Massachusetts is home to some of the most sought-after real estate in the country—and in 2025, these 17 towns top the list for highest home values. Using data from the Zillow Home Value Index, prices in these communities have soared over the past decade, with many more than doubling since 2010. From suburban enclaves like Wellesley and Weston to island destinations like Nantucket and Chilmark, these towns combine strong demand with lasting appeal.
Some surged during the pandemic-era market spike, while others have followed a steady upward path for years, thanks to top-rated schools, coastal access, and commuter-friendly locations. Whether you’re considering a move or tracking market trends, this list highlights where home values have reached new heights across the Bay State.
17. Carlisle – 82% Home Price Increase Since 2010
- 2010: $750,421
- 2011: $724,035 ($26,386, -3.52% from previous year)
- 2012: $679,901 ($44,134, -6.10% from previous year)
- 2013: $688,682 (+$8,781, +1.29% from previous year)
- 2014: $745,051 (+$56,369, +8.18% from previous year)
- 2015: $778,005 (+$32,955, +4.42% from previous year)
- 2016: $820,706 (+$42,701, +5.49% from previous year)
- 2017: $828,290 (+$7,583, +0.92% from previous year)
- 2018: $851,450 (+$23,160, +2.80% from previous year)
- 2019: $858,530 (+$7,079, +0.83% from previous year)
- 2020: N/A
- 2021: $1,007,021 (+$148,492, +17.30% from previous year)
- 2022: $1,177,769 (+$170,748, +16.96% from previous year)
- 2023: $1,212,020 (+$34,251, +2.91% from previous year)
- 2024: $1,335,928 (+$123,908, +10.22% from previous year)
- 2025: $1,364,229 (+$28,301, +2.12% from previous year)
Home prices in Carlisle have increased by 82% since 2010, climbing from $750,421 to $1,364,229 by 2025. The town experienced a few early years of decline but rebounded strongly starting in 2013, with particularly sharp gains during the pandemic housing boom from 2020 to 2022. Prices have continued their steady climb, even as the broader market has cooled slightly.
Carlisle – Scenic Retreat With Steady Appeal
Carlisle, located northwest of Boston in Middlesex County, is a semi-rural town known for its conservation land, quiet neighborhoods, and strong schools. With no commercial zoning, it has managed to preserve its natural beauty and peaceful atmosphere, making it attractive to homebuyers looking for space and privacy. The steep climb in prices from 2021 to 2022 likely reflects a surge in demand for larger properties as remote work took hold.
By 2025, the median home price in Carlisle surpassed $1.36 million. While growth has slowed in recent years, the town remains in demand due to its limited housing stock and desirable lifestyle. Its proximity to nature reserves like Great Brook Farm State Park and its commitment to low-density development help sustain its high property values.
16. Cohasset – 102% Home Price Increase Since 2010
- 2010: $695,388
- 2011: $695,903 (+$514, +0.07% from previous year)
- 2012: $680,844 ($15,058, -2.16% from previous year)
- 2013: $702,990 (+$22,146, +3.25% from previous year)
- 2014: $765,740 (+$62,750, +8.93% from previous year)
- 2015: $787,154 (+$21,414, +2.80% from previous year)
- 2016: $819,404 (+$32,250, +4.10% from previous year)
- 2017: $835,973 (+$16,569, +2.02% from previous year)
- 2018: $856,733 (+$20,761, +2.48% from previous year)
- 2019: $881,887 (+$25,153, +2.94% from previous year)
- 2020: N/A
- 2021: $1,026,980 (+$145,094, +16.45% from previous year)
- 2022: $1,201,531 (+$174,551, +17.00% from previous year)
- 2023: $1,237,476 (+$35,945, +2.99% from previous year)
- 2024: $1,369,301 (+$131,825, +10.65% from previous year)
- 2025: $1,405,456 (+$36,155, +2.64% from previous year)
Cohasset’s home values have risen over 100% since 2010, growing from $695,388 to $1,405,456. While price appreciation was steady in the 2010s, the town saw particularly rapid gains from 2020 through 2022. More recently, prices have continued to rise at a gentler pace, adding to Cohasset’s long-term reputation as a premium coastal destination.
