South Central Connecticut Planning Region, CT Homes for Sale

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  /34

  $1,300,000

  • 12 Beds
  • 8 Baths
  • 9,890 Sq Ft

  13 Portland St, Middletown, CT 06457

  Unique mixed-use opportunity in Middletown offering strong cash flow and flexible ownership potential. Property consists of a fully occupied 4-family, a fully occupied 2-family, and two 1,600 SF commercial garage/workshop spaces all situated on one lot with views of the Connecticut River and Arrigoni Bridge. One commercial space is leased, while the second vacant garage offers ideal owner-user

  Sacha Armstrong William Pitt Sotheby's International Realty

  13 Portland St, Middletown, CT 06457
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  /25

  $449,900

  $30K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  42 White Ave, Middlebury, CT 06762

  Set on nearly half an acre in one of Middlebury's most desirable neighborhoods, this 3-bedroom, 2.5-bath Colonial blends timeless character with everyday comfort. Gleaming hardwood floors run throughout the home, anchoring an open, inviting layout built for both daily living and entertaining. The heart of the home is a spacious family room crowned by a dramatic cathedral ceiling and ceiling fan,

  Justin Cabral West View Properties, LLC

  42 White Ave, Middlebury, CT 06762
• 

  

  

  /35

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,352 Sq Ft

  104 Bell St, Middletown, CT 06457

  Welcome to 104 Bell Street - a rare find on 2.6 private acres in the heart of Middletown. This 4-bedroom, 2 full bath home offers a truly unique setting where you drive down a long, secluded driveway and cross a bridge over Sawmill Brook to arrive at your own private oasis. Fully updated throughout, this home features a renovated kitchen, updated bathrooms, new flooring, new 200-amp electrical

  Warren Juall HOMESELL

  104 Bell St, Middletown, CT 06457
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  /36

  $420,000

  • 3 Beds
  • 1 Bath
  • 1,554 Sq Ft

  108 Pleasant Ave, East Haven, CT 06512

  Nearly an acre in Foxon! Welcome to 108 Pleasant Avenue, where a spacious 3-bedroom ranch, .81-acre lot, central air, attached 2 car garage and flexible lower-level space come together just minutes from New Haven. Offering approximately **1,554 sq. ft. of comfortable one-level living**, this home combines space, convenience and classic New England charm in a location that's hard to beat. Step

  Christian Flores mygoodagent

  108 Pleasant Ave, East Haven, CT 06512
• 

  

  

  /40

  $1,125,000

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,254 Sq Ft

  84 Fair St, Guilford, CT 06437

  Historic 1859 Octagon Home Just One Block from the Iconic Guilford Green. Rarely does a home of such architectural distinction and prime location become available. Crafted in 1859 by renowned local builder Edwin A. Leete, this landmark 4-bedroom, 2.5-bath octagonal residence offers a extraordinary blend of mid-19th-century character and seamless modern comfort-all just a single block from the

  Kirsten Adams William Pitt Sotheby's Int'l

  84 Fair St, Guilford, CT 06437
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  /28

  $2,890,000

  $100K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 4,092 Sq Ft

  40 Hawley Ave, Milford, CT 06460

  Rare elevated estate in coveted Woodmont Borough, Milford - where Trubee Doolittle Park sits permanently between this residence and the Long Island Sound, guaranteeing unobstructed panoramic ocean views that can never be blocked by future development. This permanent view protection is extraordinarily rare on the Connecticut shoreline. Perched 43 feet above sea level, this residence carries FEMA

  Derek Greene Derek Greene

  40 Hawley Ave, Milford, CT 06460
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  /38

  $1,089,000

  $30K PRICE DROP

  • 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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  /2

  $280,000

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  89 Rockledge Dr, Waterbury, CT 06706

  Property offered strictly as-is. Home is currently occupied-no interior access or photos available. Purchaser to assume occupancy status at closing. Excellent opportunity for buyers willing to address the next steps and realize this property's potential.

  Catherine Aaron Berkshire Hathaway NE Prop.

