Fairfield County CT Homes under $500,000

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  /40

  $449,000

  • 3 Beds
  • 3 Baths
  • 2,338 Sq Ft

  186 Apache Ln Unit A, Stratford, CT 06614

  Welcome to Oronoque Village, an active 55+ community. This spacious 2/3 Bedroom 3 Bath ranch style unit has an appealing open concept Living Room/Dining Room accented with a soaring cathedral ceiling, fireplace, and sliders to a covered deck with bonus golf course views. A bright eat-in kitchen includes appliances and gas cooking. Two generously sized bedrooms on the main level include an ensuite

  

  Stephanie Ellison

  Ellison Homes Real Estate

  (203) 404-6702

  186 Apache Ln Unit A, Stratford, CT 06614
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  /37

  $499,900

  • 4 Beds
  • 2 Baths
  • 2,052 Sq Ft

  4 Hawley Rd, Danbury, CT 06811

  Welcome to 4 Hawley Rd! This well-maintained Gambrel Cape Cod style home was totally renovated from the ground up in 2015 to include the roof, siding, windows, HVAC, kitchen, and bathrooms. With over 2000 square feet of living space, it boasts 4 bedrooms, 2 full baths, an open main level floorplan, and laminate wood flooring. The kitchen features white cabinetry, stainless steel appliances

  

  Diane LaPine

  William Raveis Real Estate

  (203) 941-4932

  4 Hawley Rd, Danbury, CT 06811
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  /19

  $490,000

  • 2 Beds
  • 2.5 Baths
  • 1,984 Sq Ft

  201 Copper Square Dr, Bethel, CT 06801

  Fern style three-level Copper Square townhouse ready for its next owner. This beautiful unit features 2 / 3 beds, 2.5 baths and 1 car garage. Many upgrades, including stainless appliances, kitchen and bathroom cabinetry and countertops, hardwood floors. Main level offers light and bright living room, half bath, and beautiful eat-in kitchen with granite countertops, stainless appliances, breakfast

  

  Dee Ceylan

  Coldwell Banker Realty

  (203) 580-6856

  201 Copper Square Dr, Bethel, CT 06801
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  /29

  $425,000

  • 1 Bed
  • 1.5 Baths
  • 1,550 Sq Ft

  45 Heron View Rd Unit 45, New Fairfield, CT 06812

  Welcome to 45 Heron View Rd-an inviting end-unit in The Woods at Dunham Pond, a 55+ active adult community in the heart of New Fairfield. This well-maintained one-bedroom, 1.5-bath home offers bright, airy main living spaces with vaulted ceilings, beams, and a layout that's both functional and full of charm. The kitchen features granite countertops and tile flooring for easy care, while the

  

  Melissa Luks Fidanza

  Luks Realty

  (203) 587-8972

  45 Heron View Rd Unit 45, New Fairfield, CT 06812
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  /26

  $410,000

  • 5 Beds
  • 2.5 Baths
  • 2,420 Sq Ft

  1402 Boston Ave, Bridgeport, CT 06610

  Nestled in the Mill Hill neighborhood of Bridgeport, 1402 Boston Avenue is a charming two-family home offering both residential comfort and investment potential. Built in 1907, this property seamlessly blends historic character with modern amenities. The main unit spans 1,712 square feet and features a spacious 4-bedroom layout, while the front unit is a cozy studio apartment, ideal for guests or

  

  Alan Stewart Jr.

  ASJ Realty Partners

  (203) 875-0407

  1402 Boston Ave, Bridgeport, CT 06610
• 

  

  /22

  $475,000

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  87 Charles St, Stamford, CT 06902

  Opportunity awaits with this charming 3 bedroom home nestled in a desirable Stamford neighborhood, just a short walk to the water! While the interior is in need of updates, the home offers a solid layout with great potential for renovation or expansion. Perfect for buyers looking to customize and add their personal touch. Enjoy a leveled backyard that is nicely maintained. Located in a quiet,

  

  Adam Wagner

  Keller Williams Prestige Prop.