Cohasset – Coastal Charm With High Demand
Situated on Massachusetts’ South Shore, Cohasset is a classic New England seaside town with rocky coastlines, a picturesque harbor, and easy access to Boston. Its combination of natural beauty, historic homes, and strong schools has long attracted affluent buyers. The massive price jumps in 2021 and 2022 reflect broader trends in the pandemic-era real estate market, when demand surged for suburban and waterfront properties.
Today, the median home price in Cohasset exceeds $1.4 million. Inventory remains tight, and limited new development ensures demand continues to outpace supply. With its blend of small-town feel and upscale living, Cohasset is likely to remain one of Massachusetts’ most sought-after addresses.
15. Concord – 103% Home Price Increase Since 2010
- 2010: $723,475
- 2011: $660,267 ($63,209, -8.74% from previous year)
- 2012: $638,168 ($22,098, -3.35% from previous year)
- 2013: $672,540 (+$34,371, +5.39% from previous year)
- 2014: $756,316 (+$83,777, +12.46% from previous year)
- 2015: $827,815 (+$71,499, +9.45% from previous year)
- 2016: $892,628 (+$64,812, +7.83% from previous year)
- 2017: $897,000 (+$4,373, +0.49% from previous year)
- 2018: $937,045 (+$40,045, +4.46% from previous year)
- 2019: $944,103 (+$7,058, +0.75% from previous year)
- 2020: N/A
- 2021: $1,065,084 (+$120,982, +12.81% from previous year)
- 2022: $1,256,076 (+$190,992, +17.93% from previous year)
- 2023: $1,261,367 (+$5,290, +0.42% from previous year)
- 2024: $1,435,952 (+$174,585, +13.84% from previous year)
- 2025: $1,466,370 (+$30,418, +2.12% from previous year)
Concord’s home prices have surged from $723,475 in 2010 to $1,466,370 in 2025, marking a 103% increase. After a dip in the early 2010s, prices steadily climbed and then accelerated during the pandemic-era boom, particularly in 2021 and 2022. The pace has slowed, but Concord remains on an upward trend.
Concord – Rich in History, High in Value
Concord is famed for its Revolutionary War history, literary legacy, and scenic natural spaces. It’s a magnet for well-heeled buyers who value both prestige and peace. Located just 20 miles west of Boston, the town offers a blend of historic charm and modern amenities, with highly rated schools and preserved open spaces.
The market’s strong performance in recent years suggests that Concord’s appeal has only grown stronger. As of 2025, the median home price is nearing $1.47 million. Buyers continue to be drawn by its walkable town center, cultural significance, and elegant housing stock.
14. Belmont – 134% Home Price Increase Since 2010
- 2010: $637,962
- 2011: $647,026 (+$9,064, +1.42% from previous year)
- 2012: $633,636 ($13,391, -2.07% from previous year)
- 2013: $691,922 (+$58,287, +9.20% from previous year)
- 2014: $770,229 (+$78,306, +11.32% from previous year)
- 2015: $830,637 (+$60,409, +7.84% from previous year)
- 2016: $893,246 (+$62,609, +7.54% from previous year)
- 2017: $922,850 (+$29,604, +3.31% from previous year)
- 2018: $999,464 (+$76,614, +8.30% from previous year)
- 2019: $1,041,767 (+$42,303, +4.23% from previous year)
- 2020: N/A
- 2021: $1,165,653 (+$123,886, +11.89% from previous year)
- 2022: $1,308,784 (+$143,131, +12.28% from previous year)
- 2023: $1,304,439 ($4,345, -0.33% from previous year)
- 2024: $1,453,369 (+$148,930, +11.42% from previous year)
- 2025: $1,494,905 (+$41,536, +2.86% from previous year)
Belmont’s property values have more than doubled in 15 years, increasing 134% from $637,962 in 2010 to nearly $1.5 million in 2025. Growth was strong and steady through the 2010s, with major upticks in 2021 and 2022. Prices dipped slightly in 2023 but rebounded strongly afterward.
