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$2,375,000
5 Beds ⋅ 5 Baths ⋅ 73509716 MLS
Welcome to 9 Ross Lane, set in one of Middleton’s most prestigious neighborhoods. This exceptional 5-bedroom home offers 3 full baths and 2 half baths, blending elegance, space, and modern updates. A soaring great room features a double-sided fireplace opening to a sun-filled bonus room. The expansive kitchen is ideal for entertaining with paneled appliances and a double wall oven. The oversized primary suite offers a private retreat, and recently renovated second-floor baths add modern style. Beautiful details shine throughout. Enjoy a 3-car garage with new epoxy floors and a car lift that leads into a custom mudroom with a gift wrapping station. The backyard is an oasis with an in-ground pool and finished pool house with full kitchen, heat/AC, and half bath. Walk-out basement leads to a spacious side yard with a private basketball court and plenty of room for recreation and outdoor entertaining.

9 Ross Ln, Middleton

Listing courtesy of Listing Agent: Brian Reardon from Listing Office: Five Mark Realty Group LLC.
$2,365,000
4 Beds ⋅ 5 Baths ⋅ 73465788 MLS
Experience luxury living at 1 Couture Way in Northeast River Estates, a custom-built home that perfectly blends timeless design with modern sophistication. The main level showcases a soaring great room with a fireplace, a gourmet kitchen with a full butler’s pantry, additional open shelving pantry, and a breakfast nook featuring a custom white oak table. A spacious mudroom with abundant storage adds both function and style to everyday living. Sliding doors open to a covered porch with ceiling fans, offering seamless indoor-outdoor living. The first-floor primary suite provides a spa-inspired bath with heated floors and an expansive walk-in closet. Upstairs offers open flex space, three additional bedrooms, and two full baths. The finished lower level features a media room, entertainment area with a full wet bar and wine storage, and walk-out access to a private backyard. This home is ready for its first owner!

1 Couture Way, Middleton

Listing courtesy of Listing Agent: Brian Reardon from Listing Office: Five Mark Realty Group LLC.
$2,198,000
5 Beds ⋅ 6 Baths ⋅ 73443587 MLS
Rare opportunity to live in Smith’s Crossing. Tucked away on a private cul-de-sac, this home delivers the lifestyle today’s buyers seek: resort-style outdoor living, expansive entertaining spaces & refined comfort. Enjoy summers by the heated saltwater pool & spa, relax on the maintenance-free deck, or host unforgettable gatherings that flow seamlessly from indoors to out. Offering a total of 6,261 sq ft, including the finished walk-out lower level, this home features 5 bedrooms & 5.5 baths. It stands apart w/ its soaring 2-story Great Room, walls of windows, & designer chef’s kitchen at the heart of the home. A luxurious primary suite w/ spa bath, fireplace & private balcony creates a true retreat. The finished LL is complete w/ a 2nd kitchen, gym, full bath & laundry - providing an ideal space for guests or multigenerational living. Recent system upgrades, new roof & an EV charger in the 3-car garage add comfort & efficiency. Located in the highly desirable Masco School system.

3 Warren Dr, Middleton

Listing courtesy of Listing Agent: The Lopes Group from Listing Office: J. Barrett & Company.
$2,000,000
4 Beds ⋅ 6 Baths ⋅ 73502242 MLS
Experience tranquility paired with spectacular views. Wake up to the beauty of nature while enjoying the convenience of subdivision living. This exceptional home offers 6,300 square feet of finished space, featuring four spacious bedrooms—each with its own private en-suite bath. Thoughtfully designed with high-end finishes throughout, every detail reflects quality and sophistication. .The backyard is a true masterpiece, designed for both relaxation and entertaining. It features a grand fireplace, a luxurious jacuzzi, a fully equipped outdoor grill station and ample seating areas - creating the perfect setting for gatherings or quiet evenings under the stars. A full bar in the walkout basement seamlessly connects to the backyard, enhancing the homes effortless indoor-outdoor flow. The professionally designed landscaping completes this stunning outdoor oasis, offering a setting that is as breathtaking as it is functional.

