Connecticut Homes for Sale with Private Pool

• 

  

  

  /29

  $575,000

  • 2 Beds
  • 3 Baths
  • 2,199 Sq Ft

  488 Commanche Ln Unit A, Stratford, CT 06614

  Welcome to effortless Oronoque Village living in this beautifully remodeled Wolcott-style end unit, tucked away on a quiet cul-de-sac within the coveted North Trail complex. Surrounded by a peaceful, nature-like setting, this sunny home offers the perfect blend of privacy, comfort, and resort-style amenities in one of Stratford's most sought-after 55+ communities. Step inside to a bright, open

  Carmen Desiato Serhant Connecticut, LLC

  488 Commanche Ln Unit A, Stratford, CT 06614
• 

  

  

  /17

  $194,500

  • 2 Beds
  • 1 Bath
  • 1,024 Sq Ft

  827 Blackstone Village, Meriden, CT 06450

  Welcome to 827 Blackstone Village in Meriden, CT! This well-maintained condo offers 2 spacious bedrooms, 1 full bathroom, and 1,024 sq ft of comfortable living space. Enjoy a cozy and functional layout with plenty of natural light, making it perfect for owner-occupants or investors alike. Residents can also enjoy community amenities including a pool and tennis court. Conveniently located near

  Diana Paccha eXp Realty

  827 Blackstone Village, Meriden, CT 06450
• 

  

  

  /37

  $7,250,000

  $500K PRICE DROP

  • 6 Beds
  • 10 Baths
  • 15,399 Sq Ft

  119 Proprietors Crossing, New Canaan, CT 06840

  119 Proprietors Crossing is an entertainer's dream, featuring stunning architecture by James E. Gearity. Nestled on four private acres, this six-bedroom estate blends timeless elegance with modern luxury. A private drive leads to an elegant fountain, setting an unforgettable tone. Inside, a soaring foyer showcases a dramatic Baccarat chandelier and seven fireplaces, enhancing the warm atmosphere.

  Molly Rubins NestSeekers International

  119 Proprietors Crossing, New Canaan, CT 06840
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  /39

  $4,500,000

  • 5 Beds
  • 4.5 Baths
  • 4,872 Sq Ft

  33 Cliffdale Rd, Greenwich, CT 06831

  Golden opportunity to own four private acres in Greenwich's coveted Back Country. Tucked behind a gated stone entrance, this stunning Colonial sits on rolling lawns with sunset views to scenic Laub Pond. Renovated by renowned Lighthouse Architects, it blends classic New England charm with modern luxury and includes plans for future expansion.The primary suite is a true retreat, featuring

  Marli Meier Corcoran Centric Realty LLC

  33 Cliffdale Rd, Greenwich, CT 06831
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  /2

  $499,900

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,490 Sq Ft

  46 Auburn Way, Torrington, CT 06790

  coming soon!

  Kristen Duchene Litchfield County Real Estate

  46 Auburn Way, Torrington, CT 06790
• 

  

  /18

  $4,000,000

  New Construction

  • 7 Beds
  • 9 Baths
  • 7,105 Sq Ft

  20 Fresenius Rd, Westport, CT 06880

  We've saved the best for last! Of the 4 homes built at the end of this quiet and centrally located Westport cul-de-sac, this is the most expansive, and it's loaded with top-tier amenities. Entertain or hang out in style in gracious rooms curated by Susan Tracy Designs featuring a warm color palate, and not often found finishes like Venetian plaster and built-in hallway millwork. The open

  Patricia Shea Coldwell Banker Realty

  20 Fresenius Rd, Westport, CT 06880
• 

  

  /40

  $7,500,000

  New Construction

  • 6 Beds
  • 9 Baths
  • 9,576 Sq Ft

  8 Loretta Ct, Westport, CT 06880

  Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning four levels, this six-bedroom home features an airy layout with refined finishes throughout. The

  Lianne Owen Coldwell Banker Realty

  8 Loretta Ct, Westport, CT 06880
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  /40

  $1,019,000

  $60K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,668 Sq Ft

  20 Laura Dr, Danbury, CT 06811

  Discover refined living in this beautifully renovated four-bedroom, two full and three half-bath Colonial, perfectly positioned on a quiet cul-de-sac of similar fine homes. This exceptional home seamlessly blends classic charm with contemporary luxury, featuring extensive updates throughout including brand new roof. The main level welcomes you with new porcelain tile flooring in the entry,

  Kathryn Gill William Pitt Sotheby's Int'l

  20 Laura Dr, Danbury, CT 06811
• 

  

  /18

  $880,000

  Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 2,072 Sq Ft

  42 Blueberry Hill Rd, Weston, CT 06883

  Opportunity in Weston! Set on a private 1-acre lot, this spacious ranch offers easy single-level living, generous room sizes, hardwood floors, an attached 2-car garage, and a desirable in-ground pool setting. The home features a large living area, eat-in kitchen, multiple bedrooms, two full baths, laundry room, and excellent indoor/outdoor potential with access to the rear deck and yard.

