Homes for Sale near Housatonic Valley Regional High School

• 

  

  

  /26

  $1,750,000

  • 3 Beds
  • 3 Baths
  • 2,272 Sq Ft

  278A Kent Cornwall Rd, Kent, CT 06757

  Utterly Magical Kent Compound with Pool. c1850 2-3 Bedroom, 3 Bath Main House with High Ceilings, 3 Fireplaces & Wonderful Period Details. Separate Grand Antique Party Barn/Guest House with 1 Bedroom & 2 Full Baths; High Ceilings; Beams & Views. Central Gunite Pool with Cabana & 2-Car Garage. Less than 5 Min to the Center of Kent CT & 20 Min to Metro North Train.

  Graham Klemm Klemm Real Estate Inc

  278A Kent Cornwall Rd, Kent, CT 06757
• 

  

  

  /32

  $1,495,000

  • 3 Beds
  • 3.5 Baths
  • 2,573 Sq Ft

  323 Wells Hill Rd, Lakeville, CT 06039

  Discover modern country living in this exquisitely remodeled contemporary 3 bedroom, 3.5 bath farmhouse, nestled on a .93-acre open lot with distant views of rolling hills. Spanning 2,573 square feet of thoughtfully designed living space, this home features new windows, new roof and beautiful oak hardwood floors as part of the extensive renovation. Step inside to find a great room with soaring

  Laurie Dunham William Pitt Sotheby's Int'l

  323 Wells Hill Rd, Lakeville, CT 06039
• 

  

  

  /12

  $2,150,000

  • Land
  • 58 Acres
  • $37,159 per Acre

  0 Under Mountain Rd, Salisbury, CT 06068

  'The Secret Field' - High Open Pasture with Views Set Way Back From Road. Property is a Mix of Light Woods & Open Grassland with Wonderful Eastern & Southern Views. Small Stream. 5 Min to the Village of Salisbury CT. Abuts Major Estates & Larger Parcels.

  Graham Klemm Klemm Real Estate Inc

  0 Under Mountain Rd, Salisbury, CT 06068
• 

  

  

  /40

  $5,875,000

  • 4 Beds
  • 6.5 Baths
  • 6,100 Sq Ft

  102 S Shore Rd, Salisbury, CT 06068

  Seize the best value on Twin Lakes! Compare this stunning Salisbury estate to the recently sold 29 Morgan Lane and discover unparalleled luxury at an extraordinary price. Nestled on the tranquil shores of East Twin Lake, this masterpiece blends Adirondack charm with modern elegance, offering breathtaking views, grand living spaces, and exquisite craftsmanship. This home is a testament to

  David Mallison William Pitt Sotheby's Int'l

  102 S Shore Rd, Salisbury, CT 06068
• 

  

  

  /18

  $895,000

  • Land
  • 40 Acres
  • $22,286 per Acre

  0 Spooner Hill Rd Unit 24077524, Kent, CT 06785

  Discover a rare opportunity to own over 40 acres of pristine land in the picturesque Litchfield Hills, just waiting for your vision. This expansive property features beautiful old stone walls, lush woodlands, and a combination of level and gently rolling terrain-perfect for a variety of uses. Imagine building your dream estate, starting a gentleman's farm, or creating an equestrian paradise.

  Patricia Guarantano William Pitt Sotheby's Int'l

  0 Spooner Hill Rd Unit 24077524, Kent, CT 06785
• 

  

  /5

  $340,000

  • Land
  • 6 Acres
  • $61,818 per Acre

  00 Upper Kent Hollow Rd, Kent, CT 06757

  Approximately 5.5 acres in south Kent. This is a top location abutting major estates and just minutes to the state beach at Lake Waramaug and the Lake Waramaug County Club (beach, tennis, golf, clubhouse dining). This property is equi-distant between the charming villages of Kent, New Preston and Washington. Bring your architect and build your dream. 1 hour 45 minutes to NYC. Offer is subject to

  Stacey Matthews W. Raveis Lifestyles Realty

  00 Upper Kent Hollow Rd, Kent, CT 06757
• 

  

