Naugatuck Valley Planning Region, CT Homes for Sale

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  /6

  $299,900

  Pre-Foreclosure

  • 8 Beds
  • 2.5 Baths
  • 3,909 Sq Ft

  76 Chapman Ave, Waterbury, CT 06710

  Investor special and restoration opportunity not to be missed! This spacious corner lot two-family features an 8-bedroom, 1.5 bath main residence with multiple fireplaces, eat-in kitchen, and a covered screened porch overlooking the city. The upper unit offers 2 bedrooms, 1 bath with a living room, kitchen, and washer and dryer hookup. . The partially finished full basement includes a 1/2

  Brent Eckman Century 21 AllPoints Realty

  76 Chapman Ave, Waterbury, CT 06710
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  /39

  $1,150,000

  • 5 Beds
  • 5 Baths
  • 4,911 Sq Ft

  10 Canterbury Ln, Sandy Hook, CT 06482

  Extensively renovated and beautifully updated, this exceptional 5 bedroom, 3 full & 2 half bath Colonial is located in one of Newtown's most sought-after neighborhoods. Designed with both luxury and functionality in mind, the spectacular chef's kitchen is the heart of the home, featuring an oversized quartz island, abundant custom pull-outs, appliance cabinet, premium appliances including a 60"

  Sandy Anderson Berkshire Hathaway NE Prop.

  10 Canterbury Ln, Sandy Hook, CT 06482
• 

  

  

  /39

  $749,000

  • 4 Beds
  • 2.5 Baths
  • 3,158 Sq Ft

  16 Larkey Rd, Oxford, CT 06478

  Welcome to this spacious and beautifully maintained home in desirable Oxford, CT. Built in 2005, this 3,158 sq ft residence offers the perfect blend of comfort, space and privacy.The home features 4 generously sized bedrooms, including a primary bedroom suite designed for relaxation, along with 3 full bathrooms and 1 half bath. The inviting great room provide an ideal space for gathering and

  Johanna Vasquez RE/MAX Right Choice

  16 Larkey Rd, Oxford, CT 06478
• 

  

  

  /21

  $789,995

  New Construction $20K PRICE INCREASE

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

  Lot 7 Woods Way Dr, Shelton, CT 06484

  Welcome to Woods Way, Shelton's newest subdivision. To be built. The Oak model features a main level open floor plan consisting of kitchen with large island, family room with gas fireplace, formal dining room and separate office with a French door. Upstairs features three large bedrooms, including a primary bedroom suite with dual walk-in closets and a luxurious primary bath. 2 car under house

  Marissa Grasso Carey & Guarrera Real Estate

  Lot 7 Woods Way Dr, Shelton, CT 06484
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  /7

  $915,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,989 Sq Ft

  4 Randall Dr, Oxford, CT 06478

  Welcome to 4 Randall Drive, a grand 2,989 sqft new construction modern colonial located on 3.25 acres near the center of town on a cul-de-sac. The home features 4 bedrooms, 2.5 bathrooms, a kitchen with a large walk-in pantry and island, dining room, study, living room, two story foyer, 2nd floor laundry, a practically designed mud room, 2 car garage and a large walkout basement. Featuring

  Chantal O'Connell Real Broker CT, LLC

  4 Randall Dr, Oxford, CT 06478
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  /38

  $429,900

  • 4 Beds
  • 1.5 Baths
  • 1,620 Sq Ft

  6 Highland Ave, Seymour, CT 06483

  Discover this well-maintained, 1,620-square-foot colonial-style home situated on a lovely level .23 acre lot. This home features four bedrooms, 1.5 baths and an attached 1 car garage. The main level features a living room, formal dining room, half bath and a kitchen with granite countertops, ample maple wood cabinets and a large kitchen island. The upper level offers 4 spacious bedrooms with

  Gina Williams Preston Gray Real Estate

  6 Highland Ave, Seymour, CT 06483
• 

  

  /22

  $359,900

  • 3 Beds
  • 1.5 Baths
  • 1,851 Sq Ft

  205 S Main St, Seymour, CT 06483

  Beautifully maintained and full of charm, 3-bedroom, 1.5-bath Cape-style single-family home with garage in Seymour offers comfort, functionality, and timeless appeal. Featuring gleaming hardwood floors throughout much of the home and newer windows that provide abundant natural light and improved energy efficiency, this inviting property is ready for its next owner. A spacious layout offers

