Lebanon CT Real Estate

65 Trumbull Highway Lebanon CT 06249

MLS Number 24135276

  • Land
  • Acreage 168.4
  • MLS Status Active
  • Subdivision Pleasant Valley Farm
  • Waterfront

One of the most beautiful farms in Connecticut. Ten Mile river runs thru the property plus small brook and 3+/- acre pond large area of cultivated land leased to area farmer, some stonewalls, grass pasture etc. Ideal for Equestrian Estate, working farm, subdivision or High End Adult Housing Development (this would require certain zoning text changes or additions to permit this type of development. The farm is teeming with all sorts of wildlife ideal for very exclusive game club.

Listed by Derek Greene of Derek Greene

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

129 West Town Street Lebanon CT 06249

Lebanon, CT129 West Town Street

Price$995,000

Est. Mortgage: $/month

MLS Number 24185572

  • Single Family
  • Square Feet 7,610
  • Bedrooms 5
  • Bathroom 4
  • Year Built 1998

Where New England Heritage Meets Modern Luxury Discover timeless elegance in this custom-built Colonial home set on 2.12 picturesque acres adjacent to historic Lebanon Green. Offering 4,675 sq ft of living space, this exceptional residence features 10 rooms, 5 bedrooms, 4 full baths, and a three-car garage. A dramatic two-story foyer welcomes you to a thoughtfully designed floor plan featuring a formal living rm, private study, spacious family rm, formal dining rm, and a beautifully eat-in kitchen with center island. A first-floor laundry room adds everyday convenience. The main level offers a primary suite along with an additional bedroom, ideal for guests, multigenerational living. Upstairs are two spacious bedroom suites with private baths and an additional bedroom with access to a full bath. Constructed with quality 2x6 framing, this home was built with comfort, efficiency, and lasting value in mind. Enjoy peaceful country views from the classic wrap-around front porch or entertain family and friends on the expansive rear deck overlooking open land. Additional possibilities await with approx. 2,935 sq ft of unfinished basement and a walk-up attic offering 1,740 sq ft ready for future expansion. Located in one of Connecticut's most historic communities, this remarkable property offers classic New England charm, exceptional craftsmanship, modern amenities, creating a rare opportunity to own truly a distinguished home in a beautiful country setting.

Listed by Catherine M. Thompson of William Raveis/First Town RE

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

229 Deepwood Drive Lebanon CT 06249

Lebanon, CT229 Deepwood Drive

Price$725,000

Est. Mortgage: $/month

MLS Number 24192072

  • Single Family
  • Square Feet 3,072
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1989

Arguably, this home may hold title of "Best Views of Amston Lake"! Light and bright Contemporary Ranch with panoramic views set on elevate 1.8 Acre tree ringed site offering a neighborly but private setting with a short walk to an association beach and lake access area! Plus, an almost impossible feature to find on any lake area property - a detached 3 car garage with oversized door height bay PLUS an attached 2 Car+ Carport! The detached garage is ideal for auto, boat, or woodworking hobbyist! Open kitchen-dining area-living room floor plan with vaulted 9' ceilings, hardwood flooring, and well-crafted field stone masonry fireplace. Balance of the first floor features 3 Bedrooms and 1.5 Baths including a primary BR suite with an open sitting area very suitable as a home office with full views of the lake, and private half bath! The Two additional bedrooms share the hallway full bath! This home offers a covered front porch with lake views plus a 570 SF open sun deck with more lake views The lower level offers a spacious rec room, sunroom which formerly housed a hot tub, partially complete kitchen area, full bath, laundry room, storage room, and general utility area! This home is served by oil fired hot water baseboard heat, public sewer, and private on-site well PLUS a leased Solar Panel System that is truly a money saver! A unique lake area home with hard to match list of special home features!!

Listed by James Celio of Century 21 AllPoints Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

322 Lakeside Drive Lebanon CT 06249

Lebanon, CT322 Lakeside Drive

Price$725,000

Est. Mortgage: $/month

MLS Number 24188838

  • Single Family
  • Square Feet 1,200
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1971