  /40

  $5,450,000

  • 5 Beds
  • 7 Baths
  • 6,261 Sq Ft

  11 Valley Rd, Lakeville, CT 06039

  Sprawling Lakeville Compound On 21+ Acres - This idyllic gathering place boasts a 5-bedroom, 7-bath 6,261 sq. ft. Main House and a 3-bedroom, 2-bath, 1,987 sq. ft. Guest House overlooking a Heated 55-ft. Gunite Pool. The Main House was designed by renowned architect Alan Wanzenberg and landscaped by award-winning designer Susan Child. This compound offers peaceful seclusion and convenient access

  Elyse Morris Elyse Harney Real Estate

  11 Valley Rd, Lakeville, CT 06039
• 

  

  /26

  $379,000

  • Land
  • 2.04 Acres
  • $185,784 per Acre

  14 Red Mountain Rd Unit 20, Lakeville, CT 06039

  Build Your Dream Home on Red Mountain Road Embrace the opportunity to own a magnificent 2-acre building lot nestled amidst the pastoral beauty of Red Mountain Road. This prime parcel of land is surrounded by high-end properties, offering a canvas for your architectural aspirations with sweeping views of the Taconic Range and Canaan Mountain. Imagine waking up to breathtaking sunrises and

  John Harney William Pitt Sotheby's Int'l

  14 Red Mountain Rd Unit 20, Lakeville, CT 06039
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  /6

  $399,000

  • Land
  • 7 Acres
  • $55,882 per Acre

  11 Old Paddock Ln, Kent, CT 06757

  Private 7.14 acres of beautiful scenic land, located on quiet country rd in the South Kent area, this magnificent lot sits on a level site set among a mature forest and stonewalls. Located minutes from Kent Center, New Preston, and Lake Waramoug.

  Jency Rojas William Raveis Real Estate

  11 Old Paddock Ln, Kent, CT 06757
• 

  

  /40

  $8,000,000

  • 6 Beds
  • 9 Baths
  • 8,933 Sq Ft

  33 Nodine Pasture Rd, Kent, CT 06757

  West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

  Jill Sloane Brown Harris Stevens

  33 Nodine Pasture Rd, Kent, CT 06757
• 

  

  /24

  $2,350,000

  • 4 Beds
  • 4.5 Baths
  • 3,838 Sq Ft

  8 Mudgetown Rd, Sharon, CT 06069

  1st Time on Market in 40+ Years. Truly Wonderful 4 Bedroom, 4.5 Bath Totally Chic Period Home with Additions. Property is 12+ Acres & Encompasses Both Sides of a Lesser-Known Coveted Town Road. Less than 1-Minute to Mudge Pond Lake & the Town Beach. The Famous "Twin Oaks" Sharon Land Trust Field is Just Down the Street. Lots to be Discovered here including a Jaw-Dropping Great Room with Fireplace

  Graham Klemm Klemm Real Estate Inc

  8 Mudgetown Rd, Sharon, CT 06069
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  /21

  $365,000

  • Land
  • 7 Acres
  • $52,068 per Acre

  00 Westwoods Lot#2 Rd, Sharon, CT 06069

  Can't find a house in this tight market? Build instead! This undeveloped 7 acre property has all the advantages of the perfect country setting- privacy and views in an estate area. Atop a high open knoll one can spy long views east including, Dean and Coltsfoot Mountains as well as the the ski trails and Lookout Tower on Mohawk Mountain. A large open expanse makes ample room for a house, pool and

  Chris Garrity Bain Real Estate

  00 Westwoods Lot#2 Rd, Sharon, CT 06069
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  /12

  $995,000

  • Land
  • 52 Acres
  • $19,135 per Acre

  39 Swaller Hill Rd, Sharon, CT 06069

  Seldom can one find such a large parcel (52 acres) surrounded by 1000's of acres of state forest with an almost level road access and utilities deep into the property. Property can be split into two lots and there are two clearings that have had stumps removed. Add Remarkable views from multiple sites (see pictures) and you will understand the value. Post Closing: utilities will be brought to

