Welcome to this beautifully maintained home on a quiet cul-de-sac, where inviting curb appeal and mature landscaping set the tone. The level backyard offers privacy and a patio for easy outdoor living. Inside, refinished hardwood floors and natural light create a warm feel throughout the living and dining areas. The bright eat-in kitchen includes granite counters, Bosch dishwasher, and GE range. Three comfortable bedrooms and a full bath complete the main level. Downstairs, enjoy a cozy family room with gas fireplace and a versatile den with built-in shelves and backyard access, plus a second full bath, mudroom, laundry, and a two-car garage. Additional highlights include heated rear garage, hot water baseboard heat, central air, a generator, and a septic system replaced in 2022. All of this about half a mile from downtown Chester, with easy access to trails, dining, shopping, and houses of worship. Offering the perfect blend of privacy, comfort, and convenience, this Chester home is ready to welcome its next owner!

3 Beds ⋅ 2 Baths ⋅ 4056569 MLS

Welcome to this beautifully maintained home on a quiet cul-de-sac, where inviting curb appeal and mature landscaping set the tone. The level backyard offers privacy and a patio for easy outdoor living. Inside, refinished hardwood floors and natural light create a warm feel throughout the living and dining areas. The bright eat-in kitchen includes granite counters, Bosch dishwasher, and GE range. Three comfortable bedrooms and a full bath complete the main level. Downstairs, enjoy a cozy family room with gas fireplace and a versatile den with built-in shelves and backyard access, plus a second full bath, mudroom, laundry, and a two-car garage. Additional highlights include heated rear garage, hot water baseboard heat, central air, a generator, and a septic system replaced in 2022. All of this about half a mile from downtown Chester, with easy access to trails, dining, shopping, and houses of worship. Offering the perfect blend of privacy, comfort, and convenience, this Chester home is ready to welcome its next owner!

7 Valley View Rd, Chester Boro

$210,000

Welcome to Windy Acres, a charming 55+ manufactured home community in the heart of Chester Borough! Brand-new Unit #22 offers 2 bedrooms and 1 full bath with a light, bright interior, modern fixtures and appliances, and comfortable open living spaces. An electric fireplace adds warmth and ambiance to the living area, while the deck provides a pleasant spot to enjoy your morning coffee or relax outdoors. Ideally located just a half mile from historic downtown Chester and directly across from the Chester Library and Chubb Park, this home offers easy access to shopping, restaurants, local farms, walking trails, and major commuting routes. Windy Acres is a ground-lease community. The monthly ground lease includes water, sewer, trash removal, and snow removal. First-year incentive: $425/month credit toward the ground lease. Buyer to verify all fees, lease terms, and current monthly ground lease amount with the Property Manager. No property taxes. Indoor cat permitted w/approval.

2 Beds ⋅ 1 Baths ⋅ 4056447 MLS

Welcome to Windy Acres, a charming 55+ manufactured home community in the heart of Chester Borough! Brand-new Unit #22 offers 2 bedrooms and 1 full bath with a light, bright interior, modern fixtures and appliances, and comfortable open living spaces. An electric fireplace adds warmth and ambiance to the living area, while the deck provides a pleasant spot to enjoy your morning coffee or relax outdoors. Ideally located just a half mile from historic downtown Chester and directly across from the Chester Library and Chubb Park, this home offers easy access to shopping, restaurants, local farms, walking trails, and major commuting routes. Windy Acres is a ground-lease community. The monthly ground lease includes water, sewer, trash removal, and snow removal. First-year incentive: $425/month credit toward the ground lease. Buyer to verify all fees, lease terms, and current monthly ground lease amount with the Property Manager. No property taxes. Indoor cat permitted w/approval.

