining

    Karla Murtaugh Compass Connecticut, LLC

    134 Nod Rd, Ridgefield, CT 06877
  • /9

    $335,000

    • 2 Beds
    • 1.5 Baths
    • 1,050 Sq Ft

    37 Foley Ave, Shelton, CT 06484

    RANCH STYLE HOME SET ON.23 ACRES BUILT IN 1965. Occupied, DO NOT disturb occupants. Being sold as-is via auction. new owner to assume responsibility for occupants. Cash Only

    Susan Frederico Aspen Realty Group

    37 Foley Ave, Shelton, CT 06484
  • /27

    $1,999,000

    • 5 Beds
    • 4 Baths
    • 4,082 Sq Ft

    116 West Ln, Stamford, CT 06905

    The perfect blend of classic charm and modern elegance in this completely remodeled and reimagined 1950 farmhouse colonial, nestled on a lush acre in the sought-after Revonah Woods area. This stunning home boasts five well-appointed bedrooms, including a versatile main-level bedroom that can serve as a home office or guest room with a full bath. An open flow concept seamlessly connects the living

    Barbara Webski William Pitt Sotheby's Int'l

    116 West Ln, Stamford, CT 06905
  • /40

    $424,900

    • 2 Beds
    • 2.5 Baths
    • 1,915 Sq Ft

    25 Stillmeadow Cir Unit 25, Monroe, CT 06468

    "Discover peaceful living at Northbrook Condominiums-where nature, space and community come together." Tucked near the front of the complex for easy access, this end unit townhouse offers a rare combination of privacy, thoughtful design, and a beautifully natural setting in one of Monroe's most desirable condominium enclaves. Step inside to a bright, well-designed layout that's ideal for both

    Cindy Cox William Raveis Real Estate

    25 Stillmeadow Cir Unit 25, Monroe, CT 06468
  • /29

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,440 Sq Ft

    145 Pine Hill Rd, New Fairfield, CT 06812

    Welcome to 145 Pine Hill Rd! An exquisite home offering 4-bedrooms with 3.5 baths and a generous 3400+/- total sf. Home is set on a spacious 4.57 -acre lot and features an oversized 3+ car-detached garage. As you approach the property, you'll be greeted by a front porch, welcoming you inside. The heart of the home is adorned w/reclaimed, hand-hewn beams accentuating the ceilings & mantle, paired

    Cheryl Finley Coldwell Banker Realty

    145 Pine Hill Rd, New Fairfield, CT 06812
  • /39

    $1,249,000

    • 4 Beds
    • 4 Baths
    • 3,206 Sq Ft

    15 Golf View Dr, Easton, CT 06612

    Barely over Fairfield's border, this lower Easton oasis offers a rare combo of secluded privacy and unbeatable convenience of nearby amenities and Metro North. On a coveted cul-de-sac across from a golf course, this meticulously-maintained Colonial is tucked away discretely with views of lush landscaping and meandering stone walls from three outdoor spaces: a raised deck, covered stone patio and

    Cynthia Searight Houlihan Lawrence

    15 Golf View Dr, Easton, CT 06612
  • /38

    $3,400,000

    • 5 Beds
    • 9 Baths
    • 8,639 Sq Ft

    249 Sturges Hwy, Westport, CT 06880

    Don't let the address fool you-Sturges Highway is a peaceful, tree-lined street in Westport's sought-after lower-tax area, offering privacy, serenity, and convenience just minutes from town and schools.With NEW MECHANICALS including a NEW FURNACE, NEW ROTH OIL TANK, an NEW 80 GALLON HOT WATER HEATER, and a WHOLE HOUSE GENERATOR this home is move-in ready with peace of mind.This 8,000+ sq ft home

    Lainie Floyd William Pitt Sotheby's Int'l

    249 Sturges Hwy, Westport, CT 06880
  • /31

    $2,249,000

    • 6 Beds
    • 5.5 Baths
    • 5,489 Sq Ft

    130 Easton Rd, Westport, CT 06880

    Unique opportunity to renovate this classic Westport estate on three professionally landscaped acres with a pool. You will love the great room with views of the pond and property. Six bedrooms makes space for everyone with a separate guest wing that is perfect for an au-pair.

