Refine Search
Map
Sort by
335 Arnold Ln, Orange
$749,000
4 Beds ⋅ 2 Baths ⋅ 24215664 MLS
Welcome Home to this beautifully updated ranch offering comfort, style, and peace of mind with major improvements already completed. The main living area makes an immediate impression with its vaulted ceiling, creating an open, airy feel. This legally configured four-bedroom home has been thoughtfully refreshed throughout, beginning with brand-new windows, refinished hardwood flooring, new light fixtures, and completely renovated bathrooms. The all-new kitchen features modern cabinetry and finishes including quartz countertops along with brand-new GE appliances, creating a bright and functional space ready for everyday living and entertaining. The coffee bar is conveniently located near the dining area and the door to the new composite deck. Important mechanical and exterior improvements add even more value, including a brand-new propane furnace, new central air conditioning, a tankless propane water heater, new garage doors, new gutters (to be completed), and a new 1,250-gallon septic tank. With extensive updates inside and out, this home offers a rare opportunity to enjoy a move-in-ready home where much of the major work has already been done. Owner/agent.

335 Arnold Ln, Orange
884 Indian Hill Rd, Orange
$534,900
3 Beds ⋅ 2 Baths ⋅ 24216171 MLS
WELCOME HOME to this beautifully updated 3 Bedroom Split Level in Orange's desirable Indian Hill neighborhood! The bright, open concept main level features gleaming hardwood floors, a spacious living room with fireplace, and a remodeled kitchen (2017) with white cabinetry, granite countertops, marble tile backsplash, and stainless steel appliances. Step outside to your private patio featuring beautiful stone and paver hardscaping (2011) and fire pit...perfect for entertaining or relaxing! THe upper level offers three generous bedrooms with hardwood flooring beneath the carpeting, ready to refinish and make your own. The finished lower level features a den with a second fireplace, half bath, and additional space for a playroom or storage with access to the attached garage. MAJOR IMPROVEMENTS include a BRAND-NEW ROOF and SEPTIC TANK installed in October 2026! Additional updates include central air (2005), hot water heater (2012), vinyl siding (2018), repaved driveway (2024), new oil tank (2025), renovated bathrooms, and newer windows throughout. Conveniently located with access to Amity's award-winning schools, shopping, and major highways. Lovingly maintained and thoughtfully updated, this home offers the comfort, flexibility, and peace of mind to move right in and ENJOY!

884 Indian Hill Rd, Orange
362 Racebrook Rd, Orange
$624,900
3 Beds ⋅ 3 Baths ⋅ 24215415 MLS
Absolutely stunning, remodeled Colonial in sought-after Orange! Abutting a nature preserve, this home enjoys wooded views and exceptional privacy on .94 acre. Set back from the road and angled to embrace the surrounding trees, it also offers a peaceful setting inside and out. Nothing to do but unpack! Just shy of 1,900 sq ft, it offers 3 bedrooms, 2.1 baths and a welcoming foyer with a built-in bench, cubbies, coat hooks and basket storage. All newer flooring throughout. The open main level features a living room with wood-burning fireplace and a dining room opening to a gourmet remodeled kitchen with generous counter space, a peninsula and two pantry storage areas. New sliders lead to a private low-maintenance deck with modern railings and a fully fenced rear yard. A tucked-away office/den/playroom offers flexibility, while the remodeled powder room includes laundry with a newer washer & dryer. Kitchen access to the oversized 2-car garage with epoxy floor makes unloading easy. Upstairs, the primary bedroom features a remodeled private bath, complemented by two spacious additional bedrooms, a remodeled hall full bath and pull-down attic stairs. A full basement with exterior hatchway and utility sink provides abundant storage. City water, tankless hot water, 3-zone propane heat & 1-zone central air (new condenser) complete this move-in-ready home! Sought after Amity School District, close to everything Yale, I-95 and RT-15! This home is a must see!