  David Bain Bain Real Estate

  39 Swaller Hill Rd, Sharon, CT 06069
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  /12

  $425,000

  • Land
  • 15 Acres
  • $28,581 per Acre

  0 W Woods Rd Unit 1 24061899, Kent, CT 06757

  This nearly 15 acres of quiet woods, nestled between National Audubon lands to the north and NW Land Conservancy to the south, assures ultimate privacy while only minutes from the center of Sharon, CT. Located on a quiet gravel town road, a gently sloping driveway winds its way to a lovely, flat clearing with stonewalls, large native trees offering a natural building site. Sloping easily to the

  Chris Garrity Bain Real Estate

  0 W Woods Rd Unit 1 24061899, Kent, CT 06757
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  /39

  $7,300,000

  • 4 Beds
  • 4 Baths
  • 6,216 Sq Ft

  10 N Beaver Dam Rd, Salisbury, CT 06068

  Clarion Farm is an iconic French Country Estate & Horse Property in Salisbury, CT. It is a serenely private retreat with a 4-bedroom main house, a Studio on 16.25 acres, and a Horse Property on 30.72 acres for a total of 47 acres only a few minutes from the village of Salisbury and 15 minutes into Great Barrington. This exquisite property seamlessly blends tranquility with sophistication,

  Elyse Morris Elyse Harney Real Estate

  10 N Beaver Dam Rd, Salisbury, CT 06068
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  /31

  $1,895,000

  • Land
  • 18 Acres
  • $105,630 per Acre

  73 Upper Kent Hollow Rd, Kent, CT 06757

  The most exquisite building lot in Litchfield County! Stunning 300 degree views of seemingly endless rolling mountains in every direction. Enjoy both Sunrise and Sunsets on this completely private 18+/- acres. The rough driveway is installed and it's easy to traverse. The site is full cleared, blasted, scraped and flattened with retaining walls installed to make it ready to start building.

  Stacey Matthews W. Raveis Lifestyles Realty

  73 Upper Kent Hollow Rd, Kent, CT 06757
• 

  

  /23

  $1,995,000

  • 3 Beds
  • 3 Baths
  • 3,222 Sq Ft

  8 Tokone Hills Rd, Lakeville, CT 06039

  A wonderfully built home privately set atop a knoll with sensational (expandable if desired) distant views to the South and West, over the nearby hills, and into NY state. All on one floor, it was superbly built, with premium quality materials and mechanicals. It has a new roof, along with new flooring in many rooms, other interior decorative touches. It has an excellent living design, all on one

  Robin Leech Robinson Leech Real Estate

  8 Tokone Hills Rd, Lakeville, CT 06039
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  /5

  $150,000

  • Land
  • 2.05 Acres
  • $73,171 per Acre

  5 Prospect Mountain Rd, Salisbury, CT 06068

  Salisbury Building Lot - 2+/- acres just east of the Village of Salisbury - and septic plans for a 3-Bedroom home have been drawn. Abuts Town of Salisbury land which connects to USA land. Close to the Village, the private schools, and Twin Lakes.

  Juliet Moore Elyse Harney Real Estate

  5 Prospect Mountain Rd, Salisbury, CT 06068
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  /40

  $2,695,000

  • 3 Beds
  • 3 Baths
  • 2,796 Sq Ft

  89 Under Mountain Rd, Falls Village, CT 06031

  This stunning, Architecturally Designed Modern home was newly constructed in 2022 boasts being an energy-efficient passive house with an Energy Recovery System. No detail has been overlooked! Every decision was made with great thought and with the highest quality craftsmanship. This home is located on 58+ acres, with its own private hiking trails, a brook at the edge of the property, a mountain

  Liza Reiss Elyse Harney Real Estate

  89 Under Mountain Rd, Falls Village, CT 06031
• 

  

  /19

  $584,000

  • Land
  • 25 Acres
  • $23,028 per Acre

  00 Swaller Hill Rd, Sharon, CT 06069

  Serenity awaits! A private road leads to this 25.3-acre parcel overlooking panoramic views and bordering state forest land. Historic stone walls mark the landscape of a cleared building site. A perfect location for your mountaintop retreat. An ideal landscape for hiking, riding trails, cross country skiing. The main portion of the private road has underground infrastructure already installed.

