Luxury homes for sale & real estate in Dexter, MA

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ABOUT THIS HOME
Luxury Home for sale in Dexter, MA:
Enjoy stunning pond views from nearly every room in this timeless home that blends classic charm with natural beauty. Oversized windows in the kitchen, living room, and main bedroom frame tranquil water vistas, filling the home with light and serenity. Step outside to the inviting wrap-around deck—perfect for entertaining or simply relaxing while overlooking the peaceful, park-like setting that abuts conservation land. Inside, the home offers a versatile layout to suit a variety of lifestyles. A first-floor room adjacent to a full bath provides an ideal space for guests or a private home office. The main bedroom includes a generous den that can easily serve as an office, nursery, or c

$970,000

3 beds3 baths2,462 sq ft

1040 High St, Dedham, MA 02026

Water views • Versatile layout • Wrap-around deck

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ABOUT THIS HOME
Luxury Home for sale in Dexter, MA:
Who put the modern in mid-century modern? This upscale contemporary in coveted Precinct 1 did! Nestled on a gorgeous 1 acre fenced lot in a premier location, this updated 4-bedroom, 2.5-bath home offers space for everything - work, play, hobbies, or relaxation. The open floor plan showcases a stunning kitchen with center island overlooking the dining and fireplaced living areas, ideal for entertaining. The 4 season sun room provides extra space to unwind. Upstairs has 4 bedrooms and updated baths, including a primary suite. Downstairs, off the two car garage, you'll find a mudroom/office, laundry room and half bath. But it doesn't end here! The lower level boasts a great family room with fi

$1,149,000

4 beds2.5 baths2,540 sq ft

8 Karen Pines St, Dedham, MA 02026

Mudroom office • 3 season sun room • Oversized patio

ABOUT THIS HOME
Luxury Home for sale in Dexter, MA:
Beautifully renovated condo in coveted Precinct 1, set on a private, landscaped lot. Blending historic charm with modern updates, this home offers seven spacious rooms, including two bedrooms and one-and-a-half baths. The updated kitchen features marble countertops, stainless steel appliances, and a commercial-grade range, while recent improvements—such as a new primary bath and upgraded HVAC system—ensure year-round comfort. Enjoy your own private yard framed by stone walls and lush greenery, providing a rare level of privacy and outdoor space for a condo. Offering the convenience of condominium living with the feel of a single-family home, this property is perfect for downsize

$995,000

2 beds1.5 baths1,595 sq ft

165 Highland St #165, Dedham, MA 02026

Antique duplex • Marble countertops • Renovated kitchen

ABOUT THIS HOME
Luxury Home for sale in Dexter, MA:
Exceptional, meticulously maintained home located in one of the town’s most sought-after neighborhoods. Elegant open floor plan with abundant natural light, coffered ceilings, and custom built-ins throughout. Main level features a private office, formal dining room, and chef’s kitchen with island, breakfast area, walk-in pantry, and butler’s pantry. Family room with fireplace and custom millwork. Second floor offers generously sized bedrooms, including a luxurious primary suite and spacious laundry room. Third floor boasts a home theater and full bath. Finished lower level includes a stone fireplace, gym, full bath, rec room, and kitchenette. Outdoor living enhanced by a 7

$2,699,000

5 beds4.5 baths5,908 sq ft

175 Schoolmaster Ln, Dedham, MA 02026

Home theater • Private office • Butler's pantry

ABOUT THIS HOME
Luxury Home for sale in Dexter, MA:
Gorgeous bright and sunny Raised Ranch located in Precinct 1.. . This home features a spacious fireplaced living room with great light, formal dining room, an eat in kitchen with skylight that has been beautifully updated. Plus, two full baths both tastefully updated also. There is an oversized family room with access to a large deck overlooking the fenced in back yard. The lower level has a fireplaced family room, laundry room, the second full bath and direct garage access. The two-car garage has an epoxy floor. This home has been owned by the same family for 20 years and has been meticulously maintained and beautifully updated!!!!

