Homes for Sale near Kiley Prep

• 

  

  

  /42

  $379,900

  • 6 Beds
  • 4 Baths
  • 1,920 Sq Ft

  536-538 Union St, Springfield, MA 01109

  A chance to own a modern duplex (built in 1988) featuring three bedrooms and 1.5 baths on each side with gas heat and hot water, public water and sewer, and full separate basements on each side. Vinyl sided exterior and a flat lot with150 ft deep back yard with plenty of room for parking and room for gardening or recreation. Both units need cosmetics and redecorating, but with a little elbow

  Roger Trombly Coldwell Banker Realty - Western MA

  536-538 Union St, Springfield, MA 01109
• 

  

  

  /7

  $179,000

  • 1 Bed
  • 1 Bath
  • 845 Sq Ft

  34 Sumner Ave Unit 208, Springfield, MA 01108

  FOR SALE: Unit 208 available at the Sumner Place at Forest Park Condominium, a private and professionally managed condominium building with 48 residential units. 4 floor building with elevator and fully renovated lobby and common area. Key fob entry, washers/dryers on each floor, daily cleaning, snow removal, storage closets. Located in Historic Forest Park Neighborhood. Directly across from

  Liam Reynolds Samuel D. Plotkin & Associates

  34 Sumner Ave Unit 208, Springfield, MA 01108
• 

  

  

  /28

  $240,000

  • 3 Beds
  • 1 Bath
  • 866 Sq Ft

  23 Steuben St, Indian Orchard, MA 01151

  Highest & Best Offer Due by Monday @12:00. This adorable and affordable Ranch has been lovingly cared for by the same owners for many years and is now ready for its next chapter. Whether you're purchasing your first home, downsizing, or simply looking for the convenience of one-level living, this well-maintained property offers endless possibilities. Featuring 3 bedrooms, 1 full bath, and

  Kim Landry Real Broker MA, LLC

  23 Steuben St, Indian Orchard, MA 01151
• 

  

  

  /23

  $380,000

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  183 Jewett St, Springfield, MA 01129

  Welcome to this beautiful 3-bedroom, 1.5-bath home tucked away on a quiet dead-end street in the sought-after Sixteen Acres area of Springfield. Offering approximately 1,300 square feet, this inviting residence features a modern kitchen with stainless steel appliances, in-home laundry, and a generous yard perfect for relaxing or entertaining. The covered carport provides added convenience, while

  Rula Baki Berkshire Hathaway HomeServices Realty Professionals

  183 Jewett St, Springfield, MA 01129
• 

  

  

  /42

  $359,000

  • 3 Beds
  • 3.5 Baths
  • 2,076 Sq Ft

  66 Barrison St, Springfield, MA 01109

  Conveniently located in Springfield's Sixteen Acres neighborhood, 66 Barrison Street offers easy access to everything you need. Just minutes from Forest Park, residents can enjoy scenic walking trails, playgrounds, gardens, and year-round community events. The home is close to schools, grocery stores, restaurants, shopping centers, and everyday conveniences, making daily errands simple. Commuters

  David Pedro

  66 Barrison St, Springfield, MA 01109
• 

  /2

  $100,000

  • Land
  • 43,124 Sq Ft
  • $101,010 per Acre

  SS Maple St, Springfield, MA 01105

  Take advantage of this rare opportunity to acquire a vacant lot in the Ames Hill/Crescent Hill Historic District. This 0.9927-acre lot was originally developed in the early 1870s by Jotham G. Chase, a lumber dealer. Chase finished his planned home's exterior, but never the interior—the home sold to banker Andrew Fennessy, who finished the home, but moved it to another location, building a new

  Erica Swallow Swallow Real Estate, Inc.

