New Haven County CT Homes for Sale with Pool

• 

  

  

  /30

  $625,000

  • 2 Beds
  • 3 Baths
  • 2,190 Sq Ft

  106 Country Club Dr, Oxford, CT 06478

  Very well-maintained Franklin model with hardwood floors on main level except bedrooms and baths. This home features two bedrooms and two full baths on the main level, kitchen with breakfast nook, living room with gas fireplace and a full-sized dining room. The walk-out lower-level features a family room and guest room/office with a full bath.

  Tom Assheton William Pitt Sotheby's Int'l

  106 Country Club Dr, Oxford, CT 06478
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  /16

  $184,900

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  560 Yale Ave Unit 5, Meriden, CT 06450

  Welcome to Sterling Village! This spacious 2-bedroom, 1-bath condominium offers 1,144sf of living space in a desirable community setting. Built in 1978, the unit is ready for your personal touch. Renovation of the kitchen and bath presents a great opportunity for buyers looking to customize their home. In unit washer/dryer laundry closet off the kitchen is efficient and convenient. A unique

  Gregory Clancy eXp Realty

  560 Yale Ave Unit 5, Meriden, CT 06450
• 

  

  

  /16

  $298,000

  • 2 Beds
  • 1.5 Baths
  • 1,024 Sq Ft

  120 Brentwood Dr, Wallingford, CT 06492

  Discover the ease of condo living in desirable Brentwood Village. This townhouse offers hardwood floors throughout the main levels, giving each room a warm and welcoming feel. Upstairs, you'll find two spacious bedrooms with plenty of natural light and storage. The kitchen is practical and well laid out, with durable Corian counters and space to cook, gather, and enjoy everyday meals. A partially

  Debbie Huscher Real Broker CT, LLC

  120 Brentwood Dr, Wallingford, CT 06492
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  /6

  $10,000

  • 50 Sq Ft

  0 Caswell Cove Unit B-8, Milford, CT 06460

  This is a 30-foot Boat Dock (B-8). The calm water of Caswell Cove Marina makes a smooth transition in and out of the harbor. It is a short distance to Long Island Sound. The floating docks are extremely stable and easy to navigate. The club house offers 24-hour access. There is a full kitchen and plenty of space to gather with family and friends.

  Carl DeCarli Coldwell Banker Realty

  0 Caswell Cove Unit B-8, Milford, CT 06460
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  /32

  $225,000

  • 2 Beds
  • 1.5 Baths
  • 1,545 Sq Ft

  131 E Gate Ln, Hamden, CT 06514

  Great opportunity for first time home buyers or investors to buy this cozy end unit townhouse!. It has 2 spacious bedrooms, 1.5 baths, and finished lower level that can be used as family room. 3rd bedroom or play/Gym room. It has sliders to go out to back yard. It needs some TLC but it is in move in condition. Washer/Dryer located in lower level. The complex has a swimming pool, tennis courts and

  Aziz Seyal William Raveis Real Estate

  131 E Gate Ln, Hamden, CT 06514
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  /18

  $299,900

  • 2 Beds
  • 2 Baths
  • 1,432 Sq Ft

  132 Heritage Village Unit A, Southbury, CT 06488

  Great opportunity to own a Sherman unit in the well sought after 55+ community of Heritage Village! This unit offers a welcoming Foyer with an Eat-in Kitchen adjacent with recent white cabinets & appliances, butcher block countertops and ceiling fan, and a Living Room/ Dining Room combination with Fireplace, ceiling fan & slider leading to a concrete blue stone Patio. The Primary Bedroom boasts

  Ron Nettleton William Raveis Real Estate

  132 Heritage Village Unit A, Southbury, CT 06488
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  /40

  $725,000

  • 3 Beds
  • 5 Baths
  • 4,051 Sq Ft

  18 Winding Trail, Middlebury, CT 06762

  Welcome to this luxury home w/ custom features never seen before! This 4000+ sqft, 3 BEDROOM SUITES, 3.2 bath has elegance and comfort, built w/ never seen upgrades. On the most sought-after private cul-de-sac St. and the best location in the complex. Enter through a grand two-story foyer with gleaming hardwood floors, cathedral ceilings & soaring windows that fill the home with natural light.