  John Rodican All Connecticut Realty

  205 S Main St, Seymour, CT 06483
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  /31

  $369,900

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,148 Sq Ft

  33 Provencher Dr, Plainville, CT 06062

  Welcome to this charming 3-bedroom, 1-bath ranch in the heart of Plainville! Enjoy comfortable single-level living with a versatile layout. The sunken living room features a cozy fireplace, perfect for relaxing evenings at home. The property includes an oversized one-car garage with an unfinished breezeway, offering potential for additional living space, a mudroom, or laundry area. A full

  Maria Theam Tier 1 Real Estate

  33 Provencher Dr, Plainville, CT 06062
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  /30

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft

  137 Davenport Rd, Roxbury, CT 06783

  INCREDIBLE OPPORTUNITY TO OWN IN THE PAINTER HILL RD AREA OF ROXBURY! This 1,600 sq ft, 3-bedroom, 2-bathroom Ranch home with a 2-car garage sits on a sun-filled, gently sloping lot with tremendous potential for the new Homeowner. The home features a new roof, furnace, water heater and bilco doors giving you a solid foundation to make it your own. The septic was last pumped September 2025, and

  Lisa Provino The Provino Group LLC

  137 Davenport Rd, Roxbury, CT 06783
• 

  

  /40

  $1,079,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,951 Sq Ft

  23 Scotch Pine Dr, Shelton, CT 06484

  The Aspen Model is a 2951 SQFT Colonial at the end of a cul-de-sac in the desirable Huntington Woods subdivision. Convenient access to the Shelton Trails which run right through the subdivision. This plan features an open concept first floor with stairwell to second floor nicely hidden off of family room. Gourmet kitchen with stone counters and pantry. Second floor features 4 large bedrooms

  Chris Carey Carey & Guarrera Real Estate

  23 Scotch Pine Dr, Shelton, CT 06484
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  /40

  $875,000

  $100K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 4,763 Sq Ft

  359 Hammertown Rd, Monroe, CT 06468

  This is the one you've been waiting for! Step into this stunning 4,000+ square foot Colonial built in 2021, filled with abundant natural light and gleaming hardwood floors. The expansive main floor features an open floorplan with soaring ceilings, a generous dining area and a living area anchored by a gas fireplace. The gorgeous kitchen has a bright breakfast nook that opens to the backyard and

  Rob Giuffria, GMS Tea Leaf Realty

  359 Hammertown Rd, Monroe, CT 06468
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  /38

  $1,119,000

  • 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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  /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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  /21

  $399,000

  • 7 Beds
  • 2 Baths
  • 2,233 Sq Ft

  431 Greenwich Ave, New Haven, CT 06519

  Well-maintained 2-family property located in the desirable Hill neighborhood of New Haven. This property features one 3-bedroom unit and one 4-bedroom unit, offering strong rental potential and flexibility for both investors and owner-occupants. The second-floor unit has been fully renovated and showcases oak kitchen cabinetry, vinyl plank flooring throughout, and a beautifully updated bathroom

  Chantal Lallier Century 21 AllPoints Realty

  431 Greenwich Ave, New Haven, CT 06519
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  /24

  $250,000

  • 3 Beds
  • 1.5 Baths
  • 1,271 Sq Ft

  44 Finch Rd, Wolcott, CT 06716

  Located on a quiet residential street in Wolcott, this property offers a rare value-add opportunity with a major bonus: an oversized detached garage setup with additional finished/usable rooms, creating exceptional space for storage, trades, hobbies, equipment, vehicles, or workshop needs. The home itself offers a functional layout with multiple living areas, a dedicated dining space, and an

  Mustafa Muaremi Coldwell Banker Realty

  44 Finch Rd, Wolcott, CT 06716
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  /18

  $3,995,000

  • Land
  • 57.19 Acres
  • $69,855 per Acre

  20 Painter Hill Rd, Roxbury, CT 06783

  A masterclass in privacy and scale. A newly constructed stone-lined & gated driveway ascends through 57+ acres of pristine Litchfield County landscape to a magnificent hilltop sanctuary. This estate-quality offering, spanning three separate parcels, is defined by its dramatic sweeping views and an extraordinary sense of quietude. Enveloped by the protected forests of the Roxbury Land Trust, the

