Douglas Milne

Darien CT

Houlihan Lawrence

31 Closed Sales

$85.8M Total Value

$1M - $9.4M Price Range

$2.8M Average Price

Prior 5 years

About Douglas

Doug Milne is the founder and former President of Kelly Associates Real Estate serving Darien, New Canaan, Rowayton, and Westport Connecticut. Since 1979 he has been involved in hundreds of transactions. Mr. Milne started his career in sales and sales management at IBM and has lived in Darien since 1958. Visit www.dougmilne.com He entered the real estate business in 1979 since that time he has consistently been the leading producer of the firm, specializing in the upper end of the single-family market. He has extensive experience in new construction development and land subdivision and the marketing of coastal properties. Since 2008 Mr. Milne has facilitated more than $600,000,000 of real estate sales including most of the largest waterfront properties in Darien based on the sales price. In addition, he has consistently invested in commercial real estate since 1981. Currently, he owns property in Darien, New Canaan, and Colorado.

In addition, he has consistently invested in commercial real estate since 1981. Currently, he owns property in Darien, New Canaan, and Colorado.
Mr. Milne was the original founder and Chairman of the Board of The Bank of Darien. In addition to his real estate efforts, he has taught classes in real estate finance to hundreds of realtors in Fairfield and Westchester counties.
Doug is a member of the Connecticut Association of Realtors and National Association of Realtors, the Darien Board of Realtors, Darien Multiple Listing Service, The New Canaan Board of Realtors and MLS, Greater Fairfield County CMLS, and Leading Real Estate Companies of the World, a global real estate network affiliation.

Doug has served as a Director and President of the Darien YMCA, was Chairman of the Board of the Easter Seals Rehab Center, Director of the Darien United Way, the Darien Land Trust, and Wee Burn Country Club. He is the former Chairman of the Board of the Stamford Hospital and is currently vice chairman of the Stamford Hospital Foundation.

Home Types: House, Townhouse, Lot/Land

Years of Experience: 18

Education: Connecticut College

Transaction History

1 Year
2 Year
5 Year

Seller Deals

Total Deals

Total Value

$21,038,899

Average Sale Price

$4,207,780

Price Range

$1M - $9.4M

Buyer Deals

Total Deals

Total Value

$2,250,000

Average Sale Price

$2,250,000

Seller Deals

Total Deals

Total Value

$56,152,860

Average Sale Price

$2,955,414

Price Range

$738K - $9.4M

Buyer Deals

Total Deals

Total Value

$29,629,000

Average Sale Price

$2,469,083

Price Range

$1.1M - $4.8M

5 Year View

Neighborhoods Douglas is Experienced In

Douglas's Active Listings

$4,950,000
- 5 Beds
- 7 Baths
- 6,823 Sq Ft
537 Oenoke Ridge

New Canaan, CT
Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living

Douglas Milne Houlihan Lawrence

$5,895,000
- 4 Beds
- 2.5 Baths
- 2,387 Sq Ft
43 Rowayton Ave

Norwalk, CT
Set along the picturesque Five Mile River with its own private beach and dock, this exceptional waterfront home captures sweeping views of the Long Island Sound and unforgettable sunsets from multiple outdoor living spaces, including a terrace with a gas fireplace and two expansive decks. Located in the heart of the sought-after Rowayton Beach Association, the residence offers a bright, open

Douglas Milne Houlihan Lawrence

Co-Listing Agent

$10,495,000
- 4 Beds
- 5.5 Baths
- 6,045 Sq Ft
7 Rowayton Ave

Norwalk, CT
Set prominently along the coveted shoreline of Rowayton, this extraordinary residence is a true architectural masterpiece that defies the standard coastal trope. Designed by award-winning Cardello Architects, the home is a fortress of design-a structural marvel built with an uncompromising integrity that feels as permanent as the tides. The silhouette is bold and commanding, yet every element

Douglas Milne Houlihan Lawrence

Recently Sold

$9,420,000 Sold Mar 30, 2026
- 6 Beds
- 4.5 Baths
- 7,174 Sq Ft
17 Contentment Island Rd

Darien, CT
- 14% Below List
- $1,313/SF
- 149 Days On Market
- Current Est. Value $9M
Douglas Milne Houlihan Lawrence

$2,150,000 Sold Jul 31, 2025
- 4 Beds
- 4.5 Baths
- 3,436 Sq Ft
178 Christie Hill Rd

Darien, CT
- 13% Above List
- $626/SF
- 24 Days On Market
- Current Est. Value $2M
Douglas Milne Houlihan Lawrence

$4,460,000 Sold Feb 28, 2025
- 5 Beds
- 3.5 Baths
- 4,542 Sq Ft
1 Brush Island Rd

Darien, CT
- 5% Below List
- $982/SF
- 68 Days On Market
- Current Est. Value $5M
Douglas Milne Houlihan Lawrence

$1,008,899 Sold May 21, 2024
- 4 Beds
- 2 Baths
- 1,799 Sq Ft
12 Devonshire Dr

Darien, CT
- 13% Above List
- $561/SF
- 8 Days On Market
- Current Est. Value $1M
Douglas Milne Houlihan Lawrence

$738,000 Sold Feb 28, 2024
- 3 Beds
- 1.5 Baths
- 1,530 Sq Ft
159 Hollow Tree Ridge Rd

Darien, CT
- 18% Above List
- $482/SF
- 6 Days On Market
- Current Est. Value $1M
Douglas Milne Houlihan Lawrence

$5,275,000 Sold Dec 5, 2023
- 4 Beds
- 3 Baths
- 1,529 Sq Ft
21 Tokeneke Trail

Darien, CT
- 34% Below List
- $3,450/SF
- 609 Days On Market
- Current Est. Value $6M
Douglas Milne Houlihan Lawrence

$1,305,000 Sold Aug 24, 2023
- 3 Beds
- 2.5 Baths
- 1,560 Sq Ft
24 Charles St

Darien, CT
- 9% Above List
- $837/SF
- 10 Days On Market
- Current Est. Value $1M
Douglas Milne Houlihan Lawrence

$1,625,000 Sold Apr 28, 2023
- Land
- 2.20 Acre Lot
92 Half Mile Rd

Unit Lot C-2

Darien, CT
- 8% Below List
- 98 Days On Market
- Current Est. Value $8M
Douglas Milne Houlihan Lawrence

$2,510,961 Sold Dec 12, 2022
- 5 Beds
- 4.5 Baths
- 3,458 Sq Ft
327 Hollow Tree Ridge Rd

Darien, CT
- 12% Above List
- $726/SF
- 10 Days On Market
- Current Est. Value $3M
Douglas Milne Houlihan Lawrence

Awards and Designations

NAR - National Association of Realtors

Agent License: Connecticut REB.0469520

Douglas Milne

(475) 252-9721

Homes for Sale by City

Douglas Milne

About Douglas

Transaction History

Seller Deals

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Douglas is Experienced In

Douglas' Listings and Deals

Douglas's Active Listings

Recently Sold

Awards and Designations