195 W Main St Unit 22, Chester Boro

$949,990

Exceptional Chester Boro location, location, location! This beautifully updated 4-bedroom home was extensively renovated in 2021 and has been further enhanced with thoughtful and high efficiency upgrades throughout. The inviting interior features refinished hardwood floors, updated lighting, custom trim, fresh paint, renovated bathrooms, and a bright kitchen with refinished cabinetry, stainless steel appliances, and a custom butler's pantry (2025) with quartz countertops, two premium beverage and wine refrigerators. The spacious primary suite offers a walk-in closet and en-suite updated bath and three additional bedrooms and walk-in closets, with ceiling fans (2024). The lower level includes a recreation room, office area/gym, and newly enclosed laundry room (2025). Recent improvements include a 96% high-efficiency HVAC system and attic fans (2026), gas fireplace insert (2023), tank-less water heater for maximum energy efficiency, second electrical panel, EV charger, new windows and doors all through out, and whole-house Kohler automatic generator. The exterior has been completely transformed with new roof, Hardie Plank siding, Azek trim and deck, stone patio, professionally landscaped grounds and hardscape, fenced-in yard, decorative rock gardens, and two storage sheds. Ring floodlights and security cameras add peace of mind. Just minutes from top-rated schools, downtown Chester's shops and restaurants, parks, and major highways.

4 Beds ⋅ 3 Baths ⋅ 4055401 MLS

Exceptional Chester Boro location, location, location! This beautifully updated 4-bedroom home was extensively renovated in 2021 and has been further enhanced with thoughtful and high efficiency upgrades throughout. The inviting interior features refinished hardwood floors, updated lighting, custom trim, fresh paint, renovated bathrooms, and a bright kitchen with refinished cabinetry, stainless steel appliances, and a custom butler's pantry (2025) with quartz countertops, two premium beverage and wine refrigerators. The spacious primary suite offers a walk-in closet and en-suite updated bath and three additional bedrooms and walk-in closets, with ceiling fans (2024). The lower level includes a recreation room, office area/gym, and newly enclosed laundry room (2025). Recent improvements include a 96% high-efficiency HVAC system and attic fans (2026), gas fireplace insert (2023), tank-less water heater for maximum energy efficiency, second electrical panel, EV charger, new windows and doors all through out, and whole-house Kohler automatic generator. The exterior has been completely transformed with new roof, Hardie Plank siding, Azek trim and deck, stone patio, professionally landscaped grounds and hardscape, fenced-in yard, decorative rock gardens, and two storage sheds. Ring floodlights and security cameras add peace of mind. Just minutes from top-rated schools, downtown Chester's shops and restaurants, parks, and major highways.

13 Larch Dr, Chester Boro

$734,900

Beautifully Renovated Custom Home on 2 Level Acres in Chester Twp! Move right into this beautifully updated 4-bedroom, 2-bathroom custom home located in a highly desirable neighborhood. Enjoy peace of mind with a brand-new roof, septic system, well, and electrical box. Main Level Features: Updated Kitchen: Stunning quartz countertops, stainless steel appliances, and a matching stainless steel sink. Living Spaces: Bright living room offering peaceful views overlooking the spacious backyard. Bedrooms: Two comfortably sized bedrooms and a pristine full bathroom. Upper Level Features: Primary Suite: Main bedroom complete with convenient his-and-hers sinks. A second generously sized bedroom. Lower Level & Exterior: Walkout Basement: Full, unfinished walkout basement hosting the laundry area. Perfect for storage, a workshop, or future finishing. The Lot: Situated on a rare, level 2-acre lot providing endless outdoor possibilities, privacy, and more.

4 Beds ⋅ 2 Baths ⋅ 4034718 MLS

Beautifully Renovated Custom Home on 2 Level Acres in Chester Twp! Move right into this beautifully updated 4-bedroom, 2-bathroom custom home located in a highly desirable neighborhood. Enjoy peace of mind with a brand-new roof, septic system, well, and electrical box. Main Level Features: Updated Kitchen: Stunning quartz countertops, stainless steel appliances, and a matching stainless steel sink. Living Spaces: Bright living room offering peaceful views overlooking the spacious backyard. Bedrooms: Two comfortably sized bedrooms and a pristine full bathroom. Upper Level Features: Primary Suite: Main bedroom complete with convenient his-and-hers sinks. A second generously sized bedroom. Lower Level & Exterior: Walkout Basement: Full, unfinished walkout basement hosting the laundry area. Perfect for storage, a workshop, or future finishing. The Lot: Situated on a rare, level 2-acre lot providing endless outdoor possibilities, privacy, and more.

