Litchfield CT Homes with Acreage

View the latest homes for sale on at least 5 acres in Litchfield, Connecticut below. You may also like to view Litchfield County homes with acreage or learn more about Litchfield.

Houses for Sale with Land in Litchfield

For more information or to see any of these properties in person, contact The Matthews Group online or call 860-868-0511

Save time! Create an account to save your favorite listings and get email notifications when similar properties come on the market.

184 Fern Litchfield CT 06759

Litchfield, CT184 Fern Avenue

Price$5,900,000

Est. Mortgage: $/month

MLS Number 170361462

  • Single Family
  • Property Style Colonial, Other
  • Bedrooms 8
  • Bathroom 13
  • Acreage 29.5

One of Litchfield's largest estates, on almost thirty acres, this 12,000sf Center Hall Colonial is perched on your own sprawling park w/stonewalls, heated saltwater Gunite pool, bluestone patios and decks. This estate boasts an oversized two bedroom guest house, renovated greenhouse. Land backs up to Topsmead State Forest & Land Trust for more seclusion. Inside find high ceilings, a two-story balcony, grand foyer, cascading staircase. Eat-in gourmet kitchen w/ x-large island. Treat guests to the inviting formal dining room bathed in sunlight and a fireplace, also in the heart of the home a big bright family room, a private library with custom built-ins, a private 3 rm suite, giant mudroom, 13 baths, 8+ bedrms, a master suite w/FP, sitting area, sunrm & luxurious spa retreat, a delight for any couple. Fully finished third floor plus fin walkout LL w/exercise-rm, wine cellar, 2-½ baths, steam spa shower, small kitchen and family room with a perfectly rustic grand stone wood fireplace. Come in after star gazing in your top of the line hot tub! For the enthusiast, a 6-car heated garage w/room for 12cars w/a lift. 7 zones, private gym, separate residence, new whole house generator. Two hours to NYC, live in Litchfield, one of Connecticut's hottest destinations in the country you crave only moments into town. Come explore life in Litchfield County w/vineyards, shops, parks, dining + more. Add a helipad for convenient and safe travel. Seller added substantial acreage this past year.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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

257 Milton Litchfield CT 06759

Litchfield, CT257 Milton Road

Price$2,750,000

Est. Mortgage: $/month

MLS Number L10049256

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 3
  • Acreage 65.96

CHECK CTMLS # L10049231 This is Stonybrook Golf Course. Call agent for all the details. This beautiful property has the potential to be one of Litchfield Counties most stunning compounds/sanctuary. Land to build your dream home, maintain several holes for a private club, start a vineyard (full irrigation), option for horses. 2 ponds, stream, multiple buildings including 2 residential rentals.

Listing Courtesy of Gooseboro Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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

178 Chestnut Hill Litchfield CT 06759

MLS Number 170376236

  • Single Family
  • Property Style Colonial
  • Bedrooms 4
  • Bathroom 5
  • Acreage 10.39

This custom built brick colonial is ideally suited for buyers who appreciate fine craftsmanship and exquisitely constructed millwork. The details of this home were meticulously planned and thoughtfully executed with top quality finishes throughout. Gourmet kitchen with large island opens to breakfast nook. Family room walks out to the spacious enclosed sun room and takes in views of the expansive back yard with its stone waterfall and pond. Office/library with fireplace Main level master with his/hers walk in closets. 3 bedrooms 2 baths on upper level. Office/Library. 8 zones. Generator. Lower level game room with bath and full kitchen. Wine cellar and wine/beer making studio. Barn with studio/workshop and addl 3 car garage. There are trails for walking/riding bikes at the end of this road with go on for miles. Just 5 minutes to the charming village of Litchfield and to the Litchfield Country Club. 2 hours to NYC.

