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$1,200,000
3 Beds ⋅ 3 Baths ⋅ 73575674 MLS ⋅ NEW Status
Single family alternative! SIMPLIFY YOUR LIFESTYLE w/out sacrificing space in this exceptional NEW CONSTRUCTION duplex townhome. Thoughtfully designed w/no expense spared, this highly sought-after floor plan features a FIRST-FLOOR PRIMARY SUITE complete w/a full en-suite bath, walk-in closet & soaring 8-foot ceilings, plus the convenience of a 1st-FLOOR LAUNDRY. Open-concept main level showcases a dramatic 2-STORY family room w/ gas fireplace, a chef’s kitchen with an oversized island, pantry, GAS range & stainless-stl appliances, all bathed in abundance of NATURAL LIGHT! Hardwood floors throughout. Upstairs you’ll find two generously sized bedrooms, each with double closets, along with a full bath featuring a tub/shower combination. Enjoy peaceful views of Boston Brook from your PRIVATE DEEDED YARD w/sliders to a composite deck. Walk out basement for future expansion! Professionally landscaped grounds, 2- car garage., wired for future electric car, along with maintenance-free exterior & a home warranty complete this stunning town home.

133 Essex Street Unit 133, Middleton

Listing courtesy of Listing Agent: Laurie Cappuccio from Listing Office: Classified Realty Group.
$1,550,000
4 Beds ⋅ 4 Baths ⋅ 73575076 MLS ⋅ NEW Status
Welcome to 6 Zaloga Way, a stunning luxury custom home nestled in the prestigious Ryebrook Estates. This exceptional home offers the perfect blend of timeless elegance, thoughtful design, and high-end finishes throughout. Thoughtfully designed with all bedrooms located on the 1st floor. This 4 bedroom 3.5 bath home sits on a 1.29 acre lot abutting conservation land. The views out the back are spectacular – and with mature trees on each side makes this home very private and quiet. The attention to detail is the winner in this home. The coffered ceilings and gourmet chef’s kitchen hosts Thermador Professional appliances including double ovens, paneled appliances and a warming oven. This home boasts his and her separate master baths and closets. “Her” custom closet is the jewel of the home. The meticulous craftmanship throughout features crown molding, hardwood floors and wainscoting topped with a security system, professional landscaping & irrigation system.

6 Zaloga Way, Middleton

Listing courtesy of Listing Agent: Derek Greene from Listing Office: The Greene Realty Group.
$1,875,000
5 Beds ⋅ 4 Baths ⋅ 73574923 MLS ⋅ NEW Status
Tucked away at the end of a private cul-de-sac, this exceptional 6+ acre estate offers exceptional privacy, natural beauty, and waterfront living. Surrounded by mature trees, the property features a pond and approx. 1,000 feet of Ipswich River frontage, creating a secluded retreat with tranquil views, and abundant wildlife. A heated gunite pool enhances the setting. Inside, the home offers a grand foyer, sunken family room, wood-burning fireplace, bright kitchen with breakfast area, office, laundry, half bath, and formal living room with vaulted ceiling and French doors to the dining room. Upstairs features a spacious primary suite with skylights and custom closets, two large bedrooms, loft, bonus room, and full guest bath. Second-floor bedrooms overlook picturesque views of the pond and surrounding woodlands. The walk-out lower level includes a separate entrance, second kitchen, full bath, and office with in-law potential.

19 Devonshire Road, Middleton

Listing courtesy of Listing Agent: Hixon + Bevilacqua Home Group from Listing Office: Coldwell Banker Realty - Lynnfield.
$799,900
3 Beds ⋅ 3 Baths ⋅ 73573510 MLS ⋅ ACTIVE Status ⋅ ['Ferncroft Tower'] BLDG.
Rarely available 3-bedroom residence at the desirable Ferncroft Tower, where sweeping views overlooking nearly the entire front nine of the Ferncroft Country Club golf course and the expansive horizon beyond create an extraordinary setting from virtually every room. Perched high above the fairways, the elevated vantage point offers a remarkable backdrop year-round. Bathed in natural light, this spacious residence features floor-to-ceiling windows and sliders that open to an expansive private balcony spanning nearly 44 feet and offering approximately 251 square feet of outdoor living space, seamlessly blending indoor and outdoor living. Hardwood floors, crown molding, and custom built-ins enhance the interior. The flexible floor plan includes 3 bedrooms, one currently configured as an office, ideal for remote work, guests, or additional living space. Additional highlights include an oversized walk-in closet, in-unit laundry with a second refrigerator, two garage parking spaces, and extra storage. Residents enjoy elevator access, a heated outdoor pool, health club w/sauna, on-site management, security, and guest parking. HOA fee includes ALL Utilities. Offers due 9/15 by 10:00am. See video, floor plans, and offer instructions.