  (475) 348-7239

  87 Charles St, Stamford, CT 06902
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  /23

  $480,000

  • 3 Beds
  • 1.5 Baths
  • 1,312 Sq Ft

  10 Almar Dr, Bethel, CT 06801

  Bethel cul-de-sac Ranch with 3 bedrooms, 1 1/2 baths, a large deck, and a detached 2-car garage. This home is less than a mile from Downtown Bethel and all it has to offer, including shopping, dining, and the Metro North train station. The large eat-in kitchen leads to the living room and dining room combination. Hardwood floors throughout. It is on a nice level lot and has natural gas heat. Come

  

  Edmundo DaSilva

  eXp Realty

  (475) 338-3718

  10 Almar Dr, Bethel, CT 06801
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  /28

  $489,000

  • 3 Beds
  • 1.5 Baths
  • 1,986 Sq Ft

  161 Jockey Hollow Rd, Monroe, CT 06468

  Opportunity knocks at this custom ranch (plus potential ADU!) with coveted private lake & beach access in the heart of Monroe! The main level provides easy, single level living with great flow, hardwood floors, & windows in all the right places. The heart of the home is the capacious, cabinet-packed kitchen with vaulted skylit ceilings & a large eat-in area framed by an oversized bay window.

  Tommy Connors Redfin Corporation

  161 Jockey Hollow Rd, Monroe, CT 06468
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  /40

  $469,900

  • 3 Beds
  • 1.5 Baths
  • 1,660 Sq Ft

  5 Old Shelter Rock Rd, Bethel, CT 06801

  Imagine "home" is a secluded sanctuary within the most desired location in town. Turn up the drive to discover this unexpectedly beautiful setting and wonderfully appealing home set in the foreground of long mountain views. The protected landscape offers expansive level lawn, fruit trees, berry bushes & gardens, areas for party & play and a haven for pets & hummingbirds. It's a fitting

  Carole Sansone William Raveis Real Estate

  5 Old Shelter Rock Rd, Bethel, CT 06801
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  /36

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft

  3254 Broadbridge Ave, Stratford, CT 06614

  Welcome to 3254 Broadbridge Avenue, a beautifully reimagined ranch where timeless design meets modern comfort. Set on a spacious corner lot in Stratford, this home offers a seamless blend of style, function, and laid-back charm. Step inside to a bright open-concept layout where a statement fireplace anchors the living room, creating a cozy yet elevated atmosphere. Wide plank floors guide you

  Tony Persaud KW Legacy Partners

  3254 Broadbridge Ave, Stratford, CT 06614
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  /15

  $460,000

  • 2 Beds
  • 1.5 Baths
  • 1,852 Sq Ft

  86 Vanguard St, Bridgeport, CT 06606

  This recently renovated house is currently rented through May 31, 2026. On an oversized lot of more than 1/3 acre there is plenty to enjoy open space. If financing, please include an appraisal gap clause.

  Robert Rosenfeld Keller Williams Prestige Prop.

  86 Vanguard St, Bridgeport, CT 06606
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  /39

  $479,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,645 Sq Ft

  29 Stiles St, Stratford, CT 06614

  Welcome Home to 29 Stiles Street, a charming colonial nestled in the heart of the Paradise Green neighborhood! This home is just as cute and inviting as its surroundings, offering the perfect blend of character and comfort. The main level features an open floor plan with a lovely living room and fireplace, plus a dining area that flows easily into the kitchen. Just off the living room, you'll

  Valerie King Keller Williams Realty Prtnrs.

  29 Stiles St, Stratford, CT 06614
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  /36

  $495,000 Open Sat 1PM - 3:30PM

  • 2 Beds
  • 2.5 Baths
  • 1,660 Sq Ft

  1102 Woodland Hills Dr Unit 1102, Trumbull, CT 06611

  Welcome to 1102 Woodland Hills Drive, a sun-filled unit with space, style, and flexibility. This three-level townhouse is move-in ready and perfectly positioned in one of the best locations in the complex. Inside, you'll find a bright main level with hardwood floors, a modern kitchen with stainless steel appliances, full pantry, and breakfast bar that flows into the dining area with sliders to a

