35

Middlesex County CT Homes under $500,000

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  • /33

    $429,900

    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft

    95 Training Hill Rd, Middletown, CT 06457

    Discover comfort, space, and modern updates in this beautifully renovated ranch-style home, ideally located in one of Middletown's most sought-after neighborhoods. Featuring 4 spacious bedrooms and 2 full bathrooms, this home offers the perfect balance of style and functionality for today's lifestyle. Step into a bright, open-concept layout that flows seamlessly-perfect for both everyday living

    Agent Photo

    Guillermo Araujo

    Five Stars Realty

    (860) 901-0519

    95 Training Hill Rd, Middletown, CT 06457
  • /40

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,628 Sq Ft

    40 Crestwood Dr, East Hampton, CT 06424

    Available now, this beautifully updated 3-bedroom, 2-bath raised ranch offers over 2,400 sq ft of comfortable living space on a serene, level acre lot. The remodeled kitchen boasts granite countertops, tile backsplash, stainless steel appliances, and a breakfast bar island, opening seamlessly to a stunning great room with cathedral ceilings, skylights, and french doors to the deck and backyard. A

    Agent Photo

    Joyce Covone

    Berkshire Hathaway NE Prop.

    (860) 934-0488

    40 Crestwood Dr, East Hampton, CT 06424
  • /35

    $449,900

    • 3 Beds
    • 2.5 Baths
    • 2,031 Sq Ft

    101 Morning Glory Dr, Middletown, CT 06457

    A Riverbend beauty! This home boasts large rooms, front vaulted living room, center dining room, large eat-in kitchen with granite counters and oversized family room with fireplace. This floor plan also offers 1st floor laundry. The upstairs of this abode includes a large loft area with cabinetry, 2 generously-sized bedrooms and an oversized primary with en suite. Some additional features include

    Mark Toledo Berkshire Hathaway NE Prop.

    101 Morning Glory Dr, Middletown, CT 06457
  • /19

    $477,800

    • 3 Beds
    • 2.5 Baths
    • 1,890 Sq Ft

    77 Lindsey Rd, Middletown, CT 06457

    Sought After Location! 3 BR, 2 1/2 BA Colonial at the end of a cul de sac. .42 Acre setting w/ large rear deck, private rear yard, 2 car garage, eat-in kitchen, Living room with fireplace plus family room. Conveniently located close to schools, Rt 9, Medical Facilities and shopping. Don't delay as school is starting and the holidays are coming.

    Sandy Orsie Berkshire Hathaway NE Prop.

    77 Lindsey Rd, Middletown, CT 06457
  • /30

    $450,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,925 Sq Ft

    121 Rose Hill Rd, Portland, CT 06480

    Welcome to the George Cox House, built circa 1855 and steeped in rich local history. Once part of a bustling 18th- and 19th-century mill site that provided flour to the Continental Army, this is one of Portland's most picturesque and storied locations. The 3-bedroom, 2-bath home offers original wide plank floors, exposed beams, and stone walls. It needs some work, but the charm and bones are

    Carl Guild Carl Guild & Associates

    121 Rose Hill Rd, Portland, CT 06480
  • /25

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 2,141 Sq Ft

    5 Scenic Dr, Portland, CT 06480

    Welcome to this beautifully updated 3-bedroom, 2.5-bath home, thoughtfully designed and built by the original owners and lovingly maintained by the family ever since. The home features a fully finished walk-out lower level with excellent potential for an in-law suite or guest accommodations, offering flexibility to meet a variety of needs. Ideal for gardening enthusiasts, the expansive yard

    Christie Diaz-o William Raveis Real Estate

    5 Scenic Dr, Portland, CT 06480
  • /20

    $459,999

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

    87 McVeagh Rd, Westbrook, CT 06498

    This is a great home with lots of potential. It has an oversized two car garage, with a walkout basement. Within walking distance of Westbrook High School. Bring all offers - buyer back out due to personal reasons - no inspections done.