Belmont – Classic Suburb With City Access
Belmont is a popular inner suburb of Boston, valued for its access to the city and top-ranked schools. With leafy streets, public parks, and a tight-knit community, it’s a favorite among families and professionals alike. The town’s proximity to Cambridge and downtown Boston keeps housing demand consistently high.
With a 2025 home value of $1,494,905, Belmont remains a high-end market. Continued investment in local amenities and stable demand help explain why it’s consistently among the priciest places to buy in the state.
13. Needham – 82% Home Price Increase Since 2010
- 2010: $835,806
- 2011: $872,688 (+$36,882, +4.41% from previous year)
- 2012: $758,195 ($114,493, -13.12% from previous year)
- 2013: $757,855 ($340, -0.04% from previous year)
- 2014: $849,642 (+$91,787, +12.11% from previous year)
- 2015: $909,638 (+$59,996, +7.06% from previous year)
- 2016: $895,652 ($13,986, -1.54% from previous year)
- 2017: $899,503 (+$3,850, +0.43% from previous year)
- 2018: $951,053 (+$51,550, +5.73% from previous year)
- 2019: $983,987 (+$32,934, +3.46% from previous year)
- 2020: N/A
- 2021: $1,137,453 (+$153,466, +15.60% from previous year)
- 2022: $1,285,445 (+$147,993, +13.01% from previous year)
- 2023: $1,289,921 (+$4,476, +0.35% from previous year)
- 2024: $1,483,072 (+$193,151, +14.97% from previous year)
- 2025: $1,520,667 (+$37,595, +2.53% from previous year)
Needham’s median home prices have climbed from $835,806 in 2010 to $1,520,667 in 2025, marking an 82% rise. The market has seen ups and downs, but sharp gains in 2021 and 2022 pushed values to new heights. Growth has remained steady in the most recent years.
Needham – Family-Friendly Growth Hub
User:Magicpiano, CC BY-SA 4.0, via Wikimedia Commons
Located just southwest of Boston, Needham is known for its highly rated schools, safe neighborhoods, and easy commuter rail access to the city. With both residential charm and a growing downtown, it’s a go-to choice for buyers looking to balance urban convenience and suburban space.
The town’s housing market has been strong thanks to ongoing demand and limited inventory. As of 2025, median home values exceed $1.52 million, reflecting both local desirability and broader market trends that continue to push prices higher.
12. Lincoln – 95% Home Price Increase Since 2010
- 2010: $786,513
- 2011: $693,343 ($93,170, -11.85% from previous year)
- 2012: $698,592 (+$5,248, +0.76% from previous year)
- 2013: $752,502 (+$53,910, +7.72% from previous year)
- 2014: $859,386 (+$106,884, +14.20% from previous year)
- 2015: $922,380 (+$62,995, +7.33% from previous year)
- 2016: $955,975 (+$33,595, +3.64% from previous year)
- 2017: $975,705 (+$19,730, +2.06% from previous year)
- 2018: $1,004,939 (+$29,234, +3.00% from previous year)
- 2019: $1,019,928 (+$14,989, +1.49% from previous year)
- 2020: N/A
- 2021: $1,159,144 (+$139,216, +13.65% from previous year)
- 2022: $1,341,288 (+$182,144, +15.71% from previous year)
- 2023: $1,376,683 (+$35,395, +2.64% from previous year)
- 2024: $1,521,654 (+$144,971, +10.53% from previous year)
- 2025: $1,535,477 (+$13,823, +0.91% from previous year)
Home prices in Lincoln have climbed from $786,513 in 2010 to $1,535,477 by 2025, a 95% increase. After an initial dip in the early 2010s, values began to rise steadily and surged in the early 2020s, with double-digit growth in 2021 and 2022. Though growth tapered in 2025, prices remained elevated.
Lincoln – Green Space and High Demand
Lincoln is one of the most rural-feeling suburbs within easy reach of Boston, known for its open space, conservation land, and quiet, wooded neighborhoods. Home to the deCordova Sculpture Park and major sections of the Minute Man National Historical Park, Lincoln offers privacy and natural beauty without sacrificing access to the city.