  Jay Irvine Serhant Connecticut, LLC

  18 Winding Trail, Middlebury, CT 06762
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  /38

  $3,249,000

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft

  39 Point Lookout, Milford, CT 06460

  DIRECT WATERFRONT - 183 FEET OF LONG ISLAND SOUND FRONTAGE Experience rare privacy and panoramic views from this exceptional Point Lookout residence in Milford. Perfectly positioned on one of the largest waterfront lots in the area, the property offers unobstructed vistas of Long Island Sound, Charles Island, and the entrance to Milford Harbor. A sweeping waterside lawn sets the stage for

  Thomas Scott Coldwell Banker Realty

  39 Point Lookout, Milford, CT 06460
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  /40

  $599,900

  • 4 Beds
  • 4 Baths
  • 3,247 Sq Ft

  167 Spring St, Cheshire, CT 06410

  In the very heart of Cheshire, this 4-bedroom, 4-bath historic beauty (built in 1840) offers over 3,200 sq ft of character, charm, and modern updates. Sitting on a rare 3/4-acre lot with city water and sewer, you'll be just steps from shops, restaurants, the linear trail, parks-literally everything! Inside, a soaring cathedral-ceiling great room sets the stage for unforgettable gatherings. A

  Meagan Albert Tier 1 Real Estate

  167 Spring St, Cheshire, CT 06410
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  /13

  $18,500

  • 646 Sq Ft

  379 Whitfield St Unit BS1438, Guilford, CT 06437

  38 Foot Boat Slip located on B Dock for Sale at the Gorgeous Guilford Yacht Club. This slip offers immediate access to Long Island Sound and adventures on the water. Within minutes you are on Long Island Sound and on your way to boating fun. Located in the charming town of Guilford on the West River, the club is in a very picturesque spot with beautiful sunrises and stunning sunsets. Included

  Debbie Robinson Pearce Real Estate

  379 Whitfield St Unit BS1438, Guilford, CT 06437
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  /26

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 3,909 Sq Ft

  125 Wildcat Rd, Madison, CT 06443

  Nestled just minutes from the heart of downtown Madison, this exceptional property offers the perfect blend of convenience, privacy, and year-round beauty. Loved by the same family for 34 years, at the end of a long circular driveway you will find this home that sits on a professionally landscaped lot that blooms with color in every season, attracting songbirds from spring through fall. Inside,

  Meig Walz Newcomb Coldwell Banker Realty

  125 Wildcat Rd, Madison, CT 06443
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  /40

  $549,000

  • 2 Beds
  • 2.5 Baths
  • 1,140 Sq Ft

  85 Viscount Dr Unit 2F, Milford, CT 06460

  Heritage Sound Coastal Townhome - Steps to Walnut Beach Snuggled in a quiet, private corner of the sought-after Heritage Sound community, this beautifully updated end-unit townhome offers the perfect blend of comfort, style, and location. Just steps from Walnut Beach, Silver Sands State Park, and the scenic boardwalk, you'll enjoy a lifestyle of coastal relaxation with restaurants, shops, and

  Cathy Vincelette Ditchkus Real Estate

  85 Viscount Dr Unit 2F, Milford, CT 06460
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  /40

  $899,000

  • 5 Beds
  • 5.5 Baths
  • 5,364 Sq Ft

  40 Old Quarry Rd, Woodbridge, CT 06525

  Welcome to 40 Old Quarry Rd! This custom built home features a two car finished garage, fully finished basement, 5 beds and 5.5 baths across 5,364 sqft with an underground pool and pool house with its own bathroom! 40 Old Quarry was recently purchased and is now newly available after tasteful renovations to highlight the best of modern living in Woodbridge, CT. The primary bedroom features a

  Jason Saphire www.HomeZu.com

  40 Old Quarry Rd, Woodbridge, CT 06525
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  /40

  $599,900

  • 6 Beds
  • 3 Baths
  • 2,280 Sq Ft

  45 Ridge Acres Rd, Branford, CT 06405

  Looking for SPACE? This home has it all! Featuring 5 bedrooms on the main floor plus an additional bedroom on the lower level - not including the separate in-law apartment area - there's room for everyone. Tucked away in a quiet cul-de-sac on a 1+ acre lot, this property offers privacy and plenty of room to spread out. The oversized 2-car garage (24x32) is perfect for vehicles, hobbies, or

  Kevin Green Berkshire Hathaway NE Prop.