10 Woodbury Ln, Middleton

Listing courtesy of Listing Agent: Cudmore and Associates from Listing Office: Century 21 North East.
$1,900,000
4 Beds ⋅ 5 Baths ⋅ 73439513 MLS
New built, 2018, shows pride of ownership with its appeal and charm. From the moment you pull up, you will be impressed with the quality of workmanship.The grand foyer will WOW you with its curved staircase, high ceilings, and crystal chandelier. LR has a tiled fireplace, coffered ceilings, HW floors throughout, custom CHEF's kitchen with MIELE appliances, huge island, QUARTZ stone, walk-in pantry, breakfast/eating area and exterior access to the composite deck and in-ground, heated pool. An office, formal DR, currently being used as a family room, and 3/4 bath with shower complete this floor. Upstairs, an extraordinary PRIMARY offers his and hers walk-in closets, spa-bath with stand alone tub, double vanity and much more. 3 Other bedrooms with ensuite baths and big closets, laundry room, and walk-up finished attic. Walk-out basement has a gym, movie room and mudroom, 3 car garage, oasis backyard, pool, poolhouse, gabana, fenced yard, close to 95 and RT 1, great schools, won't last!

78 Mill St, Middleton

Listing courtesy of Listing Agent: Jona Zepaj from Listing Office: Lyv Realty.
$1,899,000
4 Beds ⋅ 7 Baths ⋅ 73467766 MLS
Stunning 2021 Custom Colonial with Additional Separate Dwelling w/Heat/A/C, car lovers dream w/three additional parking spaces all on 2 private acres. This home features 9 ft. ceilings, an open floor plan w/Chef’s kitchen w/Quartz counters, island, Butlers pantry all open to the Dining Room walks out to the private, landscaped architect yard w/large patio, stone walls, gas fireplace all fenced in. Living Room w/Two tray ceiling, Stone fireplace & dry bar is ideal for entertaining. First-floor office is tucked away & private. The mudroom w/built-in has access to the heated 2-car attached garage. Upstairs consists of four en-suite bedrooms & laundry rm. The Luxurious Primary suite features sitting area, custom walk-in closet, & spa bath w/Soaking Tub, Double Quartz Sinks. Lower level includes Family rm, Custom Theater & 1/2 Bath,The separate heated dwelling offers three additional bays, 30’ boat/RV space, full bath/laundry, flex room, & its own septic—ideal ADU potential. Close all Rtes.

35 East Street, Middleton

Listing courtesy of Listing Agent: Nikki Martin Team from Listing Office: Compass.
$1,860,000
5 Beds ⋅ 5 Baths ⋅ 73507962 MLS
31 Upton Hills is a one-of-a-kind home designed for the ultimate active lifestyle. Tucked away on a private 1.48-acre cul-de-sac lot, this architecturally distinct 5BR, 4.5BA Contemporary offers mostly single-level layout perfect for modern living. The heart of the home is a grand living area with cathedral ceilings and a two-story stone fireplace. The Euro-style chef’s kitchen is a social hub, featuring Sub-Zero/Miele appliances and custom cabinetry. The primary suite serves as a true retreat with a lofted office and marble en-suite bathroom with a steam shower and jetted soaking tub. The lower level is a world-class recreation wing: a half indoor basketball court, home theater, and gym provide year-round activity. Above the garage is a bonus suite with bath. Outside, a gunite pool and expansive deck offer a secluded resort feel. Set in the top-rated Masco schools, this property blends a unique sporting pedigree with refined elegance. A rare find.

31 Upton Hills Ln, Middleton

Listing courtesy of Listing Agent: Nest | Syndi Zaiger Group from Listing Office: Compass.
$1,860,000
4 Beds ⋅ 4 Baths ⋅ 73404458 MLS
Welcome to 15 Couture Way - This exceptional residence offers the perfect blend of luxury, space, and comfort in one of Middleton's most sought-after new communities. Set on nearly an acre of beautifully maintained land, this 4-bedroom, 3.5-bath home spans over 5,200 square feet of living space and features a 3-car garage, an open-concept floor plan, and premium finishes throughout. Built just 2 years ago and only lightly lived in, this home feels brand new and is truly move-in ready.