  Maria Taylor Klemm Real Estate Inc

  20 Painter Hill Rd, Roxbury, CT 06783
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  /40

  $799,000

  • 4 Beds
  • 3 Baths
  • 2,448 Sq Ft

  92 Minortown Rd, Woodbury, CT 06798

  Charming Gentleman's Farm on 5.76 Acres. Welcome to this beautifully maintained gentleman's farm, perfectly set on 5.76 level acres of open pasture and riding space. Ideal for horse enthusiasts, the property features four barns with a total of 10 stalls, two wash stalls, and a 20x60 meter riding arena with quality stone dust and sand footing. The grounds offer a wonderful mix of functionality and

  Heather Crabtree RE/MAX RISE

  92 Minortown Rd, Woodbury, CT 06798
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  /37

  $839,900

  • 4 Beds
  • 3.5 Baths
  • 3,842 Sq Ft

  42 Ridgewood Terrace, North Haven, CT 06473

  Welcome to the house that understood the assignment. This lovely 2012 Colonial-once the neighborhood's model home with 9ft ceilings, still knows how to make an entrance. From the tasteful hardwood floors and elegant crown molding to the timeless wainscoting and neutral color palette, every inch feels polished, warm, and effortlessly stylish. Start your mornings with coffee on the remodeled deck

  Allison Hughes William Raveis Real Estate

  42 Ridgewood Terrace, North Haven, CT 06473
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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
• 

  

  /35

  $489,900

  Open Sat 1PM - 3PM

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  606 Booth Hill Rd, Shelton, CT 06484

  Welcome to 606 Booth Hill Road, a beautifully remodeled ranch-style home offering the ease of one-level living in a private yet convenient Shelton location. Enjoy close proximity to schools, shopping, restaurants, and major highways while coming home to the comfort and privacy this property has to offer. Step through the front door into a sun-filled living room featuring a cozy fireplace and a

  Nina Nyrop RE/MAX Right Choice

  606 Booth Hill Rd, Shelton, CT 06484
• 

  

  /22

  $374,999

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,882 Sq Ft

  139 Strawberry Hill Rd, Bristol, CT 06010

  This is a one of a kind w/ the possibility for an in-law set-up w/ a separate entrance or a 4th bedroom if needed. This home offers 2 full baths & 3 spacious main level bedrooms. This home has an open floor plan w/ laminate wood flooring in the kitchen & living room, dark wood cabinets, & a tiled backsplash. The dining area has a slider that leads to a 12x12 deck for grilling, entertaining, or

  Seth Wyrebek Laurel Crest Real Estate LLC

  139 Strawberry Hill Rd, Bristol, CT 06010
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  /12

  $209,900

  • 2 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  30 Woodglen Dr Unit 7B2, Waterbury, CT 06705

  Stunning, fully renovated 5-room condo has it all! Step into a bright, modern home featuring a gorgeous kitchen with stylish finishes, beautifully updated bathrooms, elegant hardwood flooring, fresh paint, and contemporary lighting throughout. Every room is impressively spacious, offering comfort and flexibility for today's lifestyle. Need more space? The huge unfinished basement provides endless

  Lynn LaForme Regency Real Estate, LLC

  30 Woodglen Dr Unit 7B2, Waterbury, CT 06705
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  /5

  $40,000

  • Land
  • 34,412 Sq Ft
  • $50,633 per Acre

  00 Gaylord Glen, Waterbury, CT 06708

  Primer Residential Lot in a Desirable Location. Excellent opportunity to build a custom home in one of the most sought-after neighborhoods. This expansive 34,537 sq.ft.=0.79 acres lot offers both tranquility and exclusivity. Located on a quiet street in a high-end residential community. Ideal for investors or builders seeking a premium lot in a thriving area with strong market demand.

  Angel Mora eXp Realty

  00 Gaylord Glen, Waterbury, CT 06708
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  /11

  $450,000

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,339 Sq Ft

  90 Apple Gate Unit 190, Southington, CT 06489

  Lovely ranch located in beautiful Applegate Estates, home features open floor plan including spacious great room leading to inviting dining area adjacent to gourmet kitchen featuring granite countertops, tile backsplash and custom island. Primary bedroom with full bath. Additional room could be used as a bedroom or den. Home also offers another full bath, laundry area, nine-foot ceilings,

  John Mastrianni Appletown Realty Inc.