362 Racebrook Rd, Orange
367 Cedarwood Dr, Orange
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 24212666 MLS
This is a rare opportunity to own a custom-built, one-owner residence set on 4.82 level acres at the end of a quiet cul-de-sac. Privately nestled among the trees & surrounded by an enclave of distinguished million-dollar homes, this exceptional property offers the tranquility of a secluded estate while remaining just minutes from the Merritt Parkway, Route 8 & I-95. Offering approximately 4,000 square feet of living space, the home combines generous proportions with inviting spaces designed for both everyday comfort & entertaining. The recently updated gourmet kitchen features skylights, quartz countertops, stainless steel appliances, two ovens & a pot filler, & opens to a formal dining room. A dramatic living room with gas fireplace & expansive bar creates a welcoming setting for gatherings. Oversized sliders lead to the patio, where a gas fire pit & gazebo invite relaxed outdoor entertaining amid the peaceful, wooded surroundings. A spacious home office & half bath complete the main level. The elevated primary suite is a private retreat, thoughtfully arranged across three rooms and enhanced by vaulted & tray ceilings. A walk-in closet, a luxurious bath with triple shower heads, & a separate sitting room with Jacuzzi tub provide space to unwind. Three additional bedrooms offer comfortable accommodations, including two connected by a Jack-and-Jill full bath and a private guest ensuite with its own full bathroom. (Continued: See Additional Public Remarks)

367 Cedarwood Dr, Orange
821 Bayberry Ln, Orange
$629,000
5 Beds ⋅ 4 Baths ⋅ 24213628 MLS
Bring your ideas to this Cape Style home with over 2600 sf, 2 car garage with breezeway to main house. 5 bedrooms with two bedrooms on first floor including master. Located in a quiet desirable neighborhood near to Rt 15, I-95 and Rt 8. Situated on an open 1.2 acres, the property offers a large outdoor space that can be customized to meet your own needs or used to create your new homestead. Full basement with walk-out hatch. Newer handicapped 1st floor bath that offers laundry hookups and a 4'x 4' low threshold shower allows for 1st floor living. House has great potential. Property being sold AS-IS. Bring your contractor's and design ideas and take a look at its potential.

821 Bayberry Ln, Orange
523 Highfield Dr, Orange
$625,000
4 Beds ⋅ 3 Baths ⋅ 24213081 MLS
Situated on over an acre, this spacious four-bedroom, three-full-bathroom Raised Ranch offers a flexible layout with plenty of room to spread out.Neutral finishes throughout provide a versatile backdrop while updated bathrooms and ample closet space add to the homes every day functionality.The heart of the home is the bright, connected main level.The kitchen opens to the dining area and flows into a wall-to-wall windowed four-season sunroom with the family room just steps away.Whether entertaining, hosting holidays or enjoying everyday life, the layout feels comfortable and inviting. Three bedrooms are located on this level including a primary bedroom with its own updated private full bath.The finished lower level offers even more possibilities, featuring a fourth bedroom with two large closets and direct access to a newly renovated full bathroom.A fireplace, additional living space and laundry area make this level ideal for guests, a rec. room, home office or a more private living arrangement.Belgian block beautifully lines the driveway, adding character and curb appeal. The level rear yard features a pergola, sprinkler system, invisible dog fence and oversized shed. A 2017 roof and fully owned solar panels offer added value and the benefit of energy savings without a solar lease. With generous living space across both levels and a versatile floor plan, this home offers room to live, gather and make it your own.

523 Highfield Dr, Orange
433 Herbert St, Orange
$589,900
4 Beds ⋅ 2 Baths ⋅ 24211445 MLS
Well-maintained and cared for by the same ownership for nearly 60 years, this 4-bedroom, 2-full-bath ranch offers a wonderful combination of space, comfort, and convenience. The main level features hardwood floors, a gas fireplace, generous room sizes, and a functional floor plan ideal for everyday living. The lower level provides additional living space with plenty of flexibility for a family room, home office, recreation area, or gym. Situated on just under an acre, the property offers ample outdoor space to enjoy or personalize. Conveniently located near major interstates, Boston Post Road shopping, restaurants, and Yale New Haven, this home presents a fantastic opportunity for its next owner.

433 Herbert St, Orange
234 High Plains Rd, Orange
$599,000
3 Beds ⋅ 2 Baths ⋅ 24210538 MLS
NEW PRICE- NEW OPPORTUNITY! Tucked away at the end of a premier cul-de-sac, 234 High Plains Drive is a true hidden treasure for those with a vision. Lovingly maintained by original owners, this convenient one level layout provides comfortable easy living. Peel back the living room carpet and discover the soul of this home-original pristine hardwood floors waiting to shine again in this spacious retreat. With a generous layout and solid bones, the opportunity to build immediate equity is significant. The lower level adds approximately 325 square feet of valuable flex space-ideal for home office, fitness area or recreation room. Step outside and enjoy an in-ground pool, fenced in yard, and generous acreage offering plenty of room for gardening, outdoor entertaining, recreation or simply enjoying the surroundings. Attached two car garage is located below the house with stairs easily accessible to the first floor living area. Conveniently located just down the road from the Orange Community Center, area schools, shopping, dining, and major routes just a short drive away. Selling as is, the opportunity to secure a property in such a sought-after location are rare. Bring your design ideas and unlock the incredible value waiting within this Orange gem.

