4 Cunningham Ln, Milton, MA 02186
SOLD
NOV 7, 2025

4 Cunningham Ln
Milton, MA 02186

  • 5 Beds
  • 4 Baths
  • 4,746 sqft (on 0.46 acres)

$1,985,000

Last Sold: Nov 7, 2025
1% below list $2M
$418/sqft
Est. Refi. Payment $11,893/mo*
Refinance Your Home

$1,985,000

Last Sold: Nov 7, 2025
1% below list $2M
$418/sqft
Est. Refi. Payment $11,893/mo*
Refinance Your Home
5 Beds
4 Baths
4,746 sqft
(on 0.46 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Timeless elegance meets modern sophistication in this distinguished Cunningham Park residence. This 5 bed, 4 bath brick-front Colonial stands proudly on a corner lot in one of Milton’s most desirable neighborhoods, offering a layout designed for both elegant entertaining and everyday comfort. The first floor features formal living and dining rooms, a thoughtfully designed kitchen with island and dining area, and a bright family room that extends to a spacious deck and expansive backyard. Upstairs, the serene primary suite with spa-like bath is joined by three additional bedrooms and a full bath. A finished loft provides flexible space for a home office, playroom, or lounge, while the lower level offers a recreation room ideal for movies or games plus an additional bedroom and a flex room currently used as a gym. Designer finishes elevate the interiors, while a two-car garage, manicured grounds, and commanding curb appeal complete this rare offering of classic style and modern ease.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from November 07, 2025

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
$418/sqft
Listed
155 days ago

Home Details for 4 Cunningham Ln

Interior Features

Interior Details
Basement: FinishedNumber of Rooms: 10Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 4746 Square Feet
Appliances & Utilities
Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Range HoodDishwasherDisposalDryerLaundry: In BasementMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Forced Air,BaseboardHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 1Has a FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Carpet, Hardwood
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, Deck, PatioExterior: Porch, Deck, Patio, Storage, Professional Landscaping, Sprinkler System, Decorative LightingFoundation: Concrete PerimeterSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 6No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 8Parking: Attached,Garage Faces Side,Paved Drive,Off Street,Paved
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3483Finished Area (below surface): 1263

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 132762

Price & Status

Price
List Price: $1,995,000Price Per Sqft: $418/sqft
Status Change & Dates
Off Market Date: Mon Sep 29 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: MiltonCommunity: Cunningham Park
School Information
Elementary School: Collicot ElementaryJr High / Middle School: Charles S. PierceHigh School: Milton High/Milton Academy

Building

Building Area
Building Area: 4746 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.46 acres

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73429965Above Grade Unfinished Area: 3483
Last check for updates: about 6 hours ago
Listed by Ricardo Rodriguez & Associates Group, (617) 823-0072
Coldwell Banker Realty - Boston, (617) 266-4430
Ricardo Rodriguez, (617) 796-6084
Bought with: Adam Kelly, (603) 205-6118, All Things Real Estate, Inc., (781) 820-9722
Source: MLS PIN, MLS#73429965

Price History for 4 Cunningham Ln

DatePriceEventSource
11/07/2025$1,985,000Sold
MLS PIN #73429965
09/22/2025$1,995,000ContingentMLS PIN #73429965
09/12/2025$1,995,000Listed For SaleMLS PIN #73429965
12/16/2011$840,000Sold
N/A
09/08/2011$859,000PriceChange
Agent Provided
07/18/2011$879,000Listed For SaleAgent Provided
03/02/1993$300,000Sold
N/A

Market trends in Milton

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
67
14MoM
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Property Tax and Assessment

Year2025
Tax$17,845
Assessment$1,609,100
Home facts updated by county records

Homeowner tools

Estimated monthly rent$6,772/mo
List your home for rent

Comparable Sales for 4 Cunningham Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
290 Lyman Rd, Milton, MA
0.08
Single-Family Home
$1,975,000
09/12/25
4
4.5
3,620
48 Patricia Dr, Milton, MA
0.13
Single-Family Home
$1,500,000
11/25/25
5
4
3,388
88 Patricia Dr, Milton, MA
0.08
Single-Family Home
$1,645,000
04/06/26
4
2.5
2,936
48 Cypress Rd, Milton, MA
0.17
Single-Family Home
$2,200,000
10/02/25
5
5
5,250
141 Gun Hill St, Milton, MA
0.68
Single-Family Home
$2,550,000
10/14/25
5
3.5
4,522
34 Gerald Rd, Milton, MA
0.27
Single-Family Home
$1,265,000
08/22/25
4
3
2,675
40 Dean Rd, Milton, MA
0.28
Single-Family Home
$1,220,000
04/29/26
4
2.5
2,223
125 Lyman Rd, Milton, MA
0.30
Single-Family Home
$1,000,000
05/22/26
3
2.5
2,688
50 Badger Cir, Milton, MA
0.40
Single-Family Home
$1,375,000
08/11/25
4
1.5
2,100

Nearby homes

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Assigned Schools

These are the assigned schools for 4 Cunningham Ln.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Milton

At least 214 Trulia users voted on each feature.