40 Village Rd Unit 1608, Middleton

Listing courtesy of Listing Agent: Joyce Sullivan from Listing Office: Serhant.
$1,649,000
5 Beds ⋅ 5 Baths ⋅ 73573444 MLS ⋅ ACTIVE Status
A rare opportunity in sought-after Ryebrook Estates, offering exceptional privacy, four finished levels, and a three-car garage. Located in Middleton, a charming North Shore community known for its scenic surroundings, small-town feel, and highly regarded Masconomet school system, this home also provides convenient access to major routes, area shopping, dining, and Boston. Inside, soaring ceilings, an open floor plan, abundant natural light, and hardwood floors create an inviting atmosphere. The newly updated 2026 chef’s kitchen is designed for gathering, with quartz countertops and a Thermador five-burner cooktop. The first floor also includes a private office, half bath, laundry room, and new central A/C. Upstairs, the spacious primary suite offers two walk-in closets, along with three additional bedrooms—including one with an en-suite bath—and another full bathroom. Finished in 2021, the top floor provides flexible space for a fifth bedroom, home office, or bonus room, featuring exposed beams and a walk-in closet. Completed in 2022, the expansive lower level includes a game room, den, ¾ bath, and excellent potential for an in-law or guest suite. Surrounded by a custom-designed floral garden, this special property offers an exceptional combination of space, versatility, convenience, and privacy.

22 R Sawyer Ln, Middleton

Listing courtesy of Listing Agent: Elizabeth Smith from Listing Office: Keller Williams Realty Evolution.
$1,200,000
3 Beds ⋅ 4 Baths ⋅ 73572300 MLS ⋅ ACTIVE Status ⋅ ['Villas At Ironwood'] BLDG.
Rarely does an opportunity like this come to market! Located along the 5th fairway of Ferncroft Country Club, this exceptional townhome offers nearly 4,000 square feet of beautifully appointed living space, panoramic golf course views, and an exceptional lifestyle. Unit 6 was the model unit for the Phase 3 build-out, showcasing many of the thoughtful features and design elements of the development.The open floor plan features 3 bedrooms, 3 full baths, and 1 half bath, including a desirable first-floor bedroom suite. The eat-in kitchen offers quartz countertops, stainless steel appliances, a separate pantry, and a large peninsula with bar seating—perfect for casual dining and entertaining.The main living level is filled with natural light and opens to a large composite deck overlooking the 5th fairway, creating an ideal spot for morning coffee, al fresco dining, or relaxing while enjoying the ever-changing golf course views.The true showstopper is the approximately 1,200-square-foot lower level, completely remodeled in 2025. Designed for flexibility, this exceptional space includes a full bath, kitchenette with quartz countertops, exercise room, and spacious living area, all with a walk-out directly to the golf course. The possibilities are endless—create a private retreat for guests or extended family, an in-law, a home office, au pair suite, recreation space, or additional self-contained living. Combining sophisticated living, exceptional golf course views, and an incredibly versatile floor plan, 6 Country Club Lane is a truly special offering and a rare opportunity at Ferncroft Country Club.

6 Country Club Lane Unit 6, Middleton

Listing courtesy of Listing Agent: Neve and Magnifico Group from Listing Office: Realty One Group Nest.
$899,000
2 Beds ⋅ 2 Baths ⋅ 73572720 MLS ⋅ ACTIVE Status
A pristine home awaiting new ownership! Tucked away on one of Middleton’s most sought-after streets, this beautifully maintained home offers the perfect blend of privacy, comfort, and convenience, with plenty of opportunity to make it your own. Set on a picturesque 1.1-acre lot, the home features a dramatic living room with soaring ceilings, a wood-burning fireplace, and abundant natural light. The updated kitchen is complete with an oversized center island, stainless steel appliances, and generous cabinetry, flowing seamlessly into the dining area for effortless entertaining. The first-floor primary suite offers the convenience of one-level living with a private ensuite bath. A generously sized guest bedroom and additional full bath complete this level. A two-car garage adds everyday convenience and additional storage. A full unfinished upper level and lower level provide exceptional storage and exciting future potential. Ideally located near Route 114, Richardson’s Ice Cream, and the Masconomet school system.

