Sharon, CT Homes

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  $1,200,000

  • 4 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  400 Gay St, Sharon, CT 06069

  Discover Timeless Elegance and Potential at 400 Gay Street, Sharon CT Situated on the edge of over 20 acres of picturesque land, this 1940 hand-built brick house awaits a visionary's touch to update the interior. There are several possible building sites that would accommodate a large Main house. This estate presents a rare chance to own a piece of Sharon's history and to craft a sanctuary

  John Harney William Pitt Sotheby's Int'l

  400 Gay St, Sharon, CT 06069
• Explore Sharon

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  $13,000 per month

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • House for Rent

  90 Sharon Mountain Rd, Sharon, CT 06069

  June $13k; July $15k; Aug $15k. Chic Period Compound with Heated Pool, Lit Tennis Court & Guest House. Quiet Location, Minutes to the Center of Village & 15 Min to Metro North Train. 4 Bedroom 3 Bath Property. Uber Charming Living Room with Barrel Vaulted Ceiling & Fireplace. Eat-in Kitchen with New Appliances & Dining Area. Adjoining Large Family Room. Separate 1-Bed/1 Bath Barn. Newly Completed

  Graham Klemm Klemm Real Estate Inc

  90 Sharon Mountain Rd, Sharon, CT 06069
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  $2,050,000 Sold Oct 21, 2025

  276 Gay St, Sharon, CT 06069

  • 2 Beds
  • 1 Bath
  • 1,162 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Below List Price
  • $1,764/SF
  • 25 Days On Market

  Current Estimated Value $1,588,069

  Last Listing Agent John Harney William Pitt Sotheby's Int'l

  276 Gay St, Sharon, CT 06069
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  Est $482,107 Not Listed For Sale

  1 Jackson Hill Rd, Sharon, CT 06069

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft
  • Built 1859

  1 Jackson Hill Rd, Sharon, CT 06069

  Last Sold Summary

  • 7% Above List Price
  • $363/SF
  • 153 Days On Market

  Last Sold Price $450,000

  Last Listing Agent OLIVER BROWN Houlihan Lawrence
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  $1,945,000

  • 4 Beds
  • 3.5 Baths
  • 3,105 Sq Ft

  200 Sharon Mountain Rd, Sharon, CT 06069

  Set on 7 acres directly across from protected conservation land, this turnkey Sharon retreat offers exceptional privacy, wooded views, and refined country living. Fully reimagined in 2024 and recently featured in Litchfield County Magazine, the 4-bedroom, 3.5-bath home spans 3,105 square feet of light-filled interiors. Hardwood floors, soaring ceilings, and well-proportioned rooms create a sense

  Elyse Morris Elyse Harney Real Estate

  200 Sharon Mountain Rd, Sharon, CT 06069
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  $3,175 per month

  • 2 Beds
  • 1 Bath
  • 848 Sq Ft
  • House for Rent

  474 U S 7, Sharon, CT 06796

  Tucked away in a wooded setting, this quintessential Litchfield County cottage is as charming as it is inviting. Thoughtfully furnished and filled with natural light, the home offers a bright and sunny living room with easy access to a lovely outdoor dining terrace-perfect for morning coffee or relaxed summer evenings. The cottage features two comfortable, well-proportioned bedrooms and a full

  Elisa Waysenson Elyse Harney Real Estate

  474 U S 7, Sharon, CT 06796
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  $290,000 Sold Dec 01, 2025

  42 Bartram Rd, Sharon, CT 06069

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft
  • Built 1971

  Last Sold Summary

  • 3% Below List Price
  • $426/SF
  • 33 Days On Market

  Current Estimated Value $299,602

  Last Listing Agent Lenore Mallett William Pitt Sotheby's Int'l

  42 Bartram Rd, Sharon, CT 06069
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  Est $741,291 Not Listed For Sale

  70 N Main St, Sharon, CT 06069

  • 2 Beds
  • 3.5 Baths
  • 1,620 Sq Ft
  • Built 1740

  70 N Main St, Sharon, CT 06069

  Last Sold Summary

  • 8% Above List Price
  • $423/SF
  • 186 Days On Market

  Last Sold Price $685,000

  Last Listing Agent Diana Bisselle William Pitt
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  $1,195,000