Escape to this pristine, clear-water retreat in Lebanon, CT. Situated on a rare, newly combined 0.61-acre double lot, this classic ranch-style home offers an incredible blend of immediate lakefront enjoyment and future expansion potential. Enjoy direct access to Red Cedar Lake, a spectacular 127-acre freshwater destination celebrated for boating, kayaking, canoeing, paddle boarding, and top-tier fishing. Private Amenities: Step out onto your own sandy beach area and private dock. Peace of Mind: Features a newly installed engineered septic system, giving you complete structural confidence and room for a future expansion. The owners had plans for a dormer primary ensuite with upper deck. The living: An updated kitchen flows seamlessly into the bright dining and living areas. Cozy Interiors: A classic fireplace centers the living room, while sliding glass doors lead to a stunning 3-season glass porch with gleaming, unobstructed lake views. Layout: 3 comfortable bedrooms and 1 full bath. Whether you are looking for the perfect turnkey summer getaway or a sizable footprint to design your dream lakefront estate, this property is primed for your vision. Bring your swimsuit, your blueprints, and enjoy life on the water! The mechanicals have been updated within the last 5 years. All kayaks , paddle boat and pontoon boat convey with the sale. The free standing double car garage has potential for a second floor addition. A new shed was installed last year.

Listed by Nancy Potts of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

393 Exeter Road Lebanon CT 06249

Lebanon, CT393 Exeter Road, Exeter

Price$649,900

Est. Mortgage: $/month

MLS Number 24192352

  • Single Family
  • Square Feet 2,851
  • Bedrooms 3
  • Bathroom 4
  • Year Built 1988

Welcome to your New England retreat. A private permaculture homestead and food forest sanctuary. Tucked away at the end of a sweeping driveway, this 2,851 sq. ft. Cape Cod sits deeply set back from the road on a nearly 3-acre parcel, offering total, uncompromised privacy. The land is a true self-sustaining sanctuary, completely invisible to passersby, buffered by native tree lines, and bordered by a massive rear corn farm. Designed for immediate homestead living, the expansive cleared land is framed by historic New England fieldstone walls. It features a thriving food forest with an orchard of 40+ mature fruit and nut trees (walnut, chestnut, apple, peach, pear, cherry), established strawberry and blueberry patches, two blackberry varieties, and a rear melon patch. Agricultural infrastructure includes a fully fenced garden, a custom duck coop, and an excavated duck pond with an integrated pump/filtration system (active flock can convey). The exterior features a stone fire pit and a walk-out hardscaped patio. Both the patio and upper kitchen deck feature custom retractable awnings. Inside, the spacious home serves as the perfect anchor, boasting a cozy living room with a functional fireplace, a freshly painted 2-car garage with premium industrial epoxy floors, and a mostly finished walk-out basement with a custom bar and half-bath. Powered by a premium Buderus boiler and dual-well system. A must see!

Listed by Cathyann M. Schulte of Countryside Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

46 Pigeon Swamp Road Lebanon CT 06249

Lebanon, CT46 Pigeon Swamp Road

Price$495,000

Est. Mortgage: $/month

Coming Soon

MLS Number 24194220

  • Single Family
  • Square Feet 2,592
  • Bedrooms 4
  • Bathroom 2
  • Year Built 1973

Beautifully renovated raised ranch tucked on a private, wooded 1-acre lot in Lebanon. This move-in-ready home has just completed a full refresh - nothing left to do but unpack. Step inside to an open, light-filled living space with a brand-new kitchen featuring white shaker cabinetry, quartz countertops, and stainless steel appliances. Freshly refinished hardwood and new flooring run throughout, paired with fresh paint and updated lighting for a clean, modern feel. The two updated full baths brings the same quality finishes found in the kitchen. Four comfortably sized bedrooms offer flexibility for a home office or guest space, and two fireplaces add warmth and character across the main living areas while the attached garage and large deck extend your living space outdoors - perfect for enjoying the private, tree-lined setting. Full, finished walkout basement adds ample space for entertaining and family gatherings. Located in a quiet lake community with easy access to surrounding Southeastern CT towns, this is a rare turnkey opportunity at an attractive price point.

Listed by Kyle Schrader and Dylan J. Lagrandeur of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

28 Clarke Road Lebanon CT 06249

Lebanon, CT28 Clarke Road

Price$449,900

Est. Mortgage: $/month

Open House

MLS Number 24192730

  • Single Family
  • Next Open House: Sun 07/26 10:00 am. to 12:00 pm.
  • Square Feet 1,347
  • Bedrooms 3
  • Bathroom 1