  SS Maple St, Springfield, MA 01105
• 

  

  /42

  $499,000

  • 4 Beds
  • 2 Baths
  • 1,632 Sq Ft

  78 Oak Brook Dr, East Longmeadow, MA 01028

  Welcome home to this beautifully maintained 4-bedroom 2-bath Colonial set on a spacious .58 acre lot in a desirable neighborhood. Freshly painted throughout in neutral colors, this bright and inviting home offers comfortable living space and timeless appeal. The sun-filled kitchen features white cabinetry and granite counters, and flows nicely into the front to back living room , where gleaming

  Kathleen Grudgen Berkshire Hathaway HomeServices Realty Professionals

  78 Oak Brook Dr, East Longmeadow, MA 01028
• 

  

  /42

  $1,100,000

  • 5 Beds
  • 5 Baths
  • 3,484 Sq Ft

  79 Silver Birch Rd, Longmeadow, MA 01106

  Spectacular 3,484-square-foot, 5-bedroom, 5-bath Colonial set on a stunning .77 acre private oasis, offering an exceptional blend of luxury, privacy, and resort-style living. Meticulously landscaped grounds feature professionally designed gardens, a lovely stone patio, sparkling in-ground saltwater pool, hot tub, and a stone Island with pergola creating an extraordinary setting for relaxing and

  Anita Taylor William Raveis R.E. & Home Services

  79 Silver Birch Rd, Longmeadow, MA 01106
• 

  

  /40

  $330,000

  $55K PRICE DROP

  • 1.5 Baths
  • 1,740 Sq Ft

  774-776 Liberty St, Springfield, MA 01104

  Great opportunity to own this investment property. This property offers a functioning barbershop and a second floor three bedroom apartment. The second floor unit has hardwood floors throughout, eat-in kitchen, large living room with picture window and a master bedroom offering a walk-in closet. Barber Shop brings in consistent cash flow! Central location close to highway, Baystate Hospital,

  Nunley Group Executive Real Estate, Inc.

  774-776 Liberty St, Springfield, MA 01104
• 

  

  /39

  $325,000

  $24K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,364 Sq Ft

  53 Luden St, Springfield, MA 01118

  UPDATED ATTACHED SINGLE FAMILY HOME IN EAST FOREST PARK! Located at the end of a dead-end street. Sun filled living room with a bay window is open to the kitchen/dining room. The kitchen boasts subway tile backsplash and granite counters with stainless steel appliances (gas stove 2026) and Bosch dishwasher. The dining area has a new slider to the deck and access to a private rear yard. Recently

  William McCarry William Raveis R.E. & Home Services

  53 Luden St, Springfield, MA 01118
• 

  

  /25

  $224,900

  • 2 Beds
  • 2 Baths
  • 925 Sq Ft

  34 Sumner Ave Unit 210, Springfield, MA 01108

  Excellent investment opportunity in Springfield's desirable Forest Park Heights. Unit 210 at 34 Sumner Avenue is a well-maintained, income-producing condominium with a quality tenant currently in place under lease, offering immediate rental income from day one. The current tenant has an established history of on-time rent payments, providing added confidence for investors seeking a stable,

  Team ROVI Real Broker MA, LLC

  34 Sumner Ave Unit 210, Springfield, MA 01108
• 

  

  /18

  $349,900

  • 4 Beds
  • 2 Baths
  • 1,710 Sq Ft

  46-48 Fenwick St, Springfield, MA 01109

  Opportunity awaits with this well-maintained side-by-side duplex situated on a desirable corner lot in one of Springfield's most convenient and sought-after locations. Just minutes from Western New England University, Springfield College, I-291, and the Massachusetts Turnpike, this property offers an easy commute to Worcester, Boston, and beyond. Each spacious unit features 2 bedrooms, beautiful

  Chester Ardolino Berkshire Hathaway HomeServices Realty Professionals

  46-48 Fenwick St, Springfield, MA 01109
• 

  

  /22

  $290,000

  • 9 Beds
  • 2 Baths
  • 2,894 Sq Ft

  157-159 Lebanon St, Springfield, MA 01109

  Classic Bostonian-style duplex offering strong potential for investors or owner-occupants. This two-family home features wood-burning fireplaces in each unit, adding warmth and character, as well as hardwood flooring throughout much of the living space. Each unit also has its own separate basement. The exterior is finished with low-maintenance aluminum siding. The property is in need of updates

  Maher Khatib M B C REALTORS®

  157-159 Lebanon St, Springfield, MA 01109
• 

  