Listing Courtesy of William Raveis Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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

214 East Litchfield Litchfield CT 06759

Litchfield, CT214 East Litchfield Road

Price$2,250,000

Est. Mortgage: $/month

MLS Number 170391319

  • Single Family
  • Property Style European
  • Bedrooms 4
  • Bathroom 4
  • Acreage 8.2

This European country estate sits atop its own Litchfield Hill exuding craftsmenship throughout. Built for entertaining, a chef's kitchen sits at the heart of the home ...just off the kitchen, an atrium dining room overlooks manicured gardens and a stunning eight acre field. As meals are prepared, family and guests can join the chef in the gathering room warmed by one of four fireplaces. The living room hosts a cathedral ceiling, antique barn beams, and floor to ceiling window. Magnificent sunsets are enjoyed in the serene screened porch warmed by its massive stone fireplace. Unique spaces include a library landing off master, wine cellar, dance studio, hobby room, and gym. Owners are currently completely two bedrooms and bath... the guest suite will be ready for an au pair, in-laws, or visitors with its private entrance and kitchenette. Custom finishes include copper gutters, custom millwork throughout, and hand crafted cabinetry. The fully finished 2,200 sq ft barn has its own private bath, balcony, heat, septic, and water. The front has an expanse of French doors w/a covered porch overlooking the field. The back houses its large garden shed and a three bay garage. This versatile space could be a guest cottage, car collector showroom, studio, host equestrian pursuits, or grand entertaining! A private retreat moments away from the Litchfield Green, Route 8, and boundless Connecticut charm. A rare opportunity to own a one of a kind property.

Listing Courtesy of Mirabilio Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

107 Clark Litchfield CT 06759

Litchfield, CT107 Clark Road

Price$1,695,000

Est. Mortgage: $/month

MLS Number 170328482

  • Single Family
  • Property Style Contemporary
  • Bedrooms 6
  • Bathroom 6
  • Acreage 7.07

Owl Ridge - Spring is in the air! Come and enjoy the fresh air and privacy that this lovely home offers. The architecturally designed Contemporary has been beautifully and thoughtfully updated. Bright and airy with expansive windows and wrap around deck. The river rock and slate walkways add a Zen like quality with the crisp stonewalls and landscaping. The present owners have done extensive renovations with the finest materials yet keeping the unique Chalet feeling of the house. The Kitchen has a wall of windows, granite counters, Wolf range, Subzero refrigerator, freezer, fireplace and door to the deck for outdoor grilling. Living room with built-in book case, fireplace and access to the deck. The Dining room has two story windows and pocket doors to the kitchen. Off the kitchen is the den - great spot to relax after dinner. Two bedrooms, one full and 2 half bathrooms complete this floor. The Primary suite is on the upper level with a fireplace and large walk in closet, beautiful custom bathroom. There are 2 more bedrooms and bath. The lower level has a bedroom, kitchen, dining room/living room combination, gym with mirrors, fireplace and door to the outside. Short walk through the winding river stone and slate path you arrive at the heated in ground pool and cabana. Many rooms for all sorts of activities - Minutes from the center of Litchfield. Lots of outdoor activities in Litchfield with great restaurants, walking trails, fishing, nearby golf. Come and enjoy!!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

158-162 Fern Litchfield CT 06759

Litchfield, CT158-162 Fern Avenue

Price$1,350,000

Est. Mortgage: $/month

MLS Number 170358579

  • Single Family
  • Property Style Colonial, French
  • Bedrooms 4
  • Bathroom 4
  • Acreage 8.02

Set on 8, beautifully maintained acres, lies this stunning, Country French Manor. Prominently situated, there are, manicured border gardens, stone walls and remarkable distant views to the east. On the south side is the Hauser Nature Preserve. Enter the two story, light-filled foyer with winding staircase. The first floor has a formal Living and Dining Room, a Kitchen with Family Room added in 2002 and with views to the terrace and eastern hills beyond. Adjacent to the Kitchen is a Sitting Area with fireplace. The first floor Master Suite has a dressing area, full bath and bedroom, also with views to the east. Enjoy cocktails on the stone terrace off the Family Room or on the deck. A side hallway provides additional storage, a serving bar with access to the Dining Room, making for easy entertaining, a Pantry, Laundry Room and half bath. There is an attached 3-car garage with above storage. The second floor has three bedrooms and a full bath, one bedroom, makes an excellent office. The Lower level is equipped with a generous amount of storage and a dedicated recreation/exercise area. The grounds are equipped with a sprinkler system and two storage sheds. This property includes an on demand generator. Just two hours from Manhattan, close to the village of Litchfield for shops and dining, horseback riding, skiing, long walks and hiking. Come view this impressive, home and all that it has to offer!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

571 Torrington Litchfield CT 06759

Litchfield, CT571 Torrington Road

Price$1,299,000

Est. Mortgage: $/month

MLS Number 170392324

  • Single Family
  • Property Style Colonial, Cottage
  • Bedrooms 21
  • Bathroom 25
  • Acreage 9.9

