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789 Donna Dr, Orange
$679,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24217604 MLS
Mid-Century Modern Flair Meets Natural Beauty in this impeccable Turkey Hill 3-bedroom, 3-bath ranch with an open floor plan, distinctive architectural details, and a fresh coat of exterior paint sited on a quiet cul-de-sac. Skylights, a unique paneled glass Kalwall ceiling, sliders and walls of windows offer incredible natural light, and views of the professionally landscaped grounds with mature trees, colorful flowering plants, and beautiful gardens. The thoughtfully designed main level offers hardwood flooring throughout with an open-concept living room and separate dining room with a beautiful pass through fireplace. The well-appointed eat in kitchen boasts granite countertops, a porcelain backsplash, stainless steel appliances, gas cooktop, double ovens, and abundant cabinetry. The main level is complete with a private primary ensuite with a stall shower & Jacuzzi bath, 2 additional bedrooms, and a 2nd full bath. A striking open staircase leads to the finished walk-out lower level, with a spacious family room, 2nd fireplace, 3rd full bath, sliding doors, and a queen-size Murphy bed! Additional highlights: New LeafGuard gutters (6/26), EV Charger, septic system ('18), hot water heater ('23), Central Air, a whole-house propane generator, Govee permanent outdoor lighting, Ring security cameras, Lutron smart switches and smart shades. Rear stairlift does not remain with the house.

789 Donna Dr, Orange

422 W River Rd, Orange
$3,500
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24215524 MLS
Beautiful First-Floor Apartment - 3+ Bedrooms & Exceptional Convenience Welcome home to the first floor of this lovely and bright multi-family property located at 422 River Road, Orange. Combining classic warmth with versatile living spaces, this home is perfectly situated for easy commuting and everyday comfort. The home offers 3 well-appointed bedrooms, plus a smaller extra room ideal for a home office, den, or a 4th bedroom. The full bathroom with a combo tub and shower set up, also has the washer and dryer in there. Relax on the apartment's inviting covered porches, perfect for morning coffee or evening unwinding. Tenants enjoy dedicated access to a section of the basement, providing plenty of room for extra storage. Situated in a highly accessible part of Orange, this property makes commuting a breeze with lightning-fast access to Interstate 95, Merritt Parkway, and Route 1.

422 W River Rd, Orange

14 Tulip Tree Ln, Woodbridge
$989,900
5 Beds ⋅ 6 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24214337 MLS
A blend of classic English architecture & refined modern living, this Tudor offers beautifully appointed interiors, & a versatile floor plan designed for a variety of lifestyles. Its distinctive brick & stucco facade sets the stage for a home rich in character & thoughtful updates. The marble foyer leads to a stunning step-down L/R with hardwood floors, custom millwork, & expansive walls of windows that fill the space with natural light. The banquet-sized formal D/R impresses with H/W floors & opens to the inviting porch for a seamless connection between indoor & outdoor entertaining. At the heart of the home, the updated kitchen is both functional & inviting, showcasing cherry cabinets, granite counters, & premium appliances, The open eating area bridges the screened-in porch & the adjoining family room, a warm retreat with its stone fireplace & custom built-ins. You are sure to love the home's flexible floor plan, highlighted by a spacious 1st-floor primary suite that offers the luxury & convenience of single-level living without sacrificing the generous accommodations of a traditional 2-story. A richly paneled library with custom cherry built-ins makes a great home office, study, or quiet sanctuary, while the 1st-floor laundry room makes that chore a breeze! The 2nd floor offers 4 generously sized bedrooms, including two ensuite baths, and an additional full hall bath This configuration provides for everyone's needs.

14 Tulip Tree Ln, Woodbridge

33 Rock Hill Rd, Woodbridge
$895,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24214064 MLS
Anything but ordinary, this one-owner contemporary is a 3,825sf architectural original, its cascading cedar rooflines & sculptural angles set against 1.93 curated acres on a quiet cul-de-sac. Inside, soaring knotty-pine ceilings, rich hardwoods & dramatic walls of glass create a remarkable dialogue between style, light & landscape. A fireside living room rises to an apex window, & the adjacent dining room, w/ wet bar, opens to a vaulted screened porch, one of several privileged perches for savoring autumn's splendor. In the sunlit kitchen, granite counters, a generous pantry, Sub-Zero fridge & 6-burner Viking range elevate everyday cooking. Sliders there lead to a cedar front deck, & a cozy den & laundry room complete the main level. The breathtaking great room addition pairs 12-foot ceilings, a fireplace & cherry built-ins w/ towering window views of the stone-walled gardens & bluestone patio. Upstairs, an airy study opens to an expansive sun deck & even adds a playful surprise loft hideaway. The primary suite enjoys a dedicated balcony, ample dressing closet & skylit bath w/ soaking tub. 2 additional bedrooms & a handsome office, w/ fireplace, complete the upper level. Exceptional craftsmanship throughout complements the premium amenities, such as 3 full baths, hydro-air heating, standby generator, circular drive & 2-car garage. Utterly individual in design & uncompromising in its appointments, this one of one home reflects an enduring commitment to quality at every turn