$918,000

4 beds2 baths1,548 sq ft

223 Robert Rd, Dedham, MA 02026

Large deck • Eat in kitchen • Fenced in back yard

Property at 106 Horrigan Dr #21, Dedham, MA 02026, 3 beds, 2.5 baths

$2,045,000

3 beds2.5 baths2,500 sq ft

106 Horrigan Dr #21, Dedham, MA 02026

Property at 37 Cottage Cir, Dedham, MA 02026, 4 beds, 3 baths

$1,959,000

4 beds3 baths3,107 sq ft

37 Cottage Cir, Dedham, MA 02026

Property at 250 Meadowbrook Rd, Dedham, MA 02026, 5 beds, 5.5 baths

$2,300,000

5 beds5.5 baths5,728 sq ft

250 Meadowbrook Rd, Dedham, MA 02026

Property at 37 Cottage Cir #37, Dedham, MA 02026, 4 beds, 3 baths

$1,959,000

4 beds3 baths3,107 sq ft

37 Cottage Cir #37, Dedham, MA 02026

Property at 20-35 Shuttleworth Pl, Dedham, MA 02026, 10 beds, 10 baths

$5,429,900

10 beds10 baths12,448 sq ft

20-35 Shuttleworth Pl, Dedham, MA 02026

Property at 20 Shuttleworth, Dedham, MA 02026, 5 beds, 5 baths

$2,779,900

5 beds5 baths6,046 sq ft

20 Shuttleworth, Dedham, MA 02026

Property at 262 Meadowbrook Rd, Dedham, MA 02026, 5 beds, 6.5 baths

$3,199,900

5 beds6.5 baths6,977 sq ft

262 Meadowbrook Rd, Dedham, MA 02026

Property at 80 Horrigan Dr #24, Dedham, MA 02026, 3 beds, 2.5 baths

$2,045,000

3 beds2.5 baths2,500 sq ft

80 Horrigan Dr #24, Dedham, MA 02026

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ABOUT THIS HOME
Luxury Home for sale in Dexter, MA:
Set at the end of a long winding drive, this remarkable 16+ acre estate abuts more than 100 acres of conservation land, creating a rare sense of privacy and natural beauty. Suited for formal entertaining, intimate gatherings, and gracious family living, it includes a welcoming main entrance hall, a wonderful living room with an attached library, a spacious formal dining room with adjoining butler’s pantry, and a stunning chef’s kitchen that overlooks a fireplaced family room and a covered patio. There are 7 bedrooms highlighted by a stunning primary suite, as well as two offices, a playroom, an exercise room, and an attached, heated three-car garage. Outdoor amenities include a

$9,690,000

7 beds6.5 baths12,762 sq ft

401 Sandy Valley Rd, Westwood, MA 02090

Formal dining room • Living room • Attached library

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ABOUT THIS HOME
Luxury Home for sale in Dexter, MA:
Impeccable 2022 custom Colonial offering 5,700 sq. ft. of luxurious living on a private half-acre lot in one of Needham’s most desirable neighborhoods. Designed with timeless craftsmanship and modern elegance, this home features stunning millwork, wide-plank hardwoods, and designer lighting throughout. The chef’s kitchen boasts quartz counters, shaker cabinetry, Thermador appliances, wet bar, and grand island opening to a coffered-ceiling family room with gas fireplace and access to a landscaped patio. The serene primary suite includes a spa bath with soaking tub, oversized shower, dual vanities, and walk-in closet with island. Three spacious bedrooms, laundry, and two baths com

$2,599,000

5 beds5.5 baths5,700 sq ft

242 Valley Rd, Needham, MA 02492

Quartz counters • Stunning millwork • Wide-plank hardwoods

ABOUT THIS HOME
Luxury Home for sale in Dexter, MA:
Step back in time with this enchanting American Gothic Revival home, where timeless craftsmanship meets modern comfort in the heart of Dedham’s Square/ Upper Dedham. Distinguished architectural details arched doorways, decorative moldings, and rich hardwood floors infuse every room with character and warmth. The flexible floor plan includes elegant living and dining rooms with fireplaces and French doors, a spacious kitchen with stone counters, stainless appliances, and an inviting island perfect for gatherings. The vaulted family room with beams and skylight adds a touch of drama and light. Upstairs, four generous bedrooms and two full baths provide room for everyone. Enjoy peaceful

$1,100,000

4 beds2 baths2,572 sq ft

92 Old River Pl, Dedham, MA 02026

Fireplaces • Decorative moldings • Arched doorways

ABOUT THIS HOME
Luxury Home for sale in Dexter, MA:
Sun-splashed & beautifully designed home combines timeless style with modern function. You’ll certainly be captivated by its bright, open layout & custom upgrades, which are perfect for everyday living & effortless entertaining. The 1st floor features a private office, ideal for working from home. The chef’s kitchen is framed by windows, massive island, Thermador appliances & Fisher Paykel induction range. A custom & stylish mudroom off the garage keeps everything organized & out of sight. Upstairs, every bedroom boasts its own en-suite bath, while the convenient second-floor laundry room adds ease to daily routines. The primary suite offers a