These qualities have helped drive demand and price growth, especially as more buyers seek quiet, spacious settings within commuting range. With median values above $1.5 million as of 2025, Lincoln continues to attract well-off buyers looking for a refined country lifestyle.
11. Newton – 118% Home Price Increase Since 2010
- 2010: $716,875
- 2011: $719,148 (+$2,273, +0.32% from previous year)
- 2012: $711,224 ($7,924, -1.10% from previous year)
- 2013: $765,055 (+$53,831, +7.57% from previous year)
- 2014: $849,894 (+$84,838, +11.09% from previous year)
- 2015: $919,656 (+$69,762, +8.21% from previous year)
- 2016: $970,372 (+$50,715, +5.51% from previous year)
- 2017: $1,003,906 (+$33,535, +3.46% from previous year)
- 2018: $1,076,947 (+$73,041, +7.28% from previous year)
- 2019: $1,109,146 (+$32,199, +2.99% from previous year)
- 2020: N/A
- 2021: $1,200,793 (+$91,647, +8.26% from previous year)
- 2022: $1,346,302 (+$145,509, +12.12% from previous year)
- 2023: $1,350,658 (+$4,356, +0.32% from previous year)
- 2024: $1,521,012 (+$170,354, +12.61% from previous year)
- 2025: $1,563,371 (+$42,359, +2.78% from previous year)
Newton’s median home price jumped from $716,875 in 2010 to $1,563,371 in 2025—an increase of 118%. The city experienced a consistently strong real estate market, with rapid gains during 2021 and 2022, and another major spike in 2024.
Newton – Top Schools and Urban Convenience
Newton is a desirable suburb of Boston known for its excellent public schools, diverse housing stock, and vibrant village centers. It’s consistently ranked among the best places to live in Massachusetts, drawing families, professionals, and retirees alike.
With housing prices topping $1.56 million in 2025, Newton remains one of the most competitive housing markets in the state. Proximity to Boston, a strong local economy, and an array of amenities ensure that demand—and prices—stay high.
10. Winchester – 114% Home Price Increase Since 2010
- 2010: $736,156
- 2011: $740,368 (+$4,212, +0.57% from previous year)
- 2012: $723,408 ($16,960, -2.29% from previous year)
- 2013: $770,777 (+$47,369, +6.55% from previous year)
- 2014: $841,089 (+$70,312, +9.12% from previous year)
- 2015: $909,469 (+$68,380, +8.13% from previous year)
- 2016: $977,137 (+$67,667, +7.44% from previous year)
- 2017: $1,009,999 (+$32,862, +3.36% from previous year)
- 2018: $1,067,534 (+$57,535, +5.70% from previous year)
- 2019: $1,084,120 (+$16,586, +1.55% from previous year)
- 2020: N/A
- 2021: $1,208,983 (+$124,863, +11.52% from previous year)
- 2022: $1,363,251 (+$154,268, +12.76% from previous year)
- 2023: $1,377,959 (+$14,708, +1.08% from previous year)
- 2024: $1,533,898 (+$155,938, +11.32% from previous year)
- 2025: $1,578,880 (+$44,982, +2.93% from previous year)
Home prices in Winchester have increased 114% since 2010, rising from $736,156 to $1,578,880 in 2025. The town saw steady growth throughout the decade, followed by sharp increases from 2021 to 2024. Though the pace slowed in 2025, values remain high.
Winchester – Elegant Suburb With a Tight Market
Winchester offers a mix of historic homes, excellent public schools, and a well-connected commuter rail line to Boston. Its small-town feel with access to city jobs and amenities makes it a perennial favorite among affluent buyers.
The recent price surges are tied to strong buyer interest and limited inventory. At nearly $1.58 million in 2025, Winchester continues to hold its place among the state’s most expensive towns, buoyed by its quality of life and long-standing reputation.