    Warner Hollister William Raveis Real Estate

    87 McVeagh Rd, Westbrook, CT 06498
  • /20

    $455,000

    • 4 Beds
    • 1 Bath
    • 1,075 Sq Ft

    35 Boston Rd, Middletown, CT 06457

    Welcome to 35 Boston Ave, Middletown, a classic 4-bedroom Cape Cod-style home with great potential! This home offers a functional layout with two bedrooms on the first floor and two additional bedrooms upstairs, making it ideal for a variety of living arrangements. Featuring hardwood floors throughout, an eat-in kitchen, and a full unfinished basement, this home is ready for your personal touch.

    Michael Calabro Coldwell Banker Calabro

    35 Boston Rd, Middletown, CT 06457
  • /3

    $449,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    00 Villa St, Middletown, CT 06457

    DON"T SETTLE on Your Home: Take this opportunity to get the House of your Dreams... This lot has a picturesque view with over 100 feet of secluded River views (No Flood Ins. Needed) on a cul-de-sac with 120 ft. of road frontage. This lot already has an ideal home option with 3bd, 2 bath, open concept custom Kitchen (quartz countertops, Island, Tile floor), Dining room with sliders to deck area,

    Lisa Sherman My Realtor, LLC

    00 Villa St, Middletown, CT 06457
  • /34

    $469,900 Coming Soon

    • 2 Beds
    • 1.5 Baths
    • 1,104 Sq Ft

    23 Spring St, Chester, CT 06412

    This precious 1920 bungalow has had only 2 owners! It has been updated and extremely well cared for. Central a/c, 2 bedrooms, 1 1/2 baths, full basement, and the most perfect front porch to sit and watch the world go by. A fabulous two-story barn/garage with a full loft and wonderful lawn and garden area. Peaceful, private and quiet but just a short stroll to Main Street Chester with shops,

    Susan Malan William Pitt Sotheby's Int'l

    23 Spring St, Chester, CT 06412
  • /39

    $479,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,531 Sq Ft

    4 Huntington Dr, Moodus, CT 06469

    Turn-Key Colonial in Peaceful East Haddam Cul-de-Sac. Welcome home to this beautifully maintained 3 bedroom, 2.1 bath Colonial offering over 2,500 sq. ft. of living space. Inside, you'll find rich dark wood floors, an inviting layout, and thoughtful updates, including a new hot water heater and well system both installed a few years ago. The spacious kitchen flows into the dining and living

    Krit wanpensri Coldwell Banker Realty

    4 Huntington Dr, Moodus, CT 06469
  • /40

    $425,000 Open Sun 10AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,179 Sq Ft

    179 Bushy Hill Rd, Deep River, CT 06417

    Charming 3 Bedroom, 2.5 Bath Cape Cod with 2,179 sq. ft., set on 1.6 peaceful acres. Built in 1957 and lovingly maintained by the same owner for over 50 years, this home offers timeless character and comfortable living. The first floor features a spacious living room with propane fireplace, formal dining room, eat-in kitchen, versatile bedroom, full bath, and a cozy den with wood stove. A

    Kira Coon William Raveis Real Estate

    179 Bushy Hill Rd, Deep River, CT 06417
  • /21

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,198 Sq Ft

    30 Bokum Rd, Chester, CT 06412

    Enjoy the perfect blend of small-town charm and everyday comfort in this inviting Cape, ideally located just a few minutes from Chester center. The home features 3 bedrooms upstairs, each with unique charm and natural light, plus 2 full baths-one on the main floor with a sleek walk-in shower and one upstairs with a tub/shower combo. Gleaming hardwood floors run throughout the main living areas,

    Max Gill Puorro Realty Group

    30 Bokum Rd, Chester, CT 06412
  • /39

    $439,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 2,100 Sq Ft

    155 Fawn Hill Dr, Westbrook, CT 06498

    Shoreline Living in Westbrook! Set at the end of a quiet cul-de-sac, this inviting 2,100 sq ft Raised Ranch combines space, updates, and an unbeatable location. The main level is filled with natural light and features 3 bedrooms, 1.5 baths, and hardwood floors that add warmth and charm throughout the living and dining areas. The open kitchen flows easily to the back deck, perfect for summer

