Lower Connecticut River Valley, CT Homes for Sale

• 

  

  

  /18

  $799,900

  $50K PRICE DROP

  • 9 Beds
  • 6 Baths
  • 3,180 Sq Ft

  227 E Main St, Middletown, CT 06457

  Turnkey mixed use investment opportunity at 227 East Main Street! This well-maintained three-family property features townhouse-style units, offering enhanced privacy and a highly desirable layout for tenants. With strong rental income potential and separate utilities, this is an ideal opportunity for investors or owner-occupants alike. Each unit spans multiple levels and offers 3 bedrooms with 1

  Tanya Reyes William Raveis Real Estate

  227 E Main St, Middletown, CT 06457
• 

  

  

  /36

  $499,900

  Open Sat 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,459 Sq Ft

  23 Brentwood Ct, Middletown, CT 06457

  Just Listed in Middletown's Desirable The Hunt Club in Westfield Section! Welcome home to this lovely Dutch Colonial nestled on a level lot on a quiet cul-de-sac in one of Middletown's most sought-after neighborhoods. A true gardener's delight, this exceptional home is surrounded by professionally landscaped grounds featuring winding pathways, a tranquil koi water pond w/a waterfall &

  Patrick Combs Dan Combs Real Estate

  23 Brentwood Ct, Middletown, CT 06457
• 

  

  

  /39

  $899,000

  • 4 Beds
  • 3.5 Baths
  • 3,544 Sq Ft

  9 Barley Hill Rd, Old Saybrook, CT 06475

  This beautifully maintained home offers the perfect blend of luxury and comfort! The main level offers exceptional versatility with an open floor plan, hardwood floors, a luxurious primary bedroom suite, along with a living room, family room, gourmet kitchen and formal dining room designed for both relaxed living and elegant gatherings. The first floor primary bedroom suite features California

  Sharon Linder Berkshire Hathaway NE Prop.

  9 Barley Hill Rd, Old Saybrook, CT 06475
• 

  

  

  /29

  $549,900

  • 4 Beds
  • 2 Baths
  • 1,779 Sq Ft

  55 Burr Rd, Higganum, CT 06441

  A distinctive board and batten exterior gives this inviting home a warm, rustic character that stands apart from your typical colonial, all set on a generous two acre lot with a backdrop of peaceful woods. Interior immediately impresses with a spacious front to back living room featuring a fireplace and French doors that draw in natural light. The kitchen is a true gathering space, offering a gas

  Cortney Emshwiller-Swokla Coldwell Banker Realty

  55 Burr Rd, Higganum, CT 06441
• 

  

  

  /34

  $1,299,000

  $126K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 3,584 Sq Ft

  14 Cutler Rd, Old Lyme, CT 06371

  Seize a rare opportunity to own an exquisite, architecturally designed, and custom-built home within the private beach association of Edge Lea. This year-round enclave offers a lifestyle of tranquility, boasting access to two secluded, soft sandy beaches directly on Long Island Sound, complemented by an Association tennis court. The residence has been recently updated, featuring a new gourmet

  Colette Harron William Pitt Sotheby's Int'l

  14 Cutler Rd, Old Lyme, CT 06371
• 

  

  /20

  $729,000

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  151 E Main St Unit 21, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 21, Clinton, CT 06413
• 

  /2

  $325,000

  Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  14 E Lake Dr, Middletown, CT 06457

  Welcome to 14 Eastlake Drive in Middletown, CT-a fantastic opportunity for first-time home buyers! This inviting ranch-style house offers the perfect blend of comfort, convenience, and style. Step inside to discover vaulted ceilings throughout, giving every room a bright, airy feel and making the space seem even more expansive. With three bedrooms and one and a half bathrooms, this home provides

  Leslie Blaser eXp Realty

  14 E Lake Dr, Middletown, CT 06457
• 

  

  /40

  $1,700,000

  • 3 Beds
  • 2.5 Baths
  • 3,431 Sq Ft

  449 Seaside Ave, Westbrook, CT 06498

  A rare combination of privacy, functionality, sweeping water views, coastal charm, and year-round livability distinguishes this exceptional shoreline property in one of Westbrook's most desirable coastal locations. Ideally situated on the quieter side of Seaside Avenue beyond the public beach and parking area, the property enjoys a more peaceful setting where local traffic naturally tapers off,

  Rachel Mathieu Berkshire Hathaway NE Prop.

