Connecticut Homes for Sale with Private Pool

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  /15

  $249,900

  • 2 Beds
  • 1.5 Baths
  • 1,136 Sq Ft

  47 Trolley Crossing Ln Unit 47, Middletown, CT 06457

  Welcome to this beautiful two-story condo in the sought-after Trolley Crossing Lane in Middletown. This well-located 2-bedroom, 1.5-bath home offers comfort, convenience, and move-in-ready condition. The main level features an open-concept living and dining area, perfect for everyday living and entertaining. Sliding doors lead to a private deck and outdoor green space, an ideal spot for morning

  Anubha Agarwal Reddy Realty, LLC

  47 Trolley Crossing Ln Unit 47, Middletown, CT 06457
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  /36

  $750,000

  • 3 Beds
  • 2.5 Baths
  • 2,010 Sq Ft

  5 Great Elm Rd Unit 3, Sharon, CT 06069

  Luxurious Great Elm Condo - Luxurious & private, beautifully renovated from the old carriage barn of the Great Elm Estate in Sharon, CT. Vaulted ceilings, amazing natural light, 3 bedrooms, 2.5 baths. Private porch off the living room and primary bedroom. Attached is a one-car garage. Newly renovated heated gunite pool, tennis court, and paddle court/pickleball. Great Elm is known for its

  Liza Reiss Elyse Harney Real Estate

  5 Great Elm Rd Unit 3, Sharon, CT 06069
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  /29

  $525,000

  • 4 Beds
  • 3.5 Baths
  • 3,542 Sq Ft

  15 Farm Brook Ct, Hamden, CT 06514

  This 4-bedroom Colonial offers the perfect combination of space, comfort & location. Ideally situated in a subdivision close to shopping, restaurants and major highways. The main level welcomes you with a spacious eat-in kitchen featuring abundant cabinetry, perfect for cooking & gathering. Sliders from the kitchen lead out to an oversized deck, creating a seamless indoor-outdoor flow for

  Susan Santoro William Pitt Sotheby's Int'l

  15 Farm Brook Ct, Hamden, CT 06514
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  /25

  $369,000

  • 3 Beds
  • 1.5 Baths
  • 1,372 Sq Ft

  12 Whitehall Dr, East Hartford, CT 06118

  A solid home with strong fundamentals and an opportunity for buyers to bring their own vision. This property has been well cared for over the years and offers a great layout with room to make it your own. The kitchen with a great layout including a breakfast opening, features stainless steel Frigidaire appliances (2019) and a layout that flows seamlessly into the main living space. Additional

  Omar Montalvo III William Raveis Real Estate

  12 Whitehall Dr, East Hartford, CT 06118
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  /38

  $985,000

  • 4 Beds
  • 3 Baths
  • 2,516 Sq Ft

  24 Cottage Place, Old Saybrook, CT 06475

  Experience the perfect blend of timeless character and contemporary convenience in this stunning colonial. The residence welcomes you with an open-concept floor plan and an expertly updated chef's kitchen, featuring premium Sub-Zero refrigeration for an upscale culinary experience. Designed for both relaxation and entertaining, the home offers four bedrooms and three full baths, including a cozy

  Jacqueline Stevens William Pitt Sotheby's Int'l

  24 Cottage Place, Old Saybrook, CT 06475
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  /29

  $330,000 Open Fri 12PM - 1PM

  • 2 Beds
  • 1.5 Baths
  • 1,802 Sq Ft

  97-99 Park Ave Unit 40, Danbury, CT 06810

  Welcome to 40 Pinewood Circle, where owning your home feels simple, smart, and within reach. This freshly painted 2-bedroom townhouse offers the kind of easy living that first-time buyers and down sizers are looking for. [Check out the floor plans] The main level features a dining area with bay window and a bright living room with a slider to your private deck, perfect for relaxing outdoors

  Debi Orr Keller Williams Realty

  97-99 Park Ave Unit 40, Danbury, CT 06810
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  /27