  David Bain Bain Real Estate

  00 Swaller Hill Rd, Sharon, CT 06069
• 

  

  /13

  $589,000

  • Land
  • 27 Acres
  • $22,043 per Acre

  0 Swaller Hill Rd Unit 24045263, Sharon, CT 06796

  Peaceful Oasis- A private road leads to this 26.7-acre parcel with a cleared building site boarding state forest land. Imagine your dream home nestled in this secluded parcel amidst the sounds and sites of nature with distant views. An ideal landscape for hiking, riding trails, cross country skiing. The private road has underground infrastructure already installed. Schedule your private tour and

  David Bain Bain Real Estate

  0 Swaller Hill Rd Unit 24045263, Sharon, CT 06796
• 

  

  /40

  $8,000,000

  • 4 Beds
  • 5.5 Baths
  • 5,400 Sq Ft

  23 Mauwee Brook Rd, Kent, CT 06757

  "The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to

  Kathryn Clair William Pitt Sotheby's Int'l

  23 Mauwee Brook Rd, Kent, CT 06757
• 

  

  /40

  $11,950,000

  • 6 Beds
  • 8 Baths
  • 8,334 Sq Ft

  406 Wells Hill Rd, Lakeville, CT 06039

  Linden Hill Farm, an estate of unparallelled elegance, is one of the most magical properties in Litchfield County, combining a sense of a by-gone era with the finest modern amenities. Built in 1929 and exquisitely renovated by a renowned NY designer, the 6-bedroom, 5 full & 3 half-bath gracious Georgian Revival w/original oakwood floors, 6 antique fireplaces & multiple outbuildings sit on 72+/-

  Peter Klemm Klemm Real Estate Inc

  406 Wells Hill Rd, Lakeville, CT 06039
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  /30

  $189,000

  • Land
  • 6 Acres
  • $30,984 per Acre

  5 Weantinogue Ln, Kent, CT 06785

  Imagine your dream home on this bucolic and gently-sloped, mostly level 6.1 acre lot in the upscale private community of St. John's Peak, with home plans and percolation tests included! If you're looking to escape the fast-paced city of Manhattan within 2 hours, you can find yourself worlds away in this peaceful, picturesque, private, and secluded lot in the in the beautiful town of Kent. This

  Phil Fox William Pitt Sotheby's Int'l

  5 Weantinogue Ln, Kent, CT 06785
• 

  

  /25

  $478,900

  • 5 Beds
  • 2 Baths
  • 2,494 Sq Ft

  33 Granite Ave, Canaan, CT 06018

  Charming 5-Bedroom Village Colonial in the Heart of North Canaan Located in a desirable sidewalk neighborhood, this beautifully renovated Village Colonial combines classic charm with modern updates. The home features newly updated electrical and plumbing systems, replastered and lathed walls, freshly refinished main-level floors, all-new bathrooms, and a fully remodeled kitchen. Freshly painted

  Daniel Smith Raynard & Peirce Realty,LLC

  33 Granite Ave, Canaan, CT 06018
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  /37

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,463 Sq Ft

  62 Railroad St, Falls Village, CT 06031

  "The Conductor's House" The northern 1/3 of this home is the local, authentic conductor's house built by the original Housatonic Railroad Company in 1874. The southern 2/3 of the home was added on in 2003, and both sections have been fully renovated in the Modern Farmhouse motif to blend the wonderful history with contemporary elements and style. Just about every surface has been altered with

  David Mallison William Pitt Sotheby's Int'l

  62 Railroad St, Falls Village, CT 06031
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  /10

  $249,000

  • Land
  • 5 Acres
  • $49,209 per Acre

  120 Westwoods Road 1 Unit Lot 5, Sharon, CT 06069

  Welcome to your private sanctuary in Sharon, CT! This exceptional 5.06-acre lot, nestled within an approved subdivision, offers unparalleled privacy and natural beauty, abutting the lavishly wooded 1,147 acre Sharon Audubon Center. Surrounded by lush woodlands and rolling hills, this parcel provides the perfect backdrop for your dream home or weekend retreat. Located in a desirable subdivision,

  Melissa Young Berkshire Hathaway NE Prop.