109 Flint Farm Rd, Middleton

Listing courtesy of Listing Agent: The Movement Group from Listing Office: Compass.
$1,495,000
73572364 MLS ⋅ NEW Status
Excellent opportunity to acquire Mike’s Discount Liquors, including the real property, established retail liquor business and applicable business licenses, offered at $1,495,000. Located at 21 South Main Street in Middleton, this offering provides an ideal opportunity for an owner-operator or investor seeking an established package store in a convenient location. The sale includes the real estate, business and licenses. Inventory is not included in the purchase price but may be purchased separately outside of the real estate transaction. Buyers and buyer representatives are responsible for performing their own due diligence and verifying all licensing, financial and property information.

21 South Main, Middleton

Listing courtesy of Listing Agent: Onnelly T. Parslow from Listing Office: Berkshire Hathaway HomeServices Warren Residential.
$449,000
1 Beds ⋅ 1 Baths ⋅ 73569642 MLS ⋅ ACTIVE Status ⋅ ['Ironwood On The Green'] BLDG.
Come see this pristine Bedroom + Den unit (use the den "your way") ! This property is conveniently located at the junction of routes 1 and 95 abutting the famed and breathtakingly beautiful Ferncroft Golf Course. Enjoy resort style living which includes, an outdoor heated pool with expansive patio space and furnishings, a grand foyer, Celebration Room with kitchen (can be rented for personal occasions) a game / sharing library room, pick-up, drop-off dry cleaning service, package delivery room, pet relief park and SO MUCH MORE! Unit 614 has green space views from it's private balcony, and is in move-in condition! Deeded garage parking and an assigned space outdoors for your guests! This is an Estate Sale and will require Court approval which is not expected to be protracted. Seller is going to pre- pay the Assessment for Balcony Project be done 2027. BUYERS AGENT NOTE: please call with 24 hours of notice for showings.

38 Village Road Unit #614, Middleton

Listing courtesy of Listing Agent: Beth Miller from Listing Office: Churchill Properties.
$499,900
1 Beds ⋅ 1 Baths ⋅ 73568213 MLS ⋅ ACTIVE Status ⋅ ['Ferncroft Tower'] BLDG.
Rarely offered,1200 s.f. CORNER 1 bedroom, 1 bath condo with walls of windows which open to a 25 ft. private balcony overlooking the pool, lush grounds and offering a beautiful tranquil space. This lovely condo features a large primary bedroom offering a wall of closet plus a walk-in closet. The magnificent totally updated kitchen is a chef's dream featuring custom cabinets galore, wall oven, induction cook top, Marmoleum floor, granite counters, and best of all, enjoy your morning coffee looking out at the Ferncroft Golf course. The main bath has been totally updated and --surprise, this pristine unit comes with a great laundry room. Adjacent to the dining area is your private office with sliding glass doors for privacy. Other features include: an assigned garage parking space, extra storage space, fitness center, function room, heated outdoor pool, 24-hour security, on-site manager and resident building superintendent, easy access to highways are only some of the many amenities one enjoys at the prestigious Ferncroft Tower. BEST OF ALL--THE HOA FEE INCLUDES ALL UTILITIES. SINGLE-LEVEL LIVING AT ITS BEST!