  Gene Shklover AG Prime Realty

  42 Blueberry Hill Rd, Weston, CT 06883
• 

  

  /21

  $225,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  215 Ledge Dr, Torrington, CT 06790

  *BEST VALUE IN LAKERIDGE! Price INCLUDES GARAGE!* Welcome to effortless condo living in this 2 bedroom Tanglewood end unit with a one car detached garage! Inside offers a beautifully appointed eat in kitchen with Corian counters, a bright, spacious living room with gas fireplace, and a main-level bedroom with full bath. The upper-level primary bedroom suite overlooks peaceful natural

  Tony Goia The Washington Agency

  215 Ledge Dr, Torrington, CT 06790
• 

  

  /39

  $885,000

  Open Sat 11AM - 1PM Coming Soon

  • 5 Beds
  • 3.5 Baths
  • 3,372 Sq Ft

  28 Paula Rd, Putnam, CT 06260

  Welcome to 28 Paula Road - a stunning custom-built home where timeless craftsmanship meets modern comfort. Set on a beautifully landscaped lot, this impressive property stands out with exceptional curb appeal, an expansive front porch, manicured grounds, and an oversized three-car garage. The exterior is enhanced by tasteful architectural details, cedar impression siding accents, and owned solar

  Amy Brunet Brunet and Company Real Estate

  28 Paula Rd, Putnam, CT 06260
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  /40

  $289,000

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

  877 Heritage Village Unit A, Southbury, CT 06488

  Welcome to Heritage Village, the Northeast's largest active adult community, proudly ranked #11 among more than 2,600 communities nationwide. Discover the perfect blend of comfort, style, and convenience in this beautifully maintained two-bedroom, two-bath Franklin Model townhouse. Step inside to find stunning luxury vinyl flooring with the look of natural wood throughout the dining room, living

  Lisa Hintzen Berkshire Hathaway NE Prop.

  877 Heritage Village Unit A, Southbury, CT 06488
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  /33

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  88 Turtle Bay Dr, Branford, CT 06405

  Lovely 3 bedroom, 2 full bath townhome located in the Turtle Bay complex in Branford! This well-maintained end unit also features an under-house garage for 1 car. The kitchen features laminate countertops, lots of cabinet space and all stainless steel appliances: electric range, microwave, refrigerator and dishwasher! The large living/dining room combo is fully carpeted and showcases vaulted

  Tyler Della Valle Dow Della Valle

  88 Turtle Bay Dr, Branford, CT 06405
• 

  

  /40

  $1,599,500

  • 6 Beds
  • 5.5 Baths
  • 4,258 Sq Ft

  201 Route 37 S, Sherman, CT 06784

  Once a beloved gathering place known as The Timber Trails Inn, this storied home now stands as a testament to time, craftsmanship, and quiet beauty. Set upon 1.4 private, level acres, it offers a sanctuary where history whispers through every beam and floorboard, and modern life unfolds in effortless harmony. All just 65 miles from NYC and lower Fairfield County destinations. Step inside, and

  Cory Neumann Houlihan Lawrence

  201 Route 37 S, Sherman, CT 06784
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  /40

  $449,888

  • 1 Bed
  • 1.5 Baths
  • 1,444 Sq Ft

  34 Overlook Dr Unit 34, Monroe, CT 06468

  This impeccably stunning 2 Bed 2Bath townhouse offers a combination of modern, convenience and exceptional comfort. Experience the ease of move-in ready living in this beautiful home, situated on the highly desirable and peaceful park-like complex of Northbrook, which meets super tranquility. This three-story residence is thoughtfully designed to deliver bright, spacious living areas, everyday

  Catherine Jia Coldwell Banker Realty

  34 Overlook Dr Unit 34, Monroe, CT 06468
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  /40

  $15,000,000

  • 7 Beds
  • 6.5 Baths
  • 6,215 Sq Ft

  4 Sherwood Island Ln, Westport, CT 06880

  Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected

  Andrew Whiteley Brown Harris Stevens

  4 Sherwood Island Ln, Westport, CT 06880
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  /40

  $790,000

  Open Sat 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,044 Sq Ft

  458 Newtown Ave, Norwalk, CT 06851

  Welcome to this pristine 3-bedroom Colonial in the highly sought-after Cranbury neighborhood. Move-in ready and meticulously maintained, this inviting home features hardwood floors throughout, a formal living room with a fireplace, a dining area, and a well-appointed kitchen with an eating area. The spectacular great room with soaring ceiling creates a bright, airy gathering space at the heart of