    Allison Ciarcia William Raveis Real Estate

    155 Fawn Hill Dr, Westbrook, CT 06498
  • /40

    $496,000

    • 4 Beds
    • 2.5 Baths
    • 3,258 Sq Ft

    8 Tavern Cir, Middletown, CT 06457

    Welcome to your Dream home in the peaceful Westfield section of Middletown. This bright and airy home has it all, featuring an Open floor plan and powered by efficient Natural gas. Located in a quiet, desirable neighborhood,it offers the perfect combination of comfort, updates, and convenience. The home has been thoughtfully updated with a remodeled kitchen, a 50-year architectural roof, newer

    Bruce Bayles William Raveis Real Estate

    8 Tavern Cir, Middletown, CT 06457
  • /33

    $435,000

    • 2 Beds
    • 2 Baths
    • 1,884 Sq Ft

    65 Main St Unit 12, Essex, CT 06426

    Enjoy accessible one-floor living in this ranch-style end unit located in the desirable Riversedge condo complex, a 40-unit complex along the Falls River that offers privacy and convenience in a parklike setting. Inside, you'll find 2 spacious bedrooms, 2 full baths, first-floor laundry, an eat-in kitchen, living room/dining room combo with warm wood floors and a cozy fireplace with built-ins.

    Meghan Flood William Raveis Real Estate

    65 Main St Unit 12, Essex, CT 06426
  • /40

    $410,000

    • 2 Beds
    • 2 Baths
    • 1,208 Sq Ft

    161 Peters Ln, Rockfall, CT 06481

    This charming ranch boasts modern up-dates throughout offering a fresh and inviting interior that blends comfort with style. Featuring a totally remodeled kitchen with sleek appliances and granite counters and a large dining area. No ownership headaches ahead for many years because all mechanicals are less than 10 years young -- furnace, oil tank, roof, well tank,etc. Step outside to discover the

    Nancy Currlin William Raveis Real Estate

    161 Peters Ln, Rockfall, CT 06481
  • /37

    $499,900

    • 4 Beds
    • 1.5 Baths
    • 1,568 Sq Ft

    19 Bushy Hill Rd, Ivoryton, CT 06442

    Do you dream of owning waterfront property in Essex? Prefer privacy and nature? Located in the charming village of Ivoryton, this recently updated, freshly painted, four bedroom, one and a half bath colonial is your chance! Surrounded by green and a few steps to brook and pond, this serene oasis has open space for outdoor living surrounded by woods and private waterfront for relaxation and

    Catherine Evans Coldwell Banker Realty

    19 Bushy Hill Rd, Ivoryton, CT 06442
  • /30

    $439,900

    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    68R Depot Hill Rd, Cobalt, CT 06414

    Welcome to 68R Depot Hill Road, East Hampton - A Rare Gem in Today's Market In a time when inventory is scarce, this exceptional property stands out as a true find. Privately situated on a 1.39-acre rear lot, this 3-bedroom, 2.5-bath raised ranch-just 14 years young-offers a harmonious blend of comfort, style, and serenity. The main level features hardwood floors, while the lower-level family

    Connie Cohen All About Real Estate, LLC

    68R Depot Hill Rd, Cobalt, CT 06414
  • /38

    $489,000

    • 3 Beds
    • 2 Baths
    • 1,189 Sq Ft

    464 Roast Meat Hill Rd, Killingworth, CT 06419

    Antique 3 bedroom home on 1 acre lot in Killingworth, surrounded on three sides by state land and a lovely babbling brook. Built in 1890, property was once the site of a Grist Mill. The foundation still visible. Home has been totally remodeled to todays standards, keeping all the charm of days past. Newer kitchen, roof, windows and includes a full house generator. Central air and detached garage.