  45 Ridge Acres Rd, Branford, CT 06405
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  /40

  $275,000

  • 2 Beds
  • 1 Bath
  • 1,093 Sq Ft

  65 West Walk, West Haven, CT 06516

  Grab your beach towel, canoe, and a few friends-this two-bedroom townhouse-style condo is just steps from the shore in the desirable West Walk/Savin Rock community. This pet-friendly complex features an in-ground pool (exclusive to owners and their guests) with breathtaking ocean views, offering the best of coastal living right at your doorstep. Set back from the bustle of the popular West Walk

  Karen Klein Coldwell Banker Realty

  65 West Walk, West Haven, CT 06516
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  /39

  $649,000

  • 4 Beds
  • 3.5 Baths
  • 3,125 Sq Ft

  547 Laurel St, East Haven, CT 06512

  Beautifully crafted 4-bed, 3.5-bath home completely rebuilt and expanded from top to bottom in 2016, showcasing thoughtful design and unmatched quality. No expense was spared-from stunning custom finishes to a carefully curated layout. Chef's kitchen features marble countertops, top-tier appliances, and an eat-in breakfast nook. Primary suite boasts a soaking tub, walk-in and overhead rain

  John Armellino William Raveis Real Estate

  547 Laurel St, East Haven, CT 06512
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  /19

  $305,000

  • 1 Bed
  • 1 Bath
  • 1,007 Sq Ft

  144 Foxwood Close Unit 144, Milford, CT 06461

  Enjoy the ranch style unit that offers flexible living with 1-2 bedrooms. Hardwood floors throughout the living room, dining room and office/2nd bedroom. Convenient second floor living with spacious primary bedroom features double closets. Laundry in the unit. The kitchen has been update with newer stainless steel appliances. Large Pantry. Cozy breakfast nook. Step out onto your private deck-

  Nelly Patric Navarrete Keller Williams Prestige Prop.

  144 Foxwood Close Unit 144, Milford, CT 06461
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  /38

  $869,900

  • 4 Beds
  • 4 Baths
  • 3,306 Sq Ft

  40 Pleasant Dr, Southbury, CT 06488

  Welcome to 40 Pleasant Drive, Southbury, CT, a picturesque Colonial nestled in a peaceful, tree-lined neighborhood. This inviting 4 bedroom, 2 full and 2 half bath home offers the perfect balance of timeless style and everyday comfort, thoughtfully designed for both casual living and elegant entertaining. Inside, you'll find soaring 9-foot ceilings, gleaming hardwood floors, and a graceful open

  Tori Withee KW Legacy Partners

  40 Pleasant Dr, Southbury, CT 06488
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  /39

  $444,900

  • 3 Beds
  • 2 Baths
  • 2,481 Sq Ft

  3 di Santo Dr, Wolcott, CT 06716

  Spacious One-Level Ranch with In-Law Suite, City Utilities & Major Updates! Discover the perfect blend of comfort, convenience, and versatility in this beautifully updated ranch-style home, offering over 1,400 sq ft of one-level living on a level half-acre lot-complete with city water and sewer! Ideal for downsizers or those seeking to avoid stairs, this home features a first-floor layout with

  Daniel Zandvliet Coldwell Banker Realty 2000

  3 di Santo Dr, Wolcott, CT 06716
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  /40

  $1,050,000

  • 4 Beds
  • 3.5 Baths
  • 3,635 Sq Ft

  51 Forest Glen Dr, Woodbridge, CT 06525

  SOPHISTICATED STYLE~ SERENE OASIS Welcome to Your Dream Home! This one checks all the boxes with beautifully updated kitchen and baths, a peaceful level lot in a sought-after neighborhood AND your own resort like pool area, complete with a stunning custom cabana! Step inside and you quickly realize you are in a rare home where every detail reflects impeccable taste, quality materials and