  /31

  $121,500

  $8K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  101 Mulberry St Unit 519, Springfield, MA 01105

  Invest or own! Welcome to Mulberry House in Historic Downtown Springfield and enjoy the city skyline and sunset views! This fifth floor, two-bedroom condominium features a spacious open concept living room with dining area, hardwood floors and slider to the enclosed sunporch. The adjacent kitchen has refreshed cabinets with new hardware, a range, refrigerator, dishwasher and microwave. The roomy

  Roland Gelinas Keller Williams Realty

  101 Mulberry St Unit 519, Springfield, MA 01105
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  /13

  $289,000

  $96K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 1,121 Sq Ft

  435 State St, Springfield, MA 01105

  Attention FHA Buyers! This Multi Use property in one the redevelopment zone of the city is waiting your finishing touches. Street level access is a great opportunity for a Bodega, Coffee House, Resturant or whatever you come up with. Retail area offers plenty of storage with delivery access near the rear as well as with 1st floor ONLY access to the basement. All with 2 Accessible restrooms. The

  Pat Reynolds Executive Real Estate, Inc.

  435 State St, Springfield, MA 01105
• 

  

  /16

  $299,000

  • 6 Beds
  • 2 Baths
  • 2,058 Sq Ft

  49 Fremont St, Springfield, MA 01105

  Back on market due to buyer financing falling through! Excellent opportunity for investors or owner-occupants! Well-maintained 2-family featuring two 3-bedroom units. First-floor unit is vacant, making it ideal for owner occupancy or immediate rental income. Renovated second-floor unit is occupied by reliable tenants with an excellent rental history. Recent updates include a newer roof and

  New Homes Realty Group Gallagher Real Estate

  49 Fremont St, Springfield, MA 01105
• 

  

  /23

  $294,000

  $15K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,768 Sq Ft

  149 Old Farm Rd, Springfield, MA 01119

  Opportunity awaits at 149 Old Farm Rd in Springfield! This 3-bedroom, 1.5-bath home offers incredible potential for homeowners and investors alike. Enjoy the finished enclosed rear room, perfect for year-round entertaining, relaxing, or creating additional living space. The attached one-car garage adds convenience, while the unfinished upstairs area presents the opportunity to create a fourth

  Marc Riccitelli Rydon Realty, LLC

  149 Old Farm Rd, Springfield, MA 01119
• 

  

  /42

  $339,900

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,512 Sq Ft

  23 Stony Hill Rd, Wilbraham, MA 01095

  A must see in person! This home offers a flexible layout, spacious rooms, and pride of ownership throughout. Step into the inviting living room featuring hardwood floors and great natural light. The main level offers a spacious kitchen, a unique primary suite setup with a separate sitting area or home office leading into the primary bedroom, and additional second bedroom. Second floor offers

  Sheila Perez Naples Realty Group

  23 Stony Hill Rd, Wilbraham, MA 01095
• 

  

  /22

  $239,900

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  725 Bay St, Springfield, MA 01109

  Welcoming and vacant single-level home to view it's thoughtfully designed space. Easy living starts here. Stylish color tones give this home a fresh move-in ready feel. There are 2 bedrooms with plenty of closet space. A nice sized bathroom and linen closet. Tastefully finished lower level provides additional space for enjoyment. As you walk outside you find a beautifully covered patio with

  Aida Ruiz Batiste REMAX Connections

  725 Bay St, Springfield, MA 01109
• 

  

  /32

  $565,000

  • 2 Beds
  • 1.5 Baths
  • 1,617 Sq Ft

  36 Crescent Dr, Ludlow, MA 01056

  Welcome to this beautifully renovated 2-bedroom, 1.5-bath home, offering stylish updates and plenty of versatile living space. Step inside to a bright, open kitchen that flows seamlessly into the family room and dining area before extending into an exceptionally spacious living room. Sliding doors lead to a relaxing sunroom, where large picture windows provide peaceful views of the pond.