  Steven Anderson Keller Williams Realty

  1102 Woodland Hills Dr Unit 1102, Trumbull, CT 06611
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  /40

  $499,000 Open Sat 10AM - 1PM

  • 3 Beds
  • 2 Baths
  • 2,332 Sq Ft

  19 Riverford Rd, Brookfield, CT 06804

  Welcome to 19 Riverford Road, a charming and well-maintained 3-bedroom, 1.5-bath raised ranch located in a peaceful Brookfield neighborhood. The main level offers a spacious living room with large windows and hardwood floors, a formal dining room with access to the rear deck, and a kitchen ideal for everyday living or entertaining. Three generously sized bedrooms, including a primary with closet

  Patrick Smith Smith & DeGroat Real Estate

  19 Riverford Rd, Brookfield, CT 06804
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  /26

  $500,000

  • 2 Beds
  • 2.5 Baths
  • 1,496 Sq Ft

  136 Newtown Ave Unit 13, Norwalk, CT 06851

  RARE FIND: Tranquility and convenience define Mallard Pond's 21-unit complex--this unit is one of the largest. You can easily drive into the 2-car attached garage, which includes a storage unit and cedar closet. The open floor plan features a bright living room/dining room combination, complete with sliding doors that lead to a private covered deck. The spacious eat-in kitchen offers extensive

  Sara Littlefield BHHS Darien/New Canaan

  136 Newtown Ave Unit 13, Norwalk, CT 06851
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  /34

  $455,000

  • 2 Beds
  • 2.5 Baths
  • 1,855 Sq Ft

  15 Caldwell Terrace, Danbury, CT 06810

  Welcome to Timber Oaks, an exceptional townhome community perfectly positioned between vibrant downtown Danbury and the charming historic village of Bethel. Residents enjoy resort-style amenities including a sophisticated clubhouse, sparkling pool, and tennis courts, all while benefiting from convenient access to premier shopping, dining, and major commuter routes. This beautifully appointed

  John Hall William Pitt Sotheby's Int'l

  15 Caldwell Terrace, Danbury, CT 06810
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  /40

  $459,000

  • 6 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  196 5th St, Bridgeport, CT 06607

  Welcome to this charming Colonial home built in 2016. This oversized home features 6 spacious bedrooms, 2.5 bathrooms and laundry room. Central air conditioning for year-round comfort. This home beautifully combines modern living with classic appeal, making it an ideal choice for families. Conveniently located - close to Steel Pointe, restaurants, shopping and highways. Truly a must see.

  Katiria Chiluisa RE/MAX Right Choice

  196 5th St, Bridgeport, CT 06607
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  /25

  $460,000

  • 2 Beds
  • 1.5 Baths
  • 1,173 Sq Ft

  75 Courtland Ave Unit 9, Stamford, CT 06902

  Best and final Wed 7/30 at 12 noon Stunning and immaculate Heywood Heights first floor condo overlooks gardens and offers a 1 car garage right across from the building! Architect-designed, high end renovation creates an open feel yet maintains the integrity of the living, dining, and kitchen spaces. Updates include a custom kitchen with granite countertops, newer appliances and mechanicals,

  Ellen Christian Coldwell Banker Realty

  75 Courtland Ave Unit 9, Stamford, CT 06902
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  /25

  $460,000

  • 2 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  249 Hamilton Ave Unit 6, Stamford, CT 06902

  We will be asking for a final and best offer to be submitted by sarurday (8/2) at 5Pm. Decision wil be Monaday(8/4) by 6pm. This outstanding condo has a private entrance, leading to the first floor of this townhouse-style unit. It has been tastefully updated. The 1/2 bath on the first floor and 2 baths on the second floor complete the convenience desired in today's lifestyle. The washer and dryer

  Tom Hanson BHGRE Shore & Country

  249 Hamilton Ave Unit 6, Stamford, CT 06902
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  /33

  $460,000

  • 4 Beds
  • 2 Baths
  • 1,320 Sq Ft

  325 Goldenrod Ave, Bridgeport, CT 06606

  Charming Cape Cod in North End! This spacious 4-bedroom, 2 full bath home sits on a large lot and offers the perfect blend of comfort and convenience. Enjoy central air, a finished basement ideal for extra living space or a home office, and an under-house garage for easy access. Located just minutes from highways, Trumbull Mall, local parks, and Sacred Heart University-perfect for commuters,

