Berkshire County, MA Homes

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  /97

  $349,000

  • 4 Beds
  • 3.5 Baths
  • 4,009 Sq Ft

  514 South St, Pittsfield, MA 01201

  Set along one of Pittsfield's historic corridors, this circa 1815 Federal-style estate offers a compelling study in early American architecture, enduring design, and modern potential. Once a vibrant estate, the property still echoes its past, where landscaping and period lighting brought warmth and presence to the grounds. Inside, a quiet air of English refinement unfolds. Neoclassical detailing

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  (413) 722-5807

  514 South St, Pittsfield, MA 01201
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  /5

  $32 total monthly price

  • Studio
  • 8,955 Sq Ft
  • Property for Rent

  73 W Center St, Lee, MA 01238

  Be Part of the Vibrant Lee Community. Restored Historic Mill Machine Shop Building is a Commercial Condominium available for Lease, occupancy in 2027. Tenant responsible for cost of improvements which can be amortized over the life of the lease and built into monthly lease payment. Rentable space is 8,955 sf on two levels, 5,809 sf first floor, 3,146 sf second floor plus basement. Gallery,

  Rich Aldrich WILLIAM PITT SOTHEBY'S - LENOX

  73 W Center St, Lee, MA 01238
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  /23

  $355,000 Sold Jul 15, 2025

  9 Rolling Hills Unit 5, Lenox, MA 01240

  • 2 Beds
  • 3 Baths
  • 1,552 Sq Ft
  • Built 1976

  Last Sold Summary

  • $229/SF
  • 3 Days On Market

  Last Listing Agent Susan Baum BERKSHIRE HOMES AND CONDOS

  9 Rolling Hills Unit 5, Lenox, MA 01240
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  /40

  Est $662,453 Not Listed For Sale

  7 Holt St, Pittsfield, MA 01201

  • 5 Beds
  • 5 Baths
  • 3,984 Sq Ft
  • Built 2009

  7 Holt St, Pittsfield, MA 01201

  Last Sold Summary

  • 4% Above List Price
  • $160/SF
  • 11 Days On Market

  Last Sold Price $638,500

  Last Listing Agent Jason Saphire www.HomeZu.com
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  /47

  $650,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  161 Leona Dr, Pittsfield, MA 01201

  Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an

  

  Nick Geranios

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 570-8931

  161 Leona Dr, Pittsfield, MA 01201
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  /9

  $1,250 total monthly price

  • Condo for Rent

  7 Albert St Unit 1, Adams, MA 01220

  Convienient 2 Bedroom - 1 Bath First floor apartment. Close to downtown Adams, MA

  Christian Garner NOCHER REALTY

  7 Albert St Unit 1, Adams, MA 01220
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  /33

  $1,100,000 Sold Jun 06, 2025

  102 Castle Hill Ave, Great Barrington, MA 01230

  • 4 Beds
  • 2 Baths
  • 1,506 Sq Ft
  • Built 1856

  Last Sold Summary

  • 8% Below List Price
  • $730/SF
  • 209 Days On Market

  Current Estimated Value $1,058,150

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  102 Castle Hill Ave, Great Barrington, MA 01230
• 

  

  /26

  Est $406,353 Not Listed For Sale

  26 Old Stockbridge Rd Unit 4, Lenox, MA 01240

  • 3 Beds
  • 2.5 Baths
  • 1,538 Sq Ft
  • Built 1870

  26 Old Stockbridge Rd Unit 4, Lenox, MA 01240

  Last Sold Summary

  • 13% Above List Price
  • $234/SF
  • 141 Days On Market

  Last Sold Price $360,000

  Last Listing Agent Susan Calkins STONE HOUSE PROPERTIES, LLC
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  /7

  $59,900

  • Land
  • 1.23 Acres
  • $48,699 per Acre

  Lot 140 Westbrook Terrace, Pittsfield, MA 01201

  Nestled on a quiet street among upscale homes, this 1.23-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 288-3713

  Lot 140 Westbrook Terrace, Pittsfield, MA 01201
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  /93

  $18,000 total monthly price

  • 5 Beds
  • 5.5 Baths
  • 4,860 Sq Ft
  • Property for Rent

  36 Millard Rd, Egremont, MA 01230

  The perfect Berkshire country retreat for large gatherings awaits you. Bring your family andfriends to enjoy this stunning home and property on 18+ acres perched atop the Berkshire hillswith panoramic views. This generous and tasteful home offers endless spaces to relax andentertain. Lounge on the expansive deck with gorgeous views all around.Take a swim in yourown pond overlooking the

  Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

  36 Millard Rd, Egremont, MA 01230
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  /21

  $695,000 Sold Oct 23, 2025

  111 Castle Hill Ave, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1949

  Last Sold Summary

  • 2% Below List Price
  • $414/SF
  • 68 Days On Market

  Current Estimated Value $704,009

  Last Listing Agent Martha Piper THE KINDERHOOK GROUP

  111 Castle Hill Ave, Great Barrington, MA 01230
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  /24

  Est $136,556 Not Listed For Sale

  71 Carson Ave, Clarksburg, MA 01247

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1928

  71 Carson Ave, Clarksburg, MA 01247

  Last Sold Summary

  • 11% Above List Price
  • $118/SF
  • 47 Days On Market

  Last Sold Price $122,500

  Last Listing Agent Michele Purcell LAMACCHIA REALTY, INC
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  /42

  $1,650,000 Pending

  • 4 Beds
  • 3 Baths
  • 7,027 Sq Ft

  17 East St, Stockbridge, MA 01262

  Architecturally iconic and rich with history, this brick Federal home and its gracefully conceived mid-1990s expansion offer a rare opportunity for a buyer with vision. The last major renovation paired the 1830s structure with an addition that respects the original proportions while opening new possibilities for contemporary living. Set along the Stockbridge–Lenox corridor on 13+/- acres (9

  

  Selina Lamb

  Birch Properties

  (413) 300-6860

  17 East St, Stockbridge, MA 01262
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  /7

  $1,000 total monthly price

  • 700 Sq Ft
  • Property for Rent

  19 Williamstown Rd, Lanesborough, MA 01237

  This new commercial property offers 2 available spaces for lease, 700 sq ft per space, easy access, visibility to road, radiant heat, security cameras, fiber optics, 3 phase power, custom buildout options like a mezzanine, bathroom or kitchen potential, lease 1 or both spaces unlimited potential. Need more space, an additional 11 units are planned for this facility.

  Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

  19 Williamstown Rd, Lanesborough, MA 01237
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  /27

  $430,000 Sold Aug 22, 2025

  377 Pomeroy Ave, Pittsfield, MA 01201

  • 3 Beds
  • 2.5 Baths
  • 2,125 Sq Ft
  • Built 1950

  Last Sold Summary

  • 4% Below List Price
  • $202/SF
  • 20 Days On Market

  Current Estimated Value $440,678

  Last Listing Agent Franz Forster FRANZ J. FORSTER R. E.

  377 Pomeroy Ave, Pittsfield, MA 01201
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  /27

  Est $134,596 Not Listed For Sale

  65 Carson Ave, Clarksburg, MA 01247

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1928

  65 Carson Ave, Clarksburg, MA 01247

  Last Sold Summary

  • 11% Above List Price
  • $116/SF
  • 53 Days On Market

  Last Sold Price $120,900

  Last Listing Agent Amy Wood STEEPLEVIEW REALTY - N. ADAMS
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  /16

  $125,000

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft

  77 Front St, North Adams, MA 01247

  Centrally located two family. Located a short distance from Downtown North Adams , Mass MoCA and Groundart Studios. The home is currently being used as single family. The second egress to unit 2 will to be restored.The property is a double lot. There is a building lot to the left of the existing home.

  

  Michael Hernandez

  360BERKSHIRE REALTY GROUP

  (413) 296-2006

  77 Front St, North Adams, MA 01247
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  /30

  $500 total monthly price

  • Studio
  • 2 Baths
  • 1,857 Sq Ft
  • Property for Rent

  20 Bank Row, Pittsfield, MA 01201

  MULTIPLE PROFESSIONAL OFFICE SPACES READY FOR IMMEDIATE TENANCY. Located in the historic Bank Row Building above Patrick's Pub, mere steps from the Berkshire District Courthouse. Perfect for Attorneys! Conference room, private restrooms, hardwood floors, exposed brick walls. Central A/C in the front of the building and electric baseboard heat in the back. Electric cost will be figured into the

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  20 Bank Row, Pittsfield, MA 01201
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  /22

  $268,000 Sold Jun 17, 2025

  56 Velma Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft
  • Built 1955

  Last Sold Summary

  • $282/SF
  • 11 Days On Market

  Current Estimated Value $269,568

  Last Listing Agent Angel Black KRG - Key Realty Group

  56 Velma Ave, Pittsfield, MA 01201
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  /13

  Est $145,614 Not Listed For Sale

  57 Carson Ave, Clarksburg, MA 01247

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1928

  57 Carson Ave, Clarksburg, MA 01247

  Last Sold Summary

  • 15% Above List Price
  • $122/SF
  • 30 Days On Market

  Last Sold Price $127,000

  Last Listing Agent Erin Scott BURNHAM GOLD REAL ESTATE, LLC
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  /42

  $1,280,000

  • 3 Beds
  • 4.5 Baths
  • 2,691 Sq Ft

  18 Highcrest Rd Unit 20, Lenox, MA 01240

  