Welcome home to this beautifully updated 3-bedroom ranch farmhouse on 8.8 scenic acres in Lebanon which features a 24'x24' horse barn with two 12'x12' stalls and a hay loft - just a few years old. The pasture area is fully equipped with ability to easily reinstall the electric fencing to make it ready for your horses. Why pay for boarding when you can keep them right outside your door? Inside, the move-in ready home has been thoughtfully updated over the years with newer roof, plumbing, electrical, oil tank, boiler, water softener, pressure tank, and Andersen windows throughout, back-up generator hook up. The kitchen boasts quartz countertops, soft-close cabinets, and stainless steel appliances. The full bath was very recently remodeled and features a freestanding soaking tub. A massive wood-burning fireplace and a wall of windows anchor the living room, while a three-season room offers the perfect spot to take in the pastoral views. Enjoy the walking trails which meander around the property and when its time to relax, enjoy the Zen garden with a beautiful fire pit and large boulders strategically set to create an outdoor oasis. Don't let this one pass you by.

Listed by Kalani R. Ladd of KW Legacy Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

61 Wildwood Drive Lebanon CT 06249

Lebanon, CT61 Wildwood Drive

Price$315,000

Est. Mortgage: $/month

MLS Number 24185435

  • Single Family
  • Square Feet 864
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1988

Just in time for summer! Move right into this updated 3-bedroom, 1-bath ranch nestled in the desirable Amston Lake community. Featuring recent interior updates, central air, a newer heating system, and a newer roof, this home offers comfort, style, and peace of mind from day one. Enjoy all that lake living has to offer, from swimming and kayaking to lakeside picnics and relaxing afternoons by the water. Whether you're looking for a year-round residence or a peaceful retreat, this charming home provides the perfect blend of recreation, relaxation, and convenience.

Listed by Kelly Lucas of RE/MAX Legends

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

36 Lakeview Heights Lebanon CT 06249

Lebanon, CT36 Lakeview Heights

Price$299,900

Est. Mortgage: $/month

Coming Soon

MLS Number 24194244

  • Single Family
  • Square Feet 768
  • Bedrooms 2
  • Bathroom 1
  • Year Built 1989

Escape to the charm of Amston Lake in this inviting 2-bedroom, 1-bath log home, offering warmth, character, and the perfect place to enjoy year-round living or a peaceful weekend retreat. Nestled on a private town road on a dead-end street, this home offers a peaceful setting with minimal traffic. Enjoy your morning coffee in the enclosed front porch, relax in the side breezeway, or entertain family and friends on the spacious rear deck overlooking the yard. A rare bonus, the sale includes the adjacent contiguous lot, creating a double lot with additional yard space, privacy, and room to enjoy the outdoors. An oversized storage shed offers plenty of space for lawn equipment, kayaks, bicycles, and all your lake essentials. As a resident of the Amston Lake District, you'll enjoy access to two private beaches, resident-only boat launches, swimming, kayaking, fishing, and year-round recreation. Whether you're looking for your first home, a weekend getaway, or a cozy retreat, this charming log home offers the perfect opportunity to enjoy the relaxed lifestyle and natural beauty of the Amston Lake community.

Listed by Cathie T. Rockoff of Rockoff Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

59 Trumbull Highway Lebanon CT 06249

Lebanon, CT59 Trumbull Highway

Price$98,500

Est. Mortgage: $/month

MLS Number 24192903

  • Land
  • Acreage 2.11
  • MLS Status Active
  • Other Amenities Waterfront
  • Zoning RA

Fairly level lot, mostly open with some large trees near road. Previous home site with drilled well, possibly useable. Former home site was demolished in in the 1980's.

Listed by Derek Greene of Derek Greene

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Lakeview Heights Lebanon CT 06249

Lebanon, CTLakeview Heights

Price$79,900

Est. Mortgage: $/month

MLS Number 24187883

  • Land
  • Acreage 0.71
  • MLS Status Active
  • Zoning Per Town
  • Subdividable Unknown

Build your dream home on this 0.71-acre residential lot in one of Hebron's most desirable lake communities. Offering frontage on both Lakeview Heights and Cove Road, this property provides excellent access and flexibility for your future home design. Located within walking distance to Amston Lake, owners are eligible to join the Amston Lake Association and enjoy access to the lake, private beaches, swimming, boating, and fishing. Conveniently located just minutes from Hebron Center, shopping, restaurants, and Route 2, this is a great opportunity to build in a peaceful setting while remaining close to everyday amenities.

Listed by Timothy Faucher of eXp Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

The data relating to real estate for sale on this website appears in part through the SmartMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SmartMLS through a licensing agreement. Listing information is from various brokers who participate in the SmartMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.