  $8,495,000

  • 6 Beds
  • 7.5 Baths
  • 9,113 Sq Ft

  13 Wyckham Hill Ln, Greenwich, CT 06831

  Framed by mature trees, this brick Georgian-style home overlooks sweeping lake views on 4.26 sylvan acres with a pool and squash court. Custom-built by the current owners, the house blends traditional design with contemporary finishes and offers a sophisticated floor plan with six bedrooms, seven bathrooms, three double-sided fireplaces. Exquisite Christopher Peacock kitchen, walk-out lower level

  Leslie McElwreath Sotheby's International Realty

  13 Wyckham Hill Ln, Greenwich, CT 06831
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  /30

  $669,000

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft

  19 Ledgebrook Dr Unit 2, Norwalk, CT 06854

  Rarely available and truly exceptional, this sun-drenched corner townhouse at 19 Ledgebrook Drive offers the largest 3-bedroom floorplan in the complex along with a level of style, scale, and updating that is hard to find. Soaring ceilings, dramatic architectural lines, oversized windows, and beautiful natural light create an airy, elevated feel throughout the home. The living spaces are both

  Charles Driza Houlihan Lawrence

  19 Ledgebrook Dr Unit 2, Norwalk, CT 06854
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  /40

  $1,800,000

  • 4 Beds
  • 3.5 Baths
  • 3,547 Sq Ft

  371 Wilton Rd W, Ridgefield, CT 06877

  Desirable in-town living meets timeless design in this beautifully reimagined quintessential CT's Farmhouse residence, ideally located just moments from the heart of town. Thoughtfully renovated & expanded, this vintage home offers 3,540 sqft of light-filled living spaces w/a seamless blend of classic architecture & modern conveniences. The well-proportioned floor plan features perfectly scaled

  Karla Murtaugh Compass Connecticut, LLC

  371 Wilton Rd W, Ridgefield, CT 06877
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  /35

  $599,900

  • 4 Beds
  • 3 Baths
  • 2,029 Sq Ft

  35 Dyer Ave, Collinsville, CT 06019

  Completely updated and move-in ready, 35 Dyer Avenue offers modern comfort in a desirable Canton setting. This home features a fully renovated interior, including a stylish new kitchen with large center island, quartz countertops and brand new stainless steel appliances. The bathrooms have been fully renovated, the walls freshly painted throughout, new light fixtures, and upgraded

  Dawn Gagliardi Serhant Connecticut, LLC

  35 Dyer Ave, Collinsville, CT 06019
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  /18

  $299,999

  • 2 Beds
  • 1.5 Baths
  • 1,174 Sq Ft

  195 West Walk, West Haven, CT 06516

  Due to tenant occupancy through 6/30/26, photos are of another unit with a similar floor plan and finishes and are intended to be representative. Prospective buyers are encouraged to view the property in person to verify condition and features. Experience coastal living at its best in this two-bedroom townhouse located within the sought-after Savin Rock Condominium community along the West Haven

  Ben Hale Hale Real Estate, LLC

  195 West Walk, West Haven, CT 06516
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  /34

  $514,900

  • 2 Beds
  • 2.5 Baths
  • 1,820 Sq Ft

  1805 Cypress Dr, Danbury, CT 06811

  Welcome to this Chestnut model end unit located in a private cul-de-sac of Sterling Woods, offering the feel of a single-family home. Custom finished lower level with beautiful views, attached garage, its own driveway & sun filled open floor plan make this a standout. Kitchen offers granite counter tops. Laundry located on the main floor along with 1/2 bath. Living room, dining area leads to a

  Tanya Uhelsky RE/MAX RISE

  1805 Cypress Dr, Danbury, CT 06811
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  /36

  $429,900

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft

  40 Samuel Ln, Mansfield Center, CT 06250

  Turnkey investment opportunity in a prime location! This well-maintained property is just a short walk to Eastern Connecticut State University and only 12 minutes to UConn, making it highly desirable. The Property consistently rented and generates approximately $3,000/month in rental income, offering strong and reliable cash flow. The updated kitchen boasts quartz countertops, stainless steel