234 High Plains Rd, Orange
197 Old Tavern Rd, Orange
$530,000
3 Beds ⋅ 3 Baths ⋅ 24209203 MLS
THIS PROPERTY IS NOT LISTED FOR RENT SITE! If you see a rental listing, it is fraudulent! Set on 0.72 park-like acres, this picture-perfect stone English cottage beautifully blends vintage architectural charm with modern updates. Hardwood floors run throughout the home, highlighting classic period details and custom built-ins. Interior Highlights: Enjoy a spacious, light-filled living room with a fireplace and built-ins, plus a formal dining room featuring an bay window with a standing-seam copper roof. Fully equipped kitchen with wood cabinets, granite counters, a breakfast bar/island, a glass-front Sub-Zero refrigerator, stainless steel dishwasher and a brand-new stainless steel range. The Primary suite offers a remodeled full bath with custom vanity cabinet, glass-enclosed walk-in shower and walk-in closet. There are two additional bedrooms (one with a half bath); and a immaculate vintage full bath with new shower enclosure and a vanity. All bedroom closets feature built-in organizers. The lower level recreation room is anchored by a stunning second stone fireplace. Professionally cleaned and move-in ready! Unbeatable Location! Enjoy the best of Orange living with incredible proximity to local parks, shopping, the Community Center, and major commuting routes-offering total convenience without sacrificing privacy and character.

197 Old Tavern Rd, Orange
238 Sylvan Valley Rd, Orange
$649,900
3 Beds ⋅ 2 Baths ⋅ 24208618 MLS
Welcome to this beautifully updated, oversized 3-bedroom, 2-bath classic Cape, ideally situated on a quiet corner lot in Orange's sought-after Turkey Hill neighborhood. Thoughtfully designed with a versatile floor plan and generous living spaces, this inviting home seamlessly blends timeless character with an impressive collection of modern improvements. The main level features a spacious, light-filled eat-in kitchen, elegant formal living and dining rooms, and a dedicated home office. A few steps down, a second living room offers an intimate yet spacious retreat and leads to the private bedroom and beautifully renovated full bath. Upstairs, two additional bedrooms and a newly updated full bath complete the living space. Extensive recent upgrades enhance both the style and functionality of the home, including a new roof, mini-split air conditioning, new hardwood flooring, six new windows, new electrical panel, new dishwasher and microwave, new stairs, and a new basement system. Outdoors, the property has been transformed with a new patio, fenced in backyard, walkway, driveway, and Ambassador pool, creating an exceptional setting for entertaining, relaxing, and enjoying warm summer days. Additional enhancements include new window shades and custom wall shelving in the family room. Offering abundant space, a flexible layout, extensive improvements, and a premier Orange location, this exceptional home is truly move-in ready.

238 Sylvan Valley Rd, Orange
241 Argyle Rd, Orange
$725,000
4 Beds ⋅ 3 Baths ⋅ 24207986 MLS
Welcome to this charming colonial-style home with 4 bedrooms, 2 full bathrooms, 1 half bathroom & approximately 2401 sq ft of finished living space. Nestled in one of the most desirable locations in Central Orange, this thoughtfully designed home is sited on 0.96 acres & balances traditional colonial styling & layout with the open design & comfort of contemporary design. From the front entry foyer, your led into a traditional living room featuring a large south-facing bay window through which sunlight flows. The adjoining dining room is elegant with chair rail trim & raised paneling & a bay window to view the private backyard. The dining room flows easily into a beautifully designed and laid out kitchen which features a pantry closet, lots of counterspace, ample cabinet storage, recessed lighting, a wet bar with a faucet for instant hot water, a peninsula perfect for food preparation and serving, and a sizeable eating space with unobstructed views of the private backyard through the sunroom oversize windows and skylights. The kitchen sunroom has a sliding door to a magnificent blue stone patio off the back of the house. The kitchen also steps down in the generously sized family room with a cathedral ceiling, gas fireplace, wide plank wood flooring and french doors (with screening) that also opens to the blue stone patio. On the 2nd floor of the home, is the primary bedroom with its own full bathroom, three additional bedrooms and a 2nd full bathroom (on the hallway).