  449 Seaside Ave, Westbrook, CT 06498
• 

  

  /6

  $695,000

  $300K PRICE DROP

  • Land
  • 1.16 Acres
  • $599,138 per Acre

  1333 Boston Post Rd Unit 1, Old Saybrook, CT 06475

  1.25 Acres in B4 Zone. Public water available, septic required. Traffic count 15,900.

  Maxwell Lyman Lyman Real Estate

  1333 Boston Post Rd Unit 1, Old Saybrook, CT 06475
• 

  

  /40

  $899,900

  Open Sun 11:30AM - 1:30PM $50K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,734 Sq Ft

  11 Priorwood Gardens, Cromwell, CT 06416

  Set along the 9th green of the prestigious TPC River Highlands golf course, this highly coveted Turnberry Clubhouse model offers over 3,200 square feet of beautifully updated living space in one of the community's most desirable locations. This expansive 4-bedroom, 3.5-bath townhome features generous walk-in closets and a versatile loft ideal for a home office, den, or additional living space.

  Robert Sacco Coldwell Banker Realty

  11 Priorwood Gardens, Cromwell, CT 06416
• 

  

  /12

  $99,900

  • Land
  • 1.04 Acres
  • $96,058 per Acre

  438 Cox Rd Unit 2, Portland, CT 06480

  NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

  Steven Lepore West Wind Realty, LLC

  438 Cox Rd Unit 2, Portland, CT 06480
• 

  

  /12

  $499,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  2 Nathan Hale Rd, Middletown, CT 06457

  Experience one-floor living at its finest at Nathan Hale Estates, a private-way community nestled in Middletown, Connecticut, built by Silvin Homes and offering modern comfort, quality craftsmanship, and peaceful surroundings. Entering from the covered front porch, you're welcomed into a thoughtfully designed layout. Features include a convenient laundry room and two well-appointed secondary

  Jenna Talbot Coldwell Banker Realty

  2 Nathan Hale Rd, Middletown, CT 06457
• 

  

  /39

  $340,000

  • 3 Beds
  • 3 Baths
  • 1,436 Sq Ft

  102 W Bridge St, Deep River, CT 06417

  Discover a rare mid-century modern gem offering true one-floor living on 1.5 acres of privacy-yet just a short walk to Deep River's charming village center. This 1950 original is filled with natural light, clean architectural lines, and the warm character that defines the era. The main level features an open living/dining space anchored by a classic fireplace, three bedrooms, and three full

  Angela Ruel Berkshire Hathaway NE Prop.

  102 W Bridge St, Deep River, CT 06417
• 

  

  /9

  $975,000

  • 4 Beds
  • 3 Baths
  • 1,569 Sq Ft

  18 Old South Cove Rd, Old Saybrook, CT 06475

  Situated in Old Saybrook's most protected and prominent corridor, 18 Old South Cove Road provides the rare opportunity to Renovate or Custom Build a "Legacy Estate" where privacy and scenic integrity are guaranteed by zoning. Currently home to a classic 1,569 Sq. Ft. ranch built in 1964, the true value of this Residential District A property lies in its exceptional dimensions and unique

  Steven Koleno Beycome of Connecticut

  18 Old South Cove Rd, Old Saybrook, CT 06475
• 

  

  /33

  $1,100,000

  Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 3,917 Sq Ft

  6 Trolley Crossing, Old Saybrook, CT 06475

  Quintessential New England Gambrel Colonial with a dramatic sunroom addition and a brand new roof! Sited in a quiet cul-de-sac neighborhood, the gorgeous one acre grounds include numerous mature flowering trees and schrubs, as well a a pine tree perimeter for privacy. The original part of the 1st floor of the home includes a front to back living room with bookshelves, a formal dining room, a

  Donald Holland William Pitt Sotheby's Int'l

  6 Trolley Crossing, Old Saybrook, CT 06475
• 

  