33 Rock Hill Rd, Woodbridge

7 Clearview Dr, Woodbridge
$549,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24211142 MLS
Welcome to 7 Clearview Drive, a spacious ranch set on 2.14 incredible, level acres in Woodbridge. A recently paved circular driveway, cedar shake-style vinyl siding and stone accents make a great first impression. Inside, 2,294 square feet of single-level living starts with a living room featuring a large picture window overlooking the front lawn, open to the dining room. The eat-in kitchen offers plenty of cabinetry, a peninsula and main-level laundry, and flows into the family room with a fireplace and slider to the deck. Just off the kitchen, the enclosed sunroom is a bright space to enjoy all year round. The primary bedroom includes a walk-in closet and private bath, and two additional bedrooms share a full hall bath. Hardwood floors are under the carpeting, ready to be uncovered. Outside is where this property really shines. The deck looks out over a huge, level backyard framed by mature trees, with endless room to garden, entertain or simply spread out. The full basement offers abundant storage and room to expand, plus a 2-car garage. Additional storage: walk-up attic & shed below the sun room. A Generac whole-house standby generator adds peace of mind, along with central air. All in the Amity Regional School District, just minutes to Route 15, Yale, Yale New Haven Hospital and downtown New Haven. A well-cared-for home with great bones, ready for its next owner to make it their own. Home to be sold 'as-is'.

7 Clearview Dr, Woodbridge

27 Old Quarry Rd, Woodbridge
$979,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24201588 MLS
Set on a quiet cul de sac in a desirable neighborhood, this distinctive 5 bedroom, 4 full bath home offers approximately 5,400 square feet of finished living space with an open layout and incredible flexibility. The main level features wide plank hardwood floors, architectural ceiling details and a dramatic living room centered around a floor to ceiling tiled fireplace. The dining room offers direct access to the deck, while the modern kitchen features sleek white cabinetry, granite countertops, stainless steel appliances, abundant storage and counter seating. Four bedrooms are located on the main level, including the primary suite with a private bath featuring a soaking tub, separate tiled shower and double vanity. A spiral staircase leads to an oversized walk in dressing room below. Three additional bedrooms, two full baths and a separate home office complete the main level. The finished walk out lower level offers a recreation area, family room, fifth bedroom, full bath, home gym, laundry room and storage, with excellent potential for an in law or private guest suite. Multiple decks, including a rooftop deck, and a walk out patio overlook the professionally landscaped, privately fenced backyard. A three car garage and whole house generator add everyday convenience. Offering exceptional space, privacy and versatility in a wonderful Woodbridge community, this home presents a rare opportunity with so much to offer.

27 Old Quarry Rd, Woodbridge

197 Old Tavern Rd, Orange
$530,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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

14 Mitchell Ln, Woodbridge
$647,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24207609 MLS
Single-level living rarely feels this layered, but this single-owner four-bedroom ranch, set on 1.56 level acres in a quiet neighborhood, pairs a well-kept interior with warm spaces that invite both relaxed routines and memorable milestones. Hardwood floors carry through the living, dining, family rooms and bedrooms, while a handsome mantled fireplace anchors the formal living room, and sits opposite a wall of windows overlooking the private front yard. The spacious eat-in kitchen, with stainless appliances, gives cooks room to spread out across generous Corian counters, and a slider to the deck provides seamless indoor-outdoor entertaining. Just beyond, the family room rises to a beamed cathedral ceiling, bookended by a commanding floor-to-ceiling brick fireplace on one side and luminous wall of glass, framing the backyard and woods beyond, on the other. The main-level primary offers four double closets and a private tiled bath, while three additional bedrooms share a spacious hall bath with double vanity. The walk-out lower level, adding 1,000sqft in a recreation room with third fireplace, wet bar, office, and full bathroom, has just been totally refurbished with new flooring, paint, doors, slider, and bathroom vanity. Add central air, main-level laundry, two-car garage, standby generator and a broad rear deck overlooking the trees, and this is a home designed to make everyday living feel a little more generous.