241 Argyle Rd, Orange
567 Orange Center Rd, Orange
$674,900
4 Beds ⋅ 3 Baths ⋅ 24207745 MLS
Nestled in the heart of Orange's Historic District and just a short walk to the Orange Community Center, this charming circa-1820 Federal Colonial seamlessly blends timeless character with thoughtful modern updates. Offering 4 BRs, 3 full baths, this distinctive home presents a rare opportunity to own a piece of local history while enjoying today's conveniences. The home showcases exposed wood beams, HW floors & inviting living spaces that reflect its historic heritage. The formal LR features beautiful beams & HW flooring beneath the carpeting, while the elegant DR, also accented with exposed beams & HW floors, flows effortlessly into the updated kitchen. The kitchen offers HW flooring, granite counters, SS appliances & abundant workspace. The spacious FR serves as the heart of the home, featuring a FP & direct access to the side porch, creating a warm & welcoming gathering space. Upstairs, the generously sized primary BR boasts a walk-in closet, while HW floors continue throughout all four BRs. Three additional BRs & two full baths complete this level. The partially finished LL offers a versatile finished room ideal for a home office, playroom or gym. Numerous improvements have been completed while preserving the home's original charm, including upgraded plumbing & electrical, a newer roof (2003) & a new septic tank installed 8/26. A detached 3 car garage, charming patio, and picturesque grounds further enhance the appeal of this exceptional 1.07 acre corner lot property.

567 Orange Center Rd, Orange
412 Narrow Ln, Orange
$599,900
3 Beds ⋅ 3 Baths ⋅ 24207258 MLS
Welcome to 412 Narrow Lane, a beautifully renovated home nestled in one of Orange's most sought-after neighborhoods. Offering a wonderful blend of modern updates, comfortable living spaces, and an exceptional location, this inviting property is ready for you to move right in and enjoy. Step inside to discover a fresh, cohesive interior with new flooring throughout and a thoughtfully designed layout. The stunning new kitchen features upgraded appliances, stylish finishes, and ample space for everyday living and entertaining. All bathrooms have been completely remodeled with contemporary finishes, creating a polished feel throughout the home. The bright sunroom and screened porch provide the perfect spaces to enjoy your morning coffee, unwind, or gather with friends and family on warm summer evenings. A partially finished basement offers valuable additional living space, ideal for a family room, home office, gym, playroom, or recreation area (not included in the total square footage). Outside, the beautiful, level, lightly wooded lot offers privacy, room to play, and plenty of possibilities for outdoor entertaining, gardening, or future enhancements. A spacious two-car garage adds convenience and storage. With extensive renovations, versatile living spaces, and an exceptional setting, its truly a must see!!!

412 Narrow Ln, Orange
455 Grace Trl, Orange
$795,000
3 Beds ⋅ 5 Baths ⋅ 24206860 MLS
Welcome to this impressive custom-built home set in a desirable neighborhood surrounded by beautifully maintained homes. Offering exceptional space, versatility, and character, this is a property that truly stands apart. Designed for convenient one-level living, the main floor features an expansive open-concept layout with soaring ceilings and a massive great room with tray ceilings ideal for both everyday living and entertaining. Refinished hardwood floors flow throughout the first floor, adding warmth and timeless appeal. The generously sized primary suite offers a private retreat with beautiful cathedral ceilings, fireplace, private balcony, and ample space. Upstairs, an additional finished room and full bathroom provide excellent flexibility for guests, a home office, studio, or additional living space. The finished lower level features a private walkout and offers even more possibilities, including extended family, recreation, guests, or a potential in-law setup. Outside, enjoy a large double driveway, spacious back deck, and private pool, creating an inviting setting for summer gatherings and outdoor enjoyment. With its custom construction, generous proportions, flexible layout, and desirable setting, this home offers a rare opportunity to create something truly special. Being offered AS IS, it is ready for its next owner to add their personal finishing touches and make it their own!

455 Grace Trl, Orange
273 Hawthorne Ln, Orange
$580,000
3 Beds ⋅ 3 Baths ⋅ 24206131 MLS
Welcome to 273 Hawthorne Lane, a beautifully updated ranch in a desirable neighborhood. This three-bedroom, three-bathroom home offers comfortable one-level living a spacious living room with a fireplace, and an updated kitchen featuring white cabinetry, quartz countertops, stainless steel appliances, and a tile backsplash. The finished lower level provides additional living space and is perfect for a family room, home office, gym, or recreation area. Additional highlights include solar panels, an attached two-car garage, and a level yard surrounded by mature trees. Conveniently located near shopping, restaurants, major highways, New Haven, and Yale, and is in an award winning Amity school district.