  Rosania Melo Century 21 Scala Group

  325 Goldenrod Ave, Bridgeport, CT 06606
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  /15

  $460,000

  • 5 Beds
  • 2 Baths
  • 1,344 Sq Ft

  6 Lane Ave, Trumbull, CT 06611

  Cozy Cape Cod style home just waiting for you! five rooms, three bedrooms, two full baths, living room with light bright windows, dining room, updated kitchen and finished basement that gives you opportunity for more livable space! good size level yard and a oversized front porch for sitting & relaxing morning, noon or night. Tankless gas water heating. DO NOT MISS THIS OPPORTUNITY To turn this

  Rosania Melo Century 21 Scala Group

  6 Lane Ave, Trumbull, CT 06611
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  /39

  $469,000

  • 3 Beds
  • 1.5 Baths
  • 1,770 Sq Ft

  72 Providence Ave, Shelton, CT 06484

  Discover this inviting 3-bedroom, 1.5-bath Ranch-style home, nestled on a .23-acre lot, offering 1,254 sq ft of main-level living plus a 516 sq ft finished lower level. Perfect for relaxation and entertaining, this home blends cozy charm with modern comforts. The living room welcomes you with a tray ceiling, a propane fireplace featuring a raised fieldstone hearth and a bay window that floods the

  Shane Mason-Fryer KW Legacy Partners

  72 Providence Ave, Shelton, CT 06484
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  /30

  $469,900

  • 3 Beds
  • 2 Baths
  • 1,698 Sq Ft

  170 Southern Blvd, Danbury, CT 06810

  Within a short block of a 720-acre park, this meticulously maintained 3-bedroom, 2-bath home set on a level lot features Central AC & a Generac Home Generator for peace of mind. A grand entrance foyer soars with 10-foot ceilings and leads into an oversized living room adorned with beautiful wood floors. The living area seamlessly flows into a formal dining space, offering ample room for a buffet

  Dannel Malloy NestSeekers International

  170 Southern Blvd, Danbury, CT 06810
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  /31

  $470,000

  • 3 Beds
  • 2 Baths
  • 1,338 Sq Ft

  12 Charcoal Ridge Rd S, Danbury, CT 06811

  A single family home close to town with spacious bedrooms and living space. Plenty of storage and parking. Close to all forms of transportation, schools and shopping. Come check it out today!!

  Thomas Mele Dorrance Realty

  12 Charcoal Ridge Rd S, Danbury, CT 06811
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  /34

  $469,900

  • 3 Beds
  • 1.5 Baths
  • 1,674 Sq Ft

  22 Woodview Dr, Brookfield, CT 06804

  Buyer's loss is your gain. Seller's have addressed foundation crack (not stuctural,) plumbing and electrical issue to the tune of $16,000. Tests are out for new septic field (tank is newer) and Seller will have septic replace (if time permits) or pay for the replacement of fields prior to closing!! This is a a truly special opportunity in a highly desirable location-a split-level home that blends

  Linda McCaffrey Coldwell Banker Realty

  22 Woodview Dr, Brookfield, CT 06804
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  /27

  $465,000

  • 3 Beds
  • 2.5 Baths
  • 2,484 Sq Ft

  5 Stevens St, Bridgeport, CT 06606

  Turnkey Raised Ranch in Prime North End Location! Welcome to this move-in ready 3 bedroom raised ranch nestled in the highly convenient North End. Just minutes from the train, public transportation, shopping, parks, and major highways. Step inside to soaring vaulted ceilings and sun-filled living spaces that create a warm and inviting atmosphere. The spacious kitchen features quality GE

  Michael Heering Houlihan Lawrence

  5 Stevens St, Bridgeport, CT 06606
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  /18

  $459,999

  • 3 Beds
  • 1 Bath
  • 1,319 Sq Ft

  169 Laughlin Rd E, Stratford, CT 06614

  Charming home for sale in the desirable Paradise Green neighborhood, just a short walk to scenic Longbrook Park and a short drive to the beach. A sun drenched three season porch offers a chance to sit and relax at the end of a long day. This well-kept property offers a perfect blend of comfort and convenience, nestled on a quiet street with easy access to local shops, dining, and community