20 Cooper Ln, Chester Twp.

$999,900

Two private acres in Chester Township! This 5-bedroom, 5 full/2 half bath custom home was fully renovated in 2023. The updated kitchen features quartz counters, stainless appliances, and a gas cooktop, flowing to a separate dining room and a generous 22x15 living room. Relax in the family room by the fireplace. A first-floor primary suite with full bath plus a second first-floor bedroom make one-level living easy, and a separate in-law suite adds even more options. The full walkout basement offers room to grow. Outside, enjoy the patio, open porch, storage shed, 2-car attached garage, and blacktop drive with extra parking. Chester schools and West Morris Mendham HS (IB Program). Minutes to Main St shops and dining. Video tour available!I

5 Beds ⋅ 7 Baths ⋅ 4054715 MLS

Two private acres in Chester Township! This 5-bedroom, 5 full/2 half bath custom home was fully renovated in 2023. The updated kitchen features quartz counters, stainless appliances, and a gas cooktop, flowing to a separate dining room and a generous 22x15 living room. Relax in the family room by the fireplace. A first-floor primary suite with full bath plus a second first-floor bedroom make one-level living easy, and a separate in-law suite adds even more options. The full walkout basement offers room to grow. Outside, enjoy the patio, open porch, storage shed, 2-car attached garage, and blacktop drive with extra parking. Chester schools and West Morris Mendham HS (IB Program). Minutes to Main St shops and dining. Video tour available!I

2 Twin Brooks Trl, Chester Twp.

$1,150,000

Completely renovated from top to bottom, this exceptional Expanded Ranch offers approximately 4,700 SF of living space on 1.5 acres, featuring 4 bedrooms and 4 full bathrooms. The main residence welcomes you with an expansive, open, naturally light-filled layout, new flooring, cathedral ceilings, and a stunning oversized kitchen with abundant cabinetry, granite countertops, and new stainless-steel appliances. The first floor features a spacious primary suite with walk-in closet and full bath, formal dining room, living room, huge family room, and updated full bath. The second floor includes a bedroom, full bath, and bright flex room with skylights. A breezeway connects to additional living space featuring a kitchenette, dining and living rooms, 2 bedrooms, full bath, and office. The main home includes a partially finished basement, while the additional living area offers an unfinished basement for extra storage. Enjoy patios, beautiful landscaping, and a fully fenced yard backing to the Black River Game Preserve. Town-approved permits for two garages are in place and ready for the new owner to begin construction. Chester Schools and West Morris Mendham High School; Randolph mailing address 07869. An exceptional property offering space, flexibility, privacy, and a beautiful setting.

4 Beds ⋅ 4 Baths ⋅ 4050166 MLS

Completely renovated from top to bottom, this exceptional Expanded Ranch offers approximately 4,700 SF of living space on 1.5 acres, featuring 4 bedrooms and 4 full bathrooms. The main residence welcomes you with an expansive, open, naturally light-filled layout, new flooring, cathedral ceilings, and a stunning oversized kitchen with abundant cabinetry, granite countertops, and new stainless-steel appliances. The first floor features a spacious primary suite with walk-in closet and full bath, formal dining room, living room, huge family room, and updated full bath. The second floor includes a bedroom, full bath, and bright flex room with skylights. A breezeway connects to additional living space featuring a kitchenette, dining and living rooms, 2 bedrooms, full bath, and office. The main home includes a partially finished basement, while the additional living area offers an unfinished basement for extra storage. Enjoy patios, beautiful landscaping, and a fully fenced yard backing to the Black River Game Preserve. Town-approved permits for two garages are in place and ready for the new owner to begin construction. Chester Schools and West Morris Mendham High School; Randolph mailing address 07869. An exceptional property offering space, flexibility, privacy, and a beautiful setting.

46 Ironia Rd, Chester Twp.

$45,000

Welcome to Windy Acres, a charming 55+ manufactured home community located in the heart of beautiful Chester Boro, NJ! This well-maintained 50-pad community offers convenience, comfort, and a wonderful lifestyle close to everything Chester has to offer. Unit J is being offered AS-IS as part of an estate and is priced for a quick sale, providing an opportunity for the new owner to add their personal touch and make the home their own. The unit has been emptied and professionally cleaned, making it ready for its next chapter. Enjoy a prime location just a half mile from historic downtown Chester and directly across from the Chester Library and Chubb Park. The front of the home offers views of Alstede Farms' picturesque peach orchard. Conveniently located near shopping, local farms, trails and major commuting routes. Windy Acres ground lease required. The ground lease includes water, sewer, trash removal, and snow removal. 1st yr rent has $425/mo credit=$1075. Buyer to verify all fees and monthly ground lease rate with Property Manager. No property taxes. Indoor cat permitted w/approval.

