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: 7.24% last updated on Oct 29, 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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648 Tobacco Street Lebanon CT 06249

Lebanon, CT648 Tobacco Street

Price$1,349,000

Est. Mortgage: $/month

MLS Number 24211864

  • Single Family
  • Square Feet 9,174
  • Bedrooms 4
  • Bathroom 6
  • Year Built 2004

648 Tobacco St offers an incredibly combination of space, amenity and versatility, creating a legacy property suitable for all needs and pursuits. Spanning over 9100 sqft above grade, this custom colonial features 5 bedrooms, 4.2 baths, grand soaring spaces and an incredible array of custom features and utility. Purposely curated for entertaining, the first floor features a massive kitchen - living space with an additional multipurpose living room, all offering direct access to the wrap around porch and deck. The space is adorned with a rich birch cabinet suite, stainless appliances, a robust island and scores of details and creature comforts. The western aspect features another massive space with indoor / outdoor living, a complete wet bar, a handsome coffered ceiling and private entrance - ideal for home business or in-law suite conversion. In addition, there's a dedicated first floor theater with wet bar, stadium seating, sound system, projector and 107" screen. The second level includes an incredible primary suite with cathedral ceilings, platformed spaces, a sitting area with gas fireplace, off suite flex room and spa like bath with steam sauna, hydronic towel warmer and custom shower. Two other bedrooms share a Jack and Jill bath with laundry and the 4th bedroom has it's own full bath. The third floor is a fully finished attic with balcony and storage, ideal for a game room or additional suite. The entire house has wide plank floors and 9' ceilings throughout.

Listed by Craig Webb of Coldwell Banker Realty

$
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$/month over payments
Federal 30-year interest rate: 7.24% last updated on Oct 29, 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$799,900

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: 7.24% last updated on Oct 29, 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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275 Randall Road Lebanon CT 06249

Lebanon, CT275 Randall Road

Price$729,000

Est. Mortgage: $/month

MLS Number 24203415

  • Single Family
  • Square Feet 2,166
  • Bedrooms 4
  • Bathroom 4
  • Year Built 1984

A truly distinctive property where timeless modern architecture meets an exceptional private setting. Built in 1984 and meticulously maintained, this architecturally designed home showcases passive solar principles, a distinctive shed roof, and classic vertical cedar siding. The open kitchen, dining and living areas are anchored by a beautiful two-story dry-stacked stone fireplace. Set on 16 private acres with a long paved driveway it offers approximately one acre of open lawns surrounded by mature forests. The 2,166-square-foot residence feels larger because of soaring ceilings and large windows. It features four bedrooms and 3.5 baths, including two primary suites with en-suite bathrooms. One primary suite has its own private entrance, offering excellent flexibility as an in-law suite, guest quarters, or potential auxiliary dwelling space. A spacious two-car attached garage includes a large workshop area, while an impressive 1,000-square-foot deck overlooks the expansive rear lawn and provides an ideal setting for outdoor entertaining or peaceful enjoyment of the property. A large unfinished basement with high ceilings offers abundant storage and exciting potential for future finished living space. Great thought has been invested in every detail of this custom home with special care given to energy efficiency. Beautifully integrated with its natural surroundings, this is a rare opportunity to own a thoughtfully designed home in an incredible, private setting in Leban

Listed by James Kelly of William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 7.24% last updated on Oct 29, 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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180 Clubhouse Road Lebanon CT 06249

Lebanon, CT180 Clubhouse Road

Price$699,000

Est. Mortgage: $/month

MLS Number 24204522

  • Single Family
  • Square Feet 3,205
  • Bedrooms 3
  • Bathroom 4
  • Year Built 2000

Welcome to your own private hilltop retreat with resort style living! Set atop a long private driveway and surrounded by 2.24 acres of secluded grounds, this home offers an exceptional blend of privacy, elegance, and versatility. This three bed, three and a half baths home provides an inpressive array of amenities designed for both comfortable everyday living and memorable entertaining. From the moment you arrive, the property's elevated private setting makes an impression. Underground electrical service helps preserve the natural beauty of the grounds, while the expansive residence features dramatic arched windows at the front of the home and above the garage, bringing character, natural light, and architectural distinction to the property. The heart of the home is designed with entertaining in mind. The kitchen features a convenient breakfast bar/counter with seating, complemented by a spacious dining area with a full table and chairs positioned directly in front of sliding glass doors overlooking the pool area. A separate formal dining area provides an elegant setting for special occasions and holiday gatherings. The generously sized living room creates a warm and inviting focal point with a gas fireplace and mantle, offering the perfect atmosphere for relaxing or entertaining throughout the year. The primary suite provides a private retreat, featuring a large walk-in closet and luxurious en-suite bathroom with an oversized corner Jacuzzi tub.

Listed by Christopher J. Ferreira of Berkshire Hathaway NE Prop.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.24% last updated on Oct 29, 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$539,900

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: 7.24% last updated on Oct 29, 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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1209 Exeter Road Lebanon CT 06249

MLS Number 24210922

  • Single Family
  • Square Feet 1,664
  • Bedrooms 3
  • Bathroom 3
  • Year Built 2026

Beautiful new country home to be built on a picturesque 2.02-acre lot, offering the perfect blend of quality, comfort, and modern design. The thoughtfully designed open floor plan features solid wood flooring, vaulted ceilings in the living and dining rooms, and an abundance of natural light. The custom kitchen will showcase granite countertops and plenty of space for cooking and entertaining. Enjoy the convenience of 2 full baths plus a half bath, central air conditioning, and an attached 2-car garage. This is your opportunity to personalize and customize a brand-new home to fit your style and needs. Build the home you've been dreaming of in a peaceful country setting!

