7

Deep River Center, CT Homes for Sale under $300,000

Section Image
  • 0 Turkey Hill Rd, Chester, CT 06412
    0 Turkey Hill Rd, Chester, CT 06412
    0 Turkey Hill Rd, Chester, CT 06412
    /19

    $75,000

    $25K PRICE DROP
    • Land
    • 1 Acre
    • $75,000 per Acre

    0 Turkey Hill Rd, Chester, CT 06412

    Discover the perfect setting to build your dream home in the desirable Wig Hill area of Chester, Connecticut. Located near Cockaponset Sate Forest and the scenic Connecticut River valley. This beautiful one-acre level building lot features approximately 211 feet of road frontage and dimensions of roughly 200 x 200 feet, offering ample space and flexibility to bring your custom plans and ideas to

    Charles Kroopneck Charles Kroopneck Real Estate

    0 Turkey Hill Rd, Chester, CT 06412
  • 92 Water St, Chester, CT 06412
    92 Water St, Chester, CT 06412
    92 Water St, Chester, CT 06412
    /30

    $284,900

    • 3 Beds
    • 1 Bath
    • 1,217 Sq Ft

    92 Water St, Chester, CT 06412

    Charming 1927 Colonial offering a rare chance to own directly on the water in the heart of Chester. This 3-bedroom, 1-bath home spans 1,217 sq ft across two stories, with a classic layout featuring a living room and dining room on the main level and three bedrooms upstairs. Set on a 0.27-acre lot with vinyl siding and a paved driveway, the home sits right on the water with tranquil river views -

    Ryan O'Keeffe Salzillo Realty Company

    92 Water St, Chester, CT 06412
  • 0 Clark Hill Rd Unit 24172467, East Haddam, CT 06423
    0 Clark Hill Rd Unit 24172467, East Haddam, CT 06423
    0 Clark Hill Rd Unit 24172467, East Haddam, CT 06423
    /7

    $130,000

    $45K PRICE DROP
    • Land
    • 2.52 Acres
    • $51,587 per Acre

    0 Clark Hill Rd Unit 24172467, East Haddam, CT 06423

    An exceptional backdrop for a beautiful home set prominently, high and dry into the slightly rolling hillside. This is an upscale and very sought after location of town with fine homes and manicured properties. No deed restrictions, animals are permitted based on sets backs for barn. Surveys, plot plan & perk tested, just need town approval on your building plan. Located minutes to the shoreline,

    Jodi Miller Lisitano Eagle Eye Realty PLLC

    0 Clark Hill Rd Unit 24172467, East Haddam, CT 06423
  • 77 Scenic View Dr Unit 17, Deep River, CT 06417
    77 Scenic View Dr Unit 17, Deep River, CT 06417
    77 Scenic View Dr Unit 17, Deep River, CT 06417
    /9

    $229,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    77 Scenic View Dr Unit 17, Deep River, CT 06417

    Single level living in updated condo in Deep River! Peaceful location provides serenity, yet close to vibrant town center with everything you need including restaurants, shops, groceries, pharmacy and more! Close to Route 9 for convenience. Why rent when you can own in Deep River?!

    Joe Simmons Coldwell Banker Realty

    77 Scenic View Dr Unit 17, Deep River, CT 06417
  • 17 Winter Ave, Deep River, CT 06417
    17 Winter Ave, Deep River, CT 06417
    17 Winter Ave, Deep River, CT 06417
    /33

    $289,900

    • 3 Beds
    • 2.5 Baths
    • 1,061 Sq Ft

    17 Winter Ave, Deep River, CT 06417

    A Unique opportunity, 2 Homes on 1 Lot. Plus a barn/garage. First Home has 2 bedrooms and is 1,061 sqft. Second Home has one bedroom and is 350 sqft. Separate town water and sewer to each home. Ready for your updating! Electric 100 AMPS each.

    Craig Milton Re/Max Valley Shore

    17 Winter Ave, Deep River, CT 06417
  • 90 Water St, Chester, CT 06412
    90 Water St, Chester, CT 06412
    90 Water St, Chester, CT 06412
    /24

    $269,900

    • 1 Bed
    • 1 Bath
    • 1,034 Sq Ft

    90 Water St, Chester, CT 06412

    Rare opportunity to own directly on the water in the heart of Chester. This 1950-built ranch offers 1,034 sq ft with a flexible layout - currently set up as a 1-bedroom, the spacious family room (10'3" x 20'10") could easily convert to a second bedroom or home office. The oversized living room (13'6" x 20'10") anchors the home, while the combined kitchen/dining area (10'5" x 16'2") and

    Ryan O'Keeffe Salzillo Realty Company

    90 Water St, Chester, CT 06412
  • 17&21 Winter Ave, Deep River, CT 06417
    17&21 Winter Ave, Deep River, CT 06417
    17&21 Winter Ave, Deep River, CT 06417
    /39

    $289,900

    $35K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,061 Sq Ft

    17&21 Winter Ave, Deep River, CT 06417

    A unique opportunity, 2 Homes on 1 Lot. Plus a barn/garage. First Home has 2 bedrooms and is 1,061 sqft. Second Home has one bedroom and is 350 sqft. Separte town water and sewer to each home. Ready for your updating! Electric 100 AMPS each.

    Craig Milton Re/Max Valley Shore

    17&21 Winter Ave, Deep River, CT 06417
Connecticut

Real Estate & Homes in Deep River Center, CT under $300,000

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group