Sharon Homes under $500,000

Welcome to Sharon, a charming city nestled in the heart of Massachusetts, where community spirit and natural beauty blend seamlessly. Known for its picturesque landscapes and friendly neighborhoods, Sharon offers a serene suburban lifestyle while still being conveniently located near major urban centers like Boston and Providence. With its rich history, excellent schools, and abundant recreational opportunities, Sharon is an ideal place for families, young professionals, and retirees alike.

One of the most appealing aspects of Sharon is its diverse real estate market, particularly homes priced under $500,000. Here, you can find a variety of properties that cater to different tastes and needs. Whether you’re seeking a cozy single-family home with a spacious backyard or a modern townhouse with contemporary amenities, Sharon has something for everyone. Many of these homes boast charming architectural features, updated interiors, and proximity to parks, walking trails, and local amenities.

Living in Sharon means enjoying a strong sense of community, with local events and activities that foster connections among residents. The town is also home to beautiful parks, such as Lake Massapoag, perfect for outdoor enthusiasts who enjoy fishing, kayaking, or simply soaking up the sun. With a welcoming atmosphere and a range of affordable housing options, Sharon is not just a place to live—it’s a place to call home. Explore the possibilities and discover your dream home in this delightful city today!

Newest Sharon Homes under $500,000

$375,000

3 Beds ⋅ 3 Baths ⋅ 5110125 MLS

This Sharon Vermont home has been renewed by its current owner with many thoughtful updates including hardwood floors, remodeled bathrooms, and a new heating system and oil tank since purchasing to name a few. There are still a few updates that can be made but the home is move in ready and is eager to house the next occupants. There are seasonal westerly views once the autumn leaves fall from their branches but since it appears you have control of the trees, a year round view may be possible. And let me tell you, it's spectacular with the setting sun backdropped against the valley and mountain setting. Did I say sun? Part of what this owner loved about this home was how much natural light it gets! Three large bedrooms await slumbering heads. Open kitchen to dining or kitchen to living if you desire seems great for entertaining. The exterior deck, with a little additional support, is great for entertaining and provides access to the back and side yards. Is this the one for you?

494 Eastman Rd, Sharon

Listing courtesy of Leila Tarantelli from KW Coastal and Lakes & Mountains Realty/Hanover. ()

$399,000

3 Beds ⋅ 2 Baths ⋅ 5109135 MLS

WOW! Picture-perfect, completely updated and ready to impress! This dreamy ranch has been transformed inside and out with stylish, modern finishes throughout and is set on a beautiful 2 acre lot. From the stunning front entrance to the exceptional outdoor living space, this is a home that immediately catches your eye and continues to impress. The open-concept kitchen, dining and living area is the centerpiece, featuring cathedral ceilings, recessed lighting and a beautifully appointed, fully applianced kitchen. The primary suite is equally impressive, with its own cathedral ceiling accented by exposed beams, a spacious walk-in closet and private bath with a gorgeous walk-in shower. Two additional bedrooms and a second full bath complete the main level. The full basement provides abundant space for storage, a workshop, hobbies and more. Outside, you'll love the beautifully designed front entrance and walkway, plenty of parking and the spectacular 18' x 18' stamped-concrete patio - perfect for relaxing, entertaining and enjoying the private 2-acre setting. Whether you're purchasing your first home, looking to downsize, or simply want the convenience of single-floor living, this property checks all the boxes. Opportunities to own a completely updated, HGTV-style home with this level of appeal are rare. Don't miss this one!

455 Turnpike Rd, Sharon

Listing courtesy of Cory Gracie from LAER Realty Partners. ()

$369,900

2 Beds ⋅ 1 Baths ⋅ 73569421 MLS ⋅ ['Sharon Green'] BLDG.

Sunny, Updated & Easy Condo Living! Highly sought-after Sharon Green Condominiums offers this inviting 2-bedroom, 1-bath unit with 913 sq. ft. of comfortable, single-level living. Freshly painted and enhanced with updated lighting, recessed lighting and beautiful new hickory hardwood flooring, this home is move-in ready. The spacious living room features hardwood floors, recessed lighting and access to a private balcony—perfect for morning coffee or unwinding at the end of the day. The fully applianced kitchen offers ample cabinetry, pantry storage and a convenient dining area. A generous foyer welcomes you home. The spacious main bedroom features hickory hardwood flooring, recessed lighting and excellent closet space, while the second bedroom offers matching flooring, chair rail detail and a large closet. Rare low condo fee that includes everything; Heat, Hot Water, Electricity, Gas Cooking, Central A/C, Water, Sewer, Trash Removal, On-site Professional Property Management, Inground Pool, Tennis Courts and Community room. Enjoy the convenient location near shopping, Lake Massapoag, T-Station and major highways.

25 Bayberry Dr Unit 3, Sharon

Listing courtesy of Listing Agent: Debra Parker from Listing Office: RE/MAX Real Estate Center.