2 Beds ⋅ 1 Baths ⋅ 4050305 MLS

Welcome to Windy Acres, a charming 55+ manufactured home community located in the heart of beautiful Chester Boro, NJ! This well-maintained 50-pad community offers convenience, comfort, and a wonderful lifestyle close to everything Chester has to offer. Unit J is being offered AS-IS as part of an estate and is priced for a quick sale, providing an opportunity for the new owner to add their personal touch and make the home their own. The unit has been emptied and professionally cleaned, making it ready for its next chapter. Enjoy a prime location just a half mile from historic downtown Chester and directly across from the Chester Library and Chubb Park. The front of the home offers views of Alstede Farms' picturesque peach orchard. Conveniently located near shopping, local farms, trails and major commuting routes. Windy Acres ground lease required. The ground lease includes water, sewer, trash removal, and snow removal. 1st yr rent has $425/mo credit=$1075. Buyer to verify all fees and monthly ground lease rate with Property Manager. No property taxes. Indoor cat permitted w/approval.

195 W Main St Unit J, Chester Boro

$949,000

Welcome to this fully renovated, move-in ready ranch-style home w/ 4 bedrooms & 3 full bathrooms, set on over 3 private, scenic acres in the heart of Chester Township. Thoughtfully updated, this home blends classic charm w/ modern finishes, offering single-level living with bright, open-concept spaces designed for comfort & style. The custom kitchen features high-end appliances, and a layout perfect for cooking and entertaining. Throughout the home, enjoy refinished hardwood floors, updated bathrooms, and new windows that fill the space with natural light. Major upgrades include new siding, roof, plumbing, electrical, and an HVAC system with a high-efficiency boiler. Both the main house & detached building benefit from updated septic systems. The finished lower level, with a private entrance, is currently used as an au pair suite ideal for , guests, or a in law suite setup. Step outside to your private backyard oasis w/ a renovated in-ground pool featuring new plaster, plumbing, & equipment ideal for entertaining. The expansive lot offers plenty of space for recreation, gardening, or quiet enjoyment. A detached second building adds flexibility as a possible guest house, office, studio, or workshop. Located minutes from top-rated schools, downtown Chester, parks, shopping, & commuter routes, this property offers a rare mix of modern systems, flexible living space, & peaceful surroundings a truly turn-key home in one of Morris County's most desirable areas.

4 Beds ⋅ 3 Baths ⋅ 4018818 MLS

Welcome to this fully renovated, move-in ready ranch-style home w/ 4 bedrooms & 3 full bathrooms, set on over 3 private, scenic acres in the heart of Chester Township. Thoughtfully updated, this home blends classic charm w/ modern finishes, offering single-level living with bright, open-concept spaces designed for comfort & style. The custom kitchen features high-end appliances, and a layout perfect for cooking and entertaining. Throughout the home, enjoy refinished hardwood floors, updated bathrooms, and new windows that fill the space with natural light. Major upgrades include new siding, roof, plumbing, electrical, and an HVAC system with a high-efficiency boiler. Both the main house & detached building benefit from updated septic systems. The finished lower level, with a private entrance, is currently used as an au pair suite ideal for , guests, or a in law suite setup. Step outside to your private backyard oasis w/ a renovated in-ground pool featuring new plaster, plumbing, & equipment ideal for entertaining. The expansive lot offers plenty of space for recreation, gardening, or quiet enjoyment. A detached second building adds flexibility as a possible guest house, office, studio, or workshop. Located minutes from top-rated schools, downtown Chester, parks, shopping, & commuter routes, this property offers a rare mix of modern systems, flexible living space, & peaceful surroundings a truly turn-key home in one of Morris County's most desirable areas.