  120 Westwoods Road 1 Unit Lot 5, Sharon, CT 06069
• 

  

  /12

  $627,500

  • Land
  • 18 Acres
  • $35,653 per Acre

  0 Silver Hill Rd, Sharon, CT 06069

  New driveway, view clearing completed, & a new, lower price! A jaunt up a private cul de sac leads to this newly installed winding driveway, then up to a spectacular cleared building site high on a hillside in Sharon. The views to the north and northeast stretch for miles and will take your breath away. Over 17 acres of woodland paths will keep you active and happy enjoying the wonders of nature,

  David Mallison William Pitt Sotheby's Int'l

  0 Silver Hill Rd, Sharon, CT 06069
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  /6

  $109,500

  • Land
  • 2.85 Acres
  • $38,421 per Acre

  0 Silver Hill Rd, Sharon, CT 06069

  PRICE REDUCED! A competitive 2.85 acre building lot in beautiful Sharon, CT on a private cul de sac with underground utilities installed. Just a few minutes to Cornwall Bridge, 5 minutes to the town center, and less than 15 minutes to Kent. Enjoy all the wonders and activities of Northwest CT, as this lot is close to the Housatonic River, Mohawk Mt. ski area, Kent Falls State Park, and great

  David Mallison William Pitt Sotheby's Int'l

  0 Silver Hill Rd, Sharon, CT 06069
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  /8

  $138,000

  • Land
  • 3.59 Acres
  • $38,440 per Acre

  0 Silver Hill Rd, Sharon, CT 06069

  Back on Market - perc tested - View potential with this economical 3.6 acre building lot in beautiful Sharon, CT on a private cul de sac with underground utilities installed. Just a few minutes to Cornwall Bridge, 5 minutes to the town center, and less than 15 minutes to Kent. Enjoy all the wonders and activities of Northwest CT, as this lot is close to the Housatonic River, Mohawk Mt. ski area,

  David Mallison William Pitt Sotheby's Int'l

  0 Silver Hill Rd, Sharon, CT 06069
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  /8

  $133,500

  • Land
  • 3.46 Acres
  • $38,584 per Acre

  0 Silver Hill Rd, Sharon, CT 06069

  Back on market - perc tested. An affordable 3.46 acre building lot in beautiful Sharon, CT on a private cul de sac with underground utilities installed. Just a few minutes to Cornwall Bridge, 5 minutes to the town center, and less than 15 minutes to Kent. Enjoy all the wonders and activities of Northwest CT, as this lot is close to the Housatonic River, Mohawk Mt. ski area, Kent Falls State Park,

  David Mallison William Pitt Sotheby's Int'l

  0 Silver Hill Rd, Sharon, CT 06069
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  /6

  $117,500

  • Land
  • 3.05 Acres
  • $38,525 per Acre

  0 Silver Hill Rd, Sharon, CT 06069

  PRICE REDUCTION! An inexpensive 3.05 acre building lot in beautiful Sharon, CT. Just a few minutes to Cornwall Bridge, 6 minutes to the town center, and less than 15 minutes to Kent. Enjoy all the wonders and activities of Northwest CT, as this lot is close to the Housatonic River, Mohawk Mt. ski area, Kent Falls State Park, and great restaurants! Showings by appointment only.

  David Mallison William Pitt Sotheby's Int'l

  0 Silver Hill Rd, Sharon, CT 06069
• 

  

  /20

  $2,995,000

  • Land
  • 94 Acres
  • $31,862 per Acre

  91 Lambert Rd, Sharon, CT 06069

  Just off Lambert Road, one of the finest country roads in Sharon, CT, with palatial views over Knibloe Road and the Oblong Valley, West to the Taconic Range, and North to the Berkshires, this land has the best views in the area. The four parcels together total just over 94 acres of pristine woodlands, each with distinct and magnificent views, and easy access from a logging road. 8 miles from the

  Dan Kessler Compass Connecticut, LLC

  91 Lambert Rd, Sharon, CT 06069
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  /7

  $215,000

  • Land
  • 5.00 Acres
  • $43,000 per Acre

  198-3 Beebe Hill Rd, Canaan, CT 06031

  This affordable 5 acre lot is mostly open field on a gently sloping hillside, with gorgeous, panoramic views of a nearby mountain ridge from the south southwest to the south southeast. There's a new, approved perc test. The lot has plenty of exposure in the right direction for solar electric and/or hot water panels, and there are a few potential build sites. Plenty of room for outbuildings,