  Kate Abromovitch Fargin Realty, LLC

  169 Laughlin Rd E, Stratford, CT 06614
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  /36

  $469,000

  • 8 Beds
  • 2 Baths
  • 2,385 Sq Ft

  369 Park St, Bridgeport, CT 06608

  Spacious Single-Family Home with Multi-Generational Potential & Modern Updates Discover this inviting 2,358 sq. ft. 10 rooms single-family home, offering a perfect blend of comfort and convenience. The main level features a bright living room, a vaulted dining room, and an eat-in kitchen equipped with stainless steel appliances and updated cabinets, making it a stylish and functional space for

  Elizabeth Anderson Realty ONE Group Connect

  369 Park St, Bridgeport, CT 06608
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  /38

  $469,900

  • 3 Beds
  • 1 Bath
  • 1,834 Sq Ft

  217 Macon Dr, Bridgeport, CT 06606

  Impeccably maintained home in prime North End location ideally located close to Sacred Heart University, library, playground and tennis courts. Home offers new driveway, newer roof, vinyl siding and central air. Living room with built-ins, gas log fireplace and hardwood floors. Kitchen with tile floor, ample cabinet space and stainless appliances. Formal dining room with tile floor and french

  Steven Lage Coldwell Banker Realty

  217 Macon Dr, Bridgeport, CT 06606
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  /2

  $470,000

  • 3 Beds
  • 1.5 Baths
  • 1,511 Sq Ft

  Unlisted Address

  Prime location! Welcome to 457 Summit Street, Bridgeport CT. This home is located on the North-End of Bridgeport CT. This home features 3 bedrooms, 2 full bathrooms, living room, eat-in-kitchen and more the main and upper level. The finished basement has 1 bedroom and a large sitting area. This home is located only minutes away from the hospital, Sacred Heart University, restaurants, shopping

  Leonard Gordon Taylor Gordon & Company Corporation

  Unlisted Address
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  /2

  $455,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,116 Sq Ft

  105 Richards Ave Unit 1406, Norwalk, CT 06854

  Discover modern living in this 2-bedroom, 2-bathroom 'Carriage House' condo, perfectly positioned on the 4th floor as a rear corner unit with no overhead neighbors, ensuring exceptional privacy. The condo features an open floor plan with vaulted ceilings, newly installed laminate wood floors, and a cozy gas fireplace. The primary bedroom comes with a full bath and a walk-in closet. Enjoy central

  Miki Scarfo Compass Connecticut, LLC

  105 Richards Ave Unit 1406, Norwalk, CT 06854
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  /34

  $405,000

  • 2 Beds
  • 1 Bath
  • 1,164 Sq Ft

  8 Olcott Way Unit 8, Ridgefield, CT 06877

  Fully Renovated & Move-In Ready - Stunning 2-Bedroom Condo! This is the one you've been waiting for! Every room in this beautifully updated main-level 2-bedroom, 1-bath unit has been thoughtfully renovated with sophisticated finishes and timeless style. Step into the open-concept living and dining area, bathed in natural light and designed for effortless flow and comfort. Both spaces feature

  Sandra Juliano Berkshire Hathaway NE Prop.

  8 Olcott Way Unit 8, Ridgefield, CT 06877
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  /36

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft

  68 Stetson Place Unit 68, Danbury, CT 06811

  Move-In Ready & Packed With Perks! Step into this beautiful, spacious 2bedroom, 2.5bath townhouse in the sought after Stetson Place community. You'll love the open floor plan with gleaming hardwood floors, a cozy fireplace for those chill nights, and a sleek modern kitchen with stainless steel appliances. Additional Room! Perfect for your home office, gym, or hobby space-whatever makes life