  • 4 Beds
  • 3 Baths
  • 1,968 Sq Ft

  331 Calkinstown Rd, Sharon, CT 06069

  Nestled on 1.52 acres of meticulously landscaped grounds, this property features a Main Home along with a Guest Apartment, comprising 4 Bedrooms and 3.5 Baths. In addition to a gorgeous renovation that accommodates single-level living, this home features a new metal roof, Hardie board siding, new windows, a new septic system, and an automatic generator. Crafted for effortless living in the heart

  Holly Leibrock Elyse Harney Real Estate

  331 Calkinstown Rd, Sharon, CT 06069
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  $8,000 per month

  • 3 Beds
  • 3 Baths
  • 2,498 Sq Ft
  • House for Rent

  48 Keeler Rd, Sharon, CT 06069

  Over forty private wooded acres, a mountain stream, and hiking trails that lead to your own waterfall. This three-bedroom rustic stone cottage in the heart of the Litchfield Hills is the kind of country rental that's hard to find and harder to leave. A screen porch overlooks the running water, the living room has handsome exposed beams and opens to a covered porch, and wood-burning fireplaces

  Steve Pener William Pitt Sotheby's Int'l

  48 Keeler Rd, Sharon, CT 06069
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  $2,850,000 Sold Oct 31, 2025

  91 Lambert Rd, Sharon, CT 06069

  • Land
  • 94 Acres
  • $30,319 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 482 Days On Market

  Current Estimated Value $2,842,408

  Last Listing Agent Dan Kessler Compass Connecticut, LLC

  91 Lambert Rd, Sharon, CT 06069
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  Est $1,302,171 Not Listed For Sale

  38 Luta Heights, Sharon, CT 06069

  • 4 Beds
  • 3 Baths
  • 3,490 Sq Ft
  • Built 1989

  38 Luta Heights, Sharon, CT 06069

  Last Sold Summary

  • 9% Above List Price
  • $344/SF
  • 40 Days On Market

  Last Sold Price $1,200,000

  Last Listing Agent Matt DeLucia William Pitt
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  $1,925,000

  • 3 Beds
  • 2.5 Baths
  • 2,728 Sq Ft

  30 Knibloe Hill Rd, Sharon, CT 06069

  Renovated Sharon Farmhouse with Brook Views | Knibloe Hill Road, CT - This newly renovated farmhouse graces one of Litchfield County's most coveted addresses, overlooking a peaceful babbling brook in Sharon, Connecticut. The thoughtfully reimagined residence combines classic charm with contemporary refinements throughout its light-filled spaces. A welcoming front porch leads to an elegant

  William Melnick Elyse Harney Real Estate

  30 Knibloe Hill Rd, Sharon, CT 06069
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  $4,500 per month

  • 4 Beds
  • 3.5 Baths
  • 2,513 Sq Ft
  • House for Rent

  102 Westwoods Rd Unit 1, Sharon, CT 06069

  October-May, $4,500/month. Uber Stylish Furnished 4 Bed/3.5 Bath Cabin. Quiet & Private Setting Tucked Back from Low-Traveled Town Road. Open Floor Plan with Fireplace & Vaulted Ceiling. 1st Floor Primary Suite with Luxurious Bath. Upstairs En Suite First Class Bedroom Plus 2 Others with Shared Bath. Wonderful, Large Screened-in Porch. 3 Min to Village; 12 Min to Metro North; Proximate to Lakes &

  Graham Klemm Klemm Real Estate Inc

  102 Westwoods Rd Unit 1, Sharon, CT 06069
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  $925,000 Sold Jun 20, 2025

  165 East St, Sharon, CT 06069

  • 4 Beds
  • 3.5 Baths
  • 4,524 Sq Ft
  • Built 1970

  Last Sold Summary

  • 34% Below List Price
  • $204/SF
  • 246 Days On Market

  Current Estimated Value $975,517

  Last Listing Agent Graham Klemm Klemm Real Estate Inc

  165 East St, Sharon, CT 06069
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  Est $569,227 Not Listed For Sale

  2 Route 7, Sharon, CT 06069

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1973

  2 Route 7, Sharon, CT 06069

  Last Sold Summary

  Last Listing Agent Dave Fairty E.J. Murphy Realty
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  $2,495,000