40 Village Rd. Unit 308B, Middleton

Listing courtesy of Listing Agent: Ann McGuiggin from Listing Office: Country Crossroads Realty Associates LLC.
$1,289,000
4 Beds ⋅ 3 Baths ⋅ 73567014 MLS ⋅ ACTIVE Status
This home is completely transformed and truly move-in ready. This beautifully renovated Colonial combines classic New England charm with the style, comfort and convenience of a newly updated home. Ideally located in Middleton and within the highly regarded Masconomet Regional School District, this home has been thoughtfully redesigned from top to bottom, creating a fresh and sophisticated space ready for its next owners. The beautifully updated interior features 4 spacious bedrooms and 3 full bathrooms, offering plenty of room for comfortable everyday living. At the heart of the home is a stunning new gourmet chef's kitchen, thoughtfully designed for both entertaining and daily life. Fresh finishes and carefully selected details flow throughout, creating a cohesive, modern feel while maintaining the warmth and character of a traditional Colonial. A finished basement provides valuable space with endless possibilities-perfect for a family room, home office, playroom, gym or entertainment area. The transformation continues outside with an impressive list of major improvements, including a new roof, new siding, new windows and new driveway. Updated landscaping enhances the homes curb appeal, while the deck and paved patio create inviting spaces for outdoor dining, entertaining and relaxing. The renovation goes far beyond cosmetic updates. Significant improvements have also been made to the homes new HVAC, plumbing, electrical, and ventilation system, offering the piece of mind that comes with a truly comprehensive renovation. With so many major components already addressed, buyers can enjoy an exclusively renovated home without the time and expense of taking on the work themselves. Private showings upon request.

113 River St, Middleton

Listing courtesy of Listing Agent: George Paone from Listing Office: People's Choice Realty.
$384,000
1 Beds ⋅ 2 Baths ⋅ 73565417 MLS ⋅ ACTIVE Status ⋅ ['Ferncroft Tower'] BLDG.
Enjoy bucolic grounds & pool views from Walls of Windows opening to a 20 ft. private patio in this beautiful, pristine 1 bedroom, 1.5 bath 945 s.f. condo. Single-level living at its best in the desirable Ferncroft Tower! This lovely unit offers a fully applianced kitchen with plenty of custom cabinets and counter space. The prime bedroom features a large walk-in closet and ensuite bath. The half bath has been updated. New sliders and window were installed recently. Garage parking, extra storage, newly renovated fitness center with sauna, function room with full kitchen and capacity for 125 guests, on-site manager and maintenance superintendent, easy access to shopping and major highways, 24-hr. security are just a few of the many amenities this fine home offers. The condo fee INCLUDES ALL utilities. Move right in, put your feet up and savor the spectacular views!!! Sold in "AS IS" condition.

40 Village Rd Unit 108A, Middleton

Listing courtesy of Listing Agent: Ann McGuiggin from Listing Office: Country Crossroads Realty Associates LLC.
$1,950,000
5 Beds ⋅ 4 Baths ⋅ 73563129 MLS ⋅ ACTIVE Status
Commanding a distinctive Middleton setting, this iconic New England Saltbox rises above 1.88 acres of sweeping lawns framed by mature specimen trees and historic stone walls. Believed to date to circa 1680, this remarkable post-and-beam Colonial was relocated from Salisbury Square to its present hilltop setting in 1929. Carefully preserved over the decades, the home showcases exceptional period character and early New England craftsmanship. A picturesque shared drive passes an antique barn and classic stone bridge, creating a memorable approach to the property. Interior details include five fireplaces, wide-plank floors, exposed beams, and thoughtful modern updates. A spacious country kitchen opens to sun-filled gathering spaces overlooking the grounds, while five bedrooms, a private office, and a dramatic primary suite with cathedral post-and-beam ceilings provide flexible living space. This distinctive Middleton property combines historic architectural character, expansive grounds, and modern comforts, with convenient access to major highways, Boston, and North Shore destinations. Buyers and buyers’ agents should perform their own due diligence regarding the property’s age, history, features, and any other information material to their purchase decision.

47 East St, Middleton

Listing courtesy of Listing Agent: Lanse Robb from Listing Office: LandVest, Inc., Manchester -by-the-Sea.
$799,900
4 Beds ⋅ 4 Baths ⋅ 73562452 MLS ⋅ ACTIVE Status
What an amazing opportunity for the savvy investor! Known as the Philip Knight House, this remarkable circa 1753 Colonial era homestead has welcomed generations of stewards for more than 270 years. From Philip Knight to Captain Henry Quiner, the Noyes family of soapmakers, then into a working farm with fruit trees and a working cider mill, and later the beloved Blue Door Bed & Breakfast. Each owner has left a lasting mark, while preserving a piece of Middleton's history. Now, the next chapter is yours to write. Will you restore the original pumpkin pine floors and celebrate its remarkable heritage, or reimagine the property for generations to come? However you envision its future, this is a rare opportunity to leave your mark on one of Middleton's most historic homes. Set on approximately 1.29 bucolic acres, this home currently offers over 3,200 sq ft of living space with 4 beds and 3.5 baths (including a 1 bed/1 bath accessory dwelling), along with an oversized 3 car garage and extended driveway, providing the flexibility to restore, renovate, or reimagine to suit your vision. Original architectural details blend with generations of additions, creating a home that's as unique as its history. Outside, the generous lot offers mature landscaping, open space, and room to enjoy the peaceful surroundings. A commuter's dream, conveniently located minutes from several local highways to Boston or points North, while remaining close to all Middleton has to offer, including MASCO just down the road. Whether you're searching for a one-of-a-kind historic residence or envisioning something entirely new, the setting is every bit as exceptional as the opportunity. Sold "as is where is" with no repairs or improvements to be made. The property, being offered well below assessed value and in it's present condition, is not likely to qualify for financing. As applicable, obtaining Title V is solely BUYER responsibility. Listed in MACRIS historic assets database for Middleton, any significant redevelopment/teardown of the property may be subject to Middleton Building Department and Historical Commission review, and would need to adhere to potential demolition delay by-laws. Buyers should conduct their own due diligence regarding applicable demolition review requirements.