$479,900

2 Beds ⋅ 2 Baths ⋅ 73566337 MLS ⋅ ['Woodcrest Run Condominiums'] BLDG.

Welcome to this stunning 2-bedroom, 2-bathroom condo in a sought-after 55+ community in Sharon, MA! This unit features an open floor plan with a spacious living and dining area, large windows, and a private balcony perfect for relaxing. The updated kitchen flows seamlessly, offering plenty of space for entertaining. The master bedroom boasts a private ensuite bath and a walk-in closet. Community amenities include off-street parking, a beautifully maintained common area for gatherings, and an on-site fitness center, 2 exterior parking spots. Conveniently located near Rt 1 with easy access to restaurants, golf courses, and just a short drive to Boston and Providence. This unit is being sold "as-is, where-is." The seller has never occupied the property, allowing you the opportunity to make it your own. Don’t miss out on this incredible opportunity—schedule your showing today! Act fast—this gem won’t last long

635 Old Post Road Unit 109, Sharon

Listing courtesy of Listing Agent: Phillip Gendreau from Listing Office: Strive Realty.

$489,900

2 Beds ⋅ 2 Baths ⋅ 73566336 MLS ⋅ ['Woodcrest Run Condominiums'] BLDG.

CORNER UNIT! Welcome to this stunning 2-bedroom, 2-bathroom condo in a sought-after 55+ community in Sharon, MA! This unit features an open floor plan with a spacious living and dining area, granite countertops, large windows, and a private balcony perfect for relaxing. The updated kitchen flows seamlessly, offering plenty of space for entertaining. The master bedroom boasts a private ensuite bath and a walk-in closet. Community amenities include off-street parking, a beautifully maintained common area for gatherings, and an on-site fitness center, 2 exterior parking spots. Conveniently located near Rt 1 with easy access to restaurants, golf courses, and just a short drive to Boston and Providence. This unit is being sold "as-is, where-is." The seller has never occupied the property, allowing you the opportunity to make it your own. Don’t miss out on this incredible opportunity—schedule your showing today! Act fast—this gem won’t last long!

635 Old Post Road Unit 302, Sharon

Listing courtesy of Listing Agent: Phillip Gendreau from Listing Office: Strive Realty.

$369,999

2 Beds ⋅ 1 Baths ⋅ 73562762 MLS ⋅ ['Sharon Green'] BLDG.

Welcome to 25 Bayberry Drive, Unit 4, a beautifully updated top-floor condo offering 912 square feet of bright, comfortable living space. This 2-bedroom, 1-bath unit features a kitchen completely renovated in 2024, complete with a gas range, stainless steel appliances, and updated finishes throughout. The sun-filled living room is highlighted by large windows and new sliding glass doors that open to a private balcony, creating a natural extension of the living space. Both bedrooms feature oversized closets, while the bathroom has been refreshed with updated flooring and a newer vanity. Additional conveniences include common laundry within the building, plus heat, hot water and central air included in the association fee. Residents of Sharon Green also enjoy access to the community pool. Conveniently located near shopping, dining, major routes, and transportation options, Unit 4 offers an updated interior, generous storage, and private outdoor space in one inviting package.

25 Bayberry Dr Unit 4, Sharon

Listing courtesy of Listing Agent: Scanlon Sells Team from Listing Office: eXp Realty LLC - Corporate Office.

$495,000

4 Beds ⋅ 4 Baths ⋅ 24194672 MLS

Exceptional Turnkey Investment Opportunity in Sharon, CT! Currently generating $3,700/month in immediate, documented income with active tenancies in place, this well-maintained side-by-side duplex is a rare, high-yielding Litchfield County asset. Each side features a nice 2-bedroom, 1.5-bathroom layout highlighting updated kitchens featuring stainless steel appliances, tile backsplashes, rich hardwood floors, and updated bath fixtures. Both units offer bright, inviting living spaces, dedicated basement laundry with included washers and dryers, and separate mechanicals. Tenants enjoy delightful outdoor living space, including shared, expansive covered front and rear porches. Unbeatable in-town location-situated just moments from the historic Sharon Town Green, local shops, cafes, Sharon Hospital, the Hotchkiss Library, and a short drive to The Hotchkiss School and Lakeville Lake. A seamless, low-maintenance addition to any investment portfolio offering proven cash flow and instant yield from day one!