  89 Rockledge Dr, Waterbury, CT 06706
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  /30

  $439,999

  • 4 Beds
  • 2 Baths
  • 3,161 Sq Ft

  13 Ells St, Ansonia, CT 06401

  Great opportunity to own a 2-family home in Ansonia! Each unit features 2 bedrooms, 1 full bath, and a spacious living room. The second-floor unit is currently rented for $1,900/month, while the first-floor unit is vacant-ideal for an owner-occupant or additional rental income. Convenient location near shopping, dining, transportation, and major roadways. Great investment opportunity with income

  Donjae Sampson YellowBrick Real Estate LLC

  13 Ells St, Ansonia, CT 06401
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  /26

  $895,000

  • 12 Beds
  • 6 Baths
  • 11,760 Sq Ft

  170 Meriden Rd, Waterbury, CT 06705

  Exceptional mixed-use investment opportunity offering 11,760 SF of income-producing space in Waterbury's highly visible East End. The entire first floor, totaling approximately 6,500 SF, is leased long-term to a well-established and stable pawn shop, providing dependable commercial income. The second floor features three beautifully renovated residential apartments consisting of a

  Amanda Sheehan Oxford Realty

  170 Meriden Rd, Waterbury, CT 06705
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  /2

  $419,900

  • 4 Beds
  • 2 Baths
  • 2,100 Sq Ft

  294 Ward St, Wallingford, CT 06492

  One of the few East side two families available in Town. All separate utilities, two car garage, open front porch. Some areas have been updated but still needs new buyers personal updates

  Raymond Valenti RE/MAX Alliance

  294 Ward St, Wallingford, CT 06492
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  /39

  $309,900

  • 5 Beds
  • 2 Baths
  • 1,576 Sq Ft

  105 Spring St, Middletown, CT 06457

  **Multiple Offers, Highest and Best Due EOD Wednesday, 9/9/26** Opportunity knocks in the heart of Middletown! This two-family home sits just minutes from Route 9, public transportation, and the Main Street corridor with its restaurants, shops, and year-round events. Live in one unit and have a tenant help pay your mortgage, or add a solid two-family to the portfolio - a great fit for

  Warren Juall HOMESELL

  105 Spring St, Middletown, CT 06457
• 

  

  /16

  $549,999

  $12K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,424 Sq Ft

  88 Dundee Dr, Cheshire, CT 06410

  Welcome to this beautifully maintained Colonial, ideally situated in a sought-after neighborhood featuring underground utilities and sidewalks. From the inviting front porch to the private backyard, this home offers timeless charm and exceptional value. The first floor features gleaming hardwood floors throughout, a spacious living room with a cozy fireplace, and a formal dining room with two

  Roberta Havlick William Raveis Real Estate

  88 Dundee Dr, Cheshire, CT 06410
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  /9

  $530,000

  • 7 Beds
  • 3 Baths
  • 3,454 Sq Ft

  10 Edwards St, Waterbury, CT 06708

  Spacious and completely renovated 3-family property in the desirable Town Plot section of Waterbury. The interior has been redone throughout, offering a great opportunity for an owner-occupant or investor looking for a large multifamily property with updated living spaces. The first and second floor units each feature 2 bedrooms and 1 full bathroom, while the third floor offers 3 bedrooms and 1

  Mark Mermelstein eXp Realty

  10 Edwards St, Waterbury, CT 06708
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  /14

  $489,900

  • 3 Beds
  • 2 Baths
  • 1,276 Sq Ft

  53 Perry Merrill Dr, West Haven, CT 06516

  Welcome to 53 Perry Merrill Drive, located in the highly sought-after West Shore area of West Haven! This well-maintained 3-bedroom, 2.5-bath raised ranch offers a fantastic combination of comfort, space, and location. The main level features a functional layout with three bedrooms and two full baths, while the finished basement provides additional living space with endless possibilities for a

  Aidan Parlee Oxford Realty

  53 Perry Merrill Dr, West Haven, CT 06516
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  /40

  $549,000

  • 3 Beds
  • 3 Baths
  • 2,336 Sq Ft

  51 October Hill Rd, Hamden, CT 06518

  Welcome to a home that truly stands out in Hamden's sought-after West Woods neighborhood, where striking architectural details, beautifully renovated spaces, and a peaceful private setting come together. Thoughtfully improved throughout within the past six years, this 3-bedroom, 3-full-bath home offers a fresh, modern feel while maintaining warmth and character. Step inside to an impressive,

  Kelsey Oddo Kelsey & Co. Real Estate

  51 October Hill Rd, Hamden, CT 06518
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  /26

  $339,000

  • 3 Beds
  • 1 Bath
  • 1,495 Sq Ft

  59 Hayward Rd, Hamden, CT 06514

  Welcome to this charming 3-bedroom, 1-bathroom home, where comfort meets convenience in a charming neighborhood. This home features a well-appointed kitchen, beautifully updated in 2022 with stunning quartz countertops, perfectly blending functionality and style-ideal for entertaining and preparing meals. The recently renovated bathroom showcases a tiled walk-in shower with a sleek glass door,