9. Lexington – 123% Home Price Increase Since 2010
- 2010: $721,478
- 2011: $717,776 ($3,702, -0.51% from previous year)
- 2012: $718,043 (+$267, +0.04% from previous year)
- 2013: $773,968 (+$55,925, +7.79% from previous year)
- 2014: $851,150 (+$77,183, +9.97% from previous year)
- 2015: $917,600 (+$66,450, +7.81% from previous year)
- 2016: $969,958 (+$52,357, +5.71% from previous year)
- 2017: $1,005,751 (+$35,793, +3.69% from previous year)
- 2018: $1,057,333 (+$51,583, +5.13% from previous year)
- 2019: $1,091,243 (+$33,909, +3.21% from previous year)
- 2020: N/A
- 2021: $1,206,052 (+$114,809, +10.52% from previous year)
- 2022: $1,384,591 (+$178,539, +14.80% from previous year)
- 2023: $1,396,550 (+$11,959, +0.86% from previous year)
- 2024: $1,579,046 (+$182,497, +13.07% from previous year)
- 2025: $1,612,438 (+$33,391, +2.11% from previous year)
Lexington’s home prices have more than doubled, rising from $721,478 in 2010 to $1,612,438 in 2025—a 123% increase. Growth has been steady, with particularly large jumps in 2021, 2022, and 2024.
Lexington – Historic Prestige and Strong Demand
Best known for its Revolutionary War history, Lexington is a prestigious suburb with exceptional schools and a high quality of life. Its tree-lined neighborhoods, vibrant downtown, and proximity to Boston make it a consistent favorite among high-income families.
The town’s home values reflect this ongoing popularity. As of 2025, homes in Lexington average over $1.6 million, sustained by tight supply, strong public services, and enduring historical and educational appeal.
8. West Tisbury – 146% Home Price Increase Since 2010
- 2010: $673,422
- 2011: $671,883 ($1,539, -0.23% from previous year)
- 2012: $672,304 (+$421, +0.06% from previous year)
- 2013: $693,022 (+$20,718, +3.08% from previous year)
- 2014: $716,450 (+$23,429, +3.38% from previous year)
- 2015: $723,094 (+$6,644, +0.93% from previous year)
- 2016: $772,953 (+$49,859, +6.90% from previous year)
- 2017: $801,512 (+$28,559, +3.69% from previous year)
- 2018: $861,070 (+$59,558, +7.43% from previous year)
- 2019: $935,466 (+$74,396, +8.64% from previous year)
- 2020: N/A
- 2021: $1,141,253 (+$205,787, +22.00% from previous year)
- 2022: $1,467,485 (+$326,232, +28.59% from previous year)
- 2023: $1,497,898 (+$30,413, +2.07% from previous year)
- 2024: $1,666,625 (+$168,727, +11.26% from previous year)
- 2025: $1,660,031 ($6,593, -0.40% from previous year)
Home prices in West Tisbury have skyrocketed by 146% since 2010, climbing from $673,422 to $1,660,031. The most dramatic jumps came during the 2021–2022 pandemic boom, when remote work and second-home demand fueled record-breaking gains. Though 2025 saw a slight dip, overall growth remains exceptional.
West Tisbury – Rural Luxury on Martha’s Vineyard
John Phelan, CC BY 3.0, via Wikimedia Commons
West Tisbury, located on Martha’s Vineyard, offers a rural, low-key atmosphere with expansive lots and a slower pace. Known for its agricultural roots and open landscapes, the town blends coastal beauty with small-town charm. It has long appealed to seasonal residents and buyers seeking privacy and scenic surroundings.
Recent home price surges reflect both increased island demand and West Tisbury’s growing popularity as an upscale retreat. Even with a minor price slip in 2025, median values remain well above $1.6 million, cementing the town’s status as one of the island’s priciest enclaves.
