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

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$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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.

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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

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$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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.

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322 Lakeside Drive Lebanon CT 06249

Lebanon, CT322 Lakeside Drive

Price$699,000

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 and paddle 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

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%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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.

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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

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$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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.

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46 Pigeon Swamp Road Lebanon CT 06249

Lebanon, CT46 Pigeon Swamp Road

Price$495,000

Est. Mortgage: $/month

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.

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$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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.

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113 Deepwood Drive Lebanon CT 06249

Lebanon, CT113 Deepwood Drive

Price$304,900

Est. Mortgage: $/month

MLS Number 24196333

  • Single Family
  • Square Feet 792
  • Bedrooms 2
  • Bathroom 1
  • Year Built 1988

LAKE LIFE AWAITS!! Located across the street from Amston Lake with BEAUTIFUL VIEWS you MUST SEE for yourself! Enjoy access to one of Connecticut's premier private lakes, where residents can take advantage of swimming, kayaking, paddleboarding, fishing, boating (electric motors only), and multiple community beaches. Amston Lake is a 186-acre private lake shared by Lebanon, Hebron, and Colchester and is known for its CLEAN clear water and strong sense of community. This home offers the cozy cabin lake experience that you buy for generational enjoyment! Enjoy a private outdoor shower, a porch swing on the screened in front porch with sunset views after a relaxing day at the lake. The 'she-shed' is insulated, renovated and offers a tiny retreat on site. Fully air conditioned with mini-splits and heat in place, this cabin is the perfect place for game night, sunday yoga on the beach, or a romantic weekend retreat! Whether you are investing in short term rentals or looking for a lifetime of enjoyment THIS is it. Multiple Offers Deadline: Thursday, August 13, 2026, at 3:00 PM

Listed by Robyn Letourneau of Berkshire Hathaway NE Prop.

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$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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.

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50 West Woodland Drive Lebanon CT 06249

Lebanon, CT50 West Woodland Drive

Price$249,900

Est. Mortgage: $/month

Coming Soon

MLS Number 24196401

  • Single Family
  • Square Feet 889
  • Bedrooms 2
  • Bathroom 1
  • Year Built 1971

Escape to the charm of lake living in this inviting 2-bedroom, 1-bath A-frame home set on .46 acres in the desirable Amston Lake community. Full of character and surrounded by nature, this unique home offers the perfect blend of comfort, privacy, and year-round enjoyment. Inside, the living room features a soaring cathedral ceiling that enhances the home's classic A-frame architecture, creating a bright, open, and inviting space. A cozy propane stove is capable of heating the entire home, while a mini-split system provides efficient air conditioning throughout the warmer months. Step outside onto the wraparound deck, where you can enjoy your morning coffee, entertain friends, or simply relax while taking in the peaceful wooded surroundings. Located just steps from Lollipop Beach on Amston Lake, you'll enjoy easy access to swimming, kayaking, fishing, and all the recreation this private lake community has to offer. Whether you're looking for a full-time residence, a weekend getaway, or a seasonal retreat, this charming home offers a wonderful opportunity to enjoy lake life in a beautiful natural setting. There is an annual Amston Lake Tax District of $132, which helps support the maintenance, preservation, and enjoyment of the lake for all residents.

Listed by Jason Boice of eXp Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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.

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24 Trumbull Highway Lebanon CT 06249

MLS Number 24194304

  • Single Family
  • Square Feet 1,597
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1870

Prime property for investors, builders, or DIY renovators. This property offers a huge head start on your next project, with most of the major high-ticket mechanical and structural updates already completed. Benefit from a new septic system (2018), well (2021), roof (2018/2020), windows and doors (2019), and a fully updated 2017 heating and electrical package-including the furnace, oil tank, water heater, electrical panel, meter, and grounding. Inside, the home is awaiting a complete interior remodel to match your personal vision - endless possibilities! Outside, the property boasts a massive, well-maintained 41'x28' detached garage with one automatic garage bay door opener, as well as upper-level storage - ideal for workshops or equipment. Situated on a large lot that abuts the Ten Mile River, you will enjoy easy access to the Airline Trail for hiking and biking right outside of your door! Schedule your showing today before this unique opportunity is gone!

Listed by Gina R. Wentworth of Lebanon Green Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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.

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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: 6.69% last updated on Aug 6, 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

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