  90 Apple Gate Unit 190, Southington, CT 06489
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  /38

  $399,000

  $26K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,254 Sq Ft

  114 Beacon Valley Rd, Beacon Falls, CT 06403

  WELCOME TO 114 BEACON VALLEY! Designed with more intention than the average ranch, this home offers an elevated front setting that creates a strong first impression from the moment you arrive, paired with a layout that opens up in all the right places. Inside, the main level flows naturally from the living room into the dining area and straight through to a modern kitchen designed to be both

  Nicole Fiorelli Fiorelli Realty, LLC

  114 Beacon Valley Rd, Beacon Falls, CT 06403
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  /32

  $480,000

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,546 Sq Ft

  445 Strong St, East Haven, CT 06512

  New Price Improve! Set on a well-established street in the heart of East Haven, 445 Strong Street is a home that reflects the enduring craftsmanship and simplicity of a bygone era. Built to stand the test of time, this residence offers a traditional layout with well-proportioned rooms, solid construction, and a welcoming atmosphere that has sheltered generations. The interior features a practical

  Emmannuel Pina eXp Realty

  445 Strong St, East Haven, CT 06512
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  /24

  $289,000

  $30K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 1,059 Sq Ft

  3 Tamarack Ln Unit 3, Woodbury, CT 06798

  Welcome to this well-maintained condo offering comfortable living in a desirable Woodbury location. This inviting unit features a bright and open layout with spacious living areas, an updated kitchen, and generously sized bedrooms. Enjoy the ample storage and a private outdoor space perfect for relaxing or entertaining. Nestled in a quiet, well-kept complex close to local shops, dining, and major

  Stephen Mele Houlihan Lawrence

  3 Tamarack Ln Unit 3, Woodbury, CT 06798
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  /2

  $950,000

  • Land
  • 51.95 Acres
  • $18,287 per Acre

  0 Montoe Rd, Waterbury, CT 06701

  Open Lot with Great Opportunity to Build! Drive by and view today!

  Levi Judqin Brass Moon Realty

  0 Montoe Rd, Waterbury, CT 06701
• 

  

  /29

  $419,000

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

  422 Jones Rd, Naugatuck, CT 06770

  Beautifully maintained raised ranch set on a private 1.75-acre lot. Built in 2004, this home offers 3 bedrooms, 2.5 bathrooms, and over 2,000 sq ft including a finished lower level. Bright main level with cathedral ceilings, hardwood floors, and an eat-in kitchen with ample cabinetry and access to a spacious deck overlooking the backyard. Primary suite features a full bath and deck access.

  Juliana Lima eXp Realty

  422 Jones Rd, Naugatuck, CT 06770
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  /35

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 1,748 Sq Ft

  117 Rolling Hills Dr, Oxford, CT 06478

  Welcome to Oxford! This home was lovingly built and maintained by the same owners since 1986. Hardwood floors span both the main and upper levels with durable ceramic tile in the foyer and kitchen. This home features an oversized Rumford-style fireplace with a raised hearth, creating a striking focal point in the living room. The fully equipped kitchen boasts quartzite countertops, a center

  Karen Griffin Coldwell Banker Realty

  117 Rolling Hills Dr, Oxford, CT 06478
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  /40

  $699,900

  • 5 Beds
  • 3 Baths
  • 2,064 Sq Ft

  6 Jefferson St, New Haven, CT 06511

  Located in heart of beloved Historic Wooster Square; where timeless charm, vibrant city living, and smart investment potential beautifully align. This tastefully renovated two-family offers both lifestyle and opportunity. Set on a picturesque tree lined street just around the corner from WSQ Park, world-famous Wooster Street pizza, eateries & Farmer's Market, and just minutes to Yale University,

  Melanie Gunn Coldwell Banker Realty

  6 Jefferson St, New Haven, CT 06511
• 

  

  /19

  $3,725,000

  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
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  /35

  $425,000

  • 3 Beds
  • 3 Baths
  • 1,876 Sq Ft

  31 Hillcrest Ave, Waterbury, CT 06705

  Discover the perfect blend of timeless character and modern updates in this impeccably maintained two-family home on a corner lot in Waterbury. Whether you're seeking a smart investment opportunity or a flexible multigenerational living arrangement, this spacious property delivers. Live on the two-floor upper level and draw income from the three-room garden apartment with a private entrance and

  Jeff Boucher Drakeley Real Estate, Inc.