  Maria Crespo Keller Williams Realty

  36 Crescent Dr, Ludlow, MA 01056
• 

  

  /20

  $349,900

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 982 Sq Ft

  74 Leatherleaf Dr, Springfield, MA 01109

  Discover your dream home in this beautifully updated single- level ranch. The heart of the home features a stunning fully renovated kitchen complete with new stainless steel appliances. This spacious layout includes a large living room and 3 bedrooms on the main floor. Enjoy the bright and and newly renovated bath on the first floor. The hard floors on the main level have been polished and look

  Sharon Ofori Berkshire Hathaway HomeServices Realty Professionals

  74 Leatherleaf Dr, Springfield, MA 01109
• 

  

  /25

  $315,000

  $4K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 786 Sq Ft

  43 Barton St, Springfield, MA 01104

  BLESSINGS! Here is your new home, updated and ready to move in. Wonderful corner lot with a fully fenced in yard, breezeway. and a garage.Basement is a nice open space that can be used for anything you like.Attic is ready to complete for additional living space (2 more bedrooms).Schedule your showing today!

  Modesto Melendez Real Broker MA, LLC

  43 Barton St, Springfield, MA 01104
• 

  

  /42

  $459,900

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft

  8 Linwood Dr, Wilbraham, MA 01095

  Here's the one you've been waiting for! This very well maintained 3 bedroom, 2 bath ranch in quiet neighborhood has tons of upgrades. When you enter the home, you walk into the den with c/t floors and a slider to the extra large deck overlooking the very private rear yard, with shed and pool. The kitchen is loaded with features including cherry cabinets, under cabinet lighting, stainless steel

  Thomas Morrissette LAER Realty Partners

  8 Linwood Dr, Wilbraham, MA 01095
• 

  

  /42

  $975,000

  • 5 Beds
  • 3.5 Baths
  • 3,921 Sq Ft

  550 Wolf Swamp Rd, Longmeadow, MA 01106

  Welcome to this spectacular 5-bedroom, 3.5-bathroom contemporary-styled masterpiece, perfectly positioned adjacent to the prestigious Twin Hills Country Club. Designed with an exceptional floor plan, the seamless flow of this home offers an unparalleled environment for both grand entertaining and everyday luxury living.Every detail exudes sophistication, offering a true resort-like experience

  Nancy Maree William Pitt Sotheby's International Realty

  550 Wolf Swamp Rd, Longmeadow, MA 01106
• 

  

  /21

  $539,900

  • 6 Beds
  • 4 Baths
  • 2,560 Sq Ft

  144 Magazine St, Springfield, MA 01109

  Brand-new construction DUPLEX offering an exceptional opportunity for both owner-occupants and investors! Each spacious unit features 3 bedrooms, 1.5 bathrooms, central air, open-concept living, and stylish finishes throughout. The modern kitchens are equipped with quartz countertops, stainless steel appliances, contemporary cabinetry, and plenty of prep and storage space. Built with comfort and

  Jordan Torres Fathom Realty

  144 Magazine St, Springfield, MA 01109
• 

  

  /42

  $359,000

  $10K PRICE DROP Pre-Foreclosure

  • 7 Beds
  • 2 Baths
  • 1,964 Sq Ft

  398 Main St, Indian Orchard, MA 01151

  Located in the heart of the Indian Orchard neighborhood of Springfield, this inviting home offers a wonderful combination of comfort, convenience, and accessibility. Featuring a functional floor plan with spacious living areas, generously sized bedrooms, and abundant natural light, the property is designed for everyday living. The kitchen provides ample cabinet and counter space with room for

  David Pedro

  398 Main St, Indian Orchard, MA 01151
• 

  

  /10

  $300,000

  • 3 Beds
  • 1 Bath
  • 1,356 Sq Ft

  45 Thompkins Ave, East Longmeadow, MA 01028

  Welcome home to 45 Thompkins Ave, a well-maintained and move-in-ready Cape-style home offering comfort and affordability in the desirable East Longmeadow! This inviting home features 3 generously sized bedrooms, 1 full bathroom, hardwood floors throughout, and an attached one-car garage for added convenience. Per the owner the roof is only 3 years old, the heating system and electrical panel were

  Regina Hudson Lock and Key Realty Inc.