  Audra Digello Coldwell Banker Realty

  59 Hayward Rd, Hamden, CT 06514
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  /38

  $485,000

  $35K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft

  44 Wood Ave, Milford, CT 06460

  Coastal cottage charm with NO FLOOD INSURANCE awaits it's new steward! Welcome to this sweet beachy bungalow, nestled in one of Milford's most sought after coastal communities - Walnut & Windermere Beach. Enter through the open living & dining area, accented with custom built-in dry bar. This flows to the sunny kitchen with granite countertops, the most perfect breakfast nook, and full tile

  Melanie Gunn Coldwell Banker Realty

  44 Wood Ave, Milford, CT 06460
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  /11

  $525,000

  $25K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,314 Sq Ft

  458 First Ave, West Haven, CT 06516

  Welcome to this spacious two-family home in the heart of West Haven, Connecticut! Conveniently located just minutes from major highways, beautiful beaches, shopping, restaurants, and everyday amenities, this property offers both comfort and accessibility. A charming enclosed front porch welcomes you into the home, providing the perfect space to relax and unwind. The first-floor unit features 2

  Tanisha Bundy Fathom Realty CT LLC

  458 First Ave, West Haven, CT 06516
• 

  

  /13

  $479,000

  • 2 Beds
  • 1.5 Baths
  • 1,126 Sq Ft

  26 View Place, Guilford, CT 06437

  Discover the potential in this 2-bedroom, 2-bath, 1,126 sq ft home, ideally located just 1.5 miles from beautiful West Lake. With a solid floor plan and spacious rooms, this property offers a fantastic opportunity for those looking to add their personal touch. A change in color palette, a touch of curb appeal, and a few thoughtful updates will easily transform this house into a warm and inviting

  Vicky Welch William Raveis Real Estate

  26 View Place, Guilford, CT 06437
• 

  

  /17

  $589,900

  New Construction $40K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,430 Sq Ft

  137 Webster Ln Unit 2-42, Middletown, CT 06457

  Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," Under CONSTRUCTION! Now with many new UPGRADES - available for occupancy in early 2027 Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design:

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  137 Webster Ln Unit 2-42, Middletown, CT 06457
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  /14

  $215,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  66 Chesterfield Ave, Wolcott, CT 06716

  Great opportunity to build equity on a quiet cul-de-sac in Wolcott. This 2-bedroom, 1-bath ranch sits on a generous 0.46-acre lot, offering plenty of outdoor space and privacy. The home features 792 square feet of living space on the main level plus a convenient under-house garage for parking or extra storage. Bring your design ideas and updates to maximize this property's true potential. Ideal

  Michael DelGreco New England Realty Assoc LLC

  66 Chesterfield Ave, Wolcott, CT 06716
• 

  

  /40

  $875,000

  • 4 Beds
  • 4.5 Baths
  • 5,142 Sq Ft

  1932 Hartford Turnpike, North Haven, CT 06473

  Welcome to 1932 Hartford Turnpike, North Haven a spacious and well-maintained home offering the perfect blend of comfort, functionality, and modern upgrades. This impressive property features 4 generously sized bedrooms, and 4.5 bathrooms. Elegant coffered ceiling with extensive custom millwork, recessed lighting, and ceiling fans adds architectural character and timeless sophistication to the

  Kashif Akbar KW Legacy Partners

  1932 Hartford Turnpike, North Haven, CT 06473
• 

  

  /27

  $220,000

  • 3 Beds
  • 1 Bath
  • 896 Sq Ft

  1405 New Haven Rd, Naugatuck, CT 06770

  Small house in need of rehab/repair, sold in as is condition cash sale preferred. All metal containers and metal trailers to remain along with all personal property (junk). Owner will remove some items.

  Richard Pavlik Pavlik Real Estate LLC

  1405 New Haven Rd, Naugatuck, CT 06770
• 

  

  /18

  $450,000

  • 5 Beds
  • 2 Baths
  • 1,584 Sq Ft

  110 Green Hill Ln, Cheshire, CT 06410

  Five Bedroom Cape in desirable South Cheshire CT. Great established Neighborhood, walking distance to Farmington Canal Trail. Located in Norton School district. New school. This five bedroom home has a New boiler and water tank in 2020. Main level Bathroom has been recently remodeled. Laminate flooring over hardwood. Crown molding. Sold AS-IS.

