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: 6.66% last updated on Aug 27, 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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129 West Town Street Lebanon CT 06249

Lebanon, CT129 West Town Street

Price$875,000

Est. Mortgage: $/month

MLS Number 24198285

  • Single Family
  • Square Feet 4,675
  • Bedrooms 5
  • Bathroom 4
  • Year Built 1998

Architectural distinction meets a historic New England setting! Situated on 2.12 picturesque acres adjacent to the historic Lebanon Green, this custom 4,675 sq. ft., 5-BR/4-BA Colonial delivers high-end finishes, an ideal floor plan, and exceptional master craftsmanship throughout. The main level welcomes you with a dynamic two-story foyer flanked by formal living and dining spaces, a private study, a versatile flex room, and a sprawling center-island kitchen tailored for effortless gatherings, complimented by a walk-in pantry. Enjoy highly sought-after main-floor living featuring both a luxury primary suite and a dedicated main-floor guest bedroom complete with direct access to a convenient Jack-and-Jill bath; while the upper-level hosts two bedrooms, with a private bath; along with a fifth bedroom offering direct bath access ~ each featuring an oversized walk-in closet. Outside, a classic wrap-around porch delivers unmatched curb appeal, complemented by an expansive rear deck overlooking serene, scenic grounds. Complete with a 3-car garage, a ~2,935 sq. ft. walk-out basement, and a ~1,740 sq. ft. walk-up attic with endless possibilities, this property represents an extraordinary opportunity in one of Connecticut's most historic communities

Listed by Carolyn Kress of Berkshire Hathaway NE Prop.

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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$699,999

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: 6.66% last updated on Aug 27, 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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264 Trumbull Highway Lebanon CT 06249

Lebanon, CT264 Trumbull Highway

Price$589,900

Est. Mortgage: $/month

MLS Number 24199692

  • Single Family
  • Square Feet 2,656
  • Bedrooms 5
  • Bathroom 3
  • Year Built 2001

Welcome to 264 Trumbull Highway in Lebanon, where space, privacy, and comfort come together on 3.27 acres to create your own private oasis. Offering approximately 2,656 square feet of living space, this spacious home features 5 bedrooms, with one currently being used as a home office, and 2.5 bathrooms. The primary bedroom is exceptionally spacious, offering endless possibilities to create the perfect private retreat, sitting area, or additional workspace. The home has been newly painted and features newer windows, updated kitchen appliances, and a new well water tank installed in 2025. Step outside and enjoy a brand-new swimming pool installed this summer, surrounded by the privacy and tranquility of over three acres. The freshly painted deck provides the perfect setting for outdoor dining, entertaining, or relaxing by the pool. A two-car garage provides additional parking and storage. If privacy and room to enjoy the outdoors are at the top of your list, this Lebanon property offers the space and setting to truly feel like your own private oasis, while still providing a spacious and versatile interior ready to make your own.

Listed by Jessica Lopez of Our Home Realty Advisors

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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$475,000

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: 6.66% last updated on Aug 27, 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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216 Trumbull Highway Lebanon CT 06249

Lebanon, CT216 Trumbull Highway

Price$399,900

Est. Mortgage: $/month

MLS Number 24202789

  • Single Family
  • Square Feet 2,463
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1905

Classic Craftsman style, inviting spaces and a beautiful setting come together at 216 Trumbull Highway! Cape Cod shake siding and a welcoming front porch set the tone for this charming 3-bedroom, 2-full-bath home offering over 2,400 sq ft of nicely flowing living space. Inside, hardwood floors add warmth and character, while the country kitchen offers plenty of room for a dinette. The spacious floor plan includes a dining room, living room with built-in bookshelves, and family room with sliders opening to a large back deck-perfect for enjoying the private yard bordered by mature trees that are sure to put on a spectacular show come autumn! The full basement is partially finished with excellent potential for additional living, hobby or recreation space. A 2-car attached garage adds everyday convenience. Enjoy the benefits of solar with OWNED panels-no lease! Updates within approximately the last 5-10 years include the roof, exterior paint, windows throughout, and septic system. Peaceful surroundings, yet just minutes to Lebanon Green, Willimantic, ECSU and Route 6, with convenient access to UConn, Norwich, Manchester, the casinos, and Connecticut shoreline!

Listed by Sue Esposito of Home Selling Team

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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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187 Hoxie Road Lebanon CT 06249

Lebanon, CT187 Hoxie Road

Price$389,900

Est. Mortgage: $/month

MLS Number 24201838

  • Single Family
  • Square Feet 1,408
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1987

Welcome to this charming 3-bedroom, 2-full-bath home, privately set back from the road on a beautiful lot. The main level offers two bedrooms, a full bath, and a comfortable living space with an open, inviting feel. Upstairs, the loft overlooks the living room below and offers the perfect spot for a home office, reading nook, or additional living space. The second floor also features another full bath and a spacious primary bedroom with a walk-in closet. Enjoy the best of country living with the convenience of a great location. Step outside onto the large, sunny deck overlooking the wonderful yard-ideal for gardening, entertaining, relaxing, and outdoor activities.

Listed by Susan Barnhouser of RE/MAX Legends

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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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221 Gates Road Lebanon CT 06249

Lebanon, CT221 Gates Road

Price$275,000

Est. Mortgage: $/month

MLS Number 24169938

  • Single Family
  • Square Feet 912
  • Bedrooms 2
  • Bathroom 1
  • Year Built 1988

Welcome to this charming ranch set on 3.32 private acres, offering the perfect blend of comfort, space, and tranquility. Beautiful stone walls add character and New England charm, while the wooded surroundings provide plenty of privacy and a peaceful setting. Enjoy one-level living with a comfortable floor plan and plenty of outdoor space for relaxing, entertaining, gardening, or enjoying nature. A wonderful opportunity to own a private country retreat while still being conveniently located near everyday amenities. Come see all this property has to offer!

Listed by Cathyann M. Schulte of Countryside Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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: 6.66% last updated on Aug 27, 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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341 Deepwood Drive Lebanon CT 06249
For Rent

MLS Number 24200844

  • Rental
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,190
  • MLS Status Active

Fully furnished small chalet available through 10/15/26 - 5/15/27. Perfect for single or couple looking for academic or short term lease. Perfect for transitional housing. All appliances and w/d too.

Listed by Mac A. McCorrison and Patricia M. Lujan of McCorrison DW Fish Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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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