7. Dover – 78% Home Price Increase Since 2010
- 2010: $995,543
- 2011: $966,406 ($29,137, -2.93% from previous year)
- 2012: $943,874 ($22,532, -2.33% from previous year)
- 2013: $975,691 (+$31,817, +3.37% from previous year)
- 2014: $1,042,327 (+$66,636, +6.83% from previous year)
- 2015: $1,074,561 (+$32,233, +3.09% from previous year)
- 2016: $1,097,888 (+$23,328, +2.17% from previous year)
- 2017: $1,126,039 (+$28,151, +2.56% from previous year)
- 2018: $1,162,115 (+$36,076, +3.20% from previous year)
- 2019: $1,194,925 (+$32,809, +2.82% from previous year)
- 2020: N/A
- 2021: $1,338,507 (+$143,582, +12.02% from previous year)
- 2022: $1,563,015 (+$224,508, +16.77% from previous year)
- 2023: $1,612,944 (+$49,929, +3.19% from previous year)
- 2024: $1,714,384 (+$101,440, +6.29% from previous year)
- 2025: $1,769,886 (+$55,502, +3.24% from previous year)
Dover’s home prices grew from $995,543 in 2010 to $1,769,886 in 2025—an increase of 78%. Though early 2010s growth was modest, prices accelerated from 2020 onward, especially in 2021 and 2022. Recent years have seen steady gains continue, keeping Dover among the state’s elite markets.
Dover – Exclusive and Undisturbed
Nestled along the Charles River, Dover is a small, residential town that consistently ranks among the wealthiest in Massachusetts. Known for its equestrian properties, large estates, and rural character, it offers a quiet lifestyle within reach of Boston.
The town’s top-tier school system and low-density development policies support a tight housing market. By 2025, home prices surpassed $1.76 million, showing that high-income buyers continue to value Dover’s privacy, space, and serenity.
6. Aquinnah – 101% Home Price Increase Since 2010
- 2010: $910,148
- 2011: $917,162 (+$7,014, +0.77% from previous year)
- 2012: $917,302 (+$140, +0.02% from previous year)
- 2013: $944,683 (+$27,381, +2.98% from previous year)
- 2014: $1,006,598 (+$61,915, +6.55% from previous year)
- 2015: $1,000,539 ($6,059, -0.60% from previous year)
- 2016: $1,045,652 (+$45,113, +4.51% from previous year)
- 2017: $1,090,805 (+$45,153, +4.32% from previous year)
- 2018: $1,156,627 (+$65,822, +6.03% from previous year)
- 2019: $1,210,690 (+$54,063, +4.67% from previous year)
- 2020: N/A
- 2021: $1,433,258 (+$222,568, +18.38% from previous year)
- 2022: $1,894,716 (+$461,458, +32.20% from previous year)
- 2023: $1,907,576 (+$12,860, +0.68% from previous year)
- 2024: $1,888,477 ($19,100, -1.00% from previous year)
- 2025: $1,831,701 ($56,776, -3.01% from previous year)
Aquinnah’s home values have doubled since 2010, rising from $910,148 to $1,831,701. Growth was relatively modest until a massive surge in 2021 and 2022, when prices soared over 50% in just two years. The market cooled slightly afterward, but values remain exceptionally high.
Aquinnah – Secluded Beauty on the Island’s Edge
Aquinnah, at the westernmost tip of Martha’s Vineyard, is famous for its clay cliffs, dramatic views, and Wampanoag heritage. It’s among the island’s most secluded towns, and that exclusivity adds to its real estate appeal. With limited inventory and strict zoning, price growth can be dramatic when demand surges.
Though 2024 and 2025 saw modest declines, Aquinnah’s home values remain near record highs. At over $1.8 million in 2025, the town exemplifies the ultra-premium niche on Martha’s Vineyard that continues to draw affluent buyers seeking privacy and prestige.
5. Edgartown – 169% Home Price Increase Since 2010
- 2010: $686,571
- 2011: $689,096 (+$2,525, +0.37% from previous year)
- 2012: $680,767 ($8,329, -1.21% from previous year)
- 2013: $698,352 (+$17,584, +2.58% from previous year)
- 2014: $752,482 (+$54,131, +7.75% from previous year)
- 2015: $774,587 (+$22,104, +2.94% from previous year)
- 2016: $838,921 (+$64,335, +8.31% from previous year)
- 2017: $885,694 (+$46,772, +5.58% from previous year)
- 2018: $970,087 (+$84,394, +9.53% from previous year)
- 2019: $1,067,171 (+$97,084, +10.01% from previous year)
- 2020: N/A
- 2021: $1,306,002 (+$238,831, +22.38% from previous year)
- 2022: $1,697,685 (+$391,683, +29.99% from previous year)
- 2023: $1,741,587 (+$43,902, +2.59% from previous year)
- 2024: $1,852,537 (+$110,950, +6.37% from previous year)
- 2025: $1,843,629 ($8,908, -0.48% from previous year)
Edgartown home prices rose from $686,571 in 2010 to $1,843,629 in 2025—a 169% increase. A huge surge came between 2020 and 2022, when prices jumped more than $600,000. Although values dipped slightly in 2025, the market remains one of Massachusetts’ most elite.