    David Weber Compass Connecticut, LLC

    130 Easton Rd, Westport, CT 06880
  • /33

    $2,195,000

    • 4 Beds
    • 4.5 Baths
    • 4,193 Sq Ft

    33 Carrington Dr, Greenwich, CT 06831

    Elegant Colonial on a picturesque tree-lined street with resort-style amenities on 2 acres. Gorgeous gunite pool, flagstone terrace, gazebo, and bocce court create the ultimate outdoor escape. Clive Christian gourmet kitchen with vaulted ceilings flows into a sunroom and expansive family room. Sun-filled living and dining rooms offer impressive scale for entertaining. Flexible layout with a

    Mary Ann Grabel Sotheby's International Realty

    33 Carrington Dr, Greenwich, CT 06831
  • /40

    $8,850,000

    • 6 Beds
    • 8 Baths
    • 9,440 Sq Ft

    34 Carrington Dr, Greenwich, CT 06831

    A rare offering in back-country Greenwich, this timeless estate is set on 3.58 exquisitely landscaped and gated acres, masterfully blending classic architecture with contemporary luxury. Designed for both grand-scale entertaining and intimate everyday living, the residence offers a sun-filled interior with soaring ceilings, custom millwork, and modern, bespoke finishes throughout. The grand

    Carissa Larriuz Houlihan Lawrence

    34 Carrington Dr, Greenwich, CT 06831
  • /22

    $518,000

    • 1 Bed
    • 1.5 Baths
    • 1,106 Sq Ft

    1 Broad St Unit 17C, Stamford, CT 06901

    High Style luxury living at ''1 BROAD STREET''. Luxury Downtown High Rise with 24/7 Concierge. Special Unobstructed VIEWS over the Mill River Park- Beautiful Sunsets. Current TENANT Lease To Transfer to Buyer. Sophisticated, spacious 1BR 1100sqft with 1.5 Baths. Hardwood floors in ALL rooms. Open floorplan with Gourmet kitchen. Primary Suite with Extra-large Bedroom and Extra-large

    Sharon Giglio Sharon Giglio Real Estate LLC

    1 Broad St Unit 17C, Stamford, CT 06901
  • /38

    $2,195,000

    • 4 Beds
    • 4.5 Baths
    • 5,693 Sq Ft

    33 Carrington Dr, Stamford, CT 06903

    Elegant Colonial with Resort-Style Amenities Set on a picturesque, tree-lined street, this sophisticated and spacious Colonial offers refined living with exceptional indoor and outdoor features. A stunning gunite pool anchors the beautifully landscaped yard, complete with a flagstone terrace and charming gazebo-perfect for outdoor entertaining. The Clive Christian gourmet kitchen with vaulted

    MaryAnn Grabel Sotheby's International Realty

    33 Carrington Dr, Stamford, CT 06903
  • /44

    $19,500,000

    • 8 Beds
    • 17 Baths
    • 26,454 Sq Ft

    11 Langhorne Ln, Greenwich, CT 06831

    Famed architect Boris Baranovich designed this extraordinary stone Georgian estate of 26,000+/- square feet on 8.788 secluded acres off of Round Hill Road. Exquisitely executed, this stately manor home offers eight bedrooms and twelve full and five half bathrooms throughout four levels of living space. Mature trees and lush lawn surround this exceptional estate with two gated entrances: one to

    Leslie McElwreath Sotheby's International Realty

    11 Langhorne Ln, Greenwich, CT 06831
  • /19

    $180,000

    • 1 Bed
    • 1 Bath
    • 825 Sq Ft

    50 Greenhouse Rd Unit 17A, Bridgeport, CT 06606

    Enjoy low-maintenance living in this well-maintained, first-floor ranch-style condo, nestled in a quiet and beautifully kept complex. This spacious 1-bedroom unit offers easy single-level living with gleaming wood flooring and a newly updated bathroom. Inside, you'll find a comfortable, open layout perfect for both relaxing and entertaining. The bright and airy bedroom offers generous space,