  Derek Greene Derek Greene

  110 Green Hill Ln, Cheshire, CT 06410
• 

  

  /18

  $874,900

  • 2 Beds
  • 1 Bath
  • 480 Sq Ft

  320 Central Ave, Wolcott, CT 06716

  Location at its finest! Tucked away down a long private driveway, this charming cottage sits on over an acre of land with direct frontage on Hitchcock Lake. Enjoy a peaceful, secluded setting just steps from the water's edge. Whether you're looking to renovate, rebuild, or create your dream lakeside retreat, this exceptional property offers endless possibilities in a truly one-of-a-kind location.

  Tom Dorso Mapleridge Realty

  320 Central Ave, Wolcott, CT 06716
• 

  

  /3

  $495,000

  • Land
  • 57.41 Acres
  • $8,622 per Acre

  0 S Dish Mill Rd Unit 24082788, Haddam, CT 06441

  Over 57+ Acres of land with distant views of the CT River from various points. Great for a private retreat, family compound, or residential development. Possible Owner Financing Available.

  Craig Milton Re/Max Valley Shore

  0 S Dish Mill Rd Unit 24082788, Haddam, CT 06441
• 

  

  /4

  $625,000

  • 4 Beds
  • 2 Baths
  • 2,632 Sq Ft

  189 Nicoll St, New Haven, CT 06511

  Welcome to 189 Nicoll Street, New Haven! Located in the highly sought-after East Rock neighborhood, this two-family home offers an excellent opportunity for an owner-occupant, investor, or buyer looking to create value in one of New Haven's most desirable areas. The property features newer windows and newer furnaces, providing a solid foundation for the next owner. Each unit offers the

  Adrian Cote William Raveis Real Estate

  189 Nicoll St, New Haven, CT 06511
• 

  

  /19

  $3,500,000

  $225K PRICE DROP Pre-Foreclosure

  • 8 Beds
  • 8 Baths
  • 11,545 Sq Ft

  99 Orange St, New Haven, CT 06510

  Welcome to The Orange Street Collection, a mixed-use hospitality and residential investment opportunity located in the heart of Downtown New Haven. Positioned steps from Yale University, this asset combines immediate income with meaningful long-term upside in one of the city's most active corridors. The property features over 5,000 square feet of restaurant space across the main and lower levels,

  Michael Spindler Real Broker CT

  99 Orange St, New Haven, CT 06510
• 

  

  /39

  $789,000

  • 2 Beds
  • 2.5 Baths
  • 1,440 Sq Ft

  90 Cosey Beach Ave Unit 3, East Haven, CT 06512

  Welcome to Victoria Beach! Discover this exceptional direct-waterfront 2-bedroom, 2.5-bathroom townhouse, perfectly positioned on the southwest corner of the highly sought-after Victoria Beach community in Cosey Beach. With breathtaking panoramic views of Long Island Sound and the sandy beach just steps from your door, this is coastal living at its finest. The inviting entry foyer leads to the

  Thomas Simjian Keller Williams Coastal

  90 Cosey Beach Ave Unit 3, East Haven, CT 06512
• 

  

  /36

  $489,000

  • 6 Beds
  • 3 Baths
  • 4,003 Sq Ft

  15 Matson Ct, Waterbury, CT 06704

  Great opportunity to own a fully occupied three-family home, offering immediate rental income and strong cash-flow potential. Located in Waterbury, CT, this income-producing multifamily property features three units, each offering 2 bedrooms, 1 full bathroom, a spacious living room, an eat-in kitchen, and a pantry. The property also includes off-street parking and a backyard for outdoor

  Vintia Mullen Nellsen Realty Group

  15 Matson Ct, Waterbury, CT 06704
• 

  

  /14

  $649,900

  • 6 Beds
  • 3 Baths
  • 3,802 Sq Ft

  160 Elm St, West Haven, CT 06516

  Brick fully occupied three Family with a 4 car garage, with all separate utilities. The first floor unit is a 2 bedroom 1 bath with over 1400 SqFt, walk into oversized living room with a hardwood floors, & wood burning fireplace. Off of the living room is an office and formal dining room. The kitchen has granite countertops, a large island and gas cook top. Second floor is a 2 bedroom 1 bath &

  Robert Fischer Jr Houlihan Lawrence WD

  160 Elm St, West Haven, CT 06516
• 

  

  /40

  $369,000

  $35K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,214 Sq Ft

  167 Fern St, Waterbury, CT 06704

  Beautifully maintained 3-5 bedroom opportunity situated on a desirable corner lot offering great yard space and added privacy. Enjoy outdoor entertaining and relaxing on the spacious patio. Inside you will find beautiful hardwood floors throughout the main level and upstairs, adding warmth and character to the home. The updated upstairs bathroom features modern finishes while a convenient half