20 East Street, Middleton

Listing courtesy of Listing Agent: Luciano Leone Team from Listing Office: RE/MAX 360.
$1,175,000
4 Beds ⋅ 3 Baths ⋅ 73561765 MLS ⋅ ACTIVE Status
Welcome to 25 Essex Street, a beautifully maintained 4-bedroom Colonial offering 3,388 square feet of thoughtfully designed living space in the Masconomet School District. Cared for by its original owners, this inviting home offers comfortable living spaces, quality features, and room to grow. The main level features an open-concept kitchen and living area with hardwood floors, recessed lighting, natural stone countertops, a peninsula with built-in desk space, and a cozy gas fireplace. A formal dining room provides plenty of space for entertaining. The spacious primary suite includes a walk-in closet and soaking tub. Fresh paint, new mirrors, and updated lighting in both bathrooms, along with a refreshed bedroom, add to the home's welcoming feel. The walk-out lower level offers exceptional flexibility and potential, with 9-foot ceilings, four full-size windows, and room to expand the finished space. Use it as a home gym, media room, playroom, office, or additional living area. Outside, enjoy a composite deck and direct backyard access to Middleton's Rail Trail. The trail provides a convenient route to Howe-Manning Elementary School, the adjacent park and baseball field, all less than a quarter-mile from home. The school bus also picks up directly at the driveway. With generous living space, flexible lower-level potential, and an exceptionally convenient location, 25 Essex Street offers a wonderful opportunity to make yourself at home in Middleton.

25 Essex St, Middleton

Listing courtesy of Listing Agent: Cudmore and Associates from Listing Office: Century 21 North East.
$679,000
2 Beds ⋅ 2 Baths ⋅ 73552573 MLS ⋅ ACTIVE Status
Situated at 15 Hilldale Ave in Middleton, MA, this single family residence, of appx 1408 square feet of living space, plus a screened room and large deck. This property represents a unique opportunity to acquire a residence in a desirable community. The residence encompasses two bedrooms, one on each floor each designed to provide comfort and privacy. Complementing these sleeping quarters are two full bathrooms, The property is further enhanced by a rear lot on Belleview Road for a total of 14444 square feet, providing a great location for an Accessory Dwelling Unit (ADU), or another house lot, subject to Middleton Rules and regulations.

15 Hilldale Ave, Middleton

Listing courtesy of Listing Agent: Rossetti/Poti Team from Listing Office: Coldwell Banker Realty - Lynnfield.
$589,900
2 Beds ⋅ 2 Baths ⋅ 73551002 MLS ⋅ ACTIVE Status ⋅ ['Ferncroft Towers'] BLDG.
Experience the ease of single-level living at the highly sought after Ferncroft Towers. This elegantly updated condominium, with large windows admitting abundant light, features two renovated bathrooms, custom designed kitchen with stainless steel appliances, added laundry room, redesigned foyer, popcorn ceilings smoothed, fresh paint and carpet, designer wallpaper and the list goes on. The hard work is done. Move right in to this 1531 sq ft, beauty and start enjoying the surrounding amenities. Relax or entertain on your oversized balcony with striking views of lush surroundings, swim in the in-ground pool, workout in the gym, take a sauna, roll or stroll on nearby trails, join a nearby golf club. This complex continues to impress, offering a parking space in the garage, a function room, extra storage, 24-hour security, indoor mailboxes and on-site management. Situated in a serene area close to golf, trails, shopping, restaurants and major highways, this property seeks to impress!