15 Couture Way, Middleton

Listing courtesy of Listing Agent: Daniel Resop from Listing Office: William Raveis R.E. & Home Services.
$1,675,000
4 Beds ⋅ 4 Baths ⋅ 73479903 MLS
EXCEPTIONAL colonial offering over 5100 square feet of beautifully designed living space in Middleton's most desirable neighborhood. This impressive home seamlessly blends elegance, comfort and versatility-perfect for today's modern living. The main residence features extremely spacious, light filled rooms, ideal for both everyday living and entertaining. A thoughtfully designed floor plan offers generous living and dining areas, a well-appointed kitchen and abundant space for entertaining and a large deck overlooking the lush grounds and heated pool. A standout feature is the 1500 sq ft. private entrance apartment on the ground floor allowing for multi-generational living, extended guests, or potential additional living flexibility. With its own dedicated space, this home truly offers endless possibilities. This home combines neighborhood with convenience offering a rare opportunity to own a substantial, versatile home in a highly sought after location.

6 Cabral Drive, Middleton

Listing courtesy of Listing Agent: Penny G. McKenzie from Listing Office: Coldwell Banker Realty - Lynnfield.
$1,529,900
4 Beds ⋅ 3 Baths ⋅ 73537622 MLS
OH CANCELLED! OFFER ACCEPTED. Set on a picturesque 3.1-acre lot in one of Middleton’s most sought-after neighborhood settings, this exceptional 4-bedroom, 2.5-bath Colonial offers over 4,400 sq. ft. of refined living space. Privately set back from the road, the property features a level fenced yard surrounded by mature trees and a peaceful wooded backdrop. The beautifully updated kitchen showcases leathered quartzite countertops, limestone backsplash, Acacia wood flooring, a center island, and walk-in pantry. The front-to-back family room opens to the composite deck, while the fireplace living room and formal dining room provide elegant spaces for entertaining. The primary suite features a vaulted ceiling, walk-in closet, Juliette balcony, and updated spa-like bath with an oversized tiled shower. Three additional spacious bedrooms, all 2.5 updated baths, a finished third level, and walkout lower level offer exceptional flexibility. Two-car garage, carport, and oversized driveway.

8 Sergeant Roode Ln., Middleton

Listing courtesy of Listing Agent: Louise Touchette Team from Listing Office: Coldwell Banker Realty - Lynnfield.
$1,525,000
5 Beds ⋅ 3 Baths ⋅ 73501588 MLS
OPEN HOUSE CANCELED, OFFER ACCEPTED! Grand 5 bed, 3 bath estate with 5,500 sq feet of elevated living on 3 acres in Middleton. A bridal staircase welcomes you into a stunning 2-story foyer. The oversized show-stopping kitchen features leathered Taj Mahal quartz, gold hardware & accents, Viking & Miele appliances, along with 3 sinks & bar area. The enormous stone fireplaced great room offers flexibility & could be a spacious main level in-law if desired. The 1st floor bedroom is directly connected to an updated full bath. Upstairs the luxurious primary suite includes a spa-like bath, soaking tub, a custom make up vanity, & dual custom closets. The finished lower level offers incredible storage plus space for media room, gym, or game room. Enjoy a fully fenced, resort-style yard with heated pool & huge patio. A massive driveway fits 20+ cars, plus a pristine 3-car garage with epoxy floors & custom cabinetry. High-velocity AC, newer roof, a robust water filtration system!

52 East Street, Middleton

Listing courtesy of Listing Agent: Candice Pagliarulo Hodgson from Listing Office: Lyv Realty.
$1,477,000
4 Beds ⋅ 3 Baths ⋅ 73479864 MLS
WELCOME TO THIS PRISTINE WELL DESIGNED 10 ROOM COLONIAL BEAUTIFULLY SITED ON A CUL DE SAC LOT. Exceptional curb appeal and meticulous landscape design greet you with mature plantings, lush lawn and thoughtful seasonal color creating a warm and inviting setting. Step inside to discover well proportioned rooms, abundant natural light and upgrades throughout (see MLS attachments). The heart of the home features a bright center island kitchen with high end SS appliances and easy access to outdoor living spaces with a deck & patio and tranquil private surroundings. Walk up attic and additional finished space in the lower level for multi purpose use. Comfortable living areas provide ample space for family, friends, work from home setups and more. This exceptional property combines timeless style, thoughtful updates and a premier location all within the highly regarded Masonomet School District. Don't miss your chance to make this special home yours.