  Selina Lamb

  Birch Properties

  (413) 591-5654

  18 Highcrest Rd Unit 20, Lenox, MA 01240
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  /61

  $11,000 per month

  • 4 Beds
  • 2.5 Baths
  • 5,300 Sq Ft
  • House for Rent

  Unlisted Address

  Escape to this private 280-acre Berkshire estate just 10 min. from downtown Great Barrington. This 5,300 sq ft, 4BR/3BA historic home (c.1803) blends antique charm w/ modern luxury featuring wide-plank floors, exposed beams, 4 fireplaces, radiant heat, skylights, & vaulted ceilings. A chef's kitchen, formal dining room, sunroom, art studio, home office, & finished basement offer space for

  Lance Vermeulen LANCE VERMEULEN RE, INC

  Unlisted Address
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  /29

  $314,000 Sold Dec 04, 2025

  39 Highlawn Dr, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,050 Sq Ft
  • Built 1949

  Last Sold Summary

  • 6% Below List Price
  • $299/SF
  • 42 Days On Market

  Current Estimated Value $316,526

  Last Listing Agent Marnie Garzone BISHOP WEST REAL ESTATE

  39 Highlawn Dr, Pittsfield, MA 01201
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  /79

  Est $589,853 Not Listed For Sale

  245 Francis Ave, Pittsfield, MA 01201

  • 11 Beds
  • 5 Baths
  • 5,106 Sq Ft
  • Built 1903

  245 Francis Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 6% Above List Price
  • $109/SF
  • 42 Days On Market

  Last Sold Price $555,000

  Last Listing Agent Jose Goncalves 413 REAL ESTATE
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  /2

  $150,000

  • Land
  • 0.45 Acre
  • $333,333 per Acre

  50 Commercial St, Adams, MA 01220

  Commercial Parcel located on route 8 in Adams MA. Strong commercial location.

  

  Michael Hernandez

  360BERKSHIRE REALTY GROUP

  (413) 402-6094

  50 Commercial St, Adams, MA 01220
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  /15

  $1,800 total monthly price

  • 2,346 Sq Ft
  • Property for Rent

  324 North St, Pittsfield, MA 01201

  Available for immediate occupancy, this freshly renovated, open-concept commercial space offers approximately 4,500 square feet in the heart of downtown Pittsfield. A blank slate, perfect for a wide range of uses like retail, office space, art gallery, wellness/fitness studio, boutique, or a creative space. Features include street-level storefront with large display windows, front & rear

  Patricia Molina CENTURY 21 NORTHEAST

  324 North St, Pittsfield, MA 01201
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  /36

  $237,000 Sold Nov 18, 2025

  24 Lebanon Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,449 Sq Ft
  • Built 1925

  Last Sold Summary

  • 18% Below List Price
  • $164/SF
  • 56 Days On Market

  Current Estimated Value $247,615

  Last Listing Agent Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  24 Lebanon Ave, Pittsfield, MA 01201
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  /45

  Est $969,811 Not Listed For Sale

  89 Orchard Cir, Pittsfield, MA 01201

  • 6 Beds
  • 4 Baths
  • 3,873 Sq Ft
  • Built 1968

  89 Orchard Cir, Pittsfield, MA 01201

  Last Sold Summary

  • 10% Above List Price
  • $227/SF
  • 13 Days On Market

  Last Sold Price $879,900

  Last Listing Agent Stacy Chojnowski William Pitt
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  /27

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,096 Sq Ft

  33 Gattuso Dr, North Adams, MA 01247

  Nestled in a quiet North Adams neighborhood, this well-maintained single-family ranch offers comfort, convenience, and beautiful mountain views. Built in 1972, the home features 3 bedrooms, 1 full bath, and 1,096 sq. ft. of living space on a spacious 1-acre lot.Enjoy the cozy sunroom with a wood stove, perfect for relaxing year-round, along with the front deck ideal for taking in the peaceful

  

  Michael Hernandez

  360BERKSHIRE REALTY GROUP

  (413) 287-1251

  33 Gattuso Dr, North Adams, MA 01247
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  /26

  $13,000 total monthly price

  • 3 Beds
  • 3.5 Baths
  • 3,100 Sq Ft
  • House for Rent

  37 Kalliste Hill, Great Barrington, MA 01230

  PRISTINE ONE YEAR RENTAL with Wonderful Views! Seeing is believing. This picture perfect home has it all. First floor en suite primary bedroom, 2 en suite guest bedrooms, a fabulous family room, a living room with fireplace and mountain views, a country kitchen, a delightful screened porch and a deck that simply says ''Wow.'' This rental is immediately available. If you are looking for

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  37 Kalliste Hill, Great Barrington, MA 01230
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  /29