39 Hospital Hill Rd, Sharon

Listing courtesy of Tanner Sneed from Elyse Harney Real Estate. (860) 671-3241 (860) 435-0120

$499,500

2 Beds ⋅ 1 Baths ⋅ 24192359 MLS

SEASONAL VIEWS! Perched along a quiet country road and completely surrounded by the beauty of nature, this beautifully updated 2-bedroom, 1-bathroom home offers the perfect blend of modern luxury and peaceful rural living. Whether you are looking for a full-time sanctuary or a weekend getaway, this property delivers wide-open spaces and total serenity-all just minutes from town. The heart of the home features premium stainless steel appliances, sleek countertops, custom cabinetry, and a thoughtful layout designed for effortless entertaining and cooking. Step into a bright, airy living space framed by views of the surrounding landscape. The home boasts an inviting flow, highlighted by the stunning new kitchen that opens up to the main living areas. Both bedrooms offer cozy, peaceful retreats at the end of the day, accompanied by a well-appointed full bathroom. The detached 2-Car Garage with loft to Keep your vehicles protected from the elements, and utilize the expansive loft space above as a home office, artist studio, gym, or extra storage. Step outside onto your brand new, private deck. It's the ultimate spot for morning coffee, evening stargazing, or hosting summer barbecues against a backdrop of mature trees and wildlife. Outside, the acreage provides plenty of room to garden, play, or simply soak in the unobstructed views of the great outdoors. Schedule your private tour today and experience country living at its absolute finest.

94 Jackson Rd, Sharon

Listing courtesy of Roxanne Belter from William Pitt Sotheby's Int'l. (860) 318-1583 (860) 435-2400

$299,500

1 Beds ⋅ 1 Baths ⋅ 73546128 MLS ⋅ ['Sharon Green'] BLDG.

Presenting an exceptional opportunity at 31 Bayberry Dr U:4, Sharon, MA, this 1972 condominium offers a meticulously designed living space spanning 737 square feet. This top-floor residence provides a distinctive blend of comfort and accessibility, ideally suited for refined urban living. The condominium features a thoughtfully arranged single bedroom, providing a private and serene retreat. Complementing this, a full bathroom is appointed with contemporary fixtures, ensuring convenience and sophisticated functionality. This one-story property is strategically located, offering an effortless flow throughout the living areas. Discover the potential for an elevated lifestyle by inquiring about this distinguished condominium.

31 Bayberry Dr Unit 4, Sharon

Listing courtesy of Listing Agent: Leslie Zhang from Listing Office: Coldwell Banker Realty - Sharon.

$388,000

2 Beds ⋅ 1 Baths ⋅ 73543543 MLS ⋅ ['Sharon Green'] BLDG.

The best of country living located as little as 30 minutes away from major cities in the vicinity. Imagine a world with no more utility bills as the condo fee covers everything. This is a wonderful opportunity to live in this community with a great school system where the bus picks up and drops off right in the front yard.

32 Bayberry Dr Unit 3, Sharon

Listing courtesy of Listing Agent: Kris Lippi from Listing Office: Get Listed Realty, LLC.

$295,000

2 Beds ⋅ 2 Baths ⋅ 5086916 MLS

Nestled along scenic Route 14 in Sharon, VT, this ranch-style home is being offered for the very first time since it was built in 1964. This inviting two-bedroom home offers comfortable living with plenty of space to gather and entertain. The walkout basement features a spacious family room, convenient kitchenette, and dedicated office space, ideal for working from home, creative projects, or accommodating overnight guests. Step outside onto the expansive private deck and enjoy peaceful summer afternoons overlooking the nearby White River, where you can watch locals tubing by. An attached three-car garage provides generous space for vehicles, tools, and additional storage. Combining charm, functionality, and an ideal location, this property is conveniently situated just minutes from the Upper Valley, VA Hospital, I-91/I-89, and Dartmouth Hitchcock Medical Center. This property is being sold "As Is"

177 Vt Route 14, Sharon

Listing courtesy of Hartley White & Co from Coldwell Banker LIFESTYLES - Hanover. (Phone: 802-299-7157)

$295,000

4 Beds ⋅ 2 Baths ⋅ 5082075 MLS

Looking to start your investment portfolio? This property is a great place to start, with opportunity to purchase two additional units that share the septic. In a quiet Sharon cul-de-sac, this property has two, two-bedroom units, one on each floor. Newer roof, newer shared septic, poured concrete foundation. Lot includes 10 acres of land that abuts land owned by the VT Dept. of Fish & Wildlife, which abuts the White River. Usability/buildability of the land to be confirmed by purchaser. PRE-INSPECTION AVAILABLE UPON REQUEST - Owner corrected a lot of the issues that were discovered at the inspection. Leaving mostly cosmetic fixes for the new owners. One unit is rented month-to-month, and one has a 12-month lease. Purchaser could potentially buy out lease, or request building vacant at closing. Owner would consider adding right of first refusal on doublewide which abuts the subject property duplex. Putting you in control of the entire septic system, with 4 rental units on one property. So much potential for an investor to build sweat equity in this property. Video tours of each unit available upon request. 48-hours notice required for showings as both units are occupied.

37 Dee Haven Ln, Sharon

Listing courtesy of Devin Josler Mr. from Black House Real Estate. ()

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

board logo Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.