    Akiba Watts Real Broker CT, LLC

    50 Greenhouse Rd Unit 17A, Bridgeport, CT 06606
  • /35

    $2,799,000

    • 4 Beds
    • 3 Baths
    • 3,156 Sq Ft

    11 Dogwood Ln, Westport, CT 06880

    Experience the best of Westport living in this stunning Mid Century Modern residence set on 1.87 prime acres in the heart of town. This is all about the property! Tucked away on a beautifully landscaped property, this 4-bedroom home offers the perfect blend of privacy, modern design, and everyday convenience. Inside, expansive windows bathe the open living spaces in natural light, with soaring

    Linda Skolnick Coldwell Banker Realty

    11 Dogwood Ln, Westport, CT 06880
  • /19

    $675,000

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

    97 Waterbury Ave, Stamford, CT 06902

    Lovely Cape Cod style home with many fantastic updates and a level backyard with a pool! Step inside to an open and inviting floor plan ideal for entertaining, featuring a spacious living room, formal dining room, and gleaming hardwood floors throughout. Elegant moldings add a touch of sophistication. The updated kitchen is a chef's delight, complete with stainless-steel appliances, gas cooking,

    Jacqueline Caporale Alliance R.E. Consultants

    97 Waterbury Ave, Stamford, CT 06902
  • /40

    $1,999,999

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

    13 Kellogg St, Brookfield, CT 06804

    Every inch of this extraordinary waterfront estate was thoughtfully constructed in 2016, offering nearly 4,000 sq ft of refined, high-performance living. Nestled within a tranquil cove on Candlewood Lake, this Contemporary Ranch was intentionally designed for both architectural beauty and sustainable efficiency. The estate also includes a 661 sq ft guest cottage-built in 2021 with a shared septic

    Kellie Martone William Pitt Sotheby's Int'l

    13 Kellogg St, Brookfield, CT 06804
  • /43

    $6,700,000

    • 6 Beds
    • 11 Baths
    • 10,036 Sq Ft

    280 Round Hill Rd, Greenwich, CT 06831

    Ideally sited on more than two acres just minutes from town, this timeless and light-filled colonial offers the perfect blend of classic elegance and modern luxury. Graciously scaled rooms begin with an expansive foyer that provides a stunning front-to-back view, setting the tone for the rest of the home.The main residence features a private gym, home theater, custom 1,000-bottle wine cellar,

    Susan Holey Sotheby's International Realty

    280 Round Hill Rd, Greenwich, CT 06831
  • /39

    $2,799,999

    • 6 Beds
    • 9 Baths
    • 6,191 Sq Ft

    72 Little Hill Dr, Stamford, CT 06905

    72 Little Hill Drive - Stately Colonial in the Heart of Newfield Privately nestled in one of Newfield's most sought-after neighborhoods, this grand colonial offers over 6,300 sq ft of beautifully finished living space, including 6 bedrooms, 5 full and 4 half baths, and a 4-car garage. Built in 1865 and fully renovated, the home blends timeless charm with modern luxury. The expansive backyard is

    Anthony Gaglio Jr Hathaway, Inc.

    72 Little Hill Dr, Stamford, CT 06905
  • /38

    $2,650,000

    • 5 Beds
    • 7 Baths
    • 6,447 Sq Ft

    93 Graenest Ridge Rd, Wilton, CT 06897

    Welcome to 93 Graenest Ridge Road - an extraordinary modern residence custom designed and built by master craftsman Roy Tolliver. Set gracefully at the end of a quiet cul-de-sac in one of Wilton's most sought-after central neighborhoods, this architectural gem is a stunning example of elevated design, meticulous detail, and timeless craftsmanship. Every inch of this home is infused with

    Kim Burke Berkshire Hathaway NE Prop.

    93 Graenest Ridge Rd, Wilton, CT 06897
  • /26

    $333,900

    • 1 Bed
    • 1 Bath
    • 986 Sq Ft

    201 Windgate Cir Unit A, Monroe, CT 06468

    Hills of Monroe Condo Complex. Enjoy the convenience to shopping and highways, but quiet & private setting surrounded by nature to this multi-styled Condo Complex. FIRST FLOOR UNIT, NO STAIRS. Not available very often. One car Garage attached to building. Common entry recently remodeled. Step inside this home with all NEW LUXURY PLANK VINYL FLOORING. Kitchen features eating area, granite counters