  Simon Kunga William Raveis Real Estate

  40 Samuel Ln, Mansfield Center, CT 06250
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  /17

  $319,000

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft

  65 Tremper Dr, Wallingford, CT 06492

  A New England Cape, with 3 bedrooms, formal dining room, living room. Currently, the dining room is used as bedroom. So, total 4 bedrooms, Eat in kitchen, hardwood floors throughout. 1 car garage, one large storage room connected with garage. Full basement. Backyard has a chicken coop, large vegetable garden, an above ground swimming pool (not used for many years). Very close to I-91, Property

  Liping Wang William Raveis Real Estate

  65 Tremper Dr, Wallingford, CT 06492
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  /30

  $249,900 Open Sat 12PM - 4PM

  • 2 Beds
  • 1.5 Baths
  • 1,304 Sq Ft

  124 Webster Ct, Newington, CT 06111

  Welcome to Countryside Condominiums, a well-established community known for its lasting appeal and easy, low-maintenance living. This fully updated townhouse is truly move-in ready and offers an excellent opportunity for buyers seeking comfort and value with a reasonable monthly HOA. Step inside to an open and inviting layout featuring a brand new kitchen with modern finishes and ample cabinet

  Faris Alramahi Legacy Realty LLC

  124 Webster Ct, Newington, CT 06111
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  /37

  $1,295,000

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

  38 Doral Farm Rd, Stamford, CT 06902

  Nestled in the coveted Westover neighborhood of Stamford, this beautifully appointed single-family residence in the prestigious Doral Farm association offers an exceptional blend of privacy and low-maintenance living. Enjoy the lifestyle of a standalone home with the added convenience of maintenance-free grounds and outstanding amenities.Spanning approximately 3,132 square feet, this 3-bedroom,

  Robin Bartholomew Berkshire Hathaway NE Prop.

  38 Doral Farm Rd, Stamford, CT 06902
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  /36

  $850,000

  • 3 Beds
  • 3 Baths
  • 4,058 Sq Ft

  3 Taber Rd, Sherman, CT 06784

  Beautifully sited, this striking Contemporary Cape commands sweeping panoramic views of the surrounding landscape. The home overlooks the iconic Happy Acres Farm, permanently preserved by the Town of Sherman, ensuring timeless pastoral vistas. The open floor plan features three bedrooms, including a main-level primary suite, 3 full baths, main-level office, a dramatic living room space w/vaulted

  Diana Newbert William Raveis Real Estate

  3 Taber Rd, Sherman, CT 06784
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  /26

  $569,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 3 Baths
  • 1,785 Sq Ft

  120 Sullivan Farm, New Milford, CT 06776

  Welcome to Sullivan Farm! This much sought after community is like nonother. Sullivan Farm consists of 123 Units and is situated on approximately 120 acres. You will not find another private community with a layout like this. 120 Sullivan Farm is a free standing single family home with tons of privacy. Step in the front door and you will see the cathedral ceiling in the dining room and living

  Chris Egan William Raveis Real Estate

  120 Sullivan Farm, New Milford, CT 06776
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  /40

  $589,900 Open Sat 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,814 Sq Ft

  57 Hayes Ave, Ellington, CT 06029

  Welcome to this exceptional log home set on 2.63 private acres at the end of a quiet Ellington culdesac. Offering 1,814 sq ft of welldesigned living space, this meticulously maintained property blends timeless log construction with modern comfort. A new roof adds peace of mind and longterm value. The main level features an inviting open layout with warm wood tones, an updated kitchen with

  Kimberly Mauro Coldwell Banker Realty

  57 Hayes Ave, Ellington, CT 06029
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  /40

  $1,395,000

  • 3 Beds
  • 3.5 Baths
  • 2,180 Sq Ft

  53 Hoyt St, Darien, CT 06820

  Welcome to this absolutely charming bungalow-style cottage set in a desirable and convenient location, where timeless character and thoughtful updates throughout come together beautifully. From the moment you arrive, the inviting front porch sets the tone-perfect for morning coffee, evening unwinding, and everything in between. Inside, the home has been beautifully updated throughout, featuring a