273 Hawthorne Ln, Orange
285 Mallard Dr, Orange
$725,000
3 Beds ⋅ 3 Baths ⋅ 24205247 MLS
Welcome to 285 Mallard Drive, a beautifully maintained Colonial tucked at the end of a peaceful cul-de-sac and set on more than 2 acres overlooking a pond. This property is part of the Indian Lake Association, with access to private beach and lake. 3 bedrooms, 2.5 baths, generous living space, and a setting that feels like your own retreat, this home is designed for both everyday living and entertaining. Step inside to a welcoming formal living room featuring a fireplace and an open view toward the formal dining room above. The second level brings you into the heart of the home, where the kitchen opens seamlessly to a comfortable family room area, creating an inviting space for gathering. Step out onto the deck and take in the tranquil views of the pond and beautifully positioned gazebo, the perfect spot for morning coffee, afternoon relaxation, or entertaining friends/family. Three generously sized bedrooms and 2.5 baths provide plenty of room for everyone, while the lower level offers additional finished space with endless possibilities. Use it as a home gym, playroom, home office, or whatever best fits your lifestyle. Outside, enjoy over 2 acres of privacy, a serene setting, a patio & gazebo that makes the most of the picturesque surroundings. This is a special opportunity to enjoy space and a peaceful setting while still being close to all that Orange has to offer. Come experience the possibilities that make 285 Mallard Drive a place to call home.

285 Mallard Dr, Orange
347 Fairlea Rd, Orange
$675,000
4 Beds ⋅ 2 Baths ⋅ 24205657 MLS
***OFFERED FOR THE FIRST TIME!!!*** South central location in town in a large quiet neighborhood with a low traffic count, great for biking and walking. Rare Ranch style home with 4 bedrooms and two baths, possible in-law, all on the main level! The floorplan offers privacy and is thoughtfully laid out. Perfect for multi-generational living. Plenty of storage with extra closets throughout. Central Air in the possible in-law and primary bedroom. Oversized two car attached garage. Brand new paved driveway. Huge, clean basement with workshop area, laundry and rec room. New carpet. Hardwood floors. City water. Level and dry lot. Located close to everything: Boston Post Rd., Merrit Parkway, I95, Metro North, shopping, restaurants and much more!

347 Fairlea Rd, Orange
1025 Field Dr, Orange
$1,895,000
5 Beds ⋅ 5 Baths ⋅ 24204259 MLS
Experience the opportunity to build an exceptional new construction home by Olsen Built Homes, ideally located in Orange within the award-winning Amity school district. Offering approximately 4,642 square feet of finished living space, this thoughtfully designed five-bedroom, four-and-a-half-bath residence blends timeless architecture, quality craftsmanship, and a highly functional floor plan. The main level features a dramatic two-story foyer, private study, formal dining room, spacious family room, and a beautifully designed kitchen with a large center island opening to the breakfast area and sunroom. A first-floor guest bedroom with its own full bath offers flexibility for guests, extended family, or a private office. A mudroom and three-car garage complete the main level. Upstairs, the primary suite is designed as a true private retreat, featuring a fireplace, luxurious bath, and 2 walk-in closets. Each additional upstairs bedroom also offers a walk-in closet. Two bedrooms share a Jack-and-Jill bathroom, while the third bedroom features its own private full bath. A conveniently located 2nd fl laundry room completes the upper level. Planned finishes include character white oak flooring, custom frameless cabinetry, Andersen A-Series windows and doors, Hardie Board siding with native fieldstone veneer, Azek exterior trim, and composite decking. Set on a 1.40-acre open lot, this is a rare opportunity to customize a beautifully crafted new home in a highly desirable location.

1025 Field Dr, Orange
519 Ferry Rd, Orange
$599,900
3 Beds ⋅ 4 Baths ⋅ 24201458 MLS
Welcome to this beautiful expanded ranch, ideally situated on a picturesque Orange street while remaining just minutes from everything you need. This spacious home offers 3 bedrooms, 3 full & 1 half baths, plus an abundance of flexible living space. The inviting living room flows seamlessly into the dining room & kitchen, with a convenient half bath just off the kitchen. Hardwood floors are waiting beneath the main-level carpeting. Three bedrooms & a full bath complete the main level. A sizable bonus room above the attached 2-car garage provides incredible versatility, featuring its own full bath & potential as a primary suite, family room, guest room (with included Murphy Bed) or in-law space for multigenerational living. The partially finished lower level adds even more usable space for a playroom, home office or recreation room, along with plenty of storage. A walk-up attic offers additional storage & exciting potential for future expansion. Outside, enjoy a large rear deck overlooking the level yard-perfect for entertaining while the kids play. Additional highlights include a mudroom, central air, Newer Roof & Septic tank, vinyl siding & tool shed. Conveniently located near shopping, dining, highways & everyday amenities, while enjoying all that Orange has to offer, including the award-winning Racebrook & Amity school districts. Come check this one out Today!