Edgartown – Vineyard Prestige at a Premium
Edgartown is one of the most iconic and historic towns on Martha’s Vineyard, known for its whitewashed captains’ homes, cobblestone streets, and luxurious coastal vibe. It’s a favorite among vacation home buyers, celebrities, and high-net-worth individuals seeking charm and exclusivity.
The dramatic run-up in values from 2020–2022 was fueled by intense pandemic-era demand. Though prices pulled back ever so slightly in 2025, Edgartown remains a top-tier destination with home values above $1.84 million, reflecting its enduring desirability and limited supply.
4. Wellesley – 105% Home Price Increase Since 2010
- 2010: $988,447
- 2011: $970,130 ($18,317, -1.85% from previous year)
- 2012: $934,417 ($35,712, -3.68% from previous year)
- 2013: $1,009,465 (+$75,047, +8.03% from previous year)
- 2014: $1,095,674 (+$86,209, +8.54% from previous year)
- 2015: $1,176,407 (+$80,733, +7.37% from previous year)
- 2016: $1,223,388 (+$46,981, +3.99% from previous year)
- 2017: $1,225,607 (+$2,219, +0.18% from previous year)
- 2018: $1,262,598 (+$36,991, +3.02% from previous year)
- 2019: $1,307,548 (+$44,951, +3.56% from previous year)
- 2020: N/A
- 2021: $1,474,102 (+$166,554, +12.74% from previous year)
- 2022: $1,679,532 (+$205,430, +13.94% from previous year)
- 2023: $1,737,713 (+$58,181, +3.46% from previous year)
- 2024: $1,916,971 (+$179,258, +10.32% from previous year)
- 2025: $2,024,457 (+$107,486, +5.61% from previous year)
Home prices in Wellesley have climbed from $988,447 in 2010 to over $2 million in 2025—a 105% increase. Though the early 2010s saw modest fluctuations, the past five years have brought a steep rise, especially from 2020 onward.
Wellesley – Elite Education and Suburban Comfort
Wellesley has long been a standout among Boston’s western suburbs. Home to Wellesley College and a highly ranked public school system, the town blends academic prestige with upscale living. Its walkable town center, train access, and leafy streets attract affluent families year-round.
With a 2025 median home price over $2 million, Wellesley has solidified its position as one of the priciest—and most desirable—residential markets in Massachusetts. Continued demand, paired with very limited housing inventory, keeps prices consistently high.
3. Weston – 95% Home Price Increase Since 2010
- 2010: $1,149,655
- 2011: $1,157,664 (+$8,009, +0.70% from previous year)
- 2012: $1,129,960 ($27,704, -2.39% from previous year)
- 2013: $1,151,205 (+$21,245, +1.88% from previous year)
- 2014: $1,265,461 (+$114,256, +9.92% from previous year)
- 2015: $1,341,249 (+$75,788, +5.99% from previous year)
- 2016: $1,376,488 (+$35,239, +2.63% from previous year)
- 2017: $1,368,891 ($7,597, -0.55% from previous year)
- 2018: $1,393,806 (+$24,915, +1.82% from previous year)
- 2019: $1,421,814 (+$28,009, +2.01% from previous year)
- 2020: N/A
- 2021: $1,594,072 (+$172,257, +12.12% from previous year)
- 2022: $1,894,291 (+$300,219, +18.83% from previous year)
- 2023: $1,952,031 (+$57,740, +3.05% from previous year)
- 2024: $2,198,708 (+$246,677, +12.64% from previous year)
- 2025: $2,237,945 (+$39,237, +1.78% from previous year)
Weston’s home values have risen from $1.15 million in 2010 to $2.24 million in 2025, a 95% increase. The market picked up significantly in the early 2020s, driven by large annual gains and sustained interest in luxury properties.