  Daria Kamford Houlihan Lawrence

  53 Hoyt St, Darien, CT 06820
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  /40

  $14,995,000

  • 11 Beds
  • 17 Baths
  • 15,479 Sq Ft

  326 Stanwich Rd, Greenwich, CT 06830

  Welcome to An Extraordinary Lakeside Retreat in GreenwichEncompassing an incredible assemblage of 9.4 lakeside acres ideally situated within the Greenwich mid country, Frye Lake Compound is the ultimate sanctuary for those seeking a world of elevated privacy, scenery and architecture. Nestled around the serene 11-acre Frye Lake, this incomparable park-like estate represents an idyllic

  Kevin Sneddon Compass Connecticut, LLC

  326 Stanwich Rd, Greenwich, CT 06830
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  /23

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,884 Sq Ft

  48 Great Meadow Ln, Farmington, CT 06032

  Rare opportunity to own a Litchfield model end unit in a sought-after gated community. This beautifully updated 3-bedroom plus loft townhome features a second-floor primary suite and 2 full bathrooms. Offering over 1,880 sq ft of living space, the home includes hardwood floors throughout, vaulted ceilings, and a cozy fireplace. The recently painted main level adds a bright, refreshed feel. The

  Chris Roselli Tier 1 Real Estate

  48 Great Meadow Ln, Farmington, CT 06032
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  /40

  $950,000

  • 4 Beds
  • 2.5 Baths
  • 3,300 Sq Ft

  776 Bethany Mountain Rd, Cheshire, CT 06410

  Tucked away on 4 private wooded acres, this charming Dutch Colonial offers the perfect blend of peaceful country living and modern comfort, just minutes from town. Inside, the home offers 3,300 SF of inviting living space filled with natural light, warm wood floors, exposed beams and lovely built-ins. The recently updated spacious kitchen with new wood flooring, new quartz countertops and new

  Rose Ciardiello William Raveis Real Estate

  776 Bethany Mountain Rd, Cheshire, CT 06410
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  /30

  $315,000

  • 1 Bed
  • 1 Bath
  • 1,012 Sq Ft

  32 Union St, Terryville, CT 06786

  This Unique Cape has a Rustic Flare with it's exposed beams and barn wood planking. Enjoy the open floor plan. Kitchen, Dinning Area, Living Room and Full Bath are located on the First Floor and one Large Bedroom on the Second Floor that can be made into two bedrooms. The Backyard Oasis is a perfect place to be during warmer months with it's large In-ground pool, Gazebo and Custom Stone Patio

  Catherine DuPont Stone Crest Realty LLC

  32 Union St, Terryville, CT 06786
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  /39

  $2,690,000

  • 9 Beds
  • 7.5 Baths
  • 7,437 Sq Ft

  26 Shady Ln, Greenwich, CT 06831

  Set on a private one-acre corner lot, this stately 1900 Georgian Colonial offers over 7,500 sqft of living space, blending timeless architecture with modern updates. Featuring 9 bedrooms, 8.5 baths, and 8 fireplaces, the home showcases exceptional scale and craftsmanship. Inside, you'll find 12-foot ceilings, intricate millwork, leaded glass windows, and custom built-ins that reflect its historic

  Alexander Walton RE/MAX Heritage

  26 Shady Ln, Greenwich, CT 06831
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  /40

  $289,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  82 Colchester Commons, Colchester, CT 06415

  Discover comfortable, easy living in this charming 55+ community. This home offers a spacious layout designed for both relaxation and entertaining. Step inside to a large great room featuring a cozy fireplace perfect for gathering with family and friends. A beautiful enclosed sunroom filled with natural sunlight, creating the ideal space to enjoy your morning coffee, read, or simply unwind while

  Diane Morton-Reilly IMT Realty

  82 Colchester Commons, Colchester, CT 06415
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  /39

  $549,900

  • 2 Beds
  • 2.5 Baths
  • 2,165 Sq Ft

  305 Aspetuck Trail, Shelton, CT 06484

  Spacious Deerfield townhouse with entry hall, large eat in kitchen with granite counters, dining room with hardwood floors, living room with fireplace & hardwood floors opens to family room with hardwood floors and opens to private deck overlooking woods. 1/2 bath, laundry room and 1 car garage on main level. Upper level has spacious Primary BR suite with 3 walk-in closets and bath; generous