1625 Route206, Chester Twp.

$899,000

Beautiful updated Colonial on a level 3.3 wooded acre lot at the end of cul-de-sac in Chester Twp. Located on the East side of town with Morristown and Mendham just minutes away. Newly renovated kitchen with open floor plan, granite and ss appliances. Interior features include family room with fieldstone hearth and Jotul wood burning stove, Living room has custom cabinets and built in bar, decorative moldings and built in's, raised panel doors, hard wood flooring throughout, marble foyer, Anderson windows, sliders off eat in kitchen to deck, the property features a professionally landscaped wooded lot with mature trees and sunny southern exposure w raised-bed gardens, Trex deck, pavers, gazebo, and playhouse. Finished basement features an office, exercise room and rec room. This home has an efficient furnace and water heater and Thermador roof mounted stove vent.New Price reflects roof replacement

4 Beds ⋅ 3 Baths ⋅ 4038875 MLS

Beautiful updated Colonial on a level 3.3 wooded acre lot at the end of cul-de-sac in Chester Twp. Located on the East side of town with Morristown and Mendham just minutes away. Newly renovated kitchen with open floor plan, granite and ss appliances. Interior features include family room with fieldstone hearth and Jotul wood burning stove, Living room has custom cabinets and built in bar, decorative moldings and built in's, raised panel doors, hard wood flooring throughout, marble foyer, Anderson windows, sliders off eat in kitchen to deck, the property features a professionally landscaped wooded lot with mature trees and sunny southern exposure w raised-bed gardens, Trex deck, pavers, gazebo, and playhouse. Finished basement features an office, exercise room and rec room. This home has an efficient furnace and water heater and Thermador roof mounted stove vent.New Price reflects roof replacement

9 Francis Ln, Chester Twp.

$649,000

Tucked away on a tranquil, private street across two sprawling acres, this home offers privacy and curb appeal. Every exterior detail has been thoughtfully updated for absolute peace of mind, showcasing a brand-new roof, siding, windows, a newly paved driveway with ample parking, and a spacious two-car garage. Step through the front door into an airy, bright interior anchored by durable luxury laminate flooring that flows seamlessly throughout. The open-concept floor plan connects your spaces with ease, highlighted by an oversized living room drenched in natural light that serves as a welcoming centerpiece for relaxing and entertaining. The showpiece chef’s kitchen is designed to impress, featuring gleaming quartz countertops, brand-new stainless appliances, and generous prep space that makes entertaining a breeze.This home offers three generously sized bedrooms and two fully renovated, designer-inspired full bathrooms. Downstairs, the full, partially finished basement expands your living footprint significantly, providing versatile space for a home theater, gym, playroom, or dedicated office while still leaving plenty of room for all your storage needs. Just a short drive from downtown Chester with its boutique shopping, seasonal markets, and renowned local dining, as well as major highways providing an easy route straight into NYC. For convenience, the home is situated just one mile from the local elementary school and close distance to the nationally ranked high school.

3 Beds ⋅ 2 Baths ⋅ 4052046 MLS

Tucked away on a tranquil, private street across two sprawling acres, this home offers privacy and curb appeal. Every exterior detail has been thoughtfully updated for absolute peace of mind, showcasing a brand-new roof, siding, windows, a newly paved driveway with ample parking, and a spacious two-car garage. Step through the front door into an airy, bright interior anchored by durable luxury laminate flooring that flows seamlessly throughout. The open-concept floor plan connects your spaces with ease, highlighted by an oversized living room drenched in natural light that serves as a welcoming centerpiece for relaxing and entertaining. The showpiece chef’s kitchen is designed to impress, featuring gleaming quartz countertops, brand-new stainless appliances, and generous prep space that makes entertaining a breeze.This home offers three generously sized bedrooms and two fully renovated, designer-inspired full bathrooms. Downstairs, the full, partially finished basement expands your living footprint significantly, providing versatile space for a home theater, gym, playroom, or dedicated office while still leaving plenty of room for all your storage needs. Just a short drive from downtown Chester with its boutique shopping, seasonal markets, and renowned local dining, as well as major highways providing an easy route straight into NYC. For convenience, the home is situated just one mile from the local elementary school and close distance to the nationally ranked high school.

26 Cooper Ln, Chester Twp.

The Courtney Orlando Group

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