  Patricia Cardozo Coldwell Banker Realty

  51 Forest Glen Dr, Woodbridge, CT 06525
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  /40

  $459,900

  • 4 Beds
  • 3.5 Baths
  • 3,075 Sq Ft

  3 Rozum Cir, Prospect, CT 06712

  Welcome to 3 Rozum Circle-a spacious 4-bedroom home with a flexible layout, in-law apartment, and big-ticket updates throughout, nestled in a desirable Prospect neighborhood. Major upgrades include a new roof, solar panels, new electrical, new water filtration system, new gutters with guards, and a whole-house generator-giving peace of mind and energy efficiency from day one. The main living

  Dave Jones Dave Jones Realty, LLC

  3 Rozum Cir, Prospect, CT 06712
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  /40

  $650,000

  • 4 Beds
  • 2.5 Baths
  • 2,828 Sq Ft

  5 Forest Hollow Rd, Seymour, CT 06483

  Step into timeless elegance with this beautifully crafted Colonial boasting 2828 sq ft, of luxurious living space, 4 Beds, 2.5 Full Baths all meticulously maintained since its construction in 2011 for a truly turnkey experience. Inside highlights a Grand foyer 2 Stories high, Eat in Kitchen complete with Granite countertops, (2024) Appliances shares open floor plan with a cozy Family room with a

  Laura Hardacre Coldwell Banker Realty

  5 Forest Hollow Rd, Seymour, CT 06483
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  /26

  $309,000

  • 2 Beds
  • 1 Bath
  • 1,093 Sq Ft

  42 West Walk, West Haven, CT 06516

  Beachside Bliss by Long Island Sound. If you've ever dreamed of waking up and strolling along the beach, this beautifully maintained unit makes that dream a reality. Located just steps from the sparkling waters of Long Island Sound, it offers a serene coastal lifestyle with unmatched convenience. Not ready to dive into the ocean? Enjoy the Olympic-sized private pool exclusively reserved for

  Donna Genovese Great Estates, CT

  42 West Walk, West Haven, CT 06516
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  /38

  $1,199,000

  • 4 Beds
  • 3.5 Baths
  • 3,428 Sq Ft

  11 Ariel Rd, Woodbridge, CT 06525

  Hidden Gem in Woodbridge - Where Nature, Comfort & Elegance Align Welcome to a private paradise tucked away on a peaceful, tree-lined road in sought-after Woodbridge. Set on 1.6 beautifully landscaped acres, this exceptional home is bursting with character, charm, and over $100,000 in thoughtful updates (see MLS documents for full list). From the long private driveway to the 2-car garage,

  Judith Rush Dave Jones Realty, LLC

  11 Ariel Rd, Woodbridge, CT 06525
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  /17

  $249,900

  • 2 Beds
  • 2 Baths
  • 1,076 Sq Ft

  399 Heritage Village Unit D, Southbury, CT 06488

  Well maintained Upper Mark Twain with easy access (no stairs) from convenient guest parking. Private entrance (no usual quad common entrance). Serene Pond view from the deck, perfect for relaxing or entertaining. Engineered floors throughout except in bathrooms which are tiled. Primary bath recently completely updated plus an anti-microbial tub enclosure for added hygiene and comfort.

  Mary Monagan Joseph Bette REALTORS Inc

  399 Heritage Village Unit D, Southbury, CT 06488
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  /39

  $1,650,000

  • 4 Beds
  • 5 Baths
  • 4,178 Sq Ft

  231 Nortontown Rd, Guilford, CT 06437

  ***New Listing | Luxurious Country Retreat Where Elegance Meets Serenity Discover a rare opportunity to own this impeccably designed newly renovated Colonial estate, perfectly positioned on 5.26 private acres of mature landscaping, featuring blooming specimen trees, expansive lawns, and a stunning in ground Gunite saltwater swimming pool-ready to be enjoyed by its next fortunate residents. This