  Laura Kottler Compass Connecticut, LLC

  458 Newtown Ave, Norwalk, CT 06851
• 

  

  /22

  $1,390,000

  New Construction

  • 4 Beds
  • 4 Baths
  • 4,001 Sq Ft

  183 Willow Creek Estates Dr, Southbury, CT 06488

  A rare opportunity to become part of the prestigious Willow Creek community. This extraordinary custom residence, to be built, beautifully blends timeless New England charm with sophisticated modern luxury in a breathtaking setting.Another signature home by CORBO, this exceptional 4bedroom residence will showcase dramatic architectural design, impeccable craftsmanship, and refined high-end

  Magda Ballaro William Raveis Real Estate

  183 Willow Creek Estates Dr, Southbury, CT 06488
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  /11

  $445,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,889 Sq Ft

  86 Whippoorwill Hollow Rd, North Franklin, CT 06254

  Looking for peace and serenity? This beautifully maintained Raised Ranch delivers exactly that. Tucked away on a quiet, private, treelined road, this home offers comfort, space, and thoughtful updates throughout. Step inside to an inviting open floor plan featuring gleaming hardwood floors and sliders that lead to a spacious deck complete with an automatic awning-perfect for relaxing or

  Linda Labbe CENTURY 21 Shutters & Sails

  86 Whippoorwill Hollow Rd, North Franklin, CT 06254
• 

  

  /37

  $345,000

  Open Fri 5PM - 7PM

  • 3 Beds
  • 1.5 Baths
  • 1,644 Sq Ft

  86 Hitchcock Dr, Meriden, CT 06450

  Welcome to this beautifully maintained and updated raised ranch located in the highly sought after Meeting House Village Association! Offering a low HOA and exceptional community amenities including a pool, basketball court, fitness center, dog park, community room, restaurant, dance studio, and market; all within a short 5 minute walk, this home delivers both comfort and convenience! The upper

  kathleen mullins Real Broker CT, LLC

  86 Hitchcock Dr, Meriden, CT 06450
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  /57

  $12,900,000

  • 8 Beds
  • 13 Baths
  • 13,268 Sq Ft

  550 Round Hill Rd, Greenwich, CT 06831

  Nestled on 4.09 acres in Greenwich, CT, this breathtaking 8-bedroom Georgian Colonial estate offers unparalleled elegance and privacy. Commanding spectacular big sky views from its perch 560' above sea level, the property features exquisite formal gardens, and pool. Inside, grand-scale rooms with soaring ceilings, masterful stonework, elegant millwork, and arches create a luxurious atmosphere.

  Stephen Archino Sotheby's International Realty

  550 Round Hill Rd, Greenwich, CT 06831
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  /38

  $3,750,000

  $245K PRICE DROP

  • 4 Beds
  • 5.5 Baths
  • 4,751 Sq Ft

  270 Kent Hollow Rd, Kent, CT 06757

  The home of former Editor and Chief of Travel + Leisure and House & Garden is now available to you. A rare architectural offering, this distinctive home blends contemporary design with timeless elegance. Expansive walls of glass flood the interiors with natural light, creating a seamless connection to the surrounding landscape & an immersive sense of living in nature. Enter through the dramatic

  Stacey Matthews W. Raveis Lifestyles Realty

  270 Kent Hollow Rd, Kent, CT 06757
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  /39

  $789,000

  • 5 Beds
  • 3.5 Baths
  • 4,258 Sq Ft

  91 Booth Hill Rd, Shelton, CT 06484

  Properties like this almost never hit the market - a true multigenerational 4,258 sf home offering the rare blend of space, privacy, flexibility, and "two homes in ONE." Set on a little over an acre in desirable Shelton within the sought-after Mohegan School District, this unique property is ideal for extended family, guests, or anyone needing room to spread out comfortably. The main residence