    Jane Ferro Coldwell Banker Realty

    201 Windgate Cir Unit A, Monroe, CT 06468
  • /40

    $3,795,000

    • 9 Beds
    • 11 Baths
    • 7,689 Sq Ft

    304 Main St, Ridgefield, CT 06877

    One of the most coveted addresses in Ridgefield CT... "the house on the corner of Main & Market". This historic, fully renovated 7600+sf, 9 bedroom, 11 bath home is a true town treasure. Located on 1.24 stunning acres in the heart of downtown Ridgefield, complete w/ a breathtaking, heated salt-water pool & perennial gardens, this exquisite property is one of only 12 homes w/ a front row seat to

    Sarah Patterson Coldwell Banker Realty

    304 Main St, Ridgefield, CT 06877
  • /40

    $6,495,000

    • 6 Beds
    • 7 Baths
    • 7,605 Sq Ft

    276 Greenley Rd, New Canaan, CT 06840

    Nestled in one of Connecticut's most sought-after estate neighborhoods and just minutes from town, this spectacular 1939 Classic Colonial blends timeless elegance with every modern amenity. Set on nearly 5 bucolic acres of rolling lawns, perennial gardens, and mature trees, this pristine property offers unmatched privacy and beauty. The grand approach includes a stately driveway with a central

    Melissa Rwambuya William Raveis Real Estate

    276 Greenley Rd, New Canaan, CT 06840
  • /40

    $1,499,000

    • 6 Beds
    • 4.5 Baths
    • 4,548 Sq Ft

    112 Old Belden Hill Rd, Norwalk, CT 06850

    Indulge in the pinnacle of luxurious living in this magnificent 4,548 sq ft, 6-bedroom, 4.5 bathroom Colonial in Silvermine. Step inside to discover an expansive & refined living space, meticulously designed for comfort & entertaining. The main level welcomes you with grandeur, featuring a family room with cozy fireplace & a dining room ideal for dinner parties. The gourmet kitchen is equipped

    Danielle Powers Houlihan Lawrence

    112 Old Belden Hill Rd, Norwalk, CT 06850
  • /34

    $4,200,000

    • 6 Beds
    • 8 Baths
    • 6,960 Sq Ft

    42 Morningside Dr S, Westport, CT 06880

    Nestled within a picturesque enclave of distinguished luxury homes in Westport's coveted Greens Farms neighborhood, you'll know you've arrived as mature, stately hedges guide you down a flowering, tree-lined driveway. This Hampton-style home has been masterfully reimagined and updated by its current owners. It sings with natural light, refined millwork, custom moldings, and offers an elegant

    Jaclyn Picarillo Higgins Group Bedford Square

    42 Morningside Dr S, Westport, CT 06880
  • /16

    $900,000

    • 4 Beds
    • 3.5 Baths
    • 2,560 Sq Ft

    5 Brentwood Cir, Danbury, CT 06810

    Stunning original model home: LOADED with high-end upgrades and ready to impress! This sought-after end unit features a beautifully expanded kitchen with an extra 8 feet of custom cabinetry and elegant under-cabinet lighting - perfect for both entertaining & daily living. You'll love the luxurious, top of the line flooring throughout, and the sleek, modern conveniences including surround sound,

    Debi Orr Keller Williams Prestige Prop

    5 Brentwood Cir, Danbury, CT 06810
  • /50

    $14,250,000

    • 6 Beds
    • 8 Baths
    • 9,418 Sq Ft

    52 Carriglea Dr, Riverside, CT 06878

    Experience unparalleled luxury in this extraordinary custom-built Riverside waterfront residence. Nestled on 1.45 acres with 9,418 square feet of living space, this exceptional home, designed by acclaimed architect Cormac Byrne, boasts a seamless open-concept layout that promotes effortless flow throughout. Soaring ceilings and expansive windows flood the interiors with natural light,

    Stephen Archino Sotheby's International Realty

    52 Carriglea Dr, Riverside, CT 06878
  • /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
  • /20

    $1,825,000

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    41 Richmondville Ave Unit 303, Westport, CT 06880

    IMMEDIATE OCCUPANCY! Only 5 homes remain!! A third floor 1 bed+den with 2-baths at The Mill! Cooking will be a delight with the high-end appliances and custom cabinetry completes the space. The primary bedroom has 2 closets & a luxurious bathroom with heated floors. The living room has a gas fireplace, and this vintage home features historic details. Your large den has access to a full bathroom