14 Mitchell Ln, Woodbridge

241 Argyle Rd, Orange
$725,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

347 Fairlea Rd, Orange
$675,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

61 Ox Bow Ln, Woodbridge
$1,395,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24205605 MLS
A stunning reimagining of a mid-century modern retreat, privately set on 2.87 peaceful wooded acres in the heart of Woodbridge. Thoughtfully renovated, this exceptional 5-bedroom, 4-full and 2-half-bath residence blends dramatic architecture, sophisticated finishes and a remarkable connection to nature. Soaring ceilings, skylights and expansive walls of glass flood the interiors with natural light while framing serene wooded views throughout. The dramatic great room with fireplace flows seamlessly into stylish entertaining spaces featuring a wet bar, island/coffee station and an extraordinary glass-enclosed sunroom that brings the surrounding landscape into view. The open dining area extends to a private deck, while an adjoining flex room offers an inviting setting for a tea room, media room or quiet retreat. The beautifully renovated kitchen features premium appliances, generous workspace and additional dining space. A private guest bedroom with full bath and a separate study/office with its own deck add exceptional versatility. The private bedroom wing creates a peaceful retreat, featuring a serene primary suite with walk-in closet and spa-inspired bath, plus additional spacious bedrooms and baths arranged along a skylit hallway, with oversized windows capturing picturesque views. The walk-out lower level expands the living space with a family/recreation area, fitness space, full bath and oversized glass doors opening directly to the grounds.

61 Ox Bow Ln, Woodbridge

30 Grouse Ln, Woodbridge
$1,225,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24204758 MLS
Ideal for multigenerational living or in-law suite potential, this luxury residence features a refurbished 2,193 square foot finished walk-out lower level with separate exterior access, kitchenette, full bath and steam shower-an exceptional space for extended family, guests, au pair quarters, recreation or a private home office. Above, a lamppost-lined circular drive introduces 1.78 private acres and commanding proportions. A soaring two-story foyer opens to nine-foot ceilings, marble and parquet floors, a south-facing breakfast room, west-facing dining room and well-appointed kitchen with island, premium appliances, beverage station and pantry. Fireside living and family rooms flow to a two-tier Azek deck with Sunsetter awning. The main-level primary suite offers a double-sized dressing closet, dual vanities, soaking tub and marble steam shower. An office, laundry room and secondary staircase add convenience. Upstairs, four more spacious bedrooms with walk-in closets share 2 full baths, a balcony sitting area and large finish-able bonus room. A three-car garage, four-zone hydro-air, 400-amp underground service, sprinklers and thoughtful updates bring substance to the scale and offer the freedom to gather generously, retreat peacefully, and live lavishly.

30 Grouse Ln, Woodbridge

12 Carriage Hill Rd, Woodbridge
$975,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24202502 MLS
Majestically set on 1.53 private acres, steps to the peaceful Elderslie Preserve is this stunning custom colonial. Over 4,600 square feet of living space on a quiet Woodbridge cul-de-sac the home thoughtfully pairs classic architectural details with a bright, welcoming layout, capturing peaceful seasonal nature views from almost every room. Enjoy the amazing benefits of fully owned solar panels! Inside, quality craftsmanship shows throughout with rich hardwood floors, handsome crown moldings, and coffered ceilings. The main level features a spacious kitchen with granite countertops, island & a breakfast bar that opens right into an inviting family room. Anchored by a stone fireplace with wood stove, this central space boasts cathedral ceiling and a wall of windows that lets in abundant natural light with glass doors out to an expansive deck overlooking a level and serene back yard. A main-floor study is one of many work from home spaces. Living room with a fireplace is perfect for quiet relaxation. Sculptural columns frame the oversized dining room. Also features a main level private guest suite with a full bath. Dual staircases lead up to the second level, where the primary suite includes its own fireplace, 2 walk-in closets and a spa-like bath. There are 3 additional bedrooms each with an en-suite bath and walk in closets. The finished walk-up third floor offers flexible extra space perfect for a media/rec room, guest space or quiet study.