  $219,500 Sold Nov 03, 2025

  46 Bossidy Dr, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 998 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Above List Price
  • $220/SF
  • 6 Days On Market

  Current Estimated Value $221,249

  Last Listing Agent Abbie West GELINAS REAL ESTATE

  46 Bossidy Dr, Pittsfield, MA 01201
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  /34

  Est $682,756 Not Listed For Sale

  79 View Dr, Pittsfield, MA 01201

  • 3 Beds
  • 2.5 Baths
  • 1,947 Sq Ft
  • Built 1960

  79 View Dr, Pittsfield, MA 01201

  Last Sold Summary

  • 6% Above List Price
  • $331/SF
  • 7 Days On Market

  Last Sold Price $645,000

  Last Listing Agent Jared Kelly William Pitt
• 

  

  /23

  $1,340,000

  • 2 Beds
  • 2 Baths
  • 2,110 Sq Ft

  520 State Rd Unit 402, North Adams, MA 01247

  Loft 402 is one of Greylock WORKS' most sought-after residences: a large, south-facing 2BR | 2BA + Study Berkshires loft with soaring 16-foot ceilings, luminous all-day light, and sweeping views of the hills. Set within the region's most celebrated mill conversion, this exceptional home blends architectural authenticity with contemporary design in a way that defines modern Berkshire living.The

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 725-4556

  520 State Rd Unit 402, North Adams, MA 01247
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  /21

  $4,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • House for Rent

  1526 North St, Pittsfield, MA 01201

  Imagine yourself living lakeside! Beautiful, completely renovated home overlooking Pontoosuc Lake. Centrally located and close to all Berkshire Attractions! All rooms are completely updated and freshly decorated. Cozy fireplaced living room and gorgeous views of the lake from each room. Newly constructed patio to the side of the home offering Hot tub, fire pit, Adirondack chairs, dining table &

  Trish Petricca BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  1526 North St, Pittsfield, MA 01201
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  /28

  $225,000 Sold Mar 05, 2026

  326 Dalton Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft
  • Built 1940

  Last Sold Summary

  • 22% Below List Price
  • $184/SF
  • 357 Days On Market

  Current Estimated Value $259,106

  Last Listing Agent Jessie Downer LAMACCHIA REALTY, INC

  326 Dalton Ave, Pittsfield, MA 01201
• 

  

  /25

  Est $305,619 Not Listed For Sale

  10 Brookline Ave, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1988

  10 Brookline Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 9% Above List Price
  • $260/SF
  • 5 Days On Market

  Last Sold Price $281,000

  Last Listing Agent Craig Kahn ALL SEASONS REALTY GROUP
• 

  

  /43

  $625,000 Pending

  • 3 Beds
  • 4 Baths
  • 2,229 Sq Ft

  223 Silver Leaf Dr, Becket, MA 01223

  Stunning contemporary high-tech home. Custom built. Ideal for entertaining and large gathering. The spacious living room flows into an open dining and large kitchen with stainless & granite. Primary bedroom and full bath along with a 2nd bedroom and full bath plus laundry are all on the first floor. 3rd bedroom and full bath are in the loft and 2 extra rooms; full bath and a huge family room are

  

  Ginger Conner

  RED HORSE REAL ESTATE, LLC

  (413) 553-1038

  223 Silver Leaf Dr, Becket, MA 01223
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  /12

  $9,500 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Condo for Rent

  44 Main St Unit 4, Stockbridge, MA 01262

  Outstanding fully renovated 3 Bedroom, 2 bathroom apartment in the heart of Stockbridge. Walk to restaurants, shops, library, etc. The best apartment in the building even though it is on the third level. Fully furnished with all new quality appointments. Must be seen to be appreciated. Terrific Summer Rental! No pets. JULY & AUGUST @ $9,000/month. Rent reduces to $4500 per month on September 1,

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  44 Main St Unit 4, Stockbridge, MA 01262
• 

  

  /18

  $193,000 Sold Sep 24, 2025

  109 N Summer St, Adams, MA 01220

  • 3 Beds
  • 1.5 Baths
  • 1,541 Sq Ft
  • Built 1952

  Last Sold Summary

  • 19% Below List Price
  • $125/SF
  • 33 Days On Market

  Current Estimated Value $210,378

  Last Listing Agent Deb Trzcinski STEEPLEVIEW REALTY - ADAMS BRANCH

  109 N Summer St, Adams, MA 01220
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  /20

  Est $262,911 Not Listed For Sale

  23 Day St, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 988 Sq Ft
  • Built 1955

  23 Day St, Pittsfield, MA 01201

  Last Sold Summary

  • 9% Above List Price
  • $244/SF
  • 5 Days On Market

  Last Sold Price $241,000

  Last Listing Agent Kellie Perrault KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

Showing Results 241 - 280, Page 7 of 18