  • Land
  • 72.48 Acres
  • $34,423 per Acre

  0 Joray Rd, Sharon, CT 06069

  Unrivaled Hilltop Estate Site. Perched Atop One of Connecticut's Highest Peaks, this Exceptional 72+ Acre Parcel Offers Sweeping, Panoramic Catskill Views. A Gentle Rise from a Quiet Secondary Town Road Leads to a Dramatic Plateau with Expansive Western Exposures-an ideal Setting for a Premier Country Retreat. Abuts National Audubon Land on 2-Sides. Simply Exceptional.

  Graham Klemm Klemm Real Estate Inc

  0 Joray Rd, Sharon, CT 06069
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  $5,750 per month

  • 3 Beds
  • 3.5 Baths
  • 2,066 Sq Ft
  • House for Rent

  3 Lilac Ln, Sharon, CT 06069

  Academic rental. Summer pricing is $25k/month. Lilac Cottage is the perfect country rental and close to town. All new bathrooms just completed. Perfect and private rental all on one level. 3 bedrooms, 3.5 baths. Primary suite with french doors leading to blue stone patio and Jacuzzi tub with separate shower and double sink. Guest bedroom with new, en-suite bath. Additional bedroom with it's own

  Joseph Lorino Klemm Real Estate Inc

  3 Lilac Ln, Sharon, CT 06069
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  $525,000 Sold Mar 24, 2026

  16 Upper Main St, Sharon, CT 06069

  • 3 Beds
  • 1.5 Baths
  • 1,604 Sq Ft
  • Built 1870

  Last Sold Summary

  • $327/SF
  • 40 Days On Market

  Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC

  16 Upper Main St, Sharon, CT 06069
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  Est $270,937 Not Listed For Sale

  4 Upper Main St Unit 7, Sharon, CT 06069

  • 2 Beds
  • 2 Baths
  • 1,185 Sq Ft
  • Built 1973

  4 Upper Main St Unit 7, Sharon, CT 06069

  Last Sold Summary

  • 29% Above List Price
  • $177/SF
  • 186 Days On Market

  Last Sold Price $210,000

  Last Listing Agent MICHAEL CONLOGUE William Pitt
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  $7,500,000

  • 9 Beds
  • 8 Baths
  • 12,057 Sq Ft

  138 Amenia Rd, Sharon, CT 06069

  Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original

  Dan Kessler Compass Connecticut, LLC

  138 Amenia Rd, Sharon, CT 06069
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  $22,000 per month

  • 4 Beds
  • 5.5 Baths
  • 5,258 Sq Ft
  • House for Rent

  66 Westwoods 2 Rd, Sharon, CT 06069

  Available at $25k per month. Gorgeous Barn Style Home that is both stylishly decorated and cozy. Metro North Wassaic train station is just 15 minutes away for great access to NYC! Quiet and private 10 acre setting with heated gunite pool, level land for play, just minutes from both Kent and Sharon Centers in the highly desirable Ellsworth area of Sharon. Open Floor Plan with high ceiling, bright

  Kathryn Clair William Pitt Sotheby's Int'l

  66 Westwoods 2 Rd, Sharon, CT 06069
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  $703,500 Sold Jan 16, 2026

  287 Amenia Union Rd, Sharon, CT 06069

  • 3 Beds
  • 1.5 Baths
  • 1,596 Sq Ft
  • Built 1800

  Last Sold Summary

  • 8% Below List Price
  • $441/SF
  • 62 Days On Market

  Current Estimated Value $709,958

  Last Listing Agent John Panzer Elyse Harney Real Estate

  287 Amenia Union Rd, Sharon, CT 06069
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  Est $322,419 Not Listed For Sale