Weston – Seclusion, Wealth, and Timeless Appeal
Weston is synonymous with exclusivity. Tucked among forests and rolling hills west of Boston, the town features expansive estates, private roads, and a long-standing reputation for wealth and privacy. It’s also home to one of the top public school districts in the state.
With home values now exceeding $2.2 million, Weston’s real estate reflects both prestige and scarcity. Buyers pay a premium for privacy, space, and top-tier education, keeping Weston one of the Commonwealth’s most expensive towns year after year.
2. Chilmark – 67% Home Price Increase Since 2017
- 2010: N/A
- 2011: N/A
- 2012: N/A
- 2013: N/A
- 2014: N/A
- 2015: N/A
- 2016: N/A
- 2017: $1,373,015
- 2018: $1,426,147 (+$53,132, +3.87% from previous year)
- 2019: $1,475,217 (+$49,070, +3.44% from previous year)
- 2020: N/A
- 2021: $1,762,334 (+$287,117, +19.46% from previous year)
- 2022: $2,337,634 (+$575,300, +32.64% from previous year)
- 2023: $2,315,668 ($21,966, -0.94% from previous year)
- 2024: $2,296,218 ($19,451, -0.84% from previous year)
- 2025: $2,300,070 (+$3,853, +0.17% from previous year)
From 2017 to 2025, Chilmark’s home prices jumped 67%, reaching $2.3 million. The biggest leaps occurred in 2021 and 2022, when values climbed by over $850,000 in two years. Prices have cooled slightly since, but remain remarkably high.
Chilmark – Island Exclusivity at Peak Prices
Located on Martha’s Vineyard, Chilmark is known for its rugged coastline, limited development, and status as a private escape for the ultra-wealthy. The area’s zoning laws and land trusts keep the housing stock low, helping drive prices skyward when demand spikes.
Despite small declines in 2023 and 2024, the market stabilized in 2025 with a slight increase. At over $2.3 million, Chilmark remains a powerful example of how exclusivity, natural beauty, and limited supply converge to create sky-high values.
1. Nantucket – 149% Home Price Increase Since 2010
- 2010: $1,203,957
- 2011: $1,203,052 ($905, -0.08% from previous year)
- 2012: $1,208,908 (+$5,855, +0.49% from previous year)
- 2013: $1,260,652 (+$51,744, +4.28% from previous year)
- 2014: $1,379,321 (+$118,669, +9.41% from previous year)
- 2015: $1,503,522 (+$124,201, +9.00% from previous year)
- 2016: $1,671,281 (+$167,759, +11.16% from previous year)
- 2017: $1,711,010 (+$39,729, +2.38% from previous year)
- 2018: $1,791,477 (+$80,466, +4.70% from previous year)
- 2019: $1,948,287 (+$156,811, +8.75% from previous year)
- 2020: N/A
- 2021: $2,155,062 (+$206,775, +10.61% from previous year)
- 2022: $2,802,385 (+$647,323, +30.04% from previous year)
- 2023: $2,831,379 (+$28,994, +1.03% from previous year)
- 2024: $3,018,108 (+$186,730, +6.60% from previous year)
- 2025: $2,996,286 ($21,822, -0.72% from previous year)
Nantucket’s home values have risen 149% since 2010, reaching just under $3 million in 2025. The market soared between 2020 and 2022 and has remained elevated. Even with a small dip in 2025, prices are nearly two and a half times what they were 15 years ago.
Nantucket – Massachusetts’ Most Expensive Housing Market
Nantucket’s allure needs little introduction. This iconic island destination has become a symbol of wealth, status, and exclusivity. With limited housing stock and strict development limits, prices here are driven by sky-high demand and low supply.
As of 2025, Nantucket holds the top spot for Massachusetts’ most expensive real estate. Home values have tripled in some areas, and despite occasional softening, the island continues to command a premium few markets can match.