17 Lavoie Ln, Middleton

Listing courtesy of Listing Agent: Kathleen Cyrier from Listing Office: William Raveis R.E. & Home Services.
$1,415,000
5 Beds ⋅ 4 Baths ⋅ 73497481 MLS
Located in one of Middleton's most desirable neighborhoods, this stunning colonial offers an exceptional opportunity to enjoy living in a RECENTLY RENOVATED home. The property provides a tranquil setting while remaining close to local amenities and a top-rated school system. The heart of this home is a well-appointed gourmet kitchen featuring high end appliances, beautiful granite counter tops and custom cabinetry with large island for prepping or gathering. The seamless flow between the kitchen, dining room and great room creates a warm, inviting atmosphere with cathedral ceiling, brick fireplace and hardwood floors throughout. The total square footage of this breath taking home is approximately 3,671sq ft of living space and is complemented by a beautifully finished walk out lower level with separate entrance, perfectly suited for use as an au pair or home office with its own private bathroom. The walk-up attic with 1064 sq ft offers generous space for future expansion potential

32 Cabral Drive, Middleton

Listing courtesy of Listing Agent: Penny G. McKenzie from Listing Office: Coldwell Banker Realty - Lynnfield.
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 73442814 MLS
The home’s beautiful façade, professional landscaping, and grand arched entry make a memorable first impression in one of Middleton's most desirable neighborhoods. The main level boasts an inviting foyer with soaring ceilings. The welcoming kitchen features granite countertops, white cabinetry, and a warm wood island that adds both charm and functionality. Stainless steel appliances and hardwood floors complete the space. The kitchen opens to a comfortable, fireplaced family room, perfect for gathering with loved ones, and offers easy access to a large deck for outdoor dining and relaxation. Also included on the 1st level are a formal dining room off the kitchen, a living room & home office. Upstairs, you’ll find a primary with en suite bath, 3 more comfortable bedrooms and a spacious room over the garage that’s ideal for a home gym or flexible bonus space, along with a convenient laundry room. The finished lower level features a custom media room designed for movie nights.

5 Old Haswell Park Road, Middleton

Listing courtesy of Listing Agent: Fabyan and Filias Team from Listing Office: J. Barrett & Company.
$1,375,000
3 Beds ⋅ 4 Baths ⋅ 73510199 MLS
Exceptional Colonial in a Highly Sought-After Neighborhood, Highlighted by a Quintessential New England Farmer’s Porch that offers an Inviting Welcome. This Oversize 3-Bedroom, 3.5-Bath Home with Private Office, Showcases Gleaming Hardwood Floors, a Dramatic Great Room with Vaulted Ceiling & Floor-to-Ceiling Stone, Gas Fireplace & Dual Access to the Large Outdoor Deck. The Voluminous Primary Suite features a Custom Walk-In Closet & Spa-Inspired Steam Shower with Rain Head. A Walk-Up Attic Presents Future Expansion Potential. A Finished Walkout Lower Level is Designed for Entertaining with Kitchenette, 1/2 Bath, Game Room, & Mudroom. Resort-Style Outdoor Living with Cabana, an 18x38 Heated, Saltwater Pool with Double Roman Ends & Multi-Color Lighting. Elevated Upgrades include Stainless Steel Appliances, Gas 5-Burner Range, Custom Plantation Shutters, 6-Zone Irrigation, DogWatch Fence, Professionally Designed Landscaping & Uplighting. Near Schools, Dining, Shopping, & Commuter Routes.