  Jeff Craw William Raveis Real Estate

  305 Aspetuck Trail, Shelton, CT 06484
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  /33

  $3,495,000

  • 5 Beds
  • 4.5 Baths
  • 6,330 Sq Ft

  41 Londonderry Dr, Greenwich, CT 06830

  Overlooking the 5th tee of Burning Tree Country Club with sweeping golf course views, this distinctive 6,330 SF, 5-bedroom, 41⁄2-bath residence comes to market for the first time in 49 years. Set on 2.15 private acres, the home blends mid-century modern style with sophistication and comfort.Walls of glass, soaring ceilings and abundant natural light draw the outdoors in, creating a seamless

  Cheryl Makrinos Sotheby's International Realty

  41 Londonderry Dr, Greenwich, CT 06830
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  /37

  $689,900

  • 4 Beds
  • 3 Baths
  • 2,906 Sq Ft

  7 Old Town Rd, Seymour, CT 06483

  Entertainers Dream! Welcome to this gorgeous colonial on a beautiful level interior lot. Main level offers a nice layout with a two-story foyer and vaulted ceilings. Hardwood floors thru-out the house and freshly painted. Formal living room with a fireplace open to a huge kitchen with plenty of cabinet space and stainless-steel appliances Family room with vaulted ceiling. Office/den on main level

  Valerie Lebiti William Raveis Real Estate

  7 Old Town Rd, Seymour, CT 06483
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  /38

  $1,699,000

  • 2 Beds
  • 1.5 Baths
  • 2,131 Sq Ft

  160 Cedar Rd, Southport, CT 06890

  Embrace the tranquility of this exceptional equestrian estate, nestled on 4.45 acres of private beautiful land. This serene property is a haven for horse and animal lovers, featuring expansive pastures, barn, stable, shed, paddocks and sand riding ring. This one-of-a-kind property borders the Aspetuck Land Trust, offering unmatched natural beauty and privacy. The renovated and well-maintained

  Ellen Fusco Compass Connecticut, LLC

  160 Cedar Rd, Southport, CT 06890
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  /40

  $1,049,000

  • 3 Beds
  • 3.5 Baths
  • 3,020 Sq Ft

  35 Golden Hill Ln, Shelton, CT 06484

  Private Hilltop Retreat on 2 Acers| Heated Pool, Fully Renovated 2024. Perched atop a scenic hill set on nearly two acres at the end of a quiet Cul-de-sac, this fully renovated 2024 residence offers privacy, space, and exceptional modern upgrades. Featuring 7 rooms,3 Bedrooms,3 full baths and 1 half bath. Main level is 3020 sf; Basement level also3020sf finished but not heated. The home is

  Mahmoud Hessami RE/MAX Right Choice

  35 Golden Hill Ln, Shelton, CT 06484
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  /33

  $11,500,000

  • 6 Beds
  • 7 Baths
  • 8,081 Sq Ft

  19 Hawkwood Ln, Greenwich, CT 06830

  Set on 2 private, gated acres off North Street, this exceptional Greenwich mid-country estate offers rare privacy, timeless architecture & refined modern luxury. Originally designed in 1938 by renowned architect Nora Stanton Barney and completely rebuilt & expanded in 2005, the stately brick residence features elegant formal rooms plus relaxed indoor & outdoor living spaces. A 2021 renovation

  Kevin Sneddon Compass Connecticut, LLC

  19 Hawkwood Ln, Greenwich, CT 06830
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  $315,000

  • 2 Beds
  • 2.5 Baths
  • 1,252 Sq Ft

  216 Natchaug Dr, Meriden, CT 06450

  Move right into this beautifully updated unit located in a desirable East Side complex. Walk through the front door into the foyer with new tile flooring and coat closet. The living room has a high ceiling and a slider to a private deck with a wooded view. The open floor plan in the living room and dining room gives the space a nice open feeling and allows for ample natural light. The updated

  Liz Zakrzewski Coldwell Banker Realty

  216 Natchaug Dr, Meriden, CT 06450
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  $875,000

  • 5 Beds
  • 5 Baths
  • 4,017 Sq Ft

  230 Six Rod Hwy, Hamden, CT 06518

  Privately set on 3.4 acres at the end of a cul-de-sac in Hamden's Mount Carmel neighborhood, this contemporary residence offers over 4,000 square feet of living space defined by mid-century modern design. Built in 1968, the home features 5 bedrooms and 3 full baths along with 1 half bath, arranged across a spacious layout with multiple living areas. The main level includes a living and dining