  Jordan Jones Dave Jones Realty, LLC

  167 Fern St, Waterbury, CT 06704
• 

  

  /40

  $465,000

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,525 Sq Ft

  61 West St Unit 15, Middletown, CT 06457

  Experience elevated living in this brand-new luxury townhome, thoughtfully designed with quality craftmanship, modern finishes, and an open concept layout ideal for everyday living and entertaining. This is a spacious 2 bedroom 2.5 bath home. The chef-inspired kitchen showcases GE stainless steel appliances, white shaker cabinetry, premium quartz countertops, sleek black hardware, and

  Milena Mineri Social & Co Realty

  61 West St Unit 15, Middletown, CT 06457
• 

  

  /27

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,602 Sq Ft

  58 Oak Hollow Dr, Waterbury, CT 06708

  Perfect time to make your move into this inviting Raised Ranch in desirable Bunker Hill, with major updates already completed, including a newer roof, gutters, and hardwood flooring! Step inside and immediately feel the bright, airy atmosphere throughout the main level. The living room offers a cozy pellet insert set within the focal-point fireplace, creating a warm and welcoming space to relax.

  Dawn Rousseau Showcase Realty, Inc.

  58 Oak Hollow Dr, Waterbury, CT 06708
• 

  

  /22

  $334,900

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,042 Sq Ft

  28 Thayer Rd, Hamden, CT 06514

  Welcome to 28 Thayer Road, a charming Cape Cod-style home that blends classic character with modern updates. Situated on a quiet street, this inviting residence features a spacious living room, open-concept kitchen and dining room, updated bathroom with tiled shower/tub, and a versatile first-floor room that may be utilized as a bedroom, office, or den. The renovated kitchen boasts stainless

  Matt Ginger BHGRE Gaetano Marra Homes

  28 Thayer Rd, Hamden, CT 06514
• 

  

  /40

  $987,050

  $52K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 5,163 Sq Ft

  125 Peck Hill Rd, Woodbridge, CT 06525

  Welcome to this exquisite 5 bedrooms 4.5 bath colonial-style home, in serene private setting. This home is sure to captivate you from the moment you step into the elegant foyer. The living room with wood burning fireplace and dining room provide open ample space for entertaining. A highlight of the main level is the inviting family room, complete with cozy fireplace and skylights overlooking the

  Dalia Coleman Coldwell Banker Realty

  125 Peck Hill Rd, Woodbridge, CT 06525
• 

  

  /29

  $589,900

  • 6 Beds
  • 2 Baths
  • 3,326 Sq Ft

  25 Elizabeth St, Ansonia, CT 06401

  Welcome to this stunningly refreshed two-family home, offering beautifully modernized living spaces and exciting potential for future expansion. Each spacious unit features three well-sized bedrooms and has been thoughtfully updated from top to bottom. Sprawling new flooring, fresh paint, quality cabinetry, granite countertops, new appliances, recessed lighting, and modern fixtures create a

  Ryan Newport Social & Co Realty

  25 Elizabeth St, Ansonia, CT 06401
• 

  

  /39

  $625,000

  • 5 Beds
  • 3.5 Baths
  • 4,044 Sq Ft

  30 Rolling Hills Dr, Meriden, CT 06451

  Welcome to 30 Rolling Hills Drive, ideally situated in East Meriden just minutes from the Cheshire line. Offering approx. 3,500 sq ft of versatile living space, this unique home is designed to accommodate a variety of lifestyles and family sizes. Featuring 5 bedrooms & 3.5 bathrooms, this home offers plenty of room for everyone. One of its standout features is the private primary suite, located

  Lauren Freedman Coldwell Banker Realty

  30 Rolling Hills Dr, Meriden, CT 06451
• 

  

  /26

  $779,900

  • 3 Beds
  • 2.5 Baths
  • 1,368 Sq Ft

  329 Front St, New Haven, CT 06513

  Experience waterfront living in this beautifully designed newer construction home situated directly on the Quinnipiac River. Offering 3 bedrooms and 2.5 bathrooms, this exceptional property features breathtaking water views, a shared dock, and an open-concept floor plan designed to maximize the picturesque setting. The sun-filled living and dining areas showcase expansive river views, recessed

  Eric Schuell RE/MAX Right Choice

  329 Front St, New Haven, CT 06513

Showing Results 321 - 360, Page 9 of 18