40 Village Rd Unit 910, Middleton

Listing courtesy of Listing Agent: Pamela Eckmann from Listing Office: Coldwell Banker Realty - Beverly.
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 73550711 MLS ⋅ ACTIVE Status ⋅ ['The Village At Boston Brook'] BLDG.
Units 141&143 MODEL OPEN FOR SHOWINGS ~ SIMPLIFY YOUR LIFESTYLE w/out sacrificing space in this exceptional NEW CONSTRUCTION duplex townhome.Thoughtfully designed w/no expense spared, this highly sought-after floor plan features a FIRST-FLOOR PRIMARY SUITE complete w/a full en-suite bath, walk-in closet & soaring 8-foot ceilings, plus the convenience of a 1st-FLOOR LAUNDRY. Open-concept main level showcases a dramatic 2-STORY family room w/ gas fireplace, a chef’s kitchen with an oversized island, pantry, GAS range & stainless-stl appliances, all bathed in abundance of NATURAL LIGHT! Hardwood floors throughout. Upstairs you’ll find two generously sized bedrooms, each with double closets, along with a full bath featuring a tub/shower combination. Enjoy peaceful views of Boston Brook from your PRIVATE DEEDED YARD w/sliders to a composite deck. Walk out basement for future expansion! Professionally landscaped grounds, 2- car garage., wired for future electric car, along with maintenance-free exterior & a home warranty complete this stunning town home.

141 Essex Street Unit 141, Middleton

Listing courtesy of Listing Agent: Laurie Cappuccio from Listing Office: Classified Realty Group.
$869,000
3 Beds ⋅ 4 Baths ⋅ 73546428 MLS ⋅ ACTIVE Status ⋅ ['Hillcrest Estates'] BLDG.
Beautiful townhouse with 3 levels of living and private elevator! The first floor features the main living area. Kitchen with granite countertops and stainless appliances and home office nook. Kitchen opens to dining room and living room with library built-in and a gas fire place. The entire 2nd floor is the primary bedroom suite, with lounging area, gas fireplace, and bathroom with double vanity, soaking tub and shower. The 3rd floor has two additional bedrooms and a bonus room and two bathrooms. Other features include a walk up attic, 3 heating/ cooling zones with central air. A 3 car garage. A large deck and garden area complete this home.

14 Dansereau Place Unit 14, Middleton

Listing courtesy of Listing Agent: Maria Mouhawil from Listing Office: eXp Realty LLC - Corporate Office.
$2,160,000
4 Beds ⋅ 5 Baths ⋅ 73537542 MLS ⋅ ACTIVE Status
Welcome to 4 Shipley Court, where nearly 5,000 sq ft of living space is paired with a backyard built for entertaining. The centerpiece of the property is a resort-like outdoor retreat featuring a Heated Saltwater Pool with custom water features, Jacuzzi, Outdoor Bar, Built-In Stone Fireplace, expansive stone patios, Bose Speaker System, and mature landscaping that creates exceptional privacy. Inside, the home offers 4 bedrooms, 5 bathrooms, a dramatic two-story family room with a floor-to-ceiling stone fireplace, hardwood flooring, and a custom kitchen featuring Russo cabinetry, granite countertops, pot filler, Viking range, and Thermador double wall ovens. The spacious primary suite includes a custom walk-in closet and oversized bath. A stone front exterior, 3-car garage, and thoughtfully designed spaces throughout make this a home equally suited for everyday living and unforgettable gatherings.

4 Shipley Ct, Middleton

Listing courtesy of Listing Agent: Cudmore and Associates from Listing Office: Century 21 North East.
$575,000
2 Beds ⋅ 2 Baths ⋅ 73535891 MLS ⋅ ACTIVE Status ⋅ ['Ironwood On The Green'] BLDG.
PRICE ADJUSTMENT .....Seller's ready to make their move! Don't wait and miss the opportunity to own this pristine two bed/ 2 bath unit at "Ironwood on the Green" ! Building 36 has all of the amenities and unit 214 has beautiful engineered hardwood flooring throughout and is as "neat as a pin"! The " Ironwood" complex boasts professional landscaping, heated pool / socialization area, famed Ferncroft golf course views and all you would expect from a vacation resort! Live life like you are on vacation every day! Well appointed workout rooms with free weights, cardio machines and circuit training, a "rentable" community room with kitchen, sharing library / game room, and on-site Management Company. Ironwood on the Green truly is a lovely place to live and unit 214 is one of the best!