  Emilio Mercado eXp Realty

  68 Stetson Place Unit 68, Danbury, CT 06811
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  /30

  $440,000

  • 2 Beds
  • 2.5 Baths
  • 2,094 Sq Ft

  2 Oak Meadows Dr Unit 102, Brookfield, CT 06804

  This unit is a 2-bedrm, 2 1/2 bath walkout townhome in the beuatiful Oak Meadows complex. Nice views and privacy from the deck and back of unit into the wooded open space surrounding the complex. Unit features include an open floor plan, 9' ceilings on first floor, a magnificent kitchen with granite counters and stainless steel appliances. On site amenities include 3,000 SF Clubhouse and heated

  Scott Lavelle RE/Max Experience, LLC

  2 Oak Meadows Dr Unit 102, Brookfield, CT 06804
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  /33

  $400,000

  • 3 Beds
  • 1.5 Baths
  • 784 Sq Ft

  69 Wood Creek Rd, New Fairfield, CT 06812

  First time on the market in decades. Welcome to 69 Wood Creek Road, a rare opportunity to own a classic Candlewood Lake cottage with endless potential. Nestled into the hillside, this charming 3-bedroom, 1-bath seasonal home offers sweeping views and private access to Connecticut's largest lake. Built with character and warmth, the cottage features an open living area, a wood-burning fireplace,

  Daniel Durante Criterion Real Estate LLC

  69 Wood Creek Rd, New Fairfield, CT 06812
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  /27

  $400,000

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  71 Wood Creek Rd, New Fairfield, CT 06812

  Offered for the first time in decades, 71 Wood Creek Road presents a rare chance to own a classic lakeside retreat on Candlewood Lake. This charming 1-bedroom, 1-bath ranch is tucked into the hillside and offers peaceful water views along with private lake access. Ideal as a weekend getaway or a future renovation project, the home features an open layout with warm, rustic character throughout. A

  Daniel Durante Criterion Real Estate LLC

  71 Wood Creek Rd, New Fairfield, CT 06812
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  /36

  $439,000

  • 2 Beds
  • 2 Baths
  • 1,082 Sq Ft

  50 Aiken St Unit 425, Norwalk, CT 06851

  Step into effortless elegance in this impeccably maintained 2-bedroom, 2-bath residence at the coveted Rolling Ridge community. Freshly painted throughout, this home showcases beautifully refurbished cabinetry, new designer rugs, new A/C units, and upgraded ceiling fans with integrated lighting. The chef-inspired kitchen includes a new electric grill-perfect for indoor entertaining. Enjoy the

  Kevin Malloy Serhant Connecticut, LLC

  50 Aiken St Unit 425, Norwalk, CT 06851
• 

  

  /40

  $445,000

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  260 Marcroft St, Stratford, CT 06614

  Come see this beautifully maintained, move in ready three bedroom, two bath home. It is located in a quiet, sought-after neighborhood on Stratford's north end. It feature's gleaming hardwood floors, bright and open living spaces, and many recent updates throughout. The spacious backyard is perfect for the family time and entertaining, with a oversized driveway that can easily fit 4-6 cars. Don't

  Sharon Peters Century 21 Scala Group

  260 Marcroft St, Stratford, CT 06614
• 

  

  /14

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft

  6A Midway Dr, Bethel, CT 06801

  Welcome to this inviting 3-bedroom, 2-bath home that offers comfort, flexibility, and room for everyone to enjoy. Nestled on a peaceful side street, it's the kind of neighborhood where you'll love taking morning jogs or evening walks with the family. From the moment you arrive, the home's curb appeal stands out. It sits on a beautifully level lot that's perfect for outdoor play or backyard

  Laura Testa Kiwi Homes

  6A Midway Dr, Bethel, CT 06801
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  /26

  $410,000

  • 2 Beds
  • 1.5 Baths
  • 1,460 Sq Ft

  633 Danbury Rd Unit 27, Ridgefield, CT 06877

  Wonderful opportunity to own in sought after Stonehouse Commons, a private 26 unit Town Home community conveniently located off of route 7, less than 10 minutes from historic Main Street, and a great commute to Route 84 or southern Fairfield County. This unit comes with a top quality Trane heat pump system that's less than 3 years old, and a 2 year old 50 gallon hot water heater, all waiting for

  Mark Travaglini Houlihan Lawrence

  633 Danbury Rd Unit 27, Ridgefield, CT 06877

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