  /26

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 1,572 Sq Ft

  93 Book Hill Rd, Essex, CT 06426

  Classic Essex charm meets modern updates at 93 Book Hill Road. This 3-bedroom, approximately 1,572 sq. ft. home has been thoughtfully improved with over $100,000 in seller-reported upgrades in 2020, including heat pump/central air, upgraded 200-amp electrical, PEX plumbing, added insulation, updated flooring, recessed lighting, fresh paint, renovated kitchen with stainless steel appliances,

  Devin Moore Innovation Propeties, LLC

  93 Book Hill Rd, Essex, CT 06426
• 

  

  /29

  $195,000

  • 2 Beds
  • 1 Bath
  • 544 Sq Ft

  85 Longwood Dr, East Haddam, CT 06423

  Make this summer unforgettable at beautiful Lake Hayward. This charming, well-maintained seasonal cottage features two bedrooms with a sprawling living-dining area perfect for entertaining. Enjoy relaxing on the front deck or back patio, with peace of mind provided by upgraded electrical service, a newer hot water heater, and electric baseboard heating for those chilly evenings. As a member of

  Carolyn Kress Berkshire Hathaway NE Prop.

  85 Longwood Dr, East Haddam, CT 06423
• 

  

  /23

  $769,000

  New Construction $90K PRICE INCREASE

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  151 E Main St Unit 18, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 18, Clinton, CT 06413
• 

  

  /39

  $425,000

  • 4 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  318 Tater Hill Rd, East Haddam, CT 06423

  Welcome to 318 Tater Hill Road, a truly special log-cabin residence nestled in the scenic countryside of East Haddam. The home showcases beautiful exposed wood and log construction throughout, offering a timeless, organic aesthetic that is both cozy and distinctive. Every space reflects the warmth of natural materials and the charm of country living. The main level features a welcoming living

  Jessica Boswell LPT Realty

  318 Tater Hill Rd, East Haddam, CT 06423
• 

  

  /29

  $649,900

  $30K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,300 Sq Ft

  73 Airline Rd, Clinton, CT 06413

  Privacy and versatility meet shoreline convenience! Set on 3.17 serene acres, 73 Airline Road is perfectly located just minutes from the vibrant town centers of Clinton and Madison, and a short drive to the iconic beaches of Hammonasset State Park. The upper level features a bright, open-concept floor plan with vaulted ceilings and hardwood floors. The chef's kitchen is a standout, boasting GE

  Matt Diamond Houlihan Lawrence WD

  73 Airline Rd, Clinton, CT 06413
• 

  

  /13

  $599,999

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,143 Sq Ft

  179 Route 81, Killingworth, CT 06419

  DO NOT ENTER PRIVATE DRIVE - AGENT MUST accompany You - Private drive brings you to 2.9 beautiful acres. House is being sold AS IS, but the value is in the land. The property includes a raised ranch house, a two car garage and another out building, a wonderful pond with bridge. Location very convenient to Route 81.

  John Izzo William Raveis Real Estate

  179 Route 81, Killingworth, CT 06419
• 

  

  /40

  $3,695,000

  • 4 Beds
  • 4.5 Baths
  • 3,518 Sq Ft

  175 N Cove Rd, Old Saybrook, CT 06475

  An exceptional offering in the heart of North Cove, this storied estate presents a rare convergence of history, scale, and coastal prestige in Old Saybrook. Set on over an acre of beautifully sited grounds with direct water access and a private dock, the property offers a lifestyle that is both tranquil and connected, just moments from the Cove, local marinas, and the village center. The setting

  Susan Malan William Pitt Sotheby's Int'l

  175 N Cove Rd, Old Saybrook, CT 06475
• 

  /2

  $164,900

  $15K PRICE DROP

  • Land
  • 1.46 Acres
  • $112,945 per Acre

  104 North Rd, Cromwell, CT 06416

  Looking to build your next house? This lot offers you privacy and land, two things that are hard to come by these days on the same piece of property. Secluded and yet moments to 2 subdivisions.