  Chris Bacoulis Realty ONE Group Connect

  91 Booth Hill Rd, Shelton, CT 06484
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  /16

  $6,785,000

  New Construction

  • 6 Beds
  • 9 Baths
  • 7,888 Sq Ft

  14 Burr School Rd, Westport, CT 06880

  RARE OPPORTUNITY TO CUSTOMIZE NEW CONSTRUCTION BY COASTAL LUXURY HOMES. PLANS APPROVED & PERMITS IN PLACE. CONSTRUCTION CAN BEGIN IMMEDIATELY, SAVE 6+ MOS ON NEW BUILD TIMELINE. This ultra luxury modern cul-de-sac residence features stucco exterior, DaVinci Boral roof, and expansive windows up to 10ft high. Main level includes luxe chef's kitchen w/ breakfast room opening to the great room with

  Jennifer Tanner The Riverside Realty Group

  14 Burr School Rd, Westport, CT 06880
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  /35

  $374,500

  $3K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,252 Sq Ft

  7 Newport Dr, Waterbury, CT 06705

  Well maintained Ranch on a large corner lot in the highly desirable East End of Waterbury. Offering three spacious bedrooms, kitchen/ dining room and living room, one and half bathrooms. Step outside to enjoy the private fenced backyard, featuring a totally renovated in ground pool & patio perfect for relaxing/entertaining summers with family and friends; sunroom with windows that provide ample

  Elena McGlynn William Raveis Real Estate

  7 Newport Dr, Waterbury, CT 06705
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  /36

  $3,800,000

  • 4 Beds
  • 2.5 Baths
  • 3,004 Sq Ft

  20 Grove Ave, Groton, CT 06340

  Mystic luxury home in the heart of the Mystic River Historic District. Home's majestic presence along the Mystic River has been a beacon for Mystic's nautical community. One of the premier homes along the river front with direct access to nautical adventures with your own personal dock. The home is located directly opposite The Mystic Seaport with 156 feet of unobstructed waterfront views. Home's

  William Turner Berkshire Hathaway NE Prop.

  20 Grove Ave, Groton, CT 06340
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  /34

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,548 Sq Ft

  6 Weekeepeemee Rd, Woodbury, CT 06798

  Step back in time as you enter this enchanting 1846 cottage, where history and modern comfort blend seamlessly. Wide-board wood floors and exposed hand-hewn beams welcome you the moment you arrive, guiding you through rooms filled with character and warmth. The open-concept kitchen features a stainless steel gas stove and dishwasher, charming display cabinets, a farmhouse sink, and a delightful

  Dawn Hough Coldwell Banker Realty

  6 Weekeepeemee Rd, Woodbury, CT 06798
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  /29

  $105,000

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft

  42 Pierce Rd, Preston, CT 06365

  Just come and relax in your own place at Strawberry Park, it has a lot to offer you, gated resort, with lots of amenities like pools, playgrounds, pickleball, dog park, So pet friendly. Sit and enjoy the quietness of the park, in the back where the home is located, your view is the field next door, so watch the deer go by, home is a Breckenridge, has a covered deck to relax under on warm days

  Laurie Hayes-Hagstrom On The Move Realty, LLC

  42 Pierce Rd, Preston, CT 06365
• 

  

  /39

  $2,695,000

  • 2 Beds
  • 3 Baths
  • 2,254 Sq Ft

  52 Valley Forge Rd, Weston, CT 06883

  Set on three private acres of serene woodland along the banks of the Saugatuck River, this extraordinary Riverfront Retreat offers a rare opportunity to live immersed in nature in a modern masterpiece. Creating a seamless connection between the stunning interiors and the tranquil beauty of the surrounding landscape, experience breathtaking river views from the rooftop deck with succulent gardens,

  Laurie Crouse Coldwell Banker Realty

  52 Valley Forge Rd, Weston, CT 06883
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  /32

  $494,500

  • 2 Beds
  • 2.5 Baths
  • 2,172 Sq Ft

  10 Lawrence Ave, Danbury, CT 06810

  Welcome to The Villages at Timber Oaks! This sunny and bright tri-level townhouse offers the perfect blend of comfort, style, and convenience with 2 bedrooms, 2.5 bathrooms, a finished lower level, and a spacious 2-car garage. The inviting main level features 9-foot ceilings, elegant crown molding, a cozy gas fireplace, and an expansive deck overlooking peaceful natural surroundings - perfect for

  Scott Benincasa GoodHouse Real Estate LLC

  10 Lawrence Ave, Danbury, CT 06810
• 

  

  /39

  $1,495,000

  • 4 Beds
  • 4.5 Baths
  • 4,152 Sq Ft

  415 South St, Litchfield, CT 06759

  Welcome to Riverbend Farm, in the Borough of Litchfield. The property includes almost 9 acres, over two lots, with over 1,000 feet of frontage on the Bantam River! Set back from the road, is 415 South Street, the 6.7 acre parcel, with four structures, house, garage, garden shed and three stall barn. Included in the listing is 401 South Street, 2.17 acre buildable lot. With stunning views of