  4 Upper Main St Unit 6, Sharon, CT 06069

  • 2 Beds
  • 2 Baths
  • 1,333 Sq Ft
  • Built 1973

  4 Upper Main St Unit 6, Sharon, CT 06069

  Last Sold Summary

  • 12% Above List Price
  • $216/SF
  • 26 Days On Market

  Last Sold Price $288,000

  Last Listing Agent Toni Soule Bain Real Estate
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  $795,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,677 Sq Ft

  45 Herrick Rd, Sharon, CT 06069

  Amazing opportunity just outside Sharon's village center with truly spectacular pond views. Perched above the water, the existing two-bedroom cottage features a vaulted living room with fireplace, a home office, a first-floor bedroom and full bath, and an upstairs primary suite with private bath and a balcony that takes in the scenery. Off the living room, a spacious rustic sunroom with a stone

  Steve Pener William Pitt Sotheby's Int'l

  45 Herrick Rd, Sharon, CT 06069
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  $6,500 per month

  • 4 Beds
  • 4.5 Baths
  • 3,376 Sq Ft
  • House for Rent

  Unlisted Address

  Sept 2026-May 2027 Only. Utterly Charming Colonial on a Tranquil Road Just Minutes from the Village and Metro North. This beautifully Updated Home Blends Timeless Elegance with Modern Convenience. 4 Bedrooms & 3.5 Baths, Including a Fully Renovated, Spa-like Primary Bathroom. Virtually Brand-New, High-End Eat-in Kitchen, Perfect for Both Everyday Living & Entertaining. Breathtaking Pastoral,

  Graham Klemm Klemm Real Estate Inc

  Unlisted Address
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  $750,000 Sold Feb 17, 2026

  12 Lucas Rd, Sharon, CT 06069

  • 4 Beds
  • 3 Baths
  • 2,579 Sq Ft
  • Built 1964

  Last Sold Summary

  • 25% Below List Price
  • $291/SF
  • 178 Days On Market

  Current Estimated Value $739,557

  Last Listing Agent Graham Klemm Klemm Real Estate Inc

  12 Lucas Rd, Sharon, CT 06069
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  Est $299,831 Not Listed For Sale

  4 Upper Main St Unit 2, Sharon, CT 06069

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft
  • Built 1973

  4 Upper Main St Unit 2, Sharon, CT 06069

  Last Sold Summary

  • 20% Above List Price
  • $207/SF
  • 19 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Karen Grimaldi William Pitt
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  $139,000

  • Land
  • 2 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
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  $25,000 per month

  • 3 Beds
  • 3 Baths
  • 2,144 Sq Ft
  • House for Rent

  49 Benton Hill Rd, Sharon, CT 06069

  **Available 8/1/2026-9/7/2026**Nestled in the Litchfield Hills, this stunning, recently renovated, modern farmhouse, in Sharon CT, with magnificent northerly views of The Berkshires offers 3-bedrooms and 3+1 1/2 baths, along with a spacious open floor plan, including a chef's kitchen, and scullery, large dining area opens to the kitchen, living-room with wood burning fireplace, den, mudroom with

  Colleen Vigeant Elyse Harney Real Estate

  49 Benton Hill Rd, Sharon, CT 06069
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  $375,000 Sold Oct 15, 2025

  86 Douglas Rd, Sharon, CT 06069

  • 2 Beds
  • 1 Bath
  • 1,205 Sq Ft
  • Built 1950

  Last Sold Summary

  • 5% Below List Price
  • $311/SF
  • 35 Days On Market

  Current Estimated Value $383,432

  Last Listing Agent Karen Casey William Pitt Sotheby's Int'l

  86 Douglas Rd, Sharon, CT 06069
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  Est $303,845 Not Listed For Sale

  8 Upper Main St Unit 13, Sharon, CT 06069

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft
  • Built 1973

  8 Upper Main St Unit 13, Sharon, CT 06069

  Last Sold Summary

  • 21% Above List Price
  • $209/SF
  • 6 Days On Market

  Last Sold Price $252,000

  Last Listing Agent Mary Taylor William Pitt
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  $995,000

  • Land
  • 61 Acres
  • $16,311 per Acre

  0 Swaller Hill Rd Unit 24065338, Sharon, CT 06796

  This listing is a combination of three legal lots: Lot # 1, 26.72 acres, Lot #3, 25.36 acres, and Lot #4, 10.1 acres, totaling 62.18 acres. This beautiful parcel is surrounded by thousands of acres of state forest. Spectacular views, cleared pastures, woods and total privacy. Driveway is roughed in and drivable.

