38 Lakeside Drive

The home

About this home

Showings begin at Open House this Friday, 8/7 from 5pm-7pm. FULLY FURNISHED and offering a rare blend of historic charm and spacious lakeside living, this 4-bed, 1.5-bath Antique Lakeside Cottage presents a truly unique home-away-from-home on Milton Three Ponds. This 1.02-acre lot provides plenty of parking and yard space for large gatherings, family reunions, or holiday entertaining. Enjoy 175 feet of water frontage featuring one of the most breathtaking panoramic views on the lake. Inside, the 1,864-sq-ft interior exudes vintage charm, centered around a gorgeous fieldstone fireplace and wide windows framing water views. The recently renovated kitchen beautifully blends classic New England style with modern convenience, showcasing washed oak finished cabinets, vinyl plank flooring, charcoal soapstone/quartz countertops, a new dishwasher, electric range cooktop, microwave, and refrigerator. Designed for seamless indoor-outdoor living, the home includes a relaxing screened-in porch, a wraparound stone patio ideal for cookouts, and a lakeside fire pit area for roasting s’mores or lounging. On a lake spanning over 1,000 acres across the NH and Maine border, this property is a dream for second-home buyers, large families, or those looking to experience quintessential New England seasons. With private dock access, you can tube behind your motorboat, park your jet ski, or take a short pontoon trip to the local marina for ice cream and a picnic. Additional features include an updated carport, newer asphalt shingled roof, a rebuilt lakefront retaining wall, insulated kitchen, a bathroom renovation, an equipment shed, and an invisible underground dog fence. Enjoyed as a seasonal retreat within a year-round neighborhood, this property offers incredible potential to convert to full-time use for easy equity building or to maximize its rental income. Come experience your next chapter, where classic New England charm meets unlimited possibility in this rare lakeside retreat.

Property information

Details at a glance

Plan your purchase

Estimated monthly cost

Explore costs at the $815,000 asking price. Adjust the assumptions to your situation.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

Listing history

Price and status timeline

No additional listing history is available for public display.

Compare with confidence

Price & market context

See how this home compares with active listings in Milton.

Active city listing statistics from PrimeMLS as of September 11, 2026. Asking prices are not completed-sale values.

Keep exploring

Similar homes nearby

Same city and within 25% of the asking price, matched by property type and bedroom count when available and ranked by size and price.

$659,900

128 Willey Road, Milton, NH 03852

4 beds · 3 baths · 2,775 sq ft

Single Family Residence

Common questions

About 38 Lakeside Drive