12 Carriage Hill Rd, Woodbridge

14 Watrous Ln, Woodbridge
$599,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24200234 MLS
Nestled on a quiet cul de sac in Central Woodbridge is this charming raised ranch-style home w/ 5 bedrooms, 3 full bathrooms, & approximately 2800 sq ft of finished living space (including 1188 of living space in the finished walkout lower level). Sited on 1.6 acres, and bordering the Woodbridge Land Trust, this home offers both convenience & privacy. A circular driveway leads to the front entry which, upon entering, steps up to the main living level which features hardwood floors in all rooms (with the exception of the tile floor in the kitchen). The open layout of the main living level flows easily from the large living room w/ a fireplace, to the dining room with a sliding door to the new TREX deck, to the attractive eat-in kitchen with maple cabinetry, corian countertops, stainless steel dishwasher & refrigerator, an electric cooktop, microwave, & a wall oven. The main living level also features the primary bedroom (w/ its own private full bathroom), two additional bedrooms, & a full (hallway) bathroom. The lower level (walkout) living space features two bedrooms, a full bathroom & a large family room w/ a fireplace. The lower level family room also walks out to a gardening/hobby room. The home features hot air heat (using heating oil), central air conditioning, an electric water heater, a 2 car garage, a septic system, well water, and fenced-in backyard. Fantastic access to YALE, UNH, SCSU, RT 63, and RT 15.

14 Watrous Ln, Woodbridge

15 Hemlock Hollow Rd, Woodbridge
$874,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24201811 MLS
Welcome to 15 Hemlock Hollow Road, a gracious 3-bedroom, 2.5-bath Colonial offering over 3,500 square feet of living space on more than 1.5 beautifully landscaped acres. A circular driveway and inviting covered front porch set the tone for this warm and distinctive home. The dramatic great room features soaring ceilings, oversized windows, a gas fireplace, wet bar, and game area, creating an impressive space for everyday living and entertaining. The spacious kitchen flows seamlessly into the dining and living areas, while a private first-floor office provides an ideal work-from-home setting. Upstairs, the primary suite offers a peaceful retreat with a sitting area, dressing room, walk-in closet, and spa-inspired bath. Outdoors, enjoy your own private oasis featuring a heated saltwater gunite pool, waterfall, spa, pool house, expansive deck, and screened porch. Offering exceptional space, privacy, and resort-style amenities, this remarkable property is a wonderful place to call home.

15 Hemlock Hollow Rd, Woodbridge

32 Hallsey Ln, Woodbridge
$549,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24187646 MLS
Your Woodbridge Opportunity Just Got Better - Now Offered at $549,000! Set on 1.56 private, wooded acres at the end of a peaceful cul-de-sac, this inviting 3-bedroom, 3-full-bath Woodbridge home offers a wonderful combination of privacy, space and versatility. The main level features an open living and dining area with a striking two-sided fireplace, a kitchen with maple cabinetry, quartz countertops and a wine refrigerator, and a sun-filled three-season room with a cozy wood stove. Three bedrooms, including a primary suite with a private full bath, complete the main level. The finished walkout lower level adds even more flexibility with a family room, home office, third full bath and additional bonus space for guests, hobbies or recreation. An expansive deck overlooking the wooded surrounds, energy saving features, two car garage and a generator add to the home's comfort and functionality. 32 Hallsey is located in the Amity School District with easy access to parks, trails and outdoor recreation, plus Yale, downtown New Haven, shopping and major commuter routes. Privacy, versatility and location come together at 32 Hallsey. Property to be conveyed as is.

32 Hallsey Ln, Woodbridge

997 Rainbow Trl, Orange
$675,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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

446 Amity Rd, Woodbridge
$735,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24177143 MLS
History feels handsomely at home in the Fairchild House. This 1780 Cape-style sanctuary was relocated c.1930 onto a newly-sited foundation, deeper within the property, then extensively expanded twice in later years. Across 2,800sqft, with 2.5 bathrooms and 4 room options for the 3 bedrooms, the home layers the latest luxuries with late-Colonial craftsmanship such as original millwork mouldings, fireplaces, sconce lighting, and hand-hewn wide-plank floors that glow and tell their story. A circular drive introduces level lawns, bordered by veritable verdure privacy and garden views. Inside, a front-to-back living room offers fireside warmth and wonderful flow, while the formal dining room, with its own wood fireplace, period wall paneling and 2 hutches, elevates candlelit dinners and holiday traditions. The kitchen, updated 10 years ago with maple cabinets, corian counters, and gas cooking, offers a sunny breakfast corner in which to enjoy slow mornings. A soaring family room adds modern scale with cathedral ceiling, exposed beams, walk-in closet, and 9-foot arched window. The latest addition main-level primary suite endows 2 walk-in closets, French doors to the yard, radiant heated floors, and a lavish skylit bathroom. A rustic, wood-paneled office completes the main level. A heated semi-finished rec room downstairs serves as a great fitness or hobby space and a detached 2-car garage and many updates, including mechanicals and an EV charger, round out the full package.

446 Amity Rd, Woodbridge

11 Williamsburg Dr, Orange
$650,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

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