3 Curve Street, Middleton

Listing courtesy of Listing Agent: Alex DeRosa from Listing Office: Charlesgate Realty Group LLC.
$1,350,000
4 Beds ⋅ 3 Baths ⋅ 73518493 MLS
Welcome to 111 Flint Farm Rd, nestled on a peaceful cul-de-sac in highly desireble Middleton. This beautifullly maintained home is set on a private lot and offers an exceptional blend of elegance, comfort and modern functionality. Step inside to discover spacious, sun drenched living areas featuring an open-concept floor plan designed for both every day living and effortless entertaining.The expansive kitchen and breakfast area flow seamlessly into the stunning great room, highlighted by cathedral ceilings and a cozy pellet stove. The main level also features a formal dining room and a inviting living room with a wood burning fireplace and dedicated office space. Upstairs Offers 4 large bedrooms and two additional full bathrooms. Additional highlights include a finished lower level with playroom, fitness room, rec-room as well as a walk-up attic Recent updates include a new roof, garage doors, freshly painted exterior and 4 year young heating system. The kids will love the b-ball court

111 Flint Farm Rd, Middleton

Listing courtesy of Listing Agent: Diane Reynolds from Listing Office: Century 21 North East.
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 73428368 MLS
Meticulously Maintained Custom Built (1 Owner ) 8 Room, 3 Bedroom, 2.5 Bathroom,2 Car Garage, Hip Roof Colonial in sought out FIELDSTONE PLACE Set on Private 40,000 Sqft + Subdivision Lot, near Lynnfield/North Reading Line, Home Includes Open Kitchen with Pecan Cabinets, Quartz Counters, Two Tier Center Island, Stainless Steel Appliances, and Eat-In Area. Large Vaulted Family with Stone Fireplace ,Open Concept (Fam/Din/Kitchen), Formal Dining Room and Living Room with Custom Moldings & Hardwood Floors , 1st Floor Laundry, Spacious Primary Bedroom Suite with Walk-in- Closet, Maple Vanity, Hi Macs Counter & Tiled Floor,Professional Landscaping and StoneWork,Over sized Deck, Central Air & Vac , Ample Storage, Masconomet Schools, 20 Miles from Boston, "Premier Location in Middleton" "Warm, Inviting,and Ideal for Family Living and Entertaining"

8 James Ave, Middleton

Listing courtesy of Listing Agent: Thomas Doyle Jr. from Listing Office: Doyle Real Estate.
$1,299,000
3 Beds ⋅ 5 Baths ⋅ 73518511 MLS
This meticulously maintained sprawling residence is perched atop a picturesque hill, offering the perfect blend of space, comfort, and timeless appeal. Featuring 3 spacious bedrooms, 3 full baths, 2 half baths, and 3 fireplaces, this impressive home is designed for both everyday living and entertaining. The oversized kitchen features custom cabinetry, expansive counter space, and flows seamlessly into the grand living area. A sun-filled bonus sunroom and screened-in porch overlook the beautifully manicured grounds. The finished basement offers flexible living space with a home gym, full bath, and workshop area. Outside, enjoy a private backyard retreat with an inground pool, lush lawn, expansive driveway, and attached 2-car garage. Additional highlights include ample attic storage, generous room sizes, and an elevated setting that enhances privacy and curb appeal throughout.

168 Liberty St, Middleton

Listing courtesy of Listing Agent: Luciano Leone Team from Listing Office: RE/MAX 360.
$1,275,000
3 Beds ⋅ 3 Baths ⋅ 73521003 MLS
Meticulously maintained and better than new, this stunning 3+ bedroom, 2.5 bath home blends modern design, thoughtful upgrades, and an unbeatable location in the highly desirable Brigadoon neighborhood. Built less than 4 years ago and lovingly cared for by the original owner, the home features an open-concept layout perfect for everyday living and entertaining. The oversized chef’s kitchen offers quartz countertops, stainless steel appliances, under-cabinet lighting, a spacious walk-in pantry, and a custom dry bar with beverage and wine fridges. Additional highlights include 5” red oak hardwood flooring, electric fireplace, detailed tile work, custom mirrors, second-floor laundry, finished basement, dedicated study, generous closet space, and a fully finished walk-up attic for flexible bonus space. Exterior features include irrigation, fenced-in yard, and spacious outdoor living area. Move-in ready and a must see!