Don't miss this unique opportunity to own the Iconic Tollgate Hill Inn -- This is a special property with many uses including a charming Restaurant with a large well equipped commercial kitchen, an Inn with 20 guest rooms with private full bathrooms and many with fireplaces, an 120 seat Banquet facility/ Conference Center, Wedding venue with plenty of rooms to accommodate guests, a Family Compound -- The possibilities are endless!! - The History of the buildings is amazing -- The 1745 Captain William Bull Tavern (on the National Register of Historic Places- No restrictions on the Building) houses the Restaurant and Bar along with 6 Guest rooms and has tremendous character throughout - The Schoolhouse Building was moved here in 1928 from Berlin, Ct. where it was the oldest Schoolhouse and has 4 Guest rooms - The Tavern and Schoolhouse are connected by a really cool tunnel that goes under the driveway -- The last building was constructed in 1991 and houses the Banquet / Conference Room with a very nice Lobby/Office area and 11 spacious Guest rooms with a large deck and patio overlooking a beautiful yard. This is one you must see to appreciate - Don't pass up this Spectacular Property!!

Listing Courtesy of The Washington Agency

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

15 Bigos Litchfield CT 06759

Litchfield, CT15 Bigos Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 170316513

  • Single Family
  • Property Style Colonial, European
  • Bedrooms 4
  • Bathroom 4
  • Acreage 8.05

" WESTOVER " One of Litchfield Connecticut's finest homes. Long private drive flanked by open lawn leads to circular driveway with center garden and fountain. Covered entry welcomes you. Foyer offers a sweeping staircase, tile floors and Juliet balcony with French doors. Formal dining with hardwood floors, built-in hutch. Open Kitchen offers, granite counters, center island, pantry area. Great for entertains. Living area with granite wet bar, French doors to Garden Room overlooking back yard. Family room with wood floors, gas fireplace and French doors to tiled sun room. Second floor. Master suite affords a formal sitting room with gas fireplace, hardwood floors. The full bath offers granite tops vanity with double sinks, water closet, whirlpool tub. Guest suite with French doors and Juliet Balcony, tile bath and hardwood floors. Two additional spacious bedrooms offer side rooms and share a marble hall bath. Plus a finished third floor room 34'x25'. The basement can be finished for additional space and offers the finest in mechanicals. There is zoned central air. Combination of baseboard and radiant heat. Viessman boiler plus horicell Oil/hot water holding tank. 400-amp electrical service. An abundant of additional amenities. A three bay 36'x26' garage is finished, cooled and heated. There is also a brick floored and walled patio off the sun room. Raised garden offering specimen plantings, garden space, long vistas, open sky & Numerous amenities are to be seen upon viewing.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

556 Milton Litchfield CT 06759

Litchfield, CT556 Milton Road

Price$895,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170390878

  • Single Family
  • Property Style Colonial
  • Bedrooms 7
  • Bathroom 3
  • Acreage 21.46

An elegant, circa 1840, Greek revival residence on 21 glorious acres. Situated up on a hill, west of the historic Milton green, this notable home was constructed for Hugh P. Welch, a prominent banker, and is listed on the National Register of Historic Places. The grand foyer welcomes you to this stately home that features 10' ceilings on the main level; floor-to ceiling windows and wood burning fireplace in the formal living room; large formal dining room with hardwood flooring; den/library with hardwood flooring; spacious kitchen with pantry and laundry; mud room and half bath complete the main level. The upper level features four bedrooms and a full bath in the main residence. An in-law/care taker apartment with separate entrance is located at the back of the house with kitchen, living room and full bath on the main level and two bedrooms on the upper level. The grounds feature a four stall horse barn, ten acre meadow with amazing views, two car garage, stonewalls and paved driveway. A rare opportunity to purchase a piece of history.