  Jennifer Hussey Century 21 Clemens Group

  104 North Rd, Cromwell, CT 06416
• 

  

  /27

  $1,295,000

  $80K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 884 Sq Ft

  24 W Shore Dr, Old Saybrook, CT 06475

  Welcome to 24 W. Shore Dr., Old Saybrook, ideally located in one of Connecticut's most renowned beach communities-Cornfield Point Association. This year-round home offers the perfect blend of comfort, convenience, and stunning water views. This solid brick residence is move-in ready and features a remodeled kitchen with brand-new appliances, a sun-filled living room, three full-sized bedrooms, a

  David Rodriguez William Pitt Sotheby's Int'l

  24 W Shore Dr, Old Saybrook, CT 06475
• 

  

  /36

  $1,038,880

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,952 Sq Ft

  24 Seabreeze Rd, Old Saybrook, CT 06475

  Nestled in the prestigious Cornfield Point Beach Association neighborhood. This ranch has one-level living, with ocean views! With upgrades and improvements including new flooring, active solar, Thermopane windows, Vinyl Siding, rain gutters, central air and heating system. Third bedroom includes a Murphy bed. A spacious open plan living room. Wall to wall windows that flood the space. Ceramic

  Brian Beaulieu Berkshire Hathaway NE Prop.

  24 Seabreeze Rd, Old Saybrook, CT 06475
• 

  

  /40

  $359,900

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,464 Sq Ft

  18 Overlook Dr, East Haddam, CT 06423

  Bashan Lake beach rights! Full recreational lake with boating, swimming and jet skiing. Lake views and beach access-this spacious home offers the perfect blend of comfort and lake charm. With over 2,400 square feet of living space, this 4-bedroom, 2 full bath property provides flexibility and plenty of room. The primary bedroom can be situated on either the first or second floor, accommodating a

  Sherry Borgeson Berkshire Hathaway NE Prop.

  18 Overlook Dr, East Haddam, CT 06423
• 

  

  /40

  $649,900

  Open Sat 11AM - 1PM $39K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,624 Sq Ft

  6 Rivercove Dr, Cromwell, CT 06416

  Beautifully maintained 3-bedroom, 2 full bath home located in desirable Cromwell near the scenic Connecticut River. Featuring a large open floor plan, this versatile property offers hardwood floors throughout, oversized rooms, and abundant closet space for comfortable everyday living and storage. An impressive 1,955 sq. ft. walk-out basement provides endless possibilities for future finishing,

  Teri Gilnack Berkshire Hathaway NE Prop.

  6 Rivercove Dr, Cromwell, CT 06416
• 

  

  /12

  $99,900

  • Land
  • 1.34 Acres
  • $74,552 per Acre

  444 Cox Rd Unit 1, Portland, CT 06480

  NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

  Steven Lepore West Wind Realty, LLC

  444 Cox Rd Unit 1, Portland, CT 06480
• 

  

  /38

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,274 Sq Ft

  50 Garfield Ave, Middletown, CT 06457

  Beautifully completely renovated and move-in ready, this charming 3-bedroom, 2-bath Cape Cod home is perfectly situated in the heart of Middletown. Step inside to a warm and inviting living room featuring a classic fireplace, then continue into the stunning fully remodeled eat-in kitchen. The main level offers two comfortable bedrooms and a beautifully updated full bath. Upstairs, the spacious

  Heather Kilbourn Cavanaugh & Company LLC

  50 Garfield Ave, Middletown, CT 06457
• 

  /2

  $10,000

  • Land
  • 33,976 Sq Ft
  • $12,821 per Acre

  0 Florida Rd, East Haddam, CT 06423

  .78 Acre Parcel that must be sold as a package deal with a 45.70 acre parcel known as Florida Road (MLS#24057520).

  Anthony Fabrizio Coldwell Banker Realty

  0 Florida Rd, East Haddam, CT 06423
• 

  

  /40

  $6,500,000

  • 5 Beds
  • 7 Baths
  • 7,697 Sq Ft

  252 River Rd, Deep River, CT 06417

  A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, & timeless craftsmanship amid curated landscapes, stone

  Kiara Rusconi William Raveis Real Estate

  252 River Rd, Deep River, CT 06417
• 

  

  /8

  $795,000

  • Land
  • 6.2 Acres
  • $128,226 per Acre

  1 Huntley Rd, Old Lyme, CT 06371

  A 6.2 acre parcel available for development in Old Lyme, CT. Close to I-95 and in the areas primary, new retail/professional business expansion area. Zoned C-30 with multiple build options available including office, storage & warehouse by right.