8 Edgewood Rd, Middleton

Listing courtesy of Listing Agent: Vincent Forzese from Listing Office: Realty One Group Nest.
$1,275,000
4 Beds ⋅ 4 Baths ⋅ 73515639 MLS
Nestled on a tranquil dead-end street, this updated post&beam home offers a perfect blend of privacy and convenience near shopping and major routes. This home features spacious open concept design, four bedrooms, three-and-a-half baths, and a dedicated office for adaptable living. The main level showcases an extensively renovated kitchen (2021) with top-tier appliances such as a GE Café double oven induction range (2025), GE Café Fridge and a Thermador dishwasher (2021), seamlessly flowing into refreshed dining and living areas. New floors on main level enhances the modern aesthetic. Outdoors, enjoy a new composite deck, private in-ground pool, and enclosed yard, ideal for relaxation or entertaining. The versatile lower level, added in 2021, features a full kitchen, bath, living room and multi use room with washer/dryer, closet and private entrance, perfect for guests or extended living. Other updates like new siding, driveway (2023) and new water heater (2025) ensure lasting comfort.

31 Webb St, Middleton

Listing courtesy of Listing Agent: Lisa Berry from Listing Office: Simply Sell Realty.
$1,274,000
4 Beds ⋅ 3 Baths ⋅ 73490912 MLS
Welcome to 7 James Ave, in the sought-after Fieldstone Place neighborhood with easy access to Boston and major highways. This updated colonial w/ 2 story entry offers timeless design and modern amenities. The main level features a living and dining room, dedicated home office with custom built-ins, and a wood-burning fireplace family room that flows seamlessly into the kitchen with slider access to a spacious deck, mudroom, and three-car expanded garage. Upstairs, the renovated primary suite showcases ambient lighting, a spa-like bath with jacuzzi tub,radiant heat, and a walk-in closet and potential expansion space above the garage. Three additional generously sized bedrooms and a full bath complete the second floor. The lower level includes a custom wine cellar and partially finished walkout basement, offering endless possibilities. Enjoy a fenced-in yard, top-rated Masco schools, and close proximity to dining, shopping, and local amenities, close to Lynnfield and North Reading line.

7 James Ave, Middleton

Listing courtesy of Listing Agent: Victoria Dimino from Listing Office: Century 21 North East.
$1,272,500
3 Beds ⋅ 4 Baths ⋅ 73438353 MLS ⋅ ['Village Estates'] BLDG.
Elegant End Unit in Village Estates awaits you. This beautifully designed end unit is perfect for entertaining, featuring an open-concept first floor with hardwood floors throughout. The kitchen boasts custom cabinets, granite countertops, stainless steel appliances, and an oversized island. The living room offers soaring ceilings, built-ins, and a fireplace, with French doors leading to a sunroom with a gas stove and scenic views. The first-floor primary suite includes a spacious walk-in closet and en-suite bath. Upstairs, you'll find two large bedrooms, a full bath, and a versatile catwalk ideal for an office or reading nook. The expansive walkout basement adds even more living space with an office, gym, full bath, cedar closet, and a 29x22 entertainment area.

10 Callaway Dr Unit 10, Middleton

Listing courtesy of Listing Agent: Sharon Seabury from Listing Office: Twin Pinnacle Realty.
$1,250,000
4 Beds ⋅ 4 Baths ⋅ 73550112 MLS
Welcome to this beautifully appointed 4/5-bedroom colonial, offering the perfect blend of modern comfort and timeless style. The open-concept main level is ideal for everyday living and entertaining, featuring a gourmet kitchen with rich natural cherry cabinetry, generous workspace, and seamless flow into the dining and living areas. Smart-home features, including keyless entry and smart utility controls, provide everyday convenience, while solar panels and a Tesla EV charger add energy efficiency. Enjoy a tree-lined front yard offering privacy and a spacious backyard patio perfect for relaxing or hosting family and friends, and offers producing fruit trees. Just moments from Middleton Pond, you'll enjoy easy access to kayaking, fishing, scenic walks, and the natural beauty of the area. A wonderful opportunity to own a move-in ready home in one of Middleton's most desirable locations, close to downtown and easy access to major routes, right in the MASCO school district.