  45 Thompkins Ave, East Longmeadow, MA 01028
• 

  

  /42

  $1,150,000

  $150K PRICE DROP

  • 12 Beds
  • 6.5 Baths
  • 11,102 Sq Ft

  270 Maple St, Springfield, MA 01105

  Built in 1879, 270 Maple Street—historically known as the Frederick Harris House and more recently as Valentine Mansion—is a remarkable 30-room historic estate spanning 11,102 square feet. The largest single-family home in Springfield’s “City of Homes,” it features a 40-foot grand ballroom, ornate floor-to-ceiling hand-carved fireplaces, 12 bedrooms, 6.5 bathrooms, and what may be the city’s

  Erica Swallow Swallow Real Estate, Inc.

  270 Maple St, Springfield, MA 01105
• 

  

  /13

  $350,000

  • 4 Beds
  • 4 Baths
  • 1,710 Sq Ft

  36-38 Chester St, Springfield, MA 01105

  Turnkey Multifamily Investment | 36–38 Chester St**FULLY occupied side-by-side DUPLEX built in 1987, offering investors immediate rental income and strong long-term potential. Each unit features 2 spacious bedrooms, 1½ baths, a private basement, and ample parking. **Unit 38 was extensively RENOVATED in 2026**, including a new kitchen and appliances, updated bathroom vanities, luxury vinyl

  Mila Pavo Cameron Real Estate Group

  36-38 Chester St, Springfield, MA 01105
• 

  

  /40

  $439,300

  $21K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 3,204 Sq Ft

  27 Mattoon St, Springfield, MA 01105

  Rarely does an opportunity arise to own a piece of Springfield’s architectural crown jewel. Situated on the iconic, tree-lined Mattoon Street, this stunning 1872 Victorian row house offers a lifestyle of historic grandeur and urban convenience. The approach to this home is one of a kind. The garden level consists of an office and a newly updated charming country-style kitchen with stainless steel

  Theresa Lindsey Coldwell Banker Realty - Western MA

  27 Mattoon St, Springfield, MA 01105
• 

  

  /4

  $79,900

  $25K PRICE DROP

  • Land
  • 5.6 Acres
  • $14,268 per Acre

  480 Mountain Rd, Wilbraham, MA 01095

  Beautiful property with nice view potential. 200 feet of frontage, wooded, private but only minutes from the town center and Monson Wilbraham Academy. Additional adjacent land available, 474 Mountain Road, 4.78 Acres and 200 feet of frontage.

  Sandra Wahr Executive Real Estate, Inc.

  480 Mountain Rd, Wilbraham, MA 01095
• 

  

  /21

  $180,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 862 Sq Ft

  161 Nassau Dr, Springfield, MA 01129

  Desirable Hampden East condominium offering a bright, sunny interior and an inviting open floor plan. The spacious living room flows seamlessly into the dining area, where a sliding glass door opens to a private porch overlooking the beautifully manicured grounds, in-ground swimming pool, and tennis court. The kitchen features a new stove and dishwasher, providing added convenience for everyday

  Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

  161 Nassau Dr, Springfield, MA 01129
• 

  /2

  $64,000

  $6K PRICE DROP

  • Land
  • 4,791 Sq Ft
  • $581,818 per Acre

  Lot (0) Royalton St, Chicopee, MA 01020

  Chicopee, MA Single Family Building Lot in Sought After Residential Neighborhood. This 50x100 lot has City Water & Sewer at the street. Electricity at the street. The lot is located to the right of 103 Royalton St Chicopee, MA. Buyer to verify all information with the City of Chicopee Planning & Building Departments.