  Andrew Murphy E.J. Murphy Realty

  415 South St, Litchfield, CT 06759
• 

  

  /40

  $789,000

  • 3 Beds
  • 2.5 Baths
  • 2,322 Sq Ft

  184 Wells View Rd Unit 184, Shelton, CT 06484

  Welcome to this stunning, one-owner townhouse where no expense was spared in design, finishes, or lot selection. Perfectly positioned on a premium lot, this end-unit home offers over 2,300 square feet of beautifully appointed living space-plus a finished lower-level recreation room-making it truly one of a kind. Step inside and be immediately impressed by the light-filled, open-concept main

  Sharon Tudino Coldwell Banker Realty

  184 Wells View Rd Unit 184, Shelton, CT 06484
• 

  

  /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
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  /27

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,382 Sq Ft

  190 Main St, Baltic, CT 06330

  Nestled along the banks of the Shetucket River, 190 Main Street offers a rare combination of modern efficiency and a tranquil, natural setting. This home is a true peaceful retreat, lots of natural lighting, boasting significant recent upgrades including a brand-new roof installed less than a month ago and a newly installed central AC unit for ultimate summer comfort. These major improvements are

  Michael Hernandez Signature Realty LLC

  190 Main St, Baltic, CT 06330
• 

  

  /50

  $75,000,000

  • 8 Beds
  • 14 Baths
  • 15,944 Sq Ft

  1233 Rock Rimmon Rd, Stamford, CT 06903

  An extraordinary 268-acre legacy estate spanning the New York-Connecticut border, Hillandale offers unrivaled privacy and timeless grandeur. Once owned by the Sulzberger family of the New York Times, the 15,000+ sq ft, eight-bedroom European-inspired manor has been meticulously restored and features magnificent formal entertaining rooms, 11 fireplaces, two elevators, a paneled library, sun-filled

  Leslie McElwreath Sotheby's International Realty

  1233 Rock Rimmon Rd, Stamford, CT 06903
• 

  

  /27

  $499,000

  Open Sun 11AM - 1PM

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

  9 Lawson Ln, Ridgefield, CT 06877

  Turnkey, rarely available townhouse in the heart of Ridgefield with attached garage. This beautifully updated 2-bedroom home offers a clean, fresh, and airy feel with an open, flexible floor plan ideal for today's lifestyle. The brand-new kitchen features quartz countertops, and new appliances, flowing seamlessly into the living and dining areas. Freshly painted throughout with new flooring and

  Amy Grossfeld Houlihan Lawrence

  9 Lawson Ln, Ridgefield, CT 06877
• 

  

  /38

  $724,900

  Open Sat 12PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 2,347 Sq Ft

  20 Timber Ln, New Milford, CT 06776

  Arguably the best view in New Milford! Perched at the end of a serene, private drive in the highly desirable Northville section, this stunning Colonial offers breathtaking, panoramic views as far as the eye can see. Nestled on private, sun-drenched acreage and enveloped by tranquil woodlands, this property is the ultimate peaceful retreat. The outdoor oasis is an entertainer's dream, featuring a

  Jeff Jones Keller Williams Realty

  20 Timber Ln, New Milford, CT 06776
• 

  

  /31

  $289,000

  • 3 Beds
  • 1.5 Baths
  • 1,170 Sq Ft

  140 Bailey Ave, Meriden, CT 06451

  Welcome to 140 Bailey Avenue in Meriden! This charming 3-bedroom, 1.5-bath home offers comfortable living on a spacious 0.23-acre lot in a convenient location. The property features a beautiful front yard, an attached garage, a basement providing excellent storage or future expansion potential, and a backyard with an in-ground pool ready to be restored to its full potential. Inside, you'll find a

  Thomas Mele Social & Co Realty

  140 Bailey Ave, Meriden, CT 06451
• 

  

  /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
• 

  

  /25

  $464,900

  $5K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,739 Sq Ft

  127 Harbour Close Unit 127, New Haven, CT 06519

  Premier gated, water-front community just minutes from Yale/Downtown! This lovely townhome was built in 2018 and offers 1739 SQFT of luxury. When you drive through the gates and pull into the garage, your parking spot is right next to the elevator. Another near-by spot is available for car #2. Each unit has a large storage room on this level as well. Take the elevator to the second floor and

  Christina King Connecticut Real Estate Group LLC

  127 Harbour Close Unit 127, New Haven, CT 06519

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