77 Boston St, Middleton

Listing courtesy of Listing Agent: Tara Farley from Listing Office: Churchill Properties.
$1,250,000
4 Beds ⋅ 5 Baths ⋅ 73429353 MLS
LOCATION, LOCATION, LOCATION!!! Secluded at the end of a quiet cul-de-sac yet minutes from the highway, this extraordinary stone-front home is a rare blend of dramatic architecture and modern updates. Towering timber beams, vaulted ceilings, skylights, and walls of glass create interiors that are both breathtaking and inviting. The great room, anchored by a striking fireplace, flows to a chef’s kitchen with stainless appliances, custom cabinetry, and vaulted dining. Peace of mind comes with a brand-new septic, newer roof, updated kitchens and baths, refreshed windows and doors, and both well and town water connections. A private in-law suite adds versatility, while the vaulted primary retreat features an opulent spa bath with soaking tub and walk-in shower. The lower level provides bonus rooms for work or play. Outdoors, an in-ground pool, stone patio, detached garage/workshop, and wooded backdrop create a private oasis—an unforgettable retreat where elegance and resort living meet

8 Brookside Rd, Middleton

Listing courtesy of Listing Agent: Team ROVI from Listing Office: Real Broker MA, LLC.
$1,225,000
4 Beds ⋅ 3 Baths ⋅ 73535951 MLS
OFFER ACCEPTED - OPEN HOUSE CANCELLED! American Dream Home! 4BR/2.5BA home with 2 car garage in desirable Middleton. This home borders conservation land which offers the utmost of privacy! Some of the homes features include, open deck and 3 season porch, walk-out basement ripe to be finished, large Family Room with fireplace, newer kitchen with ss appliances and granite countertops and custom made cherry cabinets. First floor Laundry room is convenient to the LR, DR, Eat In Kitchen, Family Room and Sun Room! The second floor boasts 4 bedrooms including large Primary Suite with walk in closet and private bathroom. Full staircase to attic can be easily finished since prepped for h/c water, drain, and wall vacuum. 4 zone FHW heat, 2 zone A/CWall units. Central vacuum on each level with 3 hoses. 8 zone irrigation system. Remote controlled wired alarm system. Automatic exterior lighting. New Roof! DON'T MISS OUT! SHOWINGS BEGIN IMMEDIATELY!

17 James Ave, Middleton

Listing courtesy of Listing Agent: Kimberly O'Neil Mara from Listing Office: Century 21 North East.
$1,200,000
4 Beds ⋅ 4 Baths ⋅ 73486970 MLS
Welcome to 2 Tyler Lane—an elegant brick-front home nestled on a private corner lot in one of Middleton’s most desirable neighborhoods. This exceptional property features a spacious first-floor primary suite, a sun-filled four-season room, and lush mature landscaping. The expanded kitchen is a chef’s dream with a large island, gas cooktop, wall oven, abundant counter space, and a separate bar area—ideal for entertaining. A convenient mudroom adds function and organization. The open floor plan flows through the formal dining room, living room, and dramatic cathedral-ceiling great room with fire place. The finished lower level offers 2,000+ sq ft of flexible space for a gym, media room, home office, or guest quarters. Enjoy outdoor living on the newer patio in the private yard. Located just minutes from highways, shopping, parks, dining, and top-rated schools. This rare offering blends open design, abundance of space, modern comforts, and a prime location.