519 Ferry Rd, Orange
634 Aspen Ln, Orange
$675,000
4 Beds ⋅ 3 Baths ⋅ 24200394 MLS
Cared for by the same family for over 40 years, this beautifully maintained, custom-built 4-bedroom, 2.5-bath contemporary split-level offers exceptional space, versatility, and opportunity. Ideally situated on 1.79 private acres in one of the area's most desirable neighborhoods, the home features a flexible floor plan ready to complement a variety of lifestyles. The main level offers an open, inviting flow with a spacious living room, dining area, well-appointed kitchen, and half bath-ideal for everyday living and entertaining. Upstairs, you'll find four generously sized bedrooms, including a private primary suite with full bath, plus an additional full bath. The lower level expands the living space with a large family and recreation room, perfect for a home theater, game room, gym, or additional gathering space. An oversized laundry room provides abundant storage and organization. A rare 3-car garage is ideal for car enthusiasts, hobbyists, or anyone seeking additional storage. Outside, the expansive 1.79-acre property offers endless possibilities to create your dream retreat with a pool, patio, gardens, firepit, or outdoor entertaining space-all surrounded by privacy and nature. Conveniently located near shopping, dining, and major commuter routes, this special property offers an exceptional combination of space, privacy, and potential. Recent improvements include a new roof (2018), central A/C (2020), and septic tank (2025).

634 Aspen Ln, Orange
454 Old Cellar Rd, Orange
$580,000
3 Beds ⋅ 3 Baths ⋅ 24198952 MLS
Well cared for mid-century inspired home is ideally situated on a coveted cul-de-sac in one of the area's most desirable neighborhoods. Thoughtfully updated and beautifully appointed kitchen serves as the heart of the home and opens seamlessly to the main living space, where soaring vaulted ceilings create an airy and inviting atmosphere. Pristine hardwood floors flow throughout, complementing the home's timeless design and exceptional condition. Generously sized bedrooms provide comfort for all, while the spacious primary suite offers a private retreat designed for relaxation and tranquility. The partially above-grade lower level presents versatile finished space perfect for a family room, home office, gym, playroom, or guest accommodations. Outside, the property is surrounded by mature landscaping and offers the perfect balance of privacy, peaceful surroundings, and neighborhood charm.

454 Old Cellar Rd, Orange
328 Saybrook Rd, Orange
$950,000
4 Beds ⋅ 3 Baths ⋅ 24195627 MLS
Discover the perfect blend of space, warmth, and versatility in this expansive home designed to accommodate today's evolving lifestyle needs. Ideal for extended families, this unique property offers separate living quarters while maintaining the comforts of a single-family residence. Room for everyone and everything! This sprawling home is perfectly designed for multi-generational living, offering exceptional space, comfort, and flexibility. Gleaming hardwood floors, freshly painted interiors, and abundant storage throughout create a warm and inviting atmosphere. The main home features an oversized eat-in kitchen with a pantry closet, an adjoining family room with a wood-burning fireplace and access to a covered porch, a formal dining room, and a formal living room. Upstairs you'll find two generously sized bedrooms and a full bath. A private four-room in-law apartment provides ideal accommodations for extended family, featuring its own full kitchen, living room with a wood-burning fireplace, spacious primary bedroom, and den. Additional highlights include first-floor laundry, a three-car attached garage with newer doors, a full basement with a second laundry hookup, and separate heating and cooling systems for both the main home and in-law apartment. This exceptional property combines functionality, privacy, and versatility to meet a variety of living needs.