    Ashlei De Souza Serhant Connecticut LLC

    41 Richmondville Ave Unit 303, Westport, CT 06880
  • /39

    $1,535,000

    • 2 Beds
    • 2.5 Baths
    • 2,774 Sq Ft

    504 Harvest Commons Unit 504, Westport, CT 06880

    This is not your Mamma's Harvest Commons. With over $300K in improvements it's like new, only better offering a multi-generational layout and tremendous usable space. You have all the conveniences of one level living, plus the privacy of separate levels. The first floor includes a sun-filled living room with vaulted ceilings, a wood burning fireplace, and custom built-ins. The chef's kitchen is

    Carrie Perkins RE/MAX Heritage

    504 Harvest Commons Unit 504, Westport, CT 06880
  • /36

    $335,000

    • 2 Beds
    • 2.5 Baths
    • 1,350 Sq Ft

    60 Engine House Rd Unit D, Stratford, CT 06614

    Extra large 2 bedroom 2 full and 1 half bath Townhouse. Living with fireplace and sliders to the deck. Spacious partially finished basement. Could use some TLC. Great location in Stratfords North End. Convenient to all transportation and great selection of area shopping opportunities and restaurants. Enjoy the pool and tennis on site. Call today to make this your new affordable home !

    Office Fidelity Real Est Fidelity Real Estate

    60 Engine House Rd Unit D, Stratford, CT 06614
  • /25

    $1,199,000

    • 4 Beds
    • 3.5 Baths
    • 4,854 Sq Ft

    21 Holiday Point Rd, Sherman, CT 06784

    Stunning Home in Atchison Cove Lake Community - A Family Paradise! Nestled in the desirable Atchison Cove community on Candlewood Lake, this spacious home offers everything you need for a peaceful and luxurious lifestyle. With 4 bedrooms, 3 baths, and almost 5,000 sq. ft., it's perfect for growing families. The large backyard is a true oasis, complete with a gunite in-ground pool, slide, and

    Jorge Zea Blue Lighthouse Realty, Inc

    21 Holiday Point Rd, Sherman, CT 06784
  • /20

    $319,900

    • 1 Bed
    • 1 Bath
    • 920 Sq Ft

    19 Keeler Close Unit 19, Ridgefield, CT 06877

    Location, location this condo is located in downtown Ridgefield. One bedroom one full bath, new carpets, freshly painted, stainless appliances, granite countertops, what else do you need? Simple clean and ready for you to move in. Seller is in the process of installing quartz countertops and backsplash. Walking distance to downtown shops, restaurants and theatres. The laundry room is located in

    Bonnie Wilson Berkshire Hathaway NE Prop.

    19 Keeler Close Unit 19, Ridgefield, CT 06877
  • /40

    $2,195,000

    • 5 Beds
    • 6 Baths
    • 6,448 Sq Ft

    10 Woods End Dr, Wilton, CT 06897

    Nestled on a coveted, serene cul-de-sac in Wilton, this 5-bedroom, 4.5-bath colonial combines timeless elegance with modern luxury. Set on a beautifully landscaped lot featuring a heated gunite pool and spa, this residence offers a private sanctuary close to the New Canaan border and just minutes from town center. Inside, you'll find a remodeled, designer chef's kitchen with Thermador appliances,

    Kim Burke Berkshire Hathaway NE Prop.

    10 Woods End Dr, Wilton, CT 06897
  • /40

    $1,350,000

    • 6 Beds
    • 3.5 Baths
    • 6,074 Sq Ft

    13 Sugar St, Newtown, CT 06470

    Welcome to one of Newtown's most iconic homes-where TIMELESS ELEGANCE meets unforgettable charm. Built in 1888 by New York City railroad director I.B. Harris and his wife Jane Glover Harris, a proud Newtown native and descendant of one of the town's founding families, this grand Victorian masterpiece is a living piece of local history. The home's stunning three-story tower with curved glass

    Christine Fairchild Coldwell Banker Realty

    13 Sugar St, Newtown, CT 06470

Showing Results 241 - 280, Page 7 of 12

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