2 Tyler Lane, Middleton

Listing courtesy of Listing Agent: Victoria Dimino from Listing Office: Century 21 North East.
$1,200,000
5 Beds ⋅ 5 Baths ⋅ 73434220 MLS
OPEN 10/4&5 from1130-1 Amazing opportunity to own this legal 2 family home with 4,623 sf of living space situated on 2.51 acres in the highly desirable Fieldstone Place neighborhood. Perfect for extended families and guests to enjoy this one owner multigenerational home. This home blends the comfort and convenience of a single home with the bonus of extra income produced with the 2nd unit.There is an additional 1,325 sf in the LL for guests and family. Main house has 3,532 sf with 9 rooms, 3 bedrooms, 3 baths & 2 car garage Enjoy tranquil views of your private wooded backyard and beautiful inground pool from the 4 season sun room / family room with a wall of windows & private deck. The primary suite features a spacious bath w/ soaking tub, shower, vanity & walk in closet. Enjoy soaring cathedral ceilings with fireplace in the beautiful living room. 2nd unit features HW floors 5 rooms 2 beds, 2 baths, 2 car garage open concept living area. Each unit has central air & separate utilities

19 James, Middleton

Listing courtesy of Listing Agent: Michael Cotraro from Listing Office: Buckley Realty Group, Inc..
$1,190,000
4 Beds ⋅ 3 Baths ⋅ 73524561 MLS
Tucked into Flint Farm, a quiet 11-home subdivision with easy access to Route 62, this home offers the space, setting, and natural light buyers hope to find in Middleton. Set on 1.34 acres, the home has 4 bedrooms, 2.5 baths, 3,197 sq ft, and a full basement with room for future expansion. The main level feels bright and open with hardwood floors, soaring ceilings, skylights, large windows, and a kitchen built for everyday living with a granite island, granite countertops, stainless steel appliances, and double wall oven. The kitchen flows into the living area and out to a back deck overlooking a private, wooded yard. A sunroom with walls of glass adds another peaceful spot to enjoy the setting. Important updates include an 10-year-old roof and 8-year-old furnace. A rare combination of privacy, natural light, and neighborhood feel in one of Middleton’s most desirable pockets. Schedule your private showing today.

110 Flint Farm Rd, Middleton

Listing courtesy of Listing Agent: Cudmore and Associates from Listing Office: Century 21 North East.
$1,165,000
3 Beds ⋅ 3 Baths ⋅ 73438606 MLS
BUYER ALERT! CONTEMPORARY GEM WITH GORGEOUS YARD! This 3-4 bedroom home offers spacious airy rooms throughout starting w/ the living room boasting soaring vaulted ceilings w/skylights, HW floors & fireplace. The open concept kit. & din. area features a generous island, ample cabinets, pantry, granite counters & SS appliances. Off the dining area you will find an inviting sun room w/walls of windows that offers panoramic views of the lush private backyard. Mud room w/separate entrance w/laundry & storage cabinets. The first level hosts two bedrooms & full bath while the second level offers a expansive oversized primary bedroom w/FP & primary bath. Additional huge attic space for storage on this level. Additional bonus room on 2nd level offers a potential fourth bedroom. Finished LL game rm., 3/4 bth & office. Breathtaking fenced-in yard w/inground pool & deck. CA & two car gar. Spectacular detached 4 car garage w/finished attic for the car enthusiast or tradesperson.

1 Deacon Dr, Middleton

Listing courtesy of Listing Agent: Joyce Cucchiara from Listing Office: Coldwell Banker Realty - Lynnfield.
$1,115,000
3 Beds ⋅ 3 Baths ⋅ 73446330 MLS
A true blue-collar dream compound. The garage addition was built with working people in mind—giving you the perfect separation of family life & hands-on craftsmanship. The main home offers open concept living & bedroom suites across two floors (the listed 2,733 sq-ft living area). The garage wing brings versatile opportunity: a front-facing 2-car garage plus an oversized big-bay garage with 25+ ft ceilings & easy access via a wrap-around driveway—ideal for trucks/vans, project vehicles, or boats/motorsport setups. Above the garages, you’ll find 1,488 sq-ft of untapped potential waiting to be finished into additional living space. The lower-level walks out to a serene backyard & features a high-ceiling (10+ ft) studio-style finished suite with 3/4 bath, a dedicated workshop, & beautiful sunroom—all bonus spaces not included in the official living area. Strong bones & recent utility upgrades make this property a rare find with comfort now & massive value-add potential for the future.

3 Useadoor Street, Middleton

Listing courtesy of Listing Agent: Benjamin Kapnis from Listing Office: Aluxety.

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