$2,695,000

5 beds6 baths5,178 sq ft

107 Valley Rd, Needham, MA 02492

Private office • Stylish mudroom • Chef kitchen

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ABOUT THIS HOME
Luxury Home for sale in Dexter, MA:
This eight-year-young contemporary colonial is a meticulously maintained home w/ spectacular liv spaces and a mint, almost half-acre private lot. Incredible. Farmer’s porch and double foyer w/ turn staircase is the intro to this magnificent home. Beautiful liv and din rms allow for elegant entertaining. Dreaming of a chef’s kitchen w/ enormous great rm? This designer kitchen w/ custom cabinetry, Bertazzoni oven and center island is a sophisticated work space. Step out to deck/patio and secluded yard. Huge mudrm off garage is a brilliant landing spot for busy families. Office and full bath complete the main level. Upstairs, two bdms share Jack/Jill bath plus a third ensuite bdrm

$2,195,000

6 beds6.5 baths7,500 sq ft

97 Great Plain Ave, Needham, MA 02492

Custom cabinetry • Bertazzoni oven • Double foyer

ABOUT THIS HOME
Luxury Home for sale in Dexter, MA:
Historic Tudor Revival in much sought after Precinct 1. Bailey designed & featured in American Architect, 11 room, 6 bedroom home blends period elegance with modern updates. Set on 24,463 sq ft lot, the first floor offers an entry hall with coffered ceilings, wainscoting & fireplace. This room leads to the rear terrace. Living room with fireplace & period moldings, dining room with built-ins, wainscoting, & fireplace. The updated kitchen features white cabinetry, soap stone counters & a wine cooler. Heated sunroom with walls of multi paned windows. 2nd floor includes 4 bedrooms, primary with new en suite bath & walk in closet. additional bedroom with firep

$1,295,000

6 beds2.5 baths3,366 sq ft

570 Washington St, Dedham, MA 02026

Coffered ceilings • Wainscoting • Soap stone counters

Property at 20 Longmeadow Dr, Westwood, MA 02090, 6 beds, 6.5 baths

$4,295,000

6 beds6.5 baths8,827 sq ft

20 Longmeadow Dr, Westwood, MA 02090

Property at 297 Pine St, Dedham, MA 02026, 4 beds, 3.5 baths

$1,699,550

4 beds3.5 baths3,888 sq ft

297 Pine St, Dedham, MA 02026

Property at 201 Valley Rd, Needham, MA 02492, 6 beds, 5.5 baths

$2,880,000

6 beds5.5 baths6,735 sq ft

201 Valley Rd, Needham, MA 02492

Property at 46 Church St, Dedham, MA 02026, 5 beds, 3.5 baths

$1,630,000

5 beds3.5 baths3,906 sq ft

46 Church St, Dedham, MA 02026

Property at 50 Sterling Rd, Needham, MA 02492, 5 beds, 4.5 baths

$2,295,000

5 beds4.5 baths5,500 sq ft

50 Sterling Rd, Needham, MA 02492

Property at 429 Summer St, Westwood, MA 02090, 6 beds, 6.5 baths

$6,650,000

6 beds6.5 baths9,342 sq ft

429 Summer St, Westwood, MA 02090

Property at 342 Needham St, Dedham, MA 02026, 4 beds, 3 baths

$1,070,000

4 beds3 baths1,709 sq ft

342 Needham St, Dedham, MA 02026

Property at 298 Summer St, Westwood, MA 02090, 5 beds, 4.5 baths

$2,725,000

5 beds4.5 baths4,700 sq ft

298 Summer St, Westwood, MA 02090

Luxury Homes for Sale in Dexter

There are currently 13 luxury homes for sale in Dexter at a median listing price of $2.04M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Dexter stay on the market for 44 days and receive 1 offers. Popular neighborhoods include Hyde Park, Roslindale, Readville, East Dedham, and West Roxbury. This map is refreshed with the newest listings in Dexter every 15 minutes.

In the past month, 3 homes have been sold in Dexter. In addition to houses in Dexter, there were also 3 condos, 0 townhouses, and 1 multi-family unit for sale in Dexter last month. Dexter is a not walkable neighborhood in Norfolk County with a Walk Score of 7. Dexter is home to approximately 1,707 people. Find your dream home in Dexter using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Dexter are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Dexter. If you're looking to sell your home in the Dexter area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Dexter with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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