  David Bain Bain Real Estate

  0 Swaller Hill Rd Unit 24065338, Sharon, CT 06796
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  $8,600 per month

  • 2 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • House for Rent

  55 Still Meadow Rd, Sharon, CT 06069

  Fabulous Converted Barn Rental Available Memorial Day Weekend through Labor Day Weekend 2026. This beautifully converted barn offers a peaceful and luxurious retreat on 40 private acres at the end of a quiet, dead end road. Ideally located with easy access to the village of Sharon and near Lakeville, Salisbury, Kent, Cornwall, Warren, Millbrook, and Millerton. Close to Washington, Litchfield,

  Ann Stettner Neil Charles Real Estate

  55 Still Meadow Rd, Sharon, CT 06069
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  $1,175,000 Sold Jun 06, 2025

  3 Dunbar Rd, Sharon, CT 06069

  • 4 Beds
  • 2.5 Baths
  • 3,004 Sq Ft
  • Built 1730

  Last Sold Summary

  • 9% Below List Price
  • $391/SF
  • 36 Days On Market

  Current Estimated Value $1,233,396

  Last Listing Agent Rebecca Ward William Pitt Sotheby's Int'l

  3 Dunbar Rd, Sharon, CT 06069
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  Est $293,535 Not Listed For Sale

  4 Upper Main St Unit 1, Sharon, CT 06069

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft
  • Built 1973

  4 Upper Main St Unit 1, Sharon, CT 06069

  Last Sold Summary

  • 22% Above List Price
  • $188/SF
  • 13 Days On Market

  Last Sold Price $241,000

  Last Listing Agent Karen Grimaldi William Pitt
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  $395,000

  • Land
  • 21.14 Acres
  • $18,685 per Acre

  0 Swaller Hill Rd Unit 24141946, Sharon, CT 06796

  Discover a rare opportunity to own over 21 acres of private forestland with potential views overlooking the Housatonic River Valley, directly adjoining hundreds of acres of Connecticut State Forest. Tucked away on a private road, this secluded property features a network of wood roads and hiking trails, perfect for exploration and outdoor adventure. A rustic campsite complete with a lean-to and

  Steve Pener William Pitt Sotheby's Int'l

  0 Swaller Hill Rd Unit 24141946, Sharon, CT 06796
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  $2,300 per month

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft
  • House for Rent

  45 Caroline Dr Unit 47, Sharon, CT 06069

  Sharon, CT - Nature is your neighbor in this welcoming 3BR/1.5BA home tucked among tall trees and rolling hills for tranquil, picture-perfect living. Enter via an open kitchen with ample cabinets and counter space, plus a brand-new energy-efficient wood-burning stove. Adjacent is the airy living room with cathedral ceiling and skylights that flood the space with natural light. Beside the

  Ethan Watt William Pitt Sotheby's Int'l

  45 Caroline Dr Unit 47, Sharon, CT 06069
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  $325,000 Sold Feb 10, 2026

  4 Upper Main St Unit 3, Sharon, CT 06069

  • 2 Beds
  • 2 Baths
  • 1,206 Sq Ft
  • Built 1973

  Last Sold Summary

  • 6% Below List Price
  • $269/SF
  • 141 Days On Market

  Current Estimated Value $321,208

  Last Listing Agent Juliet Moore Elyse Harney Real Estate

  4 Upper Main St Unit 3, Sharon, CT 06069
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  Est $905,417 Not Listed For Sale

  44 Jackson Rd, Sharon, CT 06069

  • 2 Beds
  • 2 Baths
  • 1,424 Sq Ft
  • Built 1975

  44 Jackson Rd, Sharon, CT 06069

  Last Sold Summary

  • 3% Above List Price
  • $614/SF
  • 162 Days On Market

  Last Sold Price $875,000

  Last Listing Agent John Papp The Bella Group, LLC

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