328 Saybrook Rd, Orange
900 Racebrook Rd, Orange
$655,000
3 Beds ⋅ 3 Baths ⋅ 24194819 MLS
***Seller to offer a $10,000 concession toward the buyer's allowable closing costs and prepaids*** A beautifully preserved 4-bedroom, 3-bath home offering 2,646 sq ft of character-rich living space on a picturesque 0.72-acre lot surrounded by mature trees in one of Orange's most coveted addresses. Built in 1920 and thoughtfully maintained, this home presents as four bedrooms with a dedicated main-floor office, an open floor plan, and hardwood floors throughout. Two wood-burning fireplaces add warmth and elegance to the living spaces. The expansive primary suite anchors the upper level. Just off the kitchen, a patio opens to a private outdoor setting ideal for dining and entertaining. A covered front porch, full unfinished basement, central air, and an oversized two-car garage round out the offering. The crown jewel for the outdoor enthusiast: the Racebrook Track - protected land with scenic hiking trails - sits directly across the street, accessible from your front door. A cabana adds another layer of outdoor versatility. A rare opportunity on one of Orange's most distinguished roads.

900 Racebrook Rd, Orange
589 Racebrook Rd, Orange
$1,095,000
5 Beds ⋅ 2 Baths ⋅ 24194319 MLS
Charming Colonial on Nearly One Acre! This charming 5 bedroom, 2 full bath Colonial is a true gem, featuring a 3-car garage and situated on a gorgeous, flat property just shy of one acre. The home offers exceptional curb appeal, highlighted by its inviting architecture and elegant horseshoe driveway, which adds a distinctive touch. The combination of the spacious yard and the home's beautiful exterior details creates a striking first impression. Inside, you are welcomed by a foyer leading to an expansive living room and dining room with a fireplace, a large eat-in kitchen, a bright office/sunroom, and a convenient powder room. Upstairs, the second level offers 4 bedrooms including a spacious primary bedroom with ample room for expansion, particularly off the private balcony. A full bathroom completes the second floor. The home is equipped with beautiful hardwood floors throughout. Whether you're looking to expand or simply enjoy the current footprint, this elegant property exudes charm from the moment you arrive.

589 Racebrook Rd, Orange
428 Peck Ln, Orange
$649,000
4 Beds ⋅ 2 Baths ⋅ 24192852 MLS
Welcome to the P. Maxwell House, rich in Orange's history. Built in 1820 this New England cape has withstood the test of time and has many of the original features of the home. This 4-bedroom, 2 full bath home has charm and character, including wide plank flooring, wrought iron door handles, wood beams, 3 fireplaces, built ins... the list goes on. The eat in kitchen features tile flooring, and 2 pantries. The dining room has the original cooking fireplace, currently housing a wood stove, wide plank floors, original built in hutch and door leading to fenced in area of yard.1st floor also boost a very large living room with another of the home's fireplaces, built in bookcases and a window seat and wide plank floors. The primary is also located on main level with large double closets. A full bath featuring custom built in cabinetry, jacuzzi tub, tile floor and walk in shower. The 2nd bedroom on main level has the 3rd fireplace. Upstairs you will find the other 2 bedrooms with wide plank flooring and large closets. The homes 2nd bath with claw foot tub and classic black and white flooring. There is a spacious cedar closet as well as access to a large, floored attic area that could be potential living space. The original greenhouse, with stone walls and large windows could be made to be a truly magical space. The 1.17 grounds are surrounded by stone walls, a 3-gar garage/barn, and 2 other outbuilding. There is as separate fenced area. and a historic 1938 water tower. C/A 1st fl

428 Peck Ln, Orange
473 Ridgeview Rd, Orange
$699,900
3 Beds ⋅ 3 Baths ⋅ 24123636 MLS
Multiple offers received. Please submit offers by Sunday, October 18 at 8PM. This house has to be seen to be believed. Genuinely a hidden gem. Unassuming from the outside, but oh what a treat when you walk inside. A spacious living room with built-in shelves greets you. Make yourself comfortable on the oversized sofas in front of the fireplace. The dining room, with built in cabinets & glass doors, is also open concept to the kitchen. And what a kitchen it is! With custom cabinets, Thor 6 burner double stove, custom hood with copper trim, a smart refrigerator, lots of countertop space, a breakfast island made out of black walnut & resin river top, sigh, this kitchen is gorgeous. A mudroom, washer, dryer & full bathroom is just steps away. A large two car garage is right off the kitchen. And now, The Pool. You can host, or swim laps every day on your own, any time. This is all year long vacationing right in the convenience of your own home. And then, in case that's not enough relaxing for you, step outside to an outdoor kitchen, pergola and more, backyard entertaining at it's finest. This is what a vacation at home all year long looks like. Close to the Merritt Parkway, Boston Post Road Shopping & all that the wonderful Town of Orange has to offer, you don't want to miss out on buying this beautiful home.