  Gino Penasa Seaport Real Estate Services

  1 Huntley Rd, Old Lyme, CT 06371
• 

  

  /40

  $2,849,000

  • 4 Beds
  • 4 Baths
  • 4,381 Sq Ft

  167 Shore Rd, Clinton, CT 06413

  Experience year-round coastal living at its finest in this meticulously maintained 4-bedroom, 4-bathroom waterfront retreat, offering 4,381 square feet and three floors of open, airy elegance infused with timeless New England shoreline charm. Perfectly situated to capture sweeping water views from nearly every window, this exceptional home is a rare blend of sophistication, comfort, and

  Alyssa Gambell William Raveis Real Estate

  167 Shore Rd, Clinton, CT 06413
• 

  

  /19

  $935,000

  $605K PRICE DROP

  • 19 Beds
  • 18 Baths
  • 12,288 Sq Ft

  54 Washington St, Middletown, CT 06457

  PERMIT IN HAND READY TO BUILD! In the heart of Middletown and within walking distance to countless amenities, 54 Washington Street offers both location and opportunity. Once home to the Italian American Club, the building carries a unique history and is now ready for a new vision. This spectacular building has received zoning approval to convert this once community/event space to residential

  Ariel Tortora William Raveis Real Estate

  54 Washington St, Middletown, CT 06457
• 

  

  /20

  $789,000

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  151 E Main St Unit 30, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 30, Clinton, CT 06413
• 

  

  /30

  $489,900

  • 3 Beds
  • 2 Baths
  • 1,302 Sq Ft

  24 Ridge Rd, Cromwell, CT 06416

  Beautifully maintained three-bedroom ranch featuring two fireplaces, gleaming hardwood floors, an updated kitchen, and a renovated bathroom. The finished lower level offers a beautiful fireplace, full bath, and additional living space perfect for entertaining, a family room, or guest accommodations. Conveniently located within walking distance of the renowned TPC River Highlands golf course and

  Debbie Hagel Hagel & Assoc. Real Estate

  24 Ridge Rd, Cromwell, CT 06416
• 

  

  /34

  $638,000

  • 4 Beds
  • 2.5 Baths
  • 2,260 Sq Ft

  31 Fox Run Rd, Portland, CT 06480

  Tucked at the end of a quiet cul-de-sac on nearly 3 private acres, this meticulously maintained home is truly turn-key, and it shows in every detail. A brand new roof and brand new hardwood floors throughout the entire home completed in spring of 2026 give the home a pristine, like-new feel. The main level flows beautifully from a sun-filled kitchen with stainless steel appliances, granite

  Corey Briggs William Raveis Real Estate

  31 Fox Run Rd, Portland, CT 06480
• 

  

  /31

  $374,900

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

  680 Killingworth Rd, Higganum, CT 06441

  Beautifully renovated ranch-style home offering easy one-level living in a peaceful Haddam setting. This charming property features three spacious bedrooms and one and a half updated bathrooms, thoughtfully designed for comfort and functionality. Enter to a bright, open floor plan that seamlessly connects the living, dining, and kitchen areas-ideal for both everyday living and entertaining. The

  Bob Yostos Coldwell Banker Realty

  680 Killingworth Rd, Higganum, CT 06441
• 

  

  /13

  $400,000

  • Land
  • 37.07 Acres
  • $10,790 per Acre

  139 Chestnut Hill Rd, East Hampton, CT 06424

  Build your dream home-or explore subdivision potential-on this exceptional 37+ acre parcel featuring 54 feet of road frontage. This beautiful wooded setting offers privacy, natural charm, and endless possibilities. Best of all, scenic Pine Brook winds along the rear of the property, creating a peaceful backdrop and a truly special connection to nature.

  Brianna Keehan KW Legacy Partners

  139 Chestnut Hill Rd, East Hampton, CT 06424

Showing Results 361 - 399, Page 10 of 10