36 Village Rd Unit 214, Middleton

Listing courtesy of Listing Agent: Beth Miller from Listing Office: Churchill Properties.
$1,475,000
4 Beds ⋅ 4 Baths ⋅ 73533705 MLS ⋅ ACTIVE Status
Tucked away at the end of a cul-de-sac in one of Middletons most desirable neighborhoods, and bordering over 750 acres of conservation land, this 4,139 sq. ft. home offers a rare combination of privacy, space, and neighborhood living. Featuring 4+ bedrooms and 3.5 baths, the home is designed for both everyday living and entertaining. The spacious kitchen with center island opens to a sun-filled dining area surrounded by windows overlooking the wooded setting. The primary suite includes a private bath and impressive walk-in closet with custom built-ins. Professionally landscaped grounds with a six-zone irrigation system enhance the home's curb appeal. Additional highlights include public water, natural gas heat, central air, a two-car garage, exterior painted in 2025, and a full walkout basement offering excellent storage and future expansion potential. A unique opportunity to own a well-maintained home that combines size, setting, and long-term value. Schedule a private showing today!

15 Erin Way, Middleton

Listing courtesy of Listing Agent: Cudmore and Associates from Listing Office: Century 21 North East.
$849,000
73533088 MLS ⋅ ACTIVE Status
Final opportunity to build your custom home in Ridgewood Estates Phase 4 on one of the last 8 lots available. Bring your own builder and design the home that fits your lifestyle. Minimum 2,600 sq ft of living space required (basements, garages, barns, breezeways, decks, porches, and patios not included in square footage). All plans for primary residence, outbuildings, and permitted ADUs must receive developer approval. Buyers must comply with recorded Restrictive Covenants.Showing Instructions:Do not walk lots without being accompanied by the listing agent.

lot 11 38 East Meadow Lane, Middleton

Listing courtesy of Listing Agent: Rossetti/Poti Team from Listing Office: Coldwell Banker Realty - Lynnfield.
$869,000
73532974 MLS ⋅ ACTIVE Status
Final opportunity to build your custom home in Ridgewood Estates Phase 4 on one of the last 8 lots available. Bring your own builder and design the home that fits your lifestyle. Minimum 2,600 sq ft of living space required (basements, garages, barns, breezeways, decks, porches, and patios not included in square footage). All plans for primary residence, outbuildings, and permitted ADUs must receive developer approval. Buyers must comply with recorded Restrictive Covenants.Showing Instructions:Do not walk lots without being accompanied by the listing agent.

lot 10 42 East Meadow Lane, Middleton

Listing courtesy of Listing Agent: Rossetti/Poti Team from Listing Office: Coldwell Banker Realty - Lynnfield.
$899,000
73532972 MLS ⋅ ACTIVE Status
Final opportunity to build your custom home in Ridgewood Estates Phase 4 on one of the last 8 lots available. Bring your own builder and design the home that fits your lifestyle. Minimum 2,600 sq ft of living space required (basements, garages, barns, breezeways, decks, porches, and patios not included in square footage). All plans for primary residence, outbuildings, and permitted ADUs must receive developer approval. Buyers must comply with recorded Restrictive Covenants.Showing Instructions:Do not walk lots without being accompanied by the listing agent.

lot 9 31 Simcha Road, Middleton

Listing courtesy of Listing Agent: Rossetti/Poti Team from Listing Office: Coldwell Banker Realty - Lynnfield.
$965,000
73532968 MLS ⋅ ACTIVE Status
Final opportunity to build your custom home in Ridgewood Estates Phase 4 on one of the last 8 lots available. Bring your own builder and design the home that fits your lifestyle. Minimum 2,600 sq ft of living space required (basements, garages, barns, breezeways, decks, porches, and patios not included in square footage). All plans for primary residence, outbuildings, and permitted ADUs must receive developer approval. Buyers must comply with recorded Restrictive Covenants.Showing Instructions:Do not walk lots without being accompanied by the listing agent.