  David Mallison William Pitt Sotheby's Int'l

  198-3 Beebe Hill Rd, Canaan, CT 06031
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  /7

  $225,000

  • Land
  • 5 Acres
  • $44,732 per Acre

  198-4 Beebe Hill Rd, Canaan, CT 06031

  This affordable 5.03 acre lot is mostly open field on a gently sloping hillside, with gorgeous, panoramic views of a nearby mountain ridge from the south to the south southwest. There's a new, approved perc test. The lot has plenty of exposure in the right direction for solar electric and/or hot water panels, and there are a few potential build sites. Plenty of room for outbuildings, sheds, or

  David Mallison William Pitt Sotheby's Int'l

  198-4 Beebe Hill Rd, Canaan, CT 06031
• 

  

  /10

  $800,000

  • Land
  • 34 Acres
  • $23,215 per Acre

  198-1 Beebe Hill Rd, Canaan, CT 06031

  This incredible 34+ acre parcel has a new access from the town road; this lot has been subdivided from a former 72 acre parcel. A beautiful drive (4 wheelers only for now) through a field and a picturesque forest will take you one of the nicest views in Litchfield County, near the top of Beebe Hill itself. New perc tests have been done and approved. This is an estate site, with views into

  David Mallison William Pitt Sotheby's Int'l

  198-1 Beebe Hill Rd, Canaan, CT 06031
• 

  

  /14

  $650,000

  • Land
  • 28 Acres
  • $23,247 per Acre

  198-2 Beebe Hill Rd, Canaan, CT 06031

  This stunning 29+ acre lot is part of a subdivision from a much larger parcel. It has a new access from the road. A beautiful drive (4 wheelers only for now) through a field and a picturesque forest will take you up to a secluded open meadow high on a hill with protected views to the west northwest. New perc tests have been completed and approved. This is a special site, with no clearing needed,

  David Mallison William Pitt Sotheby's Int'l

  198-2 Beebe Hill Rd, Canaan, CT 06031
• 

  

  /17

  $364,900

  • 2 Beds
  • 2 Baths
  • 2,127 Sq Ft

  277 Ashley Falls Rd, Canaan, CT 06018

  A remarkable opportunity to combine residencial on the second floor with commercial on the main floor in an excellent location with plenty of private parking. The kitchen is set up for the discerning chef , a large dining room, a bedroom/office and living room with a propane fireplace completes the first floor. The gorgeous hardwood floors throughout the house have just been finished and the

  John Harney William Pitt Sotheby's Int'l

  277 Ashley Falls Rd, Canaan, CT 06018
• 

  

  /19

  $139,000

  • Land
  • 2.00 Acres
  • $69,500 per Acre

  0 Cornwall Bridge Rd Unit 170559925, Sharon, CT 06069

  Wonderful Opportunity for an affordable 2 Acre Lot in the heart of the Litchfield Hills. Country setting with South Westerly exposure, mature trees and stone setting on a lovely scenic road, conveniently located near the center of Sharon, Ct. close to neighborhood schools, and downtown shopping and restaurants. Use your plans or your own builder when envisioning your dream home. Map/Lot 13/26/1.

  Roberta Green Elyse Harney Real Estate

  0 Cornwall Bridge Rd Unit 170559925, Sharon, CT 06069
• 

  

  /11

  $750,000

  • Land
  • 30 Acres
  • $25,329 per Acre

  25 Bowne Rd, Sharon, CT 06069

  This property offers the opportunity to build a home in Sharon that features both privacy and the enjoyment of a wildlife sanctuary. The site of the original farm house has long views over the wetlands and pond. Most importantly this parcel is protected by adjoining lands with conservation easements. 25 Bowne Rd has available a Phase 1 review, survey, wetlands survey, etc. Also included is the 11

  John Harney William Pitt Sotheby's Int'l

  25 Bowne Rd, Sharon, CT 06069

Showing Results 81 - 120, Page 3 of 4