  Carol Simjian William Pitt Sotheby's Int'l

  231 Nortontown Rd, Guilford, CT 06437
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  /38

  $849,900

  • 4 Beds
  • 5 Baths
  • 3,986 Sq Ft

  16 Yankee Peddler Path, Madison, CT 06443

  This fully renovated and expanded Farmhouse Colonial offers nearly 4,000 sq ft of luxurious living space on a private 1.6-acre lot, blending timeless charm with modern upgrades. Every detail has been thoughtfully updated from roof to flooring, including new HVAC system, electrical, plumbing, a gourmet kitchen with center island and huge walk-in pantry, stylish bathrooms, and more. With 4 spacious

  Linda Toscano Coldwell Banker Realty

  16 Yankee Peddler Path, Madison, CT 06443
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  /40

  $986,000

  • 4 Beds
  • 5 Baths
  • 4,068 Sq Ft

  4 Brook Rd, Woodbridge, CT 06525

  Nestled amidst lush, mature plantings, this stately 4-bedroom Colonial exudes timeless elegance and offers exceptional privacy. Discover sun-drenched, spacious rooms adorned with beautiful moldings and trim, a brand-new kitchen, and seamless indoor-outdoor flow. The spectacular backyard retreat is an entertainer's dream, featuring a heated in-ground pool with a pool house and an expansive

  Dalia Coleman Coldwell Banker Realty

  4 Brook Rd, Woodbridge, CT 06525
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  /38

  $1,289,000

  • 4 Beds
  • 6 Baths
  • 3,764 Sq Ft

  26 Old Orchard Rd, North Haven, CT 06473

  Location! Location! Location!. Quality constructed in 1936 and meticulously maintained is this 3700 plus square foot brick and cedar sided Colonial. Set on a private, level landscaped .93 acre lot it features an inground heated gunite pool with bluestone patio and plenty of play space. The entrance foyer with beautiful archways leads into the south facing Living Room with fireplace, moldings and

  John Cuozzo Press/Cuozzo Realtors

  26 Old Orchard Rd, North Haven, CT 06473
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  /26

  $549,000

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

  0 Long Hill Farm Unit 20 24113571, Guilford, CT 06437

  Large 2600 sf single family home in Long Hill Farm. Enjoy the privacy of your own private pool.

  Lori Vogel William Raveis Real Estate

  0 Long Hill Farm Unit 20 24113571, Guilford, CT 06437
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  /39

  $649,000

  • 4 Beds
  • 3 Baths
  • 2,930 Sq Ft

  603 Lake Dr, Guilford, CT 06437

  Perched atop a scenic hill on four acres, this stunning custom-built home offers a blend of privacy, nature, and design. Enjoy breathtaking sunset views and seamless indoor-outdoor living with expansive decks and natural surroundings. Just a short walk to the sparkling waters of Lake Quonnipaug, you'll have easy access to swimming, boating, kayaking, and fishing. For land lovers, explore nearby

  Tim Galvin William Raveis Real Estate

  603 Lake Dr, Guilford, CT 06437
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  /37

  $950,000

  • 5 Beds
  • 3 Baths
  • 4,271 Sq Ft

  126 Cooke Rd, Wallingford, CT 06492

  126 Cooke Road is more than a home - it's your private retreat. Tucked away on nearly 5 acres in Wallingford's peaceful countryside, this oversized Colonial offers the space, privacy, and lifestyle you've been searching for. The open, sun-filled main level flows beautifully for both family moments and entertaining, while the in-ground pool and patio invite endless summer enjoyment. Upstairs, four

  Kevin Rockoff Rockoff Realty

  126 Cooke Rd, Wallingford, CT 06492
• 

  

  /22

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  486 Heritage Village Unit A, Southbury, CT 06488

  Welcome to the vibrant Heritage Village! Ideal for downsizing but staying active. Beautifully surrounded Heritage model 3 bedroom end unit boasts tons of natural light and park like secluded surroundings Newer mechanicals heat pump/AC unit (2021), water heater (2022). Both bathrooms provide walk-in showers, tons of closet and storage space here. Primary bedroom has four large closets. Kitchen