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

95 Marsh Litchfield CT 06759

MLS Number 170328574

  • Single Family
  • Property Style Contemporary
  • Bedrooms 5
  • Bathroom 4
  • Acreage 39

If it is peace and tranquility that you are seeking, an afternoon repose on a screened-in porch with a good book, or a mug of coffee enjoying the morning sun, then look no further. This lovely contemporary, nestled in a woodland setting on 39 protected acres, is ready and waiting for you! Journey up the driveway past shaded woodland gardens to a 3288sf home. The first floor includes an open floorplan Dining Room/Living Room with FP and access to a screened-in porch, a beautifully just renovated (2020), kitchen adjacent to the Family Room with FP. The Hallway leads to a Powder Room,Laundry, Mudroom and attached 2.5 car garage with plenty of closets for storage along the way. To complete this floor, there is a Master Suite with handsome built-ins, a full bath, walk-in closet and an adjoining private deck. The second floor has three bedrooms and a full bath. The Lower level is an additional 1000+- sf of living space and includes a large playroom/rec area with walk-out and a Bedroom with a full bath in the hallway. Enjoy cocktails and dining on the deck with a south-eastern view.Walk the trails on the property. There is a seasonal brook with vernal pools. Take a deep breath and imagine this captivating setting could be yours! 2 Hours from NYC, minutes to the village of Litchfield and less than 3 miles to Rt.8. Bradley Airport is under one hour away. Horseback riding is nearby and area skiing just 30 minutes away. There is year-round enjoyment for all. A must see!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

142 Chestnut Hill Litchfield CT 06759

MLS Number 170374781

  • Single Family
  • Property Style Cape Cod, Farm House
  • Bedrooms 3
  • Bathroom 4
  • Acreage 6.46

Luxury Litchfield Living!! Stunning 3 bedroom 3.1 bath Farmhouse styled Cape ready to move in with sprawling 6+acres of property and detached 60x40 heated garage. Enjoy your expansive covered mahogany front porch while watching the sunrise. Welcome home to a grand open floor plan complete with a country kitchen featuring custom built cherry cabinets, granite counters, center island, radiant heated hardwood floors throughout the main level, breakfast bar open to the lovely living room which boasts the floor to ceiling unique corner brick fireplace with gas insert. High vaulted ceilings, exposed beams, hardwood flooring, desk with granite top, built in cabinets and book shelves make this room the heart of the home perfect for entertaining family and friends. Beautiful French doors lead to the formal dining room for your more elegant entertaining. On the Main level you will also find the generous master bedroom suite complete with gas fireplace, full master bath featuring whirlpool tub, custom vanity, swanstone tile shower and dual walk in closets! The upper level hosts a Juliet balcony overlooking the open floor plan, two spacious bedrooms with plush wall to wall carpeting & double closets. 3 car heated garage with unfinished bonus room above. 2000+ Unfinished lower level w/roughed in plumbing for kitchen & bath, access to garage/interior. Viessmann Boiler, CA, 4 bedroom septic, Extensive Insulation, Central Vac, 28x13 Granite Patio with custom awning and western sunset views!

Listing Courtesy of William Pitt Sotheby's Int'l

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

318 Norfolk Litchfield CT 06759

Litchfield, CT318 Norfolk Road

Price$575,000

Est. Mortgage: $/month

Pending Continue to Show

MLS Number 170361590

  • Single Family
  • Property Style Colonial
  • Bedrooms 5
  • Bathroom 4
  • Acreage 5.07

Previous buyer backed out due to encroachment concern that has sense been taken care of. Property will be sold 'As Is' after previous inspection items were addressed. $500 credit due to window repair needed in kitchen. Make this your home or home away from home in beautiful Litchfield, CT. Either way you will have plenty of space for your family and for gatherings both indoors and out. You'll have plenty of privacy on this 5+ acre lot with the West Branch Bantam River running through the back of the property. The land gives you plenty of space to entertain with multiple outdoor seating areas and established landscape. Inside let the fun continue with a finished basement including a sound proof media room. This home offers over 4,500 sq ft and boasts 5 bedrooms and 3 ½ baths with an office off of the master bedroom suite. The home recently had both A/C compressors replaced, new bamboo flooring in the upper level and a fresh coat of paint throughout. The home provides you your own tranquil space while being only minutes from the heart of Litchfield for dining, shopping and gatherings at The Green. Also easily accessible to the areas skiing, hiking and vineyard attractions. Get all of this with only a 2 hr drive to the city and less than an hour from Danbury, Hartford and New Haven. The seller has raised her family in this home but is ready to let another family enjoy it every bit as much. Seller says bring an offer.

Listing Courtesy of Better Living Realty, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 2021
* 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

Information contained in this Smart MLS listing has been compiled from various sources, all of which may not be completely accurate. Smart MLS makes no warranty or representation as to the accuracy of listing information. All information that influences a decision to purchase a listed property should be independently verified by the purchaser. Copyright 2021 Smart MLS, Inc. All rights reserved.