  • 87 % Say it's dog friendly

  • 86 % Say there are sidewalks

  • 82 % Say parking is easy

  • 77 % Say yards are well-kept

  • 76 % Say car is needed

  • 74 % Say streets are well-lit

  • 71 % Say people would walk alone at night

  • 70 % Say there's holiday spirit

  • 69 % Say they plan to stay for at least 5 years

  • 67 % Say kids play outside

  • 65 % Say there's wildlife

  • 59 % Say it's quiet

  • 57 % Say neighbors are friendly

  • 54 % Say it's walkable to grocery stores

  • 53 % Say it's walkable to restaurants

  • 42 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Nancyhicks1962
    "I’ve lived in Milton for over 20 years and enjoy local businesses, walking around the neighborhood and chatting with my neighbors. "
    0
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  • Nancyhicks1962
    "A great sense of community in the school system and in town .Many online sites in the town to find out about current events, community programs, free items and other valuable resources. Many families are very connected to each other and majors it a great town/community."
    0
    Flag
  • Trulia User
    "Not the best, I live in a low-income area because of the number of people & transportation options, it's not an ideal convenient experience."
    1
    Flag
  • Trulia User
    "Everything, it’s an amazing neighborhood. Tons of families, quiet, clean safe and walking distance to all the schools "
    1
    Flag
  • Trulia User
    "It’s a very quiet and friendly neighborhood, nothing negative to say. During my years living here I’ve had a experience "
    0
    Flag
  • Trulia User
    "The neighborhood is family friendly and they will have the best interests for the neighborhood all around kids and parents seem friendly "
    0
    Flag
  • Trulia User
    "Great neighborhood. I’ve lived here for over 10 years, the people are friendly and I feel safe living here"
    0
    Flag
  • Rena K. S.
    "I’m not sure about the community events held in Milton, however the local grocery store: Fruitcenter Marketplace is fantastic and has the best produce I’ve ever had. Also there are fantastic restaurants. I also really enjoy the plant nurseries in the area. Milton is a great place if you are looking for a pretty diverse community right outside of the city. The school district here is pretty decent, however they do need to update their policies and cultural responsive teaching approach. The schools should also consider hiring more black/ teachers of color. In addition to that they should hold more direct conversations about race, and the way systemic racism manifests and several realms. Tip toeing around racism begets more racism. To that point, there needs to be more conversations about class, sexuality, religion, race and the intersectionality of those things. Other than that Milton is a cute town. I love living here and wish to raise my children here- especially if they can exists being who they truly are."
    10
    Flag
  • Stephanie.fallon
    "Lived in this neighborhood for 20 years , town for 40. Great town, great people, green space, schools, conveniences, etc "
    0
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  • Charmon8
    "Milton has an explicit commitment to being a diverse and inclusive community. It has excellent schools and a strong sense of caring for the quality of town. "
    1
    Flag
  • Rashawn
    "Elementary schools have a great French immersion program here. Excellent public schools overall. Your child can easily grow up speaking a 2nd or 3rd language. I did thanks to these schools."
    1
    Flag
  • L. D. J.
    "It is convenient to downtown Boston, the regional train system (Amtrak), inter and Intra-state highways, shopping, open space, large housing lots and recreational open space (7,000 acre Blue Hills Reservation). It hosts one of the finest independent schools in the country and is extremely safe."
    1
    Flag
  • Rosalie A.
    "Great schools, beautifully kept neighborhoods. Lower crime rates, amazingly clean and well kept parks, public areas, lots of dogs/pet friendly communities and multiple town events year round. "
    1
    Flag
  • Charmon8
    "Lots of grassy knolls, open parks, bike path with green space surrounding it. People pick up after dogs and many families with young children have pets. "
    0
    Flag
  • Vesper G. B.
    "I don't attend any neighborhood events n Milton. It's basically a bedroom community for my family I do love the privacy and large lot my home is on. Al's it's very close to my office in Boston "
    0
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  • Milton homeowner
    "Great access to major highways and well maintained, safe community. Neighbors are friendly and there seem to be many dog owners. Dog walking park nearby as well as blue hills "
    0
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  • Ycajca
    "Good neighborhood, great school system, quit, no crime, lack on food stores we need to go over to next town over for any food shopping. We need a pharmacy."
    0
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  • David T.
    "There are a lot of sidewalks and side streets and a dog park down the street. Most houses have big backyards "
    1
    Flag
  • Cindy N.
    "Public transit is pretty easy to navigate. It’s not the best, but I can easily take a bus and then a train into Boston."
    0
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  • Trulia User
    "I have lived in this neighborhood for the last nine years. The schools in the area are excellent and the neighborhoods are safe! Shopping and stores are easily accessible and children activities are plentiful."
    1
    Flag
  • Bme344259
    "Walking distance to public transportation, river view bike path, restaurants, super markets, coffee shops, pizza shop, wine and beer store, liquor store, dry cleaner...."
    3
    Flag
  • Jrosscpa g. c.
    "Yes, lots of dogs in the area and parks with dog friendly play times. Great neighborhood to walk a dog in."
    1
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  • Jrosscpa g. c.
    "Lots of dogs around and at the parks. Seems to be a Pet friendly neighborhood although we do not currently have a dog."
    0
    Flag
  • Joana D. M.
    "I see people walking dogs frequently. The local coffee shop has a water bowl outside. I believe there is a dog park nearby. "
    0
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  • Kdemas s.
    "Lots of other dogs and friendly neighbors and owners. Right around the corner from a great park - Kelly Field. "
    0
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The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
4 Cunningham Ln, Milton, MA 02186 is a 5 bedroom, 4 bathroom, 4,746 sqft single-family home built in 1987. This property is not currently available for sale. 4 Cunningham Ln was last sold on Nov 7, 2025 for $1,985,000 (1% lower than the asking price of $1,995,000). The current Trulia Estimate for 4 Cunningham Ln is $2,029,000.