473 Ridgeview Rd, Orange
997 Rainbow Trl, Orange
$675,000
5 Beds ⋅ 4 Baths ⋅ 24178496 MLS
Offering two private suites, generous living space, and thoughtful updates throughout, this exceptional home seamlessly blends comfort, versatility, and convenience in a desirable Orange location. The privately situated main level suite would be ideal as a bedroom, home office, exercise room or even serve a multi-generational need. The eat-in-kitchen, with direct access to a large deck and private backyard, features white cabinetry, granite countertops, a skylight and newer stainless appliances. Conveniently located just off the kitchen are a mudroom, laundry and half bath. Both the living room and family room offer fireplaces, creating warm and inviting spaces for entertaining or relaxing. A generously sized dining room, with hardwood floors, provides a wonderful setting for gatherings large and small. Upstairs, you will find a second primary suite, three additional spacious bedrooms, and two beautifully remodeled full baths. Located in the award-winning Amity school district with easy access to shopping, dining, commuter routes, parks and Yale. Recent updates include a newer septic system (2016), HVAC system (2022), and hot water heater (2021) One year home warranty to be provided at closing.

997 Rainbow Trl, Orange
283 Derby Ave, Orange
$525,000
3 Beds ⋅ 2 Baths ⋅ 24177638 MLS
Welcome to 283 Derby Avenue, a beautifully renovated and updated home located in desirable Orange offering space, flexibility, and an incredible property setting. Set on a massive level lot, this home delivers room to spread out both inside and out, highlighted by an impressive detached four-car garage complete with expansive second-level storage space above - ideal for hobbyists, contractors, car enthusiasts, or additional storage needs. Inside, the home features 3 bedrooms and 2 full baths with a flexible layout designed to adapt to your needs. The formal dining room offers the potential to serve as a main-level bedroom, office, or guest space with an adjacent full bath, creating desirable first-floor living possibilities. The finished attic adds valuable bonus space perfect for a playroom, recreation area, home office, or additional retreat. Thoughtfully updated throughout, the home combines modern finishes with everyday comfort, including forced air heating, central air conditioning, and move-in ready appeal.

283 Derby Ave, Orange
482 Luba Dr, Orange
$669,900
4 Beds ⋅ 4 Baths ⋅ 24173576 MLS
Welcome to this beautifully maintained 4 bedroom, 3 full bath, 1 half bath Colonial located on a quiet dead end street just minutes from the Merritt Parkway, I95, Route 8, and the Housatonic River. Set on just under an acre, this nearly 3,000 square foot home features central air, hardwood floors throughout, 2 spacious living areas, a wood burning fireplace, and a large kitchen with granite countertops and stainless steel appliances. All bedrooms are located on the second floor for added privacy, including a primary suite with a skylight, walk in closet, and full bath. The expansive backyard offers plenty of room to enjoy with an oversized rear deck and storage shed. A recently repaved oversized driveway leads to a 2 car attached garage with interior access, while the full basement provides ample storage and potential for additional finished living space. New boiler installed in 2021. New front railings and light fixtures installed 2026. New pictures have been added to reflect updates.

482 Luba Dr, Orange
11 Williamsburg Dr, Orange
$650,000
4 Beds ⋅ 3 Baths ⋅ 24158938 MLS
Great things come to those who wait. Lovingly maintained by its original owners, this well kept Colonial is ideally situated on a coveted cul-de-sac and offers curb appeal, generous living space, and thoughtful updates throughout. This immaculate 4-bedroom, 3-bath home lives comfortably like a ranch, featuring a first-floor bedroom and full bath-perfect for guests or a potential in-law arrangement. Set on a private one-acre property, the home welcomes you with a charming front porch and an entry foyer featuring twin closets, perfect for storing coats, shoes, and everyday essentials. The main level offers excellent flow for entertaining, with a spacious living room with a fireplace, a formal dining room, and an eat-in kitchen that serves as the heart of the home. Just off the kitchen, the first-floor family room includes sliding doors that open to the deck and backyard, creating indoor-outdoor living. A convenient first-floor laundry room. Upstairs, two additional bedrooms share a full bath, while the primary suite overlooks the backyard and features its own private bath. Additional highlights include a freshly painted interior, hardwood floors beneath the carpeting on both levels, and an expansive unfinished basement offering the potential for more than 1,200 square feet of future living space. Ideally located near golf courses, pool clubs, and athletic facilities. Commuters dream with easy access to major highways! Not to be missed if Orange is where you want to be!

11 Williamsburg Dr, Orange

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.

How much is your home worth?

Get instant property value now!