    Deborah Pach Compass Connecticut, LLC

    464 Roast Meat Hill Rd, Killingworth, CT 06419
  • /40

    $439,000

    • 3 Beds
    • 2 Baths
    • 1,939 Sq Ft

    7 Tamarack Dr, Clinton, CT 06413

    Discover this beautiful contemporary 3 bedroom, 2 bath home offering just over 1,900 square feet of versatile living space. The main level showcases wide plank hardwood floors, soaring vaulted ceilings, and abundant natural light, creating an airy, welcoming feel. The kitchen is well-equipped with stainless steel appliances and granite countertops.The primary bedroom is a true retreat with

    Chris Torrez RE/MAX One

    7 Tamarack Dr, Clinton, CT 06413
  • /40

    $439,900

    • 5 Beds
    • 2 Baths
    • 1,965 Sq Ft

    85 Spencer Dr, Middletown, CT 06457

    Welcome to 85 Spencer Dr. a quiet street on a cul-de-sac which offers 5 bedrooms, 2 full bathrooms. Relax on the enormous deck and take a dip in the in-ground pool! A new pool liner was put in in the begining of the summer. Roof is 8 years old. Solar panels are also in place. This home features a large eat-in granite kitchen with maple cabinets, tile backsplash, stainless steel appliances,

    Andrea Thomas SB Realty Group, LLC

    85 Spencer Dr, Middletown, CT 06457
  • /31

    $444,900

    • 4 Beds
    • 1 Bath
    • 1,171 Sq Ft

    7 Rocky Ledge Dr, Clinton, CT 06413

    Welcome to 7 Rocky Ledge Drive in Clinton, CT-a charming and beautifully updated 4-bedroom, 1-bath home sitting on an oversized double lot that offers space, privacy, and convenience all in one. Whether you're looking for your first home, a weekend retreat, or just a peaceful place to settle near the shoreline, this property checks a lot of boxes. From the moment you pull up, you'll feel the

    Gigi Giordano Taylor Compass Connecticut, LLC

    7 Rocky Ledge Dr, Clinton, CT 06413
  • /23

    $409,000

    • 3 Beds
    • 2 Baths
    • 1,426 Sq Ft

    166 Elizabeth Ln, Middletown, CT 06457

    Welcome home to 166 Elizabeth Lane. Located on a cul-de-sac street with underground utilities. You will fall in love with the light filled rooms in this updated 3 /4 bedroom, 2 bath home. With fresh paint and gleaming hardwood floors throughout, the first floor features a living room with wood burning fireplace, formal dining room, large kitchen with newer stainless steel appliances and granite

    Brian Kubeck Coldwell Banker Realty

    166 Elizabeth Ln, Middletown, CT 06457
  • /26

    $499,000

    • Land
    • 1.03 Acres
    • $484,466 per Acre

    1 Laurel Cove Beach Rd, East Haddam, CT 06423

    BASHAN LAKE WATERFRONT! Highly touted, beautiful and "build ready", this one acre is an approved lot for a 4BR home directly fronting on Bashan Lake. Known for it's spring fed clear water and considered by DEEP as one of CT's finest natural lakes and highest quality waterbodies, it encompasses 273 acres with 47 feet at it's deepest point. While many Bashan properties access the lake via steep

    Jackie Nowell Coldwell Banker Realty

    1 Laurel Cove Beach Rd, East Haddam, CT 06423
  • /40

    $419,000

    • 2 Beds
    • 2 Baths
    • 2,255 Sq Ft

    10 Augusta Cir Unit 10, Moodus, CT 06469

    Where architectural design evolves showcasing the expansive high-style Georgian Colonial dressed in oversized columned duel front porches proudly displaying traditional charm & visual comfort.The custom-milled nostalgic railings & finely fin. details are an extension of your living space. The Banner Country Club Estates are known for a resort lifestyle. Homeowners insurance in a condo is

    Jodi Miller Lisitano Eagle Eye Realty PLLC

    10 Augusta Cir Unit 10, Moodus, CT 06469
  • /20

    $425,000

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

    6 Bidwell Terrace, Middletown, CT 06457

    Beautiful new construction property in Middletown CT. 3 bedrooms, 3 bathrooms. Large back yard. 1 car automated garage and additional spaces for a car. Corner lot. House comes with 1 year warranty, transferable to new owner. Brand new stainless steel appliances. Central air. Only carpet in bedrooms, rest is beautiful hard wood floors. Close to Middlesex hospital, downtown, and Wesleyan