lot 19 30 Simcha Road, Middleton

Listing courtesy of Listing Agent: Rossetti/Poti Team from Listing Office: Coldwell Banker Realty - Lynnfield.
$889,000
73532966 MLS ⋅ ACTIVE Status
Final opportunity to build your custom home in Ridgewood Estates Phase 4 on one of the last 8 lots available. Bring your own builder and design the home that fits your lifestyle. Minimum 2,600 sq ft of living space required (basements, garages, barns, breezeways, decks, porches, and patios not included in square footage). All plans for primary residence, outbuildings, and permitted ADUs must receive developer approval. Buyers must comply with recorded Restrictive Covenants.Showing Instructions:Do not walk lots without being accompanied by the listing agent.

lot 8 29 Simcha Road, Middleton

Listing courtesy of Listing Agent: Rossetti/Poti Team from Listing Office: Coldwell Banker Realty - Lynnfield.
$1,795,000
4 Beds ⋅ 4 Baths ⋅ 73515209 MLS ⋅ ACTIVE Status
Welcome to 16 Couture Way in the highly desirable Northeast River Estates! This beautifully designed home offers an open floor plan perfect for everyday living and entertaining. The spacious kitchen features high-end appliances, a second prep sink, oversized walk-in pantry, and abundant cabinetry, flowing seamlessly into the great room with a gas fireplace. A separate bonus room off the main living area offers flexible space for a playroom, office, or media room. Elegant arched entryways lead into the formal dining room, adding timeless character throughout. The expansive primary suite features cathedral ceilings, a sitting area, two oversized walk-in closets, and a luxurious primary bath with heated floors. Convenient second-floor laundry and a walk-up attic provide excellent storage and functionality. Enjoy the spacious backyard complete with a patio and large side yard, perfect for entertaining and outdoor activities.

16 Couture Way, Middleton

Listing courtesy of Listing Agent: Brian Reardon from Listing Office: Five Mark Realty Group LLC.
$570,000
2 Beds ⋅ 2 Baths ⋅ 73510241 MLS ⋅ PRICE CHANGED Status ⋅ ['Ironwood On The Green'] BLDG.
MOTIVATED SELLER. Penthouse condo at Ironwood with EXTRA STORAGE included, a rare bonus in the complex. As an added bonus, the seller will cover any outstanding assessments prior to closing, giving buyers a true fresh start! Golf course views from both the living room and primary bedroom balconies. Inside, the unit feels bright and open with 10-foot ceilings, hardwood flooring, and a comfortable layout. The kitchen has granite counters, stainless appliances, a newer refrigerator and stove, plus in-unit laundry tucked off the kitchen. The primary suite offers a walk-in closet and private bath with a double vanity and walk-in shower. The second bedroom works well as a guest room, office, or flex space with another full bath nearby. Heating and cooling system fully replaced in 2020. Professionally managed, pet-friendly building close to shopping, restaurants, highways, and everything Middleton has to offer.

36 Village Rd Unit 714, Middleton

Listing courtesy of Listing Agent: Cudmore and Associates from Listing Office: Century 21 North East.
$1,050,000
3 Beds ⋅ 3 Baths ⋅ 73509067 MLS ⋅ ACTIVE Status
MODEL OPEN FOR SHOWINGS ~ SIMPLIFY YOUR LIFESTYLE w/out sacrificing space in this exceptional NEW CONSTRUCTION duplex townhome. Units 141&143 Thoughtfully designed w/no expense spared, this highly sought-after floor plan features a FIRST-FLOOR PRIMARY SUITE complete w/a full en-suite bath, walk-in closet & soaring 8-foot ceilings, plus the convenience of a 1st-FLOOR LAUNDRY. Open-concept main level showcases a dramatic 2-STORY family room w/ gas fireplace, a chef’s kitchen with an oversized island, pantry, GAS range & stainless-stl appliances, all bathed in abundance of NATURAL LIGHT! Hardwood floors throughout. Upstairs you’ll find two generously sized bedrooms, each with double closets, along with a full bath featuring a tub/shower combination. Enjoy peaceful views of Boston Brook from your PRIVATE DEEDED YARD w/sliders to a composite deck. Walk out basement for future expansion! Professionally landscaped grounds, 2- car garage., wired for future electric car, along with maintenance-free exterior & a home warranty complete this stunning town home.

141 Essex Street Unit 141, Middleton

Listing courtesy of Listing Agent: Laurie Cappuccio from Listing Office: Classified Realty Group.

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