  Robert Van Egghen Carey & Guarrera Real Estate

  486 Heritage Village Unit A, Southbury, CT 06488
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  /40

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 4,879 Sq Ft

  48 Shepherds Trail, Madison, CT 06443

  This one-of-a-kind Contemporary Colonial home features 4 bedrooms, 2.5 baths, and a versatile floor plan designed for both grand entertaining and everyday comfort. Step into the impressive foyer, where an expansive living room and formal dining area set the stage for large gatherings. At the heart of the main level, the kitchen shines with granite countertops, stainless steel appliances, and a

  Erin Connelly Coldwell Banker Realty

  48 Shepherds Trail, Madison, CT 06443
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  /34

  $299,900

  • 2 Beds
  • 1 Bath
  • 1,032 Sq Ft

  138 Foxwood Close Unit 138, Milford, CT 06461

  This Beautiful, Spacious 2 Bedroom End Unit in sought after Foxwood, where your heat and hot water are included in your HOA! Enjoy an owner occupied complex with a lovely in-ground pool, tennis, pickleball and bocci courts. There is plenty of visitor parking in addition to your designated spot at your front door. Step inside to a wonderful open floor plan. Relax on your private balcony,

  Renee Mascia RE/MAX Right Choice

  138 Foxwood Close Unit 138, Milford, CT 06461
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  /39

  $469,900

  • 2 Beds
  • 2.5 Baths
  • 1,549 Sq Ft

  74 Harbour Close Unit 74, New Haven, CT 06519

  Live your dream lifestyle at 74 Harbour close! Truly the best of both worlds with the hustle and bustle of City living only minutes away while enjoying the peace and serenity of the ocean front gated community! This home sits high above long island sound with ocean and harbor views in the sweetest community that features not only an heated indoor pool, gym & clubhouse, but also an outdoor pool

  Jeffrey Anderson William Pitt Sotheby's Internatiomal Realty

  74 Harbour Close Unit 74, New Haven, CT 06519
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  /40

  $529,000

  • 3 Beds
  • 1.5 Baths
  • 1,760 Sq Ft

  324 Wheelers Farms Rd, Milford, CT 06461

  Welcome to Milford, CT! Step into a home that beautifully balances historic character with modern convenience. This updated 3-bedroom, 2-bath residence showcases antique details rarely found today, including gunstock corners, a beehive oven, and multiple fireplaces, creating a sense of timeless charm. At the same time, you'll enjoy a bright, modern kitchen, perfect for morning coffee and

  Steve Jones Jr KW Legacy Partners

  324 Wheelers Farms Rd, Milford, CT 06461
• 

  

  /40

  $575,000

  • 3 Beds
  • 3.5 Baths
  • 3,103 Sq Ft

  2 Dogwood Ct, Middlebury, CT 06762

  Beautiful 3-bedroom, 3.5-bath 3179 Sqft townhouse with a 1-car garage located on of the best best private streets in the highly sought-after Ridgewood community. The resort style complex people are raving about! This spacious home offers a flexible layout perfect for modern living. The main level features hardwood floors, a half bath, a bright living room, a dining area, and an eat-in kitchen

  Jay Irvine Serhant Connecticut, LLC

  2 Dogwood Ct, Middlebury, CT 06762
• 

  

  /13

  $199,000

  • 1 Bed
  • 1 Bath
  • 928 Sq Ft

  280 Heritage Village, Southbury, CT 06488

  Come see this bright, sun-lit one bedroom Carriage House in the Krueger Circle section of Heritage Village. You'll find attractive wide-board floors throughout the living room dining room hallways and bedroom with no "slab work" worries as this model is not built on a slab. Enjoy energy efficient heating and cooling thanks to a recently installed Heat Pump and brand new hot water heater. This

  Tom Greto William Raveis Real Estate

  280 Heritage Village, Southbury, CT 06488
• 

  

  /24

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  737 Heritage Village Unit A, Southbury, CT 06488

  Welcome to 737 Heritage Village, Unit A - An updated and turnkey residence in a desirable 55+ community. This spacious 3-bedroom unit features a lovely primary suite with a walk-in closet and a beautifully renovated full bath. The kitchen has been tastefully updated and includes a stove, refrigerator, dishwasher, and microwave. Enjoy meals in the charming dining area, then unwind in the inviting

  Melania Hasiuk William Pitt Sotheby's Int'l

  737 Heritage Village Unit A, Southbury, CT 06488

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