    Derek Greene Derek Greene

    6 Bidwell Terrace, Middletown, CT 06457
  • /40

    $490,000

    • 3 Beds
    • 2 Baths
    • 2,113 Sq Ft

    16 Walkley Hill Rd, Haddam, CT 06438

    NEW PRICE! Welcome to 16 Walkley Hill! It is conveniently located just a mile from Higganum center with seasonal views of the Connecticut River. This historic property site originally began in 1865 as a "tea room" allowing local ladies to gather and enjoy each other's company. The tradition continues with the wonderful open floor plan and lower-level great room. This property offers many

    Nick Prevost William Raveis Real Estate

    16 Walkley Hill Rd, Haddam, CT 06438
  • /30

    $425,000

    • 2 Beds
    • 1 Bath
    • 795 Sq Ft

    42 Central Ave, Clinton, CT 06413

    After nearly 30 years of cherished memories, the 'Corona Cottage' on Cedar Island is on the market! Nestled in a private enclave, this seasonal retreat offers an ideal setting with panoramic views of Clinton Harbor. Enjoy fishing or savor a meal under a stunning sunset. Elevated 8 feet on pillars, the cottage boasts an open concept layout and is fully insulated and wired with electricity. The

    Gigi Giordano Taylor Compass Connecticut, LLC

    42 Central Ave, Clinton, CT 06413
  • /3

    $495,000

    • Land
    • 57 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
  • /11

    $495,000

    • Land
    • 37 Acres
    • $13,353 per Acre

    139 Chestnut Hill Rd, East Hampton, CT 06424

    Surveyed plan of subdividable land, town approved subject to requirements of the subdivision regulations of the East Hampton Planning & Zoning Commission, mostly wooded with pond and stream. No improvements have been done, no pit tests. Front portion approx 22 acres is zoned R-4, rear portion is zoned R-2. Owner financing possible to qualified applicant.

    Carol Saltus LPT Realty

    139 Chestnut Hill Rd, East Hampton, CT 06424
  • /13

    $500,000

    • Land
    • 2.49 Acres
    • $200,803 per Acre

    64 Otter Cove Dr Unit Lot, Old Saybrook, CT 06475

    FULLY ENGINEERED & APPROVED BUILDING LOT! Don't miss out on this rare opportunity to own a 2.5-acre building lot in the prestigious Otter Cove Association in Old Saybrook. The lot offers potential views of the Connecticut River Valley and abuts preserved open space. Fully surveyed, tested, and approved, this lot is ready for your custom dream home. The listing agent, a licensed professional

    Joe Wren William Raveis Real Estate

    64 Otter Cove Dr Unit Lot, Old Saybrook, CT 06475
  • /18

    $499,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,786 Sq Ft

    110 Willowbrook Rd, Cromwell, CT 06416

    TO BE BUILT - Construction to start once contract is accepted. Brand New Raised Ranch Home | 3 Bed, 2.5 Bath Be the first to own this stunning new construction raised ranch, perfectly blending modern design, comfort, and convenience. This beautifully crafted home will feature 3 spacious bedrooms, 2.5 bathrooms, and a smart, open-concept layout ideal for both everyday living and entertaining.

    Steven Joseph Coldwell Banker Realty

    110 Willowbrook Rd, Cromwell, CT 06416
  • /3

    $429,500 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,034 Sq Ft

    48 Flanders Rd, East Hampton, CT 06424

    This is it!! Your own private oasis! This beautiful raised ranch on almost 5 acres was taken down to the studs and beautifully renovated to maximize the usability. Additional finished space on the lower floor, which has a walk-out, could allow for multi-generational living. Imagine looking out your front window and enjoying the flowering lily pads on your very own pond. Your yard is steps away

    Catherine Lapierre LAZA Properties

    48 Flanders Rd, East Hampton, CT 06424
  • /2

    $475,000 Coming Soon

    • 2 Beds
    • 1.5 Baths
    • 752 Sq Ft

    10 Dorothy Rd, Westbrook, CT 06498

    Fully updated and tastefully renovated 2-bedroom, year-round house at Old Kelsey Point. This charmer is truly a "walk-in and enjoy" property. No wasted space and everything you need on one floor. Walk to the private association beach and become part of the community. There's an outside shed for all the beach things and a brand-new deck for outside sitting and eating. Don't let this one slip past

    Libby Waldron Coldwell Banker Realty

    10 Dorothy Rd, Westbrook, CT 06498
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