Listed by Cathyann M. Schulte of Countryside Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.24% last updated on Oct 29, 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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116 Bascom Road Lebanon CT 06249

Lebanon, CT116 Bascom Road

Price$474,900

Est. Mortgage: $/month

MLS Number 24205904

  • Single Family
  • Square Feet 1,876
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1994

Welcome home to this quintessential New England country cape on 2 acres! Beautiful front porch overlooks an idyllic front yard with stone wall. Enjoy morning coffee or tea while relaxing, or an afternoon beverage after work. Inside you will find a spacious country kitchen overlooking the lush backyard. Plenty of space to cook for family and friends. Adjacent is an open dining room with so much space to host holidays. A large living room with wood burning fireplace and lots of natural light is a perfect spot to cozy up to in the winter or host friends and family. A full bath is on this floor, remodeled with a walk in shower. Upstairs you will find 3 spacious bedrooms. The primary bedroom is huge with a large closet with barn doors and plenty of room for a sitting area or desk. Access to the full bath from the primary as well. 2 more bedrooms round out this floor. The full basement has plenty of room for storage or potential to finish with a walkout. Enjoy the outside patio and the large deck. You will love the peaceful setting. Roof approx 10 yrs old, c/a unit new in 2025, new well tank, septic pumped May 2026, garage wired for electric vehicle.

Listed by Diana M. Brown of William Raveis Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 7.24% last updated on Oct 29, 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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Lebanon CT 06249

Lebanon, CT

Price$409,900

Est. Mortgage: $/month

MLS Number 24216510

  • Single Family
  • Square Feet 1,968
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1966

Welcome to 6 Geer Road in Lebanon! Situated in a peaceful country setting, this home offers an abundance of natural light, comfortable living spaces, and plenty of potential. Enjoy outdoor living with a swimming pool and hot tub, perfect for entertaining or relaxing. A wonderful opportunity for buyers looking to add their personal touches and make this home their own. Property is being sold AS IS, and the asking price reflects the updates needed. MORE PICTURES TO COME

Listed by Missy Willard of Carl Guild & Associates

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$
%
$/month over payments
Federal 30-year interest rate: 7.24% last updated on Oct 29, 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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385 Exeter Road Lebanon CT 06249

MLS Number 24214940

  • Single Family
  • Square Feet 1,445
  • Bedrooms 3
  • Bathroom 1
  • Year Built 1956

Welcome to this well maintained, single-level ranch that has been lovingly cared for and upgraded by the same owner for 52 years. Offering peace of mind and a great value, this home features many improvements since 2000, including a newer roof, gutters, siding, windows, doors, electrical system, furnace, and a septic tank. Inside, the spacious layout contains beautiful hardwood floors throughout, three large bedrooms, and a full bathroom complete with convenient main-level laundry. The inviting living room centers around a pretty brick mantle fireplace, creating a cozy atmosphere that flows nicely into the kitchen and the comfortable dining area. Additional highlights include a lovely breezeway, a 1-bay attached garage, and an enclosed back porch that overlooks a serene backyard perfect for relaxation. Ideally situated just moments from the town center, this property offers unbeatable convenience with local schools, the library, bank, post office, town hall, and the bucolic town green all just minutes from your front door. Schedule your private showing today!

Listed by Gina R. Wentworth of Lebanon Green Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 7.24% last updated on Oct 29, 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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26 Ledge Road Lebanon CT 06249

Lebanon, CT26 Ledge Road

Price$299,900

Est. Mortgage: $/month

MLS Number 24216893

  • Single Family
  • Square Feet 1,322
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1956

Seasonal Cottage on beautiful and private Amston Lake. Quick walk to Lollipop beach. Perfect lake for paddleboarding, canoeing, wind sailing or kayaking. No gas-powered motorboats allowed, electric only. Beautiful 3 bedroom, 1-1/2 bath cottage with outdoor shower and huge 20'x20' storage garage (not meant for a car) on a double lot. Lake views from the kitchen, deck and spare bedroom. Primary bedroom located on the first floor with a half bath. Main bath is also on first floor. Large kitchen with pantry. Dining room, sitting room and living room round out the first floor. Second floor has two bedrooms and a loft area. The house was recently connected to city water. Cottage can be sold mostly furnished if preferred. Can possibly be converted to year-round occupancy, check with town hall for proper steps.

Listed by Jill Bright of Putnam Agency Real Estate LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.24% last updated on Oct 29, 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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154 Old Meeting House Road Lebanon CT 06249
Coming Soon

MLS Number 24217069

  • Single Family
  • Square Feet 1,008
  • Bedrooms 2
  • Bathroom 1
  • Year Built 1970

Nature Lovers you'll find a private setting in rural surroundings offered with this Country Ranch! Situated on Town Maintained gravel road with no outlet gives you a virtually minimal traffic road peaceful quiet setting ! Great starter home or for those downsizing and Set on a tree ringed One Acre lot this home features Kitchen with daily dining area, formal dining room with hardwood floor, spacious light and bright 19' x 11'2" living room featuring large angle bay window, brick masonry raised hearth fireplace plus hardwood floors! The two bedrooms are also finished with hardwood floors. The full bath design is a full tub with shower and a single vanity! Enjoy the outdoor space from the private rear 21'5" x 19'9" deck! This is set on a full concrete foundation with a walk basement! A new architectural shingle 50 Year shingle roof was just installed!(Oct 24th 2026). The home is served by drilled well, on-site septic system, individual room zoned electric heat, and electric hot water heater. A supplemental wood heat source burning stove is located in the basement area. This home needs some updating and that is considered in the offering price!

Listed by James Celio of Century 21 AllPoints Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.24% last updated on Oct 29, 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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