  31 Hillcrest Ave, Waterbury, CT 06705
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  /39

  $375,000

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,872 Sq Ft

  142 Washington Ave, Hamden, CT 06518

  Situated on .26 flat acres, this stunning brick Colonial is the one you've been waiting for! Upon entering, you're greeted by a spacious living room featuring gleaming hardwood floors and a cozy wood-burning fireplace. The home flows seamlessly into the oversized dining room, which includes a convenient half bathroom, and then into the large kitchen-creating a beautiful and functional first-floor

  Samantha Celentano Coldwell Banker Realty

  142 Washington Ave, Hamden, CT 06518
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  /34

  $475,000

  • 9 Beds
  • 5 Baths
  • 3,600 Sq Ft

  278 Willow St, Waterbury, CT 06710

  Don't miss this spacious and updated 3-family property in the desirable Hillside area, with big unit mix, just minutes from Downtown Waterbury. Whether you're looking to live in one unit and rent the others, or start/add to your investment portfolio, this property checks all the boxes. The unit breakdown is as follows: 1st floor is 3 bed/1 bath; 2nd floor is 2 bed/2 bath & 3rd floor is 4 bed/2

  Amanda Sheehan Oxford Realty

  278 Willow St, Waterbury, CT 06710
• 

  

  /40

  $2,895,000

  • 4 Beds
  • 4.5 Baths
  • 4,570 Sq Ft

  220 Painter Hill Rd, Roxbury, CT 06783

  Perched atop Painter Hill-Roxbury's highest elevation and one of its most coveted addresses-this newly renovated residence offers breathtaking, year-round Sunrise and Sunset views. Spanning over 4,500 sq ft, featuring 4-5 bedrooms and is thoughtfully designed for both comfort and entertaining, complete with a three-story elevator & dedicated game/media room. The chef's kitchen is a showpiece,

  Stacey Matthews W. Raveis Lifestyles Realty

  220 Painter Hill Rd, Roxbury, CT 06783
• 

  

  /40

  $404,000

  Open Sat 11AM - 1PM

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

  167 Fern St, Waterbury, CT 06704

  Beautifully maintained home 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 bath is located on

  Jordan Jones Dave Jones Realty, LLC

  167 Fern St, Waterbury, CT 06704
• 

  

  /38

  $1,155,000

  • 4 Beds
  • 2.5 Baths
  • 3,340 Sq Ft

  24 Hickory Ln, Roxbury, CT 06783

  Tucked away in one of Roxbury's most desirable neighborhoods, this 4-bedroom, 2.5-bath Colonial sits at the end of a quiet dead-end road, offering exceptional privacy and a peaceful setting, with the Natalie White Preserve just down the road. This beautifully updated Post & Beam home blends timeless craftsmanship with modern amenities, featuring warm architectural details, exposed white oak

  Pat Lahoud Lahoud William Pitt Sotheby's Int'l

  24 Hickory Ln, Roxbury, CT 06783
• 

  

  /20

  $424,000

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

  77 Monroe St, New Haven, CT 06513

  Well maintained twovfamily property offering strong, consistent income, an ideal turnkey opportunity for investors. Both units have been thoughtfully updated, providing modern comfort and appeal for tenants. The home is fully occupied with tenants in place, ensuring immediate cash flow from day one. This gated property features a spacious yard, adding privacy and outdoor value rarely found in

  Natalie Zoef Vanguard Private Client Grp

  77 Monroe St, New Haven, CT 06513
• 

  

  /18

  $490,000

  • 8 Beds
  • 3 Baths
  • 2,056 Sq Ft

  840 Congress Ave, New Haven, CT 06519

  Don't miss the opportunity to own 840 Congress Ave, a well-located multi-family property in the heart of New Haven. Ideal for investors or owner-occupants, this property offers strong potential thanks to its convenient location near downtown, major commuter routes, shopping, dining, and public transportation. Properties in this area continue to benefit from steady rental demand and easy access to

  Aharon Cowen Roundtree Realty LLC

  840 Congress Ave, New Haven, CT 06519

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