  Chester Ardolino Berkshire Hathaway HomeServices Realty Professionals

  Lot (0) Royalton St, Chicopee, MA 01020
• 

  

  /35

  $339,900

  • 3 Beds
  • 1.5 Baths
  • 1,743 Sq Ft

  185 Leyfred Terrace, Springfield, MA 01108

  Welcome to this charming Colonial-style home, where classic character meets everyday comfort. Built in 1926, this well-maintained residence offers a warm and inviting atmosphere with abundant natural light throughout. The home features three bedrooms, one full bathroom, and one half bathroom, providing a practical and desirable layout. Bright and welcoming living spaces create an ideal setting

  The Ponte Group Keller Williams South Watuppa

  185 Leyfred Terrace, Springfield, MA 01108
• 

  

  /35

  $524,000

  • 8 Beds
  • 2 Baths
  • 2,720 Sq Ft

  184 King St, Springfield, MA 01109

  Investor Take Notice: opportunity to own a fully renovated multi-family property, Investment property with a positive cash Flow. The property has two rented apartments & has been Renovated and with many updates. Beautiful 1st & 2nd floor apartments, Both apartments have been remodel & Feature three bedrooms with hardwood flooring and one bath; The kitchen is equipped with a gas stove,

  Nelson Acosta Witman Properties, Inc.

  184 King St, Springfield, MA 01109
• 

  

  /39

  $485,000

  • 6 Beds
  • 3 Baths
  • 4,411 Sq Ft

  19-21 Rutledge Ave, Springfield, MA 01105

  NEW ROOF, NEW DRIVEWAY, 2 NEW GAS HOT WATER TANKS, NEW PORCH, ONE VACANT UNIT AND MORE! Welcome to 19–21 Rutledge Ave! A well-maintained 3-family offering a fantastic opportunity for investors and owner-occupants alike. Each of the three units offers 2 bedrooms and generous open layouts, creating comfortable living spaces and strong rental appeal. With major exterior and mechanical updates

  Sheila Perez Naples Realty Group

  19-21 Rutledge Ave, Springfield, MA 01105
• 

  

  /22

  $329,900

  $50K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  137 Carroll St, Springfield, MA 01108

  Location, Location, Location! This 3 bedroom, 2 full baths brick ranch with 2 garages is located in sought after Forest Park area of town near East Longmeadow line. On the main level it offers: spacious living room with fireplace and a closet; large remodeled eat-in kitchen with dining area, new cabinets, new counters, new S/S appliances, tile floor and pantry; all 3 bedrooms with closets and new

  Ivan Karamian Berkshire Hathaway HomeServices Realty Professionals

  137 Carroll St, Springfield, MA 01108
• 

  

  /15

  $375,000

  • 4 Beds
  • 1 Bath
  • 1,344 Sq Ft

  38 Manchester Terrace, Springfield, MA 01108

  Welcome to this beautifully renovated 4-bedroom home located on the desirable East Longmeadow / Longmeadow line. From the moment you enter, the attention to detail and modern finishes immediately stand out. The home features an open living and dining area with refinished floors and abundant natural light, creating a warm and inviting space for everyday living and entertaining.The updated kitchen

  The Generation Group Coldwell Banker Realty - Western MA

  38 Manchester Terrace, Springfield, MA 01108
• 

  

  /12

  $90,000

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 813 Sq Ft

  140 Chestnut St Unit M4, Springfield, MA 01103

  Don't miss this opportunity to own one of the larger one bedroom units in Kimball Towers! A unique and spacious 1-bedroom, 1-bath condo featuring 813 square feet of living space with an open floor plan. Step inside to an inviting generously sized living room and dining area, an updated kitchen complete with granite countertops and newer cabinets, ample closet space, a large bedroom with a double

  Regina Hudson Lock and Key Realty Inc.

  140 Chestnut St Unit M4, Springfield, MA 01103
• 

  

  /36

  $230,000

  Open Sun 2PM - 4PM

  • 2 Beds
  • 2 Baths
  • 885 Sq Ft

  128 Newfield Rd, Springfield, MA 01119

  *Offer Deadline Friday 8/21/26 4pm. Welcome to this beautifully maintained, move-in-ready 2-bedroom, 2-full-bathroom Colonial! Tucked away on a dead-end street in a serene neighborhood, this turn-key property offers the ideal blend of privacy, modern upgrades, and functional living, perfect for first-time homebuyers or anyone looking to downsize. Come inside to a light-filled living area that

  Tanya Harvey Keller Williams Realty

  128 Newfield Rd, Springfield, MA 01119

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