  Ryan Casey William Raveis Real Estate

  230 Six Rod Hwy, Hamden, CT 06518
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  /38

  $480,000

  • 3 Beds
  • 2 Baths
  • 2,610 Sq Ft

  5 Burnham St, Berlin, CT 06037

  Beautifully maintained split-level gem in the heart of Berlin! This home offers over 2,000 sq ft of versatile living space nestled in on over 3/4 of an acre! Beautiful HW floors throughout + an updated kitchen featuring granite countertops, tile, decorative backsplash + newer appliances including refrigerator, dishwasher, convection oven + hood. Formal living room boasts a newer bay window + cozy

  Stacey Deangelis Calcagni Real Estate

  5 Burnham St, Berlin, CT 06037
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  /26

  $8,995,000

  • 8 Beds
  • 10 Baths
  • 15,172 Sq Ft

  2 Judy Point Ln, Westport, CT 06880

  Set on over 3 private acres with sweeping water views, 2 Judy Point Lane is a remarkable Westport waterfront estate offering approximately 14,000 square feet of living space and a rare compound-style layout. The property consists of two substantial residences connected by a breezeway, creating exceptional flexibility for multi-generational living, extended guests, or a private guest house.

  Daniel Kramp Christie's International Real Estate

  2 Judy Point Ln, Westport, CT 06880
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  $1,235,000

  • 3 Beds
  • 3 Baths
  • 2,460 Sq Ft

  35 Emmons Ln, Canaan, CT 06018

  CANAAN VALLEY LUXURY - FULLY FURNISHED - TURNKEY LIVING - The total renovation of this beautifully located single level home, rebuilt from the foundation up in 2024, has been done with unparalleled taste and style. Set just above the Whiting River and overlooking preserved land in an area of estate level properties, the serenity and timeless appeal of Canaan Valley surround you. The result is a

  David Taylor Elyse Harney Real Estate

  35 Emmons Ln, Canaan, CT 06018
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  /40

  $317,500 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,365 Sq Ft

  50 Ferndale Ave, Waterbury, CT 06708

  Beautifully maintained 2 bedroom cape in the highly desirable Bunker Hill neighborhood! This home perfectly blends classic charm with modern piece of mind, featuring a brand-new roof installed in 2023. The kitchen has radiant granite counter tops, and plenty of natural light! Upstairs, includes a bedroom, full bathroom, and a loft, offering a flexible living space, for a closet, office, or

  Jeanette Colon Dave Jones Realty, LLC

  50 Ferndale Ave, Waterbury, CT 06708
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  /21

  $485,000

  • 2 Beds
  • 2.5 Baths
  • 2,202 Sq Ft

  92 Woodcrest Ln, Danbury, CT 06810

  Welcome to Woodland Hills. Beautiful 2 Bedroom Townhouse, each with their own full bath & ample closet space. Wood floors throughout, Eat-in kitchen with sliders to your own private patio. Large living room with separate dining area, & lower level office/den/workout room. Wood Floors have just been refinished, unit recently painted, new HVAC system Summer 2025, & tile work restored. The complex

  Amy Farley William Raveis Real Estate

  92 Woodcrest Ln, Danbury, CT 06810
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  /43

  $6,345,000

  • 5 Beds
  • 5.5 Baths
  • 6,233 Sq Ft

  164 Stanwich Rd, Greenwich, CT 06830

  Welcome to this exquisitely updated Colonial on 1.16 landscaped acres near Greenwich Country Club and minutes from town. A grand foyer with gleaming hardwood floors and sweeping staircase introduces the elegant interior. The main level includes a formal living room, dining room, two studies, and a gourmet kitchen with Wolf appliances, Palissandro marble, Thermador coffee station, a custom wet bar

  Jeffrey Jackson Corcoran Centric Realty LLC

  164 Stanwich Rd, Greenwich, CT 06830

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